Fairfield County CT Homes for Sale with Acreage

/38
$4,199,000

$701K PRICE DROP
- 5 Beds
- 8 Baths
- 6,535 Sq Ft
20 Marianne Rd, Darien, CT 06820

New construction from foundation up and ready for 2026! On a coveted Darien cul-de-sac, this modern colonial boasts 6500sf of elegance and comfort. Step through the welcoming foyer, complete with a coat room and powder room, and into a spacious, light-flooded living room, perfect for gatherings that stretch into the evening. The custom kitchen is a true centerpiece, with a grand stone island,

Serena Richards Brown Harris Stevens

20 Marianne Rd, Darien, CT 06820
/40
$2,999,000

Open Sat 1PM - 3PM
- 5 Beds
- 7 Baths
- 7,317 Sq Ft
3080 Sturges Hwy, Westport, CT 06880

Welcome to 3080 Sturges - set on 2.44 private acres in Fairfield's Greenfield Hill enclave on the Westport border. Offering a Westport mailing address together with Fairfield's acclaimed schools and amenities, this 7,317-square-foot modern residence blends architectural scale with contemporary comfort and luxury. A dramatic two-story foyer introduces interiors defined by soaring ceilings,

Ryan Sullivan Berkshire Hathaway NE Prop.

3080 Sturges Hwy, Westport, CT 06880
/40
$875,000

$100K PRICE DROP
- 5 Beds
- 4 Baths
- 4,763 Sq Ft
359 Hammertown Rd, Monroe, CT 06468

This is the one you've been waiting for! Step into this stunning 4,000+ square foot Colonial built in 2021, filled with abundant natural light and gleaming hardwood floors. The expansive main floor features an open floorplan with soaring ceilings, a generous dining area and a living area anchored by a gas fireplace. The gorgeous kitchen has a bright breakfast nook that opens to the backyard and

Rob Giuffria, GMS Tea Leaf Realty

359 Hammertown Rd, Monroe, CT 06468
/8
$18,999,000

New Construction
- 6 Beds
- 12 Baths
- 17,197 Sq Ft
528 Round Hill Rd, Greenwich, CT 06831

Stunning New Construction. A Grand Estate of Architectural Distinction. This Incredible new build was Conceived and will be Constructed without Compromise. A build of enduring significance beautifully set on 4 acres. Spanning 17,197 square feet, this residence achieves extraordinary vertical volume with 11-foot ceilings on the main level and a breathtaking two-and-a-half-story family room framed

Kathryn Bates Compass Connecticut, LLC

528 Round Hill Rd, Greenwich, CT 06831
/35
$489,900

Open Sat 12PM - 2PM
- 3 Beds
- 1 Bath
- 1,200 Sq Ft
606 Booth Hill Rd, Shelton, CT 06484

Welcome to 606 Booth Hill Road, a beautifully remodeled ranch-style home offering the ease of one-level living in a private yet convenient Shelton location. Enjoy close proximity to schools, shopping, restaurants, and major highways while coming home to the comfort and privacy this property has to offer. Step through the front door into a sun-filled living room featuring a cozy fireplace and a

Nina Nyrop RE/MAX Right Choice

606 Booth Hill Rd, Shelton, CT 06484
/2
$1,195,000

New Construction
- 4 Beds
- 4.5 Baths
- 3,675 Sq Ft
60 Long River Rd, Sherman, CT 06784

River Oaks Golf Course New Construction!! Sherman's best value. New construction 4 bedroom 4.5 bath colonial with open floorplan and 2 primary bedrooms. (main level and upper) Propane heat and Central Air. Composite decking. 9 Ft ceilings on the main level. 3 car attached garage. Hardwood floors throughout. Center island kitchen with large pantry and granite/quartz counters. All bedrooms have

