Fairfield County CT Homes for Sale with Acreage

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  /21

  $469,900

  $20K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,118 Sq Ft

  12 Oak Crest Dr, Brookfield, CT 06804

  Welcome to this charming 3-bedroom, 1-bath home nestled on a peaceful cul-de-sac in desirable Brookfield. Situated on 1.25 acres of beautiful land, this property offers plenty of space for outdoor enjoyment and privacy while still being close to everything - shopping, schools, restaurants, and major highways. The home features a bright and inviting living area, an updated kitchen, and comfortable

  Sumer Naber BE Real Estate

  12 Oak Crest Dr, Brookfield, CT 06804
• 

  

  

  /18

  $899,000

  • 4 Beds
  • 2 Baths
  • 2,903 Sq Ft

  27 Huckleberry Ln, Weston, CT 06883

  Exceptional opportunity in a prime Lower Weston location directly bordering Westport - just minutes to both Weston and Westport town centers, award-winning schools, shopping, dining, trains and commuting routes. Privately set on a beautiful 2-acre lot on a quiet country lane, this property offers endless potential for buyers with vision. Whether you choose to renovate, customize, expand, or build

  Christine Oleynick Keller Williams Realty

  27 Huckleberry Ln, Weston, CT 06883
• 

  

  

  /40

  $4,975,000

  • 5 Beds
  • 4.5 Baths
  • 7,907 Sq Ft

  300 Sturges Ridge Rd, Wilton, CT 06897

  A rare offering distinguished by architectural clarity, complete privacy, and a deeply personal design vision, set within one of Fairfield County's most sought-after locations. Jay Manuel, internationally recognized creative director and fashion icon, brings a distinctly refined point of view to his architecturally significant modern residence in Connecticut. Acquired in 2011, the home was

  Laura Ancona William Pitt Sotheby's Int'l

  300 Sturges Ridge Rd, Wilton, CT 06897
• 

  

  

  /39

  $2,299,000

  $201K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 8,652 Sq Ft

  15 Alpine Rd, New Fairfield, CT 06812

  10,000 Sq Ft Modern Masterpiece with Unrivaled Candlewood Lake Vistas - Suspended above Connecticut's largest lake, this re-envisioned contemporary estate commands dramatic 180-degree panoramas across Candlewood Lake and the rolling hills beyond. Spanning just shy of 10,000 square feet (note - town does not include partial finished basement, enclosed porch and guest suite as living space) of

  Judy Stebbins Houlihan Lawrence WD

  15 Alpine Rd, New Fairfield, CT 06812
• 

  

  

  /7

  $5,450,000

  • Land
  • 2.47 Acres
  • $2,206,478 per Acre

  1 Pecksland Rd, Greenwich, CT 06831

  A nearly two-and-a-half-acre parcel occupying the former gardens of the original Round Hill estate -- elevated, set back from the street, with a gently moving creek along the back and a generous flat building envelope. Pecksland is a distinguished Greenwich address, and the parcel's history as the estate's former gardens gives the site a cultivated character before a new home is even built.

  Leslie McElwreath Sotheby's International Realty

  1 Pecksland Rd, Greenwich, CT 06831
• 

  

  /40

  $1,399,000

  • 4 Beds
  • 4 Baths
  • 4,046 Sq Ft

  18 Forest Ln, Wilton, CT 06897

  Stunning Sun-Filled Colonial with Designer Barn. Set on 1.32 flat acres on the New Canaan border, this bright 4-bedroom Colonial offers over 4,000 square feet of sophisticated living space. Built in 1990, the home perfectly captures "old world" architectural charm-featuring reclaimed beams & timeless New England character-while offering the ease & peace of mind of modern construction. The main

  Casey Lange Compass Connecticut, LLC

  18 Forest Ln, Wilton, CT 06897
• 

  

  /40

  $1,100,000

  • 4 Beds
  • 3.5 Baths
  • 3,631 Sq Ft

  50 Old Farm Rd, Weston, CT 06883

  Welcome to this sophisticated country Cape blending modern living with charm in Weston's Georgetown area. White picket fences & stepping stones through an arbor welcome you to the front porch of this beautiful home! Set at the end of a quiet cul-de-sac on a level acre w/inviting circular driveway, the open floor plan creates comfortable flow for everyday living & entertaining. Two story entry

  Dianne DeWitt Berkshire Hathaway NE Prop.

