Windsor County VT Homes for Sale

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  /17

  $15,000

  • Land
  • 0.18 Acre
  • $83,333 per Acre

  113 Waterford Ln, Springfield, VT 05150

  Discover the perfect opportunity to build your dream home on this great little lot in a well-maintained & desirable subdivision. Bring your vision with your dream home or use the previously approved permits from the Town of Springfield and the Association, the path to your new home is now clear! Enjoy the convenience of a virtually maintenance-free lifestyle with a low monthly cost of $133,

  

  Ross Doody

  Century 21 Highview Realty

  (802) 230-1798

  113 Waterford Ln, Springfield, VT 05150
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  /6

  $185,000

  • Land
  • 4.3 Acres
  • $43,023 per Acre

  51 Loveland Rd, Norwich, VT 05055

  Fantastic opportunity to build your dream home on this 4.3 -acre lot in Norwich, Vermont, complete with full architectural plans for the exact home the sellers were planning to build, as shown in the photos and renderings. The property has already undergone significant preparation, including completed building designs and preliminary plans for the water and septic system along with other

  

  Spenser Molloy

  Nexthome Modern Realty

  (802) 214-8650

  51 Loveland Rd, Norwich, VT 05055
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  /49

  $319,000

  • 3 Beds
  • 3 Baths
  • 1,932 Sq Ft

  5 Church St, North Springfield, VT 05150

  Nicely maintained 3BR/3BA ranch home just waiting for a new family. This home features large, updated eat-in kitchen with sliders to a deck, main floor laundry, gas fireplace, home office/den, partially finished basement has a 3/4 bath, workshop area, partially finished rooms that could be additional bedrooms and a large partially finished area for family room. Primary bedroom with bath and lots

  

  Julie Buffum

  Buffum Realty

  (802) 520-0294

  5 Church St, North Springfield, VT 05150
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  /2

  $169,000

  • 1,662 Sq Ft

  32 Reed St, Springfield, VT 05156

  Nice, neat 2-unit property with good rental history. Each unit has 2 bedrooms, 1 bath. Separate parking for both units and back yard for outdoor enjoyment. Property has been well maintained and could be converted into a one family if desired. Great income opportunity or great starter home if you are looking to get part of your mortgage paid by rental income.

  

  Julie Buffum

  Buffum Realty

  (802) 544-4229

  32 Reed St, Springfield, VT 05156
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  /24

  $239,000

  • 1 Bed
  • 1 Bath
  • 816 Sq Ft

  42 Heritage Condo Way Unit 22, Woodstock, VT 05091

  Bright and efficient 1-bedroom ground-level condo in the sought-after Heritage Way association, just one mile from Woodstock Village. This move-in-ready coveted end unit offers comfort, privacy, and numerous recent updates. Features include a new Rinnai furnace (2023), new Anderson sliding glass door and bedroom windows (2024), drop ceiling with added sound insulation, and full-size washer and

  

  Kasia Butterfield

  Coldwell Banker LIFESTYLES - Quechee

  (802) 520-0625

  42 Heritage Condo Way Unit 22, Woodstock, VT 05091
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  /3

  $170,000

  • Land
  • 10.04 Acres
  • $16,932 per Acre

  00 Will Dean Rd, Springfield, VT 05156

  Nice piece of land with some selected clearing done but more could be done with the potential of views. Land is both clear and wooded, level and sloping. Located on a quiet gravel road with a mix of single-family homes and small farms it is the perfect reflection of rural Vermont. Just minutes to I91and downtown Springfield makes this a great spot to set down roots.

  

  Julie Buffum

  Buffum Realty

  (802) 899-9492

  00 Will Dean Rd, Springfield, VT 05156
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  /9

  $49,000

  • Land
  • 1.61 Acres
  • $30,435 per Acre

  00 Hawk Spur Rd, Plymouth, VT 05056

  Location, Location, Location. Come build your get-a-way smack dab in the middle of all the fun things to do! For starters -- Skiing, Snowmobiling, Hiking, Biking, Boating, Fishing, Hunting and so much more. Like to eat out? Scores of diverse established restaurants in Ludlow, Woodstock and Killington!!!!Septic system design for 3 Bedroom included!!!

