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Windham County

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1905 Turkey Mountain Road Jamaica VT 05343

Jamaica, VT1905 Turkey Mountain Road

Price$449,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 5090336

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,584
  • Acreage 25.00

BEST AND FINAL OFFERS DUE BY WEDNESDAY, MAY 27TH AT 5PM Welcome to Cloister Falls, a truly special offering in the Green Mountains! Tucked among extensive grounds with mature gardens, a pond, and thoughtfully landscaped outdoor spaces, this 3+ bed 3 bath log home offers a setting that feels connected to the surrounding Vermont landscape. The property's signature feature is its swimming hole and waterfall - a natural gathering place for relaxing, entertaining, or enjoying the sound of moving water right outside your door. Inside, the home has both comfortable and impressive gathering spaces and a flexible floor plan. The formal living room is centered around a stone wood-burning fireplace and framed by natural wood details and rich textures throughout. The country kitchen features cherry cabinetry, granite countertops, and a vintage-inspired Glenwood propane and wood cookstove with plenty of workspace, counter and storage. The main level also includes a library or office space, spacious den, and solarium, creating multiple options for work, hobbies, or quiet retreat spaces.The second floor offers two inviting guest bedrooms one with a view of the pond and gardens and the either with its own balcony. A generously sized guest bath is also on this level along with a primary suite featuring a private bath and dual walk-in closets. An attached two-car garage with 2nd floor adds convenience while the surrounding grounds provide room to garden, explore, and enjoy the outdoors through every season. The walk to the screen house past the pond gives a secret garden feel. From there, take the foot bridge into your 25 acres for exploration. This is a property where the landscape and home come together to create a special experience and offering that doesn't come along often. .

Listed by Jacki Murano of Southern Vermont Realty Group

{$office->Name}

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

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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.

136 School Marm Lane Townshend VT 05353

Townshend, VT136 School Marm Lane

Price$449,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 5092871

  • Residential Single Family
  • Full Bath 1
  • Address 136 School Marm Lane
  • Bedrooms 3
  • Bathroom 2

OPEN HOUSE Sunday 6/7/26 1-3PM. Live every day like you're on vacation. Ideally set on 4± acres with sweeping views and minutes from town, this beautifully maintained contemporary cape offers comfort, convenience, and charm. Enjoy private evenings on the expansive deck taking in spectacular sunsets and views to the ski mountains. Inside, the thoughtfully designed three-bedroom, two-bath home features an open-concept living area with vaulted ceilings, wall-to-wall sliding doors, and abundant natural light. Recent updates include lovely concrete countertops, Vermont plank flooring, New Zealand wool carpeting and refreshed baths. The main level also features a bright bedroom, full bath, and spacious room currently used as a den but suitable as a large first-floor bedroom. Upstairs, a scenic landing captures the view and creates the perfect reading nook or home office, leading to another bath and a generously sized bedroom. A full, walkout basement provides exceptional potential for expansion, whether you envision a family room, fitness space, workshop, or gear storage area. Originally two separate parcels, the property offers ample road frontage and room for additional building. Outside find open meadows, established perennials, mature trees, and detached garage. Located on a fully town-maintained road just minutes from Route 30, this home provides easy access to all the area has to offer. Start your winter mornings with coffee overlooking the ski slopes and return after a day on the snow to relax by the cozy propane fireplace. Located within 30 minutes of several major ski areas, this property is ideal for year-round recreation. The vibrant community of Townshend features schools, a hospital, pharmacy, post office, library, full-service market, and beloved local events including the Pumpkin Festival and Grace Cottage Fair Day. A perfect primary residence, vacation getaway, or investment opportunity, this special property delivers Vermont living at its finest.

Listed by Jessica Landers of Barrett and Valley Associates Inc.

{$office->Name}

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

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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.

