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Homes for Sale near Memorial Middle School

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  • /38

    $539,900

    • 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
  • /40

    $615,000

    • 4 Beds
    • 3 Baths
    • 2,528 Sq Ft

    700 Watertown Rd, Middlebury, CT 06762

    This beautifully maintained Vintage Colonial blends historic charm with thoughtful updates. Built-in equity! Recent appraisal values this home at $715,000. Set on 1.25 meticulously landscaped acres, this 4-bedroom, 3-bath home offers warmth, space, and versatility with a huge finished attic space. The stunning grounds feature mature plantings, classic New England stone walls, and inviting patio

    Agent Photo

    Erin Giguiere

    Regall Realty, LLC

    700 Watertown Rd, Middlebury, CT 06762
  • /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

    90 Fenn Rd, Middlebury, CT 06762
  • /39

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,469 Sq Ft

    24 Yale Ave, Middlebury, CT 06762

    Nestled on a quiet, picturesque street in one of Middlebury's classic New England neighborhoods, this warm and inviting Cape Cod offers a rare opportunity to own a move-in ready home in this highly sought-after community, at an exceptional price point. Built in 1982, this charming home features 3 bedrooms, 2 full baths, and 1,469 square feet of comfortable living space filled with bright, sunlit

    Agent Photo

    Kenneth Viele, Jr.

    Coldwell Banker Realty

    24 Yale Ave, Middlebury, CT 06762
  • /35

    $575,000

    • 3 Beds
    • 3 Baths
    • 1,252 Sq Ft

    2 Northwood Dr, Middlebury, CT 06762

    Tucked into Middlebury's desirable Three Mile Hill neighborhood, this beautifully maintained split-level blends everyday comfort with tasteful, modern updates throughout. A welcoming foyer opens to an expansive, light-filled living room anchored by one of the home's two floor-to-ceiling fireplaces - a warm focal point for gatherings large and small. Just off the living space, the generous eat-in

    Agent Photo

    Wayne Watt Jr.

    THE CONNECTICUT AGENCY LLC

    2 Northwood Dr, Middlebury, CT 06762
  • /39

    $744,900

    • 4 Beds
    • 2.5 Baths
    • 2,966 Sq Ft

    16 Cedar Grove Rd, Southbury, CT 06488

    Welcome to this beautifully cared-for Colonial/Farmhouse-style home, offering the perfect blend of spacious living and convenient access to shopping, highways, and everyday amenities. With nothing left to do but move in and enjoy, this home features a fully remodeled kitchen, stunning hardwood floors throughout the main level, and thoughtful updates designed for comfort and ease. Perfect for

    Agent Photo

    Pam Famiglietti

    William Raveis Real Estate

    16 Cedar Grove Rd, Southbury, CT 06488
  • /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

    70 Pine Hollow Dr, Middlebury, CT 06762
  • /40

    $539,000

    • 3 Beds
    • 2.5 Baths
    • 1,552 Sq Ft

    123 Northwood Dr, Middlebury, CT 06762

    Step into this beautifully maintained 3-bedroom, 2.5-bath split-level home where comfort and functionality come together. Gleaming hardwood floors extend throughout the entire home. The living room features a cozy fireplace, creating the perfect space to relax. The bright kitchen opens seamlessly into the dining room, making everyday living and entertaining a breeze. From the kitchen, step out

    Agent Photo

    Jane Spino

    Showcase Realty, Inc.

    123 Northwood 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. Lot assessments #12 - $128,940 2.31

    Agent Photo

    Mary Ann Hebert

    BHGRE Gaetano Marra Homes

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

    $339,900

    • 2 Beds
    • 1 Bath
    • 836 Sq Ft

    12 Yale Ave, Middlebury, CT 06762

    Picture-perfect and completely updated, this classic New England Cape delivers far more than its footprint suggests. A paver walkway, lamppost, and lush hosta gardens frame a storybook exterior with black shutters and stone front steps - genuine curb appeal on one of Middlebury's most established streets. Inside, the open floor plan connects a sun-filled living area to a fully renovated kitchen

    Agent Photo

    Wayne Watt Jr.

