Oshawa Real Estate Search

Oshawa Homes with a Pool for Sale

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Newest Oshawa Homes with a Pool for Sale

$798,000
5 Beds 2 Baths E13599318 MLS® #
Absolutely Stunning, Beautifully Renovated. Move-In Ready Detached Home on a Premium 62' x 121' Lot with a Large In-Ground Swimming Pool! Welcome to this beautifully maintained, carpet-free detached home, ideally situated on an impressive 62' x 121' premium lot in one of Oshawa's most sought-after family-friendly neighbourhoods. Offering approximately 1,700 sq. ft. of finished living space, this exceptional home combines modern upgrades, everyday comfort, and outstanding investment potential. Step inside to a bright and inviting layout featuring a beautifully updated kitchen with quartz countertops, stainless steel appliances, and a spacious pantry-perfect for everyday living and entertaining. The renovated bathrooms and new bedroom flooring create a fresh, modern feel throughout. The professionally finished basement (2024) offers excellent flexibility for extended family or rental income and is currently generating $1,800 per month in rental income. Step outside to your private BACKYARD OASIS featuring a large in-ground swimming pool and an expansive backyard, offering plenty of space for entertaining, family gatherings, or simply relaxing. The generous 62' x 121' lot also presents excellent future redevelopment potential. Thousands Spent on Quality Upgrades, Including: Roof (2023), Finished Basement (2024), Kitchen & Pantry (2024), Bathrooms (2024), Bedroom Flooring (2024), Spacious Deck Location truly sets this home apart! Just steps away from Oshawa Centre, highly rated Catholic and public schools, restaurants, cafés, parks, recreation centres, daycare facilities, medical clinics, shopping, and all essential amenities. Public transit is within walking distance, and quick access to Highway 401 makes commuting effortless. Whether you're a growing family, first-time home buyer, or investor seeking immediate rental income and long-term growth potential, this exceptional property truly has it all.

509 Beurling Avenue, Oshawa

Listing courtesy of HOMELIFE/MIRACLE REALTY LTD.

$709,251
5 Beds 2 Baths E13598608 MLS® #
Welcome to this beautifully maintained 3-bedroom bungalow nestled in a family-friendly Oshawa neighbourhood, offering exceptional versatility, outstanding outdoor living, and an unbeatable location. Step inside to a bright and inviting main floor featuring three spacious bedrooms, a functional layout, and comfortable living spaces designed for everyday living. The fully finished lower level offers a self-contained 2-bedroom in-law suite with its own private entrance, making it an ideal setup for extended family, multi-generational living, or guests. Outside, you'll discover your own private backyard retreat complete with an above ground pool, mature trees, lush gardens, and beautifully landscaped grounds that create the perfect setting for entertaining or unwinding after a long day. The front yard is equally impressive with exceptional curb appeal and thoughtfully maintained gardens. Conveniently located close to parks, walking trails, schools, shopping, public transit, the GO Station, and with easy access to Highways 401 and 407, this home offers the perfect balance of comfort, convenience, and lifestyle. Whether you're looking for extra space for family or a move-in-ready bungalow in a sought-after neighbourhood, this home is one you won't want to miss! Owners and agent do not warrant the status of the basement in law suite. Complete foundation wrap around the house 2015/2016 with double insulated walls in basement.

251 Elizabeth Street, Oshawa

Listing courtesy of Royal Heritage Realty Ltd..

$1,479,900
4 Beds 4 Baths E13592212 MLS® #
Welcome to a residence where exceptional craftsmanship, timeless design, and uncompromising luxury come together in perfect harmony. Tucked away on a quiet cul-de-sac, this extraordinary home redefines executive living with a level of detail and finish that goes far beyond what the word custom can capture. Every inch of this home has been thoughtfully curated, with every corner touched by meticulous and intentional design. From the moment you step inside, you're welcomed by rich hardwood flooring that flows seamlessly throughout the entire home, oversized windows that flood every room with natural light, and beautifully appointed spaces that blend sophistication with everyday comfort. A spacious mudroom with direct garage access and convenient upper-level laundry add effortless functionality without compromising style.The heart of the home is a spectacular executive chef's kitchen, thoughtfully designed for both everyday living and grand entertaining. Featuring premium Fisher & Paykel appliances, stunning Cambria quartz countertops, custom cabinetry, and an open-concept layout, this space is as functional as it is breathtaking. Escape to the luxurious primary retreat, where your private balcony offers the perfect place to unwind for breathtaking sunset views, the walk-in closet invites a shopping spree, and the den offers versatility yet practicality. The spa-inspired five-piece ensuite is anchored by a striking two-way fireplace, creating an atmosphere of warmth and serenity, while the expansive walk-in closet completes this exceptional owner's suite. Step outside to your own private resort overlooking a picturesque ravine lot. The expansive deck, fully fenced yard, sparkling in-ground pool, and relaxing hot tub create the ultimate setting for entertaining family and friends or enjoying peaceful evenings surrounded by nature. A home of this calibre isn't simply built - it is masterfully crafted. Come experience what 1956 Don White Court has to offer for yourself.

1956 Don White Court, Oshawa

Listing courtesy of Keller Williams Energy Real Estate.

