67

Newest Homes for Sale in Wilmington, VT

Section Image
  • 24 First Ln Unit 24, Wilmington, VT 05363
    24 First Ln Unit 24, Wilmington, VT 05363
    24 First Ln Unit 24, Wilmington, VT 05363
    /50

    $599,000

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

    24 First Ln Unit 24, Wilmington, VT 05363

    Beautifully updated Country Club Village townhome overlooking the golf course! This move-in-ready property features a remodeled kitchen with granite countertops, stainless steel appliances, and an open-concept kitchen and dining area that's perfect for entertaining. All bathrooms have been tastefully renovated, and new flooring throughout gives the home a fresh, modern feel. Additional upgrades

    Rich Caplan Deerfield Valley Real Estate

    24 First Ln Unit 24, Wilmington, VT 05363
  • 88 Mann Rd, Wilmington, VT 05363
    88 Mann Rd, Wilmington, VT 05363
    88 Mann Rd, Wilmington, VT 05363
    /60

    $6,898,000

    New Construction
    • 3 Beds
    • 6 Baths
    • 4,000 Sq Ft

    88 Mann Rd, Wilmington, VT 05363

    A truly one-of-a-kind estate. Uncompromising quality, timeless design, and exceptional craftsmanship. Every detail has been thoughtfully curated, showcasing impeccable fit and finish. The spectacular main residence features custom stone flooring, reclaimed vintage barn board accents, and a dramatic great room anchored by a massive smooth stone fireplace and walls of glass with natural light. At

    Rich Caplan Deerfield Valley Real Estate

    88 Mann Rd, Wilmington, VT 05363
  • 456 Route 100, Wilmington, VT 05363
    456 Route 100, Wilmington, VT 05363
    456 Route 100, Wilmington, VT 05363
    /24

    $399,000

    • 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
  • 5 Camelot Dr, Wilmington, VT 05363
    5 Camelot Dr, Wilmington, VT 05363
    5 Camelot Dr, Wilmington, VT 05363
    /47

    $289,000

    • 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
  • 32 Steep Hill Rd, Wilmington, VT 05363
    32 Steep Hill Rd, Wilmington, VT 05363
    32 Steep Hill Rd, Wilmington, VT 05363
    /60

    $1,998,000

    • 5 Beds
    • 4.5 Baths
    • 4,200 Sq Ft

    32 Steep Hill Rd, Wilmington, VT 05363

    Private Vermont Sanctuary with Spectacular Mountain Views. Tucked away on a quiet dead-end road, yet just minutes to Hermitage Club, Mount Snow and downtown Wilmington. Every room offers a view. Direct snowmobile access and walking trails! Set on 20 private acres in the heart of Vermont’s Green Mountains, the property features panoramic views of Haystack, Mount Snow, and the spine of the southern

    Rich Caplan Deerfield Valley Real Estate

    32 Steep Hill Rd, Wilmington, VT 05363
  • 0 Happy Haven Rd Unit 5097175, Wilmington, VT 05363
    0 Happy Haven Rd Unit 5097175, Wilmington, VT 05363
    0 Happy Haven Rd Unit 5097175, Wilmington, VT 05363
    /29

    $115,000

    • Land
    • 5 Acres
    • $23,000 per Acre

    0 Happy Haven Rd Unit 5097175, Wilmington, VT 05363

    Beautiful 5-Acre Vermont Lot with Mountain Views & Potential for Two Home Sites. Discover a rare opportunity to own a stunning 5-acre parcel in southern Vermont, ideally located on Route 100 just north of downtown Wilmington. This exceptional property offers the perfect setting for your dream home—or the potential to build two. Preliminary soil testing supports the potential for two separate

    Monique White Deerfield Valley Real Estate

    0 Happy Haven Rd Unit 5097175, Wilmington, VT 05363
  • 88 Happy Haven Rd, Wilmington, VT 05363
    88 Happy Haven Rd, Wilmington, VT 05363
    88 Happy Haven Rd, Wilmington, VT 05363
    /25

    $389,900

    • 2,168 Sq Ft

    88 Happy Haven Rd, Wilmington, VT 05363

    Sweet Country Retreat Near Mount Snow & The Hermitage Club Tucked away on a quiet private road in the heart of Wilmington, this charming country home offers the perfect blend of privacy, comfort, and four-season Vermont living. Just minutes from Mount Snow and the exclusive Hermitage Club, this spacious property is an ideal mountain getaway, full-time residence, or investment opportunity.

