Oakville Real Estate | Oakville Properties between $3,000,000 and $4,000,000 for Sale

A Rare Offering of Uncompromising Luxury.Exceptional homes are seldom built to this standard. Designed and executed with an unwavering commitment to quality, sophistication, and timeless design, this custom residence offers a level of craftsmanship rarely seen in today's market.From the moment you enter, the home's clean architectural lines, expansive windows, and seamless designer millwork create an atmosphere of refined elegance. Every detail has been thoughtfully curated-from flush baseboards/integrated wall moldings to custom built-ins and solid-core doors-resulting in a residence that feels both luxurious and effortlessly modern.Spanning over multiple levels of beautifully finished living space,the home features 5 spacious bedrooms,5 spa-inspired bathrooms,a private executive office,a professionally designed home theatre, a magical Harry Potter-inspired retreat, and an expansive lower-level family room designed for entertaining and relaxing. At the heart of the home is a stunning chef's kitchen, equipped with premium Wolf, Bosch, and JennAir appliances, abundant workspace, and a generous walk-in pantry. Whether hosting large gatherings or enjoying everyday family life, this space delivers both beauty and functionality.Comfort is elevated throughout with radiant heated floors in the primary ensuite and lower level, spray-foam insulation, advanced energy-efficient construction, three fireplaces, integrated smart-home technology, whole-home audio, a 4K security system, and intelligent lighting designed for modern living.Step outside and discover an outdoor living space that extends the home's luxurious lifestyle. The covered porch features recessed lighting, a fireplace, wall-mounted television, and dedicated dining area-creating the perfect setting for year-round entertaining. A fully fenced side yard provides privacy, space for children and pets, and room to relax and unwind.Built for those who appreciate exceptional attention to detail and refuse to compromise!

1403 Wren Avenue, Oakville

Listing courtesy of RE/MAX HALLMARK REALTY LTD..

$3,098,000

2 Beds ⋅ 3 Baths ⋅ W13439412 MLS® # ⋅ The Coventry BLDG.

Welcome to The Coventry Penthouse-one of downtown Oakville's most distinguished luxury residences. This architecturally significant suite, designed by acclaimed architect Bill Hicks, offers an unparalleled lifestyle just steps from the lake, waterfront parks, shopping, and dining. Occupying a premier position within this exclusive boutique building, with only two residences sharing the elevator, the penthouse delivers exceptional privacy and sophistication. Expansive living spaces are highlighted by soaring ceilings, a dramatic skylight, custom Downsview kitchen, walk-in pantry, formal dining room, integrated Sonos sound system, and elegant indoor-outdoor living. Two sets of French doors open to a covered terrace featuring a striking two-sided fireplace, while a spectacular private rooftop terrace creates the perfect setting for entertaining and relaxation. The luxurious primary retreat includes terrace access, a spacious walk-in closet, and spa-inspired five-piece ensuite. Complete with a second bedroom, den, 2.5 bathrooms, two premium parking spaces, and a locker, this exceptional residence offers the comfort of a custom home with the ease and convenience of luxury condominium living. A rare opportunity to own a truly unique penthouse in the heart of downtown Oakville. *Some photos may be virtually staged

253 Church Street Unit 402, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp., Brokerage.

$3,188,000

4 Beds ⋅ 4 Baths ⋅ W13415046 MLS® #

Experience exclusive lakefront luxury living at The Gardens of Edgemere, one of South East Oakville's most prestigious private enclaves. This rare "lock-and-leave" Ivy TownManor blends the timeless character of Oakville's historic lakefront estates with refined contemporary design, offering approximately 2,318 sq ft above grade and nearly 2,800 sq ft of total luxury living space.Surrounded by professionally landscaped grounds, residents enjoy access to a lakefront promenade, historic Japanese Teahouse, pergola, rose garden, greenhouse, conservatory, and beautifully maintained gardens-all in a serene estate-like setting.Inside, soaring 10-foot main-floor ceilings, floor-to-ceiling windows, and two bright skylights fill the home with natural light. Enjoy lake views from all bedrooms, plus lush ravine views from the private rear terrace and primary ensuite. The showpiece kitchen features upgraded full-height cabinetry and premium Wolf, Sub-Zero, and Miele appliances, while built-in speakers and two gas fireplaces add warmth and comfort.The upper level offers three spacious bedrooms, all with LED pot lights and custom closet organizers. Heated floors in all bathrooms enhance the spa-like feel, while the primary retreat captures breathtaking lake and ravine views from both the bedroom and luxurious ensuite. Convenient upper-level laundry adds everyday ease.The lower level features a luxurious den or guest bedroom, plus direct access to a private two-car underground garage via a heated driveway, complete with upgraded lighting and shelving.Relax or entertain on the private 391 sq ft rear terrace overlooking tranquil ravine views. Ideally located near top public and private schools, downtown Oakville, the lake, shops, restaurants, parks, and transit, this exceptional residence offers rare lakefront luxury, privacy, and convenience in the heart of South East Oakville.

10 MAPLE GROVE Drive Unit 14, Oakville

Listing courtesy of Re/Max Hallmark Realty Ltd..

$3,998,000

5 Beds ⋅ 5 Baths ⋅ W13215448 MLS® #

A home that effortlessly commands attention, defined by bold contemporary architecture and refined curb appeal. Set within South-East Oakville's Morrison neighbourhood, the striking exterior blends natural cedar and stone-creating a sophisticated façade that feels both modern and timeless, offering over 5,700 sqftof total living space. The dramatic 21ft foyer with floating glass staircase sets the tone, leading into an open-concept main level with 10-foot ceilings. With its prized southern exposure, the main living spaces are framed by a wall of floor-to-ceiling glass sliding doors with phantom screens-introducing remarkable scale while seamlessly inviting the outdoors in. The chef's kitchen is anchored by a 12ft island and features premium Wolf and SubZero appliances, along with a walk-through servery complete with wine fridge and access to the dining room. The great room impresses with custom built-ins, a gas fireplace, and a statement walnut feature wall. Also on the main level, a quiet office, powder room, convenient laundry room and mudroom entry from the double car garage. Upstairs, four spacious bedrooms offer ensuite access, including a luxurious principal retreat with double walk-in closets and a spa-like ensuite. The fully finished lower level with 9ft ceilings, adds exceptional versatility with a large recreation space, built-ins, electric fireplace, fifth bedroom or gym, and a 3-piece bathroom with a steam shower. The backyard, enveloped by a lush canopy of trees, where the gentle sights and sounds of the nearby creek create a serene retreat immersed in nature. Privacy, serenity and beautifully landscaped, the deck and stone patio are perfectly designed for entertaining. Additional highlights include 8 vehicle parking, irrigation system, and a fully integrated smart home with built-in speakers, Lutron lighting, and motorized blinds throughout. Positioned just moments to top-rated schools, parks, and downtown.

1388 Acton Crescent, Oakville

Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA.

$3,649,000

5 Beds ⋅ 5 Baths ⋅ 40832810 MLS® #

Step into this newly constructed custom residence which showcases bespoke built-in cabinetry fine craftsmanship. Stately nine-foot ceilings on the first and second floors from the wood flooring to the large scale windows you will sense refinement. Cozy in floor heating throughout the basement and all stone floors on the main and second floor includes a decadent heated garage floor, meaning no need to bundle up to access the garage making it a functional space of the home. The property is consistent with creature comforts featuring dedicated upper and lower hvac systems, circulating instant hot water throughout, and three gas fireplaces. Included is a comprehensive security system with cameras. The exterior façade combines elegant stone elements with stunning composite wood features, oversized front landing, 4 season inviting back deck with it’s own gas fireplace. Landscaping includes lighting with the addition of integrated driveway lighting to guide your way home. Luxury certified. (id:5764)

540 PATRICIA Drive, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$3,649,000

5 Beds ⋅ 5 Baths ⋅ W13163910 MLS® #

Step into this newly constructed custom residence which showcases bespoke built-in cabinetry fine craftsmanship. Stately nine-foot ceilings on the first and second floors from the wood flooring to the large scale windows you will sense refinement. Cozy in floor heating throughout the basement and all stone floors on the main and second floor includes a decadent heated garage floor, meaning no need to bundle up to access the garage making it a functional space of the home. The property is consistent with creature comforts featuring dedicated upper and lower hvac systems, circulating instant hot water throughout, and three gas fireplaces. Included is a comprehensive security system with cameras. The exterior façade combines elegant stone elements with stunning composite wood features, oversized front landing, 4 season inviting back deck with it's own gas fireplace. Landscaping includes lighting with the addition of integrated driveway lighting to guide your way home. Luxury Certified.

