$425,000 $129 per sq.ft. Windham VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 3300  |  Acres: 1.3
Thursday Sep 25, 2025
Description: Welcome to 715 Chase Road where you will find peace, tranquility and even convenience. This home offers so much bang for its' buck, you must come see it to believe it. Three bedrooms one full bath and laundry on the main level along with den, breakfast room and inviting living area with wood burning fireplace. The kitchen boasts plenty of counter and cupboard space with newer appliances and a little breakfast bar. The upper level features the fourth bedroom area in it's own mother in law floor away from the rest of the living areas. That suite has a separate enclosed porch as well as deck overlooking the 25' x 16' above ground pool. Relax outside on the raised decking. Workshop to store your riding mower and firewood. The established groomed lot is level and the address allows easy access to Windham's town public roads. Take a bike ride to the close by Burpee Pond. This wonderful well kept property is your next home run investment. Don't wait too long to take a tour ! See MLS Property & Listing Details & 50 images.

$549,000 $174 per sq.ft. Windham VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3152  |  Acres: 5.08
Monday Sep 22, 2025
Description: Classic 1875 colonial home located on 5 acres in beautiful Windham VT. Home sits well off the road for privacy. Large first floor with kitchen, two living rooms, dining room and half bath with laundry. Second floor has 3 bedrooms and 2 full baths. Detached 2 car garage has a first floor bonus room with 1 bedroom 1 bathroom ADU on the second floor with separate utilities. Great rental history/potential. There is a nice barn with lots of storage for your equipment, wood or animals. The house sits high above a beautiful stream with a bridge over it to a small island which has another shed/summer animal barn. Beautiful perennial gardens could be brought back to life with a bit of weeding. The house needs a bit of TLC but could be a wonderful country escape for the right buyer. See MLS Property & Listing Details & 34 images. Includes a Virtual Tour

$655,000 $279 per sq.ft. Windham VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2344  |  Acres: 9.98
Tuesday Aug 26, 2025
Description: SOARING GLASS, SOARING SPIRITS, SKIING DELIGHT Come see this architecturally dramatic contemporary four bedroom, three bath home replete with glass to the sky, cathedral ceilings, gorgeous mountain views, wood burning fireplace and end of road privacy on almost ten acres. Perched square in the middle of ski country and close to the three charming towns of Londonderry, Grafton and Chester, you also are only five minutes from the local gem known as Lake Lowell. The home invites you through its spacious mudroom into the grand open living/kitchen/dining area with peaked ceilings and high windows. Whether lounging by the fireplace and TV, dining at the table or counter, or cooking in the kitchen, the whole family can experience the apres ski togetherness. Besides the convenient downstairs bedroom, there is a Master Suite of grand proportions with a 12 foot wall of windows to the private forest outside. There are unique extra bonuses galore: a balcony loft open to the big space and light suitable for office or lounging, a full high ceiling basement for recreation; an unfinished attic asking the new owner how it can be used, a massive outdoor deck for entertaining and warm weather lounging for any number of family and guests. Come see this grand package today! See MLS Property & Listing Details & 60 images.

$789,000 $329 per sq.ft. Windham VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2400  |  Acres: 1.86
Friday Aug 22, 2025
Description: Welcome to your brand-new, 2,400 sq ft dream home! This modern, open-concept residence shines with high ceilings and abundant natural light. The gourmet kitchen is a showstopper, boasting custom cabinetry, stone countertops, a large island, and state-of-the-art appliances. The luxurious primary suite features a double vanity, custom shower, and walk-in closet. Upstairs, find three spacious additional bedrooms and a well-appointed shared bathroom. An attached two-car garage provides easy access and ample storage. Enjoy the outdoors from your covered front porch or in the nicely sized backyard. Perfectly situated for year-round enjoyment, you're minutes from Magic, Stratton, Bromley, and Okemo ski resorts, Lowell Lake plus charming towns like Weston, Grafton, Chester, and Manchester for dining and entertainment. New construction is rare - seize this special opportunity! Call today for a private tour. See MLS Property & Listing Details & 38 images. Includes a Virtual Tour

$195,000 $49 per sq.ft. Windsor VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 4011  |  Acres: 0.34
Tuesday May 23, 2023
Description: 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. See MLS Property & Listing Details & 4 images.

