Fairfield County CT Homes for Sale with Acreage

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  /40

  $1,774,900

  New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,500 Sq Ft

  25 Hunting Ridge Rd, Brookfield, CT 06804

  A bold expression of modern design, this NEW CONSTRUCTION Modern Farmhouse is set on 1.06 private acres with sweeping views in one of Brookfield's most desirable locations. Spanning 5,500 sq ft, the home features soaring ceilings, 4" white oak floors, and sun-filled open-concept living. The chef's kitchen with custom cabinetry, oversized island, and designer lighting flows into a dramatic living

  Stephanie Ferreira BHGRE Gaetano Marra Homes

  25 Hunting Ridge Rd, Brookfield, CT 06804
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  /39

  $649,000

  • 3 Beds
  • 1.5 Baths
  • 2,944 Sq Ft

  153 Ball Pond Rd, New Fairfield, CT 06812

  A LIVEABLE ANTIQUE WITH SOUL. This iconic circa-1880 farmhouse in New Fairfield blends timeless character with the comfort of modern living. Sunlight pours through updated thermopane windows, illuminating wide board floors, open gathering spaces, and a welcoming country kitchen designed for slow mornings and lively evenings alike. A wraparound covered porch invites rocking chairs, summer storms,

  Linda McCaffrey Coldwell Banker Realty

  153 Ball Pond Rd, New Fairfield, CT 06812
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  /40

  $4,750,000

  • 5 Beds
  • 3.5 Baths
  • 3,443 Sq Ft

  215 Ocean Dr W, Stamford, CT 06902

  Set on 150 feet of private sandy beach along Stamford Harbor, this exceptional Shippan Point waterfront offers a rare combination of direct sandy beachfront, striking views, and an exceptional position along the waterfront. With a western-facing orientation, the property enjoys beautiful sunsets and sweeping water views across the harbor and out toward the New York City skyline. Approached by a

  Joshua Weisman William Raveis Real Estate

  215 Ocean Dr W, Stamford, CT 06902
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  /22

  $4,995,700

  New Construction

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

  22 Dawn Dr, Westport, CT 06880

  Come walk this stunning 1.5 acre lot with me - totally private, tucked at the end of a cul de sac in Long Lots. Peace, quiet, and the highest quality custom home spec'd to your wishlist by Coastal Luxury Homes is yours at 22 Dawn Drive. Go bigger/smaller, add an in-law suite or extra bedroom, an art studio, include a pool/spa, pickle court... let's discuss all the possibilities. Square footage

  Jaclyn Picarillo Higgins Group Bedford Square

  22 Dawn Dr, Westport, CT 06880
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  /8

  $900,000

  • Land
  • 21.63 Acres
  • $41,609 per Acre

  17 Old Bethel Rd, New Town, CT 06470

  **21.63-Acre Residential Single Family Development Opportunity** * **Location & Layout:** Expansive 21.63-acre parcel with huge road frontage lots in a 1-acre zone and rear lots in a 2-acre zone. All driveways access conveniently from Old Bethel Rd. Sale subject to probate

  Celeste Pasciolla Keller Williams Realty Partner

  17 Old Bethel Rd, New Town, CT 06470
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  /34

  $1,675,000

  • 5 Beds
  • 4 Baths
  • 3,156 Sq Ft

  30 Pequot Trail, Westport, CT 06880

  Coveted Old Hill neighborhood! This stone and shingle 10 room colonial is detailed with custom millwork, recessed lighting and beautiful hardwood floors throughout. The front to back living room with marble fireplace offers peaceful views through expansive windows. The formal dining room with picture window is adjacent to a generous country kitchen featuring a bay window, granite countertops, a

  Lynn Fraund William Pitt Sotheby's Int'l

  30 Pequot Trail, Westport, CT 06880
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  /33

  $995,000

  • 4 Beds
  • 2.5 Baths
  • 3,064 Sq Ft

  32 Juhasz Rd, Norwalk, CT 06854

  At the end of a quiet cul-de-sac, this 4-bed, 2.5-bath Colonial sits on 1.09 private, level acres, offering that rare mix of privacy and in-town convenience. A charming front porch leads you inside, where over 9-foot ceilings and great natural light create an easy, welcoming feel. The main level centers around an open kitchen, dining, and family room that works well for both everyday living and

