Oakville Real Estate Search

Oakville 4 Bedroom Properties for Sale

Our website features the best real estate search for 4 bedroom properties available in Oakville and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Oakville 4 Bedroom Properties for Sale

$3,850,000
4 Beds ⋅ 4 Baths ⋅ W13018186 MLS
It is rare to find a home that respects its history while boldly defining its future. Set within Oakville's prestigious West Harbour neighbourhood, 55 Chisholm Street is a study in modern heritage, where a century-old stone foundation anchors a home defined by thoughtful design and sustainable innovation. Superior craftsmanship and comfortable, functional spaces create a residence that is both considered and effortlessly livable. Every detail reflects a singular vision. The architecture bridges past and present with quiet confidence, pairing natural plaster walls and custom ironwork with a sculptural three-dimensional stairwell and a professional Valcucine kitchen outfitted with integrated Miele appliances. A striking soapstone fireplace grounds the main living area, while open-concept spaces extend toward landscaped gardens, creating a seamless connection between indoors and out. Its intelligence is expressed through restraint. Geothermal heating, energy-recovery ventilation, and rainwater harvesting are fully integrated, supporting a high level of performance without compromising design integrity. Upstairs, three well-appointed bedrooms and two bathrooms offer calm and privacy. The primary suite opens to a private terrace, while a treetop lookout captures elevated views across the neighbourhood canopy. The lower level includes a modern gym, cedar-lined wine cellar, and guest suite. Outside, the grounds continue the experience with a cedar sauna, outdoor shower, fire pit, and full outdoor kitchen. Steps from the lake and Downtown Oakville, this is a legacy property reimagined for the next century, offering a rare balance of architectural integrity, modern performance, and quiet, enduring livability.

55 Chisholm Street, Oakville
$2,399,800
4 Beds ⋅ 3 Baths ⋅ W13006060 MLS
Rare ravine-backed bungalow on an exceptional 27,000 sq ft lot in Old Oakville, backing onto a protected preserve and creek. Thoughtfully renovated and move-in ready with bright principal rooms and beautiful natural views. All renovations and features are detailed in the attached feature sheet. Ideal to Move in now or create your dream estate in one of Oakville's most prestigious and picturesque neighbourhoods. Feels like cottage country, yet steps to Kerr Village, Downtown Oakville, Tannery Park, top schools, the lake, and the GO Station.

327 River Side Drive, Oakville
$2,449,000
4 Beds ⋅ 4 Baths ⋅ W12949344 MLS
MOVE BEYOND THE STANDARD in Oakville's prestigious Joshua Creek. This refined 4,200+ SF residential asset is a masterclass in architectural volume and intentional flow. Engineered for grand-scale entertaining, the residence opens to a soaring double-height foyer and a curved staircase, leading into a light-filled living space anchored by a sophisticated two-sided gas fireplace. The formal dining room features custom coffered ceilings, while the chef-inspired kitchen and breakfast room offer a seamless transition to the private porch and rear grounds. STRATEGIC LAYOUT & DESIGN - A secondary staircase provides direct lower-level access, complemented by a dedicated mudroom/laundry and abundant storage solutions. The upper gallery leads to a primary suite designed as a private sanctuary, featuring a spa-caliber ensuite and dual walk-in closets. Three additional oversized bedrooms offer unparalleled versatility, including a semi-ensuite and a private ensuite with a custom window bench. PREMIER LOCATION & ACCESS - Positioned within the catchment of Ontario's top-tier institutions-Joshua Creek Elementary and Iroquois Ridge SS-this property offers proximity to elite golf clubs, tranquil trail systems, and rapid transit/highway corridors (403/QEW/407). Experience the intersection of luxury and logic. Move Beyond the Search.

