Fairfield County CT Homes for Sale with Acreage

/38
$835,000
- 3 Beds
- 2.5 Baths
- 1,774 Sq Ft
471 Newtown Turnpike, Redding, CT 06896

Beautifully professionally landscaped, level 2-acre lot on the peaceful end of Newtown Turnpike, this charming 3-bedroom, 2.5-bath Cape combines classic character with modern living. The home has been meticulously maintained and upgraded, offering a perfect retreat in the heart of Redding. Step into the heart of the home: a brand-new custom kitchen featured in the recently added expansion.

Waldde Valdez Waldde Realty Group

471 Newtown Turnpike, Redding, CT 06896
/28
$1,475,000
- 4 Beds
- 3 Baths
- 2,128 Sq Ft
33 Pumpkin Hill Rd, Westport, CT 06880

Stylish. Sunlit. Seamless. Set on a private, level acre on one of Westport's most desirable streets, this turn-key 4-bedroom, 3-bath home blends modern updates with everyday comfort. Fully renovated and move-in ready, it features a bright open layout with oversized windows, custom kitchen with quartz counters and stainless appliances, and French doors that open to a new private deck-perfect for

Fred DeMatteo William Raveis Real Estate

33 Pumpkin Hill Rd, Westport, CT 06880
/40
$1,250,000
- 4 Beds
- 5.5 Baths
- 4,772 Sq Ft
550 Barrack Hill Rd, Ridgefield, CT 06877

Nestled on over 2 peaceful acres, this beautifully remodeled mountaintop retreat blends natural serenity with architectural charm. The grand beam-and-stone facade and dramatic entry set a warm, memorable tone. Inside, a stunning two-story Pennsylvania Blue Stone fireplace with reclaimed wood mantle anchors the living room. The chef's kitchen features top-tier appliances, a walk-in pantry, and a

Sandra Juliano Berkshire Hathaway NE Prop.

550 Barrack Hill Rd, Ridgefield, CT 06877
/37
$18,500,000
- 6 Beds
- 9 Baths
- 10,275 Sq Ft
41 Meadow Wood Dr, Greenwich, CT 06830

With breathtaking views of Long Island Sound, this custom-built Mediterranean-style home is nestled in an exclusive gated community known as Quarry Farm in Belle Haven. Featuring a terracotta-tiled roof, this luxurious home boasts 6-bedrooms and 6.3 baths on 4.7 acres of land. The central courtyard, which serves as the heart of the home, is surrounded by common living areas with extra-height

Jennifer Ho Douglas Elliman of Connecticut

41 Meadow Wood Dr, Greenwich, CT 06830
/39
$2,350,000
- 3 Beds
- 3.5 Baths
- 2,883 Sq Ft
1 Broad St Unit PHD5, Stamford, CT 06901

A crown jewel atop Stamford's skyline, this one-of-a-kind Penthouse Duplex crowns the top two floors of Park Tower—Stamford's tallest building and the highest residential address in Fairfield County. One of only six duplex penthouses, this 3-bedroom, 3.5-bath residence offers cinematic, east-facing views of Long Island Sound and downtown Stamford through floor-to-ceiling windows. Enjoy

Andrei Balaj Higgins Group Real Estate

1 Broad St Unit PHD5, Stamford, CT 06901
/40
$1,495,000
- 4 Beds
- 2 Baths
- 1,873 Sq Ft
58 Botsford Hill Rd, Newtown, CT 06470

10.22 acres charming equine farm located right on Newtown bridle lane trail system. House, barn, art studio, running brook, pond, private and secluded with many farm assets included. 1956 very well built 2600 sq.ft cape style home, with 10 rooms, 2 bathrooms, 2 car garage, basement with a bomb shelter. Large 50x50 barn with 5 matted stalls, concrete barn isle, large roof overhang for additional

Steven Koleno Beycome of Connecticut

58 Botsford Hill Rd, Newtown, CT 06470
/40
$2,195,000
- 5 Beds
- 5.5 Baths
- 5,932 Sq Ft
110 Nursery Rd, Ridgefield, CT 06877

