12,318

Southbury, CT Homes

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  • 214 Grasslands Rd, Southbury, CT 06488
    214 Grasslands Rd, Southbury, CT 06488
    214 Grasslands Rd, Southbury, CT 06488
    /40

    $574,900

    Under Contract
    • 5 Beds
    • 2 Baths
    • 2,051 Sq Ft

    214 Grasslands Rd, Southbury, CT 06488

    Welcome to 214 Grasslands Road, Southbury. Situated at the end of the Cul-de-sac on 3.71 private acres, this 2,500+/- square foot, 5+ bedroom Tri-level Contemporary Raised Ranch features 3 levels of finished living space plus a spacious 2 car garage. Features include a covered front entryway, L shaped living room/dining area with a brick fireplace, sliders to a 12' x 24' screened porch/3 season

    Gary Gilroy Alpine Realty

    214 Grasslands Rd, Southbury, CT 06488
  • 501 Heritage Village Unit A, Southbury, CT 06488

    $575,000

    Sold Oct 07, 2025

    501 Heritage Village Unit A, Southbury, CT 06488

    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft
    • Built 1971

    Last Sold Summary

    • 3% Below List Price
    • $335/SF
    • 66 Days On Market

    Current Estimated Value $558,438

    Last Listing Agent Kristie Perry William Pitt Sotheby's Int'l

    501 Heritage Village Unit A, Southbury, CT 06488
  • 78 Old Poverty Rd, Southbury, CT 06488
    78 Old Poverty Rd, Southbury, CT 06488
    78 Old Poverty Rd, Southbury, CT 06488
    /40

    $759,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 1,990 Sq Ft

    78 Old Poverty Rd, Southbury, CT 06488

    If you prefer the extraordinary over the ordinary, this exquisite one-of-a-kind home is for you. As you enter through the driveway you begin to feel you are approaching something very special. You have now arrived at this exceptionally distinctive Colonial surrounded by nearly three private and serene acres. Come inside to find timeless New England elegance with refined modern living. The foyer

    Scott Martin Showcase Realty, Inc.

    78 Old Poverty Rd, Southbury, CT 06488
  • 200 Horizon Hill, Southbury, CT 06488

    $945,000

    Sold Jul 15, 2025

    200 Horizon Hill, Southbury, CT 06488

    • 4 Beds
    • 2.5 Baths
    • 2,932 Sq Ft
    • Built 2024

    Last Sold Summary

    • 9% Below List Price
    • $322/SF
    • 244 Days On Market

    Current Estimated Value $959,722

    Last Listing Agent Lori Civitillo EG Group Realty LLC

    200 Horizon Hill, Southbury, CT 06488
  • 55 Sleepy Hill Rd, Southbury, CT 06488
    55 Sleepy Hill Rd, Southbury, CT 06488
    55 Sleepy Hill Rd, Southbury, CT 06488
    /40

    $749,000

    Under Contract
    • 5 Beds
    • 3.5 Baths
    • 3,415 Sq Ft

    55 Sleepy Hill Rd, Southbury, CT 06488

    Thoughtfully maintained and beautifully appointed, this elegant 5 bed, 3.5 bath Colonial offers 3,415 sqft of comfortable living space on a professionally landscaped cul-de-sac lot. Designed with both everyday living and entertaining in mind, this home features a wonderful floor plan with gracious formal and informal spaces throughout. The stunning Great Room showcases exposed beams, a

    Phoebe Schreiner William Pitt Sotheby's Int'l

    55 Sleepy Hill Rd, Southbury, CT 06488
  • 12 Heritage Crest Unit A, Southbury, CT 06488

    $505,000

    Sold Nov 25, 2025

    12 Heritage Crest Unit A, Southbury, CT 06488

    • 3 Beds
    • 2 Baths
    • 1,847 Sq Ft
    • Built 1983

    Last Sold Summary

    • 7% Below List Price
    • $273/SF
    • 47 Days On Market

    Current Estimated Value $502,542

    Last Listing Agent Danielle Valenti Compass Connecticut, LLC

    12 Heritage Crest Unit A, Southbury, CT 06488
  • 912 Heritage Village Unit B, Southbury, CT 06488
    912 Heritage Village Unit B, Southbury, CT 06488
    912 Heritage Village Unit B, Southbury, CT 06488
    /40

    $359,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft

    912 Heritage Village Unit B, Southbury, CT 06488

    Welcome to this bright & beautiful three bedroom Berkshire model condo in Heritage Village, a sought after 55+ active community in the town of Southbury. This open and breezy hilltop location is perfect for evening strolls, dog walking, and within walking distance to the pool, picnic shed & tennis/pickleball courts. No stairs from parking to the unit makes this condo a very accessible choice.

