Midland Real Estate | Midland 5 Bedroom Properties for Sale

Every Once in awhile a Special Home comes along! This Modern Architectural Custom Built Bungalow Blends All The Current Luxuries You can Dream of In A Warm And Inviting Setting. This is a True Entertainer's Paradise Nestled On a Private 1.5 Acre Lot. The Great Room has Soaring Vaulted Ceilings And A Wall Of Windows Overlooking The Countryside. Open Concept Kitchen/Living/Dining Boasting Custom Framed Cabinetry With a 10' Island & Extra Sink. Top of the Line Appliances. Main Floor Primary Suite With A Huge Walk In Closet & Beautiful Ensuite. This Resort Style Oasis Boasts a 16 x 30 ft Heated Salt Water Pool, Outdoor Pergola, Hot Tub with Multiple Seating Areas To Enjoy The All Day Sun! Plenty Of Room For Extended Family Or Large Gatherings With Almost 5000 Square Feet with a Professionally Finished Basement. 3 Bedrooms On Main Level (Or Main Floor Office) Plus 2 Bedrooms & Huge Family Room in Basement with 2 more Bedrooms. Inside Entry from Garage to Main & Lower Floors. 38 x 37 Ft Garage/Shop That Accommodates 3+ Cars, Driveway Parking For Approx. 15+ Vehicles or Turn it into your own Pickleball Court. Far Too Many Features To List - Be Sure To Watch Virtual Tour. (id:5764)

165 Wilson Road, Midland

Listing courtesy of RE/MAX Georgian Bay Realty Ltd.

$1,790,000

5 Beds ⋅ 4 Baths ⋅ S13594232 MLS® #

Every Once in awhile a Special Home comes along! This Modern Architectural Custom Built Bungalow Blends All The Current Luxuries You can Dream of In A Warm And Inviting Setting. This is a True Entertainer's Paradise Nestled On a Private 1.5 Acre Lot. The Great Room has Soaring Vaulted Ceilings And A Wall Of Windows Overlooking The Countryside. Open Concept Kitchen/Living/Dining Boasting Custom Framed Cabinetry With a 10' Island & Extra Sink. Top of the Line Appliances. Main Floor Primary Suite With A Huge Walk In Closet & Beautiful Ensuite. This Resort Style Oasis Boasts a 16 x 30 ft Heated Salt Water Pool, Outdoor Pergola, Hot Tub with Multiple Seating Areas To Enjoy The All Day Sun! Plenty Of Room For Extended Family Or Large Gatherings With Almost 5000 Square Feet with a Professionally Finished Basement. 3 Bedrooms On Main Level (Or Main Floor Office) Plus 2 Bedrooms & Huge Family Room in Basement with 2 more Bedrooms. Inside Entry from Garage to Main & Lower Floors. 38 x 37 Ft Garage/Shop That Accommodates 3+ Cars, Driveway Parking For Approx. 15+ Vehicles or Turn it into your own Pickleball Court. Far Too Many Features To List - Be Sure To Watch Virtual Tour.

165 Wilson Road, Midland

Listing courtesy of RE/MAX Georgian Bay Realty Ltd.

$649,900

5 Beds ⋅ 3 Baths ⋅ S13584838 MLS® #

Welcome to this beautifully maintained Colonial-style home, where timeless charm meets everyday comfort. Nestled in a desirable Midland neighbourhood, this spacious family home is within walking distance of both elementary and secondary schools, vibrant downtown Midland, and the beautiful shores of Georgian Bay. Offering four generously sized bedrooms on the upper level, it's ideal for growing families or those seeking dedicated home office space. The bright and inviting main floor features a functional open-concept layout, a formal dining room perfect for entertaining, and a well appointed kitchen with solid oak cabinetry. The quality oak cabinetry and vanities throughout the home add warmth, character, and lasting appeal. Enjoy your morning coffee on the front covered porch or unwind on the rear covered porch, extending your outdoor living space. The finished basement adds exceptional versatility with a large recreation room, a fifth bedroom, and a three-piece bathroom, making it ideal for guests, teenagers, or extended family. Additional highlights include ample private parking, shingles replaced approximately three years ago, and no rental items. Offering the perfect combination of space, functionality, classic style, and an unbeatable walkable location, this exceptional home is ready to welcome its next family. (id:5764)

255 Hanly Street, Midland

Listing courtesy of Team Hawke Realty.

$649,900

5 Beds ⋅ 3 Baths ⋅ S13584838 MLS® #

Welcome to this beautifully maintained Colonial-style home, where timeless charm meets everyday comfort. Nestled in a desirable Midland neighbourhood, this spacious family home is within walking distance of both elementary and secondary schools, vibrant downtown Midland, and the beautiful shores of Georgian Bay. Offering four generously sized bedrooms on the upper level, it's ideal for growing families or those seeking dedicated home office space. The bright and inviting main floor features a functional open-concept layout, a formal dining room perfect for entertaining, and a well appointed kitchen with solid oak cabinetry. The quality oak cabinetry and vanities throughout the home add warmth, character, and lasting appeal. Enjoy your morning coffee on the front covered porch or unwind on the rear covered porch, extending your outdoor living space. The finished basement adds exceptional versatility with a large recreation room, a fifth bedroom, and a three-piece bathroom, making it ideal for guests, teenagers, or extended family. Additional highlights include ample private parking, shingles replaced approximately three years ago, and no rental items. Offering the perfect combination of space, functionality, classic style, and an unbeatable walkable location, this exceptional home is ready to welcome its next family.

