1013 - OO Old Oakville Real Estate for Sale

23 Listings
288 Trafalgar Road, Oakville
2+1
BEDS
2
BATHS
$1,749,900
FOR SALE
RARE WATERFRONT OPPORTUNITY IN OLD OAKVILLE! Discover a rare opportunity to own a Waterfront Property in the heart of Old Oakville. This charming brick bungalow backs onto Sixteen Mile Creek, offering breathtaking views and endless potential. Situated within a highly sought after school catchment area and just a short walk to Downtown Oakville, the GO Station, shops and restaurants, this property combines location, lifestyle, and opportunity in one exceptional package
200 Chartwell Road, Oakville
4+1
BEDS
7
BATHS
$6,299,000
FOR SALE
Nestled behind private gates on one of Oakville's most coveted "Street of Dreams," this exceptional estate sits on a spectacular 100 x 225 ft lot and offers over 7,500 sq ft of luxurious finished living space. Surrounded by manicured gardens and mature trees, the home blends timeless architecture with sophisticated, on-trend finishes and commanding curb appeal. A grand double-height foyer introduces an elegant interior designed for refined living and effortless entertaining. The main level features a chef-inspired kitchen with custom cabinetry, seamlessly open to a spacious family room. A private office, formal living room, piano lounge, and a stunning three-season Muskoka room extend the living space into the tranquil backyard. Upstairs, the luxurious principal retreat showcases a sleek linear gas fireplace, dual spa-inspired ensuites, separate walk-in closets, and a boutique-style dressing room, with a private balcony overlooking the Muskoka-like setting. Three additional bedrooms each offer private ensuites and generous custom closets for ultimate comfort and privacy. The fully finished lower level-accessible by both the main staircase and a unique main-floor slide-offers expansive recreation and games areas, a theatre, gym/fifth bedroom, full bath, and abundant storage. Two laundry rooms provide exceptional convenience for modern family living.Since 2025, the owner has invested significantly in premium upgrades, including enhancements to the kitchen cabinetry, custom closet built-ins, lower-level laundry room, fireplaces in the living and family rooms, window treatments, appliances, primary dressing area, and multiple bathrooms-further elevating the home's quality and turnkey appeal. A rare opportunity to own a gated estate of scale, elegance, and enduring value in prestigious S.E Oakville.
100 Lakeshore Road 201, Oakville
2
BEDS
2
BATHS
$1,649,000
FOR SALE
There's a certain calm that comes from living beside the water - and Suite 201 at 100 Lakeshore Road East captures it beautifully.Set within The Granary, one of Oakville's most established and sought-after waterfront residences, this second-floor suite offers a rare combination of privacy, scale, and permanently protected harbour views. Overlooking Sixteen Mile Creek, with mature trees framing the outlook, the setting feels peaceful and removed - yet steps from downtown, the harbour, and Lakeshore amenities.Inside, approximately 1,760 square feet of renovated living space is defined by generous proportions and exceptional natural light. The living and dining rooms flow effortlessly, ideal for both quiet evenings and hosting family and friends. Wide-plank light oak hardwood flooring, updated finishes, and a refreshed kitchen with updated stainless steel appliances bring a clean, timeless feel throughout.What truly sets this home apart are the outdoor spaces. Two expansive west-facing terraces - totalling approximately 365 square feet - extend the living experience outdoors. With five walk-outs, no overhang above, and open skies overhead, these terraces are sun-drenched, private, and perfectly positioned for afternoon light and evening sunsets.The primary bedroom offers a true retreat, complete with a walk-in closet, four-piece ensuite, and terrace access. A second bedroom with its own walk-out and walk-in closet provides versatility, while a dedicated laundry room and abundant storage add everyday convenience.Parking and locker are located on the same level as the suite, eliminating the need for elevators, and a nearby side stairwell provides direct access to Lakeshore Road. Quiet, private, and timelessly positioned, this is waterfront condo living without compromise.