This exceptional home truly has it all - sought after Farmingville location in Overlook Groves neighborhood, top of the line comprehensive renovation, & resort setting w/gunite, heated, saltwater pool, stone waterfall spa, expansive stone terrace w/custom fire pit, just minutes to town, yet borders open space preserve for complete rear privacy. Total 5,932sf of impressive living space on 3

Laura Ancona William Pitt Sotheby's Int'l

110 Nursery Rd, Ridgefield, CT 06877
/18
$3,500,000
- Land
- 4.01 Acres
- $872,818 per Acre
532 Round Hill Rd, Greenwich, CT 06831

Get away from it all and come see this picturesque 4 acre lot on coveted Round Hill Road. Charming updated 3 bedroom cottage with 2-car garage you can live in, expand or tear down. From the large back deck, enjoy beautiful vistas of the rolling meadow and lovely pond at the edge of the property. Catch a fish in the spring or skate on it in the winter. Peaceful and quiet, you can design your dream

Danielle Claroni Sotheby's International Realty

532 Round Hill Rd, Greenwich, CT 06831
/26
$11,500,000
- 7 Beds
- 12 Baths
- 10,058 Sq Ft
35 Andrews Farm Rd, Greenwich, CT 06831

Elegantly updated & impeccably maintained, this 10K+ SF estate is set on 8 manicured acres in the exclusive, gated Andrews Farm Association. Offering 7 bedrooms & 7.5 baths, this timeless home blends classic architecture with modern convenience, including a recent renovation featuring modern systems & smart home technology. The grounds, designed by renowned landscape architect Penelope Hobhouse,

Kevin Sneddon Compass Connecticut, LLC

35 Andrews Farm Rd, Greenwich, CT 06831
/25
$9,500,000
- 7 Beds
- 12 Baths
- 10,058 Sq Ft
35 Andrews Farm Rd, Greenwich, CT 06831

Exquisitely designed home defines elegance and exclusivity. This one of a kind 7 bedroom, 7/5 bath, 10,000+ square foot estate home in the Andrews Farm Association, nestled in the prestigious back country of Greenwich. Situated on 4 manicured acres, this property boasts an awe-inspiring garden designed by Penelope Hobhouse; featuring fruit orchards, a greenhouse, raised vegetable gardens,

Kevin Sneddon Compass Connecticut, LLC

35 Andrews Farm Rd, Greenwich, CT 06831
/34
$2,675,000
- 4 Beds
- 4.5 Baths
- 7,022 Sq Ft
19 Stone Fence Ln, Stamford, CT 06903

Like-New Construction! Exquisitely renovated from top to bottom, 19 Stone Fence Lane is a masterpiece of design & craftsmanship, offering 7,000+sf of living space across 3 meticulously finished levels. Every detail has been thoughtfully curated, showcasing the finest materials & high-end finishes - from custom kitchen cabinetry & Sub-Zero/Wolf appliances to Taj Mahal stone countertops, intricate

Jen Turano Compass Connecticut, LLC

19 Stone Fence Ln, Stamford, CT 06903
/20
$1,100,000
- Land
- 16 Acres
- $66,788 per Acre
0 Black Rock Turnpike, West Redding, CT 06896

Unlock Premier Development Potential in Redding Ridge, Redding, CT! Imagine crafting a stunning 4-5 home luxury subdivision on this expansive 15+ acre parcel of vacant land in prestigious Redding, Connecticut. The property may be subdividable (subject to approvals), offering flexibility and opportunity for a discerning developer to bring custom designs to life. This exceptional land is not

Christine Ricci Keller Williams NY Realty

0 Black Rock Turnpike, West Redding, CT 06896
/40
$3,695,000
- 5 Beds
- 6.5 Baths
- 7,970 Sq Ft
6 Florian Ct, Westport, CT 06880

Stunning, Custom Colonial on premier Westport cul-de-sac. Set on 1.1 acres of beautifully manicured grounds, this meticulously maintained home offers the perfect blend of luxury/serenity. Plus it's all set up for multigenerational living with separate, new 973 SF Apt! The private, flat, dry backyard at 6 Florian is ideal for outdoor enjoyment. Out/indoors are well integrated, w/charming blue

Lori Popkin Coldwell Banker Realty

6 Florian Ct, Westport, CT 06880
/11
$855,000
- 4 Beds
- 3.5 Baths
- 2,495 Sq Ft
38 Bhasking Ridge Rd, Wilton, CT 06897

Tranquil contemporary nestled on a private cul-de-sac on almost two level acres. Beautiful cathedral ceilings and exposed beams create an open floor plan perfect for entertaining.