$1,099,000
5 Beds 4 Baths E13587270 MLS® #
This multigenerational executive home offers 5 bedrooms on the second floor and over 3000 sq. ft. of thoughtfully designed living space. Set on a premium corner lot in a quiet court, it's spacious, private, and ready to welcome your family. Perfect for expanded households, the upper level includes a rare two-bedroom suite with its own 4-piece bath-ideal for a nanny, teens, or extended family. The finished walk-out basement with full kitchen and separate in-law suite entrance adds exceptional flexibility with a large 3-piece bath, creating true income-generating potential or comfortable multi-suite living. The spa-inspired primary ensuite with deep soaker tub offers a daily retreat, and large windows fill every level with natural light. Outdoor living shines with a beautiful above-ground pool for cottage-style relaxation, plus wide fence gates for easy access. An extra-long driveway provides parking for up to six vehicles, including the attached two-car garage. Located within walking distance to schools, as well as parks, bus routes, and essential shopping, and just minutes to Ontario Tech/Durham College, recreation, and everyday amenities, with quick access to Hwy 401/407 and Taunton. Meticulously maintained by original owners, this home reflects true pride of ownership. Whether you're upsizing, blending households, or planning for future flexibility, this property delivers the space, layout, and location your family needs. Bring everyone home and start your next chapter in this beautiful, versatile haven. Come build a life at this beauty!

1081 Keswick Court, Oshawa

Listing courtesy of ROYAL LEPAGE URBAN REALTY.

$1,429,900
4 Beds 3 Baths E13576626 MLS® #
Welcome to 169 Marica Avenue! Unwind as you stroll down this leafy street in the desirable Centennial neighbourhood! Lovingly cared for, this four-bedroom family home is the perfect oasis! This four-level sidesplit is great for entertaining or for those cozy nights in with the family! The open concept main floor consists of an elegantly designed living room with built-in cabinetry, is open to the dining room and kitchen, and is perfect for hosting family gatherings! The kitchen boasts a large island with breakfast bar, custom cabinetry, and crown molding. Step down to the cozy, ground-floor family room with sliding doors to the backyard oasis! Whether you soak in the sun with a morning coffee, or make yourself snug next to the fireplace with a good book, the family room is marvelous for creating your own quiet space! There are four roomy bedrooms for the family! One bedroom has a built-in desk with cabinet lighting, perfect for helping the kids with homework. Open the curtains in the primary bedroom to a Juliette balcony, overlooking your private garden! The primary bedroom has a large walk-in closet and 3-piece ensuite with heated floors. The basement is a great place for the kids to hang out in, with a recreation room, and an arts and crafts room with laundry! The tranquil backyard has a two-tiered deck with step lighting, a large patio and in-ground salt water pool with landscaped gardens, making this the perfect getaway in your own home! Whether you decide on mood lighting or to celebrate a special occasion, the gem lighting allows you to add your own unique flair throughout the year! Don't wait to make this your family home!

169 Marica Avenue, Oshawa

Listing courtesy of Re/Max All-Stars Realty Inc..

$573,900
3 Beds 2 Baths E13572516 MLS® #
Welcome to this well-maintained semi-detached - 4 level Backsplit, 3 bedroom (converted from a 4 bedrooms, can be converted back) home, tucked away on a quiet court and situated on a rare oversized pie-shaped lot. Offering the perfect blend of indoor comfort and outdoor enjoyment, this property features an inviting backyard oasis complete with a swimming pool, ample green space for gardening, entertaining, and creating lasting family memories. A charming covered front porch welcomes you into the bright and spacious main floor. The living room is highlighted by a large picture window that fills the space with natural light, while the adjoining dining area provides an ideal setting for family meals and gatherings. The kitchen offers an abundance of cabinetry and countertop space, making meal preparation both practical and enjoyable. Beautiful hardwood flooring adds warmth and character throughout much of the home. The upper level features two generously sized bedrooms and a 4-piece bathroom. On the next level, you'll find a spacious third bedroom that was a 4 bedroom, with large above-grade windows, allowing for plenty of natural light. This room was originally configured as two separate bedrooms and could easily be converted back, creating a potential 4-bedroom home. A convenient 2-piece bathroom completes this level. The lower level offers a comfortable family room, perfect for movie nights, a games area, or additional living space. You'll also find a laundry room and a versatile den/workshop that can accommodate hobbies, a home office, or extra storage. Additional storage is available in the large crawl space, providing plenty of room for seasonal items and household essentials. Close to parks, schools, shopping, and everyday amenities, this home offers exceptional value, flexible living space, and a backyard designed for making memories. Many perennials flowers from Peony's, Hosta's, Rose Bushes, Poppies, Daisies. 3 Car Parking, Pool/Garden Sheds.

1113 Valley Court, Oshawa

Listing courtesy of SUTTON GROUP-HERITAGE REALTY INC..

