3,784

New Haven, CT Homes

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  • 4 Highridge Rd Unit 4, Middlebury, CT 06762

    $565,000 Sold Sep 18, 2024

    • 2,798 Sq Ft
    • $202/SF
    • 75 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2019

    4 Highridge Rd Unit 4, Middlebury, CT 06762

    Discover your dream home, a turn-key masterpiece exuding luxury and comfort. This stunning property features over $100K in upgrades, including fresh paint, custom plantation shutters, new hardwood floors in the primary bedroom and upper level, recessed lighting, custom closets, new stainless steel appliances, a new washer/dryer, a finished lower level, a freshly painted garage floor, and a Level

    Shelley Drakeley Drakeley Real Estate, Inc.

    4 Highridge Rd Unit 4, Middlebury, CT 06762
  • 185 Porter Ave, Middlebury, CT 06762

    $331,900 Sold Sep 16, 2024

    • 1,218 Sq Ft
    • $272/SF
    • 33 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1953

    185 Porter Ave, Middlebury, CT 06762

    REQUESTING HIGHEST AND BEST BY 8/16 AT 6:00PM. Charming Middlebury Cape in a desirable neighborhood close to the Greenway walking path and town center w /hiking trails right behind your private fenced in backyard. This home features 3 bedrooms, 1 full bathroom, public sewer and water, a new furnace and a Generac generator. Perfect home for those seeking comfort convenience and a welcoming

    Beth Santos Showcase Realty, Inc.

    185 Porter Ave, Middlebury, CT 06762
  • 90 Saint Joseph Ave, Middlebury, CT 06762

    $435,000 Sold Sep 11, 2024

    • 1,717 Sq Ft
    • $253/SF
    • 54 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1948

    90 Saint Joseph Ave, Middlebury, CT 06762

    Welcome to this stunning 4-bedroom, 2-full bath ranch located in a highly desirable neighborhood. This beautifully updated home features a gorgeous kitchen equipped with granite countertops and stainless steel appliances. The gleaming hardwood floors throughout the home add warmth and elegance to the spacious living areas. Both bathrooms are completely remodeled, offering modern fixtures and

    Robert Marucci Better Living Realty, LLC

    90 Saint Joseph Ave, Middlebury, CT 06762
  • 67 Algin Dr, Middlebury, CT 06762

    $440,000 Sold Sep 09, 2024

    • 2,376 Sq Ft
    • $185/SF
    • 80 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1965

    67 Algin Dr, Middlebury, CT 06762

    Meticulously maintained Middlebury Ranch on quiet dead end street. One owner home has been lovingly maintained. 3 bedrooms, 2.1 baths, primary w/ half bath, all bedrooms w/ hard flrs,full bath, living room w/ hard flrs with fireplace w/pellet insert. Eat in kitchen w/ stainless appliances leads to family room w/ laminate flooring. Large deck overlooks pristine level backyard with woods for

    Beth Santos Showcase Realty, Inc.

    67 Algin Dr, Middlebury, CT 06762
  • 150 Carriage Dr, Middlebury, CT 06762

    $620,000 Sold Aug 30, 2024

    • 2,492 Sq Ft
    • $249/SF
    • 4 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1963

    150 Carriage Dr, Middlebury, CT 06762

    Welcome home to this spacious 4 bedroom, 21/2 bath Colonial located on a lovely desirable Middlebury neighborhood. A perfect blend of functionality and desirable living in region 15 school district. This floor plan offers great flow for entertaining. A formal foyer leads to a front to back living room with oversized windows, hardwood floors and a wood burning fireplace. The remodeled kitchen with

    Colleen Burne Coldwell Banker Realty

    150 Carriage Dr, Middlebury, CT 06762
  • 28 Brookside Dr, Middlebury, CT 06762

    $660,000 Sold Aug 29, 2024

    • 3,512 Sq Ft
    • $188/SF
    • 127 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2005

    28 Brookside Dr, Middlebury, CT 06762

    Welcome to your dream colonial home nestled within the picturesque Brookside Development! This stunning residence boasts timeless elegance and modern comforts throughout, offering a lifestyle of luxury and convenience. Step inside and be greeted by the grandeur of the dramatic two-story family room, adorned with a captivating stone-faced fireplace featuring a woodstove insert, perfect for cozy

