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Addison VT Single Family Real Estate

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18 Highclere Road Windham NH 03087

Windham, NH18 Highclere Road

Price$1,499,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5078716

  • Residential Single Family
  • Full Bath 3
  • Address 18 Highclere Road
  • Construction Existing
  • Bedrooms 4

Stunning 2019 home in sought-after Windham NH in a 32 lot high end subdivision in highly desired Windham NH for its excellent school systems and easy access for commuting between NH and Massachusetts. This home features five bedrooms and three and a half bathrooms offering a versatile layout ideal for everyday living and entertaining. The property includes a pool, patio, firepit, covered deck, and a heated oversize 4-car garage with a workshop that features 14-foot ceilings- perfect for accommodating car lifts, extra storage, or easily convert one bay to a golf simulator or pool table space. The home offers two primary bedroom options, each with a full en suite bathroom. The one on the first floor includes private access to outdoor living areas; or the second on the upper floor is nearer the other bedrooms. With three additional bedrooms, the home provides flexibility for a variety of living arrangements. The three and a half bathrooms include modern fixtures and finishes. A full footprint unfinished walk-out basement with lots of natural light gives the opportunity for additional expansion if desired. The expansive indoor and outdoor living spaces are well suited for entertaining. The patio, wrap-around farmers porch and covered rear deck create seamless transitions between the interior and exterior of the home. The four-car garage is ideal for car enthusiasts or hobbyists needing secure, heated indoor workspace and storage for boats or toys. A thoughtful layout, with high quality construction, that has been meticulously maintained makes this home an opportunity for comfortable and functional living.

Listed by Christine Koutrobis of Coldwell Banker Realty Andover MA

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1267 Kelley Hill Road Pawlet VT 05761

Pawlet, VT1267 Kelley Hill Road

Price$1,499,000

Est. Mortgage: $/month

MLS Number 5085226

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2

Pawlet Perfection! High on a quiet country road, surrounded by open meadows, is that rare combination of peaceful country retreat and grand historic home. This enchanting compound sits on 32 +- acres with protected majestic mountain views and includes a classic 1817 Federal farmhouse, a dramatic two story barn, original blacksmith shop, milk house, open tractor shed, and other functional outbuildings (ripe for cottage conversion). Sensitively restored and updated for modern living, the residence offers crisp spacious rooms with high ceilings and beautiful historic details like original wrought iron hardware and wide plank flooring. The gracious floor plan includes a wide center stair hall surrounded by an elegant living room, a library with floor-to-ceiling built-in bookshelves on every wall, with a passthrough into the formal dining room, and first floor bedroom/study with an adjacent full bath. All of these rooms boast expansive closets and wood-burning fireplaces with original marble hearths. A mid 19th century addition houses the modern kitchen with new Italian appliances, multiple pantries, and a large breakfast area wrapped in a wall of windows facing the exquisite westerly sunset vistas. Upstairs, four large BRs with two window exposures and generous closets plus a bath w/ walk-in shower round out this comfortable home. The attic is finished providing functional art/work space and storage. High-speed fiber and updated mechanicals, including radiant heat throughout the entire first floor. A Peaceful Four Season Paradise minutes to Pawlet Village, nearby Dorset & Manchester amenities, plus hiking, skiing, rail trail, equestrian pursuits, lake and river recreation, farmers markets, music, art & theater! The parcel has a second building area with a state waste water permit for a 5 bedroom home with buried electric and junction box on site to create a fantastic family, friends or corporate compound!

Listed by Laura Beckwith and Elizabeth Romano of Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2493 Lake Street Addison VT 05491

Addison, VT2493 Lake Street

Price$1,499,000

Est. Mortgage: $/month

MLS Number 5062813

  • Residential Single Family
  • Full Bath 2
  • Address 2493 Lake Street
  • Construction Existing
  • Bedrooms 3

Experience the best of Vermont living in this stunning custom-designed home on 142 acres in scenic Addison. Wake up each day to breathtaking panoramic views of Lake Champlain, the Adirondack Mountains, and the Green Mountains. Built in 2007, this thoughtfully crafted residence offers a seamless blend of elegance, comfort, and connection to nature. Soaring cathedral ceilings and floor-to-ceiling windows flood the open-concept Great Room with natural light, creating a serene space to enjoy the changing seasons. The gourmet kitchen is a chef's dream with granite countertops, a center island, stainless steel appliances, and gas range. A spacious first-floor primary suite features a spa-like bath with soaking tub, tiled shower, and convenient laundry. Upstairs, two additional bedrooms, a full bath, and cozy loft provide plenty of space for guests or family. The finished walk-out basement includes a game room, theater area, and bonus room for work or play. Outdoors, explore miles of private trails, open meadows, and peaceful woods - perfect for recreation, horses, or a small hobby farm. The three-bay heated garage/barn adds versatility for storage, workshop or pickleball court. Located near Vergennes, Middlebury, and the Basin Harbor Club, with easy access to hiking, paddling, and Vermont's famed farm-to-table culture. Schedule your private showing today and come fall in love with this extraordinary Vermont retreat!

