$253,000 $293 per sq.ft. Windham VT Home »


Price Change! Reduced by $6,000 down 2% on July 27th 2026
2 Beds | 1 Baths |   Total Sq. Ft. 864  |  Acres: 4
Saturday Apr 25, 2026
Description: This tidy log home is located 30 minutes or less from 5 ski areas! From Windham there are many directions to choose with activities like hiking and biking right out the door and restaurants, shops and recreation within a short drive. On a quiet dead end dirt road in the heart of Windham, this cute Vermont log home offers the kind of peace and privacy that is getting harder to find. Set in the clearing of four acres of wooded land, this property feels like a private retreat, surrounded by conservation land and abundant wildlife. The log home blends rustic charm with comfortable living. The warm wood finishes on the interior, vaulted ceiling, newly supported, and a cozy loft create an atmosphere that invites you to slow down and relax! Immerse in nature while enjoying coffee on the porch or evenings under the stars on the back deck. The West Windham Valley is the home of a beautiful natural waterfall, providing a scenic escape and reminder of the area's untouched beauty. This is an ideal setting for outdoor enthusiasts , nature lovers and anyone seeking a quiet country lifestyle. Price increase reflects work done to reinforce roof structure. If you have been looking for a true Vermont getaway, this property delivers! See MLS Property & Listing Details & 31 images.

$375,000 $107 per sq.ft. Windham VT Home »


Price Change! Reduced by $20,000 down 5% on August 22nd 2026
4 Beds | 2 Baths |   Total Sq. Ft. 3502  |  Acres: 1.3
Monday Jul 13, 2026
Description: In the heat of it all!! With 4 mountains within in about 1/2 hour, this is the perfect spot to get away for skiing and all the other Southern Vermont treasures. Nestled in a sweet meadow, with a wee bit of forest, this home is a perfect home base with plenty of room for everyone. With a lovely flat yard, huge private back deck and large above the ground pool, there are lots of options for entertaining. The guest suite has a private entrance or can be open to the main house. It would work well as a potential rental (check with the town), x generation starter, or an in home caretaker suite. Snug up to the cozy fireplace or wood stove on the crisp winter nights, hunt for fireflies in summer, breathe the clean crisp air of fall. You can't go wrong here. See MLS Property & Listing Details & 31 images.

New Listing! Windham VT Home for sale $$499,000

$499,000 Windham VT Home »

2 Beds | 2 Baths |   Total Sq. Ft. 0  |  Acres: 33.34
Wednesday Aug 12, 2026
Description: Bring your vision to life on 33.34 acres in the scenic hills of Windham, Vermont. This partially completed home offers a rare opportunity to finish a thoughtfully designed residence surrounded by open meadows, established trails, and an idyllic rural setting. Designed with a 4 bedroom septic system, the home is ready for the next owner to complete the interior and exterior finishes. The clapboard siding remains unfinished, and the lower level walk out basement is plumbed for a third full bathroom, offering additional flexibility for finished living space. A substantial 24' x 48' completed foundation is in place for the planned garage. It will accommodate a 24' x 24' two car garage plus an additional 24' x 24' area of approximately 552 square feet, ready to be finished and purposed according to your needs, ideal for a workshop, studio, storage, recreation space, or other use. The land is equally appealing, with expansive meadows featuring tillable soils formerly used to grow organic fruits and vegetables, established trails, mature woods, and high quality gravel on the property. Adding to the sense of privacy and protected open space, the property abuts a National Wildlife Refuge along its western and northern boundaries. Enjoy gardening, exploring the trails, working on projects, or simply taking in the peaceful Vermont landscape. Conveniently located within reach of Stratton, Magic, and Bromley Mountains and the villages of Londonderry, Chester, and Grafton. An exceptional opportunity to complete a substantial Vermont property and create something truly your own. See MLS Property & Listing Details & 33 images.

New Listing! Windsor NH Home for sale $$275,000 $212 per sq.ft.

$275,000 $212 per sq.ft. Windsor NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1296  |  Acres: 5
Friday Aug 28, 2026
Description: Property being sold as-is. Opportunity knocks with the potential this home holds with a little bit of elbow grease. This 2019 three bedroom, two full bathroom manufactured home sits on 5 acres in the low tax town of Windsor. The open floorplan offers a great flow with 2 bedrooms on one end and the primary suite on the other. The seller does not have the ability to remove much from the property so the majority of the contents will convey with the sale. The electricity is also off so it will make financing this property difficult. The seller is still residing in the home, so please DO NOT drive down the driveway without an appointment. Come see how this property can work for you! See MLS Property & Listing Details & 40 images.

