Windsor VT Homes for Rent
The median home value in Windsor, VT is $290,000.
This is
lower than
the county median home value of $334,800.
The national median home value is $338,100.
The average price of homes sold in Windsor, VT is $290,000.
Approximately 54.87% of Windsor homes are owned,
compared to 31.82% rented, while
13.32% are vacant.
Windsor real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you see a property you’re interested in, contact a Windsor real estate agent to arrange a tour today!
ADDITIONAL INFORMATION
3,858 sq. ft. of prime office space above Mascoma Bank with double sided elevator service. Includes the entire second floor and is divided for 2 separate private office areas that include several private offices, and open workspace areas. 2 baths, large conference room. Front and rear entrances and exits. Ample parking. Heat and rubbish removal included in rent. July 1, 2025 occupancy.
$365,000
18 County Road Windsor, VT 05089
- Type:
- Single Family
- Sq.Ft.:
- 1,400
- Status:
- Active
- Beds:
- 3
- Lot size:
- 1.8 Acres
- Year built:
- 1890
- Baths:
- 2.00
- MLS#:
- 5022365
ADDITIONAL INFORMATION
Enjoy all the conveniences of Village life, with a tranquil view of rolling green horse pastures right from your window. This absolutely-charming antique New Englander has one of the best locations in town. Just outside your back door you'll enter the 200 AC Paradise Park nature trail network, complete with ponds, waterfalls, vernal pools and wildlife. The house is tidy, efficient, and lovingly stewarded. Enter the rear mudroom with direct access to the bright kitchen and open concept dining room, with sliders to the spacious deck overlooking established perennial beds, fruit trees, mature plantings, and a huge flat yard for gardening and recreation. Livingroom, one bedroom and bathroom further complete the first floor. The second level has two more bedrooms, and a second bathroom with plenty of storage. The oversized 2-car garage barn has an enormous heated upper level (perfect for your studio or workshop). Showings begin Sunday @ Open House from 1-3.
- Type:
- Single Family
- Sq.Ft.:
- 1,710
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.28 Acres
- Year built:
- 1971
- Baths:
- 1.00
- MLS#:
- 5020575
ADDITIONAL INFORMATION
Welcome home to this inviting 3-bedroom, 1-bath ranch-style gem nestled in one of Windsorâ??s most sought-after neighborhoods. Step inside to find a cozy living room with a beautiful fireplace, perfect for New England winters. The kitchen opens into the dining room, and could be your chance at a fun remodel. Each bedroom provides comfort and plenty of natural light, making it a warm retreat for family or guests. Outside, enjoy a private backyard and convenient 1-car garage with extra storage. Located close to local amenities, parks, and schools, this home offers both tranquility and convenience. With its prime Windsor location, this property wonâ??t last longâ??schedule your showing today!
$350,000
30 Estey Lane Windsor, VT 05089
- Type:
- Single Family
- Sq.Ft.:
- 1,920
- Status:
- Active
- Beds:
- 4
- Lot size:
- 14 Acres
- Year built:
- 2005
- Baths:
- 3.00
- MLS#:
- 5019666
ADDITIONAL INFORMATION
Welcome to your dream home! Nestled on 14 sun-kissed acres, this spacious 4-bedroom, 3-bathroom property offers an idyllic blend of privacy and convenience. Enjoy breathtaking countryside views from every angle, with plenty of space to roam and relax in a serene, natural setting. And bonus, there are trails, a cider house, and plenty of room for a garage or workshop space. Inside, you'll find a well-appointed layout that includes a bright and inviting living room with new woodstove, a bedroom on the main level, 2 expansive bedrooms on the 2nd level with full bathroom, and space for guests or in-laws in the finished basement. The basement has 2nd kitchen, 3/4 bathroom and sleeping spaces with private entrance. Located just minutes from I-91, you'll have easy access to the Upper Valley, while being less than 4 miles from the charming, historic town of Windsor, and a hops, skip, and a jump from West Windsor. This is more than a homeâ??it's a peaceful retreat with modern convenience. Donâ??t miss your chance to experience country living at its finest!
