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Addison VT Single Family Real Estate

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41 Pleasant Street Woodstock VT 05091

Woodstock, VT41 Pleasant Street

Price$2,599,000

Est. Mortgage: $/month

MLS Number 5062350

  • Residential Single Family
  • Full Bath 11
  • Address 41 Pleasant Street
  • Construction Existing
  • Bedrooms 9

This exquisite Victorian invites you to embracequintessential New England living in a charming downtown setting. This property in Woodstock, VT offers a rare blend of historic charm and modern convenience, all within one of Vermont's most beloved communities. Woodstock is often hailed as “the prettiest small town in America,” and for good reason. The village is a vibrant resort town with maple-lined streets, stately homes, artisanal boutiques, and a warm and welcoming spirit. The town and assorted local organizations offer cultural and family fun activities offered throughout the year. Currently being used as a 7-room Inn boasting an additional 2-bedroom owner's quarters, this property could be returned to operating as a private residential property with zoning permit. Please contact for more information on making this beautiful place your dream home!

Listed by Jennifer Falvey of KW Vermont Woodstock (Cell: 203-912-8173), Steven Foster of KW Vermont-Stowe

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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34 Briarwood Avenue Sanbornton NH 03269

Sanbornton, NH34 Briarwood Avenue

Price$2,599,000

Est. Mortgage: $/month

MLS Number 5084330

  • Residential Single Family
  • Full Bath 3
  • Address 34 Briarwood Avenue
  • Construction Existing
  • Bedrooms 3

Lakeside Elegance on Lake Winnisquam: Discover a rare opportunity to own a stunning waterfront sanctuary on the pristine shores of Lake Winnisquam, New Hampshire. This custom-built, beautifully appointed residence offers the ultimate in lake and mountain elegance, with over 100 feet of direct shoreline and breathtaking panoramic views. Step inside to find a thoughtfully designed layout showcasing high-end finishes throughout-from the gourmet kitchen with premium appliances and artisan cabinetry, to the elegant living spaces crafted for both comfort and style. Expansive, multi-level decks provide ideal vantage points for soaking in the natural beauty, whether it's morning coffee with the call of loons or evening sunsets over the water. Meticulously landscaped grounds feature lush gardens, tranquil water features, and private outdoor retreats that invite relaxation and reflection. Whether you're boating, entertaining, or simply unwinding, this home embodies the very best of lakefront lifestyle. Just a short drive from Boston and within easy reach of points north and south, this property is not just a home-it's a refined escape designed for those who cherish serenity, sophistication, and a deep connection to nature. Welcome to your lakeside dream.

Listed by Douglas Rollins of BHHS Verani Belmont

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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237 Points North Road Stowe VT 05672

Stowe, VT237 Points North Road

Price$2,595,000

Est. Mortgage: $/month

MLS Number 5079936

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 6
  • Bathroom 7

Westerly views and well-executed outdoor living spaces define this thoughtfully designed home. Oversized windows, cathedral ceilings, and an open layout bring in natural light and create a sense of volume throughout the main floor. A stone fireplace anchors the living room and connects the living, dining, and kitchen areas, each oriented toward the surrounding landscape. The main level includes a private primary suite with views toward Nebraska Valley. One level below are four additional bedrooms and two full bathrooms, providing comfortable accommodations for family and guests. The walk-out lower level, accessible by stairs or elevator, features a spacious recreation room and wine cellar. The outdoor spaces are equally well considered, with terraced gardens, stonework, and a generous patio with a wood-burning fireplace and outdoor kitchen. Above the garage, a one-bedroom apartment offers flexibility for guests, extended family, or rental use. Located just south of Stowe village, the property provides convenient access to I-89, Stowe Mountain Resort, Trapp Family Lodge, and local schools, while remaining close to the area's year-round recreation, dining, and community amenities.

