Windsor County VT Homes for Sale with View

/41
$180,000
- 3 Beds
- 3 Baths
- 1,854 Sq Ft
705/707 Qtr I V Adams House, Ludlow, VT 05149

Adams 705/707 Quarter IV: Quarter ownership. This top floor, 3 bedroom unit is in a wonderful location with magical mountain views up the Jackson Gore Peak! This is a lockout condominium with two bedrooms on one side and one bedroom on the lockout side with incredible ski access. The large Primary Bedroom boasts a King sized Bed, a fireplace and beautiful en-suite bathroom. The second

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

705/707 Qtr I V Adams House, Ludlow, VT 05149
/41
$7,300,000
- 8 Beds
- 7.5 Baths
- 10,062 Sq Ft
3800 Weston-Andover Rd, Andover, VT 05143

Escape to Moosewalk Lane. A magnificent 10,062 SF family compound. Custom built, it comes fully furnished and equipped, featuring 7BR, 8BA, a separate 1BR guesthouse and office, a furnished and heated writers cabin overlooking the Connecticut River Valley, and an equipment barn, all situated on 384 acres of pristine hardwood forest, accessed by an 1800’ paved driveway. Anchored by miles of

Steve Stettler Four Seasons Sotheby's Int'l Realty

3800 Weston-Andover Rd, Andover, VT 05143
/31
$300,000
- 2 Beds
- 1.5 Baths
- 1,070 Sq Ft
27 Lawrence Hill Rd Unit 5, Weston, VT 05161

Tuttle Barn Unit 5 enjoys one of Weston's best views overlooking the West River waterfalls and historic Mill with lovely meadows and mountains beyond! The handsome c. 1907 barn was converted to condos in 1983 and, with just five units “the barn” offers the best of in-town living with a small footprint and low-to-no maintenance demands. This charming unit offers two bedrooms (plus a loft) and

Claudia Harris Mary Mitchell Miller Real Estate

27 Lawrence Hill Rd Unit 5, Weston, VT 05161
/31
$300,000
- 2 Beds
- 1.5 Baths
- 1,070 Sq Ft
27 Lawrence Hill Rd Unit 5, Weston, VT 05161

Tuttle Barn Unit 5 enjoys one of Weston's best views overlooking the West River waterfalls and historic Mill with lovely meadows and mountains beyond! The handsome c. 1907 barn was converted to condos in 1983 and, with just five units “the barn” offers the best of in-town living with a small footprint and low-to-no maintenance demands. This charming unit offers two bedrooms (plus a loft) and

Claudia Harris Mary Mitchell Miller Real Estate

27 Lawrence Hill Rd Unit 5, Weston, VT 05161
/51
$760,000
- 2 Beds
- 2.5 Baths
- 1,300 Sq Ft
1324 Plains Road Fork;, Weathersfield, VT 05151

Discover this stunning newly constructed home that seamlessly blends modern comforts with timeless antique and rustic charm. Nestled on 11 private acres along a tranquil country road, this residence features reclaimed barn board floors and exposed beams, creating a warm, inviting atmosphere. Step into the heart of the home, where a modern country kitchen awaits, complete with luxurious soapstone

Gary Coger Four Seasons Sotheby's Int'l Realty

1324 Plains Road Fork;, Weathersfield, VT 05151
/39
$659,000
- 3 Beds
- 2.5 Baths
- 1,958 Sq Ft
5851 South Rd, Woodstock, VT 05071

This charming home is an amazing opportunity to own a piece of history in the lovely village of South Woodstock , Vermont. Starting its life as the garage and home of Clyde Wood it has evolved over time with the present owners into a beautiful , meticulous residence. Much attention to detail can be found in every room from wide pine flooring to cathedral ceiling in the great room. The home is

Carol Wood Williamson Group Sothebys Intl. Realty

5851 South Rd, Woodstock, VT 05071
/38
$419,000
- 3 Beds
- 2 Baths
- 1,428 Sq Ft
107 Blueberry Ledge Ridge Unit 45, Plymouth, VT 05056

Ready to move in 3BDR + 1 bonus room 14x11 possible 4th BDR, all elegant furnished, everything included(furniture + all housing equipment), private cull-de-sac on top of Hawk Mountain Resort In between Okemo and Killington, with amaizing views of the sunset through the woods and mountain from all rooms. 5 star resort finishing May 2026 , no special assessments added for owners, bottom

Ralph Harvey Listwithfreedom.com

107 Blueberry Ledge Ridge Unit 45, Plymouth, VT 05056
/35
$699,000
- 4 Beds
- 2.5 Baths
- 1,842 Sq Ft
133 Okemo Trailside Extension Unit 43D, Ludlow, VT 05149