Under Contract New Listing! Windsor VT Home for sale $$279,000 $356 per sq.ft.

$279,000 $356 per sq.ft. Windsor VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 783  |  Acres: 2.51
Wednesday Aug 5, 2026
Description: Completely rebuilt in 2014 (except for the storage room) and set on 2.51 acres spanning both Windsor and Hartland, this 2-bedroom, 1-bath ranch offers comfortable one-level living with plenty of potential. The open-concept living, dining, and kitchen area creates a functional layout, while the attached direct-entry garage and unfinished attached space provide excellent storage or future expansion possibilities. Outside, the property features a circular driveway, a partially level yard, a small, fenced area off the garage, a larger split-rail fenced paddock with a run-in, a storage shed, and a dedicated chicken coop area, offering flexibility for gardening, hobbies, small animals, or outdoor enjoyment. Conveniently located with easy access to area amenities, this property presents a wonderful opportunity to make it your own. Easy access to I-91, 23 min to DHMC, 15 min from West Lebanon, 22 min to Woodstock, 40 min to Okemo. Open house Saturday, August 8th, 10am-12pm See MLS Property & Listing Details & 21 images.

New Listing! Windsor VT Home for sale $$299,000 $260 per sq.ft.

$299,000 $260 per sq.ft. Windsor VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 1152  |  Acres: 0.99
Wednesday Aug 26, 2026
Description: Welcome to 319 Back Mountain Road in Windsor, Vermont, a comfortable 2-bedroom ranch situated on approximately one acre in a peaceful country setting. The home features an updated kitchen and a spacious living and dining area with plenty of natural light, creating a warm and inviting space for everyday living and entertaining. A metal roof and updated heating system add to the home's practicality and ease of ownership. A one-car garage provides convenient parking along with additional storage space. Outside, the level yard with mature trees offers plenty of room for gardening, recreation, or simply enjoying the Vermont surroundings. Located along the eastern slopes of Mount Ascutney, with its hiking trails and recreational activities. This property offers a wonderful balance of rural living and convenience, with easy access to downtown Windsor, I-91, and the area's abundant recreational opportunities. Whether you're looking for a primary residence, Vermont getaway, or a home to make your own, 319 Back Mountain Road offers an appealing opportunity in a desirable Upper Valley location. See MLS Property & Listing Details & 16 images.

$299,000 $260 per sq.ft. Windsor VT Home »

Waterfront on River Beaver Brook
2 Beds | 1 Baths |   Total Sq. Ft. 1152  |  Acres: 6.8
Monday Jun 22, 2026
Description: Embrace the ultimate Vermont lifestyle with this 1950s ranch, perfectly situated on 6.8 sprawling acres of versatile land at 466 Esty Lane in Windsor. Combining nostalgic mid-century charm with extraordinary future potential, this property is an absolute dream for investors, developers, or anyone looking to build their ideal country homestead. The existing home offers 1,152 square feet of single-level living space, featuring two comfortable bedrooms, one full bathroom, and a full basement providing excellent storage or workshop space. While the house requires renovation, it boasts solid bones and a layout ready for your personal touch. For those desiring more space, the structure is suited to easily add a second-floor expansion, allowing you to maximize the footprint and capture beautiful scenic views.The true crown jewel of this property is the expansive acreage. With 6.8 total acres at your disposal, there is incredible potential to subdivide the land into two additional separate lots. Adding to this investment appeal, the land layout accommodates separate entrance possibilities for the new potential lots, ensuring future privacy and ease of access. Nature lovers will be captivated by the extensive river frontage running right along the property line, complete with idyllic spots perfect for a private summer swimming area or peaceful afternoon relaxation by the water's edge.Location is everything, and this property delivers. Nestled on a quiet, serene dirt road, you will enjoy complete peace and privacy while remaining just a short drive close to downtown Windsor's shops, dining, and historic amenities. Outdoor enthusiasts will rejoice knowing that Mount Ascutney is less than five miles away, offering fantastic alpine skiing, snowboarding, and winter recreation right in your backyard, alongside summer hiking. Whether you choose to renovate the existing ranch, expand upward, or pursue the subdivision, 466 Esty Lane offers an unmatched canvas. See MLS Property & Listing Details & 60 images.

