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$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

$2,299,900
6 Beds ⋅ 3 Baths ⋅ 1044173 MLS
Life by the beach in Oak Bay! 218 Beach Dr pairs classic character with an easy coastal lifestyle, set on a sunny 9,000 sqft corner lot just steps from the beach. Ocean views, mature landscaping and a private garden with fruit trees create a beautiful and private setting. The bright kitchen features stainless appliances and opens to a sunny deck, perfect for morning coffee or evening unwinding. Upstairs, the primary suite captures lovely water views and offers a walk in closet plus a spa inspired ensuite with heated marble floors, clawfoot tub, double vanity and shower. A second upper bedroom makes a charming nursery, office or guest room. The main level adds two beds and a full bath with heated floors and jetted tub. Downstairs, the fully self contained two bedroom suite has its own sunny patio, making it a valuable mortgage helper. A double garage, metal roof, gas furnace, on demand hot water, vinyl windows, French doors and refinished hardwood complete this rare seaside offering.

218 Beach Dr, Oak Bay

Courtesy of RE/MAX Camosun

$3,649,900
5 Beds ⋅ 3 Baths ⋅ 1043163 MLS
Rising above the Juan de Fuca Strait in Oak Bay's Harling Point neighbourhood, this remarkable home pairs panoramic Olympic Mountain views w/ architectural character and refined contemporary design. Extensively upgraded over the past 3 years, the custom Douglas Grant kitchen features marble countertops, premium appliances, and herringbone oak flooring. The primary suite offers vaulted ceilings, sweeping strait views, and a multi-room ensuite. French doors connect the main living areas to an ocean-view deck and a south-facing garden patio beneath Walbran Park, extending the private backyard outdoors. Rear parking provides stair-free entry and convenient main-level living, while integrated UniFi WiFi, smart-home features, privacy-focused security, and weather-aware irrigation round out the home's systems. Just a short walk to Gonzales Beach, this Harling Point home offers elegant, oceanside living on one of Canada's most desirable streets.

100 King George Terr, Oak Bay

Courtesy of Oakwyn Realty Ltd.

$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

$1,625,000
3 Beds ⋅ 2 Baths ⋅ 1041572 MLS
Located in one of South Oak Bay's most sought-after locations, on a quiet country-lane road of peaceful properties, this mid-century modern, solid, family home offers many lifestyle options. Set well back at a pleasing elevation, the home offers generously proportioned, bright, light filled rooms. The blissfully private, 1/4 acre plus, mostly rock garden is west facing and provides a perfect oasis of serenity with interesting elevations and plantings. Deserving your attention and ideas, this is a perfect opportunity to fulfill your dream in this prestige location close to Victoria's finest private and public schools, parks, beaches, Victoria Golf Club and all amenities.

930 Runnymede Pl, Oak Bay

Courtesy of Royal LePage Coast Capital - Oak Bay

$3,790,000
6 Beds ⋅ 6 Baths ⋅ 1041035 MLS
UPLANDS WATERFRONT & Indoor Swimming Pool offering amazing views & luxurious living! Just steps from the golf club, beach & minutes to UVic and downtown Victoria. Situated on a private and tranquil landscaped 0.74-acre lot(160'x200') with picturesque setting. Incredible 6,780 sf living space on 2 levels with 6 bed + office + 6 bath. Main level features an open plan gourmet kitchen with marble countertops, built-in fridge and stoves, huge island. Bright living and family rooms with a cozy gas fireplace, expansive windows to enjoy the exceptional ocean views. Huge master suite with walk-in closet & 5-piece ensuite overlooking the yacht club. Lower level boasts a quality built pool & craftsmanship, large billiards room, hot tub, sauna, change room. Just steps from the Uplands Golf Club, Royal Victoria Yacht Club, minutes to University of Victoria, Cadboro Bay Village, sandy beaches, golf clubs and all amenities. This home offers the perfect combination of location, luxury and lifestyle!

