Midland Real Estate Search

Midland Homes with a Pool for Sale

Our website features the best real estate search for homes with a pool properties available in Midland 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 Midland Homes with a Pool for Sale

$699,777
3 Beds ⋅ 2 Baths ⋅ S13759868 MLS
Welcome to your next family home in Midlands sought-after West End. This well-cared-for property offers a warm and functional layout, featuring a combined kitchen, living, and dining space with beautiful hardwood floors throughout the both levels. With 3 bedrooms and 2 bathrooms, there's plenty of room for everyday living, while the spacious lower-level family room is perfect for movie nights, game days, or simply relaxing. Step outside and you'll find a backyard made for summer complete with an inground pool featuring a brand-new liner (2024), perfect for entertaining friends and making memories with family. Gas heat, central air, a single-car garage, and a prime location within walking distance to all amenities, Little Lake Park and beautiful Georgian Bay, making this home a solid choice. Come take a look and see the potential for yourself!

338 Seventh Street, Midland
$744,900
5 Beds ⋅ 3 Baths ⋅ S13759176 MLS
Located in the highly desirable West End, this all-brick bungalow offers the perfect blend of comfort, space, and outdoor living. Featuring 3+2 bedrooms and 3 bathrooms, the home boasts a large main floor primary suite complete with a private ensuite, along with spacious principal rooms including a bright kitchen, living room, and a cozy family room with a gas fireplace. Engineered hardwood flooring runs throughout the main level, adding warmth and style. The fully finished basement extends your living space with a generous rec room (complete with pool table), plus an additional office or craft room. Step outside to your private backyard oasis featuring a 16x32 inground pool with a new liner (2024), a 6-person hot tub with new cover, screened gazebo, cedar planters, and an irrigation system-all fully fenced for privacy. Additional highlights include new gutter guards, central vac, and a Generlink for added peace of mind.

933 Playfair Road, Midland
$599,900
4 Beds ⋅ 3 Baths ⋅ S13753274 MLS
RARE 3-STOREY CENTURY HOME SHOWCASING TIMELESS CURB APPEAL & A PRIVATE BACKYARD OASIS COMPLETE WITH AN INGROUND POOL! Welcome to this beautifully maintained century home in the heart of Midland, offering everyday convenience paired with a relaxed, well-connected lifestyle. From morning walks to Little Lake Park and quick school runs to Huron Park Public School, to afternoons at the Bourgeois Community Centre, or weekends exploring Midland Harbour and the lively downtown core, everything you need is truly at your doorstep. This rare 3-storey home makes a striking first impression with its timeless brick and siding exterior, and beautifully renovated wraparound porch accented by crisp white detailing. Step through the door and experience a bright, generous layout, with a spacious living and dining area flowing naturally into the well-appointed kitchen and inviting family room, anchored by a cozy gas fireplace and extending out through sliding glass doors to the back yard. A renovated main floor laundry and 3-piece bath with direct yard access keeps summer days and poolside entertaining effortless. Upstairs, three comfortable bedrooms are complemented by a full 4-piece bath and a charming sunroom overlooking the street. The third-floor loft adds a flexible bonus level with a renovated powder room and excellent storage, while the unfinished basement provides future potential to expand. Outdoors, the property becomes a private retreat surrounded by mature trees and thoughtful landscaping, featuring a fully fenced backyard with a large deck and patio, green space, and established gardens. The showpiece 16 x 32 ft inground pool with a diving board, gas heater, and pool house creates a true staycation setting, all complemented by an attached garage with interior entry and a direct backyard walkout. A #HomeToStay that truly stands apart, offering not just a place to live, but a place to settle in, slow down, and enjoy every season of life in comfort and style.

404 Manly Street, Midland
$899,000
3 Beds ⋅ 2 Baths ⋅ S13752212 MLS
Welcome to 372 Lakewood Drive - a sun-filled family home on Midland Bay where everyday life feels like a getaway.Tucked just steps from the water, this 2-storey retreat blends open, light-filled living with the kind of privacy and views most people only visit on weekends. Mature oaks and maples wrap the property, the bay sparkles from the front porch, and a private path leads down to a secluded sandy shore. You get the peace of a rural setting without giving up being a short drive from Midland's shops, restaurants, and amenities.Step inside and the house opens up. Natural light pours through the main-floor living spaces - bright enough for lazy Sunday mornings, spacious enough for dinner parties that spill from kitchen to family room. On cooler evenings the Jotul wood stove becomes the heart of the house: crackling fire, warm rooms, conversations that last longer than planned. Recent updates (new roof, new furnace, new air conditioning) mean the comfort is reliable, not a project waiting to happen.Upstairs, three bedrooms give everyone their own space. The standout is the expansive loft with skylights - part extra bedroom, part oversized office, part quiet perch for watching the stars. Downstairs, the fully finished basement is ready for whatever your family needs next: gym, yoga studio, rec room, or guest overflow.Outside is where the house really stretches out. The front porch faces Midland Bay - morning coffee with water views, evening drinks as the light changes. Around back, a private oasis waits: patio and gazebo for gatherings, a heated salt-water above-ground pool for summer days, and a generous yard for gardens, games, or simply sitting under the trees. A walking path takes you to your own stretch of sand. The finished high-ceiling garage adds workshop or storage space, and there's room for eight vehicles when friends show up.This is the kind of place that works for real life - room to grow, places to gather, water close enough to feel like part of the

