Orangeville Real Estate Search

Orangeville Homes with a Pool for Sale

Our website features the best real estate search for homes with a pool properties available in Orangeville and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Orangeville Homes with a Pool for Sale

$899,900
4 Beds 4 Baths W13570054 MLS® #
Beautifully maintained Hampton model 4 Bdrm Detached with finished lower level and separate side entrance - ideal for extended family, guests, or future in-law potential. Designed for comfortable everyday living and effortless entertaining, the main floor features a spacious open-concept layout with a welcoming Great Room highlighted by a stylish electric fireplace and a full-sized family kitchen complete with a high-end WOLF gas range, stainless steel appliances, a walk-in pantry, breakfast bar, and walk-out to a large two-tier deck overlooking the fully fenced backyard. Situated on a premium 131-foot deep lot, the backyard is made for family fun with a 12' x 24' above-ground pool, a children's playset, storage shed and plenty of space to relax, play, and entertain outdoors. Upstairs, you'll find four generously sized bedrooms, including a spacious primary retreat with a private ensuite, along with the convenience of a second-floor laundry. The finished lower level offers a large family room warmed by a cozy gas fireplace, providing the perfect space for movie nights, entertaining, or relaxing with family. Additional features include interior access from the garage, elegant French doors at the front entrance, abundant natural light throughout, and a thoughtfully designed floor plan that perfectly balances style and functionality. Click the Video Tour, then book your in-person tour before it's gone! (id:5764)

56 Dinnick Crescent, Orangeville

Listing courtesy of REALTY EXECUTIVES PLUS LTD.

$899,900
4 Beds 4 Baths W13570054 MLS® #
Beautifully maintained Hampton model 4 Bdrm Detached with finished lower level and separate side entrance - ideal for extended family, guests, or future in-law potential. Designed for comfortable everyday living and effortless entertaining, the main floor features a spacious open-concept layout with a welcoming Great Room highlighted by a stylish electric fireplace and a full-sized family kitchen complete with a high-end WOLF gas range, stainless steel appliances, a walk-in pantry, breakfast bar, and walk-out to a large two-tier deck overlooking the fully fenced backyard. Situated on a premium 131-foot deep lot, the backyard is made for family fun with a 12' x 24' above-ground pool, a children's playset, storage shed and plenty of space to relax, play, and entertain outdoors. Upstairs, you'll find four generously sized bedrooms, including a spacious primary retreat with a private ensuite, along with the convenience of a second-floor laundry. The finished lower level offers a large family room warmed by a cozy gas fireplace, providing the perfect space for movie nights, entertaining, or relaxing with family. Additional features include interior access from the garage, elegant French doors at the front entrance, abundant natural light throughout, and a thoughtfully designed floor plan that perfectly balances style and functionality. Click the Video Tour, then book your in-person tour before it's gone!

56 Dinnick Crescent, Orangeville

Listing courtesy of REALTY EXECUTIVES PLUS LTD.

$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! (id:5764)

23 Clarke Avenue, Orangeville

Listing courtesy of RE/MAX REAL ESTATE CENTRE INC..

$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

Listing courtesy of RE/MAX REAL ESTATE CENTRE INC..

$1,199,000
4 Beds 4 Baths W13527730 MLS® #
A private backyard retreat, complete with a saltwater pool, rock waterfall, mature trees, and no neighbours behind, sets the stage for one of Orangeville's most impressive family homes. Whether you're spending quiet summer afternoons by the pool or hosting friends and family, this is a home designed to be enjoyed.Inside, the home reveals itself through thoughtful updates and a layout that balances everyday living with entertaining. The kitchen anchors the main floor with a massive island, tasteful finishes, and a walk-out to the elevated deck overlooking the backyard. Separate family and living rooms, each with their own fireplace, provide inviting spaces to gather or unwind, while the open loft above creates the perfect spot for a home office, reading nook, or lounge.Upstairs offers four spacious bedrooms, including a beautifully updated primary suite with a walk-in closet and renovated ensuite. The loft just outside the primary adds another layer of flexibility for today's lifestyle.The finished walk-out basement features a full bathroom, wet bar, third fireplace, and a versatile office with closet storage that adapts to your family's needs.Outside, the elevated deck, poolside patio, stone walkways, and mature greenery create multiple spaces to relax, entertain, and enjoy the outdoors all summer. Set on a fully fenced corner lot, the backyard feels remarkably private while remaining connected to the home.Located close to schools, the hospital, Island Lake Conservation Area, parks, and everyday amenities, this property offers the perfect balance of privacy and convenience.Recent updates over the past five years include renovations to the main floor, primary ensuite, basement, windows, air conditioning, pool liner, and more.With more than 3,200 square feet of finished living space, a three-car garage, exceptional outdoor living, and a layout that works just as well for everyday life as it does for entertaining, this home brings it all together. (id:5764)

118 Oak Ridge Drive, Orangeville

Listing courtesy of ROYAL LEPAGE RCR REALTY.

