Fairfield County, Connecticut Land For Sale (54 results)

A once-in-a-generation offering. Once part of the Redding's historic Samuel Clemens (Mark Twain) estate, this extraordinary 5.41 acre property was later home to renowned American Abstract Expressionist painter Robert Natkin, whose creativity inspired its remarkable evolution. Set beside the 161-acre Stormfield Preserve, this secluded private compound offers miles of hiking trails just beyond your doorstep. The understated approach gives way to an unforgettable interior where architecture masterfully employs "compression and release". Step through the glass entry and the home unfolds to a spectacular designer-renovated chef's kitchen with Wolf range/double ovens, Sub-Zero refrigerator, quartz waterfall island, wet bar and a full wall of glass that opens creating seamless indoor-outdoor living to the screened porch, heated saltwater pool and sweeping grounds, ideal for entertaining on any scale. Every principal room captures views of the surrounding landscape, creating a seamless connection to its setting. A climate-controlled studio with 9' glass garage doors opening to the landscape-equally suited as an art studio or fitness space. Designed for multi-generational living with first and second-floor primary suites, three ensuite bedrooms, guest/in-law/au pair apartment, workshop, entry gallery and temperature controlled pole barn for collectors, equestrians, car enthusiasts or hobbyists. R-2 zoning on 5.41 acres offers possible subdivision potential with due diligence.

Classic center hall Colonial nestled on a quiet cul-de-sac in one of Ridgefield's most sought-after neighborhoods. Beautifully updated with timeless finishes and meticulously maintained, this turnkey 4-bedroom, 2.5-bath home is ready for its next owner to simply move in and enjoy. A gracious foyer is flanked by elegant formal living and dining rooms, while a private first-floor office provides an ideal work-from-home space. At the heart of the home, the inviting family room features soaring cathedral ceilings, a fireplace, and access to the screened porch overlooking the serene, private backyard. The spacious eat-in kitchen showcases rich cherry cabinetry, granite countertops, a center island, stainless steel appliances, and opens to a 30-foot deck, creating a seamless flow for everyday living and effortless entertaining. Upstairs, the primary suite offers a fireplace and private bath, complemented by three additional bedrooms. Three fireplaces, hardwood floors, abundant natural light, first-floor laundry, and a new HVAC system (2026) enhance comfort throughout. Outside, the beautifully manicured property features a level, fully fenced backyard with mature landscaping and ample space to play, garden, or entertain. Just minutes from Ridgefield's vibrant Main Street, this exceptional home blends classic New England charm with modern comfort and everyday livability. Highest and Best - July 14th by 12:00 pm. Thank you! Full, unfinished basement with high ceilings and direct access to the under-home garage offers outstanding storage and excellent potential for future finished living space.

Nestled on a quiet residential loop in one of Redding's desirable neighborhoods, this beautifully maintained 4-bedroom, 3 full and 1 half bath center hall Colonial offers timeless design, generous living space, and a secluded setting surrounded by mature landscaping. The gracious floor plan begins with a large living room that flows seamlessly into the formal dining room, where dramatic floor-to-ceiling windows fill the space with natural light and provide beautiful views of the yard. The kitchen combines warmth and function with rich wood cabinetry, soapstone countertops, stainless steel appliances, a large eat-in area, and generous workspace for everyday living. A butler's pantry between the kitchen and dining room provides additional storage, a prep sink, a desk/work area. The inviting family room features a classic fireplace, an oversized picture window, and hardwood floors. A screened porch and expansive deck overlook the backyard, offering an ideal setting for outdoor dining, relaxing, or entertaining. A highlight - the bonus suite above the garage, featuring a full bath and walk-in closet. Ideal as an in-law or au pair suite, guest quarters, home office, or recreation room. Upstairs, the primary suite is complemented by three additional bedrooms, including one with a charming loft that creates a unique retreat for reading, play, or additional sleeping space. This exceptional Colonial offers flexible living spaces, comfort, and a peaceful setting. The home also has two finished rooms in the basement and a generator.

