Pawlet, Rupert and Middletown Springs VT Real Estate

The rural farming towns of Pawlet, Rupert and Middletown Springs encapsulate the romantic image of Vermont with its rolling hills, cow pastures and friendly residents. The areas small population enjoys a quiet, pleasant lifestyle. The heart of the Mettowee Valley is in Pawlet, a sweeping valley surrounded by beautiful mountains. Middletown Springs lies just east at elevation, with amazing views revealed at every corner. Just south and west of Pawlet is the town of Rupert which borders Dorset and gives residents the easiest access to Manchester and it's surrounding ski resorts.  While all three towns are a great place to live year round, they should also be considered by those looking for a vacation home, due to their close proximity to Manchester, the mountain ski resorts and great hiking trails.

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1035 VT Rte 153 Pawlet VT 05775

Pawlet, VT1035 VT Rte 153

Price$950,000

Est. Mortgage: $/month

MLS Number 4971258

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 4
  • Construction Existing
  • Zip 05775

Welcome to Wayward Goose Farm, a serene and picturesque colonial-style farmhouse nestled in the heart of West Pawlet, Vermont. This sprawling estate offers an unparalleled opportunity to experience the quintessential Vermont dream. Situated on 28 acres of pristine land,this property is a haven for nature lovers and enthusiasts of all kinds. As you enter the home, you'll be greeted by an open and lofted floor plan, featuring 3 bedrooms and 2.5 bathrooms. The primary ensuite is conveniently located on the first floor, providing ease and comfort. The open kitchen, living, and dining area create a welcoming atmosphere, perfect for gatherings and entertaining.The second floor boasts two additional bedrooms, each offering its unique charm and character.There is also an full bathroom. Ascend to the 3rd-floor loft, a versatile space that can serve as an office, additional bedrooms, or storage, allowing you to tailor it to your needs. The property also features an attached garage with radiant heating, an art studio that can double as an office, and a fully finished studio apartment above the garage, complete with its own private entrance, full bathroom and has been successfully utilized as an AirBnB.The full concrete basement provides endless possibilities. You'll also find numerous outbuildings, including a newer farmstand, a milking parlor, a milking room, and a spacious barn for many uses. Additional adjacent land available for purchase, inquire with agent.

Listed by Annette Gallo of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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63 Route 315 Rupert VT 05768

Rupert, VT63 Route 315

Price$225,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4971182

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing
  • Zip 05768

Welcome to a piece of history nestled in the picturesque town of Rupert. This circa 1850 home boasts 4 bedrooms, a spacious bonus room, and a plethora of unique features that blend the charm of yesteryears with modern amenities. With a new roof in 2015 and updated 220 electric in 2022, this home offers the perfect balance of old-world character and contemporary convenience. Step back in time as you enter this well-preserved piece of history. Many original features have been lovingly maintained, including the vintage doors, ornate door knobs, and a classic clawfoot tub. You'll be transported to a bygone era while enjoying the comforts of today. This home boasts 4 generously sized bedrooms and each room has its own unique character, with large windows that fill the rooms with natural light. A large bonus room offers versatility for a home office, playroom, or an additional living space. Its ample size allows you to customize it to fit your specific needs. Step outside to discover a world of outdoor entertainment. A deck with a built-in bar runs alongside the pool, perfect for summer gatherings and BBQs. The deck and pool area offer a seamless transition from indoor to outdoor living. The property also includes a charming carriage barn, ideal for storage, a workshop, or creative endeavors. If you've been searching for a unique blend of historical charm and modern comfort, this circa 1850 home is a must-see. First showings will be the open house Monday, Sept 25th from 11-1.

