Windsor Real Estate

Welcome to Windsor, North Carolina – a hidden gem nestled in the heart of Bertie County. Known for its rich history and picturesque landscapes, Windsor offers a unique blend of Southern charm and modern amenities, making it an ideal place to call home.

Windsor is steeped in heritage, with roots tracing back to the early 18th century. The town’s historical significance is reflected in its well-preserved architecture and vibrant community spirit. Stroll through the quaint downtown area, where local shops and eateries invite you to experience the warmth of Southern hospitality. Enjoy a meal at one of the family-owned restaurants, where you can savor the flavors of traditional Southern cuisine.

Nature lovers will appreciate Windsor’s proximity to the scenic Chowan River, offering opportunities for fishing, boating, and picnicking along its serene banks. The surrounding countryside is dotted with lush farms and rolling landscapes, perfect for those who enjoy outdoor activities or simply wish to unwind in nature’s embrace.

Windsor is not just a place to live; it’s a community where neighbors become friends. With a strong emphasis on family values and community involvement, residents take pride in their town and its future. Local events and festivals throughout the year bring everyone together, celebrating the unique culture and spirit of Windsor.

Whether you’re seeking a peaceful retreat or a vibrant community to raise your family, Windsor, NC, is a place where you can truly feel at home. Explore the possibilities of life in this charming town today!

Newest Listings in Windsor

$149,900

2 Baths ⋅ 100610641 MLS

A unique opportunity to create something truly special on almost 5 acres. The generous acreage opens the door to a wide range of possibilities, offering room for outdoor living, gardens, recreational space, additional improvements, or simply the privacy and flexibility that come with having your own land. The existing structure provides a blank canvas for conversion into a custom residential home with a layout designed around your needs. Whether you're looking to create a private retreat, homestead-style property, or one-of-a-kind residence, this property offers space, versatility, and tremendous potential. Buyer to verify zoning, permitting, acreage, and all requirements for residential conversion.

234-240 Jamestown Rd, Windsor

$194,900

3 Beds ⋅ 3 Baths ⋅ 100608614 MLS

Three bedrooms, three bathrooms, and two en suites--a standout combination of comfort, privacy, and convenience! This spacious single-level home offers an inviting layout with room to gather and places to unwind. The primary suite provides a relaxing retreat with a jetted garden tub and walk-in closet, while the second en suite offers added privacy for guests or everyday living. The possibilities continue outside with a detached two-car garage featuring its own wall-mounted heat pump--imagine a man cave, game-day hangout, workshop, or space dedicated to your favorite hobbies! Attached storage keeps tools and equipment tucked away, and a separate detached two-car carport provides covered parking without sacrificing your project space. Start your mornings with coffee on the porch and end your days enjoying a home that offers more than the basics. With versatile spaces inside and out, this property gives you room to relax, create, and make it your own. Schedule your showing today!

117 Hale St, Windsor

$115,000

2 Baths ⋅ 100607449 MLS

Great for first time homebuyers. Located in a quiet, established neighborhood and close to all medical, shopping and more. Spacious kitchen with lots of storage. Huge backyard with privacy fence. Attached carport, detached metal carport.

401 Cale St, Windsor

$195,000

3 Beds ⋅ 2 Baths ⋅ 100606393 MLS

You will love this three bedroom, two bath brick beauty in the heart of Bertie County! Cozy country location on a generous sized lot and less than five minutes to town. From the covered front porch to the screened patio, this home offers outdoor living space to enjoy daily. Need a garage/workshop? This one has that too. Plus covered parking w an extra storage room. It feels like home!

239 Hoggard Mill Rd, Windsor

$130,000

3 Beds ⋅ 1 Baths ⋅ 100604870 MLS

This beautiful home has new windows, new HVAC, new flooring and interior paint, plus, the front porch is new. The large open yard has several mature shade trees, a covered picnic pavilion, a cement basketball court, covered parking and a barn that can be used for storage or made into a workshop. Three bedrooms, one bath, all in restored condition.

159 Cooper Hill Rd, Windsor

$262,000

3 Beds ⋅ 2 Baths ⋅ 100604596 MLS

This home in the heart of Windsor is a must see! Built in 1948 it boasts beautiful original hardwood floors on the first and second floor. The screen porch sitting atop a nice high lot is the perfect place to relax. A 3-car carport coupled with a garage/workshop gives a blank slate for your imagination. This house would be a great place for you to call home!

105 W Camden St, Windsor

$49,000

3 Beds ⋅ 2 Baths ⋅ 100600332 MLS

Calling all investors, renovators, and buyers with a vision! Welcome to 106 S Grandy Lane in Windsor--a full renovation opportunity ready for someone to bring it back to life and make it completely their own. Situated on approximately 1.51 acres, this 3-bedroom, 1-bath brick home offers around 1,025 square feet and is the perfect blank canvas for your next project. Whether you're dreaming of a complete transformation for yourself, looking for a fix-and-flip opportunity, or searching for your next investment, this property is packed with potential. Bring your contractor, your creativity, and your vision! Reimagine the layout, choose your finishes, and transform this diamond in the rough into something truly special. Property is being sold as-is. Come see the possibilities at 106 S Grandy Lane!