  50 Old Farm Rd, Weston, CT 06883
• 

  

  /40

  $989,000

  Open Fri 3PM - 6PM

  • 3 Beds
  • 3 Baths
  • 2,200 Sq Ft

  399 N Park Ave, Easton, CT 06612

  "Cedar Farm" Live Simply. Live Well. A truly rare offering-One of Easton's most beautiful and unique settings in recent years. Mature plantings, sculpted gardens and whimsical touches throughout create a setting that feels both magical and deeply personal. Set behind a gated entry, Cedar Farm is a private retreat featuring a charming home and exceptional grounds with a pool, pond, walking bridge,

  Beth Saunders Berkshire Hathaway NE Prop.

  399 N Park Ave, Easton, CT 06612
• 

  

  /28

  $2,149,000

  • 3 Beds
  • 2.5 Baths
  • 2,496 Sq Ft

  12 Sawmill Terrace, Greenwich, CT 06830

  Tucked away down a quiet mid-country lane, surrounded by pretty woodlands, is this modern styled one level home. Large open reception hall, large living room with fireplace, high ceilings, and a wall of sliders. Study/office area, and large formal south-facing dining room with oversized windows that overlook the front yard and lovely mature trees. A step down from the dining room through French

  Edward Mortimer Sotheby's International Realty

  12 Sawmill Terrace, Greenwich, CT 06830
• 

  

  /40

  $1,199,000

  • 3 Beds
  • 2.5 Baths
  • 2,827 Sq Ft

  305 Olmstead Hill Rd, Wilton, CT 06897

  This iconic mid-century modern home offers a rare blend of architectural character and natural beauty, situated on two private acres along Olmstead Hill-one of Wilton's designated scenic roads. Designed in 1958 by architect Robert Van Summern (whose work has been featured in The New York Times) as his first family residence, the home thoughtfully integrates timeless design with its serene, wooded

  Diane Millas William Raveis Real Estate

  305 Olmstead Hill Rd, Wilton, CT 06897
• 

  

  /40

  $1,495,000

  • 6 Beds
  • 5 Baths
  • 5,526 Sq Ft

  28 Strawberry Ln, Shelton, CT 06484

  A rare offering that exudes sophistication and sanctuary, this striking contemporary estate-originally built in 1984 and thoughtfully reimagined for modern living-spans over 5,526 square feet of refined yet inviting space. Privately nestled within a tranquil suburban setting, this property delivers a true escape while remaining moments from premier shopping, dining, and everyday conveniences, an

  Renee Taormina Coldwell Banker Realty

  28 Strawberry Ln, Shelton, CT 06484
• 

  

  /37

  $929,000

  • 3 Beds
  • 3 Baths
  • 2,788 Sq Ft

  33 Topledge Rd, Redding, CT 06896

  Welcome to this well maintained 3-bedroom, 3-bath Colonial ideally situated on a quiet cul-de-sac with stunning front yard views and a peaceful setting. This spacious home offers an inviting layout designed for both comfortable living and entertaining. The sun-filled living room flows seamlessly into the formal dining room featuring a bay window overlooking the picturesque front yard. The custom

  Lynne Murphy Berkshire Hathaway NE Prop.

  33 Topledge Rd, Redding, CT 06896
• 

  

  /12

  $3,740,000

  • Land
  • 31.75 Acres
  • $117,795 per Acre

  0 June Rd Unit 24169936, Stamford, CT 06903

  Set on 31.76 acres and thoughtfully subdivided into three distinct lots, this exceptional offering sits along the border of Greenwich, delivering a rare blend of scale, serenity, and convenience. Each parcel offers its own unique character: Lot 1 captures sweeping vistas and breathtaking sunrise views 6.22, while Lots 2 and 3 feature over 18.82 acres and 6.71 acres of beautifully level land. The

  Stacy Young William Raveis Real Estate

  0 June Rd Unit 24169936, Stamford, CT 06903
• 

  

  /40

  $1,595,000

  • 4 Beds
  • 3.5 Baths
  • 3,854 Sq Ft

  42 Topstone Rd, Redding, CT 06896

  Nestled on three private acres in highly sought-after Redding, Connecticut, with a private backyard gate entering directly into Topstone Park, this exceptional property offers a lifestyle defined by tranquility, privacy, and space. Surrounded by mature trees and drenched in natural light, the home embodies the timeless charm that has earned Redding its reputation as the 'Vermont of Connecticut".

