Fairfield County CT Homes for Sale with Acreage

/36
$5,495,000
- 6 Beds
- 8 Baths
- 7,930 Sq Ft
20 Sherwood Farm Ln, Greenwich, CT 06831

Step into luxury with this newly staged custom built home in one of Greenwich's prestigious associations. Perfectly situated near downtown, this elegant property offers a blend of sophistication and convenience- now at an improved price! A stunning custom built white Georgian Colonial in the coveted mid country Sherwood Farm Association is sited on a picturesque level acre lot. This six bedroom

Richard Higgins

Higgins Group Bedford Square

(203) 433-0559

20 Sherwood Farm Ln, Greenwich, CT 06831
/36
$2,900,000
- 3 Beds
- 2.5 Baths
- 4,670 Sq Ft
98 Hunting Ridge Rd, Greenwich, CT 06831

Anchored into a hillside, this three level Mid Century Marvel is proof that two things can be true at the same time, as it both blends into, and stands out in, the surrounding natural habitat of native plants and massive rocks sculpted by a long-forgotten glacier. This property in North Greenwich is truly one of a kind, designed and built by the visionary artist and architect Norman Hoberman, it

Betsy Anderson

William Pitt Sotheby's Int'l

(475) 275-0824

98 Hunting Ridge Rd, Greenwich, CT 06831
/27
$599,999 Open Sun 10:30AM - 12PM
- 4 Beds
- 2.5 Baths
- 2,208 Sq Ft
159 State Route 37, New Fairfield, CT 06812

Welcome to 159 Route 37 in beautiful New Fairfield, CT-a comfortable, private, and well-maintained 4-bedroom, 2.5-bath center hall colonial set on 2 wooded acres, just minutes from the NY border. This inviting home offers a flexible and functional layout, featuring a spacious kitchen, formal dining, great room, and a cozy living room with woodstove insert-perfect for gatherings or quiet nights

Jean Flynn

Luks Realty

(203) 717-9775

159 State Route 37, New Fairfield, CT 06812
/39
$525,000 Open Sun 10:30AM - 12PM
- 3 Beds
- 2.5 Baths
- 1,976 Sq Ft
14 Button Rd, Shelton, CT 06484

Everyone wants to live on that street that gets no traffic aside from the neighbors and the Amazon delivery man. That ideal situation is exactly what we have here! Tucked away on the level section of a quiet cul-de-sac in Shelton's desirable Huntington neighborhood, 14 Button Road blends charm, privacy, and functionality across a beautifully landscaped 1.08-acre lot. This 3-bedroom, 2.5-bath

Alan Stewart Jr.

ASJ Realty Partners

(203) 941-4993

14 Button Rd, Shelton, CT 06484
/40
$799,000
- 3 Beds
- 3 Baths
- 3,339 Sq Ft
35 Millo Dr, Monroe, CT 06468

This stunning 3-bedroom, 3 full bath contemporary home has been completely remodelled and proudly showcases three levels of open, airy living space infused with natural light and nestled on a beautifully landscaped 1+ acre lot. The heart of the home where culinary dreams come true is the chef's kitchen with custom cabinetry, a spacious center island, quartzite countertops, and top-of-the-line

Sue Varrone

Coldwell Banker Realty

(203) 806-7927

35 Millo Dr, Monroe, CT 06468
/39
$924,900
- 4 Beds
- 3.5 Baths
- 3,722 Sq Ft
17 Kathleen Dr, Stratford, CT 06614

Welcome to this extraordinary reproduction Colonial with top-of-the-line modern updates throughout, creating an incredible home well worth touring! Perfectly situated at the end of a peaceful cul-de-sac on a private, level 1.02-acre lot in Stratford's desirable North End, this beautifully updated 3,722 sq. ft., 12+ room, 3.5 bath home blends timeless New England charm with outstanding

Fredda Takacs

Coldwell Banker Realty

(203) 902-4713

17 Kathleen Dr, Stratford, CT 06614
/40
$2,750,000
- 5 Beds
- 4 Baths
- 2,452 Sq Ft
32 Beeholm Rd, Redding, CT 06896

A Private Oasis: Discover an unparalleled opportunity at 32 Beeholm Rd, where an exceptional 24+ acre private oasis awaits. This significant piece of Redding's natural beauty offers more than just a home; it includes two charming rustic cottages, adding an impressive 1,023 sq. ft. (#A) and 982 sq. ft. (#B) of versatile living space. Each cottage features 1 bedroom and 1 bath, providing ideal

