127

Recently Sold Middlebury, CT Homes

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  • 835 Whittemore Rd, Middlebury, CT 06762

    $479,000 Sold May 21, 2025

    • 3,016 Sq Ft
    • $159/SF
    • 60 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1963

    835 Whittemore Rd, Middlebury, CT 06762

    Come see this Westside 4-bedroom beauty boasting over 1,800 sq. ft. of classic Colonial elegance. You'll fall in love with the charming wrap-around front porch, perfect for relaxing afternoons! Inside, you'll find a formal living and dining room with stunning natural woodwork and gleaming hardwood floors throughout. The bright, eat-in kitchen features tile flooring and comes fully equipped with

    Mike Albert RE/MAX RISE

    835 Whittemore Rd, Middlebury, CT 06762
  • 45 E Farms Rd, Middlebury, CT 06762

    $1,100,000 Sold May 19, 2025

    • 5,054 Sq Ft
    • $218/SF
    • 48 Days On Market
    • 4 Beds
    • 6 Baths
    • Built 2000

    45 E Farms Rd, Middlebury, CT 06762

    Over 5000 total finished sqft in this gorgeous custom colonial with 3 car garage situated on 1.84 acres in a neighborhood of like homes. Grand entry foyer and 9ft ceilings throughout the main level. Eat-in-kitchen with hard wood floors, island, breakfast bar, pantry, granite countertops, and high end stainless steel appliances including double oven, propane cooktop, and Sub Zero refrigerator.

    John Donato Jr Showcase Realty, Inc.

    45 E Farms Rd, Middlebury, CT 06762
  • 66 White Ave, Middlebury, CT 06762

    $385,000 Sold May 16, 2025

    • 2,568 Sq Ft
    • $150/SF
    • 139 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1938

    66 White Ave, Middlebury, CT 06762

    Start your new chapter here in the desirable town of Middlebury. All the charming appointments you would expect from an early 1900's home. Generous sized bedrooms & closets including one bedroom on the main floor. Hardwood flooring throughout. There is 1600 sq feet plus an ADDITIONAL 200+ heated square feet in the enclosed rear porch which has a full view of the expansive backyard. Lower level

    Gina Jacobs Gina Jacobs Real Estate

    66 White Ave, Middlebury, CT 06762
  • 129 Periwinkle Dr, Middlebury, CT 06762

    $625,000 Sold May 15, 2025

    • 2,476 Sq Ft
    • $252/SF
    • 45 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2005

    129 Periwinkle Dr, Middlebury, CT 06762

    Come live your best life at 129 Periwinkle Dr. This 2/3 Bedrm home offers apprx 2500 sqft of understated elegance & easy living PLUS the Unfinished Daylight Walkout Lower Level boasts apprx 1000 Sqft (ready to customize). You'll be captivated upon approach with its wonderful setting perched on a premium lot offering curb appeal & privacy yet is not secluded. At first glance it may appear more

    Lisa Gallagher William Raveis Real Estate

    129 Periwinkle Dr, Middlebury, CT 06762
  • 7 Arrowwood Ct Unit 7, Middlebury, CT 06762

    $630,000 Sold May 15, 2025

    • 3,465 Sq Ft
    • $182/SF
    • 77 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2019

    7 Arrowwood Ct Unit 7, Middlebury, CT 06762

    Discover luxury living in this beautifully upgraded end-unit condo located in the sought-after Ridgewood of Middlebury community. With 3,465 sq. ft., this spacious home offers 3 bedrooms, 3 full baths, and 1 half bath, providing ample space and comfort. Step inside to a traditional open floor plan featuring a gourmet kitchen with an over sized island, granite countertops, a gas stove, and

    Jonna Dibble BHGRE Gaetano Marra Homes

    7 Arrowwood Ct Unit 7, Middlebury, CT 06762
  • 679 Christian Rd, Middlebury, CT 06762

    $454,000 Sold May 08, 2025

    • 2,312 Sq Ft
    • $196/SF
    • 47 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1967

    679 Christian Rd, Middlebury, CT 06762

    Charming custom home with a barn on a flat lot! This spacious, custom-built home offers character, functionality, and endless potential. Situated on a beautiful level lot, the property includes a barn with a loft-perfect for storage, a workshop, or creative possibilities. Inside, you'll find a living room with a stone fireplace, a first-floor office, an eat-in kitchen, and a formal dining room. A

    Chloe White KW Legacy Partners

    679 Christian Rd, Middlebury, CT 06762
  • 43 Merideth Rd, Middlebury, CT 06762

    $385,000 Sold May 05, 2025

    • 1,576 Sq Ft
    • $244/SF
    • 51 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1957

    43 Merideth Rd, Middlebury, CT 06762

    This one-level home is nestled on a quiet, walkable street, backs up to a peaceful, wooded setting and is located in a sought-after neighborhood. The bright eat-in kitchen boasts a breakfast bar, plus a large window overlooking the backyard, providing a serene view. The spacious living room features hardwood floors and another large window, filling the space with natural light. This home offers