Joe Chemero Coldwell Banker Realty

60 Long River Rd, Sherman, CT 06784
/40
$600,000
- 4 Beds
- 2 Baths
- 2,139 Sq Ft
199 Berkshire Rd, Sandy Hook, CT 06482

Charming Vintage Farmhouse set on two scenic acres in Newtown, Connecticut, a highly sought-after town known for its strong community feel, popular restaurants, top-rated schools, & abundant sports & recreational activities. Step into timeless character & country charm with this beautifully maintained four-bedroom, two-bath home. This inviting residence features a warm and welcoming family room

Barbara Frey Coldwell Banker Realty

199 Berkshire Rd, Sandy Hook, CT 06482
/33
$1,350,000
- 3 Beds
- 2.5 Baths
- 2,818 Sq Ft
8 White Fox Rd, Stamford, CT 06903

Set on a quiet North Stamford cul-de-sac, this beautiful, like-new ranch offers effortless one-level living. The layout offers great flow ideal for everyday living and entertaining. Surrounded by serene natural beauty, this warm and inviting residence blends space, comfort, and tranquility in one exceptional setting. Wake up to the gentle sounds of nature and enjoy your morning coffee with a

Iwona Rakowicz William Pitt Sotheby's Int'l

8 White Fox Rd, Stamford, CT 06903
/28
$24,000,000
- 10 Beds
- 16 Baths
- 15,820 Sq Ft
5 & 7 John St, Greenwich, CT 06831

Robin Hill Farm' and 'Smokey Hill Farm' are situated at one of the highest points in Greenwich in bucolic backcountry. This magnificent estate encompasses the main house, represented in this listing data sheet, two cottages, stables and gorgeous paddocks, Indoor and outdoor pools, tennis house, tennis court, and two ethereal fountains. Originally designed in 1937 by Augusta L.Noel (designer of

Shelly Tretter Lynch Compass Connecticut, LLC

5 & 7 John St, Greenwich, CT 06831
/40
$1,199,000
- 4 Beds
- 2.5 Baths
- 3,039 Sq Ft
223 Mistywood Ln, Fairfield, CT 06824

HIGHEST AND BEST TUES 5/19/26 AT 2 PM. Welcome to 223 Mistywood Lane - a beautifully maintained 4-bedroom, 2.5-bath retreat offering privacy and tranquility on over 2 picturesque acres. Filled with natural light, this inviting residence features recently remodeled bathrooms, hardwood floors throughout, fresh interior paint, and a thoughtfully designed layout ideal for both everyday living and

Hillary Waite William Raveis Real Estate

223 Mistywood Ln, Fairfield, CT 06824
/26
$8,995,000
- 8 Beds
- 10 Baths
- 15,172 Sq Ft
2 Judy Point Ln, Westport, CT 06880

Set on over 3 private acres with sweeping water views, 2 Judy Point Lane is a remarkable Westport waterfront estate offering approximately 14,000 square feet of living space and a rare compound-style layout. The property consists of two substantial residences connected by a breezeway, creating exceptional flexibility for multi-generational living, extended guests, or a private guest house.

Daniel Kramp Christie's International Real Estate

2 Judy Point Ln, Westport, CT 06880
/38
$1,525,000

Coming Soon
- 4 Beds
- 3.5 Baths
- 3,072 Sq Ft
38 Hickory Ln, Ridgefield, CT 06877

This exceptional three-year-old residence offers the sophistication and comfort of new construction without the wait. Custom designed with an open-concept floor plan, this impeccable home showcases a beautifully appointed gourmet kitchen with white cabinetry, gas range, walk-in pantry, and an oversized quartz breakfast bar ideal for casual dining and entertaining. A two-car attached garage

Carol Hanlon Coldwell Banker Realty

38 Hickory Ln, Ridgefield, CT 06877
/3
$1,625,000

$50K PRICE INCREASE
- Land
- 2.11 Acres
- $770,142 per Acre
470 Frogtown Rd Unit Lot 1, New Canaan, CT 06840

Beautiful 2 acre lot with meadow and gently flowing stream. Close to town on West Side location.