Listed by Meg Kauffman of LandVest,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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1215 Ocean Boulevard Rye NH 03870

Rye, NH1215 Ocean Boulevard, Unit 5

Price$2,595,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5073636

  • Residential Single Family
  • Full Bath 2
  • Address 1215 Ocean Boulevard
  • Construction New Construction
  • Bedrooms 2

Stunning new Beach Townhomes in Rye, New Hampshire-where beachside serenity meets modern luxury. Perched directly across from Wallis Sands Beach and Pirates Cove, these beautifully designed new residences offer the perfect blend of comfort and convenience, making every day feel like a vacation. When you buy a home at The Residences at Wallis Sands, you surround yourself with the outdoors. You get two bedrooms and a sizable "den" Each townhome features spacious layouts, private individual elevator, high-end finishes, and large windows that fill your living space with natural light and breathtaking views. Enjoy open-concept living areas, gourmet kitchens, and private outdoor spaces ideal for relaxing or entertaining. Step outside your door and stroll to the pristine sands and breaking waves, where you can swim, sunbathe, or enjoy a leisurely walk along the shore. Abutting conservation land with long, distant views westward and east toward the sea, these six residences offer immersive, coastal living-a rare and unparalleled lifestyle. Some of the special features of The Residences: a 1,000 square foot three-car, heated garage, soaring ceilings, a private elevator, heated outdoor driveways and walkways, a gas fireplace with custom stonework, three private porches, an expansive 14' x 22' deck, and a ground-level covered patio-perfect to watch the world go by.

Listed by John Samonas and Andrew Samonas of Samonas Realty,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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463 North Road Barnard VT 05032

Barnard, VT463 North Road

Price$2,575,000

Est. Mortgage: $/month

MLS Number 5090375

  • Residential Single Family
  • Full Bath 3
  • Address 463 North Road
  • Construction Existing
  • Bedrooms 5

463 NORTH ROAD - Set on 45 private acres with sweeping long-range mountain views, this custom-designed five-bedroom residence offers exceptional privacy, craftsmanship, and convenience. Enjoy direct walking access to Silver Lake and Barnard Village, just 15 minutes to Woodstock and 30 minutes to Hanover and Dartmouth College. The original timber frame home is filled with warmth and natural light, featuring an open eat-in kitchen and dramatic vaulted great room, both opening through French doors to expansive decks with breathtaking views. Renovated in 2022 by Cabinet Encounters of West Lebanon, the chef's kitchen includes a 48” BlueStar dual-oven range, Wolf speed oven, custom Sub-Zero refrigerator, slate floors, two sinks, and a remarkable 17-foot island. Restoration Hardware and Hubbardton Forge lighting complement the beautifully crafted interiors. The main level also includes a den, powder room, and flexible office or bedroom beside a full bath. Upstairs, the primary suite features a woodstove, mountain-view balcony, and ensuite bath with soaking tub and separate shower. Two additional bedrooms share a hall bath and nearby laundry. A seamless 2,500-square-foot addition completed in 2018 expanded the home with outstanding gathering spaces, including a magnificent den with stone fireplace and custom built-in bar. Upstairs are two ensuite guest bedrooms, one with stunning long-range views and another with a charming loft sleeping area. Radiant-heated yellow birch floors run throughout the home and attached three-car heated garage. Additional features include a whole-house generator, 6-bedroom septic system, mature landscaping, stacked stone walls, expansive Trex and covered decks, a custom bluestone firepit patio, and Birchwood Lane-a private walking path leading directly to Barnard Village and Silver Lake. SEE PROPERTY WEBSITE 463NORTHROAD FOR MORE INFO.