  Giuseppe 'Joe' Melillo William Raveis Real Estate

  42 Topstone Rd, Redding, CT 06896
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  /29

  $1,539,000

  • 4 Beds
  • 3.5 Baths
  • 3,900 Sq Ft

  132 1/2 W Norwalk Rd, Norwalk, CT 06850

  This beautiful waterfront Colonial with almost 4000 finished square footage has it all. Nature scenes abound from most every window. The two story Foyer has a sweeping staircase. On your left is the Living Room with built-in bookshelves and a helpful Library-style ladder. The Formal Dining Room with wainscoting is on your right. The eat-in Kitchen is huge and has a massive island. It is open to

  Candace Blackwood BHHS Darien/New Canaan

  132 1/2 W Norwalk Rd, Norwalk, CT 06850
• 

  

  /40

  $995,000

  • 3 Beds
  • 3 Baths
  • 2,865 Sq Ft

  180 Old Branchville Rd, Ridgefield, CT 06877

  Nestled on 2.32 scenic acres with views of Lake Noroneke, this historic Colonial offers charm, character, and versatility. The original portion of the home dates back to 1875 and showcases timeless details throughout, including original wide plank chestnut oak floors. This inviting residence offers 3 bedrooms and 3 full baths, blending classic character with everyday comfort. Filled with natural

  Tim Dent Coldwell Banker Realty

  180 Old Branchville Rd, Ridgefield, CT 06877
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  /25

  $699,000

  • 3 Beds
  • 2 Baths
  • 2,409 Sq Ft

  204 Mather St, Wilton, CT 06897

  Best Value in Wilton! Featured in Fairfield County Home magazine, entitled "English Style," this little beauty was built by a retired Sea Captain in 1850 while the railroad was being built and was a popular Inn and Tavern.This multi-structure, 2.5 acre property is packed with Connecticut character! In addition to the pristine 3 bedroom Classic home, there is an oversized detached two car garage

  Lisa Jones Higgins Group Bedford Square

  204 Mather St, Wilton, CT 06897
• 

  

  /40

  $725,000

  Open Sat 12PM - 2PM $170K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,826 Sq Ft

  835 Monroe Turnpike, Monroe, CT 06468

  Set on 4.8 acres of level, private land in Monroe's highly sought-after Historic District, this distinctive 4-bedroom, 4-bath residence presents a rare opportunity to restore and personalize a truly special property rich in character, space, and potential. A long, tree-lined driveway leads to the home, which is gracefully set far back from the road behind classic stone walls and a picturesque

  Jeffrey Gagliardo Realty ONE Group Connect

  835 Monroe Turnpike, Monroe, CT 06468
• 

  

  /40

  $679,999

  • 4 Beds
  • 2.5 Baths
  • 1,757 Sq Ft

  395 Cross Hill Rd, Monroe, CT 06468

  A completely reimagined New England traditional, this fully renovated 4-bedroom, 2.5-bath residence offers the perfect blend of classic charm and suburban tranquility. Set on a beautifully level one-acre property, the home provides an exceptional setting for both everyday living and entertaining. Inside, an open circular main level layout connects the kitchen seamlessly to the dining area and

  Melanie Billie BHGRE Gaetano Marra Homes

  395 Cross Hill Rd, Monroe, CT 06468
• 

  

  /6

  $1,995,000

  $955K PRICE DROP

  • Land
  • 27.55 Acres
  • $72,414 per Acre

  85-95 Old Easton Turnpike, Weston, CT 06883

  27+ acres of serene land along the Aspetuck River spreading between Weston and Fairfield. A rare opportunity to build your dream home and have seclusion while bordering Westport with all modern day conveniences and shopping. Close to Aspetuck Valley Country Club and golf course, The Patterson Club, Camp Aspetuck and the Connecticut Audubon Society. *All parcels sold together. *See attached

