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.

Windsor County

r=161-170
583 Hawk Spur Road Plymouth VT 05056

Plymouth, VT583 Hawk Spur Road

Price$599,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5086310

  • Residential Single Family
  • Address 583 Hawk Spur Road
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,428

Looking for a property with HUGE equity possibilities?? Your dream mountain retreat perfectly nestled between Okemo/Vail and Killington awaits! This contemporary diamond in the rough boasts mountain views and sits on a double lot in the desirable Hawk resort area. You will fall in love with the floods of natural light that bring the outdoors in. This home is ready for your ideas and finishes allowing you to create the perfect Vermont home. Do you need some extra living space for family or guests?? There is a completely separate entrance to the auxiliary living quarters - Whether you're seeking adventure or relaxation, Hawk Spur offers the perfect blend of style and location it just needs your willingness to put some love in. It is ready for the new flooring, fresh paint, new light fixtures and appliances and this home will be stunning and will be well worth your investment. Don't wait to check out this great opportunity in the Okemo/Killington Lakes region.

Listed by Lisa Kelley of Cummings & Co

{$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.

84 Old Barn Lane West Windsor VT 05037

West Windsor, VT84 Old Barn Lane

Price$599,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5086717

  • Residential Single Family
  • Full Bath 1
  • Address 84 Old Barn Lane
  • Bedrooms 4
  • Bathroom 3

This is a MUST SEE to appreciate! Breathtaking Views of Mt. Ascutney & the Valley Beyond! Welcome to this stunning custom-built 4-bedroom, 3-bath home where every window frames a masterpiece. Sweeping, panoramic views of majestic Mt. Ascutney and the rolling hillsides create an awe-inspiring backdrop you'll never tire of - whether sipping morning coffee or watching the sunset paint the peaks gold on a 900 square foot deck. The thoughtfully designed layout offers the ease of first-floor primary suite living, complete with privacy and convenience. Upstairs, three additional bedrooms provide ample space for family, guests, or a dedicated home office. The finished walk-out basement adds exceptional versatility with a bonus bedroom and a spacious recreation room - perfect for entertaining, a home gym, or separate entrance in-law suite. Step outside and enjoy the large, open yard - ideal for outdoor entertaining, gardening, or simply soaking in the surrounding natural beauty with wildlife in abundance. Charming, well-built chicken coop adds both function and farmhouse character to your yard. Passive solar greenhouse roof system allows a heat sink to offset your fuel costs. A rare opportunity to own a truly custom home where quality craftsmanship meets one-of-a-kind scenery. Properties with views like this don't come along often - don't miss your chance to make it yours!

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.

141 Great Hawk Road Rochester VT 05767

Rochester, VT141 Great Hawk Road

Price$599,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5090738

  • Residential Single Family
  • Full Bath 2
  • Address 141 Great Hawk Road
  • Bedrooms 2
  • Bathroom 2

Welcome to 141 Great Hawk Road! This home boasts tons of windows, soaring vaulted ceilings, hardwood floors, and a dramatic fieldstone fireplace that anchors the open-concept living space with classic Vermont charm. Gorgeous built-in cherry bookshelves, a charming sleeping loft, and sliders to an expansive sunny deck with a hot tub and seasonal views that set this beautiful home apart from its neighbors. As a member of the Great Hawk Community, you can enjoy use of the community swimming pond, tennis courts and walking trails and be surrounded by stunning mountain views all year round. This charming home is centrally located in the heart of the Green Mountains! It is close to several world class ski resorts, historic Middlebury, Vermont and just a few hours drive from Montreal, Boston or NYC, making it a perfect vacation getaway or primary residence for the new work-from-home lifestyle. Current owner does VRBO this amazing home (Sleeps 10) so if you are looking to invest in a property that can make you money and have a place where you can getaway from it all, this is the home for you! The upper level of the home features an open kitchen, sunny dining nook with two walls of windows and skylights, living room with a signature Hawk stone fireplace, a full bathroom and a walk-in pantry. The lower level includes two bedrooms, one of which is spacious with plenty of closet space, a large entryway and a full bathroom. This home also features a 24' x 24' attached two-car garage, and a stairway leading to the great room or you can enter through a covered walkway that leads to the mudroom entry on the first level. Whether you're looking for a permanent residence or a fantastic vacation getaway, this home has everything you need. Please call today to schedule a private showing of this unique and lovely home.

