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Explore Similar Homes Within 10 Miles of West Windsor, VT

  • /54

    $2,599,000

    • 9 Beds
    • 11 Baths
    • 5,993 Sq Ft

    41 Pleasant St, Woodstock, VT 05091

    This exquisite Victorian invites you to embracequintessential New England living in a charming downtown setting. This property in Woodstock, VT offers a rare blend of historic charm and modern convenience, all within one of Vermont’s most beloved communities. Woodstock is often hailed as “the prettiest small town in America,” and for good reason. The village is a vibrant resort town with

    Agent Photo

    Jennifer Falvey

    KW Vermont Woodstock

    (802) 347-9544

    41 Pleasant St, Woodstock, VT 05091
  • /58

    $1,400,000

    • 6 Beds
    • 5 Baths
    • 4,571 Sq Ft

    505 Deweys Mills Rd, Hartford, VT 05047

    The Dewey House joins timeless elegance with contemporary convenience. Situated on a quiet road adjacent to the Quechee Gorge waterfall in the charming town of Quechee, this property offers easy access to I-89, I-91, and Route 4. Nearby walking trails and direct water access lend themselves to outdoor pursuits, while the views from the house and its decks over the mill pond and hills create the

    Agent Photo

    Jennifer Falvey

    KW Vermont Woodstock

    (877) 419-4767

    505 Deweys Mills Rd, Hartford, VT 05047
  • /49

    $1,595,000

    • 5 Beds
    • 3.5 Baths
    • 3,648 Sq Ft

    1522 Barnard Rd, Woodstock, VT 05091

    Just 2 miles from Woodstock Village, this gracious brick cape on 6 open acres offers space, comfort, and classic Vermont charm. The expanded chef’s kitchen opens to a gracious gathering room ideal for entertaining, while 3 fireplaces—wood-burning, brick, and gas-ready—provide cozy warmth throughout. Upstairs, find 3–4 bedrooms including one with its own fireplace, plus a private guest room or

    Keri Cole Williamson Group Sothebys Intl. Realty

    1522 Barnard Rd, Woodstock, VT 05091
  • /23

    $1,350,000

    • 14 Beds
    • 8 Baths
    • 6,549 Sq Ft

    36-48 S Main St, Lebanon, NH 03784

    Seize this iconic 9-unit multi-family property in the heart of Downtown West Lebanon, NH – hitting the market for the first time in over 60 years! This proven cash-flow generator delivers a strong projected cap rate of 9%, ensuring immediate returns with all units fully leased and reliable rental income from day one. Perfectly situated in the vibrant downtown core, it offers unparalleled access

    Samuel Roberts

    36-48 S Main St, Lebanon, NH 03784
  • /51

    $1,475,000

    • 5 Beds
    • 4.5 Baths
    • 3,060 Sq Ft

    593 Red Barn Rd, White River Junction, VT 05001

    A rare opportunity! This private, tranquil 6.7 AC farm is just a short stroll to the Quechee Club and all amenities. Built in 1975 to the highest standard, and sited to take advantage of a lovely valley view overlooking pastures, rolling fields and your very own spring fed swimming pond. The home is beautifully composed with bright open spaces flowing seamlessly for entertaining and everyday

    Danny Kogut Williamson Group Sothebys Intl. Realty

    593 Red Barn Rd, White River Junction, VT 05001
  • /58

    $485,000

    • 8 Beds
    • 1 Bath
    • 3,500 Sq Ft

    1254 U S 5, Springfield, VT 05156

    Welcome to the former Danforth Inn! Take a trip back in time to 1780 as you look at this extremely original old building that was built in Weathersfield Bow in 1780 by Gideon Lyman. In 1789 Joseph Danforth moved to the Bow and he leased and then bought the Inn, changing the name to the Danforth Inn. This property will need some love, but it has never been spoiled in its originality, and it's just

    Glenn Olney Barrett and Valley Associates Inc.

    1254 U S 5, Springfield, VT 05156
  • /42

    $665,000

    • 8 Beds
    • 6 Baths
    • 6,960 Sq Ft

    61 Depot St, Hartford, VT 05001

    Exceptional Investment or Conversion Opportunity in the Heart of Wilder Approved for conversion into four residential units and two commercial office spaces, this well-maintained six-unit office building offers outstanding flexibility for investors or owner-occupants. The proposed plan includes two street-level commercial suites with four apartments above, creating a desirable mixed-use property.