$325,000 $133 per sq.ft. Windsor VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2452  |  Acres: 0.75
Thursday Jun 5, 2025
Description: Charming Duplex in the Heart of Windsor - Ideal for Owner-Occupants or Investors! Discover a fantastic opportunity to own a versatile, income-producing duplex in the vibrant and historic town of Windsor. Perfectly suited for an owner-occupant looking to offset their mortgage with rental income--or a savvy investor seeking solid returns--this well-maintained property offers both comfort and cash flow. Each unit features 2 spacious bedrooms, 1 full bathroom, a bright living area, and a spacious kitchen, making it ideal for tenants or personal use. Separate utilities ensure ease of management and straightforward billing, while continued thoughtful maintenance enhances long-term value and efficiency. Just minutes from local shops, dining, and schools, this property offers small-town charm with big investment potential. Enjoy easy access to I-91 and nearby recreational opportunities including hiking, skiing, and kayaking/fishing. Whether you choose to live in one unit and let the other help pay your mortgage, or fully rent both for reliable income, this duplex is a rare find in a desirable location. Don't miss your chance to own this flexible and financially smart property in one of Vermont's most charming towns. Schedule your showing today! See MLS Property & Listing Details & 36 images.

$419,000 $184 per sq.ft. Windsor VT Home »

Price Change! Reduced by $40,000 down 10% on September 28th 2025
4 Beds | 3 Baths |   Total Sq. Ft. 2272  |  Acres: 1.34
Thursday Jul 31, 2025
Description: OWNERS SAY SELL before Winter. Check out the new PRICE! Nestled on 1.34 picturesque acres in historic Windsor, this classic 4-bedroom Colonial blends timeless charm with comfortable living. Set back from the road, the home offers privacy and space to enjoy Vermont's natural beauty while being just minutes from town amenities, schools, and I-91. Inside, you'll find a traditional floor plan with spacious living and dining areas, a well-appointed kitchen, and plenty of natural light throughout. With this flexible layout, you can configure bedrooms on 1 or both levels. The basement is dry, and has ample finished space for an extra playroom or family room, including 1/2 bathroom. The expansive yard is ideal for gardening, play, or simply taking in the peaceful surroundings. With room to grow, work from home, or create the lifestyle you've been dreaming of, this Windsor gem is ready to welcome its next chapter. See MLS Property & Listing Details & 38 images.

$445,000 $333 per sq.ft. Winhall VT Home »

Price Change! Reduced by $20,000 down 4% on October 5th 2025
4 Beds | 2 Baths |   Total Sq. Ft. 1337  |  Acres: 0.99
Saturday Sep 6, 2025
Description: This house is a must see for anyone looking for a small home in Vermont. Located between Stratton and Bromley and just minutes away from Magic Mountain, the location is prime ski country often referred to as the Golden Triangle. With four bedrooms and an open concept living room and kitchen, this home is cozy and inviting. Fully renovated and turnkey. Fenced in yard with hot tub. Fire pit nestled into the woods. Convenient parking in driveway. Winhall offers School Choice. Just 7 miles to Manchester, VT See MLS Property & Listing Details & 21 images.