  

  Geoff Eckler

  Real Broker LLC

  (802) 327-8181

  00 Hawk Spur Rd, Plymouth, VT 05056
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  /44

  $229,000

  • 2 Beds
  • 1 Bath
  • 1,228 Sq Ft

  15 Frederic St, Springfield, VT 05156

  This spacious 2-bedroom home was designed for easy living. Home features an open living room/dining room with wood burning fireplace. True galley kitchen with loads of cabinet space, a hall pantry and two good sized bedrooms. Lots of stonework throughout the property with mature landscaping. Enjoy time on the covered slate patio and enjoy the view of local hills. There's a carport for keeping the

  

  Julie Buffum

  Buffum Realty

  (802) 499-2880

  15 Frederic St, Springfield, VT 05156
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  /29

  $499,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,334 Sq Ft

  216 Quechee-Hartland Rd, Hartford, VT 05059

  Don't let days on market steer you away! It took awhile for this home to be constructed and this brand new home is now ready for it's first homeowner! No HOA Fees in Quechee VT! The open-concept floor plan features 3 bedrooms and 2 full baths, seamlessly connecting the kitchen, dining area, and living room. The primary suite includes a private full bath and a spacious walk-in closet. Additional

  

  Melissa Robinson

  Coldwell Banker LIFESTYLES - Hanover

  (802) 644-7200

  216 Quechee-Hartland Rd, Hartford, VT 05059
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  /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
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  /59

  $3,300,000

  • 4 Beds
  • 5 Baths
  • 5,000 Sq Ft

  1279 Old Bridgewater Hill Rd, Bridgewater, VT 05035

  Asa Greene traveled to Vermont in 1783 to establish a farm in the high hills in Bridgewater after serving in the American Revolution. 242 Years later the farmhouse still stands at the end of Old Bridgewater Hill Road after nearly 50 years of careful restoration and renovations made to accommodate an active, growing family. Creatively blending old & new the farmhouse takes advantage of an inspired

  Laird Bradley Williamson Group Sothebys Intl. Realty

  1279 Old Bridgewater Hill Rd, Bridgewater, VT 05035
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  /32

  $1,865,000

  • 3 Beds
  • 3.5 Baths
  • 3,827 Sq Ft

  2346 Quechee Main St, White River Junction, VT 05001

  A beautifully constructed residence, designed to take in breathtaking views of the river, the Lakeland course of the Quechee club golf course, the Quechee ski slopes, and lake Pinneo. The house offers high-quality details inside and out including porches, stone patios, octagonal viewing/sitting rooms and more. Gourmet kitchen of with a large walk-in pantry, 2 river stone fireplaces, tigerwood

  John Snyder Snyder Donegan Real Estate Group

  2346 Quechee Main St, White River Junction, VT 05001
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  /48

  $1,689,000

  • 3 Beds
  • 3.5 Baths
  • 3,294 Sq Ft

  39 Elm St Unit B, Woodstock, VT 05091

  The Richmond House – Unit B | Woodstock Village. An enduring Woodstock landmark, the iconic Richmond House (c.1826) is a distinguished brick Federal with a softly weathered, rose-hued patina and elegant architectural details. Set on over an acre behind a classic white picket fence, this historic property—reimagined under the direction of Laurence Rockefeller—comprises three luxurious residences

  Zoe Hathorn Washburn Snyder Donegan Real Estate Group

  39 Elm St Unit B, Woodstock, VT 05091
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  /36

  $945,000

  • 4 Beds
  • 3.5 Baths
  • 3,650 Sq Ft

  126 Primrose Ln, Hartford, VT 05047

  126 PRIMROSE LANE- Spacious, well-built, and updated colonial in desirable location just a few minutes from the Quechee Club. A newer premium kitchen with direct access to a large west facing deck that wraps the back of the house, abutting great room with a vaulted ceiling centered around a beautiful stone fireplace, and a formal dining room adjacent the kitchen make for an ideal layout for