$1,154,000
5 Beds 4 Baths E13557912 MLS® #
Your Private Court Oasis Awaits! Nestled securely on a child-friendly, quiet court and situated on a premium pie-shaped lot, this stunning 2-storey, all-brick family home offers the ultimate luxury: complete privacy. With no rear neighbours, your home backs directly onto expansive, lush green space and serene parkland. Step inside to discover a meticulously maintained main floor featuring gleaming hardwood floors throughout. Entertain effortlessly in the elegant living and dining rooms, or unwind in the spacious great room anchored by a cozy gas fireplace. The true heart of the home is the family-sized kitchen, boasting granite countertops, a custom backsplash, stainless steel appliances, a centre island, and a massive pantry. The sunlit breakfast area provides a seamless walk-out to your ultimate outdoor sanctuary. The Backyard Retreat: Step out onto your fabulous double deck overlooking your heated, above-ground pool and uninterrupted park views. Whether hosting lively summer barbecues or enjoying a quiet morning coffee, this space has it all. Head upstairs to find four generously sized bedrooms. The primary retreat features a large walk-in closet and a stunning, newly renovated 4-piece ensuite (2022) with gorgeous modern finishes. Lower Level & In-Law Potential: An above-grade finished basement expands your living space, with natural light from large, full windows. It offers a massive recreation room, a wet bar, a fifth bedroom, and a bathroom-creating the perfect setup for a potential in-law suite or teenage haven. Exceptional Upgrades Include: Premium metal roof. Modern Luxury: Fully renovated primary ensuite (2022). Some new and recent appliances. Extra Organization: Upgraded built-in shelving, extra storage throughout the home. Homes offering this rare combination of a pie-shaped court lot, premium upgrades, and private park views are hard to find. Don't miss out on this spectacular property. *Be sure to check out all the extras in the inclusions!!*

1920 Clearwater Court, Oshawa

Listing courtesy of CENTURY 21 LEADING EDGE REALTY INC..

$699,000
3 Beds 2 Baths E13555810 MLS® #
Meticulously Maintained Family Home Steps Away from The Lake, Renaissance Park, Waterfront Trail and Gold Point Wildlife Reserve! Extremely Rare, Three Car Garage Parking! You will Love this Quiet Neighbourhood Nestled in Nature w/ Nearby Conveniences. This Detached Two-Storey Home has Three Bedrooms, Two Bathrooms, Finished Basement w/ Separate Entrance, Sunny Eat-In Kitchen w/ Walk-out to Deck, Formal Dining and Living Room, Gas Fireplace on the Main and Lower Level, Convenient 2 pc Bathroom on the Main Floor, Updated 4pc Bathroom on Second Floor w/ Porcelain Tile Flooring, Custom Quartz Vanity, Tile Surround in Shower w/ Pot lights, Large Primary Bedroom w/ Private Balcony and Two Double Closets, Front Foyer w/ Double Closet and Marble Floors. Excellent Curb Appeal, Situated on a Corner Lot, Next to a Small Court, Gorgeous Perennial Flower Beds and Hydrangeas. Enjoy Entertaining on the Back Deck w/ Fully Fenced Yard, Gazebo and Semi Inground Swimming Pool, Newer Pool Liner and Heater, Attached Single Car Garage, Plus, Additional Garage Large Enough to Store Two More Vehicles, Large Boat, Tools. Interlock Driveway with newer garage doors. Permits Available for the Garage and Original Survey of the Property, Rough-in available in the basement for a 2pc bathroom. Three Separate Buses on the Street Take Children to Public and Catholic Schools Nearby. 5 Min Drive to Oshawa GO Station, Public Transportation is Steps Away, 10 Min Bus to Oshawa GO Station

1003 Renaissance Drive, Oshawa

Listing courtesy of RE/MAX Rouge River Realty Ltd..

$999,900
4 Beds 4 Baths E13552460 MLS® #
Don't Miss This Opportunity To Own This Beautiful Home in Pinecrest!!! Spectacular Home In Prestigious/Exclusive Pocket Of Pinecrest. All Brick Brookfield Built Home On a Extra Wide Corner Lot. A soaring 2 Storey home with an Exceptional layout. This home has upgrades galore - Whole house is flooded in natural light and has Thousands of dollars of upgrades. Attention to detail is evident throughout, with elite home finishes, including new flooring on the second floor. The Gourmet Kitchen is the focal point of the main floor, a perfect gathering place for family & friends. Kitchen is spectacular with granite counters, upgraded cabinets, and high-end S/S appliances. A chefs dream !! Adjoining the Kitchen is an enormous Great Rm, with a warm. Step outside to your dream backyard. Enjoy Your Summers In Your Stunning Landscaped Backyard With An In-Ground Heated Salt Water Pool with an abundance of outdoor living space. A spacious Master Retreat boasts an exceptional 4-piece Bath oasis. 3 large bedrooms. Truly an exceptional property, perfectly located close to Pierre Elliot Trudeau P.S, Next to Pinecrest Park with splash pad and soccer fields which is great for kids. 5 mins to Cineplex and Shopping Centers. Mins to dog parks, walking trails and minutes away from Hwy 407. Phenomenal Basement for entertaining or a Great In-law Suite. New Hardwood floor on the 2nd floor, New updated Washroom, Front Interlock was done recently. New Pool Liner (2026) and Pool Chlorinator. New summer and winter covers for the pool. Perfect balance of community, nature and entertainment. Book your personal tour to view 1089 Edward Bolton Blvd !!!

