338 Gloucester Street

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.

Rare 3 storey century home, solidly built and full of timeless character blended with modern updates, situated on an amazing oversuzed lot. This well maintained home features generous size principle rooms, a modern kitchen with a penisula island, seperate dining room and a welcoming living room with a gas fireplace. On the second floor are two comfortable bedrooms complemented by a 4 piece bath, third floor loft master suite for complete privacy. Step outside to the rear open deck or to the impressive front covered porch to enjoy the lush greenery and mature landscaping offering exceptional privacy and perfect space for outdoor entertaining or simple front porch sitting. The property is truly a private oasis, completely fenced and hedged, a detached 20' x 20' workshop with loft adds the opportunity for the hobby enthusiast or handyman. This house stands out with the modern updates, unique property and setting offering not just a place to live but a place to settle in and enjoy. NOTE: OPEN GHOUSE SATURDAY O TOBER 3RD 11:00 TO 1:00. RALPH POOLE ON DUTY

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.

Move-in ready, large lot on one of Midland's most desirable streets with tremendous value and many improvements!! The home includes a Generac generator, updated kitchen, newer appliances, updated laundry plumbing, 2026 washing machine, hot water tank, gas fireplace and venting, additional electrical outlets, front door, chair lift, and flooring throughout the living and dining rooms. The kitchen has been enhanced with additional cabinetry and new countertops, along with a dishwasher, stove and refrigerator all replaced within the last five years. There's plenty of room for a growing family with 3 bedrooms upstairs plus a 4th bedroom on the lower level. The spacious lower-level rec room with gas fireplace is perfect for family movie nights and gatherings, while the layout offers excellent potential to create an in-law suite or separate living space. Storage is exceptional, with an abundance of additional space in the basement level and crawl space. Outside, step from the rear deck into the fenced backyard, complete with a garden shed, or relax with your morning coffee on the covered front porch overlooking this quiet and peaceful street. The attached double garage offers plenty of space for vehicles plus a workbench for tools and additional storage. And there's another special feature - deeded access to Little Lake via a trail at the end of the street, giving you the opportunity to enjoy the water just steps from home. Whether you're a first-time buyer, moving up for more space or looking for a home with future multi-generational potential, this home offers an impressive combination of upgrades, space, storage and location in a desirable Midland neighbourhood - don't miss this opportunity!!

WOW, this property checks a lot of boxes! If you're looking for a family home in a convenient location with great walkability to downtown and Little Lake Park, this spacious 2.5-storey redbrick has it. If you're looking to work from home and want a shop with an adjacent bonus space, a 3-piece bathroom and furnace that could be used as an office, among other things, it has that too! The downtown commercial zone allows for many uses in addition to its current residential dwelling, such as accessory dwelling units, child care centre, financial institution, medical or personal care practitioner, and many other business options. There is a beautifully landscaped backyard with several seating areas. Even a 'secret garden' terrace beside the shop. Many improvements have been completed since 2020: shingles, furnace, driveway, electrical, plumbing, front and back exterior doors, most windows, workshop bonus space reno, loft reno, central air motor, soffits and fascia, eaves troughs, all bathrooms. Here you also have an enclosed porch at the front, 3 or 4 bedrooms depending on how you wish to use the finished third floor, and 2.5 bathrooms in this lovely home situated in an established neighbourhood close to schools and all the other amenities our wonderful shoreline community has to offer you, including Georgian Bay. Be within walking distance to the waterfront, our lovely shops, restaurants, and Little Lake for outdoor fun throughout the seasons. Commuting distance to Barrie, Wasaga Beach, Orillia, and 90 minutes to the Toronto area. Overall square footage is based on exterior dimensions. The buyer is solely responsible for making their own inquiries to determine that the property is suitable for their purposes. This is the perfect opportunity for couples, families and/or those with entrepreneurial aspirations. Schedule your visit today!