Listed by John Snyder of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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400 Ruusunen Road Springfield VT 05156

Springfield, VT400 Ruusunen Road

Price$2,550,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5087693

  • Residential Single Family
  • Full Bath 2
  • Address 400 Ruusunen Road
  • Construction Existing
  • Bedrooms 6

Wild Trails Farm presents a rare opportunity to own 224 acres of private, contiguous land defined by rolling fields, mature woods, and expansive southern views. The setting feels secluded and serene, yet it's fully equipped for comfortable, year-round living.At the heart of the property, the 5,600+ sq ft lodge is thoughtfully designed for both everyday life and entertaining. A spacious kitchen with dual dining areas anchors the home, complemented by multiple living spaces that offer flexibility for gathering or quiet retreat. Six bedrooms and 4.5 baths provide ample room for family and guests. Energy-efficient solar and geothermal systems support modern living, while the sauna adds a simple, restorative touch. The two-car garage, currently used as a yoga studio, can easily be returned to its original use. A screened porch and stone patio create seamless connections to the surrounding landscape in every season.The land itself is a standout feature-224 acres of privacy, beauty, and usability. A network of private trails begins just outside the door, ideal for hiking, biking, snowshoeing, and cross-country skiing. Established gardens, fruit-bearing plantings, and peaceful ponds add to the property's sense of place and seasonal enjoyment.Complementing the main residence, several additional structures enhance the property's versatility: a beautifully restored circa-1800s barn with a two-bedroom apartment, a charming one-bedroom post-and-beam residence, a stable, equipment barn, and a greenhouse. Each building is well integrated, offering function and flexibility without excess.Whether envisioned as a private retreat, a multigenerational compound, or a property with income potential, this offering delivers a compelling combination of infrastructure, acreage, and setting-ready to be enjoyed and adapted to a variety of uses. Additional acreage available.

Listed by Debra Staniscia of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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Lot 6 Stone Lodge Road Winhall VT 05340

Winhall, VTLot 6 Stone Lodge Road

Price$2,525,000

Est. Mortgage: $/month

MLS Number 5076149

  • Residential Single Family
  • Full Bath 3
  • Construction New Construction
  • Bedrooms 4
  • Bathroom 4

SHOWINGS BEGIN at Thursday February 12. Premier New Construction, offering 4500+ SF of luxury living on three levels, perched on 2.5 acres to maximize panoramic mountain and Bromley views. Just minutes to the Stratton Resort Base Lodge, this exceptional 4 bedroom/3.5 bath floor plan combines contemporary design, craftsmanship of the highest caliber and energy efficiency.Thoughtfully designed for comfort and performance, each detail reflects quality craftsmanship-from the sleek finishes to the high performance systems. The handcrafted timber frame great room showcases the natural beauty of the Green Mountains. Defined by soaring cathedral ceilings and exposed natural wood beams, the dramatic wall of stone with wood hearth anchors the space while expansive windows frame breathtaking views, flooding the room with natural light. The designer c hef's kitchen with dedicated scullery is as elegant as it is functional with top tier appliances and and oversized island.A main level en suite primary features views, a walk in closet, and a spa inspired bath, double vanities and glass enclosed tiled shower.A second en-suite primary , occupies its own level with soaring ceilings, upscale tiled bath and peaceful separation from the rest of the residence. The finished lower level walkout provides flexible living with media/game room, and a 4th mega bunk or guest room and bath.The spacious entry welcomes guests, a mudroom and attached 2 car garage provide the spaces needed for Active Mountain Living with a second level expansion room already prepped for future heating, plumbing and electricity.Stone Lodge offers the balance between mountain serenity and the convenience of the Stratton Mountain Resort. Enjoy the comforts of a premier mountain retreat with easy access to year round recreation, dining and everything the area has to offer. Experience adventure , relaxation and the luxury of Stone Lodge!

Listed by Kim Morgan-Wohler of Wohler Realty Group, Britt Wohler of WOHLER REALTY GROUP

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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5518 Route 12 Barnard VT 05031

Barnard, VT5518 Route 12

Price$2,500,000

Est. Mortgage: $/month

MLS Number 5084167

  • Residential Single Family
  • Full Bath 1
  • Address 5518 Route 12
  • Construction Existing
  • Bedrooms 6

