Winchester Condo Listings for Sale

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Row / Townhouse for sale: 435 WINCHESTER Drive Unit# 22, Waterloo

30 photos

$1,049,000

435 Winchester Drive Unit# 22, Waterloo, Ontario N2T 0B7

3 beds
4 baths
49 days

OFF FISCHER HALLMAN ROAD N, BETWEEN ERB AND KEATS WAY 435 Winchester Drive, Unit 22 is an impeccably maintained luxury townhome in the sought-after Village of Beechwood West. Backing directly onto McCrae Park with its greenspace and walking paths, this home offers a rare blend of privacy and

Troy Schmidt,Re/max Twin City Realty Inc.
Listed by: Troy Schmidt ,Re/max Twin City Realty Inc. (519) 729-2002
Row / Townhouse for sale: 435 WINCHESTER Drive Unit# 53, Waterloo

47 photos

$919,000

435 Winchester Drive Unit# 53, Waterloo, Ontario N2T 0B7

2 beds
3 baths
80 days

Fischer Hallman & Keats Way This exclusive opportunity invites you to live in one of Waterloo’s most prestigious executive condo communities—The Village in Beechwood West. Nestled in an intimate enclave in the heart of Waterloo, this stunning two-storey residence perfectly blends

Apartment for sale: 1704 - 2550 SIMCOE STREET N, Oshawa

19 photos

$539,000

1704 - 2550 Simcoe Street N, Oshawa (Windfields), Ontario L1L 0K7

2 beds
2 baths
88 days

Simcoe St N and Winchester For Sale/For Lease - 1 beautiful condo/ 2 excellent options. Vacant Possession after October 11. Bright 2-bed, 2-bath condo with a desirable split floor plan & unobstructed west views from the 17th floor. Enjoy stunning sunsets from the large balcony. Easy-care laminate

Eddie Harnick,Coldwell Banker - R.m.r. Real Estate
Listed by: Eddie Harnick ,Coldwell Banker - R.m.r. Real Estate (905) 391-1328
Apartment for sale: 1103 - 2550 SIMCOE STREET N, Oshawa

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$275,000

1103 - 2550 Simcoe Street N, Oshawa (Windfields), Ontario L1L 0R5

0 beds
1 baths
46 days

Cross Streets: Simcoe/Winchester. ** Directions: South on Simcoe from Winchester, West on Windfields Farm Dr, South on Thoroughbred st. Welcome to unit 1103 at the prestigious UC Tower| Tribute Built Studio Apartment - great for students, new-comers, first-time buyers, and Investors| This unit

Apartment for sale: 802 - 2545 SIMCOE STREET N, Oshawa

30 photos

$385,000

802 - 2545 Simcoe Street N, Oshawa (Windfields), Ontario L1L 0W3

1 beds
1 baths
59 days

Cross Streets: Winchester Rd and Simcoe St. N. ** Directions: South of Winchester Rd W on the East side of Simcoe St. Welcome to Unit 802. This bright and Spacious 1 bedroom condo in the Windfield Community combines modern living with everyday convenience's. This stunning 1 bedroom 1 bathroom

Listed by: Anabela Pacheco ,Property Match Realty Ltd. (289) 404-6127
Apartment for sale: 329 - 385 ARCTIC RED DRIVE, Oshawa

27 photos

$522,000

329 - 385 Arctic Red Drive, Oshawa (Windfields), Ontario L1L 0H8

1 beds
1 baths
56 days

Winchester Rd E & Bridle Rd Welcome to Charing Cross Condos Unit 329! Discover this spacious and beautifully upgraded one-bedroom condo in a one-of-a-kind building backing onto a serene golf course. Offering 664 sq. ft. of interior space plus a 45 sq. ft. balcony, this home perfectly blends

Sunil Jolly,Century 21 Legacy Ltd.
Listed by: Sunil Jolly ,Century 21 Legacy Ltd. (647) 668-0446
Apartment for sale: 420 - 385 ARCTIC RED DRIVE N, Oshawa

