Wilton Center, CT Homes for Sale with Acreage

/40
$2,670,000

$120K PRICE DROP
- 5 Beds
- 3 Baths
- 3,072 Sq Ft
56 Charcoal Hill Rd, Westport, CT 06880

A rare opportunity to own one of Charcoal Hill's signature properties, this exceptional Frazier Peters stone home pairs historic craftsmanship with a level of care and refinement that is increasingly hard to find. Set atop 2.3 +/- gated acres and introduced through a stunning circular drive, the residence showcases Peters' hallmark use of native stone, warm wood tones, and artisan detail,

Doug Bross Coldwell Banker Realty

56 Charcoal Hill Rd, Westport, CT 06880
/38
$1,775,000

Open Sat 12PM - 3PM
- 4 Beds
- 2.5 Baths
- 4,415 Sq Ft
106 Silver Spring Rd, Wilton, CT 06897

Set along a private road in Wilton's coveted Silver Spring community-once part of the historic Firestone estate thoroughbred racetrack-this beautifully updated Colonial pairs timeless character with a fresh, sophisticated interior. Recently refinished and lightened hardwood floors flow throughout, including newly installed hardwoods on the upper level. At the heart of the home, the white chef's

Kim Burke Berkshire Hathaway NE Prop.

106 Silver Spring Rd, Wilton, CT 06897
/37
$4,250,000

Open Sun 11AM - 2PM
- 5 Beds
- 7 Baths
- 7,652 Sq Ft
16 Rockyfield Rd, Westport, CT 06880

Ready to enjoy from day 1, all of the work has been done to upgrade and update 16 Rockyfield Road.The residence has been completely retooled (ask for the upgrade list!). This is the ideal home that does not feel generic and the luxury touches will make everyday seem special. The brand new kitchen is a showstopper featuring handcrafted Zellige tiles,a Lacanche range,2 dishwashers and custom

Meredith Cohen Serhant Connecticut, LLC

16 Rockyfield Rd, Westport, CT 06880
/37
$875,000
- 4 Beds
- 2 Baths
- 1,846 Sq Ft
20 Rockhouse Rd, Wilton, CT 06897

Easy one-level living meets thoughtful updates in this inviting 4-bedroom, 2-bath ranch, privately set on 1.5 wooded acres in central Wilton. The light-filled interior features hardwood floors, a welcoming living room with fireplace, and a streamlined kitchen with abundant cabinetry, stainless-steel appliances, and generous prep space. Four bedrooms offer flexibility for guests, work, or hobbies,

Kim Burke Berkshire Hathaway NE Prop.

20 Rockhouse Rd, Wilton, CT 06897
/40
$2,995,000

Open Sun 2PM - 4PM
- 5 Beds
- 5.5 Baths
- 5,940 Sq Ft
149 Dudley Rd, Wilton, CT 06897

Originally built in 1726 and extensively remodeled, reimagined and re-engineered in 2007, 149 Dudley Road is a rare country estate where nearly three centuries of history meet sophisticated modern living. Set behind gates on more than five magnificent level acres, this exceptional property combines timeless New England character, beautifully considered interiors and extraordinary amenities in an

Melissa Rwambuya William Raveis Real Estate

149 Dudley Rd, Wilton, CT 06897
/40
$2,785,000

Open Sat 1:30PM - 3PM $65K PRICE DROP
- 5 Beds
- 4.5 Baths
- 4,630 Sq Ft
758 Smith Ridge Rd, New Canaan, CT 06840

Set back at the end of a private lane and only 1.5 miles from the center of New Canaan, this enchanting 1924 Cape exudes timeless elegance and undeniable charm. Set on 2.2 lush, flat acres, the property offers a serene retreat with expansive grounds ideal for relaxation and hosting. The chef's kitchen features top tier appliances and quartz countertops that balance beauty with functionality, and

