Middlebury CT Real Estate & Homes for Sale

96 Properties Found

The median home value in Middlebury, CT is $315,000. This is higher than the county median home value of $208,400. The national median home value is $177,414. The average price of homes sold in Middlebury, CT is $315,000. Approximately 62.02% of Middlebury homes are owned, compared to 14.94% rented, while 23.05% are vacant. Middlebury real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Middlebury real estate agent to arrange a tour today!
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$439,999

8 Independence Cir Middlebury, CT 06762

Beds:
4
Baths:
3.00
Sq.Ft.:
2,882
Status:
Active
MLS#:
W10197585
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
1 Acres
Year built:
2005
Courtesy: Berkshirehathawayneproperties
View additional info

Well maintained, Mansfield style home in desirable Brookside. These free standing colonial style homes rarely come on the market. The home has a nice flow that facilitates intimate conversations as well as large parties. You'll never feel isolated in the gourmet kitchen, complete w/ premium cabinetry, appliances, & hood that vents outside. Spacious enough to accommodate company while you cook, w/o bumping into each other & the family room, w/ wood burning stove is just beyond the kitchen. 4 large bedrooms including a spacious master with 2 huge Walk-in closets, full bath w/ soaking tub, dbl sink, & shower. So many upgrades, including gleaming hardwood floors throughout, Nest thermostats, covered front porch with low maintenance composite deck, standby generator in case of power failure (so you can still have your coffee in the morning), and sprinkler system. Natural gas heat and cooking! Full, unfinished basement with walkout, interior access, and a huge slate patio, could be a man cave, or potential in-law. The oversized deck, overlooking the premium 1 acre lot, was enlarged and freshly painted. Want more backyard? The builder said the lot could be expanded by cutting back the brush in the back. Homes in Brookside provide easy access to Route 84 and is part of the region 15 School district. Nearby there are playgrounds, private schools, wonderful restaurants, the Greenway walking path from Middlebury to Woodbury, shopping, and so much more.Also for sale on MLS# W10197063

$439,999

8 Independence Cir UNIT 8 Middlebury, CT 06762

Beds:
4
Baths:
3.00
Sq.Ft.:
2,882
Status:
Active
MLS#:
W10197063
Type:
Condo
Subdivision:
Middlebury (111)
Year built:
2005
Courtesy: Berkshirehathawayneproperties
View additional info

Well maintained, Mansfield style home in desirable Brookside. These free standing colonial style homes rarely come on the market for good reason. The home has a nice flow that facilitates intimate conversations as well as large parties. You'll never feel isolated in the gourmet kitchen, complete w/ premium cabinetry and appliances. It's spacious enough to accommodate company while you cook, w/o bumping into each other & the family room, w/ wood burning stove is just beyond the kitchen. Hood vents to the outside. 4 large bedrooms including a spacious master with 2 huge Walk-in closets, full bath w/ soaking tub, double sink, & shower. So many upgrades, including gleaming hardwood floors throughout, Nest thermostats, covered front porch, standby generator in case of power failure (so you can still have your coffee in the morning), and sprinkler system. Natural gas heat and cooking! Full, unfinished basement with walkout, interior access, and a huge slate patio, could be a man cave, or potential in-law. The oversized deck, overlooking the premium 1 acre lot, was enlarged and freshly painted. Want more backyard? The builder said the lot could be expanded by cutting back the brush in the back. Homes in Brookside provide easy access to Route 84 and is part of the region 15 School district. Nearby there are playgrounds, private schools, wonderful restaurants, the Greenway walking path from Middlebury to Woodbury, shopping, and so much more. Also for sale on MLS# W1097585

$659,900

21 Avalon Drive Middlebury, CT 06762

Beds:
4
Baths:
5.00
Sq.Ft.:
4,475
Status:
Active
MLS#:
G10196393
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.7 Acres
Year built:
2004
Courtesy: Century 21 Allpoints Rlty
View additional info

Shows like a model home! Custom built Colonial in prestigious subdivision. This home features a grand entry way with soaring ceilings, hardwood floors, a gourmet kitchen with cherry cabinets and granite counter tops, a formal dining room, a living room with a fireplace, and a formal living. The bedrooms offer plenty of space and each bedroom has its own full bath. The master suite is breathtaking and includes walk in closets and bathroom with stand up shower, jacuzzi tub, and double sink. The lower level is partially finished and offers great potential for a home theater, family room, or game room. The exterior of the property is professionally landscaped, level, and private. Driving distance to NY and award winning schools. Schedule your showing today!

