Winchester Real Estate for Sale

12 Listings
52 Wessex Drive, Whitby
4+1
BEDS
4
BATHS
$949,000
FOR SALE
Welcome to 52 Wessex Drive - A spacious family home with endless possibilities located in one of Brooklin's most sought-after neighborhoods - 4+1 bedroom home- Spacious Primary Suite 4-piece ensuite & walk-in closet.. Gourmet Kitchen with Eat-in area, breakfast bar & walkout to a private backyard. Open Concept Family Room with fireplace. Comb Liv / Din Rooms . Finished Basement with 2nd kitchen, open living area, bedroom & 3-piece bath Hardwood Floors - throughout the first and second level. Minutes from top-rated schools, parks, shops, 407, and all other amenities
106 Underwood Drive, Whitby
3
BEDS
3
BATHS
$844,999
FOR SALE
Step into the sought-after Brooklyn model freehold townhome located in the highly desirable Brooklin community of North Whitby, known for its family-friendly streets, newer homes, top schools, and easy access to Hwy 407 & 412.This stunning 3-bedroom home offers a fantastic open layout with extensive upgrades throughout. The main floor features smooth ceilings, gorgeous hand-scraped hardwood flooring, and a cozy gas fireplace, creating the perfect space for entertaining or relaxing. The upgraded chef's kitchen includes quartz countertops, undermount sink, crackled pearl backsplash, stainless steel appliances, and upgraded faucet, all thoughtfully designed for style and functionality. Upstairs you'll find spacious bedrooms, an elegant oak staircase with wrought iron pickets, upgraded trim, fresh professional paint, and premium custom window coverings including sunscreen roller shades on the main floor, vinyl plantation shutters in the front bedrooms, and custom Roman shades in the primary bedroom and ensuite.The finished garage is ideal for any car enthusiast with epoxy floors and metal checker-plate baseboards, plus extra driveway parking. The basement is 95% complete, needing only doors and paint - perfect for a future rec room, gym, or in-law space. Step outside to your private backyard retreat featuring a stone patio (2017), storage shed, mature trees, and no rear neighbours. The home has been professionally landscaped front and back with lovely stonework, offering incredible curb appeal and low-maintenance outdoor living. Located close to schools, parks, public transit, shopping, EMS & police services, this home shows true pride of ownership and is completely move-in ready.
4 Wessex Drive, Whitby
4
BEDS
3
BATHS
$979,000
FOR SALE
Great Family Home In Sought After Brooklin Enclave, This Bright 4 Spacious Bedroom Property Offers Comfort and Functional Layout. Open-Concept Main Floor For Family Living and Entertaining. Features a Modern Kitchen with a Breakfast Area. Hardwood Floor Throughout Main and Second , Master With 4 Pcs Ensuite. Many Upgrades Through Recent Years, Oversized Back Yard With Heated Above Ground Pool, Lots Of Parking! Walking Distance To Parks, Schools, Shopping, Busses, Go Train & Golf Courses. Quick Commuting With Hwy 407.
23 Corvinelli Street, Whitby
-1
BEDS
0
BATHS
$625,000
FOR SALE
Excellent Opportunity To Build Your Dream Home On This Executive Lot In A Prime Residential Community of Brooklin. Close To Parks, Schools, Shopping & 407. HST Is In Addition To Purchase Price.
1 Queen Street, Whitby
2
BEDS
1
BATHS
$989,000
FOR SALE
Investors, builders, first-time homebuyers, and developers: this is an opportunity not to be missed. Secure a prime detached property in the heart of Brooklin in Whitby set on a rare and expansive 70 ft x 90 ft lot, just off Highway 7 (Winchester Road East). Ideal for renovation, redevelopment, or the creation of a custom dream home, this property offers outstanding potential in one of Whitby's most desirable communities. Enjoy the convenience of walking to shops, parks, and top-rated schools, the lifestyle you've been waiting for is right at your doorstep. An exceptional chance to build, invest, or grow in a highly sought-after neighborhood.
148 Winchester Road, Whitby
2+1
BEDS
2
BATHS
$949,900
FOR SALE
Opportunity for investors, developers. Large 80' X 190' Lot in high demand Brooklin. Side entrance to finished basement. Walking distance to shopping and schools.
8 St Augustine Drive, Whitby
2
BEDS
2
BATHS
$1,399,990
FOR SALE
Discover this stunning new 2-bedroom bungalow by DeNoble Homes, perfectly situated across from Winchester Park! Thoughtfully designed with premium upgrades, the home boasts 10-ft smooth ceilings and a bright, open layout. The kitchen impresses with high-end cabinetry, a pantry, quartz counters, a center island, pot drawers, a stylish backsplash, and under-cabinet lighting. The primary bedroom includes a 4-piece ensuite and walk-in closet, plus a spacious second bedroom. Enjoy the convenience of main-floor laundry and a basement with large windows, a finished landing, higher ceilings, and 200-amp service. The garage is fully drywalled for a polished finish. Located steps from top schools, parks, and amenities, with quick access to public transit and highways 407, 412, and 401.
