Windsor County VT Homes for Sale

• 

  

  

  /31

  $845,000

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

  3755 Quechee Main St Unit 9A, Quechee, VT 05059

  The perfect combination of feeling like a single family home but with the convenience and ease of townhouse living! Enjoy a park like setting with wonderful landscaping and stone walls throughout. Walk, bike or golf cart to the Quechee Club and Lake Pineo. Located adjacent to the 13th fairway of the Highland golf course. On site there is a beautiful in ground pool and two tennis courts for that

  Barbara Ruel Coldwell Banker LIFESTYLES - Quechee

  3755 Quechee Main St Unit 9A, Quechee, VT 05059
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  /20

  $460,000

  • 2 Beds
  • 2 Baths
  • 1,228 Sq Ft

  145 Okemo Trailside Extension Unit 23C, upper, Ludlow, VT 05149

  Walk to the Sachem Trail from this recently remodeled, warm and charming, 2 bedroom, 2 bath, 2 level condominium. Easy maintenance with an open floor plan (kitchen, dining and living room with wood burning fireplace and slider to the deck). Updates include: new kitchen cabinets, granite countertops, wood plank flooring, carpet, and paint. The new bathrooms have large format tiling and frameless

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

  145 Okemo Trailside Extension Unit 23C, upper, Ludlow, VT 05149
• 

  

  

  /13

  $1,525,500 New Construction

  • 4 Beds
  • 4 Baths
  • 2,752 Sq Ft

  5677 Hendee Way Unit 5677, Hartford, VT 05001

  To be built by Mountain Stream at Quechee Lakes, this expanded two-level Jasper model offers 2,752 square feet of contemporary living space with five bedrooms and four bathrooms. The main level features an open-concept living, dining, and kitchen area designed for everyday comfort and entertaining, highlighted by large windows that bring in natural light and connect the interior to the

  Richard Higgerson Higgerson & Company

  5677 Hendee Way Unit 5677, Hartford, VT 05001
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  /36

  $845,000

  • 3 Beds
  • 3.5 Baths
  • 1,840 Sq Ft

  49 Vt Rt 12, Pomfret, VT 05053

  Discover the possibilities with this beautifully crafted three bedroom, three and one half bath home and versatile Post and Beam barn/studio, set between Woodstock and Silver Lake in scenic Barnard. The main residence features an airy great room with vaulted ceilings, warm wood accents, and expansive windows that invite natural light and frame peaceful views. Thoughtful design and quality

  Eric Johnston Four Seasons Sotheby's Int'l Realty

  49 Vt Rt 12, Pomfret, VT 05053
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  /22

  $284,500

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

  1299 Quechee Main St Unit 2E, Hartford, VT 05001

  Great end-unit condominium in Mill Run across from the Ottauquechee River, offering a bright, open floor plan with cathedral ceilings and a wood-burning stove. The first level features an updated, fully applianced kitchen with a breakfast bar and a half bath. A private deck provides outdoor space with seasonal river views. The lower level hosts two generously sized bedrooms, an updated full bath,

  Linda Hicks Quechee Lakes Real Estate Center

  1299 Quechee Main St Unit 2E, Hartford, VT 05001
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  /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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  /54

  $695,000

  • 4 Beds
  • 3.5 Baths
  • 2,828 Sq Ft

  119 Pine Hill Rd, Ludlow, VT 05149

  Nestled in the desirable Okemo Pines community, this 4-bedroom, 3.5-bath home offers the perfect blend of comfort, charm, and convenience, only minutes from Okemo Mountain Resort. Thoughtfully designed for year-round enjoyment, the home features multiple seasonal living areas, including a large deck with Okemo views, a sunroom, and a covered porch with mountain views. The house offers privacy

