Winchester

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Apartment for sale: 919 - 2550 SIMCOE STREET N, Oshawa (Windfields)

9 photos

$429,900

919 - 2550 Simcoe Street N, Oshawa (Windfields), Ontario L1H 7K4

1 beds
1 baths
34 days

Simcoe SWt N & Winchester Rd E U.C. Tower condos is a new condo development by Tribute communities located at Winchester Rd E & Simcoe St N, Oshawa. Nestled into the heart of Oshawa's most vibrant area, UC tower is a 25-storey building at the corner of the action. It's designed to help you

1297 MERKLEY ROAD, Winchester

1 photos

$349,900

1297 Merkley Road, Winchester, Ontario K0C 2K0

0 beds
0 baths
115 days

WOW looking for a lot you can start building on immediately! This 1.04 acre lot on Merkley road in Winchester, is surrounded by apple trees all around, located next to Applestock Orchard. A blooming community just 30 minutes from Ottawa! Excellent location in a peaceful community, minutes

457 MAIN STREET, Winchester

30 photos

$999,999

457 Main Street, Winchester, Ontario K0C 2K0

0 beds
0 baths
58 days

Don't miss this unique chance to own a meticulously maintained three-story, approximately 9,400 sq ft commercial building in downtown Winchester, Ontario. This property boasts versatile zoning for both ground-floor commercial and second-floor residential/commercial use, perfectly positioned

House for sale: 76 WINCHESTER ROAD E, Whitby (Brooklin)

40 photos

$888,888

76 Winchester Road E, Whitby (Brooklin), Ontario L1M 1B4

3 beds
2 baths
30 days

Winchester Rd & Baldwin St S Welcome To This Cozy, Beautiful Renovated Detached Home On An Oversized Lot. In The Desirable & Rarely Offered Community Of Old Brooklin, Whitby. This Home Has Undergone Extensive Renovation & Landscaping All Around. Comes With 2 Bedrooms And a Full Bathroom Upstairs.

12329 COUNTY ROAD 5 ROAD, Winchester

12 photos

$119,000

12329 County Road 5 Road, Winchester, Ontario K0C 2L0

0 beds
0 baths
148 days

Welcome to 12329 County Rd 5, Winchester Springs. Here is an opportunity to build your little business with a commercial/residential zoning, build your dream right here! The property has commercial zoning with a wide range of possible uses. It is ideally situated along a creek on the west

Duplex for sale: 107 WINCHESTER BOULEVARD, Hamilton (Hampton Heights)

33 photos

$878,888

107 Winchester Boulevard, Hamilton (Hampton Heights), Ontario L8T 2M9

5 beds
2 baths
13 days

Edenhill Ave & Winchester Blvd Whether you are looking for an investment property boasting dual rental income, a first-time home buyer looking for a turnkey home with potential rental income or a dual family seeking separate living under one roof this legal duplex is for you. Two separate units

93 WINCHESTER ROAD E, Whitby (Brooklin)

18 photos

$6,390,000

93 Winchester Road E, Whitby (Brooklin), Ontario L1M 1B4

0 beds
0 baths
107 days

Winchester Rd E/Baldwin St S Elevate your portfolio with a prestigious corner unit multi-use commercial plaza nestled on a sprawling 1.04-acre lot in the vibrant community of Brooklin, just north of Whitby. This remarkable property is strategically positioned along the bustling Highway 7, offering

House for sale: 2327 31 HIGHWAY, Winchester

30 photos

$674,900

2327 31 Highway, Winchester, Ontario K0C 2K0

4 beds
2 baths
21 days

Discover the charm of this grand, fully-bricked two-storey home perched on a hill at the edge of Winchester. With over 2,500 sq ft of living space and 4.53 acres of land, this home is perfect for families or multigenerational living. Inside, you'll find a large eat-in kitchen, a spacious living

