You are viewing all listings Homes between $250000 and $500000 dollars.
Under Contract
$399,000 $334 per sq.ft. Wolfeboro NH Home »
3 Beds | 2 Baths | Total Sq. Ft. 1586 | Acres: 1.85Listed on Monday Dec 15, 2025
Description: Welcome to 156 Trotting Track Road, Wolfeboro, NH, a well-maintained single-family home set on a private, wooded lot in an established residential setting. The home offers comfortable single-level living with a functional layout, warm wood accents, and a welcoming connection to the outdoors. A double-decker screened porch provides multiple spaces to enjoy the surrounding natural landscape throughout the seasons, while the detached garage adds everyday convenience and storage. Inside, the bright kitchen features breakfast bar seating and opens to an adjacent dining area, creating an easy flow for daily living and entertaining. The fully finished basement expands the living area, offering flexible space well suited for guests, recreation, or additional living needs. Just behind the "Nick," the home is conveniently located near Wolfeboro's downtown amenities, Lake Winnipesaukee, and year-round recreation, this property offers an opportunity to enjoy the Lakes Region lifestyle in a peaceful residential setting. Access to multiple town beaches including Albee Beach and Wentworth State Park. Open House: Saturday, December 20th from 10:00 AM-2:00 PM, held concurrently with an on-site estate sale. See Listing Details & 39 images.
$399,000 $314 per sq.ft. Wolfeboro NH Home »
3 Beds | 1 Baths | Total Sq. Ft. 1269 | Acres: 0.18Listed on Wednesday May 13, 2026
Description: Welcome to this inviting three-bedroom, one-bath home ideally located just minutes from downtown Wolfeboro. Combining small-town charm with everyday convenience, this property offers easy access to local shops, restaurants, beaches, and all the attractions of the Lakes Region. Abutting the scenic Bridge Falls walking path, you can step outside and enjoy peaceful strolls, biking, and outdoor recreation right from your backyard. Whether you're searching for a year-round residence, vacation retreat, or investment opportunity, this home is the perfect place to experience the beauty, charm, and lifestyle that make Wolfeboro "The Oldest Summer Resort in America." See Listing Details & 24 images.
$479,900 $278 per sq.ft. Wolfeboro NH Home »
3 Beds | 2 Baths | Total Sq. Ft. 1968 | Acres: 1.05Listed on 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 Listing Details & 60 images.
$499,000 $247 per sq.ft. Wolfeboro NH Home »
Price Change! Reduced by $76,000 down 15% on July 24th 2026
3 Beds | 3 Baths | Total Sq. Ft. 2017 | Acres: 3.3
Listed on Friday Feb 27, 2026
Description: For those who appreciate history, craftsmanship, and the satisfaction of bringing a special home back to life, this picturesque antique brick property offers an exciting opportunity in the heart of Wolfeboro. Set on three private acres, this three-bedroom home offers three baths, bonus spaces for an office, studio, or creative pursuits, and the kind of character that simply cannot be replicated. Original architectural details including barn-board ceilings, exposed beams, exposed brick, and fireplaces reflect the timeless craftsmanship of classic New England homes. Sun-filled living spaces, cozy gathering rooms, and an updated kitchen create a welcoming foundation for everyday living, while the home's next owner has the opportunity to restore and enhance the property according to their own vision. Being sold as is and offered at new, reduced price, this is a chance to invest in a home with built-in potential--and ultimately reap the rewards of the work you put into it. Outside, the expansive grounds offer privacy, mature perennial gardens, and plenty of room to enjoy the outdoors. A tree house adds a touch of whimsy for the young at heart, while the outbuilding provides additional storage and the detached two-car garage adds convenience. Located near Routes 28 and 109 for easy travel north or south, the property is also close to Fernald Station, The Nick, Huggins Hospital, local beaches, and lake access. With its historic character, generous acreage, desirable Wolfeboro location, and opportunity to create something truly special, this is a rare chance to own a Lakes Region home where the right vision--and the work to bring it forward can pay off in a big way. See Listing Details & 51 images.
