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Middlebury Homes For Sale

Below, browse all homes for sale in Middlebury, CT.

Whether you're on a modest budget, or you're interested in luxury homes, there are plenty of properties to choose from. 

Contact us for help finding your next Middlebury home or register to save your favorite listings and receive notification when similar listings hit the market.

1 Weymouth, Middlebury, CT 06762

Price$189,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 170016784

  • Condo
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,242
  • Year Built 1997

Affordable housing opportunity to live in Steeplechase. Located on a corner lot at the back of the complex in a duplex, this unit has a first floor bedroom, full bath with bath grab bars, a first floor laundry closet and laminate flooring. Two additional bedrooms and a full bathroom are located on the second floor. The eat-in kitchen has newer light pendants and is conveniently located close to the front door. There is a large basement which could be great for storage, workshop or exercise room. A large deck in the back is great for outdoor relaxing or dining.

Listed by Mary Jane Alvarez of BHGRE Bannon & Hebert

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Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

295 Park Road, Middlebury, CT 06762

Price$199,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 170015712

  • Single Family
  • Square Feet 1,777
  • Bedrooms 3
  • Bathroom 1
  • Year Built 1977

This ideally located Middlebury Ranch can be a perfect starter home or a retirement home. It does need updating, but has been well maintained by the original owners. There is a newer roof, a newer furnace as well as newer replacement windows. A good sized storage shed is also located on the property. The owner is related to the listing Realtor/ Broker

Listed by James Hiltz of Murphy E J Realty

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Torrington Office
257 Main Street
Torrington CT, 06790
Office: 860-482-5588

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

287 Burr Hall, Middlebury, CT 06762

Price$2,499,900The price has recently decreased

Est. Mortgage: $/month

MLS Number W10130402

  • Single Family
  • Square Feet 8,420
  • Bedrooms 4
  • Bathroom 8
  • Year Built 2004

Welcome to the Classic Tuscan Retreat explore Litchfield/New Haven county vineyards and the Connecticut countryside drive along Tranquility Road by Lake Quassapaug, past miles of old stone walls and pastures. Enter this private sanctuary, park in the circular cobblestone driveway by the sparkling 4-tier limestone fountain walk up to the stately brick exterior w/ carved limestone trim. Upon entering this custom built 8500 square foot estate on 10+acres step into the 2 story foyer with crystal chandelier and magnificent stairway. Custom design features include 20 foot ceilings 1st floor- 15 foot 2nd floor, Brazilian cherry and american oak floors, imported granite, south american blue stone, custom lite domed ceilings, open floor plan, large family room with floor to ceiling FP, wine tasting room, amazing custom epicurean gourmet kitchen with custom domed breakfast room, butlers pantry, formal dining and living room, custom mahogany paneled pub w/ limestone balcony, tiered 8 seat state of the art custom movie theater w/ fiber optic star lite ceiling, Master bedroom suite w/ his and her walk in closets with cedar lining, skylights, marble bath with soaking tub and steam shower/fp and private office, lanai w/ vaulted beamed ceilings features a custom summer kitchen, outdoor barbecue which opens onto magnificent patios w/ guinite pool, jacuzzi, outdoor fireplace all includes 5 full and 3 half baths, 8 zone gas heat central air, Private cobblestone car court w/5 extended garages

Listed by Mary Kay Daughters and Kary Apanovitch of Coldwell Banker Residential Brokerage

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Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

289 Burr Hall, Middlebury, CT 06762

Price$2,499,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 99184731

  • Single Family
  • Square Feet 8,420
  • Bedrooms 4
  • Bathroom 8
  • Year Built 2004