Welcome to your dream mountain getaway! This 4-bedroom townhouse, nestled on Okemo Mountain, boasts mountain views and offers the perfect blend of comfort and adventure. Enjoy the convenience of a private shuttle service to the Sachem ski trail, ensuring you're never far from the slopes. Recent updates include an energy-efficient furnace, new windows and sliders, and carpeting throughout .With

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

133 Okemo Trailside Extension Unit 43D, Ludlow, VT 05149
/40
$495,000
- 2,280 Sq Ft
1377 Vermont 103, Chester, VT 05143

Chester Vt 1377 VTRT 103. , Multi Family , Many good uses for property. One and two-family residential and professional office, retail store if it were a home occupation or home business. There are 2 separate buildings. One needs to be finished, main building 3 floor could be finished for more living space.

Mike England Michael England Real Estate

1377 Vermont 103, Chester, VT 05143
/38
$2,650,000
- 5 Beds
- 5.5 Baths
- 6,188 Sq Ft
113 N Village Rd Unit 25, Ludlow, VT 05149

This beautiful and very spacious newly constructed home, with energy efficient upgrades, has over 6,000 square feet of living space on three levels. Within walking distance to the slopes, located close to the Base Lodge area, this home has everything a ski home needs. Enter through the carefully crafted front door into one of the two mudrooms, or through the two car garage or by the side mudroom

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

113 N Village Rd Unit 25, Ludlow, VT 05149
/21
$230,000
- Land
- 14 Acres
- $16,476 per Acre
0 Valley View Dr Unit 5009431, Andover, VT 05143

This piece of land offers a unique combination of privacy and expansive long-range views at an elevation of 2000+ feet, making it an ideal location for your dream home in Southern Vermont. Nestled within a serene community of fine homes, this lot is one of the few remaining opportunities to build in this desirable area. The land has a waste water permit and comes with a community leach field

Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

0 Valley View Dr Unit 5009431, Andover, VT 05143
/60
$3,650,000
- 6 Beds
- 4.5 Baths
- 5,657 Sq Ft
400 Ruusunen Rd, Springfield, VT 05156

Wild Trails Farm offers unparalleled privacy, encompassing 436 acres of natural splendor. At the heart of this retreat is a 5,600+ sq ft lodge that is both luxurious and eco-friendly, powered by solar and geothermal. It features 6 spacious bedrooms, 4.5 bathrooms, a gourmet kitchen with dual dining areas, common rooms, and sauna. The 2-car garage is currently utilized as a yoga studio, but could

Debra Staniscia Four Seasons Sotheby's Int'l Realty

400 Ruusunen Rd, Springfield, VT 05156
/41
$800,000
- 3 Beds
- 2.5 Baths
- 1,694 Sq Ft
281 Okemo Trailside Extension Unit 30B, Ludlow, VT 05149

Trailside Village on Okemo, Trailside 30B. Escape to your dream mountain getaway with this stunning 3-bedroom, 2.5-bathroom condo, nestled in the heart of the picturesque mountains. The open-concept living and dining area provides ample room for relaxation and entertainment. Large windows flood the space with natural light, offering breathtaking views. The kitchen offers a large counter space and

Joseph Karl William Raveis Real Estate Vermont Properties

281 Okemo Trailside Extension Unit 30B, Ludlow, VT 05149
/41
$350,000
- 4 Beds
- 1.5 Baths
- 2,640 Sq Ft
15 Gill Terrace, Ludlow, VT 05149

New improved price and bundle option. Who doesn't love a stately home in Ludlow? This one is a classic with many craftsman details throughout. The fireplace is stunning and the summer sleeping porch on the second floor is something from years gone by. There are hardwood floors in almost every room and decorative panels on many walls. With 4 bedrooms, 2 baths, and some bonus rooms, there is plenty

Kevin Barnes William Raveis Real Estate Vermont Properties

15 Gill Terrace, Ludlow, VT 05149
/27
$50,000
- Land
- 0.51 Acre
- $98,039 per Acre
0 Woodpecker Rd Unit 5007526, Plymouth, VT 05056

Discover the endless possibilities with this unique 0.51-acre parcel offering spectacular mountain views and dual access from Round Top Spur Road and Woodpecker Road. Located just 5 miles from Killington's Gondola on Route 100 and within walking distance to the Catamount Cross Country Ski Trail, The Vast Trail, and numerous mountain bike trails, this property is an outdoor enthusiast's dream.