  Katie Andre Schaller Coldwell Banker Realty

  32 Juhasz Rd, Norwalk, CT 06854
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  /40

  $850,000

  • 4 Beds
  • 2.5 Baths
  • 3,911 Sq Ft

  10 Ironwood Rd, Sandy Hook, CT 06482

  Welcome home... where your next chapter begins! This beautifully maintained Colonial at 10 Ironwood Drive offers timeless curb appeal and is ideally situated at the end of a peaceful cul-de-sac, providing exceptional privacy and minimal traffic. Privately set at the end of a peaceful cul-de-sac on 1.57 acres, this exceptional Colonial is surrounded by mature trees and professionally landscaped

  Kathryn Hamilton Berkshire Hathaway NE Prop.

  10 Ironwood Rd, Sandy Hook, CT 06482
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  /26

  $2,175,000

  New Construction

  • 4 Beds
  • 3 Baths
  • 3,782 Sq Ft

  6 S Brook Dr, Stamford, CT 06903

  A rare opportunity to create a custom modern retreat in one of North Stamford's most serene settings. Located in a prestigious enclave of fine residences on a quiet cul-de-sac, this stunning to-be-built modern home offers a rare combination of luxury, privacy, and natural beauty. Featuring 4 bedrooms plus loft, 3 baths, and 3,782 sq ft of thoughtfully designed living space, the home is sited on 2

  Elaine Voss Coldwell Banker Realty

  6 S Brook Dr, Stamford, CT 06903
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  /13

  $10,995,000

  • 6 Beds
  • 10 Baths
  • 12,310 Sq Ft

  67 Stag Ln, Greenwich, CT 06831

  Set on 5 quiet, private acres, this 2027 new construction is customizable through July 2026, with 4 finished levels of thoughtful living spaces. With 6 bedrooms, 8.2 baths, elevator, golf simulator, outdoor kitchen + lge pool, ideal for everyday living + elevated entertaining. A double height foyer introduces the main level, where formal + informal spaces flow seamlessly. The kitchen, breakfast

  Amanda Bates Houlihan Lawrence

  67 Stag Ln, Greenwich, CT 06831
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  /2

  $799,000

  Open Thu 4PM - 6PM Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,602 Sq Ft

  37 Lamppost Dr, Redding, CT 06896

  Nestled on a quiet cul-de-sac in desirable West Redding, this inviting 4 bedroom, 2.5 bath home offers the perfect blend of comfort, space, sustainability, and commuter convenience. Located in a town affectionately known as the "Vermont of Connecticut," Redding is cherished for its scenic wooded landscapes, top ranked schools, and peaceful atmosphere. Inside, a thoughtfully designed floor plan

  Terri Tournas Coldwell Banker Realty

  37 Lamppost Dr, Redding, CT 06896
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  /28

  $3,389,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 6,103 Sq Ft

  21 S Brook Dr, Stamford, CT 06903

  This architectural gem will captivate with its luxurious, modern design and impress with its meticulous, energy-efficient construction. The award-winning CMG BUILDER of New Canaan CT will craft this home to the German Passive House Institute (PHI) standard, resulting in a visually stunning home that's 80 percent more energy efficient than a typical, code-built residence. Thoughtfully designed to

  Elaine Voss Coldwell Banker Realty

  21 S Brook Dr, Stamford, CT 06903
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  /37

  $1,499,000

  $157K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 5,124 Sq Ft

  109 Long Meadow Hill Rd, Brookfield, CT 06804

  A perfect blend of historic charm and modern luxury, this exceptional residence seamlessly combines an original 1900 home with a thoughtfully designed 2004 expansion. Offering 5 bedrooms, 4 full and 2 half baths, the home showcases exquisite craftsmanship with detailed moldings, wainscoting, and timeless architectural elements throughout. A grand foyer welcomes you inside, leading to a dramatic

