Windsor County VT Homes for Sale

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  /20

  $150,000

  • Land
  • 18.78 Acres
  • $7,987 per Acre

  00 Boynton Rd, Londonderry, VT 05148

  Londonderry, Vermont, features a 19-acre building lot that comes with an approved 5-bedroom State Waste Water permit. This location is conveniently situated within 20 minutes of four ski resorts: Stratton, Bromley, Okemo, and the local favorite, MAGIC MOUNTAIN. Additionally, Manchester is just 20 minutes away for those interested in shopping. The area also offers a wide variety of dining options.

  Mike England Michael England Real Estate

  00 Boynton Rd, Londonderry, VT 05148
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  /35

  $69,900

  $2K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 775 Sq Ft

  368/370 Qtr I V Jackson Gore Inn, Ludlow, VT 05149

  Desirable third-floor lockout unit in Jackson Gore, ideally positioned facing the valley with beautiful, expansive views. Located just steps from the Round House, this residence offers exceptional proximity to the lifts, pools, and dining—making it a perfect year-round getaway. Unit C features: A spacious one-bedroom layout with lockout capability, offering flexibility for personal use or rental

  Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

  368/370 Qtr I V Jackson Gore Inn, Ludlow, VT 05149
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  /46

  $195,000

  • 3 Beds
  • 3 Baths
  • 1,670 Sq Ft

  335/337 Qtr I V Jackson Gore Inn, Ludlow, VT 05149

  Jackson Gore Inn Unit 335/337 Quarter I V : Beautifully appointed 3-bedroom, 3-bathroom unit located in the highly desirable Jackson Gore area, offering stunning slope views and a private deck to enjoy all seasons. Perfectly situated in the charming stone archway, this residence provides both convenience and a classic mountain feel. The spacious layout comfortably sleeps 12, making it ideal for

  Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

  335/337 Qtr I V Jackson Gore Inn, Ludlow, VT 05149
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  /60

  $2,500,000

  • 4 Beds
  • 3.5 Baths
  • 5,127 Sq Ft

  114 Oak Ridge Way, Woodstock, VT 05091

  See the property specific website with video, 3-D tour and more. Set against the timeless beauty of Woodstock’s rolling countryside, this exceptional estate offers a rare blend of refined luxury and pastoral charm. Thoughtfully designed for both elegant entertaining and everyday comfort, the four-bedroom, four-bath residence centers around a stunning gourmet kitchen—complete with a Sub-Zero

  Tami Sullivan Snyder Donegan Real Estate Group

  114 Oak Ridge Way, Woodstock, VT 05091
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  /60

  $469,000

  $10K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,676 Sq Ft

  64 Maple St, Chester, VT 05143

  Located in the village of Chester, this 3-bedroom, 3-bath property offers a rare amount of space and flexibility for an in-town setting. You’ll enter through the heated attached two-car garage into a layout that’s both functional and easy to live in, with room to spread out when you need it and gather when you want to. The kitchen features warm wood cabinetry, a breakfast bar, and a flexible area

  Betsy Adamovich Real Broker LLC

  64 Maple St, Chester, VT 05143
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  /28

  $339,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,292 Sq Ft

  354 Shattuck Hill Rd, Reading, VT 05062

  Nice location in West Windsor, with a partially renovated 3BR 2 Bath manufactured home on 10.47a with 3 stall barn with hayloft, tack room, water & electricity; older fencing remains. Home has mudroom entry, utility room, & corrugated metal roof. It's been completely rewired, insulated, 3 Mitsubishi mini-splits, soapstone woodstove, GE kitchen appliances, some new windows & flooring. There will

  Dana Waters Dark Horse Realty

  354 Shattuck Hill Rd, Reading, VT 05062
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  /54

  $750,000

  • 3 Beds
  • 2.5 Baths
  • 1,972 Sq Ft

  207 Hartness Way, Hartford, VT 05001

  Are you looking for the ideal energy efficient property, perhaps perfect as a 2nd home or investment opportunity? The Sellers have paid less than $3,300 per year covering all utilities for this premium energy efficient home. Discover the perfect blend of comfort, efficiency, and adventure in this beautifully designed, sunny and bright newer-build home, nestled within Vermont's coveted Quechee