Listed by Michael Johnston of Coldwell Banker Hickok and Boardman

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2391 Music Mountain Road Stockbridge VT 05772
Active With Contract

MLS Number 5058048

  • Residential Single Family
  • Full Bath 3
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5

OVER $496,000 PRICE ADJUSTMENT AND OVER $120,000 RENTAL INCOME, THIS ONE YOU SHOULD CONSIDER OWNING. LUXURY FURNISHINGS TOO. TIMBERS IN THE SKY - Featured in Log and Timber Home Living magazine, this one-of-a-kind Vermont timber frame retreat, built in 2022, blends dramatic architecture with refined comfort. Fully furnished with luxury pieces, the open floor plan showcases a soaring great room with vaulted ceilings, walls of glass framing breathtaking mountain views, exposed beams, and a striking tile gas fireplace. The chef's kitchen offers stainless steel appliances, custom cabinetry, and a generous island, while radiant-heated Italian porcelain floors and rustic wood accents provide warmth and elegance. Four bedrooms and five spa-like baths include a stunning primary suite and a fun bunk room sleeping up to 14 guests with ease. Every bedroom has its own personality, and every bath is designed with a luxurious spa feel. Outdoor living is equally impressive. A huge covered deck with grilling area, hot tub, firepit, and gas fire pit creates gathering spaces for every season. The exterior's stone and wood siding blend naturally into the Vermont landscape, reflecting the craftsmanship within. Permitted for a 4-bedroom septic plus a 1-bedroom ADU, allowing future expansion and long-term flexibility. With proven short-term rental income exceeding $120,000 annually, this home is not only a spectacular retreat but also a sound investment opportunity. Minutes from world-class skiing at Killington, Pico, Sugarbush, and Stowe, this mountain escape offers unmatched access to Vermont's premier ski areas. NUMBERS AVAILABLE TO QUALIFIED INTERESTED PARTIES. ADDITIONAL LAND AVAILABLE!

Listed by Freddie Ann Bohlig of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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25 Clay Point Road Alton NH 03809

Alton, NH25 Clay Point Road

Price$1,499,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5089240

  • Residential Single Family
  • Full Bath 4
  • Address 25 Clay Point Road
  • Construction Existing
  • Bedrooms 4

Set in the heart of the Lakes Region between Wolfeboro and Alton Bay, this beautifully crafted 2021 custom Gambrel delivers the ideal mix of convenience, privacy, and lifestyle. Just minutes to downtown Wolfeboro for dining, shopping, and year-round events, while benefiting from Alton's low taxes and quick access to Route 16 for easy travel south. Designed with timeless style and exceptional attention to detail, the home features warm oak flooring, custom craftsmanship throughout, and thoughtfully designed living spaces that easily accommodate both everyday living and entertaining. Flexible floor plans offer options for first or second-floor ensuite living, along with the convenience of second-floor laundry. The finished walkout lower level creates the perfect extension of the home, complete with a cozy gas fireplace, additional bath, and direct access to your own private backyard retreat featuring a patio, hot tub, and firepit. A spacious mahogany deck sets the stage for summer gatherings and relaxing evenings outdoors. Located in the highly desirable Cedar Cove community, residents enjoy access to exclusive Lake Winnipesaukee amenities just a golf cart ride away, including a sandy beach, day dock, and tennis courts. Whether you're looking for a full-time residence or the ultimate Lakes Region escape, this property delivers the lifestyle buyers are searching for.

Listed by Adam Dow of KW Coastal and Lakes & Mountains Realty/Wolfeboro

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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3 Overbrook Drive Dover VT 05356
Active With Contract

MLS Number 5049914

  • Residential Single Family
  • Full Bath 1
  • Address 3 Overbrook Drive
  • Construction Existing
  • Bedrooms 4

STUNNING NEW CONSTRUCTION, SPECTACULAR VIEWS, GREAT LOCATION! Set against the backdrop of Mount Snow, this just-completed luxury single-family home offers the perfect blend of modern design and spacious living. Located in the base area of the Mount Snow Resort, The OutLook at Mount Snow offers the perfect mix of mountain modern luxury and the ultimate convenience. This home features an open concept kitchen, dining, and great room, all with incredible views of Mount Snow. With three levels of spacious living, there's ample room for the whole family to relax and enjoy. Cozy up by the gas fireplaces in the living room and lower-level family room, complete with a wet bar and beverage cooler, or take in the views from every floor. The home offers convenient MOOver Shuttle access to and from Mount Snow and is just a short drive to the Hermitage Club. This home presents a rare opportunity to own a luxury, new-construction single-family residence with unmatched proximity to Mount Snow. Whether you're looking for a primary residence, a vacation home, or an investment property, this home is sure to exceed your expectations. Don't miss your chance to own a piece of mountain paradise!

