Windsor County VT Homes for Sale

• 

  

  

  /17

  $239,000

  • 4 Beds
  • 2 Baths
  • 2,111 Sq Ft

  135 Wall St, Springfield, VT 05156

  Large, in town family home. Lots of room to spread out, 1st floor laundry, formal dining room, first floor bedroom, open second floor landing makes for a great space for a workspace, tv space or reading nook. All rooms are generous in size; large covered front porch makes for great place to hang out in rain or shine. Covered side entry into the home for convenience right off the driveway. Please

  

  Julie Buffum

  Buffum Realty

  (802) 613-9305

  135 Wall St, Springfield, VT 05156
• 

  

  

  /23

  $750,000

  • Land
  • 2.07 Acres
  • $362,319 per Acre

  Lot 1 Timber Creek Rd, Ludlow, VT 05149

  Timber Creek on Okemo offers a rare opportunity to build in one of Okemo’s premier on-mountain communities. This residential lot is ideally located with easy access to SouthFace Village, giving owners the ability to enjoy the sunny side of the mountain with convenient slope access and year-round resort-style amenities.Ownership includes access to SouthFace Village amenities, including a ski

  Sarah Sheehan William Raveis Real Estate Vermont Properties

  Lot 1 Timber Creek Rd, Ludlow, VT 05149
• 

  

  

  /60

  $4,775,000

  • 7 Beds
  • 6.5 Baths
  • 6,624 Sq Ft

  924 Okemo Ridge Rd Unit S 11, Ludlow, VT 05149

  Perched in Solitude, one of Okemo’s most sought-after on-mountain neighborhoods, 924 Okemo Ridge Road offers exceptional slope access, sweeping long-range views, and the scale to comfortably bring generations together under one roof. With 7 bedrooms and 6.5 bathrooms, this is a true ski home—designed for gathering, hosting, and making memories year after year. The home delivers classic ski lodge

  Katherine Burns William Raveis Real Estate Vermont Properties

  924 Okemo Ridge Rd Unit S 11, Ludlow, VT 05149
• 

  

  

  /47

  $539,000

  • 4 Beds
  • 3.5 Baths
  • 2,436 Sq Ft

  879 E Ash Rd Unit 5, Plymouth, VT 05056

  Rare opportunity to own one of the largest townhomes at Hawk Resort! This exceptional four-bedroom, 3.5-bath end unit at Hawk Ledges is perched atop East Ash Road, offering privacy, space, and a true Vermont retreat experience.Spanning four thoughtfully designed levels, the home provides wonderful separation of space for family and guests alike. Multiple cozy living and entertainment areas

  McLaughlin Team Mary W. Davis Realtor & Assoc., Inc.

  879 E Ash Rd Unit 5, Plymouth, VT 05056
• 

  

  

  /25

  $470,000

  • 2 Beds
  • 1 Bath
  • 1,144 Sq Ft

  133 Stagecoach Rd, Norwich, VT 05055

  Situated on a private 4.6 acre lot this unfinished home is awaiting your vision to compete it. Currently a 2-bedroom 1 bath in a lower-level walkout, awaiting the second story. You can live in the home and complete it in your own time frame or bring a builder and finish it now to your specifications. The home is a 44 ft x 26 ft base and can be a single or two story above. It has a 4-bedroom

  Linda White EXP Realty

  133 Stagecoach Rd, Norwich, VT 05055
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  /11

  $150,000

  • Land
  • 1.79 Acres
  • $83,799 per Acre

  83 Coaching Ln, West Windsor, VT 05037

  Shovel ready project in Brownsville Vt.Fully permitted and ready to go for a timber-frame plan up to 5 bedrooms. 1.79 acre vacant lot only for asking price, or built to suit option. Proven aquifer for high production well. Gorgeous views of Mt. Ascutney, minutes to the ski mountain and outdoor recreation center. The area is known for kind welcoming people and local farms. The Ascutney outdoor

  Jason Saphire www.HomeZu.com

  83 Coaching Ln, West Windsor, VT 05037
• 

  

