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$775,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24179139 MLS
Fantastic opportunity to own this charming 4-bedroom Colonial tucked away on a peaceful, scenic lot with a babbling brook and plenty of privacy. Just minutes from town, the Wilton border, and Weir Farm National Historical Park. Set back from the road with a spacious yard, ample parking, and a 2-car garage, this home features a classic center hall layout with a fireplace in the family room and great natural flow. The kitchen opens to a large screened-in porch overlooking the backyard and woods-perfect for relaxing or entertaining. Upstairs offers a primary bedroom with vaulted ceilings and cedar closet, plus three additional well-sized bedrooms. Hardwood floors in the majority of the house and parquet flooring and a fireplace. First time on the market in almost 50 years, this home is full of potential and is a blank canvas, waiting for someone to do the cosmetic updates to make it their dream home. The home does have a new propane heating system and a whole house generator. This property really does have unlimited potential and will not last.

145 Wilton Rd E, Ridgefield
$799,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24178600 MLS
Beautifully professionally landscaped, level 2-acre lot on the peaceful end of Newtown Turnpike, this charming 3-bedroom, 2.5-bath. Cape combines classic character with modern living. The home has been meticulously maintained and upgraded, offering a perfect retreat in the heart of Redding. Step into the heart of the home: a brand-new custom kitchen featured in the recently added expansion. Designed with both style and functionality in mind, the kitchen boasts white shaker cabinets, quartz countertops, a spacious center island with built-in microwave and beverage fridge, and high-end stainless steel appliances, including a gas cooktop and double-door refrigerator. Two large gold pendant lights and recessed lighting highlight the vaulted ceilings, creating a bright and luxurious atmosphere ideal for cooking and entertaining.

471 Newtown Tpke, Redding
$1,395,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24178330 MLS
This unique property offers the perfect blend of living, working and investing in a picturesque and convenient setting. For 15 years, the current owner has enjoyed a seamless "work from home" lifestyle, with a spacious upstairs apartment above the main building and store. The property also includes a separate retail cottage, ideal for generating rental income or expanding your business operations. With two commercial retail lots sold as one parcel, the property offers endless possibilities. The main building and retail cottage are perfect for businesses such as a shop, restaurant, pub, gourmet market, coffee shop, brewery, garden center, florist, wellness center, therapist office, physical training studio, ice cream shop, or even an AirBnb rental. The versatility of this property makes it a rare find. Located in a prime transit-oriented district, the property is directly across from the Redding Train Station and within walking distance of the Post Office and a shopping center featuring a pizza parlor, liquor store, hair salon and more. A feasibility study is available for CT 8-30g Affordable Housing with potential for 7-15 apartment units or up to 25 units with a clubhouse, making it an excellent investment opportunity. Impeccably maintained, the property features multiple patios, lush gardens, and ample parking. The current business, Fleur De Lis Antiques and Design, is available for purchase. This one of a kind property is ready to bring your vision to life.

4 Long Ridge Rd, Redding
$1,025,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24176689 MLS
Ideal setting and location! This spacious 12 room split level home tucked away on a country lane in the heart of Redding, offers the perfect blend of privacy, charm, and versatility. Set on 3.64 acres, this unique property features a spacious main residence with an open floor plan providing easy living, hardwood floors, an expansive primary suite, in-ground concrete pool, Ironwood deck, and peaceful wooded surroundings, creating an ideal setting for relaxing or entertaining. There are three levels of living with an additional finished area in the walk out basement. A detached two-car garage with space above provides excellent potential for guests, extended family, or a home office. This special property delivers the quintessential Redding lifestyle with easy access to commuting routes and nearby amenities.

16 Shady Ln, Redding
$795,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24177784 MLS
Tucked away on a private, serene wooded setting in sought-after South Wilton, this beautifully updated home offers the perfect blend of tranquility and convenience. Enjoy the peaceful sounds of a babbling brook while being just minutes to the train to NYC, major highways, top-rated schools, Wilton Center shopping, and dining. Set on just shy of an acre, the home features a brand-new renovated kitchen, updated bathrooms, hardwood floors, new stainless steel appliances, a spacious primary suite with walk-in closet, and a huge two-car garage. A rare opportunity to enjoy blissful privacy surrounded by nature without sacrificing commuter convenience. Location, location, location.

