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$750,000
3 Beds 3 Baths COMING SOON Status 24184684 MLS
Nestled on a beautiful level one-acre lot in Ridgefield's highly sought-after Presidents neighborhood, this well-loved split-level home offers a rare opportunity to create something truly special. Owned by the same family since 1989, the property reflects decades of care and memories while presenting the perfect canvas for today's buyer to update and renovate to modern standards. The home's standout feature is the inviting sunroom that naturally becomes the heart of the home located just off the dining room, a bright and welcoming space overlooking beautiful gardens and the private backyard. Inside, the flexible split-level design provides comfortable living space with plenty of room to reimagine and personalize. Hardwood floors, generous room sizes, and a practical floor plan offer a solid foundation for your vision."Other" room is guest br. Whether you're looking to refresh, renovate, expand, or simply enjoy the home as it is while planning future improvements, the possibilities are abundant.The level lot offers excellent outdoor space for recreation, gardening, or entertaining. Located in South Ridgefield, one of the town's most convenient locations, you'll enjoy easy access to schools, shopping, restaurants, commuting routes, Ridgefield's vibrant Main Street and popular Founders Hall for Ridgefield "over 55" community. Opportunities to purchase in this established neighborhood are increasingly rare. Being sold "as is"; invest in location, lifestyle, and long-term value

32 Lincoln Ln, Ridgefield

$750,000
5 Beds 3 Baths ACTIVE Status 24202631 MLS
Welcome Home to this inviting five-bedroom, three-full-bath Colonial set on 2.15 peaceful, lush acres in sought-after Southwest Redding. Hardwood floors throughout the main level and abundant natural light complement a flexible floor plan. The spacious living and dining area is a standout, with a vaulted ceiling, skylights, and brick wood-burning fireplace creating an open and airy gathering space. The updated kitchen offers extensive cabinetry, granite counters, stainless steel appliances, and casual dining. A comfortable family room opens to the outdoors. The main-level primary bedroom features its own private full bath, while a second full bath serves this level. Upstairs are four additional bedrooms and a full hall bath. Enjoy the beautiful setting from the screened porch and adjoining brick patio, surrounded by mature trees, gardens, stonework, and natural rock outcroppings. Central air, an unfinished lower level, and two-car garage complete the home. Ideally located with access to the Lincoln Selleck Trail just across the street, connecting to more than 200 acres of preserved open space and miles of walking trails, plus convenient access to Branchville, Georgetown, and the vibrant town centers of Ridgefield and Wilton. Welcome Home!

85 Mountain Rd, Redding

$1,185,000
4 Beds 3 Baths ACTIVE Status 24204965 MLS
75 Ledgewood feels like a hidden retreat, set on two private acres bordering protected Wilton land. Surrounded by mature trees and filled with beautiful light, this south-facing, classic Colonial offers a rare sense of privacy while still keeping you close to everything. Inside, thoughtful updates, warm interiors and an easy connection to the outdoors create a home that feels incredibly inviting. The fully updated kitchen opens directly to the deck, while living and dining rooms offer plenty of space to gather. A sun-filled family room with double-sided brick fireplace opens to the patio, and a separate office space with built-ins invites you to work or unwind. Upstairs are four bedrooms and two full baths, including a primary suite with renovated bath featuring heated floors and a walk-in closet. Hardwood floors and abundant natural light carry throughout the home. Outside, the deck, bluestone patio and expansive yard create multiple spaces to dine, entertain or simply enjoy the private, natural surroundings. Meticulously maintained, 75 Ledgewood combines the privacy of a tucked-away setting with the convenience of desirable South Wilton - minutes to town, top-rated schools and commuter routes to NYC.

75 Ledgewood Dr, Wilton

$895,000
3 Beds 4 Baths ACTIVE Status 24205136 MLS
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, fresh interior and exterior paint, an enclosed porch, and a spacious primary suite with new wall to wall carpeting. Two additional generously sized bedrooms and a flexible layout easily accommodate a variety of lifestyles and needs. Adding exceptional versatility is a separate, legally rentable accessory apartment with an updated kitchen and full bath, studio living space, office or flex room, private entrance, patio and dedicated parking. Ideal for supplemental income, guests, an in law suite or private home office. Peaceful and private yet convenient to town, schools, shopping and commuting, this turnkey home offers the rare combination of serenity, flexibility and effortless living. A portable generator is included. Estate Sale.

