Chic and modern, this beautifully renovated home in Oakvilles sought-after Kerr Village offers style and versatility. Featuring a fluted exterior, open-concept design, pot lights throughout, and new windows, every detail has been thoughtfully curated. The great room is highlighted by a stunning fireplace mantle flanked by modern shelving. The custom chefs kitchen boasts an oversized island, quartz counters, matching backsplash, and stainless steel appliances. Spa-like bathrooms include elegant glass showers and luxury finishes.The finished basement apartment with separate entrance features a designer kitchen, spacious living, and income potential. Outdoors, enjoy a private backyard with wood deck and detached garage. Steps to Lakeshore, downtown Oakville, transit, top schools, shops, and dining, with easy access to the 403/QEW/407.More details
Stately residence at the bottom of an exclusive cul de sac, one house away from the Lake and steps to Downtown Oakville. Over 8000 sqft total space, including 5293 main & second floor, plus 902sqft heated & enclosed outdoor space. Extensively renovated by Cochren Homes in 2011, outdoor space added in 2015. Main & second floor freshly painted ('25). 18,535sqft pie-shaped lot, completed with saltwater pool & hot tub. Impeccably maintained & impressive curb appeal. Main floor features large principal rooms with Travertine tile, hardwood, Pella windows (with B/I blinds), pot lighting, B/I speakers, 2 storey high ceilings (in sitting room) & skylights. High end kitchen with Wolf, Subzero and Miele appliances, oversized centre island, custom cabinetry & adjacent eat-in breakfast room. Kitchen opens to family room with over 9ft coffered ceilings, gas fireplace (with marble surround & wood mantle). Enclosed outdoor space with mounted heaters, ceiling fans, retractable screens, flatscreen TV, two-sided fireplace and outdoor kitchen with built-in Lynx BBQ. 2nd floor boasts large primary with walk-in closet (with custom organizers), California shutters & B/I speakers. 5pc ensuite with double vanity, soaker BainUltra tub (with Perrin & Rowe hardware) & oversized glass enclosed shower. 2nd floor includes 3 additional large bedrooms, 2 additional bathrooms and laundry room. 2nd floor also features combination exercise room/office with 3-sided fireplace & vaulted coffered ceiling. Large basement complete with 2 bedrooms, full bath, bar area, rec room, temperature controlled wine cellar & recently improved utility room. Professionally landscaped, towering trees & manicured gardens. Hardscaped with armour stone, interlock stone work and border & retaining walls. Salt water pool with adjoining hot tub with stone waterfall feature. 3 car garage. Raymar is one of Oakvilles most desirable streets, offering a rare combination of tranquility & easy access to Downtown Oakville!More details
Listed by Royal LePage Real Estate Services Ltd., Brokerage
Set on a 75 x 125 lot in one of Oakvilles most coveted pockets, this property offers a unique combination of current livability and future potential. Committee of Adjustment approvals are already in place, with full architectural plans for a 3,816 sq. ft. above-grade custom residence, complemented by a 1,937 sq. ft. lower level - an ideal canvas for those looking to build a home without the uncertainty of starting from scratch.The existing home is in good condition and has recently benefited from a thoughtful $30,000 mini-facelift, making it perfectly serviceable in the interim while planning your build should you not wish to use the plans already in place. This makes the property attractive both as a future project and as a holding opportunity in Oakvilles highly desirable Old Oakville community.Location is paramount, and Gloucester Avenue delivers. Just steps from downtown Oakvilles vibrant shops, restaurants, and the shores of Lake Ontario, this address also falls within the sought-after New Central School catchment and is walking distance to many of the areas premiere private schools. Few neighbourhoods combine this level of walkability, school access, and established charm.With approvals and plans already in place, and a location that ranks among Oakvilles finest, this is a chance to bring your vision to life. 111 Gloucester Avenue offers the perfect foundation for a dream home in the heart of Old Oakville.More details
