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Homes for Sale near Memorial Middle School

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  • /35

    $679,900

    $20K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,162 Sq Ft

    90 Fenn Rd, Middlebury, CT 06762

    The home you have been waiting for is waiting for you at 90 Fenn Road, Middlebury. Need room for inlaws? teens? an office? You can have it right here, tucked on 1.67 acres in a desirable Middlebury location. As you enter the spacious tiled foyer and look around, a formal sunken living room greets you on one side and a formal dining room on the other. You will notice the oak flooring in both

    Agent Photo

    Mary Ann Hebert

    BHGRE Gaetano Marra Homes

    (203) 592-0186

    90 Fenn Rd, Middlebury, CT 06762
  • /40

    $615,000

    Open Sat 1PM - 3PM
    • 5 Beds
    • 3 Baths
    • 2,528 Sq Ft

    700 Watertown Rd, Middlebury, CT 06762

    This beautifully maintained Vintage Colonial blends historic charm with thoughtful updates throughout. Set on 1.25 meticulously landscaped acres, this 5-bedroom, 3-bath home offers warmth, space, and versatility. Built-in equity is an added bonus, with a recent appraisal valuing the home at $715,000. The stunning grounds feature mature plantings, classic New England stone walls, and inviting

    Agent Photo

    Erin Giguiere

    Regall Realty, LLC

    (475) 244-1504

    700 Watertown Rd, Middlebury, CT 06762
  • /23

    $669,000

    • 3 Beds
    • 2.5 Baths
    • 2,734 Sq Ft

    70 Pine Hollow Dr, Middlebury, CT 06762

    Nestled on 1.22 acres of park-like grounds, this 2,734 sq ft contemporary offers the privacy & serenity you've been searching for, lovingly maintained by its original owners. Step inside and be greeted by a sunken, front-to-back living room anchored by a fireplace, setting the tone for the thoughtful design found throughout. Entertain in style in the formal dining room with elegant French doors

    Agent Photo

    Simonne Corriveau

    KW Legacy Partners

    (475) 275-8278

    70 Pine Hollow Dr, Middlebury, CT 06762
  • /2

    $699,900

    • Land
    • 2.31 Acres
    • $302,987 per Acre

    Lots 12,13, 14 Mirey Dam Rd, Middlebury, CT 06762

    This is an exceptional opportunity to create your dream home in an area of fine homes. Three lots, sold as a package, provide over six acres of stunning land in one of Middlebury's most desirable neighborhoods. Extending the road will be necessary for the three separate lots unless they are combined into a single parcel. Enjoy picturesque views of Mirey Pond.

    Agent Photo

    Mary Ann Hebert

    BHGRE Gaetano Marra Homes

    (475) 255-6254

    Lots 12,13, 14 Mirey Dam Rd, Middlebury, CT 06762
  • /38

    $549,000

    $16K PRICE DROP
    • 5 Beds
    • 1.5 Baths
    • 2,040 Sq Ft

    40 Oleson Dr, Southbury, CT 06488

    Set at the end of a shared private driveway on 2.9 wooded acres, this 5BR home presents a unique opportunity for those seeking privacy, space, and the chance to create something truly their own. Surrounded by natural beauty, the property offers room to explore, garden, entertain, or simply enjoy a peaceful setting while remaining close to everyday conveniences. A covered porch welcomes you inside

    Elizabeth Newnham William Pitt Sotheby's Int'l

    40 Oleson Dr, Southbury, CT 06488
  • /29

    $774,900

    New Construction $39K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,877 Sq Ft

    20 Hunting Ridge Rd, Middlebury, CT 06762

    Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 20 Hunting Ridge Road (aka Lot 11) is to be built. It is one level living at its finest! Features includes hardwood floors throughout, gas fireplace with stone surround, gourmet kitchen with large center island, convenient office in addition to 3 bedrooms and a 2 car attached garage. The primary bedroom boasts walk-in

    Jodi Dawley Real Estate Two

    20 Hunting Ridge Rd, Middlebury, CT 06762
  • /36

    $249,900

    $20K PRICE INCREASE
    • Land
    • 4.67 Acres
    • $53,512 per Acre

    75 Gleneagle Rd, Middlebury, CT 06762

    SHOVEL READY! LAST AVAILABLE HOMESITE IN THIS UPSCALE SUBDIVISION OF FINER HOMES. PUBLIC WATER & SEWER LATERALS ALREADY EXTENDED TO PROPERTY. CLOSE TO EVERYTHING, BUT EXTREMELY PRIVATE. MINIMUM SQ FOOTAGE 2800SF.

    Scott Tedesco Tedesco Real Estate

    75 Gleneagle Rd, Middlebury, CT 06762
  • /38

    $759,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,466 Sq Ft

    28 Hunting Ridge Rd, Middlebury, CT 06762

    Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 28 Hunting Ridge Road (aka Lot 7) is ready to move in to!! This home is a 2400+ sq ft 4 bedroom colonial. Please see attached plans and specs. There are several other lots and plans to choose from or will build to suit! City water and sewer.

