Orangeville Real Estate | Orangeville 4 Bedroom Properties for Sale

Exceptionally Maintained 4-Bed, 3-Bath Home Offering Approx. 2,500 sq. ft. of Thoughtfully Designed Living Space in One of Orangeville's Most Desirable Neighbourhoods. Covered Front Porch Entry into Bright Foyer with 2Pc Powder Rm & Closet. Open Concept Main Floor Great Room w/ 9' Ceilings. Modern Kitchen with Walk In Pantry, Plenty of Cupboard Space & SS Appliances. Open to Dining Rm. w/ Picture Window. Stunning Living Rm with Vaulted Ceiling Pot Lights, Gas Fireplace & Walk Out to Deck w/ Stairs to Fenced Yard. Hallway with Access to Garage & Separate Laundry Rm with Window & Built In Sink & Shelving. Spacious Main Flr Primary Bedroom with 2 Windows, Walk in Closet & 3pc Ensuite Bath - an Ideal Layout for Those Seeking Accessible Main-Level Living, Including Seniors or Anyone Preferring to Avoid too Many Stairs. 2nd Flr w/ Lg 4pc Bathroom & 3 Good Size Bedrooms, One with Walk in Closet. Finished Basement with Lg Above Grade Windows, Lots of Natural Light. Garden Door Walk Out to Lower Level Patio w/Interlock Stone and Landscaped Yard w/ Garden Shed. Wooden Privacy Side Entry Gates from Either Side. Walking Distance to Fendley Park with Kids Playground, Splash Pad & Sports Field. Minutes to Schools, Shopping, Dining & Recreation Centre. Easy Access to the Bypass For Commuters. Great Family Home, A Must See!

35 Cameron Court, Orangeville

$679,000

4 Beds ⋅ 2 Baths ⋅ W13757446 MLS

This is no ordinary semi! Offering a rare combination of space, character and versatility, this beautifully updated home features a built-in garage, a self-contained in-law suite and a private backyard with no neighbours behind. The showstopping main level is filled with warmth and personality, beginning with recently refinished hand-planed hardwood floors, including stunning spalted maple through the living and dining areas. Rich wood accents and tall baseboards showcase the home's craftsmanship, while fresh designer paint and new lighting throughout bring a modern, elevated feel. The spacious extended kitchen offers plenty of workspace, custom built-ins and a convenient computer/tech nook. Three impressive bedrooms provide excellent closet space, including a walk-in closet in the third bedroom, while the primary bedroom features a walkout to the covered back deck. A beautifully appointed 5-piece bathroom with double sinks completes the level. Downstairs, a separate ground-level entrance opens to a bright and inviting in-law suite complete with a full kitchen, full bathroom, spacious bedroom, great ceiling height, plenty of windows, new flooring and access to shared laundry. Outside, mature trees, beautiful landscaping and a fully fenced backyard create a surprisingly private setting that feels like a getaway, while the covered ranch-style deck offers the perfect place to relax and enjoy it. Add a built-in single garage, extra driveway parking, new driveway (2025), refinished deck, garden shed, gutter guards and a newer garage door (2022), all in a convenient commuter location close to shopping, restaurants and everyday amenities. A truly special home that offers so much more than you would expect from a semi-detached!

175 Burbank Crescent, Orangeville

$869,999

4 Beds ⋅ 3 Baths ⋅ W13743668 MLS

Rare redevelopment opportunity on Broadway! Attention builders, developers, and investors-this expansive 99.77 ft x 295.74 ft lot (approximately 0.682 acres) offers exceptional potential in one of Orangeville's most sought-after locations. Situated on prestigious Broadway, just minutes from downtown, this prime property is ideally suited for a tear-down and redevelopment project. Buyers are responsible for completing their own due diligence regarding zoning and permitted uses. The property features a 1,357 sq. ft. dwelling, a massive 6-car detached garage with workshop, a circular driveway, and parking for 10+ vehicles, with the true value found in the land and its outstanding redevelopment potential. This property may be purchased separately or together with 290 Broadway, creating an even larger development opportunity in the heart of Orangeville.

292 Broadway N/A, Orangeville

$849,900

4 Beds ⋅ 3 Baths ⋅ W13739652 MLS

Beautiful Inside & Out, This Modern, all Brick Detached Is Ready to Welcome You Home. Beautifully polished & thoughtfully designed, the 4-bedroom, 3-bathroom home is located in a desirable area of Orangeville and is ideally situated backing onto protected Greenbelt lands & a current managed forest area, providing a tranquil backdrop and a sense of privacy that is hard to find. The bright and functional main floor offers distinct living and family areas, creating plenty of room for both entertaining & everyday family life. The spacious kitchen features granite countertops & a walkout to the fully fenced backyard, where you'll find above-grade vegetable garden beds and plenty of space for kids, pets, and outdoor gatherings. A cozy fireplace adds warmth to the main floor family room, while main-floor laundry provides added convenience. Tasteful living & dining room combo. Thoughtful updates throughout the home include an upgraded staircase with hardwood treads and iron spindles, as well as replacement of all above-grade windows. Upstairs, the home has been tastefully refreshed with updated doors, trim, hardware, & refinished ceilings, creating a clean and cohesive feel throughout the bedroom level. Primary with 4pc Ensuite & Walkin Closet. Families will appreciate the convenience of being within walking distance to Credit Meadows Elementary School, Orangeville District Secondary School & St. Benedict Elementary School. Surrounded by an abundance of parks, playgrounds, sports fields, walking trails, transit, shopping, & a nearby dog park, providing everything you need close to home. Carpet-free throughout and with no rental fixtures, this move-in-ready property offers a fantastic opportunity for families looking for a well-maintained home in an established & highly sought-after area. A place where you can settle in, enjoy the outdoors, and make the most of everything this community has to offer.

194 Lisa Marie Drive, Orangeville

$749,900

4 Beds ⋅ 4 Baths ⋅ W13731104 MLS

Welcome to 50 Margaret Street, a surprisingly spacious 3 +1 bedroom, 4 bath detached home tucked into a mature, tree-lined neighbourhood just minutes from downtown Orangeville. Set on a wide 66-ft lot, this home offers a warm and functional layout with generous principal rooms, a large primary bedroom with private 4-piece ensuite, and plenty of natural light throughout. The main-floor living room is an impressive 21 ft long and features hardwood flooring and a striking stone fireplace, creating a comfortable gathering space for family and friends. The bright dining room, functional kitchen and convenient 2-piece powder room complete the main level. Upstairs are three bedrooms, including an approximately 17-ft primary retreat with ensuite, plus a second full bathroom. The finished lower level adds tremendous versatility with a large recreation room, second kitchen, 3-piece bathroom, laundry and additional storage-ideal for extended family, guests or flexible living arrangements. Outside, mature trees frame a private yard with plenty of room to enjoy, while the oversized attached garage offers approximately 333 sq. ft. of valuable parking, workshop and storage space. Freshly painted, professionally cleaned and ready for its next chapter, 50 Margaret offers the space, character and location that make a house feel like home.

