You are viewing all listings Homes between $250000 and $500000 dollars.
Under Contract
$275,000 $252 per sq.ft. Winchester NH Home »
3 Beds | 2 Baths | Total Sq. Ft. 1092 | Acres: 3.9Listed on Wednesday Apr 1, 2026
Description: (The septic report should be under show docs later today).Drive up the driveway to a private homesite with old garden beds, privacy, perhaps a place for a horse. This one level home will work for almost anyone! Enter this 2 bath home through an enclosed porch which could be part mudroom and partially an area to relax on in good weather. The kitchen has a good working area with a double sink, refrigerator, electric stove and the washer and dryer behind closed doors. The livingoom has a large picture window and there are 3 bedrooms and 2 baths. One bath is in a bedroom. The full concrete basement has been dry and houses the fairly new gas furnace and circuit breakers. The price includes Tony Poanessa's 10k estimate for new roof shingles. Some cosmetics and interior and exterior work is needed. This could be a happy place to live. See Listing Details & 15 images.
$300,000 $273 per sq.ft. Winchester NH Home »
3 Beds | 2 Baths | Total Sq. Ft. 1100 | Acres: 0.33Listed on Wednesday Mar 25, 2026
Description: OPEN HOUSE SAT 4/18 SUN 4/19 12-2PM Just completed with a ton of updates! New kitchen with new appliances, updated bathrooms, new floors, new paint throughout, public water, and sewer! A total refresh with zero headaches for years to come. Awesome value and quality uncommon in the market today for only $300,000. Grab this before it's gone! Some photos have been staged and or are of reasonable facsimile. See Listing Details & 10 images.
$350,000 $374 per sq.ft. Winchester NH Home »
Waterfront on Lake Forest2 Beds | 1 Baths | Total Sq. Ft. 937 | Acres: 0.23
Listed on Saturday Jan 4, 2025
Description: Kick back and relax at this stylish year-round lake area country cottage. Includes deed access to beautiful Forest Lake. This vibrant gem was recently renovated with updated appliances, butcher block countertops and hardwood flooring. This home features vaulted ceilings, laundry hook-ups, patio and deck. Currently operated as a thriving and profitable year-round vacation rental. Home can be purchased fully furnished (select artwork excluded) or empty. Local management is available to continue vacation operations for a period of one year. Also being offered as part of a portfolio of short-term rental properties. See Listing Details & 25 images.
New Listing!
$440,000 $197 per sq.ft. Winchester NH Home »
3 Beds | 2 Baths | Total Sq. Ft. 2232 | Acres: 1.57Listed on Tuesday Apr 14, 2026
Description: Why wait for new constructions when it's already built and ready for you? This beautifully designed 3 bedroom, 2 bath home offers modern living with all the upgrades you've been looking for. Step inside to an open concept layout filled with natural light, featuring quartz countertops, sleek finishes and a seamless flow perfect for everyday living and entertaining. The spacious primary suite includes a private bath and walk in closest, while the convenience of first floor laundry adds ease to your daily routine. Need more room? The finished basement provides the perfect bonus space. Outside enjoy the fenced in yard and a 2 car garage for added storage. Ideally located near the MA and VT border, this home offers both convenience and a peaceful setting. Don't miss the chance to make this like new home yours. See Listing Details & 46 images.
Under Contract
$250,000 $166 per sq.ft. Windham VT Home »
5 Beds | 2 Baths | Total Sq. Ft. 1504 | Acres: 2.6Listed on Tuesday Dec 17, 2024
Description: Great location for primary or vacation home. Near Burbee Pond in Windhame. 2.6 acres and possibly small commercial. 4 Plus bedrooms with one full bath and a half bath on main floor. Home is ready for your improvements. Close to ski resorts! See Listing Details & 18 images.
$397,000 $120 per sq.ft. Windham VT Home »
Price Change! Reduced by $28,000 down 7% on March 23rd 2026
4 Beds | 2 Baths | Total Sq. Ft. 3300 | Acres: 1.3
Listed on 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 Listing Details & 50 images.
Under Contract
$339,000 $158 per sq.ft. Windsor VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 2142 | Acres: 0.25Listed on Friday Apr 3, 2026
Description: Discover space, flexibility, and everyday convenience in this charming 4-bedroom, 2-bath home in the heart of Windsor. Thoughtfully designed with a spacious floor plan, the main living area features warm hardwood floors and abundant natural light, creating a bright and welcoming atmosphere throughout. The formal dining area flows seamlessly into the living room, perfect for both everyday living and entertaining. A main-level bedroom and full bath, along with convenient first-floor laundry, offer ideal single-level living options or guest accommodations. Upstairs, you'll find three generously sized bedrooms, providing plenty of space for family, guests, or a home office setup. Set on a quarter-acre lot, the property offers ample parking and a detached one-car garage, perfect for storage, hobbies, or a workshop. Centrally located and easy access to town, grab your morning coffee just a short walk away or head to the nearby pond for a relaxing swim. A wonderful opportunity to own a well-located home with space, charm, and versatility in Windsor! See Listing Details & 25 images.
