Our mobile site is optimized for smaller screens.

TRY IT NO THANKS

and narrow your search. If you have fewer than 200 results, you can save your search.

343
results
Narrow Your SearchRefine Search

Windsor County

r=171-180
93 Belaski Road Windsor VT 05089

Windsor, VT93 Belaski Road

Price$560,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 5090593

  • Residential Single Family
  • Address 93 Belaski Road
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,368

Exceptional Cape in Historic Windsor: Pool, Views & In-Law Suite Welcome home to this impeccably maintained Cape-style residence, where timeless charm meets modern elegance. Set against breathtaking protected views of Mt. Ascutney, this stunning 3-bedroom, 3-bath property is a rare find in one of Vermont's most storied communities. The heart of the home is a beautifully appointed, ultra-modern kitchen featuring rich maple cabinetry and a striking granite-topped island, perfect for both everyday living and entertaining. Gleaming oak hardwood floors flow seamlessly through the kitchen, formal dining room, primary and second bedrooms, and the spacious den/office. The sun-filled living room commands attention with its soaring cathedral ceiling and cozy propane fireplace, creating an inviting space for all seasons. The walkout basement offers exceptional versatility with a generous family room, utility room, 3/4 bath, and abundant storage ready to adapt to your lifestyle. Step outside and be captivated by professionally curated flower gardens and lush, artful landscaping that elevates the entire property to resort-like status. Cool off and unwind at the sparkling in-ground salt water pool with 4 filter system, complete with a private cabana. A standout bonus: a partially finished two-room apartment with a bedroom balcony sits above the detached two-car garage ideal as an accessory dwelling. All of this is within easy walking distance to schools, churches, and recreation areas. Historic Windsor itself offers an array of amenities including acclaimed restaurants, an Amtrak station, a country club, and a local high school, with effortless access to the Upper Valley and Claremont. Commuters will appreciate the quick drive to I-91 Exits 8 and 9. This is a home that truly has it all-you will not be disappointed.

Listed by Katie Ladue Gilbert and Allison Griep of BHHS Verani Upper Valley

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1787 Route 100 North Ludlow VT 05149

Ludlow, VT1787 Route 100 North

Price$550,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5077953

  • Residential Single Family
  • Full Bath 3
  • Address 1787 Route 100 North
  • Bedrooms 3
  • Bathroom 4

From location to layout, this home offers the best of Vermont living. Set along scenic Route 100 in the heart of the lakes region, you'll enjoy year-round recreation just minutes from Okemo Mountain Resort, Killington Resort, and Plymouth State Park. This thoughtfully remodeled farmhouse blends classic charm with modern updates. Offering 3 bedrooms and 4 bathrooms, the home features generous living space designed for both comfort and entertaining. A newer addition to the home provides a spacious second living area complete with a bar and room for game tables-perfect for gathering after a day on the slopes or lake. The second level includes a private primary ensuite with a wet bar, creating a relaxing retreat. The main house offers a large mudroom entry, bright sunny living room, spacious country kitchen, and dining area with direct access to your outdoor living space. You will find two additional bedrooms and a bath upstairs. Enjoy your own private patio and garden oasis, ideal for relaxing or entertaining. Additional highlights include a charming farmer's porch, fenced yard, and a detached one-car garage. A turnkey opportunity in one of Vermont's most desirable four-season locations. Visit the Okemo real estate community today. Taxes are based on town assessment.

Listed by Sarah Sheehan of William Raveis Real Estate Vermont Properties

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1196 Marsh Family Road Hartford VT 05059

Hartford, VT1196 Marsh Family Road, Unit 7176

Price$550,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 5090811

  • Residential Single Family
  • Full Bath 2
  • Village Quechee
  • Bedrooms 3
  • Bathroom 3

This charming chalet-style home at 1196 Marsh Family Road is beautifully sited near the top of the Marsh Family Road hill, on land once home to an apple orchard. Entertain guests on the spacious deck or gather inside around the striking living room fireplace, framed by dramatic chalet windows that fill the home with natural light. With three bedrooms and a spacious family room, made more cozy by the woodstove, there is plenty of room for hosting family and friends overnight. A Mini-split system provides comfort through every season, while the warm sense of community makes this property truly special. Located in Section 7 of the Quechee Lakes Landowners' Association, this home offers access to the outstanding four-season lifestyle of The Quechee Club. Enjoy exceptional amenities including an indoor lap pool, outdoor recreation pool, fitness center, tennis and pickleball courts, two championship golf courses, a ski hill, Lake Pinneo activities, wilderness and hiking trails, dining, a ski lodge snack bar, and year-round activities for adults and children alike. Ideally situated just 7 miles east of the quintessential Vermont village of Woodstock, Quechee Lakes is nestled in the heart of the Upper Valley with convenient access to the renowned Simon Pearce restaurant, easy commuting, and shopping just across the river in West Lebanon, New Hampshire. Commutable to Dartmouth College, the Dartmouth Hitchcock Medical Center and Vermont Law School.