    Heidi Zizza Four Seasons Sotheby's Int'l Realty

    88 Happy Haven Rd, Wilmington, VT 05363
  • 216 Ghastly Job Way, Wilmington, VT 05363
    216 Ghastly Job Way, Wilmington, VT 05363
    216 Ghastly Job Way, Wilmington, VT 05363
    /34

    $460,000

    • 3 Beds
    • 2 Baths
    • 1,920 Sq Ft

    216 Ghastly Job Way, Wilmington, VT 05363

    Escape to the beauty of Vermont in this private mountain retreat, ideally situated at the end of a quiet country road. Set on a secluded parcel, this charming getaway boasts sweeping long-range views stretching across the Green Mountains and National Forest to Mount Snow, with easterly vistas toward neighboring Marlboro. Take in spectacular sunsets from the covered front porch or unwind

    Monique White Deerfield Valley Real Estate

    216 Ghastly Job Way, Wilmington, VT 05363
  • 23 Burchard Rd, Dover, VT 05356
    23 Burchard Rd, Dover, VT 05356
    23 Burchard Rd, Dover, VT 05356
    /28

    $675,000

    • 5 Beds
    • 2 Baths
    • 3,144 Sq Ft

    23 Burchard Rd, Dover, VT 05356

    Beautiful contemporary farmhouse with mountain views just a short drive from the Mount Snow ski resort and country village of Wilmington. This home sits conveniently on a level lot with tremendous privacy, but with sewer for peace of mind, high speed internet for easy of use, and shuttle service at the bottom of the street for great mountain access. Thanks to a private lot abutting larger

    Adam Palmiter Berkley & Veller Greenwood/Dover

    23 Burchard Rd, Dover, VT 05356
  • 7 Lightning Ledge Way, Wilmington, VT 05363
    7 Lightning Ledge Way, Wilmington, VT 05363
    7 Lightning Ledge Way, Wilmington, VT 05363
    /35

    $549,000

    • 4 Beds
    • 2 Baths
    • 1,776 Sq Ft

    7 Lightning Ledge Way, Wilmington, VT 05363

    Located in the Chimney Hill community, this four-bedroom, two-bath home offers the perfect Southern Vermont retreat for every season. The open-concept living, kitchen, and dining area creates a welcoming space for gathering with family and friends after a day of skiing, boating, hiking, or exploring the area. Warm wood accents and comfortable living spaces create a relaxed Vermont atmosphere that

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    7 Lightning Ledge Way, Wilmington, VT 05363
  • 60 E Brook Crossing, Wilmington, VT 05363
    60 E Brook Crossing, Wilmington, VT 05363
    60 E Brook Crossing, Wilmington, VT 05363
    /41

    $459,000

    • 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 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 and rustic

    Erica Reynolds Southern Vermont Realty Group

    60 E Brook Crossing, Wilmington, VT 05363
  • 121 Fannie Hill Rd, Wilmington, VT 05363
    121 Fannie Hill Rd, Wilmington, VT 05363
    121 Fannie Hill Rd, Wilmington, VT 05363
    /33

    $2,100,000

    • 7 Beds
    • 4 Baths
    • 4,256 Sq Ft

    121 Fannie Hill Rd, Wilmington, VT 05363

    Stunning contemporary chalet completely renovated in 2016 and located adjacent to the base of the Hermitage Club private ski resort. This gorgeous home sits on a private lot with direct snowmobile trail access, easy access to the ski trails, and direct to the clubhouse. Just a short drive into the village of Wilmington and the area's tremendous lakes. Thanks to the complete overhaul and