    Katie Ladue Gilbert KW Vermont Woodstock

    61 Depot St, Hartford, VT 05001
  • /13

    $489,000

    • 8 Beds
    • 4 Baths
    • 3,483 Sq Ft

    13 Hawthorn St, Hartford, VT 05001

    Strong Cash Flow! Profitable Investment Opportunity! This four unit multifamily property is an excellent chance for investors to add a consistent cash flowing building to their portfolio or for an on site owner occupancy and the extra rents to pay for your housing.Located in charming Wilder village on a generous .25 +/- acre in town lot. The units consist of three bedroom, two bedrooms and a

    Alex DeFelice The Clerkin Agency, P.C.

    13 Hawthorn St, Hartford, VT 05001
  • /36

    $369,000

    • 5 Beds
    • 1 Bath
    • 2,243 Sq Ft

    2029 N Hill Rd, Chester, VT 05143

    Come, enjoy the quiet charm of Andover in this inviting, private Vermont home—perfect for year-round living or a peaceful getaway. Nestled among evergreens with beautiful snowy views, this property offers easy access to Okemo Mountain, and is also close to Stratton, Magic, and Bromley for skiing, riding, and four-season adventure. Snowmobile enthusiasts will love the nearby VAST trails, and the

    Daire Gibney Barrett and Valley Associates Inc.

    2029 N Hill Rd, Chester, VT 05143
  • /38

    $2,650,000

    • 5 Beds
    • 5.5 Baths
    • 6,188 Sq Ft

    113 N Village Rd, Ludlow, VT 05149

    This beautiful and very spacious newly constructed home, with energy efficient upgrades, has over 6,000 square feet of living space on three levels. Within walking distance to the slopes, located close to the Base Lodge area, this home has everything a ski home needs. Enter through the carefully crafted front door into one of the two mudrooms, or through the two car garage or by the side mudroom

    Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

    113 N Village Rd, Ludlow, VT 05149
  • /2

    $650,000

    • 5 Beds
    • 2 Baths
    • 2,947 Sq Ft

    108 Main St, Ludlow, VT 05149

    Wonderful investment opportunity in the Ludlow village. 2 unit multi-family with great rental history. Units are in excellent shape. First floor features a spacious 3 bedroom with hardwood floors. The second unit has 2 bedrooms also with Hardwood floors, both in move in ready condition. Units are currently rented and producing income. Just a mile from the Okemo access road and right in the

    Gary Coger Four Seasons Sotheby's Int'l Realty

    108 Main St, Ludlow, VT 05149
  • /58

    $1,499,000

    • 5 Beds
    • 5 Baths
    • 5,074 Sq Ft

    423 Taft Family Rd, Hartford, VT 05001

    RARE OPPORTUNITY to own a fully renovated luxury home in Quechee Lakes with spectacular mountain views and over 5,000 sq ft of versatile living space on a 4.3-acre double lot. Updated throughout in 2023–2024 and now back on the market due to a professional relocation. This 5-bedroom, 5-bath luxury home offers substance and versatility to suit any new owners’ needs. A private studio apartment with

    Marco Day BHHS Verani Upper Valley

    423 Taft Family Rd, Hartford, VT 05001
  • /59

    $2,495,000

    • 5 Beds
    • 4.5 Baths
    • 4,800 Sq Ft

    248 Gird Lot Rd, Weathersfield, VT 05151

    This meticulously maintained five-bedroom, four-and-a-half-bath home offers sweeping views of the Connecticut River Valley and New Hampshire mountains. Thoughtfully designed for comfort and flexibility, the open-concept layout includes a main-level living option, hardwood floors, and tall ceilings with abundant and expansive windows that flood the home with natural light. The spacious kitchen is