3565 Beach Dr, Oak Bay

Courtesy of Macdonald Realty Victoria

$2,550,000
4 Beds ⋅ 4 Baths ⋅ 1040588 MLS
Welcome to 1926 Crescent Road - Perched atop prestigious Gonzales Hill in one of Oak Bay’s most sought-after neighbourhoods, this beautifully restored 1912 Tudor Landmark residence offers a rare combination of timeless character, modern comfort and spectacular southwest ocean views across Gonzales Bay and the Juan de Fuca Strait. Extensively updated while preserving its architectural integrity, the home features a versatile layout with three distinct living spaces ideally suited for extended family, multigenerational living, guest accommodation or supplemental revenue opportunities. Rich Jatoba hardwood flooring, a chef-inspired Tuscan kitchen, six gas fireplaces and an elegant primary retreat with spa-like ensuite highlight the quality throughout. Surrounded by mature gardens, custom stonework, slate patios and a charming gazebo, this exceptional Oak Bay property offers privacy, flexibility and effortless indoor-outdoor living in one of Victoria’s most sought-after neighbourhoods.

1926 Crescent Rd, Oak Bay

Courtesy of Sotheby's International Realty Canada

$8,500,000
4 Beds ⋅ 7 Baths ⋅ 1031395 MLS
121 Denison Rd, “King of The Hill,” is a rare South Oak Bay offering set at Oak Bay’s highest point above McNeil Bay. It commands unobstructed 270° views of the Olympic Mountains, Trial Island lighthouse, and surrounding islands, with constant marine activity. Tucked on a quiet, park-like cul-de-sac, the brand new 2026 home offers exceptional privacy. Originally built in the 1970s and reimagined by Zebra Design, it preserves its irreplaceable elevation, now restricted, while capturing ocean views from every principal room, including the garage. Built by GT-Mann Construction, it features premium materials, engineered pillarless design, triple-pane windows, solid core doors, and extensive soundproofing. Control4 automation integrates lighting, climate, and security. Highlights include a floating staircase, seamless indoor-outdoor living, a concrete pool, wellness area, and a 400-bottle wine cellar, exemplifying refined coastal luxury.

121 Denison Rd, Oak Bay

Courtesy of The Agency

$1,665,900
2 Beds ⋅ 1 Baths ⋅ 1038242 MLS
Two legal lots = 2 titles / 4 homes…OR…A rare South Oak Bay find—totally reno’d rancher nestled in a sun-drenched, enchanting setting. This 2 BD + den/family room home offers timeless elegance w/ modern comfort, warmth, privacy & peace. Thoughtfully designed & exquisitely reno’d in 2011–12 w/ permits, inspections & final occupancy approval. Features incl. entertainment-size LR/DR, open-concept kitchen/dining, oversized primary BD w/ lrg closets, spa-like 5-pc bath & spacious den/family rm. Step outside to a mature English garden, west-facing deck & private, fully fenced blooming oasis. Attached single garage offers great storage. Mud rm incl. workshop/bench/shelving for hobbies & tools. Short stroll to Oak Bay Ave shops, Willows Beach, Windsor Park, McNeil Bay, restaurants, cafés & entertainment. Meticulously maintained & a must-see—ideal for empty nesters, professionals or avid gardeners.

868 Hampshire Rd, Oak Bay

Courtesy of Fair Realty

$3,675,000
6 Beds ⋅ 6 Baths ⋅ 1036690 MLS
A stunning family home on a large sunny lot in the Uplands. Built for a growing family with 5 bedrooms on the upper level (one is an ideal setup for a nanny, or family member who wants a little independence). Fantastic entertaining home, whether it be for summer BBQs and pool time, family gatherings around the expansive dining area and gas fireplace, or relaxing in the professionally landscaped yard. The pool is serviced by a high-efficiency heater (gas) and pump so you can extend your pool season. There is a separate workshop space with its own power for the home hobbyist. Downstairs is ideal for a home theatre or a multi-gaming area for teens, including a sauna for at-home spa treatments. Mechanical upgrades include two furnaces, heat pump, 2 gas fireplaces, 400amp electrical capacity and an EV charger. The location is walkable to Uplands Park, Willows Beach and offers easy access to all levels of coveted private and public schooling.

