Fairfield County CT Homes for Sale with Acreage

/46
$17,500,000
- 7 Beds
- 13 Baths
- 16,597 Sq Ft
11 Conyers Farm Dr, Greenwich, CT 06831

Breathtaking lake, waterfall and nature views enhance this architecturally sundrenched Colonial with unrivaled amenities on 19.69 private acres-best location in Conyers Farm. On the market for the 1st time, this custom designed Home by architect Robert Lamb Hart takes full advantage of the beautiful setting with walls of windows overlooking the lake in a stunning open floor plan. Easy access to

Anne Ward Houlihan Lawrence

11 Conyers Farm Dr, Greenwich, CT 06831
/9
$11,900,000
- 6 Beds
- 9 Baths
- 9,836 Sq Ft
32 Pheasant Ln, Greenwich, CT 06830

Welcome to 32 Pheasant Lane, a stunning completely rebuilt and expanded modern Colonial on one of Greenwich's most coveted streets. This exceptional 6 bedroom, 7.2 bath home offers over 9800 square feet of luxurious finished living space on 4 levels. An expansive front porch invites you inside where you will discover an open, airy floor plan with 10ft ceilings and custom details. White oak floors

Maria Crowley Houlihan Lawrence

32 Pheasant Ln, Greenwich, CT 06830
/39
$1,999,000
- 4 Beds
- 4.5 Baths
- 5,427 Sq Ft
5 Stone Wall Ln, Sherman, CT 06784

Introducing an unparalleled residence crafted by a luxury builder as their sanctuary in Southern Sherman, where every detail reflects quality and design. Step into a foyer that leads to an expansive open-concept living area. The space features vaulted 12-foot ceilings adorned with craftsman trim work. Natural light bathes it, highlighting the rich maple hardwood floors and a striking

Trish McFadden Houlihan Lawrence

5 Stone Wall Ln, Sherman, CT 06784
/23
$649,900
- 4 Beds
- 3 Baths
- 3,241 Sq Ft
2449 Huntington Turnpike, Trumbull, CT 06611

Oh, hey, listen. You're looking for something special, right? Well, look no further. This cape in Trumbull-wow. It's been totally renovated. From top to bottom. Every inch of it. You step inside, and BOOM, there it is: a huge family room, with a fireplace. Oh yeah, and a deck. Big deck. The kind of deck you can stand on, look out, and say, 'This is where I belong.' Now, the kitchen-gourmet.

Michael Morris Vylla Home (CT) LLC

2449 Huntington Turnpike, Trumbull, CT 06611
/19
$10,995,000
- Land
- 11 Acres
- $999,545 per Acre
188 Round Hill Rd, Greenwich, CT 06831

11 acres on Round Hill Road in Mid-Country Greenwich, a rare find! This is $1m/acre in a 2-acre zone. Subdivision possible. Stunning western views of open sky, grassy meadow & mature specimen trees. The existing home, designed by Mott B. Schmidt, has elegant formal rooms, 5 bdrms, eat-in kitchen & spectacular primary bathroom. Property also includes heated pool, 2 bedroom cottage (with recently

Amanda Miller Houlihan Lawrence

188 Round Hill Rd, Greenwich, CT 06831
/36
$10,995,000
- 7 Beds
- 11 Baths
- 16,008 Sq Ft
358 Lukes Wood Rd, New Canaan, CT 06840

This exquisite 7 bedroom & 11 bath colonial residence & compound set on 4.78 acres offers old world aesthetics with modern artistry. The craftsmanship of the millwork, finishes and features is unparalleled including reclaimed oak flooring imported from France and Hope's custom designed steel windows and doors. The harmonious transition between interior and outdoors is facilitated by numerous

Jennifer Crowley Douglas Elliman of Connecticut

358 Lukes Wood Rd, New Canaan, CT 06840
/75
$13,750,000
- 6 Beds
- 8 Baths
- 9,418 Sq Ft
52 Carriglea Dr, Riverside, CT 06878