50 Margaret Street, Orangeville

$629,900

4 Beds ⋅ 2 Baths ⋅ W13719760 MLS

Spacious. Versatile. Connected. Welcome to 27 Rustic Street in the heart of Orangeville-a beautifully maintained 3-level side split offering exceptional space, flexibility, and lifestyle. Ideally located within walking distance to schools and parks, and just minutes to shopping, recreation facilities, and downtown, this home also provides convenient access to Highways 9 and 10 for an easy commute.This thoughtfully designed home features 4 bedrooms and multiple living areas, ideal for growing families or multi-generational living. The garage has been converted to expand the main living space, creating an oversized living room along with a functional laundry/mudroom offering direct access to the backyard.The kitchen is well-appointed with stainless steel appliances, including a gas stove, and flows seamlessly into the dining area with a walk-out to the backyard deck-perfect for everyday living and entertaining.Upstairs, the primary suite has been reconfigured from two bedrooms into a spacious retreat complete with his and hers closets.The lower level offers excellent in-law potential with a separate entrance, two additional bedrooms, a 3-piece bathroom, and a laundry hookup. A second lower level with approximately 5-foot ceilings provides additional versatile space for storage or future use.Set on a fully fenced lot, the backyard is designed for both function and enjoyment. A fantastic opportunity to own a versatile home in a family-friendly community, offering both comfort and convenience in one of Orangeville's most desirable locations.

27 Rustic Crescent, Orangeville

$2,350,000

4 Beds ⋅ 3 Baths ⋅ W13715960 MLS

Set on one of the most coveted streets in Orangeville, this rarely offered 3+1 bedroom Victorian residence combines timeless charm w modern luxury. Fully renovated, it features a striking 2 level addition & 26 x 16 heated garage. Defined by exceptional craftsmanship & refined finishes throughout, this award-winning home (Heritage Recognition Award 2022; magazine featured in 2020) is truly one of a kind.At the heart of the home is a chef's kitchen, complete with premium Monogram appliances, a large centre island, farmhouse sink, & separate custom pantry with elegant leaded glass. The adjoining family room is both welcoming & impressive, featuring a vaulted beamed ceiling & gas fireplace, perfect for everyday living & entertaining. This stunning home offers 3 baths & a versatile main floor office or 4th bedroom.Rich hickory hardwood flooring, coffered ceilings, crown moulding, & detailed wainscoting add character thruout, while heated tile floors in all bathrooms & mudroom, provide an elevated level of comfort.Extensive upgrades ensure peace of mind, including updated plumbing, electrical, windows, roof, soffits, and water/sewer lines. Additional highlights including dual-zone Lennox HVAC, an on demand tankless water system, reverse osmosis filtration, water softener, & hardwired security camera system. Custom blinds, new doors & trim, pot lighting complete the interior.Outdoors, a professionally landscaped backyard oasis showcases over $150K in upgrades, including irrigation, custom interlocking, heritage brick curved wall, gazebo, sauna, ambient lighting & gas line for BBQ. A 400 sq. ft. cabana/studio offers additional space w storage. Walk to Orangeville's historic downtown cafes restaurants, play championship golf at Osprey Valley Golf Course, ski Ontario's finest slopes, enjoy your daily hikes and walks through the Bruce Trails and Island Lake.This home has been meticulously reimagined for modern luxury while preserving the character that can never be recreated.

12 York Street, Orangeville

$949,000

4 Beds ⋅ 4 Baths ⋅ W13714954 MLS

A FLEXIBLE RAISED BUNGALOW WITH IN-LAW POTENTIAL & PLENTY TO LOVE OUTSIDE! This renovated home pairs nearly 2,000 finished square feet with four bedrooms and a finished lower level offering excellent in-law potential. Established garden beds, a large covered front porch and a stone wall with wrought-iron gate add character to the front of the home, while the fenced backyard offers mature trees, a large lawn, garden shed, upper deck and multiple patio spaces. The main level features a spacious living and dining area where an exposed wood beam adds character and large front windows draw in natural light. The renovated kitchen is finished with white cabinetry, quartz countertops and matching backsplash, stainless steel appliances, a large centre island, extensive storage, a built-in glass display cabinet and a window seat overlooking the greenery beside the home. Three bedrooms are located on this level, including a primary with a walkout to the deck and a renovated 3-piece ensuite behind a sliding barn door, complete with a floating vanity and modern glass-walled shower, while a separate 4-piece bath serves the remaining bedrooms. The bright finished lower level adds a separate side entrance, soundproofing between levels, kitchen, living room, gas fireplace, powder room, fourth bedroom and semi-ensuite access to a 3-piece bath, creating excellent in-law capability for extended family. Set in an established, family-friendly part of Orangeville, this is an easy place to put down roots, with parks, schools, recreation, shopping and downtown all close to home.

154 Bythia Street, Orangeville

$699,900

4 Beds ⋅ 2 Baths ⋅ W13714366 MLS

OPEN HOUSE Sunday, September 13th, 12:00-2:00 - Welcome to 67 Carlton Drive - Orangeville's best-kept secret! Perfectly perched on a beautiful corner lot in one of Orangeville's most family-friendly neighbourhoods, this charming home welcomes you with a spacious front porch and mature trees that create instant curb appeal. Steps from schools, parks, and places of worship, it's a dream location for families and commuters alike. Parking is a breeze with space for 4 vehicles, including a single-car garage. Out back, your private oasis awaits: a patio anchored by two steel gazebos, perfect for entertaining or relaxing, plus a garden shed for extra storage.This home has been meticulously maintained and thoughtfully updated from top to bottom. Move in with total peace of mind thanks to a brand-new roof (June 2026) with a transferable warranty. Major mechanicals are all in place, with a newer furnace, A/C, and hot water tank (2019), plus updated eaves, soffits, and fascia (2019). Inside, enjoy sleek laminate flooring on the main level (2016) and a beautifully renovated kitchen (2017), complemented by an updated main bathroom (2016) and a smart thermostat for effortless comfort and efficiency. The appliance list reads like a wish list: washer (2025), dryer (2026), central vac (2026), stainless steel dishwasher (2025), and stainless steel fridge, oven, and microwave (2017) - nothing left to do but move in! Looking for even more value? The finished basement offers incredible flexibility, with in-law suite or duplex potential and room for a private entrance - ideal for multi-generational living or extra income. Don't miss this rare opportunity to own a truly turn-key home in a location that has it all!