Welcome to 634 Dominion Avenue, Midland, a spacious and updated 3-bedroom, 3-bathroom home offering flexibility for families, investors, or buyers looking for additional income potential. fully renovated 1400+ sqf priced at $639,800, this move-in-ready property features a freshly painted exterior and windows, a bright and inviting interior, and plenty of space to make your own.The main living area offers a large modern kitchen with stainless steel appliances, generous cabinetry and counter space, along with an open-concept living and dining area ideal for everyday living and entertaining. Easy-care laminate and tile flooring flow throughout, while the expansive rear deck overlooks a large, private, tree-lined backyard.The finished basement features a bachelor unit with a separate entrance, providing excellent potential for additional rental income or flexible living arrangements. The upper portion of the home is currently occupied by a great tenant with an excellent payment history who consistently pays on time and is willing to stay or vacate, offering added flexibility for both investors and end users.Ideally located in the heart of Midland, within walking distance to shopping, parks, schools and Georgian Bay, this property combines space, convenience and income potential in one versatile package. Whether you're looking for a family home, an investment opportunity, or the best of both, 634 Dominion Avenue is one to see.***AI-Generated Images / Virtual Staging Disclaimer: Certain photographs have been digitally altered or virtually staged using AI for illustrative purposes only. Furniture, décor, appliances, finishes, and other features shown may not be present at the property. Images are intended to illustrate potential use and layout only and may not accurately represent the property's current condition. Buyers are advised to verify all property features, measurements, inclusions, and finishes independently.

Welcome to this beautifully maintained raised bungalow, nestled in a welcoming, family-friendly neighbourhood in Midland. Offering 4 bedrooms and 2 full bathrooms, this home combines comfortable living spaces with thoughtful updates throughout. The newly renovated eat-in kitchen offers a fresh, inviting space for everyday meals and family gatherings, while the recently renovated main floor bathroom adds a modern touch. The finished lower level provides additional living space with a cozy family recreation room complete with a gas fireplace, perfect for relaxing or entertaining. A bonus den in the lower level is perfect for a playroom, office or additional living space. Step outside to enjoy the large backyard and inviting deck, ideal for summer gatherings, outdoor dining, or simply unwinding. New wiring to accommodate a portable generator has also been installed. With a functional layout, tasteful updates, and a location in an established neighbourhood close to everyday amenities, this well-cared-for home is ready for its next chapter!

Top 5 Reasons You Will Love This Home: 1) Embrace the timeless appeal of a true century home, where a charming covered front porch, original character, generously sized principal rooms, and a thoughtfully cared-for interior create a warm and welcoming place to call home 2) Set in an incredibly walkable pocket of Midland, with Little Lake Park, the Midland Curling Club, North Simcoe Sports and Recreation Centre, YMCA, downtown shops, restaurants and cafés, Midland Harbour, and scenic Georgian Bay waterfront trails all within easy reach 3) Unlock the possibilities of the unfinished third level, a unique bonus space ready to be transformed into a family room, home office, creative studio, playroom, private retreat, or impressive primary suite, adding even more versatility to the existing three bedrooms, two-and-a-half bathrooms, and finished basement 4) Spend more time outdoors surrounded by established gardens, mature landscaping, and a picturesque walkway, while the private backyard and spacious deck provide an inviting setting for summer meals, quiet mornings, and gatherings with family and friends 5) Appreciate the craftsmanship and personality of a home dating back to 1900, paired with valuable updates including a new furnace (2026), water softener (2025), roof (2024), central air conditioning (2023), windows (2019), and upgraded 200-amp electrical service, plus the everyday convenience of an attached garage and double private driveway. 1,811 above grade sq.ft. plus a finished basement. *Please note some images have been virtually staged to show the potential of the home.

Fresh. Inviting. Move-In Ready. Thoughtfully updated inside and out, this four-bedroom bungalow offers the perfect blend of comfort, functionality, and curb appeal in a welcoming family-friendly neighbourhood. Extensive exterior improvements have completely refreshed the home's presence, including all-new siding, eavestroughs and soffits, new windows (2025), new exterior doors (2025), beautifully landscaped grounds, a new low-maintenance composite front porch, and a spacious new rear deck and firepit designed for outdoor entertaining.The kitchen features upgraded soft-close cabinetry with convenient roll-out drawers, new quartz countertops and all new stainless steel appliances while the main floor bathroom has been completely renovated with a fresh, contemporary design. The partially finished basement extends your living space with a family room, an additional bedroom, and a full bathroom-ideal for guests, teens, or a home office. Major mechanical updates provide exceptional peace of mind, including a newer roof (2021), furnace (2022), central air conditioning (2025), and water treatment system. This move-in ready home is ideally located close to schools, parks, shopping, and everyday amenities.