  Joseph Karl William Raveis Real Estate Vermont Properties

  119 Pine Hill Rd, Ludlow, VT 05149
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  /23

  $369,000

  • 2 Beds
  • 1.5 Baths
  • 835 Sq Ft

  105 Williams Ln Unit 6C, Hartford, VT 05001

  Kingswood Village. Unit 6C is just a short walk to the Quechee Ski Hill—step into your bindings and you’re on the slopes. This three-level condominium offers a thoughtful sense of space, with a vaulted ceiling and a living and dining area that opens to the second floor. Hardwood floors run throughout, grounding the interior with warmth and continuity. Two bedrooms on the lower level provide

  Richard Higgerson Higgerson & Company

  105 Williams Ln Unit 6C, Hartford, VT 05001
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  /45

  $739,000 Open Sun 1PM - 4PM

  • 4 Beds
  • 2.5 Baths
  • 2,663 Sq Ft

  490 W Hill Rd, Ludlow, VT 05149

  From mountain views to après-ski soaks in the hot tub, this home delivers the full Vermont lifestyle with ease. Located on one of Ludlow’s most coveted roads, this custom-built mountain retreat offers the perfect blend of quality, comfort, and convenience. Skip the village traffic and drive straight to the base of Okemo in just minutes! Thoughtfully designed and with so much to love, this

  Frank Provance Diamond Realty

  490 W Hill Rd, Ludlow, VT 05149
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  /51

  $399,800

  • 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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  /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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  /41

  $614,000

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

  530 West Rd, Barnard, VT 05031

  Conveniently located less than a mile from Barnard General Store and Silver Lake, this charming 3 bedroom cape sits on just over 3 acres of land with tiered stone walls and green lawn circling the house. Mature trees surround the yard and there is view potential with minor clearing and thinning. The full length back deck offers private outdoor space including a covered grilling area just steps

  Dan Noble Snyder Donegan Real Estate Group

  530 West Rd, Barnard, VT 05031
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  /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
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  /49

  $715,000

  • 4 Beds
  • 3.5 Baths
  • 2,654 Sq Ft

  760 E Ash Rd, Plymouth, VT 05056

  Spacious Hawk Resort Home with Scenic Views Enjoy the perfect blend of comfort, space, and mountain charm in this inviting Hawk home. Designed for family gatherings and entertaining, the generous open-concept living area features a beautiful fieldstone fireplace and updated greenhouse windows that bring in natural light and picturesque views. The primary suite offers a cozy fireplace, private

  Debra Staniscia Four Seasons Sotheby's Int'l Realty

  760 E Ash Rd, Plymouth, VT 05056
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  /32

  $350,000

  • 1 Bed
  • 1 Bath
  • 858 Sq Ft

  36 Okemo Trailside Extension Unit 6D, Ludlow, VT 05149

  Experience the ease of mountain living in this inviting Trailside condominium on Okemo Mountain Resort—a perfect year-round retreat in the heart of Vermont’s four-season playground. This thoughtfully designed 1-bedroom, 1-bathroom condo offers comfortable and efficient living with warm alpine charm. The main level features a full kitchen that opens seamlessly to the living room, where a classic

  Kevin Barnes William Raveis Real Estate Vermont Properties

  36 Okemo Trailside Extension Unit 6D, Ludlow, VT 05149
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  /37

  $399,000

  • 4 Beds
  • 3 Baths
  • 1,920 Sq Ft

  1226 E Ash Rd Unit L-34, Plymouth, VT 05056

  PRICE IMPROVEMENT - Come take a look at these amazing views! Time to get the Fireplace crackling at this Mountain Retreat in Plymouth now that ski season is in full swing. This spacious four-bedroom, three-bathroom condo is nestled in the scenic hills of Plymouth, perfectly located between Killington and Okemo for easy access to world-class skiing, snowboarding and year-round mountain and lake