146 Westport Rd, Wilton

$1,569,000
5 Beds 5 Baths ACTIVE Status 24201196 MLS
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 overlooks the pool and grounds, with a special touch reflecting the owners' love of soccer. The updated kitchen with double ovens, sub-zero fridge, center island and adjacent dining area offers a spacious gathering space with plenty of options for creating memorable meals. The screened porch offers a escape and more dining options in almost all seasons. Wake up in the oversized PRIMARY BR ON FIRST FLOOR to a beautiful view, sliders to the deck, and plentiful closet space plus a full bath. A second BR (currently being used as an office) and full bath is on the first floor. The lower level includes three more bedrooms, 2 full bathrooms, sauna, laundry room and a handsome Family Room with fireplace and sliders. Want the grandkids to visit, and have a lot to do, but don't want too much space when they are not there? This is a sanctuary for peace and quiet, that opens up to a joyful celebration of activity and camaraderie when shared with family and friends, on a street known for it's own joyful camaraderie!

132 Signal Hill Rd, Wilton

$1,300,000
4 Beds 3 Baths ACTIVE Status 24188742 MLS
Welcome Home to this charming Cape set on a remarkable 1.82-acre property in sought-after Twin Ridge Estates. Offering nearly 2,900 square feet, four bedrooms and a warm, inviting floor plan, this well-maintained home is filled with character, hardwood floors and wonderful natural light. The spacious kitchen offers abundant cabinetry and a dining area, opening to a cozy family room with gas fireplace and built-ins. A gracious living room with a wood-burning fireplace and formal dining room provide additional gathering spaces, while the sunroom is surrounded by windows and opens directly to the expansive composite deck, heated Gunite pool, and private backyard. Upstairs are four generously sized bedrooms and two full baths, including the primary suite. Outdoors is truly special, with beautiful level lawn, mature landscaping and a tranquil pond. A detached two-car garage offers excellent storage, plus an impressive vaulted studio/bonus room above with hardwood floors and skylights. Thoughtful energy features include solar-assisted domestic hot water and a heat-exchange system that captures waste heat from the central air conditioning to help heat the pool. Enjoy the exceptional Twin Ridge setting, just minutes to Ridgefield's vibrant town center, restaurants, shops, parks, theaters and cultural attractions, plus Weir Farm, Woodcock Nature Center and convenient commuting routes. Welcome Home!

96 Indian Cave Rd, Ridgefield

$1,285,000
4 Beds 5 Baths ACTIVE Status 24201981 MLS
Welcome Home to this inviting Colonial offering exceptional flexibility, a private setting, and nearly 3,100 sq ft of finished living space, including passive income opportunity with an accessory dwelling unit (ADU)! The 2,218 sq ft main residence features a bright floor plan with hardwood floors, detailed millwork, and wonderful natural light. The spacious kitchen offers extensive cabinetry, granite counters, stainless steel appliances, and a center island, opening to inviting living and dining spaces. A standout great room is surrounded by windows and features a vaulted ceiling, exposed beams, skylights, and direct access to the expansive deck overlooking the backyard. Upstairs are three bedrooms and two full baths, including the primary suite. A powder room with laundry completes the main level. An exceptional 868 sq ft accessory apartment offers a full kitchen, living room, one bedroom, den/office, two full baths, central air, and direct access to its own patio and the backyard. Set on 1.37 acres with mature landscaping, a generous lawn, and wooded privacy. Significant improvements include replacement windows, kitchen and bath renovations, siding, roof, septic system, and a whole-house Generac generator. Just minutes from acclaimed restaurants, boutique shopping, Ridgefield Playhouse, Prospector Theater, Ballard Park, A.C.T. of CT, museums, library, plus convenient commutes to lower Fairfield and Westchester Counties and NYC trains. Welcome Home!