255 Hanly Street, Midland

Listing courtesy of Team Hawke Realty.

$575,000

5 Beds ⋅ 2 Baths ⋅ S13582610 MLS® #

Welcome to 645 Bayview Drive in the heart of Midland! This spacious and well-appointed 3+2 bedroom, 2 full bathroom home offers exceptional flexibility for families, multi-generational living, or savvy investors. The bright walkout basement features oversized windows, high ceilings, and excellent in-law suite potential, creating the ideal setup for extended family or future income possibilities. Enjoy a functional floor plan with generous principal rooms, plenty of natural light, and seamless access to outdoor living spaces. Conveniently located close to schools, shopping, restaurants, parks, beaches, marinas, and everyday amenities. Experience the best of Georgian Bay living with nearby waterfront trails, parks, and year-round recreation just minutes away. An incredible opportunity to enjoy comfort, lifestyle, and versatility in one of Simcoe County's sought-after waterfront communities. (id:5764)

645 Bayview Drive, Midland

Listing courtesy of KELLER WILLIAMS EXPERIENCE REALTY.

$575,000

5 Beds ⋅ 2 Baths ⋅ S13582610 MLS® #

Welcome to 645 Bayview Drive in the heart of Midland! This spacious and well-appointed 3+2 bedroom, 2 full bathroom home offers exceptional flexibility for families, multi-generational living, or savvy investors. The bright walkout basement features oversized windows, high ceilings, and excellent in-law suite potential, creating the ideal setup for extended family or future income possibilities. Enjoy a functional floor plan with generous principal rooms, plenty of natural light, and seamless access to outdoor living spaces. Conveniently located close to schools, shopping, restaurants, parks, beaches, marinas, and everyday amenities. Experience the best of Georgian Bay living with nearby waterfront trails, parks, and year-round recreation just minutes away. An incredible opportunity to enjoy comfort, lifestyle, and versatility in one of Simcoe County's sought-after waterfront communities.

645 Bayview Drive, Midland

Listing courtesy of KELLER WILLIAMS EXPERIENCE REALTY.

$479,900

5 Beds ⋅ 3 Baths ⋅ S13532098 MLS® #

Attention Investors or First Time Home Buyers. Amazing Opportunity. Side by Side Duplex. Live in One Side and Rent Out the Other One. Or Rent Out Both. Legal Duplex! Municipal Address 642/644 Bay Street is a 50 x 150 Foot Lot with A Full Semi-Detached Structure Being Sold. 3 Kitchens, 3 Bathrooms, 5 Bedrooms. Parking on Both Sides of the Houses. Garage Converted to Storage with Man Door with Bonus Space Above. The Price is Well Worth the Drive to Midland! Huge Yard. (id:5764)

642-644 Bay Street, Midland

Listing courtesy of ROYAL LEPAGE RCR REALTY.

$549,900

5 Beds ⋅ 3 Baths ⋅ S13531324 MLS® #

Top 5 Reasons You Will Love This Home: 1) Enjoy the authentic charm of a true century home, where original craftsmanship provides a warm, soulful foundation that has been thoughtfully updated for contemporary living 2) Layout offering exceptional flexibility, with the existing structure perfectly suited for conversion into separate, self-contained units, each with its own private entrance to maximize privacy and utility 3) The expansive outdoor space offers a peaceful backyard retreat, perfect for gardening, entertaining, and enjoying the privacy of your own secluded sanctuary 4) The property delivers a substantial dedicated parking area at the rear, providing ample space for multiple vehicles, clients, or guests 5) Perfectly positioned steps from the vibrant downtown core, the flexible DC zoning opens the door to a variety of permitted uses, making it an ideal setup for a home business, commercial venture, or long-term investment. 1,982 above grade sq.ft. plus a partially finished basement. (id:5764)

344 First Street, Midland

Listing courtesy of FARIS TEAM REAL ESTATE BROKERAGE.

$479,900

5 Beds ⋅ 3 Baths ⋅ S13532098 MLS® #

Attention Investors or First Time Home Buyers. Amazing Opportunity. Side by Side Duplex. Live in One Side and Rent Out the Other One. Or Rent Out Both. Legal Duplex! Municipal Address 642/644 Bay Street is a 50 x 150 Foot Lot with A Full Semi-Detached Structure Being Sold. 3 Kitchens, 3 Bathrooms, 5 Bedrooms. Parking on Both Sides of the Houses. Garage Converted to Storage with Man Door with Bonus Space Above. The Price is Well Worth the Drive to Midland! Huge Yard.

642-644 Bay Street, Midland

Listing courtesy of ROYAL LEPAGE RCR REALTY.

