Poplar Plains, CT Homes for Sale with Acreage

/39
$2,750,000
- 6 Beds
- 7 Baths
- 10,304 Sq Ft
25 Hermit Ln, Westport, CT 06880

Privately nestled in Red Coat, this distinctive classically designed Colonial offers just over 7,000 square feet of living space, with 6 bedrooms, 5 full and 2 half baths, and an attached 3-car garage. Set on 1.59 beautifully landscaped acres, this home pairs timeless architecture with sophisticated finishes, and an effortless flow designed for entertaining, working, and everyday living. The

Nicholas Mastrangelo Coldwell Banker Realty

25 Hermit Ln, Westport, CT 06880
/40
$2,499,000
- 5 Beds
- 7 Baths
- 7,317 Sq Ft
3080 Sturges Hwy, Westport, CT 06880

Welcome to 3080 Sturges - Fully Renovated Home 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

Ryan Sullivan Berkshire Hathaway NE Prop.

3080 Sturges Hwy, Westport, CT 06880
/31
$2,250,000
- 4 Beds
- 5.5 Baths
- 5,605 Sq Ft
6 Old Orchard Dr, Weston, CT 06883

Nestled on over 3 breathtaking acres with over 500 feet of frontage on the west branch of the Saugatuck River, this exceptional property offers the perfect blend of privacy, outdoor living and natural beauty. Surrounded by mature trees and lush lawns, the setting is nothing short of spectacular--truly one of the most beautiful in Weston. The spacious home is thoughtfully designed with an open

Kristi Law William Pitt Sotheby's Int'l

6 Old Orchard Dr, Weston, CT 06883
/38
$1,395,000
- 4 Beds
- 3.5 Baths
- 3,181 Sq Ft
1495 Westport Turnpike, Fairfield, CT 06824

Rich in character and designed for today's lifestyle, this distinctive Fairfield home is privately set on two picturesque acres, framed by classic New England stone walls, white fencing, mature trees, open lawns, a quintessential red barn, and a detached two-car garage. The setting offers exceptional privacy while beautifully balancing Fairfield's country landscape with the convenience of its

LJ Wilks William Pitt Sotheby's Int'l

1495 Westport Turnpike, Fairfield, CT 06824
/29
$599,900
- 3 Beds
- 2 Baths
- 1,332 Sq Ft
261 Newtown Turnpike, Weston, CT 06883

Welcome to an incredible opportunity in the highly desirable town of Weston! Set back from Newtown Turnpike on a secluded, level 1.33 acre lot, this exceptionally well maintained 3 bedroom, 2 full bath ranch offers 1,332 square feet of comfortable single level living with hardwood floors throughout and a detached two car garage. Ideally located near the Saugatuck Reservoir, Merritt Parkway, and

Eric Chou eXp Realty

261 Newtown Turnpike, Weston, CT 06883
/4
$1,100,000
- Land
- 2.65 Acres
- $415,094 per Acre
22 Brett Rd, Fairfield, CT 06824

An exceptional opportunity to build your dream home on one of the most desirable and scenic settings in Fairfield. This beautiful, flat 2.65-acre parcel-approved by the Wetlands Com. for a 5-bedroom, 5-bathroom residence with a pool and pool house-offers both privacy and prestige. The property is situated in the estate section of Greenfield Hill. With its driveway access on Brett Road, a

Andrew Whiteley Brown Harris Stevens

22 Brett Rd, Fairfield, CT 06824
/31
$1,900,000

Open Sun 12PM - 2PM
- 5 Beds
- 5.5 Baths
- 5,657 Sq Ft
39 Powder Horn Hill Rd, Wilton, CT 06897

Set on a private, serene two-acre lot surrounded by mature trees and lush landscaping, this spacious home offers a rare combination of comfortable living, flexibility, and additional income potential. Just steps from the main residence, a detached, self-contained legal cottage features one bedroom, one full bath, a kitchen, and a private deck-ideal for guests, extended family, a home office, or

