Ob South Oak Bay Homes with Character Style

Ob South Oak Bay Homes with Character Style

Welcome to South Oak Bay, a picturesque subdivision nestled in the charming municipality of Oak Bay, British Columbia. Known for its stunning coastal views and vibrant community spirit, South Oak Bay offers a unique blend of tranquility and accessibility, making it a highly sought-after destination for families, retirees, and professionals alike.

One of the most enchanting features of South Oak Bay is its homes, characterized by their timeless charm and distinctive architectural styles. Here, you’ll find an array of residences that exude character, from quaint cottages to elegant craftsman-style houses. These homes often boast intricate details such as decorative woodwork, leaded glass windows, and beautifully manicured gardens, creating an inviting atmosphere that reflects the area’s rich history and community pride.

Living in South Oak Bay means embracing a lifestyle that balances relaxation with recreation. Residents enjoy easy access to stunning beaches, scenic parks, and vibrant local shops and cafes that line the streets. The nearby Oak Bay Marina offers boating enthusiasts a gateway to the breathtaking waters of the Strait of Juan de Fuca, while the renowned Victoria Golf Club provides a perfect backdrop for golfers.

In South Oak Bay, you’re not just purchasing a home; you’re investing in a lifestyle filled with charm, community, and natural beauty. Whether you’re drawn to the architectural elegance of the homes or the close-knit community atmosphere, South Oak Bay is a place where you can truly feel at home. Come discover the magic of this remarkable subdivision and find your dream home today!

Newest Ob South Oak Bay Homes with Character Style

$2,100,000
4 Beds ⋅ 3 Baths ⋅ 1046689 MLS
Character without compromise in the heart of Oak Bay. Designed by renowned Victoria architect C. Elwood Watkins, this home blends classic character with modern updates and the flexibility of no heritage designation. Original fir floors, built-in dining-room buffet and picture rail complement a custom Thomas and Birch kitchen with dovetail cabinetry, FloForm quartz counters and Fisher & Paykel appliances. The adaptable 4-bedroom floor plan also offers a den/office, ideal for working from home, guests and family living, along with exceptional custom closets and storage. Upgrades include 200-amp service, a Trane heat pump with gas backup furnace and Valor gas fireplace. A large south-facing deck with gas BBQ connection overlooks the fully fenced garden with distinct outdoor living zones. Thoughtfully updated while preserving its original character, all in a beautiful, highly walkable Oak Bay location close to the Village, parks, schools, shops, amenities and waterfront.

1391 Victoria Ave, Oak Bay

Courtesy of The Agency

$2,150,000
4 Beds ⋅ 3 Baths ⋅ 1043750 MLS
OPEN SAT 1:30-3:00. Nestled amongst the trees in South Oak Bay this wonderful character style home affords the utmost in privacy, location & style. Thoughtfully crafted by Zebra Design, the main floor offers a spacious open plan with combined kitchen, dining & family room with gas fireplace, large den or office, separate living room with second gas fireplace & 2 piece powder. The upper level boasts 3 bedrooms including a generous primary with ensuite bath, laundry room & 2nd full bathroom. Well maintained since new with some of the recent updates including interior and exterior painting, gas fireplaces and wood replacement on back deck. Separate detached garage, ample storage & an easy care garden. Superb location within a short stroll to the Oceanfront walkway, Windsor Park, all levels of schools, and shops on the Avenue.

1327 Transit Rd, Oak Bay

Courtesy of Engel & Volkers Vancouver Island

$1,750,000
4 Beds ⋅ 3 Baths ⋅ 1046341 MLS
Welcome to 2353 Windsor Rd, the idyllic South Oak Bay residence you've been waiting for! This 4 bed, 3 bath home enjoys the perfect location, mere steps to Windsor Park, Oak Bay Village, the Marina & top schools. Whether you desire the entire 4 bed home for your own use or envision the 1 bed, 1 bath lower level suite for family or revenue, this flexible floor plan offers great options. The main living space enjoys remarkable natural light, skylights, charming hardwood floors, stained glass windows, recently updated kitchen & openness between the kitchen, dining & family rooms, in addition to a 2nd cozy living room w/its own wood-burning fireplace. The central family room is truly special, enjoying substantial windows, a spectacular fireplace & opening onto the south-facing deck, mature flowering gardens, private backyard & detached garage. The primary bed enjoys a 4pc ensuite & both the main house & suite offer separate laundry. With too many features to list, this home is a must-see!

2353 Windsor Rd, Oak Bay

Courtesy of Coldwell Banker Oceanside Real Estate

$2,898,000
5 Beds ⋅ 4 Baths ⋅ 1044641 MLS
Prepare to have your heartstrings pulled. This classic Tudor revival is as spacious as it is beautiful with over 4,100 sq ft sprawled over 3 levels. The home is bathed in natural light from a canopy of skylights and has been masterfully transformed for modern living while retaining period craftsmanship like wood floors with inlay design. The heart of the home is an open-concept chef’s kitchen with vaulted ceilings, marble counters, premium appliances, secondary prep area, and a large island that flows to a west-facing deck surrounded by lush, mature English gardens. The versatile layout evolves with you over time and offers a main-floor primary wing with ensuite sitting area and laundry hook up in the closet. Meticulously maintained and smart-home enabled with upgraded plumbing/electrical, perimeter drains, gas furnace and on-demand hot water. Rare separate double-car garage with EV charger. Located in a coveted neighbourhood just blocks to parks, beaches and the city’s top schools.

