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Middlebury CT Real Estate & Homes for Sale

113 Properties Found

The median home value in Middlebury, CT is $282,450 This is higher than the county median home value of $211,200. The national median home value is $185,800. The average price of homes sold in , is $. Approximately 84.51% of Middlebury homes are owned, compared to 9.92% rented, while 5.58% 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 Middlebury real estate agent to arrange a tour today !
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$639,900

257 Mirey Dam Rd Middlebury, CT 06762

Beds:
4
Baths:
6.00
Sq.Ft.:
5,337
Status:
NEW LISTING
MLS#:
W10237834
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
2.38 Acres
Year built:
1985
Courtesy: Showcase Realty, Inc.
View additional info

Gorgeous Tudor In Premiere Middlebury neighborhood with in-ground heated pool, Remodeled High-End Kitchen, and 3 car garage. Eat-in-Kitchen Remodeled with Stainless Steel Viking Appliances, granite countertops, Soft-close Medallion cabinets, pot-filler, center island with breakfast bar and second sink, and Bohemian Crystal chandalier. Kitchen opens to Two-Story Family Room with Stone Fireplace, Wetbar, exposed beams, and hardwood floors. Formal Living Room with Fireplace, wood paneling, and french doors to covered front patio. Formal Dining Room with Bay Window, simulated paneling, and crown molding. Study/Office with built-ins, wood paneling, and hardwood floors. Enclosed 4-season porch. First Floor guest room with attached full bath. Upstairs Master Bedroom with attached full bath. Bath remodeled with granite countertops and tile surround shower. 3 additional Bedrooms upstairs, one with attached half bath and one with walk-in closet. Very Private yard and In-Ground Heated Pool with stamped concrete patio and shed. Finished Walk-Out basement with additional kitchenette and more living space. 3 car garage. 2 Furnaces and 2 Central Air units. Architectural Roof replaced in 2013. Anderson Thermopane windows. Professional Alarm System.

$215,000

1540 Straits Tpke Middlebury, CT 06762

Beds:
3
Baths:
2.00
Sq.Ft.:
1,371
Status:
NEW LISTING
MLS#:
W10239223
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.38 Acres
Year built:
1959
Courtesy: Coldwell Banker Residential Brokerage
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This is an estate property, subject to probate approval. Some tlc needed, but very good BONES! Brick split level house generous sized rooms, Economical NATURAL GAS heat, hot water & Living room Fireplace. Sewer connected, well water. Nice corner lot, (overgrown but nice land), second driveway off of Joann St for easier access. Hard wood floors, 2 full baths, room for expansion in the Lower level. Get into Region 15 schools at a very reasonable price.

$189,000

44 Middlebury Ter Middlebury, CT 06762

Beds:
3
Baths:
2.00
Sq.Ft.:
1,229
Status:
NEW LISTING
MLS#:
L10238735
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.25 Acres
Year built:
1937
Courtesy: BHGRE Bannon & Hebert
View additional info

Prefect starter home or anyone looking to downsize. Small corner lot offers very little upkeep in a quaint New England neighborhood. A front to back living room features hardwood floors and a wood burning fireplace. The cozy sunroom is the perfect spot to snuggle up with a book. Two bedrooms are located upstairs and the dining room is getting a face-lift, with doors and a closet to give you the option of a third bedroom or keep it as a dining room! Close to local eateries and the Middlebury Greenway. Award winning region 15 schools!

$284,900

30 Woodland Rd Middlebury, CT 06762

Beds:
3
Baths:
4.00
Sq.Ft.:
2,085
Status:
NEW LISTING
MLS#:
W10238252
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.63 Acres
Year built:
1971
Courtesy: Coldwell Banker Residential Brokerage
View additional info

If square footage is what you're looking for, then you'll find plenty in this roomy three bedroom Dutch colonial located on a cul-de-sac in the 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 1,100 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 walkout, a large office or workroom and a full bath. This is the perfect space to expand a home business, accommodate occasional guests or add a kitchen to create an ideal in-law apartment. With some additional updating, this spacious home will be a wonderful investment in a centrally located Middlebury neighborhood.