    Karen DeMas Four Seasons Sotheby's Int'l Realty

    248 Gird Lot Rd, Weathersfield, VT 05151
  • /56

    $3,100,000

    • 5 Beds
    • 4.5 Baths
    • 7,634 Sq Ft

    165 Moonshadow Dr Unit M-15, Ludlow, VT 05149

    Welcome to your mountain sanctuary in the heart of Solitude Village—Okemo’s premier slopeside community. This luxurious 5-bedroom, 3-bathroom retreat offers true ski-on/ski-off access, allowing you to hit the Rising Star Trail or Moon Shadow right from your doorstep. Step inside to a warm, elegant interior featuring radiant-heated tile and rich hardwood floors throughout. The expansive great

    Joseph Karl William Raveis Real Estate Vermont Properties

    165 Moonshadow Dr Unit M-15, Ludlow, VT 05149
  • /58

    $3,150,000

    • 5 Beds
    • 5.5 Baths
    • 3,460 Sq Ft

    48 Alpine Way Unit D-1, Ludlow, VT 05149

    Show Stopper—this five-bedroom slopeside townhouse sits just steps from the trails and offers three private suites across three levels of beautifully curated living space. Completely reimagined by a talented local designer, it features an organic palette, thoughtful details, and a true move-in-ready feel—just hang your artwork and your skis. The chef’s kitchen showcases a Dekton waterfall

    Suzanne Garvey Mary W. Davis Realtor & Assoc., Inc.

    48 Alpine Way Unit D-1, Ludlow, VT 05149
  • /45

    $850,000

    • 7 Beds
    • 4 Baths
    • 3,551 Sq Ft

    20 Summer St, Lebanon, NH 03766

    Introducing 20 Summer Street — a well-cared-for four-unit property in the heart of Lebanon, NH, offering both investment stability and lifestyle appeal. Three spacious 2-bedroom units and one inviting 1-bedroom residence are all filled with natural light, complemented by charming porches, a level lawn, off-street parking, and views. Just a short walk to local dining, the Lebanon Green, the

    Heather Ashline BHHS Verani Upper Valley

    20 Summer St, Lebanon, NH 03766
  • /40

    $3,500,000

    • 6 Beds
    • 6 Baths
    • 5,433 Sq Ft

    61 Academy Cir, Woodstock, VT 05071

    Hyacinth House has been a landmark property in the historic village of South Woodstock from its early settlement in the 1800's. Sited on a knoll overlooking the Kedron Brook this grand residence has been carefully restored by talented craftsmen. Taking care to keep the beautiful original details the owners have brought the systems into the 21st century with the highest quality of materials. The

    Carol Wood Williamson Group Sothebys Intl. Realty

    61 Academy Cir, Woodstock, VT 05071
  • /54

    $995,000

    • 5 Beds
    • 4 Baths
    • 3,063 Sq Ft

    152 Town Farm Rd, Ludlow, VT 05149

    Welcome to your dream getaway! Add your "decorating" touches to this newly built "South Hill" home. This 5-bedroom, 4-bathroom country home combines timeless craftsmanship with modern comfort, just minutes from Okemo. Step inside to the inviting, open floor plan where natural light pours in. Open concept includes the kitchen, dining, and living areas—a perfect space for entertaining. The kitchen

    Joseph Karl William Raveis Real Estate Vermont Properties

    152 Town Farm Rd, Ludlow, VT 05149
  • /60

    $3,650,000

    • 5 Beds
    • 4 Baths
    • 5,181 Sq Ft

    348 Turtle Hill Rd, Ludlow, VT 05149

    Built over the course of two years and completed in 2023, this nearly new custom timberframe home showcases exceptional craftsmanship and fine attention to detail. Privately sited on over 13 acres, the property offers sweeping, panoramic views of southern Vermont's mountains and valleys; vistas that are truly second to none. The home's architectural highlights include hand-hewn Douglas fir beams

    Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    348 Turtle Hill Rd, Ludlow, VT 05149
  • /37

    $600,000

    • 6 Beds
    • 3 Baths
    • 2,731 Sq Ft

    24 Eldridge St Unit 1-3, Lebanon, NH 03766

    Well-located three-unit investment property just a short walk to the Lebanon Green, downtown amenities, restaurants, and public transportation. This well-maintained multi-family offers a strong rental history and consistent income in one of Lebanon’s most desirable and steadily appreciating neighborhoods.The property features a desirable unit mix, including a combination of a one-bedroom, a