  Tim Dent Coldwell Banker Realty

  109 Long Meadow Hill Rd, Brookfield, CT 06804
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  /40

  $3,850,000

  • 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

  Lorelei Atwood Higgins Group Real Estate

  61 Clapboard Hill Rd, Westport, CT 06880
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  /40

  $1,399,000

  Open Sat 11AM - 1PM

  • 5 Beds
  • 5.5 Baths
  • 5,362 Sq Ft

  70 Crossbow Ln, Easton, CT 06612

  Set on 3 private acres in the heart of central Easton, this impressive Colonial offers over 5,000 square feet of living space with 5 bedrooms and 6 bathrooms. Surrounded by mature landscaping and set behind a long private driveway, the property offers exceptional privacy and a peaceful setting. A dramatic two-story foyer creates a grand first impression. Formal living and dining rooms add

  Monika Zieja Compass Connecticut, LLC

  70 Crossbow Ln, Easton, CT 06612
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  /40

  $7,725,000

  • 7 Beds
  • 13 Baths
  • 13,094 Sq Ft

  206 Umpawaug Rd, Redding, CT 06896

  Exquisite Nantucket-style country estate magnificently sited on seven sprawling acres in Redding, CT's coveted Umpawaug neighborhood. Comprised of three extraordinary residences, this masterfully crafted 2008 HOBI award-winning compound offers 13,904 sf of carefully constructed living space with meticulous architectural details, effortlessly balancing timeless elegance with modern function. The

  Lauren Parr Houlihan Lawrence

  206 Umpawaug Rd, Redding, CT 06896
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  /40

  $1,390,000

  • 3 Beds
  • 2.5 Baths
  • 3,960 Sq Ft

  196 W Norwalk Rd, Norwalk, CT 06850

  Discover a rare blend of history, charm and modern comfort in this exceptional West Norwalk retreat set on a private 1.25 acres along one of the area's most cherished streets. Originally the North Five Mile River Schoolhouse, this one-of-a-kind home has been reimagined and updated for today's lifestyle while preserving its timeless character. The original living room impresses with soaring

  Eileen Zawatski William Raveis Real Estate

  196 W Norwalk Rd, Norwalk, CT 06850
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  /25

  $19,000,000

  • 5 Beds
  • 8.5 Baths
  • 8,248 Sq Ft

  207 Long Neck Point Rd, Darien, CT 06820

  This dramatic property offers 200 feet of waterfront frontage with your own private beach in the premier Long Neck Point area of Darien. Offering two separately deeded parcels ( that create this magical estate to ensure the peace and tranquility of your own private oasis. East facing views are enjoyed from most rooms in this spectacular home offering natural light throughout the day. Once owned

  Shelly Tretter Lynch Compass Connecticut, LLC

  207 Long Neck Point Rd, Darien, CT 06820
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  /14

  $999,900

  • 5 Beds
  • 4 Baths
  • 5,169 Sq Ft

  81 Georges Ln, Monroe, CT 06468

  Tucked away at the top of a private Monroe cul-de-sac, this one-of-a-kind custom contemporary is the definition of elevated living. From the moment you arrive, the lighted driveway, lush landscaping, and striking architectural design, featuring chalet-style windows, stone accents, and multiple balconies, set a tone of privacy, prestige, and escape. Step inside and experience soaring vaulted

  Alexia Andrade US Asset Realty

  81 Georges Ln, Monroe, CT 06468
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  /35

  $2,795,000

  • 5 Beds
  • 3.5 Baths
  • 5,532 Sq Ft

  171 Proprietors Crossing, New Canaan, CT 06840

  Updated to perfection, this classic 5-bedroom Connecticut Colonial offers over 5,500 square feet of curated living space, harmoniously positioned on a private, sought-after cul-de-sac within an enclave of 4+ acre estates. The residence unfolds with a sun-drenched brand new chef's kitchen featuring custom cabinetry, premium quartz countertops, and high-end appliances, all flowing through