  David Donegan Snyder Donegan Real Estate Group

  126 Primrose Ln, Hartford, VT 05047
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  /54

  $999,000

  • 3 Beds
  • 2.5 Baths
  • 4,289 Sq Ft

  33 Ferndale Dr, Bethel, VT 05032

  Welcome to this exceptional Colonial post-and-beam home nestled off the scenic North Road in the heart of Barnard, Vermont. Thoughtfully designed and beautifully maintained, this three-bedroom, two-and-a-half-bath residence blends timeless craftsmanship with modern comfort across three spacious levels of living. Inside, warm wood tones and custom finishes create a welcoming atmosphere throughout.

  Eric Johnston Four Seasons Sotheby's Int'l Realty

  33 Ferndale Dr, Bethel, VT 05032
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  /60

  $899,000

  • 6 Beds
  • 6 Baths
  • 5,497 Sq Ft

  31 Huntington Place Unit 1,2 & 3, Rochester, VT 05767

  Charming 1900s Village Building, Three Condo Units, One Incredible Opportunity!In the heart of Rochesters picturesque village, this beautifully restored early 1900s building is a rare investment opportunity, offered as a single property with three fully furnished condo units. Perfect for an owner-occupant, a multi-generational retreat, or a savvy investor, this historic gem blends classic

  Kate Cassidy Four Seasons Sotheby's Int'l Realty

  31 Huntington Place Unit 1,2 & 3, Rochester, VT 05767
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  /46

  $750,000

  • 3 Beds
  • 3 Baths
  • 1,432 Sq Ft

  58 Greenbush Rd, Cavendish, VT 05142

  Charming Cape Cod Home in a Serene Country Setting – 10.10 Acres Welcome to this beautifully transformed Cape Cod-style home, nestled on just over 10 acres of picturesque countryside. Offering a perfect blend of classic charm and modern convenience, this inviting property is ideal for those seeking tranquility and space. Step onto the welcoming front porch, where you can relax and take in the

  Katie Ladue Gilbert KW Vermont Woodstock

  58 Greenbush Rd, Cavendish, VT 05142
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  /16

  $425,000

  • 6 Beds
  • 4 Baths
  • 2,243 Sq Ft

  3 MacE Hill Rd, Hartland, VT 05048

  Strong Cash Flow! Profitable Investment Opportunity! This fully leased three unit multifamily property is an excellent chance for investors to add a consistent cash flowing property to their portfolio or for an onsite owner to occupy one unit and let the extra additional rents help pay for your housing. A low maintenance property with nice updates over the years which include separate electrical

  Alex DeFelice The Clerkin Agency, P.C.

  3 MacE Hill Rd, Hartland, VT 05048
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  /40

  $2,299,000

  • 6 Beds
  • 6 Baths
  • 7,619 Sq Ft

  5518 Vt Route 12, Barnard, VT 05031

  An historic brick residence prominently located in an affluent and growing community! Conveniently situated within walking distance to the Elementary School, to year round recreation on beloved Silver Lake and to the classic Barnard General Store. All the amenities of Woodstock Village are just minutes away! World class medical care at Dartmouth Hitchcock Hospital and year round cultural events

  John Wetmore Wetmore Real Estate

  5518 Vt Route 12, Barnard, VT 05031
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  /32

  $1,295,000

  • 2 Beds
  • 3.5 Baths
  • 2,280 Sq Ft

  33 Mountain Ave, Woodstock, VT 05091

  Welcome to 33 Mountain Avenue – a mid-century modern gem poised perfectly on the edge of Faulkner Park and at the foot of Mt. Tom and once part of the Marianne Faulkner Estate. The spacious one-level design provides a seamless connection between the indoor and outdoor living space which includes two ensuite bedrooms, living/dining room with fireplace, kitchen, family room, office and attached one

