Middletown Springs Real Estate

Middletown Springs is a small, close-knit rural community that is surrounded by mountains on all sides. The town is avid in agriculture. To the west of town, is Lake St. Catherine, which also has a state park and a golf course. 

Discover current real estate for sale in Middletown Springs, Vermont. If you have any questions or if you'd like to see any of these properties in person, call 802-760-3100 or contact us online.

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520 South Street Middletown Springs VT 05757

Middletown Springs, VT520 South Street

Price$2,595,000

Est. Mortgage: $/month

MLS Number 4808594

  • Residential Single Family
  • County Rutland
  • Property Type Single Family
  • Bedrooms 7
  • Bathroom 7

Situated on 573 private acres, Honey Pond Farm is a turnkey one-of-a-kind Vermont recreational retreat. The centerpiece is the unconventional USGA-rated personal golf course comprised of 3 greens, multiple fairways and 26 tees surrounding a 25-acre area. The 7,300+ sf completely renovated in 1993 antique colonial boasts 7 bedrooms, 7 baths, an attached guest house, wonderful formal and informal spaces perfect for entertaining, a wine cellar, full gym, chefs kitchen, and expansive decks with panoramic views over the ponds and golf course. This ultimate playground also features a hard surface tennis court, bocce court, horse pastures, 6 ponds for fishing and skating, and 10+ miles of trails that ultimately lead to a mountaintop vista camp site with spectacular 80-mile views. Golf not your thing? Let the greens go and raise livestock and your own food supply.

Listed by Wade Weathers and Averill Cook of LandVest, Inc-Burlington

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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10 West Street Middletown Springs VT 05757

MLS Number 4817789

  • Residential Single Family
  • County Rutland
  • Property Type Single Family
  • Bedrooms 2
  • Bathroom 2

Looking for a change? Come see this vaulted ceiling, exposed beam, 2 bedroom living space with thriving take away restaurant below! Everything you need to live and work is already here. This busy kitchen has been described as a hidden gem in Rutland County. Turn key operation with so many possibilities to expand the business. Classic, rustic VT barn and shed in the back among the beautifully landscaped herb, vegetable and flower gardens. Bring your vision and enjoy all Vermont has to offer.

Listed by Elizabeth Quarles of eXp Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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10 West Middletown Springs VT 05757

MLS Number 4817530

  • Commercial
  • County Rutland
  • Acreage 0.12

Escape the big city & come thrive in a small quintessential Vermont town! This busy take away restaurant is a turn-key operation with access to local produce & meat suppliers as well as loyal clients and a strong local following. Often mentioned in the local Seven Days newspaper as a hidden gem. Exposed beam, 2 bedroom living quarters above with back deck overlooking immaculate gardens. Walk in cooler, cold storage, reach-in and all kitchen equipment included. A traditional VT barn in the back currently has small antiques shop as well as space for small dinner parties among the countless vegetable, herb and flower gardens. Additional storage in a small barn/shed on the premises as well. Bring your vision, live on site and enjoy all Vermont has to offer!

Listed by Elizabeth Quarles of eXp Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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4 Park Avenue Middletown Springs VT 05757

Middletown Springs, VT4 Park Avenue

Price$399,500

Est. Mortgage: $/month

MLS Number 4810524

  • Residential Single Family
  • County Rutland
  • Property Type Single Family
  • Bedrooms 7
  • Bathroom 9

Italianate Victorian home, overlooking the village green, You'll feel like you've stepped back in time when you enter this home. Retaining it's original grandeur, the house boasts a formal entry foyer with a beautiful curved staircase, radius curved walls, and plaster ceiling medallions surrounding the chandeliers. High ceilings and windows, pocket doors and woodwork displaying the original grain painting and Eastlake hardware used throughout the house. Inviting downstairs rooms consist of a Library, Front Parlor, Formal Dining Room, Breakfast Room, Office/Computer Room, Spacious kitchen with Walk-in Pantry, and a large Mudroom/Family Room. Upstairs 7 bedrooms (including a 2 room Master Suite). All bedrooms have their own bathrooms. views from the Widows Walk on the roof. Located close to Killington & Pico skiing., about 5 miles from mountain biking and hiking trails. minutes to Lake St. Catherine and Lake Bomoseen. Lake George in NY is less than an hour drive. In addition 1841 post and beam barn on the property has a one bedroom apartment on the second floor, waiting to be finished for use. Landscaped grounds with established perennial flower beds, and a brook with native trout bordering the property. Grounds are so beautiful that it could be perfect for wedding venue and true bed and breakfast home or just a family home. must be seen