8 Little Bend Wilmington VT 05363

Wilmington, VT8 Little Bend, Unit M-175

Price$439,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5063727

  • Residential Single Family
  • Full Bath 2
  • Address 8 Little Bend
  • Bedrooms 4
  • Bathroom 3

Time to start living the dream with your very own getaway in Chimney Hill! Little Bend Haven is a short walk to the Clubhouse, at the end of the road, with a wood burning fireplace, family room, open concept living, dining and kitchen, with deck, and three levels of living and sleeping spaces. Main level has a mudroom for gear, bedroom and full bath, kitchen/dining, deck with a babbling brook below, and living room with wood-burning fireplace for taking the chill off. Second level has two bedrooms and a half bath. Lower level has a family room with a gas fired stove for added warmth, full bath and guest room. Furnishings included! Enjoy all the amenities Chimney Hill offers including pickleball, tennis, hiking, biking, cross country skiing, ice skating, sledding, our exclusive member-only Clubhouse located at 2,000' in elevation on our 1,200 Acre Resort Campus and features indoor and outdoor heated pools for year-round swimming, hot tub, fitness room, arcade room, playroom, community room, fully-equipped kitchen, playground, and on-site management. World Class skiing and shredding are minutes away, as well as fine dining golf, boating, shopping, music, breweries, distilleries, wineries, antiques, flea markets, festivals, the Green Mountain National Forest, and more!

Listed by Sigrid Pickering of Chimney Hill Realty

{$office->Name}

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

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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.

27 Country Court Wilmington VT 05363

Wilmington, VT27 Country Court

Price$435,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5058910

  • Residential Single Family
  • Full Bath 2
  • Address 27 Country Court
  • Bedrooms 4
  • Bathroom 2

Amazingly private cul-de-sac, the nicest location in Chimney Hill! 4 Bedroom 2 Baths, Livingroom with wood stove and a wall of windows to let the outdoors in! Hot Tub on multi-tiered deck. Beautiful wooded lot to explore, garden shed and garage. Live the Resort lifestyle on Chimney Hill's 1,200-Acre Resort Campus, with 550-Acres owned in common by the Homeowners Association. Numerous multi-use trail system for biking, hiking, snowmobiling, 3 areas with tennis courts, seasonal pickleball and ice skating, year-round swimming at the Exclusive Members-Only Club House , indoor and outdoor in-ground pools, hot tub, fitness room, arcade room, small child playroom, community room, table tennis, basketball, fully-equipped kitchen for HOA members use, outdoor grill by the outdoor pool, along with a playground for young children, and members lounge. Plus, world class skiing and shredding just minutes away, golf, boating, fishing, paddleboarding, unique shops, fine dining, flea markets, festivals, music, and all the Deerfield Valley and Southern Vermont have to offer! Own this winter don't rent!!!

Listed by Janet Boyd of Boyd Real Estate

{$office->Name}

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

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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.

88 Dummerston Station Road Dummerston VT 05346

Dummerston, VT88 Dummerston Station Road

Price$429,900The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 5086884

  • Residential Single Family
  • Full Bath 1
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,168

Beautifully updated- low maintenance home in exceptional condition, offering a perfect blend of comfort, charm, and thoughtful upgrades throughout. The bright and airy open-concept layout with updated windows, allow natural light to pour in, creating a warm and inviting atmosphere. The central kitchen is eye catching with granite countertops, an island, soft close cabinets and updated appliances. The home is currently listed by the town as a 3-bedroom; however thoughtfully modified to suit the current owner's needs. It now features a stunning primary suite with an elegant bath, along with an additional room being used as a bedroom but does not include a closet. The spacious primary suite includes a gorgeous tiled step-in shower plus a tub. A well-appointed guest bath with a step-in shower adds convenience for visitors and daily living. The lower level offers excellent potential for future expansion, with a 1/2 bath and partially finished space with a separate heat zone-ideal for a future family room, office, or additional living area. Comfort is enhanced throughout the home with multiple heat zones and mini-splits, providing efficient and flexible options for both heating and air conditioning. Outside, enjoy the charm of a gorgeous wrap-around porch complete with a sweet porch swing, perfect for relaxing and taking in the peaceful surroundings. The home features durable LP Smart Side siding, making exterior maintenance simple and convenient. The property features open land accented by mature trees, along with a garage and several additional outbuildings full of character and charm. Located in desirable East Dummerston, just off the main road on a dirt road; offering privacy, charm, and a true sense of Vermont living. The property backs up to 12 acres of wooded state land, complete with a walking trail-perfect for enjoying nature right from your doorstep. Option available to purchase the home with a total of 10 acres for $499,000.

