Middlebury, CT Homes

• 

  $620,000 Sold Mar 21, 2025

  • 3,276 Sq Ft
  • $189/SF
  • 108 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2005

  115 Periwinkle Dr Unit 115, Middlebury, CT 06762

  Enjoy a lifestyle of relaxed sophistication in this captivating home located in an adult community (Age 55+). Picture perfect home amidst a conveniently located country landscape. Enter through the marble foyer. The Llving room offers a vaulted ceiling, hardwood flooring and fireplace. French doors lead to the light and bright dining room. The kitchen will please the most exceptional cookwith

  Lawren Hubal RE/MAX Right Choice

  115 Periwinkle Dr Unit 115, Middlebury, CT 06762
• 

  Est $798,561 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,086 Sq Ft

  290 Christian Rd, Middlebury, CT 06762

  290 Christian Rd, Middlebury, CT 06762
• 

  $410,000 Sold Mar 14, 2025

  • 972 Sq Ft
  • $422/SF
  • 61 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1940

  81 Sandy Beach Rd, Middlebury, CT 06762

  Set among the trees offering a tranquil, waterfront setting! Single family ranch style home at Tyler's Cove. Galley kitchen with an abundance of cabinets. Enjoy your morning coffee in this lovely dining room with wall of windows affording you natural light and scenic views of the lake! Cozy living room with French doors to dining room. 2 bedrooms & bathroom. All on main level with hardwood

  Wilson Lamas Realty Group of New England, LLC

  81 Sandy Beach Rd, Middlebury, CT 06762
• 

  Est $842,361 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,377 Sq Ft

  16 Somerset Dr, Middlebury, CT 06762

  16 Somerset Dr, Middlebury, CT 06762
• 

  $600,000 Sold Mar 13, 2025

  • 3,071 Sq Ft
  • $195/SF
  • 71 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2007

  6 Ridgewood Dr, Middlebury, CT 06762

  Stunning Luxury Townhome in the Desirable Ridgewood Community. Beautifully upgraded 3/4-bedroom, 3.5-bathroom end-unit townhome with a 2-car garage, offering approximately 3,000 sq. ft. of luxurious living space. Enjoy the private yard, walk-out deck with all the enhancements, this home has more space than you can imagine. The main floor features an open-concept layout with oak floors, a

  Jay Irvine Serhant Connecticut, LLC

  6 Ridgewood Dr, Middlebury, CT 06762
• 

  Est $798,961 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,494 Sq Ft

  25 Avalon Dr, Middlebury, CT 06762

  25 Avalon Dr, Middlebury, CT 06762
• 

  $432,500 Sold Mar 11, 2025

  • 1,545 Sq Ft
  • $280/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1935

  377 Porter Ave, Middlebury, CT 06762

  Step into this charming Cape brimming with character and modern updates! Nestled in the highly desirable town of Middlebury, renowned for its award-winning schools, this home offers unique charm and stands out as one of a kind. As you enter through the front door, you're welcomed by a warm and inviting living area featuring a cozy fireplace with a woodstove insert and custom built-ins. The

  Jane Crooke RE/MAX One

  377 Porter Ave, Middlebury, CT 06762
• 

  Est $649,338 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,940 Sq Ft

  103 Periwinkle Dr, Middlebury, CT 06762

  103 Periwinkle Dr, Middlebury, CT 06762
• 

  $385,000 Sold Mar 10, 2025

  • 1,275 Sq Ft
  • $302/SF
  • 123 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1954

  74 E Ridge Dr, Middlebury, CT 06762

  Well-maintained and tastefully updated home with an inviting floor plan. The formal living room features a warming fireplace, trey ceiling, chair rail, and hardwood flooring. Large Andersen picture windows bathe the room in natural light, creating an elegant and welcoming atmosphere perfect for entertaining. The family room boasts hardwood flooring, a large Andersen picture window, and a coffered

  Marian Van Egas Berkshire Hathaway NE Prop.