$255,000
54 Hillside Drive Windsor, VT 05089
- Type:
- Single Family
- Sq.Ft.:
- 1,300
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.3 Acres
- Year built:
- 1957
- Baths:
- 1.00
- MLS#:
- 5019305
ADDITIONAL INFORMATION
Nestled just off the main road, this charming split-level home offers the perfect blend of privacy and convenience. Located just moments from town, you'll enjoy the peaceful setting without sacrificing easy access to local amenities. The inviting living room features a large picture window, filling the space with natural light. The adjacent kitchen includes a cozy dining area, ideal for family meals. Just a few steps up, youâ??ll find three comfortably sized bedrooms and a full bath. The partially finished basement presents an excellent opportunity for a future rec room, home office, or gym. Outdoors, the home boasts spacious front and side yards, perfect for gardening, entertaining, or simply relaxing in your own serene environment. Whether you're starting a new chapter or looking to expand, this home offers the potential to customize and make it your own. Don't miss out on this perfect blend of privacy and proximity!
$430,000
30 Union Street Windsor, VT 05089
- Type:
- Single Family
- Sq.Ft.:
- 3,990
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.32 Acres
- Year built:
- 1900
- Baths:
- 5.00
- MLS#:
- 5018205
ADDITIONAL INFORMATION
Step into timeless elegance with this grand Victorian home, beautifully situated on a charming in-town lot. This stately residence showcases stunning hardwood floors throughout, preserving its classic heritage while offering modern comforts. The spacious first-floor bedroom features an en suite bath, providing both luxury and convenience. A cozy fireplace adds warmth and character to the main living space, perfect for relaxing evenings. The home boasts a generously-sized walk-in pantry, ideal for storage and organization. An added bonus is the potential separate apartment, offering endless possibilities for rental income, guest accommodations, or an in-law suite. Completing the property is a two-car detached garage, providing ample storage and parking. This house will suit a buyer who hopes to fill it's halls, expand, or be a welcome haven for a family compound. Minutes into downtown Windsor, an easy jaunt to the K-12 school, and a stones throw away from the Recreation Center makes for flexibility if transportation is an issue. Or...let's consider the potential for a home business or commercial opportunity with a change of use permit. Property is located in the CENTRAL BUSINESS DISTRICT. Come make this one your own!
$168,000
1807 Rte 44 Windsor, VT 05089
- Type:
- Single Family
- Sq.Ft.:
- 1,182
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.69 Acres
- Year built:
- 1958
- Baths:
- 2.00
- MLS#:
- 5017066
ADDITIONAL INFORMATION
Opportunity Knocks! This home is ideal for a builder, investor or new homeowner who can qualify for a conventional or construction loan. Sale price includes a variety of building materials. The home appears structurally sound with a 3 zone hot water heating system, drilled well and public sewer. This property features an attached 1 car garage, 3 BR's, 1.5 baths, office, fireplaced LR /with hardwood floors, fully applianced kitchen, shed and deck with gorgeous views of Mt Ascutney. Property is located 2 miles east of the Village of Brownsville - Home to "Ascutney Outdoors" Trails and Outdoor Center, Mt Ascutney Resort and the famous Butcher and Pantry Store. Immediate Occupancy.
$179,000
17 Dewey Avenue Windsor, VT 05089
- Type:
- Single Family
- Sq.Ft.:
- 1,523
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.3 Acres
- Year built:
- 1935
- Baths:
- 1.00
- MLS#:
- 5015596
ADDITIONAL INFORMATION
Nicely located just walking distance to the school and town amenities. Nice level lot with home just waiting for you to make it your own. Three bedrooms and spacious main level.
