Windsor County VT 2-Story Homes for Sale

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  /11

  $379,000

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

  7 Common St, Springfield, VT 05156

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

  Thaddeus Abare Barrett and Valley Associates Inc.

  7 Common St, Springfield, VT 05156
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  /56

  $449,900

  • 2 Beds
  • 2.5 Baths
  • 2,332 Sq Ft

  402 Marsh Family Rd, Hartford, VT 05047

  Tucked back on a peaceful 0.93-acre lot, this cozy 2-bed, 3-bath Quechee Lakes chalet offers the perfect blend of rustic charm and resort living. With vaulted ceilings, an open-concept main floor, and a pellet stove for warm winter nights, it’s a true Vermont retreat. Large sliders open to a spacious deck off the main level, while the upstairs primary suite features its own private balcony—ideal

  Simon Verkaik BHHS Verani Seacoast

  402 Marsh Family Rd, Hartford, VT 05047
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  /22

  $329,000

  • 1,992 Sq Ft

  37 Dee Haven, Sharon, VT 05065

  First time on the market since it was built by the current owner. This duplex sits with 10 quiet acres in a Sharon cul-de-sac, adjoining conserved land along the White River. Each unit includes its own washer and dryer, efficient mini-splits for heating and cooling, propane stoves, and parking for two vehicles per unit. The upstairs unit offers a back deck. More recent updates include a newer

  Devin Josler Black House Real Estate

  37 Dee Haven, Sharon, VT 05065
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  /26

  $395,000

  • 4 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  215 Elm Hill St, Springfield, VT 05156

  Situated in a serene country setting just moments from the conveniences of town, 215 Elm Hill Street offers the ideal combination of privacy, comfort, and understated elegance. This beautifully maintained home features over 2,200 square feet of bright and inviting living space, designed for both relaxation and effortless entertaining. The expansive 1.25 acre lot is level and open, creating a

  Patrick Kelley Four Seasons Sotheby's Int'l Realty

  215 Elm Hill St, Springfield, VT 05156
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  /56

  $415,000

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

  198 Depot St, Cavendish, VT 05153

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

  Katherine Burns William Raveis Real Estate Vermont Properties

  198 Depot St, Cavendish, VT 05153
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  /60

  $499,000

  • 8 Beds
  • 6 Baths
  • 3,683 Sq Ft

  61 Pleasant St, Ludlow, VT 05149

  Investment opportunity- One 3 bedroom, 3 bath unit, one 3 bedroom, 2 bath unit and a third owner occupied, renovated bonus 2 bedroom, 1 bath unit. Situated on a quiet side street in Ludlow with sidewalks and easy access to town and close proximity to skiing, this multi-unit property presents possibilities to an owner/investor who also wants a place for friends and family to ski while earning

  Geralyn Donohue Engel & Völkers Okemo

  61 Pleasant St, Ludlow, VT 05149
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  /60

  $18,000,000

  • 7 Beds
  • 10 Baths
  • 12,520 Sq Ft

  355 Greene Rd, Woodstock, VT 05071

  Star Hill Farm is completely private, hidden on a hillside with pastoral and mountain views in the heart of South Woodstock. From the valley floor to the top of Meetinghouse Hill, you will be inspired by its beauty, a mesmerizing 183.7+/- acre oasis over gorgeous terrain with fields, woodlands, trails, and stone walls. The historic 2-bedroom guest house and party barn are fully restored, and

  Chris Lang

  355 Greene Rd, Woodstock, VT 05071
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  /60

  $2,600,000

  • 4 Beds
  • 2 Baths
  • 3,000 Sq Ft

  1362 Barnard Rd, Woodstock, VT 05091

  Gilbert’s Hill is one of Vermont’s most celebrated properties and a national landmark for its contribution to the sport of alpine skiing. Spanning 112.88± acres in Woodstock (79.31 acres) and Pomfret (33.57 acres), the farm is recognized as the birthplace of lift-served skiing in America, where the first rope tow was installed in 1934. Today, its open pastures, rolling terrain, and historic ski

  Chris Lang

  1362 Barnard Rd, Woodstock, VT 05091
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  /54

  $550,000

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

  405 Soaring Hawk Rd, Plymouth, VT 05056

  Tucked into the beautiful mountains of Vermont, this charming three-bedroom home in Hawk Resort offers a peaceful retreat surrounded by nature. Travel up a country road to find this inviting home nestled among the trees, complete with a detached single-car garage with bonus storage space. Step onto the spacious front deck or relax on the covered screened-in porch, perfect for enjoying the quiet