  74 E Ridge Dr, Middlebury, CT 06762
• 

  Est $336,372 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,322 Sq Ft

  406 Benson Rd, Middlebury, CT 06762

  406 Benson Rd, Middlebury, CT 06762
• 

  $390,000 Sold Mar 10, 2025

  • 1,640 Sq Ft
  • $238/SF
  • 40 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1925

  10 Yale Ave, Middlebury, CT 06762

  This inviting 3-bedroom, 1.5-bathroom home with a home office space allows comfort and convenience in a fantastic location. The spacious layout includes an eat-in kitchen with room to personalize, plus modern updates like newer windows that bring in plenty of natural light. Relax and unwind on the enclosed front porch/mudroom, a perfect spot to enjoy your morning coffee. Located just a short

  Jackie Desmarais Showcase Realty, Inc.

  10 Yale Ave, Middlebury, CT 06762
• 

  Est $433,546 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,590 Sq Ft

  267 White Ave, Middlebury, CT 06762

  267 White Ave, Middlebury, CT 06762
• 

  $830,000 Sold Mar 07, 2025

  • 3,197 Sq Ft
  • $260/SF
  • 45 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2012

  340 Burr Hall Rd, Middlebury, CT 06762

  Attention to detail is evident throughout this custom 4-bedroom beauty. The home placement was intentional, allowing you to wake up to a sun-filled kitchen and end the day with a sunset from the sprawling teak wood front porch that overlooks an organic lavender farm. The kitchen is designed for the house's chef, featuring high-end appliances such as Capital double ovens, a warming drawer, and a

  Mary Ann Hebert BHGRE Gaetano Marra Homes

  340 Burr Hall Rd, Middlebury, CT 06762
• 

  Est $496,212 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,231 Sq Ft

  159 Acme Dr, Middlebury, CT 06762

  159 Acme Dr, Middlebury, CT 06762
• 

  $700,000 Sold Feb 28, 2025

  • 2,800 Sq Ft
  • $250/SF
  • 78 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2024

  15 Lakeview Dr, Middlebury, CT 06762

  Custom built by Harlamon Homes this newly constructed colonial is unsurpassed in quality, detail, and craftsmanship with every imaginable amenity, too many to list! The gourmet kitchen boasts quartz countertops, brand new GE stainless steel appliances, and creatively designed custom cabinets and center island with open floor plan to the living room with gas fireplace. Formal dining room off

  George Harlamon Realty Group of New England, LLC

  15 Lakeview Dr, Middlebury, CT 06762
• 

  Est $606,662 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,938 Sq Ft

  85 Bronson Dr, Middlebury, CT 06762

  85 Bronson Dr, Middlebury, CT 06762
• 

  $570,000 Sold Feb 28, 2025

  • 3,106 Sq Ft
  • $184/SF
  • 55 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1962

  428 Benson Rd, Middlebury, CT 06762

  Grand, 5-bedroom, 4 bathroom, 3100sf+, fully updated, well maintained Middlebury Cape. This prodigious has been updated with a new heating system, central air, split systems, a new roof, well components and filtration and wood flooring throughout. The spacious, recently renovated kitchen adorns custom cabinetry, breath taking granite countertops and new stainless steel appliance package. Stately,

  Jason Malagutti Regency Real Estate, LLC

  428 Benson Rd, Middlebury, CT 06762
• 

  Est $500,244 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,492 Sq Ft

  213 Steinmann Ave, Middlebury, CT 06762

  213 Steinmann Ave, Middlebury, CT 06762
• 

  $500,000 Sold Feb 21, 2025

  • 2,351 Sq Ft
  • $213/SF
  • 243 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1964

  240 Carriage Dr, Middlebury, CT 06762

  This sprawling cape sits majestically on nearly an acre of property on Carriage Drive, one of Middlebury's most desirable neighborhoods. With its flexible layout, it lends itself to a variety of living situations to coincide with today's need for a variety of lifestyles. On the interior, an eat in kitchen overlooks the private rear yard. The formal dining room is adjacent to the kitchen and is

  Donna Bannon BHGRE Gaetano Marra Homes

  240 Carriage Dr, Middlebury, CT 06762
• 

  Est $500,667 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,560 Sq Ft

  49 Breakneck Hill Rd, Middlebury, CT 06762

  49 Breakneck Hill Rd, Middlebury, CT 06762
• 

  $375,000 Sold Feb 21, 2025

  • 1,788 Sq Ft
  • $210/SF
  • 69 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1975

  91 Richardson Dr, Middlebury, CT 06762

  Great opportunity to purchase a home in Middlebury. This 3 bedroom Ranch Style home is in a great location near shopping and easy access to I84. 3 Bedrooms, Primary Bedroom with 1/2 bath, spacious living room with fireplace open to the dining area with slider to a generous sized Trex deck. Also, off the dining area you'll find the updated kitchen with a breakfast island to enjoy your morning

  Jackie Desmarais Showcase Realty, Inc.