    Adam Palmiter Berkley & Veller Greenwood/Dover

    121 Fannie Hill Rd, Wilmington, VT 05363
  • 798 Vermont Route 100, Wilmington, VT 05363
    798 Vermont Route 100, Wilmington, VT 05363
    798 Vermont Route 100, Wilmington, VT 05363
    /43

    $774,000

    • 3,091 Sq Ft

    798 Vermont Route 100, Wilmington, VT 05363

    Multi-Family & Commercial Opportunity in Wilmington, VermontSet on 1.05 acres just outside Wilmington village, this versatile property offers two recently renovated apartments totaling five bedrooms, each with its own two-car garage perfect for owner occupancy, rental income, or staff housing.The main building features updated interiors with modern kitchens, stylish baths, and new

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    798 Vermont Route 100, Wilmington, VT 05363
  • 238 Stowe Hill Rd, Wilmington, VT 05363
    238 Stowe Hill Rd, Wilmington, VT 05363
    238 Stowe Hill Rd, Wilmington, VT 05363
    /59

    $3,495,000

    • 9 Beds
    • 11 Baths
    • 6,726 Sq Ft

    238 Stowe Hill Rd, Wilmington, VT 05363

    Green Meadows Farm is a rare Southern Vermont estate where timeless character, modern comfort, and exceptional recreational amenities come together across more than 16 picturesque acres. Just minutes from Lake Raponda, downtown Wilmington, Mount Snow, and The Hermitage Club, this remarkable property offers sweeping mountain views, stunning sunsets, and the space to create lasting memories for

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    238 Stowe Hill Rd, Wilmington, VT 05363
  • 0 Scattered Timber Rd Unit 5094122, Wilmington, VT 05363
    0 Scattered Timber Rd Unit 5094122, Wilmington, VT 05363
    0 Scattered Timber Rd Unit 5094122, Wilmington, VT 05363
    /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
  • 183 Old Mill Ln, Wilmington, VT 05363
    183 Old Mill Ln, Wilmington, VT 05363
    183 Old Mill Ln, Wilmington, VT 05363
    /43

    $1,975,000

    • 5 Beds
    • 4.5 Baths
    • 5,063 Sq Ft

    183 Old Mill Ln, Wilmington, VT 05363

    Breathtaking Lake and Vermont Forever Wild views from this 10 acre parcel overlooking Lake Whitingham, with deeded lake access. The premiere Old Mill Lane development is host to some of Wilmington's finest homes thanks to large private parcels, extended driveways, exclusive shared lake access and beach area with kayak rack, swimming cove, and easy access to the Village of Wilmington and nearby

    Adam Palmiter Berkley & Veller Greenwood/Dover

    183 Old Mill Ln, Wilmington, VT 05363
  • 8 Deer Run, Wilmington, VT 05363
    8 Deer Run, Wilmington, VT 05363
    8 Deer Run, Wilmington, VT 05363
    /49

    $575,000

    • 4 Beds
    • 3.5 Baths
    • 2,964 Sq Ft

    8 Deer Run, Wilmington, VT 05363

    Located in the desirable Chimney Hill community, this beautifully maintained 4 bedroom, 4 bath home offers the perfect combination of comfort, convenience, and year-round recreation. Designed for gathering and relaxing, the open-concept floor plan features vaulted ceilings, abundant natural light, and seamless flow between the kitchen, dining, and living areas. A cozy gas fireplace creates a warm

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    8 Deer Run, Wilmington, VT 05363
  • 45 Mowing Way, Wilmington, VT 05363
    45 Mowing Way, Wilmington, VT 05363
    /2

    $45,000

    • Land
    • 10,890 Sq Ft
    • $180,000 per Acre

    45 Mowing Way, Wilmington, VT 05363

    Level building lot with public sewer and water at the street. Across from the Haystack Golf Course for easy year round enjoyment. Direct snowmobile access from the lot. A short drive to the public boat launch at Lake Whitingham or Mount Snow ski resort.