$499,000 $371 per sq.ft. Wolfeboro NH Home »
3 Beds | 2 Baths | Total Sq. Ft. 1824 | Acres: 1.44Listed on Friday Jun 19, 2026
Description: Welcome to 527 North Main Street, a move-in ready home offering over 1,800 square feet of comfortable living space just minutes from downtown Wolfeboro. This charming property features 3 spacious bedrooms, 2 bathrooms, and thoughtful updates throughout, including fresh interior and exterior paint and new appliances, making it easy to settle in and enjoy from day one. The inviting floor plan provides plenty of room to spread out, highlighted by a large finished basement that offers excellent flexibility for a family room, home office, recreation space, or guest overflow. Upstairs, you'll find generously sized bedrooms and a beautifully appointed bathroom featuring a large walk-in shower. Step outside and enjoy the private deck, perfect for entertaining friends and family, summer cookouts, or simply relaxing while overlooking the yard. The property also offers great curb appeal with a nicely sized lawn and a large driveway capable of accommodating multiple vehicles with ease. Conveniently located just 5 minutes from downtown Wolfeboro, you'll enjoy easy access to shopping, restaurants, grocery stores, local amenities, and all that "The Oldest Summer Resort in America" has to offer. Whether you're searching for a primary residence, vacation getaway, or investment opportunity, this property combines space, comfort, and a desirable location in one attractive package. See Listing Details & 39 images. Includes a Virtual Tour
$345,000 $369 per sq.ft. Woodbury VT Home »
Price Change! Reduced by $30,000 down 9% on July 23rd 2026
3 Beds | 2 Baths | Total Sq. Ft. 1786 | Acres: 1
Listed on Wednesday Mar 11, 2026
Description: Price Reduced! Motivated Sellers! Don't miss your opportunity to be the next owner of this well cared for home! Set on a spacious 1 +/- acre corner lot, this raised ranch offers comfort, functionality, and easy access to outdoor recreation. The attached two-car garage provides convenient direct entry into the lower level great room, making everyday living easy in all seasons. The main level features a bright and inviting living room with an electric fireplace, perfect for relaxing evenings in the cooler months and a wall air conditioning unit for the warm months. The eat-in kitchen offers plenty of space for casual dining and includes a door that opens to the back deck--ideal for enjoying morning coffee or summer grilling. This level also includes a full bath, a spacious primary bedroom with double closets, and a comfortable guest bedroom. Downstairs, the lower level provides a great room warmed by a cozy wood stove, creating a welcoming gathering space. You'll also find an additional guest bedroom, a half bath, laundry, and utility room. Outside, the open acre offers plenty of room to garden, play, or simply enjoy the surroundings. A small stream runs behind the home, adding to the charm, and a storage shed provides extra space for tools and outdoor equipment. Located at the corner of two town-maintained gravel roads, the property offers a country setting while being just up the hill from VT Route 14 for an easy commute. With numerous nearby lakes and ponds to explore, this home is a great base for enjoying Vermont's outdoor lifestyle. See Listing Details & 30 images.
$359,000 $250 per sq.ft. Woodbury VT Home »
2 Beds | 2 Baths | Total Sq. Ft. 1436 | Acres: 0.64Listed on Tuesday Jul 7, 2026
Description: Welcome to 114 West Woodbury Road in beautiful Woodbury, Vermont--a peaceful country retreat offering privacy, comfort, and easy one-level living. This well-maintained 1,436-square-foot home features 2 bedrooms and 2 full bathrooms, thoughtfully designed for both everyday living and entertaining. Tucked away at the end of a dead-end road, this property is surrounded by open conservation land, creating a serene setting with abundant wildlife and year-round natural beauty. Outdoor living is a highlight, with a spacious screened-in porch, a stone patio perfect for relaxing or gathering with friends, and a private deck off the primary bedroom where you can enjoy your morning coffee overlooking the peaceful surroundings. Additional features include a detached shed and workshop, providing plenty of space for hobbies, storage, or outdoor equipment. Outdoor enthusiasts will appreciate the property's close proximity to the VAST trail system, offering easy access to Vermont's renowned snowmobile trail network. Despite its tranquil setting, the home is conveniently located with a short commute to both Morrisville and Montpelier, making it an ideal balance of rural privacy and accessibility. See Listing Details & 49 images.
Under Contract
$360,000 $376 per sq.ft. Woodbury VT Home »
Waterfront on Lake Sabin Pond3 Beds | 1 Baths | Total Sq. Ft. 958 | Acres: 0.3
Listed on Friday May 15, 2026
Description: Experience the quintessential Vermont lifestyle in this year-round home with breathtaking views of Woodbury Lake. Enjoy spectacular sunsets from the new partially covered deck and host friends and family for memorable long summer weekends. Originally a summer camp, this property has been converted into a comfortable year-round home, featuring single-level living with extra sleeping quarters upstairs. With both oil baseboard heat and a wood stove, this is the perfect year-round residence for those looking to downsize, or a comfortable 4-season camp. This versatile property allows you to enjoy the best of what Vermont offers throughout the seasons. The lake access is directly across the road, giving you the ability to enjoy paddling, swimming, fishing, and boating, and guarantees the best view of the lake for years to come. See Listing Details & 25 images.
