Homes for Sale near Twin Valley Middle High School

/33
$199,995
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
290 Old Mill Ln, Wilmington, VT 05363

“The Camp” Are you looking for that special seasonal getaway? Look no further! This charming 1-bedroom on the main level and second bedroom upstairs sleeping loft is located in the beautiful town of Wilmington. Nestled in the woods, this cozy cabin offers a unique and special Vermont experience. Enjoy the covered front porch and large deck, perfect for entertaining friends and family. Just steps

Richard Caplan Deerfield Valley Real Estate

290 Old Mill Ln, Wilmington, VT 05363
/28
$520,000
- 6 Beds
- 3.5 Baths
- 2,766 Sq Ft
624 Boyd Hill Rd, Wilmington, VT 05363

Spacious 6-Bedroom Ski & Lake Home in Vermont – Perfect for All Seasons Escape to the beauty of Vermont in this stunning 6-bedroom, 4-bathroom retreat—perfectly situated for year-round adventure between the slopes and the lake. While you’re gathering with loved ones, this warm and welcoming home offers space, style, and all the comforts you need to relax and reconnect. Inside, enjoy a chef’s

Jason Saphire www.HomeZu.com

624 Boyd Hill Rd, Wilmington, VT 05363
/32
$25,000
- Land
- 0.30 Acre
- $83,333 per Acre
139 Big Bend Loop, Wilmington, VT 05363

One of a handful of single lots remaining on the Hill! Septic design needs updating, Power is at the street. The lot is buffered by common land on both sides, and there is a drop off at the back. Access is best at the left end of the property, where a gentle slope takes you to this level plateau. View with clearing and in non-leaf seasons. Build your dream home and enjoy all the amenities

Sigrid Pickering Chimney Hill Realty

139 Big Bend Loop, Wilmington, VT 05363
/36
$519,000
- 7 Beds
- 6 Baths
- 2,978 Sq Ft
343 Haystack Rd, Wilmington, VT 05363

This spacious home is located near outdoor recreation spots like Mount Snow and Haystack Country Club. Tucked back on 3 acres with wooded surroundings offering privacy amongst the trees. The main house offers Four bedrooms, four baths; including a large primary suite. The spacious basement has a kitchen, bath and living space with walkout access to the backyard. The three-car garage with a

Jessica Citera Cummings & Co

343 Haystack Rd, Wilmington, VT 05363
/40
$85,000
- Land
- 1.03 Acres
- $82,524 per Acre
410 Fox Mountain Rd, Wilmington, VT 05363

Top of the Hill at the end of the Road! Double building lot with a current 3-bedroom septic design! Be part of the new 5-Lot Cul de Sac on Fox Mt Road. These Lots have a SW orientation and sit at about 2,400' in elevation and adjoin the National Forest - yet are within walking distance to the Club House. If you've been thinking of building your dream home, this is a great opportunity! Enjoy all

Sigrid Pickering Chimney Hill Realty

410 Fox Mountain Rd, Wilmington, VT 05363
/40
$125,000
- Land
- 1.58 Acres
- $79,114 per Acre
408 Fox Mountain Rd, Wilmington, VT 05363

Top of the Hill at the end of the Road! Triple building lot with a current 3-bedroom septic design! Be part of the new 5-Lot Cul de Sacon Fox Mt Road. These Lots have a SW orientation and sit at about 2,400' in elevation and adjoin the National Forest - yet are within walking distance to the Club House. If you've been thinking of building your dream home, this is a great opportunity! Enjoy all

Sigrid Pickering Chimney Hill Realty

408 Fox Mountain Rd, Wilmington, VT 05363
/35
$125,000
- Land
- 1.52 Acres
- $82,237 per Acre
406 Fox Mountain Rd, Wilmington, VT 05363

Top of the Hill at the end of the Road! Triple building lot with a current 3-bedroom septic design! Be part of the new 5-Lot Cul de Sac on Fox Mt Road. These Lots have a SW orientation and sit at about 2,400' in elevation and adjoin the National Forest - yet are within walking distance to the Clubhouse. If you've been thinking of building your dream home, this is a great opportunity!

Sigrid Pickering Chimney Hill Realty

406 Fox Mountain Rd, Wilmington, VT 05363
/33
$85,000
- Land
- 1.04 Acres
- $81,731 per Acre
402 Fox Mountain Rd, Wilmington, VT 05363

Top of the Hill at the end of the Road! Double building lot with a current 3-bedroom septic design! Be part of the new 5-Lot Cul de Sac on Fox Mt Road. These Lots have a SW orientation and sit at about 2,400' in elevation and adjoin the National Forest - yet are within walking distance to the Clubhouse. If you've been thinking of building your dream home, this is a great opportunity!