300 Randall Street 212, Oakville
2
BEDS
4
BATHS
$3,999,900
FOR SALE
Welcome to The Randall Residences - Oakville's most prestigious address, where luxury meets timeless elegance in the heart of downtown. This exceptional corner suite offers sun-drenched south and west exposure with windows in every principal room. The grand primary retreat features two full ensuites, two walk-in closets, a spacious sleeping area, and walk-out to a private balcony. The open-concept kitchen flows seamlessly into the formal dining and expansive living room with fireplace. A marble-clad foyer and exquisite millwork throughout speak to unmatched quality. The second bedroom offers a private ensuite and custom closets. Enjoy a walk-in laundry room with sink and storage, powder room, two premium parking spots, and locker. Impeccably maintained building with 24/7 concierge, security, and rooftop terrace. Just steps to fine dining, boutiques, and the lake. A rare opportunity to live amongst an exclusive, refined community in Oakville's most coveted location.
300 Randall Street 209, Oakville
2
BEDS
3
BATHS
$3,299,000
FOR SALE
Discover True Luxury Living in This Exceptional Oakville Suite. Welcome to an extraordinary residence that redefines sophisticated condominium living. This stunning two-bedroom suite encompasses an impressive 2,290 square feet of meticulously designed living space, where every detail has been carefully curated to create an atmosphere of refined elegance. Upon entering through the grand rotunda, you are immediately greeted by exquisite slab marble flooring that establishes the tone for the opulence that awaits within. The thoughtful design continues throughout, featuring rich hardwood flooring, intricate millwork, and striking zebra wood accents that speak to the exceptional craftsmanship found in this home. The gourmet kitchen presents a culinary enthusiast's dream, complete with top-of-the-line Wolf,Subzero, and Miele appliances, a generous island for meal preparation and casual gatherings, plus an entire wall of pantry cupboards, and walk-in pantry for additional storage. The Great Room beckons relaxation with built-in cabinetry, and a warm gas fireplace. Step through to the private 335 sq ft terrace for morning coffee or evening contemplation. Entertain graciously in the separate dining room, showcasing zebra wood built-in cabinetry with dedicated wine storage. The primary bedroom suite offers terrace access, a walk-in closet, and a luxurious 4 pc ensuite featuring a vanity area, radiant heated floors and a pampering Kohler toilet ($8500 value). The 2nd bedroom functions beautifully as a home office with custom built-ins and its own three-piece ensuite. Modern convenience abounds with the integrated Crestron system controlling music, lighting, and motorized blinds throughout. 2 side-by-side parking spaces and a storage locker complete this offering. Built by the acclaimed Rosehaven Homes, this residence sits moments from Lake Ontario, fine dining, boutique shopping, & provides effortless access to major transportation routes including the nearby transit station.
185 Robinson Street 307, Oakville
2
BEDS
2
BATHS
$764,900
FOR SALE
Welcome to this well maintained 2-bedroom condo in the heart of Old Oakville. Thoughtfully designed with an open layout and abundant natural light. Spacious bedrooms, a functional kitchen, and inviting living area make this home perfect for professionals or downsizers seeking lifestyle and convenience. Surrounded by boutique shops, fine dining, marina and scenic walking trails. Walk to the lake, harbour, boutique shops, cafés, and top-rated restaurants. Location truly doesn't get better than this! A rare opportunity to live in one of Oakville's most sought-after neighbourhoods. Includes underground parking and storage.
184 Chartwell Road, Oakville
5
BEDS
7
BATHS
$5,699,000
FOR SALE
Welcome to 184 Chartwell Road, a distinguished residence offering over 7,800 sq. ft. of living space on a rare 100 x 238 ft premium lot (RL-1 zoning) in one of Oakville's most sought-after neighbourhoods. With 5 bedrooms, 4 bathrooms, and over 23,000 sq. ft. of land, this exceptional property presents a perfect opportunity to enjoy as a family home or build your dream estate. A seamless blend of classic design and modern functionality, the home features a private main-floor office with custom millwork, built-ins, and a wet bar-ideal for today's work-from-home lifestyle. The grand open-to-above foyer boasts soaring 18-ft ceilings and leads into a well-appointed kitchen with a large pantry and breakfast area, overlooking the great room with a gas fireplace and adjacent sunroom. The formal dining and living rooms flow effortlessly together, filled with abundant natural light. The second level offers four spacious bedrooms, three updated bathrooms, and the convenience of upper-level laundry. The third floor retreat includes an additional bedroom with a walk-in closet and a renovated 4-piece bathroom with ample storage-perfect for guests or extended family. Designed for entertaining, the fully finished basement features a home theatre, billiards room, wet bar, and additional bathroom. Outdoors, enjoy a professionally landscaped backyard complete with a pool, built-in BBQ, and mature privacy trees, creating a serene private oasis. Car enthusiasts will appreciate the 4-car garage, complete with a home gym. A truly exceptional offering in a premier location. Luxury Certified.