  Kevin Barnes William Raveis Real Estate Vermont Properties

  405 Soaring Hawk Rd, Plymouth, VT 05056
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  /42

  $599,000

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

  68 Passumpsic Ave, Hartford, VT 05047

  This 5 bedroom, 3 bath home overlooks the beautiful Connecticut River. Hardwood floors downstairs, propane fireplace, and beautiful new carpet throughout the upstairs 4 bedrooms. The ground floor has a bedroom and full bath and the second floor has 4 more bedrooms and 2 full baths. The detached garage/barn has plenty of storage. The lovely level lot has lots of space for relaxing or gardening and

  Nan Carroll Coldwell Banker LIFESTYLES - Hanover

  68 Passumpsic Ave, Hartford, VT 05047
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  /39

  $499,000

  • 4 Beds
  • 2 Baths
  • 1,696 Sq Ft

  4603 Jericho St, White River Junction, VT 05001

  What a wonderful setting for this expanded cape with 3-4 bedrooms, 2 full baths, updated kitchen and lots of good social space. The 2-car detached garage with storage above plus a garden shed means you have plenty of room for all your toys. The expansive wrap around deck AND a lovely screened porch means plenty of time to enjoy the outdoors.

  Nan Carroll Coldwell Banker LIFESTYLES - Hanover

  4603 Jericho St, White River Junction, VT 05001
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  /37

  $589,000

  • 3 Beds
  • 1.5 Baths
  • 888 Sq Ft

  19 Strawberry Ln, Ludlow, VT 05149

  OPEN HOUSE RESCHEDULED TO 10/25 11-1. Wow! Been waiting for an eye-catcher with a mountain view? Presenting something unique, efficient, classy and sleek to check your boxes. Set out in the lakes region close to Summer fun and a quick drive to the Okemo is this new custom-built container home waiting for some lucky peeps to chill on the deck, glisten in the sauna, refresh in the pool, and

  Tyleen Murray Kelley Real Estate, Inc.

  19 Strawberry Ln, Ludlow, VT 05149
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  /60

  $1,390,000

  • 3 Beds
  • 3 Baths
  • 1,836 Sq Ft

  140 Lodge Rd Unit 11, Ludlow, VT 05149

  Sugar Maple 11 is a stunning 3-bedroom, 3-bath townhouse that perfectly blends contemporary design with the natural beauty of its mountain setting. This spacious unit offers over 1,800 square feet of living space, thoughtfully designed with sleek finishes and cutting-edge technology. The open concept living area is filled with natural light and framed by breathtaking easterly mountain views

  Debra Staniscia Four Seasons Sotheby's Int'l Realty

  140 Lodge Rd Unit 11, Ludlow, VT 05149
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  /60

  $2,950,000

  • 5 Beds
  • 6.5 Baths
  • 8,056 Sq Ft

  240 Piper Hill Rd, Weston, VT 05161

  This spectacular Vermont estate, completely refurbished and magnificently landscaped, is available for the first time in 20 years. Surrounded by conserved forest on its own 10 rolling acres with a swimming pond, 2 bedroom guest house, and mountain views, it is just minutes from the vibrant and picturesque village of Weston and a short drive to Stratton, Bromley, Magic and Okemo ski resorts. The

  Steve Stettler Four Seasons Sotheby's Int'l Realty

  240 Piper Hill Rd, Weston, VT 05161
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  /33

  $315,000

  • 2 Beds
  • 2.5 Baths
  • 1,344 Sq Ft

  1191 Baker Turn Unit 3C, Quechee, VT 05059

  Discover this inviting condo in a fantastic location near the top of the ski hill. Nestled in a quiet setting, the home features fresh paint in the living room and kitchen, along with a brand-new stove, refrigerator, microwave, washer, and dryer for modern convenience. Three windows are scheduled for replacement in 2025, Association replaced roofing and siding, and new decks giving you peace of

  Jill Harlow Coldwell Banker LIFESTYLES - Hanover

  1191 Baker Turn Unit 3C, Quechee, VT 05059
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  /11

  $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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  /57

  $2,499,000

  • 5 Beds
  • 5 Baths
  • 5,305 Sq Ft

  46 Partridge Rd, Ludlow, VT 05149

  Grand Living on South Hill. Warm and inviting throughout, this new construction home offers all that you need: privacy (on 5 acres), views, outdoor recreation, open floor plan and so much more. Pull into the attached roomy garage to the mud/laundry room. As you enter the custom kitchen with lots of counter space, Viking appliances and center island, you feel the warmth of the home immediately.