  Mary Mayhew Snyder Donegan Real Estate Group

  33 Mountain Ave, Woodstock, VT 05091
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  /31

  $995,000

  • 3 Beds
  • 3.5 Baths
  • 2,584 Sq Ft

  26 Mount Peg Rd Unit B, Woodstock, VT 05091

  Introducing the Mt Peg Condos – Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunity to enjoy a turn-key, new construction condo in a prime location that offers ease of access to and year-round enjoyment of a plentitude of options for recreating, dining, shopping, theatre, and the arts. A light-filled main level interior with white oak flooring sets the stage

  Mary Mayhew Snyder Donegan Real Estate Group

  26 Mount Peg Rd Unit B, Woodstock, VT 05091
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  /28

  $995,000

  • 3 Beds
  • 3.5 Baths
  • 2,584 Sq Ft

  26 Mount Peg Rd Unit C, Woodstock, VT 05091

  Introducing the Mt Peg Condos – Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunity to enjoy a turn-key, new construction condo in a prime location that offers ease of access to and year-round enjoyment of a plentitude of options for recreating, dining, shopping, theatre, and the arts. A light-filled main level interior with white oak flooring sets the stage

  Mary Mayhew Snyder Donegan Real Estate Group

  26 Mount Peg Rd Unit C, Woodstock, VT 05091
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  /31

  $1,195,000

  • 3 Beds
  • 3.5 Baths
  • 2,385 Sq Ft

  26 Mount Peg Rd Unit D, Woodstock, VT 05091

  Introducing the Mt Peg Condos – Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunity to enjoy a turn-key, new construction condo in a prime location that offers ease of access to and year-round enjoyment of a plentitude of options for recreating, dining, shopping, theatre, and the arts. A light-filled main level interior with white oak flooring sets the stage

  Mary Mayhew Snyder Donegan Real Estate Group

  26 Mount Peg Rd Unit D, Woodstock, VT 05091
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  /32

  $1,195,000

  • 3 Beds
  • 3.5 Baths
  • 2,592 Sq Ft

  26 Mount Peg Rd Unit A, Woodstock, VT 05091

  Introducing the Mt Peg Condos – Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunity to enjoy a turn-key, new construction condo in a prime location that offers ease of access to and year-round enjoyment of a plentitude of options for recreating, dining, shopping, theatre, and the arts. A light-filled main level interior with white oak flooring sets the stage

  Mary Mayhew Snyder Donegan Real Estate Group

  26 Mount Peg Rd Unit A, Woodstock, VT 05091
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  /41

  $849,900

  • 3 Beds
  • 3 Baths
  • 3,392 Sq Ft

  117 Horseshoe Dr, Brownsville, VT 05037

  Experience Vermont living at its finest in this custom-built home, thoughtfully designed by the builder for exceptional energy efficiency and year-round comfort. Perfect as a relaxing getaway, this property offers expansive sleeping spaces ideal for hosting family and friends. Spend your days exploring the nearby VAST Trail system or Ascutney Mountain, and your evenings unwinding by the

  Katie Ladue Gilbert KW Vermont Woodstock

  117 Horseshoe Dr, Brownsville, VT 05037
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  /50

  $1,495,000

  • 4 Beds
  • 2.5 Baths
  • 2,710 Sq Ft

  187 Hopson Rd, Norwich, VT 05055

  This one-of-a-kind spacious home was designed by the architect, George T. Hathorn, and built by G.R. Porter and Sons - both of whom represent an era of home building quality unsurpassed to this day. As befits the climate, the centerpiece of this house is a woodstove, framed by a grand 3-story brick chimney and adjacent staircase – a unique layout that is both beautiful and wonderfully efficient

  Zoe Hathorn Washburn Snyder Donegan Real Estate Group

  187 Hopson Rd, Norwich, VT 05055
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  /55

  $949,000

  • 5 Beds
  • 3 Baths
  • 2,807 Sq Ft

  157 Dartt Hill Rd, Bethel, VT 05032

  Nestled on 102 acres in Bethel, Vermont, this property offers the perfect blend of privacy, natural beauty, and functionality. Rolling pastures, wooded trails, and breathtaking Green Mountain views create a serene backdrop for everyday living or a weekend retreat. The land is well-suited for equestrian or hobby farming pursuits, featuring multiple open fields, a four-stall run-in barn, and a