67 Carlton Drive, Orangeville

$739,900

4 Beds ⋅ 2 Baths ⋅ W13712984 MLS

There's something especially appealing about a home lovingly cared for by the same owners for decades, and this wonderful bungalow offers a solid, well-maintained option for your next chapter. Inside, the main floor has a comfortable, straightforward layout with hardwood floors and plenty of natural light. A large front window brightens the spacious living room, while the adjoining dining room overlooking the backyard offers an inviting place to gather. The kitchen provides plenty of cabinetry and workspace, along room to enjoy more casual meals. Three good-sized bedrooms are situated on the main level and share a functional four-piece bathroom, creating a practical layout. Downstairs, the finished space adds plenty of flexibility. A generous rec room with a gas fireplace creates a cozy second living area, while an additional bedroom and four-piece bathroom provide useful space for guests, older children, or extended family. Laundry, a cold cellar, and a furnace room/workshop round out a lower level that makes good use of the available space. Out back, there's room to enjoy the outdoors in more ways than one. The deck overlooks a spacious lawn surrounded by mature greenery, with a garden shed for the tools and a large vegetable garden ready for someone who loves spending a little time with their hands in the dirt. With an attached garage, a well-established lot, nearby parks and bus routes, plus convenient access to commuter routes, the location keeps everyday necessities within easy reach. Move in and appreciate how well the home has been maintained, update it gradually, or bring your own ideas and make it entirely your own. Either way, this longtime family home is ready for someone new to put down roots.

89 Town Line, Orangeville

$644,900

4 Beds ⋅ 2 Baths ⋅ W13704262 MLS

Discover the possibilities in this modern, updated, centrally located home. Close proximity to schools, parks, shopping, and transit offering easy access to everything you need! The main floor of this raised bungalow presents three generously sized bedrooms with ample closets, bright and airy living space, comfortable sized dining area, modern, eat-in kitchen with updated cabinetry, plenty of counter space and stainless steel appliances. The lower level is a spacious, one bedroom in-law suite with private amenities and separate entrance, offering comfort and convenience for extended family or guests. Private backyard with space for outdoor activities, gardening, or relaxing on the deck. Enjoy the added benefit of an attached garage with plenty of storage space. Offering comfort and modern design with the added bonus of a fully finished basement living area, this home is perfect for multi-generational living or as an income-generating property. Don't miss the opportunity to own this freshly renovated home with a versatile auxiliary suite!

116 Burbank Crescent, Orangeville

$875,000

4 Beds ⋅ 4 Baths ⋅ W13701492 MLS

Spacious and beautifully updated 4-bed, 4-bath two-storey home on a desirable corner lot in Orangeville. A charming covered front porch and double-door entry open into a bright, welcoming foyer. The main floor features an open-concept family room with a large front window, flowing seamlessly into the refreshed kitchen, complete with new cabinets, new countertops, breakfast bar and patio doors leading to the backyard. A generous separate dining room offers a warm atmosphere with its gas fireplace, mantle and walkout to the yard. The living room provides a cosy retreat for quiet evenings. Enjoy new laminate flooring throughout the entire home and a new 2-pc main floor bath. Wood stairs lead to a well-designed second level with an open hallway, linen and storage closets, three spacious bedrooms, a 4-pc main bath and a large primary suite featuring a walk-in closet and 3-pc ensuite. The fully finished lower level adds exceptional living space, including a large rec room ideal for entertainment, office use, or storage, a new 3-pc bath with corner shower, two additional flex rooms and utility room. Outside, enjoy a fully fenced backyard with a covered BBQ deck, stone patio, mature shade tree, large storage shed and raised garden beds. The 2-car garage includes convenient rear access to the yard. Perfectly located across from both a public school, high school and recreation center. A fantastic home for a growing family seeking space and the convenience to walk to all downtown amenities.

39 Amelia Street, Orangeville

$768,000

4 Beds ⋅ 3 Baths ⋅ W13697854 MLS

Welcome To This Spacious All-Brick, Fully Detached Stoneybrook Model Offering 1,933 Square Feet In One Of Orangeville's Most Sought-After Family Neighbourhoods. A Well-Designed Centre Hall Layout Gives You Room To Live, Gather, And Grow - With The Flexibility Today's Families Are Looking For. The Bright Main Floor Features A Large Eat-In Kitchen With Walk-out To A, Fully Fenced Backyard, Plus A Welcoming Family Room With A Large Window And Gas Fireplace Open To The Kitchen. Separate Formal Living And Dining Rooms Provide Gracious, Dedicated Space For Entertaining And Hosting Family Gatherings. A Main Floor Laundry/Mud Room With Direct Entry To The Double Car Garage Adds Everyday Convenience, And A Powder Room Completes The Level. Upstairs, Four Generously Sized, Sun-Filled Bedrooms Include A Large Primary Retreat With Walk-In Closet And Full Ensuite - With A Second Full Washroom On The Same Level, Giving A Busy Household Dedicated Bathroom Space For Everyone. A Second Bedroom Enjoys Its Own Walk-in Closet. The Full Unfinished Basement Is A Blank Canvas, Ready To Finish Exactly As The Next Owner Wishes - An In-Law Or Extended-Family Suite, Rec Room, Home Office, Or Additional Living Space. The Possibilities Are Yours To Shape. Ideally Located Within Walking Distance To Schools, Parks, Restaurants, And Island Lake Conservation Area, And Just Moments From The Hospital - This Is A Home That Pairs Generous Space And Flexibility With An Unbeatable Family And Commuter Location.

112 Jordan Drive, Orangeville

$949,000

4 Beds ⋅ 3 Baths ⋅ W13695166 MLS

Welcome to this exceptional 4 Bedroom, 2,000+ sq. ft. detached home, ideally located in one of Orangeville's most sought-after family neighbourhoods. Set on a quiet street close to excellent schools, parks, walking trails, shopping & everyday amenities. This beautifully maintained all-brick two-story home offers the perfect blend of space, comfort & functionality for today's growing family. From the moment you arrive, the home's impressive curb appeal & newer front entry door create a warm welcome. Inside, the spacious foyer showcases a stunning oak staircase w/elegant iron railings, setting the tone for the quality found throughout. The bright & inviting living & dining room provide an ideal space for both everyday living & entertaining. The spacious eat-in kitchen offers ample cabinetry, generous counter space, making meal preparation a breeze. One of its standout features is the walkout to the back deck, creating the perfect setting for morning coffee, summer barbecues, or relaxing evenings overlooking the private, generously sized backyard. Just off the kitchen, the cozy family room is highlighted by a charming wood-burning fireplace, offering the perfect place to gather w/family & friends. Convenient main-floor laundry room w/direct access to the double-car garage adds practicality. Upstairs, you'll find 4 generously sized bedrooms, each featuring large windows that fill the rooms w/natural light & closet space. The spacious primary suite could accommodate a king-sized bedroom set & includes a walk-in closet along w/private 4-piece ensuite. 4-piece main bath serves the remaining bedrooms, all of which feature glass-door closets & multiple windows. Finished lower level provides an expansive rec room that's perfect for a games area, home theatre, fitness space or children's playroom. With abundant storage & endless possibilities, this level offers valuable add'l living space for the entire family. This exceptional property is one you won't want to miss.

45 Fieldgate Drive, Orangeville

$839,999

4 Beds ⋅ 3 Baths ⋅ W13673308 MLS

Welcome to 11 Northampton St a beautifully designed bungalow offering the perfect blend of comfort, style, accessibility and income potential. This spacious 2+2 bedroom home features soaring cathedral ceilings and an open concept kitchen and living area. Thoughtfully designed with wider 36 inch Doorways on the main level, the home also features a generous primary en-suite complete with a oversized easy-access shower for added comfort and convenience. The fully legal Basement apartment with separate entrance offers incredible flexibility for multigenerational living, extended family, or rental income potential. With laundry on both levels, functionality and privacy are seamlessly built into the layout. Located in desirable Sherwood Trail neighborhood close to shopping, restaurants and everyday amenities.

