Middlebury CT Real Estate & Homes for Sale

97 Properties Found

The median home value in Middlebury, CT is $295,500. 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 $295,500. 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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$499,000

30 Sandy Hill Rd Middlebury, CT 06762

Beds:
3
Baths:
3.00
Sq.Ft.:
2,838
Status:
NEW LISTING
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.

$305,000

15 Ridgewood Dr UNIT 54 Middlebury, CT 06762

Beds:
2
Baths:
3.00
Sq.Ft.:
1,296
Status:
NEW LISTING
MLS#:
L10184775
Type:
Condo
Subdivision:
Middlebury (111)
Year built:
2008
Courtesy: BHGRE Bannon & Hebert
View additional info

Affordable, Move-In Ready and Available for Immediate Occupancy! Live the life style or buy as an investment. Like new 2 bedroom townhouse is ideally located close to the front entrance of the complex. Each bedroom features a spacious walk-in closet, there are 2 1/2 baths and a 425 sq. ft. storage/laundry space on the lower level with 9' ceilings and a daylight window. This area can easily be converted to additional living space. The kitchen features bay windows with an eat-in area and granite counter tops. There are oak hardwood floors (manufactured in the USA) throughout the first floor. With an open floor plan, a French door lead to a Trex deck with aluminum rails and a privacy fence which overlooks a wooded rear yard. The master bedroom is located on the 2nd floor with a peaceful view of back yard trees. This interior unit has high efficiency forced air gas heat/CAIR. Enjoy life fully without the hassle of shoveling. Agent owned.

$179,900

80 Yale Ave Middlebury, CT 06762

Beds:
2
Baths:
1.00
Sq.Ft.:
876
Status:
NEW LISTING
MLS#:
W10191427
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.31 Acres
Year built:
1915
Courtesy: ICON Realty, LLC
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.

$119,900

98 Porter Ave Middlebury, CT 06762

Beds:
3
Baths:
2.00
Sq.Ft.:
1,320
Status:
Active
MLS#:
V10190521
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.22 Acres
Year built:
1944
Courtesy: Carey & Guarrera Real Estate
View additional info

Vinyl sided cape with 1 car under garage. Features kitchen, living room and 3 bedrooms. Hardwood floors. Oil heat.

$190,000

144 Joy Rd Middlebury, CT 06762

Open House:

Sunday, 1/22 1:00-3:00PM

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.

$319,900

7 Hackamore Circle UNIT 7 Middlebury, CT 06762

Beds:
2
Baths:
3.00
Sq.Ft.:
1,917
Status:
Active
MLS#:
99170334
Type:
Condo
Year built:
1997
A broker reciprocity listing Courtesy: Pavlik Real Estate
View additional info

Steeplechase-Move in condition w/nothing needed to be done. Several updates, tastefully decorated w/freshly pained interior walls & hardwood flr. on 1st level. Open floor plan of Living Rm to Dining Rm, updated eat in kitchen w/breakfast bar to family room w/gas fireplace. Enjoy 1st floor mbr suite w/private full bath & main level laundry. 2 car attached garage w/epoxy painted floor & add. cabinets, Upgrades-newer art. roof, sec. Sys, a/c unit. Possible 3rd bedroom on 2nd level w/walk in attic storage area. Pets allowed, not age restricted, convent to everything yet country setting, great school system, parks & walking trails. Nice walking community with pond. Minutes to I84. Over $45,000. worth of upgrades starting in 2009!

$419,900

105 Periwinkle Dr UNIT 105 Middlebury, CT 06762

Open House:

Sunday, 1/22 12:00-2:00PM

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.

$415,000

34 Ridgewood Drive UNIT 34 Middlebury, CT 06762

Beds:
4
Baths:
3.00
Sq.Ft.:
3,283
Status:
Active
MLS#:
W10173765
Type:
Condo
Subdivision:
Middlebury (111)
Year built:
2008
Courtesy: William Raveis Real Estate
View additional info

Love where you live! Experience the Ridgewood Lifestyle in picturesque Middlebury. This outstanding and rare Emerson model features 4 completed levels of living. The private main entrance leads into a chic and open floor plan with 9 ft. ceilings, rooms filled with sunlight and anchored by a gas fireplace. The eat in kitchen with granite counters, stainless appliances, cherry cabinets, hardwood flooring is a cook's dream. The 2nd level master suite has vaulted ceilings, walk in closet, master bath with spa tub and glass enclosed shower. Completing the upper level are 2 generous bedrooms and a bath. The fully finished top level loft can be a 4th bedroom or home office with plenty of storage and west facing views! The lower level with walk out currently serves as a family/recreation room. Ridgewood with all of its luxury amenities makes living here a pleasure. Come see this jewel.