    Heather Crabtree Coldwell Banker Realty

    28 Brookside Dr, Middlebury, CT 06762
  • 3 Oakwood Dr Unit 2, Middlebury, CT 06762

    $695,831 Sold Aug 27, 2024

    • 2,290 Sq Ft
    • $304/SF
    • 71 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2023

    3 Oakwood Dr Unit 2, Middlebury, CT 06762

    Welcome to Granite Woods, a unique, brand new in-town 55+ home community featuring 24 Cape-style classic homes in the heart of tranquil Middlebury Village, walkable to restaurants, coffee shops, shopping, and direct access to the popular Middlebury Greenway Trail. Phase One is currently underway offering five unique designs that make living in style easy for years of family enjoyment while

    Robert Michaud Michaud Real Estate

    3 Oakwood Dr Unit 2, Middlebury, CT 06762
  • 129 Glenwood Ave, Middlebury, CT 06762

    $292,500 Sold Aug 20, 2024

    • 986 Sq Ft
    • $297/SF
    • 39 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1930

    129 Glenwood Ave, Middlebury, CT 06762

    This adorable and quaint home is perfect for those starting out or for anyone looking to downsize. Full of charm and character both inside and out this home features beautiful wood flooring, fireplace, dining room, eat in kitchen and two bedrooms upstairs with full bath. Outside enjoy the beautiful yard with the gardens and patio. The living room has a door to the upper level patio complete with

    Susan Hotchkiss Realty ONE Group Connect

    129 Glenwood Ave, Middlebury, CT 06762
  • 8 Oakwood Dr Unit 10, Middlebury, CT 06762

    $695,521 Sold Aug 13, 2024

    • 2,290 Sq Ft
    • $304/SF
    • 83 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2023

    8 Oakwood Dr Unit 10, Middlebury, CT 06762

    Welcome to Granite Woods, a unique, brand new in-town 55+ home community featuring 24 Cape-style classic homes in the heart of tranquil Middlebury Village, walkable to restaurants, coffee shops, shopping, and direct access to the popular Middlebury Greenway Trail. Phase One is currently underway offering five unique designs that make living in style easy for years of family enjoyment while

    Robert Michaud Michaud Real Estate

    8 Oakwood Dr Unit 10, Middlebury, CT 06762
  • 2 Northwood Dr, Middlebury, CT 06762

    $465,000 Sold Aug 09, 2024

    • 1,876 Sq Ft
    • $248/SF
    • 54 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1962

    2 Northwood Dr, Middlebury, CT 06762

    This wonderful Split Level is located in the heart of the charming Three Mile Hill neighborhood. Let's start with what makes this home so special! City Water and City Sewers, 2 Full and Newly Remodeled Baths, Updated Stainless Steel Kitchen Appliances, 2 Floor to Ceiling Fireplaces (on the main and lower levels), Large Lower Level Family Room, and Recessed Lighting. If that isn't enough to make

    Michael Magas BHGRE Gaetano Marra Homes

    2 Northwood Dr, Middlebury, CT 06762
  • 420 Bioski Rd, Middlebury, CT 06762

    $425,000 Sold Aug 07, 2024

    • 1,900 Sq Ft
    • $224/SF
    • 414 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2020

    420 Bioski Rd, Middlebury, CT 06762

    Welcome to your new home in beautiful historic Middlebury CT. Built in 2020, 420 Bioski Road is a 5-bedroom 3 Full Bath beauty that sits on just under one acre of land. The open concept main level with living room access to the deck is perfect for entertaining. The main level also has 2 bedrooms, perfect for guests or a home office. The kitchen which can also be accessed from the attached 2 car

    Yosheka Robinson Century 21 Scala Group

    420 Bioski Rd, Middlebury, CT 06762
  • 405 Chestnut Cir Unit 77, Middlebury, CT 06762

    $649,500 Sold Jul 25, 2025

    • 2,292 Sq Ft
    • $283/SF
    • 99 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 2025

    405 Chestnut Cir Unit 77, Middlebury, CT 06762

    Welcome to our final phase!!! Chestnut Circle consists of 5 Simsbury Elite homes on a private circle! These homesites have many upgraded options including walk-out basements, expanded great rooms, premium locations and more! Debating between a house or a condo? Benson Woods (over 55 community) offers the best of both worlds!