  Jaime Sneddon William Pitt Sotheby's Int'l

  171 Proprietors Crossing, New Canaan, CT 06840
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  /39

  $1,349,000

  $136K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 5,070 Sq Ft

  281 Newtown Turnpike, Redding, CT 06896

  Set back off a private driveway, this exceptional custom-built 5-bedroom, 5-bathroom colonial is a "must-see" home. The seamless flow of the first floor, sprawling primary suite, private office with porch, and finished basement are just a few of the features that make this home truly exceptional. Showcasing generously proportioned rooms throughout over 6,000 sq ft of finished living space you

  Alexis Bennett Coldwell Banker Realty

  281 Newtown Turnpike, Redding, CT 06896
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  /40

  $1,350,000

  • 4 Beds
  • 5.5 Baths
  • 4,251 Sq Ft

  39 Golden Hill Ln, Shelton, CT 06484

  Experience the ultimate in privacy, elegance, & luxury in this beautifully crafted custom Mediterranean, ideally located in the desirable White Hills section of Shelton. Privately set on 3 acres at the end of a quiet cul-de-sac, this meticulously maintained home showcases exceptional quality! The grand two-story marble foyer welcomes you & flows seamlessly into the formal living & dining rooms.

  Marissa Papa Preston Gray Real Estate

  39 Golden Hill Ln, Shelton, CT 06484
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  /3

  $1,625,000

  $50K PRICE INCREASE

  • Land
  • 2 Acres
  • $812,500 per Acre

  470 Frogtown Rd Unit Lot 2, New Canaan, CT 06840

  Beautiful 2 acre lot with meadow and gently flowing stream. Close to town on West Side location. Access to property from Welles Lane.

  Mitchell Moore Brown Harris Stevens

  470 Frogtown Rd Unit Lot 2, New Canaan, CT 06840
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  /36

  $725,000

  • 4 Beds
  • 2 Baths
  • 1,790 Sq Ft

  10 Birch Ln, Ridgefield, CT 06877

  Tucked on a cul-de-sac, this beautifully maintained 3-4 bedroom, 2 bath ranch offers easy living! Warm and inviting from the moment you step inside, the home is filled with natural light and features hardwood floors throughout most of the main level. The newer eat-in kitchen blends style and functionality with custom cabinetry, stone countertops, stainless appliances, breakfast bar, and a

  Gigi Bazarian William Pitt Sotheby's Int'l

  10 Birch Ln, Ridgefield, CT 06877
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  /37

  $2,495,000

  Open Fri 11AM - 1PM

  • 6 Beds
  • 4.5 Baths
  • 5,130 Sq Ft

  1090 Ridgefield Rd, Wilton, CT 06897

  Experience the character of the historic Northup-Scott House (c.1760), thoughtfully updated for today's lifestyle and set on four scenic acres. This well-maintained home offers a flexible floor plan with formal living and dining rooms, a spacious keeping room with original fireplace, a sun-filled family room with dramatic architectural window, private office, and first-floor guest suite. The

  Lynne Murphy Berkshire Hathaway NE Prop.

  1090 Ridgefield Rd, Wilton, CT 06897
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  /2

  $700,000

  • Land
  • 1.71 Acres
  • $409,357 per Acre

  350-352 Newtown Ave, Norwalk, CT 06851

  Two separate lots here. Listed separately as well. Buyer to perform all due diligence including zoning, wetlands, septic, survey, and building approvals.

  Sivan Kerins William Raveis Real Estate

  350-352 Newtown Ave, Norwalk, CT 06851
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  /40

  $750,000

  Open Sat 12PM - 2PM

  • 4 Beds
  • 3 Baths
  • 2,840 Sq Ft

  5917 Park Ave, Fairfield, CT 06825

  CREATIVE VISIONARIES & NATURE LOVERS take note! Custom Designed Rambling Riverfront Ranch on a flat sunny acre awaits renovation! Secluded from the road, with Aspetuck Land Trust conserved property on the other side of the river and a setting that feels like estate property, this home offers flexible and fabulous living space! The pretty Eat in Kitchen w/farm sink has an original spiral staircase

  Patty Eilenberg Berkshire Hathaway NE Prop.