$549,900

5 Beds ⋅ 3 Baths ⋅ S13531324 MLS® #

Top 5 Reasons You Will Love This Home: 1) Enjoy the authentic charm of a true century home, where original craftsmanship provides a warm, soulful foundation that has been thoughtfully updated for contemporary living 2) Layout offering exceptional flexibility, with the existing structure perfectly suited for conversion into separate, self-contained units, each with its own private entrance to maximize privacy and utility 3) The expansive outdoor space offers a peaceful backyard retreat, perfect for gardening, entertaining, and enjoying the privacy of your own secluded sanctuary 4) The property delivers a substantial dedicated parking area at the rear, providing ample space for multiple vehicles, clients, or guests 5) Perfectly positioned steps from the vibrant downtown core, the flexible DC zoning opens the door to a variety of permitted uses, making it an ideal setup for a home business, commercial venture, or long-term investment. 1,982 above grade sq.ft. plus a partially finished basement.

344 First Street, Midland

Listing courtesy of FARIS TEAM REAL ESTATE BROKERAGE.

$899,900

5 Beds ⋅ 2 Baths ⋅ S13530094 MLS® #

Welcome to 427 Mundys Bay Road, a year-round waterfront retreat offering pride of ownership and endless potential on the shores of beautiful Georgian Bay. This spacious 5-bedroom cottage is ideal for hosting extended family and friends, with plenty of room to gather, relax, and create lasting memories. Enjoy panoramic big-water views from multiple outdoor living areas, including a large deck situated close to the water's edge-perfect for entertaining or simply soaking up the sun. The south-facing shoreline provides approximately 50 feet of protected waterfront, ideal forswimming, boating, paddle boarding, and a variety of water sports. Waterfront features include a private dock, and boathouse, making iteasy to enjoy life on the water. The walkout basement offers additional living space and flexibility for future use. Located on a private road, this property offers a peaceful setting while remaining accessible year-round. Whether you're looking for a family cottage, a year-round residence, or an investment in waterfront living, this exceptional property delivers the perfect blend of comfort, recreation, and breathtaking views.***Added Value*** With a cleared parking area and previously approved permits for a detached garage. Engineering drawings are on hand, providing an excellent opportunity for a buyer to complete the project and customize the space to their needs. (id:5764)

427 Mundys Bay Road, Midland

Listing courtesy of ROYAL LEPAGE SIGNATURE REALTY.

$699,900

5 Beds ⋅ 2 Baths ⋅ S13521206 MLS® #

Welcome To This Meticulously Maintained Home, Under The Same Ownership Since It Was Built. Nestled In A Highly Desirable, Family-Friendly Community, This Turnkey Property Offers The Perfect Blend Of Comfort, Pride Of Ownership & Convenient Living. Featuring 3+2 Bedrooms & 2 Full Bathrooms, The Home Showcases A Bright, Functional Layout With Spacious Living Areas, High Ceilings, & Plenty Of Natural Light Throughout. Thoughtfully Updated Over The Years, This Home Has Been Carefully Cared For Inside & Out, Allowing You To Simply Move In And Enjoy. Step Outside To A Large Backyard & Expansive Deck Perfect For Gatherings, Entertaining, Or Relaxing Outdoors. The Beautiful Brick Exterior Adds Timeless Curb Appeal & Lasting Value. Located Just Minutes From Georgian Bay, Parks, Schools, Trails, And Everyday Amenities, This Location Is Ideal For Those Seeking Both Lifestyle & Convenience, Along With Everything This Wonderful Community Has To Offer. A Rare Opportunity To Own A Well-Kept Home In An Excellent Area. (id:5764)

444 William Street, Midland

Listing courtesy of ORIGIN COLLECTIVE REALTY LTD..

$699,900

5 Beds ⋅ 2 Baths ⋅ S13521206 MLS® #

Welcome To This Meticulously Maintained Home, Under The Same Ownership Since It Was Built. Nestled In A Highly Desirable, Family-Friendly Community, This Turnkey Property Offers The Perfect Blend Of Comfort, Pride Of Ownership & Convenient Living. Featuring 3+2 Bedrooms & 2 Full Bathrooms, The Home Showcases A Bright, Functional Layout With Spacious Living Areas, High Ceilings, & Plenty Of Natural Light Throughout. Thoughtfully Updated Over The Years, This Home Has Been Carefully Cared For Inside & Out, Allowing You To Simply Move In And Enjoy. Step Outside To A Large Backyard & Expansive Deck Perfect For Gatherings, Entertaining, Or Relaxing Outdoors. The Beautiful Brick Exterior Adds Timeless Curb Appeal & Lasting Value. Located Just Minutes From Georgian Bay, Parks, Schools, Trails, And Everyday Amenities, This Location Is Ideal For Those Seeking Both Lifestyle & Convenience, Along With Everything This Wonderful Community Has To Offer. A Rare Opportunity To Own A Well-Kept Home In An Excellent Area.

444 William Street, Midland

Listing courtesy of ORIGIN COLLECTIVE REALTY LTD..