Davis Owen Davis Owen Real Estate

38 Bhasking Ridge Rd, Wilton, CT 06897
/39
$2,597,000 Open Sun 4PM - 6PM
- 5 Beds
- 5 Baths
- 4,549 Sq Ft
26 Hitchcock Rd, Westport, CT 06880

Welcome to Brookside, the sensational new construction by GreenDay and Co., making its grand debut in the enchanting town of Westport! Prepare to be dazzled by our very first home transformation-a stunning fusion of old-world charm and modern luxury that's sure to leave you in awe. This isn't just another modern farmhouse; it's a magnificent reimagining of a European-style residence, meticulously

Mar Jennings Higgins Group Bedford Square

26 Hitchcock Rd, Westport, CT 06880
/7
$1,685,000
- Land
- 2.42 Acres
- $696,281 per Acre
366 Riversville Rd, Greenwich, CT 06831

A tranquil, private road leads to 2.42 acres of beautifully landscaped land. With Health Department approval for a five-bedroom septic system, this property offers the perfect opportunity to build your ideal home. No wetlands, and no ledge on the property. Enjoy the peace and privacy of your own oasis, all while being conveniently close to town, private schools, and the Merritt Parkway for easy

Joy Kim Metalios Houlihan Lawrence

366 Riversville Rd, Greenwich, CT 06831
/40
$1,398,000
- 4 Beds
- 4 Baths
- 3,033 Sq Ft
20 Cranbury Rd, Westport, CT 06880

This lovely, turnkey Cape Cod home is nestled away from the road in the sought-after Old Hill neighborhood - close to schools, town and train. With Over 3000 sq ft of finished living space, four bedrooms and four full baths, there is plenty of space to live, entertain, work from home and even the possibility of a nanny/in-law suite on the lower level. The main level is flooded with natural light

Jessica Brookbanks Coldwell Banker Realty

20 Cranbury Rd, Westport, CT 06880
/40
$2,599,000
- 5 Beds
- 6.5 Baths
- 5,506 Sq Ft
79 Comstock Hill Ave, Norwalk, CT 06850

This stunning architectural masterpiece, nestled in the prestigious Silvermine neighborhood, offers nearly 8,000 square feet of unparalleled luxury. Upon entry, a grand two-story foyer makes an unforgettable first impression, featuring a striking marble staircase and an ornate chandelier that sets the tone for elegance throughout. Radiant floor heating ensures warmth and comfort during the cooler

Demetrios Frazis William Pitt Sotheby's Int'l

79 Comstock Hill Ave, Norwalk, CT 06850
/38
$659,000
- 3 Beds
- 4 Baths
- 2,444 Sq Ft
70 Chambers Rd, Danbury, CT 06811

Discover an extraordinary lifestyle at 70 Chambers Road-where sophisticated design meets natural splendor. This 2,444 sq. ft. contemporary home sits on a stunning park-like property with private path access to Upper Kohanza Lake, where you can enjoy fishing, peace and tranquility. The open floor plan starts with steps up to the first bedroom & half bath, on the opposite side is another bedroom,

Kim Gifford Coldwell Banker Realty

70 Chambers Rd, Danbury, CT 06811
/26
$2,790,000 Open Sun 1PM - 3PM
- 9 Beds
- 5.5 Baths
- 7,437 Sq Ft
26 Shady Ln, Greenwich, CT 06831

Discover the enduring beauty of this stately 1900 Georgian Colonial. Set on a corner lot on one acre offers over 7,500 square feet of living space, 9 bedrooms, 5 full bathrooms, and 8 working fireplaces, a true testament to timeless elegance and old-world craftsmanship. Step inside and you're greeted by exquisite period details, ornate millwork, soaring 12ft ceilings, original leaded glass

