Downsizing & Bungalow Living

Downsizing and bungalow retirement living in the Greater Toronto Area (GTA) offers homeowners the opportunity to simplify without compromising comfort or location. Many buyers transitioning from larger family homes are seeking single-level layouts, low-maintenance properties, and quiet, established communities with access to healthcare, shopping, and recreation. Across Oakville, Burlington, Mississauga, and Milton, bungalow homes and executive townhomes remain highly sought after due to limited inventory and strong resale appeal.

Neighbourhoods such as Roseland in Burlington, Lorne Park in Mississauga, Old Oakville, and mature pockets of South Milton continue to attract downsizers looking for walkable streets, proximity to the lake, and established community character. Searches for “bungalows for sale in Oakville” or “downsizing homes in Burlington” reflect growing demand from retirees and empty nesters prioritizing accessibility, privacy, and long-term value. Choosing the right neighbourhood ensures not only lifestyle convenience but also continued equity strength in the years ahead.

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Downsizing & Bungalow Living

Discover low-maintenance homes, condos, and townhouses in the GTA perfect for simplified, luxurious living.
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  • 50 Park Lane Circle in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12802388

    50 Park Lane Circle Bridle Path-Sunnybrook-York Mills Toronto M3C 2N2
    Main Photo: 50 Park Lane Circle in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12)  : MLS®# C12802388
    $14,995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12802388
    Bedrooms:
    9
    Bathrooms:
    17
    Two Picturesque Acres - Mostly Table Land And On Ravine With Two Attached Dwellings: A Modern Sprawling Bungalow & A 6-Bedroom 2-Storey Residence. Ideal For Multi-Generational Living Or The Perfect Palette For Your New Build Within Toronto's Iconic Bridle Path Neighborhood On A Quiet Stretch Of Park Lane Circle. This Extraordinary Property Offers Unparalleled Tranquility And A Landscaped Oasis With Mature Trees Enveloping The Serene Backyard. Build New Up To 44,000 Sq Ft Or Enjoy This Thoughtfully Multi-Generational Designed Home With 16,000 Sq Ft Of Living Area. The Main House, Designed In Part By Renowned Architect Mariyama Teshima, Features Soaring Three-Storey Floor-To-Ceiling Windows Offering Panoramic Ravine Views, Hand-Cut Heated Marble Flooring, And A Grand Circular Staircase. Multiple Walkouts Perfect For Entertaining. The Estate Offers 8+1 Bedrooms, 16 Washrooms, An elevator, Dumbwaiter, And Multiple Fireplaces. Complete With A Pool, An Outdoor Washroom And Two Change Rooms. Enjoy Expansive Rear Yard Seating And Lookout Points To Soak Up The Ravine And Private Views. Conveniently Located, Just A Short Walk From Famed Edward Gardens, Sunnybrook Park, The Granite Club, Canada's Acclaimed Private Schools, Trendy Shops, And Eateries. More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
  • 2738 Lower Base Line Street in Milton: 1044 - TR Rural Trafalgar House for sale : MLS®# W12454275