  Katie McFadden RE/MAX North Professionals

  1226 E Ash Rd Unit L-34, Plymouth, VT 05056
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  /46

  $699,000

  • 4 Beds
  • 3.5 Baths
  • 2,998 Sq Ft

  38 Ozzy Ln, White River Junction, VT 05001

  Welcome home! This energy efficient four bedroom, four bath home was completed in 2019. Perfectly located in the heart of the Upper Valley, only 10 minutes to downtown Hanover and 15 minutes to DHMC. This bright and sunny home is set on a quiet neighborhood street with beautiful mountain views. The thoughtfully designed layout balances everyday living with private retreat spaces.The open

  Mark Roden KW Coastal and Lakes & Mountains Realty/Hanover

  38 Ozzy Ln, White River Junction, VT 05001
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  /18

  $299,900

  • 2 Beds
  • 1.5 Baths
  • 1,496 Sq Ft

  105 Williams Ln Unit C, Quechee, VT 05059

  Adorable and well maintained 2 bedroom with loft and 1.5 bathroom condo located on top of the Quechee Ski Hill. Very short walk to the ski trail from your front door. The condo is fully furnished and "turn key". The owners only plan to take some small personal belongings and some artwork. Recent improvements include new gas fireplace, new stackable washer/dryer, new hot water heater and new bed

  Shane Vahey New England Real Estate Advisors, LLC

  105 Williams Ln Unit C, Quechee, VT 05059
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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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  /42

  $725,000

  • 3 Beds
  • 1.5 Baths
  • 1,938 Sq Ft

  4205 Vermont 131, Weathersfield, VT 05151

  Step into timeless New England charm with this historic circa-1760s expanded Cape, offering a wonderful blend of early craftsmanship, character, and modern-day livability. The home showcases classic timber frame construction with hand hewn beams, beautiful wide plank floors, and preserved period details that create warmth and authenticity throughout every room. With three bedrooms and two full

  Thaddeus Abare Barrett and Valley Associates Inc.

  4205 Vermont 131, Weathersfield, VT 05151
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  /12

  $245,000

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  891 Vermont Route 100, Weston, VT 05161

  Charming and efficient, this 2-bedroom, 1-bath home offers a cozy retreat in the heart of Weston, Vermont. Designed for single-level living and low maintenance, the layout makes the most of its space. The main living area features an open flow between the living room and eat-in kitchen, leading to a deck that is perfect for morning coffee or outdoor grilling. Two bedrooms and a full bath complete

  Andie Fusco Four Seasons Sotheby's Int'l Realty

  891 Vermont Route 100, Weston, VT 05161
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  /17

  $53,000

  • Land
  • 1.5 Acres
  • $35,333 per Acre

  2-66 Goshawk Dr, Plymouth, VT 05056

  Dreaming of building your own Vermont-style home but hoping to find an affordable parcel? This lot at Hawk Resort is the perfect opportunity. With power and other utilities already on site and the ability to connect to the community septic system, you’ll be well on your way to breaking ground on your dream home. Tucked among the trees in a peaceful natural setting, this property offers privacy

  Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

  2-66 Goshawk Dr, Plymouth, VT 05056
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  /25

  $115,000

  • Land
  • 10 Acres
  • $11,500 per Acre

  S-1C Great Roaring Brook Rd, Plymouth, VT 05056

  Ten-acre wooded parcel with potential views located near the top of Great Roaring Brook Rd. The topography is rolling too steep with multiple buildings sites, rock crop outs, and streams throughout. A wonderful opportunity to design and build your Vermont dream home. Located between Ludlow and Woodstock with equal distance to Killington and Okemo Ski areas. Close to Lake Rescue and Echo Lake for

  Terry Davis Williamson Group Sothebys Intl. Realty

  S-1C Great Roaring Brook Rd, Plymouth, VT 05056
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  /36