27 photos

$619,000

420 - 385 Arctic Red Drive N, Oshawa (Windfields), Ontario L1L 0W9

2 beds
2 baths
31 days

Cross Streets: Simcoe St. N & Winchester Rd. E. ** Directions: Simcoe St N & Winchester Rd E. This is eight months old 2 bedrooms, 2 bathrooms condo in north Oshawa's Windfields community offers 1058sq' of Living space plus 48sq' of Balcony. The open concept kitchen and living area, Feature

Listed by: Thaas Sivathason ,Century 21 Innovative Realty Inc. (416) 298-8383
Apartment for sale: 716 - 2550 SIMCOE STREET N, Oshawa

38 photos

$549,990

716 - 2550 Simcoe Street N, Oshawa (Windfields), Ontario L1L 0R5

3 beds
2 baths
51 days

Simcoe St N & Winchester Rd E Welcome to North Oshawa's Crown Jewel Condo - U.C. Tower. The Perfect Canvas For A Masterpiece.This Tribute Built 3 Bedroom + 2 Bathroom, 877 square foot Unit Comes Equipped with Modern finishes including quartz counters, tile backsplash, stainless steel appliances,

Listed by: Angelo Persico ,Royal Lepage Signature Realty (416) 443-0300
Apartment for sale: 324 - 385 ARCTIC RED DRIVE, Oshawa

46 photos

$499,900

324 - 385 Arctic Red Drive, Oshawa (Windfields), Ontario L1L 0M5

1 beds
1 baths
86 days

Winchester Rd E / Bridle Rd Welcome to Charing Cross Condos a modern, boutique residence perfectly situated alongside Kedron Dells Golf Club. This lower penthouse suite offers scenic golf course views and a desirable 565 sq. ft. layout plus balcony. Inside, you'll find 9-ft ceilings, premium

Apartment for sale: 1220 - 2550 SIMCOE STREET N, Oshawa

30 photos

$388,888

1220 - 2550 Simcoe Street N, Oshawa (Windfields), Ontario L1L 0R5

1 beds
1 baths
31 days

Cross Streets: Simcoe St N & Winchester Rd W. ** Directions: See Main Cross Streets. *Virtual Tour* Discover Urban Living At Its Finest In This Contemporary 1 Bdrm Condominium. This Modern Unit Offers The Perfect Blend Of Style, Convenience & Comfort. The Sleek, Open Kitchen Features State-Of-The-Art

Mario Molin,Re/max Hallmark First Group Realty Ltd.
Listed by: Mario Molin ,Re/max Hallmark First Group Realty Ltd. (905) 831-3300
Apartment for sale: 421 - 2550 SIMCOE STREET N, Oshawa

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$374,999

421 - 2550 Simcoe Street N, Oshawa (Windfields), Ontario L1L 0R5

1 beds
1 baths
45 days

SIMCOE ST N & WINCHESTER RD WELCOME TO UC TOWER. THIS MODERN ONE BEDROOM, ONE BATH CONDO UNIT IS LOCATED IN THE HEART OF OSHAWA'S EXPANDING WINDFIELDS NEIGHBOURHOOD! BRIGHT LIVING SPACE, STAINLESS STEEL APPIANCES AND W/O TO BALCONY! EXCELLENT BUILDING AMENITIES. PERFECT LOCATION - 3 MINUTE

Tarek Agha,Realty One Group Flagship
Listed by: Tarek Agha ,Realty One Group Flagship (647) 715-1111
Row / Townhouse for sale: 205 - 17 BALDWIN STREET N, Whitby

38 photos

$750,000

205 - 17 Baldwin Street N, Whitby (Brooklin), Ontario L1M 1A2

3 beds
3 baths
3 days

Baldwin/Winchester Stunning 3 Bed Condo In The Heart Of Desirable Brooklin. Perfectly Located Near Parks, Shopping. Minutes To 401 or 407, 3 Wash, Open Concept Floor Plan Featuring Private Elevators From Garage Level Up To Main Floor & Another From Main Level To Bedroom Level. Double Car With