$548,000

5 Beds ⋅ 3 Baths ⋅ S13491646 MLS® #

RECENT PRICE REDUCTION! Welcome to 1 Samantha Lane in Midland, a beautifully finished end-unit bungalow townhouse offering low-maintenance living in a peaceful setting with greenspace out front and mature trees nearby. Exterior maintenance and landscaping are taken care of, giving you more time to enjoy the home, the neighbourhood, and the surrounding trails. The main floor features a generous primary bedroom with a walk-in closet and 3-piece ensuite bathroom. The additional bedroom on the main floor is close to the four-piece bath. Upstairs you'll find a loft space, which is currently being used as a bedroom, that provides flexible space for a home office, quiet retreat or playroom. The finished lower level adds two more bedrooms, extra living space, and a three-piece bathroom with a jacuzzi tub, making it ideal for guests and extended family. With over $45,000 in upgrades, this home offers comfort, value, and peace of mind. Enjoy two outdoor spaces, including a front porch overlooking greenspace and a back deck with kitchen access, perfect for morning coffee, barbecues, or relaxing outdoors. One owned parking space is included. The location is exceptionally convenient, within walking distance to Walmart, Home Depot, Boston Pizza, Tim Hortons, a school bus stop, and Midland Transit. Close to trails, greenspace, Little Lake, and Little Lake Park with a splash pad, this home also offers easy access to Highways 12, 93 & 400 for travel toward Orillia and Barrie. Come see what this beautiful community in Midland has to offer. Book your showing of 1 Samantha Lane today!

1 Samantha Lane, Midland

Listing courtesy of PARKER COULTER REALTY BROKERAGE INC..

$699,900

5 Beds ⋅ 3 Baths ⋅ S13487250 MLS® #

Step into the timeless charm of this beautifully maintained century home, offering the perfect blend of character, comfort, and versatility. Lovingly cared for and in excellent condition, this inviting property showcases thoughtful updates throughout, including updated windows, electrical, roof, and bathrooms, providing peace of mind while preserving its historic appeal.The spacious and functional layout features three bedrooms on the second level, along with a dedicated home office ideal for remote work, study, or creative pursuits. The finished third floor adds exceptional flexibility with two additional rooms that can serve as extra bedrooms, guest accommodations, hobby spaces, a playroom, fitness area, or whatever suits your lifestyle.Outside, you'll find a beautifully landscaped and private in-town lot, creating a serene setting for relaxation and entertaining. Mature plantings and attractive outdoor spaces enhance the property's curb appeal while offering a rare sense of privacy within walking distance of local amenities.A wonderful opportunity to own a character-filled home with modern updates, flexible living space, and an exceptional in-town location. (id:5764)

238 Sixth Street, Midland

Listing courtesy of RE/MAX Georgian Bay Realty Ltd.

$699,900

5 Beds ⋅ 3 Baths ⋅ S13487250 MLS® #

Step into the timeless charm of this beautifully maintained century home, offering the perfect blend of character, comfort, and versatility. Lovingly cared for and in excellent condition, this inviting property showcases thoughtful updates throughout, including updated windows, electrical, roof, and bathrooms, providing peace of mind while preserving its historic appeal.The spacious and functional layout features three bedrooms on the second level, along with a dedicated home office ideal for remote work, study, or creative pursuits. The finished third floor adds exceptional flexibility with two additional rooms that can serve as extra bedrooms, guest accommodations, hobby spaces, a playroom, fitness area, or whatever suits your lifestyle.Outside, you'll find a beautifully landscaped and private in-town lot, creating a serene setting for relaxation and entertaining. Mature plantings and attractive outdoor spaces enhance the property's curb appeal while offering a rare sense of privacy within walking distance of local amenities.A wonderful opportunity to own a character-filled home with modern updates, flexible living space, and an exceptional in-town location.

238 Sixth Street, Midland

Listing courtesy of RE/MAX Georgian Bay Realty Ltd.

$1,250,000

5 Beds ⋅ 4 Baths ⋅ S13485884 MLS® #

Overlooking Georgian Bay, this spacious home offers beautiful water views from many rooms and comfortable family living in one of the area's most desirable communities. Featuring 4+1 bedrooms and 3+1 bathrooms, the home includes a primary suite with a walk-in closet and a 3-piece ensuite with a barrier-free shower. The main living area is anchored by a peninsula-style fireplace and framed by a floor-to-ceiling window topped with arched panes, filling the space with natural light and showcasing beautiful bay views. Step out from the dining area to a large, elevated deck featuring glass panel railings that provide uninterrupted views of the bay, an ideal space for entertaining or simply enjoying the remarkable Georgian Bay setting. The finished walkout lower level adds valuable living space with a rec room, additional bedroom, and bathroom, making it ideal for family and guests. Recent updates provide peace of mind, including new windows (2024/2025), new shingles (2025), a new furnace and A/C with heat pump (2023), a new water softener (2026) and a 220V EV charging outlet in the double attached garage. Hardwood flooring, granite countertops, and a spacious layout further enhance the home's appeal. Step outside and enjoy direct access to the Trans Canada Trail right behind the property, offering endless opportunities for walking, cycling, and exploring the area's natural beauty. Located just minutes from both Penetanguishene and Midland and approximately 90 minutes from the GTA, this property also provides convenient access to nearby parks, beaches, shopping, marinas, golf courses, live theatre, living history attractions, and everyday services. Whether you're seeking a year-round residence or a retreat in one of the region's most sought-after waterfront settings, this home offers an excellent opportunity to enjoy the Georgian Bay lifestyle.

14 Riverwalk Place, Midland

Listing courtesy of Royal LePage In Touch Realty.

$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. (id:5764)

390 King Street, Midland

Listing courtesy of Keller Williams Experience Realty.

$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

Listing courtesy of Keller Williams Experience Realty.