    Brendan Callahan Susan Cole Realty Group, LLC

    24 Eldridge St Unit 1-3, Lebanon, NH 03766
  • /45

    $725,000

    • 5 Beds
    • 3 Baths
    • 3,028 Sq Ft

    137 Laughlin Rd, Woodstock, VT 05091

    Charming property located just minutes from historic Woodstock Green. The main house first floor features 3 bedrooms/ 1bath with formal dining room, living room and kitchen on first level anchored by an expansive deck for entertaining or enjoying the afternoon sun. Handsome hardwood floors throughout, stainless appliances in the kitchen accented with granite countertops. The lower level is walk

    Gretchjen Smith Williamson Group Sothebys Intl. Realty

    137 Laughlin Rd, Woodstock, VT 05091
  • /15

    $769,000

    • 5 Beds
    • 2.5 Baths
    • 4,363 Sq Ft

    15 Old Pine Tree Cemetery Rd, West Lebanon, NH 03784

    This home needs to be seen to appreciate. Conveniently located between Lebanon and West Lebanon on 3.70 +/- acre corner lot is this 21 room 5 be3droom, 2.5 bat home with older charm and updated areas. The kitchen features a center island, stainless steel counter tops and plenty of cabinet space, two seperate dining areas, living room, spacious family room, primary bedroom w/bath, and additional

    Peter Roberts Roger J. Roberts Real Estate

    15 Old Pine Tree Cemetery Rd, West Lebanon, NH 03784
  • /60

    $1,350,000

    • 11 Beds
    • 11 Baths
    • 6,069 Sq Ft

    86 Main St, Ludlow, VT 05149

    Turnkey Village Inn and Restaurant in the heart of Ludlow, Vt. only steps to Okemo Mountain Ski Resort. This fully furnished and equipped property includes 9 guest rooms with private baths, a 2 bedroom, 2 bathroom owner’s apartment, and a former wine bar/restaurant space ready to relaunch with all FF&E included. Historic charm throughout, wood floors, fireplaces, and original detail-paired with

    John Napier TPW Real Estate

    86 Main St, Ludlow, VT 05149
  • /60

    $2,395,000

    • 6 Beds
    • 5 Baths
    • 3,645 Sq Ft

    1362 Barnard Rd, Woodstock, VT 05091

    Gilbert’s Hill, the very best of Vermont living - Iconic, 112-acre estate with a storybook history as the first “modern” ski run in the US. Located two miles from the village center of Woodstock, the “prettiest small town in America", experience rural peace with convenient access to great restaurants and shops. Turnkey, fully-restored Vermont farmstead - a picturesque family compound with 7

    Chris Lang

    1362 Barnard Rd, Woodstock, VT 05091
  • /52

    $530,000

    • 7 Beds
    • 4 Baths
    • 2,262 Sq Ft

    157 Summer St, Hartford, VT 05001

    Investors take notice! This is a newly vacant, turn-key, two-unit multifamily property that will be ready to rent on day one! The first floor unit boasts four bedrooms, two bathrooms, and plenty of space and storage to spread out. The upstairs unit has three bedrooms, two bathrooms, and comes with a walk-out balcony overlooking Summer Street. Each unit has its own access and will be easy to rent.

    Sal Cania BHHS Verani Upper Valley

    157 Summer St, Hartford, VT 05001
  • /13

    $1,675,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,837 Sq Ft

    4071 Tichnor Rd Unit 4071, Hartford, VT 05001

    To be built, Mountain Stream at Quechee Lakes seamlessly integrates new construction with the natural beauty of Vermont's premier four-season resort community. Offering over 200 homesites and five distinct home styles, Mountain Stream’s residences feature modern, open layouts, abundant natural light, and soaring ceilings. The exclusive designs establish a commitment to sustainable,

    Richard Higgerson Higgerson & Company

    4071 Tichnor Rd Unit 4071, Hartford, VT 05001
  • /13

    $749,000

    • 11 Beds
    • 6 Baths
    • 6,000 Sq Ft

    23-25 Depot, Ludlow, VT 05149

    Okemo-LudlowUnique commercial property in the center of Ludlow Village. Presently 6 apartment units, plus an 8-bay garage. This property has high visibility and plenty of off-street parking, offering many commercial opportunities.Trustee, seller is a Licensed Real Estate Broker. Siding is asbestos shingle.48 Hours advanced notice needed to show, best times late morning & early

    Frank Ellison Ellison Real Estate, Inc.