This gracious 1796 Brick Federal homestead was transformed into a popular gathering spot more than 60 years ago. The Barnard Inn has long been considered among the finest dining and hospitality venues in Vermont. It is currently operated as an event destination by the chef-owner and his family. Now, with children grown and off on their own paths, it is time to pass stewardship of the historic property to others, who can return it to private use or continue serving the community as a center of hospitality, helping to cover the costs of ownership. The Inn features original fireside dining rooms, complemented by a rustic tavern serving both classic and inventive 'pub' cuisine. The professional kitchen has undergone a thorough renovation, increasing efficiency and enabling flexibility of culinary styles. Marketing opportunities are limited only by imagination, including the use of expansive lawns for weddings and events in both indoor and outdoor settings among flowering shrubs, mature shade trees, and natural landscaping. The main floor of the Inn features the professional kitchen, tavern, and dining areas. The second and third floors offer private residential accommodation, including 5 bedrooms, 2 bathrooms, and a beautifully designed open-concept country kitchen that leads to a spacious deck with views of the surrounding hills and fields. The post-and-beam barn has been repurposed as an event venue and short-term rental, with a yoga studio. The main level of the former working barn is open to a height of 36', overlooked by the expansive hay loft. The barn is large enough to host up to 60 guests for dinner and 100 for casual events. A 2-bedroom building site beside the spring-fed pond has been approved, with additional sites potentially available by reallocating the existing septic system. The location is ideal for 'glamping' with nearby Silver Lake, miles of trails, and outdoor recreational activities drawing tourists throughout the year.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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65 Bentley Lane Jericho VT 05465

Jericho, VT65 Bentley Lane

Price$2,500,000

Est. Mortgage: $/month

MLS Number 5081998

  • Residential Single Family
  • Full Bath 1
  • Address 65 Bentley Lane
  • Construction Existing
  • Bedrooms 3

In a picturesque valley nestled between the majestic slopes of Camel's Hump and Mount Mansfield, where sweeping, panoramic views stretch across the horizon, lies a truly special place; Simpson's High Meadow. Spanning 201+ acres of pristine Vermont landscape, this remarkable property is a tapestry of wildflower meadows, lush forests, and winding recreational trails perfect for walking, skiing and exploring in every season. A lovely home and a rustic post and beam cabin rich with Vermont charm, are thoughtfully built on the land, creating welcoming spaces for gathering, reflection, and simple living. A spring-fed pond with a dock invites summer swims and relaxing afternoons by the water, while a nearby fire-pit becomes the heart of evenings shared with family, friends, and guests beneath star-filled skies. Follow a woodland trail that climbs gently to a hilltop, where the quiet remains of a historic barn still stand-once part of the property connected to the famed photographer and naturalist “Snowflake” Bentley, whose legacy lives on along Bentley Road. For more than fifty years, the Simpson family lovingly stewarded this land across generations. They built the homes and cabin, created the trails, and cared for the meadows and forests that make this place so extraordinary. Simpson's High Meadow is the essence of Vermont: a timeless landscape where dreams take root and memories are made.

Listed by Tony Shaw and Stephanie Douglas of KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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114 Oak Ridge Way Woodstock VT 05091

Woodstock, VT114 Oak Ridge Way

Price$2,500,000

Est. Mortgage: $/month

MLS Number 5087228

  • Residential Single Family
  • Full Bath 2
  • Address 114 Oak Ridge Way
  • Construction Existing
  • Bedrooms 4

See the property specific website with video, 3-D tour and more. Set against the timeless beauty of Woodstock's rolling countryside, this exceptional estate offers a rare blend of refined luxury and pastoral charm. Thoughtfully designed for both elegant entertaining and everyday comfort, the four-bedroom, four-bath residence centers around a stunning gourmet kitchen-complete with a Sub-Zero refrigerator, Wolf range, dual dishwashers, prep sink, and a generous granite island perfect for gathering. Beyond the kitchen, a gracious butler's pantry, inviting den, game room, and large living room create a home that is as functional as it is inviting. Expansive windows frame unobstructed views, bringing the surrounding landscape into every room, while modern efficiencies-including a whole-house generator and rooftop solar-offer peace of mind and sustainability. Equestrians and hobby enthusiasts alike will appreciate the impeccably maintained grounds: a four-stall barn with heated tack room, double run-in shed within the six-acre pasture, a greenhouse, and an additional five-bay garage/shop provide endless flexibility for pursuits and storage. The primary three-car garage ensures convenience close to home. With two wells servicing the property and an included separate, buildable lot with a four-bedroom septic design, the estate presents a unique opportunity for expansion or multigenerational living. All of this, just seven minutes from the charm of Woodstock Village and under twenty minutes to world-class skiing, creates a lifestyle defined by privacy, beauty, and effortless access to Vermont's finest amenities.

