Middlebury CT Real Estate & Homes for Sale

122 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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$299,000

19 Ridgewood Dr UNIT 56 Middlebury, CT 06762

Beds:
2
Baths:
3.00
Sq.Ft.:
1,580
Status:
NEW LISTING
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:
NEW LISTING
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

Open House:

Sunday, 12/11 1:00-3:00PM

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

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

Open House:

Sunday, 12/11 11:00-1:00PM

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!

$184,900

119 Christian Road Middlebury, CT 06762

Beds:
2
Baths:
2.00
Sq.Ft.:
866
Status:
Active
MLS#:
99165646
Type:
Single Family
Lot size:
0.39 Acres
Year built:
1936
A broker reciprocity listing Courtesy: Coldwell Banker Danbury
View additional info

Adorable home for first time buyer or condo alternative located in the recreation area of Middlebury. Within walking distance to park and Lake Quassapaug. 2 bedroom home with 1 car garage and a deck overlooking the yard.

$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
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.

$344,900

95 Glenwood Ave Middlebury, CT 06762

Beds:
3
Baths:
3.00
Sq.Ft.:
2,061
Status:
Active
MLS#:
W10178363
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
1.64 Acres
Year built:
2006
Courtesy: William Raveis Real Estate
View additional info

Additional 337 square feet in finished lower level with walk out makes great family room. Granite and stainless eat in kitchen lead to wonderful deck overlooking Hop Brook and private 1.5 acre wooded yard. First floor master with full bath. Upstairs, two bedrooms and full bath. Two car garage, central air, first floor laundry, public water and sewer and built 2006! No flood insurance required.

$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.

$369,900

45 Ridgewood Dr UNIT 45 Middlebury, CT 06762

Beds:
3
Baths:
3.00
Sq.Ft.:
2,690
Status:
Active
MLS#:
V10179612
Type:
Condo
Subdivision:
Middlebury (111)
Year built:
2014
Courtesy: Weichert Realtors-Gateway Properties
View additional info

Ridgewood at Middlebury a premier community by Toll Brothers. Come see this resale Pentwater model with a finish lower level and all the updates at a reduced price. This model features a large open floor plan with an elegant dining area, first floor office, and large family with a gas fireplace. The kitchen takes center stage with island, granite counter tops, and breakfast area with views. Master Bedroom suite features full bath and vaulted ceiling. Plus hardwood floors, natural gas, city water, and sewer makes this community a must see. Also, Club House, outdoor pool, tennis court, playground, tennis court, indoor gym, and indoor basketball court. Lifestyle you deserve!!!

$389,900

146 Bayberry Ter Middlebury, CT 06762

Beds:
4
Baths:
4.00
Sq.Ft.:
3,500
Status:
Active
MLS#:
W10173552
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
2.22 Acres
Year built:
1950
Courtesy: Advantage Realty Group, Inc.
View additional info

BEAUTIFUL CUL-DE-SAC NEIGHBORHOOD WITH CITY WATER/CITY SEWER IN AWARD WINNING REGION 15 SCHOOLS. ONE OF A KIND 3500 +/- SQ. FT. 4 BEDROOM, 3.1 BATH TRI-LEVEL CONTEMPORARY. OVERSIZED 20' X 34' (APPROX 2040 SQ. FT.) FULL DOMERED 3 STORY GARAGE FOR ENDLESS POSSIBILITIES. MASTER BEDROOM SUITE ON MAIN LEVEL COMPLETE WITH ATRIUM DOORS TO BALCONY, BUILT-IN OAK ENTERTAINMENT CENTER, OFFICE, WALK-IN CLOSET, AND MARBLE TILED BATH W/JACUZZI WHIRLPOOL TUB AND SHOWER. WIDE OAK STAIRCASE LEADS TO SPACIOUS FORMAL DINING ROOM W/CATHEDRAL CEILING, RECESS LIGHTING & PALLADIUM WINDOW'S LEADS TO DECK OVERLOOKING DISTANT VIEWS. SUNKEN GALLEY KITCHEN WITH BREAKFAST ROOM LOADED WITH GLASS, TRIANGULAR WINDOWS & CATHEDRAL CEILING. OVERSIZED FAMILY ROOM W/RADIANT HEAT, SECOND KITCHEN, BREAKFAST BAR, FIREPLACE, BUILT-IN SEATING & FULL BATH. ATRIUM DOORS W/WALKOUT TO PATIO AND 16' X 32' INGROUND POOL. CENTRAL AIR & CENTRAL VAC.