Listed by Mike Kalil of Watson Realty & Associates, PLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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57 South Street Middletown Springs VT 05757
Active With Contract

MLS Number 4779772

  • Residential Single Family
  • County Rutland
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 3

GREAT PLACE TO CALL HOME...beautiful 4 bedroom, 3 bath Colonial home situated on 1.39 acres with mature trees and lovely perennial gardens. A great room was added in 1970 featuring cathedral ceilings, exposed beams and a beautiful gas fireplace. Master bedroom on first floor with full bath. Wonderful country kitchen with walk in pantry/laundry area. Dining area looks out onto the picturesque back yard. Sweet enclosed porch to sit and enjoy the private and quietness of living in this unique village. The 2 car garage is detached and also offers lots of storage, a huge heated work shop on one side, and on the other side in 1978 a quaint building was added for a store called The Lamplighter. There is also a small storage barn beyond the vegetable garden. Numerous upgrades throughout the years has been done to enhance the property, from a buderus furnace, asphalt roof on house in 2013 to a metal roof and addition on the garage. Entire town has fiber optic cable for high speed internet, wonderful community programs and middle TOWN NEWS letter. Walking distance to school, local store and restaurant.

Listed by Nance McShane of Bird Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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119 Spruce Knob Road Middletown Springs VT 05757
Active With Contract

MLS Number 4814629

  • Residential Single Family
  • County Rutland
  • Property Type Single Family
  • Bedrooms 1
  • Bathroom 2

Wonderful Craftsman cottage tucked away on 10+ wooded acres with a stream running through it and privacy in charming Middletown Springs. Lovingly built with a story book of photos each owner has added to. As you enter the foyer notice all the beautiful wood detail throughout. Beamed ceilings, wood floors, built in wood shelves throughout leaving more open space. French doors from dining area lead to the deck overlooking the patio and stream. The lower level, which is currently used as a guest bedroom, is partially unfinished for the new owner to be creative. French doors open out to the ground level where you can sit and relax by the stream. There is also a laundry room with propane dryer, Lennox furnace & hot water heater on the lower level. The level acreage includes a shed, two outbuildings, one of which is the shelter the original owner lived in while building, and nearby trails. Utilities wires and Comcast wiring are underground. Middletown Springs has quite a history and this cottage is part of that local history. The perfect getaway or year round home - come take a look!

Listed by Dana Harvey Kingsley of Josiah Allen Real Estate, Manchester Branch Office

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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8 East Middletown Springs VT 05757

MLS Number 4746220

  • Commercial
  • County Rutland
  • Acreage 0.18

Grant's Village Store has been a successful, established business for over 40 years. The current owner has been operating since 1997. This business boasts: • Stable revenues & profits • Superior retail location • Loyal and trained staff. This store is located in the town center and is the community meeting place. It offers all the necessities, many local specialty products, coffee, pet products, and so much more. This is the only store in town and is vital to the whole community. Other small stores are still 10+ miles away. There is no reason that this local goldmine shouldn't continue to be the success that it is now and has been for decades. Located in a tight knit community that offers school choice for grades 7-12. This is a wonderful community to raise a family in or to retire to.

Listed by Sarah Haley of NY and VT Real Estate Company

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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

40 North Street Middletown Springs VT 05757

MLS Number 4779398

  • Residential Single Family
  • County Rutland
  • Property Type Single Family
  • Bedrooms 2
  • Bathroom 2

An amazing opportunity to own a bit of history in a town listed on the VT Register of Historic places. Built in 1795 & beautifully cared for over the years, this 2bed/2bath vernacular Greek Revival home sits, amazingly landscaped, on 1.21 acres that ends at North Brook. Arbors and a pergola will take you to the Green Mountain Timber frame barn for plenty of storage or alfresco dinners. This well appointed home has many original details as well as current updates, such as a gas stove for winter nights and a newer roof. Charming stained glass touches and interior transom windows lend to the character & charm of this one of a kind home. A short drive to Rutland, Dorset & Manchester for all your shopping needs. This quintessential Vermont home is not to be missed!