$329,900

103 Whittemore Road Middlebury, CT 06762

Beds:
3
Baths:
3.00
Sq.Ft.:
1,347
Status:
NEW LISTING
MLS#:
99193999
Type:
Single Family
Lot size:
1.45 Acres
Year built:
1950
A broker reciprocity listing Courtesy: Perun Properties
View additional info

HOME SWEET HOME! TOTAL TURN-KEY 3 BR 2.5 Bath Split-Level Ranch on a Country Setting. This fully remodeled gem offers plenty - including: a stunning stainless kitchen w/Verona range, Samsung refrigerator, GE microwave, granite counter tops, & white Shaker cabinets. Brand new Smith furnace. All new windows & Pex plumbing. New added master bath. 4 season sun room. 2 fireplaces, cedar closet, freshly finished hardwood floors. Split-level living offers an open floor plan on the main w/private BRs upstairs, & an additional family room on the lower level. Extensive masonry/stonework outside. Conveniently located minutes from 84, shopping, schools, beaches, parks, health clubs, & restaurants. Enjoy the babbling brook out back. Don't miss this one!

$425,000

105 Tower Rd Middlebury, CT 06762

Beds:
4
Baths:
5.00
Sq.Ft.:
2,928
Status:
NEW LISTING
MLS#:
G10238242
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.95 Acres
Year built:
1983
Courtesy: Better Living Realty, LLC
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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!!!

$399,900

251 Sandy Hill Rd Middlebury, CT 06762

Beds:
4
Baths:
3.00
Sq.Ft.:
2,848
Status:
Active
MLS#:
W10237685
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
5.96 Acres
Year built:
1997
Courtesy: Showcase Realty, Inc.
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Classic reproduction colonial nestled in nearly 6 acres of private land with stone walls. This 4 bedroom home offers large bedrooms, formal dining room with chair rail, formal living room, great room with fireplace and hardwood flooring, eat in kitchen with appliances and tiled floor, 2 1/2 baths, 2 car oversized garage, full basement, pull down attic staircase, newer exterior shed. Large level yard w/ flowering plantings. Recently painted exterior.

$585,000

284 Central Rd Middlebury, CT 06762

Beds:
4
Baths:
3.00
Sq.Ft.:
3,185
Status:
Active
MLS#:
G10237654
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
2 Acres
Year built:
1999
Courtesy: Flat Fee Realty LLC
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Beautiful, single-owner, custom home in a highly desirable area. Quiet cul-de-sac neighborhood. Land adjacent to the Middlebury Land Trust nature preserve. Walking distance to the Greenway walking trail. Perfect home for a folks that love the water. Very private back yard. Quiet neighborhood. Excellent schools.

$429,995

85 Ridgewood Dr UNIT 95 Middlebury, CT 06762

Beds:
3
Baths:
3.00
Sq.Ft.:
2,616
Status:
Active
MLS#:
G10237650
Type:
Condo
Subdivision:
Middlebury (111)
Courtesy: Thomas Jacovino
View additional info

BRAND NEW! Customize this brand new to be built END 3 bedrm, 2.5 bath townhome with a wooded rear ridge. Additional floor plans available with quicker deliveries. The BUCKNELL includes at no extra cost: Tray ceiling in master bedroom, HDWD floors on 1st fl main areas, granite counter baths & kitchen, crown molding & chair rail, tiled baths & laundry, SS gourmet kitchen appliances, energy efficient dishwasher, W&D.

$354,995

23 Highridge Rd # 153 Middlebury, CT 06762

Beds:
2
Baths:
3.00
Sq.Ft.:
1,848
Status:
Active
MLS#:
G10237647
Type:
Single Family
Subdivision:
Middlebury (111)
Courtesy: Thomas Jacovino
View additional info

BRAND NEW! Customize this brand new to be built 2 (or 3) bedrm, 2.5 bath townhome with wooded rear yard. Additional floor plans available with quick deliveries. Luxury throughout with HDWD floors on 1st floor main areas, granite counters in baths & kitchen, crown molding & chair rail, tiled baths & laundry, SS appliances, energy efficient W&D included.

$384,995

21 Highridge Rd #152 Middlebury, CT 06762

Beds:
3
Baths:
3.00
Sq.Ft.:
2,059
Status:
Active
MLS#:
G10237645
Type:
Single Family
Subdivision:
Middlebury (111)
Courtesy: Thomas Jacovino
View additional info

BRAND NEW to be built 3 bedroom END townhome with master suite on 2nd floor. Additional floor plans and quick deliveries also availableLuxury throughout with hardwood flooring on main level, granite tops in kitchens & baths, maple cabinetry, stainless appliances, crown molding, and more! You pick finishes. .

