06762 Homes For Sale in Middlebury, CT | Real Living Wareck D'Ostilio | Real Living Real Estate

Middlebury CT Real Estate & Homes for Sale

107 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!
Learn more about Middlebury Real Estate.


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Beds:
3
Baths:
3.00
Sq.Ft.:
2,262
Status:
NEW LISTING
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.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,894
Status:
NEW LISTING
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!

Open House:

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

Beds:
2
Baths:
2.00
Sq.Ft.:
1,651
Status:
NEW LISTING
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!

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
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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.

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
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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.

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.

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.

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
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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!!!

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
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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.

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.
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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.

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!

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!

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!

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!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,712
Status:
Active
MLS#:
V10157300
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
1.6 Acres
Year built:
1940
Courtesy: Coldwell Banker Frascatore Realty
View additional info

Totally remolded ranch home located on large lot across from the reservoir and backing up to the golf course,,, new Baths, kitchen and more wood floors are shinning wood floors Large rear deck and level yard come by and see

Beds:
3
Baths:
4.00
Sq.Ft.:
2,230
Status:
Active
MLS#:
W10177225
Type:
Single Family
Subdivision:
Middlebury (111)
Year built:
1996
Courtesy: Larose Properties LLC
View additional info

Sought after 3 bedroom and 3.1 baths in Steeplechase in Middlebury. This community is open to all ages! Efficient natural gas heating. Open floor plan, large eat-in kitchen, family room with fireplace, huge living room to dining room. 1st floor is all hardwood and recently painted. This home has city water & sewers. Close to I-84 for easy commute. Needs minor TLC. Also Listed as W10175596.

Beds:
3
Baths:
1.00
Sq.Ft.:
976
Status:
Active
MLS#:
W10176604
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.6 Acres
Year built:
1914
Courtesy: Showcase Realty, Inc.
View additional info

DIRECT LAKEFRONT - Whether you are looking for a peaceful weekend retreat or a full time lakefront home, this property is the right one for you. Situated on the quiet end of Lake Quassapaug, away from the public beach and amusement park, this 5 room, 3 bedroom cottage has been lovingly owned for over 50 years by its current owner. The cottage itself does need updating however the location is overwhelmingly a stunner. There is a gravel road which leads to a private paved driveway and there is a good sized back yard and huge front yard which leads down to the beach and dock. The views are truly magnificent, especially at sunset! I was amazed by the serenity and the beauty as I stood on the dock looking out at the water. There is also a huge front porch overlooking the water as well and all 5 rooms do have windows looking out at the water too! This is an awesome location and I encourage you to take a look! The entire 37 cottages formed a condo association many years ago and there is a $1000/annual association fee.

Beds:
3
Baths:
1.00
Sq.Ft.:
976
Status:
Active
MLS#:
W10176496
Type:
Condo
Subdivision:
Middlebury (111)
Year built:
1914
Courtesy: Showcase Realty, Inc.
View additional info

DIRECT LAKEFRONT - Whether you are looking for a peaceful weekend retreat or a full time lakefront home, this property is the right one for you. Situated on the quiet end of Lake Quassapaug, away from the public beach and amusement park, this 5 room, 3 bedroom cottage has been lovingly owned for over 50 years by its current owner. The cottage itself does need updating however the location is overwhelmingly a stunner. There is a gravel road which leads to a private paved driveway and there is a good sized back yard and huge front yard which leads down to the beach and dock. The views are truly magnificent, especially at sunset! I was amazed by the serenity and the beauty as I stood on the dock looking out at the water. There is also a huge front porch overlooking the water as well and all 5 rooms do have windows looking out at the water too! This is an awesome location and I encourage you to take a look! The entire 37 cottages formed a condo association many years ago and there is a $1000/annual association fee.

