Southport, CT Homes for Sale with Acreage

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  /2

  $2,650,000

  • Land
  • 1.23 Acres
  • $2,154,472 per Acre

  4 Lantern Hill Rd, Westport, CT 06880

  Rare opportunity to build a custom residence on 1.2 acres in Westport. The previous home has been demolished, and the property is offered with approved architectural plans. Bring your preferred builder and collaborate with the project architect to tailor the design to your vision. Also listed as a to-be-built single-family residence.

  Ian Defronze Serhant Connecticut, LLC

  4 Lantern Hill Rd, Westport, CT 06880
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  /40

  $2,690,000

  • 5 Beds
  • 5 Baths
  • 4,540 Sq Ft

  1074 Sturges Hwy, Westport, CT 06880

  A rare Greenfield Hill find, 1074 Sturges Highway pairs the presence of a classic Colonial with a sleek, thoroughly modern point of view. Thoughtfully reimagined, the home retains its original craftsmanship while introducing clean-lined updates and a minimalist sensibility that feels chic, current and effortless. Inside, the balance between old and new is masterfully struck. Original millwork and

  Amy Desel Compass Connecticut, LLC

  1074 Sturges Hwy, Westport, CT 06880
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  /40

  $2,670,000

  $120K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,072 Sq Ft

  56 Charcoal Hill Rd, Westport, CT 06880

  A rare opportunity to own one of Charcoal Hill's signature properties, this exceptional Frazier Peters stone home pairs historic craftsmanship with a level of care and refinement that is increasingly hard to find. Set atop 2.3 +/- gated acres and introduced through a stunning circular drive, the residence showcases Peters' hallmark use of native stone, warm wood tones, and artisan detail,

  Doug Bross Coldwell Banker Realty

  56 Charcoal Hill Rd, Westport, CT 06880
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  $2,750,000

  • Land
  • 1 Acre
  • $2,750,000 per Acre

  4 Surrey Ln, Westport, CT 06880

  Set in one of Westport's most desirable locations, 4 Surrey Drive offers a rare opportunity to renovate or build new on a beautiful, level one-acre property. The existing approximately 3,500-square-foot home is being sold as-is and features a pool, providing an ideal foundation for a renovation or a chance to create a new home tailored to your vision. Enjoy the convenience of walking to the train

  Kim Harizman Compass Connecticut, LLC

  4 Surrey Ln, Westport, CT 06880
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  /37

  $4,250,000

  • 5 Beds
  • 7 Baths
  • 7,652 Sq Ft

  16 Rockyfield Rd, Westport, CT 06880

  Ready to enjoy from day 1, all of the work has been done to upgrade and update 16 Rockyfield Road.The residence has been completely retooled (ask for the upgrade list!). This is the ideal home that does not feel generic and the luxury touches will make everyday seem special. The brand new kitchen is a showstopper featuring handcrafted Zellige tiles,a Lacanche range,2 dishwashers and custom

  Meredith Cohen Serhant Connecticut, LLC

  16 Rockyfield Rd, Westport, CT 06880
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  /35

  $7,985,000

  • 6 Beds
  • 6 Baths
  • 9,121 Sq Ft

  12 Beltas Farm Ln, Westport, CT 06880

  12 Beltas Farm Lane is an extraordinary new construction estate in Westport, Connecticut, set within Beltas Farm, one of Westport, Connecticut's newest and most distinctive enclaves, Westport, CT 06880. Once part of a 23-acre working family farm, this special setting has been thoughtfully transformed into an intimate collection of exceptional residences, with nearly five acres preserved as open

  Judy Michaelis Coldwell Banker Realty

  12 Beltas Farm Ln, Westport, CT 06880
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  /40

  $1,175,000

  • 4 Beds
  • 2.5 Baths
  • 3,200 Sq Ft

  1951 Burr St, Fairfield, CT 06824

  *OFFERS DUE 5PM 9/21* Welcome to this quintessential New England colonial, lovingly cherished by the same owner for over 4 decades. On 2 flat, picturesque acres, this timeless home offers serene, private living while remaining centrally located. A sweeping circular driveway creates a warm arrival, while the sprawling, level backyard provides an ideal setting for outdoor entertaining, with room

  Lindsey Rosen William Pitt Sotheby's Int'l

  1951 Burr St, Fairfield, CT 06824
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  /40

  $3,299,000

  $200K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 3,778 Sq Ft

  240 North Ave, Westport, CT 06880

  "MEADOW WOOD" - Nearly two acres of Westport's most spectacular land is the setting for this storied estate, which has been completely remodeled, expanded and transformed for modern living. Totally fenced & screened w/privacy trees, this unique property offers rare sophistication with a stunning main residence, gunite pool, and a 2,447+/- sqft barn. Gated driveways lead to both the main house &