Ellen Garcia

Brown Harris Stevens

(475) 291-4216

32 Beeholm Rd, Redding, CT 06896
/27
$6,250,000 Open Sun 11AM - 12PM
- 6 Beds
- 8 Baths
- 7,447 Sq Ft
79 Richmond Hill Rd, Greenwich, CT 06831

Completely renovated exquisitely designed Colonial-style home, nestled on 4 park-like acres. Custom millwork, built-ins, designer lighting, and European fixtures. Light-filled family dining area featuring a 20-foot curved sliding glass wall that opens to the patio and pool. The Primary Suite boasts private balcony, large dressing room, and luxurious bath complete with radiant heated floors,

Kevin Stone

Sotheby's International Realty

(475) 255-6696

79 Richmond Hill Rd, Greenwich, CT 06831
/25
$3,999,000
- 6 Beds
- 8 Baths
- 6,000 Sq Ft
57 Evergreen Ave, Westport, CT 06880

Walk to downtown shops and restaurants from this stunning, reimagined, & rebuilt 1920 Dutch colonial home, situated on a spacious 1.17-acre in-town property.This is truly a work of art, as 2 properties have been seamlessly combined into one, creating a private oasis set way back from the road.Upon entering the home, you will be captivated by the meticulous attention to detail & the perfect blend

Hyleri Katzenberg

Compass Connecticut, LLC

(475) 253-3404

57 Evergreen Ave, Westport, CT 06880
/2
$550,000
- Land
- 10 Acres
- $57,895 per Acre
0 Walnut Hill Rd, Ridgefield, CT 06877

Potential Development opportunity in beautiful Ridgefield. 9.5 acre in West Mountain neighborhood. Build your own home in a secluded 3-acre zone. Potential other use: Farm Land Buyer to perform their due diligence. Property is to the right, rear and left of the pin.

Marc Walowitz

Equity Realty Group, LLC

(203) 872-9436

0 Walnut Hill Rd, Ridgefield, CT 06877
/39
$899,999 Open Sun 1PM - 3PM
- 4 Beds
- 3.5 Baths
- 3,472 Sq Ft
235 Lonetown Rd, Redding, CT 06896

Exceptional value, enormous potential and a fabulous opportunity! This four-bedroom Colonial, built in 2003, offers a perfect fusion of comfortable living, serene country lifestyle and an inviting atmosphere of warmth and welcome. Spanning 2,828 square feet of above-grade living space this home is perfectly poised for comfortable family gatherings, cozy evenings by the fireplace, and vibrant

Roni Agress

William Pitt Sotheby's Int'l

(203) 489-9873

235 Lonetown Rd, Redding, CT 06896
/19
$549,000
- 2 Beds
- 1.5 Baths
- 844 Sq Ft
341 Georgetown Rd, Weston, CT 06883

Welcome to this beautifully maintained 2-bedroom, 1.5-bath home located at 341 Georgetown Road in the desirable town of Weston, CT. Offering a perfect blend of comfort and functionality, this home features an open-concept kitchen that seamlessly flows into the living room, creating an ideal space for both relaxation and entertaining. The kitchen is thoughtfully designed with modern finishes and

Kevin O'Brien

O'Brien Premier Properties

(203) 594-8065

341 Georgetown Rd, Weston, CT 06883
/40
$749,000
- 3 Beds
- 2 Baths
- 2,612 Sq Ft
102 Hanover Rd, Newtown, CT 06470

Three Bedrooms and Two full Baths Contemporary Cape. With an open floor plan, a large Family Room with a Wood stove, a Sun Room, and a screened-in Hot Tub room. The kitchen has granite countertops and stainless steel appliances. The main level has a split A/C heating unit and skylights throughout. Outside with an above-ground pool and abundant Nature. An oversized deck that steps down to a patio

Edmundo DaSilva

eXp Realty

(203) 590-9796

102 Hanover Rd, Newtown, CT 06470
/37
$1,888,000 Open Sun 1PM - 4PM
- 4 Beds
- 5 Baths
- 7,568 Sq Ft
501 Woodbine Rd, Stamford, CT 06903