1089 Edward Bolton Crescent, Oshawa

Listing courtesy of RE/MAX REALTRON REALTY INC..

$1,270,000
6 Beds 5 Baths E13541582 MLS® #
Beautifully updated Family home situated on a premium pie-shaped lot in a quiet, child-friendly cul-de-sac. Great In-law suite. This spacious Home features five updated Bathrooms, hardwood flooring throughout, and 9-foot ceilings on the Main Floor. The open-concept main living area is complemented by separate formal Living and Dining rooms, offering exceptional space for both everyday living and entertaining. The main floor also includes a private Office, while the second floor features a convenient Laundry room. The luxurious Primary suite offers a walk-in Closet, a cozy sitting area with a Gas Fireplace, and a spa-inspired Ensuite Bathroom. The finished basement includes a large Recreation room, Bedroom, Bathroom, and Kitchenette, with a separate side entrance on the northeast side, providing excellent flexibility for extended family or guests. Step outside to your private Backyard retreat featuring an in-ground Swimming pool-perfect for summer enjoyment. Ideally located just minutes from Public and Catholic Elementary Schools, Secondary Schools, Recreation Centre, Library, Parks, walking trails, shopping, and restaurants. Quick closing available. Updates include: Roof shingles approximately 2002, Furnace updates 2026, Air Conditioner 2020, Hot Water Tank 2016, Windows updated approximately 2016, Stove replaced in 2022, Pool Pump replaced 2026, All Bathrooms updated 2026, Kitchen updated 2026, Family Room Gas Fireplace 2025.

1296 Ravencliffe Court, Oshawa

Listing courtesy of Royal LePage Our Neighbourhood Realty.

$2,780,000
8 Beds 6 Baths E13540394 MLS® #
Exceptional estate property nestled within an exclusive private enclave, offering a rare combination of luxury, privacy, and country living. Situated on a 1.71-acre fully fenced lot surrounded by mature tree-lined borders, this remarkable residence offers approximately 10,000 sq. ft. of finished living space designed for both family living and entertaining.The private backyard retreat features an inground pool, custom cabana, pool house, bar area, and outdoor kitchen complete with built-in gas BBQ. The main residence showcases hardwood flooring, California shutters, pot lighting, grand foyer, main-floor office, and 3 gas fireplaces. The finished lower level provides exceptional additional living space with a theatre room, games room, recreation area, fitness room, and 2 bedrooms.A separate 2-storey nanny suite offers incredible flexibility with kitchen, family room, 2 bedrooms, 2 bathrooms, laundry and heated garage. Additional features include 22 kW generator, and updates including Furnace (2017), Roof (2015), Driveway (2019), Well pump (2020), and Well-maintained pool (2024).Enjoy the tranquility of country living while being conveniently located minutes from Costco, shopping, and everyday amenities, with White Feather Country Store just a short walk away. Nearby hiking trails, golf courses, equestrian facilities, and Dagmar Ski Resort provide year-round recreation. A truly exceptional property offering privacy, space, and an unparalleled lifestyle.

99 Hurd Street, Oshawa

Listing courtesy of RE/MAX REALTRON REALTY INC..

$599,900
3 Beds 1 Baths E13536108 MLS® #
Set on a gorgeous tree lined street in Oshawa's established O'Neill neighbourhood, 651 Christie Avenue offers rare character, practical updates, and an affordable lifestyle. This charming century home has a warm cottage inspired feel, with updated windows, central air conditioning, and a forced air gas furnace. The main floor features two bedrooms and a 4 piece bathroom, making it an excellent option for downsizers. The kitchen offers plenty of cupboard space and a pantry for added storage.The professionally finished basement adds flexibility with pot lights, a custom wall unit, generous recreation space, a roughed in bathroom, updated plumbing in the laundry room, a 2022 sump pump, and updated electrical panel and wiring throughout. Upstairs, the loft provides another excellent living area, with enough space to function as a bedroom, studio, office, or family room. Outside, the property continues to offer more than expected. The 23 x 16 ft garage is insulated, drywalled, and equipped with its own electrical panel, custom cabinetry, and excellent workspace potential. It is ideal for hobbyists, trades, storage, or anyone looking for a serious garage setup. Enjoy summer days by the above ground saltwater pool with an updated filter (2024) and heater, then unwind in the screened in porch overlooking the backyard. Recent updates include the pool in 2018, electrical (2019) basement (2019) bathroom rough-in (2022) and back deck and mudroomv(2023) along with updated fencing and gate.The location is especially convenient, with Lakeridge Health Oshawa walking distance away, everyday shopping, restaurants, parks, tennis courts, and transit all within a stone's throw. Area school options include nearby Dr. S.J. Phillips Public School, O'Neill CVI, and local Catholic school options serving the neighbourhood. A home with tonnes of personality, function, parking, and a garage that truly adds value, this one suits buyers who want something different from the typical starter home.

651 Christie Avenue, Oshawa

Listing courtesy of PROPERTY MATCH REALTY LTD..

