Winchester & Thickson Real Estate for Sale

The first thing you'll notice is the impressive 9-foot ceilings, creating a bright, open feel throughout the main level. Set within a quiet, family-friendly neighbourhood, this beautifully maintained 4-bedroom, 4-bath home offers the perfect blend of comfort, space, and convenience. Featuring quality stainless steel appliances, spacious principal rooms, and a functional layout designed for modern living, this home is ideal for growing families and those who love to entertain.Step outside to a private, fully-fenced backyard-perfect for kids, pets, or relaxing summer evenings. Whether you're hosting or unwinding, the outdoor space offers both privacy and versatility.Located just minutes to Highway 407, commuting is seamless while still enjoying the peace of a well-established community. Public transit is also conveniently close, adding to the home's accessibility.Families will appreciate access to excellent schools including Winchester PS and Brooklin HS. Enjoy nearby parks, trails, and a wide range of recreational amenities, all within walking distance-perfect for an active lifestyle.With shopping, dining, and essential services just minutes away, this home delivers the complete package.A rare opportunity to own a home that truly checks all the boxes-location, lifestyle, and long-term value.

Welcome to this stunning home in the highly sought-after community of Brooklin! Nestled on a quiet family-friendly street, 106 Tremount St offers the perfect blend of modern comfort, functional living, and timeless style.Step inside to discover a bright and spacious layout featuring generous principal rooms, an open-concept design, and large windows that fill the home with natural light. The newly renovated kitchen (2024) showcases stylish finishes and modern updates, seamlessly overlooking the main living and dining areas - perfect for entertaining or everyday family living. Tastefully decorated throughout, this home offers warmth, character, and move-in ready appeal.Upstairs, you'll find spacious bedrooms including a relaxing primary retreat complete with a walk-in closet and private ensuite. Outside, enjoy a private backyard perfect for summer gatherings, kids, or quiet evenings outdoors. Located close to top-rated schools, parks, trails, shopping, restaurants, and all the charm of downtown Brooklin, this home is ideal for families, commuters, and anyone looking to enjoy one of Whitby's most desirable neighbourhoods. Many Recent updates include, Kitchen reno 2024, Powder Room 2024 Washer and Dryer 2024

Beautifully maintained and freshly painted detached family home in the heart of highly desirable Brooklin! This spacious 4-bedroom home with a versatile multipurpose den and 5 bathrooms offers the perfect blend of luxury, comfort, and functionality. The open-concept main floor features 9-ft ceilings, an elegant separate dining area and a bright oversized family room highlighted by a stunning 3-sided gas fireplace. The modern kitchen showcases sleek finishes, a breakfast bar, and a walk-out to your private backyard oasis featuring a luxurious spa-inspired infinity swimming pool - perfect for relaxing or entertaining family and friends.The fully fenced backyard and expansive deck create an exceptional outdoor living experience. Convenient laundry with direct garage access, and thoughtfully designed living spaces throughout.This smart home is fully integrated with Google Home voice commands and includes a ceiling-mounted audio system in the living and dining rooms, along with low-level ambient lighting designed to create a relaxing evening atmosphere. All speakers and lighting systems are included, along with setup instructions for the new owners to easily connect to their internet service.The finished basement provides additional living space with 2 bedrooms and a 3-piece bathroom, ideal for extended family, guests, or a potential in-law suite. Located in a highly sought-after family-friendly neighbourhood, this home is within walking distance to top-rated schools, parks, shops, restaurants, and all amenities, with convenient access to Hwy 407 for commuters.A rare opportunity to own a stylish, spacious, and fully upgraded home in one of Brooklin's most desirable communities!

Client RemarksWelcome to 52 Wessex Dr in sought-after Brooklin. Spacious 4+1 bedroom home offering a functional layout and great potential. Features include a large primary suite with walk-in closet and 4-piece ensuite, an eat-in kitchen with a breakfast bar and walkout to the backyard, and an open-concept family room with fireplace. Combined living and dining areas provide additional space for entertaining- hardwood flooring throughout main and second levels. Finished basement with second kitchen, bedroom, and 3-piece bath offers flexibility for extended family or future use. Excellent opportunity to enter the Brooklin market and add value.Close to top-rated schools, parks, shopping, Hwy 407, and all amenities.