106 S Grandy Ln, Windsor

$210,000

2 Beds ⋅ 2 Baths ⋅ 100599986 MLS

208 Crescent Drive is now for sale! Located in a gorgeous neighborhood with rolling hills and mature trees, this home may be your next address. Featuring a spacious living room w wood floors & cozy fireplace plus a formal dining room w built-ins flanking the bay window. The kitchen offers space for a breakfast table. Enjoy two front entrances; one with a covered porch. Don't miss the private covered rear porch too. Perfect for starting your day or unwinding in the evening. And there is no shortage of storage space in this home (first & second floor). Upstairs you will find two bedrooms, a bath, plus a huge walk-in attic. Outside is a generous sized yard complete w convenient storage building and a covered carport. It feels like home!

208 Crescent Dr, Windsor

$146,000

3 Beds ⋅ 2 Baths ⋅ 100599812 MLS

This 3-bedroom, 2-bathroom home sits on a spacious .69 acre lot and features a charming wraparound porch and a new roof. The property is in need of some TLC, making it a great opportunity for someone looking to add their personal touch and bring out its full potential. With desirable features, plenty of outdoor space, and room for improvement, this home has lots of potential and could be a great investment or renovation project. BEING SOLD AS IS.

176 Cooper Hill Rd, Windsor

$447,500

3 Beds ⋅ 3 Baths ⋅ 100598280 MLS

Southern Living at its BEST ! Welcome to a gracious and beautifully maintained home that blends classic Southern character with inviting everyday comfort set in the heart of Windsor, NC. Set beneath a mature canopy of trees, the property makes a memorable first impression with its manicured landscaping, sculpted shrubs, brick walkways, and elegant tiered fountain creating a welcoming approach. Inside, light-filled living spaces feature warm hardwood floors, crown molding, classic architectural details, and an exceptional sense of refinement. The spacious living room is thoughtfully appointed with large windows, custom drapery, and traditional furnishings, while the adjoining dining room offers an elegant setting for both intimate dinners and larger gatherings. It has a kitchen and breakfast room that opens out onto a back porch for morning coffee or an afternoon drink. The master bedroom is located just down the hall with a wonderful large sitting room that the whole family will enjoy on quiet evenings together. As you walk back through the home, there are two lovely guest rooms on their own side wing of the home. Such a great floor plan for one floor living with everyone in their own spaces. The one acre yard offers everything a gardener could ask for! Two out buildings are great for storage with one offering a fold out Tiki bar for summer entertaining. With porches, patio's and space to enjoy on the front and back, this property gives so much space and solitude to enjoy. This is a must see ! Furnishings are negotiable.

601 Sterlingworth St, Windsor

$245,000

3 Beds ⋅ 2 Baths ⋅ 100584706 MLS

Welcome to this beautifully maintained country-style home that blends timeless charm with modern updates. Nestled on a spacious, manicured lot, this inviting property features a classic front porch--ideal for enjoying your morning coffee or relaxing in the evening while taking in the peaceful surroundings. Inside, you'll find a bright, open-concept floor plan with durable luxury vinyl plank flooring, abundant natural light, and a cozy fireplace that creates a warm and welcoming living space. The well-appointed kitchen offers granite countertops, stainless steel appliances and ample cabinetry.The home's thoughtful layout provides comfortable living spaces, 3 bedrooms, and updated bathrooms. Outside, the expansive yard offers endless possibilities for gardening, recreation, or future additions, while the long driveway provides plenty of parking. Whether you're looking for a peaceful retreat or the perfect place to entertain family and friends, this move-in-ready home offers comfort, space, and exceptional curb appeal. Don't miss the opportunity to make this beautiful property your own!

508 N York St, Windsor

$459,000

4 Beds ⋅ 3 Baths ⋅ 100578460 MLS

Welcome to one of Windsor's most beloved homes--a stunning 1922 bungalow featuring incredible front and back porches, timeless character, and modern updates throughout. Completely renovated from top to bottom in 2018, this remarkable property sits on an oversized 1.31-acre lot in the heart of downtown Windsor, offering the rare opportunity to enjoy small-town living with space to spread out. From the moment you step inside, you'll be captivated by the abundance of natural light, spacious rooms, and thoughtful details found throughout. The home's flowing floor plan offers exceptional flexibility, including a downstairs office or flex space, a dreamy kitchen with solid surface countertops and a gas stove, a beautifully appointed primary suite, a convenient half bath, and a large laundry room featuring gorgeous brick flooring. Upstairs, you'll find three additional generously sized bedrooms, each offering impressive closet space and storage. A versatile bonus area, accessible from either staircase, creates the perfect setting for a media room, playroom, home gym, man cave, or hobby space--the possibilities are endless. Outside, the property continues to impress. The expansive backyard provides privacy, sheltered parking, and backs up to the Cashie River, all while requiring no flood insurance. A large, floored basement offers excellent storage for kayaks, bicycles, seasonal items, and outdoor equipment. The location is simply unbeatable. Bike, walk, or take your golf cart to a favorite local bakery and gathering spot just around the corner. Browse the charming boutique nearby, or spend the day golfing and enjoying the pool at Cashie Golf & Country Club just a few blocks away. Bertie Hospital is only minutes away, Historic Downtown Edenton is just 20 miles from your doorstep, and convenient access to Highway 17 makes travel easy. Every inch of this home reflects the heart, soul, and dedication of its current owners. Their passion for preserving its character while enhancing its functionality has created a truly special property that has become a local favorite. This is more than a home--it's a lifestyle. Schedule your private showing today and experience the beauty, warmth, and charm of this extraordinary Windsor treasure for yourself.

206 S King St, Windsor

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Windsor Real Estate

Newest Listings in Windsor

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