  Doug Bross Coldwell Banker Realty

  240 North Ave, Westport, CT 06880
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  /27

  $2,000,000

  • 3 Beds
  • 3 Baths
  • 3,810 Sq Ft

  2 Charcoal Ln, Westport, CT 06880

  Come be delighted by the brand new, gut renovated home at 2 Charcoal Lane.It is spotless and the 1 level living you have been seeking. It has beautiful craftsmanship and custom finishes that you would not expect at this price point.Move in ready, if the layout works for you, this will not disappoint! Privacy and nature set in a desirable neighborhood on over 2 acres. Charcoal Lane offers quiet

  Meredith Cohen Serhant Connecticut, LLC

  2 Charcoal Ln, Westport, CT 06880
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  /38

  $1,195,000

  $180K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,578 Sq Ft

  570 Burr St, Fairfield, CT 06824

  Come see this well-maintained 4-bedroom, 2.5-bath ranch set on over 2 acres in Fairfield's Greenfield Hill neighborhood. The spacious corner lot offers a private fenced-in yard along with a meticulously maintained barn. Inside, the home features central air, natural gas heat, a new deck, and multiple fireplaces. The finished lower level adds plenty of additional living space with a second

  Louis Gannon William Raveis Real Estate

  570 Burr St, Fairfield, CT 06824
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  /11

  $6,250,000

  New Construction

  • 6 Beds
  • 9 Baths
  • 10,521 Sq Ft

  21 Sturges Commons, Westport, CT 06880

  NEW CONSTRUCTION NEAR COMPLETION IN THE COVETED HUNT CLUB NEIGHBORHOOD BY THE MOST SOUGHT-AFTER LUXURY BUILDER, MATTERA CONSTRUCTION, celebrated for creating architecturally significant & stunning modern homes that blend timeless elegance, exceptional craftsmanship & bespoke interiors. A Mattera home is a masterpiece with state-of-the-art amenities, breathtaking design & uncompromising structural

  Patricia Shea Coldwell Banker Realty

  21 Sturges Commons, Westport, CT 06880
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  /34

  $1,161,500

  • 4 Beds
  • 3.5 Baths
  • 5,042 Sq Ft

  480 Riders Ln, Fairfield, CT 06824

  Totally refreshed with many new improvements including a stunning kitchen island, this mid-century modern classic home is tucked away at the end of a wide, welcoming cul-de-sac in the heart of Greenfield Hill. Spanning 5,000 sq ft with 4/5 bedrooms and 4 updated full baths, this beauty is set on 2 sprawling, private acres. A prime feature is the breathtaking great room w/soaring 12ft+ ceilings

  Robert Marchesi Compass Connecticut, LLC

  480 Riders Ln, Fairfield, CT 06824
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  /39

  $4,600,000

  New Construction

  • 6 Beds
  • 8 Baths
  • 8,185 Sq Ft

  2 Windy Hill Rd, Westport, CT 06880

  Resort-style living meets modern luxury at 2 Windy Hill Road. Set on a private landscaped acre, this newly completed 8,100+ SF estate by HOBI Award-winning builder Cypress Development was thoughtfully designed for the way today's luxury buyer lives, entertains, and unwinds. A dramatic two-story foyer introduces light-filled interiors highlighted by soaring ceilings, white oak flooring, natural

  Jacob Bivona Keller Williams Prestige Prop.

  2 Windy Hill Rd, Westport, CT 06880
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  /40

  $4,850,000

  • 5 Beds
  • 5 Baths
  • 5,103 Sq Ft

  22 Evergreen Ave, Westport, CT 06880

  Introducing The Winslow Manor, one of Westport's most exceptional estates, is a secluded retreat defined by beauty, privacy, and grace, now available for the first time in decades, inviting its next residents to experience the privilege of living within this storied and extraordinary sanctuary. Just steps from downtown & completely remodeled in 2002, welcome home to a rare and timeless estate

  Valerie Alvarez Serhant Connecticut, LLC

  22 Evergreen Ave, Westport, CT 06880
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  /15

  $7,015,000

  New Construction

  • 6 Beds
  • 10 Baths
  • 8,417 Sq Ft

  24 Edgemarth Hill Rd, Westport, CT 06880

  Move right in THIS October! Just weeks away from completion, come see this 8,417SF dream residence w/sauna, pool & spa on 1 private acre in coveted Greens Farms as the finishing touches are being made. 24 Edgemarth Hill was designed, crafted, and appointed with the finest materials - see rendering photos. Flaunting sexy floor-to-ceiling walls of windows, stone and textured accents, vaulted

  Jaclyn Picarillo Higgins Group Bedford Square

  24 Edgemarth Hill Rd, Westport, CT 06880
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  /14

  $8,696,000

  New Construction

  • 7 Beds
  • 8 Baths
  • 8,559 Sq Ft

  688 Hulls Farm Rd, Southport, CT 06890

  Set within artisan stone walls with curated flowering landscapes, this magnificent stone and stucco residence is a masterful tribute to Southport's enduring architectural legacy. Designed to blend seamlessly among the grand neighboring estates of this coveted enclave, 688 Hulls Farm strikes a rare balance: modern in execution, timeless in presence. Construction begins in April with Coastal Luxury