House for sale: 37 WINCHESTER Terrace, Barrie

46 photos

$749,900

37 Winchester Terrace, Barrie, Ontario L4M 0C8

3 beds
3 baths
17 days

Big Bay Pt - The Queensway - Winchester Terrace This beautifully maintained 3-bedroom, 2.5-bathroom home is full of recent upgrades and modern features, making it move-in ready. Freshly painted from top to bottom with new carpet on the upper level and stairs, this home offers a warm and welcoming

House for sale: 15 Winchester Avenue, Halifax

16 photos

$529,000

15 Winchester Avenue, Halifax, Nova Scotia B3P 2C9

3 beds
2 baths
93 days

Herring Cove Rd to Winchester Ave Welcome to this hidden gem found in the heart of the city,surrounded by trees, giving it a cottage living vibe. This 3 bedroom/ 2 bathroom home has been extensively renovated from the studs up. New flooring, new bathrooms, new kitchen, new windows, new deck,

House for sale: 424 MAIN STREET, Winchester

30 photos

$550,000

424 Main Street, Winchester, Ontario K0C 2K0

4 beds
3 baths
3 days

ADJOINING BUILDING LOT INCLUDED! This charming semi-detached, one-and-three-quarter story home offers a unique opportunity for multigenerational living. The property features both a 3 BR primary dwelling and a fully equipped 1 BR secondary unit, providing flexibility for extended family members

Row / Townhouse for sale: 83 WINCHESTER Terrace, Barrie

41 photos

$699,900

83 Winchester Terrace, Barrie, Ontario L4M 0C8

3 beds
3 baths
35 days

BIG BAY PT TO QUEENSWAY TO WINCHESTER *OVERVIEW* Discover modern comfort in this charming end-unit townhouse. Approx - 1800 Sq/Ft Finished, 3 Beds - 3 Baths & 2 Parking spots and a fully finished basement *INTERIOR* Step into this amazing well-maintained townhouse. The main floor features an

House for sale: 145 WINCHESTER Boulevard, Hamilton

40 photos

$889,000

145 Winchester Boulevard, Hamilton, Ontario L8T 2M9

5 beds
2 baths
8 days

Mohawk to East 45th to Winchester Don’t miss this wonderfully updated 3+2 bedroom, 2 bath brick bungalow located on much desired East Mt. This beautiful home updated from top to bottom welcomes you with open concept living spaces, large fully finished in law suite with side entrance and

Other for sale: 9356 Winchester Road Unit# Lot 49, Vernon

4 photos

$109,000

9356 Winchester Road Unit# Lot 49, Vernon, British Columbia V1H 2E1

0 beds
0 baths
36 days

This is a must see lot (.56 acres) on a quiet, dead end street in the beautiful Killiney Beach area. Sellers completed a large amount of work for you such as a survey is available, top that with a 2 story, 2 bath home plan available. If the building plans are to your liking, then finalize

31 SILVER FOX CRESCENT, Winchester

4 photos

$210,000

31 Silver Fox Crescent, Winchester, Ontario K0C 2K0

0 beds
0 baths
128 days

This is the one for you! Come and see this one-of-a-kind lot nestled into a quiet, family-friendly subdivision just 10 minutes south of Metcalfe! This undeveloped residential building lot sits on the edge of a ridge creating endless opportunities as to how to construct your new home. The southern

LT 28 3230 Winchester Ave, Courtenay

2 photos

$499,900

Lt 28 3230 Winchester Ave, Courtenay, British Columbia V9N 0X0

0 beds
0 baths
107 days

Lot 28 is located in Greystone Estates, the Crown Jewel in the center of Crown Isle Community. The Greystone Estates development with its close proximity to the Resort Clubhouse, is just mere steps from a warm coffee in the morning or dinner and a beer with friends on the deck of the Timber

12100 COUNTY ROAD 43 HIGHWAY, Winchester

12 photos

$449,900

12100 County Road 43 Highway, Winchester, Ontario K0C 2K0

0 beds
0 baths
109 days

This C1 General Commercial 2.42 acre lot is the PRIME LOCATION for a developer to construct a retail or business plaza or for an individual business owner to build their business. Located at the high traffic corner of Hwy 31 (Bank Street) and Hwy 43, this lot offers a wide variety of permitted