    Jodi Dawley Real Estate Two

    28 Hunting Ridge Rd, Middlebury, CT 06762
  • /37

    $1,225,000

    Open Sat 1PM - 3PM
    • 5 Beds
    • 4.5 Baths
    • 4,246 Sq Ft

    275 Vista View Dr, Southbury, CT 06488

    NEW LUXURY CONSTRUCTION | MODERN FARMHOUSE ESTATE Privately set on 6.5 breathtaking acres, this exceptional 4,120 sq. ft. Modern Farmhouse offers refined architecture, sophisticated living, and forward-thinking design. Distinguished Features: Curated living space. Spacious 3-car garage. Rare floor plan featuring 3 private ensuite bedrooms, including a first-floor guest retreat. Dramatic two-story

    Elizabeth Altobelli William Raveis Real Estate

    275 Vista View Dr, Southbury, CT 06488
  • /2

    $299,900

    • 4 Beds
    • 1 Bath
    • 1,848 Sq Ft

    1252 Straits Turnpike, Middlebury, CT 06762

    SUBJECT TO PROBATE APPROVAL, AS-IS, WHERE-IS CONDITION NO FHA, CHFA OR VA LENDING AVAILABLE. NEEDS WORK. LOTS OF HARDWOOD FLOORS, DETACHED 2 CAR GARAGE WORKSHOP AND STORAGE LOFT. LARGE ROOMS, SHARED DRIVEWAY

    Gianna Alberti ALBERTI REALTY ASSOCIATES, LLC

    1252 Straits Turnpike, Middlebury, CT 06762
  • /39

    $650,000

    • 4 Beds
    • 3.5 Baths
    • 3,512 Sq Ft

    36 Independence Cir, Middlebury, CT 06762

    Welcome to this impressive 3,512-square-foot Colonial offering 10 spacious rooms 4 bedrooms 3.5 baths and a 2 car attached garage. Thoughtfully maintained and updated this home features newer mechanicals installed in 2023 including a furnace and water heater. Large deck for convenient outdoor grilling The elegant interior showcases hardwood flooring throughout crown molding and chair rail

    David Hughes Century 21 AllPoints Realty

    36 Independence Cir, Middlebury, CT 06762
  • /40

    $729,900

    Open Sat 12PM - 2PM $35K 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
  • /20

    $447,500

    $52K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,304 Sq Ft

    643 Bucks Hill Rd, Southbury, CT 06488

    Lovely 3-bedroom, 2-bath ranch privately set on 1.61 acres offering comfort, flexibility, and peace of mind. This well-cared-for home features hardwood floors, a 2-car garage, and two fireplaces including a pellet stove insert. The walk-out lower level offers excellent potential for additional living space, recreation room, home office, or entertaining area with direct garage access. Significant

    DANIEL MULVIHILL Mulvihill Realty LLC

    643 Bucks Hill Rd, Southbury, CT 06488
  • /2

    $849,900

    New Construction $40K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 2,190 Sq Ft

    6 Deer Run Rd, Middlebury, CT 06762

    Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 6 Deer Run Road (aka Lot 15) is just beginning construction and will be one level living at its finest! Please see attached plans and specs. There are several other lots and plans to choose from or will build to suit! City water and sewer.

    Jodi Dawley Real Estate Two

    6 Deer Run Rd, Middlebury, CT 06762
  • /38

    $834,900

    New Construction $75K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 2,190 Sq Ft

    15 Hunting Ridge Rd, Middlebury, CT 06762

    Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 15 Hunting Ridge Rd(aka Lot 4) is just beginning construction and will be one level living at its finest! Please see attached plans and specs. There are several other lots and plans to choose from or will build to suit! City water and sewer.

    Jodi Dawley Real Estate Two

    15 Hunting Ridge Rd, Middlebury, CT 06762
  • /39

    $879,900

    Open Sat 12PM - 2PM
    • 3 Beds
    • 3.5 Baths
    • 3,494 Sq Ft

    25 Avalon Dr, Middlebury, CT 06762

    Located in one of Middlebury's most desirable and beautifully maintained subdivisions Avalon Farms with streetlights and Belgian block lined streets, this impressive 3 bedroom, 3 full and 1 half bath Colonial offers 3,494 square feet of refined and flexible living. Set on a premium, fully usable flat lot surrounded by mature pines for year round privacy, the home features Hardie Plank siding and

    Connie Widmann William Raveis Real Estate

    25 Avalon Dr, Middlebury, CT 06762
  • /16

    $950,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 3,134 Sq Ft

    58 Lum Lot Rd, Southbury, CT 06488

    Under construction with planned 2026 completion. Photos represent a comparable home built with the same floor plan. This 4-bedroom Colonial offers approximately 3,134 sq ft on a 2-acre lot, designed with an open, well-proportioned layout and thoughtful details throughout. Hardwood and tile floors span the home. A spacious great room featuring a fireplace, coffered ceilings, and built-in dry bar

    Gina French Showcase Realty, Inc.