  $95,000

  • 2 Beds
  • 2 Baths
  • 1,025 Sq Ft

  224 QIV Jackson Gore Inn Unit 224 QIV, Ludlow, VT 05149

  Experience Vermont's Premier Mountain Living Without Full Ownership Costs. Step directly onto Okemo's slopes from your slopeside retreat at Jackson Gore. This condo-tel quarter-share gives you deeded ownership of 13 weeks annually (25% of the year)—at a fraction of the cost of whole ownership. You own one of four deeded interests in this unit. You receive every fourth week on a rotating schedule,

  Rachael Rogala Lange & Lange

  224 QIV Jackson Gore Inn Unit 224 QIV, Ludlow, VT 05149
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  /3

  $199,000

  • Land
  • 29 Acres
  • $6,862 per Acre

  00 Vermont 12, Barnard, VT 05031

  A beautiful and private 29 acre building lot on a mountainside in an area of Barnard populated by estate properties. A road to the potential building site is in and soil testing for septic will be completed as soon as snow clears. Views of the valley and local mountains currently cleared and can be expanded with additional clearing. The location is a short drive to Woodstock, a shorter drive to

  Stan Butler Four Seasons Sotheby's Int'l Realty

  00 Vermont 12, Barnard, VT 05031
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  /42

  $79,000

  • 1 Bed
  • 2 Baths
  • 775 Sq Ft

  211/213 Qtr I Jackson Gore Inn, Ludlow, VT 05149

  Welcome to effortless mountain living in this spacious 1-bedroom, 2-bathroom unit at the premier Jackson Gore Inn at Okemo Mountain Resort. Boasting slope views, a lockout design, and room to comfortably sleep up to 8 guests, this is the perfect blend of personal getaway with rental opportunities.The well-designed floor plan features a full kitchen, dining area, and cozy living room with a gas

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

  211/213 Qtr I Jackson Gore Inn, Ludlow, VT 05149
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  /3

  $175,000

  • Land
  • 12.51 Acres
  • $13,989 per Acre

  377 Coach Rd, Chester, VT 05143

  Minutes to the Village Green, yet peaceful and private, this rare parcel offers the perfect balance of convenience and Vermont tranquility. The property features beautiful long-range views and a small pond with potential for expansion, creating a picturesque setting for your future home.Located in an area identified for development, it offers both a wonderful building site and long-term

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

  377 Coach Rd, Chester, VT 05143
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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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  /47

  $8,000,000

  • 3 Beds
  • 3.5 Baths
  • 5,384 Sq Ft

  115 Eastman Rd, Woodstock, VT 05091

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

  Keri Cole Williamson Group Sothebys Intl. Realty

  115 Eastman Rd, Woodstock, VT 05091
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  /31

  $299,000

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft

  29 Markham Ln, Weston, VT 05161

  This delightful 2-bedroom, 1-bath cottage located in the heart of the picturesque village of Weston is waiting for a new owner that is looking for a sweet little Vermont retreat. Built in 1947, this home offers timeless character with cozy living spaces and classic Vermont charm. Perfectly situated within walking distance to the Weston Playhouse, the iconic Vermont Country Store, and locally

  Catherine Cairns Maple Leaf Realty

  29 Markham Ln, Weston, VT 05161
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  /37

  $55,000

  • 1 Bath
  • 390 Sq Ft

  212 QIII Jackson Gore Inn Unit 212 QIII, Ludlow, VT 05149

  Jackson Gore Inn at Okemo Mountain Resort. Quarter Share Ownership, Unit 212 Quarter III is a true four-season destination offering a rare combination of slope-side convenience, year-round recreation, and resort-style amenities. With quarter-share ownership, you can enjoy the benefits of mountain living without the full-time commitment. This studio condominium is located in the Jackson Gore Inn

  Kevin Barnes William Raveis Real Estate Vermont Properties

  212 QIII Jackson Gore Inn Unit 212 QIII, Ludlow, VT 05149
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  /20

  $169,000

  • Land
  • 0.52 Acre
  • $325,000 per Acre

  71 S Windsor St, Royalton, VT 05068

  Centrally located, in the picturesque village of South Royalton, is a building lot with multifaceted potential! The desirable attributes of both the ability for connection to the municipal sewer and connection to the municipal water system could present the opportunity for multi-unit residential construction! An extensive level lawn area makes visualizing prospective building sites a simple