314 Barrack Hill Rd, Ridgefield

$2,000,000
5 Beds 7 Baths ACTIVE Status 24204750 MLS
Refreshed and gorgeous, 30 Soundview Farm Road is a timeless Nantucket-style colonial in one of Weston's most desirable locations. Designed by renowned Fairfield County architect Michael Greenberg, this home blends classic elegance with a layout made for today's lifestyle. Flooded with natural light, brand-new light hardwood floors lend an air of coastal Connecticut, all tucked away on a private cul-de-sac. The grand entry is flanked by a formal dining room and living room, both perfect for holiday entertaining. The bright, airy kitchen features a breakfast bar, large dining area, and abundant counter space and storage. It opens to a family room anchored by a wood-burning fireplace encased in natural stone, plus a stylish wet bar with brand-new appliances. A cozy den or guest room with a private bath completes the first floor. Upstairs, the primary suite is a true retreat with high ceilings, two walk-in closets, a luxurious en-suite bath, and a balcony overlooking the grounds, plus an adjoining room perfect for a home office or sitting area. Three additional en-suite bedrooms offer comfort and privacy for the whole family. The partially finished lower level adds versatility as a gym and recreation space. Set on beautifully landscaped grounds bordering Aspetuck Country Club, 30 Soundview Farm Road offers privacy, timeless design, and unmatched lifestyle in one of Weston's most sought-after neighborhoods.

30 Soundview Farm Rd, Weston

$1,279,000
5 Beds 4 Baths ACTIVE Status 24204798 MLS
lovingly lived-in sprawling custom build 4,614sf ranch with 5 bedrooms and 3 and 1 half baths with an oversized 3 car garage on a lush bucolic private 2.38 lot . You have such a generous amount of space with this home as 3,600sf plus is on the main first floor, making living easy step in and enjoy the whole homes expanse. Indeed the primary suite is on the main level as are the 4 bedrooms. This homes notable features include an expansive interior upper balcony leading into the huge 1,000sf plus hardwood floor finished upper story over the expanded 3 car garage, also included on the upper level second floor is an unfinished 2,400plus attic, with lots of potential and a great deal of storage. The home also boasts a raised 2,000sf plus walk out basement with extra large over head access for all garden and outdoor equipment, also a generous amount of space and storage. Making this your family's home offers an incredible opportunity for an abundance of wonderful space and privacy. Excellent Commute only 2 miles to the west Redding metro north train station. Excellent schools, easy shopping up and down route 7 & 53 Come and See , owner selling as is, if you like space and easy 1st floor living you'll love this home with all it's added potential.

121 Picketts Ridge Rd, Redding

$859,000
3 Beds 2 Baths ACTIVE Status 24198977 MLS
Welcome to this charming Ridgefield Cape Cod, beautifully set on a picturesque one-acre property in the sought-after town of Ridgefield, Connecticut. This meticulously maintained home offers a wonderful blend of classic charm, inviting living spaces, and modern-day comfort. With three bedrooms, bright and open living areas, and a thoughtful layout, this home is truly move-in ready. The level backyard is a private oasis, featuring enchanting "secret" gardens that create a peaceful setting for relaxing, entertaining, or enjoying the outdoors with seasonal views of Manamasco lake. A bonus barn-style shed provides wonderful additional storage for gardening equipment, hobbies, or outdoor essentials. From the moment you arrive, you'll appreciate the care and attention to detail throughout this lovely home. Perfectly situated in beautiful Ridgefield, with its charming Main Street, restaurants, shops, cultural attractions, and convenient access to commuting routes, this is a special opportunity to make a meticulously cared-for home your own.

212 Old Sib Rd, Ridgefield

$2,700,000
6 Beds 6 Baths ACTIVE Status 24198721 MLS
Welcome to 269 West Lane, a beautifully appointed Carriage House built by George G Haven in 1900 and extensively renovated to today's highest standards. Steeped in Ridgefield history and charm, this "grand barn" was originally built for Haven's prize horse Davey and his stablemates, with cost as no object in its construction. Enter the grounds through stone walls and a canopy of mature trees to find a private sanctuary of gardens, terraces and inviting Gunite pool. Formal fenced perenial gardens surround a charming garden cottage. The interior of the home is a wonderland of architectural character. A grand entry foyer boasts soaring ceilings and original brick herringbone flooring. Magnificent double doors lead to the stunning Great Room, with corner raised hearth fireplace and a wall of French doors to the terrace. A chef's kitchen with breakfast bar is accessed through a charming butler's pantry. Step into to a majestic living room, which has also been used as a grand dining room in years past. A first floor ensuite bedroom is perfect for guests or au pair. An artist studio, an added bonus! The rear of the house leads to a spacious inlaw or caretaker apartment, complete with an original horse stall, now a bedroom! Upstairs, the primary bedroom suite with separate sitting room offers a private retreat. Three other bedrooms and two baths complete this level. This special country retreat is located less than a mile from charming Ridgefield center and just 55 miles to NYC!