Beautifully transformed home where timeless character meets thoughtful, modern design, just a five-minute walk from downtown Midland. Set in one of Midland's most convenient locations, this three-bedroom, three-bathroom home has been extensively renovated with an exceptional eye for detail. From the custom kitchen and lighting to the updated windows and carefully curated finishes, the home offers a sophisticated yet comfortable atmosphere from top to bottom. The main floor is designed for effortless everyday living, featuring a stunning custom kitchen equipped with high-grade appliances, and quality finishes. Spacious living area with main-floor laundry and beautifully updated powder room. The main-floor primary suite is complete with a well-appointed ensuite and custom walk-in closet. Large windows provide a lovely outlook over the landscaped backyard. Upstairs you'll find two generous bedrooms for family, guests, or a home office, along with a modern full bathroom. Additional updates include a beautifully redesigned laundry room completed approximately four years ago by renowned designer Lindsay Schultz. Custom lighting and updated windows throughout further enhance the home's distinctive character. Outside are beautifully landscaped gardens and a private backyard. With four parking spaces, including a front parking pad and additional parking accessed from Robin's Lane at the rear, parking is an added rarity for this downtown location. You're just minutes from Georgian Bay, the Rotary Trail, parks, shops, restaurants, and Midland's downtown core. If you're looking for a turnkey home that combines character, quality renovations, an exceptional location, and thoughtful design, 344 Second Street deserves to be at the top of your list.

Welcome to 158 Sixth Street, a solidly built all-brick 2.5-storey home in Midland's desirable west end. Rich in character and charm, this inviting home features hardwood flooring, pot lighting, accent wood ceilings, and a bright, open-concept layout designed for comfortable everyday living and entertaining. The spacious living and dining area opens to a large, fully fenced backyard complete with a fire pit and plenty of space to relax, garden, or host guests. The main floor also offers the convenience of a 2-piece bath and laundry area. The kitchen is well equipped with stainless steel appliances, a gas range, and ample cabinetry. Upstairs, you'll find three bedrooms, an updated 4-piece bathroom, and a versatile den/office nook with a separate entrance leading to the third-floor loft. With ample space, natural light, and views of Georgian Bay, the loft provides endless possibilities as a fourth bedroom, home office, studio, or additional living space. Recent updates include new shingles, central air conditioning, and a gas furnace for year-round comfort. Ideally located just minutes from Midland's waterfront, beaches, marina, restaurants, trails, parks, and vibrant downtown, this home offers easy access to everything the area has to offer, from boating and swimming to shopping, dining, and cultural attractions. Combining timeless character, flexible living space, and an excellent location, 158 Sixth Street is a home you'll be proud to call your own.

Welcome to 867 Birchwood Drive, a well-kept 3+1 bedroom bungalow situated on a desirable corner lot in Midland. The practical main-floor layout features three bedrooms and comfortable everyday living space, while the finished basement adds a fourth bedroom, a full bathroom and flexible space for a recreation room, home office, gym or guest area. Outside, enjoy a covered front porch, rear deck, storage shed and plenty of outdoor space surrounded by mature greenery. The driveway provides parking for more than five vehicles-ideal for larger households and visiting guests. Move-in ready and easy to maintain, this welcoming home is an excellent choice for first-time buyers, downsizers or anyone seeking comfortable, versatile living close to schools, parks, shopping, local amenities and Georgian Bay. To respect the privacy of the current tenants, interior photographs are not being published. Interested buyers are invited to book a private showing or contact the listing agent or brokerage for additional information.

This 3+1 bedroom, 2 bath bungalow offers the perfect combination of comfort, functionality, and versatility in a desirable Midland neighbourhood. The bright and inviting main level features a spacious living area, a functional kitchen with ample cabinetry, and three good sized bedrooms, making it ideal for families or those looking to downsize without sacrificing space. The finished lower level provides excellent additional living space, complete with a recreation room, a fourth bedroom, a 3 piece bathroom, and plenty of storage, perfect for guests, a growing family, or home office space. Outside, enjoy a backyard with room to relax, entertain, or garden, while the convenient location minutes to parks, shopping, Georgian Bay, and all the amenities Midland has to offer. Whether you're a first-time home buyer, growing family, or looking for a home with extra living space, 817 Birchwood Drive is one you won't want to miss!