  /60

  $1,425,000

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

  411 Wood Rd, Hartford, VT 05001

  Open House 10 to 1, Saturday April 4th - Commanding a spectacular position atop 35 pristine acres, this extraordinary contemporary estate offers sweeping, long-range panoramas of the Quechee Valley, the Woodstock hills, and the Quechee Ski Hill. Designed as a true sanctuary, the home spans over 4,000 square feet of impeccably curated living space, where architectural elegance and natural beauty

  Brooks Reavill

  411 Wood Rd, Hartford, VT 05001
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  /48

  $500,000

  • 3 Beds
  • 3 Baths
  • 1,826 Sq Ft

  789 Hammond Hill Rd, West Windsor, VT 05089

  "The Hideaway House - A Private Sanctuary”: This light-filled contemporary retreat located high on a hill in fashionable West Windsor is the quintessential "Goldilocks" Vermont property. It offers a private woodland sanctuary where quiet tranquility and architectural highlights meet. Tucked into a secluded 5.52-acre wooded bowl and set back over 200 ft. from the road, this tasteful 3BR/3BA home

  

  Ross Doody

  Century 21 Highview Realty

  (802) 523-2984

  789 Hammond Hill Rd, West Windsor, VT 05089
• 

  

  /4

  $160,000

  • Land
  • 6 Acres
  • $26,667 per Acre

  1901 Royalton Hill Rd, South Royalton, VT 05068

  Great opportunity to turn this private lot into your dream Vermont retreat. Just 10 minutes from the highway. Current owner has started some clearing and land prep.

  

  Steve Swanson

  EXP Realty

  (802) 215-3062

  1901 Royalton Hill Rd, South Royalton, VT 05068
• 

  

  /35

  $425,000

  • 2 Beds
  • 1 Bath
  • 1,208 Sq Ft

  3078 N Hollow Rd, Rochester, VT 05767

  Nestled in the picturesque hollows of Rochester, Vermont, this charming and fully updated home offers the ease of one-level living in a modest yet wonderfully comfortable package. Antique softwood floors, knotty pine ceilings, and a large bay window framing beautiful North Hollow views create a warm and inviting atmosphere, while the open floor plan is equally suited for entertaining and intimate

  Kyle Kershner Killington Pico Realty

  3078 N Hollow Rd, Rochester, VT 05767
• 

  

  /17

  $485,000

  • Land
  • 26.99 Acres
  • $17,970 per Acre

  00 Valley View Dr, Andover, VT 05143

  A premier location abutting the Ludlow border, close to Okemo with total privacy, long range panoramic views of distant mountains and valleys at an elevation of about 2000 feet. Peace and beauty abound yet easy access to all area amenities including skiing, golf, biking, hiking and all that Southern Vermont has to offer. A State wastewater permit is in place for a 6 bedroom home and a 2 bedroom

  Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

  00 Valley View Dr, Andover, VT 05143
• 

  

  /21

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,134 Sq Ft

  32 Route 103 S Unit C5, Ludlow, VT 05149

  Outstanding views of Okemo Mountain from this well maintained, 3 bedroom, 2 full-bathroom condo with upgrades throughout. Living space is open and centered on a woodburning fireplace. Great mudroom with space to store all your gear. Located on the second level, this unit is bright with a private deck to enjoy sunsets and unobstructed views of ski trails, Black River, and pool. Primary bedroom has

  Andre Menard Mary W. Davis Realtor & Assoc., Inc.

  32 Route 103 S Unit C5, Ludlow, VT 05149
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  /6

  $560,000

  • Land
  • 50 Acres
  • $11,200 per Acre

  90 Reading Farms Rd, Reading, VT 05062

  Exceptional Private Land Offering with Southern Views. A rare opportunity to acquire a private parcel of land located directly off a paved, State maintained road. The property features beautiful southern exposure with multiple potential pond sites and a gently varied landscape ideal for estate development. Surrounded by large, protected, multi-million-dollar estates, the setting offers

  Derek Eisenberg Continental Real Estate Group, Inc.

