and narrow your search. If you have fewer than 200 results, you can save your search.

Listings under $500k for Sale

Explore all homes for sale under $500k in the greater Stratton, Vermont area.  Be sure to contact us if you have any questions or to schedule a showing.

TIP - Create an account to save your favorite listings and get email updates when similar properties come on the market.

You may be interested in homes for sale in popular listings or homes between $500k - $1m too!

32 Negus Road Dover VT 05356

Dover, VT32 Negus Road

Price$499,000

Est. Mortgage: $/month

MLS Number 4838969

  • Land
  • Acreage 98.11
  • Utilities None
  • Zoning Pro

Looking for your piece of paradise in southern Vermont? This 98+ acres provides everything one would want including a building site with spectacular mountain views. Comprised of three parcels totaling 98+- acres, includes 10 acres on the west side of quiet Negus Road with views of the Green Mountain Ridge including Haystack and Mount Snow ski areas. The abutting 88+ acres provides lots of land to create your own trails, ride your recreation vehicles and enjoy the brook running through. Located less than 10 minutes to Mount Snow to the north and the lakes to the south. Unique opportunity to own a large parcel in West Dover, home of Mount Snow.

Listed by Arlene Palmiter and Adam Palmiter of Berkley & Veller Greenwood/Dover

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

1108 South Main Street Fair Haven VT 05743

MLS Number 4849387

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 5,500

WHY DIDN'T WE THINK OF THIS OPPORTUNITY. A respected B&B since 1986, and important to local history, this property is now being offered as a residence: a grand home to be filled with love and laughter. Exquisitely and painstakingly renovated in recent years, this home offers six bedrooms, six baths, and several beautiful living and family rooms. Owners quarters or an in-law appt. on the main level provides plenty of opportunities for this lovely space. Five other bedroom ensuites will make everyone feel like royalty. A stunning new kitchen with stainless steel appliances, gorgeous granite counters, handsome grey hardwood flooring, and original beams makes this kitchen stand out. Everyone can gather in the 24x24 beautiful great room addition; life is grand! The home sits on 3.45 acres bordering a babbling brook, a barn that offers many opportunities for a home business, and a wonderful Gazebo for those hot summer nights. An extensive list of improvements and updates is available under the (D) for your viewing. Focus on energy efficiency includes:a 4.485kw solar array, an efficient boiler, foam insulation, two hot water heat pumps, and an updated electrical system, plus so much more. This c1843 Greek Revival style home is rich in history, placed on the VT. and National Register of Historic Places. Just a few miles to the D&H rail-trail network, minutes to several freshwater Vermont lakes, and world-class ski areas. LIVE VERMONT AND BREATH.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

31 Big Bend Loop Wilmington VT 05363

Wilmington, VT31 Big Bend Loop

Price$499,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4852846

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,800

Absolutely gorgeous 2011 log home just a short drive to Mount Snow or the Hermitage Club. This home sits on a private double lot in the Chimney Hill community and has long range winter views allowing for tremendous year round charm. Inside you are treated to a gorgeous open concept floor plan with natural woodwork throughout, exposed beams, a vaulted living room with large windows to the view, floor to ceiling stone fireplace, bright custom kitchen with stainless appliances and granite counters, upscale bathrooms, a large master suite upstairs, dual guest bedrooms and a bath on the main floor, a bunk room and bath in the lower level, as well as a finished full walkout family room with high ceilings, laundry room, and additional mudroom/wet entry area from sledding in your back yard. Less obvious features are radiant heat, on demand hot water, adirondack lighting fixtures, a large wraparound deck for entertaining, hot tub under the deck looking at the view, and the list goes on. This home enjoys all the great Chimney Hill amenities including easy access to snowmobile trails with additional trailer and boat parking lots, hiking and biking trails, a beautiful updated amenities building with indoor and outdoor pools, gym, game room, theater, hot tub, and a la carte services like plowing and trash, for downtime not upkeep. Note the basement bedroom does not currently have a second means of legal egress.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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