$695,000

251 Judd Hill Rd Middlebury, CT 06762

Beds:
5
Baths:
5.00
Sq.Ft.:
3,888
Status:
Active
MLS#:
W10237581
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
12.9 Acres
Year built:
1941
Courtesy: William Raveis Real Estate
View additional info

Magnificent views greet you on this 13-acre estate. The main house a 3-4 bedroom California Ranch overlooks 2 tranquil ponds and features an open floor plan, well suited for day-to-day living and entertaining, plus a finished basement and large, flexible walk in lower level that once housed medical offices and spacious waiting room. With its own separate driveway, take advantage of the charming 2 bedroom apartment, 2 stall horse barn and 4 car garage. This is a spectacular location for living, working at home, or creating your own family dream-life on this beautiful country compound.

$215,000

429 Watertown Rd Middlebury, CT 06762

Beds:
3
Baths:
2.00
Sq.Ft.:
1,404
Status:
Active
MLS#:
B10237402
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.9 Acres
Year built:
1942
Courtesy: Spadaccino Realty Team
View additional info

Opportunity waits with this cute colonial located in a tranquil setting. This house is features a main level kitchen, formal dining room, large living room with fireplace, half bath and an enclosed porch. The upper level has three bedrooms including one large master and a full bath. Lower level is unfinished but offers great storage space. Beautiful grounds surround the house. Excellent chance to have sweat equity as this house is located in a market with more expensive homes. Easy commute to Route 64 and I-84.

$279,900

245 Kissawaug Rd Middlebury, CT 06762

Beds:
3
Baths:
1.00
Sq.Ft.:
1,092
Status:
Active
MLS#:
L10235324
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
1.46 Acres
Year built:
2011
Courtesy: BHGRE Bannon & Hebert
View additional info

Charming 2011 three bedroom raised ranch in the region 15 school system! This lovely better than new home has an eat in kitchen with granite counters and a breakfast bar. The open floor plan is perfect for entertaining. Natural gas heat, gas cooking and gas hot water heater make this an economical home to own too. The lower level is pre-plumbed for a bath room and has a large unfinished room that could easily be finished if you get town approvals. The home sits on 1.46 Acres of level open land just waiting for your personal landscaping touches. The town of Middlebury is a great little community with lots of amenities to offer including a recreation association with a beach on beautiful lake Quassapaug, park and rec. centers and more that property owners can join for a small fee. Good commuter location too between exit 16 and 17 off I-84 and within an hour and a half of NYC and two hours to Boston if traffic allows.

$349,900

83 St Joseph Middlebury, CT 06762

Beds:
2
Baths:
3.00
Sq.Ft.:
1,697
Status:
Active
MLS#:
L10236446
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.4 Acres
Year built:
1955
Courtesy: D. Beckley Realty
View additional info

Immaculate One of kind Ranch style home, completely remodeled in 2010, All new Hardwood floors, new sheetrock, crown molding through out, new kitchen which features solid light cherry cabinets, stainless steel appliances with warming oven, granite counters , Island with seating , open floor plan, new bathrooms 2 full and 1 1/2, basement complete with finished area could be 3rd bedroom, water basement system complete,workshop and storage. Come into mud room which features laundry area, wet bar, beverage cooler and Cabinets, all this leads to a beautiful patio with awning and in ground pool with new liner, this home offers so much more come and take a look

$475,000

138 Ravenwood Dr Middlebury, CT 06762

Beds:
4
Baths:
3.00
Sq.Ft.:
3,111
Status:
Active
MLS#:
L10235331
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.92 Acres
Year built:
2006
Courtesy: William Pitt Sotheby's Int'l Realty
View additional info

This magnificent newly custom-built home is situated on the most desirable cul de sac in Middlebury, with a private, lush, professionally landscaped piece of property. It’s quite commanding. Over 4,000 SF of gracious open living space, built to the highest possible standards, in the best possible taste. 12 spacious rooms, enormous bedrooms with many closets. Master bedroom 2 room suite with full dressing room,built-ins and additional laundry room. Oversized formal rooms filled with millwork and over sized windows compliment the most distinguished, current floor plan. Hardwood floors throughout including stunning new bamboo floors located in bedrooms. Expertly appointed chef’s granite kitchen and vaulted ceiling great room with fireplace, This home is explosively bright with natural sunlight. Home easily can entertain 100+ guests. Luxury spa bath, hydro tub, 3 full baths, one on main level. For the most discerning of buyers, home includes; surround sound, security system, top of the line mechanical, central air, hydro air and many more. Excellent location for all commuting and local town spots. Level yard, pool site available. This home will inspire you to create. Whether formal traditional or minimalist design, this is the architectural specialty that and transition every way!