Move-In Ready in West-End Midland! Welcome to 128 Ninth Street - a lovingly maintained 3-bedroom, 2-bathroom raised bungalow tucked away on a quiet street in desirable West-End Midland. Thoughtfully updated throughout, this inviting home offers a comfortable open-concept layout, generous principal rooms and an abundance of natural light, making it an ideal choice for families, downsizers or anyone looking for a move-in-ready home in a great neighbourhood. The main floor features a recently updated eat-in kitchen with walk-out access to the beautifully landscaped, fully fenced backyard - perfect for morning coffee, entertaining or enjoying the outdoors. The spacious primary bedroom offers a private ensuite, while two additional well-sized bedrooms and a beautifully refinished main bathroom complete the main level. The newly finished lower level provides even more living space with a large family room, laundry area and plenty of additional storage. Outside, the backyard is designed for easy enjoyment and features a 12' x 12' shed/workshop, while the attached garage offers inside entry and an additional storage loft - providing plenty of room for tools, hobbies and everyday storage. Additional features include forced-air gas heating, central air conditioning, high-speed internet and numerous thoughtful updates throughout. Ask for the full list of upgrades! A wonderful opportunity to own a beautifully finished home in a quiet West-End Midland location, close to the amenities, schools, parks and conveniences that make this area such a great place to call home.

Timeless Charm & Modern Comfort in the Heart of Midland Welcome to this warm and inviting 3-bedroom back-split in the heart of Midland, offering approximately 2,000 sq. ft. of finished living space across four thoughtfully designed levels. Nestled in one of the area's most sought-after family-friendly neighbourhoods, this meticulously maintained home combines generous living space, tasteful updates, and an unbeatable location. From the moment you arrive, you'll be impressed by the exceptional curb appeal, featuring beautifully landscaped gardens, a custom driveway, and an attractive retaining wall. Inside, fresh neutral décor and a bright, open-concept main floor create a welcoming atmosphere, with seamless flow between the living and dining areas. The updated eat-in kitchen offers newer appliances, ample cabinetry, and room for family meals and entertaining. Three spacious bedrooms provide comfortable retreats, while the well-appointed 5-piece bathroom meets the needs of a growing family. The finished lower level is an ideal gathering space, complete with a cozy natural gas fireplace and a 3-piece bathroom. The lowest level adds versatility with a large laundry room and a dedicated craft room/workshop, or storage area. A separate side entrance enhances the home's potential for an in-law suite or multi-generational living. Step outside to enjoy the beautifully maintained backyard, offering space for children, pets, and outdoor entertaining. Unwind on the patio beneath the gazebo, while the storage shed and custom-built storage area provide practical solutions for seasonal items and equipment. Ideally located within walking distance of schools, downtown shopping, the arena, YMCA, Little Lake Park, and the scenic Georgian Bay waterfront trails, this home offers the perfect balance of convenience, recreation, and community. Combining versatile living space, thoughtful updates, and a prime Midland location, this move-in-ready home is ready to welcome its next family.

Welcome to 836 Victoria Street, a peaceful retreat in the beautiful lakeside town of Midland. Envision a century home that offers the potential to grow with you or your family. This beautiful move in ready home with 3 bedrooms can also offer so much more! The potential to customize and design a beautiful master suite with private balcony, or simply a roof top terrace for entertaining can be set on an existing load bearing roof top. This unique space offers breath taking views of the bay when leaves have fallen. Set on one of the community's most desirable streets, this lovingly maintained home sits on a private-acre lot surrounded by mature perennial gardens - the perfect backdrop for enjoying the slower, scenic rhythm of life near the water. Step inside to bright, inviting spaces that feel connected to the outdoors. The sunroom is a favorite spot for soaking in quiet mornings or unwinding at the end of the day, offering a cozy place to enjoy the fresh lake air. Large windows throughout the main level frame views of the property's lush greenery and seasonal colors, bringing the beauty of Midland's natural surroundings right into your living space. Walk out from the basement gives opportunity for separate rental income, or creating a warm and inviting den. Hardwood floors add warmth and character, while the built-in office space and cabinetry provide a practical touch for those who balance work with time spent enjoying the waterfront trails, marinas, and parks just moments away.