688 Falkland Rd, Oak Bay

Courtesy of Royal LePage Coast Capital - Chatterton

$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

$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.

$2,299,900
3 Beds ⋅ 4 Baths ⋅ 1042063 MLS
Nestled on a beautifully landscaped 10,000+ sq ft lot in the heart of South Oak Bay, this timeless character home blends classic charm w/ thoughtful modern updates. Offering over 2,400 sq ft, the home features 3 bedrooms, each w/ its own ensuite, including a spacious main-level primary retreat. Bright, inviting living & dining rooms flow into the updated kitchen, while French doors open to a sunny deck & private backyard, ideal for entertaining or quiet mornings. A family room, powder room & mudroom complete the main level. Upstairs, 2 generous bedrooms w/ renovated ensuites provide excellent space for family or guests. Detached double garage w/ rear lane access. Just one block to the ocean & moments from Victoria Golf Club, Oak Bay Beach Hotel, Oak Bay Marina & McNeill Bay. A fantastic opportunity to enjoy the character of a classic Oak Bay home in one of the area's most coveted neighbourhoods.

1036 Deal St, Oak Bay

Courtesy of The Agency

$2,499,900
4 Beds ⋅ 2 Baths ⋅ 1039721 MLS
European-inspired elegance meets modern living in this exceptional South Oak Bay residence. Situated on a quiet side street just steps from Oak Bay village, parks, schools, transit, & the waterfront, this beautifully updated home seamlessly blends timeless character with contemporary comfort. The stunning open-concept kitchen addition in 2023 by Villamar features premium Miele & KitchenAid appliances, custom cabinetry, coffered ceilings, & Hunter Douglas blinds throughout. Major upgrades include electrical, kitchen area infloor heated windows, Boiler for Heating, updated perimeter drains, & new basement flooring. The detached garden suite with a 4-piece bath offers outstanding flexibility as a guest retreat, home office, studio, or space for extended family. Outside, enjoy a professionally redesigned garden by Demitasse Landscapers featuring a pond, fountain, irrigation, & night lighting. move-in-ready home in one of Victoria's most coveted neighbourhoods.

2366 Zela St, Oak Bay

Courtesy of RE/MAX Camosun

$4,249,000
3 Beds ⋅ 3 Baths ⋅ 1040157 MLS
Set on one of South Oak Bay’s most coveted streets, this beautifully maintained residence offers over 3,200 sq ft of living space and timeless architectural appeal. Rich in character, the home features soaring ceilings, graceful archways, leaded glass accents, detailed woodwork, and hardwood floors throughout. The main level is designed for both everyday living and entertaining, offering gracious living and dining rooms, a spacious kitchen w/eating area, family room, office, and seamless access to multiple patios and beautifully landscaped gardens. Upstairs, the primary retreat enjoys views toward Victoria Golf Club and the ocean, complete w/a sitting area, walk-in closet, and ensuite. Two additional bedrooms, a full bathroom, and a dedicated laundry complete the upper level. An unfinished lower level provides excellent storage space. Perfectly positioned moments from Victoria Golf Club, Oak Bay Village, parks, beaches, and the waterfront.

318 Newport Ave, Oak Bay

Courtesy of The Agency

$3,595,000
4 Beds ⋅ 5 Baths ⋅ 1032679 MLS
CONSTRUCTION STARTED - EST COMP DEC. 2026 - A stunning modern craftsman new build in the heart of South Oak Bay, designed by Lorri McCrackin and will be expertly constructed by Patriot Homes. The main offers an open-concept living space with a sleek kitchen featuring Bosch & Fisher Paykel appliances. Step off the living room to your WEST-FACING back patio and outdoor kitchen. An office, mudroom, 2-piece bath & ELEVATOR complete this level. Upstairs, you will find 3 bedrooms, including a stunning primary. Also on this level, a 4-piece bath & laundry. The lower level features a media room/space for guests, complete with a 4-piece bath. As well as a one-bed LEGAL suite. With a beautifully balanced exterior of shingle siding, natural stone, & warm wood accents, the home will combine high-end finishes and thoughtful design for modern living. Reach out to learn more about this exceptional opportunity to secure a brand-new, custom home in beautiful South Oak Bay! INFO PACK AVAILABLE.

1256 Oliver St, Oak Bay

Courtesy of Engel & Volkers Vancouver Island

$2,199,000
5 Beds ⋅ 3 Baths ⋅ 1031384 MLS
Welcome to 2194 Central Avenue, a beautifully updated 5-bed, 3-bath home in the heart of South Oak Bay. With 2,364 sq. ft. of bright, well-planned living space this residence blends classic charm with thoughtful modern upgrades. The main level features a welcoming front porch, spacious living and dining rooms, and a renovated kitchen with quartz countertops, gas cooktop, and a sunny eating nook. From the kitchen, step down to the expansive 34’ patio and fully fenced backyard—ideal for outdoor living and play. Upstairs offers a generous primary bedroom with walk-in closet and 2-piece ensuite, plus two additional bedrooms. The lower level provides excellent flexibility with two more bedrooms, a full bath, laundry room, mudroom, and ample storage. A detached 20’ x 17’ garage completes this exceptional property. Just steps to the Avenue, beaches, parks, and top schools, this is South Oak Bay living at its finest.

2194 Central Ave, Oak Bay

Courtesy of The Agency

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.