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

  46 Partridge Rd, Ludlow, VT 05149
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  /60

  $200,000

  • 4 Beds
  • 1.5 Baths
  • 1,482 Sq Ft

  9 Fairview St, Springfield, VT 05156

  Bring your hammer and nails—this 4-bedroom, 2 bath Colonial is ready for its next chapter! Offering over 2,500 square feet of living space, this home combines classic character with plenty of potential.Tucked away at the end of the street, the home offers added privacy while still being close to town amenities. Inside, you’ll find spacious rooms filled with natural light, beautiful

  Samantha Catterall KW Coastal and Lakes & Mountains Realty/Hanover

  9 Fairview St, Springfield, VT 05156
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  /25

  $285,000

  • 3 Beds
  • 2.5 Baths
  • 2,112 Sq Ft

  108 Mountains Edge Rd Unit 305, Brownsville, VT 05037

  Discover easy mountain living in this 3-bedroom condo at Mountains Edge. Designed with comfort and convenience in mind, the inviting open floor plan blends the kitchen, dining, and living areas, where a cozy fireplace creates a warm centerpiece for gatherings. The kitchen is finished with granite countertops, offering both style and durability. A spacious family room provides additional space for

  Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

  108 Mountains Edge Rd Unit 305, Brownsville, VT 05037
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  /45

  $439,000

  • 4 Beds
  • 2 Baths
  • 1,617 Sq Ft

  5798 W Woodstock Rd, Woodstock, VT 05091

  Charming 4 bedroom farmhouse with attached barn/garage with lots of overhead storage is located across the road from the scenic Ottauquechee River. Minutes from Woodstock Village Green with all of its amenities and a short distance from Killington with its world renown Ski Resort. Year round activities abound ! The house has a sunny eat in kitchen, spacious dining room and a living room

  Carol Wood Williamson Group Sothebys Intl. Realty

  5798 W Woodstock Rd, Woodstock, VT 05091
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  /58

  $390,000

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft

  525 Morgan Rd, Hartford, VT 05001

  Tucked among the trees, this Quechee Lakes contemporary 2plus bedroom, 2 bath home offers both modern efficiency and natural tranquility. The light-filled interior features soaring ceilings, new flooring, and a versatile loft—ideal for a home office, studio, or guest space. Recent upgrades include solar panels, mini-splits and a brand-new roof, making this home as sustainable as it is stylish.

  Gabbie Black Coldwell Banker LIFESTYLES - Hanover

  525 Morgan Rd, Hartford, VT 05001
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  /42

  $5,500,000

  • 4 Beds
  • 2 Baths
  • 3,150 Sq Ft

  85 Pallottas Hill Rd, Ludlow, VT 05149

  Your Vermont Mountain Retreat Awaits Discover 127 acres of pure Vermont beauty at the foot of Okemo Mountain, just 2 minutes from downtown Ludlow. This rare property offers expansive meadows, forested trails, and panoramic views of Okemo, Mount Ascutney and beyond. Enjoy direct access to cross country skiing, hiking, snowshoeing, the VAST trail system, and year-round outdoor adventure. The

  Frank Provance Diamond Realty

  85 Pallottas Hill Rd, Ludlow, VT 05149
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  /48

  $165,000

  • 3 Beds
  • 1 Bath
  • 1,704 Sq Ft

  3 Chester Rd, Springfield, VT 05156

  Ready for new owners! This 3 bedroom, 1 bath home on .18 acres in Springfield, VT has a kitchen, living room, dining room, and bonus room on the first floor plus 3 bedrooms and a full bathroom on the second floor. There is a walk up attic with lots of room for storage. The house has had a fresh new paint job and the state just completed the culvert project in the backyard. The house was built in

  Amy Hill EXP Realty

  3 Chester Rd, Springfield, VT 05156
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  /22

  $239,000

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  75 Whitney Rd, Springfield, VT 05156

  This well-maintained home is located in a quiet, private, country setting. Recent updates include fresh interior paint, new carpeting throughout, and a brand new hot water tank. The open-concept living area offers a functional layout that’s great for everyday living. An oversized first-floor laundry room adds flexibility and could also be used for storage, or other needs. The home offers a

  Thaddeus Abare Barrett and Valley Associates Inc.