Listed by Carrie Mathews of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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864 Heatherington Road Pawlet VT 05775

Pawlet, VT864 Heatherington Road

Price$589,000

Est. Mortgage: $/month

MLS Number 4969891

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Construction Existing
  • Zip 05775

Welcome Home to Rush Hollow! This beautiful property boasts a lovingly restored three bedroom, three bath, 1850s farmhouse on almost 6 expansive acres of meadow and woods. Across from the house a large gambrel barn awaits with 6 horse stalls, power and water, and plenty of room for equipment, storage, projects, or warm weather events. Relax on the patio to sounds of the creek burbling past the wood fired sauna, over the small waterfall into the pond. Or just stroll among the fruit trees, berries, and perennial plantings and soak up the sunset views. Drop your coat and boots in the mudroom and step into the country kitchen with large island, tile floor and open to the inviting dining room with creek views and a brick fireplace. Cozy up in front of the big stone fireplace in the living room where large insulated windows flood the rooms with natural light picking up the glow of the wide wood floors. In the back a large slate floored studio/office/great room offers a third fireplace fitted with a crackling wood stove. Upstairs tasteful accents, plank wooden doors, and wide pine flooring continue the historic charm. The large primary suite captures the warm western light and ambience while the tiled bath offers a luxurious deep soaking tub. Two additional bedrooms and another bath complete the upstairs. This tranquil homestead offers both the privacy of a town maintained dead end road and easy access to Manchester, Lake St Catherine, and Bromley Mountain just 40 minutes away.

Listed by Robin Chesnut-Tangerman and Scott Mcchesney of McChesney RE,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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3987 Route 133 Pawlet VT 05761

Pawlet, VT3987 Route 133

Price$175,000

Est. Mortgage: $/month

MLS Number 4968308

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 1
  • Construction Existing
  • Zip 05761

Rarely do we see an opportunity like this come along! Take this +/-5 acre building lot with beautiful flat and rolling meadows and pasture land with incredible southeasterly mountain views; add to that the solid timber frame bones of a vintage 1.5 story c1800 cape with small barn/outbuilding and you are well on your way to becoming a Vermont Farmsteader. Located along a lightly traveled county road just minutes from Pawlet Village, Wells Village(Lake ST Catherine) and Granville, New York - you will have rural privacy with the convenience of amenities nearby. Although the house was occupied steadily until 2010 - it has been vacant since then and will need significant repairs...total rehab.. Possibly rebuild the home or salvage the hand hewn timber frame and build back on the land for additional privacy and views! There is a new wastewater disposal design for a 5 bedroom house available with a Vermont state ww permit pending. This property is ideal for some animals or simply a gorgeous country setting for your forever Pawlet home. School choice for grades 7 - 12 and high speed Fiber Optic Internet available. Showings begin Monday 9/04

Listed by Scott Mcchesney and Robin Chesnut-Tangerman of McChesney RE,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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203 Garron Road Middletown Springs VT 05757

MLS Number 4966566

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Zip 05757

This property is like a breath of fresh air in every sense. Total privacy surrounds the home with the lush greenery that Vermont has to offer along with easy access off from this town maintained road. The vision of the previous owners on how a home should feel has been expressed with the tasteful additions and renovations. The home was designed by architect David Wright as a Passive Solar home given its two story wall of south-facing glass, north sided berm, leaving only one story exposed to the elements, along with the seven inch walls allowing for desired efficiency. The open floor plan has been enhanced by the rough-sawn timbers on the ceiling along with the fabulous glass placements allowing the outside to penetrate the home. The kitchen is a chefs delight, with the floor to ceiling hickory cabinets, green slate island, butcher block countertops, six burner commercial gas range, along with great prep areas. The living room is very inviting with the gas fireplace and exposes the open view into the second floor. Off from the dining room a new sun room was added, offering wrap around windows, wood burning fireplace, access to the patio, along with the kitchenette for entertaining ease. The first floor also has a 3/4 bath, laundry room, enlarged mud room and access to garage. The second floor offers 3bdrms, bright office and full bath. Twelve acres of the forested land is an active maple syrup producing sugar bush. A home with a unique impression, and a style all of its own.