  Jaclyn Picarillo Higgins Group Bedford Square

  688 Hulls Farm Rd, Southport, CT 06890
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  /17

  $9,860,000

  New Construction

  • 6 Beds
  • 9 Baths
  • 9,200 Sq Ft

  9 Over Rock Ln, Westport, CT 06880

  Newly completed, this exceptional modern estate offers approximately 9,200 square feet on 2.1 private acres just minutes from downtown Westport, Compo Beach, and Metro-North. Thoughtfully designed with European craftsmanship, premium finishes, and sophisticated smart-home technology, the home blends timeless design with exceptional functionality. A dramatic floating staircase anchors four

  Danna Rogers Higgins Group Bedford Square

  9 Over Rock Ln, Westport, CT 06880
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  /39

  $1,995,000

  $205K PRICE DROP

  • 5 Beds
  • 6 Baths
  • 6,136 Sq Ft

  203 Wildflower Ln, Fairfield, CT 06824

  Nestled at the end of a cul-de-sac in the beautiful Greenfield Hill neighborhood, this fully updated and renovated home sits on a private 2.4-acre lot and offers Fairfield living at its finest. This 5-bedroom home, with four full and two half bathrooms, boasts spacious interiors, an open floor plan, all-new finishes, and a brand-new primary bedroom suite addition above a three-car garage. The

  Danielle Baleeiro Realty ONE Group Connect

  203 Wildflower Ln, Fairfield, CT 06824
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  /40

  $3,698,000

  Open Sat 12PM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 3,418 Sq Ft

  61 Clapboard Hill Rd, Westport, CT 06880

  Located in prestigious Greens Farms, this European-inspired Colonial offers a rare opportunity to enjoy immediate charm while planning for the future. Set behind private gates on expansive, picturesque grounds, the property is surrounded by multimillion-dollar estates-making it an exceptional canvas for new construction or a significant estate expansion. The existing home is beautifully

  Julie Vanderblue Higgins Group Real Estate

  61 Clapboard Hill Rd, Westport, CT 06880
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  $1,875,000

  $24K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 3,921 Sq Ft

  2177 Cross Hwy, Fairfield, CT 06824

  2177 Cross Hwy welcomes you home. This extensively renovated iconic contemporary awaits your personal touches. The blending of dramatic architecture with everyday comfort, offering nearly 4,000 sq ft of functional living space designed for gathering, relaxing and entertaining. Soaring 22' ceilings, oversized windows and park-like views fill the main living area with light, while a striking

  JaKeith Action Jackson ASJ Realty Partners

  2177 Cross Hwy, Fairfield, CT 06824
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  /40

  $5,650,000

  New Construction

  • 7 Beds
  • 9 Baths
  • 8,762 Sq Ft

  8 Pleasant Valley Ln, Westport, CT 06880

  Experience modern luxury in this new SIR SIGNATURE Home by SIR Development, Westport's premier builder. Set on 1.02 private acres on a coveted cul de sac, this home offers a striking approach, 3car garage, and rare backyard privacy, all within walking distance to Bedford Middle, Staples High, Wakeman Fields, and Town Farm. A fresh contemporary aesthetic features a dramatic two story foyer, 10ft

  Doug Bross Coldwell Banker Realty

  8 Pleasant Valley Ln, Westport, CT 06880
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  /39

  $1,699,000

  • 2 Beds
  • 1.5 Baths
  • 2,131 Sq Ft

  160 Cedar Rd, Southport, CT 06890

  Welcome to 160 Cedar Road, a truly special farmhouse in Southport that has been thoughtfully renovated and reimagined. Filled with warmth, character, and modern updates, this unique property beautifully blends timeless charm with contemporary comfort. Privately set and abutting Aspetuck Land Trust property, the 2-bedroom, possible 3-bedroom, 1.5-bath home enjoys a beautiful natural setting on

  Gabrielle DiBianco Higgins Group Bedford Square

  160 Cedar Rd, Southport, CT 06890
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  /7

  $10,650,000

  New Construction

  • 6 Beds
  • 8 Baths
  • 9,100 Sq Ft

  11 Dogwood Ln, Westport, CT 06880

  Another extraordinary masterpiece by Coastal Luxury Homes, ideally situated in one of Westport's premier neighborhoods. Spanning over 9000 square feet of living space this 6 bedroom estate is defined by bold architectural lines, chic designer interiors, expansive balconies and seamless indoor-outdoor living. A resort caliber pool, fully equipped outdoor kitchen, and lush manicured grounds

  Jen Kass Higgins Group Bedford Square

  11 Dogwood Ln, Westport, CT 06880

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