$1,144,000

5 Beds ⋅ 4 Baths ⋅ S13466154 MLS® #

Escape to Midland Point and enjoy seamless indoor-outdoor living in this sprawling bungalow on 0.85 of an acre with a pool and backing onto treed beauty for ultimate privacy and nature at your doorstep. You have plenty of deck options for sun or shade, a lower patio, firepit area, covered front porch and a large screened sunroom off the dining area for your added comfort. For family fun nights and entertainers alike, this home has the ultimate rec room complete with plenty of seating space, a gas fireplace and a large wet bar area for your resident mixologist. And did we mention the 3 bedrooms up and 2 down, 3 1/2 bathrooms, open-concept main spaces and added details like built-ins, storage galore, a separate office with pocket doors, and walk-in pantry? There is also an oversized 2-car garage as well as a generator for your peace of mind. All this and it's located on a quieter dead-end street in an established neighbourhood, just up from the water and minutes to town. Be close to Georgian Bay and all the other amenities our wonderful shoreline community has to offer you, including cultural centres, golf, trails, marinas and the waterfront. A short drive to our lovely downtown shops, restaurants, the hospital, the arena, YMCA, the library, Awenda Park and Little Lake Park for outdoor fun throughout the seasons. Commuting distance to Barrie, Wasaga Beach, Orillia, and 90 minutes to the Toronto area. This is a very special opportunity for families or couples of all ages to build memories here. Schedule your visit today! (id:5764)

390 Puddicombe Road, Midland

Listing courtesy of RE/MAX Georgian Bay Realty Ltd.

$569,000

5 Beds ⋅ 2 Baths ⋅ S13469038 MLS® #

Welcome to 19 Ludlow St in Midland - a stunning, fully renovated home taken right down to the studs with quality craftsmanship and modern finishes throughout. This spacious bungalow offers 3 bedrooms on the main level plus an additional 2 bedrooms in the fully finished lower level, making it ideal for large families, multi-generational living, or investment potential. Featuring 2 beautifully updated bathrooms, a separate entrance to the basement, and convenient inside access from the garage to the home, this property offers both functionality and flexibility. Enjoy a bright open concept layout with brand new appliances, brand new windows, updated flooring, modern kitchens and bathrooms, and stylish finishes from top to bottom. Updated plumbing and all new wiring/panel. Every detail has been thoughtfully updated, offering true turnkey living and peace of mind. Located in a family-friendly neighbourhood close to schools, parks, shopping, and Georgian Bay amenities. A rare opportunity to own a beautifully rebuilt home with incredible space and versatility! (id:5764)

19 Ludlow Street, Midland

Listing courtesy of RE/MAX HALLMARK REALTY LTD..

$569,000

5 Beds ⋅ 2 Baths ⋅ S13469038 MLS® #

Welcome to 19 Ludlow St in Midland - a stunning, fully renovated home taken right down to the studs with quality craftsmanship and modern finishes throughout. This spacious bungalow offers 3 bedrooms on the main level plus an additional 2 bedrooms in the fully finished lower level, making it ideal for large families, multi-generational living, or investment potential. Featuring 2 beautifully updated bathrooms, a separate entrance to the basement, and convenient inside access from the garage to the home, this property offers both functionality and flexibility. Enjoy a bright open concept layout with brand new appliances, brand new windows, updated flooring, modern kitchens and bathrooms, and stylish finishes from top to bottom. Updated plumbing and all new wiring/panel. Every detail has been thoughtfully updated, offering true turnkey living and peace of mind. Located in a family-friendly neighbourhood close to schools, parks, shopping, and Georgian Bay amenities. A rare opportunity to own a beautifully rebuilt home with incredible space and versatility!

19 Ludlow Street, Midland

Listing courtesy of RE/MAX HALLMARK REALTY LTD..

$2,099,000

5 Beds ⋅ 3 Baths ⋅ S13461048 MLS® #

Located on a deep, 443' x 60' east-facing waterfront lot that includes riparian water rights, this modern Georgian Bay masterpiece offers an unparalleled lakeside lifestyle just 90 minutes from Toronto. Boasting approximately 3,482 square feet of meticulously finished living space, the home features 5 bedrooms and 3 bathrooms, providing an abundance of room for grand entertaining and cherished family gatherings. The open-concept main level pairs the sophistication of contemporary design with the warmth of a luxury getaway. At the heart of the home, 15-foot vaulted ceilings-finished in exquisite shiplap and timber accents-perfectly frame panoramic bay views, ensuring stunning water vistas from every vantage point. Oversized sliding glass doors offer a seamless transition to the outdoors, leading to a premium composite deck with glass railings that overlook the water. As a true sanctuary, the main-floor primary suite features a generous walk-in closet and a spa-inspired ensuite equipped with heated floors, a freestanding soaking tub, and a custom glass-enclosed shower. The luxury continues on the lower level, where 9-foot ceilings and floor-to-ceiling windows create a bright, airy ambience. The lower level is heated by radiant in floor heating. This level offers a seamless walkout to a fully fenced, professionally landscaped yard that leads directly to your private dock. Large 608 sqft garage providing enough parking space for 2 SUV and small water toys. Complete with easy access to nearby marinas and scenic trail networks, close to downtown Midland, this exceptional property represents the pinnacle of four-season waterfront living. Age 8 years old (id:5764)

625 Aberdeen Boulevard, Midland

Listing courtesy of Sotheby's International Realty Canada.