300 Randall Street 312, Oakville
2
BEDS
4
BATHS
$3,699,900
FOR SALE
Welcome to one of Downtown Oakville's most celebrated residential addresses, imagined and brought to life by an exceptional local team: Rosehaven Homes, renowned for their commitment to craftsmanship; Gren Weis, Oakville's award-winning architect known for timeless, classical forms; and Ferris Rafauli, the internationally acclaimed luxury designer whose signature detailing elevates this landmark building into a work of art. Together, they crafted a boutique residence that seamlessly blends sophistication, exclusivity, and enduring elegance. This expansive suite features grand principal rooms, soaring ceiling heights, and refined architectural proportions throughout. The Great Room and adjoining Kitchen/Dining Room provide an impressive setting for both relaxed living and elegant entertaining, while the formal Foyer and circular entry gallery create a memorable sense of arrival. The private primary wing offers a gracious Master Bedroom with a private, south facing balcony, His & Her ensuites, and His & Her dressing rooms, delivering a true luxury retreat. A second bedroom with its own ensuite is perfect for guests or extended family and is thoughtfully preceded by its own private vestibule, enhancing comfort and privacy. Additional conveniences include a separate Laundry Room, dedicated Storage Room, and a Powder Room that complements the home's generous flow. The building also features the renowned Sotto Sotto restaurant on the main level - a testament to the calibre of the address and a unique lifestyle benefit for residents. Steps to the lake, marina, shops, cafés, and cultural venues, this residence offers a rare blend of boutique luxury and walkable urban convenience. A distinguished opportunity to own in one of Oakville's landmark buildings. Luxury Certified.
376 Chartwell Road, Oakville
6
BEDS
5
BATHS
$4,400,000
FOR SALE
A truly one-of-a-kind, professionally restored home that blends timeless Victorian charm with modern luxury. This stunning residence features 10-ft ceilings on the main floor, pot lights throughout, and a custom-made kitchen with a high-end designer backsplash and a spacious walk-in pantry. Original details include elegant straw glass windows, many original glass-paneled doors (no locks), rounded wall edges, oak staircases, and beautifully preserved Victorian baseboards, crown moldings, and hinges. The living room features a classic wood-burning fireplace, while a striking gas fireplace connects the family room and dining room; perfect for both ambiance and warmth. Enjoy three expansive porches with cedar ceilings and pot lights, and a large separate garage with loft storage. The home boasts a floating staircase leading to the third floor, a skylight, coffered ceilings in the family room, and a third-floor teenager or nanny suite. All bathrooms include heated floors for year-round comfort, while the basement features in-floor heating, a quartz island bar, and a cozy entertainment space. Upgraded with 200 amp electrical service and a new water heater, this home offers over three full floors of living space plus a finished basement. Located just a 10-minute walk to downtown Oakville, this prestigious address offers character, warmth, and sophistication rarely found today.
46 Second Street, Oakville
4+1
BEDS
7
BATHS
$8,479,000
FOR SALE
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.
409 Reynolds Street, Oakville
4+1
BEDS
4
BATHS
$2,295,000
FOR SALE
Welcome To Prestigious Old Oakville! An Absolutely Stunning Century-Home Situated On A Sprawling 57 x 167 Foot Lot, Tucked Behind The Mature Pines That Provide The Privacy & Serenity You Covet. This Spacious Custom-Built Home With Classic Covered Front Porch Is Your Cottage In The City, Complete With Front & Backyard Oases! Four Bedrooms Plus A Nanny Suite In The Lower Level, And Four Full Bathrooms, The Highlight Of The Home Is A Main Floor Family Room With Soaring 12-Foot Timber Ceilings, Brick Fireplace, & Walkout To The Landscaped Backyard. Not One, But TWO Main Floor Home Offices Offer Convenience & A Lifestyle That Few Homes In Old Oakville Can Provide. Fantastic Basement Rec Room Has Been Renovated Into A Home Gym, Ready For Its New Fitness Enthusiast Owner! Steps To Oakville Trafalgar Community Centre, Wallace Park Tennis Club, & Oakville Curling Club. Whole Foods, Starbucks, & LCBO Two Blocks Away On Cornwall Road, And Only An 8-10 Minute Walk To Prime The LakeShore Road Strip! Open House Saturday From 2-4pm.