Sigrid Pickering Chimney Hill Realty

402 Fox Mountain Rd, Wilmington, VT 05363
/14
$369,000
- Land
- 8 Acres
- $45,556 per Acre
0 Spruce Grove Rd Unit 5035135, Wilmington, VT 05363

Escape to your own private sanctuary on 8.1 acres of pristine land with stunning mountain views. This exceptional property is free from HOA restrictions, offering unlimited potential for your dream home or retreat. Featuring a cleared building site, new driveway, and a State of VT Wastewater Permit for a 4-bedroom dwelling, everything is in place for your vision. Accessible off a public road with

Chad Lackey Deerfield Valley Real Estate

0 Spruce Grove Rd Unit 5035135, Wilmington, VT 05363
/15
$74,900
- Land
- 3.58 Acres
- $20,922 per Acre
Lot 4 Ghastly Job Way, Wilmington, VT 05363

3.58 acres east of Wilmington village. This property is ready to build on, site work has commenced; tree clearing and partial driveway installed, fully engineered, survey, and Sate of Vermont Wastewater Permit for the construction of a three bedroom home. This parcel offers a great location, close to Lake Raponda for swimming, near Molly Stark State Park for hiking and minutes to Lake Whitingham

Monique White Deerfield Valley Real Estate

Lot 4 Ghastly Job Way, Wilmington, VT 05363
/5
$125,000
- Land
- 0.43 Acre
- $290,698 per Acre
LOT 158/160 High Peak Way, Wilmington, VT 05363

Sun filled level Double lot with access to Public Water and Sewer right at the lot! All the hard work has been done so just bring your ideas. Located at the top of Haystack Rd Just across from Hole 17 at Haystack Golf Course on one side and the VAST trail system on the other makes this lot a year round paradise. Snowmobile right our your door to the Stack for dinner or over to the Hermitage Club

Heidi Zizza Four Seasons Sotheby's Int'l Realty

LOT 158/160 High Peak Way, Wilmington, VT 05363
/4
$99,000
- Land
- 0.32 Acre
- $309,375 per Acre
Lot 162 High Peak Way, Wilmington, VT 05363

Sun filled level corner lot with access to Public Water and Sewer right at the lot! All the hard work has been done so just bring your ideas. Located at the top of Haystack Rd Just across from Hole 17 at Haystack Golf Course on one side and the VAST trail system on the other makes this lot a year round paradise. Snowmobile right our your door to the Stack for dinner or over to the Hermitage Club

Heidi Zizza Four Seasons Sotheby's Int'l Realty

Lot 162 High Peak Way, Wilmington, VT 05363
/24
$749,000
- Land
- 2.57 Acres
- $291,440 per Acre
Lot 3 Old Mill Ln, Wilmington, VT 05363

Bring your own builder and discover an exceptional opportunity to own a 2.57 acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium lot is the perfect canvas for creating your dream mountain retreat with custom homes to be crafted by your own builder or the Wadsworth Design Build. Enjoy

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

Lot 3 Old Mill Ln, Wilmington, VT 05363
/26
$749,000
- Land
- 1.22 Acres
- $613,934 per Acre
Lot 2 Old Mill Ln, Wilmington, VT 05363

Bring your own builder and discover an exceptional opportunity to own a 1.22-acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium lot is the perfect canvas for creating your dream mountain retreat with custom homes to be crafted by your own builder or the Wadsworth Design Build. Enjoy

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

Lot 2 Old Mill Ln, Wilmington, VT 05363
/24
$774,000
- Land
- 3.60 Acres
- $215,000 per Acre
Lot 5 Old Mill Ln, Wilmington, VT 05363

Bring. your own builder and discover an exceptional opportunity to own a 3.6 acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium lot is the perfect canvas for creating your dream mountain retreat with custom homes with your own builder or to be crafted by the Wadsworth Design Build..

