3,784

New Haven, CT Homes

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  • 11 White Birch Ln, Middlebury, CT 06762
    11 White Birch Ln, Middlebury, CT 06762
    11 White Birch Ln, Middlebury, CT 06762
    /18

    $999,500 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,000 Sq Ft

    11 White Birch Ln, Middlebury, CT 06762

    Welcome to 11 White Birch Lane - a rare opportunity to create your ideal home in one of Middlebury's most desirable neighborhoods. This to-be-built, customizable residence will offer 4 spacious bedrooms, 4.1 luxurious baths, a 3-car garage, and an open-concept layout designed for modern living. From the beautiful hardwood floors and stunning kitchen island to the generous allowances for tile &

    Donna Kennedy Keller Williams Realty

    11 White Birch Ln, 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
  • 1 Richardson Dr, Middlebury, CT 06762
    1 Richardson Dr, Middlebury, CT 06762
    1 Richardson Dr, Middlebury, CT 06762
    /4

    $449,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,924 Sq Ft

    1 Richardson Dr, Middlebury, CT 06762

    * TO BE BUILT * WATERBURY ADDRESS, BUT WITH THE AMBIANCE OF MIDDLEBURY! THIS VERY PRIVATE 1 ACRE REAR LOT YIELDS A SUBURBAN FEEL, BUT W/ THE CONVENIENCES OF PROXIMITY TO HIGHWAYS AND SERVICE OF PUBLIC UTILITIES! TRULY A REAR OFFERING! 3/4 BED, 2.5 BATH RSD RANCH W/ VAULTED CEILING & ALL OF TODAY'S DESIGN FLAIR! LOOKING FOR A FAMILY COMPUND? THERE IS A 3/4 ACRE SISTER LOT ADJACENT TO THIS ONE

    Scott Tedesco Tedesco Real Estate

    1 Richardson Dr, 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
  • 294 Christian Rd, Middlebury, CT 06762
    294 Christian Rd, Middlebury, CT 06762
    294 Christian Rd, Middlebury, CT 06762
    /8

    $899,000 New Construction

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

    294 Christian Rd, Middlebury, CT 06762

    New construction designed to 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 majestic 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

    Ellie Gollenberg BHGRE Gaetano Marra Homes

    294 Christian Rd, 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
  • 15 Hunting Ridge Rd, Middlebury, CT 06762
    15 Hunting Ridge Rd, Middlebury, CT 06762
    /2

    $759,900 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
  • 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
  • 28 Hunting Ridge Rd, Middlebury, CT 06762
    28 Hunting Ridge Rd, Middlebury, CT 06762
    /2

    $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
  • 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
  • 0 N Benson Rd Unit 59 24116892, Middlebury, CT 06762
    0 N Benson Rd Unit 59 24116892, Middlebury, CT 06762
    0 N Benson Rd Unit 59 24116892, Middlebury, CT 06762
    /9

    $568,564 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,206 Sq Ft

    0 N Benson Rd Unit 59 24116892, Middlebury, CT 06762

    An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55+ Adult Community located in the charming town of Middlebury. This under construction neighborhood will be comprised of 32 attached townhomes across 11 buildings offering a two-story design and unique details crafted just for adults over 55. Experience effortless living in beautifully appointed attached

    Renee Meuse Lovley Century 21 AllPoints Realty

    0 N Benson Rd Unit 59 24116892, 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
  • 29 Winding Trail Unit 29, Middlebury, CT 06762
    29 Winding Trail Unit 29, Middlebury, CT 06762
    29 Winding Trail Unit 29, Middlebury, CT 06762
    /40

    $530,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,130 Sq Ft

    29 Winding Trail Unit 29, Middlebury, CT 06762

    Beautiful luxury Portman Condo in Sought-After Ridgewood Community. Stunning 3-bed, 2.5-bath built by Toll Brothers, nestled on a private cul-de-sac in unique location. Over 2,100 sqft designed modern living space, this home includes a 4-foot bump-out for added size. Entering the home, the first floor features an open floor plan w/ hardwood floors, white cabinetry, stainless steel appliances,

    Jay Irvine Serhant Connecticut, LLC

    29 Winding Trail Unit 29, 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
  • 76 Three Mile Hill Rd, Middlebury, CT 06762
    76 Three Mile Hill Rd, Middlebury, CT 06762
    76 Three Mile Hill Rd, Middlebury, CT 06762
    /38

