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$775,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24130271 MLS
Antique lovers- bring your vision and discover the incredible potential this home has to offer! Honored as one of Ridgefield's historic homes, this is a rare offering where timeless character and everyday livability come together. Layered with history, the 18th-century residence, later expanded in the 19th century, retains its original charm. With the front portion of the home dating back to 1732, this remarkable property showcases beautifully preserved chestnut flooring and pine and poplar beams throughout the interior, while the exterior is complemented by exceptional stonework. All rooms offer its own charm, highlighted by distinctive wooden doors- each with its own character and paired with original materials that create a true sense of history. The living room features a wood-burning fireplace and built-ins, while the dining room offers a second fireplace and a charming built-in dumbwaiter. The kitchen blends function and character w/ direct access to the backyard. The main level includes two bedrooms, one with a half bath, and a large window overlooking the private yard. Upstairs, a cozy library with built-ins and a skylight provides a perfect retreat, along with a primary suite featuring a full bath and serene property views. The walk-out lower level offers flexible space w/ a kitchen, full bath & a versatile room ideal for use as a bedroom. A wonderful opportunity for thoughtful restoration, allowing you to preserve & enhance its historic character for years to come

320 N Salem Rd, Ridgefield
$3,495,000
5 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24148986 MLS
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 home blends classic design with modern comfort across four levels, all served by elevator. The open floor plan is filled with natural light and thoughtfully designed spaces, including a striking two-story glass-walled home office with fireplace and a beautifully appointed library. A chef's kitchen with breakfast room flows to a spacious four-season sunroom and out to terraces, outdoor kitchen, pool and spa; ideal for effortless indoor-outdoor living and entertaining. The serene primary suite features a private balcony overlooking the tranquil grounds and a luxurious spa bath with heated floors and jacuzzi. Additional amenities include a third-level media room, state-of-the-art fitness studio and walk-out lower level with billiards, bar and an impressive 500-bottle wine cellar. Whole-house generator. A private retreat that feels miles away, yet minutes to the centers of Westport, Weston and Wilton.

253 Rivergate Dr, Wilton
$619,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24156925 MLS
Tucked away on 1.21 acres in desirable Ridgefield, 31 Longview Drive offers the space, comfort, and convenience buyers are looking for. This 3 bedroom, 2 full bath home features central air, a welcoming fireplace, and a 2 car attached garage for easy everyday living. A charming enclosed 3 season porch extends the living space and creates the perfect place to enjoy coffee, dinner, or quiet views of the property. The finished lower level provides excellent versatility, whether you need a rec room, home office, fitness area, playroom, media space, or room for guests. Outside, the expansive lot offers privacy, room to garden, entertain, or simply enjoy the natural setting. Located close to Ridgefield's vibrant town center, residents can enjoy local shops, dining, events, parks, trails, and nearby preserves. Route 7 and the Branchville Metro North station offer convenient options for commuters. A wonderful opportunity to enjoy the Ridgefield lifestyle in a comfortable home with flexible space inside and out. Owner occupied. Showings by appointment.

31 Longview Dr, Ridgefield
$1,045,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24147255 MLS
LOCATION,LOCATION.. This charming residence has so many options.a lovely residential home or a great income producing investment.. Situated on a peaceful street just a short stroll from Main Street in Ridgefield, this updated 2,792 square foot home offers all the space needed for comfortable living. Discover this spacious four-bedroom, three-bath home featuring a versatile den or office, a large primary bedroom, and a loft--perfect for creating your ideal additional space or retreat. A flexible downstairs family room which could be locked off and has it's own entry, is perfect for an in-law suite or rental, with plumbing already in place for an additional bath and a sleek, efficiency kitchen--ready to suit your needs. Beautifully remodeled interior featuring new entertainment center, modern electric fireplace, wainscoting, refinished hardwood floors, designer wallpaper, sleek tile accents and two new installed, energy efficient AC units- combining comfort with design. Enjoy the fully functional private backyard with a grassy yard, play area, and two patios.This exceptional home offers both functionality and comfort and is only 9.5 miles to the Katonah Train Station with a one-hour ride to NYC which adds to its charm. Just a short walk away, explore all that Ridgefield has to offer- delight in a variety of restaurants, boutique shops, vibrant cultural events, outdoor concerts in the park, and even their own Prospect Theater, all from your doorstop!