Experience unparalleled luxury in this extraordinary custom-built Riverside waterfront residence. Nestled on 1.45 acres with 9,418 square feet of living space, this exceptional home, designed by acclaimed architect Cormac Byrne, boasts a seamless open-concept layout that promotes effortless flow throughout. Soaring ceilings and expansive windows flood the interiors with natural light,

Stephen Archino Sotheby's International Realty

52 Carriglea Dr, Riverside, CT 06878
/20
$1,995,000
- 4 Beds
- 3 Baths
- 3,284 Sq Ft
297 Cognewaugh Rd, Cos Cob, CT 06807

Nestled within the serene beauty of Greenwich's sought-after Cos Cob community, this elegant property is set on two private, wooded acres. This refined 4-bedroom, 3-bathroom residence spans over 3,200 square feet of meticulously designed living space, perfect for the discerning buyer.Exquisite hardwood floors, sunlit interiors, and architectural details create an atmosphere of understated

Mark Pruner Compass Connecticut, LLC

297 Cognewaugh Rd, Cos Cob, CT 06807
/40
$569,000
- 3 Beds
- 1.5 Baths
- 1,494 Sq Ft
270 Berkshire Rd, Sandy Hook, CT 06482

Welcome to the Bradley House 1762. Lovely home in very good condition with all the amenities of today's lifestyle situated on over 2 private acres. Appreciate the majestic stream from the rear deck or garden area as it effortlessly flows through the property. Large kitchen with plenty of natural lighting with access to the rear deck. Dining room is directly off kitchen and leads into the living

Richard Reynolds Realty ONE Group Connect

270 Berkshire Rd, Sandy Hook, CT 06482
/35
$2,300,000
- 6 Beds
- 7 Baths
- 6,342 Sq Ft
3 Mayflower Ln, Weston, CT 06883

3 Mayflower Lane offers a perfect blend of modern sophistication and timeless charm. This beautiful home is set on over two idyllic acres, overlooking the Aspetuck Valley Country Club Golf Course. It has been meticulously maintained and upgraded, offering a fresh, contemporary feel while retaining its classic charm. Upon entering the grand foyer with double hight ceilings and a spiral staircase,

Kim Harizman Compass Connecticut, LLC

3 Mayflower Ln, Weston, CT 06883
/30
$5,200,000
- 6 Beds
- 7.5 Baths
- 9,630 Sq Ft
355 Greens Farms Rd, Westport, CT 06880

Exceptional Gated Estate in Greens Farms! Welcome to 355 Greens Farms Rd, a spectacular 2.25 acres estate designed for luxurious living and ultimate entertaining. This stunning home is a dream for car enthusiasts, featuring a four-car garage with room for lifts, making it perfect for showcasing and maintaining your collection. Step inside to find a brand-new kitchen and a newly designed primary

Meredith Cohen Serhant Connecticut, LLC

355 Greens Farms Rd, Westport, CT 06880
/40
$899,000
- 3 Beds
- 2.5 Baths
- 1,918 Sq Ft
175 Mountain Rd, Wilton, CT 06897

Step into the timeless charm of Rock House Woods, an enchanting 1800s farmhouse seamlessly blending historic character with modern conveniences, including GEOTHERMAL heating & cooling! A welcoming front porch invites you into this sun-drenched home, where wide-plank floors, exposed beams, large picture windows and a charming country kitchen creates an atmosphere of warmth, character and

Deborah Burnaman William Raveis Real Estate

175 Mountain Rd, Wilton, CT 06897
/31
$8,950,000
- 6 Beds
- 5.5 Baths
- 5,040 Sq Ft
33 Meadow Wood Dr, Greenwich, CT 06830

In the gated Quarry Farm neighborhood of the enchanting Belle Haven Association with 24hr security, this property offers a unique opportunity to renovate or build new, 16,000+ sq ft waterfront home. Overlooking Byram Harbor and Long Island Sound, the current 6-bedroom house sits on 2.78 acres with a pool, adjacent to a 1.09-acre protected lot. Once a quarry and later acquired as part of the

Joseph Barbieri Sotheby's International Realty

33 Meadow Wood Dr, Greenwich, CT 06830
/11
$2,500,000
- Land
- 28 Acres
- $90,744 per Acre
0 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