  Kim Tromba Keller Williams Realty

  85-95 Old Easton Turnpike, Weston, CT 06883
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  /40

  $824,900

  $25K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,037 Sq Ft

  6 Daniels Dr, Danbury, CT 06811

  Set on a private, tree-lined lot, this 4-bedroom, 2.5-bath contemporary blends open space with clean, updated finishes. The heart of the home is a fully remodeled kitchen with quartz countertops, stainless steel appliances, a large center island, and modern pendant lighting. It opens seamlessly into a bright family room with a wood-burning fireplace and sliders leading to an expansive deck

  Kim Kendall Keller Williams Realty

  6 Daniels Dr, Danbury, CT 06811
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  /38

  $1,199,000

  • 5 Beds
  • 4 Baths
  • 3,581 Sq Ft

  198 Steep Hill Rd, Weston, CT 06883

  Exceptional 5-BR stone home blending contemporary design w natural tranquility sits atop 2 private acres in Weston. Expertly engineered & beautifully constructed, this freshly painted home welcomes you through a dramatic 2-story foyer into a sun-filled living room with floor-to-ceiling windows, sweeping woodland views, and a custom 2-sided fireplace. Open chef's kitchen features granite

  Elaine Schanzenbach William Raveis Real Estate

  198 Steep Hill Rd, Weston, CT 06883
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  /40

  $950,000

  • 4 Beds
  • 4 Baths
  • 3,967 Sq Ft

  38 Old Farm Hill Rd, Newtown, CT 06470

  Tucked away at the end of a private driveway in a sought-after neighborhood, this professionally landscaped & exceptional 4 bedroom, 4 full bath home offers the perfect blend of luxury, comfort, & functionality. Designed with an open & inviting floor plan, hardwood floors traverse much of the home, adding warmth & timeless appeal throughout. The heart of the home is the stunning chef's kitchen

  Andy Sachs Compass Connecticut, LLC

  38 Old Farm Hill Rd, Newtown, CT 06470
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  /38

  $4,950,000

  • 5 Beds
  • 7 Baths
  • 6,823 Sq Ft

  537 Oenoke Ridge, New Canaan, CT 06840

  Set on over four and a half acres of private, level grounds in one of New Canaan's most sought after locations, this exceptional estate offers a rare combination of scale, privacy, and close to town convenience. Originally built in 1962 and thoughtfully expanded, the property unfolds as a true compound. The main residence features five bedrooms, seven baths, and beautifully proportioned living

  Douglas Milne Houlihan Lawrence

  537 Oenoke Ridge, New Canaan, CT 06840
• 

  

  /40

  $5,695,000

  • 5 Beds
  • 7 Baths
  • 9,039 Sq Ft

  316 Mansfield Ave, Darien, CT 06820

  Just in time for summer-this exceptional property offers the ultimate in luxury living and outdoor enjoyment. Imagine relaxing poolside by your new heated pool and spa, surrounded by beautifully landscaped grounds and sweeping views of the golf course. Inside, the home is equally impressive. The expansive primary suite is a true retreat, featuring a private sitting room that opens onto a deck

  Janine Tienken Houlihan Lawrence

  316 Mansfield Ave, Darien, CT 06820
• 

  

  /40

  $649,000

  • 3 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  66 Great Ring Rd, Sandy Hook, CT 06482

  Situated on 4 private acres, this 3-bedroom, 2.5-bath Colonial offers a seamless blend of charm and modern comfort. Stone walls outline the property, creating a picturesque setting. The main level features hardwood floors, a generous foyer with a new front door, and glass-paneled doors leading to an oversized, light-filled family room with French doors that open to a new deck. A formal dining

  Shelley Drakeley Drakeley Real Estate, Inc.