Listed by John Redd and Donna Brown of Skihome Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2427 Monument Hill Road Hubbardton VT 05735

Hubbardton, VT2427 Monument Hill Road

Price$1,499,000

Est. Mortgage: $/month

MLS Number 5049627

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4

Discover your Vermont sanctuary just 2 miles from stunning Lake Bomoseen and a short drive to the scenic Half Moon State Park! This exceptional home offers a perfect blend of natural beauty and luxurious comfort nestled within over 80 acres of lush land. Imagine waking up to breathtaking water features - a deep spring-fed pond, a majestic fifty-foot waterfall, and a tranquil year-round brook gently flowing behind the house - that create a peaceful, inspiring setting every day. This unique property boasts three distinct living areas, centered around a serene interior stone garden that invites relaxation and connection. The main house, an inviting guest wing, and a spa/living area with a swim-current pool, plunge pool, entertainment zone, cozy caf, and exercise area give everyone space to enjoy. Throughout, you'll find exceptional finishes and thoughtful upgrades, including a modernized primary kitchen, solar energy system, and mini-splits for ultimate comfort. With up to five bedrooms and separate spaces for privacy, this home is designed for creating lifelong memories in harmony with nature. The property’s expansive land offers endless outdoor adventures and privacy in a beautiful Vermont setting. Don’t miss this once-in-a-lifetime opportunity! Schedule your showing today and experience firsthand this one-of-a-kind Vermont retreat - your dream home awaits!

Listed by Michael Johnston of Coldwell Banker Hickok and Boardman

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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705 Cedar Beach Road Charlotte VT 05445

Charlotte, VT705 Cedar Beach Road

Price$1,499,000

Est. Mortgage: $/month

MLS Number 5090479

  • Residential Single Family
  • Full Bath 1
  • Address 705 Cedar Beach Road
  • Construction Existing
  • Bedrooms 2

Nestled in the historic Cedar Beach neighborhood, this rare waterfront retreat offers 300 feet of lakeshore with the opportunity to own your very own camp perched above beautiful Converse Bay. This unique mid-century A-frame captures stunning water views from every room, creating a peaceful setting filled with natural light to enhace the natural wood interior. The large 2.7 acre lot provides exceptional privacy along with plenty of space for gardening, outdoor entertaining, or simply enjoying the surrounding landscape. Relax on the spacious deck while listening to gentle waves roll in below, or gather with friends and loved ones to take in the spectacular scenery. Conveniently located near the Charlotte-Essex Ferry, just 30 minutes from Burlington International Airport and 35 minutes to Downtown Burlington, this special property offers the perfect balance of escape and accessibility.

Listed by Sean Dye and Christopher Dantzscher of BHHS Vermont Realty Group/Vergennes

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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652 Tierney Road Cavendish VT 05142

Cavendish, VT652 Tierney Road

Price$1,499,000

Est. Mortgage: $/month

Pending

MLS Number 5054888

  • Residential Single Family
  • Address 652 Tierney Road
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4

Tucked discretely off a meandering country road you will find this charming 4 bedroom, 3 and 1/2 bath contemporary home sited on 40 acres of land with miles of groomed trails that include a picnic area on Twenty Mile Stream. The grand living room , anchored by a wood-burning fireplace and lined by a wall of windows , frames views of the giant swimming pond and long range mountain views that include Vermont's own Mt Ascutney. The custom designed kitchen is a chef's dream and the sun-drenched dinning area - with exposures on two sides- provides an elegant setting for intimate gatherings.The deck from the main floor offers expansive spaces for outdoor living with stairs to an upper level enclosed gazebo that gives a 360 degree view of the beautifully landscaped grounds.There are two primary bedrooms , one on the main level with ensuite bath and one on the second level . The second level also has a bedroom that looks out to the mountain views. Lower level is comprised of a game room ,exercise space and bedroom with bath. From the lower level one has access to a 3,000 sq. ft. fenced dog run and hot tub. The 3 car garage with ample storage has room for ATV"s and snow mobiles. Second floor could be finished into living space. Skiing at Okemo Mountain is 12 minutes away. VAST trails are down the road, and Fly fishing on the Black River is some of the best in Vermont. This idyllic property offers serenity for full time living or a delightful second home get away. Call for viewing.