Michael Ange Tromba Keller Williams Prestige Props

0 Old Easton Turnpike, Weston, CT 06883
/40
$12,400,000
- 12 Beds
- 16 Baths
- 18,000 Sq Ft
544 Oenoke Ridge, New Canaan, CT 06840

A rare opportunity to own a legacy estate that would command over $50 million to recreate in today's market. Orchard's End, built in 1929 designed by New York architect William B. Tubby, his outstanding designs include Waveny House in New Canaan, Dunnellen Hall in Greenwich and the William H. Childs House in Brooklyn. Beginning in 2014, the current owners retained world renowned architect Dinyar

Danielle Scialpi-Malloy Serhant Connecticut, LLC

544 Oenoke Ridge, New Canaan, CT 06840
/69
$2,730,000
- 4 Beds
- 4.5 Baths
- 3,826 Sq Ft
681 River Rd, Cos Cob, CT 06807

Timeless , this architecturally designed contemporary home blends soaring vaulted ceilings with panoramic views, creating a seamless connection to the outdoors. Thoughtfully sited on 2.32 peaceful, private acres, the home embraces natural light as the seasons change, all while remaining minutes from every convenience possible.The open-concept floor plan is ideal for both grand entertaining

Paula Waldman BHHS New England Properties

681 River Rd, Cos Cob, CT 06807
/23
$33,000,000
- 8 Beds
- 14 Baths
- 18,954 Sq Ft
555 Lake Ave, Greenwich, CT 06830

Overlooking 8+park-like acres, this majestic brick Georgian was transformed to blend top of the line appointments with a rich array of custom detailing. Crowned by a 3-story chandelier, the impressive reception hall with Wenge walnut parquetry floor opens to a formal Dining Room with fireplace and elegant Living Room with fireplace and custom bar. Distinguished two-story English mahogany library

Leslie McElwreath Sotheby's International Realty

555 Lake Ave, Greenwich, CT 06830
/40
$4,375,000
- 6 Beds
- 11 Baths
- 10,414 Sq Ft
5 Boxwood Ln, Westport, CT 06880

Refined living awaits on Boxwood Lane, a prime Hunt Club cul-de-sac featuring tranquil private entrances to stately colonial style homes. From its cobblestone-lined, semi-circular driveway to the backyard pool and bluestone patio oasis, the grounds of 5 Boxwood Lane are simply spectacular. The home itself stands apart, meticulously designed with exquisite details and custom amenities. Four

Karen Scott Compass Connecticut, LLC

5 Boxwood Ln, Westport, CT 06880
/39
$5,000,000
- 4 Beds
- 7 Baths
- 6,625 Sq Ft
155 Long Ridge Rd, Danbury, CT 06810

ROADSIDE - A Storied 53-Acre Private Estate in Fairfield County CT Escape to your own private nature retreat at ROADSIDE, a rare 53-acre country estate just 90 minutes from Manhattan. This legacy property blends historic charm with modern luxury in a setting that feels worlds away-yet is 1.5M from the Redding train station and the cultural vibrancy of Fairfield County. Set within a fully fenced,

Kathleen Harrison Coldwell Banker Realty

155 Long Ridge Rd, Danbury, CT 06810
/37
$1,500,000
- 4 Beds
- 3.5 Baths
- 1,542 Sq Ft
8 Ledgewood Dr, Sherman, CT 06784

DIRECT WATERFRONT on Candlewood Lake - DEER RUN SHORES, a private Lake community. Water's Edge PRIVATE DOCK. Community Amenities include POOL, clubhouse and beach boat & guest parking. Contemporary Light and Air w/open floor plan. Great Room/Dining Area with 2-story stone fireplace, built ins & walls of sliders to oversized entertaining wrap around Deck. YEAR ROUND VIEWS of Water & Mountain

Kathleen Harrison Coldwell Banker Realty

8 Ledgewood Dr, Sherman, CT 06784
/40
$2,595,000
- 5 Beds
- 7 Baths
- 5,860 Sq Ft
33 Middlebrook Farm Rd, Wilton, CT 06897

**REDUCED** Nestled in Wilton's most prestigious enclave, the home offers nearly 3 acrs of breathtaking beauty& privacy. Tree-lined drive winds along tranquil Comstock Brook, leading to the distinguished residence. Mature cherry, apple, maple, blue spruce, and pine trees enhance the idyllic setting, while an expansive stone terrace invites al fresco dining & offers potential for future pool.