  Eric Johnston Four Seasons Sotheby's Int'l Realty

  157 Dartt Hill Rd, Bethel, VT 05032
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  /55

  $1,425,000

  • 4 Beds
  • 3.5 Baths
  • 4,204 Sq Ft

  411 Wood Rd, Hartford, VT 05001

  Open House 10:00 to 12:00 on Sunday 11/23 Set On 35 acres, This hilltop contemporary captures sweeping long-range views of the Quechee Valley, the Woodstock hills, and the Quechee Ski Hill. With over 4,000 sq. ft. of finely crafted living space, the home showcases quality throughout - custom trim, warm wood and tile floors, radiant heat, and walls of glass designed to frame Vermont’s beauty from

  Sandy Reavill Real Broker LLC

  411 Wood Rd, Hartford, VT 05001
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  /38

  $795,000

  • 4 Beds
  • 3 Baths
  • 2,099 Sq Ft

  6077 Vt Route 12, Barnard, VT 05031

  BARNARD VILLAGE CAPE- This elegant Cape sits in an ideal location in the idyllic village of Barnard, just a short walk to the Barnard General Store and Silver Lake. The perfect blend of original charm, sophistication, and modern amenities, the house is bright and welcoming with lovely natural woodwork and plenty of space for social gatherings or quiet privacy. A large central living room features

  David Donegan Snyder Donegan Real Estate Group

  6077 Vt Route 12, Barnard, VT 05031
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  /42

  $15,000,000

  • 5 Beds
  • 10 Baths
  • 9,679 Sq Ft

  3147 Mount Hunger Rd, Barnard, VT 05031

  Honey Hill Farm is a rare and distinguished Vermont estate, encompassing over 300 acres of pastoral beauty, panoramic mountain views, trails, and a spring-fed pond. The main residence has been masterfully reimagined with a full-scale renovation, marrying timeless craftsmanship with the highest standard of modern luxury. At its heart lies an expansive gourmet kitchen—designed with custom marble

  Keri Cole Williamson Group Sothebys Intl. Realty

  3147 Mount Hunger Rd, Barnard, VT 05031
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  /42

  $8,000,000

  • 3 Beds
  • 3.5 Baths
  • 6,096 Sq Ft

  115 Eastman Rd, South Woodstock, VT 05071

  Sorgenfrei, or "Carefree," was built by Ennis Construction in 2015, and this extraordinary property truly embodies that sobriquet. A stunning and uncommon confluence of the finest materials and the most energy efficient techniques, this home was carefully constructed to maximize worry-free enjoyment. The most advanced systems and a focused commitment to the highest quality make this home a

  Keri Cole Williamson Group Sotheby's International Realty

  115 Eastman Rd, South Woodstock, VT 05071
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  /15

  $237,000

  • Land
  • 221 Acres
  • $1,072 per Acre

  0 New Boston Rd, Thetford, VT 05074

  IntroductionThe ownership is selling their property in two separate parcels, divided by the town line. The +/-60 acre Strafford parcel is well suited to future home development with paved town road frontage and roadside electric service. The +/-220 acre Thetford parcel is well suited to a camp or seasonal off-grid home development with beautiful local views.Both parcels have

  John Latham Fountains Land

  0 New Boston Rd, Thetford, VT 05074
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  /48

  $895,000

  • 3 Beds
  • 2.5 Baths
  • 2,048 Sq Ft

  358 Cowdrey Path, South Woodstock, VT 05071

  This beautifully renovated, truly move-in-ready home has been thoughtfully updated throughout — including a brand-new kitchen, refreshed flooring, modernized bathrooms, fresh interior paint, a new garage door, an automatic full-house generator, and more. The property is offered FULLY TURNKEY, with nearly all furniture and furnishings conveying with the sale (artwork excluded). Privately sited in