  90 Reading Farms Rd, Reading, VT 05062
• 

  

  /47

  $490,000

  • 3 Beds
  • 2 Baths
  • 1,819 Sq Ft

  400 E Lake Rd, Ludlow, VT 05149

  Versatile Ludlow retreat on 9 acres with proven short-term rental history, offering flexible living options ideal for owner-occupants or investors seeking income near Okemo Mountain. This property is configured as a single-family residence with two distinct living levels, each featuring private entrances and amenities that allow for multiple use scenarios. The ground floor living area includes a

  Matthew Bellantoni Mary W. Davis Realtor & Assoc., Inc.

  400 E Lake Rd, Ludlow, VT 05149
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  /5

  $139,000

  • 2,144 Sq Ft

  73 Union St, Springfield, VT 05156

  Nice sized in-town home and yard with large 2 car garage and shed. Lots of room for your toys. The home is currently a 2-unit home but was originally a single-family home and could be changed back into a one family without a lot of effort. Home does need some work so cash buyers only please. This could be your chance to get into rental business. Lots of possibilities for this home.Home is

  

  Julie Buffum

  Buffum Realty

  (802) 423-2965

  73 Union St, Springfield, VT 05156
• 

  

  /11

  $190,000

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  99 Safford Commons Way, Woodstock, VT 05091

  These 1200 sq. ft., 2-bedroom, 1.5-bathroom condos are being sold for less than half of their fair market value! Available for immediate move-in, each condo has an open-concept kitchen, dining room, and living room, which are on the airy and light-filled second floor. There is a small deck off the living room. The two cozy bedrooms are on the first floor. Electricity bills will be offset by solar

  Jane Darrach Martha E. Diebold/Hanover

  99 Safford Commons Way, Woodstock, VT 05091
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  /60

  $900,000

  • 5 Beds
  • 3 Baths
  • 3,278 Sq Ft

  114 Mountain View Dr, Ludlow, VT 05149

  A Peaceful Haven on Okemo Mountain. Tucked away at the end of a private road, this sophisticated five-bedroom retreat offers the perfect balance of mountain luxury and quiet seclusion. The heart of the home is a gorgeous great room featuring soaring ceilings, warm hardwood floors, and a majestic masonry fireplace. The open-concept design flows seamlessly into the kitchen and dining areas, making

  Katherine Burns William Raveis Real Estate Vermont Properties

  114 Mountain View Dr, Ludlow, VT 05149
• 

  

  /57

  $449,000

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

  2451 Camp Brook Rd, Bethel, VT 05032

  This charming log home sits nestled off the main road, above the nearby Camp Brook, which meanders through the property. This home was thoughtfully built and lovingly cared for by it's current owner. The open living/dining room is light filled by skylights and sliding glass doors that lead to the back deck. Cozy up by the brick fireplace with stove insert. Sit and listen to the babbling brook on

  Suzi Lamson Vermont Heritage Real Estate

  2451 Camp Brook Rd, Bethel, VT 05032
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  /2

  $89,500

  • Land
  • 0.98 Acre
  • $91,327 per Acre

  430 Jay Hill Rd, Hartford, VT 05001

  This is the place where your Vermont story begins. 0.98 wooded acres on Jay Hill Road in Quechee—not just land, but an invitation into one of New England's most thoughtful communities. What makes this different? Property ownership includes membership in the Quechee Club. That means 36 holes of championship golf across the Lakeland and Highland courses. It means Ski Quechee (13 trails, free for

  Richard Higgerson Higgerson & Company

  430 Jay Hill Rd, Hartford, VT 05001
• 

  

  /22

  $210,000

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  2095 Vermont Route 14, Sharon, VT 05065

  1995, 3 bedroom, 2 bath, double wide manufactured home situated on 1.6 acres with 450' of frontage along the White River. The land is open with plenty of room to garden, includes a large shed, and an enclosed porch overlooking the river and surrounding hills.