Mitchell Moore Brown Harris Stevens

470 Frogtown Rd Unit Lot 1, New Canaan, CT 06840
/40
$3,495,000
- 5 Beds
- 8 Baths
- 9,032 Sq Ft
253 Rivergate Dr, Wilton, CT 06897

Handsomely set on two private, resort-like acres, this timeless Nantucket-style residence offers the feel of a secluded family compound. Adjacent to a 21-acre wildlife preserve along the west bank of the Saugatuck River, the setting invites fishing by the river and peaceful walks along scenic trails through the surrounding natural landscape. Custom built by celebrated architect Tim Geitz, the

Michelle Genovesi William Raveis Real Estate

253 Rivergate Dr, Wilton, CT 06897
/22
$4,995,000

New Construction
- 5 Beds
- 7 Baths
- 5,550 Sq Ft
1 Coastal Ct, Westport, CT 06880

Introducing 1 Coastal Court, a rare opportunity to own in Westport's only gated community, an exclusive four-lot enclave envisioned and built by Joe Feinleib, founder of Coastal Luxury Homes and one of Fairfield County's most respected builders.This private neighborhood blends timeless architecture with modern luxury. Each custom residence, ranging from 5,000 to 7,500 square feet, plus generous

Julie Vanderblue Higgins Group Real Estate

1 Coastal Ct, Westport, CT 06880
/36
$895,000
- 4 Beds
- 3 Baths
- 1,864 Sq Ft
63 Cannon Rd, Wilton, CT 06897

Homes with this much character don't come along often. From the moment you step onto the stunning bluestone covered front porch, you'll understand why homes like this are so rarely found and so fiercely loved. Built in 1939, this enchanting 4 Bed/3 Bath carries the kind of craftsmanship, character, and soul that simply cannot be replicated in today's construction. Thoughtfully arranged within a

Kim Burke Berkshire Hathaway NE Prop.

63 Cannon Rd, Wilton, CT 06897
/10
$3,740,000
- Land
- 31.75 Acres
- $117,795 per Acre
0 June Rd Unit 124771, 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 124771, Stamford, CT 06903
/40
$2,850,000

New Construction
- 5 Beds
- 8 Baths
- 9,394 Sq Ft
150 Wildwood Rd, Stamford, CT 06903

Welcome to 150 Wildwood Road, an exceptional new construction residence that perfectly blends timeless colonial architecture with modern sophistication. Set on 1.12 private acres in one of Stamford's most sought-after neighborhoods, this 9,349-square-foot masterpiece showcases superior craftsmanship and thoughtful design by a respected local builder known for quality and attention to detail. This

Joseph Schinella Arena Real Estate Services LLC

150 Wildwood Rd, Stamford, CT 06903
/40
$1,295,000

$105K PRICE DROP
- 5 Beds
- 4.5 Baths
- 5,360 Sq Ft
350 Chestnut Hill Rd, Norwalk, CT 06851

Set in the highly desirable Cranbury neighborhood on the Wilton border, this light-filled 5BR Colonial offers privacy, elegance, and exceptional convenience-just 10 minutes to Westport center. A dramatic two-story foyer welcomes you into beautifully designed living spaces featuring newly refinished hardwood floors, elegant dining room with coffered ceiling, bay-windowed living room with

Julie Carney William Raveis Real Estate

350 Chestnut Hill Rd, Norwalk, CT 06851
/67
$14,600,000

$1M PRICE DROP
- 8 Beds
- 14 Baths
- 17,121 Sq Ft
164 Round Hill Rd, Greenwich, CT 06831

Unrivaled in its beauty, design, build and landscape, this unparalleled Mid-Country estate showcases an extensive 4 year restoration and renovation by leading industry visionaries Sam Mitchell and Nordic Builders. This stunning eight-bedroom English Manor sits at the end of a long, gated driveway on Round Hill Road with spectacular European-inspired gardens, sparkling pool and three bed/three