269 West Ln, Ridgefield

$1,575,000
4 Beds 4 Baths ACTIVE Status 24203399 MLS
Privacy, craftsmanship, and a nearly new home come together at 105 Sleepy Hollow Road. Constructed in 2021, this distinctive Ridgefield residence offers generous proportions and a polished interior filled with sunlight. The main level was created with connection in mind, bringing the kitchen, gathering areas, and dining spaces together naturally. A substantial center island anchors the kitchen, complemented by extensive prep space and a separate butler's pantry. Nearby, a gas fireplace adds warmth and character. The second floor includes four bedrooms, highlighted by an impressive owner's suite with two walk-in closets and a beautifully finished bathroom with dual sinks, a freestanding soaking tub, and large glass-enclosed shower. Two additional full bathrooms serve the remaining bedrooms. Below, a large unfinished walk-out basement with high ceilings provides exciting possibilities for future finished space, whether envisioned as a gym, media room, recreation area, or additional living space. The property offers multiple outdoor areas, including a deck, patio, and hot tub, all surrounded by established landscaping and a peaceful natural backdrop. A whole-house generator, 2-car garage, mudroom, separate laundry room, and walk-up attic add everyday practicality. Close to Ridgefield's town center and commuter routes, this special property pairs a newer build with space, seclusion, and convenience.

105 Sleepy Hollow Rd, Ridgefield

$760,000
4 Beds 3 Baths ACTIVE Status 24192332 MLS
Designed for effortless living, this four-bedroom Colonial is ideally situated on a sought-after cul-de-sac with easy access to nature trails. Thoughtfully updated with over $100,000 in recent improvements, including a newer roof, new heating system, propane tank, IBC furnace, hot water tank, whole-house generator, fresh interior and exterior paint, and a newly renovated screened porch. This exceptional residence offers comfort, convenience, and peace of mind. The dramatic Great Room, with its soaring ceiling and abundant natural light, anchors the home alongside an elegant Formal Dining Room, while the spacious, functional Kitchen with breakfast area presents an exciting opportunity to create a beautifully renovated space tailored to your personal style and needs. Several versatile spaces throughout the home offer exceptional flexibility for today's lifestyle, with possibilities for a home office, gym, playroom, or additional living space. A two-car garage and expansive gravel driveway provide ample parking. With its desirable setting, substantial recent updates, expansive outdoor space, and room to add your own vision, this is a wonderful opportunity to make a special Redding property truly your own.

31 Granite Ridge Rd, Redding

$3,250,000
4 Beds 5 Baths ACTIVE Status 24168316 MLS
Set on one of Wilton's most coveted roads, this exceptional custom colonial is beautifully sited amid mature gardens, sweeping lawns and sunset views. Outdoor living is a highlight with a stunning pool, expansive stone patio, authentic Argentine Asado grill and level recreation lawn-an ideal setting for football and soccer games on Thanksgiving, entertaining and gatherings. Inside the main residence, timeless architecture, exquisite millwork, soaring ceilings and expansive windows create light-filled interiors. The renovated gourmet kitchen opens to gracious living spaces, including the great room with floor to ceiling stone fireplace, an elegant dining room for hosting large dinner parties and a warm and inviting family room with gas fireplace and built-ins. The first-floor primary suite features a sitting room, dual walk-in closets, built-ins and spa bath. Upstairs are three spacious bedrooms with window seats and a handsome home office. Connected by a breezeway, the 1,384 SF guest house offers a private entrance, bedroom, full bath, kitchenette, fireside living room, loft and additional living space.Attached and detached 2-car garages, potting shed, storage and circular drive complete this special property. This Nod Hill Road home is truly special.