Listed by Kerry Mulverhill of Red Maple Realty LLC

{$office->Name}

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

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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.

1422 Merrifield Road Whitingham VT 05361

Whitingham, VT1422 Merrifield Road

Price$429,900The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5090060

  • Residential Single Family
  • Full Bath 1
  • Address 1422 Merrifield Road
  • Bedrooms 3
  • Bathroom 2

NEW LOG HOME LISTING ON 5+ ACRES WITH BARN AND GARAGE!! OPEN HOUSE MONDAY, MAY 25th, 11am to 1pm This true log home offers 3 beds and 2 baths, a garage, and barns in a setting designed for year-round enjoyment. Offering just over five acres with open fields, meadows, mature gardens, stone walls and stone gardens, perennial plantings, outbuildings, and charm! Inside, hardwood and tile floors, high ceilings, stylish updates, and natural wood finishes create a warm, comfortable, and functional living environment. The kitchen features maple cabinetry, granite countertops, stainless steel appliances, a pretty view of the back yard, and an open-concept layout flowing into a spacious dining area. A wood-burning stove serves as a focal point in the living room, while a mudroom and full unfinished basement adds everyday convenience. Enjoy the covered front porch or additional outdoor dining and gathering space on the deck. Outside, the property includes rock gardens, specimen trees, perennial gardens, open land, and multiple outbuildings. The primary barn offers large box stalls, a tack room, and attached equipment storage, while an additional barn provides added utility and flexibility. An oversized two-car garage includes workshop space and a second-story area suitable for storage, hobby use, or workspace needs. Suitable for a variety of uses, including hobby farming, animal use, home business, recreational enjoyment, and primary or second-home ownership. Located in Southern Vermont with convenient access to lakes, skiing, hiking, snowmobiling, and four-season recreation.

Listed by Jacki Murano of Southern Vermont Realty 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.

156 Mountain View Road Wilmington VT 05363

Wilmington, VT156 Mountain View Road

Price$429,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5048444

  • Residential Single Family
  • Full Bath 1
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,300

This charming Cape-style home offers three bedrooms and two full baths across the first two floors, featuring bamboo hardwood floors throughout and abundant natural light. Upstairs bedrooms have built in dressers. The living room boasts a cozy gas fireplace and flows seamlessly into the open-concept kitchen and dining area. A MAJOR highlight is the deeded lake rights to the picturesque Lake Raponda in Wilmington. Just a short stroll along the community trail through the woods or drive to the private parking lot for 4 cars that leads you to a private association beach with a dock and kayak racks-ideal for swimming, paddling, boating and enjoying peaceful lakeside moments or you can park along Lake Raponda Rd by the public beach access. Outdoor enthusiasts will also love the easy access to the nearby VAST snowmobile trails. Conveniently located only minutes from Mount Snow for skiing and year-round recreation, and just a short drive to the shops and restaurants of downtown Wilmington. Whether you're looking for a full-time residence or a weekend escape, this property offers a perfect blend of lake and mountain living.

Listed by Jennifer Densmore of Deerfield Valley Real Estate

{$office->Name}

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

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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.