  Tyler Hall BHHS Verani Upper Valley

  207 Hartness Way, Hartford, VT 05001
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  /32

  $349,000

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  45 Reservoir Rd, Springfield, VT 05156

  First time offered in over 60 years, this well cared for 3 bedroom, 2 bath home is a rare opportunity to own a property that has been truly loved and maintained. Set on a spacious, level lot in an area of well kept homes, the property immediately stands out with its large lawn, ideal for outdoor enjoyment, gardening, or simply relaxing. Inside, you’ll find over 1,500 square feet of comfortable

  

  Patrick Kelley

  Real Broker LLC

  45 Reservoir Rd, Springfield, VT 05156
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  /24

  $650,000

  • 2,674 Sq Ft

  5863 Vermont 14, Royalton, VT 05068

  Overlooking the magnificent White River and Second Branch, this attractive older home has been a labor of love for the past 30 years. The long list of upgrades, additions, improvements, etc. speak for themselves. The spacious first floor has been used as home occupation featuring a 350 sq. ft. impressive office space. Own your own island in the White River and enjoy the rich gardening soil in the

  Dean Goulet Dunrovin Real Estate

  5863 Vermont 14, Royalton, VT 05068
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  /25

  $315,000

  $24K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 2,640 Sq Ft

  177 Vermont 14, Sharon, VT 05065

  Nestled along scenic Route 14 in Sharon, VT, this ranch-style home is being offered for the very first time since it was built in 1964. This inviting two-bedroom home offers comfortable living with plenty of space to gather and entertain. The walkout basement features a spacious family room, convenient kitchenette, and dedicated office space, ideal for working from home, creative projects, or

  Hartley White & Co Coldwell Banker LIFESTYLES - Hanover

  177 Vermont 14, Sharon, VT 05065
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  /22

  $90,000

  • 0.5 Baths
  • 200 Sq Ft

  1093 Old Bow Rd, Springfield, VT 05156

  This welcoming 3-acre recreational getaway—with on-site power, a driveway entrance, and multiple sleeping quarters—offers the perfect retreat for anyone who loves hiking, biking, skiing, or simply relaxing in nature. Already set up for comfortable camping, the property includes a tiny house equipped with essential amenities and a trailer featuring its own private toilet room. Additional

  Christine Lavery North New England Real Estate Group

  1093 Old Bow Rd, Springfield, VT 05156
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  /30

  $675,000

  • 2 Beds
  • 2.5 Baths
  • 1,166 Sq Ft

  257 Solitude Rd Unit N-102, Ludlow, VT 05149

  Slopeside living at its best on Okemo Mountain Resort. This beautifully situated 2-bedroom, 2.5-bath condominium offers true ski-in/ski-out access directly on the Sidewinder, Promenade, and Rising Star trails, just steps from the Solitude chairlift. With an ideal easterly orientation, the home is filled with natural morning light and captures stunning sunrise and winter mountain views. The

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

  257 Solitude Rd Unit N-102, Ludlow, VT 05149
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  /45

  $450,000

  • 3 Beds
  • 2.5 Baths
  • 1,919 Sq Ft

  824 Hard Rd Unit A5, Hartford, VT 05059

  Birchwood Condo in Quechee Lakes! This beautifully maintained end-unit condo offers a functional and inviting layout with tasteful updates throughout. The main level features an open dining and living area with a cozy gas fireplace, an updated kitchen, convenient half bath, and an essential mudroom entry.The upper level includes a spacious primary ensuite bedroom with updated bath, along with

  Heather Ashline BHHS Verani Upper Valley

  824 Hard Rd Unit A5, Hartford, VT 05059
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  /12

  $135,000

  • Land
  • 16.9 Acres
  • $7,988 per Acre

  00 Day Rd, Sharon, VT 05065

  A wonderful opportunity to build in the quaint town of Sharon, VT. This unique acreage consists of a smaller open meadow that feeds into a picturesque and private roughed in logging road wrapping around a larger thinned out wooded area - offering a variety of potential locations to build your dream home. Potential for lovely views. The location is off a private dead-end road with I-89 only a few