Listed by Carol Wood of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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395 Pleasant Street Portsmouth NH 03801

Portsmouth, NH395 Pleasant Street

Price$1,497,500

Est. Mortgage: $/month

Coming Soon

MLS Number 5093138

  • Residential Single Family
  • Full Bath 1
  • Address 395 Pleasant Street
  • Construction Existing
  • Bedrooms 3

Nestled in the heart of Portsmouth's coveted South End, just moments from Prescott Park, Strawbery Banke, downtown Portsmouth, and the waterfront, this lovingly restored c.1795 center-chimney Colonial blends timeless character with thoughtful updates. Rich in historic charm, this exceptional home has been maintained and thoughtfully updated while preserving its original woodwork, floor plan, and architectural integrity. Built by Benjamin Holmes, a joiner whose craftsmanship likely included the lovely moldings, the home showcases wide pine floors, fireplaces, and period details that have been carefully preserved to maintain its historic character while accommodating modern living. An inviting pocket garden creates a private outdoor retreat while providing efficient off-street parking and exceptional curb appeal. At the heart of the home, the chef's kitchen features an exposed chimney with intricate brickwork & beehive oven, creating a striking architectural focal point. Modern amenities include a gas range, wall oven, custom cabinetry, & soapstone sink. The formal living room is richly detailed with double crown moldings, a chair rail, elegant ceiling medallion, & one of four working fireplaces, with a carved mantel and marble hearth. The dining room continues the home's architectural story with dentil molding, an original mantelpiece, and distinctive gunstock corners. A 1st office with custom built-ins provides an ideal space for remote work or study. The first-floor half bath with laundry includes a stainless-steel utility sink, blending practicality with period charm. The 2nd floor offers three bedrooms & a full bath, while both front & rear staircases enhance functionality and historic character. The unfinished third floor provides generous storage & potential for future expansion. A rare opportunity to own a beautifully maintained piece of Portsmouth history in one of the city's most sought-after neighborhoods. Showings begin Friday, 6/12/26.

Listed by Liz Levey-Pruyn of The Aland Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

16 Zoe's Way York ME 03909

York, ME16 Zoe's Way

Price$1,495,000

Est. Mortgage: $/month

Pending

MLS Number 5051450

  • Residential Single Family
  • Full Bath 2
  • Address 16 Zoe's Way
  • Construction Pre-Construction
  • Bedrooms 4

With construction underway, this is a rare opportunity to customize your dream home from the ground up-complete with generous allowances for kitchen and bath finishes, flooring, lighting, appliances, and more. Set on a prime lot offering breathtaking mountain views to the west and just minutes from some of Maine's most beautiful beaches, this thoughtfully designed residence offers nearly 3,200 square feet of finished living space across three levels. The sun-drenched open-concept first floor features a spacious kitchen with a large center island, an adjacent dining area, and a sunroom that perfectly frames the sweeping western vistas. Upstairs, you'll find four bedrooms and 2 full baths including a luxurious primary suite with a spa-like ensuite bath and an oversized walk-in closet. The partially finished lower level offers walk-out access to the outdoors, ideal for a home office, media room, gym, or guest suite-whatever your lifestyle demands. Surrounded by over 130 acres of protected conservation land, The Ledges at Gulf Hill offers an unmatched blend of natural beauty, privacy, and convenience. From this tranquil setting, you'll enjoy quick access to iconic coastal destinations like Perkins Cove, the Marginal Way, and Nubble Lighthouse, along with award-winning restaurants, boutique shopping, and sandy beaches. Don't miss your chance to create a truly personalized home in one of Southern Maine's most sought-after new communities. Schedule your private tour today.

Listed by David Fountain and Jeffrey Jellison of Century 21 Atlantic Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

17-4-34 Boiling Kettle Way Bedford NH 03110

Bedford, NH17-4-34 Boiling Kettle Way

Price$1,495,000

Est. Mortgage: $/month

MLS Number 5080144

  • Residential Single Family
  • Full Bath 2
  • Construction Pre-Construction
  • Bedrooms 4
  • Bathroom 3

Customize your dream home in this exclusive cul-de-sac neighborhood within The Preserve at West Bedford. Stunning exterior features, metal roof accents, stone-based columns supporting the covered porch in the front and Trex decking in the rear. Gorgeous, curated kitchen with quartz countertops, ample custom cabinetry, an island and a walk-in pantry. The family room centers onto a fireplace sure to impress. The dining room with crown molding open to the kitchen is perfect for entertaining. Enjoy working from home in the private first floor office. Elegant white oak stairs with black iron balusters lead you to the four spacious bedrooms upstairs. The expansive primary bedroom suite has a massive walk-in-closet. The spa-like master suite includes a tiled shower, soaking tub and dual vanities. Convenient second floor laundry room. Two car garage with high ceilings. Access to Bedford's best amenities, top school district and close proximity to Manchester / Boston airports. The photos from previous builds showcase the level of craftsmanship, modern luxury, and timeless design offered. Your dream, made real.

Listed by Scott Vaillancourt and Jillian Vaillancourt of BHGRE Masiello Bedford

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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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 7, 2026 11:22 PM EDT