Baldwin & Winchester Real Estate for Sale

Rarely offered Kaitlin-built condo apartment in highly sought-after Brooklin! This bright and inviting 1-bedroom, 1-bath suite is the perfect place to start, ideal for professional couples or downsizers. Featuring a sun-filled open-concept layout with spacious living and dining areas, plus a sliding glass walkout to a private balcony with easterly views.The kitchen offers ample cupboard space, backsplash, pantry, ceramic flooring, breakfast bar, and stainless steel appliances. The generous bedroom includes a large window and walk-in closet. Enjoy the convenience of ensuite laundry and an owned locker in Building 54 for extra storage.Minimal condo fees include common area maintenance, plus access to the gym and party room facilities in Building 54. Located steps from downtown Brooklin shops, big box stores, the recreation centre, library, and with easy access to Highways 407 and 418 for commuters. Units like this don't come up often!

Visit REALTOR website for additional information. Impeccably renovated all-brick bungalow on a coveted 137' premium corner lot in sought-after Brooklin. Perfectly positioned on a quiet, low-traffic street, this exceptional residence offers timeless curb appeal with mature privacy hedges, a refined stone walkway, and an attached 2-car garage. Inside, the elegant open-concept main level is designed for both sophisticated entertaining and everyday comfort, featuring a spacious living and dining area with a picture window, pot lights, and engineered hardwood flooring throughout. The newly reimagined designer kitchen is a true statement piece, showcasing quartz countertops, a matching backsplash, pantry, and stainless steel appliances. Two beautifully appointed main-floor bedrooms and a stylish 3-piece bath complete the level, including a luxurious primary suite with a spa-inspired 5-piece ensuite and custom double closet with built-ins. The fully finished lower level extends the home's versatility with a separate entrance through the breezeway and outstanding in-law suite potential. This level features a generous rec room with luxury vinyl plank flooring and pot lights, a third bedroom, a 3-piece bath, and a dedicated laundry room. Additional highlights include central air, 200A electrical service, 100A in the garage, parking for 4, and extensive updates to doors, trim, plumbing, and HVAC distribution. Ideally located close to shops, schools, parks, recreation, dining, and the 407.

This exceptional century home is a must see, offering a blend of classic charm with a designer's touch, set on a quiet, oversized corner lot along one of Brooklin's most historic and desirable streets. Just steps from top-rated schools, the public library, and the vibrant shops, cafés, and restaurants of downtown Brooklin, the location is as impressive as the home itself.Inside, refined design meets classic character with rich hardwood flooring, crown molding, and California shutters throughout. The main level is both inviting and sophisticated, featuring a sun-drenched sunroom, an elegant living room anchored by a statement fireplace, and a private home office with custom glass-door built-ins and its own fireplace-ideal for today's work-from-home lifestyle. A main floor laundry room and walk in pantry. The recently updated kitchen, featuring stainless steel appliances and a seamless flow into the elegant dining room, creating an ideal setting for entertaining. The spacious family room is a standout, with wraparound windows that flood the space with natural light and offer uninterrupted views of the lush private backyard, along with a convenient walk-out to the outdoor retreat. Upstairs, three generously sized bedrooms each feature their own walk-in closet, providing both comfort and functionality. The finished basement adds exceptional versatility with a separate entrance, a cozy recreation room with a gas fireplace, and a recently renovated three-piece bathroom-perfect for guests or extended family. Outdoors, the property truly shines, featuring mature trees and meticulous gardens create a serene, private setting, while the double driveway accommodates up to six vehicles with ease. This is a rare opportunity to own a distinctive home that seamlessly combines historic charm with modern sophistication in one of Brooklin's most coveted neighborhoods. Book your private showing today.

Welcome to this one-of-a-kind custom home, perfectly set on a large, mature treed lot in a sought-after Whitby location. Offering 3+1 bedrooms, 3 bathrooms, and a fully finished basement, this property blends style, comfort, and versatility. The beautifully renovated kitchen (2023) features quartz countertops, a breakfast bar, and flows seamlessly into the dining area with a walkout to a spacious deck overlooking the private backyard oasis. With two main-floor kitchens, a wet bar in the basement, and two in-law suite potentials, this home is ideal for " Multigenerational" living whether its parents, in-laws, or adult children, everyone can enjoy their own space while still being under one roof. Additional highlights include a newly updated 5pc semi-ensuite (2023), laminate flooring throughout, a large 227 deep lot with an above-ground pool, hydro-equipped garden shed, and hot tub hookup. The inviting living room with French doors and wood-burning fireplace adds warmth and charm, while the converted garage offers flexible living space that can easily be reverted if desired. Outside, the abundant and private backyard is perfect for entertaining or quiet relaxation. All this, just minutes from downtown Whitby, golf courses, conservation areas, restaurants, shopping, and with GO/Transit right at your doorstep!