26 Abbott Ave, Ridgefield
$3,450,000
6 Beds ⋅ 11 Baths ⋅ ACTIVE Status ⋅ 24151746 MLS
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 turn, including a coffered ceiling living room, a banquet sized dining room with a curved wall of windows, and an octagonal office. French doors create a natural flow to two stone patios and sweeping lawns. The gourmet kitchen, appointed with four Wolf ovens, dual Sub Zeros and dishwashers, and extensive custom cabinetry, is designed for both comfortable daily living and memorable entertaining. The serene primary suite offers a private sitting room, balcony, barrel-ceiling dressing room, and an inspiring octagonal bathroom, while additional en-suite bedrooms and a full in-law suite provide exceptional comfort. The finished lower level includes a custom cherry wet bar, gym, and flexible space for a media room or wine cellar. Two full-size laundry rooms and a pool bath w/exterior access offer flexibility. Outdoors, a heated Gunite pool with auto cover and spa create a private resort experience. Convenient to the Merritt Parkway and Westport, this rare offering blends timeless sophistication with modern livability in one of Fairfield County's most sought-after settings.

76 Lords Hwy, Weston
$1,599,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24149592 MLS
Sweeping meadow views, privacy & sunsets from an elevated setting 7 Long Meadow Lane is a distinctive property defined by its scale, setting, and versatile layout, offering generous proportions and an architectural presence that supports a wide range of lifestyles. Sited on an elevated, scenic 4.39 acres with exceptional privacy and open meadow outlooks, the home enjoys a peaceful setting surrounded by natural beauty and expansive skies. The interior features light-filled spaces with wide hallways, oversized rooms, and a layout that emphasizes flow and functionality. Multiple living and gathering areas provide flexibility for entertaining, everyday living, and extended stays with family and guests. Large windows throughout capture abundant natural light and tranquil views, with sweeping sunrises and sunsets unfolding across the landscape and changing with the seasons. The home's scale and configuration allow the spaces to adapt naturally over time. Outdoor living is a standout feature, highlighted by an in-ground pool with an expanded patio surround, thoughtfully positioned to maximize privacy and open views. The generous patio provides ample space for dining, lounging, and entertaining, creating a true extension of the home and a resort-like setting for relaxed summer living. Located within reach of NYC yet feeling distinctly removed, the property offers an appealing sense of retreat-ideal as a weekend escape, multi-generational residence, or long-term family compound.

7 Long Meadow Ln, Redding
$1,975,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24151984 MLS
Construction has begun! Luxury New Construction just minutes to Downtown Ridgefield! This custom-built 5-bedroom, 4.5-bath home offers 4,592 sq. ft. of thoughtfully designed living space across 3 finished levels. The main floor features an open-concept layout with a grand foyer, formal living room, large family room, stunning kitchen with oversized island, and a sunlit dining area that opens to a rear patio. Upstairs, the spacious primary suite includes dual walk-in closets and a spa-like bath. Three additional bedrooms offer en-suite or Jack-and-Jill baths and walk-in closets. The upper half-story includes a 5th bedroom, full bath, and a flexible extra room perfect for a media room, office, or guest retreat. A large unfinished basement offers expansion potential. Additional highlights: laundry room and mudroom on the main level, 2-car garage with EV charging, quality craftsmanship, and energy-efficient systems throughout. Ideally located on a level 0.45-acre lot in one of Ridgefield's most desirable neighborhoods.

94 Soundview Rd, Ridgefield
$1,300,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24147378 MLS
The Oasis at Richmond Hill is a rare mid-century modern retreat nestled at the end of a quiet cul-de-sac in Weston. Set on 2 acres of landscaped grounds bordered by towering spruce, elms, and rhododendrons, this 1956 residence offers a seamless blend of architecture and nature. Inspired by the Harvard Five, its design features clean lines, warm materials, and walls of glass that frame the changing seasons. A dramatic stone fireplace anchors the main living space, while French doors from the granite-appointed kitchen open to a stone terrace overlooking tiered lawns and a gunite pool with cabana. A winding path leads through mature gardens to the pool, creating a private, resort-like setting perfect for entertaining. The home offers three bedrooms and two full baths, including a serene primary suite with en-suite bath, private deck, and tranquil views. Custom built-ins in the secondary rooms allow for flexible use as bedrooms, offices, or studios. Additional highlights include central air, updated systems, and a detached garage once used as an artist's studio. Located near nature preserves, walking trails, and Weston's beloved dog park, this property offers a rare opportunity to live within architecture - not just inside it.