    2738 Lower Base Line Street 1044 - TR Rural Trafalgar Milton L9T 2X5
    Main Photo: 2738 Lower Base Line Street in Milton: 1044 - TR Rural Trafalgar House for sale : MLS®# W12454275
    $10,999,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12454275
    Bedrooms:
    9
    Bathrooms:
    6
    Discover an exceptional opportunity in one of Southern Ontarios fastest-growing industrial corridors. This 12.37-acre single family property offers a rare combination of rural tranquility and prime development potential. Located directly across from the CN Logistics Hub and designated within the Future Strategic Employment Area (FSEA), its ideal for investors, developers, or businesses seeking strategic access to major transportation infrastructure. Nestled between Oakville and Burlington, the site enjoys excellent regional connectivity with easy access to Hwy401 and Hwy407. Surrounded by significant land holdings and future heater 2022.inground pool, offering a peaceful outdoor retreat. Additional features include multiple barns developments from Dundas Street to Britannia Road, the area is poised for transformation. Approved uses nearby include health and research facilities, long-term care, places of worship, automotive services, gas stations, institutions, and commercial buildings. Positioned between the planned expansion of Tremaine Road and Highway 25,the property offers unmatched visibility and access. Minutes from Milton's university campus, the location benefits from proximity to educational infrastructure, enhancing its long-term value. The property features an expansive 8200+ sq ft bungalow with 9 bedrooms, including 3 master suites. High ceilings and abundant natural light create an open, airy ambiance throughout the Home. Enjoy spacious living and family rooms, a wood pellet fireplace, and second unused chimney offering potential for a double-sided fireplace installation. The open-concept kitchen with center island flows into the living area, complemented by a stylish bar between the dining and family rooms perfect for entertaining. A sunroom overlooks the backyard and inground pool, offering a peaceful outdoor retreat. Additional features include multiple barns and outbuildings for storage or redevelopment, a separate basement entrance with newly built More details
    Listed by COLDWELL BANKER IKC REALTY
  • 6688 Mayfield Road in Caledon: Rural Caledon House for sale : MLS®# W12817082

    6688 Mayfield Road Rural Caledon Caledon L7C 0Z8
    $9,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12817082
    Bedrooms:
    5
    Bathrooms:
    3
    Exceptional investment opportunity on 4.65 acres in a high-growth Caledon corridor. This raised bungalow offers open-concept living, a walk-out basement with separate entrance, and a deep 205-ft frontage along Mayfield Rd. Ideal for future potential or long-term holding. Enjoy the privacy of country living while being minutes to Hwy 410, major amenities, schools, and transit. A rare offering with strong land value in one of Caledon's rapidly developing areas.. More details
    Listed by HOMELIFE SILVERCITY REALTY INC.
  • 1400 Captain Court in Mississauga: Clarkson House for sale : MLS®# W12482710

    1400 Captain Court Clarkson Mississauga L5J 1A8
    Main Photo: 1400 Captain Court in Mississauga: Clarkson House for sale : MLS®# W12482710
    $8,000,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12482710
    Bedrooms:
    4
    Bathrooms:
    3
    SPECTACULAR LAKEFRONT BUILDING LOT(158 FEET OF WATER FRONTAGE), OFFERS A BEAUTIFUL BEACH AND GLISTENING WATER IN YOUR OWN BACKYARD. ENJOY UNOBSTRUCTED VIEWS OF TORONTO'S BREATHTAKING CITY SKYLINE. **EXTRAS** BUILD YOUR DREAM HOME OR RENOVATED EXISTING BUNGALOW. .(NOTE: EXISTING BUNGALOW IN AS-IS CONDITION) More details
    Listed by SUTTON GROUP QUANTUM REALTY INC.
  • 5665 Milburough Line in Burlington: Rural Burlington House for sale : MLS®# W12507800

    5665 Milburough Line Rural Burlington Burlington L7P 0C6
    Main Photo: 5665 Milburough Line in Burlington: Rural Burlington House for sale : MLS®# W12507800
    $7,999,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12507800
    Bedrooms:
    4
    Bathrooms:
    3
    A Rare Offering in Prestigious Rural Burlington - Just Under 100 Acres Nestled in one of Burlington's most sought-after rural enclaves, this exceptional property spans just under 100 acres of pristine countryside. Fronting on both Cedar Springs Rd. & Milburough Line, this remarkable parcel offers a rare combination of open, level farmland & timeless character -truly one of the most unique opportunities to come to market. Set amidst the natural beauty & rolling landscapes that define this rural Burlington area, this property captures the essence of country living while remaining just min from city conveniences. The land itself is largely open & level -a rarity in this part of Burlington - bordered by mature trees that provide both privacy & picturesque framing to the expansive views. The fields are currently farmed organically, offering incredible potential for continued agricultural use, equestrian pursuits, or future estate development. The property features 2 distinct homes, each with its own story & charm. The primary residence is a beautifully renovated 4-bedroom bungalow, thoughtfully updated to combine modern comforts with rural charm. Spacious & light-filled, it offers a welcoming interior ideal for family living or weekend retreats. A large detached garage provides ample space for vehicles, equipment, or hobby use, making it perfect for those who appreciate both functionality & style. Tucked quietly into the hillside of Cedar Springs, the second dwelling is an enchanting stone house dating back to the 1800s. Steeped in history & character, this home offers a glimpse into Burlington's heritage - a perfect guest house, caretaker's residence, or future restoration project for those who appreciate the craftsmanship of a bygone era. With frontage on both Milburough Line & Cedar Springs Rd., this property offers exceptional versatility & accessibility. The dual road exposure presents endless possibilities for layout, privacy. Luxury Certified. More details
    Listed by RE/MAX ESCARPMENT REALTY INC.
  • 5672 Cedar Springs Road in Burlington: Rural Burlington House for sale : MLS®# W12611382