Benjamin Howell Coldwell Banker Realty

39 Powder Horn Hill Rd, Wilton, CT 06897
/37
$4,450,000

New Construction Open Sun 12PM - 4PM
- 6 Beds
- 8 Baths
- 8,356 Sq Ft
159 Easton Rd, Westport, CT 06880

Are you dreaming of an estate property? Something a bit more than the generic flat acre on a cul de sac? How do two acres on the Aspetuck River sound to you? With views from your bedroom? The sounds of a waterfall next door lulling you to sleep? Having sunnies tickle your toes in the summertime? Maybe a bit of fly fishing for trout? Or perhaps some paddleboarding? Yes, of course, there's a 20x40

Maryann Levanti Higgins Group Bedford Square

159 Easton Rd, Westport, CT 06880
/40
$2,395,000
- 5 Beds
- 7 Baths
- 8,685 Sq Ft
249 Chestnut Hill Rd, Wilton, CT 06897

Sophisticated South Wilton Colonial: This Nantucket shingle-style residence blends timeless architectural elegance with seamless modern luxury, ideally positioned for effortless commuting to town, the train, and the Merritt Parkway. Thoughtfully designed for both grand entertaining and everyday comfort, the home features gorgeous custom details, extensive high-end upgrades, and an integrated

Meghan Gatt William Raveis Real Estate

249 Chestnut Hill Rd, Wilton, CT 06897
/32
$4,695,000
- 5 Beds
- 4.5 Baths
- 7,907 Sq Ft
300 Sturges Ridge Rd, Wilton, CT 06897

Within easy reach of Manhattan, 300 Sturges Ridge Rd is a private modern retreat created for an extraordinary way of living. Set on 2.6 beautifully landscaped acres adjoining protected open space, the property offers exceptional privacy in a spectacular natural setting. Walls of glass, soaring ceilings and abundant natural light create interiors that feel open and connected to the outdoors. The

Jennifer Leahy Compass Connecticut, LLC

300 Sturges Ridge Rd, Wilton, CT 06897
/6
$22,825,000
- 8 Beds
- 10 Baths
- 12,946 Sq Ft
11 Beachside Common, Westport, CT 06880

Direct Waterfront | Greens Farms An extraordinary new waterfront estate by award-winning Coastal Luxury Homes is coming to one of the most coveted stretches of the Connecticut shoreline. Set in the heart of Greens Farms, this spectacular 12,948 square foot modern residence will span four levels and capture sweeping, unobstructed views across Sherwood Island, Burying Hill Beach, and Long Island

Andrew Whiteley Brown Harris Stevens

11 Beachside Common, Westport, CT 06880
/39
$3,150,000

$250K PRICE DROP
- 5 Beds
- 5.5 Baths
- 6,753 Sq Ft
1760 Hillside Rd, Fairfield, CT 06824

Privately sited in the heart of Greenfield Hill, this updated home blends European-inspired architecture with the modern comforts today's luxury buyers value most. Rich in character, it offers soaring ceilings with exposed wood beams and skylights, wide-plank hardwood floors, custom built-ins, antique mantels, and repurposed antique doors throughout. The dramatic family room flows to a private

Andrew Whiteley Brown Harris Stevens

1760 Hillside Rd, Fairfield, CT 06824
/20
$949,000
- 4 Beds
- 2 Baths
- 2,240 Sq Ft
22 Bittersweet Trail, Wilton, CT 06897

Welcome to this inviting 4-bedroom, 2-bath Hi-Ranch, ideally situated on a quiet cul-de-sac in desirable South Wilton. Designed for comfortable everyday living and easy entertaining, the main level features a bright living room that flows seamlessly into the dining room and an updated kitchen with granite countertops, opening to a den. The primary bedroom, two additional bedrooms, and a full bath

Lynne Murphy Berkshire Hathaway NE Prop.