    Adam Palmiter Berkley & Veller Greenwood/Dover

    45 Mowing Way, Wilmington, VT 05363
  • 7 High Top Unit B117, Wilmington, VT 05363
    7 High Top Unit B117, Wilmington, VT 05363
    7 High Top Unit B117, Wilmington, VT 05363
    /45

    $525,000

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    7 High Top Unit B117, Wilmington, VT 05363

    Section B. Top of the Hill, end of the road, this home is meticulously kept and updated, with lots of attention to detail. Start living the dream you imagine! A classic chalet design with mudroom entry, full bath and bedroom, and open concept living, dining and kitchen on the main level, with a wraparound deck. Upstairs has two bedrooms and a second full bath. The double lot offers privacy and

    Sigrid Pickering Chimney Hill Realty

    7 High Top Unit B117, Wilmington, VT 05363
  • 2 Wood Lot Ln Unit C-215, Wilmington, VT 05363
    2 Wood Lot Ln Unit C-215, Wilmington, VT 05363
    2 Wood Lot Ln Unit C-215, Wilmington, VT 05363
    /60

    $455,000

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

    2 Wood Lot Ln Unit C-215, Wilmington, VT 05363

    Tucked away in a quiet corner of Chimney Hill is this gem! This 3 bedroom, 2 bath house in Section C has it all! It features a classic mudroom entry, a brick interior walkway, and an open-concept living, dining, and kitchen area with French doors leading to a screened outdoor living room and a picnic porch out back, which includes a firepit for cozy conversation on chilly evenings. More

    Sigrid Pickering Chimney Hill Realty

    2 Wood Lot Ln Unit C-215, Wilmington, VT 05363
  • 6 Outer Limits Ln, Wilmington, VT 05363
    6 Outer Limits Ln, Wilmington, VT 05363
    6 Outer Limits Ln, Wilmington, VT 05363
    /55

    $399,000

    $19K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,378 Sq Ft

    6 Outer Limits Ln, Wilmington, VT 05363

    Nestled in the coveted Chimney Hill Community, this charming 3-bedroom, 2-bathroom turn-key home is a delightful find. The main level features a convenient bedroom and full bath, along with a laundry area, a well-appointed kitchen, a dining room, and a cozy living room complete with a gas fireplace. Double sliding doors lead to a spacious deck, inviting an abundance of natural light. The home

    Donna Brown Skihome Realty

    6 Outer Limits Ln, Wilmington, VT 05363
  • 52 Ruth Way, Wilmington, VT 05363
    52 Ruth Way, Wilmington, VT 05363
    52 Ruth Way, Wilmington, VT 05363
    /59

    $425,000

    • 4 Beds
    • 3 Baths
    • 2,345 Sq Ft

    52 Ruth Way, Wilmington, VT 05363

    Welcome to this inviting 4-bedroom, 3-bathroom home nestled on a tranquil street, cherished by one family for nearly two decades. This residence exudes warmth and comfort, offering the perfect blend of functionality and charm. As you step through the covered front door, a cozy mudroom/entry area sets the tone for the welcoming atmosphere throughout the home. The spacious living room is ideal for

    Donna Brown Skihome Realty

    52 Ruth Way, Wilmington, VT 05363
  • 392 Lake Raponda Rd, Wilmington, VT 05363
    392 Lake Raponda Rd, Wilmington, VT 05363
    392 Lake Raponda Rd, Wilmington, VT 05363
    /39

    $2,195,000

    • 4 Beds
    • 4 Baths
    • 3,524 Sq Ft

    392 Lake Raponda Rd, Wilmington, VT 05363

    A rare opportunity for true year-round enjoyment. This is a remarkable chance to own a home on a motorboat lake — with a private dock — just minutes from both the Mount Snow and Hermitage Club ski resorts, hiking, biking, and snowmobile trails, and the charming village of Wilmington, Vermont. Lake Raponda stands apart from the other lakes in the area in one important way: because larger boats