Catherine DiChiara William Raveis Real Estate

758 Smith Ridge Rd, New Canaan, CT 06840
/40
$899,000
- 3 Beds
- 3 Baths
- 2,610 Sq Ft
14 Partrick Ln, Wilton, CT 06897

Charming 1927 converted barn set on two private acres in Wilton's desirable Nod Hill neighborhood. Tucked away on a quiet cul-de-sac, 14 Partrick Lane offers 3 bedrooms, 3 full baths, and 2,610 square feet of heated living space, combining the character of a classic New England home with flexible spaces for today's lifestyle. At the heart of the home is a sun-filled living room anchored by an

Judy Michaelis Coldwell Banker Realty

14 Partrick Ln, Wilton, CT 06897
/38
$4,700,000

$250K PRICE DROP
- 5 Beds
- 7 Baths
- 6,823 Sq Ft
537 Oenoke Ridge, New Canaan, CT 06840

Set on over four and a half acres of private, level grounds in one of New Canaan's most sought after locations, this exceptional estate offers a rare combination of scale, privacy, and close to town convenience. Originally built in 1962 and thoughtfully expanded, the property unfolds as a true compound. The main residence features five bedrooms, seven baths, and beautifully proportioned living

Douglas Milne Houlihan Lawrence

537 Oenoke Ridge, New Canaan, CT 06840
/40
$1,795,000
- 5 Beds
- 4 Baths
- 4,577 Sq Ft
158 Steep Hill Rd, Weston, CT 06883

Light-filled, beautifully renovated and wonderfully versatile, this striking Weston 5/6 bedroom contemporary OFFERS OVER 5,000 square feet of living space in a private yet convenient setting. From the moment you enter, the home impresses with a dramatic great room featuring soaring cathedral ceilings, skylights and walls of windows that bring the outdoors in. Designed for everyday living and

Christine Oleynick Keller Williams Realty

158 Steep Hill Rd, Weston, CT 06883
/40
$3,299,000

Open Sun 12PM - 2PM $200K PRICE DROP
- 5 Beds
- 4.5 Baths
- 3,778 Sq Ft
240 North Ave, Westport, CT 06880

"MEADOW WOOD" - Nearly two acres of Westport's most spectacular land is the setting for this storied estate, which has been completely remodeled, expanded and transformed for modern living. Totally fenced & screened w/privacy trees, this unique property offers rare sophistication with a stunning main residence, gunite pool, and a 2,447+/- sqft barn. Gated driveways lead to both the main house &

Doug Bross Coldwell Banker Realty

240 North Ave, Westport, CT 06880
/38
$1,050,000

Open Sat 12PM - 2PM $50K PRICE DROP
- 4 Beds
- 2.5 Baths
- 3,659 Sq Ft
40 Beechwood Ln, Ridgefield, CT 06877

Welcome to this beautifully appointed contemporary home nestled in Twin Ridge, one of Ridgefield's most desirable and well-established neighborhoods. Offering 4 bedrooms and 2.5 baths, this thoughtfully designed residence blends architectural character, natural illumination, and comfortable living spaces. The main level features three bedrooms and a full bath, along with an updated custom kitchen

Sarah Oh William Pitt Sotheby's Int'l

40 Beechwood Ln, Ridgefield, CT 06877
/5
$1,850,000
- Land
- 2.78 Acres
- $665,468 per Acre
531L N Wilton Rd, New Canaan, CT 06840

Beautiful flat waterfront acreage - never developed, with magnificent reservoir views. Access to property provided by right of way from 469 North Wilton Road, access road is unpaved but roughed in and visible.

Mitchell Moore Brown Harris Stevens

531L N Wilton Rd, New Canaan, CT 06840
/38
$3,075,000

New Construction Open Sat 1PM - 3PM
- 5 Beds
- 5.5 Baths
- 5,000 Sq Ft
16 Katydid Ln, Weston, CT 06883

Perfectly positioned on 2.25-acres on a private lane, this extraordinary new home, expertly crafted by Thomas Sturges Construction, offers modern luxury that embraces its natural environment. From the moment you step inside, the cohesive design & meticulous attention to detail are evident, creating an atmosphere that is as sophisticated as it is welcoming. Whether you're hosting a large-scale