76 & 78 East Main Street Wilmington VT 05363
Active With Contract

MLS Number 4851784

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 6
  • Square Feet 4,169

Situated right in downtown Wilmington is this hidden oasis. Unassuming from the small glimpse visible from the road this special property has so much to offer hidden from view. A small private village of 3 cottages are nestled together along the brook. Each one is full of charm, sun and personality. 2 of the cottages are 2/3 bedroom, 2 bath and move in ready, 1 is stripped and ready to be refinished to suit the next owner's needs. All 3 have brand new roofs. There is also a garage and workshop. Behind the cottages is a sugar house, set to a backdrop of 18 acres of sugar lot, apple trees, a hemlock grove, fields, stone walls, private access to the brook and miles of your own personal trails. The newly built chicken coup completes the homestead feel. The property can also be accessed by electronic gated entry from Lisle Hill and has great potential for multiple lots or subdivision. Gardens, camper pads, fire pits are all in place for big summer parties. Walk to the village for dinner and drinks or to free public transportation to Mount Snow. A great opportunity for a family compound, business/investment or income properties while you build your dream home in the apple orchard overlooking the village on the south facing slope. So much potential! Showings begin 3/28/2021

Listed by Jacki Murano of Southern Vermont Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

108 East Orchard Street Brattleboro VT 05301
Active With Contract

MLS Number 4850878

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,235

This impressive country home was renovated in 2004 with an eye towards simple elegance and livability. The setting is beautiful with views over farmlands and distant mountains, yet only minutes to vibrant downtown. The interior is stunning with large principal rooms, hardwood flooring, crown molding, two fireplaces, exceptional gourmet Kitchen, Sun Room, formal Living and Dining rooms, 1st floor Master with en suite Bath, 2 guest Bedrooms, 3.5 Baths, lower Family Room with 2nd Kitchen & pool access and so much more. An exquisite one of a kind property not to be missed!!! Meadows across the road are owned by The Retreat Farm and there is a conservation easement with the VT Land Trust conserving the property for Agricultural purposes only. Delayed showings until 4/1/21.

Listed by Robert Doyle of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

812 Dunlap Farm Road Sunderland VT 05250

Sunderland, VT812 Dunlap Farm Road

Price$499,000

Est. Mortgage: $/month

MLS Number 4850347

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,400

End of quiet road, private country setting in Sunderland, VT. The tree lined drive create the setting for this post and beam gambrel style home. This three bedroom, three bath is ready for its next owners. Well maintained, spacious rooms and acreage make this a great spot for a Vermont getaway or a primary home. Large country kitchen, front to back living room, three season porch, wood burning fireplaces, den with built ins, wood flooring, mudroom entry, large pantry as well as expansion possibilities in the basement, if need be. Come take a look at all 812 Dunlap Farm Road, Sunderland! And what about school choice for grades 7-12, what a bonus!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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

139 Dover Road Dover VT 05356

Dover, VT139 Dover Road

Price$499,000

Est. Mortgage: $/month

MLS Number 4857963

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,540

Spacious 5 bedroom, 4 bath home with a large attached 2 car garage, rec rooms, workshop, pool, decks, privacy! All within minutes to ski areas, lakes and four season recreation! The main level has a great open floor plan with bamboo floors, high ceilings, large living room open to the eat in kitchen, formal dining room, half bath and access to the private back deck, yard and pool for outdoor summer fun. The covered front porch is a great spot to cozy up with a book and your morning coffee. On the top floor are 4 spacious bedrooms and 2 bathrooms including the primary suite with a large walk-in closet. The walk up lower level lends itself to a multitude of uses and is currently set up for recreation, gaming and overflow sleeping. There is also a workshop on this level and an abundance of storage space. Through the mud room is the attached oversized garage and studio apartment perfect for guests, as a mother in law or for rental income. Situated on just over 5 acres the property is a nice mix of open fields, gardens, woods and trails. If you are looking to homestead the chicken coup and goat pen can be left or removed at buyers request. Mature perennials, blueberry bushes and a vegetable garden ready for planting too! An equipment shed for lawn mowers, boats and all of your outdoor toys keeps your garage space free for vehicles. Occupied still by the original builder/owners the property and home have been well maintained. In excellent condition and move in ready.