  75 Whitney Rd, Springfield, VT 05156
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  /33

  $225,000

  • 2 Beds
  • 1.5 Baths
  • 1,063 Sq Ft

  253 Old Quechee Rd Unit 6D, Hartford, VT 05001

  Open House Sunday 10/28, 11:00 am to 1:00. Welcome to Mill Run at Quechee Lakes, a premier resort community in the heart of Vermont’s Upper Valley. This inviting four-room, two-bedroom, two-bathroom condo combines comfort and convenience with a touch of Vermont charm. The spacious living and dining area is enhanced by vaulted ceilings and a skylight that fills the space with natural light. A

  Sandy Reavill Real Broker LLC

  253 Old Quechee Rd Unit 6D, Hartford, VT 05001
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  /29

  $530,000

  • 3 Beds
  • 2.5 Baths
  • 4,020 Sq Ft

  28 Fairview Terrace, Royalton, VT 05068

  This 3-bedroom, 2.5-bath home is full of potential, with the option to create an auxiliary dwelling for added flexibility. The current owner saw the promise in this gem and has already invested in the important updates: fresh exterior paint, a brand-new septic system, a new roof, upgraded electrical, and other quality improvements. With much of the essential work complete, the next owner has the

  Wendie Wright Coldwell Banker LIFESTYLES - Hanover

  28 Fairview Terrace, Royalton, VT 05068
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  /40

  $429,000

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft

  107 Blueberry Ledge Ridge Unit 45, Plymouth, VT 05056

  Perched at 1,600 feet elevation between Okemo and Killington, this beautifully furnished 3-bedroom, 2-bath condo at Hawk Resort offers the perfect mountain escape--complete with everything you need to move right in.Step into an open-concept living and dining area that flows onto a private deck through glass sliders--perfect for enjoying the sunsets. The living room features soaring cathedral

  Debra Staniscia Four Seasons Sotheby's Int'l Realty

  107 Blueberry Ledge Ridge Unit 45, Plymouth, VT 05056
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  /27

  $389,000

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft

  447 Elm St, Chester, VT 05143

  Welcome to your dream home – This meticulously maintained New England-style gem is bursting with charm and modern convenience. Picture yourself whipping up meals in a kitchen with custom Hugh Pennell solid wood cabinets, upgraded appliances and solid countertops. Be wowed by the beautiful hardwood floors that add warmth and character to every room.Bask in the great natural light that fills

  Lisa Kelley Cummings & Co

  447 Elm St, Chester, VT 05143
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  /4

  $410,000

  • 2,381 Sq Ft

  3 Olney Rd, North Springfield, VT 05150

  INVESTORS TAKE NOTICE! THIS FOUR - 1BR's APARTMENT BUILDING AT 3 OLNEY STREET AND A THREE - 2 BR's APARTMENT BUILDING AT 454 GIDDINGS STREET BEING SOLD AS A PACKAGE FOR $410,000.00.SEE MLS # 5060987 FOR 454 GIDDINGS STREET INFO.

  Don Chabot Town and Country Realty

  3 Olney Rd, North Springfield, VT 05150
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  /10

  $1,199,000

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft

  289 Taft Family Rd Unit 7118, Hartford, VT 05059

  New Construction in Quechee Lakes! Introducing Mountain Stream at Quechee Lakes where modern architecture meets the natural beauty of Vermont’s premier four-season resort community. With more than 200 homesites and five distinct home styles, Mountain Stream offers thoughtfully designed residences that blend contemporary comfort with timeless surroundings. Each home features open-concept layouts,

  Richard Higgerson Higgerson & Company

  289 Taft Family Rd Unit 7118, Hartford, VT 05059
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  /12

  $1,495,000

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

  4070 Tichnor Rd Unit 4070, Hartford, VT 05001

  New Construction in Quechee Lakes! Introducing Mountain Stream at Quechee Lakes where modern architecture meets the natural beauty of Vermont’s premier four-season resort community. With more than 200 homesites and five distinct home styles, Mountain Stream offers thoughtfully designed residences that blend contemporary comfort with timeless surroundings. Each home features open-concept layouts,

  Richard Higgerson Higgerson & Company

  4070 Tichnor Rd Unit 4070, Hartford, VT 05001
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  /10

  $1,625,000

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

  7074 Robert Frost Ln Unit 7074, Hartford, VT 05001

  New Construction in Quechee Lakes! Introducing Mountain Stream at Quechee Lakes where modern architecture meets the natural beauty of Vermont’s premier four-season resort community. With more than 200 homesites and five distinct home styles, Mountain Stream offers thoughtfully designed residences that blend contemporary comfort with timeless surroundings. Each home features open-concept layouts,