$419,000

208 Sugar Maple Way Middlebury, CT 06762

Beds:
3
Baths:
4.00
Sq.Ft.:
2,593
Status:
Active
MLS#:
L10177430
Type:
Single Family
Subdivision:
Middlebury (111)
Year built:
2006
Courtesy: BHGRE Bannon & Hebert
View additional info

Benson Woods active adult community. Nicely designed and appointed, this free standing unit boasts 2600 sq. ft plus a finished suite in the lower level. Hardwood floors throughout, lovely crown mouldings and attention to detail. Fabulous LR/DR combination with gas fireplace, balcony, and 9 ft. ceilings. Lovely cherry kitchen with expansive island, 6 burner Wolf cook top, sub zero fridge, double ovens, large island and eating nook. Deck and porch overlooking private landscaped yard. Close to area amenities including hiking trails, tennis and pool club. Close to I84 for commuters. Maintenance free living! So many updates. Truly a must see!

$383,895

93 Ridgewood Drive UNIT 134 Middlebury, CT 06762

Beds:
3
Baths:
3.00
Sq.Ft.:
2,059
Status:
Active
MLS#:
99150376
Type:
Condo
A broker reciprocity listing Courtesy: Thomas Jacovino
View additional info

Customize this brand new 3 BR, 2.5 bath full basement end townhome with a pine tree lined rear. HDWD floors on 1st floor main areas, granite tops in full baths and kitchen, crown moldings and chair rail, vaulted ceiling in master bedroom, tiled baths and laundry. Gourmet SS appliances, gas fireplace in great room, W & D all included standard. Scapewell window has been added to lower level- ready to be finished! Customize your selections now ~ Other plans also available.

$399,900

110 Narcissus Road Middlebury, CT 06762

Beds:
4
Baths:
3.00
Sq.Ft.:
1,936
Status:
Active
MLS#:
99164848
Type:
Single Family
Lot size:
0.97 Acres
Year built:
2015
A broker reciprocity listing Courtesy: Coldwell Banker Realty 2000
View additional info

This home sits on an acre lot with privacy all around plus fall & winter views of Longmeadow Pond. The home offers over 1936 SF of beautiful living space, with features like hardwood floors, crown molding and more! You'll love the open floor plan with a stunning kitchen as the true heart of the home! A sunny family room offers a more quiet space with doors leading to a deck. Offering 4 bedrooms, all with beautiful hardwood floors. Two full baths up, one in the Master Bedroom and a half bath on main level. There is an attached 2 car plus garage accessed via a breezeway. This garage offers plenty of storage space. The home features propane heat with tank-less hot water heater and of course-Central Air. City Sewers and Well.

$339,900

40 Tylers Cove UNIT 40 Middlebury, CT 06762

Beds:
2
Baths:
2.00
Sq.Ft.:
1,320
Status:
Active
MLS#:
99164739
Type:
Single Family
Year built:
1984
A broker reciprocity listing Courtesy: William Raveis Southbury
View additional info

Welcome to this lovely Lake Quassapaug waterfront Colonial which was designed and built for low maintenance year round living. The vinyl shake siding, paver driveway, newer roof & windows and whole house generator just to name a few of the features. Please come and relax on the screened in porch or the upper balcony and enjoy the tranquil views. From fishing on your private dock to lake boating, there is fun for all. Currently the home is being used as a one bedroom home but it can be easily adapted to accommodate one more.