302 William Street, Oakville
5
BEDS
3
BATHS
$2,899,000
FOR SALE
Welcome to 302 William Street, a distinguished Heritage home in the heart of Old Oakville. This timeless red-brick residence exudes character and charm, set amidst beautifully landscaped gardens and mature trees. Meticulously maintained and thoughtfully updated; the home offers more than 3000 sqft of inviting living space. A welcoming covered veranda and screened-in porch set the tone for the warmth and hospitality found inside. The gracious foyer opens to the principal rooms with hardwood floors that flow throughout the main level. You'll find a formal living room with gas fireplace, an elegant dining room and a sun-filled kitchen and breakfast area with walkouts to the backyard deck as well as the screened-in sunroom - the perfect spot to linger over dinner while entertaining friends & family. Upstairs, the primary bedroom offers a walk-in closet, semi-ensuite and a charming hidden sewing nook adds a sense of character and discovery. Two more bedrooms and a main 4pc bath complete the second level. The third floor provides a full retreat for family living, featuring a generous family room, two more bedrooms and a four-piece bath - ideal for guests or growing families. The lower level includes a large laundry area, a workshop for hobbies and projects and plenty of storage space. Outside, the lush, fully fenced backyard is a summer oasis with an in-ground pool, cabana change room, and ample deck and patio space designed for entertaining. Perfectly located, this home is a short walk to Oakville's vibrant downtown, renowned restaurants, boutique shopping, Lake Ontario's waterfront trails, and the Oakville Club. With excellent schools nearby and easy access to highways and the GO Station, 302 William Street is more than a house, it is a rare opportunity to own a piece of Oakville's history.
417 Union Street, Oakville
4+2
BEDS
8
BATHS
$4,998,800
FOR SALE
Welcome to 417 Union Street, an exceptional modern home nestled in the heart of prestigious Old Oakville. Completed in 2023, this one-of-a-kind residence blends modern farmhouse inspiration with refined contemporary and traditional design elements, creating a home that is both striking and timeless. The modern farmhouse exterior showcases clean lines, black-framed windows, and a harmonious mix of materials, complemented by a covered porch, professionally landscaped front and back yards, and a stone six-car driveway. The backyard offers a private retreat with a deck, stone patio, and custom garden shed. Inside, the home is filled with natural light and defined by a modern, sleek interior. Wide-plank engineered hardwood flooring, custom ceilings with integrated LED lighting, and large-format matte tiles elevate the main living areas. The chef-inspired kitchen features quartz countertops and backsplash, an oversized centre island, built-in Bosch appliances, and a convenient adjoining servery. A tiered maple staircase with glass railings leads to the upper level, where skylights continue the home's bright and airy feel. The expansive primary suite spans over 700 square feet and offers two walk-in closets and a luxurious five-piece ensuite with double vanity, freestanding tub, and glass-enclosed rainfall shower. Three additional bedrooms each include their own custom three-piece ensuite with modern walk-in showers. The fully finished lower level adds outstanding versatility with a second kitchen, large recreation room, two additional bedrooms with ensuites, and a powder room. Additional highlights include an elevator servicing all three levels, 10-ft ceilings on the main and lower levels, pot lights, blackout blinds, built-in speakers, and a security system. Ideally located minutes from Lake Ontario, parks, trails, Oakville GO, the QEW, and top-ranked schools including Appleby College, this home delivers modern luxury, thoughtful design, and an exceptional lifestyle.