540 Patricia Drive, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc., Brokerage.

$3,199,000

2 Beds ⋅ 2 Baths ⋅ W13158074 MLS® # ⋅ The Randall Residences BLDG.

Welcome to one of Downtown Oakville's most celebrated residential addresses, imagined and brought to life by an exceptional local team, the internationally acclaimed luxury designer whose signature detailing elevates this landmark building into a work of art. Together, they crafted a boutique residence that seamlessly blends sophistication, exclusivity, and enduring elegance. This expansive suite features grand principal rooms, soaring ceiling heights, and refined architectural proportions throughout. The Great Room and adjoining Kitchen/Dining Room provide an impressive setting for both relaxed living and elegant entertaining, while the formal Foyer and circular entry gallery create a memorable sense of arrival. The private primary wing offers a gracious Master Bedroom with Juliet balcony, ensuite bathroom, with walk through dressing room, delivering a true luxury retreat. A second bedroom is perfect for guests or extended family and is thoughtfully preceded by its own private vestibule, enhancing comfort and privacy. Additional conveniences include a separate Laundry Room, dedicated Storage Room, and a Powder Room that complements the home's generous flow. The building also features the renowned Sotto Sotto restaurant on the main level - a testament to the calibre of the address and a unique lifestyle benefit for residents. Steps to the lake, marina, shops, cafés, and cultural venues, this residence offers a rare blend of boutique luxury and walkable urban convenience. A distinguished opportunity to live in one of Oakville's landmark buildings.

300 Randall Street Unit 211, Oakville

Listing courtesy of RE/MAX ESCARPMENT REALTY INC..

$3,299,000

3 Beds ⋅ 4 Baths ⋅ 40830519 MLS® #

This bespoke architecturally designed single-storey residence, created in the Contemporary Shed Style, combines refined architecture with exceptional functionality and craftsmanship. Designed for sophisticated entertaining and comfortable family living, the home features dramatic interior rooms, clean lines, and seamless indoor-outdoor connections. Principal living spaces and bedrooms are positioned to maximize privacy and natural light through expansive floor-to-ceiling windows overlooking landscaped gardens. A generous foyer introduces over 3,100 sq. ft. of refined single-level living. At the heart of the home, a striking four-sided wood-burning fireplace connects the formal living and dining areas. The gourmet kitchen is equipped with premium appliances, sky-lighting, custom cabinetry, walk-in pantry storage, and built-in serving functions, while oversized glass doors open directly to the gardens and outdoor entertaining spaces. The adjoining family room is filled with natural light from extensive glazing and skylights, complemented by wide plank white oak flooring, custom millwork, and cathedral tongue-and-groove willow ceilings. The private primary suite includes a spa-inspired ensuite, walk-in closet, and direct garden access. Two additional bedrooms feature oversized windows and double closets. The lower level offers excellent versatility with a recreation room, oversized laundry and craft area, workshop, cedar storage room, and wine storage. Completing the property are a cedar shake roof, cobblestone driveway, double carport, and oversized double garage with parking capacity for up to seven vehicles, delivering a rare blend of luxury, comfort, and practicality. (id:5764)

1168 CAREY Road, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$3,299,000

3 Beds ⋅ 4 Baths ⋅ W13131034 MLS® #

This bespoke architecturally designed single-storey residence, created in the Contemporary Shed Style, combines refined architecture with exceptional functionality and craftsmanship. Designed for sophisticated entertaining and comfortable family living, the home features dramatic interior rooms, clean lines, and seamless indoor-outdoor connections. Principal living spaces and bedrooms are positioned to maximize privacy and natural light through expansive floor-to-ceiling windows overlooking landscaped gardens. A generous foyer introduces over 3,100 sq. ft. of refined single-level living. At the heart of the home, a striking four-sided wood-burning fireplace connects the formal living and dining areas. The gourmet kitchen is equipped with premium appliances, sky-lighting, custom cabinetry, walk-in pantry storage, and built-in serving functions, while oversized glass doors open directly to the gardens and outdoor entertaining spaces. The adjoining family room is filled with natural light from extensive glazing and skylights, complemented by wide plank white oak flooring, custom millwork, and cathedral tongue-and-groove willow ceilings. The private primary suite includes a spa-inspired ensuite, walk-in closet, and direct garden access. Two additional bedrooms feature oversized windows and double closets. The lower level offers excellent versatility with a recreation room, oversized laundry and craft area, workshop, cedar storage room, and wine storage. Completing the property are a cedar shake roof, cobblestone driveway, double carport, and oversized double garage with parking capacity for up to seven vehicles, delivering a rare blend of luxury, comfort, and practicality.

1168 Carey Road, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc., Brokerage.

$3,800,000

5 Beds ⋅ 6 Baths ⋅ W13125176 MLS® #

Be the first to live in this custom built upgraded 5-bedroom, 6-washroom home in the sought-after Glen Abbey Encore community. Situated on a ravine-backed corner lot overlooking the Fourteen Mile Creek, this home offers over 4,440 sq ft above grade plus over 2,160 sq ft of unfinished basement space with walk-up access to a fully fenced backyard. Enjoy access to one of the area's largest parks featuring tennis & pickleball courts, basketball, soccer field, splash pad, playground, and trails. Featuring 11 ft ceilings on the main floor and 9 ft ceilings on the second floor and basement, upgraded 90" solid-core interior doors, hardwood flooring, coffered ceilings with crown moulding, pot lights, oversized windows, skylight above the staircase, open-riser staircase with stainless steel square spindles, elevated deck, dual furnaces & A/C systems, central vacuum including garage connection, smart lighting, exterior cameras, motorized blinds, and smart garage door openers with integrated cameras. All five bedrooms feature direct bathroom access, including three ensuites and a Jack & Jill bath. The primary suite offers ravine views, dual walk-in closets, and a spa-inspired ensuite with heated floors. The home also features two exterior entrances with covered porches, plus a main-floor office/den connected to a full bathroom. The custom Downsview Kitchen (one of Canada's premier luxury kitchen brands) features premium appliances including Sub-Zero column fridge/freezer and undercounter refrigerator, Wolf built-in oven, microwave & gas range, Miele built-in coffee system, and two Bosch dishwashers. Finished with quartz slab backsplash, double waterfall quartz island, large-format porcelain slab flooring, designer apron-front workstation sink, custom pull-out organizers, deep soft-close cabinetry, under-sink retractable central vacuum hose system, and a fully equipped servery with additional sink and second dishwasher connected to the breakfast area overlooking the ravine.

1283 Meadowside Path, Oakville

Listing courtesy of AKARAT GROUP INC..

$3,388,500

5 Beds ⋅ 7 Baths ⋅ 40826865 MLS® #

Situated On An Impressive 62' X 156' Lot In Prestigious West Oakville, This Exceptional Custom-Built Smart Home Offers Approx. 5,280 Sq Ft Of Luxurious Finished Living Space (3,400 Sq Ft Above Ground) With 5 Bedrooms, 5 Full Bathrooms And 2 Powder Rooms. Expertly Crafted With Premium Finishes And Impeccable Attention To Detail, This Residence Features 10' Main Floor Ceilings, 9' Upper & Lower Levels, Massive Velux Skylight, Oversized Windows, Crown Moulding, Wainscoting, Heated Floors, Built-In Speakers, Smart Home Automation And Multiple Gas Fireplaces. Designer Perola Kitchen With Custom Cabinetry, Glass Display Cabinets, Leathered Calcutta Granite Island, Caesarstone Counters, JennAir Built-In Appliances, 6-Burner Gas Cooktop With Pot Filler, Wine Fridge, Pantry And Designer Lighting. Stunning Great Room With Custom Built-Ins, Accent Lighting, Gas Fireplace And Expansive Rear Yard Views. Elegant Living & Dining Rooms With Imported Crystal Chandeliers, Hardwood Flooring And Custom Millwork. Main Floor Office Features Solid Wood French Doors, Built-In Shelving And CAT6 Wiring. Luxurious Primary Retreat With Vaulted Ceilings, Built-In Speakers, Large Picture Windows And Spa-Inspired Heated 5-Piece Ensuite Featuring Quartz Counters, Seamless Glass Shower, Soaker Tub, Makeup Vanity And Custom Walk-In Closet. All Additional Bedrooms Include Heated Ensuite Bathrooms And Custom Built-Ins. Professionally Finished Walk-Up Lower Level Includes Home Theatre, Games Room, Recreation Area, Wine Bar Rough-In, Heated Floors, Gas Fireplace, Additional Bedroom With Ensuite And Extensive LED Lighting. Exterior Features Include Natural Indiana Limestone Accents, Stucco Finish, Mahogany Doors, 6 Car Driveway, Pattern Concrete Walkways, Irrigation System, Security Cameras And Parking For 6 Vehicles. Integrated Smart Home Controls For Lighting, Security, Cameras, HVAC, Audio Complete This Truly One-Of-A-Kind Luxury Residence. (id:5764)

436 WILLIS Drive, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$3,400,000

6 Beds ⋅ 5 Baths ⋅ W13112236 MLS® #

Beautifully custom-built home showcasing luxury finishes throughout in one of the area's most prestigious and highly sought-after neighbourhoods. Boasting stunning curb appeal with a timeless stone exterior and an oversized driveway accommodating up to 6 vehicles, this exceptional residence blends elegance, comfort, and functionality. Designed with impeccable attention to detail, the home features elegant herringbone white oak flooring, soaring floor-to-ceiling windows in the family room, and a skylight that fills the main floor with an abundance of natural light. The chef-inspired kitchen offers quartz countertops, premium finishes, and ample space for both entertaining and everyday living. Beautiful custom drapery throughout the home adds warmth and sophistication to every space. The fully finished entertainer's basement is a true showstopper featuring a massive custom bar, rough-in completed for heated flooring, and a convenient separate entrance from the backyard offering endless possibilities for hosting, extended family, or future potential. The garage is thoughtfully designed with an additional rear garage door providing easy backyard access, perfect for storage, lawn equipment, and added convenience. Located in a prestigious and highly desirable neighbourhood close to top-rated schools, parks, shopping, and major amenities. Too many upgrades and features to mention - this is a must-see home that truly stands apart. Book your private viewing today!