  5917 Park Ave, Fairfield, CT 06825
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  /40

  $4,500,000

  • 5 Beds
  • 8 Baths
  • 8,111 Sq Ft

  27 Old Oak Rd, Easton, CT 06612

  Custom built in 2022 by a top builder for his own family, this exceptional Easton residence offers a level of quality and execution rarely available. Set on 6.37 private acres on a quiet lane near Easton Center, the property combines refined design with a setting that feels more like Vermont countryside than suburban Connecticut. A rear gate provides direct access to Silverman's Farm, known for

  Andrew Whiteley Brown Harris Stevens

  27 Old Oak Rd, Easton, CT 06612
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  /16

  $1,475,000

  • Land
  • 1.05 Acres
  • $1,404,762 per Acre

  50 Sylvan Rd N, Westport, CT 06880

  DREAM YOUR TOMORROW This 1.05 acre of dry, level land that is available for sale, is beautifully sited in the middle of Westport's Old Hill and awaits your imagination. Enter through the original gates of the 1928 Arthur Whiteside Estate at 50 Sylvan North --- the park-like entry to the 25-acre estate built for Whiteside, who founded and headed the commercial credit rating firm of Dun &

  Martha Eidman Coldwell Banker Realty

  50 Sylvan Rd N, Westport, CT 06880
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  /40

  $1,195,000

  • 4 Beds
  • 2.5 Baths
  • 2,808 Sq Ft

  189 Fishing Trail, Stamford, CT 06903

  Discover this stunning 4 bedrooms and 2.5 bath Center Hall Colonial in one of North Stamford's most desirable cul-de-sacs. This home offers the rare combination of a private, peaceful setting-bordering a conservation overlay-with the convenience of City Water. The natural sun light-filled interior features a kitchen with granite counters and newly updated good quality appliances and eat-in

  Ginger Zhu Century 21 AllPoints Realty

  189 Fishing Trail, Stamford, CT 06903
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  /31

  $2,350,000

  $149K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 3,598 Sq Ft

  201 Shore Rd, Greenwich, CT 06830

  On sought-after Belle Haven peninsula near town, this 2008 expanded 5 bed, 3.2 bath home boasts breathtaking Greenwich Harbor views. Perfectly designed for harborside living & entertaining, the sunlit gourmet chef's kitchen & great room boast an expansive island, custom cabinetry and a wall of windows overlooking harbor & park. The spacious living room, complete with wood burning fireplace &

  Meg McAuley Kaicher Coldwell Banker Realty

  201 Shore Rd, Greenwich, CT 06830
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  /40

  $3,995,000

  $155K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 6,556 Sq Ft

  760 Smith Ridge Rd, New Canaan, CT 06840

  5.13-Acre Estate Bordering New Canaan Country Club. Discover ultimate privacy on Smith Ridge Road. This impeccably maintained home features a sun-drenched floor plan with southern exposure and high-end updates throughout. Highlights include a 2023 Fiona Leonard kitchen with walnut cabinetry, a 2024 primary bath renovation, and a spacious living room with a custom wet bar. The main level offers a

  Melissa Engel Douglas Elliman of Connecticut

  760 Smith Ridge Rd, New Canaan, CT 06840
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  /32

  $589,000

  • 4 Beds
  • 2.5 Baths
  • 3,156 Sq Ft

  5 Bayberry Dr, Brookfield, CT 06804

  Located on a desirable cul-de-sac in Brookfield, this lovingly maintained and updated 4-bedroom Colonial offers over 3,100 sq ft on 1.05 acres with beautiful curb appeal, professionally landscaped garden beds, a stone paver walkway, and an expansive yard. The main level features a spacious kitchen with Corian countertops, tile flooring, exposed beam, under-cabinet and recessed lighting, a new

  Kristie Perry William Pitt Sotheby's Int'l

  5 Bayberry Dr, Brookfield, CT 06804
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  /40

  $929,000

  Open Sat 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,840 Sq Ft

  61 Sharon Ct, Shelton, CT 06484

  Your own private 2.06 acre oasis awaits! Looking for privacy.. then look no further! This 2,840 square foot, 8 room, 3 bedroom, 2.5 bath Colonial has many updates and presents itself in impeccable condition! The beautiful Kitchen offers cherry cabinets, quartz counters, 4x9 foot center island and porcelain tile floor. The spacious Dining Room boasts beautiful oak hardwood floors with room for