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

Lot 5 Old Mill Ln, Wilmington, VT 05363
/28
$895,000
- 4 Beds
- 3 Baths
- 1,482 Sq Ft
19 Village Rd E, Wilmington, VT 05363

Here is a chance to own a home directly across the street from the private Hermitage Ski Club with easy access to the resort, snowmobile trails, the Mount Snow ski resort, nearby country villages for shopping and dining, and gorgeous area lakes. This lovely renovated chalet sits on a level with ample parking thanks to a circular driveway, winter exposure to Haystack Mountain Peak, a shed for

Adam Palmiter Berkley & Veller Greenwood/Dover

19 Village Rd E, Wilmington, VT 05363
/42
$875,000
- 4 Beds
- 3.5 Baths
- 3,553 Sq Ft
37 Pleasant View Ln, Wilmington, VT 05363

Seeking an upscale but also rustic, Vermont retreat? Looking for privacy but convenience to amenities? Love a water feature and a mountain view? Need a place to host large gatherings but also cozy enough for a romantic weekend getaway? This is just the place. Tucked away on a private road sits this spacious 4 bedroom, 3.5 bath, true log home with an excellent layout over 3 finished floors. All

Jacki Murano Southern Vermont Realty Group

37 Pleasant View Ln, Wilmington, VT 05363
/34
$429,000
- 2 Beds
- 2 Baths
- 1,127 Sq Ft
27 Haymaker Ln Unit 9H, Wilmington, VT 05363

Cozy convenience on Haystack Mountain adjacent to The Hermitage Club and just a short drive to Mount Snow and downtown Wilmington. This 2 bedroom/2 bathroom unit has an open living space perfect for entertaining and highlighted by the fieldstone fireplace ambiance to warm you apres ski/hike or snowshoe. The unit is being offered furnished and ready to enjoy this season and year round with access

Cordelia Garofalo Deerfield Valley Real Estate

27 Haymaker Ln Unit 9H, Wilmington, VT 05363
/36
$85,000
- Land
- 1.31 Acres
- $64,885 per Acre
100 Chimney Hill Rd, Wilmington, VT 05363

Merged Triple Lot on the Hill! Recent soil tests say this looks good for a 3-bedroom home! If you've been thinking of building your Dream home, this is a great spot. Located about 1/2 way up the Hill, right off the pavement. Walk to the Clubhouse, seasonal views, about 2,100' in elevation, facing SE. Enjoy all the amenities Chimney Hill offers including year-round swimming, in-season tennis,

Sigrid Pickering Chimney Hill Realty

100 Chimney Hill Rd, Wilmington, VT 05363
/38
$85,000
- Land
- 1.09 Acres
- $77,982 per Acre
95 Chimney Hill Rd, Wilmington, VT 05363

Triple Merged Lot on the Hill! Recent soil tests say this looks good for a 3-bedroom home! Right off the pavement about halfway up the Hill on the plateau. If you've been thinking of building your Dream home, this is a great spot. Walk to the Clubhouse, seasonal views, about 2,100' in elevation, facing SE. Enjoy all the amenities Chimney Hill offers including year-round swimming, in-season

Sigrid Pickering Chimney Hill Realty

95 Chimney Hill Rd, Wilmington, VT 05363
/11
$639,000
- 5 Beds
- 3 Baths
- 5,424 Sq Ft
53 N Main St, Wilmington, VT 05363

Formerly listed in the Wilmington Town Records as a Commercial Property, however, the owners changed that designation to Residential including a one bed./one bath apartment and (2) two bedroom, one bath apartments and a 7 bedroom/7.5 half bath once an Inn. The current owner is in the process of installing egress windows in all bedrooms in the Inn. The current owner has also electrified all smoke

Ginny Read Read Realty LTD

53 N Main St, Wilmington, VT 05363
/30
$50,000
- Land
- 0.93 Acre
- $53,763 per Acre
566 Upper Dam Rd, Wilmington, VT 05363

Double lot on top of the Hill! Recent soil tests say this looks good for a 3-bedroom home! If you've been thinking of building your getaway home, this is a great spot. Walk to the Clubhouse, seasonal views, about 2,400' in elevation, facing SE. Enjoy all the amenities Chimney Hill offers including year-round swimming, in-season tennis, basketball, pickleball, ice skating, pond fishing, hiking,

Sigrid Pickering Chimney Hill Realty

566 Upper Dam Rd, Wilmington, VT 05363
/37
$50,000
- Land
- 0.93 Acre
- $53,763 per Acre
564 Upper Dam Rd, Wilmington, VT 05363

Double lot on top of the Hill! Recent soil tests say this looks good for a 3-bedroom home! If you've been thinking of building your dream home, this is a great spot. Walk to the Clubhouse, seasonal views, about 2,400' in elevation, facing SE. Enjoy all the amenities Chimney Hill offers including year-round swimming, in-season tennis, basketball, pickleball, ice skating, pond fishing,