30 Bittersweet Trl, Wilton
$499,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24177413 MLS ⋅ Casagmo BLDG.
Turnkey, rarely available townhouse in the heart of Ridgefield with attached garage. This beautifully updated 2-bedroom home offers a clean, fresh, and airy feel with an open, flexible floor plan ideal for today's lifestyle. The brand-new kitchen features quartz countertops, and new appliances, flowing seamlessly into the living and dining areas. Freshly painted throughout with new flooring and updated lighting, this home is truly move-in ready. Enjoy two updated full baths plus a powder room, along with a functional mudroom for everyday convenience. Private deck backs to peaceful woods with direct access to a path leading to the community pool. Amenities include pool, clubhouse, fitness center, and tennis courts. Heat and hot water included in common charges. Just steps to Ridgefield's vibrant town center with shopping, dining, and entertainment.

9 Lawson Ln Unit 9, Ridgefield
$2,995,000
4 Beds ⋅ 6 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24176936 MLS
Extraordinary riverfront modern retreat set against a breathtaking backdrop of waterfall, woodland, and sweeping water views in one of Weston's most remarkable settings. Surrounded by preserved land and trails of Devil's Den Preserve, this extensively renovated residence offers a rare connection to nature paired with sophisticated design and luxury amenities. Walls of glass, soaring ceilings, and thoughtfully reimagined interiors create a seamless relationship between indoors and out. The stunning chef's kitchen was completely redesigned. A dramatic four-season sunroom with floor-to-ceiling window systems opens at the touch of a button to create an unparalleled indoor-outdoor living experience. The primary suite is a serene riverfront retreat featuring expansive views and a spa-inspired bath with heated floors, steam shower, soaking tub, glass-front sauna overlooking the water, and custom closets. Three additional ensuite bedrooms are on the second level. Additional highlights include a spectacular media room, billiard room, office/gym space, stone terraces, and a beautifully positioned pool overlooking the river. An exceptional offering combining architectural sophistication and an immersive, private natural setting.

22 Pent Rd, Weston
$7,725,000
7 Beds ⋅ 13 Baths ⋅ ACTIVE Status ⋅ 24164249 MLS
Exquisite Nantucket-style country estate magnificently sited on seven sprawling acres in Redding, CT's coveted Umpawaug neighborhood. Comprised of three extraordinary residences, this masterfully crafted 2008 HOBI award-winning compound offers 13,904 sf of carefully constructed living space with meticulous architectural details, effortlessly balancing timeless elegance with modern function. The main residence greets with a sweeping two story entry bathed in natural light, flanked by gracious formal living & dining rooms with fireplaces. The heart of the home, a chef's kitchen with custom cabinetry, high-end appliances, butler's pantry & French doors to an expansive terrace, seamlessly integrated with spectacular grounds. Additional main-level highlights include great room & study with fireplaces, steps from a serene covered porch; mudroom, full bath, & attached three-car garage. Upstairs, a primary suite sanctuary with fireplace, sitting room with wet bar, dressing room with custom cabinetry & spa-like bath with soaking tub & steam shower. Completing the 2nd floor, four additional bedrooms featuring en-suite baths & walk-in closets, family room and laundry. On the 3rd level, 2nd office, gym, half bath & ample storage. Elevator to wine cellar, home theater, billiards room & walkout au pair suite; commercial grade utilities & generator. Award-winning pool house, carriage house with in-law suite, heated gunite pool, spa & manicured grounds complete a remarkable legacy property.

206 Umpawaug Rd, Redding
$1,325,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24175555 MLS
You will take a deep breath as soon as you drive through the beautiful and tranquil landscape of this part of Redding. As you approach the driveway you are greeted by a large antique barn for storing Animals/Cars/Toys. driving down the driveway you see the large colonial farmhouse with expansive front porch 5 bedroom and 4 full baths. The flexible open floor allows for easy daily life as well as being great for entertaining. Kitchen has a huge pantry and large island overlooking a stone fireplace in Living room and dining area. 1st floor ensuite with entrance to front porch(Could be great for in-law, nanny or office.) A Large mudroom leads to an oversized 3 car garage. There is a huge playroom over the 3 car garage. The large patio is a great spot to sun or watch nature. Miles of hiking trails are steps from the front door. The house has a large walk up attic for storage in addition to the 2000 unfinished sq ft in basement with walkout utility garage door.