  Bonnie Bergeron Snyder Donegan Real Estate Group

  00 Day Rd, Sharon, VT 05065
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  /58

  $599,000

  • 4 Beds
  • 3 Baths
  • 3,200 Sq Ft

  84 Old Barn Ln, West Windsor, VT 05089

  This is a MUST SEE to appreciate! Breathtaking Views of Mt. Ascutney & the Valley Beyond!Welcome to this stunning custom-built 4-bedroom, 3-bath home where every window frames a masterpiece. Sweeping, panoramic views of majestic Mt. Ascutney and the rolling hillsides create an awe-inspiring backdrop you'll never tire of — whether sipping morning coffee or watching the sunset paint the peaks

  Katie Ladue Gilbert BHHS Verani Upper Valley

  84 Old Barn Ln, West Windsor, VT 05089
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  /56

  $519,000

  $30K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,704 Sq Ft

  37 Robinson Ave, Rochester, VT 05767

  This beautifully updated property in charming Rochester, VT offers exceptional flexibility for investors or owner-occupants. Five bedrooms in total this home has space for everyone. All units have been nicely updated throughout and are well-suited for short or long-term rental, with a strong STR income history already in place. Major system upgrades include a new standing seam roof, new furnace,

  Nathan Mastroeni

  37 Robinson Ave, Rochester, VT 05767
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  /17

  $325,000

  • Land
  • 51.59 Acres
  • $6,300 per Acre

  334 Log Cabin Dr, Pomfret, VT 05067

  334 Log Cabin Drive offers 51.59 acres of hardwood forest in South Pomfret, Vermont, with east and south-facing aspects through an open canopy. The stand lets light in all winter and turns into a cathedral in October. Mature birch, beech, and maple rise from a clean understory with good spacing, and scattered spruce and hemlock anchor the margins. Leaf-off views sweep across the ridgeline with no

  Richard Higgerson Higgerson & Company

  334 Log Cabin Dr, Pomfret, VT 05067
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  /13

  $519,999

  • Land
  • 65.6 Acres
  • $7,927 per Acre

  12 Old Route 12, Barnard, VT 05032

  Large wooded parcel ascending two hillsides, with a creek-carved valley in the middle. The eastern side is easy to explore thanks to over 1,500 feet of dirt roads cut through the trees. The western side ascends to a summit with sparse tree cover and amazing scenic views. Beyond this the land continues up and over the ridge line then downhill once again to the Stockbridge town line. This would

  David White OwnerEntry.com

  12 Old Route 12, Barnard, VT 05032
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  /51

  $735,000

  • 3 Beds
  • 3.5 Baths
  • 2,282 Sq Ft

  3755 Quechee Main St Unit 10A, Quechee, VT 05059

  Very rare opportunity to buy a unit in the park-like setting of the coveted Coach Road condominium community. Coach Road Unit 10A offers one of the most desirable locations in Quechee, within walking, biking, or a very quick golf cart ride to the clubhouse and all the amenities QLLA has to offer. This desirable three-bedroom, four-bath Quechee Lakes location on Coach Road is a lovely place to

  Lyndsey Freeman Quechee Lakes Real Estate Center

  3755 Quechee Main St Unit 10A, Quechee, VT 05059
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  /60

  $3,200,000

  $200K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,058 Sq Ft

  12 Archibald Ln, Ludlow, VT 05149

  Set on 81 feet of premier frontage along picturesque Lake Rescue, this exceptional Vermont retreat captures the essence of lakeside living. Perfectly positioned on the quieter backside of the lake, the home enjoys extended daylight along with breathtaking sunrises and sunsets that paint the sky year-round.Inside, a spectacular stone wood-burning fireplace anchors the living room, where

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

  12 Archibald Ln, Ludlow, VT 05149
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  /47

  $335,000

  $40K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,012 Sq Ft

  196 Union St, Springfield, VT 05156

  Check out this newly renovated colonial home located on a corner lot on Union Street. Sited on an almost 1.5-acre lot, there is plenty of room for extensive gardens. There is also an existing fenced in area for the family dog equipped with a private dog entrance. The House has had extensive work done to first two floors with new Kitchen and newly renovated bathrooms, featuring a Primary Suite

  John Tolosky Barrett and Valley Associates Inc.