$450,000

80 North Farm Rd Middlebury, CT 06762

Open House:

Sunday, 2/26 1:00-3:00PM

Beds:
4
Baths:
3.00
Sq.Ft.:
2,913
Status:
Active
MLS#:
W10196675
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
1.83 Acres
Year built:
1980
Courtesy: Showcase Realty, Inc.
View additional info

Sprawling 4 Bedroom Brick Ranch with copper gutters, copper lighting fixtures and front and back bluestone patios. Magnificent curb appeal in a beautiful neighborhood of like homes. Partially Remodeled Kitchen with granite countertops, center island, propane cooktop and indoor grill with pot filler and hood, mosaic tile backsplash, stainless steel appliances, cherry cabinets and hardwood flooring. Formal Dining Room open to Sunken Formal Living Room with Fireplace accented by gorgeous wood paneling. Family Room with additional Fireplace, built-ins with sink and slider to backyard. 4 Bedrooms and 2 and a half baths with granite countertops. Master Bedroom with slider to exterior and attached full bath with double sinks, jetted tub and stand-up shower. Mudroom/Laundryroom. This home is perfect for anyone and especially for someone looking for single level living. The home is move-in ready, but even if a buyer wants to update, there is room to add value at this pricepoint! Priced fairly and firmly! Irrigation hasn't been dewinterized in two years and is being sold as-is.

$319,900

6 Pommel Ln Middlebury, CT 06762

Open House:

Sunday, 2/26 1:30-3:30PM

Beds:
2
Baths:
3.00
Sq.Ft.:
1,917
Status:
Active
MLS#:
L10196913
Type:
Single Family
Subdivision:
Middlebury (111)
Year built:
1996
Courtesy: Bhgre Bannon & Hebert
View additional info

Charming Steeple Chase home at the end of a cul-de-sac with nice back yard and patio. Squeaky clean interior with large front to back living / dining room, open floor plan , hardwood, vaulted ceiling and Palladian window. The eat in kitchen is done in sparkling white with a hardwood floor and a breakfast bar. It is open to the cozy family room with hardwood and gas fireplace. This unit has an attached 2 car garage, first floor master, hardwood floors, 2 full and 1 half baths. New lifetime roof and gutters done in 2014, new hot water heater 2014, most appliances new or less than 6 yrs old, master bath has new walk-in shower and toilet and new garage doors.Natural gas heat, public water and sewer. Some exterior trim replaced in 2013 too. Commuters take note, just minutes to exit 15 or 16 off I-84, an hour and a half to NYC also #L10196270

$319,900

6 Pommel Ln UNIT 6 Middlebury, CT 06762

Beds:
2
Baths:
3.00
Sq.Ft.:
1,917
Status:
Active
MLS#:
L10196270
Type:
Condo
Subdivision:
Middlebury (111)
Year built:
1996
Courtesy: Bhgre Bannon & Hebert
View additional info

Charming Steeple Chase home at the end of a cul-de-sac with nice back yard and patio. Squeaky clean interior with large front to back living / dining room, open floor plan , hardwood, vaulted ceiling and Palladian window. The eat in kitchen is done in sparkling white with a hardwood floor and a breakfast bar. It is open to the cozy family room with hardwood and gas fireplace. This unit has an attached 2 car garage, first floor master, hardwood floors, 2 full and 1 half baths. New lifetime roof and gutters done in 2014, new hot water heater 2014, most appliances new or less than 6yrs old, master bath has new walk-in shower and toilet and new garage doors.Natural gas heat, public water and sewer. Some exterior trim replaced in 2013 too. Commuters take note, just minutes to exit 15 or 16 off I-84, an hour and a half to NYC also # L10196913

