Oak Bay Homes with Family-Oriented Neighbourhood Lot Features

Oak Bay Homes with Family-Oriented Neighbourhood Lot Features

Welcome to Oak Bay, a picturesque gem nestled on the southern tip of Vancouver Island in British Columbia. Known for its stunning coastal views, charming architecture, and vibrant community spirit, Oak Bay offers an idyllic setting for families seeking both tranquility and adventure. This delightful municipality boasts a rich history, with tree-lined streets and beautifully preserved heritage homes that reflect its early 20th-century roots.

Oak Bay is not just about aesthetic beauty; it is a family-oriented haven. The neighborhood is renowned for its welcoming atmosphere, where children can play freely and families can connect with one another. The community is dotted with lush parks, such as Willows Beach and Oak Bay Marina, which provide ample opportunities for outdoor activities and family gatherings. The local schools are highly regarded, offering excellent educational programs that cater to the needs of children of all ages.

Homes in Oak Bay are characterized by their spacious lots, providing ample room for families to grow and thrive. Many properties feature well-maintained gardens, perfect for weekend barbecues or simply enjoying the serene surroundings. The sense of community is palpable, with local events and gatherings fostering connections among neighbors.

In Oak Bay, you’ll find the perfect blend of natural beauty, family-friendly amenities, and a vibrant community spirit. Whether you’re exploring the local shops, enjoying a stroll along the waterfront, or simply relaxing in your backyard, Oak Bay truly embodies the essence of a warm, inviting neighborhood where families can create lasting memories. Discover your dream home in this enchanting coastal enclave today!

Newest Oak Bay Homes with Family-Oriented Neighbourhood Lot Features

$1,498,000
5 Beds ⋅ 3 Baths ⋅ 1044998 MLS
*OPEN HOUSE, THURSDAY AUG 6, 4:30-6* Located in the heart of South Oak Bay,this beautifully updated 5 bed/3 bath + den home offers a modern open-concept floor plan designed for comfortable living and entertaining.The Urbana-designed kitchen features granite countertops,a large island, s.s appls,and opens seamlessly to the living and dining areas.The upper level includes 3 bedrms and 2 baths,tile & hardwd floors,cozy electric f/p in living rm & quality accents.The lower level offers exceptional flexibility with a media room,2 additional bedrms,office,Laundry area w/ kitchenette,radiant in-floor heat and garage access,along w/ potential for a separate in-law suite or space for extended family.Enjoy year-round outdoor living on the southwest-facing covered patio,perfect for BBQs & entertaining.Exterior include upgraded drain tile,vinyl windows, modern siding,new landscaping,& fresh designer paint.Walk to top schools,\Oak Bay Village,beaches,parks,and all that the community offers.

2112 Pentland Rd, Oak Bay

Courtesy of RE/MAX Camosun

$1,350,000
2 Beds ⋅ 1 Baths ⋅ 1044739 MLS
Open House Sunday August 9th 1-3pm. Just south of Uplands, superbly located with Willows Centre & Elementary School, just a sidewalk, block away. Estevan Village & Willows beach, a pleasant stroll away. 60 x 120-foot lot is level, nicely fenced & private. Oak Bay advises with current R-5 zoning that 4 dwelling units are supported as perfect Infill Housing. Over 16 feet of side yard allows for a new driveway access to back yard for new auxiliary building, garden suite, addition to existing home or adding on a duplex unit. This 1952 home is immaculate. 2026: new hot water tank. 2021: insulation by Alpine. 2020: window blinds. 2017; bathroom renovation. 2016: gas furnace system was replaced. 2011 – 2015: perimeter drains. 2008: Parker Johnson installed new 40-year fibreglass shingles. 2008: Van Isle windows all replaced. 1998; kitchen renovation. 1989: garage door and auto opener. This is a very well-loved and cared for home in a premiere location. Don’t wait for Open House. Call now.

2471 Dryfe St, Oak Bay

Courtesy of Cathy Duncan & Associates Ltd.

$1,749,000
4 Beds ⋅ 2 Baths ⋅ 1044706 MLS
Ideally positioned in one of South Oak Bay's most sought-after neighbourhoods, this beautifully maintained 4 bedroom, 2 bathroom residence offers over 2,400 sq ft of thoughtfully designed living space. The main level features vaulted ceilings, a welcoming living room with a wood-burning fireplace, a dedicated dining area, and a well-appointed kitchen opening to a covered deck overlooking the beautifully landscaped backyard. The spacious primary suite offers vaulted ceilings and a walk-out patio, while a versatile second bedroom or office and a full bathroom complete the main level. Downstairs provides exceptional flexibility with a generous family room, 2 additional bedrooms, a full bathroom, laundry, and a mudroom. Moments from Oak Bay Village, beaches, parks, excellent schools, cafés, and everyday amenities, this is an exceptional opportunity in one of Victoria's most desirable neighbourhoods.