    THE CONNECTICUT AGENCY LLC

    12 Yale Ave, Middlebury, CT 06762
  • /30

    $520,000

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    326 Lake Shore Dr, Middlebury, CT 06762

    Experience the beauty of waterfront living in this charming 3-bedroom, 2-bath Cape Cod-style home nestled along Long Meadow Pond. Combining timeless character with thoughtful updates, this inviting home offers the perfect balance of comfort, convenience, and year-round recreation. Inside, you'll find warm and welcoming living spaces highlighted by a cozy fireplace-perfect for relaxing on cool New

    Lauren Cavallo Lauren Ashley Homes LLC

    326 Lake Shore Dr, Middlebury, CT 06762
  • /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
  • /25

    $479,900

    • 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
  • /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
  • /2

    $539,000

    • 4 Beds
    • 2.5 Baths
    • 2,067 Sq Ft

    323 Watertown Rd, Middlebury, CT 06762

    Looking for a 4 bedroom home in a prime location? Here it is. This classic home sits on just over one acre of property with gorgeous gardens and a lush lawn. On the interior, a spacious updated kitchen with granite counters, an island, plenty of room for dining and wonderful storage. For easy entertaining, the living room and dining room adjoin and allow for a great flow. Enjoy a cozy family room

    Donna Bannon BHGRE Gaetano Marra Homes

    323 Watertown Rd, Middlebury, CT 06762
  • /38

    $1,225,000

    • 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
  • /15

    $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
  • /40

    $699,900

    $65K 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
  • /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
  • /35

    $535,000

    $30K 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
  • /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
  • /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
  • /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
  • /39

    $739,900

    $10K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,806 Sq Ft

    80 Pine Hollow Dr, Middlebury, CT 06762

    Discover your tranquil retreat at 80 Pine Hollow Drive! This unique and spacious home offers the perfect blend of comfortable living, exceptional entertaining space, and flexible floor plans to meet any need. The heart of the home is the large, eat-in kitchen, perfect for casual meals and morning coffee. This seamlessly opens to a spacious dining room, creating an effortless flow for hosting

    Gina Farra Keller Williams Realty

    80 Pine Hollow Dr, Middlebury, CT 06762
  • /24

    $532,900

    $17K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,388 Sq Ft

    33 Old Field Hill Rd Unit 18, Southbury, CT 06488

    Welcome to this stunning, highly sought-after condominium in a fantastic in-town location, nestled in a peaceful setting. This beautifully maintained 2-bedroom, 2.5-bath home offers over 1,500 sq. ft. of finished living space. The open-concept floor plan features a remodeled kitchen with modern finishes and ample cabinetry, flowing seamlessly into the spacious living and dining areas. Hardwood

    Alex LaRosa Coldwell Banker Realty

    33 Old Field Hill Rd Unit 18, Southbury, CT 06488
  • /40

    $515,000

    • 4 Beds
    • 2.5 Baths
    • 1,833 Sq Ft

    213 Acme Dr, Middlebury, CT 06762

    Welcome to this meticulously maintained and exceptional 4-bedroom, 2.5-bathroom Colonial that perfectly blends classic comfort with wonderful living space. Step inside to find a warm, welcoming interior defined by beautiful hardwood flooring. The main floor features a cozy living room anchored by a traditional wood-burning fireplace, creating the perfect focal point for quiet evenings, as well as

    Heidi Lester KW Legacy Partners

    213 Acme Dr, Middlebury, CT 06762
  • /40

    $485,000

    • 2 Beds
    • 1.5 Baths
    • 1,953 Sq Ft

    47 Middlebury Terrace, Middlebury, CT 06762

    Cottage Colonial close to town center, parks and more in beautiful Middlebury CT! This 1929 build charmer has stunning details both inside and out. Lovingly cared for, the pride of ownership of this property is evident upon arrival. Note the unique features including: Hardwood flooring throughout main and upper levels, sunken family room w/wood panel vaulted ceiling and slider to deck, wood

    RuthAnne Salvatore Coldwell Banker Realty

    47 Middlebury Terrace, 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
  • /27

    $514,981

    $25K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,483 Sq Ft

    33 Old Field Hill Rd Unit 6, Southbury, CT 06488

    Sunny Southbury Gem - Cul-de-Sac Serenity Tucked away on a quiet cul-de-sac, this impeccably maintained luxury townhouse-style condo is a rare find. Step inside to an open-concept living space where soaring ceilings, a cozy fireplace, and rich hardwood floors set the tone for effortless elegance. Oversized windows flood the home with natural light by day and frame breathtaking sunset views by