  John Wetmore Wetmore Real Estate

  71 S Windsor St, Royalton, VT 05068
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  /39

  $415,000

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

  5 Brownsville Rd, Hartland, VT 05048

  Formerly Hartland Schoolhouse #11, this charming antique brick colonial in a village location, is just a 6 minute drive from an I-91 entrance/exit. Beautiful natural light in the 3 bedrooms, 2 baths. Indian shutters, lovely old wood floors and moldings and a surprisingly open floor plan. A very easy commute to Dartmouth College or Dartmouth Health.

  Jane Darrach Martha E. Diebold/Hanover

  5 Brownsville Rd, Hartland, VT 05048
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  /12

  $79,000

  • Land
  • 2.53 Acres
  • $31,225 per Acre

  Lot #4 Meadow Rd, Ludlow, VT 05149

  Private 2.53+/- acre state approved building lot located at the end of a dead-end, private road. Positioned at the south end of Ludlow off East Hill Road, this lot offers easy access to town amenities and the Okemo Ski Area. Possible views of Okemo with clearing.

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

  Lot #4 Meadow Rd, Ludlow, VT 05149
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  /6

  $195,000

  • Land
  • 1 Acre
  • $195,000 per Acre

  Lot 48 Partridge Rd, Ludlow, VT 05149

  1.01+/- acres. Lot 48. Ready to build. Prestigious neighborhood, some lots with views of Okemo Slopes with clearing. Very convenient to the village and Okemo Mountain Resort. This property is owned by a Vermont licensed real estate agent.

  Boris Lavanovich Mary W. Davis Realtor & Assoc., Inc.

  Lot 48 Partridge Rd, Ludlow, VT 05149
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  /41

  $1,576,000

  • 9,455 Sq Ft

  14 Summarsell Dr Unit 16, Hartland, VT 05048

  This charming converted farmstead features two primary buildings on one parcel, combining classic Vermont character with solid investment returns. The property offers a diverse mix of one-, two-, and four-bedroom apartments, plus one commercial unit currently leased to a local bath and body company. Additional income comes from a three-bay garage, a shed, and a storage container — all fully

  Loren Wehmeyer Tesla Realty Group, LLC

  14 Summarsell Dr Unit 16, Hartland, VT 05048
• 

  

  /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
• 

  

  /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
• 

  

  /34

  $65,000

  • 1 Bed
  • 2 Baths
  • 737 Sq Ft

  262 Qtr I V Jackson Gore Inn, Ludlow, VT 05149

  Jackson Gore Inn Unit 262 Quarter IV: Handicapped accessible one-bedroom residence at the heart of the renowned Jackson Gore Inn. This spacious unit comfortably sleeps six and is ideally located near the owners’ lounge and elevator for quick, convenient access to the lobby, front desk, and the popular Coleman Brook Tavern. Enjoy the comfort of slopeside living with easy access to dining, resort

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

  262 Qtr I V Jackson Gore Inn, Ludlow, VT 05149
• 

  

  /16

  $96,232 New Construction

  • 2 Beds
  • 2 Baths
  • 777 Sq Ft

  517 Back Mountain Rd, Windsor, VT 05089

  Welcome to 517 Back Mountain Rd., Windsor, VT, where modern comfort meets affordability in Mount Ascutney MHP! This brand-new Redman 25206-58 model manufactured home offers 2 bedrooms, 2 bathrooms, and 777 sq. ft. (13'4"x58) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features

  Kate Barry EXP Realty

  517 Back Mountain Rd, Windsor, VT 05089

Showing Results 41 - 80, Page 2 of 10