  91 Richardson Dr, Middlebury, CT 06762
• 

  Est $241,516 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 889 Sq Ft

  35 Nutmeg Rd Unit B2, Middlebury, CT 06762

  35 Nutmeg Rd Unit B2, Middlebury, CT 06762
• 

  $515,000 Sold Feb 21, 2025

  • 2,373 Sq Ft
  • $217/SF
  • 146 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1971

  1053 Middlebury Rd, Middlebury, CT 06762

  Purchasers default puts this great home back on market. Ideal Middlebury location, this spacious home showcases a legal in-law apartment, an easy commuter location offering a 4 Bedroom, 3 Bath open plan with hardwood floors, walls of windows, 2 fireplaces and more. A grand main level family room/game room with plank floors. The lower-level provides a 3 room in-law apartment with vinyl plank

  Barbara Sivba Coldwell Banker Realty

  1053 Middlebury Rd, Middlebury, CT 06762
• 

  Est $575,889 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,114 Sq Ft

  183 Three Mile Hill Rd, Middlebury, CT 06762

  183 Three Mile Hill Rd, Middlebury, CT 06762
• 

  $735,000 Sold Feb 19, 2025

  • 3,011 Sq Ft
  • $244/SF
  • 92 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2001

  481 Long Meadow Rd, Middlebury, CT 06762

  Looking to celebrate the holidays in style, in a beautiful new home? Welcome to this meticulously & lovingly maintained home, nestled on a serene and private 4-acre lot. This residence boasts an inviting open-plan living space adorned with hardwood floors throughout, perfect for both everyday living & entertaining. The heart of the home is the custom gourmet kitchen, featuring a large seated

  Allen Grealish Coldwell Banker Realty

  481 Long Meadow Rd, Middlebury, CT 06762
• 

  Est $1,155,846 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 7,300 Sq Ft

  54 Falcon Crest Rd, Middlebury, CT 06762

  54 Falcon Crest Rd, Middlebury, CT 06762
• 

  $655,000 Sold Feb 14, 2025

  • 2,722 Sq Ft
  • $241/SF
  • 15 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1984

  11 Strathmore Rd, Middlebury, CT 06762

  This beautifully appointed 4-bedroom, 2.5-bathroom Colonial home offers exceptional living in an established neighborhood. Set on a 1-acre corner lot, this property boasts a wealth of features from custom molding to the serene backyard. Front-to-Back Formal Living Room featuring elegant hardwood flooring and custom window shutters. Formal Dining Room with hardwood floors and stunning views of the

  Heather Dever Showcase Realty, Inc.

  11 Strathmore Rd, Middlebury, CT 06762
• 

  Est $892,961 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,905 Sq Ft

  191 Falcon Crest Rd, Middlebury, CT 06762

  191 Falcon Crest Rd, Middlebury, CT 06762
• 

  $585,000 Sold Feb 14, 2025

  • 2,704 Sq Ft
  • $216/SF
  • 99 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1998

  89 Tyler Crossing, Middlebury, CT 06762

  Discover this elegant colonial-style home in Middlebury, set on 1.4 serene acres. With 4 bedrooms plus 2.5 baths, this residence offers a sun room for relaxation and a kitchen with abundant counter space for culinary adventures. The upper level features spacious bedrooms, with vaulted ceilings in the primary suite. En-suite bath is beautifully updated Laundry located on the main floor just off

  Matt Rose Keller Williams Realty

  89 Tyler Crossing, Middlebury, CT 06762
• 

  Est $1,031,172 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 5,312 Sq Ft

  429 Mirey Dam Rd, Middlebury, CT 06762

  429 Mirey Dam Rd, Middlebury, CT 06762
• 

  $375,000 Sold Feb 13, 2025

  • 2,225 Sq Ft
  • $169/SF
  • 32 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1961

