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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.

4 Colonial, Middlebury, CT 06762

Price$394,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 170053488

  • Single Family
  • Square Feet 2,812
  • Bedrooms 4
  • Bathroom 3
  • Year Built 2004

Location,Location,Location. Brookside Subdivision! 4 Bedroom Colonial with open floor plan. Hardwood floors throughout. Set on a culdesac. Open living dining and kitchen with granite counter tops and fireplace. Large master bath. Large deck off kitchen area over looking beautiful back yard. Close to 84. 2 card attached garage.

Listed by Gregory J LaFlam of Keller Williams 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: 3.94% last updated on 2017-12-21

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

1 Winding, Middlebury, CT 06762

Price$474,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 170053203

  • Condo
  • Square Feet 3,101
  • Bedrooms 3
  • Bathroom 4
  • Year Built 2007

This home is move-in ready - and all set to be enjoyed! First floor features open living/dining room, kitchen with granite, cherry and stainless, and attached 2 car garage for convenience. Upstairs, the master suite with cathedral ceiling is over sized and features a luxurious bath with dual sinks. In addition to the 3 bedrooms, there is a bonus room that could be a large 4th bedroom, playroom or office. The finished walk out lower level adds 725 square feet, full bath and wet bar - perfect for entertaining and overnight guests. There are gleaming hardwood floors throughout this well kept home. You and your guests will enjoy relaxing in the elegantly appointed club house with baby grand piano, pool table, card tables, flat screen TV, bar and kitchen. Spend your free time in the exercise room, indoor basketball court, pool, tennis court and clubhouse.

Listed by Nancy Langrock 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: 3.94% last updated on 2017-12-21

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74 Middlebury, Middlebury, CT 06762

Price$255,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 170051281

  • Single Family
  • Square Feet 1,846
  • Bedrooms 3
  • Bathroom 1
  • Year Built 1921

Immaculate, tastefully decorated 1930's colonial with lovely architectural features. Screened porch is accessible to formal living room with fireplace. Kitchen is efficient and attractive and adjoins dining room and spacious family room. There is plenty of room for formal and informal entertaining as well as spaces for quiet time and relaxing. Enjoy the warm weather on the screened porch or out on the deck overlooking the private rear yard. All this plus public water and sewer and the Region 15 public schools. See other remarks.

Listed by 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: 3.94% last updated on 2017-12-21

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

Middlebury, CT 06762

Price$490,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 170052785

  • Land
  • Acreage 60
  • Zoning R40
  • Subdividable Unknown

MIDDLEBURY - Property was used as farmland, and is now owned by the Estate. 60+ acres with nice views and privacy. Also included is Lot# 22 . Can be a great place for an estate house / compound or possible sub division.

Listed by David Frankel of Property World

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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: 3.94% last updated on 2017-12-21

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121 Judd Hill, Middlebury, CT 06762

Price$489,250The price has recently decreased

Est. Mortgage: $/month

MLS Number 170052016

  • Single Family
  • Square Feet 2,877
  • Bedrooms 4
  • Bathroom 3
  • Year Built 2007

Built in 2007, this sprawling cape has a lot to offer. A front porch with granite floor leads to the front entry foyer. Kitchen offers custom cherry cabinetry, granite counters and is open to the family room with fireplace, creating an open floor plan. A spacious office/library adjoins the family room and can be another entertaining space. The formal dining room is a gracious space for entertaining. In addition, the first floor Master Suite can be your retreat. Upstairs, 3 additional bedrooms, a full bath as well as a bonus room over the garage. All this and so many upgrades and extras.

Listed by Donna Bannon and Jonna Dibble 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: 3.94% last updated on 2017-12-21

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

341 3 Mile Hill, Middlebury, CT 06762

Price$499,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 170051635

  • Single Family
  • Square Feet 5,364
  • Bedrooms 4
  • Bathroom 5
  • Year Built 1942