$375,000 $245 per sq.ft. Woodbury VT Home »
Price Change! Reduced by $24,000 down 6% on July 17th 2026
4 Beds | 2 Baths | Total Sq. Ft. 1530 | Acres: 11.74
Listed on Monday Jan 12, 2026
Description: Back on Market so if you missed it before,take another look! Country contemporary home features 4 beds,1-1/2 baths. A main level bedroom,half bath and laundry area walks up to livingroom,dining area and kitchen. Enclosed sunroom off kitchen makes a very nice place to soak in sun during winter months and makes a great greenhouse for the gardener. Three beds and full bath on second level. Attached one car garage. Attached shed for wood storage. The barn houses small animals, once home to goats and chickens. Mature fruit trees and plantings abound. Located on surveyed 11.7 acres with a path into the woods for walks anytime of the year. Town maintained road drops onto paved Route 14 for an easy commute to the Hardwick,Stowe,and Morrisville areas as well as Montpelier and Barre hubs. All kinds of recreation abound in this location.The home been under good stewardship with added solar roof array,insulation upgrades and heat pump additions. Heated primarily with oil furnace(new tank installed 7/14/26 and furnace serviced and ready for heating season)you get the benefit of offsetting costs by wood heat and heat pump when desired. See additional details and Seller improvements attached to listing for full disclosures. The home is ready for the new owner to take to the next level. Selling as-is with minor roof repair in progress. See Listing Details & 60 images.
$495,000 $362 per sq.ft. Woodbury VT Home »
Waterfront on Pond _Unnamed3 Beds | 2 Baths | Total Sq. Ft. 1368 | Acres: 10.6
Listed on Monday Jul 6, 2026
Description: A Vermont Lifestyle Property with Surprises Around Every Corner! So much more than just a home, this unique property offers the space and versatility to live, work, gather, and explore. The inviting 3-bedroom farmhouse was moved back onto a new full foundation and renovated inside and out in the early 1990s, blending classic farmhouse charm with important updates. Inside you will find an eat-in kitchen that opens nicely into the dining and living areas, full bath, 3 bedrooms upstairs with 1/4 bath~ creating a warm and welcoming space to call home. The massive garage/barn opens the door to endless possibilities. The owner has run a successful repair shop in this fully insulated, wood-heated space that includes a car lift and air compressor, making it ideal for a continued workspace, hobbies, equipment, storage, or future ventures. Beyond the home and garage is where this property truly sets itself apart. A small barn and level pasture area offer the opportunity for horses, smaller farm animals, or homesteading. Continue along the gravel drive and discover a private retreat created for relaxing and gathering, complete with a spacious pavilion that doubles as RV winter storage, two storage sheds, a sleeping cottage, and a stone fire pit perfect for evenings under the stars. Travel farther into the land to find a hidden pond that has provided years of summer enjoyment. With some clearing, this peaceful setting could be opened back up to capture more sunlight and beautiful views overlooking the gathering field below. The adventure continues into the back acreage with wooded terrain, hiking opportunities, and an ATV-accessible trail leading toward a level area near the top. From workspaces to recreation, animals to quiet escapes, this is a property designed to be enjoyed in every season. There is more than meets the eye-a property you need to explore! Bring your ideas and discover all the possibilities waiting here! See Listing Details & 36 images.
$299,900 $500 per sq.ft. Woodstock NH Home »
3 Beds | 2 Baths | Total Sq. Ft. 1200 | Acres: 2.39Listed on Monday Jun 29, 2026
Description: Nestled in a peaceful, natural setting overlooking scenic Mirror Lake, this small and charming cabin offers a true retreat for those seeking simplicity and a connection to nature. With its rustic appeal, the property could be a cozy year-round residence, vacation rental or getaway escape, with three private rooms as well as a shared kitchen and common space. Located on 2.30 conserved acres with its own driveway, adjacent to the Hubbard Brook Research Foundation's Likens Conservation Campus, the home offers tranquil lake views and the soothing sounds of bird song and breezes through the trees. The cozy interior provides a comfortable space to unwind, while the compact footprint ensures easy maintenance and a low-impact lifestyle. Please note: although there is a friendly relationship with the neighbors, there is no legal right to access the nearby lakeshore, and access is subject to revocable permission. This property is priced to reflect the need for a new septic system installation (a septic system has already been designed) which may limit some loan types. This unique offering is perfect for buyers who value privacy, conservation, and a quiet lakeside ambiance. See Listing Details & 27 images.
