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

Middlebury CT Real Estate & Homes for Sale

128 Properties Found

The median home value in Middlebury, CT is $240,000. This is higher than the county median home value of $208,400. The national median home value is $177,414. The average price of homes sold in Middlebury, CT is $240,000. Approximately 62.02% of Middlebury homes are owned, compared to 14.94% rented, while 23.05% are vacant. Middlebury real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Middlebury real estate agent to arrange a tour today!
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Beds:
4
Baths:
6.00
Sq.Ft.:
3,864
Status:
NEW LISTING
MLS#:
W10170556
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
3.05 Acres
Year built:
1977
Courtesy: Joyce S Drakeley Real Estate
View additional info

Harris Feinn designed late century modern set in Historic Middlebury. 85 miles from NYC, less than 10 minutes to Oxford airport. This homes one level expanse offers separation between living and entertaining space yet provides all the modern amenities. Partial walls to designate space have been planned with custom cabinetry and built-ins to eliminate the need for furniture. Custom lighting is set to display your finest artwork. In true Bauhaus fashion materials in their natural form flow continuously from inside to out. 3 room Master offers den with FP, access to outdoor space and built-ins. Pocket doors separate a generous master room with cornered windows overlooking the view to heated gunite pool and pool house. Recently renovated glass tile bath with floor-to-ceiling window overlooking gardens. Heated floors and well appointed fixtures complete the Master. Den/office doubles as an additional guest room suite (with bath) Great views into the front courtyard. Custom built-ins offer a quick change from form to function. 2 additional bedrooms, family room and full bath on main level. Living and dining carefully hide a full wet bar and storage. Granite FP, windowed nooks and recently renovated powder room on main level. Commercial grade kitchen perfect for a dinner of 4 or staffed for 100 guests. Au pair quarters located in L/L waiting for finishing touches. Wine cellar, cedar closet and mech. rooms also in L/L. Generator and 3 wells svc. the property. visit www.135crest.com

Beds:
4
Baths:
3.00
Sq.Ft.:
1,630
Status:
NEW LISTING
MLS#:
W10170602
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.39 Acres
Year built:
1953
Courtesy: Showcase Realty, Inc.
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Spacious 4BR, 2Bath Cape with many updates, large LR with fireplace, HW floors, MBR with vaulted ceiling and sliders to balcony, both baths have been remodeled, newer kitchen with appliances, 16x16 deck off kit, 1 car garage, plenty of parking, public sewers. Move-in condition.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,938
Status:
NEW LISTING
MLS#:
W10170471
Type:
Condo
Subdivision:
Middlebury (111)
Year built:
1997
Courtesy: Coldwell Banker Residential Brokerage
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Sought after Osborne unit in this non age restricted Steeplechase Community. This meticulously maintained home-with new roof, gutters, & central air-conditioning-has Master Bedroom with full bath conveniently located on the first floor. Living Room/Dining Room area with vaulted ceiling, kitchen with breakfast nook and granite counters, open to cozy Family Room with gas Fireplace. Beautiful 3+ season porch off of Family Room to relax and enjoy your private backyard. 2nd Bedroom with loft and full bath on upper level. 2 car attached garage. plenty of storage space and more. Agent/Owner related

Beds:
5
Baths:
3.00
Sq.Ft.:
3,300
Status:
NEW LISTING
MLS#:
G10170078
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.82 Acres
Year built:
1960
Courtesy: Better Living Realty, LLC
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Unbelievable price for this completely remodeled ranch. Features new roof, new siding, granite countertops, cherry cabinets, bamboo hardwood in living room, heated driveway, sauna room, and this home has a one of a kind heated indoor inground pool. Truly an amazing home!!!!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,780
Status:
NEW LISTING
MLS#:
G10169931
Type:
Condo
Subdivision:
Middlebury (111)
Courtesy: Thomas Jacovino
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The areas newest luxury townhome community presented by an award winning home builder! Brand new (to be built) 3 bedroom townhome with master suite on second floor. Included at no additional charge: hardwood floors throughout fl 1 main areas, granite tops in kitchen & baths, gas fireplace, Gourmet Stainless Steel appliances, crown molding & chair rail in foyer and dining room, tiled showers, and more! You pick finishes.

Open House:

Sunday, 10/2 12:00-2:00PM

Beds:
4
Baths:
3.00
Sq.Ft.:
3,040
Status:
NEW LISTING
MLS#:
W10168988
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
9.58 Acres
Year built:
1992
Courtesy: Showcase Realty, Inc.
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Middlebury 3000+ sq foot home located on 9+ private acres. Home boasts newly remodeled kitchen w/granite, 4 bedrooms, 3 full remodeled baths, open floor plan with huge great room with dramatic floor to ceiling stone fireplace. dining room leads to amazing stone in ground heated pool w/hot tub and auto cover, separate inlaw apt can be inlaw or used for a pool cabana room, so many possibilities!! Grounds are private with fruit trees, barn and regulation size bocce court. New roof. A terrific opportunity! Truly a must see!