$2,099,000

5 Beds ⋅ 3 Baths ⋅ S13461048 MLS® #

Located on a deep, 443' x 60' east-facing waterfront lot that includes riparian water rights, this modern Georgian Bay masterpiece offers an unparalleled lakeside lifestyle just 90 minutes from Toronto. Boasting approximately 3,482 square feet of meticulously finished living space, the home features 5 bedrooms and 3 bathrooms, providing an abundance of room for grand entertaining and cherished family gatherings. The open-concept main level pairs the sophistication of contemporary design with the warmth of a luxury getaway. At the heart of the home, 15-foot vaulted ceilings-finished in exquisite shiplap and timber accents-perfectly frame panoramic bay views, ensuring stunning water vistas from every vantage point. Oversized sliding glass doors offer a seamless transition to the outdoors, leading to a premium composite deck with glass railings that overlook the water. As a true sanctuary, the main-floor primary suite features a generous walk-in closet and a spa-inspired ensuite equipped with heated floors, a freestanding soaking tub, and a custom glass-enclosed shower. The luxury continues on the lower level, where 9-foot ceilings and floor-to-ceiling windows create a bright, airy ambience. The lower level is heated by radiant in floor heating. This level offers a seamless walkout to a fully fenced, professionally landscaped yard that leads directly to your private dock. Large 608 sqft garage providing enough parking space for 2 SUV and small water toys. Complete with easy access to nearby marinas and scenic trail networks, close to downtown Midland, this exceptional property represents the pinnacle of four-season waterfront living. Age 8 years old

625 Aberdeen Boulevard, Midland

Listing courtesy of Sotheby's International Realty Canada.

$669,900

5 Beds ⋅ 3 Baths ⋅ S13451324 MLS® #

***Legal Duplex with Vacant Possession or the Perfect Multigenerational Set Up!*** Opportunities like this in Midland's sought-after west end are incredibly rare! This spacious and versatile LEGAL duplex offers the perfect setup for multi-generational living, owner-occupied investing, or adding a strong income property to your portfolio. The main floor features over 1,300 square feet of living space with a massive living and dining area, 3 generous bedrooms, and 2 bathrooms, including a spacious primary bedroom complete with its own 2-piece ensuite and incredible closet space. The lower level has been transformed into a new and fully legal secondary suite with its own separate entrance, separate 2 car driveway, in-suite laundry, 2 bedrooms, a full bathroom, and an impressive living space that truly feels like its own home. Step outside and the value continues with a fully fenced backyard designed for entertaining and relaxation. Enjoy the large inground pool, pool house for additional storage, and the covered deck with hot tub area that creates the ultimate outdoor retreat. Whether you're looking for a vacant investment property, mortgage helper, or a home that comfortably accommodates extended family, this property checks all the boxes while being located close to schools, parks, shopping, GBGH, and all of Midland's amenities. BUYER NOTES: Brand New Furnace June 2026 (10 Year Warranty Transferable to the Buyer if Purchase Takes Place Before August 5th) | Belanger Roof: Lifetime Warranty | Central A/C 2022 | 225 Amp Breaker Panel (no separate service) | Irrigation System | PERMITS ARE CLOSED: Legal Basement Apartment is a New Build Out (Kitchen, Flooring, Drywall, Lighting, Paint, Trim, Bathroom, Plumbing, Duct Work | Dishwasher 2025 | Washer and Dryer 2024 | Pool Liner 2024 (id:5764)

958 Montreal Street, Midland

Listing courtesy of Team Hawke Realty.

$669,900

5 Beds ⋅ 3 Baths ⋅ S13451324 MLS® #

***Legal Duplex with Vacant Possession or the Perfect Multigenerational Set Up!*** Opportunities like this in Midland's sought-after west end are incredibly rare! This spacious and versatile LEGAL duplex offers the perfect setup for multi-generational living, owner-occupied investing, or adding a strong income property to your portfolio. The main floor features over 1,300 square feet of living space with a massive living and dining area, 3 generous bedrooms, and 2 bathrooms, including a spacious primary bedroom complete with its own 2-piece ensuite and incredible closet space. The lower level has been transformed into a new and fully legal secondary suite with its own separate entrance, separate 2 car driveway, in-suite laundry, 2 bedrooms, a full bathroom, and an impressive living space that truly feels like its own home. Step outside and the value continues with a fully fenced backyard designed for entertaining and relaxation. Enjoy the large inground pool, pool house for additional storage, and the covered deck with hot tub area that creates the ultimate outdoor retreat. Whether you're looking for a vacant investment property, mortgage helper, or a home that comfortably accommodates extended family, this property checks all the boxes while being located close to schools, parks, shopping, GBGH, and all of Midland's amenities. BUYER NOTES: Brand New Furnace June 2026 (10 Year Warranty Transferable to the Buyer if Purchase Takes Place Before August 5th) | Belanger Roof: Lifetime Warranty | Central A/C 2022 | 225 Amp Breaker Panel (no separate service) | Irrigation System | PERMITS ARE CLOSED: Legal Basement Apartment is a New Build Out (Kitchen, Flooring, Drywall, Lighting, Paint, Trim, Bathroom, Plumbing, Duct Work | Dishwasher 2025 | Washer and Dryer 2024 | Pool Liner 2024

958 Montreal Street, Midland

Listing courtesy of Team Hawke Realty.

