Fairfield County CT Homes for Sale with Acreage

/37
$899,900
- 4 Beds
- 2.5 Baths
- 2,317 Sq Ft
1 Graystone Ln, Weston, CT 06883

Classic Clapboard Colonial Farmhouse -Sitting Pretty Atop a Knoll -Welcome to this charming farmhouse perched gracefully at the corner of Lords Hwy. and Graystone Lane, in a peaceful enclave. The home greets you with an inviting front porch and a thoughtfully designed floor plan that blends comfort and character. The sunny eat-in kitchen features updated back splash and light maple cabinetry,

Vickie Kelley Camelot Real Estate

1 Graystone Ln, Weston, CT 06883
/38
$4,500,000
- 5 Beds
- 4.5 Baths
- 5,272 Sq Ft
33 Cliffdale Rd, Greenwich, CT 06831

Stunning estate in Greenwich's prestigious Back Country. Set on 4 acres of rolling lawns, this 5,200+ sq ft Colonial blends timeless charm with modern luxury and privacy. Enter through a gated stone entrance to a home beautifully renovated by renowned Lighthouse Architects, with plans for expansion. The magnificent primary suite features a private boudoir, mahogany vaulted ceiling, and fireplace.

Marli Meier Corcoran Centric Realty LLC

33 Cliffdale Rd, Greenwich, CT 06831
/34
$3,195,000
- 5 Beds
- 4.5 Baths
- 5,931 Sq Ft
148 W Hills Rd, New Canaan, CT 06840

Modern Elegance Meets Timeless Charm in Prime West Side Location. Welcome to the one you've been waiting for-where location, lifestyle, and luxury converge. Perfectly situated on 2 lush acres in a quiet neighborhood minutes from New Canaan village, this completely reimagined five-bedroom, four and a half bath home is the epitome of turnkey sophistication.Property Highlights include:The new

Hannelore Kaplan William Raveis Real Estate

148 W Hills Rd, New Canaan, CT 06840
/12
$298,000
- Land
- 2.20 Acres
- $135,455 per Acre
147 Middle River Rd Unit 153, Danbury, CT 06811

A rare opportunity awaits on this beautifully situated 2.2-acre building lot on scenic Middle River Road, just off Aunt Hack Road. Set along a quiet, country-style street dotted with both historic charm and newer luxury homes, this parcel offers the best of both worlds-peaceful surroundings and prime location. Just 0.6 miles from renowned Richter Park Golf Course and its on-site restaurant, and

Susan Leone Habitats Higgins Group Bedford Square

147 Middle River Rd Unit 153, Danbury, CT 06811
/42
$27,950,000
- 8 Beds
- 11.5 Baths
- 13,428 Sq Ft
45 Binney Ln, Old Greenwich, CT 06870

This unparalleled custom-built modern waterfront estate, winner of 2021 HOBI-award, is a true oasis with 300'+ water frontage, pool, guest house, boat house, spa, expansive terraces integrated with gardens and deep water pier. Joeb Moore + Partners, Arthur Dunnam for Jed Johnson Studio, Reed Hilderbrand & Prutting Custom Builders collaborated on this spectacular LEED certified 13,428 sf compound

Ellen Mosher Houlihan Lawrence

45 Binney Ln, Old Greenwich, CT 06870
/31
$2,700,000 Open Sun 1PM - 4PM
- 5 Beds
- 3 Baths
- 4,170 Sq Ft
70 Redding Rd, Easton, CT 06612

This magnificent country estate includes the historic Thorp House on 8.8 acres of riverfront property, as well as a charming one bedroom cottage with attached 2 car garage. The main house, built in 1750, is listed on the National Register of Historic Places. Authentic period details grace the home with unique old world charm. Cathedral ceilings in the kitchen and great room make a stately