Beds:
2
Baths:
3.00
Sq.Ft.:
1,938
Status:
NEW LISTING
MLS#:
W10169236
Type:
Single Family
Subdivision:
Middlebury (111)
Year built:
1997
Courtesy: Coldwell Banker Residential Brokerage
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Sought after Osborne unit in this no age restricted Steeplechase Community. This meticulously maintained 2Br home-with new roof, gutters, and central air-conditioning system-has MBR with full bath conveniently located on the first floor. LR/DR area with vaulted ceiling, kitchen with breakfast nook and granite counters, open to cozy FR with gas FP. Beautiful 3+ season porch off of FR to relax and enjoy your private backyard. 2nd Br with loft and full bath on upper level. 2 car att garage, plenty of storage and more. A must see home. Agent related to owner.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,697
Status:
Active
MLS#:
G10169137
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.93 Acres
Year built:
1973
Courtesy: BHHS New England Properties
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Bank Foreclosure. Fantastic opportunity. Many updates have been done by previous owner. Systems have not been checked. Bank will not be getting them online. Sold as is. Conventional financing or rehab loans only. Oversized barn for many possibilities.

Beds:
2
Baths:
1.00
Sq.Ft.:
728
Status:
Active
MLS#:
B10168569
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
1.13 Acres
Year built:
1942
Courtesy: Keller Williams Realty
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Come check out this cute, two bedroom cape situated in the beautiful town of Middlebury. Hardwood floors all throughout the main level of the home and newly renovated. Sit back and enjoy the private partially fenced in backyard and patio.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,848
Status:
Active
MLS#:
W10168414
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.51 Acres
Year built:
1921
Courtesy: Joseph Bette REALTORS Inc
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This 1920s bungalow presents an incredible mixture of the charming style of days past alongside modern conveniences! The home was lovingly updated in 2013 including fresh paint inside and out. The kitchen renovation offers a center island with cooktop, granite counters engineered wood flooring and all new appliances. Nearby the sunny formal living and dining rooms have hardwood floors, coffered ceilings, wainscoting and a gorgeous mantle. The ground level also has a bedroom that is currently used a study. Upstairs 3 more large bedrooms await each with walk-in closets that have additional eave storage space. The full bath has just been completely remodeled with pedestal sink, spacious walk-in shower with glass enclosure and another walk-in closet! The full basement offers abundant space for a work shop and hobby area and also houses the recently upgraded water heater and oil furnace. You can relax on either the front or the back porches. The detached 2 car garage also offers additional storage. The backyard also houses a charming potting shed. This central location offers easy access to I-84 as well as Routes 8 and 63. In addition the location offers a great opportunity for a home based business.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,460
Status:
Active
MLS#:
W10168237
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.57 Acres
Year built:
1963
Courtesy: Showcase Realty, Inc.
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Well loved Ranch style home in great cul de sac neighborhood! 3 BR's with HW, updated kit, C/A, 3 season room & screened in porch, 2 car garage & much more! This home is immaculate and truly in move in condition!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,553
Status:
Active
MLS#:
W10168313
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
1 Acres
Year built:
2005
Courtesy: Coldwell Banker Residential Brokerage
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This Wonderful light and bright beautifully maintained home with open floor plan starts with a two story foyer. Cathedral great room opens to eat in kitchen with granite counters, stainless steel appliances and hardwood floors with direct access to the oversized deck overlooking the fenced in yard. First floor also features a formal dining room with tray ceiling. formal living room and office. Upper level has large master bedroom suite, 3 additional bedrooms and laundry room. Lower level opens to the fenced yard and is ready to be finished for your enjoyment. Freshly painted, new carpets, natural gas, public water and sewers.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,523
Status:
Active
MLS#:
W10168251
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.72 Acres
Year built:
1927
Courtesy: Realty Group of New England, LLC
View additional info