431 Seaton Drive, Oakville

Listing courtesy of RE/MAX REALTY SPECIALISTS INC..

$3,980,000

4 Beds ⋅ 4 Baths ⋅ W13109474 MLS® #

Set on a beautiful 100' x 136' lot in Prestigious Olde Oakville, this exceptional family home offers 4,752 sq ft of total living space of refined timeless design & impeccable craftsmanship all just a short stroll to Downtown Oakville, the lake, and some of Oakville's most sought-after schools. classic brick exterior, solid wood front door, and towering mature trees create a warm and elegant first impression. This home exudes an inviting aesthetic that feels made for family living and effortless entertaining.The kitchen features top-of-the-line appliances, two Miele dishwashers, dual walk-in pantries, water filtration system, three sinks including a coffee station/wet bar, and an oversized island that comfortably gathers family and friends for everything from casual breakfasts to holiday celebrations. The adjoining dining room is anchored by a charming wood-burning fireplace, while the spacious family room, also with a wood-burning fireplace, opens seamlessly to the private backyard, creating an ideal indoor-outdoor connection. Enjoy sunny south exposure, a sparkling saltwater swimming pool(liner/pump/heater 2024), Maibec deck with sleek glass railings, and a beautiful stone patio ideal for summer dining and lounging. Despite the impressive outdoor amenities, there remains abundant green space for children to play and the whole family to gather. The functional mudroom and sophisticated main floor den complete the thoughtfully designed main level. The second floor is equally impressive, highlighted by a luxurious primary retreat with its own gas fireplace, walk-in closet, custom built-in storage, and five-piece ensuite with heated flooring. Three additional generously sized bedrooms and a beautifully appointed full bathroom provide ample space for a growing family. Finished to the highest standards, this extraordinary residence offers the rare combination of timeless style, family-focused functionality, and an unbeatable Olde Oakville location. Welcome Home.

528 Michael Terrace, Oakville

Listing courtesy of Royal LePage Real Estate Services Ltd., Brokerage.

$3,388,500

5 Beds ⋅ 7 Baths ⋅ W13107546 MLS® #

Situated On An Impressive 62' X 156' Lot In Prestigious West Oakville, This Exceptional Custom-Built Smart Home Offers Approx. 5,280 Sq Ft Of Luxurious Finished Living Space (3,400 Sq Ft Above Ground) With 5 Bedrooms, 5 Full Bathrooms And 2 Powder Rooms. Expertly Crafted With Premium Finishes And Impeccable Attention To Detail, This Residence Features 10' Main Floor Ceilings, 9' Upper & Lower Levels, Massive Velux Skylight, Oversized Windows, Crown Moulding, Wainscoting, Heated Floors, Built-In Speakers, Smart Home Automation And Multiple Gas Fireplaces. Designer Perola Kitchen With Custom Cabinetry, Glass Display Cabinets, Leathered Calcutta Granite Island, Caesarstone Counters, JennAir Built-In Appliances, 6-Burner Gas Cooktop With Pot Filler, Wine Fridge, Pantry And Designer Lighting. Stunning Great Room With Custom Built-Ins, Accent Lighting, Gas Fireplace And Expansive Rear Yard Views. Elegant Living & Dining Rooms With Imported Crystal Chandeliers, Hardwood Flooring And Custom Millwork. Main Floor Office Features Solid Wood French Doors, Built-In Shelving And CAT6 Wiring. Luxurious Primary Retreat With Vaulted Ceilings, Built-In Speakers, Large Picture Windows And Spa-Inspired Heated 5-Piece Ensuite Featuring Quartz Counters, Seamless Glass Shower, Soaker Tub, Makeup Vanity And Custom Walk-In Closet. All Additional Bedrooms Include Heated Ensuite Bathrooms And Custom Built-Ins. Professionally Finished Walk-Up Lower Level Includes Home Theatre, Games Room, Recreation Area, Wine Bar Rough-In, Heated Floors, Gas Fireplace, Additional Bedroom With Ensuite And Extensive LED Lighting. Exterior Features Include Natural Indiana Limestone Accents, Stucco Finish, Mahogany Doors, 6 Car Driveway, Pattern Concrete Walkways, Irrigation System, Security Cameras And Parking For 6 Vehicles. Integrated Smart Home Controls For Lighting, Security, Cameras, HVAC, Audio Complete This Truly One-Of-A-Kind Luxury Residence.

436 WILLIS Drive, Oakville

Listing courtesy of RE/MAX ESCARPMENT REALTY INC..

$3,599,999

5 Beds ⋅ 6 Baths ⋅ W13068536 MLS® #

Welcome to an exceptional custom-built luxury residence, where inspired architecture, (thoughtful design, and superior craftsmanship come together to create a home that is both elegant and functional. The grand foyer sets the tone, offering an impressive welcome into this truly distinguished home. Light, and architectural impact, the interior features a dramatic skylight that fills the home with natural light. The show-stopping 20 familyroom is highlighted by a stunning floor-to-ceiling porcelain fireplace, sophisticated yetinvitingatmosphere. The formal living room features 14' ceilings and expansive front-facing windows. The open-concept main level is enhanced by 10' ceilings, modern pot lighting, and |floor-to-ceiling windows, allowing sunlight to pour into every corner. Elegant wainscoting and custom wall panellin throughout the foyer, living room, family room, and staircase showcase the exceptional detail and craftsmanship found throughout the home. At the heart is a chef-inspired kitchen, designed for both everyday living. It features panel-ready Miele appliances, including ja refrigerator & appliances offering a seamless, built-in aesthetic. This well-planned kitchen providesanoutstanding layout, premium finishes, and a functional flow that opens directly to the backyard through sliding doors. Step outside to a covered rear patio, accessed from the kitchen, creating the perfect space for outdoor enjoyment. The fully fenced backyard ensures privacy, while the beautifully designed interlocked driveway and wrap-around hardscaping enhance curb appeal and durability, Car enthusiasts and active families will appreciate the extra-wide garage, designed to comfortably accommodate larger vehicles. A secondary rear garage door allows convenient access to the backyard-ideal for motorcycles or pets. The fully finished (basement continues the luxurious living experience, featuring large window wells for enhanced natural light, a stylish wet bar & full bath. You'll love it!

507 Wildwood Drive, Oakville

Listing courtesy of RE/MAX GOLD REALTY INC..

$3,888,000

4 Beds ⋅ 5 Baths ⋅ W13086416 MLS® #

Crafted by renowned architect Gren Weis and built by Hallmark Homes, this distinguished Morrison residence showcases timeless architecture and exceptional craftsmanship. Set on a beautifully landscaped 0.216 acre lot, the home offers approximately 5,500 sq.ft. of finished living space across three well-appointed levels. The main floor features quarter-sawn oak flooring, solid core doors, substantial millwork, 9" baseboards, and 9' ceilings, all enhanced by refined architectural detailing. A dramatic 13.5' coffered ceiling defines the family room, where a classic woodburning fireplace and rich cherry built-ins create an inviting setting. Expansive Kolbe windows flood the interior with natural light. The kitchen balances form and function, showcasing custom Andrew Moseley cabinetry, multi-toned granite countertops, tumbled marble backsplash, and premium appliances, including a Viking six-burner gas range. A generous 9' island with prep sink anchors the space, while the adjoining pantry and mudroom with built-ins and direct garage access enhance everyday living. Upstairs, the primary suite offers a private retreat with a walkout to sun deck, walk-in closet, and a luxurious limestone ensuite featuring heated flooring, Bain Ultra air tub, and oversized rain shower. Two additional bedrooms enjoy ensuite access, providing comfort and privacy for family or guests. The fully finished lower level features 9' ceilings and hydronic radiant heated floors, complete with a spacious recreation area, custom bar, fitness room with durable marmoleum flooring, and a guest bedroom. Exterior details include cedar shake siding, copper accents, UV-protected Kolbe windows, irrigation system, and a heated tandem garage. Located in one of Oakville's most established Morrison neighbourhoods, surrounded by matures trees and distinguished homes, this property presents a refined living experience in a coveted setting. (certain images have been digitally enhanced and virtually staged)

1049 Cedar Grove Boulevard, Oakville

Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES LTD..