11 Northampton Street, Orangeville

$799,999

4 Beds ⋅ 4 Baths ⋅ W13660836 MLS

Welcome to this fabulous two-storey in a fantastic family-friendly neighbourhood! Ideally located within walking distance to three schools, parks and public transit, this beautifully maintained home offers so much more than meets the eye. Here's the added bonus: this is an incredible multi-generational home with two separate living spaces under one roof! The main floor welcomes you with a spacious foyer, a charming living room featuring a wonderful picture window, and a bright dining area complete with a unique "catio" (easily removed if desired). A convenient 2-piece powder room and a stunning Cherrywood galley kitchen create a space that is both functional and impressive, with a true "wow" factor! Upstairs, the spacious primary bedroom easily accommodates a king-size bed and features three closets plus a private 3-piece ensuite. Two additional generous bedrooms, a dedicated laundry room and a 4-piece bathroom complete the upper level.The lower level is where this home truly shines for extended family, guests or additional flexibility. This separate living space features a second living room, second kitchen, fourth bedroom, 4-piece bathroom, additional storage and a second laundry room. With access from inside the home or through a separate exterior entrance, this space offers the perfect balance of togetherness when you want it and privacy when you need it. Step outside to enjoy the fully fenced, spacious backyard, complete with a social patio, beautiful garden shed and a solarium-style gazebo with hot tub (negotiable). A fantastic 1.5-car garage and extra-wide driveway provide plenty of parking and storage.This is truly a show-stopper home! Updates include: high-efficiency furnace, A/C and water softener (2018); front door and most windows (2018); roof (2014).

3 Newton Drive, Orangeville

$665,000

4 Beds ⋅ 2 Baths ⋅ W13660730 MLS

Charming Brick Bungalow in a Prime Orangeville Location. Welcome to this well-maintained all-brick bungalow offering the perfect blend of comfort, functionality, and location. Featuring 3 spacious bedrooms and 2 full bathrooms, this home is ideal for families, downsizers, or anyone seeking convenient one-level living with additional finished space. Step inside to discover a bright and inviting main floor with a practical layout designed for everyday living. The fully finished basement provides exceptional additional living space, perfect for a family room, recreation area, home office, gym, or guest accommodations. Outside, you'll appreciate the covered carport, a handy workshop for hobbyists or DIY enthusiasts, and a separate storage shed offering plenty of room for tools, lawn equipment, and seasonal items. The private yard provides space to relax, entertain, or garden. This home is just minutes from excellent schools, beautiful parks, walking trails, shopping, restaurants, and the vibrant downtown core. Enjoy the convenience of nearby amenities while living in a welcoming, family-friendly community. *For Additional Property Details Click The Brochure Icon Below*

6 Orange Street, Orangeville

$1,200,000

4 Beds ⋅ 2 Baths ⋅ W13656710 MLS

Welcome to 17 First Avenue, a truly stunning red brick Century Home, built in 1933 and rich with timeless charm. Perfectly located in the heart of downtown Orangeville, this home is just steps to the town's best restaurants, cafes, and shops, offering walkable convenience with small-town charm. Set on an impressive 65 ft x 155 ft lot, the property features mature trees, lush gardens, and a massive fully fenced backyard backing onto a laneway that provides many opportunities including adding a detached garage or garden sweet with an in-law apartment- a rare find in such a prime location. Inside, you'll find nearly 2,500 sq ft of beautifully maintained living space with hardwood flooring throughout. The home offers 4 large bedrooms and 2 fully renovated bathrooms. The newly renovated kitchen is a showstopper, featuring cream-coloured custom cabinetry, quartz countertops, and a picturesque view overlooking the backyard. The back deck is brand new, this is the perfect space to enjoy the warm Summer months! The spacious dining room comfortably seats 8 guests and is ideal for hosting family and friends. The living room and family room are warm and inviting, each with a gas fireplace and tasteful updates that blend character with modern comfort. Just off the living room, a charming sunroom provides the perfect spot for morning coffee or quiet reading. The finished basement adds exceptional value, complete with a cozy movie theatre room with a third gas fireplace and a dedicated craft room. This home is full of warmth, charm, and thoughtful updates. A true haven for century home lovers seeking character, space, and an unbeatable downtown location.

17 First Avenue, Orangeville

$959,999

4 Beds ⋅ 4 Baths ⋅ W13649724 MLS

Gorgeous Family Home that Backs onto Greenbelt in Established Orangeville Neighbourhood. Numerous Upgrades including Lower Level In Law Suite with Full Eat In Kitchen & Separate Entry. Inviting Landscaped Frontage with Stone Walkway & Porch into Large Foyer with Curved Wood Stairway to 2nd Level. French Glass Doors into Bright & Spacious Dining Area with Lg 3 Panel Window and Decorative Lighting. Combined with Large Eat-In Chef's Kitchen with New SS Appliances, 6 Burner Gas Stove, Granite Counter & Breakfast Bar. Window to the Back & Walkout To Covered Deck & Lounge Area. Perfect Gathering Space for the Whole Family. Spacious Living Room with Pot Lights & Patio Doors to Deck. Modern & Bright Laundry w/Built In Storage & Access Door to 2 Car Heated & Insulated Garage. Crown Molding Throughout Main Floor. Second Level offers an Open, Airy Hallway with a Lg Linen Closet for added storage. A 4-pc Main Bath & 2 Generous Bedrooms, each Featuring Lg Windows and Double Closets. The Primary Suite with Double-door Entry, Walk-in Closet and a Modern, Tiled 3-pc Ensuite. Lower Level with Spacious Living/Rec Rm w/ Freestanding Gas Fireplace, Large Window to the Back, 1 Bedroom and 3pc Bath with Walk In Tile Shower. Full Eat In Kitchen with SS Appliances and Brkfst Bar. Walk Out to Patio with Hot Tub and Garden/Utility Shed with Outdoor Gated Storage. Fully Fenced Yard with Country Views to the Back with Access to Walking Trails & Green Space. This 3+1 Bed + 4 Bath Home Has it All! Close to Schools, Recreation & Downtown Orangeville with All Amenities.

260 Lisa Marie Drive, Orangeville

$784,999

4 Beds ⋅ 3 Baths ⋅ W13648056 MLS

Welcome To This Well-Maintained Raised Bungalow Located In Orangeville's West End. Offering 3 Bedrooms On The Main Level And 1 Additional Bedroom In The Finished Lower Level, This Home Provides Exceptional Flexibility For Growing Or Multigenerational Families. The Bright And Spacious Layout Offers Abundant Natural Light Throughout, Along With Updated Finishes In The Kitchen And Bathrooms. Step Outside To Enjoy The Large, Private Backyard Featuring A Spacious Deck And Garden Shed. The Lower Level Offers Two Separate Living Areas, Making It Ideal For Extended Family Or In-Law Accommodations. Conveniently Located Close To Schools, Parks, Trails, Recreation Facilities, Shopping, And Major Commuter Routes, This Versatile Home Offers Outstanding Value And Endless Possibilities.