2238 Lyndhurst Drive, Oakville
$3,150,000
4 Beds ⋅ 3 Baths ⋅ W12922924 MLS
Spectacular opportunity in Southeast Oakville's prestigious Morrison Road district. Premium0.346-acre lot (102 x 148 ft) with desirable south exposure-ideal to move in, renovate,or build a custom home among multi-million dollar estates.Well-maintained 2-storey home offering approx. 2,549 sq ft with 4 bedrooms, 3 bathrooms, and adouble car garage. Updated throughout and suitable for immediate occupancy with futurepotential.Renovated kitchen features quartz countertops, subway tile backsplash, updated fixtures (2024),LG fridge (2024), and Samsung induction stove (2022), Heated Floors (Hot Water) in main floor family room and finished basement. Bright family room addition includes, skylight, and premium windows and doors. Muskoka room provides a peacefulspace overlooking the mature lot.Hardwood flooring and Napoleon fireplace (2024) in principal rooms. Finished basementincludes fireplace, pot lights, and large above-grade windows.Major updates: roof (2010-11), windows (2010-11), electrical panel (2010-11), furnace (2022),boiler (2022). Exterior features include Muskoka room, additional west facing side deck, Hardie board siding, composite deck (2022), irrigation system,landscaping, and exterior pot lights.Steps to Gairloch Gardens and Lake Ontario. Close to top-ranked schools and minutes toDowntown Oakville, highways, and GO.RL1-0 zoning permits approx. 30% lot coverage (~4,520 sq ft) and 29% residential floor area(~4,370 sq ft).

1268 Hillhurst Road, Oakville
$3,790,000
4 Beds ⋅ 4 Baths ⋅ W12899458 MLS
Nestled in an immensely desired mature pocket of Old Oakville, this exclusive Fernbrook development, aptly named Lifestyles at South East Oakville, offers the ease, convenience and allure of new while honouring the tradition of a well-established neighbourhood. A selection of distinct detached single family models, each magnificently crafted with varying elevations, with spacious layouts, heightened ceilings and thoughtful distinctions between entertaining and principal gathering spaces. A true exhibit of flawless design and impeccable taste. Impressive detached w/47-foot frontage, 2836 sqft of finished space w/an additional 1,000+ sqft(approx) in the lower level left untouched. Curated:4 beds + 3.5 baths. Utility wing from garage, chef's kitchen w/w/in pantry, expansive breakfast+great room. Quality finishes are evident; with 11' ceilings on the main, 9' on the upper & lower levels and large glazing throughout, including 12-foot glass sliders to the rear terrace from great room. Quality millwork w/solid poplar interior doors/trim, plaster crown moulding, oak flooring & porcelain tiling. Customize stone for kitchen & baths, gas fireplace, central vacuum, recessed LED pot lights & smart home wiring. Downsview kitchen w/walk-in pantry, top appliances, dedicated breakfast + expansive glazing. Primary retreat impresses w/2 walk-ins + hotel-worthy bath. Bedroom 2 & 3 share ensuite & 4th bedroom enjoys a lavish ensuite. Convenient upper level laundry. No detail or comfort will be overlooked, w/high efficiency HVAC, low flow Toto lavatories, high R-value insulation, including fully drywalled, primed & gas proofed garage interiors. Refined interior with clever layout and expansive rear yard offering a sophisticated escape for relaxation or entertainment.