$3,199,000

3 Beds ⋅ 4 Baths ⋅ W13082782 MLS® #

Rarely offered, true lakefront freehold townhouse in prestigious Bronte with unobstructed, panoramic views of Lake Ontario. One of only a select few waterfront residences in this exclusive enclave and seldom available, this exceptional townhouse is offered for the first time and has been professionally renovated from the ground up, representing a complete rebuild with all-new systems, infrastructure, and bespoke designer finishes throughout. Thoughtfully reimagined with refined architectural detail, the residence showcases a dramatic custom staircase, sun-filled open-concept living spaces, and expansive windows that frame breathtaking lake views from multiple levels. Seamless indoor-outdoor flow creates an unparalleled waterfront living experience rarely available in townhouse ownership. The designer kitchen features custom cabinetry and premium appliances, including a high-end stove with oven, range hood, microwave, dishwasher, and refrigerator, curated for elevated everyday living and elegant entertaining. Engineered hardwood flooring extends throughout, complemented by heated bathroom floors and three fireplaces, including two gas fireplaces and an electric fireplace in the private primary suite. The spa-inspired primary ensuite features a steam shower. The third bedroom offers flexibility to be a family room (presently used as one). Basement office/den has multiple uses. Two private waterfront decks, including an impressive 40-ft deck(approx.) on the main and a fully covered one on the third floor, provide exceptional outdoor living and spectacular sunset views. Located in one of Oakville's most coveted waterfront communities with private tennis courts, just steps to Bronte Harbour, marina, waterfront trails, fine dining, and boutique shops. A truly rare turnkey lakefront offering.

10 Southwind Terrace, Oakville

Listing courtesy of Sotheby's International Realty Canada, Brokerage.

$3,099,000

4 Beds ⋅ 3 Baths ⋅ W13082524 MLS® #

WONDERFUL FAMILY HOME IN A COVETED NEIGHBOURHOOD IN MORRISON WALKING DISTANCE TO GAIRLOCH GARDENS, THE LAKE AND SOME OF THE BEST SCHOOLS IN SOUTHEAST OAKVILLE. THIS LOVELY 2 STORY RED BRICK HOME WITH ALMOST 5000 SQ FEET OF LIVING SPACE OFFERS A CENTRE HALL PLAN WHICH IS FABULOUS FOR FAMILY LIVING AND ENTERTAINING. THE SEPARATE LIVING AND DINING ROOM ARE PERFECT FOR FORMAL ENTERTAINING. THE LIGHT FILLED OPEN CONCEPT KITCHEN HAS A TEN FOOT ISLAND WHICH IS A GREAT GATHERING SPOT FOR CASUAL GET TOGETHERS. THE FAMILY ROOM WITH A VAULTED CEILING AND FIREPLACE OFFERS A WALKOUT TO THE STUNNING LANDSCAPED GARDENS WITH A NEWLY RENOVATED IN-GROUND POOL. A MAIN FLOOR OFFICE WITH A WALL OF WINDOWS LOOKING OUT TO THE GARDENS MAKES WORKING AT HOME ENJOYABLE. THE BASEMENT IS VERY SPACIOUS WITH BOTH A REC ROOM, HOBBY ROOM/OFFICE AND SPECTACULAR WORKROOM. THIS MATURE PROPERTY WITH SOUTHERN EXPOSURE OFFERS PRIVACY WITH MATURE TREES AND PLENTY OF GREEN SPACE FOR THE KIDS TO PLAY. JUST MINUTES TO ALL THE MAIN HIGHWAYS AND THE GO FOR AN EASY COMMUTE.

1284 Cleaver Drive, Oakville

Listing courtesy of RE/MAX ABOUTOWNE REALTY CORP..

$3,116,125

2 Baths ⋅ W13081996 MLS® #

Industrail Space Available For Sale In Desirable Location Off North Service Road. Located At The West Side Of The Building, Plenty Of Free Unreserved Parking.Perfect For A Wide Range Of warehouse , storage , light industrial , Professional Uses Including Medical Office, Dental Clinic, Med Spa, Law Firm, Accounting Practice, Educational/Training Academy, And More.Flexible Purchase Options Available - Multiple Units Can Be Combined To Suit Your Needs, Ranging From 3,995 Sqft Up To 9,263 Sqft Strategically Located With Excellent Highway Access, This Is A Rare Opportunity To Establish Or Expand Your Business Presence In A High-Exposure, High-Traffic Location.Current drop ceiling height is 9 ft, with a clear ceiling height of 18 ft.

1075 North Service Road W Unit 5-9, Oakville

Listing courtesy of CENTURY 21 KING`S QUAY REAL ESTATE INC..

$3,898,000

4 Beds ⋅ 5 Baths ⋅ W13079848 MLS® #

Welcome to 1551 Warland Rd, a stunning custom-built bungaloft in the heart of highly sought-after South Oakville. Nestled just a 5-minute walk from Coronation Park and the serene shores of Lake Ontario, this exceptional residence offers over 5,700 square feet of meticulously finished living space, blending luxury, comfort, and modern convenience. Step inside to discover an inviting main floor where primary rooms exude elegance with coffered ceilings, expansive picture windows flooding the space with natural light, and rich hardwood flooring. The gourmet kitchen is a chefs dream, featuring top-of-the-line JennAir appliances, including dual dishwashers, a gas stove with a custom hoodfan, side-by-side fridge, built-in oven, and microwave. A butlers pantry and servery seamlessly connect the kitchen to the dining room, perfect for effortless entertaining. The bathrooms elevate luxury with quartz countertops, undermount sinks, sleek glass shower enclosures, and heated flooring for year-round comfort. The primary suite, conveniently located on the main level, offers a tranquil retreat with sophisticated finishes and ample space. Downstairs, the lower level impresses with a custom wet bar and wine room, ideal for hosting guests, alongside a dedicated exercise room for your wellness needs. Every detail has been thoughtfully designed to enhance your lifestyle. Step outside to the backyard oasis, where an outdoor patio steals the show with a custom pizza oven, built-in barbecue, and a covered area featuring a cozy fireplace perfect for al fresco dining or relaxing evenings under the stars. Located in one of Oakville's most desirable neighborhoods, this bungaloft combines timeless craftsmanship with modern amenities, all just steps from parks, lakefront trails, and the vibrant South Oakville community.

1551 Warland Road, Oakville

Listing courtesy of REMAX YOUR COMMUNITY REALTY.

$3,290,000

3 Beds ⋅ 3 Baths ⋅ W13071756 MLS® #

Waterfront Living, An Incredible Opportunity to Own Over 2200 sq. ft. Of Total Luxury And Extraordinary Living, In One Of Oakville's exclusive Waterfront residences. The Living room Showcases Breathtaking Views of The Waterfront And Harbour. The Living Room Also Accesses An enormous Oversized Balcony . This Room Has Floor to Ceiling Windows That Display Stunning Natural Light , Giving The Residence A Magical Ambience All Year-Round. Near to Your Living Rm , Is The dining Room Where One can Entertain and Escape through marble foyer's to a Water -viewing Balcony that Becomes its Own Paradise. A Master bedroom which accesses the Terrace And Comes With A Hollywood Style bathroom Luxury Abound. This Residence has Downsview Kitchen With Granite Counters. Built -in gas stove top, Built in SubZero Fridge, Built-in Wolf Oven And Microwave, Built-in Dishwasher , and marble Foyers. 24 Hr security Concierge, with Luxurious Amenities. Two Convenient Parking Spaces . A Second bedroom with Its Own Washroom . and Also come With A Large Laundry Room. Listing broker is related to the seller .

111 Forsythe Street Unit 402, Oakville

Listing courtesy of JDF REALTY LTD..

$3,698,000

6 Beds ⋅ 6 Baths ⋅ W13030482 MLS® #

Experience uncompromising luxury in this newly built, architecturally striking residence where every detail has been meticulously curated and no expense has been spared. Designed and built by its owner-an architect-as his primary residence, this 5000 + sqfts of living space custom home reflects exceptional attention to detail and uncompromising quality throughout. From the moment you enter, the level of craftsmanship is immediately evident-featuring a sun- filled main floor office, soaring cathedral ceilings, and dramatic floor-to-ceiling triple- glazed windows and doors that flood the home with natural light. Designed for both elegance and functionality, the heart of the home is a bespoke chef's kitchen showcasing premium Miele appliances, custom cabinetry, and refined finishes, seamlessly complemented by a secondary kitchen and a fully finished lower level with matching attention to detail. The grand two-storey living space is anchored by a statement fireplace, while smart home integration enhances everyday living with built-in sound, security, and climate systems. This home is rich with high-end features, including heated flooring at the main entrance and in the primary ensuite with Wi-Fi control, an electric vehicle charger in the garage, and thoughtfully designed systems throughout. All bedrooms offer private ensuites with custom glass showers and premium fixtures, while the primary retreat provides a spa-like experience with elevated finishes and comfort. The lower level continues to impress with oversized windows allowing abundant daylight, along with a custom bar, home theatre, gym, and additional living space. It also includes a convenient secondary (backup) laundry and provisions for a full cooking kitchen, offering excellent flexibility for extended family or future use. A second-floor laundry adds everyday convenience and functionality. ***

1404 Waverly Avenue SW, Oakville

Listing courtesy of ROYAL LEPAGE CERTIFIED REALTY.