$745,000
5 Beds 4 Baths E13518142 MLS® #
This One-Of-A-Kind Home Offers The Best Of Both Worlds - All Of The Character From A 1927 Home & Completely Updated Thru-Out To Today's Modern Standards.*** You'll Love The Renovated Eat-In Kitchen, ***Sunroom O/Looking Deck & Private Yard, ***Huge Loft Retreat W/3Pc Ensuite, 5 Large Bedrooms, 4 Renovated Bathrooms!*Bigger than shows*Beautiful , bright and fully finished 2.5 storeys *A backyard with a above ground pool. The kind of house that fits a big life - and still has room to grow into. A bright and updated kitchen with a breakfast area and pot lights keeps things functional from morning coffee to late-night snacks. The dining room features a proper pantry - somewhere to keep everything organized. The living room centres around a fireplace that brings warmth and character to the space. There's also a convenient powder room and a walkout to the sunroom, turning three seasons into extra living space you'll actually use. The second floor offers three bedrooms, a 4-piece bath, and a convenient office nook - comfortable, practical. The upper level adds a whole extra dimension to the home. Separate from the main sleeping quarters, with its own 3-piece ensuite, it's the kind of bonus space families quickly find themselves using every day. The finished basement adds even more flexibility. A fifth bedroom, rec. room, 3-piece bath, laundry area, and storage space provide options for whatever your family's next chapter requires. Then there's the backyard. A pool for summer days. A deck for entertaining. A sunroom that extends the season. Two sheds for storage. A carport plus a private driveway with parking for 4 vehicles, so there's always room for family and friends. Five bedrooms. Four bathrooms. A pool. A layout that makes sense. A home that offers the space today's families need and the flexibility they'll appreciate for years to come. Come see it in person - it shows even better than it reads.

72 Cadillac Avenue S, Oshawa

Listing courtesy of RE/MAX Jazz INC..

$645,000
3 Beds 3 Baths E13513026 MLS® #
Exceptional opportunity in Oshawa's desirable Eastdale community! This beautifully maintained 2-storey semi-detached home sits on an oversized 27.52 x 141.21 ft lot and offers generous living space across three finished levels. The main floor features hardwood flooring throughout the spacious living and dining areas, a bright eat-in kitchen, and a convenient 2-piece bathroom. Upstairs, you'll find three generously sized bedrooms with hardwood flooring and a full 4-piece bath. The finished lower level adds valuable living space with a cozy recreation room, laundry area, and additional bathroom, making it ideal for a home office, gym, or family entertaining. Step outside to your private backyard retreat featuring a heated 16 x 32 ft inground saltwater pool and composite decking (2023). A standout feature is the heated detached workshop with 220-amp service, perfect for hobbyists, tradespeople, extra storage, or a creative workspace. Pride of ownership is evident throughout with numerous updates, including a new washroom (2025), central air conditioning (2025), high-efficiency washer (2025), high-efficiency gas furnace (2020), pool heater (2020), pool pump and salt system (2021), vinyl windows, and hardwood flooring throughout the main and second floors. Conveniently located close to schools, parks, shopping, and public transit, this is an excellent opportunity for families seeking extra outdoor space, recreation, and versatility in a sought-after Eastdale neighbourhood.

376 Surrey Drive, Oshawa

Listing courtesy of EXP REALTY.

$699,900
4 Beds 3 Baths E13489750 MLS® #
Welcome to 1452 Bala Drive, a versatile family home in a sought-after Oshawa neighbourhood, ideal for multi-generational or extended family living. This spacious property features 2 bedrooms on the main level and 2 bedrooms in the basement, with the potential to create a 3-bedroom layout on both levels. The oversized primary bedroom was originally two separate bedrooms and can easily be converted back if desired. The bright main floor offers a large living room with a beautiful bow window, an eat-in kitchen with ample cupboard space, and a walkout to the expansive backyard featuring a large deck and an above-ground Kayak pool-perfect for entertaining and summer enjoyment. Completing the main level are two bedrooms and a 4-piece bathroom. The finished lower level includes a generous recreation room, two bedrooms with potential for a third, two bathrooms, and a laundry area. Buyers should note that updates would be required to achieve legal secondary dwelling status. Outside, the landscaped front yard provides parking for up to three vehicles. Conveniently located close to parks, schools, shopping, churches, daycare centres, public transit, Highway 401, the waterfront, and local beaches, this home offers exceptional access to everyday amenities. Whether you're looking for space for a growing family, multi-generational living, or future income potential, 1452 Bala Drive is a property you won't want to miss. Book your showing today!

1451 Bala Drive, Oshawa

Listing courtesy of NEW ERA REAL ESTATE.