ROARING 20'S CAPE! 3 BEDROOMS W/ ONE ON FIRST FLOOR. LIVING/DINING ROOM W/ WOODSTOVE. EAT-IN KITCHEN W/ NICE CABINETRY. NEWER ROOF. LOVELY, LEVEL YARD W/ DETACHED GARAGE. SOLD AS IS. FIRST TIME HOMEBUYERS MAY QUALIFY FOR UP TO 3% CLOSING COSTS. MUST TAKE COURSE PRIOR TO SUBMITTING OFFER.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,611
Status:
Active
MLS#:
F10167715
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
1.21 Acres
Year built:
2005
Courtesy: Coldwell Banker Residential Brokerage
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By far one of the most aggressively priced homes on the market today! Seeking all offers; this wonderfully appointed Colonial boasts an open and flowing floor plan replete with gleaming hardwood floors, craftsman like moldings and trim work & a cooks dream kitchen perfect for entertaining family and friend. The master suite features a 5 star spa like master bathrooms with dual sinks, fully tiled shower and a walk-in closet that would make any fashionista blush. Located along a quintessential New England road this home is pleasantly situated at the end of circular drive nestled on a level and private lot close to shopping and major commuting arteries. Pride of ownership abounds throughout this like new home that now awaits its next owner.

Beds:
3
Baths:
4.00
Sq.Ft.:
3,255
Status:
Active
MLS#:
W10167295
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.63 Acres
Year built:
1971
Courtesy: William Raveis Real Estate
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Great neighborhood in Region 15 School District on cul de sac. Much larger than it appears from the front of this Dutch colonial and offering tremendous potential with 2085 sq.ft. above grade with 1 full & 2 half baths, 3 bedrooms, fireplace in Living room, built-ins and additional finished 1170 sq.ft. in the walkout lower level with full bath. masonry fireplace and woodstove ..... great potential for in-law set up, room for a kitchen and bedroom with egress windows. Great private spot.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,704
Status:
Active
MLS#:
F10167139
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.91 Acres
Year built:
1978
Courtesy: KEYPROS REALTORS, LLC
View additional info

Centrally located but perfectly private. Well loved one time owner. 2 Fireplaces, 2 1/2 baths. Eatin kitchen with stainless steel appliances, hardwood floors thruout. Great huge Patio off of Dining rm, great home for entertaining, 2 full kitchens, oil heat and central air. A must to see, cannot be seen from the road, call your Realtor and request a personal showing. E-Z to see.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,592
Status:
Active
MLS#:
L10165814
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
1.84 Acres
Year built:
2004
Courtesy: BHGRE Bannon & Hebert
View additional info

Quiet elegance. Beneath this handsome exterior is some of the finest design and quality construction that you have ever seen. From the attractive front entry to the formal dining room with a double tray ceiling and onto the custom kitchen, you will enjoy a feast for your eyes. The upscale kitchen reflects the design of someone with great taste and a desire to prepare delicious meals for small and large groups that can easily spill over into the Great Room to enjoy socializing in style beneath a custom coffered ceiling. The screened 3 season porch also provides a place for quiet enjoyment or entertaining. If a first floor master suite is on your list, don't miss this one! It offers style and can function as a retreat at the end of a long day. All of this at the end of a cul de sac in a most desirable neighborhood in a town with award winning schools.

Open House:

Sunday, 10/2 12:00-2:00PM

Beds:
4
Baths:
3.00
Sq.Ft.:
2,420
Status:
Active
MLS#:
L10166358
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.92 Acres
Year built:
1979
Courtesy: BHGRE Bannon & Hebert
View additional info

This gorgeous Colonial features 4 bedrooms, 2.1 baths, hardwood floors throughout and is set on a level, private yard. Cook it up in the beautifully redone eat-in kitchen, featuring cherry cabinets, granite counter tops, a breakfast bar and stainless steel appliances. This home is perfect for entertaining with the large windows and slider off of the kitchen that lead out to the deck, in ground pool and yard. Cozy up in the family room with the wood burning fireplace. Celebrate special occasions in the formal dining room featuring a bay window and leads into the formal living room or second family room. Relax at the end of your day in the master suite, with full bath and walk in closet. 2 car garage located right off of the family room, for snowy days, and plenty of parking, for your entertaining. Newer windows, doors, siding and roof. Award Winning Region 15 Schools. This home is move in ready and a must see!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,200
Status:
Active
MLS#:
G10166494
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
2.5 Acres
Year built:
2016
Courtesy: Better Living Realty, LLC
View additional info

To be built. Beautiful open floor plan 2200 square foot Colonial. Features 2.5 acres on a culdesac. Home will have granite countertops, hardwood in living room and dining room, 2.1 Bathrooms, central air, 2 Car garage and a 200 square foot bonus room that could be finished for an additional cost. Great price for new construction in Middlebury.