In Old Oakville, character is everything. Historical properties define the neighbourhoods identity & charm & few homes capture that spirit quite like this one! 340 Spruce goes beyond the expected, delivering the warmth & history of a Period home w/ the ease & functionality of a modern build. With nearly 3,600 sq ft above grade, this is a home designed for real living. This spacious home is sun filled w/ an open-concept flow w/ large gathering & dining areas centered around the custom kitchen w/ island. The front room w/gas fp is loaded w/charm & plenty of seating. While the mudroom w/heated floors, powder & access to dbl garage provides practical space. Upstairs, 3 spacious bedrooms each enjoy their own modern ensuite w/heated flrs. The primary suite features an impressively large walk-in closet & spa-like bathroom. The light filled 3rd flr loft is a flexible space that serves as a 4th bedroom or, an office or the ultimate hangout for teens. Thoughtful details like upper-level laundry, bring modern convenience to a historical setting. The finished LL adds further versatility w/ newer carpeting, excellent storage & space for recreation. Outdoors, the home continues to impress. A double garage w/ high ceilings, a rarity in this area. The welcoming front porch is perhaps the epitome of OO charm, while the south facing backyard has been meticulously designed as a private retreat. A newer composite deck w/ glass railings overlooks a landscaped garden featuring a lap pool that doubles as a spa, a prof installed putting green & a stylish flex-cabin ideal as an art/yoga studio, office or gym. Leaded glass windows & radiant heating, widely regarded as one of the cleanest, most comfortable sources of warmth, only adds to the homes enduring appeal. Simply put, this is not an ordinary Period home; it is a rare opportunity for those who understand that living in OO is about more than an address its about about belonging to a tradition of timeless style and community.More details
Prime Old Oakville Opportunity Build or Invest. Located on one of Old Oakvilles most coveted streets, 374 Spruce Street offers a rare 60 x 142 south-facing lot surrounded by mature trees and multi-million-dollar custom homes. This property is ideal for builders planning a custom home or investors seeking a solid long-term hold in a prestigious location. The existing 3+1 bedroom, 3-bathroom bungalow is bright, spacious, and well-maintained, offering approx. 1,850 sq ft above grade plus a finished lower level. Zoned RL3-0, the lot allows for generous building permissions, including a new custom home of 4,000+ sq ft above grade Walking distance to downtown, the lake, parks, and top-ranked schools including OTHS, St. Mildreds, and Linbrook. Currently tenanted by residents who would love to stay, making this an excellent income-producing property while you finalize permits and plans. A rare chance to build, invest, or hold in one of Old Oakvilles most sought-after neighborhoods.More details
Welcome to 441 Jeanette Drive, a beautifully updated bungalow in one of Oakville's most family-friendly neighbourhoods. This charming 3+1 bedroom, 2 bathroom home offers the perfect blend of modern upgrades and everyday comfort, set on a mature lot with a rare detached double-car garage.The main level features a bright, open-concept layout with large windows that fill the space with natural light. A renovated kitchen with stainless steel appliances, timeless white cabinetry, and a functional layout flows seamlessly into the living and dining areasideal for family gatherings and entertaining. Three well-sized bedrooms and an updated 4pc bathroom complete the main floor, providing a move-in ready space for families of all sizes.The finished basement extends the living space with a side entrance, large recreation room, an additional area to be used for a bedroom or office, full bathroom, and plenty of storageperfect for kids play, a teen retreat, or in-law/nanny suite potential.Step outside to a spacious backyard with mature trees, offering privacy and room to relax, garden, or host summer barbecues. The detached double garage and long private driveway provide ample parking and storage options.Located in a highly desirable Oakville pocket, this home is just minutes from top-rated schools, parks, trails, shopping, and convenient transit routes. Whether youre a young family looking for your first home, downsizers seeking single-level living, or investors searching for a versatile property in a prime location, 441Jeanette Drive is a rare opportunity not to be missed.More details