Daniel Pol Killington Pico Realty

0 Woodpecker Rd Unit 5007526, Plymouth, VT 05056
/36
$995,000
- 4 Beds
- 1 Bath
- 2,330 Sq Ft
61 Putnam Rd, Bridgewater Corners, VT 05035

Enjoy a peaceful, park-like setting in the Broad Brook valley at one of Bridgewater’s most iconic farmhouses. Both floors of the home feature large rooms, high ceilings, and beautiful wide-board flooring. The main floor has a large eat-in kitchen with connected butler’s pantry/ mudroom, spacious formal dining room with views, living room, parlor, and a bedroom with a bath just outside the door.

Geoff Eckler Real Broker LLC

61 Putnam Rd, Bridgewater Corners, VT 05035
/10
$289,900
- Land
- 34 Acres
- $8,654 per Acre
00 Vermont Route 100, Weston, VT 05161

Weston Opportunity Bordering Okemo State Forest - 33.5 Acres of Vermont is waiting for your cabin...or perhaps you have a tiny house design in mind or more? The current owners are willing to share their vision for this beautiful lot and are offering it for sale. They have begun research with an engineer. This parcel has over 2,000 feet of stream frontage on a branch of the West River. The

Tyleen Murray Kelley Real Estate, Inc.

00 Vermont Route 100, Weston, VT 05161
/40
$889,000
- 5 Beds
- 3.5 Baths
- 3,807 Sq Ft
527 Neal Rd, White River Junction, VT 05001

PRICE REDUCED!! VERY MOTIVATED SELLER!! Wonderful cape style home with 5 bedrooms and 3.5 bathrooms, situated on a private 23 acre parcel. Upon entering the first floor you are met by a cozy family room with built-in cabinets to hold books & games, and is completed with a wood burning stove. The kitchen features an abundance of cabinetry, hardwood floors, a bow window with seating, island sink,

Alex DeFelice The Clerkin Agency, P.C.

527 Neal Rd, White River Junction, VT 05001
/39
$925,000
- 3 Beds
- 5 Baths
- 4,532 Sq Ft
151 Smokerise, Ludlow, VT 05149

Entertain in Style in this VERY spacious home on 3.52 acres of paradise. Make memories and invite all of your friends and family to this tasteful home with room for everyone and more. Large living room, with wood burning stone fireplace, lovely views and a slider to the wrap around expanded deck. Inviting custom country kitchen with island and granite countertops along with 2 bedrooms and a full

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

151 Smokerise, Ludlow, VT 05149
/15
$99,900
- Land
- 1.87 Acres
- $53,422 per Acre
Lot 1-25 Madison Brook Ln, Stockbridge, VT 05772

Build your dream home and enjoy amazing views and spectacular sunsets on this elevated building lot in the desirable Highwood community. This cleared home site with roughed-in driveway and sewer rights in the Our World/Highwood community sewer system is approved for a three-bedroom residence. Architectural review and protective covenants ensure that the quality of life in this small community is

Kyle Kershner Killington Pico Realty

Lot 1-25 Madison Brook Ln, Stockbridge, VT 05772
/12
$39,000
- Land
- 1.58 Acres
- $24,684 per Acre
Lot 1-26 Madison Brook Ln Unit Lot 1-26, Stockbridge, VT 05772

Attractive building lot in the desirable Highwood community. This lot offers potential long range views and includes sewer rights in the Our World/Highwood community sewer system, sufficient for a three-bedroom residence. Architectural review and protective covenants ensure that the quality of life in this small community is always preserved. Adjacent to the Green Mountain Trail network for

Kyle Kershner Killington Pico Realty

Lot 1-26 Madison Brook Ln Unit Lot 1-26, Stockbridge, VT 05772
/28
$239,000
- 3 Beds
- 1,984 Sq Ft
18 Oak Chapel Rd, Bridgewater, VT 05035

Discover the potential of this unique fixer-upper property nestled on 0.64 acres, featuring not one, but two distinct buildings awaiting your vision. Step into the main 3-bedroom white house, a fixer-upper's dream filled with endless possibilities. The front porch offers a seasonal retreat with stunning Vermont mountain views - envision it transformed into a year-round haven with a few updates.