Other for sale: 9308 Winchester Road, Vernon

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$109,000

9308 Winchester Road, Vernon, British Columbia V1T 7Z3

0 beds
0 baths
30 days

This 0.58 lot is located in rural Killiney Beach area. Sloping lot allows you to build a home to capture the lake and mountain views. Surrounded in forest will ensure your privacy. Many possibilities available with RU5 zoning including a single detached home, accessory buildings, home based

LT 2 3229 Winchester Ave, Courtenay

1 photos

$609,900

Lt 2 3229 Winchester Ave, Courtenay, British Columbia V9N 0H6

0 beds
0 baths
167 days

Build your next dream home with CROWN ISLE HOMES. Lot 2 is located in Greystone Estates, the Crown Jewel in the center of Crown Isle Community backing on to the 8th tee of the golf course. The Greystone Estates development with its close proximity to the Resort Clubhouse, is just mere steps

LT 3 3233 Winchester Ave, Courtenay

1 photos

$619,900

Lt 3 3233 Winchester Ave, Courtenay, British Columbia V9N 0H6

0 beds
0 baths
167 days

Build your next dream home with CROWN ISLE HOMES. Lot 3 is located in Greystone Estates, the Crown Jewel in the center of Crown Isle Community backing on to the 8th tee of the golf course. The Greystone Estates development with its close proximity to the Resort Clubhouse, is just mere steps

House for sale: 1991 FINCH-WINCHESTER BOUNDARY ROAD, Chesterville

30 photos

$1,949,900

1991 Finch-winchester Boundary Road, Chesterville, Ontario K0C 1H0

2 beds
2 baths
20 days

Presenting a unique multi-generational opportunity on 96 sprawling acres, w/25 acres of cultivatable land. This property boasts 2 homes, ideal for family living or business ventures. The 1st home is a beautifully renovated 2-storey residence, offering modern amenities & comfort, w/all appliances

LT 5 3267 Winchester Ave, Courtenay

1 photos

$579,900

Lt 5 3267 Winchester Ave, Courtenay, British Columbia V9N 0H6

0 beds
0 baths
167 days

Welcome to Greystone Estates in the prestigious Crown Isle Community. Build your dream custom home with Crown Isle Homes. Close to all amenities including hospital, schools, college, CFB Comox, airport and all levels of shopping. Don't miss your opportunity to live and play in Crown Isle's

House for sale: 680 WINCHESTER ROAD W, Whitby

39 photos

$3,250,000

680 Winchester Road W, Whitby, Ontario L1M 1V2

4 beds
2 baths
16 days

Corner Hwy 7/Country Lane 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

House for sale: 526 CHURCH STREET, Winchester

29 photos

$500,000

526 Church Street, Winchester, Ontario K0C 2K0

3 beds
3 baths
85 days

In the quaint village of Winchester, south of Ottawa, you have an historic circa 1890 built home a huge 1/4 acre lot with sprawling lawns perfect for entertainment, rec, and games. Renovated and brought up to modern standards. New exterior siding, new front porch and new garage with electricity.

House for sale: 116 WINCHESTER TERRACE, Barrie (Innis-Shore)

34 photos

$1,160,000

116 Winchester Terrace, Barrie (Innis-Shore), Ontario L4M 0B3

5 beds
5 baths
59 days

Big Bay Point To Prince Willia Super Spacious Family Home! Great Valued! Situated In Popular Innishore Estates. Approx 4400 + SqFt of Finished Space With Key Features: *5 Total Bedrooms + *Office On The Main Floor *5 Bathrooms *2 Primary Bedrooms , Each With Private Ensuite & Their Own Walk-In

House for sale: 5295 Winchester Rd, Duncan

14 photos

$705,000

5295 Winchester Rd, Duncan, British Columbia V9L 6E9

5 beds
2 baths
85 days

This forested acreage is located in the popular Vimy Neighbourhood and is like a diamond in the rough with unlimited potential. It sits on a sprawling 2.36-acre lot with riverfrontage, offering a unique and private retreat. The house needs a serious makeover but has the potential for five

