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Recently Sold Southbury, CT Homes

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  • 130 Horseshoe Dr, Southbury, CT 06488

    $426,000 Sold Sep 24, 2024

    • 1,494 Sq Ft
    • $285/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1930

    130 Horseshoe Dr, Southbury, CT 06488

    Welcome home to your charming cottage complete with the updates and open-floor plan you've been searching for! You'll instantly feel at home as you are welcomed with the custom wood beams, vaulted ceilings and stunning, large fireplace. Enjoy cooking meals in your updated kitchen complete with a butcher block island and quaint dining space. The bedrooms are perfectly tucked away from the main

    Kristyn Ventresca William Pitt Sotheby's Int'l

    130 Horseshoe Dr, Southbury, CT 06488
  • 927 Heritage Village Unit A, Southbury, CT 06488

    $379,000 Sold Sep 24, 2024

    • 1,398 Sq Ft
    • $271/SF
    • 50 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    927 Heritage Village Unit A, Southbury, CT 06488

    Prepare to be impressed by this fabulous, turn-key Country House in 55+ Heritage Village! This stylishly remodeled 2bed/2bath condo is in a prime location with easy level access from nearby garage and a private patio with views of the verdant lawn and woods. From the welcoming foyer one steps into the sunny front-to-back living and dining areas. The living room is focused on a wood burning

    Justin Bette Joseph Bette REALTORS Inc

    927 Heritage Village Unit A, Southbury, CT 06488
  • 865 Heritage Village Unit A, Southbury, CT 06488

    $347,000 Sold Sep 24, 2024

    • 1,432 Sq Ft
    • $242/SF
    • 38 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1973

    865 Heritage Village Unit A, Southbury, CT 06488

    Nestled within the prestigious Hilltop section of Heritage Village, an Award winning 55+ community, this Sherman model is situated on a flat private lot with a short walk to garage & plenty of guest parking. Enjoy the beautiful engineered hardwood floors throughout unit, granite kitchen countertop, updated interior doors, remodeled guest bathroom and a cozy woodburning fireplace in living room.

    Deborah Snopkowski Coldwell Banker Realty

    865 Heritage Village Unit A, Southbury, CT 06488
  • 118 Heritage Village Unit B, Southbury, CT 06488

    $350,000 Sold Sep 23, 2024

    • 1,432 Sq Ft
    • $244/SF
    • 80 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1968

    118 Heritage Village Unit B, Southbury, CT 06488

    This charming Sherman model with two generous sized bedrooms and two completely remodeled bathrooms is move in ready. Walk into the open concept unit and you will see gleaming wood floors through out leading to the liv room with fireplace and a wall of built ins. There is a slider leading out to a private patio with lots of flowers and mature plantings. The kitchen has quartz counter tops,

    Peggy Egan William Raveis Real Estate

    118 Heritage Village Unit B, Southbury, CT 06488
  • 822 Heritage Village Unit D, Southbury, CT 06488

    $237,000 Sold Sep 20, 2024

    • 1,071 Sq Ft
    • $221/SF
    • 23 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    822 Heritage Village Unit D, Southbury, CT 06488

    Investors and handy buyers do not miss this opportunity to customize a well-located 2 bedroom/2 bathroom Winthrop unit in 55+ Heritage Village. A short, flat walk from nearest end garage. Semi private stone patio, fireplace. Available immediately, being sold "as is". All appliances "as is". Come check it out and make it your own! Highest & Best by Saturday, 8/31/2024 at 5:00pm.

    Deborah Bette Joseph Bette REALTORS Inc

    822 Heritage Village Unit D, Southbury, CT 06488
  • 887 Bullet Hill Rd, Southbury, CT 06488

    $690,000 Sold Sep 20, 2024

    • 2,664 Sq Ft
    • $259/SF
    • 154 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1988

    887 Bullet Hill Rd, Southbury, CT 06488

    Welcome to 887 Bullet Hill Road, where a newly paved, meandering driveway leads you to an updated and well-maintained 4-bedroom, 2 full bath, and 2 half bath Colonial-Contemporary home. Perfectly situated in a private setting close to town and all of life's creature comforts, this home features a gleaming white kitchen with an expansive center island, stainless steel appliances, and an abundance

    Andy Sachs Around Town Real Estate LLC

    887 Bullet Hill Rd, Southbury, CT 06488
  • 117 Oak Hill Dr, Southbury, CT 06488

    $550,000 Sold Sep 20, 2024

    • 2,802 Sq Ft
    • $196/SF
    • 89 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1976

    117 Oak Hill Dr, Southbury, CT 06488

    Welcome to 117 Oak Hill located on a desirable, friendly, bucolic tree lined street that exudes that small town feeling. This unique Cape offers 3 Levels of Living & Entertaining areas. The Main Level w/HW flooring enjoys the Large Great Room w/direct access from the 2 car attached garage or door from driveway, knotty pine (tongue & groove construction), split A/C, walls & ceiling w/a wall of

    Dawn Rousseau Showcase Realty, Inc.