347 Nod Hill Rd, Wilton

$995,000
3 Beds 4 Baths ACTIVE Status 24203939 MLS
You'll love this true nature lover's retreat, just 60 miles from NYC! Bordering 280 acre Topstone Park, this rare gem is a special place to call home. It underwent a total rebuild in 2003, resulting in a home that feels both timeless & entirely current. The professionally landscaped grounds burst with color creating a seamless connection between the indoors & the gorgeous natural landscape.At the heart of the home a chef's kitchen serves as the ultimate gathering spot, flowing into the dining/liv. areas. Here, soaring cathedral ceilings & large windows invite the light in.The charm of this home lies in its "not a cookie-cutter" personality. You'll find delightful nods to its heritage, like original oversized planked floors, exposed brick, paired with the rustic warmth of hand-hewed beams and hardwood floors that run throughout most of the home. With 3-4 beds and 2 fpls, the layout is as functional as it is beautiful. The primary suite on main level with walk-in closet & full bath is ideal. The lower level is a revelation, with high ceilings, a massive fireplace, bath & private entrance offering incredible potential. As a model of modern efficiency, a new roof was installed with a cutting-edge solar power system in 2023 with a prepaid 25-year assumable lease:this system currently generates more energy than the home consumes, providing a massive financial benefit. Having a nature sanctuary bordering your prop. with a beach, trails & boating is the ideal place to call home.

149 Old Redding Rd, Redding

$3,850,000
5 Beds 6 Baths ACTIVE Status 24191176 MLS
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 bordered by 14 acres of permanently protected open space, the property offers exceptional privacy and breathtaking pastoral views. The gracious main residence spans over 6,000 square feet with five bedrooms, five full and one half baths, and seven fireplaces. A charming two-bedroom, two-bath guest cottage with full kitchen, laundry and three fireplaces evokes the charm of the English countryside. Completing the estate is a magnificent four-story red dairy barn, a rare architectural treasure and lasting reminder of the property's rich agricultural heritage. Ancient stone walls, rolling lawns, specimen trees and timeless beauty create one of Fairfield County's most remarkable country estates.

430 Nod Hill Rd, Wilton

$539,900
1 Beds 2 Baths ACTIVE Status 24203303 MLS Glen River BLDG.
YOUR NEXT CHAPER SHOULD START RiGHT HERE IN WILTON! Welcome to Glen River, a premier townhouse community offering an exceptional combination of location, privacy, lifestyle, & value. Aggressively priced, this beautifully maintained 1bed+Den townhouse lives like a 2bed & is ideally positioned in one of the most private settings in the complex, overlooking a peaceful tree-lined backdrop. Walk to everything Wilton Village has to offer, including charming boutiques, restaurants, coffee shops, ice cream, grocery store, library, parks, Metro-North train, & Norwalk River Valley Trail. Inside an open kitchen flows into living/dining room where dramatic floor-to-ceiling stacked stone wood-burning fireplace creates a beautiful focal point. Sliders open to a private patio & bring abundant natural light into the home. Upper-level features spacious primary bedroom w/ vaulted ceilings & large walk-in closet, versatile den, full bath, laundry, and generous storage. The den provides excellent flexibility as a 2nd bedroom, office, guest room, or additional living space. a 1-car garage w/ additional storage adds additional convenience. Enjoy Glen River's beautifully maintained grounds and resort-style in-ground pool w/ lounge chairs, tables, umbrellas and changing area. Located in one of CT's most highly regarded school districts, this is an incredible opportunity to enjoy Wilton living, walkability, and top-rated schools at a very attractive price.

35 Glen Ridge, Unit 35, Wilton

$1,399,000
4 Beds 4 Baths ACTIVE UNDER CONTRACT Status 24203534 MLS
Set on 2.26 private acres along a quiet accessway, this beautifully designed Ridgefield residence offers the ease and sophistication of newer construction in a peaceful setting. The open-concept floor plan is enhanced by hardwood flooring throughout and an exceptional sense of space and light. The beautifully appointed kitchen features white cabinetry, gas range, walk-in pantry, and oversized quartz breakfast bar, with a two-car attached garage opening directly into the convenient mudroom. The spacious living and dining areas are elegant yet inviting, highlighted by a dramatic floor-to-ceiling tiled gas fireplace and French doors opening to the patio for effortless indoor-outdoor living. A den/home office and powder room complete the main level. The second floor features a luxurious primary suite with two generous walk-in closets and a spa-inspired bath with soaking tub, oversized walk-in shower, and double vanity. Two additional bedrooms share a beautifully appointed full bath, while a fourth bedroom offers the privacy of its own en suite bath. The expansive walk-out lower level is unfinished yet temperature controlled with its own heating zone, offering tremendous potential for future living space, recreation, or a home gym. Conveniently located near award winning schools, fine dining, shopping, and train station. Enjoy all Ridgefield has to offer - your new home awaits!