Chelsea Bevis KW Vermont Woodstock

18 Oak Chapel Rd, Bridgewater, VT 05035
/40
$3,500,000
- 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
/12
$125,000
- Land
- 10 Acres
- $12,614 per Acre
0 Remington Rd Unit 25 5001940, Chester, VT 05143

Just minutes from the Chester Green. The largest available lot in the subdivision with end of the road privacy. This almost 10 acre parcel will afford long distance mountain views with clearing. Underground power is at the lot and the permitted septic is an inground system. All of the heavy lifting is done. Bring your plans and your builder or have the seller build your dream home! PLEASE

Frank Provance Diamond Realty

0 Remington Rd Unit 25 5001940, Chester, VT 05143
/41
$275,000
- 3 Beds
- 2 Baths
- 1,232 Sq Ft
81 Trombley Rd, Andover, VT 05143

This beautiful privately located 3 bedroom, 2 bathroom manufactured home is move in ready and just waiting for your finishing touches! It has a wonderful level yard with plenty of space for gardens, room to play, or put in a camp fire to sit around on a lovely Vermont evening. There is an additional gravel pad in place that you could put a tiny home as a rental opportunity or a guest house when

Erin Kendall EXP Realty

81 Trombley Rd, Andover, VT 05143
/39
$895,000
- 2 Beds
- 3.5 Baths
- 1,840 Sq Ft
49 Vt Rt 12, Pomfret, VT 05053

This charming streamside home is in a picturesque country setting. As you step inside, you're greeted by an open great room, creating a warm and inviting atmosphere for both relaxation or entertaining, featuring large windows that offer breathtaking views. The home boasts spacious bedrooms, ensuring comfort and privacy for everyone. The screened porch offers a tranquil space to enjoy the serenity

Eric Johnston Four Seasons Sotheby's Int'l Realty

49 Vt Rt 12, Pomfret, VT 05053
/19
$275,000
- Land
- 5.00 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
/24
$95,000
- Land
- 10 Acres
- $9,135 per Acre
0 Snell Rd, Chester, VT 05143

This rolling, wooded 10.4+/- acre surveyed parcel in Chester offers 244 feet of road frontage and gently rolling land with a mix of hardwoods and pine. A lovely stream meanders through the property which is also dotted with interesting large boulders and old stone walls. If you are looking for privacy, there is potential for a secluded home site set back from the road. Utility pole is at the road

Geralyn Donohue Engel & Völkers Okemo

0 Snell Rd, Chester, VT 05143
/13
$1,483,000
- Land
- 103 Acres
- $14,384 per Acre
1503 Rush Meadow Rd, West Windsor, VT 05089

An extremely rare opportunity to become the steward of one of the areas last remaining intact farmsteads. The 103 acres has traditionally served as a highly productive self sustaining property. Its roughly 37 acres of well drained, rich soiled hayfields lend themselves with their southern exposure to a multitude of agricultural pursuits. While the remaining 66 acres is a well managed mixed

Wade Treadway Wade I Treadway Real Estate

1503 Rush Meadow Rd, West Windsor, VT 05089
/24
$1,483,000
- 3 Beds
- 2 Baths
- 1,360 Sq Ft
1503 Rush Meadow Rd, West Windsor, VT 05089

Rush Meadow Road is renowned for its equestrian properties and intact farmsteads. This 103 acre farmstead is one of the last multi generational farmsteads that have remained in continual ownership for over a century. Operated as a successful dairy farm for many years, the fields and woodlands have been continually maintained to a high standard. Great hay production, excellent sugarbush and

Wade Treadway Wade I Treadway Real Estate

1503 Rush Meadow Rd, West Windsor, VT 05089
/27
$589,000
- 4 Beds
- 3.5 Baths
- 2,356 Sq Ft
559 Davidson Hill Rd, Chester, VT 05143

Luxurious contemporary home in a naturalized setting. Beautiful mountain views from family room and expansive deck. This home is a unique blend of country charm and modern convenience. Everyone will gather round the large center island in this amazing kitchen designed for cooking and entertaining. Open concept floor plan flows from kitchen to dining area and into the family room where you can

Julie Buffum Buffum Realty

559 Davidson Hill Rd, Chester, VT 05143
/29
$449,000
- 3 Beds
- 2 Baths
- 1,680 Sq Ft
2225 Connecticut River Rd, Springfield, VT 05156

Discover the unparalleled luxury of living along the scenic Connecticut River with this wonderfully renovated 3-bedroom, 2-bath home. Positioned above a picturesque bend in the river, enjoy breathtaking views both upstream and downstream from this prime waterfront location.The open-concept kitchen and living area, complete with a cozy fireplace, seamlessly flow onto a spacious deck overlooking

Daire Gibney Barrett and Valley Associates Inc.