Experience downtown living at its finest with this LiveWork executive townhome, centrally located in the heart of Oakville. Boasting approximately 2,036 sq. ft. of finished living space, the property includes 400 sq. ft. of commercial space fronting Lakeshore Road, as well as a basement area for storage. Conveniently situated within walking distance to the lake and various shops, including Fortinos, the property features beautiful hardwood floors, a family room with a fireplace (convertible to a third bedroom), and a large second-floor laundry room. The master bedroom includes a walk-in closet and ensuite bath, while the second bedroom offers ample space, two closets, and large windows. Enjoy the double rooftop patio with a barbecue gas hook-up and a separate sitting area. The property includes a single-car garage with main-floor entry and additional parking in the driveway. Residential tenant is leaving end of November, showings require 24-hour notice. Commercial space is leased out to Medi-Spa .More details
Discover this beautifully maintained and rarely available Freehold End-Unit Townhome. Tucked along a quiet, tree-lined street in South Oakville and lovingly cared for by its original owner. Just a short stroll to the shops and restaurants of Kerr Village, downtown Oakville, the lake, parks, and the harbour, this location blends convenience with charm. The entry level features a welcoming foyer, family room with walk-out to the private rear yard, laundry area, storage, and inside access to the garage. Upstairs, you'll find a bright and inviting space perfect for entertaining, with a living room highlighted by a cozy gas fireplace, a dining area, a well-appointed kitchen with granite counters and ample cabinetry, and a convenient powder room. On the top floor, the primary suite offers two closets and a private 3-piece ensuite, while two additional bedrooms share a 4-piece bath. Step outside to enjoy the Juliette balcony off the living room or relax in the backyard and patio. With only four homes in this intimate enclave, tasteful finishes including California shutters, neutral décor, and tree-lined views throughout. Its a wonderful opportunity to enjoy a low-maintenance lifestyle in a prime Oakville setting.More details
Rarely available one of a kind waterfront gem where peaceful cottage vibes meet downtown Oakville convenience. Escape the city without the long drive. Resort-Style Cottage Living in the Heart of Old Oakville now at a New Price! Set along the beautiful Sixteen Mile Creek, this fully renovated character home offers over 3,650 sq.ft. of stylish living space on a large 90 ft lot, featuring a spacious circular driveway that fits 6 cars with easy turning and plenty of room to build a double garage if you wish. Enjoy direct water access for kayaking, fishing, or swimming in summer and skate, snowshoe or cross-country ski in winter. Nature is your playground all year round! Inside, you'll find a perfect blend of classic charm and modern luxury. Heated porcelain floors warm the bright front room, flowing into elegant living and dining areas with cozy fireplaces and stunning nature views. The custom Scavolini kitchen is a chef's dream, complete with premium Gaggenau appliances, quartz countertops and a sunny breakfast nook beneath soaring vaulted ceilings with exposed beams. Upstairs, the primary suite offers a spa-like ensuite, custom built-ins and a private rooftop terrace overlooking the peaceful valley. A second bedroom also includes its own ensuite for comfort and privacy. The walk-out lower level features a cozy den, extra bedroom(s), spacious sauna and easy access to the resort-style backyard, where you'll find a heated concrete pool, multiple lounge areas with ambient lighting and two spacious decks. Newly engineered concrete stairs, built to last for decades, lead down to a durable lower deck right at the waters edge, perfect for relaxing, entertaining, or launching your kayak. All this is just a short walk to downtown Oakville, GO Station, top schools, marinas, restaurants and Wallace Park. Live the Muskoka lifestyle without the drive and at an exciting Exciting New Price! Showings welcomed with 24 hours notice.More details
Listed by COLDWELL BANKER REAL ESTATE PROFESSIONALS
Located in the heart of Downtown Oakville's Towne Square, this highly recognizable 5,606 square-foot building at 94 George Street is an exceptional opportunity for investors and end-users. This prominent two-level retail and commercial property features 62 feet of frontage onto Towne Square and is anchored in a prime location featuring high end retail and restaurants. The flexible floor plan allows for a configuration of one to six units, with some currently set up for retail and others for restaurant use with existing kitchen, seating, and patios. The building is zoned Central Business District (CBD), which offers a wide range of permitted uses. Surrounded by top retailers and restaurants, the area is known for its strong demographics, including a high-income household base, and benefits from high pedestrian traffic driven by its charming lakeside appeal, strong tourism, and a growing residential and employment base. The planned revitalization of Towne Square will further enhance the inviting atmosphere with improved seating, greenery, and other enhanced features, providing an even more adaptable space for community events. The building will be sold vacant.More details