38 Hickory Ln, Ridgefield

$1,995,000
4 Beds 5 Baths ACTIVE UNDER CONTRACT Status 24202777 MLS
This exceptional modern farmhouse, just five years young, is in pristine condition and showcases refined finishes and thoughtful craftsmanship. A striking double-door entry opens to a stunning living room with soaring 19-foot ceilings, a custom fireplace with marble surround, floating shelves, custom built-ins, and a distinctive Hubbardton Forge chandelier. The open-concept eat-in kitchen features 2 and a quarter inch mitered marble countertops, farmhouse sink, premium JennAir appliances, custom range hood, pot filling faucet, oversized island with microwave/convection oven, reverse osmosis water system, and water softener. A butler's pantry/wet bar w/ wine cooler and custom-built mudroom connect seamlessly to the spacious three-car garage. The main level also offers a private office with glass doors, guest suite with full bath, marble flooring and walk-in shower, plus a stylish powder room with floor-to-ceiling tile. Premium 7-inch white oak flooring extends throughout. Upstairs, the open hallway overlooks the living room. The luxurious primary suite features a custom-built walk-in closet and spa-inspired bath with marble floors, radiant floor heating, double vanity, soaking tub overlooking the private backyard, and oversized walk-in shower. An additional bedroom suite, bedroom, full hall bath, and convenient laundry complete the level. Custom shades and built-in speakers enhance the home throughout.

2 Black Pine Rdg, Ridgefield

$1,100,000
3 Beds 2 Baths ACTIVE Status 24198647 MLS
Imagine a storybook Cape along a babbling brook, surrounded by overflowing hydrangeas and mature plantings... this inviting lower Weston home feels like a private English country refuge. Pass through the white driveway gates, and you'll admire the classic cottage charm complete with new cedar roof. Inside, abundant natural light streams through multiple skylights, oversized windows, and French doors. The open living room with gas fireplace, dining room and refreshed kitchen flow easily for everyday living and entertaining. A first-floor primary bedroom offers convenient one-level living, with two additional bedrooms and a full bath upstairs. A cozy den offers space to relax, while a bonus room is flexible as a home office or mudroom. Multiple closets and a walk-up attic over the garage provide excellent storage. Outside, a screened porch and secluded, fenced patio framed by mature perennials invite you to relax, dine, and enjoy balmy summer evenings, while the brook adds to the bucolic setting. Set on just under an acre, the home offers a wonderful sense of peace and privacy. Recent updates include a refreshed kitchen and bathrooms, plus exterior paint. Weston offers excellent schools and a location just minutes from Westport's shopping, restaurants and beaches, with the train station to NYC is approximately 15 minutes' drive. Move-in ready with a quick closing available... book your showing and prepare to be charmed!

24 Good Hill Rd, Weston

$1,599,000
4 Beds 5 Baths ACTIVE Status 24203563 MLS
NEW PRICE - $1,599,000! Exceptional value for a meticulously maintained 6,259 SF custom Colonial on 2.72 private acres in desirable Redding, CT. Privately set on a quiet cul-de-sac in sought-after Gallows Hill, 2 Longwood Drive offers the space, privacy, quality and flexibility sought by discerning buyers from Fairfield County, Westchester and NYC. Just 8 minutes to the Redding Metro-North station and approximately 1 hour 20 minutes to NYC by car, this quintessential New England country estate provides a peaceful retreat while remaining connected to the metropolitan area. Meticulously maintained by its original owner, this custom home features 9-14' ceilings, hardwood floors, generous room sizes and light-filled living spaces designed for both everyday living and sophisticated entertaining. The gourmet kitchen features Sub-Zero refrigeration, Wolf six-burner gas cooktop, granite countertops, custom cabinetry and a large center island, opening to a spacious family room with gas fireplace, wet bar and French doors leading to the outdoor living spaces.