$439,900

400 Washington Dr Middlebury, CT 06762

Beds:
4
Baths:
3.00
Sq.Ft.:
2,851
Status:
Active
MLS#:
L10177908
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
1.07 Acres
Year built:
2006
Courtesy: BHGRE Bannon & Hebert
View additional info

Built in 2006 this 4 bedroom colonial sits high on a great corner lot in Long Meadow Estates. Rich wood flooring throughout, plus a finished bonus room over garage. Upgraded kitchen with cherry cabinets, granite counters and a spacious breakfast room. Spacious formal dining room opens to formal living room or office. Great room features gas fireplace and lots of windows inviting the outside in! Master suite boasts stall shower plus a luxurious soaking tub and walk in closet. Light and bright throughout, neutral decor. Nice back yard, ground level deck. Low maintenance composite exterior siding. Lots to love!

$219,900

163 Porter Avenue Middlebury, CT 06762

Beds:
3
Baths:
1.00
Sq.Ft.:
1,118
Status:
Active
MLS#:
99164437
Type:
Single Family
Lot size:
0.83 Acres
Year built:
1945
A broker reciprocity listing Courtesy: Coldwell Banker Realty 2000
View additional info

Make an affordable move into Middlebury - this home has newer windows and siding. Hardwood floors throughout this well-maintained cape. Kitchen is spacious with eat-in area, formal living room and either a bedroom or dining room on 1st floor. Upstairs are 2 spacious bedrooms. You'll love the private, 3 season porch complete with wood strove. The garage is tandem or use the back for a workshop (there's heat) PLUS there's an additional carport. Ready for you to enjoy for the holidays!

$449,900

114 Periwinkle Dr UNIT 114 Middlebury, CT 06762

Beds:
3
Baths:
4.00
Sq.Ft.:
2,593
Status:
Active
MLS#:
N10177738
Type:
Condo
Subdivision:
Middlebury (111)
Year built:
2012
Courtesy: Calcagni Real Estate
View additional info

Desirable Benson Woods, spectacular community of gorgeous custom homes, where life invites you just to enjoy! This stunning home features 2,593 sq. ft. of comfortable living space with 1st floor beautiful master suite and professional office. Impressive 2 story living-dining area with marble fireplace and gorgeous extended windows. Beautiful 23x15 chef’s delight kitchen, spacious family room loft overlooks gathering area. Absolutely beautiful in-law apartment with kitchenette family room, bedroom and a full bath. All of it on spectacular grounds with gorgeous mature landscaping. Edgewood Bath and Tennis Club is just walking distance away. Truly a dream come true!

$840,000

205 South St Middlebury, CT 06762

Beds:
5
Baths:
5.00
Sq.Ft.:
4,826
Status:
Active
MLS#:
W10176955
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
1.73 Acres
Year built:
1880
Courtesy: The Heritage Group, LLC
View additional info

Enjoy the best of both worlds...the character and charm of an antique home with all of the modern amenities and finishes. Own a piece of history with this beautifully remodeled 1880 Colonial that was once owned by Mary Hillard, the foundress of Westover School. This home has an elegant eat-in dual island kitchen with Viking appliances, custom cabinetry, decorative molding and corbels, pot filler, and wine chiller. Easily take entertaining outdoors through French doors onto the large stone patio or dine in the formal dining room with coffered ceilings, built-ins, and access to the screened in porch. Enjoy a good book by the fireplace in the library with plenty of built in shelving for your favorite authors. The grand entry will take you upstairs to 5 bedrooms which includes a large master suite with a changing room, fireplace, and a master bath with a claw foot tub, his and her sinks, and a stained glass window. This house also offers a walk in cedar closet and a 4 car tandem heated garage with attic storage space. Located down the street from Westover, downtown attractions, and close to area hospitals!

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