Charlotte Cotton William Raveis Real Estate

70 Redding Rd, Easton, CT 06612
/26
$4,900,000
- 7 Beds
- 5.5 Baths
- 7,995 Sq Ft
37 Green Acre Ln, Westport, CT 06880

A rare investment opportunity to own a storied 1936 estate on a desirable, private street in the heart of Westport. Set on 4.3 acres at the end of a tranquil cul-de-sac, this legacy property offers the ultimate in privacy and location, just one mile from both Westport's vibrant town center and the beach. The primary residence spans approximately 8,000 square feet, rich with timeless architecture

Lisa Bortz William Pitt Sotheby's Int'l

37 Green Acre Ln, Westport, CT 06880
/31
$6,500,000
- 6 Beds
- 6.5 Baths
- 6,585 Sq Ft
69 Beachside Ave, Westport, CT 06880

Nestled along Westport's prestigious 'Gold Coast,' this architecturally magnificent estate on 4+ acres of park-like grounds with a breathtaking pool and professional-grade Har-Tru tennis court is a haven for luxury living and distinguished entertaining. Surrounded by major estates in one of the most sought-after coastal regions in the Northeast, it boasts access to pristine beaches, sophisticated

Doug Bross Coldwell Banker Realty

69 Beachside Ave, Westport, CT 06880
/39
$2,795,000
- 6 Beds
- 8 Baths
- 5,811 Sq Ft
463 N Salem Rd, Ridgefield, CT 06877

This gracious country estate's idyllic setting is the perfect backdrop for large family gatherings & joyous celebrations. For over 40 years, the Rosenthal family has cherished this sprawling sanctuary, creating a legacy of warmth & hospitality that is unmatched. Now the doors are open for a new owner to create timeless memories - whether poolside; sitting by the outdoor fireplace; cooking in the

Jay Contessa William Pitt Sotheby's Int'l

463 N Salem Rd, Ridgefield, CT 06877
/40
$2,400,000
- 5 Beds
- 3.5 Baths
- 2,889 Sq Ft
57 Main St, Ridgefield, CT 06877

Welcome to a timeless gem at 57 Main Street, Ridgefield, CT. This fabulous vintage Farmhouse Colonial has been completely renovated to the highest standards, blending sophistication with a casual, inviting vibe. The attention to detail is remarkable and features the latest design finishes and designer lighting. Nestled on a prime 1-acre level parcel, this home offers a highly desirable Main

Karla Murtaugh Compass Connecticut, LLC

57 Main St, Ridgefield, CT 06877
/40
$1,779,000
- 5 Beds
- 5.5 Baths
- 7,611 Sq Ft
28 Old Orchard Dr, Weston, CT 06883

Experience dramatic, modern living in this grand home with a glorious gunite pool & exceptional architectural appeal. Custom-designed, the quality of this residence is readily apparent as you approach from the centrally-located, multi-million dollar neighborhood of fine homes. The stone front, Belgium block-lined drive and specimen landscaping greet you, leading to the soaring two-story foyer.

Barbara Bross Coldwell Banker Realty

28 Old Orchard Dr, Weston, CT 06883
/34
$395,000
- 1 Bed
- 1 Bath
- 885 Sq Ft
37 Huckleberry Hill Rd, Brookfield, CT 06804

Welcome to 37 Huckleberry Hill Rd, a charming single-family home in the serene community of Brookfield, CT. This delightful home is the perfect blend of cozy comfort & rustic charm, offering a peaceful retreat for those seeking a tranquil lifestyle. As you step inside, you'll immediately be greeted by the warmth of the inviting living space, featuring a beautiful fireplace that serves as the

Omar Cruz Compass Connecticut, LLC

37 Huckleberry Hill Rd, Brookfield, CT 06804
/40
$799,000
- 4 Beds
- 2.5 Baths
- 2,958 Sq Ft
45 Wayside Ln, Redding, CT 06896

Sophisticated mid-century inspired modern deck house in the sought after Umpawaug area of West Redding, set back on 4 private acres with scenic views of the neighboring pond. Light, bright & open floor plan with 36'x16' beamed & vaulted great room featuring walls of windows & sliders to the wrap around deck, hardwood floor, fireplace, & custom built-in book shelves. The expansive main level also