22 Bittersweet Trail, Wilton, CT 06897
/5
$2,299,000

New Construction
- 4 Beds
- 5.5 Baths
- 5,600 Sq Ft
15 Cannondale Rd, Weston, CT 06883

UNDER CONSTRUCTION - Photos are architectural renderings and are intended to illustrate the home's anticipated finished appearance. Actual finishes, materials, features, and landscaping may vary. Be the first to own this exceptional new luxury home in one of Weston's most desirable locations. Situated on approximately 2 private acres, this custom-designed 5,600 SF residence offers 4 bedrooms, 4

Pilar Rios US Asset Realty

15 Cannondale Rd, Weston, CT 06883
/6
$385,000
- Land
- 2 Acres
- $192,500 per Acre
6 Fox Run Ln, Westport, CT 06880

This secluded property in Westport, CT at 6 Fox Run Lane offers an opportunity to submit your desired dream home plans to Westport on this picturesque 2 acres of rare undeveloped land. The lot is nestled in a prestigious upscale neighborhood and offers a tranquil bucolic setting, and is surrounded by nature. The new owner may design a custom home to suit your family's needs and preferences

Derek Greene Derek Greene

6 Fox Run Ln, Westport, CT 06880
/35
$7,790,000

Coming Soon
- 3 Beds
- 3.5 Baths
- 3,231 Sq Ft
1 Driftwood Point Rd, Westport, CT 06880

Set on one acre of waterfront property, One Driftwood Point holds views of the Long Island Sound and Saugatuck Harbor on three sides and a perfect overlook of the backyard tennis court to complete this property as of one of the most unique and stunning spots in Westport! Stretched out into the harbor, the modern contemporary style home is designed to feel immersed in the sparkle of water and sea

Leslie Clarke Compass Connecticut, LLC

1 Driftwood Point Rd, Westport, CT 06880
/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
/40
$2,449,000

Open Sun 2PM - 4PM
- 5 Beds
- 7 Baths
- 6,073 Sq Ft
5 Aspetuck Glen, Weston, CT 06883

Incredibly located on a gorgeous cul-de-sac of fine homes in a prime Lower Weston location, this luxurious Colonial is a showcase of style and comfort. Designed with tremendous attention to detail, the home's beauty begins with the landscaped setting and many outdoor amenities including a stunning pool and spa. The shingle exterior with stone accents greets your arrival into the soaring two-story

Alex Chingas Coldwell Banker Realty

5 Aspetuck Glen, Weston, CT 06883
/40
$10,500,000

$5M PRICE DROP
- 7 Beds
- 6.5 Baths
- 6,215 Sq Ft
4 Sherwood Island Ln, Westport, CT 06880

Hidden along a private lane in Westport's Greens Farms neighborhood, this extraordinary 20-acre waterfront estate unfolds as one of the most remarkable shoreline settings ever offered. For more than 65 years, it has been held and enjoyed by the same family as a place to gather, unwind, and take in the ever-changing views across Sherwood Island Park and Long Island Sound. Surrounded by protected

Andrew Whiteley Brown Harris Stevens

4 Sherwood Island Ln, Westport, CT 06880
/39
$1,800,000
- 5 Beds
- 3.5 Baths
- 4,845 Sq Ft
220 Stonewall Ln, Fairfield, CT 06824

Nestled at the end of a peaceful cul-de-sac, in the highly sought-after Greenfield Hill neighborhood, 220 Stonewall Lane offers a rare opportunity to own a beautifully situated home on 2.07 acres. The expansive outdoor setting provides an inviting space perfect for entertaining or relaxing while enjoying the tranquil surroundings. When entering the thoughtfully planned main level, you are drawn

Julie Walsh Coldwell Banker Realty

220 Stonewall Ln, Fairfield, CT 06824
/35
$1,850,000

Coming Soon
- 5 Beds
- 5.5 Baths
- 5,866 Sq Ft
10 Weddington Ln, Weston, CT 06883

Set on a premier cul-de-sac across from the beautiful grounds of the prestigious Aspetuck Valley Country Club, this gorgeous all-brick Colonial makes a spectacular first impression. A new circular driveway through the landscaped 2 acres leads to this architecturally distinctive custom home which was designed & built to exacting standards. Varied roof lines, bay windows, copper accents,