$424,000 $147 per sq.ft. Windsor VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 2888 | Acres: 1.22Listed on Tuesday Mar 24, 2026
Description: A rare piece of Vermont history, thoughtfully preserved for modern living. Dating to 1790, this distinguished brick and frame Colonial stands as a testament to early New England craftsmanship -- and it's ready for its next chapter. Meticulously maintained over the centuries and updated where it counts, this two-story home offers the warmth of wide-plank hardwood and softwood floors, the peace of mind of updated electrical and heating systems, and the curb appeal of a classic standing seam roof and fresh paint throughout. Recent windows flood the interior with natural light while preserving the home's timeless character. Whether you're drawn by the historic details or the practical updates, this property is move-in ready from day one. The kitchen is showstopping with a seamless blend repurposed materials. It exudes character and charm. The attached 1 car garage -- complete with a dedicated storage room/workshop area and a massive open attic accessible from both levels -- offers flexible space for a workshop, studio, or expansion. A property of this age rarely offers this much functional square footage. Positioned conveniently off Exit 9, commuting to the Upper Valley and beyond is effortless. The commercial zoning potential makes this an exceptional opportunity for buyers seeking a live-work arrangement, professional office space, or a savvy investment in one of Vermont's most storied small towns. Historic character. Modern comfort. Extraordinary potential. See Listing Details & 38 images.
$375,000 $279 per sq.ft. Winhall VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 1344 | Acres: 1.03Listed on Saturday Aug 30, 2025
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. Property is being sold as is. Septic has failed. State Permit and design and Quote to replace found in documents. See Listing Details & 22 images. Includes a Virtual Tour
$349,500 $280 per sq.ft. Wolfeboro NH Home »
2 Beds | 2 Baths | Total Sq. Ft. 1248 | Acres: 0Listed on 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. Park Approval is required. See Listing Details & 49 images.
$368,000 $252 per sq.ft. Wolfeboro NH Home »
2 Beds | 2 Baths | Total Sq. Ft. 1460 | Acres: 0Listed on Wednesday Apr 1, 2026
Description: Birch Hill Estates is recognized as one of New Hampshires most prestigious over 55 communities. This welcoming co-op offers a unique combination of comfort, privacy, and natural beauty, making it an ideal place to call home. This well maintained home is set on a partially wooded lot, providing a sense of privacy that is hard to find. Enjoy peaceful moments on your deck, or enjoy coffee in the morning on the front porch, surrounded by serene landscaping. The home features 2 spacious bedrooms and two full bathrooms. Its open concept design seamlessly connects the dining area and the living room, which includes sliders leading directly to the deck. The layout is perfect for both relaxing and entertaining. Conveniently situated just five minutes from the heart of Wolfeboro, the home offers easy access to a variety of shops and dining establishments. Cultural attractions suchs as the Wright Museum and the Village Playhouse provide opportunites for entertainment and relaxation. Membership Approval required prior to closing. Lawnmower, leaf blower, weed whacker and snowblower are negotiable. See Listing Details & 59 images.
Under Contract
$399,000 $252 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.
Under Contract
$399,900 $295 per sq.ft. Wolfeboro NH Home »
4 Beds | 1 Baths | Total Sq. Ft. 1355 | Acres: 0.14Listed on Tuesday Mar 31, 2026
Description: This charming 1935 New Englander perfectly blends vintage character with an unbeatable location. Nestled in a quiet neighborhood, this home is just a short stroll to downtown to shops and the pristine shores of Lake Winnipesaukee. Walk at your own pace to the pharmacy, grocery store, paper shop, clothing shops, restaurants, post office, library, theater, tennis and pickleball courts. Wolfeboro has Huggins Hospital and Doctors' Offices for close medical care. Enjoy expanded living space on the home's spacious enclosed front porch with all new windows; plant a small garden in the back and store all your seasonal items in the attached shed. Get ready for summer fun swimming from two town beaches; hike the nearby trails, boat and fish in our many lakes; explore "The Nick"; ski and skate at Abenaki. Take a front row seat downtown for the many festive occasions Wolfeboro celebrates, like the 4th of July Parade and spectacular Fireworks; wave to Santa as he passes candy to the children and Lights the Tree at Christmas. Don't miss this home conveniently located to everything in the oldest resort in America! See Listing Details & 33 images. Includes a Virtual Tour
New Listing!
$425,000 $154 per sq.ft. Wolfeboro NH Home »
3 Beds | 2 Baths | Total Sq. Ft. 2762 | Acres: 1.93Listed on 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 piece 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. 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 Listing Details & 43 images. Includes a Virtual Tour
Under Contract
$475,000 $272 per sq.ft. Wolfeboro NH Home »
3 Beds | 2 Baths | Total Sq. Ft. 1744 | Acres: 1.01Listed on Wednesday Apr 1, 2026
Description: INVESTORS, FLIPPERS, & BUILDERS TAKE NOTICE! Fantastic Opportunity in a prime location on Whitten Neck Peninsula--minutes to downtown Wolfeboro and surrounded by the area's most desirable lakes, including Lake Wentworth and Crescent Lake. Set on a flat 1-acre corner lot, this 3-bedroom, 2-bath lake home offers ~1,750 sqft above grade with an unfinished, tall ~650 sqft basement for expansion, and an inspiring layout full of potential. Features include a welcoming farmer's porch, first-floor bedroom, vaulted cathedral ceilings with skylights, a 2 car garage, and a rear deck perfect for enjoying the natural surroundings. Whether you're looking to renovate, or create your own custom retreat, this property is the ideal canvas to bring your vision to life. With the right updates, it can be transformed into a charming year-round residence or seasonal getaway in one of New Hampshire's most sought-after lake towns. Being sold as-is. Don't miss this rare value-add opportunity in a prime location. See Listing Details & 45 images.