Laura Ancona William Pitt Sotheby's Int'l

45 Wayside Ln, Redding, CT 06896
/39
$1,849,000
- 3 Beds
- 6 Baths
- 9,242 Sq Ft
17 Pequot Dr, Norwalk, CT 06855

New Price! Now $1,849,000 - Incredible Value for This One-of-a-Kind Wellness Retreat Near Shorehaven Golf Club Extensively updated and expanded since 2012, this custom residence offers a unique blend of luxury, comfort, and wellness-focused living. At its heart is a spectacular 70' x 10' indoor heated lap pool, complete with advanced air filtration and climate control systems-perfect for

Mary Ann Lindwall The Riverside Realty Group

17 Pequot Dr, Norwalk, CT 06855
/44
$6,750,000
- 5 Beds
- 9 Baths
- 9,974 Sq Ft
386 North St, Greenwich, CT 06830

This 9,974 sq. ft. estate, nestled in 2.3 acres of pristine, park-like grounds, epitomizes understated luxury. A handcrafted brick facade and hand-split shingle roof frame interiors adorned with rare materials and custom millwork. A grand, 2-story foyer leads to a formal area designed for refined entertaining. The luxury primary suite provides a serene retreat with a double private office and a

Stephen Archino Sotheby's International Realty

386 North St, Greenwich, CT 06830
/40
$2,775,000
- 6 Beds
- 8 Baths
- 6,781 Sq Ft
47 Peaceable St, Ridgefield, CT 06877

Welcome to Peaceable Acres, a gracious turn-of-the-century estate situated on 2.14 picturesque acres in a walk-to-town location. Built in 1906 in the classic French Chateau style by renowned banker Albert Wiggin, this 6BR, 6/2 Bath property has been lovingly restored with an eye to preserve her original elegance. The home is an entertainer's dream with relaxed sophistication at every turn.

Kenny Rhodes eXp Realty

47 Peaceable St, Ridgefield, CT 06877
/40
$1,999,000
- 5 Beds
- 7 Baths
- 7,166 Sq Ft
275 Newtown Turnpike, Weston, CT 06883

Nestled in a serene and private setting, this stunning custom colonial offers the perfect blend of elegance and comfort. Tucked away on over 2 acres of pristine landscape, this meticulously maintained home boasts an inviting layout with exceptional craftsmanship throughout. The sun-filled interior features a beautifully designed custom kitchen, perfect for entertaining. Step outside to a

Adriana Radu Coldwell Banker Realty

275 Newtown Turnpike, Weston, CT 06883
/29
$1,650,000
- 4 Beds
- 3.5 Baths
- 3,942 Sq Ft
18 Cardinal Rd, Weston, CT 06883

Tucked away on a quiet cul-de-sac in sought-after Lower Weston, this extraordinary 4-bedroom retreat redefines modern leisure living. With unrivaled privacy and every amenity at your fingertips, each day feels like a vacation in your very own resort-style oasis. Step inside to discover sun-drenched, open-concept living spaces-perfect for family life and effortless entertaining. Expansive windows

Peter Depalo William Raveis Real Estate

18 Cardinal Rd, Weston, CT 06883
/34
$899,000 Open Sun 1PM - 4PM
- 4 Beds
- 4 Baths
- 4,299 Sq Ft
8 Oak Ln, Weston, CT 06883

80 K Price Reduction! Amazing Value! Oak Lane is a welcoming, tranquil retreat on a quiet cul de sac in the bucolic town of Weston. Set back, this home offers a private setting with lush, level lawns, lovely gardens/landscaping, a circular driveway, & alluring topography. This home combines the best features of colonial & contemporary elements with high, vaulted ceilings, skylights, open layout,

Lori Elkins William Raveis Real Estate

8 Oak Ln, Weston, CT 06883
/18
$11,000,000
- 8 Beds
- 7 Baths
- 8,751 Sq Ft
111 Byram Shore Rd, Greenwich, CT 06830

Experience panoramic views from this 1.5-acre waterfront estate. The views stretch across the Long Island Sound from Greenwich to Oyster Bay, allowing you to enjoy both sunrises and sunsets over the water- all in complete privacy from neighboring properties. This one-of-a-kind distinctive contemporary offers a truly unique blend of cutting-edge modern design and historic charm, complete with