  66 Great Ring Rd, Sandy Hook, CT 06482
• 

  

  /40

  $6,790,000

  • 7 Beds
  • 9 Baths
  • 14,066 Sq Ft

  4 Cowdray Park Dr, Greenwich, CT 06831

  Situated within the gated enclave of Conyers Farm in backcountry Greenwich, this elegant French Chateau embodies architectural distinction, privacy, and resort-style living. Here, heritage and pastoral elegance converge, framed by rolling polo grounds, preserved countryside, and an atmosphere defined by quiet exclusivity. Set gracefully on more than 13 acres, comprised of mature woodlands, and

  Vickie Kelley Camelot Real Estate

  4 Cowdray Park Dr, Greenwich, CT 06831
• 

  

  /26

  $795,000

  $24K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,042 Sq Ft

  305 Westport Turnpike, Fairfield, CT 06824

  Rare 2.25-acre riverfront opportunity on the Fairfield/Westport line. This exceptional 538-foot deep lot offers 158 feet of frontage along the Aspetuck River, creating a private, scenic setting with significant upside. A unique feature is the ability to site a new home further back from Westport Turnpike, maximizing privacy and long-term value. The existing 3-bedroom, 2-bath ranch offers

  Chip Parrish Keller Williams Realty

  305 Westport Turnpike, Fairfield, CT 06824
• 

  

  /7

  $5,950,000

  $1M PRICE DROP

  • Land
  • 7.42 Acres
  • $801,887 per Acre

  549 Round Hill Rd, Greenwich, CT 06831

  Distant views of Long Island Sound and rolling meadow vistas await the creation of the estate of your dreams. 7+ acres on one of the highest elevations in Greenwich are privatized by verdant landscaping on all sides. Fully approved, the building site is ready for the dream to become reality. Approved architectural plans are offered for a home that may be custom built by the owner/builder, a noted

  Francine Ehrlich Sotheby's International Realty

  549 Round Hill Rd, Greenwich, CT 06831
• 

  

  /14

  $2,595,000

  • 5 Beds
  • 4.5 Baths
  • 4,998 Sq Ft

  433 Belden Hill Rd, Wilton, CT 06897

  Offering approximately 6,400 square feet of finished living space across three thoughtfully designed levels, this exceptional residence blends timeless architecture with modern luxury. Expansive interiors are filled with natural light and feature refined craftsmanship, generous room proportions, and a seamless flow ideal for both everyday living and elegant entertaining. The finished lower level

  Hernan Benitez VORO CT LLC

  433 Belden Hill Rd, Wilton, CT 06897
• 

  

  /40

  $1,645,000

  $50K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 4,786 Sq Ft

  74 George Hull Hill Rd, Redding, CT 06896

  Nestled on three picturesque acres and surrounded by open space, this beautiful country retreat offers privacy, comfort, and exceptional outdoor living. The expansive patio is perfect for entertaining, featuring a full outdoor kitchen, fireplace, TV, and integrated audio system. A large level yard provides plenty of space for recreation and the potential for a pool. Inside, the home showcases

  Tyler Toren Compass Connecticut, LLC

  74 George Hull Hill Rd, Redding, CT 06896
• 

  

  /5

  $1,350,000

  • Land
  • 110 Acres
  • $12,273 per Acre

  00 Anderson Rd, Sherman, CT 06784

  A rare 110-acre offering in Sherman, CT, where open skies and eastern-facing views create a truly peaceful setting. Whether you're envisioning a private estate, family compound, or future development, this property offers endless potential. Ideally located close to town and just a short drive to NYC, it strikes the perfect balance between seclusion and accessibility. With subdivision potential

  Carolyn Morrison William Pitt Sotheby's Int'l

  00 Anderson Rd, Sherman, CT 06784
• 

  

  /40

  $5,499,000

  • 5 Beds
  • 9 Baths
  • 7,070 Sq Ft

  294 Maple Rd, Easton, CT 06612

  A rare offering, this Gambrel shingle-style estate is a sanctuary on over 15 acres with a lake and separate building lot-ideal for equestrian pursuits or a secluded retreat. Crafted with no expense spared, the residence features steel construction, geothermal energy, cedar roofing and siding, and copper gutters. Inside, an elevator connects all levels, while quarter sawn wide plank hardwood

  Linda Toscano Coldwell Banker Realty

  294 Maple Rd, Easton, CT 06612
• 

  

  /5

  $1,850,000

  • Land
  • 2.78 Acres
  • $665,468 per Acre

  531L N Wilton Rd, New Canaan, CT 06840

  Beautiful flat waterfront acreage - never developed, with magnificent reservoir views. Access to property provided by right of way from 469 North Wilton Road, access road is unpaved but roughed in and visible.