  196 Union St, Springfield, VT 05156
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  /49

  $2,195,000

  • 3 Beds
  • 3 Baths
  • 2,997 Sq Ft

  9671 Vt Route 12, Barnard, VT 05031

  SPRING HILL FARM – A Storied Vermont Estate with Timeless Appeal. Set amidst the rolling hills of Barnard, Vermont, Spring Hill Farm is a distinguished country estate where historic charm and thoughtful stewardship come together across 207 acres of beautifully maintained landscape. Anchoring the property is a stately brick residence dating to 1795, offering a refined sense of heritage and

  

  Susan Hickey

  Snyder Donegan Real Estate Group

  9671 Vt Route 12, Barnard, VT 05031
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  /52

  $599,000

  • 4 Beds
  • 3 Baths
  • 3,428 Sq Ft

  583 Hawk Spur Rd, Plymouth, VT 05056

  Looking for a property with HUGE equity possibilities?? Your dream mountain retreat perfectly nestled between Okemo/Vail and Killington awaits! This contemporary diamond in the rough boasts mountain views and sits on a double lot in the desirable Hawk resort area. You will fall in love with the floods of natural light that bring the outdoors in. This home is ready for your ideas and finishes

  

  Lisa Kelley

  Cummings & Co

  583 Hawk Spur Rd, Plymouth, VT 05056
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  /52

  $799,000

  $50K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,009 Sq Ft

  320 Old Bow Rd, Springfield, VT 05156

  Tucked away on a private road in Weathersfield, this property offers nearly 14 acres of open land, big sky, and clear views of Ascutney Mountain. A good portion of the land has already been cleared and is currently home to farm animals, so there is a head start here if that lifestyle appeals to you. You can keep it going as it is, expand into something more, or simply enjoy the open land for the

  

  Patrick Kelley

  Real Broker LLC

  320 Old Bow Rd, Springfield, VT 05156
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  /60

  $1,300,000

  • 4 Beds
  • 2 Baths
  • 1,908 Sq Ft

  366 Knapp Pond Rd, Cavendish, VT 05142

  Did I read that right? 172 acres?! Impeccably renovated farmhouse on +-172 acres - what more could you ask for? ~131 acres of this property are located in Cavendish while the other ~41 are in Reading. Enjoy apples straight from the backyard. Listen and watch the brook babble down by the road and enjoy the peace that comes from this lovely home. All new Marvin Elevate windows, all new appliances,

  Franchesca Collins Hall Collins Real Estate Group

  366 Knapp Pond Rd, Cavendish, VT 05142
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  /60

  $2,200,000

  $295K PRICE DROP

  • 5 Beds
  • 9 Baths
  • 7,322 Sq Ft

  1497 Bowman Rd, Barnard, VT 05068

  Circa 1799 Vermont cape, thoughtfully restored and expanded to over 7,300 finished square feet on 12.5 private acres, minutes to Silver Lake and Woodstock village. Five bedrooms, nine baths, and a layout that balances everyday living with the ability to host. Original materials carry throughout, including wide pine floors, skim-coat plaster walls, hand-carved paneling, and period hardware, giving

  Richard Higgerson Higgerson & Company

  1497 Bowman Rd, Barnard, VT 05068
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  /46

  $1,325,000

  • 4 Beds
  • 2 Baths
  • 2,554 Sq Ft

  325 Cemetery Rd, West Windsor, VT 05089

  Farm at Gaelic Crossing is an equestrian property set on 26.72± acres, has dramatic views of Mount Ascutney and, after summer showers, the frequent and magical appearance of rainbows—often even double rainbows—across the wide, open sky. This updated c.1842 New England Cape offers 2,554 square feet of finished living space, including four bedrooms—two conveniently located on the first floor. Wide