Kaori Higgins Higgins Group Greenwich

26 Shady Ln, Greenwich, CT 06831
/40
$1,400,000
- 4 Beds
- 5 Baths
- 5,036 Sq Ft
155 Shortwoods Rd, New Fairfield, CT 06812

Welcome to Starcastle, a remarkable 23.5-acre estate offering privacy, natural beauty, and expansive views. Set amid mature woods and rolling hills, the property overlooks Squantz Pond, Candlewood Lake, and protected parklands, providing a stunning backdrop in every direction. Located just 71 miles from NYC, it offers a rare combination of seclusion and accessibility. At the heart of the property

Lisa Weisenberger Luks Realty

155 Shortwoods Rd, New Fairfield, CT 06812
/39
$3,998,000
- 5 Beds
- 6 Baths
- 6,388 Sq Ft
1580 Ponus Ridge, New Canaan, CT 06840

California meets New Canaan in this William Wurster inspired transitional-style masterpiece set on 2.54 private acres on New Canaan's desirable west side that's so convenient to town. This extensively renovated home has over 100 custom windows and 16 doors bringing the outside in from every room. Amazing sun-drenched living space with wonderful views from EVERYWHERE. French doors lead to

Kelly Defrancesco William Raveis Real Estate

1580 Ponus Ridge, New Canaan, CT 06840
/9
$925,000
- Land
- 2.22 Acres
- $416,667 per Acre
99 Seeley Rd, Wilton, CT 06897

Seeley Road has been designated by the Town of Wilton as a Scenic Road. This rare 2.08 acre building lot is only 55 miles from Manhattan and sits among protected meadows, woodlands and open space. Residents will enjoy beautiful bucolic views that change throughout the seasons. The property adjoins Wilton Conservation land/open space and the Norwalk River. This stretch of Norwalk River was

Todd Gibbons Boost Real Estate Group

99 Seeley Rd, Wilton, CT 06897
/51
$11,400,000
- 8 Beds
- 10 Baths
- 10,935 Sq Ft
151 Old Church Rd, Greenwich, CT 06830

''Oak Castle Farm'', an extraordinary 7-bedroom turn-of-the-century English-style granite and shingle home, masterfully renovated and expanded under the supervision of noted architect, Alisberg Parker. Stunning 2014 transition incorporates relaxed grandeur with all modern-day luxuries. Exquisite detail, quality and scale with high ceilings throughout. Spectacular landscape and manicured grounds

John McAtee Coldwell Banker Realty

151 Old Church Rd, Greenwich, CT 06830
/35
$1,045,000
- 4 Beds
- 3.5 Baths
- 4,008 Sq Ft
7 Tunxis Trail, Redding, CT 06896

YOUR SERENE COUNTRY ESCAPE AWAITS. Nestled on a quiet cul-de-sac in central Redding, this gracious Colonial offers an open concept floor plan and the perfect balance of comfort and everyday elegance. With over 4,000 square feet of finished space, including the 1,200 square foot lower level, this home is ideal for both relaxed living and congenial entertaining. Sunlight pours into each room,

Michael McKee William Pitt Sotheby's Int'l

7 Tunxis Trail, Redding, CT 06896
/57
$5,495,000
- 5 Beds
- 10 Baths
- 10,640 Sq Ft
8 Chieftans Rd, Greenwich, CT 06831

GRAND, GRAND, GRAND with 10,000+ sq.ft. lifestyle. Greenwich's prestigious loc. CHIEFTANS offering 24/7 gatehouse sec.+concierge serv. Impressive wrought iron gates swing open, they reveal the allee of pear trees to paradise.This est's prop. was the orig. 1911 Borden Milk fortune. Bespoke without maintenance. One of the larger palatial gems sitting back against the Fairchild Gardens Nature

Janet Milligan Sotheby's International Realty

8 Chieftans Rd, Greenwich, CT 06831
/12
$649,000
- Land
- 2.82 Acres
- $230,142 per Acre
0 Mountain Rd, Wilton, CT 06897

World class building lot with unlimited potential. Drive down a private 1500 foot right of way to find a property totaling almost 3 acres of unmatched and untouched exclusivity surrounded by protected state land. Two amazing identified lot sites. There is also a possibility of subdividing and building multi-family. In addition, the seller is a proven luxury home builder and can spec build or

