You are viewing all listings Homes between $250000 and $500000 dollars.
$499,900 $136 per sq.ft. Canaan NH Home »
Waterfront on Lake Canaan Street5 Beds | 4 Baths | Total Sq. Ft. 3672 | Acres: 2
Listed on Wednesday Jun 17, 2026
Description: Set on 2 beautiful acres in the historic district of Canaan, this charming 1795 Colonial offers timeless New England character and flexible living with two separate units. This could be put to it's original single family home. Rich in period details, the home features wide pine floors, exposed beams, custom built-ins, and three fireplaces that create warmth and authenticity throughout. The level, shaded lot provides a peaceful setting with mature trees and plenty of outdoor space to enjoy. A spacious two-story, two-bay garage offers abundant storage, workshop potential, or room for hobbies. Adding to the property's appeal is a right-of-way to Canaan Street Lake. A rare opportunity to own a piece of New Hampshire history with character, versatility, and lake access. Open House Saturday June 20th, 10 am to Noon See Listing Details & 57 images.
Under Contract
$310,000 $336 per sq.ft. Canterbury NH Home »
2 Beds | 1 Baths | Total Sq. Ft. 924 | Acres: 0.41Listed on Saturday May 9, 2026
Description: BRAND NEW SEPTIC! Why rent or buy a condo when you can own your own getaway with private beach access and a peaceful setting close to the water? Whether you're a first-time home buyer searching for an affordable alternative to condo living or someone dreaming of a relaxing retreat near the lake, this charming property offers comfort, recreation, and flexibility all in one. Tucked along a shared private way in the Sherwood Forest community, this well-cared-for 2-bedroom, 1-bath home welcomes you with a spacious front yard, ample parking, and a setting that feels far removed from the everyday rush. Inside, cathedral ceilings and an open-concept living and dining area create a bright and inviting atmosphere filled with natural light. The first-floor primary bedroom and convenient first-floor laundry make daily living easy, while the second-story loft offers flexible space for guests, a home office, or additional sleeping accommodations. Outside, the property continues to shine with features designed for both relaxation and practicality. Enjoy summer evenings on the large deck space, perfect for entertaining, grilling, or simply unwinding outdoors. A detached garage/storage shed provides valuable extra space for tools, lawn equipment, beach gear, or seasonal storage. Garden enthusiasts will also appreciate the raised garden area, ideal for flowers, herbs, or vegetables. The current owners have lovingly maintained the home, creating a space that feels both cozy and functional. Whether you're looking for a year-round residence, weekend retreat, or low-maintenance escape from city life, this property offers the opportunity to enjoy a simpler lifestyle surrounded by nature. Residents of Sherwood Forest enjoy access to a private beach area along with opportunities for boating, fishing, kayaking, swimming, and enjoying the natural beauty of the area. Affordable homes with this combination of charm, outdoor space, and recreational access are increasingly hard to find. See Listing Details & 45 images.
Under Contract
$379,000 $207 per sq.ft. Canterbury NH Home »
Price Change! Reduced by $80,000 down 21% on June 30th 2026
Waterfront on Pond New Pond
2 Beds | 1 Baths | Total Sq. Ft. 1827 | Acres: 0.6
Listed on Wednesday May 20, 2026
Description: Reduced and PRICED TO SELL - Year Round Waterfront Living!!!!! Welcome to 120 Canterbury Shore Drive - a hidden gem set along the shores of New Pond, one of New Hampshire's best-kept secrets. Privately positioned on over half an acre at the end of a quiet dead-end street, this waterfront property offers a rare combination of seclusion, natural beauty, and year-round enjoyment. Wake up to sweeping water views, unwind in complete privacy, and experience the kind of peaceful setting that's increasingly hard to find. Whether you're looking for a primary residence, a second home, or a smart investment opportunity, this property delivers. Conveniently located within easy reach of Manchester & Boston Logan Airports, and the Seacoast, you'll enjoy the perfect balance of accessibility and escape. A truly special offering. Needs work & priced accordingly - Waterfront Living at a very affordable price point! Agents please see remarks See Listing Details & 22 images. Includes a Virtual Tour
