Windsor County VT Homes for Sale with Water View

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  /47

  $1,895,000

  • 3 Beds
  • 1 Bath
  • 1,708 Sq Ft

  196 Cowdrey Outlook, Bethel, VT 05032

  For the first time in over half a century, this extraordinary 100+ acre estate-level property in Barnard is being offered for sale. Cherished by the same family for generations, the property presents a rare opportunity to own one of Vermont’s most scenic and versatile landscapes. Commanding long-range mountain views define the setting, while several picturesque spring-fed ponds, rolling meadows,

  

  Susan Hickey

  Snyder Donegan Real Estate Group

  (802) 284-4197

  196 Cowdrey Outlook, Bethel, VT 05032
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  /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

  

  Jennifer Falvey

  KW Vermont Woodstock

  (877) 419-4767

  505 Deweys Mills Rd, Hartford, VT 05047
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  /60

  $3,275,000

  • 4 Beds
  • 4.5 Baths
  • 4,708 Sq Ft

  207 Willey Hill Rd, Norwich, VT 05055

  207 WILLEY HILL ROAD- Gorgeous, recently updated, sophisticated home a stone's throw away from Norwich, Hanover, Dartmouth College, and the best of the Upper Valley. Expertly renovated by renowned builders O’Hara & Gercke, the result is a seamless blend of luxury, charm, and comfort. The sunlit gourmet kitchen is both functional and elegant and commands breathtaking views of the pond, with an

  David Donegan Snyder Donegan Real Estate Group

  207 Willey Hill Rd, Norwich, VT 05055
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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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  /47

  $649,900

  • 4 Beds
  • 4 Baths
  • 2,904 Sq Ft

  5 Malagash Rd, South Reading, VT 05153

  Tucked within the peaceful hamlet of South Reading, this inviting property offers a lifestyle where the pace slows, and everyday living feels a bit more enjoyable. Set on over three acres, this spacious four-bedroom, four-bath home combines comfort, functionality, and natural beauty. The true highlight is the backyard oasis—featuring a tranquil pond, a generous deck ideal for entertaining, a

  Kevin Barnes William Raveis Real Estate Vermont Properties

  5 Malagash Rd, South Reading, VT 05153
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  /41

  $650,000

  • 3 Beds
  • 3.5 Baths
  • 2,129 Sq Ft

  149 Hawk Pond Rd, Plymouth, VT 05056

  This contemporary Hawk Resort home offers breathtaking open nature views from nearly every room. The main level welcomes you with a bright, open-concept living, dining, and kitchen area filled with natural light from expansive windows. The living room centers around a wood fireplace with brand-new insert, creating a warm and inviting focal point, and a convenient half bath completes this level.

  Mandolyn McIntyre Crow Real Broker LLC

  149 Hawk Pond Rd, Plymouth, VT 05056
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  /54

  $1,395,000

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

  39 Wallis View Ln, Ludlow, VT 05149

  Set in the highly desirable South Hill Estates, this exceptional property pairs privacy with an unbeatable location just minutes from Okemo Mountain. Surrounded by nearly five acres, the home enjoys sweeping mountain views and a beautifully open landscape that invites year-round enjoyment. The yard is a true highlight—offering plenty of space to relax, entertain, and play. A picturesque pond

  Debra Staniscia Four Seasons Sotheby's Int'l Realty

  39 Wallis View Ln, Ludlow, VT 05149
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  /16

  $350,000

  • Land
  • 7.12 Acres
  • $49,157 per Acre

  Lots 2 & 3 Log Cabin Dr, Pomfret, VT 05067

  Discover an exceptional opportunity to own 7.12 acres in the heart of Pomfret, created by the seamless combination of two adjoining lots with an impressive 590’ of shared boundary. Offering both privacy and flexibility, this property is ideally suited for a luxury estate or multi-generation family compound on the VAST Trail. The land is enriched by the gentle flow of Barnard Brook, with a

  Sandy Reavill

  Lots 2 & 3 Log Cabin Dr, Pomfret, VT 05067
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  /27