Listed by: Michelle Gerrard ,Royal Lepage Your Community Realty (647) 226-0411
Apartment for sale: 314 - 385 ARCTIC RED DRIVE, Oshawa

11 photos

$649,990

314 - 385 Arctic Red Drive, Oshawa (Windfields), Ontario L1L 0H8

2 beds
2 baths
31 days

Cross Streets: Simcoe & Winchester. ** Directions: East of Simcoe St N, South of Windfields Farm Dr E. Located in North Oshawa close to HWY 407. Never lived in, family size apartment in a UNIQUE BUILDING. Amazing surroundings (golf course and nature preserve). Extensively landscaped with kids

Listed by: Maureen Lillian Brennan ,Pma Brethour Real Estate Corporation Inc. (905) 415-2710
Apartment for sale: 105 - 385 ARCTIC RED DRIVE, Oshawa

12 photos

$759,990

105 - 385 Arctic Red Drive, Oshawa (Windfields), Ontario L1L 0H8

2 beds
2 baths
31 days

Cross Streets: Simcoe & Winchester. ** Directions: East of Simcoe St N, South of Windfields Farm Dr E. Located in North Oshawa close to HWY 407. Never lived in, family size apartment in a UNIQUE BUILDING. Amazing surroundings (golf course and nature preserve). Extensively landscaped with kids

Listed by: Maureen Lillian Brennan ,Pma Brethour Real Estate Corporation Inc. (905) 415-2710
Apartment for sale: 320 - 2550 SIMCOE STREET N, Oshawa

20 photos

$349,999

320 - 2550 Simcoe Street N, Oshawa (Windfields), Ontario L1L 0R5

1 beds
1 baths
6 days

WINCHESTER/SIMCOE Welcome Home to this Massive Open-Concept 516 Sq ft Studio + Den. This Rarely Offered Functional Floorplan is Larger than Most 1 Bedroom Units in the Building and comes with Highly Desired Covered Parking Conveniently Located right next to the Entrance and an Oversized Locker.

Listed by: Matthew Debrouwer ,Century 21 Leading Edge Realty Inc. (905) 666-0000
Row / Townhouse for sale: 446 - 15 FILLY PATH, Oshawa

11 photos

$610,000

446 - 15 Filly Path, Oshawa (Windfields), Ontario L1L 0K8

4 beds
3 baths
6 days

Winchester Rd / Simcoe St N Welcome to this beautiful 4-bedroom, 3-bathroom End-Unit townhouse in highly sought-after Windfields! Boasting a spacious open-concept layout with quartz kitchen countertops, stainless steel appliances. Direct garage access with 2-car parking (garage + driveway).

Cammerson Pathmaratnam,Re/max Crossroads Realty Inc.
Listed by: Cammerson Pathmaratnam ,Re/max Crossroads Realty Inc. (416) 578-0123
Apartment for sale: 808 - 2545 SIMCOE STREET N, Oshawa

13 photos

$539,900

808 - 2545 Simcoe Street N, Oshawa (Windfields), Ontario L1L 0W3

2 beds
2 baths
1 day

Cross Streets: Winchester & Simcoe St. ** Directions: Southeast corner of Windfileds Farm Dr and Simcoe St., could get access from either Steeplechase St, or Simcoe St. One of the finest and most luxurious new residences in North Oshawa! This one-year-old, beautifully designed 2-bedroom, 2-bathroom

Listed by: Chen Chen ,Re/max Imperial Realty Inc. (416) 495-0808
Apartment for sale: 718 - 2550 SIMCOE STREET N, Oshawa

35 photos

$545,000

718 - 2550 Simcoe Street N, Oshawa (Windfields), Ontario L1L 0R5

2 beds
2 baths
97 days

Simcoe and Winchester Experience modern living in this stylish 2-bedroom, 2-bathroom condo in North Oshawa's sought-after Windfields community! This unit features a split-bedroom layout for enhanced privacy with a bright, open-concept living area and 718 sq ft of thoughtfully designed space.