LOCATION, LOCATION, OPPORTUNITY! In the middle of the Gold Coast (Greenwich, New Canaan and Darien).Save One Million Dollars from comparable homes in Queens, N.Y. which is 33 miles away. Luxurious Colonial with Smart Design for Modern Living. North Stamford is one of the Safest Areas in the country. Corner of Woodbine Road and Reservoir Lane. A stones' throw from the Laurel Reservoir. Total 7,568

Cosmo Iadanza

Century 21 AllPoints Realty

(203) 409-1647

501 Woodbine Rd, Stamford, CT 06903
/11
$5,250,000
- 5 Beds
- 8 Baths
- 9,300 Sq Ft
67 Carter St, New Canaan, CT 06840

67 Carter Street - Exceptional Modern Estate Experience unrivaled luxury at this extraordinary 2.5-acre sanctuary in New Canaan. Encompassing nearly 7,300 sq ft above grade and an additional 2,000 sq ft in the lower level with soaring 10-foot ceilings, this architectural masterpiece offers a refined and expansive living experience. A chef's gourmet kitchen anchors the home, complemented by five

Richard Breglia

Coldwell Banker Realty

(475) 241-7968

67 Carter St, New Canaan, CT 06840
/39
$1,945,000
- 4 Beds
- 5 Baths
- 3,440 Sq Ft
10 Singing Woods Rd, Norwalk, CT 06850

Welcome to 10 Singing Woods Rd in Silvermine.This contemporary Cottage is available July 2025. Greyrock Homes award winning developer of "The Cottages" at Fullin Road and Richards Ave has taken their successful design to this lovely 1 acre property. The home features exceptional design, modern amenities and energy efficiency. Convenient 1st floor living at its best, with luxurious primary suite,

Joseph Passero

William Raveis Real Estate

(475) 290-6867

10 Singing Woods Rd, Norwalk, CT 06850
/38
$1,150,000
- 3 Beds
- 2.5 Baths
- 3,456 Sq Ft
17 Walker Ln, Weston, CT 06883

Welcome to your dream retreat -- a custom-designed contemporary masterpiece nestled in the heart of nature. With soaring ceilings and walls of glass, this home is bathed in sunlight from dawn to dusk. The expansive open floor plan offers seamless flow, highlighted by a spectacular great room perfect for entertaining, relaxing, or simply taking in the stunning woodland views. Step onto the

Len Schwartz

Keller Williams Prestige Prop.

(475) 290-6837

17 Walker Ln, Weston, CT 06883
/2
$4,895,000 New Construction
- 6 Beds
- 9 Baths
- 9,224 Sq Ft
21 Warnock Dr, Westport, CT 06880

Expected for completion end of summer 2025, this striking architectural design meets refined luxury in a meticulously crafted 9,200+/- sq ft, 6-bedroom, 6 full, & 3 half bath new residence. Showcasing the collaborative excellence of AR Luxury Homes w/ interior design by Mary Beth Woods & architectural vision by Donald William Fairbanks, this exceptional property represents the pinnacle of modern

Brett Lieberman

The Riverside Realty Group

(475) 255-6647

21 Warnock Dr, Westport, CT 06880
/6
$1,945,000 New Construction
- 4 Beds
- 3.5 Baths
- 3,400 Sq Ft
18 Singing Woods Rd, Norwalk, CT 06850

Welcome to 18 Singing Woods Rd in Silvermine.This contemporary Cottage is available late 2025. Greyrock Homes award winning developer of "The Cottages" at Fullin Road and Richards Ave has taken their successful design to this lovely secluded rear 4 plus acre property. The home features exceptional design, modern amenities,Hardy board siding and energy efficiency. Convenient 1st floor living at

Joseph Passero

William Raveis Real Estate

(203) 793-0029

18 Singing Woods Rd, Norwalk, CT 06850
/28
$519,000
- 3 Beds
- 1.5 Baths
- 1,986 Sq Ft
161 Jockey Hollow Rd, Monroe, CT 06468

Opportunity knocks at this custom ranch (plus potential ADU!) with coveted private lake & beach access in the heart of Monroe! The main level provides easy, single level living with great flow, hardwood floors, & windows in all the right places. The heart of the home is the capacious, cabinet-packed kitchen with vaulted skylit ceilings & a large eat-in area framed by an oversized bay window.