17 Richmond Hill Rd, Weston
$1,495,000
6 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24147564 MLS
Welcome to this expansive and beautifully updated six-bedroom Colonial, offering three full and two half baths and thoughtfully positioned on a sprawling 2.42-acre lot that provides both privacy and presence. A grand wraparound driveway creates a striking approach to the home, offering ample parking in addition to a two-car attached garage ideal for guests, entertaining, and everyday convenience. Upon entering, you are greeted by a gracious foyer showcasing refinished hardwood flooring that flows seamlessly throughout much of the main level. The foyer opens to an elegant living room, anchored by a classic fireplace that adds warmth and timeless character. The home's open-concept layout is designed to balance refined traditional elements with modern living, creating an inviting atmosphere for both intimate gatherings and large-scale entertaining. The heart of the home is the stunning open-concept kitchen, meticulously designed for both form and function. The kitchen features sleek quartz countertops, stainless steel appliances, updated cabinetry, and new finishes throughout. The spacious eat-in kitchen offers plenty of room for casual dining and flows effortlessly onto a large back deck, where you can enjoy peaceful views overlooking the expansive backyard perfect for outdoor dining, relaxation, or entertaining.

12 Werf Dr, Redding
$7,400,000
7 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24144503 MLS
Another Day in Paradise! Timeless grandeur, architectural mastery, and opportunity define this exceptional plantation-style colonial set on 39.23 acres bordered by 100+ acres of protected forestland-a rare opportunity for stately country living in a singular setting.For the sportsman, pristine woodlands and abundant wildlife offer boundless opportunities for hunting, hiking, and connecting with nature. The residence-a nod to Antebellum architecture-presents grand columns, symmetrical facades, a 97-foot wraparound veranda, and ornate interior design. Every detail has been thoughtfully curated for comfort and quality.Your journey begins with the breathtaking grand foyer flanked by dual staircases and crowned by a soaring domed ceiling artfully decorated with colorful rosettes. Exemplary features include seven fireplaces, an elegant banquet-worthy formal dining room, a chef's kitchen with top-grade appliances, a spacious fireplaced breakfast room, a dazzling sun-filled family room, and two home offices.The exquisite primary suite is a luxurious haven featuring its own artfully adorned domed ceiling, sitting room, and wall-of-glass French doors open to a private balcony with views of the in-ground pool and woodlands. The sumptuous marble bath is a spa-like sanctuary. An invaluable addition to this amazing property is the finished studio over the six-car drive-through garage providing flexible living space. All this and so much more awaits in this extraordinary estate!

63 Turney Rd, Redding
$1,099,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24138959 MLS
Welcome to the historic James Benedict House, one of Wilton's most notable and beautifully preserved 18th-century residences. This thoughtfully updated antique Colonial seamlessly blends timeless craftsmanship with modern convenience, offering 2,803 square feet across three full levels-including a true third floor with tall ceilings (not an attic)-plus a walk-out lower level ready to be finished. Set on an exceptional 4.81-acre property with a private pond, this rare offering provides unmatched privacy, scenic beauty, and the opportunity to create your own walking trails-all within one of South Wilton's most desirable locations. Property Highlights 4 Bedrooms | 2 Full Baths | 1 Half Bath 10 total rooms across three full levels True third floor with full ceiling height Walk-out lower level with finishing potential Central chimney with 5 fireplaces (3 gas, 2 wood-burning) Classic post-and-beam construction Refinished wide-plank hardwood floors Two staircases to the upper level Spacious eat-in kitchen Recent Upgrades & Enhancements Fully painted interior and exterior Updated bathrooms with modern finishes LED lighting throughout Brushed gold fixtures, hardware, and accents New backsplash Upgraded Decora-style switches and outlets (many with dimmers)