Welcome to this stunning all-brick family home nestled in the highly sought-after Brooklin community! Showcasing exceptional curb appeal with beautifully landscaped gardens, a natural stone entryway, charming covered front porch, and a private backyard oasis complete with mature trees, interlocking patio, lush greenery, and a tranquil pond feature, this home offers the perfect blend of comfort and style. Step inside to discover a bright, sun-filled open concept layout loaded with upgrades throughout. The welcoming foyer features custom built-in storage and convenient garage access, while extensive hardwood flooring, california shutters, and elegant principal rooms create a warm and sophisticated atmosphere. The formal dining room is ideal for entertaining, while the spacious family room boasts a cozy gas fireplace with custom stone mantle, shiplap feature wall, and backyard views. The beautifully renovated kitchen is designed for everyday living and hosting alike, featuring quartz countertops, subway tile backsplash, stainless steel appliances, breakfast bar seating, and a bright breakfast area with sliding glass walk-out to the backyard retreat. Upstairs, you'll find three generous bedrooms including a luxurious primary suite complete with an electric fireplace, walk-in closet, and spa-inspired 4-piece ensuite featuring a quartz vanity and corner soaker tub. The finished basement offers incredible additional living space with above-grade windows, a spacious rec room with electric fireplace, built-in shelving, surround sound and projector wiring for movie nights, a dedicated exercise room with cork flooring, laundry area, rough-in for an additional bathroom, and plenty of storage space. Perfectly located just steps to schools, parks, transit, downtown Brooklin shops, restaurants, and easy access to Hwy 407 for commuters, this exceptional family home truly has it all!

Welcome to this stunning, fully reimagined century home in the heart of downtown Brooklin, where historic charm meets modern luxury. With over $250,000 invested in premium renovations over the last year, this one-of-a-kind 3-bedroom home showcases exceptional craftsmanship, designer finishes, and today's most sought-after design trends throughout.Situated on an impressive 68 x 166 ft lot with a grand circular driveway, this home offers unforgettable curb appeal and a bright open-concept layout filled with natural light. Inside, you'll find oversized principal rooms, smooth ceilings, custom millwork, upscale lighting, and carefully curated finishes that perfectly balance character and contemporary style.The stunning custom kitchen is designed for both everyday living and effortless entertaining. The sun-filled living and dining area, framed by a charming bay window, creates a warm and inviting atmosphere. A stylish barn door leads to the versatile main floor bedroom retreat complete with its own updated 3-piece bath - ideal as a guest suite, private primary bedroom, or multi-generational living space.The cozy family room features a gorgeous gas fireplace and oversized windows overlooking the private fenced backyard. Step outside to enjoy the incredible 300 sq ft four-season cabin with loft space - perfect as a home office, studio, gym, or guest retreat.Upstairs, the luxurious primary suite offers a walk-in closet and spa-inspired 5-piece ensuite. A dedicated dual home office near the side entrance and garage adds even more flexibility for today's lifestyle.Located steps to downtown Brooklin shops, restaurants, parks, and schools, this exceptional turnkey property offers a rare opportunity to own a beautifully restored piece of Brooklin history.

This beautifully designed, luxurious 4 bedroom home is located on a premium park lot in desirable Brooklin! Open concept floor plan with large principal rooms and stunning upgrades throughout including hardwood flooring, smooth 9ft ceilings, crown moulding, California shutters and gorgeous lighting throughout. Modern renovated kitchen with quartz counters, porcelain floor, custom backsplash and large centre island open to the spacious living room with brand new fireplace! Separate formal dining room and modern hardwood staircase to the gorgeous upper level with 4 large bedrooms, 2 full bathrooms and convenient upper renovated laundry room! Private backyard backing onto the park with maintenance-free composite deck, gas BBQ connection and new salt water hot tub! Gorgeous curb appeal and professionally landscaped with stone walkway and driveway accents! Perfect location in the heart of Brooklin with short walk to all of the amenities of the charming downtown, excellent schools and parks!