    117 Oak Hill Dr, Southbury, CT 06488
  • 726 Heritage Village Unit B, Southbury, CT 06488

    $440,000 Sold Sep 19, 2024

    • 1,398 Sq Ft
    • $315/SF
    • 15 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    726 Heritage Village Unit B, Southbury, CT 06488

    Welcome to your dream home in the vibrant Heritage Village community! This beautifully remodeled country house offers a perfect blend of charm and modern luxury, designed specifically for an active adult lifestyle. Step inside this delightful residence to find a spacious open concept layout that's both inviting and functional. The heart of the home is the completely updated kitchen, featuring

    Heather Crabtree Coldwell Banker Realty

    726 Heritage Village Unit B, Southbury, CT 06488
  • 567 Heritage Village Unit B, Southbury, CT 06488

    $337,000 Sold Sep 17, 2024

    • 1,432 Sq Ft
    • $235/SF
    • 137 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1971

    567 Heritage Village Unit B, Southbury, CT 06488

    Welcome to 567B Heritage Village. This warm and inviting Sherman Ranch unit is what you have been waiting for, located in a quiet 4-unit cul-de-sac. This updated kitchen w/ wood cabinets, backsplash and tasteful granite with new ss appliances. The spacious LR & DR w/ wood fireplace, sliders which lead to an oversized stone patio w/ awning. Primary bedroom suite, plenty of closets/storage. Primary

    Beth Santos Showcase Realty, Inc.

    567 Heritage Village Unit B, Southbury, CT 06488
  • 746 Heritage Village Unit A, Southbury, CT 06488

    $315,000 Sold Sep 17, 2024

    • 1,063 Sq Ft
    • $296/SF
    • 99 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    746 Heritage Village Unit A, Southbury, CT 06488

    Welcome to this warm Winthrop Model located in Heritage Village a fifty-five plus community located in the heart of Southbury. This 2 bedroom 2 bath unit has a flat walk from your garage and is filled with so much light. Updated with a heat pump, hot water tank, appliances, ceiling fans in all the rooms, pull out drawers in your kitchen pantry and cabinets. Up on the hill close to pool 4, the

    Bonnie Wilson Berkshire Hathaway NE Prop.

    746 Heritage Village Unit A, Southbury, CT 06488
  • 931 Heritage Village Unit B, Southbury, CT 06488

    $310,000 Sold Sep 16, 2024

    • 1,398 Sq Ft
    • $222/SF
    • 113 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    931 Heritage Village Unit B, Southbury, CT 06488

    Country House located in the Hilltop East area of Heritage Village. 2 Bedrooms - 2 Bathrooms - Eat-in Kitchen - Combination Living Room/Dining Room with Fireplace. 2.5 Ton Trane Heat Pump/Air-Conditioning. End Unit with lots of privacy. 3 Sliders to Patio. Gardeners delight! Probate is through

    Kerri Dimitratos William Raveis Real Estate

    931 Heritage Village Unit B, Southbury, CT 06488
  • 300 Heritage Village Unit B, Southbury, CT 06488

    $255,000 Sold Jul 10, 2025

    • 1,432 Sq Ft
    • $178/SF
    • 21 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1970

    300 Heritage Village Unit B, Southbury, CT 06488

    Well located "Sherman" style condo in 55+ Heritage Village. Short walk from garage and no stairs. Private backyard patio area. Condo needs complete renovation, great for investors.

    Justin Bette Joseph Bette REALTORS Inc

    300 Heritage Village Unit B, Southbury, CT 06488
  • 510 Jeremy Swamp Parcel A Rd, Southbury, CT 06488

    $119,000 Sold Feb 18, 2025

    • Land
    • 2.13 Acres
    • $55,869 per Acre
    • 7 Days On Market

    510 Jeremy Swamp Parcel A Rd, Southbury, CT 06488

    Great Opportunity to own a 2.13 acre approved parcel minutes from I-84, Town Shopping and Schools! Open Meadow! Convenient to town center: medical facilities, parks & recreation and Region 15 schools. See attached Site Plan for Survey and Septic Plan. Perks and Deeps are attached as well.