Listed by Tami Sullivan of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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226 Park Street Portsmouth NH 03801

Portsmouth, NH226 Park Street

Price$2,500,000

Est. Mortgage: $/month

Pending

MLS Number 5087614

  • Residential Single Family
  • Full Bath 2
  • Address 226 Park Street
  • Construction Existing
  • Bedrooms 2

Welcome to 226 Park Street, an exceptional, fully reimagined bungalow in the heart of Portsmouth. Completely gutted and rebuilt in 2020/2021 by the current owner in collaboration with Auger Builders, this home offers the perfect blend of modern design, quality craftsmanship, and timeless charm. A welcoming farmer's porch sets the tone as you enter into a stunning open concept main level, featuring a sun-filled living, dining, and kitchen area. Highlights include a gas fireplace, oversized windows, and seamless flow-ideal for both everyday living and entertaining. The chef's kitchen boasts custom cabinetry and is designed to impress. The 2020 addition of a spectacular four-season sunroom is a true showpiece, featuring cathedral ceilings and a striking steel-and-glass structure overlooking the beautifully designed, professionally landscaped yard, an ideal space to relax year-round. Upstairs, the primary suite offers double closets and a custom-designed bath. A second bedroom is equally inviting and features access to its own bath, providing comfort and privacy for guests or family. The finished lower level adds valuable living space, perfect for a game room, media area, or additional sleeping accommodations. Ideally sited on a tree-lined street with sidewalks, this home is just a short distance to all that vibrant downtown Portsmouth has to offer, restaurants, shops, and waterfront attractions. Move-in ready and thoughtfully designed, 226 Park Street is a rare opportunity to enjoy in-town living at its finest.

Listed by Jim Giampa of Carey Giampa,LLC/Rye

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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335 Central Road Rye NH 03870

Rye, NH335 Central Road

Price$2,500,000

Est. Mortgage: $/month

MLS Number 5090330

  • Residential Single Family
  • Full Bath 1
  • Address 335 Central Road
  • Construction Existing
  • Bedrooms 3

An interior designer's dream-meticulously reimagined with no detail overlooked. Set on a sun-drenched lot, the west-facing patio captures breathtaking sunsets over open fields and a serene forest backdrop. Completely gutted and thoughtfully renovated in 2023, this home blends modern design with timeless craftsmanship. Open-concept living spaces are filled with natural light and framed by scenic vistas from every window. Wide-plank French oak flooring runs throughout, complementing the home's refined aesthetic. The spacious dining area flows seamlessly into a comfortable family room with a large-screen TV and expansive sliders leading to the deck and bluestone patio-perfect for enjoying long summer evenings and gentle breezes. The chef's kitchen is equally impressive, anchored by a premium Lofra gas range-ideal for both everyday living and entertaining. For added versatility, the first floor also offers a private den, a quiet office, and a sunroom with passive solar design for year-round enjoyment. Upstairs, the expansive primary suite is both stylish and serene, featuring a generous walk-in closet plus additional storage. The spa-like bath includes a custom oversized tiled shower, natural light, and double vanity sinks. An additional bedroom offers its own beautifully appointed bath with a custom tiled shower. Above the garage, a separate in-law or potential accessory dwelling unit provides excellent flexibility, complete with a full kitchen, full bath, and washer/dryer hookups. Additional highlights include an attached two-car garage, ample parking, storage shed, central air conditioning, and high-end designer finishes throughout.

Listed by Jennifer Madden of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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 6, 2026 11:39 AM EDT