    Adam Palmiter Berkley & Veller Greenwood/Dover

    392 Lake Raponda Rd, Wilmington, VT 05363
  • 9 Brown Rd, Wilmington, VT 05363
    9 Brown Rd, Wilmington, VT 05363
    /2

    $149,000

    • Land
    • 16.74 Acres
    • $8,901 per Acre

    9 Brown Rd, Wilmington, VT 05363

    Nice private almost 17 acre site with driveway, dug well, dug pond, sitework and ski area and Mountain views. Log cabin or post and beam home is a great fit. VAST snowmobile trail runs through the property. Beautiful bright and sunny exposure.

    Mark Yule BHG Masiello Brattleboro

    9 Brown Rd, Wilmington, VT 05363
  • 67 Castle Hill Rd, Wilmington, VT 05363
    67 Castle Hill Rd, Wilmington, VT 05363
    67 Castle Hill Rd, Wilmington, VT 05363
    /43

    $747,500

    • 5 Beds
    • 3.5 Baths
    • 3,436 Sq Ft

    67 Castle Hill Rd, Wilmington, VT 05363

    Rare opportunity to own a meticulously restored 1830s vintage farmhouse, offered completely turnkey with extensive updates, thoughtful renovations, and modern amenities throughout. Ideally located just outside the country village of Wilmington for shopping and dining, a short drive to Mount Snow, and just up the street from Lake Whitingham’s boat launch and beach areas — truly four-season

    Adam Palmiter Berkley & Veller Greenwood/Dover

    67 Castle Hill Rd, Wilmington, VT 05363
  • 18 Quail Ct, Wilmington, VT 05363
    18 Quail Ct, Wilmington, VT 05363
    18 Quail Ct, Wilmington, VT 05363
    /33

    $489,000

    • 4 Beds
    • 2 Baths
    • 2,070 Sq Ft

    18 Quail Ct, Wilmington, VT 05363

    Spacious ski chalet in the Chimney Hill community with easy access to trails, hiking, lakes, and nearby Mount Snow. Just down from the rec center and clubhouse sits this well maintained home with easy access, ample parking, a level back yard, and nice privacy, yet with all the conveniences of community living. The interior has a vaulted open concept living space with natural light and large

    Adam Palmiter Berkley & Veller Greenwood/Dover

    18 Quail Ct, Wilmington, VT 05363
  • 15 Haymaker Ln Unit 6D, Wilmington, VT 05363
    15 Haymaker Ln Unit 6D, Wilmington, VT 05363
    15 Haymaker Ln Unit 6D, Wilmington, VT 05363
    /19

    $469,000

    • 2 Beds
    • 2.5 Baths
    • 1,912 Sq Ft

    15 Haymaker Ln Unit 6D, Wilmington, VT 05363

    Beautiful condo on the side of Haystack mountain at the beautiful exclusive Hermitage Club Ski Resort. Enjoy sunrise views out your living room windows in this immaculate 2 bedroom, 2.5 bath unit. Walk in from the spacious mudroom entry to a living area with wood burning fireplace, deck overlooking the view, tremendous light and views, kitchen with breakfast bar, updated appliances, and gas

    Adam Palmiter Berkley & Veller Greenwood/Dover

    15 Haymaker Ln Unit 6D, Wilmington, VT 05363
  • 41 Country Club Rd, Wilmington, VT 05363
    41 Country Club Rd, Wilmington, VT 05363
    41 Country Club Rd, Wilmington, VT 05363
    /14

    $50,000

    • Land
    • 12,632 Sq Ft
    • $172,414 per Acre

    41 Country Club Rd, Wilmington, VT 05363

    Set on 0.29 acres along a quiet dead-end, town-maintained paved road, this property offers a convenient and peaceful setting. The driveway is already in place, electric underground service is on site, and a natural spring is located on the property. Nearby access to the VAST Trails. Included in the sale is a 2015 Jayco Eagle Premier RV, providing comfortable seasonal living or a ready-made