317 Gloucester Avenue, Oakville
4+1
BEDS
4
BATHS
$5,700,000
FOR SALE
Transitional Elegance in the Heart of Olde Oakville. A rare property on one of the community's most coveted streets. Experience refined living in this exceptional residence- set on a triple lot over 1/2 acres with an impressive 154.73 ft frontage, curated for those who value privacy, design and indoor-outdoor living at its finest. Beautifully reimagined in 2024, the main level showcases a sophisticated blend of transitional elegance and casual upscale comfort, perfect for both everyday living and effortless entertaining. A Main Floor Redesigned for Modern Luxury. Step inside to wide-plank oak hardwood floors, luxurious finishes, and stunning sightlines to the property's park-like grounds. The brand-new designer kitchen is a true showpiece, featuring: Main kitchen+ second "messy kitchen" for concealed prep, storage, and small appliances. Silk granite farmhouse sink with brushed gold gooseneck faucet and gold hardware accents throughout- Oversized picture window overlooking the gardens. Square island with integrated fridge/freezer drawers. Quartz countertops & full-height backsplash in both kitchens. Built-in wine/beverage station. Dedicated coffee bar. A walk-out from the dining room and a large picture window open to views of the serene screened-in sun porch, creating a seamless flow for indoor-outdoor enjoyment. The magnificent great room features dramatic cathedral ceilings, a stone wood-burning fireplace (forced-air assist) with aged beam mantel, and wiring/rough-ins for a full theatre- quality sound system. A second walk-out continues to the sun porch- offering year-round enjoyment framed by nature. Flexible living spaces: Third floor loft/suite ideal for guests, teens, studio or office.4+1 bedrooms, 4 bathrooms, and over 5200 sq ft of total finished living space. Finished basement with heated floors in media room (or current gym). Dust-free heat system with individually controlled room zones. **Remarks continued in Attachments
300 Randall Street Ph1, Oakville
3
BEDS
4
BATHS
$5,999,900
FOR SALE
RESTORATION HARDWARE SHOW SUITE: Welcome to the crown jewel of The Randall Residences, Oakville's most prestigious address. This sun-filled Signature Penthouse Suite is the largest residence inside and out, offering approximately 3,337 sq. ft. of sophisticated living plus a 386 sq. ft. second-storey lounge with skylight and an expansive 1,327 sq. ft. southeast-facing terrace. Enter through a grand rotunda foyer with marble floors and an impressive RH chandelier, setting the tone for this exceptional home. The open-concept living and dining areas boast 12-foot ceilings, floor-to-ceiling wrap-around windows, custom Downsview cabinetry, top-of-the-line appliances, and a gas fireplace - an entertainer's dream. Restoration Hardware fixtures illuminate throughout the suite exuding an atmosphere of sophisticated refinement. The principal bedroom retreat is a haven of tranquility with a custom zebra-wood dressing room and a spa-inspired 6-piece ensuite, complete with heated marble floors, polished nickel fixtures, and a freestanding soaking tub. Two additional bedrooms each feature their own private ensuites for ultimate comfort and privacy. Ascend to the second-storey lounge, ideal for a home gym, office, or serene retreat, and step out to your private rooftop terrace designed for entertaining, featuring multiple lounging and dining zones with a gas BBQ hookup. Additional luxuries include a Crestron home automation system, integrated entertainment features, 3 parking spaces, and 2 storage lockers. Residents enjoy 24-hour concierge service in this award-winning development, celebrated for its impeccable craftsmanship and timeless elegance. Sotto Sotto on the ground floor. Located steps from Lake Ontario, fine dining, boutique shopping, and just minutes to major highways, this penthouse represents the pinnacle of luxury living in Oakville. If you demand the best, look no further. Luxury Certified.
322 Pine Avenue, Oakville
3+1
BEDS
4
BATHS
$1,799,900
FOR SALE
Rare Opportunity to own this Charming Family Home nestled in the Heart of Old Oakville in one of THE most sought after neighbourhoods. Very well maintained 1 1/2 storey home is situated on a fully landscaped 50' x 141.8' lot on a quiet, tree-lined cul de sac. The home is surrounded by covered porches and decks so you can enjoy the ambiance and stillness of nature at its best and still be close to everything! Originally purchased over 40 years ago as a quaint cottage, renovated in 1992 and now boasting large principal rooms, a sunken, oversized 19'8 x 18'6 family room featuring a reclaimed brick-faced, woodburning fireplace with barn board mantel and matching bar with sliding doors leading to a Muskoka like backyard. Expansive windows across the back of the house lead to the 36'4 x 14'6 rear deck! Winter or summer, special memories will be made at your family gatherings and celebrations, ideal for relaxing evenings or entertaining guests. Offering over 2,050 sq. ft. of above ground inviting living space, this property perfectly blends classic charm with modern comfort. 3+1 spacious bedrooms, 4 bathrooms, large living room currently being used as a separate dining room plus a partial finished basement provides ample space for families of all sizes. Main Floor Bedroom/Office/Den and updated bathroom. Gleaming hardwoods and ceramics adorn the foyer and main floor. Large pantry and abundant cupboards in the spacious kitchen with double sink. Separate laundry room on the main floor with laundry tub, folding counter and lots of under counter storage. On the rear of the property there are two additional stand alone structures for summer/garden equipment or workshop/studio with electricity. This property offers endless possibilities for renovation or addition. No homes across the street for ultimate privacy. Just minutes from top-ranked public and private schools, Downtown Oakville, Whole Foods, LCBO, charming shops, the lakefront, parks, and a walk to GO transit.