2225 Connecticut River Rd, Springfield, VT 05156
/42
$1,099,000
- 4 Beds
- 3.5 Baths
- 2,898 Sq Ft
9 Scott Terrace, Plymouth, VT 05149

Welcome to Lakeview Retreat! Nestled on the shores of Echo Lake with stunning views of Okemo Ski Mountain, this exceptional property offers the perfect blend of natural beauty and recreational opportunities. Situated on two acres of land, this estate boasts not one, but two charming houses, making it ideal for hosting guests or having a family compound.Additionally, the small garden plot enhances

Eric Johnston Four Seasons Sotheby's Int'l Realty

9 Scott Terrace, Plymouth, VT 05149
/3
$590,000
- 17 Beds
- 2,768 Sq Ft
1185 U S 5 S, Windsor, VT 05089

Introducing a prime investment opportunity nestled on 1.44 acres of picturesque countryside just moments away from the convenience of town living. Whether you're a seasoned investor seeking a lucrative addition to your portfolio or a newcomer to the world of real estate investment, this 8-unit property presents an attractive proposition. With its idyllic location, modern updates, and reliable

Katie Ladue Gilbert KW Vermont Woodstock

1185 U S 5 S, Windsor, VT 05089
/39
$70,000
- 1 Bed
- 2 Baths
- 775 Sq Ft
448 QIV Jackson Gore Inn Unit 448 QIV, Ludlow, VT 05149

Jackson Gore Village at Okemo Mountain Resort. Jackson Gore Inn on Okemo, Quarter Share Ownership, Unit 448 Quarter IV. Whether seeking a weekend getaway or a seasonal retreat, Jackson Gore Inn offers the perfect blend of luxury, comfort, and convenience. With quarter-share ownership, you can enjoy the benefits of mountain living without the full-time commitment. This 1 bedroom, 2 bathroom

Joseph Karl William Raveis Real Estate Vermont Properties

448 QIV Jackson Gore Inn Unit 448 QIV, Ludlow, VT 05149
/40
$799,000
- 7 Beds
- 6 Baths
- 5,028 Sq Ft
52 Upper, Bridgewater, VT 05035

A "turn-key" commercial opportunity in a highly visible location! Being well situated between the world class skiing of Killington and the numerous amenities of historic Woodstock Village entrepreneurial dreams for this diverse property can easily take flight! Within this classic New England style structure are a professionally appointed and immaculate commercial kitchen, spacious dining rooms,

John Wetmore Wetmore Real Estate

52 Upper, Bridgewater, VT 05035
/37
$765,000
- 3 Beds
- 2.5 Baths
- 1,842 Sq Ft
224 Okemo Trailside Extension Unit 46 C, Ludlow, VT 05149

Sitting atop the Okemo Trailside community just below the Catnap ski trail and abutting the Okemo State Forest. Three bedroom plus family room townhome offering magnificent panoramic mountain views to the east. Large and well equipped kitchen with vaulted ceiling and breakfast bar. Open dining and living areas centered by a woodburning fireplace with cathedral ceilings leading out to a large

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

224 Okemo Trailside Extension Unit 46 C, Ludlow, VT 05149
/13
$169,000
- Land
- 10 Acres
- $16,733 per Acre
000 W Hill Rd, Barnard, VT 05031

Located just 1/2 mile from the Barnard General Store and Silver Lake on the right side so West Road with beautiful long range mountain views. The lot is mostly wooded with a section cleared to expose the views. Private setting for a home site. Close to snowmobile trail which is also used in winter for hiking, dog walking, cross county skiing and snowshoeing. Barnard elementary school and

Stan Butler Four Seasons Sotheby's Int'l Realty

000 W Hill Rd, Barnard, VT 05031
/26
$229,000
- Land
- 28 Acres
- $8,237 per Acre
00 Quarry Rd, Chester, VT 05143

Explore this 27.8 acre+/- hillside parcel with mountain views and an approved VT state permit for a 4 bedroom family residence, close to the Village of Chester and adjoining Chester Town land. An easily accessed preliminary site has already been cleared. At the top of the ridge, a nice cleared plateau would be a fabulous spot for an off-the-grid bonus cabin retreat with amazing views! This parcel

Geralyn Donohue Engel & Völkers Okemo

00 Quarry Rd, Chester, VT 05143
/13
$1,789,000
- Land
- 100 Acres
- $17,890 per Acre
5000 Vermont 106, Reading, VT 05062

Beautiful building lot of approximately 100 acres just 5 mins to South Woodstock, and privately situated with a driveway entrance directly on VT 106 for easy access. The parcel includes woods roads and trails, ancient stone walls, brooks, ponds and some cleared areas as potential future building sites with lovely southern exposure and long-range views of distant hills. The property contains two

John Snyder Snyder Donegan Real Estate Group

5000 Vermont 106, Reading, VT 05062

Showing Results 161 - 200, Page 5 of 6

Vermont Windsor County

How to Buy a Home How to Finance a Home How to Sell a Home

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

Homes in Nearby Zip Codes

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.