$395,000 $244 per sq.ft. Woodstock VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 1617 | Acres: 0.65Listed on Wednesday Oct 1, 2025
Description: Classic Vermont farmhouse just minutes from the heart of Woodstock. This charming 4 bedroom , 2 bath home offers the character of a traditional New England property with comfortable , move in ready living spaces. The home features a bright eat-in kitchen, spacious dining room, and a welcoming living room with a wood-burning fireplace--perfect for cozy Vermont evenings. Freshly painted interiors and updated flooring provide a clean , inviting feel while preserving the home's classic farmhouse charm. An attached barn/ garage offers excellent storage and flexible space for outdoor gear , a workshop, or hobby area--ideal for those who enjoy Vermont's year-round outdoor lifestyle. Located just a short drive to the Village Green in Woodstock, the property also provides convenient access to hiking, biking, and skiing at nearby Killington Resort. Whether you are seeking a full time residence or a Vermont getaway , this property offers an excellent opportunity to enjoy one of Vermont's most desirable areas at an attractive price point. Call today for a private viewing. See Listing Details & 47 images.
Under Contract
$399,000 $320 per sq.ft. Woodstock NH Home »
2 Beds | 1 Baths | Total Sq. Ft. 1248 | Acres: 1.22Listed on Thursday Jul 2, 2026
Description: Experience tranquility in this charming 2+ bedroom ranch, perfectly situated on a private 1.22 acre lot. Enjoy the peaceful surroundings while being just a short drive from the local golf course, Pemi River, and Loon Mountain. This inviting home features a fully equipped kitchen, and offers the convenience of easy one-level living. Abundant natural light fills the spacious living areas, creating a warm and welcoming ambiance. You'll find one updated bathroom, and a full basement, providing plenty of potential for expansion or additional storage. Step outside to discover a beautifully manicured lawn and large deck, ideal for entertaining or relaxing in the fresh air. The property includes a carport for added convenience and is located on a town-maintained dead end road, ensuring accessibility throughout the year. Showings will begin at the open house on 7/5 from 10AM - 12PM! See Listing Details & 59 images.
Under Contract
$400,000 $302 per sq.ft. Woodstock VT Home »
2 Beds | 1 Baths | Total Sq. Ft. 1324 | Acres: 0.51Listed on Friday Jul 10, 2026
Description: Once an old school house, this home features stone walls, beautiful gardens, and a nice level yard with a stone patio. The year-round brook cascades over rocks and winds along the back side of the property. A covered porch leads inside, where the main floor offers an eat-in kitchen, a large living room and a dining area with French doors to the outside. There are also two bedrooms, an office with stairs to the basement, a full bath with laundry, and a mudroom. The 2nd floor attic, with a large dormer, offers many possibilities for additional space but requires installing stairs and building out the open area. The basement houses utilities and allows for significant storage. The house needs a few updates but has lots of potential and is a wonderful investment opportunity or a great way to get into a starter home in the Woodstock area. It is conveniently located just minutes from Woodstock Village and only a few miles from the Kedron Valley Inn, the South Woodstock Store, and the Green Mountain Horse Association. See Listing Details & 32 images.
$430,000 $256 per sq.ft. Woodstock NH Home »
3 Beds | 2 Baths | Total Sq. Ft. 1680 | Acres: 1.04Listed on Friday Jul 3, 2026
Description: Welcome to 5 Downing Drive, where a peaceful setting and convenient location come together in the heart of the White Mountains. Expansive windows fill the home with abundant natural light, creating warm, inviting living spaces that bring the outdoors in. Step outside onto the spacious new wraparound deck, the perfect place to enjoy your morning coffee, entertain family and friends, or simply unwind while taking in the tranquil surroundings. Just minutes from Interstate 93, this property offers exceptional access to year-round recreation and local amenities. Loon Mountain, Cannon Mountain, hiking and biking trails, golf courses, rivers, restaurants, shopping, and the attractions of Lincoln and North Woodstock are all nearby. Whether you're looking for a full-time residence, a weekend getaway, or an investment property, this home offers the ideal combination of comfort, privacy, and accessibility in one of New Hampshire's premier four-season destinations. See Listing Details & 43 images.