Listed by Sandy Reavill of Willow Brook Realty

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1043 Town Farm Road Ludlow VT 05149

Ludlow, VT1043 Town Farm Road

Price$550,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5091439

  • Residential Single Family
  • Full Bath 2
  • Address 1043 Town Farm Road
  • Bedrooms 2
  • Bathroom 2

South Hill Charmer! This inviting 2+ bedroom, 2-bath home checks all the boxes for the perfect vacation retreat, rental investment, or a combination of both. Warm and welcoming throughout, the home features beautiful wood floors, a cozy wood-burning fireplace, two separate living areas, and a newly expanded deck complete with a 6-person hot tub. The lower level is ideal for entertaining or relaxing, offering a spacious game area and additional sleeping space for guests or kids, while the main living room provides the perfect setting to unwind fireside after a day outdoors. The eat-in kitchen is designed for gathering, featuring a massive granite-topped island with seating, generous counter space, and a breakfast bar. Step outside to enjoy the impressive two-tier deck, offering additional entertaining space and open sky views. Whether you’re soaking in the hot tub after a day on the slopes or returning from a neighborhood hike, this home delivers the ultimate Vermont getaway experience. The striking glimmerstone front faade adds timeless curb appeal, while the roomy shed provides excellent storage for outdoor gear, tools, or recreational toys. Visit the Okemo real estate community today. You can even snowmobile to the VAST trail from the property. Taxes are based on the town assessment.

Listed by Kevin Barnes of William Raveis Real Estate Vermont Properties

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

686 Main Street Weston VT 05161

Weston, VT686 Main Street

Price$550,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5094009

  • Residential Single Family
  • Full Bath 2
  • Address 686 Main Street
  • Bedrooms 3
  • Bathroom 3

Nestled among the Weston Historical Society museums is this historic, updated 1860 cape. Walk out the front door into the heart of the Village to fine dining, famous country stores, bakery, library and the Weston Theater Company. Within minutes of Okemo, Bromley and Magic ski resorts. Formally known as the Charles Mansur House, who at one time ran the Mill, the 3 bedroom, 3 bath home offers both classic charm and modern functionality. Over 3,000 sqft of finished space allows for mulitple living areas and room to spread out. The updated kitchen is complimented by an adjacent cooking/pantry area including a commericial-grade Blue Star 6 burner stove. Formal Living Room with gas fireplace, Dining area, Sunroom and full bath complete the first floor. An original wood staircase leads to the second floor with Primary Bedroom, two guest bedrooms and another full bath. The lower level, fully finished, offers a number of living spaces, Bonus Room and additional bath and could be used as a guest suite or potential business space. An additional attached storage room could also be considered for business or retail. The attached antique barn provides work area and additional storage. A Tesla powerwall provides automated backup power. Outside, there are two stone patios, a white picket fenced area, outdoor shower, and room for gardening. A beautiful home as is, with opportunity to customize to your preferences.

Listed by Brian Gehlich of RE/MAX Four Seasons

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

3341 Trebo Road Chester VT 05143

Chester, VT3341 Trebo Road

Price$549,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5086105

  • Residential Single Family
  • Full Bath 2
  • Address 3341 Trebo Road
  • Bedrooms 4
  • Bathroom 3

Set along a quiet country road, this inviting 4-bedroom, 2.5-bath home offers the perfect blend of comfort, space, and Vermont charm. The open-concept layout features high ceilings and abundant natural light, creating a warm, airy feel throughout. A spacious primary suite includes a jetted tub and walk-in closet, providing a true retreat at day's end. Step outside to a sunny, open lot with a peaceful pond, expansive deck ideal for entertaining, and a handsome shed for storage or hobbies. A recent fresh coat of interior paint and a newer high-efficiency boiler add modern reliability and make this home move-in ready. The large unfinished basement offers excellent potential for additional living space, a home gym, or a workshop. Ideally located near Okemo, Magic, and Stratton Mountains, with easy access to local dining, shops, and year-round recreation. This in a truly special location that is both private and practical.

Listed by Daire Gibney of Barrett and Valley Associates Inc.

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1572 Skyline Drive Weathersfield VT 05156

Weathersfield, VT1572 Skyline Drive

Price$549,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5094142

  • Residential Single Family
  • Full Bath 1
  • Address 1572 Skyline Drive
  • Bedrooms 3
  • Bathroom 3

