26

Chimney Hill, VT Homes for Sale under $400,000

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  • /20

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    8F Dover Green Loop Unit 8F, Dover, VT 05356

    Spacious townhome at an incredible price in the Dover Green community located just a short drive or shuttle ride south of Mount Snow. This private end unit sits nestled towards the top of the development with great privacy and parking, and has had numerous recent upgrades to the roof, foundation, paint, siding, and whole house water filtration. The interior boasts a vaulted great room, wood

    Adam Palmiter Berkley & Veller Greenwood/Dover

    8F Dover Green Loop Unit 8F, Dover, VT 05356
  • /22

    $315,000

    • 3 Beds
    • 3.5 Baths
    • 1,550 Sq Ft

    10 Tenth Ln Unit 31, Wilmington, VT 05363

    Lovely 3 bedroom, 3.5 bath townhouse just off the Haystack Club Golf Course with easy access to trails, the village of Wilmington, lakes, and the nearby Hermitage Club and Mount Snow ski resorts. The deck overlooks the green mountains and is just off the 10th fairway. This unit features a vaulted open concept living room with stone hearth and efficient wood stove, spacious dining area leading out

    Adam Palmiter Berkley & Veller Greenwood/Dover

    10 Tenth Ln Unit 31, Wilmington, VT 05363
  • /27

    $249,900

    • 2 Beds
    • 1.5 Baths
    • 2,184 Sq Ft

    6 Church St, Wilmington, VT 05363

    Located in the heart of Wilmington, this charming two bedroom, one and a half bath home offers an excellent opportunity to create something truly special. Just a short walk to shops, restaurants, and everything downtown has to offer, the location is hard to beat. The home features an attached garage with potential unfinished space above, offering endless possibilities for expansion, a home

    Julie Lowe Lowe's Real Estate, LLC

    6 Church St, Wilmington, VT 05363
  • /47

    $269,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,960 Sq Ft

    5 Camelot Dr, Wilmington, VT 05363

    Enjoy the perfect blend of convenience, privacy, and value with this 3-bedroom, 2-bath manufactured home offering approximately 2,000 square feet of comfortable living space. Tucked away on a nicely landscaped 0.43-acre lot, this home is perched above town, offering a peaceful setting while keeping you within walking distance of restaurants, shopping, local events, and the Moover shuttle for easy

    Chad Lackey Deerfield Valley Real Estate

    5 Camelot Dr, Wilmington, VT 05363
  • /59

    $345,000

    $10K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,586 Sq Ft

    21 Big Bend Loop, Wilmington, VT 05363

    Welcome to 21 Big Bend Loop in Wilmington, VT, where mountain charm, year-round adventure, and peaceful surroundings come together. Tucked among the trees, this chalet-style home offers the perfect escape, whether you're looking for a full-time residence, a weekend getaway, or an investment property in one of Southern Vermont's most desirable recreation areas.Step inside through the

    Kelsey Malloy Keller Williams Realty Metro-Keene

    21 Big Bend Loop, Wilmington, VT 05363
  • /19

    $379,000

    • 1 Bed
    • 1 Bath
    • 680 Sq Ft

    2M Carinthia Rd, Dover, VT 05356

    One of a kind opportunity to be trailside at Mount Snow in a truly turn key completely updated unit. A rare chance to own a unit at Glen Run, at the base of Carinthia, with easy access to the earliest and latest trails open via the magic carpet, as well as to the newly built base lodge. This convenient one bedroom unit is on the ground floor affording easy access in and out via the rear slider,

    Adam Palmiter Berkley & Veller Greenwood/Dover

    2M Carinthia Rd, Dover, VT 05356
  • /41

    $289,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    8E Dover Green Loop Unit 8E Dover Green Loop, Dover, VT 05356