2 Longwood Dr, Redding

$975,000
4 Beds 3 Baths ACTIVE UNDER CONTRACT Status 24195858 MLS
First time offered on the market, this welcoming 4-bedroom colonial is ideally situated on a peaceful cul-de-sac just over a mile from the heart of Ridgefield. Step into this center-hall home and discover a spacious living room to your right, where six large, sun-filled windows frame a wood-burning fireplace and look out over beautiful landscaping. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, porcelain flooring, a center eat-in island, and open pass -through into the inviting dining room. Adjoining this is a flexible family room with a second fireplace that serves as a perfect focal point for gatherings - or simply close the double doors for a private office. The finished lower level features plenty of room for recreation and exercise, while the screened-in porch overlooks your backyard oasis. The upper level features three bedrooms and hallway bathroom, as well as a primary suite complete with a private bathroom, walk-in closet, and access to finished attic. The attic space offers an excellent opportunity for a future bonus room, office, art studio, or yoga space, along with storage galore. This home is a rare opportunity for exceptional privacy in one of Ridgefield's most desirable locations, offering maximum convenience to award-winning schools, dining, shopping, entertainment, and major commuting routes.

20 Pocconock Trl, Ridgefield

$739,000
4 Beds 4 Baths ACTIVE Status 24203031 MLS
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, brand new oil tanks and heating systems separate to each unit.. This was in the past a two family configuration and still is. There is a separate large rentable office space with a full bath in the lower level, overlooking the river. Two separate units with separate front doors - with kitchens, living rooms, bedrooms, etc - in excellent shape. Freshly painted inside and outside. Could be very easily converted back to a single family home. The garage is unattached, a little separate from the house.

274 Lyons Plain Rd, Weston

$799,999
3 Beds 1 Baths ACTIVE Status 24201237 MLS
Discover a truly one-of-a-kind property on 1.33 acres of flat land offering unparalleled potential in one of Ridgefield's most desirable locations! Opportunity abounds with this charming 1920's farmhouse in a neighborhood with $2 million-plus homes. Just a mile from Ridgefield's historic town center, this home has been occupied by the same family since the mid 1930's. With its welcoming front porch and mature plantings, it is easy to look back through the years and see the history of family gatherings, backyard games, and neighborhood congeniality that characterized Ridgefield then and now. Legend has it that this home was once located a few hundred yards down the road and then rolled on logs drawn by a team of horses to its current location. Most recently renovated in the mid-1990s, this home is ideal for those seeking a foothold in Ridgefield or, potentially, looking to expand. There is city water and the roof is only 5 years old. The home sits on the southeasternmost corner of the land with more than a football-sized lawn behind. Conveniently located near Rts 33 and 35 this is an ideal commute location only 60 miles to midtown Manhattan and 20 minutes to the Katonah Train Station. This property is being sold strictly AS-IS. Buyers are to do their own due diligence as to what is possible. Come experience all that Ridgefield has to offer with its top-rated schools, restaurants and shopping and designation as CT's #1 cultural spot.

12 Olmstead Ln, Ridgefield

$1,249,000
5 Beds 3 Baths ACTIVE Status 24202535 MLS
Nestled at the end of a quiet cul-de-sac on two picturesque acres, this extraordinary five-bedroom, three full bath residence offers a rare combination of timeless elegance and peaceful seclusion. Overlooking a gently flowing brook, the property is surrounded by natural beauty, creating a private retreat just minutes from the vibrant shops, acclaimed restaurants, beaches, and Metro-North train station in neighboring Westport. Designed for both everyday living and effortless entertaining, the home features two luxurious primary suites, including one on the main level and a second upstairs with its own private balcony overlooking the tranquil landscape. The sleek kitchen is beautifully appointed with new countertops, while the bathrooms offer sophisticated, contemporary finishes. Brand-new Andersen windows throughout bathe the home in natural light while enhancing comfort and efficiency. Offering an exceptional balance of privacy, convenience, and refined living, this is a rare opportunity to own a truly special home in sought-after Weston.

21 Deepwood Rd, Weston

$2,750,000
5 Beds 7 Baths ACTIVE Status 24202390 MLS
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 effortlessly, highlighted by a step-down great room with a striking fieldstone fireplace pellet stove. Freshly painted, the heart of the home is complete with updated Smart appliances, a center island, and a butler's pantry. Step outside to a backyard paradise featuring a large wooden deck, a terrace with an outdoor fireplace, a bluestone porch, and a peaceful koi pond with a stream. The main level is completed by a mudroom, half bath, and an oversized three-car garage with custom cabinetry. Upstairs, the primary suite serves as a private sanctuary with a decorative propane fireplace, built-ins, luxurious master bath, and dual walk-in closets. There are four additional upper level bedrooms, each featuring its own walk-in closet and en-suite bathroom. There is a spacious private office with custom built-in shelving and desk areas. The lower level features a versatile & large entertainment room; French doors open to a stone terrace, expansive garden, raised beds and beautiful flowers and herbs. Completing the backyard is a custom Glen Gate heated pool and attached hot tub with airblower jet.