$415,000

34 Ridgewood Dr Middlebury, CT 06762

Beds:
3
Baths:
3.00
Sq.Ft.:
2,376
Status:
Active
MLS#:
W10173752
Type:
Single Family
Subdivision:
Middlebury (111)
Year built:
2008
Courtesy: William Raveis Real Estate
View additional info

Love where you live! Experience the Ridgewood Lifestyle in picturesque Middlebury. This outstanding and rare Emerson model features 4 completed levels of living. The private main entrance leads into a chic and open floor plan with 9 ft. ceilings, rooms filled with sunlight and anchored by a gas fireplace. The eat in kitchen with granite counters, stainless appliances, cherry cabinets, hardwood flooring is a cook's dream. The 2nd level master suite has vaulted ceilings, walk in closet, master bath with spa tub and glass enclosed shower. Completing the upper level are 2 generous bedrooms and a bath. The fully finished top level loft can be a 4th bedroom or home office with plenty of storage and west facing views! The lower level with walk out currently serves as a family/recreation room. Ridgewood with all of its luxury amenities makes living here a pleasure. Come see this jewel.

$459,900

23 Independence Cir Middlebury, CT 06762

Beds:
4
Baths:
3.00
Sq.Ft.:
2,555
Status:
Active
MLS#:
W10186161
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
1 Acres
Year built:
2004
Courtesy: Coldwell Banker Residential Brokerage
View additional info

Destined to impress! Nestled on a park-like setting this better than new Brookside colonial offers a designer quality. Features include upscale kitchen w/granite tops, center island, tiled back splash, full pantry and stainless steel appliances. Formal dining room flows graciously into the den while the French doors to the private office express attention to detail. The bright and airy living room w/vaulted ceilings host a custom floor to ceiling stone gas fireplace for the most intimate setting. Upper level boasts four generous bedrooms while the laundry room is a display of convenience. Master bedroom suite showcases gleaming hardwoods, crown molding, his and hers closets w/walk-in and full bath w/double sinks, whirlpool tub and shower stall. Fully finished lower level w/built-in entertainment center allows another 800+ square feet of living space while offering a walk-out to desirable back yard. The exterior has been upgraded to provide an abundant of entertainment possibilities. Back yard custom patio w/fire pit, professional lighting and play scape are the perfect opportunity for the extended family or just starting out. The manicured grounds with flower beds and gardens are just a taste of what this inviting home has to offer!

$299,000

19 Ridgewood Dr UNIT 56 Middlebury, CT 06762

Beds:
2
Baths:
3.00
Sq.Ft.:
1,580
Status:
Active
MLS#:
L10184892
Type:
Condo
Subdivision:
Middlebury (111)
Year built:
2008
Courtesy: BHGRE Bannon & Hebert
View additional info

One of the original Ridgewood models. This 2 bedroom unit has lots of light and space. Eat in kitchen with appliances and wood floor, LR/DR with access to deck. Powder room on main level. Second floor offers 2 bedrooms and 2 full baths. Spacious and bright loft with skylights. Partially finished room on lower level houses laundry. One car garage.

$334,000

138 Old Watertown Rd Middlebury, CT 06762

Beds:
4
Baths:
3.00
Sq.Ft.:
2,232
Status:
Active
MLS#:
W10185153
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
2.27 Acres
Year built:
1988
Courtesy: Showcase Realty, Inc.
View additional info

4 BR colonial located on a nice 2.27 acre lot! This home features a MBR w/FBA, Walk in closet, eat in kit, Laundry room, great room, formal LR w/fplc, formal DR, C/A & 2 car garage.

$315,000

116 Bronson Dr Middlebury, CT 06762

Beds:
3
Baths:
3.00
Sq.Ft.:
2,262
Status:
Active
MLS#:
L10184811
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
1.06 Acres
Year built:
1963
Courtesy: BHGRE Bannon & Hebert
View additional info

Opportunity at its finest. This ranch offers large floor plan with amazing bedrooms. Master bedroom suite offers two separate walk in closets. Turn this house into your dream home in an amazing neighborhood. A rarity to find a home like this where you can live in it and upgrade as you'd like without having to do major renovations to make it livable.

$275,000

576 Benson Rd Middlebury, CT 06762

Open House:

Sunday, 1/22 12:00-2:00PM

Beds:
4
Baths:
2.00
Sq.Ft.:
1,894
Status:
Active
MLS#:
W10182034
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
2.49 Acres
Year built:
1979
Courtesy: William Raveis Real Estate
View additional info

Oversized 4 bedroom Raised Ranch near Regional 15 Elementary and High School. Level Yard with room to roam! Featuring: First floor with Hardwood floors in all rooms except Kitchen and Baths. Large Open LR with picture window, Open Kitchen / DR area, fully applianced, with slider leading to large deck, Master bedroom with Bath. 3 good sized Bedrooms and Hall Bath. LL includes large FR with slider leading to wooden deck, Full Laundry room with Washer and Dryer, Garage, Attic, Inside and Outside storage, Great location to commute from!

