Stratton Area Homes for Sale

View all residential listings in the Stratton area of Southern Vermont and find a variety of beautiful homes to explore.

Homes for Sale in Southern Vermont

Contact William Raveis Winhall Real Estate at 802-297-1550 or online if you're interested in a particular property or have any questions.

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25 Mountain Haunts Road Winhall VT 05340

Winhall, VT25 Mountain Haunts Road

Price$3,950,000

Est. Mortgage: $/month

MLS Number 4945895

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 6,500

This private setting on 40 acres is nothing short of EXTRAORDINARY! An iconic Stratton Mountain estate with a newly expanded and renovated grand lodge, a guest house - each with unrivaled views of the Stratton Mountain trails. The upscale addition & renovation of this Pearl Buck property is just minutes to the StrattonMountain Base Lodge. With commanding southerly views of Stratton Mountain and surrounding ridge lines with sunset views to the west, this dramatic 4 bedroom/ 4.5 bath lodge is without comparison and the last rare parcel of this size near the resort with a world of privacy and tranquility. Three stone fireplaces, large beams, walls of glass and VIEWS, VIEWS, VIEWS. Additional 2BR/2BA Guest House, garage, pond and tennis court. Patios, Stonework, outdoor spaces.enhance the stunning location.Additional building sites available. Situated in the heart of everything the region has to offer throughout the seasons. World Class professional theater at Weston and Dorset, the Manchester Music Festival, The Dorset Summer Equestrian Festival. Hiking, biking, kayaking, shopping and dining. Fall foliage, first tacks on powder days and the glorious Green Mountain Summers beckon. This one of a kind property has the essence of a true mountain lodge, set into its surroundings with a tranquil and peaceful vantage point. Adventure is at your doorstep.Additional parcels available. Make plans to visit this newly expanded and renovated property. You'll be enthralled!

Listed by Kim Morgan-Wohler of Wohler Realty Group

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$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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1251 West Road Manchester VT 05255

Manchester, VT1251 West Road

Price$2,995,000

Est. Mortgage: $/month

MLS Number 4912881

  • Residential Single Family
  • Bedrooms 9
  • Bathroom 7
  • Square Feet 7,066
  • Construction Existing

Welcome to Forever Farm, a landmark property & location in Manchester Village, VT. This well maintained home is ready for family and friends - whether it be entertaining a large dinner crowd or relaxing on the front porch with a good book, this home is so versatile. The main house is comprised of 6 bedrooms, gorgeous cooks kitchen and several inviting living room spaces. The well manicure grounds give a pop of color year-round, whether it be the perennial gardens in the stone walls, colorful fall foliage on the maples, birches and fruit trees, snowcapped mountains or the spring time flowers, this home makes any season a delight. The separate carriage house with 3 bedrooms & 2 baths is a great retreat for guests. Horse stalls and outdoor riding ring, three bay heated garage, home gym & multiple ponds! This home awaits its new owner, to love and continue the tradition of Southern Vermont living. Property is being offer fully furnished & completely turn key.

Listed by Andrea Kaplan of Four Seasons Sotheby's Int'l Realty

$
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%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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30 Stark Farm Road Winhall VT 05340

Winhall, VT30 Stark Farm Road

Price$2,795,000

Est. Mortgage: $/month

MLS Number 4953931

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 7,743

Welcome to your mountain oasis in Winhall, Vermont! This extraordinary home offers an idyllic retreat nestled amidst nature's embrace. Sprawling across 7,743 sq ft and situated on 5 acres of picturesque land, this exquisite property presents the epitome of luxury living. With 6 bedrooms, 5.5 baths, and a myriad of incredible features, this home is a true masterpiece. As you step inside, you'll be captivated by the attention to detail and exquisite craftsmanship throughout. A stunning fireplace invites you to cozy up during the colder months, creating a warm and inviting ambiance. The spacious layout boasts an art studio, perfect for nurturing your creative spirit, while the garage comes equipped with an electric charging station. Embrace the spirit of competition on the basketball court or indulge in the serenity of the outdoors with an invigorating outdoor shower, and gather around the outdoor patio, complete with a cozy fire pit, where you can relax and unwind while sharing stories beneath the starlit sky. This home also offers an in-law suite, providing privacy and comfort for guests or extended family. With its unrivaled features, including the art studio, garage with charging station, amazing mudroom, wine cellar, basketball court, outdoor shower, and patio with a fire pit, this home is a true haven for those seeking both luxury and tranquility. Start your new chapter amidst the beauty of Vermont's mountains.