338 MACDONALD Road, Oakville
$4,290,000
4 Beds ⋅ 4 Baths ⋅ W12899014 MLS
Nestled in an immensely desired mature pocket of Old Oakville, this exclusive Fernbrook development, aptly named Lifestyles at South East Oakville, offers the ease, convenience and allure of new while honouring the tradition of a well-established neighbourhood. The Douglas Collection is an extension of the inaugural development with an exclusive collection of seven homes located on Douglas Avenue. Distinct detached single family models, each magnificently crafted with varying elevations, with spacious layouts, heightened ceilings and thoughtful distinctions between entertaining and principal gathering spaces. A true exhibit of flawless design and impeccable taste. "The Chatsworth"; detached home with 48-foot frontage, between 3,188-3,204sf finished space w/an additional 1,000+sf (approx)in the lower level & 4beds & 3.5 baths. Utility wing from garage, chef's kitchen w/w/in pantry+ generous breakfast, expansive great room overlooking LL walk-up. Quality finishes are evident; with 11' ceilings on the main, 9' on the upper & lower levels and large glazing throughout, including 12-foot glass sliders to the rear terrace from great room. Quality millwork w/solid poplar interior doors/trim, plaster crown moulding, oak flooring & porcelain tiling. Customize stone for kitchen & baths, gas fireplace, central vacuum, recessed LED pot lights & smart home wiring. Downsview kitchen w/walk-in pantry, top appliances, dedicated breakfast + expansive glazing. Primary retreat impresses w/2 walk-ins + hotel-worthy bath. Bedroom 2 & 3 share ensuite & 4th bedroom enjoys a lavish ensuite. Convenient upper level laundry. No detail or comfort will be overlooked, w/high efficiency HVAC, low flow Toto lavatories, high R-value insulation, including fully drywalled, primed & gas proofed garage interiors. Refined interior with clever layout and expansive rear yard offering a sophisticated escape for relaxation or entertainment.

Lot 101 Douglas Avenue, Oakville
$1,689,000
4 Beds ⋅ 5 Baths ⋅ W12869800 MLS
Discover this stunning home in a sought-after Oakville community, offering spacious living and modern convenience. Designed for comfortable living and entertaining, the home features a built-in security system and a basement equipped with a sound system-perfect for movie nights or gatherings. Located close to parks and green space, the property also benefits from a brand-new high school scheduled to open nearby in September 2026. An excellent opportunity to enjoy modern living in a growing, family-friendly neighbourhood.

132 Settlers Road E, Oakville
$1,799,000
4 Beds ⋅ 2 Baths ⋅ W12679326 MLS
An exceptional opportunity to build your dream home in one of Oakville's most prestigious and sought-after neighbourhoods. Set on a quiet, tree-lined 60 x 122 ft lot widening to 78 ft at the rear, this property offers a rare chance to design and build a custom home exceeding 3300 sq.ft.(above grade). The existing home is well maintained and fully livable, allowing you to move in or generate rental income while securing permits. Ideally Located just minutes from Lake Ontario, downtown Oakville, the GO Train, top-ranked schools, parks, and major highways, this address perfectly balances tranquility, convenience, and long-term value. Buyers or their representatives should verify all zoning and building details with the Town of Oakville's Planning and Building Department.

1169 Cynthia Lane, Oakville
$3,250,000
4 Beds ⋅ 3 Baths ⋅ W12419345 MLS
Nestled south of Lakeshore in the heart of Old Oakvilles historic district, this beautifully restored Georgian-style home, designed by Gren Weis, blends timeless character with modern updates. Steps from the lake, river, and vibrant Downtown, it offers an unmatched lifestyle location.The home boasts exceptional curb appeal with a flagstone path leading to a spacious foyer. Sun-filled interiors feature Farrow & Ball paint, new hardwood on the main level, preserved fir upstairs, smooth ceilings, and recessed LED lighting.The updated kitchen includes a large island, built-in appliances, and desk area. The dining room offers panelled walls, RH sconces, French doors to the garden, and plantation shutters. A charming living room features built-in bookcases, window seat, wood-burning fireplace, and walkouts to a sunroom overlooking the southwest garden and pool. A mudroom and stylish powder room complete the main floor.Upstairs are four bedrooms with ample closets and antique brass hardware. The primary suite offers custom built-ins and a renovated ensuite with heated Carrara marble floors and zero-threshold shower.The fully finished lower level (8 ceilings, slate flooring) adds living space with a media room, workout room, cedar closet, laundry, and storage. Updated mechanicals include a high-efficiency furnace, central AC, 100 AMP panel, irrigation. Cedar roof, new fencing, cobblestone driveway. Outside enjoy a private oasis with saltwater inground pool, brick patios, and landscaped gardens. Steps to the Lake, Oakville Club, Yacht Squadron, Library, Performing Arts Centre, Downtown, and top schools.

53 Thomas Street, Oakville
Start Your Search