$235,000

48 Clearview Knl Middlebury, CT 06762

Beds:
2
Baths:
2.00
Sq.Ft.:
1,651
Status:
Active
MLS#:
L10184204
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.27 Acres
Year built:
1948
Courtesy: BHGRE Bannon & Hebert
View additional info

Enjoy this bright and airy ranch located on a quiet cul de sac, yet walking distance to local shops, eateries, and the Middlebury Greenway! There is plenty of room to spread out with 1,651 square feet not including an additional 263 square feet in the heated sunroom and an additional 1,637 square feet in the finished basement with 3 separate rooms. Cozy up to the wood stove in the sunken living room with gorgeous built ins. The family room leads into the sunroom where you can take in the beautiful views all year long. The eat in kitchen offers french doors that lead to the deck and level yard. Although this house only has 2 bedrooms there is plenty of room to get creative and add in another bedroom. Don't miss this opportunity to move into Region 15 School District!

$385,000

240 Judd Hill Rd Middlebury, CT 06762

Beds:
3
Baths:
3.00
Sq.Ft.:
2,570
Status:
Active
MLS#:
G10183380
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
1.5 Acres
Year built:
1941
Courtesy: The Greene Realty Group
View additional info

Nicely appointed cape. Newly renovated kitchen, bathrooms, floors and layout with newer roof and siding. Also including sunroom, built in bookcases, china closet, first fl. laundry, central air, as well as spectacular view.

$825,000

35 Gleneagle Rd Middlebury, CT 06762

Beds:
4
Baths:
4.00
Sq.Ft.:
4,929
Status:
Active
MLS#:
F10182904
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
1.05 Acres
Year built:
1995
Courtesy: William Pitt Sotheby's International Realty
View additional info

Stunning home in exceptional cul-de-sac neighborhood with City Water/Sewer. Gorgeous custom built brick colonial has many outstanding features including an incredible gourmet kitchen with 2 Viking Stoves, convection cook top, Sub Zero refrigerator, unique marble counter tops, custom cabinetry with a walk-in pantry/laundry room with granite, sink, and matching cabinetry. Dramatic 2 story family room with propane fireplace, transom windows, Dining room with wainscoting and tray ceiling, formal living room with 2nd fireplace and office all make up the main level complete with gorgeous wood inlay flooring. From kitchen a back staircase leads to an incredible great room for abundant entertaining space with custom built cherry bar in pub room and a huge seating area for that media room you've always dreamed of. On upper level of this majestic home you will find a very spacious and lovely Master bedroom suite and 3 more good sized bedrooms. Nicely finished lower level for an exercise/family room and a full bath. A bonus to the original 3 car attached garage, is an additional heated 2 car bay for your prize collectibles or working garage/workshop. Beautiful large stone patio with fire pit compliment this private yard making this the dream home you've been looking for. Good commuter location as well and Region 15 schools.

$535,000

9 Dogwood Court UNIT 9 Middlebury, CT 06762

Beds:
4
Baths:
4.00
Sq.Ft.:
2,277
Status:
Active
MLS#:
99167068
Type:
Condo
Year built:
2007
A broker reciprocity listing Courtesy: Realty Group of New England
View additional info

DICKINSON UNIT AT RIDGEWOOD IN MIDDLEBURY! 3,000+ SQ FT OF SOPHISTICATED CRAFTMANSHIP THRU-OUT THIS SUPERB TOWNHOUSE! FEATURING EVERY IMAGINABLE AMENITY & $160,000 IN UPGRADES! HARDWOOD FLOORING. CROWN MOLDING & WAINSCOT PANELING! GORGEOUS GREAT ROOM W/ FIREPLACE. GOURMET KITCHEN W/ CHERRY CABINETS, GRANITE COUNTERS, TILE BACKSPLASH & BRIGHT & SUNNY BREAKFAST NOOK. FORMAL DINING ROOM. 4 BEDROOMS W/ MAIN FLOOR MASTER. 3.5 BATHROOMS. LOFT AREA. FULLY FINISHED LOWER LEVEL W/ WALK OUT TO PATIO. MODERN WINE CELLAR. TREX DECK. 2 CAR GARAGE. ELEGANT COMMUNITY OFFERING HEATED POOL, CLUBHOUSE, EXERCISE ROOM, TENNIS & MORE!