    Adjusted to $289,000 making this the best value in Dover Green. Enjoy the best of Southern Vermont from this beautiful townhome in the sought-after Dover Green community, located just minutes south of Mount Snow. Whether you're looking for a year-round residence, a low-maintenance second home, or the perfect Vermont getaway, this spacious three bedroom, 2 two bath home offers comfort,

    Donald Koelsch Deerfield Valley Real Estate

    8E Dover Green Loop Unit 8E Dover Green Loop, Dover, VT 05356
  • /2

    $149,000

    $50K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 2,710 Sq Ft

    29 Stable Rd, Wilmington, VT 05363

    The Stable Lodge was built in 1969-1970. Located near Haystack Ski Area, The Golf Course and The Hermitage Club close to the Coldbrook. Built as a post and beam home. Features 1 acre with ample parking. Building will need an extensive rehab. Not safe to go into the structure.

    Mark Yule BHG Masiello Brattleboro

    29 Stable Rd, Wilmington, VT 05363
  • /18

    $299,000

    • Land
    • 1.06 Acres
    • $282,075 per Acre

    12 Someday Rd, Dover, VT 05356

    Located in the prestigious Someday neighborhood of West Dover,VT this 1.06-acre building lot offers a unique opportunity to create your dream home with breathtaking views of Mount Snow ski resort. The lot, which once housed the original Someday homestead as your footprint, it is now ready for its next chapter. With a permit for sewer in place for a 6-bedroom home, the property provides a head

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    12 Someday Rd, Dover, VT 05356
  • /19

    $399,000

    $50K PRICE INCREASE
    • 4 Beds
    • 2 Baths
    • 1,712 Sq Ft

    3 Woodchuck, Wilmington, VT 05363

    Woodsy and charming ski chalet just a short drive from the village of Wilmington and Harriman Reservoir, and 10 minutes to the Mount Snow ski resort. This home sits on a private wooded lot, nestled in the Chimney Hill community with easy access thanks to a circular driveway, and just down the hill from the amenities building. The home has been partially updated and cared for and features a large

    Adam Palmiter Berkley & Veller Greenwood/Dover

    3 Woodchuck, Wilmington, VT 05363
  • /16

    $336,000

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    12A Dover Green Loop, Dover, VT 05356

    Move right in and get ready to enjoy the upcoming ski season. This mostly updated 3 bed 2 bath condo at Dover Green is ready for its next owners. With the newly updated kitchen and recently updated bathrooms you can enjoy your time on the mountain before returning to your warm and cozy getaway just a few minutes away. There's a wood burning fireplace anchoring the large living room with high

    Mike Masters Four Seasons Sotheby's Int'l Realty

    12A Dover Green Loop, Dover, VT 05356
  • /26

    $329,000

    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    61 E Country Club Rd, Dover, VT 05356

    Charming 3-Bedroom Condo Just Minutes from Mount Snow! Open House Monday Sept. 7, 10 - 12!! Welcome to your perfect Vermont getaway! This beautifully maintained 3-bedroom, 2.5-bath condo is ideally located in Southern Vermont, just minutes from the renowned Mount Snow Ski Resort and the Mount SnowGolf Course. Whether you're an outdoor enthusiast or seeking a peaceful retreat, this property offers

    Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

    61 E Country Club Rd, Dover, VT 05356
  • /24

    $140,000

    • Land
    • 1.4 Acres
    • $100,000 per Acre

    0 Scattered Timber Rd Unit 5094122, Wilmington, VT 05363

    Build your dream mountain retreat on this exceptional 1.4-acre double lot (Lots 494 & 495) in the highly desirable Chimney Hill community. Gently sloping and situated at approximately 2,400 feet in elevation, this unique parcel offers outstanding privacy with seasonal winter valley views while directly abutting Green Mountain National Forest and HOA common land, helping preserve the peaceful

