33

Homes for Sale near Memorial Middle School

Section Image Section Image Section Image
  • /28

    $699,900 Open Sat 11AM - 1PM

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

    223 Carriage Dr, Middlebury, CT 06762

    A timeless center hall colonial set in one of Middlebury's most cherished neighborhoods. This beautifully maintained home features a custom kitchen with Subzero refrigeration, Wolf gas cooktop and double ovens, marble countertops, and built-in wine storage. Hardwood floors run throughout the main living areas, where a warm and inviting family room with a gas log fireplace sits just off the

    Agent Photo

    Mary Ann Hebert

    BHGRE Gaetano Marra Homes

    (475) 267-1355

    223 Carriage 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
  • /32

    $599,900 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,256 Sq Ft

    2 Arrowwood Ct Unit 2, Middlebury, CT 06762

    Welcome to this beautifully maintained **Portman Elite** model in the highly desirable Ridgewood of Middlebury community. This bright and inviting home offers 3 bedrooms and 2.5 baths, thoughtfully designed for modern living and low maintenance comfort. The main level features an open layout with a spacious living area, dining space, and a well-appointed kitchen ideal for everyday living and

    Agent Photo

    Mary Ann Hebert

    BHGRE Gaetano Marra Homes

    (475) 267-4261

    2 Arrowwood Ct Unit 2, Middlebury, CT 06762
  • /40

    $649,900

    • 3 Beds
    • 2.5 Baths
    • 2,658 Sq Ft

    193 Ridgewood Dr Unit 193, Middlebury, CT 06762

    This beautifully upgraded condominium at Ridgewood at Middlebury offers the perfect blend of style, comfort, and low-maintenance living. Built in 2022 and showing like new, the home features sun-filled spaces, engineered wood floors throughout, and a thoughtfully designed open layout. The main level welcomes you with a seamless flow ideal for everyday living and entertaining. At the center of the

    Agent Photo

    Tim Drakeley

    Drakeley Real Estate, Inc.

    (475) 255-0656

    193 Ridgewood Dr Unit 193, Middlebury, CT 06762
  • /32

    $759,900 Coming Soon

    • 3 Beds
    • 3.5 Baths
    • 4,094 Sq Ft

    64 Watertown Rd, Middlebury, CT 06762

    Spacious and meticulously maintained Cape offering 3 bedrooms and 3.5 baths with a flexible layout designed for today's lifestyle. The main level features a stunning home office with custom built-ins and fireplace, and a kitchen with a Wolf gas range/oven, Sub-Zero refrigerator, and center island with beverage cooler. Upstairs, you'll find generously sized bedrooms, including a spacious primary

    Olivia Bueno William Raveis Real Estate

    64 Watertown Rd, Middlebury, CT 06762
  • /30

    $625,000

    • 2 Beds
    • 2.5 Baths
    • 1,848 Sq Ft

    408 Breakneck Hill Rd, Middlebury, CT 06762

    Charm abounds in this remodeled classic cape with 2 car garage, central air, and massive 1st floor master suite! Remodeled eat-in-kitchen with granite countertops, stainless steel appliances, tile backsplash and breakfast bar. Living room with fireplace and hardwood floors. Dining room with hardwood floors. Luxurious master suite with built-ins, walk-in california closet, and large remodeled

    John Donato Jr Showcase Realty, Inc.

    408 Breakneck Hill Rd, Middlebury, CT 06762
  • /16

    $427,000

    • 4 Beds
    • 2 Baths
    • 1,422 Sq Ft

    192 Breakneck Hill Rd, Middlebury, CT 06762

    Welcome to this Charming Well Maintained 4 bedroom ranch. 2 full baths. This inviting home features a large bright living room with picture window overlooking beautiful landscaped yard. Beautiful hardwood floors through out. Needs some updating. Finished room in lower level with walk out leading to patio. Two Car Garage. Central Air. Public Sewer. House generator stays. Well Water. Don't miss out

    Maria Pinheiro RE/MAX RISE

    192 Breakneck Hill Rd, Middlebury, CT 06762
  • /30

    $479,000

    • 3 Beds
    • 1.5 Baths
    • 1,492 Sq Ft

    18 Freedom Rd, Middlebury, CT 06762

    Welcome to this charming and beautifully maintained 3BR ranch, perfectly situated on a quiet cul-de-sac. Offering the ease of one-level living, this inviting home features an open living room and dining room layout enhanced by gleaming hardwood floors, a cozy fireplace and abundant natural light. The updated kitchen boasts a large granite center island that is ideal for cooking gathering and

    Karen Stanco Showcase Realty, Inc.