    Donna Doyle Keller Williams Realty

    912 Heritage Village Unit B, Southbury, CT 06488
  • 277 Heritage Village Unit A, Southbury, CT 06488

    $270,000

    Sold Apr 09, 2026

    277 Heritage Village Unit A, Southbury, CT 06488

    • 2 Beds
    • 2 Baths
    • 1,432 Sq Ft
    • Built 1969

    Last Sold Summary

    • 22% Below List Price
    • $189/SF
    • 94 Days On Market

    Current Estimated Value $279,156

    Last Listing Agent Heather Crabtree RE/MAX RISE

    277 Heritage Village Unit A, Southbury, CT 06488
  • 131 Woods Way Dr, Southbury, CT 06488
    131 Woods Way Dr, Southbury, CT 06488
    131 Woods Way Dr, Southbury, CT 06488
    /38

    $869,000

    Open Sat 10AM - 12PM
    • 4 Beds
    • 2.5 Baths
    • 4,148 Sq Ft

    131 Woods Way Dr, Southbury, CT 06488

    Nestled at the end of a quiet cul-de-sac in one of Southbury's most desirable neighborhoods, this beautifully maintained four-bedroom Colonial offers privacy, comfort, and exceptional spaces for entertaining. Set on a picturesque, tree-lined lot, the home welcomes you with a newly paved driveway, manicured grounds, and fresh paint throughout. Inside, the heart of the home is a stunning living

    Jeff Boucher Drakeley Real Estate, Inc.

    131 Woods Way Dr, Southbury, CT 06488
  • 894 Heritage Village Unit B, Southbury, CT 06488

    $348,000

    Sold Aug 29, 2025

    894 Heritage Village Unit B, Southbury, CT 06488

    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft
    • Built 1973

    Last Sold Summary

    • 13% Below List Price
    • $203/SF
    • 140 Days On Market

    Current Estimated Value $362,776

    Last Listing Agent Justin Bette Century 21 Bette Real Estate

    894 Heritage Village Unit B, Southbury, CT 06488
  • 216 Main St N, Southbury, CT 06488
    216 Main St N, Southbury, CT 06488
    216 Main St N, Southbury, CT 06488
    /25

    $430,000

    $20K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,469 Sq Ft

    216 Main St N, Southbury, CT 06488

    Welcome to 216 Main Street N centrally located within the Historic district in the quaint town of Southbury. This home was rebuilt and brought back to life. Not only are you within walking distance from the Southbury Plaza but also conveniently located to I-84 with New York only being 40 minutes away! This home has a massive two car detached garage along with over 1.25 acres of flat land.

    Tyler Flores Berkshire Hathaway NE Prop.

    216 Main St N, Southbury, CT 06488
  • 745 Heritage Village Unit B, Southbury, CT 06488

    $289,000

    Sold Jun 10, 2026

    745 Heritage Village Unit B, Southbury, CT 06488

    • 2 Beds
    • 2 Baths
    • 1,432 Sq Ft
    • Built 1972

    Last Sold Summary

    • 11% Below List Price
    • $202/SF
    • 94 Days On Market

    Current Estimated Value $301,639

    Last Listing Agent Kara Reynolds West View Properties, LLC

    745 Heritage Village Unit B, Southbury, CT 06488
  • 464 Heritage Village Unit B, Southbury, CT 06488
    464 Heritage Village Unit B, Southbury, CT 06488
    464 Heritage Village Unit B, Southbury, CT 06488
    /14

    $215,000

    $14K PRICE DROP Under Contract
    • 2 Beds
    • 2 Baths
    • 1,032 Sq Ft

    464 Heritage Village Unit B, Southbury, CT 06488

    Forget all the stairs! This unit has ONLY TWO STEPS down to your front door & the closest garage for your added convenience. Alternately, you can park in one of the ample guest parking spaces & come & go through one of your two sliders. Situated in a very convenient location of the Village, near town, close to the workshop & community garden. Clean & partially updated unit is ready for it's new

    Gina Jacobs Gina Jacobs Real Estate

    464 Heritage Village Unit B, Southbury, CT 06488
  • 723 Heritage Village Unit A, Southbury, CT 06488

    $250,000

    Sold Mar 31, 2026

    723 Heritage Village Unit A, Southbury, CT 06488

    • 2 Beds
    • 1.5 Baths
    • 1,365 Sq Ft
    • Built 1972

    Last Sold Summary

    • 4% Below List Price
    • $183/SF
    • 127 Days On Market

    Current Estimated Value $254,027

    Last Listing Agent Marian Van Egas Berkshire Hathaway NE Prop.