$380,000 $655 per sq.ft. Canterbury NH Home »
Price Change! Reduced by $19,900 down 5% on June 27th 2026
Waterfront on Pond Lyford Pond
1 Beds | 1 Baths | Total Sq. Ft. 580 | Acres: 0.68
Listed on Friday Jun 5, 2026
Description: Have you ever dreamed of owning your own waterfront log cabin getaway? This charming retreat offers a rare opportunity to enjoy peaceful waterfront living in the private Sherwood Forest community. Built in 1982, this cozy one-room cabin sits on 0.68 acres with an impressive 200 feet of private frontage on scenic Lyford Pond. The 24-acre pond is ideal for swimming, canoeing, and kayaking, with no motorized boats allowed, creating a quiet and relaxing setting. Inside, the open-concept floor plan combines the bedroom, living area, and kitchen into a warm and inviting space. Updates include a renovated full bathroom with additional storage, recessed lighting, and an attractive plank ceiling that enhances the cabin's rustic charm. A propane Rinnai heater provides efficient comfort throughout the seasons. The walk-out basement, accessible from the exterior, offers additional storage space and includes a washer and dryer. Whether you're looking for a seasonal escape, a weekend retreat, or a unique waterfront property to make your own, this special Lyford Pond cabin is ready to create lasting memories for years to come. See Listing Details & 44 images. Includes a Virtual Tour
$250,000 $359 per sq.ft. Castleton VT Home »
Waterfront on Lake Bomoseen2 Beds | 1 Baths | Total Sq. Ft. 696 | Acres: 0.14
Listed on Wednesday Jun 17, 2026
Description: Charming 2-bedroom, 1-bath cottage offering breathtaking panoramic views of Lake Bomoseen. Nestled in a peaceful setting, this inviting retreat combines classic lake cottage charm with stunning scenery and a relaxing atmosphere. Bright and airy living spaces are filled with natural light, while large windows showcase spectacular water views from sunrise to sunset. The cozy interior features an open and welcoming layout, perfect for weekend getaways or year-round enjoyment. Step outside to enjoy your morning coffee overlooking the lake, entertain guests on the deck, or simply unwind while taking in the tranquil surroundings. Conveniently located near boating, fishing, dining, and outdoor recreation, this property is an ideal escape for those seeking the beauty and serenity of lake living. Whether you're looking for a vacation retreat, investment opportunity, or charming full-time residence, this Lake Bomoseen cottage is a rare find. See Listing Details & 8 images.
Under Contract
$339,900 $287 per sq.ft. Castleton VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 1186 | Acres: 0.48Listed on Wednesday May 13, 2026
Description: Nestled in the quaint town of Castleton, this charming 3-bedroom, 2-bath ranch home offers the ease and comfort of single-level living. Step inside through the convenient mudroom featuring a washer and dryer, leading into a spacious kitchen that flows seamlessly into the dining area, perfect for everyday living and entertaining. The home features three bedrooms, including a primary suite complete with a ¾ bath, along with an additional full bathroom on the main level. A large back deck overlooks the generous .48-acre lot, offering plenty of room for gardening, outdoor activities, or simply relaxing and enjoying the peaceful setting. The property also abuts the rail trail, providing easy access for walking, running, and biking right from your backyard. Additional highlights include a 2-car garage and an unfinished basement with excellent potential for additional living space. Previously finished, the basement already includes a half bath, making future expansion even easier. Located within walking distance to the heart of Castleton, you'll enjoy easy access to local restaurants and small-town charm. Plus, you're less than 10 minutes from Lake Bomoseen, where you can take advantage of summer activities, boating, swimming, and winter ice fishing. This property combines convenience, recreation, and comfortable living in a beautiful Vermont setting. See Listing Details & 32 images.