Shalini Madaras Silver Pine Real Estate

33 Middlebrook Farm Rd, Wilton, CT 06897
/47
$25,000,000
- 6 Beds
- 12 Baths
- 12,312 Sq Ft
24 Conyers Farm Dr, Greenwich, CT 06831

In one of the most beautiful settings in the exclusive Conyers Farm Association, this stately, ivy-clad stone manor is majestically sited overlooking 25 rolling acres. Long southern views extend over 2 lots, with exquisite formal gardens, an inviting pool and putting green. Recently renovated with impeccable taste, the gracefully scaled 12,312 sq ft floorplan offers 6 bedrooms and 6 baths.

Joseph Barbieri Sotheby's International Realty

24 Conyers Farm Dr, Greenwich, CT 06831
/38
$1,750,000
- 5 Beds
- 4.5 Baths
- 3,830 Sq Ft
5 Deerfield Rd, Wilton, CT 06897

This extraordinary property stands as a testament to thoughtful preservation and modern comfort with soaring 11-foot ceilings and walls of glass that flood the interior with natural light. Built in 1969 with portions dating to the 1700s, this dramatic barn home is perfect as a weekend retreat or multi-family residence. This artistically designed home balances historic character with contemporary

Christine Oleynick Keller Williams Realty

5 Deerfield Rd, Wilton, CT 06897
/3
$999,000
- Land
- 4.60 Acres
- $217,174 per Acre
Unlisted Address

Lot 53 is located at the end of Lee Lane, a private side street off Michigan Road. The 4-acre plot provides ample space for the creation of a single family home (septic study allows for at least five bedrooms), giving buyers the opportunity to design their dream home and avoid the hectic seller's market. The wooded surroundings offer a natural buffer from the outside world, fostering a sense of

James Barone Compass Connecticut, LLC

Unlisted Address
/40
$2,500,000
- 3 Beds
- 3 Baths
- 2,367 Sq Ft
11 Driftwood Rd, Danbury, CT 06811

Welcome to this exquisite custom-built waterfront residence on Candlewood Lake offering prime Western exposure & expansive breathtaking views. Set majestically on 1 private acre with 250' of lake frontage, the home boasts custom detail with approx. $400K in improvements. The open floor plan includes lake views from every room and wide plank pegged flooring. The beautifully updated gourmet kitchen

Robert Neumann Houlihan Lawrence

11 Driftwood Rd, Danbury, CT 06811
/36
$1,999,000
- 5 Beds
- 5 Baths
- 7,014 Sq Ft
13 Cove Rd, Brookfield, CT 06804

WATERFRONT OASIS... HUGE PRICE IMPROVEMENT!!! Welcome to this stunning custom-built contemporary home, nestled on over 300 feet of waterfront along Lake Lillinonah in the Barkwood Falls subdivision of Brookfield. This one-owner estate on over 2 acres offers breathtaking views and unparalleled privacy! The grand two-story foyer is adorned with Carrera marble, setting the tone for the elegance that

Jennifer Carbone Howard Hanna Rand Realty

13 Cove Rd, Brookfield, CT 06804
/38
$2,750,000
- 6 Beds
- 4.5 Baths
- 4,702 Sq Ft
85 Cutler Rd, Greenwich, CT 06831

This New England-style center hall colonial sits majestically atop a long private drive in idyllic back country Greenwich. The combination of outdoor spaces, set on 4 acres, make this home ideal for relaxation & entertaining...an in-ground pool, pool house, tennis court, and a versatile heated barn for creative pursuits. The interior features truly create an inviting atmosphere. Custom moldings,