    723 Heritage Village Unit A, Southbury, CT 06488
  • 34 Northern Trail, Southbury, CT 06488
    34 Northern Trail, Southbury, CT 06488
    34 Northern Trail, Southbury, CT 06488
    /31

    $485,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,520 Sq Ft

    34 Northern Trail, Southbury, CT 06488

    Forget the renovation to-do list. This one-level home is move-in ready and waiting. Fully reimagined within the last three years, this turnkey ranch delivers one-level living at its finest. Tucked into a quiet neighborhood bordering a picturesque golf course - yet minutes from all the shopping and conveniences of Southbury. The completely updated kitchen is the heart of the home, featuring an

    Lauren Auresto BHGRE Gaetano Marra Homes

    34 Northern Trail, Southbury, CT 06488
  • 21 Heritage Cir Unit A, Southbury, CT 06488

    $280,000

    Sold Aug 08, 2025

    21 Heritage Cir Unit A, Southbury, CT 06488

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Built 1976

    Last Sold Summary

    • 3% Below List Price
    • $280/SF
    • 13 Days On Market

    Current Estimated Value $279,121

    Last Listing Agent Athan Zeno William Raveis Real Estate

    21 Heritage Cir Unit A, Southbury, CT 06488
  • 78 Heritage Village Unit B, Southbury, CT 06488
    78 Heritage Village Unit B, Southbury, CT 06488
    78 Heritage Village Unit B, Southbury, CT 06488
    /19

    $265,000

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,032 Sq Ft

    78 Heritage Village Unit B, Southbury, CT 06488

    The Ultimate Turn-Key Retreat: High-End Finishes and a Private Garden Escape in Heritage Village

    Sarah Doyle Century 21 Scala Group

    78 Heritage Village Unit B, Southbury, CT 06488
  • 57 Heritage Village Unit C, Southbury, CT 06488

    $225,000

    Sold Jul 25, 2025

    57 Heritage Village Unit C, Southbury, CT 06488

    • 2 Beds
    • 2 Baths
    • 1,032 Sq Ft
    • Built 1968

    Last Sold Summary

    • 4% Below List Price
    • $218/SF
    • 21 Days On Market

    Current Estimated Value $224,646

    Last Listing Agent Bonnie Wilson Berkshire Hathaway NE Prop.

    57 Heritage Village Unit C, Southbury, CT 06488
  • 169 Settlers Hill Rd, Southbury, CT 06488
    169 Settlers Hill Rd, Southbury, CT 06488
    169 Settlers Hill Rd, Southbury, CT 06488
    /29

    $369,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,690 Sq Ft

    169 Settlers Hill Rd, Southbury, CT 06488

    Enjoy privacy and tranquility in this spacious 3-bedroom ranch set on a beautiful 1-acre lot at the end of a quiet cul-de-sac in Southbury. The home offers a comfortable layout featuring an open kitchen/family room combo with fireplace, living room, dining room, and convenient main-level laundry/mudroom. Step outside from the dining room to a covered deck overlooking a naturally private backyard

    Sherri Cordelli William Pitt Sotheby's Int'l

    169 Settlers Hill Rd, Southbury, CT 06488
  • 10 Gettysburg Rd, Southbury, CT 06488

    $635,000

    Sold May 14, 2026

    10 Gettysburg Rd, Southbury, CT 06488

    • 3 Beds
    • 2.5 Baths
    • 2,325 Sq Ft
    • Built 2005

    Last Sold Summary

    • 1% Below List Price
    • $273/SF
    • 20 Days On Market

    Current Estimated Value $620,774

    Last Listing Agent Donna Doyle Keller Williams Realty

    10 Gettysburg Rd, Southbury, CT 06488
  • 1489 Georges Hill Rd, Southbury, CT 06488
    1489 Georges Hill Rd, Southbury, CT 06488
    1489 Georges Hill Rd, Southbury, CT 06488
    /21