116 Chartwell Road, Oakville
3+1
BEDS
6
BATHS
$7,995,000
FOR SALE
Welcome to 116 Chartwell Road, one of Southeast Oakville's architecturally significant and environmentally advanced residences. Built to Net-Zero specifications, this home is a masterclass in modern sustainability, where wellness, technology and design exist in seamless harmony. This eco-friendly home prioritizes your health with a fully sealed building envelope, advanced insulation, and a geothermal system paired with a 14.49kW solar array. This ensures clean, energy-efficient living by reducing exposure to pollutants and maintaining exceptional indoor air quality and comfort. The open-concept layout is bathed in natural light featuring custom mahogany-framed floor-to-ceiling windows and a striking pyramid skylight. The gourmet kitchen features a generous Diamante Quartzite island, custom lacquered cabinetry, and top-tier Gaggenau appliances. The main floor primary suite is a serene retreat with a luxurious 5-piece ensuite featuring a steam shower and an oversized soaking tub. The home office, with its serene garden views and a floor-to-ceiling oak bookcase offers a calming workspace. Outdoors, a stylish covered patio with a mahogany-clad ceiling, dual Kenyon barbecues, a stainless steel hot tub, and surround sound creates an inviting space for relaxation and entertaining. Smart home technology seamlessly integrates audio-visual, lighting, and security systems, controlled via intuitive apps. The exterior impresses with Neolith cladding, automated gates, irrigation and lighting. A tandem four-car garage with a hydraulic lift and EV charging, extra outdoor parking speaks to the car enthusiast. In times of need the Generac generator covers the entire home. This is not simply a luxury home, it is a forward thinking modern masterpiece in one of Oakville's most prestigious enclaves.
366 Galt Avenue, Oakville
4+1
BEDS
5
BATHS
$3,888,000
FOR SALE
Opportunity to live in a custom-built home in sought-after Old Oakville. Prime location within walking distance to Downtown Oakville, shops, restaurants, and the lake. This 4+1 bedroom home offers 3,593 sq. ft. of above-grade living space plus a fully finished basement, totaling 4,428 sq. ft. Features include a double car garage with rear pass-through parking pad, built-in cabinetry throughout, and custom detailing and finishes. Additional highlights include walk-behind closets, custom skylight, built-in speakers, large window wells with oversized basement windows, European-influenced fencing and curbing, and an open-riser oak staircase with lighting. A beautifully designed home showcasing quality craftsmanship and attention to detail in one of Oakville's most desirable neighbourhoods. All Built-In Appliances, All Electric Light Fixtures, Custom Cabinetry, Cac, Garage Door Openers & Remotes. Hot Water Tank (Owned)
40 Old Mill Road 804, Oakville
1+1
BEDS
1
BATHS
$559,000
FOR SALE
Bright & Spacious 1-Bedroom + Den in Prime Oakville Location!Over 800 sq. ft. of thoughtfully designed space in a quiet, well-managed building with an extremely accommodating live-in superintendent. Just steps from Oakville GO and walking distance to Whole Foods, Shoppers, Beertown, Indigo, LCBO, and more. Floor-to-ceiling windows fill the open living/dining area with natural light and offer unobstructed skyline views. The large bedroom features his & hers walk-in closets, and the versatile den makes the perfect home office or reading nook. Residents enjoy access to a sun-filled indoor pool, party room, and a beautifully landscaped back garden with BBQsdirectly across from 14 Mile Creek and its scenic walking trails.An amazing opportunity to own in one of Oakvilles most desirable, walkable neighbourhoods!