  Dean Goulet Dunrovin Real Estate

  2095 Vermont Route 14, Sharon, VT 05065
• 

  

  /17

  $229,000

  • Land
  • 11.8 Acres
  • $19,407 per Acre

  00 Wildlife Rd, Hartford, VT 05001

  All the things you’re looking for in a housesite: Mountain View of Killington all year, Mountain View of Ascutney seasonally with the potential for all year with some clearing, Sure-Pack driveway installed with a turn around large enough for a fire truck, fully surveyed, septic design and permit in place, cleared housesite, power poles brought to the site for easy electric and internet hookups,

  Franchesca Collins Hall Collins Real Estate Group

  00 Wildlife Rd, Hartford, VT 05001
• 

  

  /20

  $115,000

  • 2 Beds
  • 3 Baths
  • 1,190 Sq Ft

  270/272 Qtr I Jackson Gore Inn, Ludlow, VT 05149

  Jackson Gore Inn Unit 270/272 Quarter II: This unit is a two-bedroom/three bathroom unit conveniently located on the 2nd floor and close to the Round House! Come home for lunch with simple ski access! Unit F Features:2 bedrooms, sleeps ten, King bed, 2 fixed Queen beds, Queen sleep sofa, Double sleep sofa, full kitchen, 3 full baths, jetted bath tub, fireplace, entertainment center.

  Michael Normyle Mary W. Davis Realtor & Assoc., Inc.

  270/272 Qtr I Jackson Gore Inn, Ludlow, VT 05149
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  /57

  $1,695,000

  • 4 Beds
  • 4 Baths
  • 2,475 Sq Ft

  37 Village Center Rd Unit Blue Spruce 4, Ludlow, VT 05149

  SouthFace Village Blue Spruce #4 stands out as a truly hidden gem just waiting to be found.This nicely decorated 4-bedroom, 4-bath condominium has a unique blend of charm, natural beauty, modern amenities, and a warm, welcoming atmosphere that makes it more than just a place to live- it's a lifestyle. Blue Spruce #4 is a special ski-on/ski-off property with 2-level living, an open concept

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

  37 Village Center Rd Unit Blue Spruce 4, Ludlow, VT 05149
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  /43

  $325,000

  • 4 Beds
  • 2 Baths
  • 1,697 Sq Ft

  818 Main St, Cavendish, VT 05153

  Opportunity meets flexibility at this charming two-unit property in the heart of Proctorsville. Ideal for an owner who wants a vacation getaway with built-in income potential — or as an easy, turnkey investment — this well-kept duplex offers multiple paths to ownership. The downstairs unit features a three-season porch/mudroom entry, two bedrooms, an open-concept living, dining area, and kitchen,

  Sarah Sheehan William Raveis Real Estate Vermont Properties

  818 Main St, Cavendish, VT 05153
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  /31

  $324,000

  • 1 Bed
  • 1 Bath
  • 599 Sq Ft

  350 Mountain Rd Unit B303, Ludlow, VT 05149

  Fabulous ski-in/ski-out opportunity at the base of Okemo Mountain! This top-floor (3rd level) one-bedroom, one-bath condominium offers unbeatable convenience and beautiful views overlooking the Okemo Base Lodge and the A-B chair lifts. With a sleeper sofa for additional guests, it’s the perfect Vermont retreat for weekend getaways or extended stays. A new electric fireplace provides ambiance and

  McLaughlin Team Mary W. Davis Realtor & Assoc., Inc.

  350 Mountain Rd Unit B303, Ludlow, VT 05149
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  /45

  $895,000

  • 4 Beds
  • 2.5 Baths
  • 1,842 Sq Ft

  281 Okemo Trailside Extension Unit 30C, Ludlow, VT 05149

  Rare private location overlooking a lovely mountain stream and just steps from the Sachem ski trail. Four bedroom townhome on sunny south end of the building offers an open floor plan centered by a wood burning fireplace and accented by a wrap around deck. Kitchen includes updated flooring and appliances. Separate dining room adjoins a spacious living room with open beam cathedral ceiling.

  Andre Menard Mary W. Davis Realtor & Assoc., Inc.

  281 Okemo Trailside Extension Unit 30C, Ludlow, VT 05149
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  /52

  $379,000

  • 3 Beds
  • 1 Bath
  • 1,569 Sq Ft

  299 Latham Works Ln, White River Junction, VT 05001

  If you love uniqueness and character, don't miss out on this stately New Englander built in 1880! This home sits on a nice, mostly level in town lot situated just above the CT River in historic downtown White River Junction VT. The property boasts a paved driveway, 1 car attached garage / barn with plenty of over head storage, breezeway/porch, 3 bedrooms and 1 bath. While it has been upgraded and

  Alex DeFelice The Clerkin Agency, P.C.