Tommy Connors Redfin Corporation

161 Jockey Hollow Rd, Monroe, CT 06468
/39
$1,800,000
- 5 Beds
- 6.5 Baths
- 6,034 Sq Ft
40 Wildwood Rd, Stamford, CT 06903

Step into timeless elegance with this newly constructed 6,034 sq. ft. Colonial masterpiece, featuring a legally finished walk-out basement with an additional 2,678 sq. ft.-where luxury meets meticulous craftsmanship. Set behind stately stone pillars, the home welcomes you with a sweeping driveway, manicured gardens, and a pool site ready for your dream oasis. Inside, a sun-drenched, two-story

Ken Wile Redfin Corporation

40 Wildwood Rd, Stamford, CT 06903
/40
$899,000 Open Sun 1PM - 4PM
- 4 Beds
- 3.5 Baths
- 3,870 Sq Ft
20 Topaz Ln, Trumbull, CT 06611

Spacious Colonial in one of Trumbull's most desirable subdivisions. This well-maintained home offers over 3,730 sq ft of living space with hardwood floors throughout. The main level features a large living room with fireplace, formal dining room, eat-in kitchen, and a cozy family room with a beautiful stone fireplace that opens to a bright sunroom. Upstairs you'll find four generously sized

Kurt Jain NextHome Real Estate Services

20 Topaz Ln, Trumbull, CT 06611
/36
$2,150,000
- 5 Beds
- 5.5 Baths
- 5,705 Sq Ft
873 N Salem Rd, Ridgefield, CT 06877

Welcome Home to this beautiful estate property, sited on 7.39 private, picturesque acres just minutes from Ridgefield's vibrant village center. Built in 1970 and offering 5,705 square feet of above-grade, finished living space, this classic Colonial and the surrounding property are brimming with opportunity. The custom-built residence's main living space includes a gracious living room, formal

Chip & Heather Neumann Houlihan Lawrence

873 N Salem Rd, Ridgefield, CT 06877
/39
$2,650,000
- 5 Beds
- 4.5 Baths
- 6,400 Sq Ft
433 Belden Hill Rd, Wilton, CT 06897

NEW PRICE DECREASE! Exceptional Custom Designed Contemporary Colonial Farmhouse Style Estate in South Wilton. Set on 3.1 pristine acres of flat, manicured land in coveted South Wilton, this newly constructed 6,400 +/- square foot masterpiece sets a new standard for luxury living. No expense has been spared in creating this exceptional residence, where thoughtful design meets uncompromising

Alison Mark Berkshire Hathaway NE Prop.

433 Belden Hill Rd, Wilton, CT 06897
/38
$2,195,000 Open Sun 1PM - 3PM
- 3 Beds
- 3 Baths
- 3,611 Sq Ft
38 High Valley Way, Stamford, CT 06903

Absolutely stunning North Stamford oasis peacefully situated overlooking a 15-acre freshwater lake fed by the Mianus River, private access to which is granted to only 6 homes. Complete remodel - House was gutted down to the studs and remodeled in 2006/2007. Upon entry, the wide-open floor plan, walls of glass with breath-taking views of the lake, incredible natural light, and 14ft+ vaulted

Bryan Morris William Pitt Sotheby's Int'l

38 High Valley Way, Stamford, CT 06903
/40
$2,350,000 Open Sun 12PM - 4PM
- 4 Beds
- 5.5 Baths
- 5,746 Sq Ft
27 Golden Farm Rd, Stamford, CT 06903

Welcome to your dream home, where resort-style living meets the convenience of an easy commute to NYC and Westchester County locations! Impeccably maintained and thoughtfully improved, this stunning property offers an array of features designed for both relaxation and entertainment. Head outside to your own private oasis, complete with a luxurious pool and spa, great for unwinding after a busy

Denise Taylor Coldwell Banker Realty

27 Golden Farm Rd, Stamford, CT 06903
/40
$3,750,000
- 6 Beds
- 7.5 Baths
- 14,110 Sq Ft
21 Queens Grant Dr, Fairfield, CT 06824