Lifted from the pages of a magazine, this spectacular 4-bedroom family home offers nearly 3,000 sq ft of beautifully finished living space and an exceptional main floor designed for both everyday comfort and entertaining. Featuring extensive hand-scraped heritage maple hardwood flooring, a hardwood staircase with wrought iron spindles, pot lighting, and elegant california shutters, this home is loaded with high-end upgrades.The gourmet kitchen is a showstopper, complete with quartz countertops, custom subway tile backsplash, stainless steel appliances including a gas range, apron sink, and a large centre island with breakfast bar & accented by stylish pendant lighting. A garden door walkout leads to the private backyard oasis, professionally landscaped with interlock patio (2021), relaxing hot tub, lush gardens, natural gas BBQ hookup, and access to the gas-heated double detached garage.The main floor also offers formal living and dining rooms with coffered ceiling, a cozy family room with upgraded gas fireplace with custom mantle (2026) and backyard views, a convenient home office, and a sunken laundry room. Upstairs, find four generously sized bedrooms including a luxurious primary retreat with a spa-inspired 5-piece ensuite featuring a custom granite double vanity, glass rain shower, heated floors, feature wall, and a stand-alone soaker tub with fireplace views. Dual walk-in closets include custom organizers. Additional updates include windows (2019), two-stage furnace (2020), upgraded attic insulation, and a 30-year roof (2010). The unspoiled basement offers above-grade windows, fully framed, insulated, roughed in plumbing for wet bar/bath and hookup for gas fireplace. Pride of ownership is evident throughout this exceptional home! Steps to sought after schools, parks, downtown Brooklin shops & easy hwy 407 access for commuters!

Welcome to 33 Watford St, a spacious 4+1-bedroom, 3-bathroom executive home in sought-after Brooklin, offering approximately 3,294 sq. ft. above grade, plus a finished basement and a private backyard oasis with an inground pool. Designed for family living and entertaining, the main floor features hardwood flooring, crown moulding, a dedicated office/den with French doors, and a dramatic family room with soaring vaulted ceilings, a gas fireplace, a built-in media centre, and floor-to-ceiling windows that fill the space with natural light. The updated eat-in kitchen offers a centre island, granite and quartz counters, ceramic flooring, and a walkout to the fully fenced backyard, complete with an inground pool with liner replaced in 2023, interlock patio, and plenty of space to relax or entertain. Upstairs, you'll find four generous bedrooms with newer engineered hardwood flooring. The primary suite features a 5-piece ensuite and a walkout to one of two second-floor balconies, creating a rare and inviting outdoor retreat. The finished basement adds excellent flexibility with an additional bedroom, recreation space, and workshop. Additional features include new windows in 2025, a newer wrought iron staircase, a main floor laundry with garage access, a separate side entrance, and a double-car garage. A rare opportunity to own a large Brooklin family home with the space, pool, and lifestyle features buyers are looking for.

Welcome To This Beautifully Maintained, Move-In Ready Home In Sought-After Brooklin, Nestled On A Quiet Crescent. Offering 2,882 Sq. Ft. (As Per MPAC) Plus A Finished Basement With Wet Bar, Media Area & Games Space - Perfect For Entertaining.Functional Main Floor Layout Featuring Spacious Living & Dining Areas, Hardwood Floors Throughout And A Cozy 3-Sided Gas Fireplace. Family Room With A Bay Window Offering Abundant Natural Light. Kitchen With Granite Counters, Custom Cabinetry, Breakfast Bar & Wine Rack.Oak Staircase Leads To The Second Floor Featuring Four Generous Bedrooms, Including Two With Ensuites. Large Primary Bedroom With 5-Pc Ensuite & His/Hers Walk-In Closets. Second Floor Office Provides An Ideal Work-From-Home Space.Enjoy A Custom Composite Deck With Beautiful Summer Blooms And Outdoor Space Perfect For Entertaining. Rough-In Bath In Basement.Updates: Roof (2019), Front Yard Interlock (2022), Furnace (2025), A/C (2024), Second Floor Flooring (2025), Upgraded Bathrooms & Paint (2026), Attic Insulation (2024).All Of This Within Walking Distance To Top-Rated Schools & Moments From Downtown Brooklin, Golf Courses, The 407, Shops, Dining & More.