  Story Jenks LandVest, Inc/Woodstock

  325 Cemetery Rd, West Windsor, VT 05089
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  /41

  $490,000

  $60K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,939 Sq Ft

  105 Craigue Hill Rd, Springfield, VT 05156

  Motivated Seller! Price Adjustment on this17 acre, property with a pond and 2 houses. Close to schools, shopping, medical services and recreation, this property offers privacy, views and a pond. This property also enjoys a beautiful guest house for visitors or a long-term rental. The main house is a traditional cape style with an abundance of porches for viewing wildlife. The entrance foyer and

  Carol Cole BHG Masiello Brattleboro

  105 Craigue Hill Rd, Springfield, VT 05156
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  /59

  $1,690,000

  • 10 Beds
  • 8 Baths
  • 7,566 Sq Ft

  156 Main St, Ludlow, VT 05149

  In the heart of the ever-popular Ludlow, Vermont, sits an 11,409 square foot commercial building with 7,566 square feet of finished space. Built in 1990, it is situated in a prime location on Main Street in the center of the village providing it with excellent visibility, walkability, and proximity to Ludlow’s charming boutiques and local dining. It is full of investment possibilities with seven

  

  John Napier

  TPW Real Estate

  156 Main St, Ludlow, VT 05149
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  /55

  $359,000

  $40K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,024 Sq Ft

  1013 Jericho Rd, White River Junction, VT 05001

  LARGE PRICE REDUCTION!! MOTIVATED SELLER!! Wonderful Ranch style home conveniently located on the picturesque Jericho Road in Hartford VT. This two bedroom, one bath home situated on 2.9 +/- acres radiates warmth and hospitality and could be perfect for buyers looking for single level living! This is a rare opportunity to own a more affordable home in the Jericho district. This unique home has

  Alex DeFelice The Clerkin Agency, P.C.

  1013 Jericho Rd, White River Junction, VT 05001
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  /46

  $995,000

  $330K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,913 Sq Ft

  177 Old Tavern Rd, Weston, VT 05161

  Renovated in 2024, this timber frame sits on 5.75 pastoral acres. This property offers sunrise views, beautiful sun all day and a peaceful setting with pond on a quiet country road. The house has 3 bedrooms, 3 full baths, and an office. Wide plank original pine floors, open timber frame concept and all new baths with heated floors. Custom white oak cabinets in the kitchen and baths, with

  Jessica Marullo TPW Real Estate

  177 Old Tavern Rd, Weston, VT 05161
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  /4

  $250,000

  • Land
  • 8.95 Acres
  • $27,933 per Acre

  3803 Vermont Route 132, Sharon, VT 05065

  COME AND CHECK OUT THIS SPECTACULAR PROPERTY WHERE YOU CAN BUILD YOUR DREAM HOME. THE PRIVATE SHARED ROAD TO THE PARCEL IS COMPLETE. FANTASTIC VIEWS OF THE GREEN MOUNTAINS. QUICK ACCESS TO NORWICH VIA BEAVER MEADOW RD. OR I 89 JUST DOWN THE ROAD. PRETTY LEVEL AT THE CLEARED TOP. VERY QUIET AND PEACEFUL SPOT. NEW SEPTIC DESIGN IN HAND.

  Liam McCarthy Coldwell Banker LIFESTYLES - Hanover

  3803 Vermont Route 132, Sharon, VT 05065
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  /10

  $229,000

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  29 National St, Windsor, VT 05089

  Take a look at this rare chance to own a BRAND NEW home in the heart of Windsor. Built for efficiency, the house features a raised foundation to keep it out of the flood zone for extra peace of mind. The layout is practical and spacious, offering an open-concept first floor and large bedrooms upstairs.You are within walking distance to the Amtrak station and downtown, and our local Moover