7 Morgandale Crescent, Orangeville

$984,800

4 Beds ⋅ 3 Baths ⋅ W13644094 MLS

Welcome to 37 Abbey Road - a timeless and thoughtfully designed 4-level backsplit situated in one of Orangeville's most desirable residential pockets on a Premium Ravine Lot. Sought-After "Dover Model" by Sunvale Homes blends comfort and functionality, offering generous living spaces, natural light throughout, and thoughtful flow across all levels: Open and Bright Main Level - Spacious living/dining area w/hardwood floors and cathedral ceilings that create an inviting atmosphere. Gourmet Kitchen W/Breakfast Bar, Porcelain tile floors, S/S Appliances, Quartz Countertop & Backsplash and plenty of space for family meals and entertaining. Three comfortable bedrooms including a primary suite with walk-in closet & 4 pc ensuite. Family-Friendly Lower Levels - Large great room with gas fireplace and above-grade windows. Pro- Finished lower level ideal for rec room, home office, gym, play area & bedroom. Gorgeous Curb Appeal w/Private Extra Wide Double Driveway leading to Covered Porch. Privately Fenced Backyard Oasis With Forested Ravine Views. Tons Of Upgrades & Updates, Too Many to list! Located in the heart of Orangeville, offers the ideal blend of suburban comfort and vibrant town living - with everything you need just steps away.

37 Abbey Road, Orangeville

$629,000

4 Beds ⋅ 3 Baths ⋅ W13620426 MLS

Welcome to 30 Dawson Road - a 3+2 - bed, 3-bath FREEHOLD NO FEES AT ALL townhome in the heart of Orangeville! Gleaming hardwood floors, spacious principal rooms & abundant natural light throughout. Renovated kitchen w/ modern cabinetry & ceramics opens to a quiet private deck. Primary retreat features walk-in closet & semi-ensuite. Finished basement with 2 rooms, full washroom and laundry. Built-in garage w/ opener & fully fenced yard. Water quality is a priority here - enjoy an owned reverse osmosis system for pure, clean drinking water at the tap, plus a whole-home water filtration system ensuring every drop for bathing, cooking & cleaning is filtered & softened. No rental fees! Recent upgrades: shingles (2018), kitchen & ceramics (2017), windows & interior doors (2017), bsmt washroom (2019), master bathrm refresh, A/C (2014), skylight & fresh paint throughout. Prime location at Broadway & Dawson - walk to FreshCo grocery (steps away), Il Corso Ristorante, boutique shops. Orangeville District Memorial Hospital minutes away. Schools, parks & trails all within walking distance incl. EveryKidsPark & 20km+ of multi-use trails. Easy access to Hwy 10 & Hwy 9 - Brampton approx. 40 mins. Near Island Lake Conservation Area, Hockley Valley & Mono Cliffs Provincial Parks. A true turnkey gem - nothing to do but move in!

30 Dawson Road, Orangeville

$774,900

4 Beds ⋅ 3 Baths ⋅ W13614012 MLS

Welcome to 352 Lisa Marie Drive, located in a desirable neighbourhood. The main level featuresa combined formal living and dining room, a family room with a fireplace, and a bright kitchen.Upstairs offers three bedrooms, including a primary bedroom with an ensuite and walk-in closet.The walk-out basement includes a fourth bedroom and recreation room, with access to a privatebackyard. Property is being sold in "as-is condition.

352 Lisa Marie Drive, Orangeville

$675,000

4 Beds ⋅ 2 Baths ⋅ W13603272 MLS

Home Sweet Home! If the walls could talk, they would actually sing many of the songs that were played here over the years! First time offered for sale, this family home is filled with fun memories and now it is ready to welcome a new family to continue the joy! This 4 level backsplit will impress you with the open concept main floor, renovated kitchen with breakfast bar and built-in appliances, extra large primary bedroom (originally 2 bedrooms converted into 1, can be converted back), 3 more bedrooms and a 4th level family "music room" where there were many years of songs played, dancing and togetherness! An added bonus is the storage space above the garage that was used to store snowmobiles and motorcycles! The large lot is fantastic - 60 ft x 100 ft - which provides an extra long and extra wide driveway, with enough parking for 6 cars! The location is fabulous! Walking distance to 3 schools, parks, public transit and more! Recently freshly painted and 2 upstairs windows replaced! Roof was re-shingled in 2025! Hot water heater is owned and included! Furnace was replaced in 2011! All of the appliances are included! Great value for the asking price!! This home is simply awesome and you can be the next lucky owner to live in it!

30 Parkview Drive, Orangeville

$739,000

4 Beds ⋅ 2 Baths ⋅ W13590678 MLS

Welcome to 16 Brenda Boulevard - a beautifully maintained bungalow that checks every box for first-time buyers and savvy investors alike. This move-in ready home features a thoughtfully renovated kitchen, updated vanities, and an open-concept living and dining area filled with natural light and finished with new laminate flooring. Relax and unwind in the three generous upper bedrooms, while the updated 4-piece bath with jacuzzi tub adds a touch of luxury. Step through the kitchen walkout onto a stunning deck - the perfect spot for morning coffee, summer barbecues, and evening entertaining in your private fenced backyard. The lower level offers incredible bonus living space with a full-size pool table, and laundry -ideal for hosting or simply unwinding. Direct garage access, close proximity to schools, parks, and all amenities make this an easy yes. Opportunities like this don't last. *Some photos are virtually staged.

16 Brenda Boulevard, Orangeville

$598,000

4 Beds ⋅ 1 Baths ⋅ W13584234 MLS

Offered for the very first time, this well cared for semi-detached home presents a rare opportunity to create something truly your own. Filled with natural light and thoughtfully maintained over the years, it's the kind of property that's ready to enjoy today while offering exciting potential for tomorrow. The main floor features a bright, open living and dining area with large windows that bring in plenty of sunshine, creating an inviting space for everyday living and family gatherings. The eat-in kitchen offers room for casual meals and overlooks the backyard, making it easy to picture morning coffee or weeknight dinners at home. Upstairs, you'll find four bedrooms, providing the flexibility growing families need for bedrooms, home offices, or hobby spaces. A centrally located three piece bathroom serves the upper level. The partially finished basement adds valuable extra living space and includes a separate entrance from the driveway, opening the door to a variety of future possibilities. Whether you're looking for a recreation room, workshop, home gym, or additional space to customize over time, there's plenty of opportunity to make it your own. The location is just as appealing. Situated within walking distance of Circle K, Every Kids' Park, public transit, and everyday conveniences, this is a neighbourhood that makes daily life easy. Commuters will also appreciate the quick access to major routes while still enjoying a quiet residential setting. Whether you're a first-time buyer, growing family, or someone looking for a home with solid bones and room to add value, this is an opportunity to find what you're looking for. First time ever offered for sale, it's ready for its next chapter.