- Type:
- Condo
- Sq.Ft.:
- 2,052
- Status:
- Active
- Beds:
- 3
- Year built:
- 1989
- Baths:
- 4.00
- MLS#:
- 5000223
ADDITIONAL INFORMATION
Old Mill Pond Condominiums offer an idyllic haven in the heart of Windsor. Imagine enjoying mountain views, pond access, and amenities such as an in-ground pool and tennis courts. This unit features vaulted ceilings and unique architectural elements often missing in typical condominiums. Guests can relax by the cozy fireplace or on the spacious deck with mountain views, depending on the season. Year-round convenience is assured with an attached garage, ample storage, and a functional layout. The unit includes three bedrooms, each with an ensuite bath-one of which includes a delightful jacuzzi tub. Includes an additional 4th sleeping space with a 3/4 bath and kitchenette space. For those seeking easy living, this move-in ready unit within an impeccably maintained condo association is hard to beat!
$265,000
12-14 State Street Windsor, VT 05089
- Type:
- Multi-Family
- Sq.Ft.:
- 2,430
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 0.03 Acres
- Year built:
- 1900
- Baths:
- MLS#:
- 4999035
ADDITIONAL INFORMATION
Rare Opportunity in the heart of Windsor, Vermont. This building contains 3 residential rental units and 1 additional unit that has been used as office space but can be converted into an additional residential unit with a permit. This originally balloon built property has had its foundation restabilized, new insulation, and almost 100% siding replaced. The first floor contains the office rental, Unit 1, Unit 2 access, and a common area/mailroom. Unit 1 contains a mudroom, kitchen/living room, bedroom, and bathroom. Unit 2, on the second floor, contains a kitchen, living room, bathroom, and two bedrooms. Unit 2 has high ceilings making the space feel open and spacious, with upgraded electrical throughout most of the building. Unit 3 is accessed by covered outdoor stairs to the third floor. This unit contains a small mudroom, kitchen/dining room, bathroom, and two bedrooms. Office space is currently an open office room with a private bathroom. Basement is dry and spacious, plenty of space for storage and/or laundry room. Seller has Lead Paint Certification. The location is right downtown! Café across the street and walking distance to shops, parking, laundry mat, school, and public transportation. Delayed showings until Thursday June 13th!
- Type:
- Multi-Family
- Sq.Ft.:
- 1,800
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 0.14 Acres
- Year built:
- 1872
- Baths:
- 3.00
- MLS#:
- 4998415
ADDITIONAL INFORMATION
As-Is Sale Only. Updated interior pics added.
$500,000
25 Main Street Windsor, VT 05089
- Type:
- Single Family
- Sq.Ft.:
- 3,146
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.37 Acres
- Year built:
- 1796
- Baths:
- 2.00
- MLS#:
- 4998054
ADDITIONAL INFORMATION
Built in 1796, the historic Trask House is located on beautiful Main St. in the heart of downtown Windsor. The center hall Federal sits on just under 1/2 acre and has an attached barn/garage in the back with plenty of storage. There is a private brick patio surrounded by a white picket fence and lovely landscaping. Inside, you are greeted by large open rooms with hardwood floors, high ceilings, and multiple fireplaces. The updated kitchen is open to the dining room with a wood burning stove centered between the two rooms. The dining room leads to the stunning living room with picturesque alcoves and original Federal style millwork and mantels. Across the hall are the family room and a quaint library which ultimately connects back to the kitchen. A grand center hall stair case leads upstairs to 4 good sized bedrooms, a full bath and the laundry room. The Trask House is in an ideal location just minutes from Lake Runnemede, restaurants and stores, and Mt. Ascutney Hospital. Woodstock, Hanover, and the Upper Valley are approximately 25 minutes away. The Trask House is in the National Registry of Historic Homes and has been featured in numerous books on historic homes of New England. Come take a look!
$625,000
1185 Rte 5 South Windsor, VT 05089
- Type:
- Multi-Family
- Sq.Ft.:
- 2,768
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 1.44 Acres
- Year built:
- 1920
- Baths:
- MLS#:
- 4990468
ADDITIONAL INFORMATION
Introducing a prime investment opportunity nestled on 1.44 acres of picturesque countryside just moments away from the convenience of town living. Whether you're a seasoned investor seeking a lucrative addition to your portfolio or a newcomer to the world of real estate investment, this 8-unit property presents an attractive proposition. With its idyllic location, modern updates, and reliable tenant base, it offers the perfect combination of rural charm and urban convenienceâ??a truly rare find in today's market. Don't miss your chance to own a piece of country paradise with endless potential for growth and prosperity.