$375,000 $179 per sq.ft. Castleton VT Home »
Waterfront on Lake Bomoseen3 Beds | 2 Baths | Total Sq. Ft. 2100 | Acres: 1.5
Listed on Monday Jun 8, 2026
Description: Unfinished Diamond on Route 30 across from Lake Bomoseen's Northern Tip - Finish It Your Way! Rare opportunity to put your personal stamp on a thoughtfully designed home in the heart of Vermont's premier four-season playground. This framed shell on 1.5 acres is your blank canvas -- the structure is up, the vision is clear, and the finishing touches are yours to choose. Nestled at the very northern tip of Lake Bomoseen, the property sits across from a peaceful wetland marsh, offering a serene, nature-immersed setting distinct from the open lake, with wildlife, stillness, and natural beauty right outside your door. And you're just minutes from everything the lake area has to offer: boating, fishing, skiing, mountain biking, hiking, hunting, and more. This is true four-season Vermont living. The home is designed as a three-bedroom, two-bath residence with a ground-level one-bedroom in-law suite, ideal as a private space for family, guests, or as a rental income stream. Infrastructure essentials are already in place, including a drilled well and private septic system, and a 20' x 40' three bay garage, meaning the heavy lifting has been done and you can focus on making this home truly your own. Whether you're searching for a primary residence, a personal retreat, or a vacation property with income potential, this project checks every box. Sweat equity goes a long way here -- bring your contractor and your vision, and walk away with exactly the home you've always wanted. Opportunities like this, on over 1.5 acres in one of Vermont's most beloved lake communities, don't come along often. Call today for a private showing. See Listing Details & 26 images.
$419,000 $483 per sq.ft. Castleton VT Home »
Waterfront on Lake Bomoseen2 Beds | 2 Baths | Total Sq. Ft. 1374 | Acres: 0
Listed on Wednesday Jul 15, 2026
Description: Lake Bomoseen Living at Its Best! Enjoy the carefree lifestyle you've been dreaming of in this like-new, beautifully maintained 2-bedroom, 2-bath home offering the privacy of a single-family residence with the convenience of condominium ownership. Designed for easy living, this charming ranch-style home is perfect for those who want to spend less time on maintenance and more time enjoying life on the lake. Step inside to find gleaming hardwood floors, air conditioning, ceiling fans, and an inviting floor plan filled with natural light. The beautifully finished walkout lower level provides exceptional additional living space, ideal for a family room, home office, guest suite, or hobby area. Although condominium-owned, this is your own private home with its own designated homesite, offering the privacy and comfort buyers desire without the exterior maintenance responsibilities. A fantastic first-level deck overlooks the water and provides the perfect setting for morning coffee, outdoor dining, or simply taking in the peaceful lake views. Below, a cozy slate patio accessed through the walkout slider offers another wonderful outdoor living space for relaxing, entertaining, or enjoying a quiet evening. Outside, enjoy lovely lake views, a peaceful setting, and your designated dock on Lake Bomoseen, Vermont's largest freshwater lake. Spend your days boating, fishing, swimming, or cruising to one of several waterfront restaurants accessible by boat. A full-service marina nearby makes lake living even more convenient. Located on the desirable east side of the lake, you'll enjoy breathtaking sunsets that reflect across the water each evening. Move-in ready and meticulously maintained, this property is ideal as a year-round residence or vacation retreat. Let someone else handle the maintenance while you enjoy the very best of Vermont lake living. Just unpack, relax, and start making memories on beautiful Lake Bomoseen. See Listing Details & 24 images.
$424,900 $178 per sq.ft. Castleton VT Home »
Price Change! Reduced by $25,100 down 6% on July 10th 2026
Waterfront on Lake Bomoseen
4 Beds | 3 Baths | Total Sq. Ft. 3592 | Acres: 10.87
Listed on Monday Jun 15, 2026
Description: LAKE BOMOSEEN FRONTAGE: Privacy as good as one can get! 10.87 acres with frontage on the upper Lake Bomoseen water basin. Wildlife and water fowl enthusiasts paradise! This property offers 4 bedrooms, 2 1/2 baths and lots of space both inside and out. Ideal for kayaking, canoeing and access to more activities that the wide open lake has to offer. The sellers will provide a$10,000 closing cost allowance for replacement of carpets or closing costs. There is sheetrock under the existing paneling. There are two wells and up to date septic systems with a slab for extending family. The basement is partially finished with a wet bar and game table your entertaining enjoyment. The yard has a decent sized fenced area for your pups. Benches and picnic tables are situated along the water's edge for your picnics or to enjoy your favorite book. See Listing Details & 49 images.