    5672 Cedar Springs Road Rural Burlington Burlington L7P 0B9
    Main Photo: 5672 Cedar Springs Road in Burlington: Rural Burlington House for sale : MLS®# W12611382
    $7,999,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12611382
    Bedrooms:
    4
    Bathrooms:
    3
    A Rare Offering in Prestigious Rural Burlington - Just Under 100 Acres Nestled in one of Burlington's most sought-after rural enclaves, this exceptional property spans just under 100 acres of pristine countryside. Fronting on both Cedar Springs Road & Milburough Line, this remarkable parcel offers a rare combination of open, level farmland & timeless character - truly one of the most unique opportunities to come to market. Set amidst the natural beauty & rolling landscapes that define this rural Burlington area, this property captures the essence of country living while remaining just minutes from city conveniences. The land itself is largely open & level - a rarity in this part of Burlington - bordered by mature trees that provide both privacy and picturesque framing to the expansive views. The fields are currently farmed organically, offering incredible potential for continued agricultural use, equestrian pursuits, or future estate development. The property features 2 distinct homes, each with its own story & charm. The primary residence is a beautifully renovated 4-bedroom bungalow, thoughtfully updated to combine modern comforts with rural charm. Spacious & light-filled, it offers a welcoming interior ideal for family living or weekend retreats. A large detached garage provides ample space for vehicles, equipment, or hobby use, making it perfect for those who appreciate both functionality & style. Tucked quietly into the hillside of Cedar Springs, the second dwelling is an enchanting stone house dating back to the 1800s. Steeped in history & character, this home offers a glimpse into Burlington's heritage - a perfect guest house, caretaker's residence, or future restoration project for those who appreciate the craftsmanship of a bygone era. With frontage on both Milburough Line & Cedar Springs Road, this property offers exceptional versatility & accessibility. The dual road exposure presents endless possibilities for layout, privacy. Luxury Certified. More details
    Listed by RE/MAX ESCARPMENT REALTY INC.
  • 270 Indian Road in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W12489418

    270 Indian Road High Park-Swansea Toronto M6R 2X2
    Main Photo: 270 Indian Road in Toronto: High Park-Swansea House for sale (Toronto W01)  : MLS®# W12489418
    $7,615,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12489418
    Bedrooms:
    5
    Bathrooms:
    7
    An exotic world awaits you at 270 Indian Road. This rare handcrafted Arts and Crafts bungalow proudly occupies over an acre of well manicured lawns and gardens planted with eye popping cultivars. In front, a large veranda invites you under a low dramatic sloping roofline, covered in chamfered slate, w/ copper downspouts, tongue & groove soffit, punctuated by a charming 2nd floor dormer and framed with two stately chimneys. This personal and authentic house exudes understated class without pretense. The concrete/precast driveway leads to a shockingly large parking area and a three bay heated garage itself built of brick with slate roof and accoutrements. Aside from housing autos, the garage doubles as a giant man cave with bar, projection TV and nightclub lighting. Various terraces lead to multiple patios and a fully winterized art studio. All grounds irrigated and dotted with a dizzying array of landscape lights. And you can do whatever you want because the grounds are totally private. The main residence offers 5961 square feet of romantic living space to fall in love with, updated in a money-is-no-object restoration preserving and augmenting the home's most endearing features. Beam ceilings, built ins, oak paneling, leaded windows, etched glass, hand blown Murano glass fixtures, oodles of built-ins including two dining room curio cabinets, banquettes, finished-in-place white oak floors, wood marquetry, console tables, plaster crown mouldings, deep casings, the finest materials and fixtures imported from the far corners of the earth. See inclusions list. Unassailable mechanicals; radiant floors throughout, double zone, dual condenser A/C, HRV, 200A power, Romex cable. Copper plumbing--no dubious plastic tubing. Situated between High Park and funky Roncesvalles village. Subway mere steps away. Walk to High Park or the lakeside. Escape the ordinary and visit this ageless beauty in person. Click the multimedia/video link for more photos, floorplans, and other details. More details
    Listed by INTERNATIONAL REALTY FIRM, INC.
  • 4410 Lakeshore Road in Burlington: Shoreacres House for sale : MLS®# W12794706