  Richard Higgerson Higgerson & Company

  7074 Robert Frost Ln Unit 7074, Hartford, VT 05001
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  /33

  $1,900,000

  • 2 Beds
  • 2.5 Baths
  • 2,944 Sq Ft

  2394 Fletcher Hill Rd, Woodstock, VT 05091

  Newly constructed Modern Vermont Farmhouse residence on 14 acres with absolutely amazing river views, 13-foot ceilings, gourmet kitchen, oversized french doors and windows throughout, radiant-heated concrete floors, first rate finishes, appliances and mechanicals located just 6 minutes to the Woodstock village green and 17 minutes to the Killington Skyeship base lodge. The first level is

  John Snyder Snyder Donegan Real Estate Group

  2394 Fletcher Hill Rd, Woodstock, VT 05091
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  /37

  $585,000

  • 4 Beds
  • 4 Baths
  • 3,934 Sq Ft

  46 Runnals Rd, White River Junction, VT 05001

  Step into timeless character and modern comfort in this unique 4-bedroom, 4-bathroom home. A thoughtful 1984 expansion preserved the original home's historic core featuring a rare early American beehive oven and three-hearth fireplace, while adding over 3,200 sq. ft. of spacious living and a 1,000 sq. ft. in-law apartment. There’s room for everyone here. The sun-drenched kitchen and dining area

  Cheryl Herrmann RE/MAX Group One Realtors

  46 Runnals Rd, White River Junction, VT 05001
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  /33

  $595,000

  • 3 Beds
  • 2.5 Baths
  • 1,555 Sq Ft

  35 Mountain Ave, Woodstock, VT 05091

  Prime In-Village location on Mountain Avenue just steps to Faulkner Park, The Mt Tom trail system and Woodstock Rec Center. This classic New England duplex (eastern side) home serves perfectly as a full time residence, or an easy keep as a second home. Through a classic covered porch enter the foyer with gleaming hardwood floors and high ceilings. The spacious living room has a propane stove, and

  Danny Kogut Williamson Group Sothebys Intl. Realty

  35 Mountain Ave, Woodstock, VT 05091
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  /35

  $399,000

  • 3 Beds
  • 2.5 Baths
  • 1,918 Sq Ft

  60 Fletcher Ln, Hartford, VT 05001

  Why go on vacation when you can live the lifestyle every day?Updated Quechee Lakes home is just a quick 7-minute ride to the clubhouse, with year-round resort living right at your doorstep.Step inside to a new kitchen outfitted with Wolf appliances, an updated above code wiring, complemented by tile and wood flooring, and a partially replaced roof for peace of mind. With a newer on-demand

  Gerry Stark RE/MAX Upper Valley

  60 Fletcher Ln, Hartford, VT 05001
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  /58

  $1,499,000

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

  423 Taft Family Rd, Hartford, VT 05001

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

  Marco Day BHHS Verani Upper Valley

  423 Taft Family Rd, Hartford, VT 05001
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  /24

  $1,495,000

  • 7 Beds
  • 6 Baths
  • 5,774 Sq Ft

  310 Pierce Hill Rd, West Windsor, VT 05089

  Unique Two-Home Property with Stunning Mountain Views.Discover this exceptional property featuring two connected homes, seamlessly blending contemporary design with functionality. Originally built in 1975 and expanded in 2000, this unique residence offers a total of 7 bedrooms, perfect for multi-generational living or as a rental opportunity.The newer side of the home showcases beautiful

  Gary Coger Four Seasons Sotheby's Int'l Realty

  310 Pierce Hill Rd, West Windsor, VT 05089
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  /21

  $249,000

  • 3 Beds
  • 1 Bath
  • 1,140 Sq Ft

  226 N Main St, Bethel, VT 05032

  This 3-bedroom, 1-bathroom home sits on a manageable .10-acre lot and offers the charm of a classic craftsman style. With upgraded electrical and a new water heater, the home is move-in ready while still leaving room for your finishing touches. It needs a little TLC, but the major systems are already in place. Conveniently located close to shopping, dining, and everyday amenities, a great

  Evan Russell Real Broker LLC

  226 N Main St, Bethel, VT 05032

Showing Results 41 - 80, Page 2 of 5