  $215,000

  • 5 Beds
  • 3 Baths
  • 2,464 Sq Ft

  99 Depot St, Hartford, VT 05001

  Welcome to 99 Depot Street, Hartford, VT. This multifamily property presents a distinctive opportunity for both seasoned and novice investors eager to embark on a project with immense potential. Situated just minutes away from the amenities of the Upper Valley, this property is nestled in the village of Wilder, one of Hartford's five lively villages. While restoration work is needed to revive its

  Carter Auch BHHS Verani Upper Valley

  99 Depot St, Hartford, VT 05001
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  /39

  $389,000

  • 3 Beds
  • 2 Baths
  • 1,635 Sq Ft

  1821 Chateauguay Rd, Bethel, VT 05032

  This sunny residence has been a beloved home to several generations of the same Vermont family. The location invites recreational activities! A snowmobile trail passes nearby, for winter excursions and the property is bounded by the cascading waters of Locust Creek, for cooling off in the Summer! The country road that passes by leads to the extraordinary Chateauguay-No Town conservation region,

  John Wetmore Wetmore Real Estate

  1821 Chateauguay Rd, Bethel, VT 05032
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  /23

  $136,000

  • Land
  • 2.85 Acres
  • $47,719 per Acre

  0 Quechee Main St Unit 5076706, Hartford, VT 05059

  Rare opportunity to build in the heart of Quechee Village without a Club membership. This exceptional 2.5-acre lot is beautifully sited overlooking Lake Pinneo, with seasonal views of the Quechee Ski Hill, offering a quintessential Vermont setting in a highly desirable location. Tucked in at the center of the village, the property combines privacy, scenery, and walkable convenience, an

  Brooks Reavill

  0 Quechee Main St Unit 5076706, Hartford, VT 05059
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  /60

  $895,000

  • 4 Beds
  • 2 Baths
  • 4,144 Sq Ft

  1607 Massey Rd, Springfield, VT 05156

  Nestled in the rolling countryside of Springfield, this 1810 Federal-style brick farmhouse stands proudly on 44 breathtaking acres—an offering rich in history, character, and Vermont lifestyle.Open fields stretch out from the home, ideal for gardens, small-scale farming, or simply soaking in the pastoral beauty. Wooded acreage invites exploration, wildlife watching, and the opportunity to tap

  Jessica Citera Cummings & Co

  1607 Massey Rd, Springfield, VT 05156
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  /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
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  /57

  $429,000

  • 3 Beds
  • 2 Baths
  • 1,464 Sq Ft

  3993 Royalton Hill Rd, South Royalton, VT 05068

  A one-of-a-kind Vermont retreat where thoughtful design, craftsmanship, and landscape converge. This 3-bedroom, 2-bath home has been expanded and fully renovated including a new roof, state-of-the-art heating system, and solid hardwood flooring. Every surface has been custom-finished, blending modern comfort with artistic mid-century modern influences for a home that feels more curated than

  Zoe Hathorn Washburn Snyder Donegan Real Estate Group

  3993 Royalton Hill Rd, South Royalton, VT 05068
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  /45

  $1,299,000

  • 8 Beds
  • 5 Baths
  • 3,814 Sq Ft

  7030 U S 4, Bridgewater, VT 05034

  Situated between historic Woodstock Vermont and the ski slopes of Killington, 7030 US Route 4 provides easy access to the best amenities of the area. The Property has two separate spaces, a standalone two-level garage with ample storage area below, and sits on 6 acres with direct river access. The "Apartment” first floor has an open design with a kitchen, living area, and tucked away bathroom.

  Eric Benvenuti

  7030 U S 4, Bridgewater, VT 05034
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  /31

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,788 Sq Ft

  1397 Popple Dungeon Rd, Chester, VT 05143

  Set on 3.30 acres in the hills of Chester, Vermont, this 1900-built home delivers the kind of setting people move here for—flowing water, open land, quiet roads, and easy access to the mountains. The property overlooks a gently moving brook and includes ownership on both sides of the water, giving you your own private stretch of stream and a natural buffer of woods and open space. A quiet paved

  Daire Gibney Barrett and Valley Associates Inc.