Listed by Robin Apps and Margaret McMahon of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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528/540 Nichols Hill Road Dorset VT 05251

Dorset, VT528/540 Nichols Hill Road

Price$2,500,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4917068

  • Residential Single Family
  • Square Feet 4,186
  • Construction Existing
  • Bedrooms 8
  • Bathroom 6

Magnificent Offering... Quintessential Dorset Farm! 187 pristine acres in the heart of Dorset on coveted Nichols Hill! Mixture of beautifully managed meadows, sugarbush, woods, stream and pond in Current Use and The Vermont Land Trust. Equine or agriculture friendly with access to all lands through myriad of groomed trails. Incredible panoramic views are distant and intimate. Lovely Goodman Brook meanders thru the property and there is a small pond. Two very well appointed homes include the original farmhouse, a newer constructed cape, a large P&B antique barn and outbuilding in a picturesque tranquil setting. A 1850 2026 SF Colonial and a 1980 2160 SF Cape totals 4,186 finished square feet offering 8 bedrooms between the two homes. Understated elegance. Healthy Forestry Plan. Sellers have gone to great lengths to preserve the property and habitat. Vermont Land Trust owns the development rights but there is the ability for one more homestead within the property. Perfect for a family compound or off-set income potential. Forestry and Land Trust Docs available upon request. Superb View Setting... Bike Ride to Dorset Village... this is the ultimate offering base toward an amazing Dorset Compound!

Listed by David Shehadi of Josiah Allen Real Estate,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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1842 Main Street Manchester VT 05255

Manchester, VT1842 Main Street

Price$2,500,000

Est. Mortgage: $/month

MLS Number 4910977

  • Residential Single Family
  • Square Feet 10,877
  • Bedrooms 11
  • Construction Existing
  • Bathroom 13

An enchanting history describes a homestead at Ormsby Hill beginning in 1764 that was historically used to entertain friends a family during the summer months. It was one of the first Federal style mansions to be built in Manchester. Over the years, it evolved and grew to become a luxury Bed and Breakfast Inn with a superlative reputation for hospitality in beautifully appointed guest rooms and common areas. It has always catered to the romantic getaway market with fireplaces and whirlpool tubs in every guest room. Additions were built on the North end of the original building for more guest rooms and on the South end of the building to accommodate the owners of the inn in great style. Original hearths, incredible trim on ceilings and moldings, and great architecture make this property unique in its grandeur.

Listed by Wendy Beach of Hearthside Group

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$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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308 Uphill Lane Dorset VT 05253

Dorset, VT308 Uphill Lane

Price$2,400,000

Est. Mortgage: $/month

MLS Number 4939833

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 8,835

Built in 1989 as a private home oasis, this home does not disappoint. With privacy, views, a heated pool, tennis court, and indoor sauna, your home becomes your own personal resort. Entertaining is a breeze with the open floor plan. Everyone can enjoy the preparing of meals in the large chef's kitchen seated nicely next to the dining room with a gorgeous propane fireplace. After a meal retire to the great room with the wood burning fireplace and large windows to views. Speaking of views, did you see the views? Visible from all the rooms facing east (Bromley Mountain). At the end of the first floor is an expansive gym that can be used for wrestling, dance, working out or repurposed for whatever the new buyer might desire. Oh, and the sauna! On the second floor, you will find the primary suite which comes complete with a large sitting area, separate dressing room, and an expansive bathroom with jetted tub and separate shower....and views! Three additional bedroom suites and laundry room complete the second floor. The third floor offers an additional living space with a bedroom, tv room, full bath (room to add a small kitchen) and an additional exterior stairway in addition to the interior stairway. In the warmer months, enjoy your own heated swimming pool and a game of tennis. All measurements are approximate. The road you see in the picture is the newly paved driveway, home is private from the road.