$3,850,000

4 Beds ⋅ 4 Baths ⋅ W13018186 MLS® #

It is rare to find a home that respects its history while boldly defining its future. Set within Oakville's prestigious West Harbour neighbourhood, 55 Chisholm Street is a study in modern heritage, where a century-old stone foundation anchors a home defined by thoughtful design and sustainable innovation. Superior craftsmanship and comfortable, functional spaces create a residence that is both considered and effortlessly livable. Every detail reflects a singular vision. The architecture bridges past and present with quiet confidence, pairing natural plaster walls and custom ironwork with a sculptural three-dimensional stairwell and a professional Valcucine kitchen outfitted with integrated Miele appliances. A striking soapstone fireplace grounds the main living area, while open-concept spaces extend toward landscaped gardens, creating a seamless connection between indoors and out. Its intelligence is expressed through restraint. Geothermal heating, energy-recovery ventilation, and rainwater harvesting are fully integrated, supporting a high level of performance without compromising design integrity. Upstairs, three well-appointed bedrooms and two bathrooms offer calm and privacy. The primary suite opens to a private terrace, while a treetop lookout captures elevated views across the neighbourhood canopy. The lower level includes a modern gym, cedar-lined wine cellar, and guest suite. Outside, the grounds continue the experience with a cedar sauna, outdoor shower, fire pit, and full outdoor kitchen. Steps from the lake and Downtown Oakville, this is a legacy property reimagined for the next century, offering a rare balance of architectural integrity, modern performance, and quiet, enduring livability.

55 Chisholm Street, Oakville

Listing courtesy of Sotheby's International Realty Canada, Brokerage.

$3,998,900

4 Beds ⋅ 4 Baths ⋅ W12992608 MLS® #

Incredible offering in the Harbour district of Old Oakville one block from the lake and harbour and a short stroll to beautiful downtown Oakville. Over 3500SF of luxury living space. Beautiful custom build with open concept floor plan featuring soaring 10' ceilings and filled with light via wall-to wall windows and dramatic skylights. 3-floor elevator. Exceptionally high-end quality construction and attention to detail. Living Room with fireplace open to Kitchen with built-in SubZero & Wolf appliances, quartz counters, Butler's pantry with full height SubZero freezer and exceptional storage. Walk-out to a beautiful fully covered porch 27' x 11' with low maintenance composite decking. Beautiful Primary suite with south-facing lake view from Juliette Balcony, luxury Ensuite with heated floors, dual sinks, soaker tub and glass shower; Walk-in closet with built-in cabinetry. 2 further bedrooms with Juliette balconies with lake views. Main bath with heated floors and glass shower. Second floor Laundry. The ultimate lower level features high ceilings, radiant heated floors throughout, patio door walk-out to covered patio and access to the garden, large open concept Recreation Rm, full second Kitchen with high-end appliances, 4th Bedroom & guest bathroom; Cedar lined sauna with easy access to get outside to the hot tub. Triple Glazed windows throughout. Wired Security System. Irrigation System. The fenced garden features lush landscaping, large patio and gazebo for hot tub. Inside entry from oversized, 2-car garage with 12 ceilings can accommodate a car-lift.

36 Anderson Street, Oakville

Listing courtesy of Royal LePage Real Estate Services Ltd., Brokerage.

$3,950,000

4 Beds ⋅ 4 Baths ⋅ W12991350 MLS® #

Private, elevated, and unlike anything else in Old Oakville - A true four-season outdoor retreat, your private playground for the outdoor enthusiast-where each day invites skating, paddling, kayaking, hiking, fishing, boating and cross-country skiing, alongside wildlife watching and refined al fresco dining, embracing nature in all its seasons. This lofted waterfront residence commands breathtaking views and unmatched privacy along the tranquil 16 Mile Creek. A testament to craftsmanship and design, this waterfront retreat boasts exclusive riparian rights and a private dock, inviting you to embrace the beauty of Oakville's scenic waterways year-round. .A meticulous 2016 renovation elevated this residence with rich hand-scraped oak floors, solid wood doors, custom millwork, and elegant tray ceilings. The sprawling 1,700 sq. ft. premium Wolf PVC deck includes a hot tub oasis, integrated fire table, and motorized awnings, leading to a dock with a kayak launch, swim ladder, and floating dock. Glass-encased staircases on helical piers deliver striking architectural presence and unbroken sight lines to the creek. Inside, sophistication defines every detail. Floor-to-ceiling windows in the living room frame stunning ravine views and dramatic sunsets, while a gas fireplace with a live-edge mantel adds warmth. The chef's kitchen impresses with a leathered Taj Mahal quartzite island, Wolf and Miele appliances, and an integrated Sub-Zero fridge. Heated floors run throughout, including in the spa-like primary ensuite with marble floors, a rain shower, and double vanity. The lower level offers a linear fireplace, built-in bar, and walkout to the deck. A concrete-lined storage room playfully known as the Bomb Shelter provides additional functionality. Blending natural beauty, refined design, and year-round outdoor living, this one-of-a-kind property is just steps to downtown Oakville and the GO Train offering luxury, serenity, and convenience in equal measure.

382 Trafalgar Road, Oakville

Listing courtesy of RE/MAX ABOUTOWNE REALTY CORP..

$3,000,000

5 Beds ⋅ 5 Baths ⋅ W12990848 MLS® #

Step into the pinnacle of modern elegance with this stunning custom-built executive home, nestled in the highly sought-after heart of Southeast Oakville. Offering a seamless blend of sophisticated design, premium finishes, and an abundance of natural light. From the moment you enter, you'll be captivated by the open and intelligently configured interior layout, soaring 10' floating ceilings with cove lighting, and floor-to-ceiling windows that fill the space with sunlight. Every detail has been meticulously crafted, from the European white oak engineered hardwood floors to the 8' solid core doors, flush trim, and hidden anchored glass railings that exude contemporary sophistication. The heart of the home is the designer kitchen, featuring an oversized island, 10' cabinetry, and top-of-the-line appliances, perfect for entertaining or enjoying quiet family moments. The main floor flows effortlessly into a spacious living area, complete with a gas fireplace, built-in surround sound, and motorized blinds for ultimate convenience. Upstairs, natural light continues to shine through skylights and oversized windows, illuminating four generously sized bedrooms, each with its own ensuite bathroom and custom-built walk-in closets. The bespoke laundry room, with floor-to-ceiling cabinetry, adds a touch of practicality and style. The finished basement offers additional living space, ideal for a home theatre, gym, or playroom, while the mono-stringer staircase and glass railings create a striking visual statement from top to bottom. This home is more than just a residence; it's a lifestyle. With its unparalleled craftsmanship, high-end finishes, and prime location in one of Oakville's most desirable neighbourhoods, this property is truly Luxury at Its Finest. Don't miss the opportunity to experience the intricate quality and modern elegance of this exceptional home.

1337 Waverly Avenue, Oakville

Listing courtesy of KELLER WILLIAMS REFERRED URBAN REALTY.

$3,980,000

W12924914 MLS® #

ATTN: INVESTORS / DEVELOPERS... Extremely Rare Building Lot in Downtown Oakville That Is Site-Plan & Building permit ready!!! For 3 X 2600 Sq. Ft. Private Elevators To Each Suite, Private Expansive Terraces Of Approximately 450 Sq. Ft. For Outdoor Enjoyment. Owner And Guest Parking Available.

110 Chisholm Street, Oakville

Listing courtesy of RIGHT AT HOME REALTY.