- Type:
- Other
- Sq.Ft.:
- 2,450
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 0.48 Acres
- Year built:
- 1997
- Baths:
- MLS#:
- 4985204
ADDITIONAL INFORMATION
This Former McDonald's Restaurant is a Great Property for your Business. Situated Adjacent to a Plaza with Price Chopper, Aubuchon Hardware and Dollar General and Sited on Busy US Rte 5 only Minutes from Historic Windsor Means You Have Many Free Benefits. Being Well Maintained and with a Drive Thru Window, 14 Ft Ansul System Range Hood, Open Concept, and 2 ADA Rest Rooms Equates to an "Easy to Start Your Operations Property". Close to I-91 Access, Ski Areas, Golf Course, and Local Hospital and 20 Minutes to Hanover/Lebanon and Extra Benefits So Don't Wait on thie Unique Opportunity.
$195,000
70-74 State Street Windsor, VT 05089
- Type:
- Single Family
- Sq.Ft.:
- 4,011
- Status:
- Active
- Beds:
- 5
- Lot size:
- 0.34 Acres
- Year built:
- 1784
- Baths:
- 4.00
- MLS#:
- 4953869
ADDITIONAL INFORMATION
The Stephen Jacob House is an extremely important historic residence in a town known for its historic architecture. Built in 1784 in the Georgian/Federal style, the residence was sited on the rise of State Street from the Village of Windsor. It's commanding presence was embellished with cornice dentil detailing and possibly a Palladian window. Having been used for many purposes over the years, the house was purchased by Historic Windsor, Inc. in 2008. Recognizing its historic significance along with much original fabric intact, Historic Windsor, Inc. engaged in a massive cleanup, extensive documentation and a complete paint job with some sections reroofed with standing seam. The residence is now ready for the next phase of its life as a single family residence, up to 4 residential apartments, owner occupied business or a cultural center. All of the necessary as built architectural plans, documentation of existing materials and fabric and proposed Feasibility Plans are available. The project will require all new systems and rehab working with the extensive original fabric including interior shutters, period flooring and window and door detailing. Many original doors. The residences rich history with Stephen Jacob and its architectural significance will regain its prominence in Historic Windsor upon completion.
$550,000
26 Depot Street Windsor, VT 05089
- Type:
- Other
- Sq.Ft.:
- 2,888
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 0.31 Acres
- Year built:
- 1900
- Baths:
- MLS#:
- 4946823
- Subdivision:
- Windsor Station Restaurant
ADDITIONAL INFORMATION
Historic Masterpiece built in 1900. Windsor Station remained an active train station until the mid-sixties when the building was shuttered. In the mid-1970â??s a team leased the building from Central Vermont Railway and converted it into a restaurant. The restaurant changed hands in 1976 and was successfully run by the same family for 35 years. After changing hands again, the building was then abandoned in October of 2010. In April 2013 the current owner/operators rescued the then derelict property and made extensive renovations and added period decorations. Along with providing excellent food and service, they have turned the property into a thriving and successful operation. Amtrak service continues with the newly built platform alongside the building. The â??Vermonter Trainâ?? runs from Washington D.C. to St. Albans-Burlington, VT passing through Baltimore, NYC, Philadelphia along the way. The Southbound train stops at Windsor Station around noon and the Northbound stops around 6pm to the delight of the diners. Step inside this epic station and it will take you back to a different era. Windsor Station Restaurant is the pulse of the Town. Excellent growth potential with lunch and brunch services. Currently in construction is a beautiful 4 acre park across the tracks and a 35 unit apt building up the street. Buyers will be asked to fill out a Prospect Package before receiving the financials. Numbers support the price. Owners are only interested in talking with Qualified Buyers.
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