    4410 Lakeshore Road Shoreacres Burlington L7L 1B4
    Main Photo: 4410 Lakeshore Road in Burlington: Shoreacres House for sale : MLS®# W12794706
    $6,900,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12794706
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to 4410 Lakeshore Road, a stunning 1.2-acre lakefront estate in Burlington's sought-after Shoreacres neighbourhood. This custom-built bungalow offers 5 bedrooms (3 on the main level, 2 on the lower level) and 4 bathrooms, with 4,365 sq. ft. of living space on the main floor alone. Inside, you'll find 12-foot ceilings, detailed crown mouldings, and an elegant yet inviting layout. The expansive great room and chef's kitchen are perfect for entertaining, while the main-floor primary suite provides stunning lake views. The walk-up lower level features a second kitchen, spacious recreation room, and additional bedrooms-ideal for guests or multigenerational living. Step outside to your private oasis: a sparkling inground pool, lush landscaping, and direct access to Lake Ontario, perfect for serene mornings and captivating sunsets. With a detached 2-car garage and parking for 30+, this property offers the ultimate in both luxury and practicality. Located near top-rated schools, parks, and upscale amenities, this exclusive estate combines privacy with convenience in one of Burlington's finest communities. Luxury Certified. More details
    Listed by RE/MAX ESCARPMENT GOLFI REALTY INC.
  • 100 Appleby Place in Burlington: Appleby House for sale : MLS®# W12680286

    100 Appleby Place Appleby Burlington L7L 2X1
    Main Photo: 100 Appleby Place in Burlington: Appleby House for sale : MLS®# W12680286
    $6,599,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12680286
    Bedrooms:
    4
    Bathrooms:
    6
    Perched directly on the shores of Lake Ontario with sweeping, unobstructed water views, this exceptional 4 bedroom, 6 bathroom bungalow offers over 5,200 square feet of beautifully finished living space in Burlington's prestigious Shoreacres neighbourhood. Extensively renovated throughout, the home blends timeless elegance with modern luxury, featuring expansive principal rooms flooded with natural light and thoughtfully designed to showcase the breathtaking waterfront setting. The full walkout basement adds incredible versatility and flow, ideal for entertaining, extended family living, or guest accommodations. Outside, the resort-style backyard is an entertainer's dream with a pool, meticulously landscaped grounds, and multiple spaces to relax and take in the spectacular scenery, while a private security gate and driveway parking for 8+ vehicles provide exceptional privacy and convenience. A rare opportunity to own a fully renovated lakefront bungalow in one of Burlington's most coveted waterfront communities, just minutes to top schools, parks, amenities, and commuter access. Some photos virtually staged. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
  • 102 7 Dale Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C12687886