Beds:
5
Baths:
3.00
Sq.Ft.:
4,400
Status:
Active
MLS#:
W10166474
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
1.03 Acres
Year built:
2007
Courtesy: William Raveis Real Estate
View additional info

Welcome to Middlebury, CT: One of Connecticut more desirable towns, home to the well known and respected Westover School, and part of the Region 15 School System. Region 15 includes Pomperaug High School, which has been recently named in CT's Top 15 Schools and #374 in Newsweek's Top 1,000 Schools in the country. This magnificent custom colonial is just another reason to make Middlebury your home. Over 4,400 sq feet of living space, featuring 5 bedrooms, over 1,000 square feet of quality finished basement, and over 1,000 square feet of multi-level, composite deck. Main level features Hardwood Flooring throughout,Windsor Casing,Crown Molding,Transom Windows,and Open Floor Plan. Enjoy an abundance of Natural Sun Light via Generous Windows & French Doors that lead from Living Room to the front Farmhouse porch and from the Family Room to the Balcony. Eat In Kitchen features Cherry Cabinetry, Granite Counters & Island, Stainless Steel Appliances, and Sun Drenched Dining Area. Elegant Open Foyer with wood stairs bring you up the 2nd Level Loft, peppered with Sunlight and Windows with plenty of room for reading a book and enjoying the view. Generous Master Bedroom with Tray Ceiling & Crown Molding. Amazing Full Bath with Whirlpool Tub, Stand Up Shower, Private Lav, & Dressing Room. 25'x25' Bonus Room is very flexible, and also the 5th bedroom. Rear yard fenced and private. Low maintenance home and landscape.

Beds:
3
Baths:
4.00
Sq.Ft.:
2,376
Status:
Active
MLS#:
W10164600
Type:
Condo
Subdivision:
Middlebury (111)
Year built:
2007
Courtesy: William Raveis Real Estate
View additional info

Vacation living all year long! You and your guests will enjoy relaxing in the ELEGANTLY APPOINTED club house with baby grand piano, pool table, card tables, flat screen TV, bar and kitchen. You can spend your free time in the exercise room, indoor basketball court, pool, tennis and playground. When home after enjoying the amenities, great space in the open living/dining/kitchen first floor which opens to a private deck. Upstairs, find 3 large bedrooms plus bonus room that could be fourth BR. Walk out lower level with wet bar and full bath - perfect for entertaining and over night guests. Pristine condition. Open floor plan on first floor with granite/cherry/stainless kitchen. Gleaming hardwood floors. Square footage does not include 725 s/f in finished lower level.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,304
Status:
Active
MLS#:
G10165740
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
2 Acres
Year built:
1986
Courtesy: Century 21 AllPoints Rlty
View additional info

Spectacular custom built property on the prestigious Falcon Crest Rd. This home features many upgrades including an open floor plan with a great room that has exposed beams, vaulted ceilings, and a fireplace, an updated eat-in kitchen with granite counters, stainless steel appliances, and hardwood floors. The rest of the first floor includes a study with french doors and dining area that is open to the great room and kitchen. The upstairs space includes 4 large bedrooms including a master suite with vaulted ceilings, balcony, full bath with jacuzzi tub, and walk in closet. The finished lower level offers plenty of additional living space and is included in the square footage. In addition the grounds have been professionally maintained, there is updated outside lighting, a newer roof, AC system and multi zone heat. This home is very well maintained.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,245
Status:
Active
MLS#:
V10164408
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
1.5 Acres
Year built:
1820
Courtesy: Weichert Realtors-Gateway Properties
View additional info

Own a piece of Middlebury, CT history. Located near “The Green” on desired North Street, this charming 1820 Greek Revival home has so many upgrades! Sitting on 1.5 private acres, this home boasts 10 spacious rooms, 4 bedrooms, LR with fireplace, DR with fireplace, Eat in Kitchen with an island, Library/Office with built ins and 2 sitting rooms. The two full baths have claw foot tubs and have been fully renovated! The house and garage are fully insulated and both have all brand new energy efficient thermal windows! Updated electrical and propane gas heat installed in the detached 2 car garage which has an upstairs artist loft as well as a basement for storage. There are two staircases in this home, one from the kitchen and one from the front foyer. A back porch overlooks a private back yard with mature plantings. Come see this beautiful “old” but “new” charming home in the best neighborhood in Middlebury, CT!

Beds:
3
Baths:
4.00
Sq.Ft.:
2,593
Status:
Active
MLS#:
N10164837
Type:
Single Family
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:
3
Baths:
5.00
Sq.Ft.:
2,083
Status:
Active
MLS#:
L10164374
Type:
Single Family
Subdivision:
Middlebury (111)
Lot size:
0.81 Acres
Year built:
1969
Courtesy: BHGRE Bannon & Hebert
View additional info

Spacious ranch style home set on private lot great for entertaining. This home boasts large bedrooms, formal dining room and hardwood floors throughout. Modern eat-in kitchen that exits to large elevated deck overlooking a picturesque yard highlighted by an in-ground pool and patio. Finished basement with summer kitchen that walks out directly to pool. Central Air and full house generator make this a must see.

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