    Ron Nettleton William Raveis Real Estate

    510 Jeremy Swamp Parcel A Rd, Southbury, CT 06488
  • 194 Horizon Hill Unit Lot 36, Southbury, CT 06488

    $1,164,505 Sold Dec 30, 2024

    • 4,189 Sq Ft
    • $278/SF
    • 11 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2024

    194 Horizon Hill Unit Lot 36, Southbury, CT 06488

    This charming 4 bedroom, 2.5 bathroom home includes everything a modern family needs, including an oversized 3-car garage and an expansive primary suite. The two-story foyer of the Lillinonah offers easy access to the study, and is accentuated by a unique turned stair, the focal point of this signature line home. The well-appointed chef’s kitchen opens to a spacious casual dining room which

    Lori Civitillo EG Group Realty

    194 Horizon Hill Unit Lot 36, Southbury, CT 06488
  • 192 Willow Creek Estates Dr, Southbury, CT 06488

    $299,000 Sold Dec 02, 2024

    • Land
    • 1.81 Acres
    • $165,193 per Acre
    • 4 Days On Market

    192 Willow Creek Estates Dr, Southbury, CT 06488

    192 Willow Creek Estates Drive (Lot 6) is located at prestigious Willow Creek Estates, Southbury's Only Gated Community! This gorgeous, 1.81 acre Lot features stunning views over looking both Willow Creek Farm and the Valley. We can help you design your custom home to fulfill all your needs with one of our builders or you can bring your own builder. The Homes at Willow Creek are Everything but

    Jill Sloane Brown Harris Stevens

    192 Willow Creek Estates Dr, Southbury, CT 06488
  • 190 Horizon Hill Unit Lot 37, Southbury, CT 06488

    $947,740 Sold Nov 12, 2024

    • 3,776 Sq Ft
    • $251/SF
    • 19 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2024

    190 Horizon Hill Unit Lot 37, Southbury, CT 06488

    TO BE BUILT WARAMAUG MODEL. This thoughtfully designed 4-bedroom, 2.5-bathroom home evokes a sense of grace and sophistication and features a private and serene first-floor owner’s suite. The welcoming entry and two-story foyer flow seamlessly into the two-story great room and open breakfast area. The oversized chef’s kitchen anchors the first floor and features a large center island and plenty

    Lori Civitillo EG Group Realty

    190 Horizon Hill Unit Lot 37, Southbury, CT 06488
  • 1 Alder Ct Unit 1, Woodbury, CT 06798

    $300,000 Sold Sep 11, 2025

    • 1,365 Sq Ft
    • $220/SF
    • 54 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1974

    1 Alder Ct Unit 1, Woodbury, CT 06798

    Welcome to the Woodlake Community! Experience pride of ownership in this beautifully maintained and thoughtfully updated townhouse, ideally located in the highly desirable Woodlake condominium complex in Woodbury. This bright and spacious home welcomes you with a warm and inviting open-concept living and dining area-perfect for relaxing or entertaining. A rare, approved pellet stove insert adds

    Camilo Ramirez Higgins Group Real Estate

    1 Alder Ct Unit 1, Woodbury, CT 06798
  • 1 Summit Ct Unit 1, Woodbury, CT 06798

    $262,500 Sold Sep 04, 2025

    • 1,182 Sq Ft
    • $222/SF
    • 35 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1980

    1 Summit Ct Unit 1, Woodbury, CT 06798

    Step into this charming end-unit townhouse in the inviting Woodlake Community. It boasts 2 bedrooms and 2 full bathrooms with an open floor plan tailored to your needs. Enjoy a convenient spot near I-84 for an easy commute and close to local shops and restaurants offering farm-to-table delights. The community welcomes you with scenic walking paths and a serene lake for swimming and kayaking.

    Tim Drakeley Drakeley Real Estate, Inc.