2168 Bartlett Ave, Oak Bay

Courtesy of The Agency

$2,195,000
4 Beds ⋅ 3 Baths ⋅ 1044189 MLS
Tucked away in a coveted pocket of Oak Bay’s Henderson neighbourhood, 3331 Woodburn is a rare retreat blending timeless charm with modern comforts. This beautifully maintained home sits on an expansive, nearly 18,000 sq. ft. lot, offering complete privacy with lush gardens backing onto the prestigious Uplands Golf Course. Inside, thoughtful updates complement classic details like oak floors, cove ceilings, and abundant natural light from skylights. The spacious primary suite features a walk-in dressing room, while the generous family room is enhanced by custom built-ins and seamless access to an oversized sundeck—perfect for enjoying the serene surroundings. The lower level is a bright, self-contained, accessible suite with direct garden access, ideal for extended family or guests. A multi-zone irrigation system keeps the picturesque landscaping pristine, while patios, a gazebo, and a private hot tub create an idyllic outdoor oasis. A truly special Oak Bay offering.

3331 Woodburn Ave, Oak Bay

Courtesy of The Agency

$1,799,000
4 Beds ⋅ 2 Baths ⋅ 1043967 MLS
By Appointment Only - Classic South Oak Bay living with the space and flexibility today’s families want. Located in one of Victoria's most sought-after neighbourhoods, this updated character home blends charm with thoughtful upgrades. The main level is designed for connection, with a renovated open-concept kitchen, dining area, and living room centred around a wood-burning fireplace. French doors open to a west-facing deck and heated patio, ideal for summer dinners and easy indoor-outdoor entertaining. Upstairs are two spacious bedrooms, while the lower level offers two more bedrooms and a generous rec room, perfect as a children’s play space, media room, or teen retreat. A backyard studio adds flexibility for a home office, gym, or creative space. Enjoy renovated bathrooms, heated tile baths, HVAC heating/cooling, newer appliances, custom finishings, garage, storage, fenced yard, driveway, re-stuccoed exterior, and recent survey. Close to beaches, parks, schools, and Oak Bay Village.

916 Monterey Ave, Oak Bay

Courtesy of RE/MAX Camosun

$759,000
2 Beds ⋅ 2 Baths ⋅ 1041949 MLS ⋅ Rudyard Kipling BLDG.
Perfectly positioned on prestigious Beach Drive in the heart of South Oak Bay, this 2-bedroom, 2-bathroom co-op at the Rudyard Kipling offers 1,257 sq. ft. of bright, inviting living space. A sunny southwest exposure fills the home with natural light through oversized windows, while the spacious patio and south-facing balcony showcase peaceful garden views and picturesque Windsor Park. This unit presents an excellent opportunity to update the kitchen and bathrooms to your taste. Built of concrete and steel, this exceptionally well-maintained building offers lasting quality and a strong sense of community. Just steps to the oceanfront, scenic walking paths, and a short stroll to Oak Bay Village's shops, cafés, restaurants, and amenities. Age 19+, no pets or rentals. Enjoy a carefree lifestyle in one of Victoria's most sought-after waterfront neighbourhoods.

1420 Beach Dr Unit ##603, Oak Bay

Courtesy of Newport Realty Ltd.

$1,650,000
4 Beds ⋅ 3 Baths ⋅ 1043580 MLS
This lovingly cared for 4 bedroom, 3 bathroom Oak Bay character home has come to market for the first time in 70 years, w/a 3 bed, 1 bath main living area w/a full height 1 bed, 1 bath walkout suite. This beautiful home has undergone extensive renovations, incl. complete foundation replacement & excavation resulting in the 8' lower level, hurricane strapping, new perimeter drains, plumbing upgrades, 200 amp service, new gas furnace & HVAC & renovated main level w/new kitchen. Enjoy the modern comforts of these upgrades in a home rich w/character, natural light & spaciousness. The upper level has 3 large bedrooms w/a 4pc bath, ideal for a family. The private, fully-fenced yard has direct access via the deck off the kitchen, perfect for summer entertaining & kids. The home has plenty of storage, closets throughout & spacious driveway parking. Bring your ideas to the unfinished bsmt area, ready for additional bedrooms, bathrooms or flex space. This home is a rare offering & a must-see!

1597 Monterey Ave, Oak Bay

Courtesy of Coldwell Banker Oceanside Real Estate

$3,175,000
5 Beds ⋅ 5 Baths ⋅ 1043040 MLS
One of Oak Bay’s finest ARTS AND CRAFTS character homes built in 1913, steeped in history, beautifully maintained and updated by a master craftsman. Positioned on a quiet, tree-lined street within the very heart of South Oak Bay. The residence is beautifully framed within the streetscape as the front entryway borders the mature landscaping and perennial gardens. A large entry hall invites you into the spacious principal rooms overflowing with character. Features include inlaid oak flooring, coffered ceilings, wainscotting, bay windows and lovely, original stained and leaded glass. The bright, spacious, modern kitchen fits with the grand character. Upstairs are three corner bedrooms and two bathrooms, the principal bedroom features a walk-in closet and modern ensuite. A sky-lit upper loft is made for an exercise room or child’s play area. The full height lower floor includes a separate two-bedroom guest suite, spacious den and office with a separate entrance from the back garden.