    Christina Zainc BHGRE Gaetano Marra Homes

    43 Merideth Rd, Middlebury, CT 06762
  • 34 Breakneck Hill Rd, Middlebury, CT 06762

    $799,000 Sold May 02, 2025

    • 4,551 Sq Ft
    • $176/SF
    • 19 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2006

    34 Breakneck Hill Rd, Middlebury, CT 06762

    Come view this beautiful bright and spacious Colonial located on an interior lot in Middlebury, CT! Home features 5 bedrooms with 3 full bathrooms. Features include a spacious Great room with over 800 sq feet of space, which is perfect to host any special occasion. The heart of this home, the eat-in kitchen which connects to Great room and Dining room, comes with wine cooler, granite countertops

    Arben Belica William Raveis Real Estate

    34 Breakneck Hill Rd, Middlebury, CT 06762
  • 130 Christian Rd, Middlebury, CT 06762

    $461,500 Sold Apr 30, 2025

    • 1,958 Sq Ft
    • $236/SF
    • 139 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1940

    130 Christian Rd, Middlebury, CT 06762

    Welcome to this beautiful Cape Cod home, offering 1,958 square feet of living space with a traditional layout and classic charm. Nestled in a peaceful neighborhood in Middlebury, this home is perfect for those seeking comfort and functionality. The home features two spacious bedrooms located upstairs and two additional bedrooms on the main level, providing flexible living options. Two full

    Joseph Conforti BHGRE Gaetano Marra Homes

    130 Christian Rd, Middlebury, CT 06762
  • 36 Aveline Ave, Middlebury, CT 06762

    $480,000 Sold Apr 25, 2025

    • 1,782 Sq Ft
    • $269/SF
    • 44 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1952

    36 Aveline Ave, Middlebury, CT 06762

    Discover this charming stucco ranch, nestled on a spacious 0.66-acre lot just five minutes from Route 84. This inviting home features four bedrooms and two full, fully remodeled bathrooms. Enjoy modern comforts with central air conditioning, making it an ideal retreat in any season. The property boasts a convenient horseshoe driveway and is situated on a peaceful dead-end road, offering privacy

    Wayne Watt Jr. THE CONNECTICUT AGENCY LLC

    36 Aveline Ave, Middlebury, CT 06762
  • 10 Stonington Ct, Middlebury, CT 06762

    $640,000 Sold Apr 17, 2025

    • 2,812 Sq Ft
    • $228/SF
    • 209 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2005

    10 Stonington Ct, Middlebury, CT 06762

    Come see this immaculate Colonial in Brookside of Middlebury. The main floor provides an open floor plan with a formal living room and dining room, family room with gas fireplace, and large eat in kitchen with granite counter tops, stainless steel appliances, and hardwood throughout. The main primary suite upstairs opens through double doors, with vaulted ceiling, dual walking closets, and full

    Scott Hellriegel Berkshire Hathaway NE Prop.

    10 Stonington Ct, Middlebury, CT 06762
  • 396 Watertown Rd, Middlebury, CT 06762

    $790,000 Sold Mar 31, 2025

    • 3,935 Sq Ft
    • $201/SF
    • 64 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2013

    396 Watertown Rd, Middlebury, CT 06762

    Charming Colonial with In-Law Suite - A Must-See! Welcome to this stunning colonial home situated on 1.4 acres, boasting 3 bedrooms and 2.5 baths in the main living space, perfectly designed for modern living with timeless elegance. The main level impresses with soaring 9+ ft ceilings, an open floor plan, and oversized windows that fill every corner with natural light. The heart of the home is

    Beth Santos Showcase Realty, Inc.

    396 Watertown Rd, Middlebury, CT 06762
  • 396 Watertown Rd, Middlebury, CT 06762

    $790,000 Sold Mar 31, 2025

    • 3,935 Sq Ft
    • $201/SF
    • 64 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2013

    396 Watertown Rd, Middlebury, CT 06762

    Charming Colonial with In-Law Suite - A Must-See! Welcome to this stunning colonial home situated on 1.4 acres, boasting 3 bedrooms and 2.5 baths in the main living space, perfectly designed for modern living with timeless elegance. The main level impresses with soaring 9+ ft ceilings, an open floor plan, and oversized windows that fill every corner with natural light. The heart of the home is

    Beth Santos Showcase Realty, Inc.