$3,150,000

4 Beds ⋅ 3 Baths ⋅ 40814894 MLS® #

Spectacular opportunity in Southeast Oakville’s prestigious Morrison Road district. Premium 0.346-acre lot (102 x 148 ft) with desirable south exposure—ideal to move in, renovate, or build a custom home among multi-million dollar estates. Well-maintained 2-storey home offering approx. 2,549 sq ft with 4 bedrooms, 3 bathrooms, and a double car garage. Updated throughout and suitable for immediate occupancy with future potential. Renovated kitchen features quartz countertops, subway tile backsplash, updated fixtures (2024), LG fridge (2024), and Samsung induction stove (2022), Heated Floors (Hot Water) in main floor family room and finished basement. Bright family room addition includes, skylight, and premium windows and doors. Muskoka room provides a peaceful space overlooking the mature lot. Hardwood flooring and Napoleon fireplace (2024) in principal rooms. Finished basement includes fireplace, pot lights, and large above-grade windows. Major updates: roof (2010–11), windows (2010–11), electrical panel (2010–11), furnace (2022), boiler (2022). Exterior features include Muskoka room, additional west facing side deck, Hardie board siding, composite deck (2022), irrigation system, landscaping, and exterior pot lights. Steps to Gairloch Gardens and Lake Ontario. Close to top-ranked schools and minutes to Downtown Oakville, highways, and GO. RL1-0 zoning permits approx. 30% lot coverage (~4,520 sq ft) and 29% residential floor area (~4,370 sq ft). (id:5764)

1268 HILLHURST Road, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..

$3,150,000

4 Beds ⋅ 3 Baths ⋅ W12922924 MLS® #

Spectacular opportunity in Southeast Oakville's prestigious Morrison Road district. Premium0.346-acre lot (102 x 148 ft) with desirable south exposure-ideal to move in, renovate,or build a custom home among multi-million dollar estates.Well-maintained 2-storey home offering approx. 2,549 sq ft with 4 bedrooms, 3 bathrooms, and adouble car garage. Updated throughout and suitable for immediate occupancy with futurepotential.Renovated kitchen features quartz countertops, subway tile backsplash, updated fixtures (2024),LG fridge (2024), and Samsung induction stove (2022), Heated Floors (Hot Water) in main floor family room and finished basement. Bright family room addition includes, skylight, and premium windows and doors. Muskoka room provides a peacefulspace overlooking the mature lot.Hardwood flooring and Napoleon fireplace (2024) in principal rooms. Finished basementincludes fireplace, pot lights, and large above-grade windows.Major updates: roof (2010-11), windows (2010-11), electrical panel (2010-11), furnace (2022),boiler (2022). Exterior features include Muskoka room, additional west facing side deck, Hardie board siding, composite deck (2022), irrigation system,landscaping, and exterior pot lights.Steps to Gairloch Gardens and Lake Ontario. Close to top-ranked schools and minutes toDowntown Oakville, highways, and GO.RL1-0 zoning permits approx. 30% lot coverage (~4,520 sq ft) and 29% residential floor area(~4,370 sq ft).

1268 Hillhurst Road, Oakville

Listing courtesy of RE/MAX ABOUTOWNE REALTY CORP..

$3,790,000

4 Beds ⋅ 4 Baths ⋅ 40802920 MLS® #

Nestled in an immensely desired mature pocket of Old Oakville, this exclusive development, aptly named Lifestyles at South East Oakville, offers the ease, convenience and allure of new while honouring the tradition of a well-established neighbourhood. A selection of distinct detached single family models, each magnificently crafted with varying elevations, with spacious layouts, heightened ceilings and thoughtful distinctions between entertaining and principal gathering spaces. A true exhibit of flawless design and impeccable taste. Impressive detached w/47-foot frontage, 2836 sqft of finished space w/an additional 1,000+ sqft(approx) in the lower level left untouched. Curated:4 beds + 3.5 baths. Utility wing from garage, chef's kitchen w/w/in pantry, expansive breakfast+great room. Quality finishes are evident; with 11' ceilings on the main, 9' on the upper & lower levels and large glazing throughout, including 12-foot glass sliders to the rear terrace from great room. Quality millwork w/solid poplar interior doors/trim, plaster crown moulding, oak flooring & porcelain tiling. Customize stone for kitchen & baths, gas fireplace, central vacuum, recessed LED pot lights & smart home wiring. Downsview kitchen w/walk-in pantry, top appliances, dedicated breakfast + expansive glazing. Primary retreat impresses w/2 walk-ins + hotel-worthy bath. Bedroom 2 & 3 share ensuite & 4th bedroom enjoys a lavish ensuite. Convenient upper level laundry. No detail or comfort will be overlooked, w/high efficiency HVAC, low flow Toto lavatories, high R-value insulation, including fully drywalled, primed & gas proofed garage interiors. Refined interior with clever layout and expansive rear yard offering a sophisticated escape for relaxation or entertainment. (id:5764)

338 MACDONALD Road, Oakville

Listing courtesy of Century 21 Miller Real Estate Ltd..

$3,195,000

3 Beds ⋅ 5 Baths ⋅ 40806328 MLS® #

Nestled in an immensely desired mature pocket of Old Oakville, this exclusive development, aptly named Lifestyles at South East Oakville, offers the ease, convenience and allure of new while honouring the tradition of a well-established neighbourhood. A selection of distinct models, each magnificently crafted, with spacious layouts, heightened ceilings and thoughtful distinctions between entertaining and contemporary gathering spaces. A true exhibit of flawless design and impeccable taste. The Arlington; 3,677 sqft of finished space, 3 beds, 3 full baths + 2 half baths, this model includes 622 FIN sqft in the LL. A few optional layouts ground + upper. Garage w/interior access to mudroom, ground floor laundry, walk-in closet, full bath + family room w/French door to rear yard. A private elevator services all levels. Quality finishes are evident; with 10 ceilings on the main, 9 on the ground & upper levels. Large glazing throughout, glass sliders to both rear terraces & front terrace. Quality millwork & flooring choices. Customize stone for kitchen & baths, gas fireplace, central vacuum, recessed LED pot lights & smart home wiring. Chefs kitchen w/top appliances, dedicated breakfast, overlooking great room. Primary retreat impresses with large dressing, private terrace & spa bath. No detail or comfort will be overlooked, with high efficiency HVAC, low flow Toto lavatories, high R-value insulation, including fully drywalled, primed & gas proofed garage interiors. Expansive outdoor spaces; three terraces & a full rear yard. Perfectly positioned within a canopy of century old trees, a stones throw to the state-of-the-art Oakville Trafalgar Community Centre and a short walk to Oakvilles downtown core, harbour and lakeside parks. This is a landmark exclusive development in one of Canadas most exclusive communities. Only a handful of townhomes left. Full Tarion warranty. Occupation estimated summer 2026. (id:5764)

21 BLOCK Unit 6, Oakville

Listing courtesy of Century 21 Miller Real Estate Ltd..

$3,790,000

4 Beds ⋅ 4 Baths ⋅ W12899458 MLS® #

Nestled in an immensely desired mature pocket of Old Oakville, this exclusive Fernbrook development, aptly named Lifestyles at South East Oakville, offers the ease, convenience and allure of new while honouring the tradition of a well-established neighbourhood. A selection of distinct detached single family models, each magnificently crafted with varying elevations, with spacious layouts, heightened ceilings and thoughtful distinctions between entertaining and principal gathering spaces. A true exhibit of flawless design and impeccable taste. Impressive detached w/47-foot frontage, 2836 sqft of finished space w/an additional 1,000+ sqft(approx) in the lower level left untouched. Curated:4 beds + 3.5 baths. Utility wing from garage, chef's kitchen w/w/in pantry, expansive breakfast+great room. Quality finishes are evident; with 11' ceilings on the main, 9' on the upper & lower levels and large glazing throughout, including 12-foot glass sliders to the rear terrace from great room. Quality millwork w/solid poplar interior doors/trim, plaster crown moulding, oak flooring & porcelain tiling. Customize stone for kitchen & baths, gas fireplace, central vacuum, recessed LED pot lights & smart home wiring. Downsview kitchen w/walk-in pantry, top appliances, dedicated breakfast + expansive glazing. Primary retreat impresses w/2 walk-ins + hotel-worthy bath. Bedroom 2 & 3 share ensuite & 4th bedroom enjoys a lavish ensuite. Convenient upper level laundry. No detail or comfort will be overlooked, w/high efficiency HVAC, low flow Toto lavatories, high R-value insulation, including fully drywalled, primed & gas proofed garage interiors. Refined interior with clever layout and expansive rear yard offering a sophisticated escape for relaxation or entertainment.

338 MACDONALD Road, Oakville

Listing courtesy of CENTURY 21 MILLER REAL ESTATE LTD..