28 Goodridge Rd, Redding
$1,499,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24174573 MLS
Rarely does a property of this character and versatility come to market. Welcome to 677 N Salem Road - known historically as the Jamesway Barn Estate - a truly singular 2-acre compound in the heart of Ridgefield that blends 19th-century craftsmanship with extraordinary potential. The main Colonial residence is a diamond in the rough, offering 3 bedrooms, rich wide-plank hardwood floors, two wood-burning fireplaces, and a spacious all-season room - a home that simply awaits the right vision to restore it to its full glory. Original architectural details throughout speak to the craftsmanship of a bygone era. The crown jewel of the property is the historic Jamesway Barn - an awe-inspiring structure with dramatic 40-foot ceilings that must be seen to be believed. Below, a fully finished 2-bedroom apartment provides immediate rental income potential or multi-generational living, complemented by a 3-bay garage and private patio deck. A separate 2-bay garage plus workshop offers endless possibilities for the craftsman, car enthusiast, or entrepreneur. A historic root cellar once served as the hub for winemaking and meat preservation - a remarkable piece of agricultural heritage. Envision a private family compound, income-producing investment, or restored showpiece - 677 N Salem Road delivers the bones, the land, and the legacy. Opportunities like this in Ridgefield are irreplaceable.

677 N Salem Rd, Ridgefield
$1,999,000
7 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24174920 MLS
NOW OFFERED AT $1,999,000! One of Ridgefield's most extraordinary values with breathtaking year-round views overlooking Lake Mamanasco. Perched high above the lake on 2.5 private acres bordering protected Ridgefield Conservancy land, this architectural masterpiece by award-winning builder Carl Lecher blends timeless design with an unmatched connection to nature. Every square footage is fully well above ground level with steel beam construction, soaring ceilings, walls of glass, exposed beams, and solid maple flooring create dramatic living spaces flooded with natural light. Expansive wraparound decks capture spectacular lake and distant mountain views from nearly every room. The chef's kitchen flows seamlessly into inviting entertaining spaces, while the private primary suite occupies its own level with panoramic views, spa-inspired bath, walk-in closet, and dedicated laundry. Separate entrance, full bath, laundry, and kitchenette offers exceptional flexibility for multigenerational living, guests, wellness, or remote work while being nurtured by nature. Spectacular sunrises over lake and mountain views. Recent improvements include a newer roof, updated kitchen finishes, blue stone patios, fresh interior paint, and new well system. Enjoy optional Lake Mamanasco Beach Club membership with swimming, fishing, kayaking, and beach access. Just minutes to Ridgefield's award-winning Main Street and only one hour from NYC.

10 Hillcrest Ct, Ridgefield
$995,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24138909 MLS
Stunningly renovated Vintage Antique. Up-to-date and yet still very authentic with beams and wide board floors. Set on over 2 level Acres ringed by trees for privacy; includes a lofted barn with possible potential to convert to a 1 BR guest ctg. The kitchen with new stainless appliances, granite and wood floors steps down to the cozy family rm warmed with a wood burning stove, built-in window seat, and sliders leading out to a large stone patio with sunset views. The formal dining rm has a built-in vintage corner cabinet and wide board flrs. The formal living rm also features wide board pegged flrs and is centered with an original stone fireplace updated with rustic gas logs. There is a main flr primary bedroom and ensuite bathrm w blt-ins and a large walk-in closet. Also on the main level in a quiet corner is an inviting library plus a den presently serving as an art studio. The upper level features two bedrooms with wide board floors, beams and antique doors; an updated full bath and a third bedroom presently a home office. In the past, this home served as a two-family so there is a second kitchen with a cork floor on the second flr which opens to a balcony/deck with steps to the private back lawn. The third flr highlights a guest/ in-law space that includes a full bath, bedrm and cozy TV rm. The property explodes with color in the spring and summer with perennials like peonies and hydrangeas and a large fenced garden. Metro North Train to NYC is just around the corner.