Sigrid Pickering Chimney Hill Realty

564 Upper Dam Rd, Wilmington, VT 05363
/30
$25,000
- Land
- 0.53 Acre
- $47,170 per Acre
452 2 Wall Way, Wilmington, VT 05363

Single Lot on top of the Hill! Walk to the clubhouse from your very own vacation home, designed by you. Survey required and septic design. Lot is unimproved but has had recent favorable soil tests. Enjoy all the amenities Chimney Hill offers including year-round swimming, in-season tennis, basketball, pickleball, ice skating, pond fishing, hiking, biking, snowmobiling, and more on our

Sigrid Pickering Chimney Hill Realty

452 2 Wall Way, Wilmington, VT 05363
/23
$425,000
- 3 Beds
- 2 Baths
- 1,750 Sq Ft
43 1st Ln Unit 28, Wilmington, VT 05363

Beautiful updated condo overlooking the 1st green at the Haystack Golf Club, as well as the mountains and sunsets beyond. This lovely private unit sits right on one of the best courses in New England, and is a short drive from the village of Wilmington, nearby lakes, and Mount Snow and Hermitage Club ski resorts. The interior features a large open living space with vaulted ceilings, updated vinyl

Adam Palmiter Berkley & Veller Greenwood/Dover

43 1st Ln Unit 28, Wilmington, VT 05363
/40
$849,000
- 5 Beds
- 3.5 Baths
- 3,436 Sq Ft
67 Castle Hill Rd, Wilmington, VT 05363

Rare opportunity to own a meticulous 1830s vintage farmhouse, completely turn-key with extensive updates, renovations, and modern amenities. Conveniently located just outside the country village of Wilmington for shopping and great dining options, a short drive to the Mount Snow ski resort, and just up the street from the Lake Whitingham boat launch and beach areas, for true four season

Adam Palmiter Berkley & Veller Greenwood/Dover

67 Castle Hill Rd, Wilmington, VT 05363
/29
$25,000
- Land
- 0.60 Acre
- $41,667 per Acre
26 Upper Howes Way, Wilmington, VT 05363

BUILD your dream home in this Lot in Section A! Buyer assumes responsibility for pursuing a septic plan and permit, and all costs associated with permitting and building. Lots 25 & 26 are also available and can be combined for a double or triple lot at the end of the road/world. Enjoy the wellness VT lifestyle and all the 1,200-acre resort with our exclusive member-only clubhouse

Sigrid Pickering Chimney Hill Realty

26 Upper Howes Way, Wilmington, VT 05363
/32
$25,000
- Land
- 0.56 Acre
- $44,643 per Acre
25 Upper Howes Way, Wilmington, VT 05363

BUILD your Getaway Section A! Buyer assumes responsibility for pursuing a septic plan and permit, and all costs associated with permitting and building. Lots 25 & 26 are also available and can be combined for a double or triple lot at the end of the road/world. Enjoy the wellness VT lifestyle and all the 1,200-acre resort with our exclusive member-only clubhouse located at 200'

Sigrid Pickering Chimney Hill Realty

25 Upper Howes Way, Wilmington, VT 05363
/28
$25,000
- Land
- 0.60 Acre
- $41,667 per Acre
28 Upper Howes Way, Wilmington, VT 05363

BUILD your dream home in Section A! Buyer assumes responsibility for pursuing a septic plan and permit, and all costs associated with permitting and building. Lots 25 & 26 are also available and can be combined for a double or triple lot at the end of the road/world. Enjoy the wellness VT lifestyle and all the 1,200-acre resort with our exclusive member-only clubhouse located at

Sigrid Pickering Chimney Hill Realty

28 Upper Howes Way, Wilmington, VT 05363
/29
$225,000
- Land
- 34 Acres
- $6,618 per Acre
0 Hillside Dr Unit 4998188, Wilmington, VT 05363

Discover Your Private Vermont Retreat – 34 Acres of Possibility and PeaceA rare opportunity awaits to own an expansive 34.0-acre parcel offering tremendous privacy, breathtaking views, and endless potential. Nestled amidst rolling topography with picturesque stone walls and a network of historic trails, this unique property invites exploration and inspiration at every turn. Two potential

Monique White Deerfield Valley Real Estate

0 Hillside Dr Unit 4998188, Wilmington, VT 05363
/33
$120,000
- Land
- 5.00 Acres
- $24,000 per Acre
0 Happy Haven Rd Unit 4998180, Wilmington, VT 05363