Julie Church Houlihan Lawrence

111 Byram Shore Rd, Greenwich, CT 06830
/40
$600,000
- 3 Beds
- 2.5 Baths
- 2,305 Sq Ft
7 Mcneil Rd, Bethel, CT 06801

Embrace the essence of classic small town Bethel living in this century old country style home nestled on a private 2-acre lot which has the potential to be subdivided. Relax and unwind amongst specimen trees and shrubs, perennials, a private rock garden, an entertainment arbor for hosting gathering, play, or simply enjoy the fresh air. You enter the home from a new beautiful granite stone

Chris Egan William Raveis Real Estate

7 Mcneil Rd, Bethel, CT 06801
/13
$1,995,000
- Land
- 1.00 Acre
- $1,995,000 per Acre
33 Parsonage Rd, Greenwich, CT 06830

Beautiful property, on a desirable road, in the heart of Greenwich. Conveniently located close to schools and downtown. Move in, renovate, or build your dream home!*newly subdivided lot, assessment and taxes determined at time of sale.

Bryan Tunney Brown Harris Stevens CT, LLC

33 Parsonage Rd, Greenwich, CT 06830
/13
$1,995,000
- 4 Beds
- 1.5 Baths
33 Parsonage Rd, Greenwich, CT 06830

Beautiful property, on a desirable road, in the heart of Greenwich. Conveniently located close to schools and downtown. Move in, renovate, or build your dream home!*newly subdivided lot, assessment and taxes determined at time of sale.

Bryan Tunney Brown Harris Stevens CT, LLC

33 Parsonage Rd, Greenwich, CT 06830
/15
$825,000
- 5 Beds
- 4.5 Baths
- 2,670 Sq Ft
5 Betmarlea Rd, Norwalk, CT 06850

Fabulous 5-Bedroom Cape on a Picturesque Pond Welcome to this charming 5-bedroom Cape nestled beside a serene pond-perfect for those who love peaceful views and outdoor entertaining. Relax or host guests on the spacious patio overlooking the water, creating the ideal setting for memorable gatherings. Inside, the home offers incredible potential with a flexible layout. A separate entrance leads

Lisa Sader-Goede Aspen Realty Group

5 Betmarlea Rd, Norwalk, CT 06850
/40
$2,995,000
- 4 Beds
- 4.5 Baths
- 10,636 Sq Ft
22 Nature Ln, Shelton, CT 06484

CROWN JEWEL OF FAIRFIELD COUNTY! Spectacular custom-built mansion offering nearly 11,000 sq ft (Grand Total 12,228) of exquisite craftsmanship & architectural elegance, brilliant landscaping, pristine 1.5 acre level lot within an exclusive enclave w/ breathtaking water views! This estate features 4 spacious Bedrooms & 4.5 luxurious Bathrooms. Gated entrance & circular driveway lead to impressive

Kate Mattox Higgins Group Real Estate

22 Nature Ln, Shelton, CT 06484
/39
$1,795,000
- 3 Beds
- 4.5 Baths
- 5,475 Sq Ft
1 Cloverleaf Farm S, Sherman, CT 06784

Experience the epitome of modern luxury in this expansive contemporary home with captivating long-range southerly VIEWS! This architectural masterpiece is designed with an open plan that seamlessly integrates living, dining and kitchen spaces, creating an environment perfect for sophisticated entertaining and comfortable daily living. Culinary adventures await in the state-of-the-art kitchen,

Alan O'Doherty William Pitt Sotheby's Int'l

1 Cloverleaf Farm S, Sherman, CT 06784
/28
$1,625,000
- 4 Beds
- 4 Baths
- 3,501 Sq Ft
56 Cross Hwy, Redding, CT 06896

Experience the epitome of tranquility in this country retreat, nestled on over 18 acres of paradise.Adjacent to the sprawling 100+ acres of Samuel E. Hill Little River Nature Preserve and Robins Trail, this home is the perfect oasis.As you enter the main level, you immediately feel the rustic charm.The 1st floor includes a cozy bedroom, a sunlit family room, a kitchen, and a dining room.The 4