$689,000

5 Beds ⋅ 2 Baths ⋅ S13449136 MLS® #

Work, live, and thrive in one location! Walk-out bungalow with Highway Commercial zoning (residential permitted) offers endless possibilities for your new or existing business - or simply your great new home on a huge lot, with parking & room for all your toys. Massive 200 ft of frontage on a high-visibility road, parking for 20+ vehicles, oversized 2-car detached garage, this property is built for visibility and convenience. The upper-level 3-bedroom suite with a private deck that brings a touch of country living, while the lower-level is currently being used as a 2-bedroom retreat, complete with a private hot tub room. With HC zoning allowing a wide range of permitted uses, this is your chance to combine home, work, and investment in one incredible property. Don't miss it!

9467 County 93 Road, Midland

Listing courtesy of BLOORVIEW REALTY INC..

$439,900

5 Beds ⋅ 2 Baths ⋅ S13436614 MLS® #

Perfect investment live in and run your business from this property, many of the commercial elements done, perfect for any type of office, Insurance, Accountant, Real Estate Office, has front and rear entrances and is full Of Old Charm & Located In A High Traffic Area Downtown Midland, You'll Have No Issue With Visual Exposure Here On Midland Avenue! Currently Set Up As A Live In Residence, This Commercial Building Offers 1,570 Sq Ft, Wheel Chair Accessibility & Rear Parking. Ideal For Office Use, But Suitable For Retail As Well. (id:5764)

354 Midland Avenue, Midland

Listing courtesy of RE/MAX EXPERTS.

$439,900

5 Beds ⋅ 2 Baths ⋅ S13436614 MLS® #

Perfect investment live in and run your business from this property, many of the commercial elements done, perfect for any type of office, Insurance, Accountant, Real Estate Office, has front and rear entrances and is full Of Old Charm & Located In A High Traffic Area Downtown Midland, You'll Have No Issue With Visual Exposure Here On Midland Avenue! Currently Set Up As A Live In Residence, This Commercial Building Offers 1,570 Sq Ft, Wheel Chair Accessibility & Rear Parking. Ideal For Office Use, But Suitable For Retail As Well.

354 Midland Avenue, Midland

Listing courtesy of RE/MAX EXPERTS.

$645,000

5 Beds ⋅ 2 Baths ⋅ S13421928 MLS® #

Attention investors! Here is a rare, low-stress addition to your portfolio. Located in a desirable, high-demand neighborhood on Midland's west side, this exceptionally well-maintained duplex is completely optimized for independent tenant living. The property features two spacious units (a 3-bedroom upper unit and a 2-bedroom lower unit), each completely self-contained to minimize your landlord overhead.The smartest feature of this build? Absolutely everything is separate. Both units boast their own private driveways, separate hydro meters, independent gas furnaces, individual A/C units, dedicated hot water heaters, separate electrical panels, and in-suite laundry facilities.The grade-level entry lower unit is a bright, accessible space currently generating $1,400/month plus utilities. The expansive main-floor upper unit features 3 bedrooms and brings in $2,200/month plus utilities. With all appliances included and a structure built for minimal maintenance, you can sit back and collect immediate cash flow from day one! (id:5764)

679 Montreal Street, Midland

Listing courtesy of Royal LePage In Touch Realty.

$645,000

5 Beds ⋅ 2 Baths ⋅ S13421928 MLS® #

Attention investors! Here is a rare, low-stress addition to your portfolio. Located in a desirable, high-demand neighborhood on Midland's west side, this exceptionally well-maintained duplex is completely optimized for independent tenant living. The property features two spacious units (a 3-bedroom upper unit and a 2-bedroom lower unit), each completely self-contained to minimize your landlord overhead.The smartest feature of this build? Absolutely everything is separate. Both units boast their own private driveways, separate hydro meters, independent gas furnaces, individual A/C units, dedicated hot water heaters, separate electrical panels, and in-suite laundry facilities.The grade-level entry lower unit is a bright, accessible space currently generating $1,400/month plus utilities. The expansive main-floor upper unit features 3 bedrooms and brings in $2,200/month plus utilities. With all appliances included and a structure built for minimal maintenance, you can sit back and collect immediate cash flow from day one!

679 Montreal Street, Midland

Listing courtesy of Royal LePage In Touch Realty.

$499,000

5 Beds ⋅ 3 Baths ⋅ S13095214 MLS® #

Top 5 Reasons You Will Love This Home: 1) Nestled in Midland, a growing community offering boating, fishing, snowmobiling, and plenty of work opportunities 2) Located within walking distance of downtown, various waterfront parks, the Rotary Trail, and everyday conveniences 3) Enjoy over 1,800 square feet of finished space with main level laundry, a recreation room with a kitchen and key updates including a gas furnace(2018), central air (2021), shingles (2021), and hot water tank (2023) 4) Currently set up as a three bedroom, two bathroom front apartment and a two bedroom, one bathroom rear unit, ideal for in-laws, adult children, or multi-generational living, with the potential to convert back into a spacious single-family home 5) An excellent opportunity for first-time buyers, investors, blended families or student rentals, offering exceptional value and versatility in a sought-after waterfront community. 1,444 above grade sq.ft. plus a finished lower level. *Please note some images have been virtually staged to show the potential of the home. (id:5764)

405 Bay Street, Midland

Listing courtesy of FARIS TEAM REAL ESTATE BROKERAGE.