7 Cardwell Street, Orangeville

$769,900

4 Beds ⋅ 2 Baths ⋅ W13568990 MLS

Welcome to this beautifully maintained detached bungalow with an attached garage, ideally located in a highly sought-after family-friendly neighbourhood just steps from Harvey Curry Park. This spacious bungalow offers the perfect blend of comfort, style and functionality, making it an excellent choice for families, downsizers, or anyone looking for the convenience of main-floor living with additional finished space below. The bright and inviting living and dining room is filled with natural light from large windows, creating a warm and welcoming atmosphere. The well-designed kitchen features modern appliances, generous counterspace, and plenty of cabinetry for storage. The main level offers three spacious bedrooms and a full bathroom, while the fully finished basement provides even more room to enjoy with a large recreation room featuring a cozy gas fireplace, a fourth bedroom that is perfect for guests, a teenager, or an in-law suite, and a second full bathroom for added convenience. Step outside to your private, fully fenced backyard oasis complete with beautiful gardens, a garden shed, a fire pit, and a screened-in deck that is perfect for relaxing or entertaining family and friends. Conveniently located close to parks, schools, shopping, and everyday amenities, this exceptional bungalow offers everything you need in a location you will love. Do not miss your opportunity to make this beautiful property your next home!

88 Shirley Street, Orangeville

$1,100,000

4 Beds ⋅ 3 Baths ⋅ W13550588 MLS

Welcome to 225 Zina Street, a breathtaking brick bungalow that perfectly blends sophisticated interior updates with a massive, country-sized property. From the moment you arrive, the incredible curb appeal, pristine landscaping, and premium hardscaping hint at the quality within. Step inside to a beautifully modernized main level featuring gorgeous updated flooring and a brand-new chef's kitchen. The kitchen boasts a large center island, gleaming quartz countertops, & all-new appliances. Right off the kitchen, you'll find a spacious living room centered around a beautiful gas fireplace, featuring a large window that floods the space with natural light & overlooks the front porch & lush gardens. The primary suite serves as a peaceful retreat, complete with a private 3-pce ensuite and scenic views of the mature backyard. A second bedroom and a newly renovated 4-piece main bathroom with lovely quartz finishes complete this level. The fully finished basement expands your living space significantly. It offers a large, versatile recreation room-the perfect space for a family lounge. There are also two additional bedrooms and another 3-pce bathroom, making it a perfect setup for guests or older children. Outside, the property truly shines. Situated on a phenomenal 80' x 142' lot, the backyard is an entertainer's paradise. Relax on the 800 sq ft expansive deck under the shade of your private gazebo, or utilize the massive green space, which offers plenty of room to install your dream pool. The oversized, heated double-car garage is a rare find, complemented by a driveway that comfortably parks 8 vehicles. Located in a highly desirable neighborhood, this home is within walking distance to top-tier schools, beautiful parks, vibrant restaurants, & all the amenities Orangeville has to offer. Whether you are a young family looking for a phenomenal school zone or seniors seeking the ease of bungalow living without sacrificing space, this home shows beautifully and is a must-see!

225 Zina Street, Orangeville

$984,900

4 Beds ⋅ 4 Baths ⋅ W13547352 MLS

Welcome to 29 Alder Street in Orangeville, a beautifully maintained 3+1 bedroom, 4 bathroom home offering spacious family living w/ the added bonus of a finished lower level and the opportunity for a quick & easy in-law suite conversion. From the moment you arrive, this home makes a strong impression with its charming curb appeal, double-car garage, and inviting front entry. Inside features a bright and functional layout with a spacious foyer, convenient powder room, soaring ceiling over the dining area, and hardwood flooring through the principal living spaces. The living room is filled with natural light and a cozy fireplace, while the updated kitchen offers plenty of cabinet space, stainless steel appliances, ample prep space, and a breakfast bar overlooking the family room. This home offers 3 well-sized bedrooms, including a generous primary bedroom complete with a walk-in closet and a beautifully updated ensuite with double sinks, glass shower, and soaker tub. The upper level also offers another full bathroom and the added convenience of second-floor laundry. The finished basement extends your living space with a wet bar, bright living space, bedroom area, and full bathroom, creating excellent flexibility for extended family, guests, or multi-generational living. Step outside to enjoy a private backyard with mature trees, a large lawn, covered patio area, hot tub, and deck space for relaxing or entertaining. Located in a desirable Orangeville neighbourhood close to parks, schools, and amenities, this is a fantastic opportunity to own a spacious home with room for the whole family

29 Alder Street, Orangeville

$1,049,000

4 Beds ⋅ 2 Baths ⋅ W13542600 MLS

Exceptional investment opportunity in the heart of Orangeville! Situated on a prominent corner lot at First Street and Fead Street, this solid two-storey brick duplex offers incredible potential for investors or those looking to live in one unit while generating rental income from the other. The property features two self-contained units, each offering 2 bedrooms, 1 full bathroom, and laundry, providing comfortable layouts that appeal to A++ tenants. With parking for up to five vehicles, this is a rare and valuable feature for a duplex in such a desirable central location. Ideally positioned within walking distance to Orangeville's vibrant downtown Broadway, residents will enjoy easy access to restaurants, cafés, boutique shopping, parks, schools, and everyday amenities. Whether you're looking to expand your investment portfolio, generate steady rental income, or take advantage of a fantastic live-in investment opportunity, this well-located duplex offers outstanding value in one of Orangeville's most sought-after neighbourhoods. Don't miss your chance to own a versatile income property with excellent long-term potential.

52 First Street, Orangeville

$1,099,000

4 Beds ⋅ 5 Baths ⋅ W13539166 MLS

Located in one of Orangeville's most sought-after family neighbourhoods, surrounded by parks, scenic walking trails, excellent schools, and some of the town's newest and most thoughtfully designed homes, this beautifully upgraded executive home offers nearly 3,000 sq. ft. of bright, elegant living space. Extensively enhanced with impressive hardscaping, warm-toned stamped concrete surrounds the driveway, front porch, walkways, and backyard, creating exceptional curb appeal and upscale outdoor living. Large architectural windows fill the home with natural light while the open-concept layout offers both comfort and versatility. Features include high ceilings, crown moulding, smooth ceilings, pot lights, California shutters, hardwood flooring, main floor office, laundry room, and a custom kitchen complete with premium countertops, abundant cabinetry, coffee/bar area, and a massive waterfall island overlooking the living space with natural gas fireplace. The spacious dining room offers flexibility as either an elegant entertaining area or additional family room space. Upstairs features 4 exceptionally large bedrooms including 2 primary-style suites with private ensuites. The main primary retreat offers double door entry, built-in closet cabinetry, double sinks, soaker tub, walk-in shower, and private water closet. Two additional oversized bedrooms share a beautifully designed Jack & Jill bathroom with double sinks and separate shower/toilet area. The finished basement extends the living space with stylish vinyl flooring, pot lights, kitchenette area, cold cellar, finished bathroom with walk-in shower, large rec room, additional storage, and a charming nook perfect for a children's play area or hobby space. A rare opportunity to own a standout family home in one of Orangeville's finest communities.