Marissa Tartaglia William Pitt Sotheby's Int'l

56 Cross Hwy, Redding, CT 06896
/5
$1,495,000
- Land
- 110 Acres
- $13,591 per Acre
00 Anderson Rd, Sherman, CT 06784

Welcome to this extraordinary 110-acre parcel of land, a true gem for those seeking natural beauty and endless possibilities. With its breathtaking views and vast expanse of open land, this property offers the perfect canvas to build your dream home. This remarkable parcel also presents an incredible opportunity for developers wth the potential for an 18-lot subdivision. Imagine creating a

Carolyn Morrison William Pitt Sotheby's Int'l

00 Anderson Rd, Sherman, CT 06784
/48
$3,100,000
- 4 Beds
- 3.5 Baths
- 4,445 Sq Ft
132 Finch Rd, North Salem, NY 10560

Windward Mark Farm: Located in North Salem, NY Westchester County's Primer Equestrian town.Nestled on 9.4 acres of land on a prized dirt road in the heart of North Salem's renowned Bridle Trails. & conservation land. This property offers a captivating blend of elegant living and equestrian facilities.The main residence, a charming 4-bedroom, 3.5-bath Colonial, with an inviting front Porch,

Carol Goldberg Vincent & Whittemore R.E.

132 Finch Rd, North Salem, NY 10560
/13
$525,000
- Land
- 2.09 Acres
- $251,196 per Acre
Lot #21 S Brook Dr, Stamford, CT 06903

Discover a Hidden Gem in North Stamford - South Brook Drive!! Amazing opportunity to build your DREAM HOME! A Nature Lover's Dream! This 2.09 acre parcel is located in a prestigious enclave of fine residences in North Stamford, on a quiet cul-de-sac. Nestled on 2 lush acres offering a bucolic natural setting with picturesque seasonal views of reservoir and plenty of privacy. Conveniently located

Elaine Voss Coldwell Banker Realty

Lot #21 S Brook Dr, Stamford, CT 06903
/37
$1,150,000
- 5 Beds
- 4.5 Baths
- 5,906 Sq Ft
65 Joes Hill Rd, Danbury, CT 06811

Grand Estate Opportunity in Danbury's Coveted Aunt Hack Neighborhood. Discover a fabulous opportunity to own a distinguished and architecturally striking home in the highly sought-after Aunt Hack neighborhood on Danbury's west side. Set back on 1.84 private, park-like acres, this stately 5906 sq. ft residence offers timeless curb appeal and the potential to craft your dream estate. From the

Patty Wagner Compass Connecticut, LLC

65 Joes Hill Rd, Danbury, CT 06811
/15
$384,500
- Land
- 10 Acres
- $40,010 per Acre
4,10,12 River Oaks Ln, Sherman, CT 06784

Exceptional opportunity to purchase a 3-lot package totaling 9.62 acres in the prestigious gated community of The Club at River Oaks in Sherman, CT. This private enclave features 66 home sites spread across 350 acres, centered around an 18-hole, par-70 golf course that flows naturally through the Berkshire foothills. The three lots-4 River Oaks Lane (3.12 acres) 10 River Oaks Lane(3.07 acres),

David Landau RE/MAX Right Choice

4,10,12 River Oaks Ln, Sherman, CT 06784
/38
$2,375,000
- 5 Beds
- 5.5 Baths
- 6,072 Sq Ft
139 Jelliff Mill Rd, New Canaan, CT 06840

Gracious and Private Estate with Timeless Finishes..... Custom built in 2005 for the current owners, sited high on a private 1.16-acre lot, this exceptional residence blends classic New England charm with modern comfort. Tucked away off the road and constructed with clapboard and stone, the home offers both privacy and presence. A rare four-car garage adds convenience and distinction. Step