Welcome to this stunning 3+1 bedroom Meadowcrest Model by Melody Homes, offering approximately 2,800+ sqft of total living space! This all-brick family home features a bright and inviting foyer with soaring 11-ft ceilings leading to the sun-filled formal living and dining rooms, both finished with gleaming hardwood floors, including stairs with wrought iron spindles. The open-concept design continues into the updated (2024) kitchen, featuring a stylish custom backsplash, abundant counter and cabinet space, ceramic floors, and a generous breakfast area with walk-out to the fully fenced backyard-complete with lush gardens and a handy storage shed.The fully finished basement provides plenty of room to grow, showcasing large above-grade windows, pot lighting, a cozy gas fireplace, a 2-pc bath, games room with recently re-covered pool table, playroom, office with French doors, and ample storage space.Upstairs, the spacious primary retreat offers a spa-like 4-pc ensuite with soaker tub and his-and-hers closets. The updated main bath includes heated floors for added comfort. Pride of ownership is evident throughout! Ideally located steps from top-rated schools, parks, downtown Brooklin shops, and offering quick 407/412 access for easy commuting!

Great Investment Opportunity!!Legal All-Brick Duplex in Prime Brooklin Location. Well-maintained, purpose-built duplex offering two self-contained units with excellent layout and privacy. Main floor unit features open-concept kitchen with island, combined living and eating area, bedroom with ensuite, additional powder room, and two second-floor bedrooms with full bath. Includes exclusive use of1-car garage. Lower unit with discreet side entrance, open concept living w/ two bedrooms, full bathroom plus powder room, and private in-suite laundry. Private Driveway accommodates 3 to 4 vehicles. Separate entrances and separately metered. Desirable Downtown Brooklin neighbourhood close to schools, amenities, and transit. Tenants to be Assumed. Not subject to rent control.

Rarely Offered! Exceptional Opportunity To Own A Truly Special Home In The Heart Of Brooklin On An Incredible 300+ Ft Deep Lot Offering A Private, Peaceful, Park-Like Setting That Feels Like Your Own Backyard Sanctuary! This Charming And Character-Filled 4 Bedroom Home Showcases Beautiful Craftsmanship Throughout, Including Tin Ceilings, Custom Mouldings, Elegant Trim Work, Classic Railings And Stunning Stained Glass Overlooking The Front Porch. Featuring A Functional And Inviting Layout With Oversized Principal Rooms, Formal Dining Room Perfect For Hosting Large Gatherings, Bright Living Area, Warm And Inviting Kitchen Overlooking The Expansive Yard, Rare Main Floor Bathroom, Spacious Bedrooms All Able To Accommodate Queen Beds Or Larger, And A Unique Third Floor Retreat Ideal As A Family Room, Kids Play Area Or Home Office. Set Far Back From The Street, This Home Offers Privacy And Tranquility While Still Being Steps To Everything Brooklin Has To Offer. The Backyard Is Truly A Standout Feature With Endless Space For Entertaining, Relaxing, Gardening Or Letting Kids Explore And Play. Adding Tremendous Value Is The Heated Detached 2 Car Garage And Separate Heated Workshop At The Rear Of The Lot, Perfect For A Home Gym, Studio, Office Or Hobby Space. Located In A Highly Sought-After Family Friendly Community, Walking Distance To Charming Downtown Brooklin Shops, Restaurants, Cafes, Parks And Trails, Top Rated Public And Catholic Schools, And Just Minutes To Hwy 412 And 407 For Easy Commuting Across The GTA. A Rare Offering Combining Character, Space, Privacy And Location. Homes Like This Almost Never Come Available! Extras: Heated Detached Double Car Garage, Heated Workshop, Tin Ceilings, Stained Glass, Custom Trim & Mouldings, Third Floor Family Retreat, Main Floor Bathroom, Oversized Principal Rooms, Deep 300+ Ft Lot, Private Backyard Setting, Ample Parking.

Perfect for Large or Multigenerational Families! This unique property offers two homes in one - a spacious One and a half-storey house plus a bungalow addition, each with its own entrance, kitchen, and living areas. Both spaces are fully self-sufficient, yet connected for easy access between the two.The main home features 4 bedrooms and 2 bathrooms, while the bungalow, added in 1999, is handicap accessible and ideal for in-laws or extended family.The large lot provides plenty of outdoor space - even room for a pool! Live together, but with your own space - or rent out one side for extra income. Truly, two homes for the price of one! This home must be viewed in person to fully appreciate

Corner Detached Property located on Simcoe Street & Winchester. Home is located across the street from Luther Vipond Brooklin Memorial Arena and Brooklin Memorial Park. Potential Development Opportunity. Property is zoned Medium density residential within Brooklin's Secondary plan. Buyers to Verify zoning and development potential with City & Region. Must be purchased together with 88 Winchester Road E. Both Properties combined is approximately 1/2 an acre. Pictures of lot is including neighboring lot.