Randy Musiker Compass Connecticut, LLC

16 Katydid Ln, Weston, CT 06883
/38
$3,850,000
- 5 Beds
- 5.5 Baths
- 5,034 Sq Ft
430 Nod Hill Rd, Wilton, CT 06897

Rock House Farm, c.1765. One of Wilton's most treasured historic estates, this extraordinary former dairy farm blends nearly three centuries of history with the comforts of modern living. Originally built by Reuben Olmstead in 1765, expanded in the 1800s, and thoughtfully renovated and enlarged in 1997, the estate has been beautifully preserved for generations. Set on six spectacular acres

Jody Rosen William Pitt Sotheby's Int'l

430 Nod Hill Rd, Wilton, CT 06897
/27
$2,000,000

Open Sun 12PM - 2PM
- 3 Beds
- 3 Baths
- 3,810 Sq Ft
2 Charcoal Ln, Westport, CT 06880

Come be delighted by the brand new, gut renovated home at 2 Charcoal Lane.It is spotless and the 1 level living you have been seeking. It has beautiful craftsmanship and custom finishes that you would not expect at this price point.Move in ready, if the layout works for you, this will not disappoint! Privacy and nature set in a desirable neighborhood on over 2 acres. Charcoal Lane offers quiet

Meredith Cohen Serhant Connecticut, LLC

2 Charcoal Ln, Westport, CT 06880
/37
$2,189,000

Open Sat 1PM - 4PM
- 5 Beds
- 4.5 Baths
- 5,912 Sq Ft
36 Old Orchard Dr, Weston, CT 06883

The New Sensation! Don't miss the opportunity to see this sun drenched 4-5 bedroom Contemporary home w/ a flexible floorplan to suit a variety of lifestyles! An entertainer's dream, this home offers something for everyone. The charming entry greets you as you step into the front parlor w/ a marble surround fireplace. A stepdown into the large family/living room w/ wetbar, built-ins, fireplace &

Carrie Shea Camelot Real Estate

36 Old Orchard Dr, Weston, CT 06883
/40
$3,450,000

$450K PRICE DROP
- 6 Beds
- 11 Baths
- 9,974 Sq Ft
76 Lords Hwy, Weston, CT 06883

In the heart of a neighborhood known for fine estates and just moments from the campus of award-winning schools, this distinguished 2.5 +/- acre property elevates your lifestyle with refined craftsmanship and effortless luxury. A grand foyer with a graceful floating staircase introduces interiors defined by exquisite walnut floors, incredible millwork, and architectural moments to savor at every

Alex Chingas Coldwell Banker Realty

76 Lords Hwy, Weston, CT 06883
/40
$1,799,000
- 4 Beds
- 3.5 Baths
- 3,758 Sq Ft
206 Mountain Rd, Wilton, CT 06897

Originally built in 1769, this beautifully renovated and meticulously maintained antique home blends historic character with modern comfort. Set on two landscaped acres along one of Wilton's most scenic country roads, the four-bedroom, three-and-a-half-bath residence offers approximately 3,758 square feet of thoughtfully designed living space. The renovation included updated electrical systems

Christine McGovern William Raveis Real Estate

206 Mountain Rd, Wilton, CT 06897
/31
$950,000
- 4 Beds
- 2.5 Baths
- 2,429 Sq Ft
316 Chestnut Hill Rd, Norwalk, CT 06851

Historic New England charm meets modern-day living at 316 Chestnut Hill Road. Dating back to circa 1780, this beautifully updated 4-bedroom, 2.5-bath home is set on 1.5 picturesque acres in Norwalk's sought-after Cranbury neighborhood. Original wide-plank floors, exposed beams, two fireplaces, and beautiful stonework throughout the property showcase the home's character. Thoughtfully updated for

Katherine Sparkman William Raveis Real Estate

316 Chestnut Hill Rd, Norwalk, CT 06851
/5
$2,495,000
- Land
- 2.16 Acres
- $1,155,093 per Acre
122 Brookwood Ln, New Canaan, CT 06840

Build your home in one of New Canaan's most desirable and picturesque settings. Set on over two acres of gently rolling land with mature trees and exceptional privacy, this special homesite is just minutes from town, train to NYC, and walkable to the Country Club of New Canaan. Part of the former star-studded estate on Brookwood Lane, the property is located along a bucolic and quiet dead-end