Listed by Cheryl Lee Tyminski of RE/MAX Summit

{$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.

75 Lyon Road Royalton VT 05068

Royalton, VT75 Lyon Road

Price$595,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 5081196

  • Residential Single Family
  • Full Bath 2
  • Address 75 Lyon Road
  • Bedrooms 3
  • Bathroom 2

1798 Zebulon Lyon Farm awaits new owners with great taste in renovated, restored, and traditional features. This wonderful home features FIVE functional fireplaces completely rebuilt, expansive newer kitchen with open dining area, spacious bedrooms, and too many upgrades to list. The 24x24 garage/workshop, carport, wood boiler and wood storage gives easy access from the house mudroom w/ laundry. 35 acres of mature woodland, pasture, trails, view, and perfect for the hobby goat and sheep farmers. Holy cow! I almost failed to point out the big bonus modern barn previously use to milk dairy cows. This modern structure has permitted state septic, power, drilled well, hot water boiler, 1/2 bath, and ready for your preferred use.

Listed by Dean Goulet of Dunrovin Real Estate

{$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.

530 West Road Barnard VT 05031

Barnard, VT530 West Road

Price$589,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5045507

  • Residential Single Family
  • Full Bath 2
  • Address 530 West Road
  • Bedrooms 3
  • Bathroom 2

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 from the mudroom and kitchen. Inside, the recently updated kitchen opens into the dining room which has plenty of windows for natural light and a slider out to the deck. From there, the flow takes you into the living room with its beautiful wood flooring that runs throughout the house. The living room leads to the main hallway with the primary bedroom on one end, a full bath in the middle and back to the kitchen at the other end. Upstairs are two large bedrooms, an office (or small 4th bedroom), and a full bath. There is a full walkout basement that is home to laundry and utilities, and it connects to space under the garage providing plenty of storage and additional access to the backyard. The VAST snowmobile trails are just down the road as is the State Park and all its recreational activities. Skiing (Saskadena 6 & Killington), biking, and hiking are at your finger tips and Rte 12 is only a 1/2 mile away making for easy trips to Woodstock (10 miles) and other Upper Valley destinations. This home is ideal as a primary residence or 2nd home getaway.

Listed by Dan Noble of Snyder Donegan Real Estate Group

{$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.

164 Pine View Lane Cavendish VT 05153

Cavendish, VT164 Pine View Lane

Price$589,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5094081

  • Residential Single Family
  • Full Bath 1
  • Address 164 Pine View Lane
  • Village Proctorsville
  • Bedrooms 4

This beautiful, spacious country home is just four miles from Okemo Mountain. Privately sited on more than an acre, it's perfect for primary or vacation living. Sleeps 12+, close to town but a world away. The open meadow is a safe place for dogs and everyone to play. Enjoy the 8ft deep x 40ft farmers porch, deck, patio and fire ring. The private setting includes only two other homes and two other parcels that share the road. This well insulated home has vinyl siding, high quality windows, a propane Buderus boiler, and it's well insulated. You will love the open floor plan, hardwood floors, expansive windows, and gas fireplace. The newly updated kitchen has fantastic workspace and lots of cabinets, stainless appliances, granite countertops and movable island. The 1st floor bedroom is generous in size. The bath has the washer and dryer tucked away and includes a laundry chute! The 2nd floor has three large bedrooms, and a large bath featuring a stall shower and Jacuzzi jetted tub. All four bedrooms have large closets, and the primary has a lockable walk-in closet. The lower level is bone dry with several egress windows. The plumbing is roughed in to easily add another bathroom. There is ping pong, a futon and bunk beds set up. Other updates include the 10' wide stairs and railings to the porch, stone gardens ,a patio below the side deck for extra eating or a hot tub! The driveway is newly refreshed, a shed and back-up generator added. Attached & enclosed parking for 2 cars.