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!

BRIGHT, UPDATED 3-BEDROOM BACKSPLIT WITH SPACE TO LIVE, RELAX, & ENTERTAIN! Welcome to a beautifully updated Midland home offering a bright, spacious layout and an incredible backyard escape designed for both everyday enjoyment and effortless entertaining. Located on a quiet street surrounded by mature trees, this inviting backsplit welcomes you with an open-concept main level featuring a generous kitchen and dining area, oversized windows, and an abundance of natural light throughout. The lower level provides the perfect space to relax and unwind, with a sun-filled living room highlighted by a cozy natural gas fireplace, a sliding glass walkout to the backyard, a stylish 3-piece bathroom with a large walk-in shower, and a convenient laundry room with its own walkout leading directly to the outdoor retreat. Outside, enjoy a private backyard oasis with an extended deck, shaded gazebo lounge area, a newer hot tub, beautiful gardens, charming Unilock walkways, and a storage shed for added convenience. The upper level offers three comfortable bedrooms, including a spacious primary bedroom with a walk-in closet, along with a beautifully finished 4-piece bathroom featuring quality tile finishes. This home has been thoughtfully updated with a newer forced air heating and cooling system, updated electrical, an owned hot water tank and water softener, and modern light fixtures, including pot lights added to the kitchen and living room. Additional highlights include an attached garage with inside entry and two garage door remotes, plus ample driveway parking. Ideally situated close to schools, parks, public transit, the Trans-Canada Trail, the Midland Bay waterfront, Little Lake, and the vibrant amenities of downtown Midland, this move-in-ready #HomeToStay offers the perfect opportunity to enjoy a peaceful community lifestyle with all the conveniences close by.

Welcome to 927 Vindin Street in Midland, a rare opportunity to enjoy over two acres of privacy while still being centrally located and close to all amenities and the beautiful shores of Georgian Bay. With approximately 221 feet of frontage and a beautifully treed setting, this property offers the perfect blend of space and convenience. The home features three bedrooms and two bathrooms, along with an open-concept kitchen and living area that creates a bright and functional space for everyday living. Outside, the large oversized detached shop provides excellent storage, workspace, or hobby potential. Offering plenty of room to roam and endless possibilities, this property is ideal for buyers seeking extra space, privacy, and the benefits of in-town living. A unique opportunity with tons of potential in a desirable Midland location.

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.

Welcome to 769 Pratt Avenue, a move-in-ready bungalow tucked away on a quiet cul-de-sac in Midland. This well maintained home is an excellent opportunity for first time buyers, downsizers, or anyone seeking comfortable, low maintenance living, offering roughly 1,400 sq. ft. of finished living space. Featuring three generously sized bedrooms, two bathrooms, and a functional layout, this home is designed to accommodate a variety of lifestyles.The finished lower level provides valuable additional living space, perfect for a family room, home office, home gym, or playroom. Thoughtful updates throughout offer added value and peace of mind, including a new furnace (2023), central air conditioning (2024), sump pump (2024), storage shed (2022), new bedroom flooring (2026), upgraded bathrooms, fresh paint, and numerous other improvements and updates.Step outside to the fully fenced backyard, an ideal space for children, pets, gardening, or summer entertaining. Ideally located just minutes from schools, parks, shopping, restaurants, everyday amenities, and the beautiful waterfront of Georgian Bay, this turnkey property combines comfort, convenience, and exceptional value. Simply move in and enjoy all this wonderful home has to offer!

Recently updated and move-in ready, this three-bedroom, two-bathroom home offers a comfortable blend of modern improvements and practical features. An enclosed porch provides a welcoming transition into the home, while the fully fenced yard and large two-tier deck create an ideal setting for outdoor dining, entertaining, or relaxing. The detached 16' x 20' workshop is heated and insulated for year-round use, making it perfect for hobbies, projects, storage, or a home-based workspace. With 200-amp electrical service, new roof, and thoughtful upgrades throughout, this property is ready to be enjoyed from day one.