  Mitchell Moore Brown Harris Stevens

  531L N Wilton Rd, New Canaan, CT 06840
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  /38

  $1,890,000

  $100K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,046 Sq Ft

  3 Cedar Pond Rd, Westport, CT 06880

  Tucked away at the end of a long private drive, this exceptional property offers rare privacy just mins from everything Westport has to offer. Set on 2.1 acres, 3 Cedar Pond Rd is a true hidden oasis in the heart of town. Custom-built by noted architect George White as a 'replica' Colonial, the home reflects the timeless character of early CT architecture & was recognized by the Westport Historic

  Shannon Manning The Riverside Realty Group

  3 Cedar Pond Rd, Westport, CT 06880
• 

  

  /39

  $42,995,000

  • 6 Beds
  • 9 Baths
  • 12,492 Sq Ft

  545 Indian Field Rd, Greenwich, CT 06830

  A rare waterfront estate of true scale and presence, this reimagined coastal masterpiece commands 1.6 acres on the Long Island Sound with sweeping, unobstructed horizon views. Rebuilt from the foundation up, the home delivers level beachfront living with powerful architectural lines, floor-to-ceiling glass, and a seamless connection to the water at every turn. The approach opens to a 19-foot

  Jesse Marinak Serhant Connecticut LLC

  545 Indian Field Rd, Greenwich, CT 06830
• 

  

  /17

  $1,189,000

  • 4 Beds
  • 3 Baths
  • 2,851 Sq Ft

  24 N Calvin Rd, Weston, CT 06883

  Welcome to 24 N Calvin Rd, an exceptional residence set in the prestigious enclave of Weston, where timeless elegance meets serene New England beauty. Perfectly positioned on a private, picturesque setting, this distinguished home offers a rare combination of sophistication, comfort, and refined living. Thoughtfully designed with attention to detail, the home features expansive, light-filled

  Irsannia Gallardo eRealty Advisors, Inc.

  24 N Calvin Rd, Weston, CT 06883
• 

  

  /30

  $1,189,000

  • 4 Beds
  • 3.5 Baths
  • 4,624 Sq Ft

  22 Misty Vale Rd, Sandy Hook, CT 06482

  Including 3 room apartment, all appliances.

  Derek Greene Derek Greene

  22 Misty Vale Rd, Sandy Hook, CT 06482
• 

  

  /40

  $14,995,000

  • 11 Beds
  • 17 Baths
  • 15,479 Sq Ft

  326 Stanwich Rd, Greenwich, CT 06830

  Welcome to An Extraordinary Lakeside Retreat in GreenwichEncompassing an incredible assemblage of 9.4 lakeside acres ideally situated within the Greenwich mid country, Frye Lake Compound is the ultimate sanctuary for those seeking a world of elevated privacy, scenery and architecture. Nestled around the serene 11-acre Frye Lake, this incomparable park-like estate represents an idyllic

  Kevin Sneddon Compass Connecticut, LLC

  326 Stanwich Rd, Greenwich, CT 06830
• 

  

  /81

  $5,995,000

  • 3 Beds
  • 5 Baths
  • 5,305 Sq Ft

  135 & 129 Zaccheus Mead Ln, Greenwich, CT 06831

  LOCATION ,LOCATION, LOCATION! Striking, sophisticated, & contemporary w/a true WOW factor. This exceptional residence is tucked within the celebrated Golden Triangle, surrounded by some of Greenwich's most prominent estates. A rare blend of timeless modern sensibility, the home showcases stunning interiors, refined elegance, & impeccable craftmanship. Designed for today's lifestyle, the layout

  Janet Milligan Sotheby's International Realty

  135 & 129 Zaccheus Mead Ln, Greenwich, CT 06831

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