LT 29 3234 Winchester Ave, Courtenay

1 photos

$499,900

Lt 29 3234 Winchester Ave, Courtenay, British Columbia V9N 0H6

0 beds
0 baths
167 days

Welcome to Greystone Estates in the prestigious Crown Isle Community. Build your dream custom home with Crown Isle Homes. Close to all amenities including hospital, schools, college, CFB Comox, airport and all levels of shopping. Don't miss your opportunity to live and play in Crown Isle's

Other for sale: 9508 Winchester Road Unit# (Parcel C), Vernon

23 photos

$198,800

9508 Winchester Road Unit# (parcel C), Vernon, British Columbia V1H 2C6

0 beds
0 baths
126 days

Live in Killiney Beach. Here is a unique opportunity to build the home of your dreams on a 1 acre lot. Power and water are available at the lot line and most of the preliminary site preparation has been done! 2 level building site have been prepared with the upper site giving the opportunity

House for sale: 109 JAMES STREET, Winchester

27 photos

$689,900

109 James Street, Winchester, Ontario K0C 2K0

4 beds
2 baths
6 days

Check out this extremely impressive 4 bedroom 2 bath bungalow with an excellent location! Built in 2021, this home is nestled onto a quiet cul-de-sac and backs onto fields. It is walking distance to everything available in Winchester - shopping, a school, the hospital and so much more! There

House for sale: 17 WINCHESTER DRIVE, Ottawa

30 photos

$559,900

17 Winchester Drive, Ottawa, Ontario K2L 2C8

3 beds
2 baths
3 days

This spacious 3-bedroom semi-detached home is a fantastic ownership opportunity in a quiet, centrally located Kanata community. Features a large eat-in kitchen w/ plenty of counter & cabinet space; separate dining area; living room w/ large windows; 2 full baths, incl. one in the basement

House for sale: 472 FRED STREET, Winchester

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$585,000

472 Fred Street, Winchester, Ontario K0C 2K0

4 beds
2 baths
23 days

Simply stunning and spacious 4 bedroom 2 full bath century home! Come and see the upgraded kitchen with tin ceilings, granite countertops and built-in appliances. The main level offers a separate dining room, two living rooms, one of which has a natural gas fireplace, and a full (huge) main

House for sale: 1303 COUNTRY LANE, Winchester

30 photos

$1,199,000

1303 Country Lane, Winchester, Ontario K0C 2K0

5 beds
4 baths
49 days

*Click on multimedia link for additional photos* This is it! Welcome to 1303 Country Lane nestled on 1.45 acres, this custom-built Falcon home has ponderance of “forever” in mind showing in great detail at every turn. This home features true separate In-law suite quarters. Take note

Lt 13 SILVER FOX CRESCENT, Winchester

3 photos

$175,000

Lt 13 Silver Fox Crescent, Winchester, Ontario K0C 2K0

0 beds
0 baths
156 days

The best of both worlds meet here in this small subdivision surrounded by the peace and quiet found in a rural setting. With only a couple of buildings lots left in this subdivision, this 0.5 acre corner lot offers you the flexibility to create your completely customized dream home. The property

House for sale: 416 MAIN STREET, Winchester

30 photos

$625,000

416 Main Street, Winchester, Ontario K0C 2K0

3 beds
2 baths
34 days

A HOBBY FARM ON CITY SERVICES!! This 4.2 acre property sits on the edge of town HAS BEEN RENOVATED 2024 new DISHWASHER,FRIDGE, WINDOW, FAUCETS, LIGHT FIXTURES, HOT TUB IMPROVED WITH NEW PUMP. NEW POOL LINER. OUTSIDE IMPROVED AS WELL NEW WOODEN FENCING GATES AND ELECTRICAL FENCING ALL NEW PLUMBING