  1397 Popple Dungeon Rd, Chester, VT 05143
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  /43

  $565,000

  • 5 Beds
  • 3 Baths
  • 2,400 Sq Ft

  68 Passumpsic Ave, Hartford, VT 05047

  This lovely colonial has 5 bedrooms, 3 baths and overlooks the beautiful Connecticut River. Featuring hardwood floors downstairs, a 2-way propane fireplace in the living room and dining room, plus beautiful new carpet throughout the upstairs 4 bedrooms. There is a ground floor bedroom and full bath with the second floor featuring 4 more bedrooms and 2 full baths. The detached garage/barn has

  Nan Carroll Coldwell Banker LIFESTYLES - Hanover

  68 Passumpsic Ave, Hartford, VT 05047
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  /58

  $3,490,000

  • 4 Beds
  • 4.5 Baths
  • 2,894 Sq Ft

  1726 Skitchewaug Trail, Springfield, VT 05156

  A circa 1734 Cape, displaying museum quality authentic detailing, in a setting worthy of a Vermont Life Magazine cover! Originally sited in N.H., the Cape was patiently dismantled, with components meticulously cataloged, and then relocated to an idyllic Vermont hilltop setting! The interior seamlessly blends early New England architectural features with benefits of contemporary design amenities.

  John Wetmore Wetmore Real Estate

  1726 Skitchewaug Trail, Springfield, VT 05156
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  /57

  $565,000

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

  298 Jenneville Rd, Windsor, VT 05089

  PRICE REDUCED! Welcome to "Valley Brook Farm", an 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,

  John Bassette Bassette Real Estate Group

  298 Jenneville Rd, Windsor, VT 05089
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  /9

  $175,000

  • Land
  • 5.01 Acres
  • $34,930 per Acre

  476 Missing Link Rd, Springfield, VT 05156

  5 acres of magical Ct River frontage. This site boasts 2 wide open fields. The septic design for a 5 bdrm septic is in the first field. The seller has obtained permission from the state for a driveway curb cut (Missing Link Rd, is State Rte 5) The land sits 80 ft above the river, so flooding is not an issue but you'll have the most peaceful, private views of the water. There are 2 steep walking

  Victoria Woods Brattleboro Area Realty

  476 Missing Link Rd, Springfield, VT 05156
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  /3

  $220,000

  • Land
  • 50.45 Acres
  • $4,361 per Acre

  0 Missing Link Rd, Springfield, VT 05156

  Sitting high above Rte 5, this large parcel has a prime view out over the Connecticut River. There's a septic permit in place for a 5 bedroom home. You'll need to improve the old logging road to gain access to the top but once you do, there are 50 acres to explore. Enroll in the Use Value Program to reduce your taxes!

  Victoria Woods Brattleboro Area Realty

  0 Missing Link Rd, Springfield, VT 05156
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  /10

  $349,000

  • Land
  • 60 Acres
  • $5,817 per Acre

  911 Waterman Rd, Royalton, VT 05068

  Explore the opportunity of this 60 Acre parcel which is beautifully wooded with awesome mountain view potential. Extensive walking trails throughout the land. Possible development options here or build your private dream retreat. VAST Snowmobile Trails run through the property and the backside of the land abuts the Second Branch of the White River. The land has never been percd for septic. Come

  Marni Rieger KW Vermont-Killington

  911 Waterman Rd, Royalton, VT 05068
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  /58

  $390,000

  • 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
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  /24

  $299,000

  • Land
  • 4.3 Acres
  • $69,535 per Acre

  00 Chateauguay Rd, Barnard, VT 05031

  A rare and beautiful parcel of land that is cleared, level and ready to be built upon with over 1200 feet of frontage along the North Branch of Locust Creek.Locust Creek runs year round with water falls and deep pools, not only pleasant to look at, but fun to play in.Site prep costs for a parcel like this will be considerably lower than wooded lots that require clearing and excavation.