69 Allan Street, Oakville
3
BEDS
4
BATHS
$3,695,000
FOR SALE
Located south of Lakeshore, this beautiful turn-key Bungaloft offers the rare combination of contemporary finishes and conveniences all within one block of the waterfront trail and Downtown Oakville. This beautifully maintained residence with nearly 3000SF above-grade living space features a main floor Primary suite & main floor Laundry with the bonus of 2 additional bedrooms and bathrooms on the second floor. Gracious front entry hall with hardwood floors leads through to the Great Room and Kitchen. The top-of-the-line Downsview kitchen with quartz counters and slab backsplash (2023), 48" Wolf range, full height SubZero Fridge & separate set of Freezer Drawers, Miele Dishwasher. Breakfast bar overlooks the Great Room with massive vaulted ceiling encompassing an informal Family Room & Dining Area. The top-of-the-line windows and doors features electronic remote Hunter Douglas louvered blinds. This room can be transformed at night into at state-of-the-art theatre room with retractable projection screen. Main floor Den/Office. Primary suite with walk-in closet and renovated ensuite Bathroom, dual sinks and large glass shower. Upstairs find a bright open concept reading nook, two large bedrooms and an additional 1 1/2 Bathrooms, offering excellent space for family and guests. The lower level is finished and is ideally suited for storage, recreation and/or hobby space. Attached garage with epoxy flooring and inside entry. Family Room walk-out to new composite deck overlooking the private, fully landscaped garden with in-ground pool. Low maintenance gardens with no trees directly on the property. This impeccably designed and easy to maintain property is sure to impress. Don't Miss
53 Thomas Street, Oakville
4
BEDS
3
BATHS
$3,250,000
FOR SALE
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.
1123 Lakeshore Road, Oakville
2+3
BEDS
3
BATHS
$2,699,000
FOR SALE
Welcome to 1123 Lakeshore Road, Bright, sun-filled and nestled on a rare and expansive 100 x 150 ft lot, Surrounded by mature trees and multi-million-dollar custom homes. Located in one of Oakville's most sought-after neighbourhoods. This elegant, tree-lined pocket is known for its timeless charm and unbeatable location. Enjoy a short walk to the lakefront trails, downtown Oakville, or nearby parks and top-rated schools. Whether you are a builder, investor, or future homeowner with a vision, the opportunities here are truly limitless. Plans are drafted and permit-ready for a stunning 4,400 sq ft residence designed by HDS Dwell, offering the chance to create a custom masterpiece in a prestigious setting where properties like this rarely come available (Plans attached). Currently on the lot is a beautifully maintained 4000 sq ft bungalow, featuring spacious principal rooms, a custom kitchen with granite counters and built-in appliances, a formal dining room, and a bright living room with wall-to-wall windows and gas fireplace. The second bedroom can convert to a private office/den, while the family room opens directly to the landscaped backyard oasis complete with deck, patio, and in-ground swimming pool. The lower level includes a large recreation room with gas fireplace, three generous bedrooms (one used as a gym), with the potential for a self-contained in-law or nanny suite. Additional highlights include a heated 2-car garage with epoxy floors, a double-door foyer, and a 6-car interlock driveway.
200 William Street, Oakville
5
BEDS
3
BATHS
$3,250,000
FOR SALE
Well positioned property in historic Old Oakville, south of Lakeshore, just steps to the beach, Oakville harbour and Town Square. Sitting proudly up on a rise, this 2 1/2 storey home features wonderful views, light and plenty of space to create your dream home. With lot dimensions of 105' x 105' this full-sized 11,044 SF lot is exactly twice the size of adjacent properties. Savvy buyers may investigate opportunities to sever the lot or explore the creation of an accessory dwelling unit on the property. Zoning RL3, Special Provision 11. The existing home sits entirely on one half of the property in the northeast corner leaving the south and the west portions of the lot open to potential. The existing residence features high ceilings, a grand staircase, formal living room with wood burning fireplace and adjacent sunroom. Lovely southeast dining room takes in all the sunlight. The kitchen and back entrance are in the southwest corner of the main floor. The second floor features 4 bedrooms and one main bathroom. The third floor with two large rooms used as the Primary suite features wonderful views over the garden, the lake, church tower and the beautiful trees of Old Oakville.
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