  299 Latham Works Ln, White River Junction, VT 05001
• 

  

  /16

  $229,000

  • 4 Beds
  • 1.5 Baths
  • 2,214 Sq Ft

  2404 Tarbell Hill Rd, Cavendish, VT 05142

  This new to the market home is a must see for location alone: 15 minutes to Okemo gets you skiing all day, or hiking and camping in the state forests. With over 2200 square feet and 3-4 bedrooms, (town has 4 bedrooms, one is accessed by 2 other bedrooms or mudroom could be a bedroom for the count of 4) there is plenty of room for everyone. The living space on the first level is incredible with a

  Christine Lewis Brattleboro Area Realty

  2404 Tarbell Hill Rd, Cavendish, VT 05142
• 

  

  /7

  $1,250,000

  • Land
  • 0.34 Acre
  • $3,676,471 per Acre

  130 Main St, Ludlow, VT 05149

  For generations, the Pot Belly building was a familiar and beloved part of Ludlow Village—a place where locals and visitors gathered, stories were shared, and the energy of the village came to life. Today, the building may be gone, but the opportunity it created is just beginning.Now offered as a prime, cleared village lot, this property represents a rare chance to be part of Ludlow’s next

  Joseph Karl William Raveis Real Estate Vermont Properties

  130 Main St, Ludlow, VT 05149
• 

  

  /60

  $3,550,000

  • 4 Beds
  • 4.5 Baths
  • 6,548 Sq Ft

  657 Town Farm Rd, Ludlow, VT 05149

  Rare opportunity to own one of the largest privately owned parcels within minutes of Okemo! 163+ Acre estate with sweeping views and open fields in Ludlow's prestigious South Hill area. Under 10 minutes to Okemo, this luxury home has received numerous updates in the last several years.Large updated eat-in country kitchen w/ wood cabinetry, stone countertops and updated stainless steel

  Andre Menard Mary W. Davis Realtor & Assoc., Inc.

  657 Town Farm Rd, Ludlow, VT 05149
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  /16

  $3,150,000

  • Land
  • 506 Acres
  • $6,225 per Acre

  00 Marsh Cross Rd, Andover, VT 05143

  Red Top is a breathtaking 506 +/- acre parcel in the town of Andover and on the border of Weston. Here, the rugged grandeur of the Green Mountains unfolds, offering extraordinary views to the South, where the mountain silhouettes stretch across the skyline and the imposing profile of Glebe Mountain asserts its presence. This land's historical roots run deep, originally belonging to the Marsh

  Story Jenks LandVest, Inc/Woodstock

  00 Marsh Cross Rd, Andover, VT 05143
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  /60

  $2,450,000

  • 5 Beds
  • 6 Baths
  • 5,625 Sq Ft

  16 Olcott Rd, Norwich, VT 05055

  16 OLCOTT ROAD- Elegant, spacious, and immaculate reproduction colonial constructed by premier builder Douglas Gest in an idyllic location minutes to Norwich Village yet privately set with lovely westerly views. This gorgeous home is well-appointed, bright, and has fine finish work at every turn. The main level flows effortlessly from a spacious kitchen and pantry to open concept dining and

  David Donegan Snyder Donegan Real Estate Group

  16 Olcott Rd, Norwich, VT 05055
• 

  

  /16

  $74,500

  • Land
  • 16.24 Acres
  • $4,587 per Acre

  TBD Farrar Rd, Chester, VT 05143

  Looking for a piece of Vermont to build a camp, cabin, ski home, full time residence, or create your own homestead? This piece is a clean slate that could be any of that! It has gentle slopes and flats for a potential building spots. Wooded and private, while being a short drive into lovely Chester, VT. This beautiful lot has so much potential, come take a look!