  Stan Butler Four Seasons Sotheby's Int'l Realty

  00 Chateauguay Rd, Barnard, VT 05031
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  /45

  $499,000

  • 3 Beds
  • 1.5 Baths
  • 2,656 Sq Ft

  2140 Brandon Mountain Rd, Rochester, VT 05767

  Tucked away on a picturesque 3-acre lot, this classic three-bedroom expanded Cape offers privacy, seclusion, and peaceful views in a beautiful Rochester valley setting. Set nearly 700 feet back from the road and bordering the Green Mountain National Forest, the property enjoys a tranquil natural backdrop where a scenic pond at the edge of the land attracts birds and wildlife. The main level

  Kyle Kershner Killington Pico Realty

  2140 Brandon Mountain Rd, Rochester, VT 05767
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  /20

  $449,000

  • 5 Beds
  • 1 Bath
  • 2,856 Sq Ft

  127 Trombley Rd, Chester, VT 05143

  Set on 119 acres that stretch across Andover and Chester, this property combines 114 acres in Andover with 5 in Chester. The setting includes over 20 acres of flat, open meadows along the Williams River, framed by wooded hills and distant ridgelines. The forest is mixed with possible timber value as well as a nice sugarbush waiting to be tapped. The original farmhouse, approached by a

  Daire Gibney Barrett and Valley Associates Inc.

  127 Trombley Rd, Chester, VT 05143
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  /19

  $110,000

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  1500 Brownsville-Hartland Rd, West Windsor, VT 05089

  Here's a chance to own your own property in West Windsor. This 3/4 +/- acre of land abuts one side up to Beaver Brook and you get views of Mt. Ascutney on the other side. This older mobile home with basement, offers the perfect opportunity for an investor. Restore the homes vintage charm or you could modernize the site with a new mobile unit. This was constructed as a 2-bedroom 1 bath home. One

  Ann Jacques Century 21 Highview Realty

  1500 Brownsville-Hartland Rd, West Windsor, VT 05089
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  /19

  $125,000

  • Land
  • 10.24 Acres
  • $12,207 per Acre

  0 Hoey Rd, Cavendish, VT 05142

  This is a special property. Ten acres of woodland with a mix of hardwood and softwood. There appear to be many harvestable trees. There are a couple of different building sites...one on the flat spot on the lower side of the property overlooking the stonewall and the brook. The other is on the uphill side where you also have a flat spot and a gorgeous view of the neighboring field. The property

  Betty McEnaney Diamond Realty

  0 Hoey Rd, Cavendish, VT 05142
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  /60

  $2,499,000

  • 4 Beds
  • 3.5 Baths
  • 5,079 Sq Ft

  254 Town Line Rd, Plymouth, VT 05056

  First time offered on market! Stunning VT private estate on over 22 +/- acres w/mountain views, gorgeous gardens & 2 ponds one of which is a 7-feet-deep spring fed glacial pond. This exquisite property has been meticulously designed & custom crafted by the owner who is a well-known respected master builder. As you enter this gem you will experience the thoughtful care everywhere you look.

  Marni Rieger KW Vermont-Killington

  254 Town Line Rd, Plymouth, VT 05056
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  /60

  $1,499,000

  • 4 Beds
  • 3.5 Baths
  • 3,560 Sq Ft

  652 Tierney Rd, Cavendish, VT 05142

  Tucked discretely off a meandering country road you will find this charming 4 bedroom, 3 and 1/2 bath contemporary home sited on 40 acres of land with miles of groomed trails that include a picnic area on Twenty Mile Stream. The grand living room , anchored by a wood-burning fireplace and lined by a wall of windows , frames views of the giant swimming pond and long range mountain views that

  Carol Wood Williamson Group Sothebys Intl. Realty

  652 Tierney Rd, Cavendish, VT 05142
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  /34

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,489 Sq Ft

  6852 Us Route 4, Bridgewater, VT 05034

  This 1885 antique story and a half cape has been comprehensively updated during the long ownership of the sellers who made the home more energy efficient with all new windows, recent heating system, modern kitchen and bathrooms. The home creatively blends an historic floor plan defined by a traditional living room and dining room with the more casual lifestyle of today. The open concept Vermont