Listed by Lynn Rawson of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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871 Stratton Arlington Road Stratton VT 05155

MLS Number 4911891

  • Residential Single Family
  • Bedrooms 5
  • Square Feet 8,800
  • Construction Existing
  • Bathroom 7

Stratton Forest Estates - Exquisitely designed home built with only the finest materials where no detail or amenity has been overlooked. Located on 18 private acres and bordered by thousands of acres of the Somerset Wilderness area this magnificent home boasts views of the North face of Mt Snow to distant ridgelines and the forest below. The interior of this home entails a large mudroom and another grand foyer with custom stone floors, open concept vaulted great room with soaring ceilings, natural woodwork, floor to ceiling stone fireplace, expansive chef's kitchen with large breakfast island, Wolf stove, custom cabinetry, cozy den with fireplace, dining room, and open upstairs balcony/cat walk overlooking the great room. The master suite has a fireplace and sitting room, private deck with gorgeous views and an incredible bathroom. Laundry rooms are located on the main level as well as the lower level. There is a caretakers 1 bedroom 1 bath suite with fully equipped kitchen. The lower level features an entertaining wet bar, family room, game room, hot tub room, sauna, home theater, climate controlled wine cellar, lower level laundry, and bunk suite with sitting room and fireplace. Completing this home is a massive garage that can accommodate up to 3 cars and a couple toys whether its four-wheeler, snowmobiles or both! All of this is only a short distance to Stratton or Mt Snow. Outside there is a large pond and paved driveway.

Listed by Richard Caplan of Deerfield Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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251 West Fields Road Manchester VT 05254

Manchester, VT251 West Fields Road

Price$2,100,000

Est. Mortgage: $/month

MLS Number 4953799

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 7,284

West Fields ... the name says it all. Open fields line the private road to this neighborhood of high-end homes. Designed by Ramsay Gourd and built in 2002 this spacious contemporary takes full advantage of a site that includes mountain views, open meadows, privacy and a Manchester Village location. As you enter the large foyer you are met with gleaming wood floors and window walls that take full advantage of both the light and views. The main floor has both living room and family rooms which flows into the formal dining room. French doors allow access to the beautiful patio. A new screened porch beckons; allowing for both quiet enjoyment of the outside and a wonderful area for entertaining family and guests. The kitchen, with breakfast nook, verde marble counters, cherry cabinets and walk-in pantry is truly the heart of the home. The main floor primary suite boasts a large bath, sitting room and walk in closet. Upstairs you will find two guest suites plus two additional bedrooms and bath. A light filled office accessed by a back staircase allows the perfect place to work from home. Lower level has large gym with workout area, bath, suana and a 1,000 bottle wine cellar. 9' ceiilings, crown molding, cherry floors, central air, sound system, central vac and an updated alarm system all make this well loved home truly special. The only home currently available in this development of large lots and beautiful homes ... don't wait too long. All measurements approximate.

Listed by Carol O'Connor of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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217 Dorset West Road Dorset VT 05251

Dorset, VT217 Dorset West Road

Price$1,995,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4950992

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,647

This Dorset West Road treasure is uniquely designed for entertainment as well as quiet enjoyment. Situated on 4.1 acres with views, stream, beautiful gardens & stonework this three bedroom, 3 1/2 bath home is ready for you to move right in and enjoy. From the 2 car garage via covered walkway you enter into the large mudroom (the Vermont way to drop coats & boots), where there is ample closet space as well as a separate laundry room. Continue into the open plan family room with fireplace and access to screened in porch, custom kitchen and dining area. Living room with fireplace, wet bar and French doors to terrace makes indoor/outdoor entertaining a breeze. The spacious primary suite has his/her walk-in closets, French door to garden courtyard, as well as a wonderful spa like bath with a large shower with steam sauna, soaking tub, radiant floor heat and double vanity. On the second floor are two large guest suites, a sitting/office area and walk in attic storage. Heat & A/C provided by cold weather heat pumps with backup heat provided by the high efficiency boiler. And all covered by a 23kw generator in case of power outage. The barn/garage building was completed in 2018. It has approximately 2450 sq. ft. with 10 ft. garage doors and 12 ft. ceilings. A high efficiency propane boiler provides the radiant heat and hot water for the building. The building also has Wi-Fi, LED lighting, high heat sensors and heavy-duty racking. All measurements are approximate.