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    41 Country Club Rd, Wilmington, VT 05363
  • 123 High Top Rd, Wilmington, VT 05363
    123 High Top Rd, Wilmington, VT 05363
    123 High Top Rd, Wilmington, VT 05363
    /44

    $65,000

    • Land
    • 36,154 Sq Ft
    • $78,313 per Acre

    123 High Top Rd, Wilmington, VT 05363

    Section B - new to market! Oversized building lot with new perc tests show it is suitable for a 3-bedroom single family home. Lot may support a larger home; buyer would have to pursue this option at their own cost. As an owner of an undeveloped lot in CHOA, you are entitled to all the recreation amenities in the Resort, including year-round swimming at the exclusive member-only clubhouse, located

    Sigrid Pickering Chimney Hill Realty

    123 High Top Rd, Wilmington, VT 05363
  • 402 Fox Mountain Rd, Wilmington, VT 05363
    402 Fox Mountain Rd, Wilmington, VT 05363
    402 Fox Mountain Rd, Wilmington, VT 05363
    /41

    $85,000

    • Land
    • 1.02 Acres
    • $83,333 per Acre

    402 Fox Mountain Rd, Wilmington, VT 05363

    Fantastic double lot on top of the Hill with recent soil tests and septic design suitable for your dream home! As Chimney Hill approaches full build out, the number of remaining lots are limited. This is a brand-new cul-de-sac adjoining the National Forest. Of the 5 lots, only two remain available, including this one. Time to stop imagining and start living the dream of your own vacation home.

    Sigrid Pickering Chimney Hill Realty

    402 Fox Mountain Rd, Wilmington, VT 05363
  • 14 High Top Rd Unit B124, Wilmington, VT 05363
    14 High Top Rd Unit B124, Wilmington, VT 05363
    14 High Top Rd Unit B124, Wilmington, VT 05363
    /60

    $560,000

    • 3 Beds
    • 3 Baths
    • 2,397 Sq Ft

    14 High Top Rd Unit B124, Wilmington, VT 05363

    Section B Cul de Sac. Fabulous large house on an oversized lot! First time on the market in 20 years! 3+ bedrooms, 3 bathrooms, gas fireplace, large deck, workshop space, large driveway with plenty of level parking. Mudroom entry, laundry room, open concept living, dining and kitchen. Newer appliances, second fridge, first floor bedroom and bathroom, plus a study and two glass rooms that are

    Sigrid Pickering Chimney Hill Realty

    14 High Top Rd Unit B124, Wilmington, VT 05363
  • 8 Dorf Auf Radar Rd, Wilmington, VT 05363
    8 Dorf Auf Radar Rd, Wilmington, VT 05363
    8 Dorf Auf Radar Rd, Wilmington, VT 05363
    /20

    $39,900

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

    8 Dorf Auf Radar Rd, Wilmington, VT 05363

    Delightful, affordable! Be right in the heart of ski country with access to hiking, boating, fishing and biking! This tidy 2 bedroom home has a 10x16 storage shed for your gear! Big enough for a weekend of fun but small enough to keep the costs reasonable. This is better than renting, and always available when you are! This is an exciting find! The property can only be a vacation/second home only.