Julie Church Houlihan Lawrence

164 Round Hill Rd, Greenwich, CT 06831
/39
$1,195,000
- 4 Beds
- 3 Baths
- 2,520 Sq Ft
147 Thayer Pond Rd, Wilton, CT 06897

Located close to the Lake Club on a private secluded lot bordering Parting Brook. This home underwent a complete top to bottom remodel featuring, a stunning new kitchen, all new windows, heating and cooling system, new baths, siding, deck, etc.... 4 fireplaces, 2 car garage, walk in closet

Peter Hastings Hastings Real Estate

147 Thayer Pond Rd, Wilton, CT 06897
/8
$8,995,000

New Construction
- 6 Beds
- 10 Baths
- 10,216 Sq Ft
2 Stillman Ln, Greenwich, CT 06831

Exceptional 2026 new construction offering resort-style living across a main residence + pool house on a private one-acre lot close to town. Designed by Schettino, the main house features 5 bedrooms, 7 full baths + 2 powder rooms with a seamless, light-filled floor plan ideal for entertaining and everyday living. The second floor incl a luxurious primary suite w balcony, dual walk-in closets, +

Amanda Bates Houlihan Lawrence

2 Stillman Ln, Greenwich, CT 06831
/40
$850,000
- 5 Beds
- 3 Baths
- 3,712 Sq Ft
10 Yogananda St, Sandy Hook, CT 06482

Sip lemonade on your wrap-around front porch while enjoying the distant mountain views in this sought after neighborhood. This home has so many unique features like a 5th bedroom on the main level with a full bath, a private hidden office near the primary suite, and a he/she shed that will captivate you. Step inside to discover an open living floor plan where guests can easily mingle and enjoy

Patty McCarthy William Raveis Real Estate

10 Yogananda St, Sandy Hook, CT 06482
/7
$2,880,000
- Land
- 25.04 Acres
- $115,016 per Acre
0 June Rd Unit LOT 1 24118127, Stamford, CT 06903

A Truly Rare Find - Over 24 Acres on the Greenwich/Stamford Border Nestled beside more than 900 acres of the Mianus River Gorge Preserve, this spectacular property offers a rare opportunity to own over 24 acres of pristine land on the Greenwich/Stamford border. Comprised of two approved building lots (Lot 1: 6.22 acres | Lot 2: 18.82 acres), the property is a blank canvas for creating your

Stacy Young William Raveis Real Estate

0 June Rd Unit LOT 1 24118127, Stamford, CT 06903
/20
$925,000
- 2 Beds
- 2 Baths
- 1,135 Sq Ft
11 Judges Hollow Rd, Fairfield, CT 06824

This rare private inholding offers a hilltop property defined by raw beauty and seclusion. The 1930s rustic hunting cabin sits on 1.6 wooded acres at the end of a private drive, surrounded by the 186-acre Brett Woods Conservation Area. The property provides a perfect balance of mature trees, rolling hills, and 18th-century stone walls-all located just eight minutes from Main Street Westport. With

Lisa Hartmann William Pitt Sotheby's Int'l

11 Judges Hollow Rd, Fairfield, CT 06824
/36
$539,900
- 3 Beds
- 2 Baths
- 1,302 Sq Ft
41 Elbow Hill Rd, Brookfield, CT 06804

Welcome home to this beautifully maintained 3-bedroom, 2 full bath Raised Ranch offering approximately 1,900 sq ft of living space and a 2-car garage. The main level features an open floor plan with cathedral ceilings, hardwood floors, and abundant natural light throughout the living and dining areas. The updated kitchen includes Corian countertops, stainless steel appliances, and a center

Thais Godinho Keller Williams Realty

41 Elbow Hill Rd, Brookfield, CT 06804
/37
$525,000
- 3 Beds
- 3 Baths
- 1,850 Sq Ft
14 Rocky Hill Rd, New Fairfield, CT 06812