Discover an extraordinary custom built residence in prestigious Old Oakville, where architectural excellence meets modern luxury just steps from the lake.This 2024 Net Zero Ready masterpiece represents a distinguished collaboration between renowned industry leaders Chatsworth Fine Homes,architect John Willmott,and designer Jane Lockhart.The impressive foyer welcomes you with sophisticated elegance, flowing into a formal dining room adorned w/ dual chandeliers,herringbone white oak floors,and exquisite wall treatments.Panel moldings throughout create timeless continuity.The gourmet kitchen showcases premium Miele & SubZero appliances.This culinary centerpiece seamlessly connects to the Great Room,where a sleek linear f/p anchors custom built-ins and expansive windows extending to outdoor entertaining spaces.A servery,custom mudroom with exterior access,and private main floor office enhance functionality.Upstairs,the luxurious primary suite provides a serene sanctuary featuring a spa-inspired ensuite w/ freestanding tub,oversized shower,double vanity,makeup area & walk-in closet complete with island.Secondary bedrooms offer private ensuites & generous walk-in closets.All bathrooms include heated floors & curbless showers.A super functional laundry room is also on this level.The lower level w/ 10' ceilings transforms into an entertainment haven with spacious rec room, custom bar and kitchenette,bedrm, gym,3 & 2 pc bath,theatre room, and storage. Convenient walk-up access to the backyard.The outdoor oasis features a covered heated lounge,inground pool w/ waterfall,hot tub,and professional landscaping.Extra features incl heated driveway,west-facing yard capturing afternoon sun,partial lake views,radiant in-floor heating & Crestron home automation deliver unparalleled comfort and efficiency,R/I Tesla Supercharger & Generator.Tarion warranty.This remarkable residence epitomizes architectural distinction and refined living.LUXURY CERTIFIED.More details
Listed by RE/MAX Escarpment Realty Inc., Brokerage and RE/MAX ESCARPMENT REALTY INC.
PRESTIGIOUS STREET - SOUGHT-AFTER NEIGHBOURHOOD ALONG SIXTEEN MILE CREEK! Set on a premium 160' deep lot (approx. 0.23 acres), this designer residence underwent a complete transformation in 2022, with only a portion of the foundation and exterior walls preserved. Blending superior craftsmanship with modern functionality, it offers an impressive layout designed for family living and entertaining. The main level features open concept living and dining areas, a versatile bedroom/office with a two-piece ensuite, family room with an electric fireplace and walkout to deck, convenient dog-wash station, and a powder room with heated floor. At the heart of the home, the dream kitchen showcases quartz countertops, high-end JennAir appliances, and a dramatic waterfall island with breakfast bar. An open-riser staircase with glass panels leads to the upper level, where the spacious primary bedroom offers expansive windows, a walk-in closet, and a spa-inspired four-piece ensuite with double sinks and heated floor. Two additional bedrooms, a laundry cupboard, and a luxurious five-piece main bathroom with double sinks, freestanding tub, and heated floor complete this level. The finished basement with a separate entrance extends the living space, ideal for in-laws, a nanny suite, or rental potential, featuring luxury vinyl plank flooring, two bedrooms, recreation room, four-piece bathroom, laundry, and an oversized kitchen/dining/living area. Notable features include wide-plank engineered hardwood flooring, one-foot-thick exterior walls for outstanding insulation and energy efficiency, an attached garage with EV charger, a natural stone walkway and porch with glass panels, plus a custom deck and natural stone patio perfect for entertaining. Unbeatable location - walk to Kerr Village, downtown, waterfront parks, and the lake, with easy access to highways, public transit, and GO Train. A rare offering that seamlessly combines modern luxury with an unrivalled Oakville setting!More details
Data was last updated September 19, 2025 at 02:15 AM (UTC)
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