$429,000 $547 per sq.ft. Castleton VT Home »
Waterfront on Lake Bomoseen2 Beds | 2 Baths | Total Sq. Ft. 784 | Acres: 0.93
Listed on Thursday Feb 5, 2026
Description: Don't miss this rare opportunity to own a reasonably priced year-round lakefront property on beautiful Lake Bomoseen. This charming 2014 single wide offers 2 bedrooms and 1½ bathrooms with an open-concept living space and a 3-season porch overlooking the water perfect for relaxing and taking in the views. Set on a level lot with approximately 190 feet of lake frontage, the property provides easy access to the lake and plenty of yard space for summer activities, gardening, kids, and pets. Enjoy year-round recreation, including boating, kayaking, paddleboarding, and swimming in the summer, and ice skating, fishing, snowmobiling, and cross-country skiing in the winter. The original camp remains on the property and offers ample storage or could be removed to create additional yard space and uninterrupted lake views. A wonderful opportunity to enjoy lake living in every season. See Listing Details & 32 images.
$449,000 $273 per sq.ft. Castleton VT Home »
Waterfront on Lake Bomoseen4 Beds | 2 Baths | Total Sq. Ft. 1642 | Acres: 0.44
Listed on Saturday Jul 18, 2026
Description: Tucked away on a quiet dead end road in the sought-after Crystal Beach community on Lake Bomoseen, this inviting 4 bedroom, 2 bath home captures the warmth and character of Vermont living. A uplifting vaulted great room with rich knotty pine ceilings and walls, a cozy gas fireplace, Vermont slate flooring, and inviting gathering spaces create a home where everyday living feels as welcoming as a weekend getaway. A unique feature is deeded Dock Space #45, which conveys with the dock and trailer. Just a 5-minute walk away, your boat awaits for days of cruising Lake Bomoseen, swimming, fishing, or docking at The Lake House for waterfront dining and live music. Set on .44 acres, the property offers a detached two-car garage, extra parking, and a backyard fire pit perfect for relaxing. Since 2025, the sellers have completed numerous improvements, including a rewired well, UV water filtration system, radon mitigation system, an expanded gravel driveway (now right up to the house), split-rail fencing, updated exterior lighting, freshly painted kitchen cabinets and interior, garage exterior paint, tree and stump removal, and professional landscaping allowing the next owners to simply move in and enjoy. Ideal as a year-round home, four-season retreat, or investment opportunity, this home is currently enjoyed as both a vacation getaway and successful short-term rental. Enjoy boating, swimming, fishing, Crystal Beach (a 3-minute stroll away), Prospect Bay Country Club, nearby hiking and biking trails, and waterfront dining at The Lake House, with Vermont State University-Castleton, Rutland Regional Medical Center, Castleton, Rutland, and Killington and Pico all within easy reach...or simply stay home, light the gas fireplace, settle into the warmth of the vaulted great room, and enjoy the peace and quiet of your own retreat. Being sold fully furnished except for a few items. See Listing Details & 52 images. Includes a Virtual Tour
Under Contract
$449,900 $646 per sq.ft. Castleton VT Home »
Waterfront on Lake Bomoseen2 Beds | 1 Baths | Total Sq. Ft. 696 | Acres: 0.26
Listed on Wednesday Jul 15, 2026
Description: Welcome to summer on Lake Bomoseen! Set along the western shore with beautiful views across the water toward Neshobe Island, this seasonal two-bedroom, one-bath cottage is ready for long lake days, quiet mornings, and everything in between. Owned and loved by the same family for approximately 40 years, this is the kind of special lake property where generations gather, traditions take shape, and summer memories are made. Step outside and the lake is truly yours to enjoy, with private direct water access and your own dock providing an easy home base for boating, swimming, fishing, and soaking up the Vermont summer. Motorboats are welcome, so bring the boat and make the most of life on the water! The cottage offers a relaxed, comfortable interior, but the real magic is in the outdoor living spaces. A huge screened-in porch creates the ideal spot for morning coffee, family dinners, card games, and evenings spent listening to the sounds of the lake without worrying about the bugs. A large separate deck provides even more room to gather, grill, and enjoy the view. Recent updates include upgraded electrical with 200-amp service and a newer mini-split to keep the cottage comfortable during the hottest summer days. When not enjoyed personally, the property has also performed well as a short-term rental, offering an appealing opportunity for buyers looking to offset ownership costs or continue its rental history. Whether you're pulling away from your private dock for a day on the boat, jumping in for an afternoon swim, or settling onto the screened porch as the sun goes down, 976 Avalon Beach Road offers the kind of simple, memorable lake living that keeps generations coming back summer after summer. See Listing Details & 49 images. Includes a Virtual Tour
New Listing!