Nestled on 11.9 private acres, in the prestigious Skyline Drive area, this custom-built, one-owner home offers the perfect blend of tranquility, space, and opportunity. Ideally located just three miles from Crown Point Country Club and six miles from access to I89, this Southern VT retreat is also conveniently situated near some of the region's most sought-after recreational destinations, including Okemo Mountain Resort and Mt Ascutney. A private paved driveway winds through beautiful grounds leading to mature perennials, lush lawns, and stunning Green Mountain views. The attached two-car garage provides convenient direct entry into the home, while the welcoming front foyer creates an impressive first impression. The main level features a bright, open-concept layout designed for comfortable everyday living and entertaining. A sun-filled den with updated sliding doors flows seamlessly into the kitchen and breakfast nook. The spacious dining room and expansive living room are filled with natural light, highlighted by a dramatic wall of windows overlooking the mountains and a striking floor-to-ceiling fieldstone fireplace. The main-level bedroom ensuite offers comfort and convenience. This inviting retreat includes two closets, a full bath with a Jacuzzi tub, and ample linen storage. Above the front den, cathedral ceilings create an airy atmosphere leading to a loft area-ideal for reading or relaxation-connected to a private office or study. The second floor offers additional bedrooms with oversized walk-in closets and a 3/4 bath, providing comfortable accommodations for family and guests. Outdoor living is equally appealing. Enjoy warm summer evenings and colorful autumn days from the enclosed screened porch connected to the detached garage/workshop, ideal for storage, hobbies, or recreational equipment. Lovingly maintained by the same family for more than 30 years, this exceptional property presents a wonderful opportunity to create your own Vermont retreat.

Listed by Kate Jarvis of Williamson Group Sothebys Intl. Realty

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

3440 Route 44 West Windsor VT 05037

West Windsor, VT3440 Route 44

Price$548,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5089173

  • Residential Single Family
  • Full Bath 1
  • Address 3440 Route 44
  • Village Brownsville
  • Bedrooms 3

Views of Mt. Ascutney from this well cared for contemporary home that has only been used as a second home for the original owners. The house takes advantage of the southwest exposure to be able to bring the outside in with the use of large palladium windows and multiple French doors. Some of the interior features include 3 woodburning fireplaces ,wide pine floors ,vaulted ceilings ,and skylights. The floor plan has an easy flow. The charming kitchen leads into a spacious dining room with fireplace. The living room with stunning fireplace leads out to a large deck for outdoor dining. Off of the living room the cozy family room features a wall of built-in bookcases. The downstairs bedroom complete with private bath opens onto the spacious screened in porch. The primary bedroom is upstairs. It features a built in king sized bed with drawers for extra storage, walk in closets ,and full bath. also on the second floor is another bedroom and bath with walk in shower. The grounds of mature gardens, antique apple trees , blueberry, raspberry bushes ,and original stone walls that border the north and east boundaries create a magical setting. There is ample land to add a garage. Easy access to the Upper Valley with all of the amenities including shopping , Dartmouth College , and world class Dartmouth Medical Center. Woodstock, named by many magazines one of the prettiest small towns in America is less than 25 minutes away.5 hrs to NYC 2 hrs to Boston.

Listed by Carol Wood of Williamson Group Sothebys Intl. Realty

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

32 Plumley Avenue Ludlow VT 05149

Ludlow, VT32 Plumley Avenue

Price$545,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5071756

  • Residential Single Family
  • Full Bath 2
  • Address 32 Plumley Avenue
  • Bedrooms 3
  • Bathroom 3

This is a neat spot. Close enough to the village that you can walk to shops and restaurants but just far enough out that you enjoy the peace and quiet of a dead-end road. The house sits up from the road which means that you get to enjoy some views of Okemo. If you would rather not drive up to the mountain, you can walk to the end of the street and hop on Okemo's shuttle. Built in 1993, this home offers living space on three levels. You walk into a small mudroom where you can leave your coats and boots. Then, into the large family room with space for TV, games or exercise all of which gets to take in the view. Also on this level, there is a bonus room...work from home, no problem! The full bath rounds out the lower level. Up a flight to the kitchen which is open to the large living room with brick fireplace and sliders to the wrap around deck. Two bedrooms and another full bath on this level. Up again to the primary bedroom where you would enjoy sliders, a small balcony and a view of the mountain as soon as you open your eyes in the morning. Very large bath with stall shower for the primary bedroom. There is an oversized two car garage. There are several updates in the past couple of years...new siding, sliders, roof and deck. Come have a look to see if this is what you have been waiting for!

Listed by Betty McEnaney of Diamond Realty

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

114 Gifford Road Hartford VT 05001

Hartford, VT114 Gifford Road

Price$540,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 5086159

  • Residential Single Family
  • Full Bath 2
  • Address 114 Gifford Road
  • Bedrooms 4
  • Bathroom 2

Set on a sunny .9-acre lot in an established neighborhood, this thoughtfully updated 1922 home blends timeless character with modern comfort. Offering 4 bedrooms and 2 baths, the home has been lovingly refreshed while carefully preserving the integrity and charm that make properties of this era so special. Original details and classic craftsmanship are complemented by tasteful updates that create a warm, inviting feel throughout. Spacious living areas, abundant natural light, and a seamless balance of historic character and contemporary style make this home truly stand out. Outside, the yard offers space to relax, garden, or gather, while the detached garage provides flexible space well-suited for storage, hobbies, or smaller vehicles. All in a setting that feels both peaceful and connected to the neighborhood around it. Open house Saturday from 1-3 and Sunday 11-1.

Listed by Wendie Wright of Coldwell Banker LIFESTYLES - Hanover

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Broker Reciprocity 

Copyright 2026 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. Data last updated June 13, 2026 3:07 PM UTC

 

You Can Edit This Text

Custom Search

Luxury Home Guide

Shelburne Luxury Homes