Redding
$1,900,000
6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24173230 MLS
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 al fresco kitchen; or retreating inside this home's exquisitely refined living spaces. Designed with unwavering attention to detail, this home's sophisticated interior is a testament to timeless elegance, & features 6 bedrooms, 6 full & 2 half baths. Each space has been thoughtfully appointed to accommodate both large-scale events & intimate family moments. The heart of this one of a kind home is not just one, but THREE kitchens - the primary family kitchen, a full-scale catering kitchen, plus the outdoor kitchen. With elegant formal living & dining rooms, plus grand family room complete with full bar, this unique property is always ready for entertaining. Step outside to the most enchanting outdoor oasis showcasing the free form gunite pool with expansive brick terrace, plus full pool bath. The crowning jewel of the property is a magnificent 30' x 40' slate patio, complete with an event tent. Whether it's intimate soirees or grand formal events, this space is perfectly sited to capture panoramic vistas of the property's mature flowering trees, stone walls, & perennial gardens.

463 N Salem Rd, Ridgefield
$499,000
ACTIVE Status ⋅ 24172380 MLS
Glorious interior lot in pine setting on scenic Umpawaug Rd. Owner architect/builder can design and build to suit. See listing #170511696 Owner/agent

65 Umpawaug Rd, Redding
$900,000
ACTIVE Status ⋅ 24172383 MLS
Exceptional land on scenic Umpawaug Rd. House site overlooks spectacular quartz quarry to the rear with panoramic views to the front. Perfect for breathtaking hideaway in the country. Owner/architect can design and build to suit. Additional land available. Owner/agent

67 Umpawaug Rd, Redding
$1,695,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24171415 MLS
Set privately in Weston, this extraordinary home is an early masterpiece by Michael Greenberg, featuring a meticulously relocated Vermont barn, rebuilt with exceptional care and craftsmanship. Rich in character, the residence blends rustic authenticity with refined, modern updates. The stunning great room is anchored by a dramatic three-story fieldstone fireplace, while the first-floor primary suite offers its own stone fireplace and a luxurious bath with radiant heated floors. The kitchen is equipped with Wolf, Bosch, and Liebherr appliances. The dining room features a hidden dry bar and a glassware cabinet, with sliders to the top deck for outdoor dining if desired. Upstairs, there are three additional bedroom suites with updated baths, plus a smaller third-floor bedroom ideal for an office or flex space. The finished walk-out lower level includes radiant heat, a bedroom, a full bath, an office, a gym, laundry, and a kitchenette. Outdoors, enjoy a heated Gunite pool and spa with a bluestone patio, surrounded by serene woodland views. Additional features include the Sonos system, whole-house generator, and air purification. Minutes to town and top-rated schools, this move-in-ready retreat is ideal for weekend or year-round living.

129 Davis Hill Rd, Weston
$7,995,000
8 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24170626 MLS
Unprecedented opportunity to purchase two landmark, historic residences, situated side by side on Ridgefield's beloved Main St., which have been developed into an unparalleled lifestyle compound. This once in a lifetime sale includes the treasured Hawley House at 236 Main St. - Ridgefield's oldest home, on its original lot (5) which was built by the proprietors in 1713 for the Rev. Thomas Hawley, first pastor & town clerk. It also includes 250 Main St. - the iconic & brightly colored neighboring Gothic Revival Victorian, built Ca. 1826 by Hawley descendants. Working with Peter Coffin of DCA Architects & the Historic District Commission, the home underwent a meticulous full restoration & renovation, thoughtfully balancing historic preservation with modern luxury updates. Over $10M has been spent in top of the line improvements & designer appointments inside & out. Together, both homes span a pastoral 3.16 acres, juxtaposing sidewalks to vibrant downtown Ridgefield with rear privacy including 2 magnificent barns. 236 Main's "Red Barn," Ca. 1900 & renovated in 2012 features: 2,015 sf, indoor basketball court, home office/conference rm, arts & crafts studio, 1 full/2 half bths & 2 car garage. 250 Main's Pool/Carriage house includes: 3,684 sf, 1-2 BRs, 2 full/1 half bths, 2 fplcs, 2 car garage (2 Tesla chargers), gym with sauna, game room/bar, poker room, arcade, 30+ seat movie theater, plus kitchen/great room open to the heated, gunite, saltwater pool, spa & outdoor resort oasis.