With a Victorian-inspired feel, this 3 bedroom 3 bath tree-top retreat looks straight out of a fairy tale. Natural light abounds as soon as you enter with windows galore. You will instantly want to throw your first party as you catch a glimpse of the shimmering blue pool right outside of your slider in the open concept kitchen/dining room. The living room is special with its dental and crown

Laura Sterling Coldwell Banker Realty

14 Rocky Hill Rd, New Fairfield, CT 06812
/32
$925,000
- 4 Beds
- 4 Baths
- 3,594 Sq Ft
123 Peaceable St, Redding, CT 06896

Welcome to 123a Peaceable St. West Redding, Connecticut | 4 Bedrooms | 3,594 Square Feet | 2.62 Private Acres. Tucked away at the end of a quiet cul-de-sac in highly desirable West Redding, this classic Colonial offers a rare combination of privacy, scale, and opportunity. Set on 2.62 lightly wooded acres framed by mature trees and stone walls, the property invites a lifestyle connected to nature

Julie Setterlund William Pitt Sotheby's Int'l

123 Peaceable St, Redding, CT 06896
/2
$210,000
- Land
- 1 Acre
- $210,000 per Acre
30 E Village Rd, Monroe, CT 06468

BUILD YOUR DREAM HOME.ONE ACRE LOT PRIVATE LOCATION IN MONROE HAS BUILDING PLANS, SURVEY MAPS INCLUDED WITH THE LAND PURCHASE

Edward Chaber DEVLIN AGENCY THE

30 E Village Rd, Monroe, CT 06468
/28
$979,000
- 4 Beds
- 3 Baths
- 2,332 Sq Ft
110 Silver Spring Ln, Ridgefield, CT 06877

Welcome to easy living in highly sought after South Ridgefield, where privacy, convenience, and timeless charm come together just one hour from New York City. Set on a beautiful level acre in one of Ridgefield's most desirable locations, this spacious 2,300+ sq ft ranch offers the rare combination of single-level living, exceptional space, and the opportunity to create your dream home in a

Jeffrey Kaplan William Raveis Real Estate

110 Silver Spring Ln, Ridgefield, CT 06877
/40
$4,999,000
- 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 6 acres on a cul-de-sac, offering 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 floors, custom window treatments and coffered

Linda Toscano Coldwell Banker Realty

294 Maple Rd, Easton, CT 06612
/40
$2,275,000
- 4 Beds
- 5 Baths
- 5,492 Sq Ft
96 Harpsichord Turnpike, Stamford, CT 06903

Beautifully rebuilt in 2006, this custom turn-key retreat offers 4 spacious Bedrooms with the flexibility for a 5th, 3 full & 2 half baths, all set on 2.33 acres of private, picturesque grounds; just 1 hour away from NYC. Arrive to curated landscaping surrounded by mature trees and seasonal blooms, including hydrangeas, geraniums, and climbing mandevilla, complemented by bespoke stonework and

Valerie Alvarez Serhant Connecticut, LLC

96 Harpsichord Turnpike, Stamford, CT 06903
/58
$8,495,000
- 6 Beds
- 10 Baths
- 8,704 Sq Ft
7 Calhoun Dr, Greenwich, CT 06831

This timeless estate, situated in an exclusive private association moments from town, masterfully blends turn-of-the-century grandeur with 21st-century luxury. The main house was extensively renovated and expanded in 2006 by award-winning architects Austin Patterson Disston. It showcases grand-scale rooms, soaring ceilings, and impeccable millwork. In 2016 the current owners made it their own by

Victoria Thorman Sotheby's International Realty

7 Calhoun Dr, Greenwich, CT 06831
/40
$1,089,999
- 5 Beds
- 4.5 Baths
- 3,751 Sq Ft
137 Rockwell Rd, Bethel, CT 06801

If These Walls Could Talk... They Would Sing! Step into a once-in-a-lifetime treasure where history, artistry, and modern luxury collide. Built in 1760, this iconic Bethel Colonial was once the Dibble family homestead and later home to legendary music manager Mort Lewis, whose clients included Simon & Garfunkel, Nat King Cole, and Duke Ellington. Every corner whispers stories of creativity,