    18 Freedom Rd, Middlebury, CT 06762
  • /24

    $585,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,997 Sq Ft

    36 Highridge Rd Unit 36, Middlebury, CT 06762

    Welcome to 36 Highridge Road, a beautifully maintained home in one of Middlebury's most desirable neighborhoods. Built in 2018 and lovingly cared for by its original and only owner, this property offers the perfect blend of modern construction, thoughtful upgrades, and low-maintenance living. Step inside to find a thoughtfully designed interior enhanced with upgraded molding, elegant cabinetry,

    John Pistorino RE/MAX RISE

    36 Highridge Rd Unit 36, Middlebury, CT 06762
  • /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
  • /20

    $525,000

    • 3 Beds
    • 3 Baths
    • 1,600 Sq Ft

    541 Benson Rd, Middlebury, CT 06762

    Rare Two-Home Compound in Middlebury - Ideal for Investment or Owner-Occupant! An extraordinary opportunity for investors or owner-occupants looking to offset their mortgage! This unique property at 541 Benson Road features TWO distinct, detached dwellings on a private .8-acre lot, offering a total of 3 bedrooms, 3 full baths, and 4 garage bays. Unit 1: The Main Residence (2BR/2BA) This

    Joseph Martino Joseph Martino Real Estate

    541 Benson Rd, Middlebury, CT 06762
  • /25

    $700,000

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

    70 Pine Hollow Dr, Middlebury, CT 06762

    A private hilltop retreat at the end of a quiet cul-de-sac, this stunning 8-room contemporary is set well back from the road on a picturesque knoll, offering exceptional privacy and a peaceful natural setting. Custom built and proudly maintained by its original owner, the home features soaring ceilings, expansive rooms, and walls of windows that flood the interior with natural light. The open,

    Lynn LaForme Regency Real Estate, LLC

    70 Pine Hollow Dr, Middlebury, CT 06762
  • /14

    $729,990

    • 4 Beds
    • 2.5 Baths
    • 3,300 Sq Ft

    321 Artillery Rd, Middlebury, CT 06762

    Large Colonial with charm and character ready to call home! Offering privacy on its fabulous 4 acres with magical views and abundant sunlight. The home offers four large bedrooms with ample light that will surely please. The formal living room complete with a large picture window and marble fireplace will serve as a great place to relax at the end of a long day. The dining room is ready to host

    Frank Durante William Raveis Real Estate

    321 Artillery Rd, Middlebury, CT 06762
  • /40

    $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
  • /24

    $229,900

    • Land
    • 4.67 Acres
    • $49,229 per Acre

    75 Gleneagle Rd, Middlebury, CT 06762

    LOCATION, LOCATION, LOCATION!!! ONLY LOT FOR SALE IN THIS PRIVATE, 11 LOT SUBDIVISION OF QUALITY-BUILT HIGH END HOMES. SUBDIVISION HAS THE UNIQUE BONUSES OF PUBLIC WATER & SEWER (ALREADY EXTENDED TO LOT) AND CLOSE PROXIMITY TO LOCAL RETAIL AND HIGHWAYS. 4.67 ACRE SITE TUCKED AWAY AT THE END OF A TURN-AROUND TO THE LEFT OF THE ELABORATE GAZEEBO AND LAND TRUST PROPERTY.

    Scott Tedesco Tedesco Real Estate

    75 Gleneagle Rd, Middlebury, CT 06762
  • /20

    $487,500

    • 3 Beds
    • 2 Baths
    • 1,304 Sq Ft

    643 Bucks Hill Rd, Southbury, CT 06488

    Lovely 3-bedroom, 2-bath ranch nestled on 1.61 acres. Features hardwood floors throughout, a 2-car garage, and two fireplaces-one with a pellet stove insert. Conveniently located close to shopping, golf, parks, pickleball, and I-84. Generator plug in place. The lower level offers excellent space for a family room with fireplace, walk-out access, and direct entry to the garage. A must-see home!