$1,199,000
4 Beds 4 Baths W13527730 MLS® #
A private backyard retreat, complete with a saltwater pool, rock waterfall, mature trees, and no neighbours behind, sets the stage for one of Orangeville's most impressive family homes. Whether you're spending quiet summer afternoons by the pool or hosting friends and family, this is a home designed to be enjoyed.Inside, the home reveals itself through thoughtful updates and a layout that balances everyday living with entertaining. The kitchen anchors the main floor with a massive island, tasteful finishes, and a walk-out to the elevated deck overlooking the backyard. Separate family and living rooms, each with their own fireplace, provide inviting spaces to gather or unwind, while the open loft above creates the perfect spot for a home office, reading nook, or lounge.Upstairs offers four spacious bedrooms, including a beautifully updated primary suite with a walk-in closet and renovated ensuite. The loft just outside the primary adds another layer of flexibility for today's lifestyle.The finished walk-out basement features a full bathroom, wet bar, third fireplace, and a versatile office with closet storage that adapts to your family's needs.Outside, the elevated deck, poolside patio, stone walkways, and mature greenery create multiple spaces to relax, entertain, and enjoy the outdoors all summer. Set on a fully fenced corner lot, the backyard feels remarkably private while remaining connected to the home.Located close to schools, the hospital, Island Lake Conservation Area, parks, and everyday amenities, this property offers the perfect balance of privacy and convenience.Recent updates over the past five years include renovations to the main floor, primary ensuite, basement, windows, air conditioning, pool liner, and more.With more than 3,200 square feet of finished living space, a three-car garage, exceptional outdoor living, and a layout that works just as well for everyday life as it does for entertaining, this home brings it all together.

118 Oak Ridge Drive, Orangeville

Listing courtesy of ROYAL LEPAGE RCR REALTY.

$745,000
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

Listing courtesy of HOME REAL ESTATE CORPORATION.

$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. (id:5764)

44 Madison Avenue, Orangeville

Listing courtesy of EXP REALTY.

$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

Listing courtesy of EXP REALTY.

$1,148,888
5 Beds 4 Baths W13153266 MLS® #
Set on a corner lot at the quiet end of a cul-de-sac, 18 Samuel Court overlooks the green space and watercourse from the front porch. It is also one of the few Orangeville homes to pair a fully renovated interior with a separate income apartment and an in-ground pool. 4+1 bedrooms, 4 bathrooms, two full kitchens, and a finished lower level. The main floor is open and bright: a beautiful kitchen with a large island, white cabinetry, quartz counters, and opens to the dining area and a great room around a stone gas fireplace. No carpet throughout, with a wrought-iron staircase tying it together. Upstairs, the 4 bedrooms include a primary with a soaring cathedral ceiling and an updated ensuite with a soaker tub. The walkout lower level is a complete second home: separate entrance, full kitchen, 3-piece bath, and a bedroom, ideal for rental income, an in-law suite, or older kids who want their own space. Out back is the showstopper: a new pool and a two-tier deck overlooking the community pond, with the pond's walking trail just steps away and green space behind you instead of neighbours. A two-car garage, no sidewalk to shovel, and a cul-de-sac parking court with room for six more vehicles mean parking is never a concern, tenant and guests included, alongside 200 amp service and an owned water softener. Book your showing and check out the virtual tour. (id:5764)

18 Samuel Court, Orangeville

Listing courtesy of RIGHT AT HOME REALTY.

$1,049,000
7 Beds 4 Baths W13147506 MLS® #
Welcome to 292 Lisa Marie Drive in Orangeville, a spacious 4+3 bedroom, 4 bath, detached home. Featuring a walk-out basement, double car garage, and a backyard that does more than check a box. The brick exterior, black-framed windows and doors, and wide driveway give the home a clean, polished first impression. Set on a pie-shaped lot with mature trees and open field views behind, this property gives you privacy, room, and an exclusive outdoor setup -- in town. The backyard is the kind of space people remember. A 15' x 30' fiberglass saltwater pool featuring LED lighting and waterfalls anchors the yard. Stonework, lounging areas, a large deck, and lower covered space give you options for summer dinners, pool days, and quiet evenings outside. Inside, the home feels bright and open, with large windows, plenty of natural light, a formal dining room, a comfortable family room with a fireplace, and a living room with French doors that works well as a sitting room, office, or play space. The kitchen has a clean, updated feel with white cabinetry, backsplash, peninsula seating, and walkout to the deck. Upstairs, you'll find four bedrooms, including a generous primary bedroom with a walk-in closet and a large private ensuite with a freestanding tub and separate shower. The finished walk-out basement adds three additional bedrooms, a bathroom, and extra living space, making it a strong fit for larger families, multi-generational living, guests, work-from-home needs or potential for a separate apartment. Main floor laundry with garage access adds everyday convenience. You are also walking distance to parks, schools, shopping, restaurants, groceries, and everyday services, with Orangeville's downtown, recreation centres, trails, and big-box amenities just minutes away. Quick access to Highways 9 and 10 keeps commuting practical while still giving you a quiet residential setting. (id:5764)