Listed by Elizabeth Quarles of eXp Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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

100 Dudley Road Middletown Springs VT 05757

MLS Number 4811027

  • Residential Single Family
  • County Rutland
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 2

Incredible country setting, offering just enough privacy, and just 2/10's of a mile from a paved road. The long range mountain views are beautiful and the land is mostly open and would be perfect for your animals. This newer home offers a beautiful floor plan with large master suite with 3/4 bathroom and walk in closet, two additional bedrooms and full bath, nice closet space, and large living room with pellet stove and front window placements that take in the marvelous views. The open kitchen offers a center island, numerous cabinets and plenty of counter space. Adjacent to the kitchen is a dining room and a mud/laundry room that is very convenient. Here is your chance to own an easy care one level newer home, with some land at a reasonable price.

Listed by Hughes Group Team of Casella Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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43 West Street Middletown Springs VT 05757

MLS Number 4821457

  • Residential Single Family
  • County Rutland
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 2

The picturesque town of Middletown Springs, a close-knit rural community, is where you'll find this gem of a home with beautiful period details, wood floors, three bedrooms, 2-baths, an antique barn and wonderful three-quarter acre level landscaped lot. A must in Vermont is the mudroom entry with built-in benches, closet and storage cubbies. This home offers, what's likely to be your favorite room, a newer great room addition with beamed vaulted ceilings, marble hearth with soapstone wood stove and interesting windows and opens to the kitchen complete with chalkboard wall and original walk-in pantry. Other nice features include wainscoting, yellow pine and maple floors, original front door, curved walls, wrought iron light fixtures and much more. Up the curved staircase to the second floor, with sitting area at the top of stairs, is where you'll find three bedrooms all with good closet space and remodeled bath with laundry. There are vinyl replacement windows throughout. The antique barn has room to park a car, stall/run-in for animals and second story storage. Two covered porches, sunny back deck, perennials, fruit trees and berry bushes on the outside. Nearby lakes, rivers, and mountains offer plentiful opportunities for outdoor recreation. The elementary school, public library, general store, and local eatery provide the perfect venues for casual chats and other activities. Call Middletown Springs, in the words of one of the town's historians a “gem in the hills", home!

Listed by Karen Heath of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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50 Fitzgerald Road Middletown Springs VT 05757

MLS Number 4820164

  • Residential Single Family
  • County Rutland
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 2

With its origin as a manufactured home, this country property was given a second floor addition by a previous owner, and now has spacious first floor living space. From the 18' x 8' covered porch enter into a large eat-in kitchen with gorgeous wood cabinetry, vinyl wood-look flooring and sweet country decor. A pass-through room between the kitchen and living room can accommodate a large sideboard, book shelving or computer desk. The carpeted living room has a handsome hearth with Harmon pellet stove insert that is a great cost saver in winter. Beneath the stairs is a cozy desk alcove. Upstairs is a master bedroom with 7 1/2' x 6 1/2' walk-in closet that leads to a sweet screened porch overlooking the front yard. The 5.7 acre parcel is a combination of lawn and back yard woods where you can make your own trails for walking or snowshoeing. Another amazing and convenient feature is the 24' x 30' fully insulated, heated garage and workshop with 220 power and 3-phase breaker telephone service, ready for any small business. Middletown Springs is a picturesque town with its own elementary school, public library, general store and local eatery. Nearby lakes, rivers and mountains offer plenty of outdoor recreational opportunities, while you have easy access to New York State.

Listed by Betsy Reddy of Watson Realty & Associates, PLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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 West Street Middletown Springs VT 05757

MLS Number 4782641

  • Residential Single Family
  • County Rutland
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 2

Older home with lots of character. Many built-ins ! Wood Floors ! Basement features a Bilco door. Available immediately for your TLC. This 3 Bedroom home is within walking distance to town and school. 2 car detached garage. Not far from local lakes and many ski areas !

Listed by Bill Gilbert of Gilbert Realty and Development

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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 School House Middletown Springs VT 05757

MLS Number 4808438

  • Land
  • County Rutland
  • Property Type Land
  • Acreage 1.04

Beautiful village lot within walking distance to all town amentities. Well and electricity already on site and new septic design has already been permitted. Perfect place for an energy efficient Tiny House or build your own home. Situated in a quitessential Vermont town offering a bustling general store, public library, take-away restaurant, pre-k through 6 elementary school, and school choice for grades 7-12. Only minutes from the NY border, Lake St. Catherine, Lake Bomoseen, Pico Mountain, and Bromley Mountain, Manchester and Rutland.

Listed by Sarah Haley of NY and VT Real Estate Company

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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 2020 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 August 11, 2020.