Detached 3 Bedroom 1 Bath Property located on beautiful lot on Winchester Road E. Home is located across the street from Luther Vipond Brooklin Memorial Arena and Brooklin Memorial Park. You can make this place your new homeor Purchase together with 86 Winchester for Potential Development Opportunity. Property is zoned Medium density residential within Brooklin's Secondary plan. Buyers to Verify zoning and development potential with City & Region. Both Properties combined is approximately 1/2 an acre

Welcome to this beautifully maintained 3 bedroom end unit townhome in the highly desirable Brooklin community of Whitby. Offering 1,761 sq. ft. of thoughtfully designed living space, this home is a fantastic opportunity for first time buyers, condo upsizers, downsizers, young professionals, and families looking for more space, comfort, and a true neighbourhood lifestyle. The large wraparound porch creates instant curb appeal and offers the perfect spot to enjoy your morning coffee or unwind at the end of the day. Inside, the main floor features crown moulding, a bright open layout, garage access, and an upgraded modern kitchen with quartz countertops, ideal for everyday living and entertaining. The ground floor office with wraparound windows provides a beautiful work from home space, reading nook, or creative studio. Upstairs, you will find three spacious bedrooms and the convenience of a second floor laundry room. The professionally finished basement adds valuable living space, perfect for a rec room, guest area, home gym, or movie night setup. Recent and practical upgrades include a new furnace installed in December 2025, an owned water softener, upgraded front and backyard doors, and a custom built wooden shed. Set on a premium lot with professional landscaping, this end unit offers extra outdoor space and a backyard that feels private, functional, and easy to enjoy. The location is exceptional, just steps to Brooklin Memorial Park with a track field, skate park, arena, and tennis courts. You are also close to grocery shopping, Highway 407, Lyndebrook Golf Course, Heber Down Conservation Area, walking trails, and community centres.Brooklin is loved for its small town charm, family friendly streets, parks, trails, and convenient access to major routes. This is the kind of home that gives you room to grow, space to simplify, and a connected lifestyle in one of Whitby's most desirable communities.

Some lots just make sense. This one makes a statement. Measuring 82 x 145 feet and flanked by custom-built homes on one of Brooklin's most sought-after streets, this is the kind of property serious buyers quietly wait for. Builder can provide a custom built home or do your own thing. A mature, established neighbourhood. A generous, fully fenced lot. And a location that checks every box before you've even drawn up plans. The existing bungalow - 1,107 sq. ft., 3 bedrooms, 1 bathroom, metal roof, detached garage - is a solid starting point for a thoughtful renovation, or simply a placeholder while you design something extraordinary from the ground up. Either way, the lot does the heavy lifting. Top-rated schools, parks, dining, and seamless access to Highways 407 and 412 put everything within easy reach - without sacrificing the quiet, community feel that makes Brooklin such a compelling place to plant roots. Lots of this calibre, on streets of this reputation, don't surface often. When they do, they don't wait.

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 atmosphere throughout. 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.

This Beautiful Bungalow in Brooklin is Over 3300 sq.ft. of Finished Living Space on a Oversized 60 X 115 ft Lot. Recently Renovated Kitchen with New Quartz Counters, Backsplash and Stainless Sink & Faucet. Open Concept Kitchen, Breakfast and Family Rooms. Gorgeous Oak Hardwood Floors in the Living Room, Dining Room & Family Room. The Dining Room Opens Up to a Glass Enclosed Sun Balcony. The Primary Suite has a Walk-in Closet, a large Ensuite Bath with a Separate Shower and a Soaker Tub. All 3 Bedrooms on the Main Floor has just had New Broadloom laid. Main Floor Laundry with access to the 2 Car Garage. No need to go to the basement to do laundry. 9ft Ceilings on the Main Floor. Flagstone Patio and Walkway leads to the Custom Glass Front Entry Enclosure that also has Full Size Screens for the Summer. Hardwood Stairs lead to the Finished Basement with a Huge Great Room, Exercise Room, Office, Full Bathroom and a 4th Bedroom, Great for Extended Family. Inground Sprinkler System in the Front and the Fully Fenced Backyard. New Furnace & A/C in 2023. New Eavestrough & Leaf Filter Guards Installed 2024. Garage Doors Replaced in 2013. Newer Roof. Gas BBQ Hook-up. Also Includes: Stainless Steel Fridge 2022. Stainless Steel Stove 2025. Stainless Steel B/I Dishwasher 2023. Washer & Dryer. Two Garage Door Openers & Remotes. Central Vacuum and Equipment. All Light Fixtures And Ceiling Fans. All Window Coverings.

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.