This gracious home was designed by Yale architect Elbert Richmond with a lovely central foyer that creates a natural connection between the large living and dining rooms, more intimate library, and spacious kitchen for entertaining grand parties or easy family living. All rooms are meticulously designed for architectural balance, and the placement of windows and French doors maximizes sunlight and creates a feeling of privacy. Architectural details abound in moldings, hardwood floors, built-in cabinetry, and three wood burning fireplaces of marble, soapstone or brick. The sunny kitchen has an expansive center island that seats 6, maple floors, 2 double sinks and a double oven. Rooms are oriented towards the view of the stone walled garden, the bluestone patio, and evening sunsets over the lawn to acres of wooded land trust. The wood paneled library, with fireplace and wet bar, is so delightful that you may want to use it as a first floor bedroom. The second floor boasts 4 huge bedrooms, each with an en suite bathroom remodeled with marble, limestone or tile. The fourth bedroom has just enough separation, a second staircase, and ample space to easily turn into an in law suite. Newly painted exterior, refinished hardwood floors, full basement, slate roof, and 3 car garage, nestled in an established level neighborhood close to all local amenities and major highway access. Home warranty included. This home has been lovingly cared for and owned by only two families. A rare find!

Listed by Christina Zainc and Mary A. Hebert 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: 3.94% last updated on 2017-12-21

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

173 Lake Shore, Middlebury, CT 06762

Price$365,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 170051350

  • Single Family
  • Square Feet 2,560
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1992

This exceptional custom rebuilt traditional home is surrounded by sweeping views of nature. Sit on your rocking chair on the large wrap around porch and enjoy the peaceful sights and sounds of this beautifully landscaped home. Inside there are gorgeous 4" wide newly refinished white oak hardwood floors throughout. The warm and inviting kitchen includes custom Shaker style cherry cabinets with complimentary granite countertops, gas stove and stainless steel appliances. There are three bedrooms and 2.5 bathrooms all finished with granite and marble flooring. Glass patio doors open onto the large mahogany deck. A native stone wall compliments the professionally landscaped flowering garden. This lovely home is filled with custom mill work throughout. The doors are refinished/refitted vintage six-panel red birch doors and rare Corbin-Russwin hardware. The great room fireplace includes a reclaimed original finely detailed antique chestnut mantel and keyed in brickwork that duplicates a turn of a century design. The large detached heated two story barn/extra 2 car garage currently used as a workshop/studio with a walk up to a second floor which could be finished or used for storage. This is a charming home radiating warmth and comfort. The unique location is very private, enhanced by seasonal water views of Long Meadow Pond. Region 15 Excellence in Education.

Listed by Jan Hlywa 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: 3.94% last updated on 2017-12-21

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

112 Ridgewood, Middlebury, CT 06762

Price$599,000The price has recently decreased

Est. Mortgage: $/month

Open House

MLS Number 170047436

  • Condo
  • Next Open House: Tue 20th 12:00 pm - 1:30 pm
  • Square Feet 3,543
  • Bedrooms 3
  • Bathroom 4

Luxury Townhome community, Ridgewood at Middlebury, offers low-maintenance living with resort style amenities. Community features with an exceptional clubhouse, heated swimming pools and elegant formal landscaping. This Denton Elite unit, sits on the perfect lot overlooking the wooded conservation at the back and neighbors only on one side. This light filled, barely lived in unit has all the upgrades you can imagine (too many to mention): from the luxurious master bath package which includes a whirlpool tub, frameless clear glass shower and granite countertops to the cozy bay window and gorgeous built-ins in the library. The unit features beautiful hardwood floors throughout the main level and loft; It boasts higher than usual ceilings (9 ft) in the fully finished basement, which in addition to the half bath, has additional windows for more light and even a walk out bay. The open floor concept features a top of the line kitchen with granite counter tops, lots of storage and breakfast area with access to the deck, the perfect quiet retreat. The adjacent space leads to the great room with a gas direct vent fireplace for ambiance and warmth and a dining room which features stunning tray ceilings. The upper level has three spacious bedrooms and open loft which can easily be used as a home office. The master bedroom features vaulted ceilings, French doors, a walk-in closet and on suite master bath. For convenience, the laundry room with built in cabinets is located on this floor.