    DANIEL MULVIHILL Mulvihill Realty LLC

    643 Bucks Hill Rd, Southbury, CT 06488
  • /14

    $529,900

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

    61 Sandy Hill Rd, Middlebury, CT 06762

    Charming Cape in Middlebury with over 5 acres of land! This enchanting Cape features original character with hardwood floors flowing throughout its 3 comfortable bedrooms and 1.5 baths. For the outdoor enthusiast, the grounds are a rare find: a horse stable complete with a tack room awaits your equine companions, while a inground pool offers a private oasis for summer entertaining. With the added

    Arben Belica William Raveis Real Estate

    61 Sandy Hill Rd, Middlebury, CT 06762
  • /39

    $574,000

    • 3 Beds
    • 3.5 Baths
    • 2,879 Sq Ft

    24 Ridgewood Dr, Middlebury, CT 06762

    Impeccably remodeled "Cummings" style townhouse set within the highly sought-after Ridgewood at Middlebury community, offering refined living spaces and thoughtful modern updates throughout. The main level has been beautifully redesigned to create an open, airy flow between the living and dining areas and a chef-inspired kitchen featuring a quartz center island, double ovens, granite countertops,

    Jodi Dawley Real Estate Two

    24 Ridgewood Dr, Middlebury, CT 06762
  • /37

    $759,000

    • 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
  • /36

    $659,900

    • 4 Beds
    • 4 Baths
    • 4,200 Sq Ft

    3 Brookside Dr, Middlebury, CT 06762

    Discover refined comfort and timeless elegance in this beautifully appointed Cheshire model, nestled within the highly sought-after Brookside of Middlebury community. This exceptional 4-bedroom, 2 full and 2 half bath home is truly move-in ready. Open-concept floor plan that instantly impresses. The stylish kitchen features granite countertops, new modern LG appliances, and seamless flow into the

    Shagufta Zahid S Factor Realty Group LLC

    3 Brookside Dr, Middlebury, CT 06762
  • /19

    $244,900

    • 2 Beds
    • 1 Bath
    • 1,085 Sq Ft

    152 Glenwood Ave, Middlebury, CT 06762

    2 Bedroom, 1bath, ranch styled home on 0.2 acre lot. Eat in kitchen with breakfast bar leading into living room and dining area. This is a wonderful opportunity to indulge in Middlebury's rural New England charm and suburban high-end amenities. Access to I 84, RT 8, and public transportation makes commuting to lower Fairfield County, NYC or Boston appealing. But if staying local is more your

    Don Orsini West View Properties, LLC

    152 Glenwood Ave, Middlebury, CT 06762
  • /12

    $599,900

    • 5 Beds
    • 4 Baths
    • 2,345 Sq Ft

    10 Old Waterbury Rd, Middlebury, CT 06762

    4 UNITS IN MIDDLEBURY-NOT ONLY "NEXT TO IMPOSSIBLE" TO FIND, BUT UNBELIEVABLY PRICED AT $599900! THIS "ONCE IN A LIFETIME" OPPORTUNITY CAN BE YOURS! LIVE IN ONE, AND COLLECT RENT FROM THE OTHER THREE UNITS, OR, ADD THIS ONE TO YOUR INVESTMENT PORTFOLIO AND "WATCH IT GROW"! One parcel (.41 ACRE), ON "PARKLIKE" GROUNDS WITH THE ATMOSPHERE OF NATURE ON A SHORT, NO-THRU STREET, consists of a

    Judith Caputo Advantage Realty Group, Inc.

    10 Old Waterbury Rd, Middlebury, CT 06762
  • /2

    $99,000

    • Land
    • 1.42 Acres
    • $69,718 per Acre

    0 Webb Rd Unit 24166057, Naugatuck, CT 06770

    Beautiful land in very desirable location, build your dream home in this lovely corner of Naugatuck.Do not miss this opportunity.

    Magda Ballaro William Raveis Real Estate

    0 Webb Rd Unit 24166057, Naugatuck, CT 06770
  • /29

    $735,900 New Construction

    • 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
  • /9

    $939,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,878 Sq Ft

    41 Somerset Dr, Middlebury, CT 06762

    Under Construction in One of Middlebury's Most Desirable Neighborhoods! Welcome to the Avalon Farms community-known for its beautiful homes, manicured lawns, and thoughtfully designed landscaping that create a truly picturesque setting. The Cambridge model blends classic design with today's most sought-after features, offering a bright and open floor plan perfect for modern living. The spacious

    Jonna Dibble BHGRE Gaetano Marra Homes

    41 Somerset 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
  • /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 June 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 to

    Gina French Showcase Realty, Inc.

    84 Lum Lot Rd, Southbury, CT 06488
  • /38

    $794,900 New Construction

    • 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
  • /38

    $739,900 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
  • /2

    $810,000 New Construction

    • 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
  • /25

    $585,000 Coming Soon

    • 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
How to Buy a Home How to Finance a Home How to Sell a Home