Listed by Carol O'Connor of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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221 Three Maple Drive Manchester VT 05255

Manchester, VT221 Three Maple Drive

Price$1,950,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4944046

  • Residential Single Family
  • Construction Existing
  • Square Feet 4,830
  • Bathroom 3
  • Bedrooms 4

Welcome to Spaniel Farm! The winding drive takes you away from nearby Manchester to a private 7.46 acre oasis sculpted at the base of the mountains. Mature plantings & perennials line the stone walls as you make the approach. Interior spaces & flow make for easy living. A mudroom entry is perfect for dropping the hiking boots, snow clothes or pool towels; closets with built ins & laundry room make this the ultimate Vermont entry. The private back entry leads to an in-ground pool & pool house. Keep in mind the 600 SF pool house is awaiting the new owners finishing touches. Back inside a separate pantry & great cooking space for creating mealtime memories complete the kitchen that overlooks the dining room with fireplace & space to comfortably entertain many. The sun drenched great room is a serene & comfortable space with fireplace perfect for VT evenings. Main floor bedroom offers comfort for guests complete with bath. A screened-in porch completes the 1st floor. Upstairs, the bright primary suite creates a calming sense making it the perfect retreat. The bath & closet/dressing room provide privacy & space, custom built ins & laundry. 2 additional bedrooms & shared bath round out the sleeping spaces. Finally the bonus room above the heated 3 car garage lends itself to many lifestyle options. The level yard includes an electric dog fence, fire pit, additional gardens & might we add the permitted 2-bedroom guest house should you want to create a compound like setting.

Listed by Sean Dillon and Andrea Kaplan of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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28 West Branch Road Winhall VT 05340

Winhall, VT28 West Branch Road

Price$1,899,000

Est. Mortgage: $/month

Pending

MLS Number 4946805

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Square Feet 2,300
  • Bedrooms 4

Location, Location, Location. Fully renovated in 2022, this turn-key rustic contemporary off North Brookwood is being offered fully furnished. Sitting at the end of the cul-de-sac, this home is minutes from the mountain yet feels truly private. Completely renovated, with high-end finishes, new appliances, and clean lines. This 4 bedroom, 3.5 bath is filled with windows and has a large open first-floor plan with a cathedral ceiling and wood-burning fireplace in the family room. Wide white oak flooring, granite and marble counters, heated floors in lower-level baths, and custom-made vanities. Built-ins in all closets, with room for storage. Enjoy the morning sunrise from your deck, with the golf course just a minute down the road. Easy access by the plowed pedestrian path or seasonal shuttle to Stratton Mountain Village. Newly installed hot tub with hemlock and cedar decks and your own ice rink in the backyard. The seller is a licensed real estate agent.

Listed by Jessica Marullo of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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305 Birch Hill Drive Manchester VT 05255

Manchester, VT305 Birch Hill Drive

Price$1,800,000

Est. Mortgage: $/month

MLS Number 4927884

  • Residential Single Family
  • Square Feet 3,093
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4

Peacefully relax on your back deck and enjoy the views of Mount Equinox from your own 28 acre oasis privately located off Manchester West Road. This unique property has everything you have been looking for in Vermont. The property features a main residence with air conditioning, 4 bedrooms; one being a first floor suite and a second floor primary with updated bath and walk in closet, a great room, two fireplaces, covered porch and back deck with outdoor grilling area. Property includes an amazing detached 1 bedroom guest suite with multi bay garage space. You can enjoy a network of meticulous trails and manicured grounds, numerous garages and all with the convenience of Manchester Dorset and the Mountains. Snowmobile, hike, ski or ATV right out your back door to the trails. There is a cleared private gazebo area with an oversized fire pit. The expansive yard has a clubhouse, basketball/ pickle ball court, shooting rage and bocce ball court. Acreage also has access off of Three Maple Drive and can be further subdivided to suit the buyers needs in many different ways. Property has m any additional multi bay garages that can fulfill many uses especially for a car enthusiast. A must see-- not often does property with so much to offer and potential come around in Manchester.

Listed by Andy Reed of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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 2023 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 May 31, 2023 11:39 AM EDT