Janis Hennessy William Raveis Real Estate

139 Jelliff Mill Rd, New Canaan, CT 06840
/64
$43,000,000
- 6 Beds
- 11 Baths
- 11,500 Sq Ft
579 Indian Field Rd, Greenwich, CT 06830

This stunning 2.72 acre waterfront property in Mead Point has panoramic South and Easterly views across the Sound to Long Island, New York and to Tods Point and Riverside. Enjoy sunrises from almost every room in this custom-built stone and shingle colonial. The current owners intention to preserve the original house, was not possible, and they built new with the goal of retaining old world

Heather Platt Sotheby's International Realty

579 Indian Field Rd, Greenwich, CT 06830
/28
$620,000
- 3 Beds
- 3 Baths
- 3,102 Sq Ft
12 Fox Rd, Trumbull, CT 06611

Welcome to 12 Fox Rd, this property offers 3,102sqft of versatile living space. Back in the Market after Sellers installed a NEW Balcony front wall/garage CMU wall, repaired, painted deck and balcony overlooking a private, wooded 1.35-acre lot, providing a serene outdoor retreat. This custom ranch-style home is located in the Tashua area of Trumbull, CT. This residence offers 3 bedrooms, home

Sandy Chang Century 21 Scala Group

12 Fox Rd, Trumbull, CT 06611
/40
$25,000,000
- 6 Beds
- 11 Baths
- 19,569 Sq Ft
1131 Sasco Hill Rd, Fairfield, CT 06824

Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding

Andrew Whiteley Brown Harris Stevens

1131 Sasco Hill Rd, Fairfield, CT 06824
/26
$1,350,000 Open Sun 11AM - 1PM
- 4 Beds
- 3.5 Baths
- 7,232 Sq Ft
40 Old Bridge Rd, Brookfield, CT 06804

Celebrate summer in style in this meticulously crafted, custom-built home. Impeccably well maintained with beautiful hardwood floors, exquisite custom woodwork and 9 ft ceilings that add a touch of style to every room. The versatile floor plan seamlessly guides you from the spacious entry, past the formal living room and through the oversized dining room, into the heart of the home - a center

Patricia Guarantano William Pitt Sotheby's Int'l

40 Old Bridge Rd, Brookfield, CT 06804
/13
$995,000
- Land
- 1.04 Acres
- $956,731 per Acre
13 Hilltop Rd, Norwalk, CT 06854

Unbelievable opportunity to build your ideal home on this stunning & rare 1 acre parcel in coveted Wilson Point Association. Located on the border of Rowayton & Historic SONO - Wilson Point is one of the most sought-after communities in the area. Though access to the lot is via Wilson Ave./Rt. 136, 13 Hilltop enjoys all the amenities that Wilson Point has to offer: a community club house, tennis

Kimberly Hyde William Pitt Sotheby's Int'l

13 Hilltop Rd, Norwalk, CT 06854
/40
$5,995,000
- 6 Beds
- 7.5 Baths
- 8,812 Sq Ft
9 Sturges Commons, Westport, CT 06880

Stunning Custom Built Colonial by Chris Montanaro of Redcoat Homes. Designed by Renowned Architect, Judith Larson. This Home Exudes Sophistication, every detail has been meticulously crafted to offer extraordinary living experience on a 1.10 flat manicured acre. Over 8,000 SQ FT w 8-inch wide plank wht oak floors throughout. 1st FL features a Chef's dream kitchen, generous Dining & Family room

Kelly Loucas Compass Connecticut, LLC

9 Sturges Commons, Westport, CT 06880
/38
$779,500
- 5 Beds
- 3 Baths
- 3,620 Sq Ft
162 Hattertown Rd, Newtown, CT 06470

Peaceful, serene & tranquility are just a few words to describe this stunning Contemporary A-frame home, set on over 2 beautifully wooded acres with breathtaking views. Featuring 3 levels of thoughtfully designed living space, this 5-bedroom, 3-bathroom gem boasts a recently remodeled kitchen with white cabinetry, quartz countertops, stainless steel appliances, custom backsplash, and hardwood

Stephen Mele Houlihan Lawrence

162 Hattertown Rd, Newtown, CT 06470

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