$384,500

208 Sugar Maple Way Middlebury, CT 06762

Beds:
3
Baths:
3.00
Sq.Ft.:
3,400
Status:
Active
MLS#:
L10232106
Type:
Single Family
Subdivision:
Middlebury (111)
Year built:
2006
Courtesy: William Pitt Sotheby's Int'l Realty
View additional info

Benson Woods Community

$455,000

5 Chatham Court UNIT 5 Middlebury, CT 06762

Beds:
4
Baths:
3.00
Sq.Ft.:
2,812
Status:
Active
MLS#:
99192572
Type:
Single Family
Lot size:
1 Acres
Year built:
2005
Courtesy: BerkshireHathaway NEProperties
View additional info

Better than New 4 Bedroom Colonial With Many Upgrades. All The Work Has Been Done. Just Move In To This Beautiful Community and Enjoy Entertaining Family and Friends. Large Living Room - Formal Dining Room - Gourmet Eat In Kitchen With Granite Counters , Center Island - Desk Area and Sliders to Deck - Family Room with Custom Fireplace - Large Master Bedroom with Vaulted Ceilings - Two Walk In Closets and Luxurious Bath Plus 3 Additional Bedrooms. Hardwood Floors - Gas Heat - Central Air - Crown Molding - Tray Ceilings - Vaulted Ceilings . Finished Owens Corning Basement Complete with Perimeter Drains. Two Car Garage This is a MUST SEE on your list.

$865,000

331 South St Middlebury, CT 06762

Beds:
4
Baths:
7.00
Sq.Ft.:
5,524
Status:
Active
MLS#:
B10233994
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
5.05 Acres
Year built:
1928
Courtesy: Keller Williams Realty
View additional info

Prestigious, quintessential, classic Middlebury area...you'll find this beautiful 5 ac level property & home! Enjoy timeless living in this 1928 home, your next family compound/resort, custom & architectural "Arts & Crafts Revival" style w/ modern updates & luxury. Enter into the grand foyer thru the beautiful stone archway w/ gracious dining room to the right and large livingroom w/ stunning fireplace, coffered ceilings to the left. The bright family room w/ etched french doors, offers large fireplace & play areas for family & entertaining. The custom remodeled gourmet kitchen is well designed w/ high-end cabinetry, working island, Subzero, Wolfe 6-burner stove, double ovens, much more + french doors leading to lovely 3 season porch. Choice of 2 staircases lead to 2nd fl with 4 bedrooms all w/ full baths includes master ensuite w/ great space & closets-top of the line features lovingly maintained. 3rd fl offers bedroom/office areas w/ full bath. Finished lower level has half-bath, play, laundry & exercise rooms. Outside offers manicured lawn & gardens,pool, tennis court & outbuildings. Mechanically there is newer hydroair furnace, central air, generator, 400 amps plus decorative brick exterior, copper gutters, slate roof offering classic character & charm. This gracious home is well-proportioned on park-like setting.Westover School nearby, access to private Oxford Airport, half-way Boston/NY, mins from Litchfield county w/ shopping, antiquing & restaurants galore.

$434,900

47 Ridgewood Dr UNIT 47 Middlebury, CT 06762

Beds:
3
Baths:
3.00
Sq.Ft.:
2,100
Status:
Active
MLS#:
L10233449
Type:
Condo
Subdivision:
Middlebury (111)
Year built:
2014
Courtesy: BHGRE Bannon & Hebert
View additional info

Lovely & private Bethel ranch model - first floor master bedroom with handicap features in bath, 2nd bedroom/den with built in book cases on main floor with lower level bedroom and 1/2 bath. Great airy kitchen with SS appliances opens to living room with skylights and private deck, dining room with portrait molding, main floor laundry. This desirable end unit has many extras and is move in ready. Huge storage area! Enjoy the club house with entertaining area, theater for movies, pool, play area and work out room.