$495,000 $258 per sq.ft. Winhall VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 1920  |  Acres: 9.5
Friday Aug 29, 2025
Description: Tucked away on 9.5 private acres that border the scenic Gale Meadows Pond, this Vermont retreat offers the perfect mix of nature, comfort, and functionality. Whether you're seeking a year-round residence or a seasonal getaway, this property is move-in ready with thoughtful renovations and room to explore. Step inside to a warm and inviting atmosphere where you'll find brand-new kitchen appliances, a new washer and dryer, new carpet on the main level, and updates in bathrooms with new toilets, sinks, and fixtures. The living room centers around a cozy fireplace--perfect for cold winter nights--while the finished lower level features a built-in bar, ideal for relaxing or entertaining after a day on the slopes or trails. Behind the scenes, the home has been upgraded with a new septic system, new well pump, and new water heater, ensuring efficiency and peace of mind for years to come. Outside, enjoy the peaceful setting from the enclosed, covered deck, surrounded by stone walls, a small frog pond, and beautifully maintained grounds. A two-car detached garage and separate two-bay machine barn provide ample space for snowmobiles, tractors, or other equipment. With a mix of open fields and forest, the property invites outdoor adventure, take a walk through the woods to cast a line in Gale Meadows Pond or simply enjoy the changing seasons in your own backyard sanctuary. This is a one-of-a-kind property! Showings begin at open house 8/31 from 11am-1pm. See MLS Property & Listing Details & 20 images.

$649,000 $258 per sq.ft. Winhall VT Home »

8 Beds | 4 Baths |   Total Sq. Ft. 2520  |  Acres: 2.2
Tuesday Mar 11, 2025
Description: Ski Resort Investment Gem! 2-Family Home Near Stratton & Bromley Rare investment opportunity in the heart of Vermont's premier ski region. Located on scenic Vermont Route 30, this property offers unparalleled access to both Stratton Mountain Resort and Bromley Mountain Ski Resort. Whether you're looking to live in one unit and rent the other, or convert it to a single-family home, this property delivers. Property Highlights: Dual Living: Two spacious units, each featuring 4 bedrooms and 2 bathrooms, providing ample space for families or groups. Renovations: Both units boast kitchens with sleek stainless-steel appliances and elegant granite countertops. Modern Upgrades: Enjoy peace of mind with a new roof, heating, plumbing, and electrical systems. Versatile Layout: The main floor unit offers direct access to a finished lower-level family room with a cozy wood-burning stove, laundry room, utility room, and a convenient one-car garage. Expansive Lot: Situated on a generous 2-acre lot, providing plenty of outdoor space and privacy. Don't miss out on this rare chance to own a versatile property in one of Vermont's most sought-after locations. Schedule your showing today! See MLS Property & Listing Details & 35 images. Includes a Virtual Tour

$649,000 $270 per sq.ft. Winhall VT Home »

Price Change! Reduced by $26,000 down 4% on August 28th 2025
4 Beds | 3 Baths |   Total Sq. Ft. 2408  |  Acres: 0.73
Friday Jul 4, 2025
Description: Welcome to your dream Vermont home--where space, light, and location come together in perfect harmony. This beautifully upgraded 4-bedroom residence, complete with a versatile bonus room, features an open-concept living area designed for comfort and connection. The kitchen is a standout, featuring an ILVE 30-Inch Majestic II Dual Fuel Range with 5 Sealed Brass Burners--offering a professional-grade cooking experience in the heart of your home. Expansive windows throughout flood the home with natural light, creating a warm and inviting atmosphere. Step outside onto the deck and take in breathtaking mountain views--perfect for relaxing or entertaining. Nestled on a quiet dead-end road, this home offers both peace and privacy while still being just minutes from downtown Manchester's shops, dining, and attractions. Whether you're heading to Bromley or Stratton for a day on the slopes, or enjoying the vibrant local scene in Manchester, this location offers the best of both worlds. Located in a school choice town, this home offers added flexibility for families with school-aged children. With many thoughtful upgrades throughout, this home is move-in ready and ideal for full-time living or a Vermont getaway. See MLS Property & Listing Details & 37 images.

$650,000 $263 per sq.ft. Winhall VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 2468  |  Acres: 1.3
Monday Sep 15, 2025
Description: 17 Signal Hill Road offers Vermont charm in a secluded mountain setting. With over 2,400 square feet of living space, this five-bedroom, three-and-a-half-bath home has been thoughtfully maintained and move-in ready. The main level features a spacious living room with a dramatic fieldstone fireplace, vaulted ceilings, and skylights that fill the home with natural light. A loft overlooking the living room provides a versatile space for reading, relaxing, or playing. The kitchen and dining area flow seamlessly into the living room, with sliding glass doors opening onto a sunny deck perfect for outdoor dining or enjoying a morning cup of coffee. The primary suite is on the main floor, with wood floors. Two bedrooms and bathroom are on the second floor, while two more bedrooms are on the lower level, along with a finished walk-out basement for flexible living. A secondary living room is also on the lowest level. A convenient mudroom entry keeps the home organized after a day on the slopes. Set on 1.3 acres with winter mountain views of Bromley Mountain. Minutes to Manchester, Stratton, and Bromley, this home is a year-round Vermont retreat. See MLS Property & Listing Details & 39 images.