$409,956

104 Ridgewood Drive UNIT 116 Middlebury, CT 06762

Beds:
3
Baths:
3.00
Sq.Ft.:
2,175
Status:
Active
MLS#:
99164173
Type:
Condo
Year built:
2016
A broker reciprocity listing Courtesy: Thomas Jacovino
View additional info

Move in for the Holidays! Brand new first floor master END Avon Elite home now under construction! 3 BR, 2.5 bath, full walk-out basement townhome with pine- tree lined views, luxury finishes throughout, with HDWD floors on 1st floor main areas, granite countertops in kitchen and baths, crown molding, chair rail, family room fireplace, tiled baths & laundry, Gourmet kitchen w wall oven, SS appliances, W & D included. Upgrades include bright white kitchen, additional lighting, conduit for TV above fireplace etc.

$388,895

97 Ridgewood Drive UNIT 136 Middlebury, CT 06762

Beds:
3
Baths:
3.00
Sq.Ft.:
2,485
Status:
Active
MLS#:
99148987
Type:
Condo
Year built:
2017
A broker reciprocity listing Courtesy: Thomas Jacovino
View additional info

Customize this brand new 3 BR, 2.5 bath townhome with a panoramic pine tree lined rear- great for afternoon entertaining. HDWD floors on 1st floor main, granite tops in full baths and kitchen, crown molding and chair rail, Cathedral ceiling in master bedroom, tiled baths and laundry. Kitchen island and gourmet SS appliances, gas fireplace in great room, W & D all included standard. Scape well window added to full basement - ready to finish! Other plans also available.

$399,900

7 Lake Rd UNIT 7 Middlebury, CT 06762

Beds:
2
Baths:
1.00
Sq.Ft.:
602
Status:
Active
MLS#:
N10180811
Type:
Condo
Subdivision:
Middlebury (111)
Year built:
1930
Courtesy: Coldwell Banker Res Brokerage
View additional info

Move right in and start making memories that will last a lifetime. Amazing opportunity to own a water front summer cottage on Lake Quassapaug, one of the most beautiful lakes in Connecticut. Majestically set close to waters edge, wake up to the sunrise beaming across the lake into this charming cottage that has two bedrooms, great room, kitchen, full bathroom, and very large screen porch with two decks looking out at the lake. This home is perfect for entertaining or just relaxing and enjoying nature at its finest. This property has its own private dock. Lake Quassapaug is perfect for swimming, sailing, fishing, kayaking, or boating (speed restrictions on lake from April into September). Flanders hiking trails abut the association property for your enjoyment as well. Renovations and 4 season upgrades are possible with association and town approvals as the new community septic and well systems are completed, and this cottage is connected! There is plenty of private parking for this cottage as well, on this lovely level lot, set at the end of a private drive.

$399,900

7 West Lake Rd Middlebury, CT 06762

Beds:
2
Baths:
1.00
Sq.Ft.:
602
Status:
Active
MLS#:
N10180609
Type:
Single Family
Subdivision:
Middlebury (111)
Year built:
1930
Courtesy: Coldwell Banker Res Brokerage
View additional info

Move right in and start making memories that will last a lifetime. Amazing opportunity to own a water front summer cottage on Lake Quassapaug, one of the most beautiful lakes in Connecticut. Majestically set close to waters edge, Wake up to the sunrise beaming across the lake into this charming cottage that has two bedrooms, great room, kitchen, full bathroom, and very large screen porch with two decks looking out at the lake. This home is perfect for entertaining or just relaxing and enjoying nature at its finest. This property has it's own private dock. Lake Quassapaug is perfect for swimming, sailing, fishing, kayaking, or boating (speed restrictions on lake from April into September). Flanders hiking trails abut the association property for your enjoyment as well. Renovations and 4 season upgrades are possible with association and town approvals as the new community septic and well systems are completed, and this cottage is connected! There is plenty of private parking for this cottage as well, on this lovely level lot, set at the end of a private drive.

$389,900

27 Winding Trail UNIT 27 Middlebury, CT 06762

Beds:
2
Baths:
3.00
Sq.Ft.:
2,130
Status:
Active
MLS#:
99165489
Type:
Condo
Year built:
2014
A broker reciprocity listing Courtesy: Coldwell Banker Realty 2000
View additional info

This three bedroom home has gleaming hardwood floors throughout! Open floor plan with lots of natural lighting. Eat in kitchen with bay window and entry onto deck which overlooks a wooded area. Quartz counter tops and stainless steel appliances. Gas fireplace in Family room . Laundry room is located on second floor. Walk out lower level offers plenty of storage and can be refinished for extra living space if buyer chooses. Club house, Tennis courts, Basketball court, playground, Pool and Gym are all located in this development.

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