$844,900
4 Beds 2 Baths E13488658 MLS® #
Welcome to a rare opportunity to own a Certified Two-Unit Dwelling that seamlessly combines exceptional lifestyle, multi-generational living, and outstanding income potential. Whether you're looking to accommodate extended family, offset mortgage costs with rental income, or expand your investment portfolio, this versatile property offers endless possibilities. Designed with flexibility in mind, the home features two selfcontained living spaces, making it ideal for multi-generational families seeking both togetherness and privacy. Parents, adult children, in-laws, or tenants can enjoy independent living arrangements under one roof while benefiting from shared outdoor amenities and generous space. Outside, you'll discover a true backyard retreat. The resort-inspired setting includes a sparkling in-ground pool, covered deck for year-round entertaining, change room, workshop, and an expansive yard with potential for future enhancements such as a garden suite (buyer to verify). Whether hosting family gatherings or enjoying peaceful evenings at home, this outdoor oasis delivers the perfect balance of recreation and relaxation. Adding even more value, the property features an income-generating solar panel system that helps offset operating costs while supporting a sustainable lifestyle. With parking for up to 11 vehicles, there is ample space for multiple families, guests, tenants, or home-based business needs .Properties offering a Two-Unit Dwelling Certificate are increasingly sought after for their flexibility, legal status, and long-term financial advantages. Live comfortably in one unit while generating rental income from the other, accommodate multiple generations with ease, or maximize the property's investment potential.

816 SIMCOE Street N, Oshawa

Listing courtesy of CENTURY 21 PERCY FULTON LTD..

$999,999
4 Beds 4 Baths E13475166 MLS® #
Nearly 3,300 square feet of executive living on a premium 50 x 114 ft. lot - and it announces itself before you even step inside. The full stone driveway, side parking, and professionally landscaped gardens set a tone that carries straight through to the back of the property. Step inside and the entire main level opens up in granite flooring and rich hardwood. The layout was built for real life and for entertaining, with a large family room, a sophisticated den, an expansive living room, and a formal dining room that flow naturally from one space to the next. A bright breakfast area connects directly into the kitchen, which delivers granite countertops, stainless steel appliances, and serious cabinet space. A powder room and a laundry/mudroom - with both exterior and direct garage access - round out the main floor without a single wasted step. Upstairs, the primary suite is the kind of space people build toward. A walk-in closet and a 5-piece ensuite finished in granite make it a true retreat. Two generously sized bedrooms share a well-appointed 4-piece bath, while the fourth bedroom functions as a secondary suite of its own - complete with his-and-hers closets and a private powder room. Central vacuum and built-in intercom round out the details that separate a fine home from an exceptional one. Then there's the backyard. A large partially shaded deck was made for late dinners and easy summer evenings, and the heated in-ground pool anchors an outdoor space that still leaves plenty of yard for kids, pets, or simply room to breathe. This is the kind of outdoor retreat that makes a listing memorable long after the showing ends. Space, comfort, and resort-style living without compromise - ready for a growing family or anyone who demands more from where they live.

1106 Ridge Valley Drive, Oshawa

Listing courtesy of RE/MAX Rouge River Realty Ltd..

$1,375,000
4 Beds 4 Baths E13438514 MLS® #
Nestled on one of Kassinger's crown jewel courts, 1051 Chelsea Court delivers over 3,000 sq ft of total living space where every detail has been considered and hundreds of thousands spent crafting a home that simply has no equal. The showpiece kitchen - the kind a Michelin-starred chef would covet - is anchored by a 48" Wolf cooktop, commercial-grade stainless steel ventilation, Cambria quartz countertops, custom backsplash, and a built-in espresso maker. Beyond the deck, a saltwater pool shimmers alongside a show-stopping waterfall and live fish pond, framed by a magnificent red maple, hooked-up BBQ, and an 8x24 ft cabana - a backyard that rivals any private resort. The primary suite is a destination unto itself - Velux skylights flood the space with natural light, a custom dressing room offers curated storage, and the ensuite is nothing short of spa-worthy: a freestanding tub, 5-foot shower with porcelain walls and teak detailing, towel warmer, and heated floors. New windows, New furnace (2025). Pot lights throughout the home, a finished walk-out basement with its own kitchen, bedroom, bath, and fireplace. When the grid fails, this home never does - a standby gas generator ensures the luxury never stops. Tying it all together is a thoughtfully automated smart home ecosystem powered by Home Assistant - lighting, climate, sprinklers, and connected devices managed seamlessly from a single app, wherever you are. This is not simply a home - it is a statement.

1051 Chelsea Court, Oshawa

Listing courtesy of CENTURY 21 LEADING EDGE REALTY INC..

$1,799,000
5 Beds 5 Baths E13433678 MLS® #
~ The perfect combination - A custom-built home by the original owners, Set On A Rare Pie-shaped Ravine Lot, on a private court, In A Sought-after Eastdale Neighbourhood, This Impressive Home Offers Exceptional Space, Privacy, And Curb Appeal! | Enjoy A Full Stone Driveway, Landscaped Gardens, And A Bright, Functional Layout With A Spacious Oak Kitchen, Formal Dining Room, Sunlit Living Room, And Walkout To A Large Composite Deck | The Upper Level Features A Generous Primary Retreat, Plus Well-sized Bedrooms With Ensuite Access For Added Convenience | The Finished Basement With A Separate Entrance Offers Excellent In-law Or Multi-generational Potential, Complete With A Second Kitchen, bedroom, great room overlooking the Indoor pool, Living and Office space | Many features include crown mouldings, beamed ceilings, huge wrap around deck, jacuzzi, elevator, make up area, tons of storage, sauna, access to the garage from 2 interior doors, solid oak railing, oak millwork, oversized 2 car garage, multiple walkouts, interlock driveway, walkways and patios, garden area, firepit, outdoor bbq/fireplace/pizza oven custom built with stone! Close to Top-Rated Schools Inc, Harmony Heights Public, Vincent Massey & College Park Elementary | Enjoy Walking Trails In Kettering Park, Play Soccer At Margate Park, or Have A Family Picnic In Baxter Park | All Just A Short Walk Away Plus Shopping, Transit, And Everyday Amenities | This Home Combines Lifestyle And Location In One Exceptional Package.