$499,000

5 Beds ⋅ 3 Baths ⋅ S13095214 MLS® #

Top 5 Reasons You Will Love This Home: 1) Nestled in Midland, a growing community offering boating, fishing, snowmobiling, and plenty of work opportunities 2) Located within walking distance of downtown, various waterfront parks, the Rotary Trail, and everyday conveniences 3) Enjoy over 1,800 square feet of finished space with main level laundry, a recreation room with a kitchen and key updates including a gas furnace(2018), central air (2021), shingles (2021), and hot water tank (2023) 4) Currently set up as a three bedroom, two bathroom front apartment and a two bedroom, one bathroom rear unit, ideal for in-laws, adult children, or multi-generational living, with the potential to convert back into a spacious single-family home 5) An excellent opportunity for first-time buyers, investors, blended families or student rentals, offering exceptional value and versatility in a sought-after waterfront community. 1,444 above grade sq.ft. plus a finished lower level. *Please note some images have been virtually staged to show the potential of the home.

405 Bay Street, Midland

Listing courtesy of FARIS TEAM REAL ESTATE BROKERAGE.

$525,000

5 Beds ⋅ 2 Baths ⋅ S13061040 MLS® #

Well-maintained Midland duplex , easy to rent and positive cash flow. Long-standing tenants who take evident care and upkeep of the property.Each unit offers a spacious and functional layout with a full kitchen, comfortable living area and in-suite laundry. Both units are currently rented on a month-to-month basis, providing flexibility for future adjustments.Current rental income:Upper unit: 3 bedrooms, $1,835.13/month. Lower unit: 2 bedroom, $1,635.86/month. Both inclusive. Total utility costs for 2025: Hydro $2,941.27; Gas $860.90; Water/Sewer $1,403.44; Hot Water Heater $369.68. An excellent opportunity for investors seeking a stable, income-generating property in a sought-after location. No internal photos for tenant privacy. (id:5764)

579 Wayne Crescent, Midland

Listing courtesy of RE/MAX By The Bay Brokerage.

$525,000

5 Beds ⋅ 2 Baths ⋅ S13061040 MLS® #

Well-maintained Midland duplex , easy to rent and positive cash flow. Long-standing tenants who take evident care and upkeep of the property.Each unit offers a spacious and functional layout with a full kitchen, comfortable living area and in-suite laundry. Both units are currently rented on a month-to-month basis, providing flexibility for future adjustments.Current rental income:Upper unit: 3 bedrooms, $1,835.13/month. Lower unit: 2 bedroom, $1,635.86/month. Both inclusive. Total utility costs for 2025: Hydro $2,941.27; Gas $860.90; Water/Sewer $1,403.44; Hot Water Heater $369.68. An excellent opportunity for investors seeking a stable, income-generating property in a sought-after location. No internal photos for tenant privacy.

579 Wayne Crescent, Midland

Listing courtesy of RE/MAX By The Bay Brokerage.

$759,900

5 Beds ⋅ 3 Baths ⋅ S13034258 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. (id:5764)

933 Playfair Road, Midland

Listing courtesy of Keller Williams Experience Realty.

$759,900

5 Beds ⋅ 3 Baths ⋅ S13034258 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

Listing courtesy of Keller Williams Experience Realty.

$450,000

5 Beds ⋅ 2 Baths ⋅ S12890206 MLS® #

Legal duplex located within walking distance to downtown Midland. Excellent investment opportunity with positive cash flow and reliable tenants in place. The upper unit features 3 bedrooms, a full kitchen, living area, and in-suite laundry, currently leased until June 2026 at $1,950/month; vacant from July 1st.. The lower unit offers 2 bedrooms, a full kitchen, and living area with a long-term tenant on a month-to-month lease paying $1,488.76/month (tenant since October 2021). Separate hydro meters for each unit. 2024 utility costs: gas $1,171.80 and water $2,403. (id:5764)

317 Hugel Avenue, Midland

Listing courtesy of RE/MAX By The Bay Brokerage.

$450,000

5 Beds ⋅ 2 Baths ⋅ S12890206 MLS® #

Legal duplex located within walking distance to downtown Midland. Excellent investment opportunity with positive cash flow and reliable tenants in place. The upper unit features 3 bedrooms, a full kitchen, living area, and in-suite laundry, currently leased until June 2026 at $1,950/month; vacant from July 1st.. The lower unit offers 2 bedrooms, a full kitchen, and living area with a long-term tenant on a month-to-month lease paying $1,488.76/month (tenant since October 2021). Separate hydro meters for each unit. 2024 utility costs: gas $1,171.80 and water $2,403.

317 Hugel Avenue, Midland

Listing courtesy of RE/MAX By The Bay Brokerage.

Midland 5 Bedroom Properties for Sale

Newest Midland 5 Bedroom Properties for Sale

MORTGAGE CALCULATOR

Estimated Monthly Payment

Estimated Monthly Payment