Welcome to the Classic Tuscan Retreat explore Litchfield/New Haven county vineyards and the Connecticut countryside drive along Tranquility Road by Lake Quassapaug, past miles of old stone walls and pastures. Enter this private sanctuary, park in the circular cobblestone driveway by the sparkling 4-tier limestone fountain walk up to the stately brick exterior w/ carved limestone trim. Upon entering this custom built 8500 square foot estate on 10+acres step into the 2 story foyer with crystal chandelier and magnificent stairway. Custom design features include 20 foot ceilings 1st floor- 15 foot 2nd floor, Brazilian cherry and american oak floors, imported granite, south american blue stone, custom lit domed ceilings,5 gar, 5full, 3 1/2 baths

Listed by Mary Kay Daughters and Kary Apanovitch of Coldwell Banker Residential Brokerage

{$agent->Name}

Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

428 Middlebury, Middlebury, CT 06762

Rental Price$1,300The price has recently decreased

MLS Number 170014594

  • Rental
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,266
  • Year Built 1938

2 bedrooms, 1.5 baths, 2 car garage. Newer kitchen cabinets, counters and appliances. Includes washer and dryer for tenant use. Large workshop area above the detached garage. Electric Heat. Tenant is responsible for yard maintenance and snow removal. Credit, background check and security deposit required. A pet may be considered.

Listed by Heather Roy of William Raveis Real Estate

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Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

40 Dorothy, Middlebury, CT 06762

Rental Price$2,900The price has recently decreased

MLS Number 170014391

  • Rental
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,874
  • Year Built 1997

Stunning & impressive Cape in quaint neighborhood. Well maintained & looking for a family who will appreciate the owner's labor of love. Two Master bedrooms. One on first floor & one on second floor. Bonus room could be 4th bedroom. Hardwood floors, built ins, 2 fireplaces, C/A. Level corner lot with private deck. Gas grill stays. Middlebury is home to Lake Quassapaug Amusement Park. Two year lease minimum, tenant to pay all utilities, lawn, snow removal, & credit check. Propane heat & stove, central air.

Listed by Gina Baumann-Jacobs of Gina Jacobs Real Estate & Property Management

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Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

36 Clear View Knl, Middlebury, CT 06762

Price$260,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 170013916

  • Single Family
  • Square Feet 2,024
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1954

Beautiful large ranch in desirable cul-de-sac neighborhood is one of a kind. An ideal location directly downtown and close to highways makes it great for commuters. The private master bedroom allows you to walk directly onto the back deck and overlook your gorgeous backyard and in-ground pool. An updated kitchen offers an ideal cooking environment with a perfect layout, wall over, and electric cooktop. Ample space in basement with a full bathroom, work area, and finished room that walks out to the backyard. Perfect home to meet all your needs.

Listed by Jason J Arcuri of eXp Realty

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Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

105 Tower, Middlebury, CT 06762

Price$399,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 170013947

  • Single Family
  • Square Feet 2,928
  • Bedrooms 4
  • Bathroom 5
  • Year Built 1983

Amazing price for this almost 3000 square foot Dutch Colonial. Features parklike grounds with a 20/40 foot inground pool, hot tub, large 2 tier deck, stamped concrete, multiple firepits, a volleyball court, a beautiful patio and acres and acres of protected land trust. Interior features a kitchen with oak cabinets and corian countertops. Hardwood in dining room and living room, 2 pellet stoves, a bonus room currently being used as a rec room but could also be turned into an inlaw. 4 spacious bedrooms, 3 full baths and two half baths, 10 year old roof and 10 year old siding, walk in closet in master bedroom and the list goes on and on. Great school systems. This one will not last!!!