  Erin Kendall EXP Realty

  TBD Farrar Rd, Chester, VT 05143
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  /16

  $3,150,000

  • Land
  • 506 Acres
  • $6,225 per Acre

  Markham Mountain, Andover, VT 05143

  Red Top is a breathtaking 506 +/- acre parcel in the town of Andover and on the border of Weston. Here, the rugged grandeur of the Green Mountains unfolds, offering extraordinary views to the South, where the mountain silhouettes stretch across the skyline and the imposing profile of Glebe Mountain asserts its presence.This land's historical roots run deep, originally belonging to the Marsh

  Story Jenks LANDVEST

  Markham Mountain, Andover, VT 05143
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  /20

  $239,000

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  574 Willard Rd Unit 4A, Quechee, VT 05059

  Experience the ultimate Vermont lifestyle in this stunning end-unit condominium, where modern elegance meets trailside serenity. This home offers a rare sense of privacy, featuring a spacious deck that wraps around the the condo, providing a front-row seat to the soothing sounds of the nearby brook and the quiet beauty of the surrounding woods. Inside, the residence is completely move-in ready

  Linda Hicks Quechee Lakes Real Estate Center

  574 Willard Rd Unit 4A, Quechee, VT 05059
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  /47

  $149,000

  • 1 Bed
  • 1 Bath
  • 624 Sq Ft

  49 Clay Hill Rd, Hartland, VT 05048

  Partially finished circa 1998 26' x 24' ranch house on 2 lots totalling 1.76+/- acres. This fixer-upper has been lived in year round since its construction but never fully finished. The space consists of a kitchen that opens into a single main room being used as a living room, bedroom and dining area. Both the interior and exterior wall surfaces need finishing in places. The interior needs

  Steve Schoppmeyer BHG Masiello Brattleboro

  49 Clay Hill Rd, Hartland, VT 05048
• 

  

  /60

  $889,000

  • 3 Beds
  • 2 Baths
  • 3,310 Sq Ft

  201 Spruce Dr, Chester, VT 05143

  Situated on over five acres of rolling Vermont hillside, this three-bedroom, two-bath home offers effortless access to Okemo Mountain Resort, Stratton Mountain Resort, Bromley Mountain, and Magic Mountain Ski Area, and is being sold turnkey. Designed for those who value both comfort and connection to the outdoors, this property is a true four-season retreat. In winter, enjoy world-class skiing

  Mendi Michael Engel & Völkers Okemo

  201 Spruce Dr, Chester, VT 05143
• 

  

  /14

  $1,560,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,120 Sq Ft

  7034 Hiram Atkins Byway Rd Unit 7043, Hartford, VT 05059

  To be built by Mountain Stream at Quechee Lakes, the Thistle offers 3,120 square feet of contemporary living across two levels. The main floor includes kitchen, dining, and living areas with fireplace, along with a mudroom, half bath, and two bedrooms — each with a private full bathroom. The lower level features a garage or heated storage area, laundry and mechanical rooms, a family room, and two

  Richard Higgerson Higgerson & Company

  7034 Hiram Atkins Byway Rd Unit 7043, Hartford, VT 05059
• 

  

  /38

  $329,000

  • 2 Beds
  • 3.5 Baths
  • 1,984 Sq Ft

  974 Hard Rd Unit D6, Hartford, VT 05001

  This 2BR, 3.5BA end unit condo offers fantastic meadow views from the back deck, living room and dining room. Located in a private, quiet and serene country setting yet within close proximity to all Quechee Club and Upper Valley amenities. The condo has been lovingly cared for and updated throughout. It offers ample size with three separate levels of living space. Upstairs are two good size

  

  Herb Hart

  Quechee Lakes Real Estate Center

  (802) 392-0255

  974 Hard Rd Unit D6, Hartford, VT 05001
• 

  

  /60

  $649,000

  • 3 Beds
  • 2 Baths
  • 2,205 Sq Ft

  688 Hidden Heights Rd, Chester, VT 05143

  Classic New England Salt Box - This charming home is nestled in a hillside neighborhood with wonderful western views and sunsets. Indoors you'll find a tidy mudroom entry with space for all your year round gear. Tiled heated floors lead you to the kitchen featuring newer stainless steel appliances. Vaulted ceilings draw you towards the open dining/living room where you'll be bathed in end of the

  Joseph Karl William Raveis Real Estate Vermont Properties

  688 Hidden Heights Rd, Chester, VT 05143

Showing Results 121 - 160, Page 4 of 10