332 Belden Hill Rd, Wilton
$1,495,000
2 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24124995 MLS
The Steinman Sanctuary - once in a lifetime sale of the late, great, Jim Steinman's beloved home in Ridgefield, CT where he lived for nearly 30 years & wrote some of the most recognizable songs in music history including "I'd Do Anything for Love", "Total Eclipse of the Heart", & Celine Dion's "It's All Coming Back to Me Now". When Jim passed in April of 2021, he left behind not only his extraordinary body of musical & theatrical works, but his exceptional custom built home and elaborate music studio with "minstrel gallery" balcony overlook, and "stairway to heaven". From the time Jim acquired the quaint country cottage originally located on the property, it became his personal sanctuary that served to inspire artistic creation & joyful entertaining. Jim commissioned prestigious New England architect, Rob Bramhall, to execute his dramatic vision, and spent over $6M in the construction alone. Jim took great pride in this home, which served as the backdrop to his life & work. Total 6,183 sf plus detached garage with finished loft. Extraordinary primary suite with lux bath and dressing room, plus dramatic 37.5' x 25' studio with second story balcony and private entrance, ideal for artist, recording studio, home office, etc. Picturesque scenic lane in premier southwest Ridgefield location, close to the NY border, Mountain Lakes Park with over 1,000 acres of trails, downtown Ridgefield with shops, restaurants, library, theaters, Aldrich Museum, and only 55 miles to Midtown.

22 Ketcham Rd, Ridgefield
$1,250,000
ACTIVE Status ⋅ 170562988 MLS
Incredible Opportunity in Wilton - 41 Acres. Priced to Sell. A rare chance to own a combined 41 acres in highly desirable Wilton. This very private wooded retreat offers underground utilities and city water at the property line. Just minutes from top restaurants, shopping, and three Metro-North stations, with easy access to the Route 7 corridor. Offered as a single package, these two contiguous parcels-Lot #1 (38+ acres, MLS# 170563180) and Lot #2 (3+ acres, MLS# 170562988)-are listed separately due to state parcel numbers but sold together for one low price. Wilton is known for its award-winning schools, classic New England charm, vibrant town center, scenic parks and trails, and as the home of Cannondale Bicycles and chip giant ASML. Note: A 2.5 acre fenced portion is not buildable. Buyers to perform due diligence. Estate sale - sold AS IS.

Old Mill Rd, Wilton
$249,500
1 Baths ⋅ ACTIVE Status ⋅ 24122495 MLS ⋅ Wilton Crest BLDG.
Ground-level condominium offering an open studio layout with hardwood flooring and an updated bathroom. The large sliding glass door opens to a private patio, bringing in natural light and extending the living space outdoors. A generous double closet area provides flexibility and can be used as a bedroom space or home office. Residents of Wilton Crest enjoy a variety of amenities, including a swimming pool, tennis courts, and landscaped grounds that create a pleasant community setting. The property is located within walking distance to Wilton Center, offering access to shops, dining, as well as the nearby train station for an easy commute. Additional conveniences include a common laundry facility located directly across from the unit and a private storage bin for extra space. This condominium combines comfort, convenience, and community amenities in a desirable location.

84 Wilton Crest, Unit 84, Wilton
$2,995,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24047255 MLS
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 subdividing. Here is your chance to choose your style and finishes on this custom home. Also, this property can be purchased with all site work, utilities, septic & well for $900,000 or as is for $750,000.

Mountain Rd, Wilton
$1,250,000
ACTIVE Status ⋅ 170563180 MLS
Incredible Opportunity in Wilton - 41 Acres. Priced to Sell. A rare chance to own a combined 41 acres in highly desirable Wilton. This very private wooded retreat offers underground utilities and city water at the property line. Just minutes from top restaurants, shopping, and three Metro-North stations, with easy access to the Route 7 corridor. Offered as a single package, these two contiguous parcels-Lot #1 (38+ acres, MLS# 170563180) and Lot #2 (3+ acres, MLS# 170562988)-are listed separately due to state parcel numbers but sold together for one low price. Wilton is known for its award-winning schools, classic New England charm, vibrant town center, scenic parks and trails, and as the home of Cannondale Bicycles and chip giant ASML. Note: A 2.5 acre fenced portion is not buildable. Buyers to perform due diligence. Estate sale - sold AS IS.