    $450,000

    • 4 Beds
    • 1.5 Baths
    • 1,408 Sq Ft

    1489 Georges Hill Rd, Southbury, CT 06488

    Welcome to 1489 Geroges Hill Road! A 1900 Historic Farm, style Colonial. This home is tucked away in a peaceful, tranquil road, Enoy a cup of coffee or tea outside by the beautiful brook view step from the door. Rural location, close to the Southbury shopping, dining, and highway. Step inside to this home where lots of love was poured in to make it as beautiful as it is today, kept in great

    Liz Luciano Better Homes and Gardens Real Estate Executive Real Estate

    1489 Georges Hill Rd, Southbury, CT 06488
  • 110 Sleepy Hill Rd, Southbury, CT 06488

    $925,000

    Sold Jun 15, 2026

    110 Sleepy Hill Rd, Southbury, CT 06488

    • 4 Beds
    • 4.5 Baths
    • 4,048 Sq Ft
    • Built 1985

    Last Sold Summary

    • 3% Below List Price
    • $229/SF
    • 67 Days On Market

    Current Estimated Value $928,402

    Last Listing Agent Marian Van Egas Berkshire Hathaway NE Prop.

    110 Sleepy Hill Rd, Southbury, CT 06488
  • 600 Berkshire Rd, Southbury, CT 06488
    600 Berkshire Rd, Southbury, CT 06488
    600 Berkshire Rd, Southbury, CT 06488
    /27

    $135,000

    $15K PRICE DROP
    • Land
    • 31,363 Sq Ft
    • $187,500 per Acre

    600 Berkshire Rd, Southbury, CT 06488

    Nestled in the hills of Southbury, Connecticut, this unique and tranquil property is waiting to be embraced. It has breathtaking year-round views that can be incorporated into your future home design, allowing for sun-filled living spaces and stunning sunsets. The location is extraordinary, with easy access to numerous amenities. You are less than a 5-minute drive to the Pomperaug River,

    Lisa DeVellis William Pitt Sotheby's Int'l

    600 Berkshire Rd, Southbury, CT 06488
  • 173 Heritage Village Unit B, Southbury, CT 06488

    $168,000

    Sold Oct 06, 2025

    173 Heritage Village Unit B, Southbury, CT 06488

    • 1 Bed
    • 1 Bath
    • 928 Sq Ft
    • Built 1969

    Last Sold Summary

    • $181/SF
    • 25 Days On Market

    Current Estimated Value $171,811

    Last Listing Agent Christine Fairchild Coldwell Banker Realty

    173 Heritage Village Unit B, Southbury, CT 06488
  • 84 Lum Lot Rd, Southbury, CT 06488
    84 Lum Lot Rd, Southbury, CT 06488
    84 Lum Lot Rd, Southbury, CT 06488
    /14

    $999,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 3,286 Sq Ft

    84 Lum Lot Rd, Southbury, CT 06488

    Under construction with anticipated August 2026 completion. Photos show a comparable home with the same floor plan. This 4-bedroom Colonial offers approximately 3,286 square feet on a 1.5-acre lot with an open, functional layout and durable finishes throughout. Hardwood and tile flooring span the home. The main level features a great room with a fireplace, a built-in dry bar, and opens directly

    Gina French Showcase Realty, Inc.

    84 Lum Lot Rd, Southbury, CT 06488
  • 68 Manor Rd, Southbury, CT 06488

    $351,000

    Sold Sep 19, 2025

    68 Manor Rd, Southbury, CT 06488

    • 2 Beds
    • 1 Bath
    • 944 Sq Ft
    • Built 1940

    Last Sold Summary

    • 8% Above List Price
    • $372/SF
    • 4 Days On Market

    Current Estimated Value $345,006

    Last Listing Agent Joe Dimyan Tower Realty Corp

    68 Manor Rd, Southbury, CT 06488
  • 0 Troupe Trail Unit 24128305, Southbury, CT 06488
    0 Troupe Trail Unit 24128305, Southbury, CT 06488
    /2

    $35,000

    • Land
    • 17,424 Sq Ft
    • $87,500 per Acre

    0 Troupe Trail Unit 24128305, Southbury, CT 06488

    No public road access. Set backs and lot size limiting factors of functionality of lot.

    Nancy Langrock William Raveis Real Estate

    0 Troupe Trail Unit 24128305, Southbury, CT 06488

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