Listed by Hughes Group Team of Casella Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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9 North Street Middletown Springs VT 05757
Active With Contract

MLS Number 4965296

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Construction Existing
  • Zip 05757

Remodels create a relaxing home with original charm. Overlooking the beautiful village green in this "school choice" town with easy walks to school, library, town park. Less than 25 minutes to independent Long Trail School, 25 to Stratton skiing, 45 to Killington, 25 to area lakes, 5 to biking/hiking trails. Enter the mudroom with storage for your family's gear. Beyond the pantry and laundry entrance, the kitchen remodel includes Amish cabinetry, Bosch and LG stainless appliances, 7 ft. granite island with deep sink, direct vent gas range, and floor-to-ceiling windows. An adjacent den, playroom, or your choice. A recently added three-season sunroom with insulated floor/ceiling, quality Ipe hardwood, and French doors blend outdoor living to full views of fall colors on the gentle mountainside. A wall-wide arched doorway joins dining and living spaces or creates privacy for your main-floor bedroom. Spacious ¾ bath completes the main level. The curved front staircase leads to four bedrooms and two baths, including the master suite with walk-in closets, office/exercise area, claw-foot tub, new granite-topped vanity, and private staircase from den below. Also offers a bunkroom option. Through the covered back porch, the post and beam "carriage house" has one car parking, AND a 4-season office/workshop. Additional insulated room, lean-to, and garden shed. All major systems recently serviced. Review upgrades list on MLS. Work, play, and relax from your Vermont home.

Listed by Susan Bishop of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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1037 Kelley Hill Road Pawlet VT 05761

Pawlet, VT1037 Kelley Hill Road

Price$579,000

Est. Mortgage: $/month

MLS Number 4963134

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 1
  • Construction Existing
  • Zip 05761

Set on +/-11 acres along a quiet town gravel road is this 1793 historic home, one of the oldest homes in Pawlet. Built for Pvt. Daniel Hulett, who fought in the battle of Saratoga, this center chimney cape was designed for entertaining, with high ceilings, large rooms with wide plank paneling and 3 marble fireplaces (rebuilt central chimney with new liners). Other details include original doors, moldings, and hardware plus a central paneled front door framed by a Federal surround and an intricate denticulated cornice running under the eaves. The house has been partially restored, with much new wiring, new plumbing, septic system, hot water heater, oil tank and electric panel. Also a new tile bathroom and large eat-in kitchen with marble fireplace, cathedral ceilings and small deck - great space! The remainder of the first floor has a formal dining room (or downstairs bedroom) with massive marble fireplace, a spacious living room with marble fireplace and original paneling, a small office/laundry room, and a wing with a studio/workshop space and a spacious mudroom entry. The second floor plumbing is in place with design for two bedrooms and a bath. The location is special, with 11A of open meadow land with a pond site, woodland, a stream, beautiful views from every window, and 80A of protected land across the road (VT Land Trust). Just 3 miles from Pawlet Village- Mettawee School district, school choice 7-12 and fiber optic internet. One of a kind antique gem!

Listed by Scott Mcchesney and Robin Chesnut-Tangerman of McChesney RE,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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229 Antone Mountain View Road Rupert VT 05761
Pending

MLS Number 4961457

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Construction Existing
  • Zip 05761

Fantastic "Higher Ground" timber frame barn styled residence on Antone Mountain View just 10 minutes to the Dorset Green located nearby Merck Farmland Center in quiet Rupert Vermont. VIEWS include intense intimate Mountain Views to the South and Southwesterly overlook of Pastoral 12 acres leading to Long Range Mountain Views that pleases the eye from every angle! The hearth of the home centers around a stone fireplace with propane gas insert on the center wall, while the walk-out walls of windows envelope the views. The Kitchen-Great Room soars up toward the Cupola boasting breathtaking structure. The main level primary suite shall not disappoint! The house has been finished in timeless native materials such as honed slate and birch hardwood flooring throughout...all while the mortise and tenon post and beam structure is a marvel! The level features a primary suite while the second level offers 2 bedrooms, an office and loft. Walk out onto the wrap around expansive stone walled terrace which supports indoor/outdoor ease in living! Private Road association. The dry full basement offers height for finishing. This house has always been a second home residence. Appliances and equipment "as is" original 2000. Showings by appointment only. All measurements approx. No Drive By's Please. Private Road and Driveway. Closing must be no earlier than 10/16/23

Listed by Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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16 Clark Road Rupert VT 05768

Rupert, VT16 Clark Road

Price$649,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4956609

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 4
  • Construction Existing
  • Zip 05768