Listed by Jason Saphire of www.HomeZu.com

{$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.

23 Meadow View Lane Hartland VT 05048

Hartland, VT23 Meadow View Lane

Price$579,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5090825

  • Residential Single Family
  • Full Bath 1
  • Address 23 Meadow View Lane
  • Bedrooms 4
  • Bathroom 2

**Open House Sat 5/30/26 11a - 1p** From sunrise coffee on the deck to afternoons spent exploring nearby trails, this 4-bedroom Cape offers the space, recreation, and convenience that make Vermont living so special-all on 3 acres in Hartland and less than 30 minutes from DHMC and the Upper Valley. The main level features a kitchen that opens to the dining area and living room, creating comfortable spaces for everyday living and entertaining. A first-floor bedroom and adjacent ¾ bath provide flexibility for guests, while the deck overlooks the backyard and wooded surroundings. Upstairs you will find a spacious primary bedroom, second bedroom, and a full bath. The finished walkout lower level adds valuable living space with a fourth bedroom, office area, and bonus area centered around a wood stove with tile accent wall. The finished lower level opens directly to a concrete patio and backyard, providing a convenient space for outdoor play, summer gatherings, or simply relaxing and enjoying the property's open setting. Additional unfinished areas currently serve as a gym, workshop, and storage space, offering flexibility for hobbies and future needs. Set on a privately maintained road, the property features open lawn bordered by mature woods, creating space to enjoy the outdoors and watch local wildlife throughout the seasons. A 2022 SunCommon solar array generates over 11,000 kWh annually and was sized to accommodate future additions such as an EV charger or heat pump, while helping keep energy costs low. Outdoor enthusiasts will appreciate the Hartland Winter Trails just a quarter mile away, offering groomed cross-country skiing and snowshoeing, along with nearby VAST trail access and year-round recreation. Woodstock and Quecheeare only 20 minutes away and I-91 is only 5 minutes away, providing convenient access to West Lebanon shopping, and the many amenities of the Upper Valley.

Listed by Grant Tyler and Martha Tyler 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.

353 Brockway Mills Road Springfield VT 05156

Springfield, VT353 Brockway Mills Road

Price$579,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5092777

  • Residential Single Family
  • Full Bath 1
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,280

Steeped in historic character and seamlessly updated for modern luxury, this stunning 1875 home offers the perfect blend of old-world charm and contemporary convenience, making it an absolute dream for entertaining Nestled on 3.47+/- quiet acres, this property is a true private sanctuary designed for an elevated Vermont lifestyle. Step inside through the practical and stylish first-floor tiled mudroom, perfect for dropping boots and gear before heading into the main living spaces. The heart of the home is a magnificent open-concept kitchen and dining area built for hosting, boasting premium soapstone countertops, updated cabinetry, a central island where guests can gather, and high-end GE Caf Series appliances, including a six-burner dual-fuel range and French door refrigerator. Just off the kitchen, a brilliant pantry offers exceptional catering utility, housing a luxury Wolf steam/convection oven alongside the washer and dryer. The inviting living room provides a separate space to unwind, featuring a sliding glass door that open easily to a dedicated office or study, while a beautifully finished full bathroom completes the first floor. Upstairs, the home’s rich history shines through with gorgeous original hardwood flooring spanning all three bright bedrooms, while a sleek, updated 3/4 bathroom finishes the level. Throughout the home, stylish high-end finishes create a cohesive, sophisticated aesthetic. The entertaining experience flows effortlessly outside, where your personal outdoor oasis awaits. Host summer gatherings on the stone patio featuring a built-in stone fire pit, relax on one of the two covered porches, or garden among the multiple perennial beds and established grapevines. The acreage offers a flat, usable backyard, a rolling hillside, a peaceful brook running through the property, a barn, and a convenient one-car garage. Impeccably finished and completely turn-key, this property offers a rare opportunity to enjoy a quiet, relaxing lifestyle.