Listed by Tamara Loring of Fairfield Connecticut Prop

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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: 3.94% last updated on 2017-12-21

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

34 Tylers, Middlebury, CT 06762

Price$1,075,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 170051291

  • Condo
  • Square Feet 2,629
  • Bedrooms 3
  • Bathroom 4
  • Year Built 2010

This Adirondack Style Lake front home is in pristine condition. This is a unique home with all the amenities. The open floor plan is great for entertaining and the expansive decking and patios lets you take the party outside. There are views of the lake from most rooms. The main level includes a gourmet kitchen, a great room with 20' ceilings and a massive stone fireplace. Doors open to a wrap around deck. There is also a den and half bath on this level. The upper floor consists of 2 bedrooms and a Jack and Jill bath with a tub/shower and heated floor. There is also a balcony over looking the great room. The lower level is walk out both from the family room and the master bedroom suite. The master bath is luxurious with a glass shower stall, 2 person jacuzzi, dual sinks with granite counters and a heated stone floor. Outside of the master is a patio with a hot tub. There are 2 extra rooms on this level that could be used as overflow bedrooms when you have company or for offices. The landscaping is beautiful with multi level decks and patios. There are over 100 landscape lights. The driveway is Belgium block. The view down the lake from the dock, amazing. Activities at the lake include swimming, fishing, boating, ice skating and more. This is an amazing home that would make a great full time home or weekend getaway. Boating speed restrictions Labor Day through Memorial Day 25 mph, Memorial Day to Labor Day 6 mph. Exclusions apply. Lake living is a life style. Let it be yours!

Listed by Sharon Mcguire of William Pitt Sotheby's Int'l

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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: 3.94% last updated on 2017-12-21

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

34 Tylers, Middlebury, CT 06762

Price$1,075,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 170051170

  • Single Family
  • Square Feet 2,629
  • Bedrooms 3
  • Bathroom 4
  • Year Built 2010

This Adirondack Style Lake front home is in pristine condition. This is a unique home with all the amenities. The open floor plan is great for entertaining and the expansive decking and patios lets you take the party outside. There are views of the lake from most rooms. The main level includes a gourmet kitchen, a great room with 20' ceilings and a massive stone fireplace. Doors open to a wrap around deck. There is also a den and half bath on this level. The upper floor consists of 2 bedrooms and a Jack and Jill bath with a tub/shower. There is also a balcony over looking the great room. The lower level is walk out both from the family room and the master bedroom suite. The master bath is luxurious with a glass shower stall, 2 person jacuzzi, dual sinks with granite counters and a heated stone floor. Outside of the master is a patio with a hot tub. There are 2 extra rooms on this level that could be used as overflow bedrooms when you have company or for offices plus a full bath.The landscaping is beautiful with multi level decks and patios. There are over 100 landscape lights. The driveway is Belgium block. The view down the lake from the dock, amazing. Activities at the lake include swimming, fishing, boating, ice skating and more. This is an amazing home that would make a great full time home or weekend getaway. Boating speed restrictions Labor Day through Memorial Day 25 mph, Memorial Day to Labor Day 6 mph. Exclusions apply. Lake living is a life style. Let it be yours!

Listed by Sharon Mcguire of William Pitt Sotheby's Int'l

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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: 3.94% last updated on 2017-12-21

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

1 Brookside, Middlebury, CT 06762

Price$399,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 170050360

  • Single Family
  • Square Feet 3,731
  • Bedrooms 4
  • Bathroom 4
  • Year Built 2003

UNBELIEVEABLE VALUE! FIRST FLOOR MASTER SUITE-Two-Story Foyer-Two Story Great Room with Fireplace opens to Deck. Hardwood Floors Throughout! Eat-in Kitchen with Granite and Stainless Appliances. Second Floor with Two Bedrooms, Full Bath and Loft overlooking Great Room. Walkout Lower Level includes Large Family Room, Den serves as 4th Bedroom, Office and Full Bath. This young home offers neutral decor throughout. Situated on one of the nicest lots in the subdivision, the property offers better views and privacy. Great value at this attractive price! EZ Commute!

Listed by Barbara Frey of Barbara Frey Real Estate, 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
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Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

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

30 Woodland, Middlebury, CT 06762

Price$267,900The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 170049604

  • Single Family
  • Square Feet 3,185
  • Bedrooms 3
  • Bathroom 4
  • Year Built 1971

If square footage is what you're looking for, then you'll find plenty of room in this roomy three bedroom Dutch colonial located on a cul-de-sac street in Region 15 school district. The main level offers over 2,000 square feet of living space and features a beautiful, newer sunroom with large windows and a vaulted ceiling. With an additional 1,10 square feet, the finished lower level features a utility room with a woodstove, a newly remodeled bonus room, a family room with a fireplace and walk-out, a large office or workroom and a full bath. With some additional updating, this spacious home will be a wonderful investment in a centrally located Middlebury neighborhood.

Listed by Susan Potz 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
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

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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  • 774 New Haven Road
  • Naugatuck, CT 06770
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