17 Baldwin Street 205, Whitby
3
BEDS
3
BATHS
$745,900
FOR SALE
Rare Opportunity to own one of the Luxury 3 Bedroom 3 Washroom Executive Townhouses in the exclusive 17 Baldwin North Condos. Located in the Heart of Downtown Brooklin. Perfectly Located Near Parks, Shopping. Minutes To 401 Or 407. This 3 Storey Features a Private Elevator From Garage Level Up To Main Floor & From Main Level To Bedroom Level. Only a few models offer this feature. Fantastic open concept layout offers 9ft ceilings on the 2nd floor with upgraded kitchen features contemp. Kitchen cabinets, plus walkout/sliding doors to a huge 360 sqft beautiful cedar Terrace with a Gazebo and Gas Bbq hookup, perfect for entertaining! The primary bedroom offers 3 piece ensuite with a glass walk-in shower. Two additional bedrooms, 4-piece bathroom, plus a Juliette balcony and upper level Laundry. Double Car with Plenty Of Storage Area Overhead. Pets allowed, BBQ allowed, Visitor parking.
6729 Thickson Road, Whitby
3
BEDS
4
BATHS
$849,900
FOR SALE
Spacious 1,900 sq ft beautifully finished home with 3 Bdrms, 4 Baths, sun-filled open concept floor plan. Eat-in Kitchen with Island and Breakfast Bar, with Two Walkouts to a Large Deck Perfect for Outdoor Entertaining. Balcony off the Master Bdrm provides additional outdoor living space. Other highlights of this home include a private driveway, a built-in garage, and ample parking and storage options. Located near parks, shopping, downtown Brooklin, schools and easy highway access for commuters and much, much more! Must Be Seen, Book a Showing Now!!! VTB 1st or 2nd mtg. Min. 15% Dp. regardless of income or credit!!
72 Wessex Drive, Whitby
3
BEDS
3
BATHS
$899,900
FOR SALE
EXPERIENCE ELEVATED LIVING. 3 bedroom + 1, 3-bath home nestled in Winchester's most sought-after family neighbourhood. Every detail is crafted for comfort and sophistication, from the custom kitchen - finished with sleek stone countertops and designer backsplash, to the rich hardwood flooring that graces both main and upper levels for an uninterrupted sense of luxury. Seamlessly transition from indoor to outdoor dining surrounded by privacy and beautifully landscaped gardens with vibrant, seasonal colour. Upstairs, you will flow into bright and generous sized bedrooms providing relaxing retreats for every family member while the finished basement expands living space and is an entertainer's dream with endless possibilities - enjoy as a media lounge, games room, or your own sophisticated "man cave". Additional bonus room downstairs can be perfectly suited for a child's playroom, home office, den or hobby area, tailored to your family's lifestyle and needs. This exceptional spacious home floods of natural light, blends style, versatility, and privacy in a prestigious community setting-offering both luxury and warmth where families thrive and create lasting memories.
144 Underwood Drive, Whitby
4
BEDS
4
BATHS
$1,199,900
FOR SALE
Absolutely spectacular! This custom-built 4-bedroom, 4-bath Brooklin family home showcases stunning upgrades and maintenance-free landscaping. The fully fenced backyard oasis (2017) features lush artificial turf, a relaxing hot tub (2021), a spacious entertainer's deck(2018), built-in charcoal BBQ, and elegant exterior pot lighting - perfect for gatherings or quiet evenings. Step inside the welcoming foyer leading to an open-concept den with convenient access to the laundry room and garage. The great room offers pot lights, premium laminate flooring, and beautiful views of the backyard. The gourmet kitchen is a showstopper with quartz countertops, stylish backsplash, upgraded stainless-steel appliances, and a large center island with breakfast bar highlighted by modern pendant lighting. Adjacent, the dining area features a sliding glass walk-out to the backyard retreat.Upstairs, you'll find four spacious bedrooms, including a primary suite with a spa-inspired 4-piece ensuite and walk-in closet, plus a second bedroom also featuring its own 4-piece ensuite and walk-in closet. Extras: Just 6 years new, this home includes numerous upgrades - double-insulated garage roof, updated bathroom vanities, extensive landscaping, water softener system (2018), and much more! Ideally located steps from schools, parks, downtown amenities, and with easy access to Hwy407/412!
1 Delight Way, Whitby
3+1
BEDS
4
BATHS
$839,000
FOR SALE
Welcome to this stunning 3+1 bedroom end-unit townhouse, perfectly situated in one of Whitby's most desirable communities. This bright and spacious home offers an abundance of natural light thanks to its large windows and end-unit layout, creating a warm and inviting atmospherethroughout.The main level features an open-concept living and dining area, ideal for entertaining or enjoying cozy family nights. Upstairs, you'll find three generously sized bedrooms, including a serene primary retreat. The fully finished basement adds incredible versatility with a room that can be used as a bedroom, home office, gym, or media room tailored to suit your lifestyle.Enjoy the convenience of being just minutes away from top-rated schools, grocery stores, parks,shops, and all essential amenities. Whether you're a growing family, a first-time buyer, or someone looking to downsize without compromise, this property checks all the boxes
DIALOG CONTENT
Would you like to receive Similar Listing Alerts as soon as they are uploaded to MLS®?
How would you rate our website?
Would you like to rate us on Google?
Yes
121640254