$132,000

35 Nutmeg Rd UNIT E2 Middlebury, CT 06762

Beds:
1
Baths:
1.00
Sq.Ft.:
889
Status:
Active
MLS#:
N10196581
Type:
Condo
Subdivision:
Middlebury (111)
Year built:
1984
Courtesy: Re/Max Professionals
View additional info

A Middlebury Adult condo convenient to services. 55+ association; large master bedroom with walk in closet; private deck area with steps to ground level; eating space kitchen; bonus room that can possibly be an office or an extra bedroom. Washer dryer in unit

$249,900

130 Richardson Dr Middlebury, CT 06762

Beds:
3
Baths:
2.00
Sq.Ft.:
1,355
Status:
Active
MLS#:
W10196428
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.29 Acres
Year built:
1941
Courtesy: Showcase Realty, Inc.
View additional info

Great opportunity to buy in Middlebury! Charm of a cape style home in established neighborhood features newer roof , windows & upgraded electrical. HW flrs., Eat in kit, LR with beautiful sunset views, 3 BR's, 2 FBA's, 1 car gar, fenced in backyard & spacious custom built patio w/pergola!

$289,900

615 Long Meadow Rd Middlebury, CT 06762

Open House:

Sunday, 2/26 1:00-3:00PM

Beds:
3
Baths:
2.00
Sq.Ft.:
1,704
Status:
Active
MLS#:
W10194382
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.92 Acres
Year built:
1980
Courtesy: William Raveis Real Estate
View additional info

Welcome to 615 Long Meadow Road in Middelbury. This generous sized Raised Ranch is perfectly situated on level, usable, park like yard, which is just shy of an acre. Enjoy main level dining room with sliders that lead to the oversized deck, where you can enjoy the outdoors. 3 bedrooms on main floor include master bedroom with full bath. Finished lower level can be used as a bonus or rec room. Currenty used as a bedroom and has a wonder woodburning stove that stays. This home is located in the sought after Region 15 school system. Long Meadow Road is very close to multiple parks, commuter arteries, and the Middlebury Greenway. Be sure to see photos for floor plans.

$999,000

311 Burr Hall Rd Middlebury, CT 06762

Beds:
5
Baths:
5.00
Sq.Ft.:
6,812
Status:
Active
MLS#:
W10196242
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
28 Acres
Year built:
1937
Courtesy: Coldwell Banker Residential Brokerage
View additional info

Built In 1927 By Noted Architects Beers And Farley on the most beautiful pristine Middlebury acres with a magnificent view overlooking the hillside of Middlebury and Watertown. This 6812 sq ft home with 5 bedrooms must be completely renovated from top to bottom but will be magnificent like nothing else in this area.

$650,000

27 East Farm Rd. Middlebury, CT 06762

Beds:
5
Baths:
7.00
Sq.Ft.:
6,077
Status:
Active
MLS#:
W10195246
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
1.85 Acres
Year built:
2001
Courtesy: Weichert Realtors Briotti Group
View additional info

YOUR SEARCH IS OVER! This property will meet ALL of your needs-Privacy-Desirable Neighborhood-Custom Built-Well Maintained-Move-in Ready and SO much more!! The driveway will lead to a welcoming and impressive stone front entrance. Upon entering the lovely 2-story marble foyer you will have a sense of the quality craftsmanship which abounds. Main Level boasts French doors off foyer which lead to a spacious LV room which moves into a spacious DR with gas FP and wet bar. Fam.RM on main level with gas FP. Hardwoods thru-out main level, Large kitchen w/maple cabinets, marble counter tops, granite floors, double ovens & 5-burner gas cooktop. Spacious EIK area with sliders to Trex deck. Main level MSTR w/6-piece on-suite and skylight. Main level laundry rm. with separate folding room. 10x15 Mud room...Second level features; 3 spacious BRS each with its own full bath and walk-in closet. 24x20 Bonus rm with free standing elec. FP. 2nd flr. main bath with skylight...Finished LL features; Laminate, Tile, and Carpet flooring, Living area with wet-bar and slider to concrete patio. Full kitchen and BR w/full bath & stackable wash/dryr hook-up. 3-Car Garage...This 6,077 square foot home is nestled into a lovely, professionally landscaped, lightly wooded and secluded lot. Don't miss this!