$425,000

9 West Lake Road Middlebury, CT 06762

Beds:
2
Baths:
1.00
Sq.Ft.:
792
Status:
Active
MLS#:
W10234846
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.45 Acres
Year built:
1960
Courtesy: ICON Realty, LLC
View additional info

Welcome to 9 West Lake Road, Middlebury, an adorable direct waterfront cottage with large private dock on Lake Quassapaug. This property has had some recent updates, updates include: new central air, siding, roof, and new windows in sunroom, the kitchen has new appliances, and granite. Having one of the bigger lots in the association leaves further updating, renovating or adding on to this lakefront gem to the creative buyer. This is truly a special property and place that must be seen and enjoyed to be appreciated. Start your mornings with coffee on the dock or in your sun porch watching the sunrise over the mountains! Kayak, paddle board or fish on this pristine lake. Bring your family to Lake Quassy Amusement Park for some summer fun! Never miss one of CT's best 4th of July firework shows from your dock overlooking the lake. Escape from everything to your lake cottage for a weekend, summer, or make 9 West Lake Road your full time home. Enjoy hiking hundreds of acres of nature preserve owned by the association that you will be a part of, put your little ones in the summer sailing school, or just kick back and enjoy one CT's most beautiful places! Additional square footage in large loft/sleeping area

$282,900

64 Three Mile Hill Rd Middlebury, CT 06762

Beds:
3
Baths:
2.00
Sq.Ft.:
1,498
Status:
Active
MLS#:
L10233842
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.97 Acres
Year built:
1954
Courtesy: BHGRE Bannon & Hebert
View additional info

Welcome home! This charming cape sits back on an interior lot. As you walk into the living room the fireplace adds a cozy relaxing feeling to cuddle up with a great book. The kitchen and dining room are great for entertaining. Both bedrooms upstairs have raised dormers and are light and bright. The backyard is great space for hosting family parties. Surrounded by so many points of interest including 8 miles of Greenway, to take your morning stroll, Lake Quassapaug, many parks and the highly rated school system. Natural gas pipe line is being installed along street for voluntary hook up.

$384,500

208 Sugar Maple Way UNIT 208 Middlebury, CT 06762

Beds:
3
Baths:
3.00
Sq.Ft.:
3,400
Status:
Active
MLS#:
L10232101
Type:
Condo
Subdivision:
Middlebury (111)
Year built:
2006
Courtesy: William Pitt Sotheby's Int'l Realty
View additional info

Benson Woods Community

$210,000

352 Middlebury Rd Middlebury, CT 06762

Beds:
3
Baths:
3.00
Sq.Ft.:
1,206
Status:
Active
MLS#:
L10229269
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.4 Acres
Year built:
1914
Courtesy: William Pitt Sotheby's Int'l Realty
View additional info

Authentic and Remolded! Best of all worlds. Most charming original "smoke house" still located on property and is in working order! A rare opportunity to purchase this immaculately presented 3 bedroom, 2.5 bath, Cape Cod home, located in sought after Middlebury! The interior exudes an atmosphere of coziness with the lovingly renovated kitchen and modern stainless steel appliances, freshly remodeled bathrooms, 3 bedroom each with its own character, and the rich warmth of new wooden floors. The laundry area is conveniently located close to the kitchen, spacious and practical finished lower level perfect for an office, studio, or storage. Three seasons porch leads out to a low maintenance fenced garden area and stone patio, electric garage door, 200 amp service, new water heater, newer well tank and public sewer connected. PLUS....Work from the comfort of your own home because this property is ZONED FOR MIXED USE, commercial and residential. Come explore the benefits!

$589,900

1 Whitehall Ct Middlebury, CT 06762

Beds:
3
Baths:
4.00
Sq.Ft.:
3,724
Status:
Active
MLS#:
L10233431
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.72 Acres
Year built:
2001
Courtesy: BHGRE Bannon & Hebert
View additional info

Avalon Farms Dartmouth model w/3,800+/- s.f. including a first floor MBR en suite w/luxury bath, walk-in closets and private reading nook. A house built for entertaining with an expansive formal dining room, butlers pantry and fully equipped chef's kitchen w/high-end SS appliances and a huge center island. Dramatic great room w/beautiful fireplace, vaulted ceiling and lots of windows. French doors open to a brick patio and a private landscaped back yard. 2 more bedrooms suites upstairs plus a possible 4th bedroom or office. Enjoy the public water, sewer and natural gas. Private community close to walking trails and beautiful Lake Quassapaug. A must see home!

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