Beautiful 5-Acre Lot with Mountain Views – Approved for Two Homes!Here’s your chance to own a truly special piece of Vermont! This gorgeous 5-acre parcel on Route 100, just north of Wilmington center, offers the perfect setting for your dream home—or two. Recent soil tests support two single-family homes, each with up to three bedrooms. The land features an open, sun-drenched meadow, gently

Monique White Deerfield Valley Real Estate

0 Happy Haven Rd Unit 4998180, Wilmington, VT 05363
/8
$189,900
- 3 Beds
- 2 Baths
- 2,098 Sq Ft
843 Kentfield Rd, Whitingham, VT 05361

Location! Location! Location! Only 15 minutes to Wilmington and all that winter fun...Lake Whitingham and parks and ponds right around the corner...yet, a country property with ample parking for all the toys! This 1865 home has been made ready for the next level of renovation. Use it as it is currently used as a 2 family or with minor changes return it to the original cape upstairs, downstairs.

Christine Lewis Brattleboro Area Realty

843 Kentfield Rd, Whitingham, VT 05361
/40
$3,450,000
- 6 Beds
- 3 Baths
- 3,309 Sq Ft
36 Woffenden Rd, Wilmington, VT 05363

Discover the quintessential Vermont lifestyle at historic Wheeler Farm! Nestled amid its own 260+/- acres of scenic beauty, this 6-bedroom farmhouse embodies rural farmhouse charm. Open meadows, green hay fields and the sugarhouse's steam on spring days barely begin to tell the story of all this special property holds.Boasting a coveted southeast exposure, the home and land are cheerful

Melissa Ellis Southern Vermont Realty Group

36 Woffenden Rd, Wilmington, VT 05363
/17
$39,900
- Land
- 6 Acres
- $7,049 per Acre
4 Murdock Ln, Whitingham, VT 05361

Build your dream home on this surveyed 5.66 acre lot with deeded rights to Ryder Pond! A great location for primary or vacation living, situated between down town Wilmington VT and Greenfield MA with easy access to scenic Rt 100. Lakes, ski resorts and out door recreation abound with Mount Snow Resort, Lake Whitingham, Lake Sadawga, Lake Raponda and Molly Stark State Park all close by. To stick

Jacki Murano Southern Vermont Realty Group

4 Murdock Ln, Whitingham, VT 05361
/2
$149,000
- Land
- 10 Acres
- $14,885 per Acre
Lot 4 Old Town Rd, Marlboro, VT 05363

An outstanding 10-acre buildable parcel in Wilmington, permitted for a 4-bedroom single-family home. It comes with wastewater permit WW-2-7762, making it an ideal choice for those looking to build in a prime location. This location offers easy access to local restaurants, golf, biking, hiking, swimming, boating, skiing, and snowmobiling—making it an ideal year-round retreat in scenic southern

Jennifer Hovey-Densmore Deerfield Valley Real Estate

Lot 4 Old Town Rd, Marlboro, VT 05363
/59
$1,225,000 New Construction
- 4 Beds
- 3.5 Baths
- 2,711 Sq Ft
133 Howes Loop, Wilmington, VT 05363

Just completed in July 2025, this striking 4-bedroom, 4-bathroom mountain modern home offers over 4,000 square feet of thoughtfully designed living space perched in the desirable Chimney Hill community in Wilmington, Vermont. Set on a 1 acre lot surrounded by mature trees, the home captures a glimpse of the Green Mountains and offers direct access to year-round recreation.Step inside to soaring

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

133 Howes Loop, Wilmington, VT 05363
/37
$1,450,000 New Construction
- 4 Beds
- 5.5 Baths
- 4,748 Sq Ft
62 Mann Rd, Wilmington, VT 05363

New Construction by the Golf Course & Haystack. Great Location! Amazing Views! There are very few properties which such a great location on the market. This house is located in the “hub”. It is on a paved road, just a 5 min drive to downtown Wilmington. The haystack golf course is just 4 driveways down the road! The Hermitage and Haystack Mountain are 5 mins away, and Mount Snow is a 10 min

Derek Greene Derek Greene

62 Mann Rd, Wilmington, VT 05363
/25
$774,000
- Land
- 1.32 Acres
- $586,364 per Acre
Lot 4 Old Mill Ln, Wilmington, VT 05363

Bring your own builder and discover an exceptional opportunity to own a 1.3 acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium cleared lot is the perfect canvas for creating your dream mountain retreat with custom homes to be crafted by your own builder or the Wadsworth Design

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

Lot 4 Old Mill Ln, Wilmington, VT 05363

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Copyright 2025 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.