Listed by Jill Lawrence of The Real Estate Collaborative

{$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.

639 Main Street Weston VT 05161

Weston, VT639 Main Street

Price$579,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5093311

  • Residential Single Family
  • Full Bath 2
  • Address 639 Main Street
  • Bedrooms 4
  • Bathroom 2

639 Main Street, Weston, Vermont Offered at $579,000 A rare opportunity to own a turnkey home in the heart of picturesque Weston Village. This beautifully renovated four-bedroom, two-bath residence offers the perfect blend of walkable village living, natural surroundings, and timeless Vermont charm. Built in 1952, this thoughtfully updated 2,077-square-foot home sits on 0.66 acres on an elevated village lot overlooking the woods, with the soothing sounds of the nearby West River. The property offers the best of both worlds: a peaceful, scenic setting just steps from Weston’s beloved restaurants, cafs, theater, country store, and charming village shops. Inside, the home has been extensively renovated, seamlessly blending classic Vermont character with modern comfort. A stunning open-concept kitchen featuring StoneHill Cabinetry serves as the centerpiece of the main living area. A cozy breakfast nook overlooking the backyard provides the perfect spot to enjoy your morning coffee. Additional updates include two fully renovated bathrooms, newly installed oak hardwood flooring throughout the first floor, custom blinds, fresh interior paint, and all-new trim details. The redesigned mudroom adds both style and functionality. An additional 1,349 square feet of dry, usable basement space offers a laundry area, abundant storage, and convenient walkout access to the parking area, providing exceptional flexibility for hobbies, recreation, or future expansion. Outdoor living is equally inviting, with beautifully maintained flower beds surrounding the home and a newly installed bluestone patio creating an ideal space for relaxation and entertaining. Whether you are seeking a full-time residence or a Vermont getaway, 639 Main Street offers turnkey living in one of Southern Vermont’s most desirable historic villages.

Listed by Bob Maisey of Berkshire Hathaway HomeServices Stratton Home

{$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.

147 Pleasant View Lane Chester VT 05143

Chester, VT147 Pleasant View Lane

Price$569,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5084462

  • Residential Single Family
  • Full Bath 2
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,966

Tucked away at the end of a quiet cul-de-sac just one minute from the heart of town, this 4-bedroom retreat offers a rare blend of privacy, possibility, and connection to nature. Set on 3 mostly open acres with glimpses of the mountains and the soothing soundtrack of the nearby river, this is the kind of home that changes pace the moment you arrive. The heartbeat of the home comes from a bright and inviting great room that opens through sliding doors to an expansive deck where mornings begin with coffee and birdsong, and evenings end with the sound of rushing water under the stars. The flowing layout offers spaces that adapt beautifully to modern living - a dedicated office for remote work, room for a home gym, studio, creative retreat, media lounge, or whatever your lifestyle calls for next. The dining room is ready for gatherings both large and small, while the attached 2-bay garage and generous outdoor space make everyday living feel effortless. Whether you're hosting friends, growing a garden, creating art, working from home, or simply looking for a peaceful place to recharge, this property offers the flexibility to make it your own. Private yet convenient, peaceful yet connected - this home delivers a lifestyle that's increasingly hard to find.

Listed by Jay Farrar of Four Seasons Sotheby's Int'l 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:

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 4:23 PM UTC

 

You Can Edit This Text

Custom Search

Luxury Home Guide