    Christine Lewis Brattleboro Area Realty

    8 Dorf Auf Radar Rd, Wilmington, VT 05363
  • 404 Fox Mountain Rd, Wilmington, VT 05363
    404 Fox Mountain Rd, Wilmington, VT 05363
    404 Fox Mountain Rd, Wilmington, VT 05363
    /39

    $55,000

    • Land
    • 21,780 Sq Ft
    • $110,000 per Acre

    404 Fox Mountain Rd, Wilmington, VT 05363

    Top of the Hill. Build your dream home! One of 2 remaining lots on the new Fox Mt. Cul de Sac, and the only single lot. These have had recent soil tests showing the lot is suitable for a 3-bedroom home. The Lot is oriented to the Southwest, towards Bennington. Plus, enjoy all the amenities Chimney Hill, the Deerfield Valley and Southern Vermont offer including world class skiing and shredding,

    Sigrid Pickering Chimney Hill Realty

    404 Fox Mountain Rd, Wilmington, VT 05363
  • 28 Upper Howes Way, Wilmington, VT 05363
    28 Upper Howes Way, Wilmington, VT 05363
    /2

    $25,000

    • Land
    • 26,136 Sq Ft
    • $41,667 per Acre

    28 Upper Howes Way, Wilmington, VT 05363

    Sweet Spot tucked away in a quiet corner of the Hill, ready for you to build your vacation getaway. Recent soil tests are favorable for a 3-bedroom house. Enjoy all the amenities Chimney Hill offers on its 1,200 Acre Resort Campus, including year-round swimming, seasonal tennis and pickleball, ice skating with a warming hut full of skates to use, hiking, biking, snowmobiling right from your house

    Sigrid Pickering Chimney Hill Realty

    28 Upper Howes Way, Wilmington, VT 05363
  • 3185 Higley Hill Rd, West Marlboro, VT 05363
    3185 Higley Hill Rd, West Marlboro, VT 05363
    3185 Higley Hill Rd, West Marlboro, VT 05363
    /60

    $319,000

    • 2 Beds
    • 2 Baths
    • 1,164 Sq Ft

    3185 Higley Hill Rd, West Marlboro, VT 05363

    Vermont A-Frame Retreat in Marlboro! Escape to this charming 2-bedroom, 2-bath A-frame set on 2.18 wooded acres in scenic Marlboro, Vermont. With a stream, deck, and peaceful natural setting, this property offers the perfect blend of privacy and character. Inside, you’ll find 1,164 square feet of furnished living space featuring natural light, a wood fireplace, first-floor laundry, and a

    Grayson VanHendrick Flex Realty

    3185 Higley Hill Rd, West Marlboro, VT 05363
  • 169 Sun and Ski Rd, Wilmington, VT 05363
    169 Sun and Ski Rd, Wilmington, VT 05363
    169 Sun and Ski Rd, Wilmington, VT 05363
    /43

    $75,000

    $20K PRICE DROP
    • Land
    • 1 Acre
    • $75,000 per Acre

    169 Sun and Ski Rd, Wilmington, VT 05363

    Dreaming of building a home in Vermont but not sure where to start? With several significant steps in the preparation process already done, this one-acre lot is truly ready for your vision. A three-bedroom septic design by a Vermont engineer has been completed, with permits filed and approved by the state of Vermont. Plus, the land has already been partially cleared for a driveway and building

    Kim Meeker Southern Vermont Realty Group

    169 Sun and Ski Rd, Wilmington, VT 05363
  • 41 Two Brook Dr, Wilmington, VT 05363
    41 Two Brook Dr, Wilmington, VT 05363
    41 Two Brook Dr, Wilmington, VT 05363
    /48

    $798,000

    $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,420 Sq Ft

    41 Two Brook Dr, Wilmington, VT 05363

    Tucked onto .50-acre setting with Two Brook gently flowing through the backyard, this beautifully appointed 4 bedroom, 5 bath home captures everything buyers love about Vermont mountain living privacy, warmth, and year-round recreation just minutes from it all.Ideally located near The Hermitage Club and Mount Snow, with direct access to VAST snowmobile trails and a short drive to the shops

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    41 Two Brook Dr, Wilmington, VT 05363
  • 33 W Main St, Wilmington, VT 05363
    33 W Main St, Wilmington, VT 05363
    33 W Main St, Wilmington, VT 05363
    /31