1043 St. Patrick St, Oak Bay

Courtesy of Newport Realty Ltd.

$1,999,999
7 Beds ⋅ 4 Baths ⋅ 1043094 MLS
Rare opportunity to own this well-maintained side-by-side duplex in one of Oak Bay’s most desirable neighbourhoods. Moments from Willows Beach, Estevan Village, top-rated schools, parks & everyday amenities. Set on a 10,500 sqft lot, offers nearly 4,915 sqft of finished living space across 2 self-contained units. One residence features 3BD, 2 BA & finished lower level with large rec room, providing approx. 2,452 sqft of living space. The second offers 4 BD 2 BA offers approximately 2,462 sqft. Updates include 200-amp electrical service to each unit w/ updated panels & modern circuit breakers, plus updated appliances. Currently, 2663 is vacant & immediate occupancy options, while 2665 is tenanted & delivers rental income. Whether you’re an investor seeking dual-income potential, a buyer looking to live in one unit while renting the other, this versatile duplex offers exceptional flexibility w/ no strata fees. A truly rare find in one of Victoria’s most sought-after neighbourhoods.

2663-2665 Dalhousie St, Oak Bay

Courtesy of The Agency

$2,489,000
4 Beds ⋅ 4 Baths ⋅ 1042541 MLS
Set on a quiet, tree-lined curve in the heart of the Uplands, this classic Tudor offers timeless architecture, exceptional privacy, and a rare sense of calm. The home blends storybook charm with light-filled interiors and thoughtful updates that respect its original character. Warm hardwood floors and generous principal rooms create an inviting atmosphere for everyday living and entertaining. The living and dining areas flow naturally, anchored by traditional fireplaces and large windows that fill the home with soft natural light. Upstairs features peaceful, well-proportioned bedrooms, including a spacious primary ideal for family, guests, or a home office. The lower level includes a comfortable rec room, and benefits from a separate exterior entrance. Outdoors, the southwest-facing backyard enjoys wonderful afternoon and evening sun providing privacy and tranquility. A true Uplands classic, offering architectural beauty, functional living space, and enduring appeal.

3400 Upper Terrace Rd, Oak Bay

Courtesy of The Agency

$1,999,000
3 Beds ⋅ 3 Baths ⋅ 1042642 MLS
Brand new luxury townhome in coveted Oak Bay. This 3 bed, 3 bath residence showcases superior ICF construction, triple-glazed windows & a private elevator servicing both levels for exceptional accessibility & lasting value. Soaring 10'6" main & 9' and 10' upper ceilings create airy elegance throughout. Chef's kitchen with premium Miele appliances, custom millwork & quartz counters flows to a gas fireplace-warmed living room and 13'x13' south facing private patio—ideal for entertaining. The expansive primary suite features walk-in closet & spa-inspired ensuite with dual vanities. Two additional bedrooms, dedicated laundry & full bath complete the upper level. High-efficiency heat pump with built-in air purification ensures year-round comfort & superior air quality. Oversized double garage, designer finishes & uncompromising craftsmanship throughout. Refined West Coast lifestyle moments from beaches, UVic & Golf, Marinas as well as Oak Bay, Estevan and Cadboro Bay Village amenities.

3022 Cadboro Bay Rd Unit ##1, Oak Bay

Courtesy of Alexandrite Real Estate Ltd.

$1,525,000
3 Beds ⋅ 3 Baths ⋅ 1042593 MLS
Introducing Willow Lane—now offering the final available residence on one of South Oak Bay’s most coveted streets. From the moment you enter, the home makes a striking impression with a dramatic 18'+ dining space with integrated wine bar, rich hardwood flooring, bespoke millwork, and an elegant glass railing system. Expansive glass doors open to a private, sun-drenched west-facing garden, creating seamless indoor-outdoor living. This refined 3 bedroom plus den residence is anchored by a luxurious primary retreat featuring a spa-inspired 4-piece ensuite with soaker tub and a private west-facing deck to capture evening sunsets. A rare offering in South Oak Bay, this is a home that must be experienced in person to be fully appreciated, book your showing today!

920 Island Rd Unit ##1, Oak Bay

Courtesy of Alexandrite Real Estate Ltd.

Start Your Search

NOTE: MLS® property information is provided under copyright© by the Vancouver Island Real Estate Board and Victoria Real Estate Board. The information is from sources deemed reliable, but should not be relied upon without independent verification. This website may only be used by consumers for the purpose of locating and purchasing real estate. By registering on this website I/We consent to the collection, use and disclosure of personal information as described in our privacy policy.
The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.