Tucked into the mountains of Rupert find this light and airy colonial with a private setting showcasing mountain views, and a manicured, landscaped yard with a pond. While feeling worlds away, you are merely 6 miles to Dorset Village or 12 to Manchester. From the covered front porch entry, access a spacious living room with wood burning fireplace to one side or the cozy den on the other. At the back of the home, you will find an updated kitchen with quartz counters, stainless steel appliances, heated tile floor, tile backsplash and an island to gather around. The kitchen is open to the dining room so this home has a great flow for entertaining and moving from room to room throughout an evening with friends and family. Relax at your Vermont hideaway from a stone patio off the kitchen and dining room or rock your worries away on the classic front porch. Plenty of large windows flood the rooms with light and views of the serene setting. Four bedrooms including the master with a beautifully updated bath are on the second floor and a bonus room and another bath over the garage provide additional options for guest spaces or living configurations. Get lost in the peaceful setting of 16 Clark Road but know you are never far from finding your way back to all the area's amenities.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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20 Buxton Avenue Middletown Springs VT 05757

MLS Number 4955573

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing
  • Zip 05757

Located on a lovely quiet street, just on the edge of one of the nicest small villages in Rutland County, this grand 1900 antique home has been extremely well maintained by its current owner, is spacious in size, and has remarkable period detailing throughout. The lot is open with gardens and has beautiful mountain views from the front wrap around porch, as well as from the back deck and patio area. There is a large field that is owned by a neighboring farmer behind the property. The rooms are all very plentiful in size with great ceiling height, fireplaces, incredible inlaid floors, warm woodwork and several pocket doors. The home has a spacious mudroom, laundry room and large sunroom. These spaces you wouldn't typically find in a home of this era. There is a detached barn for car storage and yard equipment. Complete with two staircases and a great area for guests to stay...this is the perfect home for large gatherings of family and friends!

Listed by Sara Buckley of Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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656 South Street Middletown Springs VT 05757

MLS Number 4955051

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 3
  • Construction Existing
  • Zip 05757

PRICE IMPROVEMENT! Contemporary home built in 2001 on 102+ acres located in the beautiful Taconic Mountains of Vermont. Bordering the Honey Pond Farm, this captivating property offers picturesque meadows, wooded trails and two large ponds; the land alone invites many possibilities: Consider a subdivision, equestrian property, orchard/farmette, or create your own private estate while enjoying the gorgeous outdoors. The 2500+ sq ft house has been completely renovated by the current owners to include all the comforts of Vermont country living. Fantastic open kitchen/dining space leads into the open living room area with vaulted ceiling and wood stove. Plenty of room for cozy gatherings or larger festivities! Step outside to the large deck overlooking the garden and enjoy lovely mountain views while relaxing in nature's tranquil beauty. The upstairs primary suite is massive and includes a full bathroom with soaking tub. The finished walkout basement includes an open concept family room, bedroom and new full bathroom. Separate structures include a workshop, chicken coop, and 2-car barn/garage with power and well in place. Schedule your showing today and see Vermont living at its best! No drive-bys, please.

Listed by Christopher Lawrence of Gilbert Realty and Development

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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1 North Street Middletown Springs VT 05757

MLS Number 4952666

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Zip 05757

Welcome to The Jonas Clark House! This 1814 brick home was built in the Georgian Style. You will walk into another time and place and just relax in this beautiful historic home! Wonderfully landscaped, spacious rooms looking out onto the lovely garden area with a private backyard make this a perfect retreat or fulltime residence for you to enjoy! The home is complete with pristine period details including formal entry hallway, high ceilings, large windows, original wood floors and French doors leading into elegant rooms. Feel rejuvenated on the shaded porch with mahogany wood flooring and listen to the birdsong! The home features space for 3 bedrooms, 2 full bathrooms, with modern kitchen with indoor grill, dining room, living room, sitting room, office and or space for a pantry. The bricks from the home were actually made right from the earth on the property!! They also used to smoke hams in the basement!! This is a true piece of Vermont History!!

Listed by Bonnie Chandler of RE/MAX Four Seasons

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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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 September 28, 2023 10:55 AM EDT