    396 Watertown Rd, Middlebury, CT 06762
  • 197 White Ave, Middlebury, CT 06762

    $410,000 Sold Mar 28, 2025

    • 1,494 Sq Ft
    • $274/SF
    • 55 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1928

    197 White Ave, Middlebury, CT 06762

    Charming 1920's 3 bedroom, 2 bath Cape nestled in a desirable Middlebury neighborhood. This home boasts modern mechanical updates, including split systems air conditioning for year-round comfort. Hardwood floors flow throughout the inviting living space. Outdoors, you'll find beautifully maintained perennial gardens and a private patio, perfect for relaxation or entertaining. Conveniently located

    Beth Santos Showcase Realty, Inc.

    197 White Ave, Middlebury, CT 06762
  • 191 Ridgewood Dr Unit 191, Middlebury, CT 06762

    $620,000 Sold Mar 28, 2025

    • 2,658 Sq Ft
    • $233/SF
    • 79 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2022

    191 Ridgewood Dr Unit 191, Middlebury, CT 06762

    Priced to Sell! Welcome to this rare new luxury home nestled in sought after Ridgewood community, perfectly situated on a cul-de-sac. This stunning newer built unit offers 3 spacious bedrooms, 2.5 bath & 2,658 SQFT w/ endless upgrades! Barely lived in, only 2 yrs old! Step inside & greeted by a beautiful open flr plan on the 1st flr, w/ upgraded wide hardwood flrs that flow seamlessly. Dining

    Jay Irvine Serhant Connecticut, LLC

    191 Ridgewood Dr Unit 191, Middlebury, CT 06762
  • 111 Periwinkle Dr Unit 111, Middlebury, CT 06762

    $585,000 Sold Mar 28, 2025

    • 2,476 Sq Ft
    • $236/SF
    • 131 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2005

    111 Periwinkle Dr Unit 111, Middlebury, CT 06762

    This bright and sunny home in the desirable 55+ community of Benson Woods combines country living with modern convenience. Located just minutes from shopping, town, and I-84, offering easy access for both relaxation and commuting. The spacious living room features cathedral ceilings, hardwood floors, and a cozy gas fireplace. The chef's kitchen includes granite countertops, ceiling-height

    Marvin and Laura Beninson Keller Williams Realty

    111 Periwinkle Dr Unit 111, Middlebury, CT 06762
  • 23 Hunting Ridge Rd, Middlebury, CT 06762

    $800,000 Sold Mar 26, 2025

    • 2,700 Sq Ft
    • $296/SF
    • 350 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2023

    23 Hunting Ridge Rd, Middlebury, CT 06762

    Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates.23 Hunting Ridge Road (aka Lot 6) is under construction and will be a 2600+ 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

    23 Hunting Ridge Rd, Middlebury, CT 06762
  • 28 Yale Ave, Middlebury, CT 06762

    $342,000 Sold Mar 21, 2025

    • 1,434 Sq Ft
    • $238/SF
    • 6 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 1923

    28 Yale Ave, Middlebury, CT 06762

    Welcome to this charming 1-bedroom house with incredible potential! This home is ready for you to move right in, featuring lots of new updates. The main living areas include an inviting living room, a dining area, and kitchen which features all-new appliances, perfect for cooking your favorite meals. With 2 full bathrooms, this home offers plenty of space for comfort and convenience. There are 2

    Lysa Napoli Showcase Realty, Inc.

    28 Yale Ave, Middlebury, CT 06762
  • 115 Periwinkle Dr Unit 115, Middlebury, CT 06762

    $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
  • 81 Sandy Beach 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
  • 81 Sandy Beach 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 condo 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 flooring

    Wilson Lamas Realty Group of New England, LLC

    81 Sandy Beach Rd, Middlebury, CT 06762
  • 6 Ridgewood 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
  • 377 Porter Ave, 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
  • 10 Yale Ave, 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
  • 74 E Ridge 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
  • 340 Burr Hall Rd, 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
  • 428 Benson Rd, 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
  • 15 Lakeview 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
  • 91 Richardson Dr, 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
  • 1053 Middlebury Rd, 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
  • 240 Carriage Dr, 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
  • 481 Long Meadow 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
  • 11 Strathmore 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
  • 89 Tyler Crossing, 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
  • 1738 Middlebury 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
  • 25 Somerset 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
  • 203 Tower Rd, 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
  • 1232 Straits Turnpike, 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
  • 107 Periwinkle Dr, 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
  • 828 Breakneck Hill Rd, Middlebury, CT 06762

    $383,000 Sold Dec 30, 2024

    • 2,220 Sq Ft
    • $173/SF
    • 17 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1951

    828 Breakneck Hill Rd, Middlebury, CT 06762

    Fabulous park-like grounds in beautiful neighborhood. This is a home needing complete professional rehab. Custom built with generous room sizes. Use your vision to picture this restored to its original elegance. Extensive work required, but will be absolutely stunning when finished. There is a 294sf beautiful room attached to home with fireplace. Room is not heated and could be used for three

    Mary Helen Levine Mary Helen Levine Real Estate LLC

    828 Breakneck Hill Rd, Middlebury, CT 06762

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