$469,900

405 Washington Dr Middlebury, CT 06762

Beds:
5
Baths:
3.00
Sq.Ft.:
3,927
Status:
Active
MLS#:
N10195750
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
1.03 Acres
Year built:
2007
Courtesy: Djk Residential Llc
View additional info

Incredible spacious and bright custom colonial home with 3 levels of comfortable living. This charming home features a large welcoming foyer, with a formal living room and formal dining room. Living room opens up to a large open family room with gas fireplace, French doors that lead to a balcony. Eat in Kitchen with bay window with magnificent views boasts hardwood, Cherry cabinets, granite countertops, stainless steel appliances, generous pantry, and a large Island perfect for entertaining. The main level features hardwood throughout, 9 foot ceilings, Crown molding, large oversized windows that draws the natural light throughout the home, multiple French doors, first floor laundry and mud room, and loads of Charm. Second floor features 5 bedrooms including an ensuite with tray ceiling, master bath with whirlpool tub and incredible views, and walk in closet. Oversized bonus room is the 5th bedroom with skylights and walk-in closet. Lower lever features a media room, play area, and recreation room which walks out to an oversized 35x30 deck. Lower level offers over 1000 square footage of living space included in the overall square footage. Rear yard fenced and wooded. Region 15 School system highly rated in CT.

$549,900

67 Falcon Crest Rd Middlebury, CT 06762

Beds:
4
Baths:
3.00
Sq.Ft.:
3,795
Status:
Active
MLS#:
L10194386
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
2.75 Acres
Year built:
1988
Courtesy: Bhgre Bannon & Hebert
View additional info

Middlebury Falcon Crest! 4BDRM remodeled 3795 sqft. Colonial on 2.75 ac. Enjoy long distance views, huge deck for entertaining, soothing fish pond with waterfall and so much more.....The interior boasts remodeled kitchen with granite counters, propane stove, island breakfast bar and built-in hutch. Family room, open to the kitchen, with hardwood floors wet-bar/hutch raised hearth fireplace and long distance views. Formal dining room with hardwood, chair rail and bay window. Large front to back living room with fireplace, bay window and french doors to the large deck.Master bedroom suite with full bath,walk-in closet, walk-in shower and hydro tub. Three more bed rooms and a finished bonus room with vaulted ceilings and built-ins complete the upper level.

$469,900

14 Plymouth Ln Middlebury, CT 06762

Open House:

Tuesday, 2/28 11:00-1:00PM

Beds:
4
Baths:
4.00
Sq.Ft.:
3,500
Status:
Active
MLS#:
L10194632
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
1 Acres
Year built:
2005
Courtesy: D. Beckley Realty
View additional info

Built in 2005, this Ridgefield model in Brookside is like buying new. The arts and crafts style, located at the end of a quiet cul de sac, greets your guests with an open blue stone porch. The formal entrance opens to the family room with a floor to ceiling stone fireplace straight ahead. There is a home office to the left and the formal dining room to the right. The all white kitchen with black granite counters is open to the family room and breakfast nook. There is a set of sliders to access the large deck and stairs to the very private backyard. The first floor master suite is generously sized and includes a full bath. The half bath and laundry room complete the first floor. The second floor includes 3 large bedrooms and a full bath. The lower walkout level features 900 sf of finished space and a 1/2 bath. There is an attached 2 car garage.