Nicole Costantino Keller Williams Realty

137 Rockwell Rd, Bethel, CT 06801
/40
$800,000
- 4 Beds
- 3 Baths
- 3,458 Sq Ft
78 Benedict Rd, Monroe, CT 06468

If you're looking for a wonderful home with space for everyone, in an incredible area of town, search no further! 3 levels of expanded living offer beautiful details, lots of natural light and spacious rooms. Over 3,400 sq ft with 4 bedrooms and 3 full baths on 1.24 acres. The cook's kitchen is huge with plentiful counter space, 2 wall ovens, an oversized island with seating and room for a causal

Floria Polverari Higgins Group Real Estate

78 Benedict Rd, Monroe, CT 06468
/38
$1,195,000
- 3 Beds
- 3.5 Baths
- 1,914 Sq Ft
33 Butternut Ln, Stamford, CT 06903

Architect designed Contemporary. Modern Serenity Meets Architectural Charm. Experience the perfect balance of architectural scale with a peaceful, zen atmosphere. This stunning light-filled residence is defined by its expansive open-concept layout, starting with a dramatic living and dining area featuring soaring cathedral ceilings. A series of sliding glass doors creates a seamless

Linda Michonski Douglas Elliman of Connecticut

33 Butternut Ln, Stamford, CT 06903
/26
$5,800,000
- 5 Beds
- 3.5 Baths
- 4,324 Sq Ft
8 Indian Point Ln, Riverside, CT 06878

Tucked within the secluded Indian Point Association, this 1.55-acre waterfront sanctuary in coveted Riverside invites you to imagine the lifestyle that you have always wanted. From its sweeping southwestern vantage point, the property opens to mesmerizing views of Long Island Sound-a living canvas that shifts with every season, every tide, every change of light. A charming 1949 built house sits

Patte Nusbaum Sotheby's International Realty

8 Indian Point Ln, Riverside, CT 06878
/38
$4,050,000
- 6 Beds
- 9 Baths
- 9,525 Sq Ft
278 North Ave, Westport, CT 06880

Set in one of Westport's most prestigious estate enclaves, this exceptional shingle-style residence defines luxury living with a rare emphasis on multi-generational comfort, timeless architecture, and impeccable craftsmanship. Designed and built by a renowned architect and builder for a Fortune 500 CEO, the home reflects uncompromising quality, enduring design, and gracious curb appeal that

Cyd Hamer William Pitt Sotheby's Int'l

278 North Ave, Westport, CT 06880
/34
$695,000

Open Sat 1PM - 3PM Coming Soon
- 4 Beds
- 3.5 Baths
- 3,594 Sq Ft
63 N Mountain Rd, Brookfield, CT 06804

4-Bedroom Contemporary Colonial on a Private Park-Like Property Less Than 1 Mile from Candlewood Lake. This spacious home offers 3.5 baths, a main-level laundry room, and an exceptional layout designed for both comfortable living and entertaining. Features include beautiful hardwood floors, an expansive sunken living room with a stunning stone fireplace, wraparound deck, second fireplace in the

Krista Petersen Coldwell Banker Realty

63 N Mountain Rd, Brookfield, CT 06804
/40
$4,199,000
- 5 Beds
- 5.5 Baths
- 5,182 Sq Ft
1 Greystone Farm Ln, Westport, CT 06880

Experience the perfect harmony of sophisticated architecture and bucolic charm in this Colonial on a quiet cul-de-sac, centrally located in the Staples neighborhood. The residence situated on 1.07 acres offers a "farm-to-table" lifestyle without sacrificing modern-day luxuries of Westport living. The barn and orchard pay homage to the property's farming past, while maintaining a meticulous

Lisa Hartmann William Pitt Sotheby's Int'l

1 Greystone Farm Ln, Westport, CT 06880

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