  Laird Bradley Williamson Group Sothebys Intl. Realty

  6852 Us Route 4, Bridgewater, VT 05034
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  /25

  $425,000

  • 3 Beds
  • 1 Bath
  • 895 Sq Ft

  121 E Lake Rd, Ludlow, VT 05149

  Charming Lake Cottage with Over 113 +/-Feet of Waterfront on Lake Pauline.Lovingly maintained by the same family since the 1940s, this delightful lakefront cottage is a rare find. Step inside to discover original touches like tongue-and-groove paneling and vintage details that evoke a simpler time, all thoughtfully preserved. Modern updates blend seamlessly with its nostalgic charm and

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

  121 E Lake Rd, Ludlow, VT 05149
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  /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
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  /51

  $649,000

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

  35 Stevens Rd, Cavendish, VT 05142

  Winter, Spring, Summer or Fall, this is a bit of heaven for the nature lover! Located on the corner of two quiet, town maintained, gravel roads, one of which is a dead end, is the handsome 1800 traditional Cape with two additions! This classic home includes 40+ acres. Only one other house can be seen from the property & you have to know where to look! The back yard has lawn area with room for

  Betty McEnaney Diamond Realty

  35 Stevens Rd, Cavendish, VT 05142
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  /17

  $825,000

  • Land
  • 150 Acres
  • $5,500 per Acre

  0 Walker Hill Rd Unit 5039522, Bridgewater, VT 05091

  150 acres of recreational paradise! Absolute and total privacy! Enjoy long views of mountain peaks showing criss crossed ski trails, pristine cascading streams with mesmerizing waterfalls over large rock outcroppings, mature woodland which hasn't been logged in over 50 years, a fully equipped camper trailer with propane fired generator for off grid living and even a 4 wheeler outfitted with

  John Wetmore Wetmore Real Estate

  0 Walker Hill Rd Unit 5039522, Bridgewater, VT 05091
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  /12

  $399,000

  • Land
  • 4.73 Acres
  • $84,355 per Acre

  5209 5211 Willard Rd, Hartford, VT 05059

  We are pleased to present a rare opportunity to secure an estate-sized double lot in the highly desirable Upper Willard Road neighborhood of Quechee Lakes. Comprised of two thoughtfully assembled parcels totaling 4.73± acres, this offering provides both privacy and possibility in one of Vermont’s premier four-season resort communities. The current owner strategically combined these parcels to

  Richard Higgerson Higgerson & Company

  5209 5211 Willard Rd, Hartford, VT 05059
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  /46

  $215,000

  • 3 Beds
  • 1.5 Baths
  • 2,121 Sq Ft

  222 River St, Bethel, VT 05032

  Nestled on over an acre of serene countryside, this 3-bedroom, 2-bathroom home offers endless potential for those seeking a peaceful retreat with room to make it their own. Enjoy the beauty of nature with direct river frontage, perfect for fishing, kayaking, or simply relaxing to the soothing sounds of the water. The home features a spacious layout with abundant natural light, offering a cozy

  Flex Realty Group Flex Realty

  222 River St, Bethel, VT 05032
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  /40

  $2,950,000

  • 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
• 

  

  /19

  $275,000

  • Land
  • 5 Acres
  • $55,000 per Acre

  95 Jenne Rd, Hartland, VT 05048

  5 acres of peacefully quiet land that are situated in an area well known to the equestrian community! Both the surrounding neighbors, on this seldom traveled country road, and numerous other properties in this broad community present as substantial privately sited homes. As you meander up Jenne Road to reach the parcel the classic large maple trees that typify the borders of pastoral Vermont

  John Wetmore Wetmore Real Estate

  95 Jenne Rd, Hartland, VT 05048
• 

  

  /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 afternoon.

  Frank Ellison Ellison Real Estate, Inc.

  23-25 Depot, Ludlow, VT 05149

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