Beautiful bungalow offering excellent potential for first-time home buyers, investors, or those looking for multi-generational living. The main floor features 2 spacious bedrooms, a bright and functional layout, and comfortable living space throughout. The separate entrance basement includes 1 bedroom, a living room, and a 3-piece bathroom, providing great in-law suite or convert into rental potential. Live in one space and rent the other to help offset your mortgage, or add this property to your investment portfolio and hold for future growth and development potential. A fantastic opportunity in a growing and desirable area of Brooklin.

Welcome to 5 Iberville! A rare find in the highly desirable Brooklin neighbourhood. Meticulously maintained by the original owners, this all-brick, two-storey detached home showcases true pride of ownership and thoughtful upgrades throughout. Tucked away in a quiet family pocket, this 4-bedroom home features a private, fully-fenced backyard oasis with a heated inground pool for your own personal escape. The heart of the home is a bright and functional eat-in kitchen, fully upgraded with select cabinetry, quartz countertops, a stylish backsplash, and quality stainless steel appliances. The breakfast area, illuminated by a designer light fixture, features sliding doors that lead directly to the patio. For cozy evenings, the large family room boasts an electric fireplace, while the combined living and dining rooms offer a bright, versatile space for formal entertaining. Fully upgraded bathrooms, boasting durable quartz counters, ceramic tile, and glass-door showers.The second floor features a convenient laundry room and four spacious bedrooms. The primary retreat offers wall-to-wall closets with a 4-piece ensuite. The three additional bedrooms are bright and comfortable, each featuring upgraded windows and closets. The backyard is truly one-of-a-kind, featuring a heated inground pool surrounded by landscaped garden beds, a built-in fire pit enclosure, and a gazebo. For those looking to expand, the basement remains a blank canvas, perfect for a home office or recreation room, with ample storage under the stairs.Perfectly situated in a family-friendly community close to schools, parks, amenities, and walking trails. Commuting is a breeze with quick access to Hwy 407 and 412.

Location/Location/Location. At the crossroads of Country Lane and Highway 7, this stunning 11.82 acre farm offers a ready-to-move-in house or the perfect place to build your dream home or Home-based businesses or secondary suites (Buyer to do own due diligence). In Whitby's Calm Countryside, Adjacent To Hwy 412, 407. Whitby's Brooklin neighborhood is five minutes away. This charming home offers a blend of historical elegance, modern comfort and featuring ceilings that are about 9 feet high. Enjoy The Luxurious 5-Piece Bathroom With A Deep Soak Tub And Generous Shower Upstairs. Add appeal to the home with a hardwood floor. Enjoy the tranquil surroundings by stepping outside onto the spacious second-floor terrace. Custom maple cabinets, premium stainless steel appliances, and sophisticated granite countertops make the kitchen a chef's dream come true. Enjoy The Coziness Of The Kitchen's And Bathroom's Heated Flooring. This property is truly a slice of paradise, offering excellent potential for future development and being close to all amenities.

Stunning Queensgate Home In The Most Desired Area, G/F 9' Ceilings, Over 2000 Sqft, Great Layout, Open Concept, Lots Of Windows, Bright & Spacious, Family Room Gas Fireplace, Master Br C/W W/I Closet, Stand-Up Shower & Soaker Tub, Large Laundry Room Has Door To Double Garage, Close To Transits, Malls, Schools, Parks, Golf Courses, Nature Trails, Etc.

Built by award-winning Delta-Rae Homes, this beautifully designed bungalow features 10' smooth ceilings on the main floor, an open-concept layout, and quality finishes throughout. The kitchen and bathroom vanities include quartz countertops from the builder's premium selections, along with stylish trim and thoughtful details. Enjoy the convenience of main-floor laundry and a functional layout ideal for everyday living and entertaining. The finished basement adds valuable extra living space, complete with a large recreation area perfect for family gatherings, a home office, gym, or guest space. Located in an established neighbourhood close to schools, transit, amenities, and Hwy 407. Includes premium upgrade packages throughout. Quality. Comfort. Delta-Rae Craftsmanship.

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. Kindly note certain rooms have been virtually staged to show scale of rooms and provide inspiration. We have provided exact photos of each room as they are before each staged photo. The options with these homes in terms of furniture placement and design are absolutely endless!

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!!