27 Drew Brown Boulevard, Orangeville

$1,149,900

4 Beds ⋅ 3 Baths ⋅ W13534286 MLS

Welcome to 23 Clarke Avenue, a beautifully appointed 4-bedroom family home nestled in one of the area's most sought-after neighbourhoods. From the moment you step inside, you'll be welcomed by a bright formal living room, offering an elegant space to relax or entertain. The heart of the home features a spacious open-concept kitchen overlooking a warm and inviting family room with a cozy fireplace-perfect for everyday living and hosting family and friends. Walk outside to your private inground pool which features stamped concrete throughout making it effortless to maintain. A formal dining room completes the main level, providing the ideal setting for holiday dinners and special occasions. Upstairs, you'll find four generously sized bedrooms, including a spacious primary retreat featuring a spa-inspired ensuite with a luxurious soaker tub, creating the perfect place to unwind at the end of the day. The lower level is partially finished, offering endless possibilities for a recreation room, kids' play area, home gym, or additional storage. Step outside to your own private backyard oasis, complete with an in-ground pool that's ready for summer entertaining, weekend barbecues, and relaxing afternoons with family and friends. Offering exceptional space, comfort, and a prime location, this is the perfect place to call home. Don't miss your opportunity to make 23 Clarke Avenue yours!

23 Clarke Avenue, Orangeville

$735,000

4 Beds ⋅ 2 Baths ⋅ W13506774 MLS

When Lot Size Matters to you. Opportunities like this don't come along often! This spacious and beautifully maintained 4-bedroom family home offers exceptional value in a sought-after neighborhood. With parking for up to 6 vehicles and a large, private backyard with no rear neighbors, you'll have all the space your family needs. The outdoor oasis features a large above-ground pool (approx. 2020), multiple decks and patios, storage sheds, and plenty of room for entertaining, relaxing, and enjoying summer with family and friends. Inside, you'll find a bright, open-concept layout designed for comfortable family living. The welcoming foyer features a new front door in 2025, pot lights, with additional pot lighting in the family room and finished basement. The cozy family room showcases a beautiful wood-burning fireplace with an iron insert and offers a walkout to the fully fenced backyard. The spacious living and dining rooms flow seamlessly into the kitchen, creating an ideal space for both everyday living and entertaining. The primary bedroom features his-and-hers closets with convenient semi-Ensuite access to the main bathroom. Interior access to the garage from the foyer adds everyday convenience. This home has been lovingly cared for and updated throughout, including: Furnace, central air conditioning, and on-demand water heater (2021), roof (2023), paved driveway (2023), patio door (2020), front door (2025), and above-ground pool (approx. 2020).Ideally located within walking distance to shopping, schools, the recreation centre, public transit, and other everyday amenities, this move-in-ready home truly offers the perfect combination of space, privacy, location, and value. Don't miss your chance to make this exceptional family home your own! PS the big front tree is a beautiful Mulberry Tree. Basement also has a huge Storage area for all your stuff and more.

111 Diane Drive, Orangeville

$1,200,000

4 Beds ⋅ 4 Baths ⋅ W13499634 MLS

Exceptional opportunity with this fully rented four plex in a great Orangeville location. Easy walking distance to all amenities (theatre, shopping, fine dining, parks, trails and more). Well maintained and upgraded bungalow style building with four one bedroom units. Each unit has separate hydro meters. Zoned RM2 multi residential. Lower level has coin operated laundry, storage, and private storage unit for each apartment. Awesome lot with private rear grounds. Very unique with a long waiting list. See list of extras and upgrades attached.

44 Church Street, Orangeville

$799,000

4 Beds ⋅ 3 Baths ⋅ W13496450 MLS

This is the move-in-ready home in town a modern updated all-brick raised bungalow offering 3+1bedrooms and 3 bathrooms, with quick and easy access to Highways 10, 9, and 109 that puts everything you need within easy reach. The main level features engineered hardwood flooring,fresh modern colours throughout, and brand new kitchen cabinets with new backsplash and quartz countertop, stainless steel appliances, a huge pantry, and a pull-out spice rack cabinet for added convenience. The bright living room offers a warm, open feel, while three bedrooms deliver flexible living space. The main bathroom has been upgraded with new flooring,a quartz countertop, and convenient new ensuite access, and a brand new 2-piece bathroom has been added on the main floor. The fully finished lower level offers a huge family room filled with natural light and warmed by a cozy gas fireplace. A large bedroom paired with an adjacent 3-piece bath featuring new ensuite access, plus a convenient laundry area, makes a perfectin-law suite or additional living space. Ideally located just minutes from the Alder StreetRecreation Centre, Sobeys, No Frills, and Westside Secondary School, with scenic walking trailsand mature parks all around. Whether you are a growing family needing room to thrive,downsizers wanting single-level convenience, or a buyer who wants a renovated property, this home truly is worth visiting. Homes this turn-key, in a community this desirable, simply do not last very long.

19 Mckitrick Drive, Orangeville

$1,149,900

4 Beds ⋅ 3 Baths ⋅ W13490510 MLS

Welcome to this beautifully maintained, carpet-free 4-bedroom family home backing directly onto conservation land in one of Orangeville's desirable neighbourhoods. Offering a peaceful backyard setting with no home directly behind, this property combines comfortable family living with an impressive list of recent updates.The bright, open-concept main floor features a spacious living room with abundant natural light and a cozy gas fireplace, an oversized eat-in kitchen with breakfast bar and walkout to the backyard, plus a versatile dining room with hardwood flooring. Step outside to enjoy the newer deck, updated railings and fully fenced backyard - a great space for relaxing or entertaining.Upstairs, the generous primary bedroom features a walk-in closet and private 4-piece ensuite with soaker tub and separate shower. Three additional well-sized bedrooms provide plenty of room for family, guests or a home office.The finished lower level adds valuable living space with a spacious recreation room, while the 2-car garage offers direct interior access and convenient loft storage.Recent updates include hardwood flooring, baseboards and staircase (2023), windows (2023), attic insulation (2024), garage door and opener (2024), and water softener (2025). Stamped concrete driveway, front stairs and walkway (2019).

53 Abbey Road, Orangeville

$1,349,000

4 Beds ⋅ 2 Baths ⋅ W13473022 MLS

Excellent opportunities with this well maintained and updated duplex in a great location on Broadway. Close to all amenities that Orangeville has to offer (theatre, dining, trails, parks, shopping and fine dining) Units show well. Floor plans attached. Detached oversize garage. Paved rear lot allows for ample parking. Ideal situation for home occupation with a rental unit or simply as a solid investment opportunity. Walk in basement has tons of potential. New roof in fall of 2025. Portion of rear yard is rented to neighbouring commercial business for client parking. 2 furnaces (tenants pay their own heat). Garage (24' x 34') is heated. Shared laundry in basement. Interior stairs from basement to main entry and apartments. Endless possibilities. Building will be vacant on closing so you can set your own rents.