$449,900 $383 per sq.ft. Castleton VT Home »
Waterfront on Lake Bomoseen3 Beds | 2 Baths | Total Sq. Ft. 1882 | Acres: 2.08
Listed on Thursday Jul 23, 2026
Description: Welcome to your Vermont retreat! Nestled on over 2 private, wooded acres, this beautifully renovated single family home offers the perfect blend of modern comfort and natural beauty. Thoughtfully updated throughout, the home features stylish finishes, an inviting layout, and move in ready convenience. Surrounded by mature trees, the property provides exceptional privacy while remaining just minutes from the crystal-clear waters of Lake Bomoseen. Enjoy all that lake living has to offer with deeded lake access, including the rare convenience of Boat Slip #59, making it easy to spend your days boating, fishing, swimming, or simply taking in the scenic beauty of Vermont's largest freshwater lake. Whether you're searching for a year-round residence, a vacation getaway, or an investment opportunity, this exceptional property delivers the best of both worlds: peaceful woodland living with effortless access to one of the area's premier recreational destinations. Don't miss this opportunity to own a turnkey home in one of Vermont's most desirable lake communities. See Listing Details & 24 images.
$469,900 $244 per sq.ft. Castleton VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 2385 | Acres: 2.06Listed on Monday May 18, 2026
Description: Nestled on just over 2 acres at the end of a quiet dead-end street, this inviting 3-bedroom, 2-bath home offers privacy, space, and flexibility in scenic Castleton. Inside, you'll find warm hardwood floors, built-in shelving in the living room, and a practical layout featuring a first-floor bedroom and full bathroom for added convenience. Upstairs offers two spacious bedrooms and an additional full bath. The finished basement expands the living space with a versatile bonus room perfect for a home office, hobby room, play space, or kids retreat, plus a dedicated workshop area for projects and storage. Need even more room? Above the attached 2-car garage is an unexpected finished space ideal for a private office, creative studio, guest overflow, or additional recreation area. Step outside to enjoy the private backyard complete with a deck, mature outdoor space for gardening, and plenty of room for kids and pets to play. The property also includes an additional one-car garage and a storage shed, providing exceptional space for tools, equipment, and outdoor toys. Conveniently located less than 10 minutes from Lake Bomoseen, local dining, and approximately 40 minutes to both Killington Resort and Okemo Mountain Resort, this home offers easy access to year-round recreation, from boating and fishing to skiing and snowboarding. This property combines country charm, flexible living spaces, and an ideal location--ready to fit whatever your lifestyle needs may be. See Listing Details & 40 images.
$489,000 $332 per sq.ft. Castleton VT Home »
25 Ft. of Waterfront on Lake Bomoseen5 Beds | 1 Baths | Total Sq. Ft. 1472 | Acres: 0.48
Listed on Friday Jun 26, 2026
Description: Step into timeless Adirondack charm with this beautifully updated turn-of-the-century cottage located in the sought-after Point of Pines Cottage Colony Association. Rich in character and classic lake-style appeal, this inviting home blends historic craftsmanship with thoughtful modern upgrades. Recent improvements include updated electrical throughout, a renovated kitchen and bath, and tasteful decorating enhancements that complement the home's original warmth and personality. Comfortable and welcoming, the interior offers the perfect setting for relaxing weekends or memorable summer gatherings. Adding to its appeal is a privately owned 25-foot lakefront parcel complete with a 32-foot aluminum dock -- ideal for boating, swimming, and enjoying peaceful waterfront living. Whether you're looking for a seasonal retreat or a place to create lasting family traditions, this unique property offers a rare opportunity to enjoy Lake Bomoseen colony living with private lake access. See Listing Details & 41 images.