    $549,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,088 Sq Ft

    76 Three Mile Hill Rd, Middlebury, CT 06762

    Meticulously maintained and completely renovated in 2024, this move-in-ready home is a true masterpiece of thoughtful design. Located in one of Middlebury's most desirable neighborhoods, this 4 bedroom, 3 full bath home is a gem not to be missed. From the moment you step inside, you feel the warmth and coziness of the home combined with the ease of modern living. The updated kitchen boasts

    Lisa Clarke Dave Jones Realty, LLC

    76 Three Mile Hill 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 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
  • 74 Joy Rd, Middlebury, CT 06762
    74 Joy Rd, Middlebury, CT 06762
    74 Joy Rd, Middlebury, CT 06762
    /33

    $449,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,842 Sq Ft

    74 Joy Rd, Middlebury, CT 06762

    Gorgeous ranch located on a private cul-de-sac in Middlebury! This fully updated three bedroom ranch features hardwood floors throughout the entire main level, oversized eat in kitchen with quartz countertops and stainless-steel appliances, new windows, brand new central air, and a Buderus oil furnace. Your completely finished lower level has a full bathroom with walk out to the fenced in

    Tom Dorso Mapleridge Realty

    74 Joy 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
  • 0 N Benson Rd Unit 44 24109951, Middlebury, CT 06762
    0 N Benson Rd Unit 44 24109951, Middlebury, CT 06762
    0 N Benson Rd Unit 44 24109951, Middlebury, CT 06762
    /9

    $555,888 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,252 Sq Ft

    0 N Benson Rd Unit 44 24109951, Middlebury, CT 06762

    Only 3 Units Remaining! An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55+ Adult Community located in the charming town of Middlebury. This under construction neighborhood will be comprised of 32 attached townhomes across 11 buildings offering a two-story design and unique details crafted just for adults over 55. Experience effortless living in beautifully

    Renee Meuse Lovley Century 21 AllPoints Realty

    0 N Benson Rd Unit 44 24109951, 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
  • 0 N Benson Rd Unit 52 24100213, Middlebury, CT 06762
    0 N Benson Rd Unit 52 24100213, Middlebury, CT 06762
    0 N Benson Rd Unit 52 24100213, Middlebury, CT 06762
    /9

    $560,753 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,206 Sq Ft

    0 N Benson Rd Unit 52 24100213, Middlebury, CT 06762

    5 Units Remaining! An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55+ Adult Community located in the charming town of Middlebury. This under construction neighborhood will be comprised of 32 attached townhomes across 11 buildings offering a two-story design and unique details crafted just for adults over 55. Experience effortless living in beautifully

    Renee Meuse Lovley Century 21 AllPoints Realty

    0 N Benson Rd Unit 52 24100213, 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
  • 288 Watertown Rd Unit Lot 5, Middlebury, CT 06762
    288 Watertown Rd Unit Lot 5, Middlebury, CT 06762
    288 Watertown Rd Unit Lot 5, Middlebury, CT 06762
    /6

    $200,000 Pending

    • Land
    • 1.13 Acres
    • $176,991 per Acre

    288 Watertown Rd Unit Lot 5, Middlebury, CT 06762

    Gorgeous 1.13 acre lot in a brand new subdivision. Level and on a private road. Proposed 4 Bedroom home with well and septic and underground utilities. Build your dream home! We can arrange a builder or modular homes as well. Frontage of lot disclosed in mls is frontage on Watertown Rd. Frontage on private drive is per maps. Assessment and Taxes TBD. Shared maintenance for private driveway. Flood

    John Donato Jr Showcase Realty, Inc.

    288 Watertown Rd Unit Lot 5, 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
  • 0 N Benson Rd Unit 46 24097231, Middlebury, CT 06762
    0 N Benson Rd Unit 46 24097231, Middlebury, CT 06762
    0 N Benson Rd Unit 46 24097231, Middlebury, CT 06762
    /9

    $522,128 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,950 Sq Ft

    0 N Benson Rd Unit 46 24097231, Middlebury, CT 06762

    An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55+ Adult Community located in the charming town of Middlebury. This under construction neighborhood will be comprised of 32 attached townhomes across 11 buildings offering a two-story design and unique details crafted just for adults over 55. Experience effortless living in beautifully appointed attached

    Renee Meuse Lovley Century 21 AllPoints Realty

    0 N Benson Rd Unit 46 24097231, 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

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