Alex Chingas Coldwell Banker Realty

10 Weddington Ln, Weston, CT 06883
/17
$7,990,000

New Construction
- 6 Beds
- 8 Baths
- 6,000 Sq Ft
4 Compo Pkwy, Westport, CT 06880

Build your coastal dream home on a rare, full acre* property along one of Compo Beach's most coveted cul-de-sacs, where opportunities of this caliber seldom become available. Ideally positioned just across from Longshore and moments from the shoreline, this extraordinary setting places Westport's most treasured amenities at your fingertips: golf, tennis, swimming, boating, beaches, playgrounds,

Jaclyn Picarillo Higgins Group Bedford Square

4 Compo Pkwy, Westport, CT 06880
/2
$1,500,000

$100K PRICE DROP
- Land
- 1.13 Acres
- $1,327,434 per Acre
0 River Ln, Westport, CT 06880

Lee's Pond Retreat | 1.13 Acres of Opportunity A rare opportunity to create your dream home on 1.13 acres along the shores of Lee's Pond in Westport. This residentially zoned property offers a unique combination of privacy, natural beauty, and exceptional potential. Currently home to an existing tennis court, the property is ready for a developer or end user to bring their vision to life and

Kim Harizman Compass Connecticut, LLC

0 River Ln, Westport, CT 06880
/40
$15,000,000
- 7 Beds
- 10 Baths
- 9,129 Sq Ft
4800 Congress St, Fairfield, CT 06824

The Ultimate East Coast Sanctuary, Where Privacy Meets Pinnacle Luxury. Surrounded by high stone walls, a fortress of modern architecture is invisible from the street and engineered for the world's most discerning buyers who demand seclusion with proximity to NYC. This 38.91-acre compound is a one-of-a-kind Fairfield County estate. The former home of Richard Rodgers, composer of The Sound of

Leslie Razook William Pitt Sotheby's Int'l

4800 Congress St, Fairfield, CT 06824
/40
$1,550,000

Open Sat 1PM - 3PM
- 4 Beds
- 3.5 Baths
- 3,188 Sq Ft
105 Perry Ave, Norwalk, CT 06850

Set on a private, professionally landscaped 1.05-acre lot in Norwalk's distinctive Silvermine neighborhood, this sophisticated 2017 Colonial pairs timeless architecture with a fresh, modern sensibility. Offering four bedrooms, three-and-a-half baths, and over 3,200 square feet across three finished levels, the residence was thoughtfully designed for both gracious entertaining and effortless

Michelle Lehaney Khessibi Berkshire Hathaway NE Prop.

105 Perry Ave, Norwalk, CT 06850
/38
$2,495,000

Open Sun 2PM - 4PM
- 6 Beds
- 5.5 Baths
- 7,200 Sq Ft
20 Cherry Ln, Wilton, CT 06897

A magnificent Colonial estate offering an extraordinary blend of elegance, privacy and resort-style living on 2.45 beautifully manicured acres, adjoining 50 acres of conservation land. Grand in scale yet thoughtfully designed for today's lifestyle, the residence features 6 bedrooms, 6 full and 1 partial bath, including a sumptuous primary suite with two walk-in closets, dressing room, spa bath

Lynne Murphy Berkshire Hathaway NE Prop.

20 Cherry Ln, Wilton, CT 06897
/40
$1,880,000
- 5 Beds
- 3 Baths
- 3,965 Sq Ft
62 Wells Hill Rd, Weston, CT 06883

Mid-century modern, completely reimagined and taken down to the studs. Set on a private Lower Weston cul-de-sac near the Westport/Fairfield border, this striking 5-bedroom home pairs architectural character with a comprehensive, design-driven renovation. The custom walnut-and-Fenix kitchen features Dekton counters, integrated lighting, and Wolf/Sub-Zero appliances, radiant heat, custom lit

Marion Filley Compass Connecticut, LLC

62 Wells Hill Rd, Weston, CT 06883
/22
$4,995,700

New Construction
- 4 Beds
- 4.5 Baths
- 4,000 Sq Ft
22 Dawn Dr, Westport, CT 06880