$500,000 $101 per sq.ft. Windsor VT Home »


Price Change! Reduced by $35,000 down 7% on August 8th 2026
Waterfront on Lake Runnenede
6 Beds | 4 Baths |   Total Sq. Ft. 4933  |  Acres: 0.48
Wednesday May 13, 2026
Description: Come see and appreciate this recently rejuvenated and extraordinary home that includes 6 bedrooms and 4 bathrooms as well as a 2 car garage! Located just off the downtown village area, this unique property features historical charm and character with vintage woodwork, custom wood floors, high ceilings, spacious rooms and the nooks and crannies a classic home has to offer! Relax on the rear porch or enjoy the private yard and great living room that overlook the nearby pond providing a peaceful retreat at the end of a long day! See MLS Property & Listing Details & 36 images.

New Listing! Winhall VT Home for sale $$425,000 $316 per sq.ft.

$425,000 $316 per sq.ft. Winhall VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1344  |  Acres: 1.03
Friday Aug 28, 2026
Description: Escape to the mountains in this charming A-frame, ideally located between the bustling town of Manchester and the area's best ski mountains. This home is your perfect base for year-round adventure, putting you just minutes from world-class skiing, hiking, mountain biking, and shopping. Inside, you'll find a comfortable layout featuring 3 bedrooms, 2 bathrooms, and a home office that can easily flex to accommodate extra guests. Cozy up by the wood-burning fireplace after a day on the slopes or soak up the sun on the inviting deck. This isn't just a home; it's a gateway to the best of Vermont. Septic system is being replaced and completion date in early October. See MLS Property & Listing Details & 22 images.

$430,000 $517 per sq.ft. Winhall VT Home »

5 Beds | 2 Baths |   Total Sq. Ft. 1664  |  Acres: 1
Thursday Jun 11, 2026
Description: The ideal opportunity in a prime location, minutes from Stratton Mountain, Bromley Mountain, and the charming town of Manchester, this 5-bedroom, 2-bathroom home has what you need for your primary Vermont residence or a quiet place to getaway. The spacious living room and dining area is complimented by a wrap around porch. This home is low maintenance and setup well for those who want a delightful retreat. See MLS Property & Listing Details & 22 images.

Under Contract Wolfeboro NH Home for sale $$329,000 $264 per sq.ft.

$329,000 $264 per sq.ft. Wolfeboro NH Home »

2 Beds | 2 Baths |   Total Sq. Ft. 1248  |  Acres: 0
Monday Mar 30, 2026
Description: Welcome to 1 Harvey Brook! Located in the desirable Birch Hill over 55 Co-Op community, this home is on a spacious corner lot with an oversized one car garage. The home features two bedrooms and two full bathrooms. Arched doorway in the Foyer, high ceilings and large windows create a bright and airy atmosphere. It offers comfortable living for residents seeking a peaceful environment. The location provides convenient access to a variety of amenities, including dining options, shops, lakes, walking trails, and museums in Wolfeboro and the surrounding area. Residents can enjoy both natural beauty and cultural attractions just a short distance from their doorstep. This is an Estate Sale and Trustee would pefer a quick sale. Park Approval is required. See MLS Property & Listing Details & 51 images.

New Listing! Wolfeboro NH Home for sale $$359,000 $554 per sq.ft.

$359,000 $554 per sq.ft. Wolfeboro NH Home »


Price Change! Reduced by $90,000 down 25% on August 26th 2026
1 Beds | 1 Baths |   Total Sq. Ft. 648  |  Acres:
Tuesday Aug 11, 2026
Description: Price Reduction!!!Welcome to your peaceful retreat nestled within the quiet and highly desirable Kehonka Hill Development. The cottage offers unique bead board walls and ceilings with midwest yellow pine floors throughout the home. Situated on a secluded, wooded lot, this charming cottage offers the ultimate blend of privacy and community with access to 24 shared, beautifully landscaped acres. Nature lovers will thrive here, with the property located just steps from the scenic trails of Knights Pond, offering miles of pristine walking and hiking paths right outside your door. Seller is offering $5000 towards closing cost .Open house Sunday 8/30 from 12 to 2 While you will feel worlds away in your private forest sanctuary, everyday conveniences and recreation are just minutes away. The home sits a short 5-minute drive from vibrant downtown Wolfeboro, where you can enjoy local dining, shopping, nick center and the community offerings at the local Huggins Hospital/Winnipesaukee area centers. Ideal as a year-round residence or a seasonal escape, this property offers easy access to major ski areas, regional lakes, and Interstate 93 for effortless commuting. Embrace the quiet beauty of the Lakes Region in this special move in ready cottage ! Seller is offering $5000 towards closing cost...Open House Sunday August 30 from 12-2 See MLS Property & Listing Details & 34 images.