    Grayson VanHendrick Flex Realty

    0 Scattered Timber Rd Unit 5094122, Wilmington, VT 05363
  • /50

    $389,000

    $46K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,344 Sq Ft

    27 Country Ct, Wilmington, VT 05363

    Amazingly private cul-de-sac, the nicest location in Chimney Hill! 4 Bedroom 2 Baths, Livingroom with wood stove and a wall of windows to let the outdoors in! Hot Tub on multi-tiered deck. Beautiful wooded lot to explore, garden shed and garage.Live the Resort lifestyle on Chimney Hill's 1,200-Acre Resort Campus, with 550-Acres owned in common by the Homeowners Association. Numerous multi-use

    Janet Boyd Boyd Real Estate

    27 Country Ct, Wilmington, VT 05363
  • /28

    $159,000

    $30K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 760 Sq Ft

    1675 Vermont 9, Searsburg, VT 05363

    Welcome to Peaceful Pines, your cottage in the woods near the entrance to the Green Mountain National Forest. The charming two-bedroom cottage/camp was lovingly maintained. Key updates include a completely rebuilt chimney and masonry work, a wood stove ( in addition to baseboard heat) to take the chill out of those fall and winter evenings, T11 siding, a newer roof, and a private back deck with

    Jacki Murano Southern Vermont Realty Group

    1675 Vermont 9, Searsburg, VT 05363
  • /45

    $399,000

    $60K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,100 Sq Ft

    60 E Brook Crossing, Wilmington, VT 05363

    Tucked among mature trees in the desirable lower section of Chimney Hill, this charming home offers comfort, character, and easy living. A gently sloping gravel driveway and attached converted garage provide year-round convenience, while beautifully established perennial gardens and a gently sloping yard create an inviting outdoor setting rarely found in the area. Inside, the home exudes warmth

    Erica Reynolds Southern Vermont Realty Group

    60 E Brook Crossing, Wilmington, VT 05363
  • /24

    $389,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,036 Sq Ft

    456 Route 100, Wilmington, VT 05363

    Light-filled and full of cottage charm, this beautifully updated 2-bedroom, 1-bath home sits on 3.4 level acres with a shared pond, offering a peaceful country setting just minutes from the heart of Wilmington. Originally designed as a 3-bedroom home, the upper level has been roughed in and plumbed, providing an incredible opportunity to create a spacious primary ensuite, additional bedrooms, or

    Patrice Schneider Southern Vermont Realty Group

    456 Route 100, Wilmington, VT 05363
  • /49

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    21 Lawrence Davis Dr, Wilmington, VT 05363

    NEW 2025 MANUFACTURED HOME ON 1.4 ACRES IN WILMINGTON! Enjoy the perfect blend of privacy, convenience, and value in this immaculate 3-bedroom, 2-bath double-wide manufactured home offering approximately 1,300 square feet of comfortable one-level living. Set on 1.4+/- acres on a quiet dead-end road, this property offers a peaceful setting while remaining just a short drive to downtown Wilmington

    Donald Koelsch Deerfield Valley Real Estate

    21 Lawrence Davis Dr, Wilmington, VT 05363
  • /27

    $199,595

    • Land
    • 4.2 Acres
    • $47,523 per Acre

    19 Stone Ridge Loop, Dover, VT 05356

    Located within the prestigious Village at Sawmill Farm, this exceptional homesite presents a rare opportunity to own in one of the Mount Snow Valley’s most sought-after communities. The extremely private property enjoys desirable southeasterly exposure with potential views of surrounding ridgelines, beautifully framed by timeless stone walls and majestic pines. A gentle slope makes it ideally

    Monique White Deerfield Valley Real Estate

    19 Stone Ridge Loop, Dover, VT 05356
  • /39

    $349,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    1 Frog Hollow, Wilmington, VT 05363

    Nestled in a convenient Lower Chimney Hill location, this charming country saltbox offers classic Vermont character, cozy comfort, and access to the many benefits of the Chimney Hill community. Featuring post-and-beam construction and a beautiful Pozzi wood-burning brick fireplace, the home provides a warm and inviting atmosphere for year-round enjoyment.Recent updates, including the roof and

