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Middlebury, CT Homes for Sale with Pool

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  • /38

    $950,000

    • 5 Beds
    • 3.5 Baths
    • 4,114 Sq Ft

    552 Breakneck Hill Rd, Middlebury, CT 06762

    Exceptional 1855 Greek Revival set in a prestigious Middlebury neighborhood, surrounded by the natural beauty of Flanders Preserve and Middlebury Land Trust land. This 5-bedroom, 31/2-bath architectural stunner is sited on 3.21 beautifully landscaped acres with mature trees, stone walls, perennial gardens and rolling open lawn, offering privacy and a feeling of escape and tranquility. The home

    Agent Photo

    Rebecca Doh

    W. Raveis Lifestyles Realty

    552 Breakneck Hill Rd, Middlebury, CT 06762
  • /38

    $539,900

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 2,403 Sq Ft

    10 Ridgewood Dr, Middlebury, CT 06762

    Welcome to 10 Ridgewood Drive in Middlebury, located in the highly sought-after Ridgewood community, offering exceptional amenities including a clubhouse, swimming pool & tennis courts. This beautifully maintained townhouse is being offered for sale by its original owner and has been extensively remodeled throughout. The main level features an open-concept floor plan designed for today's

    Agent Photo

    Ken Demirs

    Regency Real Estate, LLC

    10 Ridgewood Dr, Middlebury, CT 06762
  • /25

    $449,900

    $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,112 Sq Ft

    42 White Ave, Middlebury, CT 06762

    Set on nearly half an acre in one of Middlebury's most desirable neighborhoods, this 3-bedroom, 2.5-bath Colonial blends timeless character with everyday comfort. Gleaming hardwood floors run throughout the home, anchoring an open, inviting layout built for both daily living and entertaining. The heart of the home is a spacious family room crowned by a dramatic cathedral ceiling and ceiling fan,

    Justin Cabral West View Properties, LLC

    42 White Ave, Middlebury, CT 06762
  • /25

    $585,000

    • 4 Beds
    • 3.5 Baths
    • 2,691 Sq Ft

    66 Artillery Rd, Middlebury, CT 06762

    Circa 1803 "Todt Farm," is a historically significant center hall Colonial set on 1.06 picturesque acres overlooking and adjacent to Fenn Pond. This 11-room home offers 2,691 sq ft with 4 bedrooms and 3.1 baths. Rich with authentic vintage details including wide board floors, 7 fireplaces, horizontal board paneling, built-ins, and classic 12-over-12 windows and front and rear stairwells. The

    Maria Taylor Klemm Real Estate Inc

    66 Artillery Rd, Middlebury, CT 06762
  • /37

    $749,900

    • 4 Beds
    • 3.5 Baths
    • 2,674 Sq Ft

    77 Crest Rd, Middlebury, CT 06762

    Privacy, charm, and timeless craftsmanship define this exceptional Contemporary Craftsman on 1.5 acres in Middlebury's Historic District. Bordering the 9+ acre Crest Preserve, this 2,600+ sq. ft. home offers 4 bedrooms, 3.5 baths, a spacious living room, and a large family room with a flexible floor plan. Character abounds with original hand-carved staircases, hardwood floors, colonial shutters,

    Michael Vartolone William Raveis Real Estate

    77 Crest Rd, Middlebury, CT 06762
  • /40

    $649,900

    $115K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,302 Sq Ft

    168 N Farm Rd, Middlebury, CT 06762

    Nestled in the highly sought-after North Farm neighborhood, this exceptional 4BR, 3.5 bath Colonial is beautifully situated on 2.34 private acres offering the perfect blend of classic charm and comfortable living. A generous entry foyer welcomes you into a thoughtfully designed home featuring a formal living room with fireplace, elegant formal dining room and a spacious eat-in kitchen complete

    Karen Stanco Showcase Realty, Inc.

    168 N Farm Rd, Middlebury, CT 06762
  • /37

    $2,850,000

    • 8 Beds
    • 8 Baths
    • 9,619 Sq Ft

    775 South St Unit 777, Middlebury, CT 06762

    Broadview Estate - A masterpiece in colonial revival design -Perched gracefully on the gentle hilltops of Middlebury! The Cameron Clark design is well preserved and displays a high quality of workmanship and materials, as well as the gracious proportions and classically inspired details inherent of the colonial revival. This residence is one of the finest examples of this style. Together the

    Kary Apanovitch Coldwell Banker Realty

    775 South St Unit 777, Middlebury, CT 06762
  • /21

    $515,000

    • 4 Beds
    • 2 Baths
    • 2,594 Sq Ft

    19 Vidich Ln, Naugatuck, CT 06770

    Set on a quiet cul-de-sac, this beautifully updated contemporary home offers space, comfort, and an inviting indoor-outdoor lifestyle. Featuring 4 bedrooms and 2 full baths, the home has seen many recent updates while maintaining a flexible layout ideal for everyday living and entertaining. The updated eat-in kitchen offers an open-concept design with updated appliances, including a newer stove

    Alan Nunez eXp Realty

    19 Vidich Ln, Naugatuck, CT 06770

Home Price Trends

Median Sale Price
$565,000
Median Single Family Sale Price
$574,900
Median Townhouse Sale Price
$565,000
Median 2 Bedroom Sale Price
$457,450
Median 1 Bedroom Sale Price
$231,200
Average Price Per Sq Ft
$282
Number of Homes for Sale
29
Last 12 months Home Sales
105
Months of Supply
3.30
Median List Price
$574,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
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