  1738 Middlebury Rd, Middlebury, CT 06762

  Solid Ranch home on almost 2 acres ready for your updates and touches! A true handyman special, bring this diamond in the rough back to its glory! Can be lived in while you renovate. Covered front porch opens to entrance foyer with large closet, connects formal living room and dining room. Hardwood floors flow throughout. Living room has a wood burning fireplace, and picture window; dining room

  April Stirling Coldwell Banker Realty

  1738 Middlebury Rd, Middlebury, CT 06762
• 

  Est $387,533 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,064 Sq Ft

  111 Acme Dr, Middlebury, CT 06762

  111 Acme Dr, Middlebury, CT 06762
• 

  $1,219,659 Sold Feb 06, 2025

  • 2,878 Sq Ft
  • $424/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2024

  25 Somerset Dr, Middlebury, CT 06762

  New construction will impress the most discerning buyer. The Cambridge Model with 2,878 sq. ft. offers a grand two-story foyer leading to the great room with soaring ceilings, fireplace and beautiful windows giving the space a light and airy feeling. The kitchen and heart of the home has an expansive island, granite countertops, stainless steel appliances and white shaker style cabinets. For

  Ellie Gollenberg BHGRE Gaetano Marra Homes

  25 Somerset Dr, Middlebury, CT 06762
• 

  Est $480,538 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,712 Sq Ft

  96 Algin Dr, Middlebury, CT 06762

  96 Algin Dr, Middlebury, CT 06762
• 

  $555,000 Sold Jan 22, 2025

  • 2,572 Sq Ft
  • $216/SF
  • 86 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2001

  203 Tower Rd, Middlebury, CT 06762

  Great New Price! Discover the perfect blend of timeless charm and serene natural beauty in this elegant colonial home, set on a private 2.7 acre parcel, on a cul-de-sac. This home has been designed with a classic, functional layout, that flows effortlessly from room to room, wonderful for both living and entertaining! The living and dining rooms provide generous space to spend time with guests.

  Nancy Lydell Calcagni Real Estate

  203 Tower Rd, Middlebury, CT 06762
• 

  Est $444,714 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,717 Sq Ft

  90 Saint Joseph Ave, Middlebury, CT 06762

  90 Saint Joseph Ave, Middlebury, CT 06762
• 

  $265,000 Sold Jan 22, 2025

  • 1,708 Sq Ft
  • $155/SF
  • 144 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1920

  1232 Straits Turnpike, Middlebury, CT 06762

  MIDDLEBURY! A "ONCE IN A LIFETIME" OPPORTUNITY TO OWN IN A HIGHLY SOUGHT AFTER SUBURBAN COMMUNITY, RENOWNED FOR IT'S SPECTACULAR SCHOOLS PRICED TO SELL! PLENTY OF LIVING SPACE HERE...OVER 1700 S.F.! TUCKED AWAY & PRIVATELY SITUATED, YET CONVENIENTLY LOCATED, FOR EASY COMMUTE TO NEW YORK, RT 8 & I-84! SPACIOUS YARD WITH 2 CAR DETACHED GARAGE. COME SEE FOR YOURSELF AND MAKE YOUR DREAMS COME TRUE!

  Judith Caputo Advantage Realty Group, Inc.

  1232 Straits Turnpike, Middlebury, CT 06762
• 

  Est $451,705 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,726 Sq Ft

  130 Whittemore Rd, Middlebury, CT 06762

  130 Whittemore Rd, Middlebury, CT 06762
• 

  $610,000 Sold Jan 03, 2025

  • 3,676 Sq Ft
  • $166/SF
  • 52 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 2005

  107 Periwinkle Dr, Middlebury, CT 06762

  Benson Woods is the perfect place for active adults seeking a serene and carefree lifestyle. The blend of condo and single-family living offers the best of both worlds. This home, offered by the original owner, boasts many custom features and a premium location that is both private and convenient. The open floor plan with hardwood floors throughout creates a warm and inviting atmosphere. The

  Mary Ann Hebert BHGRE Gaetano Marra Homes

  107 Periwinkle Dr, Middlebury, CT 06762
• 

  Est $351,708 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  137 White Ave, Middlebury, CT 06762

  137 White Ave, Middlebury, CT 06762

Showing Results 241 - 280, Page 7 of 18