James Hoffman Houlihan Lawrence

122 Brookwood Ln, New Canaan, CT 06840
/39
$979,000

Open Sat 1PM - 3PM
- 4 Beds
- 2.5 Baths
- 2,628 Sq Ft
20 Overidge Ln, Wilton, CT 06897

Welcome to this beautiful turn-key Colonial with serene views and ultimate privacy at the end of a cul-de-sac. Located in highly desirable Lower Wilton just minutes from local shops, top-tier restaurants, and everyday amenities, with the bustling town centers of Westport, Wilton and Norwalk. With easy access to Metro-North train stations for commuting to New York. This home offers the ultimate

Brenda La Fuente Keller Williams Realty

20 Overidge Ln, Wilton, CT 06897
/40
$1,795,000
- 6 Beds
- 4 Baths
- 4,900 Sq Ft
143 Old Hyde Rd, Weston, CT 06883

Fully remodeled and ideally located within walking distance of the award-winning Weston school campus, this exceptional Lower Weston Colonial offers refined living in one of the town's most coveted neighborhoods. Thoughtfully expanded and redesigned with a spacious four-level floor plan, the home features six generously sized bedrooms and four beautifully appointed full baths, showcasing high-end

Tyler Toren Compass Connecticut, LLC

143 Old Hyde Rd, Weston, CT 06883
/3
$959,000
- Land
- 2.53 Acres
- $379,051 per Acre
10 Hills End Ln, Weston, CT 06883

Welcome to Hills End Lane, an exclusive enclave of distinguished estates just minutes from Weston's charming town center. This exceptional 2.53-acre property presents a rare opportunity to create a custom residence in one of Weston's most desirable settings. The level, lightly wooded site offers privacy and natural beauty, with 50 feet of road frontage and approximately 0.9 acres of protected

Tom Kelley Coldwell Banker Realty

10 Hills End Ln, Weston, CT 06883
/9
$7,499,000

New Construction
- 6 Beds
- 10 Baths
- 9,429 Sq Ft
46 Norholt Dr, New Canaan, CT 06840

NEW CONSTRUCTION - Set on a quiet cul-de-sac just minutes from the heart of New Canaan, this custom-built estate by renowned builder V&A Construction reflects the superior craftsmanship, attention to detail and refined finishes for which the company is known. Currently in the final stages of construction, the home is designed for both everyday living and effortless entertaining. A gracious floor

Katherine Kuras BHHS Darien/New Canaan

46 Norholt Dr, New Canaan, CT 06840
/37
$679,900
- 3 Beds
- 2 Baths
- 1,515 Sq Ft
38 Ravenwood Dr, Weston, CT 06883

Welcome to 38 Ravenwood Drive, a classic Cape Cod-style home set on a private 2-acre parcel in desirable Weston. Offering approximately 1,515 square feet of living space, this 3-bedroom, 2-full-bath residence features a comfortable layout with two fireplaces, central air. A standout feature is the expansive wrap-around deck, offering a wonderful outdoor setting for entertaining, relaxing, and

Jonathan Gineo Silver and Oak Realty

38 Ravenwood Dr, Weston, CT 06883
/14
$279,000
- Land
- 2.09 Acres
- $133,493 per Acre
3 Highwood Ln, Wilton, CT 06897

2.09 AC buildable/conforming lot on idyllic/scenic side street. One of the best lots on the street - the lot is priced at a discount because of the power lines that run through a portion of the property. Plenty of room to build a large center hall colonial/dream home - the owner built 9 Highwood Lane and has house plans/survey/etc available if interested. The lot is triangle shaped with 368' of

Joe Rohinsky Coldwell Banker Realty

3 Highwood Ln, Wilton, CT 06897
/27
$2,750,000
- 5 Beds
- 3.5 Baths
- 3,200 Sq Ft
44 Benedict Hill Rd, New Canaan, CT 06840