Come walk this stunning 1.5 acre lot with me - totally private, tucked at the end of a cul de sac in Long Lots. Peace, quiet, and the highest quality custom home spec'd to your wishlist by Coastal Luxury Homes is yours at 22 Dawn Drive. Go bigger/smaller, add an in-law suite or extra bedroom, an art studio, include a pool/spa, pickle court... let's discuss all the possibilities. Square footage

Jaclyn Picarillo Higgins Group Bedford Square

22 Dawn Dr, Westport, CT 06880
/40
$2,395,000

$355K PRICE DROP
- 5 Beds
- 7.5 Baths
- 5,508 Sq Ft
7 Sasqua Rd, Norwalk, CT 06855

This Sasqua Hills ranch in East Norwalk is perched high above Shorehaven Golf Club with sweeping views of Long Island Sound. The iconic estate at 7 Sasqua Road was built in 1950 and lovingly held by the original family for the last 76 years. The expansive property often described as "Old Hollywood Glamour," has long been a setting for unforgettable gatherings, where Broadway legends and jazz

Joseph Passero William Raveis Real Estate

7 Sasqua Rd, Norwalk, CT 06855
/25
$895,000
- 3 Beds
- 4 Baths
- 2,798 Sq Ft
146 Westport Rd, Wilton, CT 06897

HIGHEST & BEST Deadline: Monday, September 14th, 12PM. A private retreat designed for easy, modern living. Tucked away from the road on 1.86 beautifully landscaped acres, this bright and airy ranch combines a sleek, clean aesthetic with an open concept floor plan and vaulted ceilings throughout. Thoughtfully maintained and move in ready, the main residence features an updated kitchen and baths,

Chau Ngo Compass Connecticut, LLC

146 Westport Rd, Wilton, CT 06897
/40
$5,999,999

New Construction Open Sun 12PM - 2PM
- 7 Beds
- 7.5 Baths
- 8,700 Sq Ft
13 Edgemarth Hill Rd, Westport, CT 06880

Set on 1.70 private acres in the heart of Greens Farms, this distinctive new construction by Dwell offers a rare combination of timeless design, exceptional privacy, and resort-caliber outdoor living. Offering 8,700+/- sq ft, this exceptional residence features 7 bedrooms, 8 bathrooms, and thoughtfully designed living spaces crafted with an emphasis on enduring design rather than passing trends.

Doug Bross Coldwell Banker Realty

13 Edgemarth Hill Rd, Westport, CT 06880
/40
$2,750,000
- 5 Beds
- 6.5 Baths
- 6,920 Sq Ft
27 Walnut Ln, Weston, CT 06883

Step inside this stunning Hampton-style estate where luxury meets pastoral tranquility. This 2001 HOBI award-winning home sits on two beautifully landscaped acres adjacent to the Aspetuck Land Trust with idyllic views. A scenic driveway lined with native plantings and paver stones leads to the gracious front porch and magnificent entryway. Inside, the formal living and dining rooms flow

Hyacinth Dolor Global Real Estate Services, LLC

27 Walnut Ln, Weston, CT 06883
/40
$1,850,000

Open Sat 1PM - 3PM
- 6 Beds
- 4.5 Baths
- 6,852 Sq Ft
24 Langner Ln, Weston, CT 06883

Set behind charming stone walls on flat, usable land, this beautiful home offers exceptional space for everyday living and entertaining, just minutes from Weston's award-winning schools. The heart of the home features a large chef's kitchen that opens seamlessly to a cozy sunken family room. Sliding glass doors lead out to a stone patio overlooking a spacious backyard with ample room for a pool.