Row / Townhouse for sale: 456 NORTH STREET, Winchester

30 photos

$419,900

456 North Street, Winchester, Ontario K0C 2K0

3 beds
1 baths
14 days

Discover this charming 3-bedroom, 2-storey townhome, perfectly tucked away on a quiet street at the edge of town. Featuring gleaming hardwood floors and freshly painted interiors, the home offers a bright, welcoming atmosphere. The kitchen, with its sleek granite countertops, offers a functional

House for sale: 13109 COUNTY ROAD 3 ROAD, Winchester

30 photos

$995,000

13109 County Road 3 Road, Winchester, Ontario K0C 2K0

5 beds
4 baths
56 days

Opportunity knocks! Not only does this property include a large renovated Century home with 5 beds, 3.5 baths & 2 kitchens on a 2-acre lot, but there’s plenty of great possibilities for the rest of the property as well. Choose your own adventure out back – a giant personal shop

House for sale: 13109 COUNTY ROAD 3 ROAD, Winchester

30 photos

$995,000

13109 County Road 3 Road, Winchester, Ontario K0C 2K0

5 beds
0 baths
42 days

Opportunity knocks! Not only does this property include large outbuildings & office space for your business all on 2 acres, but also a renovated Century home with 5 beds, 3.5 baths & 2 kitchens. Choose your own adventure -whether you're dreaming of giant personal shops to keep all your toys

House for sale: 6 SILVER FOX CRESCENT, Winchester

30 photos

$599,900

6 Silver Fox Crescent, Winchester, Ontario K0C 2K0

4 beds
2 baths
8 days

Make yourself at home in this gorgeous 2+2 bed 2 full bath home! Sitting comfortably on a 0.5 acre lot, this home has so much to offer! Check out the stunning kitchen with sleek cabinetry and quartz countertops, the open concept main living area, and the updated main bathroom. The lower level

House for sale: 447 MAY STREET, Winchester

30 photos

$599,900

447 May Street, Winchester, Ontario K0C 2K0

4 beds
2 baths
21 days

Charming Side-Split Home in Winchester - where small-town charm meets modern convenience. Nestled on a quiet street, this delightful house offers a perfect blend of comfort and outdoor enjoyment. The upper level features three spacious bedrooms, ideal for family living, along with a full bathroom

House for sale: 3200 COUNTY 31 ROAD, Winchester

30 photos

$849,900

3200 County 31 Road, Winchester, Ontario K0C 2K0

3 beds
3 baths
21 days

Bring your family home to this beautifully landscaped, bright and spacious 3-bedroom home nestled on approx. 18 acres with a large 30 x 60 outbuilding. Set back from the road for added privacy, this property offers a unique mix of cropped fields, bush, manicured lawns and it borders along

House for sale: 15 WINTONIA DRIVE, Winchester

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$695,990

15 Wintonia Drive, Winchester, Ontario K0C 2K0

4 beds
3 baths
21 days

AMAZING UPGRADES! This exquisite 3+1 bedrm 3 bath bungalow is absolutely turn-key! Enjoy the curb appeal of an all stone exterior, steel shingle roof, with interlock low-rise front steps and composite deck to enter into this beautiful home. The main level open concept creates a bright and

House for sale: 573 Highway 1, Smiths Cove

50 photos

$499,000

573 Highway 1, Smiths Cove, Nova Scotia B0S 1S0

3 beds
3 baths
85 days

Hwy 1, watch for sign. Welcome to Winchester House, a remarkable property nestled in the heart of the charming seaside village of Smiths Cove. Whether you're seeking an investment opportunity, a family home with an in-law suite, or a lucrative rental, this home offers endless possibilities

House for sale: 12203 COUNTY RD 13 ROAD, Winchester

30 photos

$624,900

12203 County Rd 13 Road, Winchester, Ontario K0C 2K0

4 beds
2 baths
3 days

This wonderful 3+1 Bedroom, split level home has plenty to offer, from the open concept living space to the outdoor oasis. Enjoy the large eat in kitchen(heated floor) with easy to the outdoor BBQ, Deck and inground pool. The Living room is bright and has an overlooking island for convenience