1038 Pinetree Court, Oshawa

Listing courtesy of RE/MAX HALLMARK REALTY LTD..

$729,999
4 Beds 2 Baths E13230452 MLS® #
Imagine life in this stunning, meticulously cared-for home, perfectly designed for making lasting memories. Situated in a highly desirable, peaceful family neighborhood, this property flawlessly accommodates every stage of life-from growing families to avid entertainers and those requiring multi-generational living space. Step outside to your private backyard oasis: a large, fully fenced retreat anchored by a sparkling, low cost in-ground pool (New Liner 2024). It's the ultimate setting for summer celebrations, quiet relaxation, and play. Plus, the detached, heated, and insulated garage/man cave (with its own electrical panel and New Roof 2024) is the flexible space you've always wanted. The heart of the home is a bright, open-concept main floor, ideal for modern living. The gourmet kitchen, updated in 2020, is a chef's delight, boasting sleek quartz countertops, stainless steel appliances, a modern backsplash, and expansive cooking space. A major bonus awaits downstairs: a fully finished in-law suite featuring a private entrance, separate kitchen, living area, bedroom, and bath. This suite offers unparalleled flexibility, whether you need space for extended family, frequent guests, or valuable rental income potential ($1,500/m), consider the adding of a second laundry in Primary's closet right above current basement laundry. With an oversized driveway for multiple vehicles and major updates already handled (New Washer/Dryer 2024, Owned HWT 2022, AC 2017), you can move in with absolute peace of mind. Exceptional convenience is guaranteed-you're just minutes from the 401, schools, parks, and all essential amenities. This is a ready-to-enjoy, owner-occupied home.

796 Grandview Drive, Oshawa

Listing courtesy of CENTURY 21 MILLENNIUM INC..

$949,900
4 Beds 3 Baths E13220716 MLS® #
Welcome to 1473 Greenvalley Trail! A stunning, move-in-ready family home in a highly sought-after North Oshawa neighbourhood. This exceptional property offers the ultimate blend of modern upgrades, backyard luxury, and incredible multi-generational living potential. Step inside to a bright and inviting main floor featuring gleaming hardwood floors and sleek, modern pot lights that perfectly illuminate the space. At the heart of the home is a beautifully updated kitchen, complete with newer appliances, quartz counters, ample cabinetry, and a layout designed for both everyday family meals and entertaining guests. The true game-changer of this property is the fully finished lower level. Featuring a private, separate side entrance, the basement boasts a self-contained 1-bedroom in-law apartment-the ideal setup for extended family, older teenagers, or a private guest suite. But the space doesn't stop there! The lower level also includes an additional, massive open-concept rec room or 3rd bedroom separate from the private self-contained in-law apartment. Whether you need a home office, a private gym, a playroom, or a secondary primary suite, this bonus flex space easily adapts to your growing family's exact needs. Step outside into your own private summer oasis. The fully fenced backyard is an entertainer's dream, highlighted by a gorgeous semi-inground pool. Just imagine hosting weekend family BBQs, relaxing on the deck, and enjoying private staycations all summer long. Located in a fantastic, family-friendly community close to parks, top-rated schools, shopping, and major transit routes. Homes offering this rare combination of premium interior upgrades, a private pool, and a fully functional in-law suite do not last long. Don't miss your chance to make this dream home yours!

1473 Greenvalley Trail, Oshawa

Listing courtesy of UNION CAPITAL REALTY.

$1,020,000
4 Beds 4 Baths E13213472 MLS® #
Step into a home that perfectly blends style, comfort, and functionality in one of Oshawa's family-friendly neighbourhoods. This beautifully upgraded 3-bedroom, 3-bathroom home offers an impressive layout with refined finishes throughout, plus a fully finished basement featuring an additional bedroom, a modern 3-piece bathroom with shower, and an expansive open-concept living space perfect for extended family, guests, or additional entertaining space.From the moment you walk in, you're welcomed by elegant recessed wainscotting that flows throughout the home, creating a timeless and sophisticated feel. The main floor showcases stunning 5-inch hand-scraped hardwood flooring throughout most of the home, paired with a striking Italian porcelain fireplace feature wall in the living room that instantly becomes the centrepiece of the space. Upstairs offers an additional living area, ideal for a family lounge, office, or media room, while the custom feature wall along the staircase adds another layer of designer detail.Outside, the backyard is truly an entertainer's dream. Enjoy summer days by the inground pool surrounded by a fully interlocked backyard designed for low maintenance and unforgettable gatherings. Whether hosting friends and family or relaxing in your own private oasis, this outdoor space delivers the ultimate lifestyle experience.A home filled with upgrades, warmth, and spaces designed for both everyday living and entertaining - this is one you won't want to miss.