300 A Broadway N/A, Orangeville

$899,900

4 Beds ⋅ 3 Baths ⋅ W13471170 MLS

Experience beautiful living in this fully upgraded detached home with a legal basement. Impeccably maintained inside and out, this stunning property features a spacious kitchen, inviting living and dining areas, and a bright solarium addition on the main floor. The home offers generously sized, sun-filled bedrooms and tasteful upgrades throughout. Situated on a large lot, it is perfect for entertaining, family gatherings, and hosting guests. Includes a large 4 -car driveway and is located on a quiet family-friendly street. Please note: the basement kitchen has been converted into an office space**

63 Morgandale Crescent, Orangeville

$799,900

4 Beds ⋅ 2 Baths ⋅ W13429702 MLS

Set on a quiet lot in a mature area, and backing onto green space with no rear neighbours, this three-bedroom bungalow offers a blend of privacy, versatility, and sought-after features throughout. The main level is bright and welcoming, with three generously-sized bedrooms and spacious principal rooms designed for both comfort and functionality. A living area, dining room, and well-designed kitchen come together to create a space perfect for both daily use and casual gatherings. Two walk-outs provide easy access to the backyard, extending the living space outdoors. Three fireplaces are thoughtfully placed throughout the home, adding warmth and character. The fully finished basement with separate entrance enhances the home's versatility, featuring a complete in-law suite with its own kitchen, living area, and bathroom. This flexible space works well for extended family or guests, offering privacy while still feeling connected to the home. Adding a truly unique luxury feature, the home's indoor hot tub room is fully equipped as a dedicated space, thoughtfully designed with comfort and safety in mind, providing a private, year-round retreat designed for relaxation and enjoyment in any season. Completing the home is an attached garage with convenient interior access, along with a backyard that offers a peaceful outdoor space and an expansive deck. Ideally located within walking distance to schools, parks, shopping, and everyday amenities. A true must-see in a desirable neighbourhood.

37 Margaret Street E, Orangeville

$718,000

4 Beds ⋅ 2 Baths ⋅ W13206198 MLS

Welcome To 44 Madison Ave In The Heart Of Orangeville. A Warm And Inviting 3level Backsplit Nestled In A Quiet, Family-Friendly Neighbourhood Just Steps From Parks, Trails, And Parkinson Centennial Public School At The End Of The Street, Offering JK Through Gr 8. This Home Offers An Excellent Opportunity For Growing Families, First-Time Buyers, Downsizers, Or Investors Looking To Get Into The Market.Step Inside To Find Bright And Spacious Principal Rooms Filled With Natural Light, New Windows Throughout (Except 2nd Flr Bath) Warm Hardwood Floors, And A Practical Layout Designed For Everyday Living. The Kitchen Offers Plenty Of Cabinet Space, A Functional Eat-In Area, And An Easy Flow Into The Dining Space, Making It Ideal For Family Dinners Or Entertaining. The Cozy Living Room Creates The Perfect Spot To Unwind. The Finished Basement Features A Spacious Rec Room, Convenient 2-Piece Bathroom, Laundry Room, Expansive Storage Space, And An Additional Room That Can Easily Function As A Fourth Bedroom, Home Office, Guest Room, Or Hobby Room. The Walkout From The Basement To The 3-Season Sunroom Adds Versatility And Creates A Seamless Connection Between Indoor And Outdoor Living.Outside Is Where This Property Truly Shines. The Fully Fenced Backyard Features A Brand-New Privacy Fence, Expansive Multi-Level Deck, 3-Season Sunroom, Above-Ground Pool, Mature Trees, And Plenty Of Green Space For Children And Pets To Enjoy. Whether You're Hosting Summer Bbqs, Relaxing Poolside, Gardening, Or Enjoying Quiet Evenings Outdoors, This Backyard Offers The Perfect Setting For Making Lasting Memories With Family And Friends.Located Close To Schools, Parks, Recreation Centres, Shopping, Restaurants, And Scenic Walking Trails, This Home Offers The Lifestyle So Many Buyers Are Searching For. With A Welcoming Community Atmosphere And Easy Access To Everyday Amenities, This Is A Fantastic Opportunity To Own A Well-Loved Home In One Of Orangeville's Desirable Family-Oriented Neighbourhoods.

44 Madison Avenue, Orangeville

$2,199,900

4 Beds ⋅ 4 Baths ⋅ W13067060 MLS

Bring your sketchbook, your contractor & your boldest ideas to transform this iconic estate into this neighbourhood's next masterpiece. Experience the timeless grandeur of one of Orangeville's most iconic homes and massive property. Admired for over 140 years, this stately .70-acre property is a rare gem nestled in the heart of downtown, offering a sprawling 164' x 187' private lot and endless possibilities. The home's quality craftsmanship is evident in every detail, from the original doors and trim to the soaring ceilings and elegant hardwood floors. The main level invites grand-scale entertaining with its expansive foyer, formal living room featuring an original fireplace, and a massive dining room with a second fireplace. Quiet retreats abound in the dedicated library, or enjoy a good read in the cozy den. A spacious kitchen offers lots of space for meal prep and a sun-filled breakfast area that opens to a private side patio. Upper-level highlights 3 bedrooms, with an open landing leading to the primary bedroom featuring a walk-in closet and 3-piece ensuite bath. A unique secondary, rear staircase to the 2nd level provides access to a self-contained guest or in-law suite, complete with its own living/dining area, kitchen, bedroom, and full bath. Outside, the park-like grounds feature mature trees, a massive yard, and a historic driveshed/storage building. This is a rare opportunity to own a piece of local history on a one-of-a-kind downtown lot.

11 Third Avenue, Orangeville

$1,311,990

4 Beds ⋅ 4 Baths ⋅ W12490892 MLS

Offered by the Builder. Welcome to Five Creeks by Great Gulf - where luxury, nature, and modern living come together. This brand-new Fendley Model (Elevation B) sits on a premium ravine lot with a walkout to deck, offering sweeping natural views and the rare opportunity for a walkout basement. Designed with over 2,230 sq ft of elegant living space, this 4-bedroom, 4-bath detached home showcases 9-ft ceilings, an inviting gas fireplace, and sun-filled, open-concept living areas that seamlessly connect to the outdoors. The chef-inspired kitchen boasts quartz countertops, extended cabinetry, a stainless range hood, and a bright breakfast area with a convenient walk-in pantry and walkout to the deck overlooking the ravine - perfect for family gatherings or morning coffee. Upstairs, the primary retreat features his and hers walk-in closets, a freestanding tub, glass-enclosed shower, and double-sink vanity. Each secondary bedroom offers generous space, ensuite or semi-ensuite access, and walk-in closets - ideal for growing families. Built by one of Canada's most award-winning builders, Great Gulf, this home delivers quality craftsmanship and energy efficiency at every turn: triple-pane Energy Star windows, HRV air system, 200 AMP electrical service, rough-in EV charger, and full Tarion warranty for lasting peace of mind. Experience the privacy and tranquility of ravine living in Orangeville's newest master-planned community, just minutes from schools, shopping, and major highways. Walkout, finished basement available. A rare chance to own a luxury new-build backing onto nature - where every detail enhances comfort, connection, and lifestyle.

52 Meyer Drive Unit Lot 46, Orangeville

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