House for sale: 536 ST LAWRENCE STREET, Winchester

30 photos

$789,999

536 St Lawrence Street, Winchester, Ontario K0C 2K0

4 beds
3 baths
95 days

One-of-Kind Gem with Pride of Ownership can only describe this Prestigious Century Home! MAIN FLOOR: 9.5' ceilings, Exquisite Grand Foyer, Travertine Tiles & Powder room, High-end Modern Kitchen a Chef's Culinary delight, Granite tops, Island, walk-in Pantry, SS Appliances, Gas Stove, Garburator.

House for sale: 416 MAIN STREET, Winchester

30 photos

$625,000

416 Main Street, Winchester, Ontario K0C 2K0

3 beds
2 baths
34 days

This 4.2 acre property sits on the edge of town HAS BEEN RENOVATED 2024 new DISHWASHER,FRIDGE, WINDOW, FAUCETS, LIGHT FIXTURES, HOT TUB IMPROVED WITH NEW PUMP. NEW POOL LINER. OUTSIDE IMPROVED AS WELL NEW WOODEN FENCING GATES AND ELECTRICAL FENCING ALL NEW PLUMBING FIXTURES, NEW OUTDOOR

House for sale: 12390 ORMOND ROAD, Winchester

30 photos

$875,000

12390 Ormond Road, Winchester, Ontario K0C 2K0

4 beds
2 baths
36 days

This gorgeous property, set on 1.42 acres in a beautiful country setting, has been meticulously updated with high-end finishes throughout. From the custom walnut front door to the expansive Trek composite deck at the rear and Hardie board siding, you'll be impressed at every turn. The home

House for sale: 12420 ORMOND ROAD, Winchester

30 photos

$1,095,000

12420 Ormond Road, Winchester, Ontario K0C 2K0

2 beds
2 baths
28 days

Discover the perfect blend of rustic charm & modern convenience with this 2 bed, 2bath farmhouse, nestled on 34+ acres. Open floor plan includes a cozy family rm w/wood stove, ideal for chilly evenings. Adjoining dining rm & well-appointed kitchen create an inviting space for gatherings. Dedicated

House for sale: 11967 CLOVERDALE ROAD, Winchester

29 photos

$975,000

11967 Cloverdale Road, Winchester, Ontario K0C 2K0

4 beds
3 baths
51 days

Welcome to Your Dream Home! This exceptional custom-built residence sits on a picturesque 1-acre lot, backing onto the Cloverdale Links Golf Course. With over 2,600 sq ft of living space, no detail has been overlooked in this 4-bedroom, 3-bathroom home. Step inside to discover a beautifully

House for sale: 1322 COUNTRY LANE, Winchester

30 photos

$750,000

1322 Country Lane, Winchester, Ontario K0C 2K0

3 beds
3 baths
43 days

OPEN HOUSE SUN, OCT 20, 11AM-1PM. Welcome to this stylish bungalow, nestled on an acre lot within the sought-out Cloverdale Estates subdivision. Built by a reputable builder, this residence showcases superior quality finishes, including luxurious quartz countertops, hardwood floors and an

Winchester Real Estate Listings

Looking for a new home in Winchester? Look no further than our real estate listings! We have a variety of properties available in Winchester and the surrounding areas. Whether you're looking for a cozy bungalow or a spacious family home, we have something for everyone.

Explore Winchester's Charm

Winchester is a charming town located in Eastern Ontario. With a population of just over 2,000, Winchester offers a small-town feel with all the amenities you need. From local shops and restaurants to parks and recreational activities, Winchester has something for everyone. Plus, with easy access to major highways, you're just a short drive away from Ottawa and other major cities.

Find Your Dream Home in Winchester

Ready to start your search for a new home in Winchester? Browse our real estate listings to find the perfect property for you. Our experienced agents are here to help you every step of the way, from finding the right home to negotiating the best deal. Contact us today to get started!