Evan Sheftel Millstone Real Estate Corp

0 Mountain Rd, Wilton, CT 06897
/40
$2,995,000
- 5 Beds
- 8 Baths
- 6,905 Sq Ft
1187 Smith Ridge Rd, New Canaan, CT 06840

Nestled at the end of a private lane and set on 4.4 beautifully landscaped acres, this stunning brick colonial-crafted by award-winning builder Kaali-Nagy-offers nearly 7,000 square feet of luxurious living space. A dramatic three-story entryway fills the home with natural light, leading into a formal living room with a fireplace and French doors. A richly paneled office tucked just behind the

Melissa Rwambuya William Raveis Real Estate

1187 Smith Ridge Rd, New Canaan, CT 06840
/40
$4,995,000 Open Sun 1PM - 3:30PM
- 6 Beds
- 9 Baths
- 9,620 Sq Ft
17 Wardwell Dr, New Canaan, CT 06840

UNDERSTATED GRANDEUR. UNFORGETTABLE LIVING. At the end of a quiet New Canaan cul-de-sac stands a rare blend of timeless elegance and modern livability. Architect-designed and set amidst landscape architect-crafted gardens, this stone and shingle estate is grand yet understated with every inch reflecting thoughtful design & refined materials. The gracious foyer leads to a sunlit living room,

Rita Kirby William Pitt Sotheby's Int'l

17 Wardwell Dr, New Canaan, CT 06840
/39
$1,999,000
- 5 Beds
- 7 Baths
- 5,018 Sq Ft
721 Ridgefield Rd, Wilton, CT 06897

Embrace Summer in Style This meticulously curated home blends European elegance with timeless historic charm. Its open-concept layout seamlessly connects the living, dining, and kitchen areas-ideal for both intimate gatherings and grand celebrations. The living room captivates with its beamed cathedral ceiling, dramatic double-height library wall, and a wood-burning fireplace with a custom

Sheila Higgins Brown Harris Stevens

721 Ridgefield Rd, Wilton, CT 06897
/40
$4,900,000
- 6 Beds
- 12 Baths
- 13,979 Sq Ft
2959 Congress St, Fairfield, CT 06824

Prepare to be wowed by this extraordinary estate featuring six bedrooms and ten-and-a-half bathrooms, spanning four meticulously designed floors. Enter through a breathtaking two-story grand foyer, leading into beautifully appointed formal and informal rooms perfect for entertaining and a gourmet kitchen that any discerning chef would envy. The luxurious primary suite serves as a private

Anissa Paolillo Redfin Corporation

2959 Congress St, Fairfield, CT 06824
/40
$5,495,000
- 6 Beds
- 5.5 Baths
- 6,543 Sq Ft
86 Wallacks Dr, Stamford, CT 06902

Prestigious Waterfront Estate at Wallack's Point Experience the pinnacle of coastal luxury with this once-in-a-lifetime opportunity to own 1.46 acres of DIRECT Long Island Sound frontage in the gated enclave of Wallack's Point. With sweeping, unobstructed water views and nightly sunsets that feel like art, this premier waterfront property is among the most coveted on the Connecticut shoreline.

Carla Kupiec William Raveis Real Estate

86 Wallacks Dr, Stamford, CT 06902
/39
$1,099,000
- 4 Beds
- 3.5 Baths
- 4,600 Sq Ft
6 E Starrs Plain Rd, Danbury, CT 06810

A slate walkway leads to a covered portico, setting the tone for this exquisite home on 2 private acres. Step into a grand two-story foyer with a dramatic chandelier. The formal living room features 9' tray ceilings and hardwood floors, while the elegant dining room includes chair rail molding and a matching tray ceiling-perfect for entertaining. The expansive family room offers coffered

Sandra Juliano Berkshire Hathaway NE Prop.