Welcome to the iconic Evans House - a striking work of mid-century modern architecture. Designed in 1961 by renowned architect James Evans, this one-of-a-kind residence showcases a striking hyperbolic paraboloid roof that allows for a completely open main level filled with soaring floor-to-ceiling windows. Every room is immersed in natural light and surrounded by serene wooded views, offering

John-Michael Rachinsky-Wood Harbor Bridge Realty

44 Benedict Hill Rd, New Canaan, CT 06840
/40
$899,000

$51K PRICE DROP
- 4 Beds
- 2.5 Baths
- 2,974 Sq Ft
43 Alvin Dr, Norwalk, CT 06850

Settled at the end of a quiet cul-da-sac on nearly 1.5 level acres in historic Silvermine, this inviting and sunlit four/five-bedroom Colonial offers endless opportunity for indoor/outdoor entertaining with large terrace and a heated pool. Enjoy easy terrace/pool access from the living room, with a WB FP, family room + newly updated chef's kitchen with all new appliances. Desirable floor plan

Amanda Bates Houlihan Lawrence

43 Alvin Dr, Norwalk, CT 06850
/40
$5,475,000

New Construction Open Sat 1PM - 3PM
- 5 Beds
- 6.5 Baths
- 8,096 Sq Ft
102 Silver Ridge Rd, New Canaan, CT 06840

Set in the coveted Silvermine area of New Canaan, 102 Silver Ridge Road presents a newly built residence where sophisticated design, exceptional scale, and effortless modern living come together. A light-filled two-story family room creates a dramatic yet inviting centerpiece. Thoughtfully designed for today's lifestyle, the home features a gourmet kitchen, two dedicated office locations,

Katie Nugent Berkshire Hathaway NE Prop.

102 Silver Ridge Rd, New Canaan, CT 06840
/40
$4,850,000
- 5 Beds
- 5 Baths
- 5,103 Sq Ft
22 Evergreen Ave, Westport, CT 06880

Introducing The Winslow Manor, one of Westport's most exceptional estates, is a secluded retreat defined by beauty, privacy, and grace, now available for the first time in decades, inviting its next residents to experience the privilege of living within this storied and extraordinary sanctuary. Just steps from downtown & completely remodeled in 2002, welcome home to a rare and timeless estate

Valerie Alvarez Serhant Connecticut, LLC

22 Evergreen Ave, Westport, CT 06880
/7
$2,995,000

$905K PRICE INCREASE
- 5 Beds
- 7 Baths
- 6,900 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
$1,495,000

$195K PRICE DROP
- 4 Beds
- 4 Baths
- 3,326 Sq Ft
2 Tommys Ln, South Salem, NY 10590

Step inside Tommy’s Lane, where understated architecture gives way to unforgettable design. From the curb, this timeless transitional Colonial sits quietly on just shy of two flat, sun-drenched private acres with a pool. Open the dramatic custom black glass front doors, however, and the entire experience changes. A dramatic two-story foyer introduces interiors that feel as though Restoration

Melissa Marcogliese Compass Greater NY, LLC

2 Tommys Ln, South Salem, NY 10590
/36
$1,799,000

Open Sat 2PM - 4PM
- 4 Beds
- 3.5 Baths
- 3,702 Sq Ft
7 White Oak Ln, Weston, CT 06883

Embrace the ultimate country club lifestyle at this stunning two-acre estate, where privacy and recreation meet in perfect harmony. The grounds are rich with amenities, including a sparkling Gunite pool and spa, a private tennis court, and a separate sport court. The thoughtfully designed pool house elevates every gathering with its summer kitchen, changing room, half bath, and refreshing outdoor

Randy Musiker Compass Connecticut, LLC

7 White Oak Ln, Weston, CT 06883
/39
$1,299,900

$100K PRICE DROP
- 4 Beds
- 2.5 Baths
- 3,768 Sq Ft
235 Newtown Turnpike, Weston, CT 06883

Set on 1.57 picturesque acres this beautifully reimagined farmhouse colonial pairs timeless New England character with a comprehensive top-to-bottom renovation. From the original windows and hand-laid stone floors to the reclaimed shiplap walls and solid wood doors, every detail honors the home's 1959 roots with modern systems and design. A recent full-scale renovation touched virtually every