195 Stimpson Hill Road Whitingham VT 05361

Whitingham, VT195 Stimpson Hill Road

Price$429,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5089184

  • Residential Single Family
  • Full Bath 2
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,100

OPEN HOUSE SUNDAY, MAY 17th, 11AM to 1PM Set on 3 peaceful acres near Lake Whitingham and Lake Sadawga, this spacious 4+ bedroom, 2.5 bath Colonial-style home offers a comfortable and versatile floor plan with room for everyone. Pull into your attached 2-car garage and enter through the mudroom with closets and storage for gear, or enter through the front formal entrance looking into the main living areas with high ceilings, wood floors, and great natural light.The comfortable living room with a wood stove flows into the open kitchen, which features a great workspace and a breakfast bar. The dining area accesses the new back deck overlooking the manicured lawn. Catch a glimpse of Harriman Reservoir from the deck and watch epic sunsets to the west over the lake and mountains. The family room for informal fun or media space is also located on the first floor.The second floor offers generously sized bedrooms, including a spacious primary suite with a full bath, along with three additional bedrooms and a 2nd large shared bathroom with double sinks. Laundry is conveniently located on the same level as the bedrooms for added everyday ease.The third floor adds even more flexibility with a bonus sleeping room and expansive overflow space ideal for recreation, office use, home gym, media room, hobbies, guests, or additional hangout space, depending on your needs.Outside, enjoy mature perennial gardens, stone walls, and usable lawn space in a peaceful setting on a paved dead-end road shared by only a few homes. A 1-year-old above-ground pool is included in the sale, a perfect summer setup to complement Vermont's warm-weather season with boating ( boat launch just down the road), swimming, hiking, and recreation around lakes just moments away. Space, location, acreage, ample bedrooms and baths, garage, and well-maintained…don't miss it!

Listed by Jacki Murano of Southern Vermont Realty 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.

135 Overlook Drive Londonderry VT 05148

Londonderry, VT135 Overlook Drive

Price$425,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5070340

  • Residential Single Family
  • Full Bath 2
  • Address 135 Overlook Drive
  • Bedrooms 5
  • Bathroom 3

Investment opportunity! This beautiful ski country compound offers 3 potential streams of rental income, or a home where you can enjoy sweeping views of the West River Valley just minutes away from Magic Mountain skiing and a surprising array of amenities in Londonderry's town center. A barn apartment over a garage with a 3/4 bath, and an upstairs and downstairs unit with a full bath each, are all equipped with their own kitchen and come with paying tenants. Keep the property in its current configuration, or combine the main house into one living area, with the barn as an in-law suite. A septic design exists for a subdivision of the property which, if the subdivision is obtained and a septic permit approved, would enable further development. Property to be sold as-is. Owner financing available.

Listed by Zachary Zupan and Lawrence Zupan of EXP 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.

68 East Brook Crossing Wilmington VT 05363

Wilmington, VT68 East Brook Crossing

Price$425,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5073932

  • Residential Single Family
  • Full Bath 2
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,472

Lovely updated chalet in the Chimney Hill community just outside the village of Wilmington and south of the Mount Snow ski resort. This home sits on a private lot with direct snowmobile trail access, great for summer hiking and biking, nearby access to Lake Whitingham, and is just a short drive into the downtown for shopping and dining. Inside you are treated to a vaulted living space with exposed natural woodwork and great lighting. There is a cozy living room with gas stove, wood floors, kitchen with island, dining area which has a slider leading out to the entertaining deck, a full bath, and two nice bedrooms. The finished walkout lower level has a family room and game room entertainment area, wood stove for supplemental heat, third bedroom, and second bath, as well as a functional mudroom entry off the driveway. Additionally there is a shed great for seasonal gear storage or snowmobiles, a large upper lawn space for outdoor enjoyment, and a nicely graded driveway. 2018 upgrades include a Mitsubishi minisplit heating and a/c system for extreme efficiency with Rinnai direct vent propane heat as backups, completely app controlled for peace of mind and great efficiency. The gas stove is an additional backup and will heat even if the power goes out., thermostat controlled. Low bills compared to anything with electric baseboard heat. The property is in the desirable C section making it easy to access no matter the weather. It comes with all the great amenities including clubhouse, indoor and outdoor pools, hot tub, locker room, gym, game room, theater, basketball court, tennis court, ice skating, and a la carte services such as plowing, sanding, and trash.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

{$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 9:08 AM EDT

 

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