    Rich Caplan Deerfield Valley Real Estate

    1 Frog Hollow, Wilmington, VT 05363
  • /36

    $349,000

    $98K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,768 Sq Ft

    52A Suntec Loop, Dover, VT 05356

    Brand NEW building exterior, windows, doors! This beautifully maintained, bright & spacious 3 bedroom, 3 bath, plus loft townhome, offers the perfect blend of space, comfort, and convenience just minutes from Mount Snow’s main base lodge, Carinthia Lodge, and the Hermitage Club. This home features three large bedrooms with high ceilings, a versatile loft, and open concept layout, providing plenty

    Prema Fitzpatrick Real Broker LLC

    52A Suntec Loop, Dover, VT 05356
  • /48

    $384,900

    $9K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft

    9F Brumms Way Unit 9F, Dover, VT 05356

    Beautiful end unit on edge of Bear’s Crossing Condo and Home Community with a stream and the forest as your neighbor. Close to the Ski Home trail. This mixed community is 2 minutes to Mount Snow Ski Resort and to mixed use trails for snowmobiling, xcountry skiing and mountain biking. There is also a shuttle running regularly to the resort and beyond! This unit is “turn key” with 2 bedrooms and a

    Steve Goldfarb Deerfield Valley Real Estate

    9F Brumms Way Unit 9F, Dover, VT 05356
  • /33

    $249,000

    • 1 Bed
    • 468 Sq Ft

    246 Mann Rd, Wilmington, VT 05363

    Location, location, location! This rare opportunity is surrounded by the beautiful Haystack Golf Course, offering an unbeatable setting in one of southern Vermont's premier resort destinations. The property currently features a camp and a one-car garage, allowing you to enjoy the land immediately while planning your dream home or future getaway. Just minutes from Mount Snow, The Hermitage Club,

    Jeffrey Brisson Cohn & Company

    246 Mann Rd, Wilmington, VT 05363
  • /33

    $287,900

    • 3 Beds
    • 2 Baths
    • 1,770 Sq Ft

    17 Willis Rd Unit 3, Wilmington, VT 05363

    Enjoy the best of Southern Vermont from this spacious and inviting condo, offering a wonderful and unique blend of comfort, convenience, and privacy. Ideally located just a short drive from Mount Snow and downtown Wilmington, this property is perfectly suited as a year-round vacation retreat or four-season home.The open concept second floor offers an effortless flow between the kitchen,

    Meghan Buckley Skihome Realty

    17 Willis Rd Unit 3, Wilmington, VT 05363
  • /7

    $135,000

    • Land
    • 4.5 Acres
    • $30,000 per Acre

    0 Route 100 Unit 5100378, Dover, VT 05356

    Nestled just half a mile from the renowned Mount Snow Resort, this exquisite 4.50-acre property offers a remarkable opportunity to create your dream home in a prime location. With a cleared driveway and an essential permit already secured (Waste Water Permit for a mound wastewater disposal system and a Potable Water Permit for a drilled bedrock water supply), this lot is ready for development.

    Donna Brown Skihome Realty

    0 Route 100 Unit 5100378, Dover, VT 05356
  • /36

    $319,000

    • 3 Beds
    • 3.5 Baths
    • 2,000 Sq Ft

    12 Par Dr Unit 12, Wilmington, VT 05363

    Enjoy year-round Vermont living in this classic Spyglass townhome that is located right on the 10th fairway of the Haystack Golf course. Offering 3 bedrooms plus a sleeping loft and 3.5 baths. Designed for comfort and convenience, the main level features a mudroom, an open-concept living and dining area with vaulted ceilings, a fully equipped kitchen, and a cozy wood-burning fieldstone fireplace.

    Rich Caplan Deerfield Valley Real Estate

    12 Par Dr Unit 12, Wilmington, VT 05363
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