$3,195,000

3 Beds ⋅ 5 Baths ⋅ W12899190 MLS® #

Nestled in an immensely desired mature pocket of Old Oakville, this exclusive Fernbrook development, aptly named Lifestyles at South East Oakville, offers the ease, convenience and allure of new while honouring the tradition of a well-established neighbourhood. A selection of distinct models, each magnificently crafted, with spacious layouts, heightened ceilings and thoughtful distinctions between entertaining and contemporary gathering spaces. A true exhibit of flawless design and impeccable taste. The Arlington; 3,677 sqft of finished space, 3 beds, 3 full baths + 2 half baths, this model includes 622 FIN sqft in the LL. A few optional layouts ground + upper. Garage w/interior access to mudroom, ground floor laundry, walk-in closet, full bath + family room w/French door to rear yard. A private elevator services all levels. Quality finishes are evident; with 10 ceilings on the main, 9 on the ground & upper levels. Large glazing throughout, glass sliders to both rear terraces & front terrace. Quality millwork & flooring choices. Customize stone for kitchen & baths, gas fireplace, central vacuum, recessed LED pot lights & smart home wiring. Chefs kitchen w/top appliances, dedicated breakfast, overlooking great room. Primary retreat impresses with large dressing, private terrace & spa bath. No detail or comfort will be overlooked, with high efficiency HVAC, low flow Toto lavatories, high R-value insulation, including fully drywalled, primed & gas proofed garage interiors. Expansive outdoor spaces; three terraces & a full rear yard. Perfectly positioned within a canopy of century old trees, a stones throw to the state-of-the-art Oakville Trafalgar Community Centre and a short walk to Oakvilles downtown core, harbour and lakeside parks. This is a landmark exclusive development in one of Canadas most exclusive communities. Only a handful of townhomes left. Full Tarion warranty. Occupation estimated summer 2026.

321 Helen Lawson Lane, Oakville

Listing courtesy of CENTURY 21 MILLER REAL ESTATE LTD..

$3,399,999

4 Beds ⋅ 5 Baths ⋅ W12878342 MLS® #

Warm, serene, and inviting, this English farmhouse-inspired residence sits on an expansive 0.42-acre corner lot, offering a rare blend of character, privacy, and natural beauty. The impressive frontage and side yard create a true estate-like presence, with generous outdoor space on all sides of the home. Inside, a double-height foyer, gleaming hardwood floors, and an airy sense of volume set the tone for the rest of the residence. To one side, an intimate living room provides a refined setting for quiet conversation or reading, while on the other, a substantial main-floor study with rich architectural details is ideal as a home office, library, or music room. Beyond these formal spaces, the home opens into a relaxed, open-concept layout designed for modern living and effortless entertaining. A sunken family room anchors the informal wing and flows into a welcoming dining room highlighted by a wood-burning fireplace that adds warmth and ambiance to gatherings with family and friends. At the heart of the home, the kitchen is bathed in natural light from overhead skylights. Stainless steel appliances, sleek countertops, generous cabinetry, and warm accents create a space that is both highly functional and inviting. Thoughtfully designed with cozy elegance, the home offers four bedrooms, three full bathrooms, and two half bathrooms. Large windows frame views of manicured corner-lot gardens and offer peek-a-boo glimpses of the lake, giving the property a tranquil, retreat-like feel. Outside, beautifully landscaped grounds wrap the home with multiple outdoor zones, including a hot tub, Scandinavian-style sauna, and enclosed swimming pool, creating a resort-like experience in your own backyard. This exceptional property offers convenient access to major highways, lakeside walking trails, and a highly regarded school catchment area, delivering an elevated lifestyle in one of Oakville's most sought-after neighbourhoods.

24 Birkbank Drive, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc., Brokerage.

$3,498,000

6 Beds ⋅ 5 Baths ⋅ 40801717 MLS® #

Unobstructed Lake Ontario views define this rare opportunity in South East Oakville's prestigious Arkendo enclave. A truly breathtaking backdrop with a year round promise of spectacular sunrises over the lake and tranquil evenings. The original but meticulously maintained 5 bedroom residence offers 3,122 sq.ft. above grade plus a 1,330sq. ft. finished lower level, presenting an ideal canvas for renewal or renovation.The generous principal rooms all have lakeviews and the functional layout and abundant natural light throughout provide a solid foundation for a new owners vision. Set among luxury homes and close to top schools, downtown Oakville, and major highways and GO transit, this property is perfect for buyers seeking to create their signature lakeview estate in one of Oakville's most exclusive waterfront pockets on a 12,000sqft lot with RL3-0 zoning and 152ft south facing rear gardens and lake views. Some photos are virtually rendered. (id:5764)

20 ARKENDO Drive, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..

$3,498,000

6 Beds ⋅ 5 Baths ⋅ W12831352 MLS® #

Unobstructed Lake Ontario views define this rare opportunity in South East Oakville's prestigious Arkendo enclave. A truly breathtaking backdrop with a year round promise of spectacular sunrises over the lake and tranquil evenings. The original but meticulously maintained 5 bedroom residence offers 3,122 sq.ft. above grade plus a 1,330sq. ft. finished lower level, presenting an ideal canvas for renewal or renovation.The generous principal rooms all have lakeviews and the functional layout and abundant natural light throughout provide a solid foundation for a new owners vision. Set among luxury homes and close to top schools, downtown Oakville, and major highways and GO transit, this property is perfect for buyers seeking to create their signature lakeview estate in one of Oakville's most exclusive waterfront pockets on a 12,000sqft lot with RL3-0 zoning and 152ft south facing rear gardens and lake views. Some photos are virtually rendered.

20 Arkendo Drive, Oakville

Listing courtesy of RE/MAX ABOUTOWNE REALTY CORP..

$3,795,000

5 Beds ⋅ 4 Baths ⋅ W12812288 MLS® #

Spectacular lakefront property with 93' frontage on Lake Ontario. Located on a quiet, mature cul-de-sac, this custom built, family home offers 4+1 Bedrooms, 3.5 Baths with over 2800SF above-grade + 1400 SF Finished Lower Level. Architecturally designed with wall-to-wall windows overlooking the lake, solid brick construction with clay tile roofing, this home was built to last. 9' and 10' ceilings on the main floor. Oak hardwood floors throughout both levels. Grand entrance foyer with oak staircase. Beautiful Living Room with fabulous marble fireplace surround with gas insert open to Dining Room with wall to wall patio doors to the terrace with incredible lake views. Fabulous Kitchen/Breakfast Room is a blank canvas with the perfect space to install the waterfront Kitchen of your dreams. Walk-outs to both decks and open to the the Family Room with stunning marble fireplace with gas insert. The main floor features a mudroom with side entry and inside entry from full-sized two-car garage. The Primary suite features oversized windows and a walk-out to second floor balcony with outstanding lake views, luxury ensuite bathroom and walk-in closet. Two more Bedrooms overlook the lake with oversized windows. The front Bedroom opens to a bonus room above the garage which could be handy as a Den or quiet retreat. The Lower Level has excellent ceilings height, good windows and features one Bedroom, a 3-Piece Bathroom, Recreation Room, Den, Laundry Room, storage and more. Beautifully landscaped and maintained property fully fenced with wrought iron gate access to the lake. Cobblestone driveway accommodates 4 cars. Outstanding value on Lake Ontario. A must see!

3286 Shelburne Place, Oakville

Listing courtesy of Royal LePage Real Estate Services Ltd., Brokerage.

$3,020,000

W12807814 MLS® #

Incredible turn-key 3,453 SF corner unit available for sale at the highly desirable Maple Grove Corporate Centre in the heart of Oakville's thriving business corridor. Flexible layout suitable for retail or office use permitting various uses including medical. Offering a mix of reception, open space, kitchen, boardroom, washrooms and several offices and workspaces on glass including a large outdoor patio. Located in a well-maintained complex with ample on-site parking and quick access to the QEW and Highway 403. Excellent opportunity for owner-occupiers or investors. Move in ready! This unit can also be sold with the neighbouring listed unit 26 for a combined total area of 5,463 SF.

1525 Cornwall Road Unit 27, Oakville

Listing courtesy of REMAX YOUR COMMUNITY REALTY.

$3,020,000

W12807800 MLS® #

Incredible turn-key 3,453 SF corner unit available for sale at the highly desirable Maple Grove Corporate Centre in the heart of Oakville's thriving business corridor. Flexible layout suitable for retail or office use permitting various uses including medical. Offering a mix of reception, open space, kitchen, boardroom, washrooms and several offices and workspaces on glass including a large outdoor patio. Located in a well-maintained complex with ample on-site parking and quick access to the QEW and Highway 403. Excellent opportunity for owner-occupiers or investors. Move in ready! This unit can also be sold with the neighbouring listed unit 26 for a combined total area of 5,463 SF.

1525 Cornwall Road Unit 27, Oakville

Listing courtesy of REMAX YOUR COMMUNITY REALTY.

$3,450,000

W12782366 MLS® #

Attention Investors & Developers! Zoning approved for four luxury townhome units (RM1) with a total buildable gross floor area of 14,736 sq. ft. on a 0.24-acre lot (building permits not included). Features both surface and underground parking. Renderings available for review. Located in a prestigious and tranquil enclave in West Oakville, just south of Lakeshore. Steps from Bronte Heritage Waterfront Park, Bronte Boathouse, and Marina! An upgraded, move-in-ready home is currently on-site, perfect for living or renting.

47 Nelson Street, Oakville

Listing courtesy of SUTTON GROUP REALTY SYSTEMS INC..