    102 7 Dale Avenue Rosedale-Moore Park Toronto M4W 1K2
    Main Photo: 102 7 Dale Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C12687886
    $6,495,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12687886
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to 7 Dale, an exquisite boutique residence by Siamak Hariri and Studio Munge, exemplifying quiet luxury in every thoughtful detail. This fabulous one-of-a-kind apartment offers all the livability, private outdoor space and design aesthetic of a midcentury bungalow, set in a newly completed condominium in the heart of Rosedale! Collect art and appreciate great design. A gallery style entrance with large art walls creates a dramatic and memorable first impression and leads to an open concept great room perfect for hosting family gatherings, holiday entertaining or simply relaxing in. Enjoy cooking... You will fall in love with the sleek DaDa chef's kitchen featuring huge central island & 9-piece Gaggenau appliance package with both gas and induction options. Adore nature? Massive floor-to-ceiling glass panels with walkouts from every room frame the changing seasons of your own private outdoor space. The generous dining/seating terrace is sheltered from rain by a bronze canopy and surrounded by lush layers of beautifully manicured gardens. Value privacy... The split bedroom layout allows for maximum separation of space while a corner family room offers an alternative retreat off the great room, ideal for reading or watching films. Enjoy the ease and convenience of main floor accessibility with 24 hour concierge services just down the hall and potential for a direct private gated access to Dale Avenue (perfect for morning runs or walking the dogs!) Downstairs, a sumptuous spa and fitness club await, fitted with Pent, Peleton and Tonal equipment. A home suited for year round enjoyment or lock and leave to travel at a moment's notice with complete security and peace of mind assured. Mere minutes to the city's finest shopping and dining venues, yet feels like an exclusive retreat a world away from the urban bustle. This is a rare opportunity to enjoy a lifestyle without compromise, combining the unique features of a home with all of the benefits of a condominium. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
  • 4805 19th Avenue in Markham: Rural Markham House for sale : MLS®# N12309955

    4805 19th Avenue Rural Markham Markham L6C 1M3
    Main Photo: 4805 19th Avenue in Markham: Rural Markham House for sale : MLS®# N12309955
    $5,890,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    N12309955
    Bedrooms:
    3
    Bathrooms:
    1
    10 Acres of land - invest in your future. 1957 Bungalow, could be updated or build your dream. Enjoy privacy with mature trees at entrance, large backyard with open fields backing onto golf course. More details
    Listed by RE/MAX HALLMARK REALTY LTD.
  • 3722 The Grange Side Road in Caledon: Rural Caledon House for sale : MLS®# W12732918

    3722 The Grange Side Road Rural Caledon Caledon L7C 0C3
    Main Photo: 3722 The Grange Side Road in Caledon: Rural Caledon House for sale : MLS®# W12732918
    $5,799,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12732918
    Bedrooms:
    6
    Bathrooms:
    6
    Welcome to 3722 The Grange Side Road, an exceptional 84-acre country estate offering a rare blend of privacy, natural beauty, and outstanding versatility. A long, tree-lined driveway winds through picturesque farmland, leading to an impressive natural stone bungalow perfectly positioned to capture sweeping rural views. The property comprises approximately 84 acres, including about 55 workable acres of gently rolling land, complemented by a tranquil pond near the entrance. This setting is ideal for agriculture, a home-based business, or multigenerational living. The main residence showcases quality craftsmanship with spacious, well-appointed interiors and a flexible layout offering three potential living areas, making it well suited for extended family arrangements or adaptable use. A standout feature is the detached stone-fronted, steel-clad workshop/garage, complete with three oversized 12-foot bay doors, a full four-piece bathroom, and an expansive 2,200 sq ft upper-level loft featuring three additional bedrooms and two bathrooms. An additional steel garage with four oversized doors and a secondary workshop/shed further enhance the property's functionality. Whether you are an entrepreneur seeking space for a business, a hobbyist requiring ample storage, or a family looking for room to grow, this estate offers unmatched flexibility. The land presents endless opportunities for farming, recreation, or future expansion. Set in a peaceful rural location while remaining within a convenient drive to nearby towns and amenities, this is a truly signature property that seamlessly combines natural beauty with practical, adaptable living. More details
    Listed by RE/MAX GOLD REALTY INC.
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Data was last updated February 27, 2026 at 03:15 PM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.