372 Lakewood Drive, Midland
$749,777
3 Beds ⋅ 3 Baths ⋅ S13649248 MLS
Location, Location, Location! This charming 3-bedroom family home is situated in Midlands highly desirable West End. The main level features a large eat-in kitchen, spacious living and dining areas, and a primary bedroom with ensuite and steam shower. The fully finished basement offers a generous rec room, exercise area, and office/storage space. Hardwood and ceramic floors flow throughout, complemented by gas heat, central air, a 2-car garage, and paved driveway. New Roof (2026). Perfect for entertaining family and friends, the backyard oasis includes a deck, patio, above-ground pool, and fenced yard. All this within walking distance to local amenities, schools, and the beautiful shores of Georgian Bay- too much to list!

911 Watson Place, Midland
$649,900
3 Beds ⋅ 3 Baths ⋅ S13567836 MLS
Move in and enjoy this beautifully maintained family home, ideally located within walking distance of both elementary schools on Midland's West End. Offering 3 bedrooms, 1 full bathroom, and 2 powder rooms-with a bathroom on every level-this two-story home is designed for comfortable family living. Your private backyard retreat features an in-ground pool, a new hot tub (2025), an expansive patio, a large deck with a gazebo, and in-ground sprinklers for added convenience. This home has seen numerous updates, including a new furnace and air conditioner (2023), fiberglass shingles, eavestroughs, and downspouts (2024), plus a refreshed kitchen (2022) with quartz countertops, an updated backsplash, and modern hardware. Upstairs, you'll find three spacious bedrooms and a full bathroom, highlighted by an oversized primary bedroom complete with a walk-in closet and a cozy sitting area. The finished lower level offers a comfortable recreation room, a powder room, laundry area, and plenty of storage space. With thoughtful updates throughout and exceptional indoor and outdoor living spaces, this is a home you won't want to miss!

1085 Dina Crescent, Midland
$749,900
5 Beds ⋅ 3 Baths ⋅ S13478830 MLS
Eliminate your commute, grow your business, and build equity-all from one address.Welcome to 390 King Street, a rare opportunity to live and work under one roof in the heart of Midland. Ideal for entrepreneurs, professionals, and small business owners, this unique property offers the flexibility to operate your business while enjoying the comfort of home.Character-filled and spacious, the property has been thoughtfully improved with a newer roof, upgraded electrical, added insulation, fresh paint, and updated lighting. Outside, enjoy a private backyard retreat featuring an in-ground pool with a new liner being installed soon and a patio perfect for relaxing or entertaining.Conveniently located close to downtown, shopping, restaurants, and marinas, this is a unique opportunity to invest in a property that supports both your lifestyle and your business.

390 King Street, Midland
$1,795,000
4 Beds ⋅ 4 Baths ⋅ S13466326 MLS
Here it is - the one you've been dreaming about. Nestled on a private, beautifully landscaped 2-acre property just 5 minutes from both Midland and Penetanguishene, this exceptional estate offers the perfect blend of luxury, privacy, and convenience. The backyard is a true resort-style retreat. Enjoy summer days around the stunning in-ground pool, relax in the hot tub, gather around the fire pit, or entertain in the impressive cabana complete with bar, TV, internet, dedicated electrical panel, and power. Completed in 2018, this outdoor oasis also features a large patio, in-ground sprinkler system, hardwired generator, and a wooded backdrop with walking trails. Car enthusiasts, hobbyists, and entrepreneurs will appreciate the oversized attached double garage plus a separate 28' x 26' heated workshop/garage with its own dedicated electrical panel. Inside, this meticulously maintained 3,850 sq. ft. home showcases an outstanding floor plan designed for both family living and entertaining. The chef's kitchen, designed by Lindsay Shultz, features premium JennAir appliances, quartz countertops, a 6-burner gas stove, centre island, pantry, breakfast nook, and walkout to the backyard. The spacious primary suite offers walk-in closets and a recently renovated spa-inspired ensuite. Two additional oversized bedrooms share a dedicated bathroom complete with a dream makeup vanity.The elegant living room features a gas fireplace and walkout to the pool area, while the thoughtfully designed dining room provides openness without sacrificing definition. The lower level offers incredible flexibility with a massive 37' x 37' recreation room featuring a gas fireplace, toy area an additional bedroom, 3-piece bath, laundry room. If more space is needed the abundant storage area has direct garage access. A rare opportunity to enjoy luxury country living with all the conveniences of town just minutes away. This remarkable property truly has it all.