236 & 250 Main St, Ridgefield
$1,295,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24167807 MLS
Exceptional opportunity for today's buyer! Tucked away in a private, yet neighborhood-like setting, the craftsmanship and beauty of this custom colonial reveals itself the moment you walk through the door. Seamless flow, a sprawling primary suite with fireplace, private office with built-ins and French doors that lead to a porch, as well as a finished basement are just a few of the features that make this home so special. The open-concept kitchen serves as the centerpiece of the home, connecting to the main living areas, including a sun-filled breakfast room, formal dining room, spacious family room, living room, private office, and two powder rooms-perfectly suited for both everyday living and effortless entertaining. The upper level features an expansive primary suite with private sitting room, walk-in closet and a bright, en-suite bath. The additional bedrooms are generously sized and share Jack-and-Jill or en-suite bath configurations. The beautifully designed stone patio and outdoor living area create an inviting space for entertaining and the walk-up attic presents additional storage and opportunity for future customization. With its expansive layout showcasing generously proportioned rooms, custom craftsmanship, and exceptional indoor-outdoor living, this home has so much to offer.

281 Newtown Tpke, Redding
$250,000
ACTIVE Status ⋅ 24167345 MLS
This picturesque lot offers panoramic views of Lake Mamanasco plus optional membership to Mamanasco Beach Club with a nominal annual fee to enjoy swimming, dock, canoeing/kayaking, volleyball, grilling, and beach parties. The parcel has been in the owner's family for decades. Plans are attached for a 4 bedroom dwelling that was designed in 2002 but never built. Engineering and testing were done at that time, but would most likely need to be updated to comply with current zoning regulations and setbacks . Come build your dream home on this scenic lot offering great views of the sunrise and lake. Also enjoy nearby hiking in Mountain Lakes and Richardson Park.

Parcel 8 Parcel 8 Old Sib Road, Ridgefield
$2,495,000
6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24160708 MLS
A RARE property. The 28- year owners lovingly restored their 18th century antique and expanded it to 6,050 SF of modern comfort on its 4 acres including a 11/4 ac. pond. Albeit, the renovation of the property's antique 1,100 SF, 2 BR continually-rented cottage may be the financial coup for 42% marginal tax bracket (Fed+CT) buyers who assume a 6.25%, 80% ($2,080,000 of 2.6M asking) 30 yr. fixed mortgage. The rent, presently $30,000/yr., and tax advantaged deductions will contribute funds that amortize $915,000 of the 2.080M. Accordingly, the effective purchase price could be $1,685,000. High-quality finishes aside, consider the setting: brook-fed pond for large-mouth-bass anglers and visiting egrets; stunning fall foliage surrounding the pond; 450 ft. long, bleached-stone, maple tree-lined driveway to the main house; just a 2-minute drive to the Weston Town Center and K-12 school campus; 150 SF of veggie-intensive raised beds along with wild blackberries, and Concord grapes where you meander; pool site plans rendered and readied for the buyer; oversized-windows and 3rd floor balcony offering sweeping views; and a massive front lawn for that Great Tent celebration. Inside, a 2025-new heating system slashes the gas bill; a home office space w/ fireplace has its own private entrance; and the former, acclaimed NYC chef/owner's professionally equipped kitchen is central to the home's 5 entertaining areas, while a 600 SF bonus room with its own full kitchen invites countless uses.