    23-25 Depot, Ludlow, VT 05149
  • /58

    $369,000

    • 5 Beds
    • 5 Baths
    • 2,375 Sq Ft

    2335 Main St, Cavendish, VT 05142

    Antique home with space for friends & family to join you for some special Vermont time. Currently set up as a single-family home with five bedrooms & bathrooms, the flow of this house allows for privacy and socializing with the upstairs family room & lower living room. There is an attached barn with potential for finishing too as well as an attached garage for toys or cars. The back entry leads

    Tyleen Murray Kelley Real Estate, Inc.

    2335 Main St, Cavendish, VT 05142
  • /16

    $250,000

    • 5 Beds
    • 2 Baths
    • 1,728 Sq Ft

    101 Mount Vernon St, Springfield, VT 05156

    Built as a duplex, this and last owner have used it as a single family. Therefore there are no traditional figures for income and expenses. Easy to transform into the duplex for income by adding appliances to the upstairs apartment. This home has many upgrades including siding, windows, decks/railings/stairway (outside). Drive is paved and there looks to be room to replace the shed. Perfect

    Christine Lewis Brattleboro Area Realty

    101 Mount Vernon St, Springfield, VT 05156
  • /60

    $1,500,000

    • 10 Beds
    • 12 Baths
    • 7,153 Sq Ft

    1589 Main St, Cavendish, VT 05142

    Glimmerstone Mansion—an extraordinary legacy estate where timeless elegance meets modern sophistication. Set on 2.4± beautifully landscaped acres, this iconic property—listed on the National Historic Register—has been meticulously restored, thoughtfully upgraded, and exquisitely furnished. At the heart of the estate is the grand 10-bedroom mansion, where nearly every bedroom and gathering space

    Kevin Barnes William Raveis Real Estate Vermont Properties

    1589 Main St, Cavendish, VT 05142
  • /20

    $799,000

    • 6 Beds
    • 3.5 Baths
    • 3,900 Sq Ft

    35 Railroad Row Unit C3-2, Hartford, VT 05001

    Here is a great opportunity to buy a co-living business in White River Junction, VT, that is a turn key operation. The living spaces are sunny and very bright with a large spacious kitchen and a cozy living room. There are 6 individual large studio-type rooms and 4 baths, one with a laundry area. A buyer could choose to live there and run the business or manage it from afar. Another option would

    Linde McNamara LindeMac Real Estate

    35 Railroad Row Unit C3-2, Hartford, VT 05001
  • /58

    $415,000

    • 5 Beds
    • 3 Baths
    • 1,976 Sq Ft

    198 Depot St, Cavendish, VT 05153

    Welcome to this charming home nestled in a small neighborhood along the scenic Black River in Cavendish, Vermont. This inviting property combines classic Vermont character with versatile living spaces, all within walking distance of the town green, shops, restaurants, and more. Step inside through the mudroom. The kitchen offers a warm, welcoming space with a sunny dining area perfect for morning

    Katherine Burns William Raveis Real Estate Vermont Properties

    198 Depot St, Cavendish, VT 05153
  • /8

    $247,000

    • 5 Beds
    • 3 Baths
    • 3,100 Sq Ft

    99 Depot St, Hartford, VT 05001

    Prime investment opportunity in Wilder, one of Hartford’s five thriving villages. This early-1900s multifamily, minutes from Upper Valley amenities, is ready for redevelopment with significant upside potential.The property features three units offering multiple strategies: renovate and lease all for strong cash flow, or occupy one while offsetting costs with rental income. Its location

    Ralph Harvey Listwithfreedom.com

    99 Depot St, Hartford, VT 05001
  • /11

    $379,000

    • 8 Beds
    • 6 Baths
    • 4,936 Sq Ft

    7 Common St, Springfield, VT 05156

    This property has many key features and updates including updated electrical, double pane vinyl windows, washer dryer hook ups in the basement, good parking, a large oversized 3 bay garage and much more. It boasts 1 large 3 bedroom unit and 5 1 bedroom units, with good ample storage in each.