  John Snyder Snyder Donegan Real Estate Group

  358 Cowdrey Path, South Woodstock, VT 05071
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  /38

  $525,000

  • 3 Beds
  • 3.5 Baths
  • 2,023 Sq Ft

  98 Spaulding Rd Unit H-4, Cavendish, VT 05153

  The Castle Hill Resort & Spa is your place to enjoy and relax. Top floor end unit has 2 levels of living spaces. There are three spacious bedrooms, 3.5 baths, a second level loft area (den) and a lock out area with a bedroom, 3/4 bath and den that can be rented out if you choose. Cathedral ceilings, air conditioning, gas fireplace with an open kitchen/dining/living room. A private main level

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

  98 Spaulding Rd Unit H-4, Cavendish, VT 05153
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  /60

  $799,000

  • 7 Beds
  • 7 Baths
  • 4,581 Sq Ft

  7137 US Route 4, Bridgewater, VT 05034

  Welcome to the historic Bridgewater Inn — a rare, turn-key Vermont property perfectly positioned between Woodstock Village, Killington Resort, and Okemo Mountain. This unique offering features a spacious 3-bedroom, 3-bath main home along with four fully equipped guest suites, creating exceptional flexibility for full-time living, multi-generational use, or continued short-term rental success. The

  Benjamin Cote EXP Realty

  7137 US Route 4, Bridgewater, VT 05034
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  /60

  $799,000

  • 4 Beds
  • 2 Baths
  • 2,516 Sq Ft

  14 Gill Terrace, Ludlow, VT 05149

  Effortless Style Meets Vermont Village Living Sweeping arches, sun-soaked spaces, and vintage charm, this Ludlow Village home is the perfect blend of character and modern comfort. Lovingly cared for over 33 years, it's been thoughtfully renovated to keep the history intact while adding all the upgrades you want. Wake up to southern light streaming into your sunroom, sip coffee on the elevated

  Diane Rousseau Four Seasons Sotheby's Int'l Realty

  14 Gill Terrace, Ludlow, VT 05149
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  /60

  $635,000

  • 4 Beds
  • 2 Baths
  • 2,212 Sq Ft

  298 Jenneville Rd, Windsor, VT 05089

  Welcome to "Valley Brook Farm", a Historic Cape in the middle of Horse country on 12.92 acres with Barns, rolling & level Pasture, a swimming Pond, and Brook. Located in the heart of the nationally renowned Green Mountain Horse Association trail network. Nestled on scenic & bucolic Jenneville Road, this c. 1820 Cape offers the warmth of wide pine floors, post-and-beam character, and sun-filled

  John Bassette Bassette Real Estate Group

  298 Jenneville Rd, Windsor, VT 05089
• 

  

  /53

  $849,000

  • 5 Beds
  • 3.5 Baths
  • 2,890 Sq Ft

  222 Andover Rd, Ludlow, VT 05149

  Discover the perfect blend of comfort, efficiency, and mountain living in this spacious light filled 5-bedroom, 3.5-bath home, ideally located just 10 minutes from premier skiing and close to popular snowmobile trails. Step inside to a bright, open layout featuring a large gourmet kitchen equipped with an extra-large refrigerator, ample counter space, and room for effortless entertaining. Each

  Lisa Kelley Cummings & Co

  222 Andover Rd, Ludlow, VT 05149
• 

  

  /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 finishing 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
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  /38

  $799,000

  • 3 Beds
  • 3 Baths
  • 2,686 Sq Ft

  32 Melview Ridge, Norwich, VT 05055

  Super cute home on 2+ acres in Norwich, VT, 1 mile from Dan and Whits! Updated kitchen, 3 bedroom, 3 bathroom, 1 office, partially finished basement, 2 car garage, large flat yard, seller-owned solar which pays for electric utilities, move-in ready!

  Wynne Washburn Coldwell Banker LIFESTYLES - Hanover

  32 Melview Ridge, Norwich, VT 05055

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