    $459,000

    • 1 Bed
    • 2.5 Baths
    • 2,076 Sq Ft

    33 W Main St, Wilmington, VT 05363

    Unique opportunity to own a commercial building in the heart of downtown Wilmington. This historic structure has been completely overhauled and meticulously maintained by the current owners, and was the location of a successful restaurant for many years, with an income producing apartment upstairs. It is now being offered to a buyer with vision who may be looking for prime retail, restaurant, or

    Adam Palmiter Berkley & Veller Greenwood/Dover

    33 W Main St, Wilmington, VT 05363
  • 28 Lightning Ledge Way, Wilmington, VT 05363
    28 Lightning Ledge Way, Wilmington, VT 05363
    28 Lightning Ledge Way, Wilmington, VT 05363
    /23

    $465,900

    $33K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,548 Sq Ft

    28 Lightning Ledge Way, Wilmington, VT 05363

    Private 2004 country chalet in the Chimney Hill community just outside the village of Wilmington. Hiking trails, snowmobile trail access, and convenient nearby snowmobile trailer parking, make this super convenient for the outdoorsy. This home sits on a rare double lot, just up from the beautifully renovated Chimney Hill clubhouse, Lake Whitingham, and Mount Snow ski resort, affording year round

    Adam Palmiter Berkley & Veller Greenwood/Dover

    28 Lightning Ledge Way, Wilmington, VT 05363
  • 286 Coldbrook Rd, Wilmington, VT 05363
    286 Coldbrook Rd, Wilmington, VT 05363
    286 Coldbrook Rd, Wilmington, VT 05363
    /16

    $1,400,000

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 3,844 Sq Ft

    286 Coldbrook Rd, Wilmington, VT 05363

    This new construction home is in one of Southern Vermont's top four season destinations. Three homes are being built, with two still available, offering a great opportunity to secure a brand new home! The multi gabled modern farmhouse design blends clean architectural lines and warm natural materials. Ideally located just minutes from Mount Snow, the Hermitage Club, Harriman Reservoir, golf

    Melissa Nebelski Real Broker LLC

    286 Coldbrook Rd, Wilmington, VT 05363

Showing Results 1 - 40, Page 1 of 2

Vermont Windham County Wilmington

Newest Listings for Sale in Wilmington, VT

Frequently Asked Questions

What is the average home price in Wilmington, VT?
Homes for sale in Wilmington, VT have an average home price of $830,881.
Are home prices dropping in Wilmington?
Yes, home prices in Wilmington are down 2% in the last 12 months.
How many homes have sold over the last 12 months in Wilmington, VT?
73 homes have sold in Wilmington, VT over the last 12 months.
What is the average household income in Wilmington, VT?
The average household income in Wilmington, VT is $79K.
What are the most popular zip codes in Wilmington, VT?
The most popular zip codes in Wilmington, VT include 05363, 05301, 05356, 05342 and 05361.
How much do you need to make to afford a house in Wilmington?
The median home price in Wilmington is $549,000. If you put a 20% down payment of $109,800 and had a 30-year fixed mortgage with an interest rate of 6.49%, your estimated principal and interest payment would be $2,770 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $119K a year to afford the median home price in Wilmington. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Wilmington is $79K.
How are the schools in Wilmington, VT?
Wilmington, VT has highly rated public and private schools. Some of the best schools in Wilmington based on Niche Grades are Dover Elementary School, Marlboro Elementary School and Twin Valley Elementary School. Browse all the schools in Wilmington, VT to learn more.

Home Prices in Wilmington, VT

The median home sale price in Wilmington, VT is $500,000, up 8% year-over-year. Homes in Wilmington sell in 96 days on average, compared to the national average of 57 days.

Home Price Trends

Median Sale Price
$500,000
Median Single Family Sale Price
$502,500
Median Townhouse Sale Price
$320,000
Median 2 Bedroom Sale Price
$341,000
Median 1 Bedroom Sale Price
$459,000
Average Price Per Sq Ft
$336
Number of Homes for Sale
40
Last 12 months Home Sales
73
Months of Supply
6.60
Median List Price
$549,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
8%
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group