Peter Depalo William Raveis Real Estate

24 Langner Ln, Weston, CT 06883
/32
$1,569,000
- 5 Beds
- 4.5 Baths
- 3,766 Sq Ft
132 Signal Hill Rd, Wilton, CT 06897

Steal away to your own private playground in this beautiful contemporary with POOL AND SPORT COURT, on a lovely neighborhood road. Set down a private driveway through lighted stone pillars, the house welcomes you with lush, mature landscaping. A large foyer opens to the sunny living room with beaded vaulted ceilings, floor-to ceiling fireplace and wall-to-wall sliders to a large deck that

Julie Carney William Raveis Real Estate

132 Signal Hill Rd, Wilton, CT 06897
/40
$6,500,000
- 4 Beds
- 5 Baths
- 8,586 Sq Ft
10 Dragonwood Ln, Weston, CT 06883

Welcome to 10 Dragonwood Lane - The Iconic Origami House Set on an extraordinary 15.57-acre estate spanning four separately deeded parcels, 10 Dragonwood Lane is a one-of-a-kind architectural masterpiece that seamlessly blends modern design, luxury, and nature. Known as the Origami House, this remarkable residence offers unparalleled privacy, tranquility, and future development potential while

William Martin Douglas Elliman of Connecticut

10 Dragonwood Ln, Weston, CT 06883
/37
$1,250,000

Open Sun 1PM - 3PM $99K PRICE DROP
- 6 Beds
- 4 Baths
- 3,537 Sq Ft
26 Hill Farm Rd, Weston, CT 06883

Reintroduced & Reimagined! This stylish Contemporary High Ranch at the end of a serene cul-de-sac, has been renovated by Nova Design Build of NYC. Vaulted ceilings and a wall of windows bathe the home with natural light, creating a modern aesthetic with MidCentury warmth. Newly renovated kitchen with skylights, dining area and a double sided woodburning fireplace in the living room. The expansive

Mary Kate Klemish-Boehm Brown Harris Stevens

26 Hill Farm Rd, Weston, CT 06883
/36
$2,199,000
- 5 Beds
- 7.5 Baths
- 8,392 Sq Ft
79 Cavalry Rd, Weston, CT 06883

Grand and gracious, this impressive custom Colonial on estate property with a gorgeous gunite pool is ideally set in convenient Lower Weston. Just 2.3 +/- miles to the Merritt Parkway & 1.6 +/- mi to the convenient school campus & town Center, this home blends the appeal of a tranquil setting with immediate access to all amenities. Introduced from a paved circular drive, this architecturally

Alex Chingas Coldwell Banker Realty

79 Cavalry Rd, Weston, CT 06883
/2
$700,000
- Land
- 1.71 Acres
- $409,357 per Acre
350-352 Newtown Ave, Norwalk, CT 06851

Two separate lots here. Listed separately as well. Buyer to perform all due diligence including zoning, wetlands, septic, survey, and building approvals.

Sivan Kerins William Raveis Real Estate

350-352 Newtown Ave, Norwalk, CT 06851
/40
$1,925,000

Open Sun 1PM - 3PM
- 4 Beds
- 3.5 Baths
- 4,779 Sq Ft
550 Wellington Dr, Fairfield, CT 06824

Tucked at the end of a quiet Greenfield Hill cul-de-sac, 550 Wellington Drive feels like a true retreat-private, peaceful and designed for the way you actually want to live. Set on 2.47 secluded acres, this 4-bed, 4,776sqft home offers an exceptional amount of space to gather, entertain and spread out, with a floor plan that gives everyone a place of their own. The 1st floor is especially

Wendy Ryan Brown Harris Stevens

550 Wellington Dr, Fairfield, CT 06824
/39
$2,395,000

$300K PRICE DROP
- 6 Beds
- 5 Baths
- 5,576 Sq Ft
89 Chestnut Hill Rd, Wilton, CT 06897

Few homes define a town, this is one of them. Located in the highly coveted South Wilton neighborhood, this iconic Grand Dame, originally dating to the 1830s and beautifully reimagined and expanded during the Colonial Revival of the 1930s, has been masterfully transformed from the inside out. Every inch has been thoughtfully restored and elevated by a renowned preservationist / designer, honoring

Daniel McCamblau Brown Harris Stevens

89 Chestnut Hill Rd, Wilton, CT 06897

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