    Betty Stroll William Raveis Real Estate

    33 Old Field Hill Rd Unit 6, Southbury, CT 06488
  • /38

    $849,000

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 4,148 Sq Ft

    131 Woods Way Dr, Southbury, CT 06488

    Nestled at the end of a quiet cul-de-sac in one of Southbury's most desirable neighborhoods, this beautifully maintained four-bedroom Colonial offers privacy, comfort, and exceptional spaces for entertaining. Set on a picturesque, tree-lined lot, the home welcomes you with a newly paved driveway, manicured grounds, and fresh paint throughout. Inside, the heart of the home is a stunning living

    Jeff Boucher Drakeley Real Estate, Inc.

    131 Woods Way Dr, Southbury, CT 06488
  • /25

    $499,900

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft

    112 Joy Rd, Middlebury, CT 06762

    Welcome home to this beautifully updated property located in one of Middlebury's quiet and sought after neighborhoods. This move in ready home features a stylish kitchen with granite countertops, a gas range, and smart appliances, including a refrigerator, washer and dryer. Gleaming hardwood floors in living room, hallway and bedrooms. Enjoy year-round comfort with central air conditioning and

    Rob Marucci Better Living Realty, LLC

    112 Joy Rd, Middlebury, CT 06762
  • /30

    $725,000

    • 4 Beds
    • 2.5 Baths
    • 2,572 Sq Ft

    151 Lantern Park Ln S, Southbury, CT 06488

    Tucked away on a peaceful cul-de-sac within Southbury's award-winning Region 15 school district, this thoughtfully designed Colonial offers timeless appeal, exceptional privacy, and everyday comfort. The spacious kitchen is appointed with granite countertops, Viking double wall ovens, a Viking gas cooktop with warming drawer, oversized pantry and a Bosch dishwasher, perfectly suited for daily

    Patricia Guarantano William Pitt Sotheby's Int'l

    151 Lantern Park Ln S, Southbury, CT 06488
  • /30

    $545,000

    • 3 Beds
    • 2 Baths
    • 1,896 Sq Ft

    208 Strongtown Rd, Southbury, CT 06488

    Welcome home to this beautifully updated raised ranch on a private, picturesque 1.03-acre lot. This move-in-ready home offers 3 bedrooms, 2 bathrooms, and a blend of modern comfort and country tranquility. Inside, enjoy a bright, open floor plan featuring gleaming hardwood floors, fresh paint, crown molding, and abundant natural light. The inviting living room boasts a charming brick fireplace,

    Sadiki Thames Weichert Realtors MRG

    208 Strongtown Rd, Southbury, CT 06488
  • /32

    $675,000

    • 4 Beds
    • 2.5 Baths
    • 2,484 Sq Ft

    10 Curtis Rd, Middlebury, CT 06762

    Well-maintained, single-owner Center Hall Colonial located on a corner lot in an established neighborhood. This 4-bedroom, 2.5-bath home offers a functional floor plan, a 2-car garage and central air. The main level features a formal living room and dining room, an updated eat-in kitchen with new granite counters, tile backsplash, new stainless steel appliances, and a slider to the deck. The

    Heather Dever Showcase Realty, Inc.

    10 Curtis 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
  • /31

    $539,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,181 Sq Ft

    4 Kimberwick Ct, Middlebury, CT 06762

    Rare Stand-Alone Home in Desirable Steeplechase Complex. Experience the perfect combination of elegance, privacy and convenience in this exceptional stand alone residence in one of Middlebury's most sought after communities. Boasting nearly 2,200 square feet, this spacious home features 3 generously sized bedrooms upstairs, 2.5 baths, and an inviting open concept floor plan designed for both

    David Scolpino Nationwide Homes

    4 Kimberwick Ct, Middlebury, CT 06762
  • /25

    $434,900

    $8K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,304 Sq Ft

    643 Bucks Hill Rd, Southbury, CT 06488

    Priced to sell! Whether you're a first-time homebuyer looking to build equity, an investor seeking your next opportunity, or a flipper ready to add value, this property offers exceptional potential. Featuring solid bones and endless possibilities, this home is ready for your personal touch. Conveniently located near shopping, schools, parks, and major commuter routes. A must-see property with

    DANIEL MULVIHILL Mulvihill Realty LLC

    643 Bucks Hill Rd, Southbury, CT 06488

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