  Linda Ragozzine Coldwell Banker Realty

  61 Sharon Ct, Shelton, CT 06484
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  /23

  $10,350,000

  • 5 Beds
  • 4 Baths
  • 8,223 Sq Ft

  111 Byram Shore Rd, Greenwich, CT 06830

  Dramatic views of Long Island Sound extend from this spectacular 1.50-acre property with 185 ft of direct water frontage, an 80-ft dock, a sandy boat launch and a 528 sq.ft. antique cottage. Walls of glass in the current 5-bedroom residence open to a spectacular deck with pool and panoramic views. Once part of the 43-acre Edgar Marston estate, the property includes c.1885 Queen Anne-style cottage

  Joseph Barbieri Sotheby's International Realty

  111 Byram Shore Rd, Greenwich, CT 06830
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  /40

  $2,795,000

  • 5 Beds
  • 6 Baths
  • 5,990 Sq Ft

  54 Barry Ave, Ridgefield, CT 06877

  Sophisticated Farmhouse Colonial beautifully sited in the heart of the village on a private and serene setting - CT's first cultural destination renowned for its celebrated restaurants, cafes, galleries, boutique shopping & entertainment venues. Built to exceptional standards and spanning nearly 6,000 SqFt, this bespoke residence offers a refined blend of timeless New England architecture and

  Karla Murtaugh Compass Connecticut, LLC

  54 Barry Ave, Ridgefield, CT 06877
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  /16

  $28,500,000

  New Construction

  • 7 Beds
  • 12 Baths
  • 18,370 Sq Ft

  39 Brookridge Dr, Greenwich, CT 06830

  Set along a quiet street 3 mins from town, this exceptional 2027 new construction blends timeless architecture w modern livability. A striking white brick façade, steep gables, and dark-framed windows create a refined yet welcoming presence. Warm interior light highlights expansive living spaces, including a dramatic kitchen and family room designed for both everyday living and elevated

  Amanda Bates Houlihan Lawrence

  39 Brookridge Dr, Greenwich, CT 06830
• 

  

  /24

  $799,000

  • 4 Beds
  • 3.5 Baths
  • 3,244 Sq Ft

  320 N Salem Rd, Ridgefield, CT 06877

  Antique lovers- bring your vision and discover the incredible potential this home has to offer! Honored as one of Ridgefield's historic homes, this is a rare offering where timeless character and everyday livability come together. Layered with history, the 18th-century residence, later expanded in the 19th century, retains its original charm. With the front portion of the home dating back to

  Tim Dent Coldwell Banker Realty

  320 N Salem Rd, Ridgefield, CT 06877
• 

  

  /40

  $939,900

  $40K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,492 Sq Ft

  1209 Daniels Farm Rd, Trumbull, CT 06611

  Step into a piece of Trumbull's history with this enchanting, updated Craftsman Cape loc in the highly sought-after Daniels Farm section, close to top-rated schools, parks, shopping, restaurants, & major highways. Originally built by Col. William C. Weeks when Daniels Farm Rd was a rural farm district, this unique home, known as "Kobble Cot," blends historic charm w/ modern comfort & has long

  Jay Cannone William Raveis Real Estate

  1209 Daniels Farm Rd, Trumbull, CT 06611
• 

  

  /35

  $35,000,000

  • 8 Beds
  • 9 Baths
  • 9,300 Sq Ft

  10 Cliffdale Rd, Greenwich, CT 06831

  Nestled on 66 acres of picturesque pastures and woods, the historic Beinecke estate features a stunning 9,300 sq. ft. Georgian Colonial home. The main floor includes a grand entry hall, a cozy library with custom wood paneling, and a spacious living room with two fireplaces. A large screened porch offers sweeping views. The second floor boasts a luxurious primary suite with a fireplace, along

  Peter Janis BHHS New England Properties

  10 Cliffdale Rd, Greenwich, CT 06831

Showing Results 361 - 400, Page 10 of 16