    1 Summit Ct Unit 1, Woodbury, CT 06798
  • 9 Lower Commons Unit 9, Woodbury, CT 06798

    $290,000 Sold Aug 29, 2025

    • 1,456 Sq Ft
    • $199/SF
    • 98 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1979

    9 Lower Commons Unit 9, Woodbury, CT 06798

    This beautiful end unit condo rests in the Woodlake association of Woodbury. Maintenance free living in a sought-after location features 2 generous bedrooms & 2.5 bathrooms. The 1st floor offers hardwood floors, half bathroom, and an updated eat-in kitchen that opens to both the dining room and family room with inserted fireplace. This, along with an additional heat pump cuts heating bills

    Michelle Lorenzetti Premier Re Group LLC

    9 Lower Commons Unit 9, Woodbury, CT 06798
  • 22 Thorson Rd, Oxford, CT 06478

    $975,000 Sold Aug 22, 2025

    • 3,198 Sq Ft
    • $305/SF
    • 37 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2019

    22 Thorson Rd, Oxford, CT 06478

    6 Years Young this SPECTACULAR COUNTRY CAPE has a lot to offer - from a near perfect yard, to WESTERN SUNSET VIEWS, to the professional landscaping and fenced in yard and even the VIEWS OF BEAUTIFUL HORSES next door. This home is deeply finished and ULTRA-CLEAN - nothing to do except MOVE IN AND ENJOY! Primary suite and laundry room on main level, open kitchen with twin islands and dining area,

    Scott Volpe Coldwell Banker Realty

    22 Thorson Rd, Oxford, CT 06478
  • 28 Farview Dr, Sandy Hook, CT 06482

    $450,000 Sold May 14, 2025

    • 2,159 Sq Ft
    • $208/SF
    • 177 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1940

    28 Farview Dr, Sandy Hook, CT 06482

    28 Farview Drive is a deceivingly spacious ranch with seasonal WATER VIEWS! The main floor has a large kitchen with a breakfast nook, 2 bedrooms with a J&J bathroom, FLOOR-TO-CEILING windows in the dining/living space with incredible seasonal views which can be enjoyed from both the upper AND lower covered decks. The WALKOUT basement has several large windows for natural light, a full bath,

    Alyssa Kritzman NestSeekers International

    28 Farview Dr, Sandy Hook, CT 06482
  • 381 South St, Roxbury, CT 06783

    $1,725,000 Sold Apr 25, 2025

    • 4,112 Sq Ft
    • $420/SF
    • 186 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2011

    381 South St, Roxbury, CT 06783

    Meander over a small bridge and through tall pines to reach this distinctive 4 bedroom home on 6 very private acres. A gracious wood paneled central foyer directs you into the living room, dining room, or through to a thoughtfully designed great room. The kitchen features a wrap-around island with bar stools, high-end appliances walk-in pantry/laundry. It also opens to the breakfast nook and

    Stacey Matthews W. Raveis Lifestyles Realty

    381 South St, Roxbury, CT 06783
  • 29 Fox Run, Woodbury, CT 06798

    $265,000 Sold Mar 11, 2025

    • 1,182 Sq Ft
    • $224/SF
    • 131 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1980

    29 Fox Run, Woodbury, CT 06798

    Discover your serene retreat in this well-cared-for End unit, featuring numerous upgrades throughout and has a coveted garage plus an assigned parking space and plentiful guest parking. As you enter the community, be greeted by the tranquil lake, enhancing the peaceful ambiance of your new home. Many updates have been done including a modern kitchen with stainless steel appliances, updated

    Wendy Brazauskas Coldwell Banker Realty

    29 Fox Run, Woodbury, CT 06798
  • 11 Lower Commons Unit 11, Woodbury, CT 06798

    $260,000 Sold Feb 27, 2025

    • 1,182 Sq Ft
    • $220/SF
    • 99 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1980

    11 Lower Commons Unit 11, Woodbury, CT 06798

    Discover the charm and modern comforts of this beautifully updated condo! Perfect for anyone looking to settle down near nature while maintaining quick access to local amenities, this two-bedroom, two and a half-bathroom gem offers both style and convenience. Step inside to find a recently updated galley kitchen featuring new quartz countertops, a farmhouse sink, a stylish tile backsplash, and a

    David White OwnerEntry.com

    11 Lower Commons Unit 11, Woodbury, CT 06798
  • 550 Grassy Hill Rd, Woodbury, CT 06798

    $375,000 Sold Feb 21, 2025

    • 1,332 Sq Ft
    • $282/SF
    • 162 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1939

    550 Grassy Hill Rd, Woodbury, CT 06798

    ATTENTION SAVVY BUYERS! 2 PROPERTIES FOR THE PRICE OF ONE INCLUDING 1 ACRE SEPERATE LAND IN WOODBURY!! Beautifully updated and move in ready 3 Bed ranch style home with one-level living on a private country setting nestled on a picturesque lot. A Living room w/ working fireplace and woodstove. Modern and spacious E-I-Kitchen with stainless steel appliances. Laminate floors throughout. Laundry