$720,000 $301 per sq.ft. Winhall VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 2389  |  Acres: 1
Tuesday Aug 26, 2025
Description: Escape to your mountain retreat in this spacious 4 bedroom, 4 bath home tucked away in a serene wooden community just minutes away from Stratton Mountain Resort. Perfect for entertaining or relaxing, the home features two cozy wood burning fireplaces that brings warmth and charm throughout the season. Vaulted ceilings in the living room and dining room area provide lots of natural light. Step outside to enjoy the private deck off the back of the house, ideal for gatherings or simply soaking in the privacy and natural beauty that surrounds you. With plenty of room for family and guests, this home offers the perfect blend of comfort, privacy and proximity to year-round adventure. See MLS Property & Listing Details & 36 images.

$729,000 $355 per sq.ft. Winhall VT Home »

Price Change! Reduced by $20,000 down 3% on September 23rd 2025
4 Beds | 2 Baths |   Total Sq. Ft. 2055  |  Acres: 1.02
Friday Jun 27, 2025
Description: Welcome to Gone Ski Inn, your cozy, all-season mountain retreat in the heart of Vermont! This charming home features four inviting bedrooms and two well-appointed bathrooms, offering plenty of space to unwind after a day of adventure. In the winter, cozy up by the crackling wood-burning fireplace , toasty wood stove or relax in the soothing hot tub under the stars. With ski trails just minutes away and a weekend/holiday shuttle to the mountain, your getaway is as convenient as it is memorable. But the fun doesnt stop when the snow melts! During the warmer months, guests can enjoy a variety of outdoor activities at the nearby recreation area , including tennis, pickleball, a swimming pond, picnic tables, and grills perfect for summer cookouts. Whether you're hitting the slopes, hiking trails, or enjoying a sunny afternoon by the pond, Gone Ski Inn is your ideal year-round escape for family, friends, and unforgettable memories. Make this your Vermont Home! See MLS Property & Listing Details & 28 images.

$729,000 $357 per sq.ft. Winhall VT Home »

Price Change! Reduced by $20,000 down 3% on August 20th 2025
4 Beds | 2 Baths |   Total Sq. Ft. 2040  |  Acres: 1
Thursday Jul 24, 2025
Description: Great opportunity! Your Ultimate Getaway Escape to this idyllic Vermont retreat, where convenience meets relaxation. This spacious home offers everything you need for a fun-filled and carefree lifestyle, from outdoor entertaining to cozy indoor spaces. Step out onto the large deck and unwind by the gas fire pit table, or enjoy watching the friendly mini-golf matches below. In the cooler nights of winter, take in the mountain views. As you enter inside you'll find the perfect place to hang your coat and drop your shoes. The open kitchen is perfect for entertaining both inside and out. This house boasts of two inviting living rooms, each features a wood stove for warmth and ambiance--ideal for those chilly winter nights. On the main floor you can entertain in comfort while others enjoy endless fun in the space on the lower level. Everyone is sure to have fun while trying to beat their highest score on a variety of arcade games. Don't forget the mini golf tournaments! Nestled on a peaceful road, you can take leisurely walks with your dog or explore the nearby surroundings. You are just minutes to the renowned Stratton Ski Resort--perfect for winter sports enthusiasts. This home has everything you need for the ultimate Vermont getaway--peace, fun, and convenience all in one location. Don't miss out on this unique opportunity to make this retreat your home away from home. This property has had an excellent history of rental income. See MLS Property & Listing Details & 44 images.