32 Steep Hill Rd, Weston
$430,000
ACTIVE Status ⋅ 24163261 MLS
Location, Location, Location! Approved 3.91-acre building lot ready for your dream home. Ideally situated just one mile from Main Street and the historic Cass Gilbert Fountain, this property offers the perfect blend of privacy and convenience. Featuring approximately 290 feet of road frontage and designed for a 4-bedroom septic system, it's an excellent opportunity to build exactly what you've envisioned. Commuters will appreciate easy access to the Katonah shuttle and the New York border. Enjoy everything Ridgefield has to offer-fine dining, boutique shopping, the ACT Theatre, The Prospector Theater, and top-rated schools. Recognized as Connecticut's first Cultural District, Ridgefield is a vibrant community rich in arts and charm. Go direct

South Salem Road, Ridgefield
$749,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24149260 MLS
Don't miss the opportunity to live in this special well cared for 8 room Colonial tucked away on 2.93 very private low maintenance acres on sought after Umpawaug Rd, so convenient to Topstone Park, the NY Metro train, walking distance to New Pond Farm, and close to commuting highways and shopping. The welcoming entry hall opens into the inviting light filled living room with a fireplace surrounded with extensive built-in bookcases. Step up to the sunny dining room with built-in corner cabinet, slider to the newer deck and entrance into the eat-in kitchen with ample cabinets and small hallway with access to a powder room and the oversized 2-car garage. Upstairs is the grand primary bedroom with 3 closets and a beautifully remodeled primary bath. There are 3 other bedrooms, all with excellent closets and a hall tub bath. The lower level includes a comfortable family room with a second fireplace and new slider to a patio. The rest of the remodeled walk out basement includes the laundry room, half bath and storage room. Built in 1969, this attractive colonial awaits a few of your personal touches but boasts so many improvements: SEE JULY 2026 IMPROVEMENTS in Documents! Also newer windows, new wood floors on the main level and 2 bedrooms, new hot water heater, and more. See the full list in documents. A SPECIAL HOME AWAITS! PLEASE NOTE: SELLER'S ATTORNEY PREFERS TO USE OWN CONTRACT; SO PLEASE USE THE PLAIN LANGUAGE OFFER IN DOCUMENTS (3rd in the order)

268 Umpawaug Rd, Redding
$1,395,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24161725 MLS
Old Redding charm meets elevated modern living at this exceptional gated Contemporary Colonial offering over 4,700 SF plus approximately 1,800 SF of finished walk-out lower level. Set behind stately iron gates and stone pillars, a private drive leads to a dramatic marble foyer and grand staircase. The custom Clark Construction kitchen, enhanced in 2023, features dual full-size Thermador ovens, Sub-Zero refrigerator, quartz countertops, expansive island, and butler's pantry with additional Sub-Zero, opening to a sun-filled great room w/stone fireplace and wall of windows overlooking private, level grounds. Seamless indoor-outdoor living extends to an expansive deck surrounded by mature landscaping and stone walls. The main level includes a flexible private office suite with multiple entrances, sitting area, bedroom, and full bath, ideal for guests or multigenerational living. Upstairs, the primary suite offers a sitting area, dual-sided fireplace, automated blackout shades, 2 walk-in closets, and spa bath w/steam shower and soaking tub. A secondary suite and 2 additional bedrooms with Jack-and-Jill bath complete the upper level. The walk-out lower level features gym, theater, billiards, and studio space. Notable upgrades include a 26kW generator, new roof (2024), updated HVAC (2025), EV charging, and fully integrated smart home system. Moments to Joel Barlow High School with convenient commuter access, this property offers refined country living with modern luxury.

74 Black Rock Tpke, Redding
$369,000
ACTIVE Status ⋅ 24161293 MLS
Rare oppotunity to purchase a magical 2 acre parcel of land w/ a little slice of frontage on Aspetuck River in coveted Stonybrook Association. Beautiful lot with fabulous views in true lower Weston on Westport border! Stonybrook is a unique enclave of homes in Weston and offers swimming, boating, tennis, zipline, basketball court, playground, picnic benches and more, all for the use of homeowners in this beloved neighborhood! See addendum for additional info.

B Bridge Rd, Weston
$3,125,000
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
$574,999
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
$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
$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
$1,065,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24138959 MLS
Set on an exceptional 4.81-acre property. 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. Potential to add an ADU Accesory Dweling Unit, Barn/garage for horse lovers, hiking trails ertc. 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
$1,250,000
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

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