$319,900

41 Ravenwood Dr Middlebury, CT 06762

Beds:
4
Baths:
3.00
Sq.Ft.:
2,066
Status:
Active
MLS#:
G10194786
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.92 Acres
Year built:
1966
Courtesy: Century 21 Allpoints Rlty
View additional info

This home has great bones and loads of potential. With some minor cosmetic work you can have your dream home! This ranch style home offers 4 spacious bedrooms, 2 full baths, a fireplaced family room and a large eat in kitchen, formal living room and large formal dining room! There is a wonderful flow in the floor plan of this open concept home. Large level lot located in a neighborhood setting.

$289,900

172 Washington Drive Middlebury, CT 06762

Beds:
3
Baths:
3.00
Sq.Ft.:
1,248
Status:
Active
MLS#:
99172198
Type:
Single Family
Lot size:
1.34 Acres
Year built:
2000
A broker reciprocity listing Courtesy: Dave Jones Realty LLC
View additional info

Don't let this meticulously kept home deceive! Set on almost 1.5 acres and surrounded by a private, wooded back yard. This home offers over 1,700 s/f including the finished lower level. Enjoy 3 bedrooms, 3 baths, and one-level living. Open floor plan, granite kitchen with Brazilian cherry floors and sliders to an expansive deck that overlooks seasonal lake views from Long Meadow Pond. Master bath with on-suite and plenty of storage throughout. Don't let this gem pass you by!

$439,900

2 Stonington Ct UNIT #2 Middlebury, CT 06762

Open House:

Sunday, 2/26 12:00-2:00PM

Beds:
4
Baths:
3.00
Sq.Ft.:
2,812
Status:
Active
MLS#:
W10193276
Type:
Condo
Subdivision:
Middlebury (111)
Year built:
2005
Courtesy: William Raveis Real Estate
View additional info

First time on the market 4 bedroom, 2.5 bath colonial in Brookside. Large eat in kitchen with granite counters, stainless steel appliances, breakfast bar and sliders to the oversized deck. Family room with a wood burning fireplace. The oversized master suite offers his and hers walk in closets, lots of windows, a large bathroom with whirlpool tub and double vanity. 3 additional bedrooms on the upper level and a walk out basement with a slider and full size windows make it easy to finish. This is a very gently used home, as you will see. There have only ever been 2 residents. Town water and sewers, natural gas heat in a great neighborhood and access to award winning Region 15 schools.

$439,900

2 Stonington Ct Middlebury, CT 06762

Open House:

Sunday, 2/26 12:00-2:00PM

Beds:
4
Baths:
3.00
Sq.Ft.:
2,812
Status:
Active
MLS#:
W10192430
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.35 Acres
Year built:
2005
Courtesy: William Raveis Real Estate
View additional info

First time on the market 4 bedroom, 2.5 bath colonial in Brookside. Large eat in kitchen with granite counters, stainless steel appliances, breakfast bar and sliders to the oversized deck. Family room with a wood burning fireplace. The oversized master suite offers his and hers walk in closets, lots of windows, a large bathroom with whirlpool tub and double vanity. 3 additional bedrooms on the upper level and a walk out basement with a slider and full size windows make it easy to finish. This is a very gently used home, as you will see. There have only ever been 2 residents. Town water and sewers, natural gas heat in a great neighborhood and access to award winning Region 15 schools.

$299,900

148 Curtis Rd Middlebury, CT 06762

Beds:
3
Baths:
2.00
Sq.Ft.:
1,488
Status:
Active
MLS#:
W10193043
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.73 Acres
Year built:
1956
Courtesy: Showcase Realty, Inc.
View additional info

Meticiulously maintained Split level home located in the desirable Curtis Farms neighborhood. Welcoming and spacious foyer leads to large family room w/ full bath, main level offers spacious living room w/ fireplace & dining room both with vaulted ceilings and hardwood floors, eatin kitchen w/ white updated cabinets. Upper level has 3 good sized bedrooms all with gleeming hardwood floors and an updated full bath. Home is well loved and bathed with great light. Located on .73 level lot with patio perfect for entertaining, CAIR, shed and 2 car garage.A great home!