  Chelsea Bevis KW Vermont Woodstock

  29 National St, Windsor, VT 05089
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  /19

  $345,000

  • Land
  • 6.48 Acres
  • $53,241 per Acre

  0 Oakridge Way, Woodstock, VT 05091

  Your dream home starts right here — with a blank canvas in one of Vermont's most coveted communities. This exceptional buildable lot on Oak Ridge Way presents a rare opportunity to design and construct your ideal residence on a quiet side road in Woodstock. Nestled within a highly sought-after neighborhood, surrounded by million dollar homes, this property offers the kind of setting that inspires

  Nancy Greenwood Watson Realty & Associates

  0 Oakridge Way, Woodstock, VT 05091
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  /6

  $189,900

  • 3 Beds
  • 2 Baths
  • 980 Sq Ft

  28 Thetford Ln, Bethel, VT 05032

  On owned land 3 bedroom two bath mobile home on a concrete pad. 1.64 acres surveyed land. owner will consider owner financing with first mortgage. owner can help with qualifying. occupancy at closing. home has stand and seam metal roof, 2 sheds. estimated payment is 1,544.00 / month depending on rate, down payment etc.

  Derek Greene Derek Greene

  28 Thetford Ln, Bethel, VT 05032
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  /13

  $189,000

  • Land
  • 1.7 Acres
  • $111,176 per Acre

  0 Meadow Ln, Hartford, VT 05001

  This 1.7-acre parcel on Meadow Lane offers a great opportunity to build in a quiet Hartford setting while still being close to everything the Upper Valley has to offer. The lot is tucked away at the end of the road, providing a bit more privacy while still being just a short drive to shopping, dining, and everyday conveniences in White River Junction and the surrounding area. Whether you're

  Randy Snelling KW Coastal and Lakes & Mountains Realty/Hanover

  0 Meadow Ln, Hartford, VT 05001
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  /14

  $239,000

  • Land
  • 10.1 Acres
  • $23,663 per Acre

  0 Christian St Unit 5084994, Hartford, VT 05001

  Beautiful, in town location. A very rare opportunity to own an in town Christian Street parcel of land. If you've been having a hard time finding the right home in this very tight housing market Or if you've been dreaming about new construction in the Hartford / Upper Valley area than look no further. This land parcel is conveniently located only minutes from Downtown White River Junction, VT. .

  Alex DeFelice The Clerkin Agency, P.C.

  0 Christian St Unit 5084994, Hartford, VT 05001
• 

  

  /40

  $709,000

  $40K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,423 Sq Ft

  441 Rhoades Hill Rd, Bethel, VT 05032

  Set within the scenic landscape of Barnard, this beautifully updated 3-bedroom, 3-bath home offers the perfect blend of Vermont charm and modern comfort. Surrounded by peaceful countryside and sweeping views, the property invites you to slow down and enjoy every season. Inside, the home is filled with warmth and character, featuring hardwood floors, natural woodwork, exposed beams, and an

  Daniel Preston KW Vermont Woodstock

  441 Rhoades Hill Rd, Bethel, VT 05032
• 

  

  /21

  $249,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  574 Willard Rd Unit 3F, Quechee, VT 05059

  Welcome to Unit 3F at Quechee Hollow Condominiums, a beautifully reimagined two-bedroom residence in the heart of Quechee Lakes—Vermont’s premier four-season resort community in the Upper Valley. Thoughtfully renovated in 2021 in a striking modern European style, this light-filled end unit offers a rare blend of contemporary design, craftsmanship, and resort living. The extensive renovation

  Sandy Reavill

  574 Willard Rd Unit 3F, Quechee, VT 05059
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  /37

  $455,000

  • 1 Bed
  • 1 Bath
  • 824 Sq Ft

  15 Railroad Row Unit 2C1, White River Junction, VT 05001

  Make your new home or pied-à-terre one of the few industrial loft condo units in the entire upper valley, right in the heart of thriving White River Junction. Great views from your own personal rooftop deck! If you like art, great restaurants, theater, good healthy shopping options and walking to all of them, this could be your new place. In 2006, five condos were built at Railroad Row as part of

  Mark Roden KW Coastal and Lakes & Mountains Realty/Hanover

  15 Railroad Row Unit 2C1, White River Junction, VT 05001

Showing Results 201 - 240, Page 6 of 13