    Thaddeus Abare Barrett and Valley Associates Inc.

    7 Common St, Springfield, VT 05156
  • /42

    $3,500,000

    • 6 Beds
    • 8 Baths
    • 5,142 Sq Ft

    18 The Green, Woodstock, VT 05091

    Conveniently located on the southwest side of the picturesque Woodstock Village Green, this classic c1840 Greek Revival farmhouse is one of the town’s finest residences. Lovingly stewarded and thoughtfully restored to the highest standard preserving the historic integrity and honoring the period detail, all while achieving the perfect unification of sophistication, functionality, modern comfort

    Danny Kogut Williamson Group Sothebys Intl. Realty

    18 The Green, Woodstock, VT 05091
  • /46

    $1,425,000

    • 5 Beds
    • 3.5 Baths
    • 3,440 Sq Ft

    4946 South Rd, South Woodstock, VT 05071

    Iconic 1854 Gothic Revival home, known as the Lilac Cottage is located in the heart of South Woodstock Village, just a short stroll to The Ransom Tavern at Kedron Valley Inn, The South Woodstock Store, and Kedron Pond. Many new state of the art updates and improvements throughout this versatile, turn-key home, all honoring and highlighting the period detail. The rooms are spacious, bright and

    Danny Kogut Williamson Group Sothebys Intl. Realty

    4946 South Rd, South Woodstock, VT 05071
  • /9

    $249,000

    • 8 Beds
    • 4 Baths
    • 3,312 Sq Ft

    715 Giddings St, Springfield, VT 05150

    This Unique property features a large 3 unit building all featuring 2 bedrooms and 1 bathroom, with an additional carriage house with 2 bedrooms and 1 bathroom aswell. With a new heating system replaced in 2023 and many other key updates.

    Thaddeus Abare Barrett and Valley Associates Inc.

    715 Giddings St, Springfield, VT 05150
  • /7

    $249,000

    • 7 Beds
    • 4 Baths
    • 3,294 Sq Ft

    57 River St, Springfield, VT 05156

    This great property has a great central location in walking distance to downtown Springfield featuring all of the local amenities. The property overlooks the Black River and with good maintenance history on all systems this has the potential to be a great investment.

    Thaddeus Abare Barrett and Valley Associates Inc.

    57 River St, Springfield, VT 05156
  • /60

    $4,850,000

    • 5 Beds
    • 6 Baths
    • 9,153 Sq Ft

    476 Salt Ash Rd, Plymouth, VT 05056

    Serena Lodge was inspired by the legendary William Rockefeller estate in the Adirondacks, known as The Point, and thoughtfully designed to reflect its inviting look and warm, rustic elegance. This 9,000+ square foot residence sits atop a knoll beside a lively creek with small waterfalls, creating a peaceful, natural soundtrack.The Great Room is the centerpiece of the home, with a soaring

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    476 Salt Ash Rd, Plymouth, VT 05056
  • /60

    $2,750,000 Open Sat 12PM - 2:30PM

    • 7 Beds
    • 10 Baths
    • 13,410 Sq Ft

    51 E Ash Rd, Plymouth, VT 05056

    Welcome to Eureka House. This 7 bedroom Robert Carl Williams designed home is the ultimate in Vermont luxury and privacy. Enjoy unparalleled amenities like a 14-seat theater with stage, drive-through portico entrance, 2 story living room with gallery, 2 laundries, bedrooms are all en suite, and a 2 1/2-story carriage house with 3-car garage as well as living space above. The property is framed

    Kevin Barnes William Raveis Real Estate Vermont Properties

    51 E Ash Rd, Plymouth, VT 05056

Home Trends in West Windsor, VT

Housing Trends

Median Sale Price
$515,000
Median Single Family Sale Price
$515,000
Median Townhouse Sale Price
$415,000
Median 2 Bedroom Sale Price
$189,945
Median 1 Bedroom Sale Price
$144,000
Average Price Per Sq Ft
$332
Number of Homes for Sale
2
Last 12 months Home Sales
13
Months of Supply
1.80
Median List Price
$499,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
20%
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