    Jodi Dawley Real Estate Two

    405 Chestnut Cir Unit 77, Middlebury, CT 06762
  • 407 Chestnut Cir Unit 78, Middlebury, CT 06762

    $710,500 Sold Jun 20, 2025

    • 2,292 Sq Ft
    • $310/SF
    • 520 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2023

    407 Chestnut Cir Unit 78, Middlebury, CT 06762

    Welcome to our next phase!!! Chestnut Circle consists of 5 Simsbury Elite homes on a private circle! These homesites have many upgraded options including walk-out basements, expanded great rooms, premium locations and more! Debating between a house or a condo? Benson Woods (over 55 community) offers the best of both worlds!

    Jodi Dawley Real Estate Two

    407 Chestnut Cir Unit 78, Middlebury, CT 06762
  • 403 Chestnut Cir Unit 76, Middlebury, CT 06762

    $702,500 Sold May 23, 2025

    • 2,292 Sq Ft
    • $307/SF
    • 533 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2023

    403 Chestnut Cir Unit 76, Middlebury, CT 06762

    Welcome to our next phase!!! Chestnut Circle consists of 5 Simsbury Elite homes on a private circle! These homesites have many upgraded options including walk-out basements, expanded great rooms, premium locations and more! Debating between a house or a condo? Benson Woods (over 55 community) offers the best of both worlds!

    Jodi Dawley Real Estate Two

    403 Chestnut Cir Unit 76, Middlebury, CT 06762
  • 401 Chestnut Cir Unit 75, Middlebury, CT 06762

    $707,200 Sold Apr 04, 2025

    • 2,292 Sq Ft
    • $309/SF
    • 535 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2023

    401 Chestnut Cir Unit 75, Middlebury, CT 06762

    Welcome to our next phase!!! Chestnut Circle consists of 5 Simsbury Elite homes on a private circle! These homesites have many upgraded options including walk-out basements, expanded great rooms, premium locations and more! Debating between a house or a condo? Benson Woods (over 55 community) offers the best of both worlds!

    Jodi Dawley Real Estate Two

    401 Chestnut Cir Unit 75, Middlebury, CT 06762
  • 409 Chestnut Cir Unit 79, Middlebury, CT 06762

    $710,000 Sold Mar 07, 2025

    • 2,292 Sq Ft
    • $310/SF
    • 17 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 2024

    409 Chestnut Cir Unit 79, Middlebury, CT 06762

    Construction is now underway on the final homesite in the highly sought-after Phase 3 of Chestnut Circle, featuring 5 exclusive Simsbury Elite homes on a private cul-de-sac! This particular home boasts numerous upgrades, including a walkout basement with 9-foot foundation walls, an expanded kitchen with a center island, prefinished hardwood floors on the main level, a spacious 10x20 deck off the

    Jodi Dawley Real Estate Two

    409 Chestnut Cir Unit 79, Middlebury, CT 06762
  • 185 Curtis Farms Rd, Middlebury, CT 06762

    $570,000 Sold Oct 01, 2024

    • 2,240 Sq Ft
    • $254/SF
    • 1 Day On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1998

    185 Curtis Farms Rd, Middlebury, CT 06762

    Welcome to 185 Curtis Farms Road in Middlebury! This beautiful home sits on 2.3 acres and features 4 bedrooms, 2.5 baths, and a finished basement. Enjoy the spaciousness of an oversized two-car garage and a 480 sq ft outdoor patio, perfect for entertaining. With a newer roof and modern amenities, this home offers convenience and comfort. Located in the award-winning Region 15 School District, it

    Ricky Cotton Century 21 AllPoints Realty

    185 Curtis Farms Rd, Middlebury, CT 06762

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