    Dee Ceylan Coldwell Banker Realty

    550 Grassy Hill Rd, Woodbury, CT 06798
  • 77 Waterview Dr, Sandy Hook, CT 06482

    $288,575 Sold Jan 15, 2025

    • 775 Sq Ft
    • $372/SF
    • 52 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1956

    77 Waterview Dr, Sandy Hook, CT 06482

    Welcome to your charming bungalow by the lake! This delightful home has just been freshly painted. You'll love the spacious deck, perfect for relaxing in your fenced-in backyard, plus a detached garage for all your storage needs. This property is an ideal spot for first-time homebuyers or those looking to downsize while enjoying the beauty of a lake community. Just a short stroll of less than

    Thais Godinho Keller Williams Realty

    77 Waterview Dr, Sandy Hook, CT 06482
  • 38 Mohawk Trail, Sandy Hook, CT 06482

    $290,000 Sold Jan 06, 2025

    • 984 Sq Ft
    • $295/SF
    • 90 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1935

    38 Mohawk Trail, Sandy Hook, CT 06482

    Ranch located in Cedarhurst Community. Enjoy year round views of Lake Zoar and relax from deck. Short walk to beach, boat docks and hiking trails. This cozy, warm ranch has 3 bedrooms, 2 on main level and 1 located in lower level, 1 full bath and open concept layout. Bright and airy kitchen with oversized counter top, crisp clean country cabinetry as partial divider. Mudroom off kitchen has

    Deanna Cocivi Scalzo Real Estate

    38 Mohawk Trail, Sandy Hook, CT 06482
  • 141 Edgelake Dr, Sandy Hook, CT 06482

    $365,000 Sold Dec 30, 2024

    • 689 Sq Ft
    • $530/SF
    • 158 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1982

    141 Edgelake Dr, Sandy Hook, CT 06482

    Enjoy the simple life and beautiful views of Lake Zoar all year long. Two bedroom cottage and one full bath. Finished lower level with living room leads out to the deck. Dock and mooring for a boat. Nice grassy area next to water. Minutes from downtown Sandy Hook. It's the perfect getaway cottage.

    Chris LaCava Coldwell Banker Realty

    141 Edgelake Dr, Sandy Hook, CT 06482
  • 9 Todds Rd, Sandy Hook, CT 06482

    $357,000 Sold Dec 11, 2024

    • 944 Sq Ft
    • $378/SF
    • 32 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1945

    9 Todds Rd, Sandy Hook, CT 06482

    Experience serene lake life in this beautifully updated 2-bedroom, 1-bath home on a spacious corner lot. This home features a large, level fenced backyard and an oversized, detached two-car garage, perfect for extra storage. The living room boasts cathedral ceilings with charming exposed beams, a cozy wood-burning fireplace, and plenty of natural light-an ideal space for relaxing or entertaining.

    Monica Palmerie RE/MAX RISE

    9 Todds Rd, Sandy Hook, CT 06482
  • 2 Summit Ct Unit 2, Woodbury, CT 06798

    $259,900 Sold Nov 01, 2024

    • 1,182 Sq Ft
    • $220/SF
    • 55 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1980

    2 Summit Ct Unit 2, Woodbury, CT 06798

    Nestled at the top of the complex, this property offers ultimate privacy, backed by serene woods, ensuring a quiet and peaceful environment. Only residents venture up this far, adding to the exclusivity. This unit includes one outdoor parking spot and a garage bay with an automatic door and keypad entry-an uncommon feature in the community. The convenience extends with a short, flat walk from

    Adam Zak Century 21 Classic Homes

    2 Summit Ct Unit 2, Woodbury, CT 06798
  • 1 Pootatuck Park Rd, Sandy Hook, CT 06482

    $969,900 Sold Oct 23, 2024

    • 2,786 Sq Ft
    • $348/SF
    • 105 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1951

    1 Pootatuck Park Rd, Sandy Hook, CT 06482

    Just a few details left on this waterfront gem and they don't come much nicer than this -- gently sloping lot with down lake views & over 85 feet of frontage! This spectacular property has been completely rebuilt and added on to by one of Newtown's best builders with everything new and of exceptional quality! The main floor features a light-filled open gourmet kitchen with a 10' island & eating

    Christopher Haggerty Around Town Real Estate LLC

    1 Pootatuck Park Rd, Sandy Hook, CT 06482
  • 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

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