6 E Starrs Plain Rd, Danbury, CT 06810
/40
$2,895,000
- 6 Beds
- 4.5 Baths
- 6,856 Sq Ft
5 Northside Ln, Westport, CT 06880

A true Westport landmark, Staffordshire Hall is an extraordinary gated stone estate blending timeless grandeur with modern luxury. Privately nestled on manicured grounds, this bespoke manor spans three levels of meticulously crafted living space. A sweeping circular drive leads to the columned entrance. The Great Hall stuns with a stone hearth, coffered ceilings, and French doors opening to the

Alex Chingas Coldwell Banker Realty

5 Northside Ln, Westport, CT 06880
/37
$1,150,000
- 5 Beds
- 4 Baths
- 5,148 Sq Ft
1115 Monroe Turnpike, Monroe, CT 06468

Step into timeless elegance with this stunning c.1800 Greek Revival Colonial. Offering over 5,100 sq ft of grand living space, this extraordinary home features a wealth of architectural charm throughout. Soaring high ceilings, original hardwood floors, 4 fireplaces set the tone for gracious living, while very large rooms provide space and storage rarely found in antique homes. A thoughtfully

Christopher Constand Higgins Group Real Estate

1115 Monroe Turnpike, Monroe, CT 06468
/38
$3,525,000
- 5 Beds
- 6 Baths
- 4,668 Sq Ft
91 Turkey Hill Rd S, Westport, CT 06880

Welcome to 91 Turkey Hill Rd S a beautifully upgraded 5 bed 4 full and 2 half bath home blending classic charm with modern luxury. Every inch of this residence reflects thoughtful design and top tier craftsmanship. Step inside to discover 6 brand-new, spa-inspired bathrooms, meticulously renovated with the finest materials for a truly indulgent experience. HW floors and soaring ceilings thruout

Robert Appell Coldwell Banker Realty

91 Turkey Hill Rd S, Westport, CT 06880
/38
$1,599,000
- 5 Beds
- 4.5 Baths
- 4,930 Sq Ft
9 Blue Spruce Cir, Weston, CT 06883

Luxury & Convenience: Stunning Home Just Minutes from Merritt Parkway! Welcome to 9 Blue Spruce Circle-a masterfully designed, meticulously maintained 5-bedroom, 41/2-bath colonial, nestled on 2.03 private acres in picturesque Weston. Tucked away on a coveted cul-de-sac, this home seamlessly blends tranquility and convenience, with a charming pathway leading directly to Morehouse Farm Park.

Maria Tziolis William Pitt Sotheby's Int'l

9 Blue Spruce Cir, Weston, CT 06883
/40
$2,799,000
- 5 Beds
- 6.5 Baths
- 7,269 Sq Ft
342 Midlock Rd, Fairfield, CT 06824

Welcome to Summer Tree Gardens, an extraordinary stately home nestled on over 2 acres of meticulously maintained grounds in the prestigious Greenfield Hill neighborhood of Fairfield, CT. This expansive 7,269 sq. ft. home boasts 5 en-suite bedrooms, 8.5 baths, and an array of luxurious features that blend timeless elegance with modern updates. The home was built by builder Christer Krook. Step

Ken Osborn Higgins Group Bedford Square

342 Midlock Rd, Fairfield, CT 06824
/40
$5,950,000
- 6 Beds
- 9 Baths
- 8,817 Sq Ft
29 Sturges Commons, Westport, CT 06880

Masterfully crafted by Mattera Construction, this 12,000+/- sq ft residence sits on 1.3+/- pastoral acres on coveted Sturges Commons, a vibrant neighborhood known for block parties and a strong sense of community. Designed for both luxury and functionality, this home boasts exquisite custom finishes, soaring ceilings, and impeccable interior design. The main level offers a chef's kitchen, a

Doug Bross Coldwell Banker Realty

29 Sturges Commons, Westport, CT 06880
/50
$6,800,000
- 5 Beds
- 10 Baths
- 7,632 Sq Ft
21 Calhoun Dr, Greenwich, CT 06831

Welcome to ''Park Hill'', a stunning English Tudor Revival Manor known as ''The House of Seven Gables''. Updated in 2025, this historic gem nestled in the heart of Greenwich on a 1.81-acre oversized lot, offers privacy & a unique blend of timeless elegance with modern conveniences. Located in the desirable Calhoun Drive Association, this property boasts both beauty & charm. The manor's

Danielle Claroni Sotheby's International Realty

21 Calhoun Dr, Greenwich, CT 06831

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