Under Contract Wolfeboro NH Home for sale $$385,000 $139 per sq.ft.

$385,000 $139 per sq.ft. Wolfeboro NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2762  |  Acres: 1.93
Thursday Apr 9, 2026
Description: Welcome to 9 Hemlock Drive in Wolfeboro, NH...an inviting opportunity to own a spacious home in one of the Lakes Region's most desirable towns. Offering over 2,700 square feet of living space, this 3-bedroom, 2-bathroom property is set on a generous 1.93 lot, providing both privacy and room to enjoy the outdoors. The property also offers a 2 year old roof and generator hook up for peace of mind. Designed for convenient one-level living, the home features a functional layout ideal for a variety of lifestyles. The bright and airy sunroom is a standout space, perfect for relaxing with a morning coffee or enjoying the natural surroundings year-round. The living room has been updated with brand new carpeting, adding comfort and a fresh touch. This home also presents a great opportunity for a new owner to add new updates over time and truly make it their own. A large basement offers excellent storage or the potential to be finished for additional living space, home office, or recreation area. Whether you're looking to expand or simply need extra room, the possibilities are there. Located less than 2 miles from historic downtown Wolfeboro, you'll have easy access to charming shops, local restaurants, grocery stores, and the beautiful shores of Lake Winnipesaukee. Affordably priced for Wolfeboro, this property presents a fantastic opportunity for first-time homebuyers, those seeking to downsize with the ease of one-level living, or investors looking for value in a prime location. Don't miss your chance to make this versatile home your own! See MLS Property & Listing Details & 43 images. Includes a Virtual Tour

New Listing! Wolfeboro NH Home for sale $$438,000 $226 per sq.ft.

$438,000 $226 per sq.ft. Wolfeboro NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1940  |  Acres: 2.12
Monday Aug 24, 2026
Description: Only 2 miles to downtown Wolfeboro, this charming 3-bedroom, 1½-bath Cape offers classic character, beautiful woodwork, and lovely wood flooring throughout. The inviting kitchen features a sweet breakfast nook, while the dining room overlooks the private backyard. The sunny living room is sure to be a favorite gathering spot, and the first floor is rounded out by a comfortable bedroom and full bath. Upstairs, you'll find two additional bedrooms, a ½ bath with room to expand. A full basement and 1-car garage provide plenty of storage. Outside, the beautiful grounds feature a large garden shed, a vintage stone fireplace, garden space, stone walls, a level yard, and one of the property's most special features, a gorgeous, maturely treed side yard that creates a peaceful, private setting. With its charming character, beautiful grounds, convenient location, and attractive price, this Wolfeboro property is truly a home run! Open House Saturday, 10 AM-1 PM. See MLS Property & Listing Details & 30 images.

$468,900 $271 per sq.ft. Wolfeboro NH Home »


Price Change! Reduced by $11,000 down 2% on August 23rd 2026
Waterfront on Lake Winnipesaukee
3 Beds | 2 Baths |   Total Sq. Ft. 1968  |  Acres: 1.05
Sunday Jun 28, 2026
Description: Welcome to 5 Council Tree Lane in beautiful Wolfeboro, New Hampshire a wonderful opportunity to enjoy life in one of the Lakes Region's most desirable communities. Tucked away in a peaceful setting, this home offers the perfect blend of privacy, comfort, and convenience while still being close to everything Wolfeboro has to offer. Step inside and you'll find a warm and inviting layout with plenty of space for everyday living, entertaining, or simply relaxing after a day on the lake. The home offers a comfortable flow, natural light, and a setting that makes it easy to feel right at home. Whether you are looking for a year-round residence, vacation getaway, or investment opportunity, this property has plenty of potential. Outside, enjoy the quiet surroundings and the charm of a private neighborhood setting. There is room to garden, gather, play, or simply take in the fresh New Hampshire air. Located just minutes from downtown Wolfeboro, Lake Winnipesaukee, shops, restaurants, marinas, beaches, walking trails, golf, skiing, and year-round recreation, this location is hard to beat. Known as "The Oldest Summer Resort in America," Wolfeboro offers small-town charm with four-season fun. From boating and swimming in the summer to snowmobiling, skiing, and cozy local dining in the winter, there is always something to enjoy.5 Council Tree Lane is a great chance to own in a highly sought-after area with access to all the beauty and lifestyle the Lakes Region is known for. Don't miss your opportunity to make this Wolfeboro property your own! (Could potentially be converted to 4 bedroom with one wall install and movement of door entrance and necessary steps etc) See MLS Property & Listing Details & 60 images.

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