Welcome to one of Greenfield Hill's most distinguished residences-an extraordinary 9,700+ sq. ft. Colonial estate nestled on 2 pristine acres in one of Fairfield's most prestigious enclaves. This 5-6 bedroom architectural masterpiece combines timeless elegance with modern luxury, offering an unparalleled lifestyle just moments from town. From first look, the home's unrivaled curb appeal

Michael Debiase Keller Williams Realty

21 Queens Grant Dr, Fairfield, CT 06824
/40
$995,000
- 4 Beds
- 5.5 Baths
- 4,962 Sq Ft
125 Stadley Rough Rd, Danbury, CT 06811

Live the luxury you deserve in this majestic double level Ranch embraced by circular drive and estate stone walls on 2.29 acres. Welcome home to 4 bedrooms, 5.1 baths, 3 spacious garages unfold across sunny, transom trimmed rooms under high ceilings and crown moldings. An entertainer's dream begins at the double-door entry: gleaming hardwoods lead to a chef's kitchen with granite center island,

Lorraine Amaral William Pitt Sotheby's Int'l

125 Stadley Rough Rd, Danbury, CT 06811
/40
$1,295,000
- 4 Beds
- 5 Baths
- 4,529 Sq Ft
305 Thayer Pond Rd, Wilton, CT 06897

Stunning 2 acre property features both a main house and separate cottage. Situated on the New Canaan line on one of Wilton's most sought-after streets & steps to The Lake Club, this elegant and sophisticated, impeccably maintained Colonial has over $350k in renovations and upgrades! Approached by stately stone pillars & walls w/a NEW paved driveway, 3-car garage w/NEW EV wall charge & boasting

Gaynor Brennan BHHS Darien/New Canaan

305 Thayer Pond Rd, Wilton, CT 06897
/40
$2,995,000
- 4 Beds
- 4.5 Baths
- 5,629 Sq Ft
166 Long Lots Rd, Westport, CT 06880

Your private oasis awaits! This beautifully renovated home offers an ideal location with easy access to town, shopping, and the beach. Designed with comfort and style in mind, the home features inviting living spaces including a two-story family room with an open staircase. The gourmet eat-in kitchen is open to a sitting area with a corner fireplace. Two family bedrooms with en-suite baths

Michelle Genovesi William Raveis Real Estate

166 Long Lots Rd, Westport, CT 06880
/40
$2,395,000
- 6 Beds
- 6.5 Baths
- 6,219 Sq Ft
284 Ingleside Dr, Stamford, CT 06903

PRICE REDUCTION ($385/SQFT) Stunning 2022 Custom New Construction home w/sparkling waterfront views. Set back far from the road, sited on 2.20 level acres in a serene new subdivision w/a pond, this fabulous modern farmhouse features 6 bedrooms, 6.5 baths, 3 car garage & custom elevator accessing 3 levels of finished living space. Boasting 6,219 sq ft (2,239sf unfinished space in the lower-level

Gaynor Brennan BHHS Darien/New Canaan

284 Ingleside Dr, Stamford, CT 06903
/30
$2,490,000
- 3 Beds
- 3.5 Baths
- 6,900 Sq Ft
88 Green Ln, Ridgefield, CT 06877

Mid-Century Modern Inspired Turnkey Contemporary - influenced by the works of Frank Lloyd Wright and Philip Johnson: Including spacious indoor/outdoor living, more than 100 picture windows, skylights, and the delight of a brook that runs beneath the great room which sports 22-foot-high ceilings above -- and a see-through glass table next to the two-sided fireplace -- below. The sounds and sights

Karen Heller Coldwell Banker Realty

88 Green Ln, Ridgefield, CT 06877
/34
$3,450,000
- 4 Beds
- 6 Baths
- 8,912 Sq Ft
266 Great Plain Rd, Danbury, CT 06811

Welcome Home to this incredible lakefront oasis! Exclusive access to Candlewood Lake awaits you at this pristine, elegant masterpiece. Spectacular views abound from every room of the spacious, yet relaxed home. The open-concept main level includes a vaulted living room, resplendent dining room, comfortable great room with floor-to-ceiling stone fireplace, stunning office with built-ins and

Chip & Heather Neumann Houlihan Lawrence

266 Great Plain Rd, Danbury, CT 06811
/40
$3,999,999
- 5 Beds
- 9 Baths
- 11,450 Sq Ft
64 Old Redding Rd, Weston, CT 06883