$499,000

30 Sandy Hill Rd Middlebury, CT 06762

Beds:
3
Baths:
3.00
Sq.Ft.:
2,838
Status:
Active
MLS#:
L10192700
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
1.21 Acres
Year built:
1949
Courtesy: William Pitt Sotheby's Int'l Realty
View additional info

Architecturally designed 3 bedroom Cape on 1.2 acres with perennial gardens, brook and stonewalls. The master bedroom features a fireplace and full bath. There are two guest bedrooms and two additional full baths. Convenient location.

$179,900

80 Yale Ave Middlebury, CT 06762

Beds:
2
Baths:
1.00
Sq.Ft.:
876
Status:
Active
MLS#:
W10191427
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.31 Acres
Year built:
1915
Courtesy: Showcase Realty, Inc.
View additional info

Middlebury's best value 2 lots being sold together at this great price, house on one lot & Barn or 4 car garage on other lot both lots boasting 160' road frontage with both buildings set back far enough for more privacy. This property suits a first time buyer because of its price and all the amenities Middlebury affords anyone, schools parks & shopping etc. Contractors needing room to expand their business because can use the extra lot for equipment & vehicles etc. For Car Lovers lots of garages. First time home buyers can enjoy a Middlebury address because of the price of this property and the low interest rate loans they may Qualify for some even 100% financing. Most renters who would love to own are surprised to learn their monthly house payment would be not far away from their rental payment now. Never pay rent Again. Taxes on both lots with house and barn are $5417.

$190,000

144 Joy Rd Middlebury, CT 06762

Beds:
2
Baths:
2.00
Sq.Ft.:
908
Status:
Active
MLS#:
W10187872
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.46 Acres
Year built:
1954
Courtesy: William Raveis Real Estate
View additional info

Ranch under 200k in Middlebury! Nice setting located on cul-de-sac with hard wood floors in BDRMs and LR, 2 car garage - 1 upper and 1 lower, updated windows, furnace, hot water heater and architectural roof. 3 season porch. Just starting out or downsizing. Convenient location to highway, shopping, restaurants and area attractions. 50'S charm or make it your own.

$419,900

105 Periwinkle Dr UNIT 105 Middlebury, CT 06762

Beds:
3
Baths:
3.00
Sq.Ft.:
2,476
Status:
Active
MLS#:
W10189648
Type:
Condo
Subdivision:
Middlebury (111)
Year built:
2005
Courtesy: Joyce S Drakeley Real Estate
View additional info

Benson Woods resale! Impeccably maintained Winthrope model on level site with two car attached garage and plenty of parking. Private back deck and open front porch to enjoy the entire community. Ideal location just behind model home, this 2400 square foot unit provides LR/DR combination with soaring 20' ceilings, first floor master bedroom and gracious eat in kitchen with center island. Benson Woods is centrally located in the Middlebury/Southbury/Woodbury corner within minutes to highway and fantastic restaurants in all three towns. Come and enjoy maintenance free living!

$194,900

44 Middlebury Ter Middlebury, CT 06762

Beds:
2
Baths:
2.00
Sq.Ft.:
1,229
Status:
Active
MLS#:
N10187142
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.25 Acres
Year built:
1937
Courtesy: Colonial Properties Inc
View additional info

This partially updated Cape is located on a quiet street and conveniently located less than 5 minutes from RT-8, and I-84. Hardwood Floors in LR, DR, and Bedrooms. Living room features a fireplace and access to a 3 season sun room. Great property at a great price! Easy to Show.

$349,900

Washington Middlebury, CT 06762

Beds:
3
Baths:
3.00
Sq.Ft.:
2,250
Status:
Active
MLS#:
G10186213
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
2.2 Acres
Year built:
2017
Courtesy: Better Living Realty, Llc
View additional info

Great price for 2000 square foot to be built New Construction. Features 3 bedrooms, 2.1 bath, granite countertops, central air, hardwood in living room and dining room. Property has an open floor plan and has over 2 acres of land. Builder flexible with updates and changes.

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