292 Lisa Marie Drive, Orangeville

Listing courtesy of RE/MAX REAL ESTATE CENTRE INC..

$1,199,000
4 Beds 4 Baths W12911072 MLS® #
Welcome to 36 Paula Court A Refined Family Retreat on a Quiet Court - Tucked at the end of a peaceful cul de sac in sought-after Highland Ridge, this 2,055 sq ft executive two-storey sits proudly on a generous corner lot. Boasting timeless curb appeal and thoughtful design, this home offers elegance, functionality, and a true sense of warmth. Hardwood Floors Throughout - Rich hardwood flooring spans both the main and upper levels, creating seamless flow and upscale charm throughout. Light-Filled Main Floor - Enjoy a grand, open feel with potlights and large executive windows that bathe the space in natural light. Formal living and dining rooms offer ideal settings for hosting, while the heart of the home a bright white kitchen features quartz countertops, stainless steel appliances, tile backsplash, island with breakfast bar, and a separate formal dining area. The cozy family room centers around a gas fireplace, perfect for relaxed evenings. Indoor-Outdoor Connection Walk out from the family room to a beautifully landscaped backyard oasis with interlock stone walkways, armor stone accents, mature trees, and a sparkling inground pool perfect for summer lounging or entertaining. Practical Touches - The main level includes a stylish powder room, inside access to a double-car garage, and a wide driveway for ample guest parking. Upper Level Comforts - The elegant staircase leads to four spacious bedrooms. The primary suite features a double-door entry, wall of windows, hardwood floors, a massive walk-in closet, and a spa-like 5-piece ensuite with his and her sinks, soaker tub, and glass shower. A tile-finished 3-piece bath and dedicated laundry room add convenience. Finished Basement - A welcoming rec room offers space for games, media, or family fun, along with ample storage. Lovingly maintained and designed for both comfort and entertaining, this is more than a home its a lifestyle in a quiet, family-friendly neighborhood close to green spaces and amenities (id:5764)

36 Paula Court, Orangeville

Listing courtesy of RE/MAX REAL ESTATE CENTRE INC..

$1,199,000
4 Beds 4 Baths W12911072 MLS® #
Welcome to 36 Paula Court A Refined Family Retreat on a Quiet Court - Tucked at the end of a peaceful cul de sac in sought-after Highland Ridge, this 2,055 sq ft executive two-storey sits proudly on a generous corner lot. Boasting timeless curb appeal and thoughtful design, this home offers elegance, functionality, and a true sense of warmth. Hardwood Floors Throughout - Rich hardwood flooring spans both the main and upper levels, creating seamless flow and upscale charm throughout. Light-Filled Main Floor - Enjoy a grand, open feel with potlights and large executive windows that bathe the space in natural light. Formal living and dining rooms offer ideal settings for hosting, while the heart of the home a bright white kitchen features quartz countertops, stainless steel appliances, tile backsplash, island with breakfast bar, and a separate formal dining area. The cozy family room centers around a gas fireplace, perfect for relaxed evenings. Indoor-Outdoor Connection Walk out from the family room to a beautifully landscaped backyard oasis with interlock stone walkways, armor stone accents, mature trees, and a sparkling inground pool perfect for summer lounging or entertaining. Practical Touches - The main level includes a stylish powder room, inside access to a double-car garage, and a wide driveway for ample guest parking. Upper Level Comforts - The elegant staircase leads to four spacious bedrooms. The primary suite features a double-door entry, wall of windows, hardwood floors, a massive walk-in closet, and a spa-like 5-piece ensuite with his and her sinks, soaker tub, and glass shower. A tile-finished 3-piece bath and dedicated laundry room add convenience. Finished Basement - A welcoming rec room offers space for games, media, or family fun, along with ample storage. Lovingly maintained and designed for both comfort and entertaining, this is more than a home its a lifestyle in a quiet, family-friendly neighborhood close to green spaces and amenities

36 Paula Court, Orangeville

Listing courtesy of RE/MAX REAL ESTATE CENTRE INC..

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