27 Walnut Ln, Weston

$1,310,000
3 Beds 4 Baths ACTIVE UNDER CONTRACT Status 24201638 MLS Wilton Hills BLDG.
SELLER IS REQUESTING ALL OFFERS TO BE SUBMITTED BY TUESDAY, SEPT. 1ST BY 5:00pm. Located in highly desirable Wilton Hills, this stunning home has been completely transformed over the past six years, offering modern luxury, thoughtful updates, and an exceptional open-concept floor plan. A dramatic two-story foyer welcomes you into a light-filled interior featuring a spacious great room with cathedral ceilings, new mouldings, a new gas fireplace, and a wall of windows overlooking the beautiful and private surroundings. The completely renovated chef's kitchen is a true showstopper, featuring gorgeous quartz countertops, custom cabinetry, a generous 9-foot island, and top-of-the-line Wolf, Bosch, and Sub-Zero appliances. The main-level primary suite provides a private retreat with expansive windows, walk-in closet, tray ceiling and a beautifully updated bath. Upstairs, two generously sized bedrooms feature new hardwood floors and share a newly renovated full bath. The walk-out lower level offers exceptional additional living space, with new vinyl plank flooring, a versatile office that could also serve as a fourth bedroom, and a renovated full bath. With nearly every space thoughtfully updated, this move-in-ready home combines sophisticated design, modern amenities, and flexible living spaces in one of the most desirable South Wilton settings. Updates include: New Roof, New HVAC, New Kitchen, New Baths, Added Hardwood Floors...see complete list under Documents

13 Wilton Hills, Unit 13, Wilton

$1,299,000
4 Beds 4 Baths ACTIVE Status 24201546 MLS
Welcome to 181 Georgetown Road, a timeless Weston antique dating back to 1820 that beautifully blends historic character with modern comfort. Rich in period charm and thoughtfully updated for today's lifestyle, this inviting 4/5-bedroom, 3.5-bath residence offers nearly 3,000 square feet of living space set amidst picturesque grounds designed for year-round enjoyment. Inside, original architectural details and warm, welcoming spaces reflect the home's historic roots, while thoughtful updates provide modern convenience. Three renovated baths seamlessly combine classic style with contemporary finishes, while spacious living and entertaining areas offer flexibility for everyday living, gatherings with friends, and special occasions. Outdoor living is equally impressive. A spectacular solar-heated pool creates a private summer retreat, surrounded by mature landscaping and expansive grounds that enhance the property's peaceful setting. The barn is a standout feature, offering exceptional versatility with two-car garage parking, abundant storage, and exciting future potential for a finished second-floor loft, studio, office, gym, or guest space. Ideally located just minutes from the Cannondale train station for convenient access to New York City, as well as nearby shopping, dining, and local amenities, this special property offers the rare opportunity to enjoy the character and craftsmanship of a historic home while benefiting from updates that support modern living.

181 Georgetown Rd, Weston

$575,000
2 Beds 1 Baths ACTIVE Status 24202009 MLS
2026 NEW 3 BEDROOM SEPTIC, NEW ROOF, REFINISHED HARDWOOD FLOORS AND TOTAL BATHROOM RENOVATION! Charming little ranch on a quiet lane, located in the Rainbow / Fox Lakes area of Ridgefield. Deeded lake rights. Bring your paddle board, kayak, canoe and fishing pole! Level back yard with spacious deck and garden shed. Two bedrooms, one full bath, eat-in kitchen, living room with fireplace and large office or family room. Central Air There is no garage but the home has a paved driveway. The basement contains the oil tank and furnace and is only accessible from the exterior. Note the current home is 2 BR, but we are replacing the old system completely with a new 3 bedroom septic. The old roof was entirely stripped with weather guard installed and Timberline roofing shingles. Bathroom gutted with all new sheetrock, tub and surround, vanity, sink and toilet.

27 Woodland Way, Ridgefield

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