$3,499,999

3 Beds ⋅ 3 Baths ⋅ 40804365 MLS® #

Set on a spectacular 0.566-acre lot, this property is enveloped by towering trees and lush gardens, and backing onto the tranquil Kings Park Woods. Offering nearly 25,000 sq. ft. of privacy and tranquility, this Muskoka-like retreat sits on one of Southeast Oakville's most prestigious streets. A generously sized interlocked driveway leads past the elegant front yard to an impressive 3-car garage. Lovingly maintained by the same family for over 40 years, the home is in pristine condition. The interior features expansive principal rooms, including formal living and dining spaces, a large kitchen with a breakfast area addition, and an open-concept family room—perfect for both day-to-day living and entertaining. A wealth of windows throughout brings in abundant natural light and frames beautiful views of the front streetscape as well as the forested backyard. With multiple fireplaces and hardwood floors throughout the main level, the home exudes warmth and charm. Convenient access to the garage is provided through the laundry room. Upstairs, the spacious primary suite is complemented by three double closets, built-in bookcases, a 3-piece ensuite, and additional flexible space. Two more generously sized bedrooms, along with a 4-piece bathroom featuring a jacuzzi tub, complete this level. The true highlight of the home is the backyard—a private oasis of mature trees, manicured gardens, and a well-positioned pool that basks in sunlight. A full irrigation system ensures the landscaping stays lush. Recent upgrades include a new roof, furnace, and electrical panel, while the garage boasts 50-amp service, ideal for a lift or electric vehicle charging. Walking distance to Oakville’s top public and private schools, including OT and St. Mildred’s, and just minutes to shopping, this property offers exceptional potential. Whether you choose to build a custom home or renovate and expand this charming residence, the large lot allows for endless possibilities. (id:5764)

1296 CUMNOCK Crescent, Oakville

Listing courtesy of Century 21 Miller Real Estate Ltd..

$3,499,999

3 Beds ⋅ 3 Baths ⋅ W12779900 MLS® #

Set on a spectacular 0.566-acre lot, this property is enveloped by towering trees and lush gardens, and backing onto the tranquil Kings Park Woods. Offering nearly 25,000 sq. ft. of privacy and tranquility, this Muskoka-like retreat sits on one of Southeast Oakville's most prestigious streets. A generously sized interlocked driveway leads past the elegant front yard to an impressive 3-car garage. Lovingly maintained by the same family for over 40 years, the home is in pristine condition. The interior features expansive principal rooms, including formal living and dining spaces, a large kitchen with a breakfast area addition, and an open-concept family room-perfect for both day-to-day living and entertaining. A wealth of windows throughout brings in abundant natural light and frames beautiful views of the front streetscape as well as the forested backyard. With multiple fireplaces and hardwood floors throughout the main level, the home exudes warmth and charm. Convenient access to the garage is provided through the laundry room. Upstairs, the spacious primary suite is complemented by three double closets, built-in bookcases, a 3-piece ensuite, and additional flexible space. Two more generously sized bedrooms, along with a 4-piece bathroom featuring a jacuzzi tub, complete this level. The true highlight of the home is the backyard-a private oasis of mature trees, manicured gardens, and a well-positioned pool that basks in sunlight. A full irrigation system ensures the landscaping stays lush. Recent upgrades include a new roof, furnace, and electrical panel, while the garage boasts 50-amp service, ideal for a lift or electric vehicle charging. Walking distance to Oakville's top public and private schools, including OT and St. Mildred's, and just minutes to shopping, this property offers exceptional potential. Whether you choose to build a custom home or renovate and expand this charming residence, the large lot allows for endless possibilities.

1296 Cumnock Crescent, Oakville

Listing courtesy of CENTURY 21 MILLER REAL ESTATE LTD..

$3,450,000

3 Beds ⋅ 3 Baths ⋅ W12778182 MLS® #

Attention Investors & Developers! Zoning approved for four luxury townhome units (RM1) with a total buildable gross floor area of 14,736 sq. ft. on a 0.24-acre lot (building permits not included). Features both surface and underground parking. Renderings available for review. Located in a prestigious and tranquil enclave in West Oakville, just south of Lakeshore. Steps from Bronte Heritage Waterfront Park, Bronte Boathouse, and Marina! An upgraded, move-in-ready home is currently on-site, perfect for living or renting. **EXTRAS** Includes stainless steel appliances: fridge, stove, built-in dishwasher; front-loading washer and dryer; light fixtures; window coverings; garage door opener; gazebo; garden shed; and greenhouse.

47 Nelson Street, Oakville

Listing courtesy of SUTTON GROUP REALTY SYSTEMS INC..

$3,600,000

W12773688 MLS® #

Prime Downtown Oakville location, this turnkey mixed-use building features two prime commercial units and four residential suites on second floor. This property sits on one of the most coveted blocks in downtown Oakville right on Lakeshore between Navy and Thomas. This offering provides a stable income stream and significant potential for future appreciation and redevelopment. Well-maintained with recent renovations including commercial spaces, windows, roof and appliances.

150 Lakeshore Road E, Oakville

Listing courtesy of CENTURY 21 BEST SELLERS LTD..

$3,806,880

40802477 MLS® #

Three Oaks Business Centre presents occupiers and investors a rare opportunity to own state-of-the-art industrial condo including mezzanine. Built by Beedie, one of Canada's largest private industrial developers, Three Oaks Business Centre is designed to position your business for success with exceptional connectivity, operational efficiency, and the highest quality construction. Connect better with your customers and employees with direct access to the QEW. (id:5764)

3323 SUPERIOR Court Unit C106, Oakville

Listing courtesy of Colliers Macaulay Nicolls Inc..

$3,806,880

W12750974 MLS® #

Three Oaks Business Centre presents occupiers and investors a rare opportunity to own state-of-the-art industrial condo including mezzanine. Built by Beedie, one of Canada's largest private industrial developers, Three Oaks Business Centre is designed to position your business for success with exceptional connectivity, operational efficiency, and the highest quality construction. Connect better with your customers and employees with direct access to the QEW.

3323 Superior Court Unit C106, Oakville

Listing courtesy of COLLIERS.

$3,250,000

4 Beds ⋅ 3 Baths ⋅ W12419345 MLS® #

Nestled south of Lakeshore in the heart of Old Oakvilles historic district, this beautifully restored Georgian-style home, designed by Gren Weis, blends timeless character with modern updates. Steps from the lake, river, and vibrant Downtown, it offers an unmatched lifestyle location.The home boasts exceptional curb appeal with a flagstone path leading to a spacious foyer. Sun-filled interiors feature Farrow & Ball paint, new hardwood on the main level, preserved fir upstairs, smooth ceilings, and recessed LED lighting.The updated kitchen includes a large island, built-in appliances, and desk area. The dining room offers panelled walls, RH sconces, French doors to the garden, and plantation shutters. A charming living room features built-in bookcases, window seat, wood-burning fireplace, and walkouts to a sunroom overlooking the southwest garden and pool. A mudroom and stylish powder room complete the main floor.Upstairs are four bedrooms with ample closets and antique brass hardware. The primary suite offers custom built-ins and a renovated ensuite with heated Carrara marble floors and zero-threshold shower.The fully finished lower level (8 ceilings, slate flooring) adds living space with a media room, workout room, cedar closet, laundry, and storage. Updated mechanicals include a high-efficiency furnace, central AC, 100 AMP panel, irrigation. Cedar roof, new fencing, cobblestone driveway. Outside enjoy a private oasis with saltwater inground pool, brick patios, and landscaped gardens. Steps to the Lake, Oakville Club, Yacht Squadron, Library, Performing Arts Centre, Downtown, and top schools.

53 Thomas Street, Oakville

Listing courtesy of Royal LePage Real Estate Services Ltd., Brokerage.

$3,250,000

5 Beds ⋅ 3 Baths ⋅ W10403987 MLS® #

Well positioned property in historic Old Oakville, south of Lakeshore, just steps to the beach, Oakville harbour and Town Square. Sitting proudly up on a rise, this 2 1/2 storey home features wonderful views, light and plenty of space to create your dream home. With lot dimensions of 105' x 105' this full-sized 11,044 SF lot is exactly twice the size of adjacent properties. Savvy buyers may investigate opportunities to sever the lot or explore the creation of an accessory dwelling unit on the property. Zoning RL3, Special Provision 11. The existing home sits entirely on one half of the property in the northeast corner leaving the south and the west portions of the lot open to potential. The existing residence features high ceilings, a grand staircase, formal living room with wood burning fireplace and adjacent sunroom. Lovely southeast dining room takes in all the sunlight. The kitchen and back entrance are in the southwest corner of the main floor. The second floor features 4 bedrooms and one main bathroom. The third floor with two large rooms used as the Primary suite features wonderful views over the garden, the lake, church tower and the beautiful trees of Old Oakville.

200 WILLIAM Street, Oakville

Listing courtesy of Royal LePage Real Estate Services Ltd., Brokerage.

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