Frank Fonteyn Prestige Realty Group

235 Newtown Turnpike, Weston, CT 06883
/40
$2,445,000

$150K PRICE DROP
- 5 Beds
- 5.5 Baths
- 4,977 Sq Ft
284 Georgetown Rd, Weston, CT 06883

Completed in 2025, this extensively renovated and expanded residence lives like new construction, offering exceptional craftsmanship, luxury finishes, and a thoughtfully designed open floor plan. Featuring 5 bedrooms with potential for a 6th bedroom, 5 full baths, and 1 powder room, the home blends elegant design with comfortable everyday living. Rich hardwood floors flow throughout, complemented

Kasia Babinski William Raveis Real Estate

284 Georgetown Rd, Weston, CT 06883
/38
$849,999

Open Sat 1PM - 3PM $45K PRICE DROP
- 4 Beds
- 3.5 Baths
- 3,003 Sq Ft
31 Granite Dr, Norwalk, CT 06851

Significant Price Improvement! Motivated seller has repositioned this exceptional home to present an outstanding opportunity in one of Norwalk's most sought-after neighborhoods. Nestled on a picturesque tree-lined street in Cranbury, this beautifully maintained 4-bedroom, 3.5-bath Colonial offers a rare combination of flexible multigenerational living, exceptional privacy, and generous

Aaron Ramkalawan Keller Williams Prestige Prop.

31 Granite Dr, Norwalk, CT 06851
/32
$3,900,000

$600K PRICE DROP
- 6 Beds
- 5.5 Baths
- 25,115 Sq Ft
80 Comstock Hill Rd, New Canaan, CT 06840

YOUR HORSE. YOUR BARN. YOUR VISION. Set on more than 7 level acres in the heart of Fairfield County, 80 to 90 Comstock Hill Avenue presents a rare opportunity to own an established equestrian estate with exceptional scale, flexibility, and a unique combination of land, location, and infrastructure. Whether your vision is a training facility, elite boarding operation, equestrian wellness retreat,

Libby Mattson Houlihan Lawrence

80 Comstock Hill Rd, New Canaan, CT 06840
/31
$3,350,000
- 6 Beds
- 7 Baths
- 6,899 Sq Ft
112 Vista Rd, Wilton, CT 06897

Located moments from Wilton Town Center, this fully reimagined 6-bedroom, 5.2-bath residence blends timeless character with modern luxury. Set on more than two pristine acres with a designated pool site and overlooking the Silvermine River, the home has been extensively renovated, showcasing exceptional craftsmanship and thoughtful design throughout. The interior features 9-foot ceilings,

Jennifer Dineen Houlihan Lawrence

112 Vista Rd, Wilton, CT 06897
/18
$3,895,000

New Construction
- 6 Beds
- 5.5 Baths
- 6,000 Sq Ft
8 Norfield Woods Rd, Weston, CT 06883

Luxury new construction opportunity in Lower Weston! Currently slated for completion in less than a year, this meticulously crafted estate offers a rare opportunity to secure your forever home on a private Lower Weston cul-de-sac. Take advantage of your opportunity to live in the most convenient Weston location within minutes of their top rated schools and town center. Plus enjoy the convenience

Lauren Turner Corcoran Centric Realty

8 Norfield Woods Rd, Weston, CT 06883
/40
$739,000
- 4 Beds
- 3.5 Baths
- 3,312 Sq Ft
274 Lyons Plain Rd, Weston, CT 06883

This is very special. $7,500 per month income! 3 Units! INVESTOR'S DREAM !! AN AMAZING OPPORTUNITY IN LOWER WESTON-DIRECT SAUGATUCK RIVER FRONT VIEWS - Beautiful home with separate living spaces featuring living rooms, family rooms, dining areas, newer kitchens & baths, wraparound decks with serene river views and so much more. Beautiful hardwood floors throughout, updated bathrooms and kitchens,

Dagny Eason Dagny's Real Estate

274 Lyons Plain Rd, Weston, CT 06883

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