Sandy Gardner,Royal Lepage Connect Realty
Listed by: Sandy Gardner ,Royal Lepage Connect Realty (905) 718-5936

Exploring Winchester Condo: A Comprehensive Guide for Buyers and Investors

Winchester, a charming community in Ontario, offers a unique blend of small-town charm and modern conveniences. For those considering a Winchester condo, understanding the nuances of this market is crucial. This article provides a detailed look at the zoning regulations, resale potential, lifestyle appeal, and seasonal market trends that define the Winchester condo market.

Zoning Regulations: What You Need to Know

Before investing in a Winchester condo, it's essential to understand the local zoning regulations. Winchester is part of the larger North Dundas municipality, which has specific zoning laws that can impact your investment. These regulations dictate the types of developments allowed in certain areas, influencing both the current landscape and future growth potential.

For instance, some areas may be zoned for mixed-use developments, allowing for a combination of residential and commercial spaces. This can enhance the resale potential of your condo by attracting a diverse range of buyers. It's advisable to consult with a local real estate expert or the municipal planning office to get the most accurate and up-to-date information on zoning in Winchester.

Resale Potential: A Key Consideration

When purchasing a condo, considering its resale potential is crucial. Winchester's real estate market has shown steady growth, making it an attractive option for investors. The town's proximity to Ottawa, as highlighted in listings such as house Ottawa Winchester, enhances its appeal to those looking for a quieter lifestyle without sacrificing access to urban amenities.

Moreover, the demand for condos in Winchester is bolstered by the town's ongoing development projects and community enhancements. Properties like the Newton condo and Wesley condo exemplify the modern living spaces that attract both young professionals and retirees. Investing in a condo here could yield significant returns, especially as the area continues to grow.

Lifestyle Appeal: Embracing the Winchester Way of Life

Winchester offers a lifestyle that combines the tranquility of rural living with the conveniences of a small town. The community is known for its friendly atmosphere, making it an ideal place for families, retirees, and anyone seeking a peaceful environment. The town's amenities, including parks, schools, and local shops, contribute to its appeal.

For those who enjoy outdoor activities, Winchester provides ample opportunities for recreation. The nearby countryside is perfect for hiking, cycling, and exploring nature. Additionally, the town hosts various community events throughout the year, fostering a strong sense of community among residents.

Condos like the Maples condo and 5 Vicora Linkway condo offer modern amenities and comfortable living spaces, making them attractive options for those looking to enjoy the Winchester lifestyle.

Seasonal Market Trends: Timing Your Purchase

The real estate market in Winchester, like many other areas, experiences seasonal fluctuations. Understanding these trends can help you make a more informed purchasing decision. Typically, the spring and summer months see increased activity, with more listings and higher competition among buyers. This period is often considered the best time to sell, as properties tend to move quickly.

However, buying during the fall or winter months can offer advantages, such as less competition and potentially lower prices. It's important to work with a knowledgeable real estate agent who can provide insights into the current market conditions and help you navigate the buying process effectively.

For those interested in exploring other condo options, properties like the Monaco condo and Clarington condo offer diverse choices in different locations, each with its unique market dynamics.

Conclusion: Making an Informed Decision

Investing in a Winchester condo requires careful consideration of various factors, including zoning regulations, resale potential, lifestyle appeal, and seasonal market trends. By understanding these elements, you can make a more informed decision that aligns with your investment goals and lifestyle preferences.

Whether you're a first-time homebuyer, a seasoned investor, or someone looking for a seasonal retreat, Winchester offers a range of options to suit your needs. From the Gravenhurst condo Steamship to the Lauderdale condo, the choices are plentiful, each offering unique benefits and opportunities.

Ultimately, the key to a successful real estate investment in Winchester is to stay informed, work with experienced professionals, and consider both your immediate needs and long-term goals. With the right approach, a Winchester condo can be a valuable addition to your real estate portfolio.