Listed by Jacki Murano of Southern Vermont Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

25 Deepwoods Circle Winhall VT 05340

Winhall, VT25 Deepwoods Circle

Price$499,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4856875

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,512

Deepwoods Log Home - Privately nestled on a 1 + acre lot with winter views of Manchester Valley, this charming log home offers 1500 sq feet of living area on two floors. Massive stove fireplace is the central point of the cathedral ceiling living/ dining and kitchen area. There are two bedrooms and a bath on this level. The upper level has a small loft and master suite with a vaulted ceiling. Lovely pine floors, beams and wood work add to the Vermont charm of this home. Sold furnished - List to be provided Lower unfinished level (790 Sq Ft) has i car garage and large unfinished room with a floor to ceiling stone fireplace. Convenient to Manchester and Skiing. Located in Winhall with School choice.

Listed by Betsy Cetron of Stratton Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

776 Stratton Mountain Access Road Stratton VT 05155

MLS Number 4850770

  • Condo
  • New Contruction Existing
  • Complex Mountain Watch
  • Year Built 1986
  • Square Feet 1,109

Location, Location, Location! Mountain Watch places you at the center of Stratton Resort. Just steps away from the lifts, you'll enjoy the convenience of being able to boot up in your own space and come home for lunch. With a cozy wood-burning fireplace and welcoming mountain décor, you will feel at home in the Green Mountains. This lovely upper-level unit offers two spacious bedrooms, two full bathrooms and two decks. The location nearby the Stratton Village shops and restaurants is most desirable. Park your car and hang up the keys for the weekend. Stratton Sports Center Bond eligible. Storage cage and ski locker on site. Sold furnished. Make this your Stratton Mountain address.

Listed by Cheyanne Pugliese of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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

23 Negus Road Dover VT 05356

Dover, VT23 Negus Road

Price$495,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4825866

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,280

A quiet oasis in a four-season resort area, only four miles to Mount Snow and six miles to scenic downtown Wilmington. This home is close to ski resorts, golf courses, villages, and events while offering privacy, views, and room to appreciate the wonder of Vermont on 5.78 acres. First floor master bedroom with newly refinished master bath. Three upstairs bedrooms, one as second master, with double sink bathroom. Partially finished walk-out basement with additional bedroom and bath, living area, and laundry. Mature perennial gardens, centuries-old maples, large south-facing 12x40 back deck and covered 6x30 front porch. Open concept living area & kitchen with separate dining room. Two-car attached garage and storage shed. Standby automatic generator. Adjoining additional 5.78 acres available. Owner is a Vermont licensed Real Estate broker.

Listed by Kenneth Spicer of Chimney Hill Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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

2706 Bonnet Street Manchester VT 05255

Manchester, VT2706 Bonnet Street

Price$495,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4840535

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Square Feet 4,800
  • Acreage 7.8

This property is currently used as a warehouse, but could become your dream home, loft, or studio apartment. It has new windows, new insulation, new roof, two new propane hot air heating units, drilled well, existing septic, and buried propane tank. Transform to a single residence or perhaps an owner occupied two unit apartment building. One could also use a portion as a residence and part as an owner occupied business endeavor. You could also build a brand new residence on the 7.8 acres and use the existing structure as a barn for the toys, animals, a studio, or your business. The opportunites are endless, you are only limited by your imagination. Come take a look. Very easy to show.

Listed by Willard Watson and Sunny Breen of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

45C Dover Springs Lane Dover VT 05356

Dover, VT45C Dover Springs Lane

Price$495,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4849144

  • Condo
  • New Contruction Existing
  • Complex Greenspring
  • Year Built 2001
  • Square Feet 2,482

Impeccable is just the beginning in describing this lovely unit with tremendous direct views of the Mount Snow ski area and easy access to the slopes. Nestled within the prestigious Greenspring community, this 3 bedroom, 3 and a half bath unit is very private with a wooded view from the front and mountain view in the back. A lovely double-sided fireplace provides warmth and ambiance for both the living room and dining room. Open concept living spaces with vaulted ceiling, bright kitchen with island and granite counters, breathtaking views of the ski trails, night time grooming, and holiday fireworks, large master suite with long range winter views of Haystack, two guest suites and a pool room. Much of the unit was redone with Mohawk Luxury Vinyl Plank to withstand the constant traffic of friends and family. This is all complemented by the strong association amenities including rec center with indoor pool, full gym, game room, on site management, tennis courts, building exterior maintenance, snow removal, trash service, wood, and direct shuttle to and from the ski area. Check out the Association website. (Square footage is approximate)

Listed by Chris Cooke and Joan Cooke of Deerfield Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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

Broker Reciprocity

Copyright 2021 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. 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 14, 2021.