Listed by Robert Marucci of Better Living Realty, LLC

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Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

156 Judd Hill, Middlebury, CT 06762

Price$749,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 170011573

  • Single Family
  • Square Feet 3,670
  • Bedrooms 4
  • Bathroom 4
  • Year Built 1939

A beautiful five bedroom Center Hall Colonial sits conveniently close to the center of town, the Middlebury Greenway (trolley trail) and the Middlebury Green. Built in the 1940's - the absolute best era of home building, this classic home provides all the charm and quality of the 30's and 40's including arched openings, built-ins throughout, extensive trim, hardwood floors and generous room sizes. On 2 park-like acres with easy access to I-84 and the highly rated Region 15 school system, this meticulously maintained and renovated home couldn't be more ideally located. The exterior offers a large in-ground heated salt-water pool designed and built by Scott Pools with numerous large granite accent pieces as well as a stone pool sweep. There are several outdoor living spaces including a bluestone patio, a 70' deck with pergola, private deck off the master suite and an enclosed three-season porch overlooking the front of the property. The home also has new mechanicals, including a new well pump, well tank, boiler, indirect water heater and a lifetime roof. It is a solar home with separate access to an in-law suite. With over 3600 square feet this is one you have to see immediately as it will not be on the market long!

Listed by Timothy Drakeley of Joyce S Drakeley Real Estate

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Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

249 South, Middlebury, CT 06762

Rental Price$3,500The price has recently decreased

MLS Number L10211267

  • Rental
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 4,345
  • Year Built 1815

A wonderful opportunity to rent this fine home on historic South Street. Walking Distance to Westover School, the town green, restaurants and shops. 6 bedrooms, remodeled kitchen and baths, beautiful hardwood floors. Many architectural details including a beautiful wrap around porch.

Listed by Mary A. Hebert and Donna Bannon of BHGRE Bannon & Hebert

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Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

130 Central, Middlebury, CT 06762

Price$249,000The price has recently decreased

Est. Mortgage: $/month

MLS Number W10218133

  • Single Family
  • Square Feet 1,685
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1957

Opportunity knocks. Great opportunity with this classic New England cape set on 1.8 acres, in much sought out area on Central Rd in Middlebury. Close to The Greenway (town center), library, restaurants etc.. Enjoy all that Middlebury has to offer. Newer furnace, roof, hot water tank, and well pump. Redone plumbing, electric. Propane generator. Roll up your sleeves and bring your imagination to make this home shine again.

Listed by Dana Husk of Coldwell Banker Residential Brokerage

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Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

215 Upper Whittemore, Middlebury, CT 06762

Price$625,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 170012135

  • Single Family
  • Square Feet 4,349
  • Bedrooms 4
  • Bathroom 3
  • Year Built 1999

Gorgeous Colonial setup for possible single level living on Upper Whittemore Road!! 3 Car attached garage and basement garage bay for possible storage of many more vehicles. First Floor Master Bedroom with Hardwood floors, trey ceilings, crown molding, walk-in-closet and full attached bath with crown, jacuzzi tub, double sink and bidet. Stunning entry foyer with Hardwood inlay and chandalier with automatic lift. Formal Dining Room with Hardwood floors, inlay, crown molding, trey ceilings, wood paneling and columns, open to Living Room with Hardwood floors, masonry Fireplace with propane insert and cathedral ceilings. Large Eat-in-Kitchen with corian countertops, center island with breakfast bar, wine rack, walk-in pantry, double oven and cooktop. 4-season porch with cathedral ceilings walks out to large, private deck, which walks down to backyard. First Floor laundry room. 3 Additional Bedrooms upstairs plus a nicely sized bonus room. Solid Mechanicals include 3 Central Air units, Whole House Generator, Hydro Air Heating system, built-in speaker system, and security system with wired smoke and CO. This home has it all! Location, size, amenities!!!

Listed by John Donato, Jr. of Showcase Realty, Inc.

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Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Information contained in this Smart MLS listing has been compiled from various sources, all of which may not be completely accurate. Smart MLS makes no warranty or representation as to the accuracy of listing information. All information that influences a decision to purchase a listed property should be independently verified by the purchaser. Copyright 2017 Smart MLS, Inc. All rights reserved.

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  • Naugatuck Office
  • 2037234461 Email Us
  • 774 New Haven Road
  • Naugatuck, CT 06770
  • Torrington Office
  • 860.482.5588 Email Us
  • 257 Main Street
  • Torrington, CT 06790
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