1620 Golf Link Road, Midland
$949,900
4 Beds ⋅ 3 Baths ⋅ S13456526 MLS
Top 5 Reasons You Will Love This Home: 1) Exquisite home situated on a premium lot in an outstanding neighbourhood 2) Extensive upgrades include all new windows and doors, garage doors, a new roof, interior doors and trims, a completely new kitchen, bathrooms, flooring, paint, lighting, and fixtures; virtually every detail has been meticulously renovated 3) Stunning backyard oasis with a total privacy fence, a spacious patio, stone walkways, professional landscaping, and an inground pool, perfect for outdoor enjoyment 4) Exceptional open-concept layout boasting modern finishes and offers four generously sized bedrooms, creating a dream residence 5) A must-see property, unlike anything else in West End Midland, conveniently located near the Georgian Bay General Hospital, shopping, restaurants, and just moments from Georgian Bay. 2,276 fin.sq.ft.

993 Whitney Crescent, Midland
$749,900
4 Beds ⋅ 2 Baths ⋅ S13421260 MLS
A UNIQUE, ONE OF A KIND HOME IN MIDLAND WITH ONE OF THE BEST SHOPS IN TOWN. Check out this classic red brick Midland home, which shows evident pride of ownership throughout and features your very own private in-town oasis. This home boasts a truly one-of-a-kind, two-story, 2,000 sq. ft. shop featuring a freight elevator, a three-piece bathroom, its very own gas furnace, additional living space, and a workshop area. The shop's main floor includes a parking bay plus ample area for tinkering - ideal for a woodworker or mechanic. The second floor of the shop steeped in natural light could easily accommodate several home occupations, including a photography or yoga studio, or you can enjoy the space for your own private hobbies. With abundant curb appeal, a large circular driveway, and tandem parking for four additional vehicles, this location could accommodate a home occupation or remain a single-family residence. The backyard retreat features a 12 x 24 in-ground pool and plentiful outdoor living space, including the pool patio, a covered screened-in hot tub, a covered screened-in verandah for evening dinners or to shelter from the sun, plus perennial gardens galore. The second floor of the home features 3 bedrooms, a four-piece bath, plus a balcony overlooking the manicured backyard. An additional flex space is located on the 3rd floor loft which could work as a 4th bedroom, craft room or games room.

443 Elizabeth Street, Midland
$1,130,000
6 Beds ⋅ 4 Baths ⋅ S13086446 MLS
Luxurious Living with Backyard Oasis in Waterfront Community. Welcome to this exceptional 6-bedroom, 4-bathroom detached bungaloft, where timeless elegance meets modern luxury in an exclusive waterfront enclave. Designed with soaring ceilings, a main floor primary suite, and high-end finishes throughout, this home offers an airy, open-concept layout ideal for sophisticated living and entertaining. Step outside to your own private backyard retreat, featuring an inground heated pool, hot tub, and a fully equipped outdoor kitchen-perfect for summer gatherings. A fully finished basement offers versatile space for rental income, Airbnb potential, or extended family living. Just steps from the lake, scenic trails, and the marina, this is refined coastal living at its finest. A rare opportunity to enjoy comfort, style, and convenience-inside and out.

61 Riverwalk Place, Midland
$174,900
3 Beds ⋅ 1 Baths ⋅ S13067668 MLS
End of season promotion original retail $219,865 Current In-Stock Price: $189,900Featured Cottage Event Price: $174,900. Nestled on an interior waterfront lot with stunning views of the marina harbour, this charming 3-bedroom, 1-bathroom Wanakita Model offers an affordable opportunity for those looking to embrace the relaxed, resort lifestyle on Georgian Bay. At 540 sq ft, this cozy cottage is designed for comfort and functionality, making it the perfect retreat for families or small groups. Priced under $200,000, its an excellent choice for those eager to start enjoying the 2026 cottage season. This fully-furnished cottage is move-in ready and includes everything you need to settle in and unwind. The master bedroom features a queen pillow-top bed with a headboard and bedding set, while the second bedroom is equipped with a double pillow-top bed, headboard, frame, and bedding. The third bedroom includes a set of bunk beds ideal for kids or guests. The living area offers a queen sectional sofa with a hide-a-bed, along with a tub chair and lift-up coffee table for added convenience. Additionally, there are four bar stools and an end table, ensuring a comfortable space for all to gather. Central air conditioning keeps things cool during warm summer days. Situated in the heart of Wye Heritage Marine Resort, this cottage allows you to take full advantage of the resort's fantastic amenities, including heated swimming pools, sports courts (pickleball, tennis, basketball), a sandy beach, a playground, and a marina with guaranteed boat slip access for cottage owners. Plus, you'll enjoy a 20% discount on slip fees, making it the perfect base for all your boating adventures. This affordable cottage is available for immediate occupancy, so don't miss your chance to own a piece of waterfront paradise and experience the best of cottage life at Wye Heritage Marine Resort.

3282 Ogdens Beach Road Unit 62, Midland
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