Jodi Gutierrez Alliance R.E. Consultants

85 Cutler Rd, Greenwich, CT 06831
/40
$2,599,000
- 11 Beds
- 10 Baths
- 15,118 Sq Ft
124 Old Battery Rd, Bridgeport, CT 06605

A very special Fairfield County Connecticut Gold Coast mansion at St. Mary's-by-the-Sea and Long Island Sound. Experience The Chimneys, an architectural gem designed by Charles Wellington Walker in 1928. This Georgian Revival home won America's Finest Home Award in 2015. The 54-foot Grand Hall features a sweeping staircase with hand-wrought iron balustrades. Eleven artful fireplaces add warmth

Gail Robinson William Raveis Real Estate

124 Old Battery Rd, Bridgeport, CT 06605
/23
$4,350,000
- 6 Beds
- 4.5 Baths
- 4,958 Sq Ft
121 Round Hill Rd, Greenwich, CT 06831

Rare find - property on one of Greenwich' estate roads, Round Hill Rd. Oversized, private property, pool, stable, with a perfect blend of tranquil, manicured and natural landscapes. Enjoy your morning coffee gazing across beautiful east-facing rear vistas.Move right into this 5 bedroom 4 1/2 bath home, featuring upgrades like generator, irrigation, and largely new windows. Create your

Sabine Schoenberg PrimeSites, Inc.

121 Round Hill Rd, Greenwich, CT 06831
/36
$7,500,000
- 7 Beds
- 9 Baths
- 14,066 Sq Ft
4 Cowdray Park Dr, Greenwich, CT 06831

Nestled within the confines of Conyers Farm, this French Normandy chateau epitomizes exclusivity and grandeur. Blending exquisite architecture with lavish comforts and resort amenities that elevate luxury living to new heights. Showcasing impeccable materials, palatial entertaining spaces, a luxurious kitchen, family room, paneled library, and a sprawling terrace overlooking the pool. Seven

Joan Marks Christie's International Real Estate

4 Cowdray Park Dr, Greenwich, CT 06831
/49
$6,395,000
- 7 Beds
- 8 Baths
- 8,068 Sq Ft
2 Winding Ln, Greenwich, CT 06831

LOCATION, LOCATION LOCATION Set back on 2 private acres very close to town & landscaped to perfection, this exquisite property with over sized salt water pool, tennis court, children's playground, exquisite gardens & entertaining terraces offer today's buyers the perfect lifestyle. 8000+sq.ft. brick residence w/ new slate composite roof features 6 bdrms/6 bths, private office., lg light filled

Helene Barre Sotheby's International Realty

2 Winding Ln, Greenwich, CT 06831
/38
$29,500,000
- 6 Beds
- 7.5 Baths
- 8,684 Sq Ft
0 Hay Island Unit 24078034, Darien, CT 06820

HAY ISLAND: Breathtaking, unobstructed views of the Long Island Sound stretch from this private island at the end of a gated causeway on Darien's cherished waterfront coast. Held by one family for over a century, this waterfront sanctuary features a meticulously crafted 8,684 SF New England colonial built in 2010. Positioned high above the water, with sweeping southeasterly views the six-bedroom,

Leslie McElwreath Sotheby's International Realty

0 Hay Island Unit 24078034, Darien, CT 06820
/41
$29,500,000
- 6 Beds
- 7.5 Baths
- 8,684 Sq Ft
157 Long Neck Point Rd, Darien, CT 06820

HAY ISLAND: Breathtaking, unobstructed views of the Long Island Sound stretch from this private island at the end of a gated causeway on Darien's cherished waterfront coast. Held by one family for over a century, this waterfront sanctuary features a meticulously crafted 8,684 SF New England colonial built in 2010. Positioned high above the water, with sweeping southeasterly views the six-bedroom,

Leslie McElwreath Sotheby's International Realty

157 Long Neck Point Rd, Darien, CT 06820
/47
$6,590,000
- 6 Beds
- 8 Baths
- 7,921 Sq Ft
182 Taconic Rd, Greenwich, CT 06831