3075 Devon Rd, Oak Bay

Courtesy of Royal LePage Coast Capital - Chatterton

$5,745,000
5 Beds ⋅ 5 Baths ⋅ 1030570 MLS
NEW PRICE $5,745,000 Experience timeless elegance at 261 King George Terrace, a remarkable south-facing waterfront estate in Oak Bay's prestigious Gonzales neighbourhood. Built in 1933 and set on over 0.8 acres, this exquisite home boasts panoramic views of the ocean, Trial Islands, and Olympic Mountains from nearly every room. Watch whales from your beautifully landscaped backyard, framed by incredible natural rockwork. Inside, the home offers the flexibility of one-level living on the main floor featuring a spacious kitchen, formal dining and living room, principal suite, and more—making everyday living exceptionally convenient. Downstairs, a full-height walk-out basement expands your options with additional living space that opens into pristine grounds. Dual driveways each lead to their own detached double garage. With its historic charm, thoughtful layout, and spectacular setting, this is a rare opportunity to own one of Victoria’s most iconic seaside estates.

261 King George Terr, Oak Bay

Courtesy of The Agency

$3,599,000
5 Beds ⋅ 5 Baths ⋅ 1029029 MLS
Discerning Character. Substantially reimagined, this stately 5 bedroom, 1921 residence is nestled on a sunny 12,000 sq ft lot on a private lane off prestigious Beach Dr. With more than $800K in upgrades this tranquil oasis offers a fully updated & efficient 4,500 sq ft. home situated behind custom automated gates. Substantial work includes a chefs kitchen by Urbana with huge island & an array of high-end appliances, new sunroom off the living room, new decks, new primary retreat, gas to the house for more efficient heating with 3 new gas fireplaces & boiler system for hydronic underfloor heat. New concertina doors open from the dining room to a refinished west-facing patio. The gardens are meticulously maintained with gorgeous details including multiple crevice gardens & ample opportunity for outdoor entertaining, including a new slate patio. Detached double garage. Centrally located in Oak Bay near to Oak Bay Marina, GNS Junior School & a short stroll to the Village.

2655 Shady Lane, Oak Bay

Courtesy of Sotheby's International Realty Canada

$6,995,000
6 Beds ⋅ 7 Baths ⋅ 1028287 MLS
Set on a private 1.084-acre lot along a tree-lined street in Uplands, this 1914 Tudor home offers a rare blend of historic charm and refined modern living. Substantially renovated with the finest materials while carefully preserving its original heritage character,  classic architectural elements are complemented by sophisticated updates, creating a warm and inviting residence designed for both everyday living and entertaining. The landscaped gardens provide a tranquil retreat, complete with a tennis court, greenhouse, detached double garage, and a self-contained lower suite ideal for in-laws or visiting friends. From the property, enjoy uninterrupted water views, enhancing the home’s extraordinary setting. The property also presents future development potential to subdivide into three lots: 2 stratified lots + SFD lot. A truly special offering that combines heritage beauty, exceptional privacy, spectacular views & outstanding potential in Victoria's most coveted neighborhood.