121 Blackwell Crescent, Oshawa

Listing courtesy of RE/MAX HALLMARK FIRST GROUP REALTY LTD..

$1,679,900
7 Beds 4 Baths E13162052 MLS® #
An Extraordinary Custom-Built Bungalow Set On An Expansive 1.49-Acre Estate In Columbus, One Of Oshawa's Most Prestigious Enclaves. Boasting Over 5,000 Sq Ft Of Meticulously Finished Living Space, This Remarkable Residence Seamlessly Blends Timeless Elegance With Modern Luxury - Offering A Private Retreat Just Minutes From City Conveniences. The Main Level Showcases Impeccable Craftsmanship And Thoughtful Design, Featuring Four Spacious Bedrooms And An Exceptional Layout Tailored For Both Refined Living And Effortless Entertaining. A Grand Family Room Anchors The Home With Warmth And Sophistication, While A Formal Dining Room And Private Office Provide The Perfect Spaces For Elegant Gatherings And Productive Work-From-Home Living. The Fully Finished Basement Elevates The Home's Versatility, Offering Three Additional Bedrooms, A Sprawling Recreation Area, And A Custom Bar-Ideal For Hosting Guests Or Creating A Luxurious Multi-Generational Living Space. Outdoors, Experience A True Resort-Inspired Setting. The Beautifully Landscaped Grounds Showcase A Stunning Heated Saltwater Inground Pool, Complemented By A Private Cabana And A Charming Gazebo - Creating Multiple Spaces To Relax, Entertain, And Unwind In Complete Privacy. This Thoughtfully Designed Outdoor Oasis Delivers Both Luxury And Comfort, Perfect For Enjoying Long Summer Days And Elegant Evening Gatherings. Car Enthusiasts And Entertainers Alike Will Appreciate The Impressive Three-Car Garage And An Expansive Driveway With Parking For Up To 20 Vehicles - An Exceptional Feature Rarely Found, Offering Both Convenience And Prestige For Hosting On A Grand Scale. A Rare Offering Where Space, Privacy, And Elevated Living Converge - Crafted For Those Who Expect Nothing But The Finest.

11 Steepleview Court, Oshawa

Listing courtesy of DAN PLOWMAN TEAM REALTY INC..

$1,560,000
8 Beds 9 Baths E13103244 MLS® #
Welcome to this stunning, sun-filled newly renovated from top to bottom detached home that seamlessly combines space, style, and income potential! Located in a vibrant, family-friendly neighborhood, this beautifully renovated and meticulously maintained property offers 5+3 spacious bedrooms, 9 modern bathrooms, and incredible flexibility for todays diverse living needs. Step inside to a bright and inviting interior, freshly painted and filled with natural light. You'll love the elegant hardwood flooring, smooth ceilings, recessed pot lights throughout whole house. The main floor features expansive living and dining areas, a custom build mordern stylish kitchen with ample cabinetry, and a cozy family room. The fully 3-bedrooms basement apartment is a true highlight with 9 foot ceiling, complete with its own private entrance, full kitchen, own laundry room, and a generous entertainment areaideal for multi-generational living or generating rental income. A large, private backyard with a beautiful swimming pool & hot tub. Additional features include update 200 amp electric panel , all light fixtures and all appliance only 1 years. Situated just 5 minutes drive to Walmart Supercentre , 1 minute to bus station and several top-rated schools, this home offers unbeatable convenience in a sought-after location. Whether you're searching for your forever home or a savvy investment, this exceptional property checks all the boxes, don't miss out!

901 Eagle Ridge Drive, Oshawa

Listing courtesy of AIMHOME REALTY INC..

$948,999
5 Beds 4 Baths E12855530 MLS® #
Set on a rare 100 x 175 ft lot in Oshawa's established Bessborough Park neighbourhood, just steps from the nearby ravine and surrounded by mature trees. Fully renovated from top to bottom, this home combines modern finishes with the space and privacy that make properties like this so desirable. Inside, the main floor opens into a bright open-concept living, dining, and kitchen space filled with natural light. Seamless recessed pot lighting throughout gives the home a clean modern feel, while the updated kitchen features sleek cabinetry, stainless steel appliances, and a generous island that naturally becomes the heart of the home for everyday living and entertaining. Upstairs you'll find 3 well-sized bedrooms and 3 bathrooms, while the fully finished basement with its own separate entrance adds valuable flexibility with 2 additional bedrooms, a kitchen, and a separate living area-ideal for extended family, multi-generational living, or private guest space. The home also includes two separate laundry areas with two washers and two dryers, adding convenience for larger households. The backyard truly sets this property apart. Sitting on an impressive 100 x 175 ft lot, it offers outdoor space rarely found in the area, with privacy created by the surrounding greenery and endless potential to relax, entertain, or create your own outdoor retreat. Located in a family-friendly neighbourhood close to parks, schools, and convenient highway access for commuters. Homes with this level of renovation on a lot of this size in Bessborough Park rarely come available-and this one is best experienced in person to appreciate the space and setting.

180 Glenwood Crescent, Oshawa

Listing courtesy of FOREST HILL REAL ESTATE INC..

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