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
Beds:
4
Baths:
2.00
Sq.Ft.:
2,332
Status:
Active
MLS#:
W10175699
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.26 Acres
Year built:
1939
Courtesy: William Raveis Real Estate
View additional info

Welcome to 55 Stevens Road. Nestled on a corner lot in a tree lined neighborhood, this 2,332 square foot classic Colonial is beautifully maintained and filled with wonderful interior features. Open the door to oak hardwood floors; two fireplaces; a spacious family room; kitchen updated with granite counter tops, tile backsplash and GE Profile Stainless Steel appliances; laundry on the first floor; full bath with all new tile; breakfast nook with bay window overlooking the yard and screened in porch with views of the above ground pool. You’ll have peace of mind knowing the homeowners invested in a new roof in 2013. All this plus town sewer, easy access to route 84 and Region 15 schools make this home a must see in Middlebury. Warm. Welcoming and ready for you.

Beds:
3
Baths:
4.00
Sq.Ft.:
2,593
Status:
Active
MLS#:
L10175446
Type:
Condo
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!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,320
Status:
Active
MLS#:
W10174986
Type:
Single Family
Subdivision:
Middlebury (111)
Year built:
1984
Courtesy: William Raveis Real Estate
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 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.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,030
Status:
Active
MLS#:
V10170253
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.17 Acres
Year built:
1940
Courtesy: Weichert Realtors-Gateway Properties
View additional info

Great starter home, downsize or investment opportunity. 2 bedrooms and 1 full bath with possibility to convert lower level room to a bedroom and add a 1/2 bath downstairs. Newer roof, windows, doors & gutters. Hardwood floors on all floors except kitchen. Small backyard and detached garage. Busy street but a privacy fence or plantings will do wonders. Listing Agent is Owner, Great home in Great condition.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,376
Status:
Active
MLS#:
F10172862
Type:
Condo
Subdivision:
Middlebury (111)
Year built:
2007
Courtesy: KEYPROS REALTORS, LLC
View additional info

Best Value for Ridgewood! and...you do not have to wait for it to be built!! Luxury Lifestyle at it's finest- Community Rm, Pool, tennis, playground, basketball.... Top of the line construction with lots of goodies. Crown Molding , Kitchen with granite, hardwood floors everywhere. and your cook will cook with Gas.. to eat on the deck, off the kitchen. Delightful! Private Master Bedroom Suite, 2nd and 3rd Br's are large and bright. Third floor is finished for bonus rm, office or hobby rm. Great space with Skylights Full basement , unfinished with sliders to patio!! A must to see if you are shopping at Ridgewood in Middlebury!

Beds:
3
Baths:
1.00
Sq.Ft.:
1,064
Status:
Active
MLS#:
W10173176
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.5 Acres
Year built:
1955
Courtesy: Delta Real Estate LLC
View additional info

Whether you're looking for your first home or searching for a low-maintenance downsize option, this is the home for you. Located in a sought after neighborhood in Region 15 school systems this home is a true turn key opportunity. The home was fully renovated from top to bottom in June of 2015. Renovations include the following: Exterior: NEW Roof, NEW Siding and Shutters, NEW Gutters, NEW Windows and Doors, NEW Garage Door and Opener system, NEW Deck, NEW Landscaping and a NEW Paved Driveway. Interior Includes: New Hardwood Floors throughout, NEW Solid Doors, NEW Trim and Casing, NEW Kitchen with ALL NEW Stainless Steel Appliances along with Granite Counter Tops, NEW Bathroom, NEW Hydro Air Heat and Air Conditioning System, NEW Blown In Insulation in the Attic along with NEW Insulation in the Basement Ceiling and a NEW Oil Tank. As you can see the majority of the capital expenses are all NEW. Additional updates made to the plumbing and electrical during the renovation process. Installed a few years prior was a New Buderus Furnace with a New Buderus Hot Water Heater. Don't get left in the dark as this house offers a full house generator plug. The Walk Out basement offers an additional 700 square feet. With all of the improvement there isn't much left to replace allowing you to enjoy your new home rather than have to worry about improvements. Truly a must see.

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New Haven, CT 06510
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