3475 Upper Terrace Rd, Oak Bay

Courtesy of The Agency

$2,885,000
4 Beds ⋅ 3 Baths ⋅ 1026993 MLS
Admire some of Vancouver Island’s most picturesque coastline from your cherished character home in Oak Bay! This stunning arts and crafts example has been carefully updated over the years to offer modern conveniences with all the warmth and elegance of yesteryear. Inside, you will find character details consistent with the era including 4 ornate FPs, oak/fir flooring, and extensive millwork. The main living areas are framed around the view and are flooded with south facing sunshine. Unique family room with 11' barrel ceiling features pendant lighting, gas FP, and a steel vault. Upstairs there are 4 bedrooms, laundry, and 2 bathrooms. 2 options for a primary, with dual WICs, are connected by a sun room with breathtaking views of Gonzales Beach, Harling Point, Clover Point, and Olympic Mtns. Exterior updates include: entry gate, hardscaping to create beautiful outdoor living areas, as well as a detached garage. A built-in sound system, outdoor FP, and sauna complete this unique offering!

50 King George Terr, Oak Bay

Courtesy of Engel & Volkers Vancouver Island

$9,950,000
5 Beds ⋅ 9 Baths ⋅ 1026233 MLS
Commanding one of the most coveted and perfectly positioned waterfront sites in the Uplands, Greystone is an estate of rare pedigree. Masterfully envisioned with builder Mike Knight, this 1.07-acre sanctuary offers sweeping views over the Victoria Yacht Club and sheltered, direct ocean access from artfully landscaped grounds. The land was selected for its natural protection and exceptional water frontage—one of the finest in Victoria. With over 10,000 sq. ft., every inch was designed for impact—timeless in style, uncompromising in detail. The primary suite is on the main, with separate access to a nanny suite. The den showcases irreplaceable mahogany craftsmanship. A key feature is the indoor aquatic centre. Designed for privacy and peace of mind, the estate includes a full security system and electronic gate. Entertain in style with a formal dining room and terrace ideal for al fresco gatherings. Every finish and detail were hand-selected to create a home as remarkable as its setting!

3445 Beach Dr, Oak Bay

Courtesy of Macdonald Realty Victoria

$5,999,900
5 Beds ⋅ 12 Baths ⋅ 1025599 MLS
Elevate your expectations with this architectural masterpiece, a fortress of luxury anchored on nearly an acre of lush, private grounds. Built with rebar-reinforced concrete to commercial-grade standards, this estate isn’t just a home—it’s a multi-generational legacy.Inside, international opulence meets massive scale. Explore five expansive bedroom suites, 12 designer bathrooms, and three gourmet kitchens curated for legendary entertaining. A commercial elevator whisking you between floors ensures effortless flow through every corner of this high-end retreat. For the collector, the 3,434 sq. ft. showroom garage is a showstopper, featuring a vehicle turntable and a dedicated workshop. Outside, your south-facing sanctuary offers total seclusion in the heart of Oak Bay. Minutes from the Uplands Golf Club, UVic, and the sands of Cadboro Bay Beach, this is the pinnacle of West Coast prestige.Welcome to the ultimate power address.

3355 Midland Rd, Oak Bay

Courtesy of LPT Realty

$27,999,000
12 Beds ⋅ 10 Baths ⋅ 1024635 MLS
A landmark waterfront estate in Uplands, 3175 Beach Dr "Riffington" is a rare offering of architectural & cultural significance. Designed in 1913 by Philip A. Jullien as the original Uplands show home, the residence reflects Tudor Revival architecture with a French Renaissance–style music room. Thoughtfully sited to capture ocean views and Mt. Baker, the home rests on park-like grounds inspired by the Olmsted vision. Riffington has been featured in Western Living, hosted the British Royal Family on multiple occasions & served as the U.S. Consul’s residence (1928–1942). The 4 level main home spans 12,400 sq ft w/ 9 beds, 7 baths, 10 fireplaces, a two-storey reception hall, libraries, sunrooms, and ocean-facing patios. The estate also includes a carriage house, seaside cottage, waterfront pavilion, private dock w/ large boat moorage, veg garden, Japanese pond & grounds minutes from the Royal Victoria Yacht Club—an irreplaceable coastal legacy in one of Canada’s most prestigious enclaves.

3175 Beach Dr, Oak Bay

Courtesy of The Agency

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