Set on a serene, level 4.15-acre lot and perfectly sited for privacy, exceptional 6 bed, 6.2 bath, center-hall Georgian Colonial with a charming guest house offers the ultimate in luxury living. A harmonious blend of classic architecture and modern updates, this meticulously maintained residence is turnkey and move-in ready. The elegant, front-to-back foyer welcomes you into beautifully scaled

Stacy Young William Raveis Real Estate

182 Taconic Rd, Greenwich, CT 06831
/14
$35,000,000
- Land
- 66 Acres
- $530,303 per Acre
10 Cliffdale Rd, Greenwich, CT 06831

Spanning approximately 66 acres, this exceptional parcel on Cliffdale Road in Greenwich features a harmonious blend of open pastures, mature woodlands, and cultivated areas. The landscape is rich and varied, with gently rolling fields giving way to dense forest and scenic natural trails, ideal for walking, horseback riding, or enjoying the serene surroundings. Measuring roughly half a mile in

Peter Janis BHHS New England Properties

10 Cliffdale Rd, Greenwich, CT 06831
/38
$1,450,000
- 5 Beds
- 3.5 Baths
- 5,044 Sq Ft
20 Blanket Meadow Rd, Monroe, CT 06468

Welcome to 20 Blanket Meadow Rd. This stunning custom-built Colonial sits on nearly 2.5 flat acres in one of Monroe's most desirable neighborhoods, offering over 5,000 sq.ft. across three levels. The main level features an expansive open-concept kitchen with solid wood cabinetry, granite countertops, a gas range, and double ovens, seamlessly flowing into the family room where you'll be welcomed

Terri Tournas Coldwell Banker Realty

20 Blanket Meadow Rd, Monroe, CT 06468
/37
$5,600,000
- 6 Beds
- 10 Baths
- 7,438 Sq Ft
27 Stiles Ln, Greenwich, CT 06831

Grand Greenwich Estate | Luxurious Living on 4.3 AcresTucked at the end of a quiet cul-de-sac, 27 Stiles Lane is a magnificent brick manor set on 4.3 acres of private, manicured grounds. With 7,438 sq. ft. of refined living space, this estate offers six ensuite bedrooms for ultimate privacy. The home features two fireplaces and a beautiful library with custom millwork. The resort-style

Fatou Niang William Pitt Sotheby's Int'l

27 Stiles Ln, Greenwich, CT 06831
/39
$10,250,000
- 6 Beds
- 9 Baths
- 5,920 Sq Ft
828 Sasco Hill Rd, Fairfield, CT 06824

"Pebbles" | Iconic Sasco Hill Estate Timeless Design. Storied Past. Unrivaled Views. A distinguished Georgian Revival estate set on nearly 3 acres, the largest lot along this coveted stretch of Sasco Hill. With sweeping, unobstructed views of the Country Club of Fairfield, Southport Harbor, Long Island Sound, and the Manhattan skyline, this iconic property offers an extraordinary blend of

Wendy Ryan Brown Harris Stevens

828 Sasco Hill Rd, Fairfield, CT 06824
/40
$1,749,000
- 5 Beds
- 4.5 Baths
- 5,645 Sq Ft
225 Good Hill Rd, Weston, CT 06883

Modern Transitional Colonial! Built by Jon Rogers and crafted to perfection, no expense was spared creating this well designed home. The epitome of craftsmanship, using only the finest quality materials the fastidious attention to detail & inspired design is evident in every inch of the space.The stunning Kitchen WOWS with white custom cabinetry and top of the line appliances opening to the Great

Todd David Miller William Raveis Real Estate

225 Good Hill Rd, Weston, CT 06883
/34
$1,499,000
- 5 Beds
- 6 Baths
- 9,603 Sq Ft
89 Tranquility Dr, Easton, CT 06612

Welcome to 89 Tranquility Drive! This stunning 5-bedroom, 4 Full and 2 Half baths Colonial is perfectly nestled in the desirable town of Easton, offering an exceptional blend of comfort, luxury, and functionality. Step into the grand foyer and immediately feel at home. To the left, you'll find a formal dining room, ideal for hosting elegant gatherings. To the right, a cozy living room with a

Alan Hamilton William Raveis Real Estate

89 Tranquility Dr, Easton, CT 06612

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