    58 Lum Lot Rd, Southbury, CT 06488
  • /3

    $740,000

    Coming Soon
    • 3 Beds
    • 3.5 Baths
    • 3,286 Sq Ft

    33 Old Field Hill Rd Unit 48, Southbury, CT 06488

    Welcome to Old Field, one of Southbury's most sought-after communities! This beautifully maintained end-unit townhome offers the perfect blend of privacy, space, and convenience. Featuring 3 bedrooms, 3.5 bathrooms, and a desirable first-floor primary suite, this home is designed for comfortable everyday living and effortless entertaining. The spacious eat-in kitchen boasts granite countertops, a

    Kayla O'Grady William Raveis Real Estate

    33 Old Field Hill Rd Unit 48, Southbury, CT 06488
  • /13

    $399,000

    • Land
    • 1.5 Acres
    • $266,000 per Acre

    1140 Southford Rd, Middlebury, CT 06762

    Exceptional opportunity to acquire a 1.5-acre industrial development parcel located along the highly visible Southford Road corridor in Middlebury. Situated within the IG-40 (Gateway Industrial Design District), this property is ideally suited for flex industrial, contractor headquarters, light manufacturing, or office-warehouse development. The site benefits from access to public water and

    Robert Ghent Ghent Realty Advisors

    1140 Southford Rd, Middlebury, CT 06762
  • /38

    $750,000

    $9K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,753 Sq Ft

    117 Crest Rd, Middlebury, CT 06762

    Elegant cape with refined main-level living in Middlebury. Timeless charm and thoughtful design come together in this classic home that lives beautifully like a ranch with expanded main level. The main level offers a spacious primary bedroom with a full bath and walk-in shower, complemented by a second bedroom or private office. Designed for both gracious entertaining and everyday comfort, the

    Lori Geraci BHGRE Gaetano Marra Homes

    117 Crest Rd, Middlebury, CT 06762
  • /14

    $529,900

    • 3 Beds
    • 1.5 Baths
    • 1,811 Sq Ft

    61 Sandy Hill Rd, Middlebury, CT 06762

    Charming Cape on Over 5 Acres in Middlebury Discover the perfect blend of character, comfort, and country living in this enchanting Cape-style home set on more than 5 picturesque acres in Middlebury. Rich with original charm, the home features beautiful hardwood floors throughout, 3 bedrooms, and 1.5 baths. Outside, the property truly shines. Equestrian enthusiasts will appreciate the horse

    Arben Belica William Raveis Real Estate

    61 Sandy Hill Rd, Middlebury, CT 06762
  • /34

    $2,195,000

    • 3 Beds
    • 2.5 Baths
    • 3,863 Sq Ft

    397 White Deer Rock Rd, Middlebury, CT 06762

    Tucked along Big Cove on Lake Quassapaug, this custom architect designed Arts & Crafts bungalow is privately set on 14.85 serene acres with a path to your own cove frontage. Thoughtfully designed with the current owner's many updates and improvements and timeless materials, the home features a living room with a stone fireplace crafted from the property, a well-appointed kitchen with Custom Point

    Peter Klemm Klemm Real Estate Inc

    397 White Deer Rock Rd, Middlebury, CT 06762
  • /14

    $999,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 3,286 Sq Ft

    84 Lum Lot Rd, Southbury, CT 06488

    Under construction with anticipated August 2026 completion. Photos show a comparable home with the same floor plan. This 4-bedroom Colonial offers approximately 3,286 square feet on a 1.5-acre lot with an open, functional layout and durable finishes throughout. Hardwood and tile flooring span the home. The main level features a great room with a fireplace, a built-in dry bar, and opens directly

    Gina French Showcase Realty, Inc.

    84 Lum Lot Rd, Southbury, CT 06488
  • /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
  • /37

    $965,000

    $25K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,473 Sq Ft

    188 Settlers Hill Rd, Southbury, CT 06488

    This exceptional colonial offers endless living possibilities with its ample space, versatility, and multi-generational living opportunities. Located on a secluded cul-de-sac, with an in-law that boasts three spacious bedrooms in the main house, complemented by a separate, two-bedroom, two-level in-law suite. Beautiful professionally landscaped grounds, featuring a paved driveway and a three-car

    Michele Pierce Coldwell Banker Realty

    188 Settlers Hill Rd, Southbury, CT 06488
  • /35

    $559,900

    • 3 Beds
    • 2.5 Baths
    • 3,179 Sq Ft

    3 Winding Trail, Middlebury, CT 06762

    Welcome to 3 Winding Trail, nestled on a quiet cul-de-sac in the highly desirable Ridgewood community of Middlebury. This beautifully maintained 3-bedroom, 2.5-bath condo offers the perfect blend of elegance, comfort, and low-maintenance living across 4 finished levels, including a sun-filled walk-out lower level. From the moment you step inside, you'll appreciate the gleaming hardwood floors,

    Mayra Perez Showcase Realty, Inc.

    3 Winding Trail, Middlebury, CT 06762
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