Discover a stunning custom-crafted luxury home, complete with a separate one-bedroom guest pool house, that stands as an architecturally significant estate designed to be cherished. Nestled on meticulously landscaped grounds with picturesque views of Pawtucket Valley Country Club, this grand colonial residence offers every amenity for a refined lifestyle. As you enter the soaring foyer, you are

Anissa Paolillo Redfin Corporation

64 Old Redding Rd, Weston, CT 06883
/28
$3,750,000
- 4 Beds
- 5.5 Baths
- 7,154 Sq Ft
22 Father Peters Ln, New Canaan, CT 06840

Experience the magic of organic architecture in this stunning John Howe-designed masterpiece, where every detail tells a story of harmony and connection with nature. Influenced and mentored by Frank Lloyd Wright, this home seamlessly, integrates with its surrounding. Nestled on nearly 7 acres at the end of a private cul-de-sac, this sprawling 7000 sqft estate strikes the perfect balance of

Chau Ngo Compass Connecticut, LLC

22 Father Peters Ln, New Canaan, CT 06840
/7
$2,090,000
- 5 Beds
- 7 Baths
- 5,100 Sq Ft
0 Mountain Rd, Wilton, CT 06897

This proven luxury home builder wants to build your future dream home on this rarely available one of a kind private lot. Drive down a private, hidden 1000+ foot driveway to find a property totaling over 2.00+ acres of unmatched and untouched exclusivity surrounded by protected state land. Add pool and tennis too! Two amazing potential lot sites. In addition, and even a possibility of

Evan Sheftel Millstone Real Estate Corp

0 Mountain Rd, Wilton, CT 06897
/38
$2,300,000
- 7 Beds
- 3 Baths
- 3,486 Sq Ft
10 Hillcrest Ct, Ridgefield, CT 06877

Be captivated by spectacular views of Lake Mamanasco and beyond from this stunning Modern Retreat. Considered to be one of the most picturesque settings in Ridgefield. With amazing sight-lines from all three levels of finished space, this beautifully maintained home offers a private, year round resort-like lifestyle. Walls of windows flood the interior with natural light, and multi-level decking

Karla Murtaugh Compass Connecticut, LLC

10 Hillcrest Ct, Ridgefield, CT 06877
/31
$1,595,000 Open Sun 1PM - 3:30PM
- 4 Beds
- 3.5 Baths
- 3,166 Sq Ft
17 Grays Farm Rd, Weston, CT 06883

This meticulous home was rebuilt and expanded in 2015, refinished floors and fresh paint in 2025, and is located on 2 sunny acres in lower Weston. Professionally crafted stone pillars, walls, and patios, and a sweeping circular driveway create exceptional curb appeal in a serene cul-de-sac setting. The renovation and expansion transformed the property-adding a charming front porch and a stunning

Mary Palmieri Gai Berkshire Hathaway NE Prop.

17 Grays Farm Rd, Weston, CT 06883
/25
$1,700,000
- 4 Beds
- 2.5 Baths
- 3,824 Sq Ft
4 Blacksmith Ridge Rd, Ridgefield, CT 06877

More Pics to Come! Welcome to this meticulously, well designed Connecticut Colonial beautifully sited on one of SW Ridgefield's most desirable cul-de-sacs. Conveniently located just 2 miles to the heart of downtown Ridgefield. Filled w/an abundance of natural light & great flow, it all comes together w/an amazing interior design. Main Level has new solid white oak hardwood floors, spacious Family

Karla Murtaugh Compass Connecticut, LLC

4 Blacksmith Ridge Rd, Ridgefield, CT 06877
/37
$1,800,000 Open Sun 1AM - 3PM
- 5 Beds
- 4.5 Baths
- 3,480 Sq Ft
59 Snowberry Ln, New Canaan, CT 06840

Opportunity Awaits! Bring your vision to this COLONIAL in desirable New Canaan. Potential for customization is limitless. Gorgeous 2 park-like acres with pond access and aerator welcomes you. Property features a peaceful yard, mature shade trees that line the driveway and lend privacy. Picturesque walking/biking community where neighbors gather. Wrap around porch invites you to sit, read, chat

Heather McGuinness William Raveis Real Estate

59 Snowberry Ln, New Canaan, CT 06840

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