00 Old Mill Rd, Wilton
$615,000
ACTIVE Status ⋅ 24100667 MLS
Beautiful, subdividable building lot in highly sought West Redding. Peaceful cul-de-sac lined with well-maintained single family homes. Highly desirable area. Centrally located, minutes from Redding Elementary School, Redding Country Club, Community Center, Town Hall and Emergency Services. Newly surveyed with fresh markers. Number of lots subject to Town Approval. Additional Land available. Owner Agent.

24 Costa Ln, Redding
$3,600,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24118657 MLS
Create your Ridgefield legacy with this proposed luxury residence. With four or five en-suite bedrooms and an open floor plan, our elevated property with sweeping views is a once in a lifetime opportunity on an impeccable homesite. Opportunities like this are nearly extinct. This spectacular 3-acre parcel, one of the last remaining premiere building sites in Ridgefield, offers a rare opportunity to create a home as remarkable as its address. In Fairfield County's crown jewel address boasting award winning schools, a vibrant downtown, the Aldrich Contemporary Art Museum, Ridgefield Playhouse, Ridgefield Golf Course, hiking trails all within an easy commute to Manhattan. This is a rare chance to build our designs or your own vision with top local builder. Must contact listing broker for information. Please only serious inquiries. Builder will discuss lot sale only if you insist on your own contractor.

399 Ridgebury Rd, Ridgefield
$7,495,000
6 Beds ⋅ 11 Baths ⋅ ACTIVE Status ⋅ 24090021 MLS
Welcome to 229 Umpawaug Road, the quintessential estate of exceptional quality on the premier scenic road in Redding, Connecticut in Fairfield County. Surround yourself in luxury inside this sun-filled 6 bedroom, 11 bathroom, 6 fireplaces center hall colonial with a flowing floor plan, formal and informal rooms, embracing the incredibly private 6.5 acres of hand-stacked walls, privacy gates and immaculate landscaping. Numerous patios and outdoor spaces for year-round enjoyment. Dive into the oversized infinity pool with spa and pool pavilion with entertaining bar, full bath and living area. Don't forget your racket, with a private tennis court with California Corners for all levels of play. Private luxury apartment over the heated 3-car garage. This is also a great option for an office or studio. Enjoy all the best of parks, recreation, shopping and dining nearby, also accessible to NYC via Metro North and 56 miles to midtown.

229 Umpawaug Rd, Redding
$1,779,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24079433 MLS
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. Large windows that fill the rooms w/sunlight are a defining characteristic of the home, including the cathedral-ceil LR w/stone fpl & wide plank floors, holiday-sized DR w/bay window, fam rm w/wet bar and wall of glass to deck. The dine-in kitchen w/ center island, updated stainless steel appls incl gas cooktop & Sub Zero, also opens out to the large deck. A main flr office & 1.5 bths complete the main lvl. Front & rear staircases lead up to the spacious 2nd level where you will find a grand primary suite w/lrg walk-in clst & en-suite bth plus 3 addl BRs & 2 full baths. The incredible finished, walk-out lower level is a highlight, with sun-drenched spaces that add spacious comfort, flexibility and can meet any need - while still offering great storage. The rec rm w/fpl and a pair of offices or bonus rms each have doors to the rear property. The gym has an adjacent full bth, making it an ideal cabana for swimming guests using the pool when entertaining in these splendid surroundings. Enjoy gorgeous views & tranquil privacy, just minutes to the town Center & school campus plus commuting.

28 Old Orchard Dr, Weston
$1,149,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24122214 MLS
Reminiscent of an European Estate this 4420 square-foot home features, four bedrooms, two full bathrooms and two half bathrooms on an open acre of land. It's extensive outdoor patio and entertainment areas wrap around the rear of the property, a cobblestone lined driveway, and specimen landscaping are all situated on a cul-de-sac in an easy to get to everything location. The gourmet kitchen features high end appliances, and the house is served by radiant heat as well as central air.

15 Mountain View Dr, Weston

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