This exceptional home offers a two-story entryway and over $300K in recent upgrades and a rare opportunity to enjoy resort-style living. Located in a neighborhood of spacious, high-end homes, this property offers a peaceful, low-traffic setting with multiple cul-de-sacs. The outdoor setting is a standout, featuring a stunning pool, year-round spa, built-in grill, stone walls, expansive patio, and multiple entertaining areas, all designed for effortless indoor-outdoor living. Car enthusiasts will appreciate the 3-car garage, fully remodeled and enhanced with a premium epoxy flooring, along with all-new garage doors. The spacious kitchen features abundant cabinetry, granite counters, Sub-Zero, gas cooktop, double wall ovens, and a pantry-all overlooking the private backyard oasis. A casual dining area opens directly to the deck with a retractable awning. Elegant formal living with gas fireplace and dining room provide refined gathering places while the family room offers a wet bar and second gas fireplace for relaxed evenings. The impressive two-story foyer leads to a fully remodeled office, updated powder room, and generous closet space. Upstairs, a gorgeous balcony overlooks the foyer and leads to the primary suite with cathedral ceilings, dual walk-in closets, and a beautifully updated bath. Three additional bedrooms include one with a new, luxurious en-suite bath plus a newer full bath with double sinks and quartz counters. There's too many wonderful features to mention! Please reach out for full list of upgrades. There are also floor plans, a Matterport virtual tour, and a full walkthrough video. The finished walk-out lower level adds flexible living space with new luxury vinyl flooring, ideal for a gym, recreation, or media room, and includes a convenient 1/2 bath with direct access from the pool and patio. Extensive upgrades include 2 electric vehicle outlets in garage, fully updated bathrooms, owned solar panels, updated heating and cooling systems, newer pool equipment and liner, whole-house generator, security system, irrigation, refinished hardwood floors, and extensive landscaping. Ideally located near Tashua's premier amenities, this home is just moments from Tashua Recreation Center with lighted pickleball, tennis, basketball, and a championship golf course, along with a selection of highly regarded local restaurants. Enjoy convenient access to major highways and Metro-North train service, and highly regarded Trumbull schools, including Tashua Elementary School, Madison Middle School, and Trumbull High School, recently rated 10/10 on GreatSchools. A rare opportunity to enjoy resort-style living with your own private pool and year-round hot tub, just moments from championship golf and premier recreation-this is a dream home. Be sure to check out the Virtual Tours - we have both a Matterport Virtual Tour with measuring tool and a full walkthrough video showcasing this home's wonderful features. (Back on the market due to buyer's failure to secure financing!) Hurry to see this beautiful and sophisticated colonial with pool in sought-after Tashua.

Location, location, location!! Imagine the possibilities!! Bring your ideas and your contractor to this Cranbury ranch! Located on a 1.16 acre rear lot this home features 3 bedrooms, 2 baths, large eat in kitchen, living room with fireplace and many rooms with hardwood floors. Over the large 2 car garage there is an accessory apartment with a living room, bedroom, full bath and a kitchenette. New oil tank in the garage. Sold "as is" may be subject to probate.

Commandingly sited above the Aspetuck River, this exceptional 9,600+ sq ft cut stone manor offers sweeping views of a 40 acre horse farm and an estate setting rarely available. A long, stately driveway sets a grand first impression, opening to a large courtyard framed by manicured boxwoods. As you enter the home, a grand hall and great room with a dramatic view of the outdoor waterfall establishes the scale and craftsmanship found throughout. The custom kitchen blends beauty and function with a SubZero armoire style refrigerator and freezer, double Viking gas range, and dual Fisher & Paykel dishwashers. A separate full caterer's kitchen-with additional refrigeration, dishwasher, and oven-supports effortless entertaining. Sun filled formal rooms, a richly detailed library, and a stunning river view sunroom showcase the home's craftsmanship. Wide plank cherry floors, solid cherry doors, and a custom wet bar with soapstone counters, built-in entertainment center, and tin ceiling add warmth and character. An elevator services all three levels. Six fireplaces, a walk-in wine room, and a media room with stadium seating elevate the lifestyle experience. A private caretaker/au pair apartment with its own entrance provides flexibility. With 6 garages, expansive lawns, and complete privacy-yet only 65 miles from NYC-this residence delivers an extraordinary blend of beauty and serenity.

Welcome to 10 Elskip Lane, a timeless Colonial set on a picturesque one-acre property in one of Greenwich's most desirable neighborhoods. Offering 4,539 square feet of thoughtfully designed living space, this elegant home features four spacious bedrooms and four full bathrooms plus a convenient powder room. The well-appointed floor plan is designed for both comfortable everyday living and effortless entertaining. Sun-filled living spaces flow seamlessly throughout the home, while the first-floor laundry room adds everyday convenience. The generous primary suite and well-proportioned secondary bedrooms provide comfort and privacy for family and guests alike. Set on a beautifully landscaped one-acre lot, the property offers exceptional outdoor space with endless possibilities.

All Offers will be considered. Please note: Inside photos have been virtually staged to show potential renovation inspiration. Extra Outdoor Heated Woodworking building can be used for a multitude of uses & extra parking... Spacious 3 BR, 2 Full Bath 1 partial single-family home sitting on a gorgeous 1.08-acre lot in Monroe! Relax at home in the light & bright sunroom or on the expansive back deck with cabanas and an above ground pool. Enjoy your hobbies in the heated out-building space currently used as a workshop or turn it into a pool house. Offering 2,379 sq. ft. of versatile living space, this 1971 classic features a large light-filled living room with a feature fireplace. Great layout with generous bedroom sizes, a 2 car attached garage, and plenty of storage space. Extra outdoor storage is available in the two sheds. The 806 sq. ft finished lower level boasts a playroom with a bar & a second fire place, office and laundry room/ 1/2 bath potential. Enjoy the peace and quiet of a sprawling, tree-lined lot on a cul-de-sac while remaining just moments from local shopping, dining, and award-winning schools. A fantastic value with endless potential-move right in or bring your custom design updates to make it your own!

Stunning European-style mini-estate where rolling golf course greens meet breathtaking views of the Long Island Sound. Crafted with a timeless stone exterior, cedar roof, hardwood floors, and exquisite granite surfaces, this home offers an unparalleled lifestyle of privacy and sophistication. The heart of the home is an open-concept layout featuring a soaring 2-story family room with dramatic French doors that open to a backyard oasis. The chef's kitchen is equipped with high-end appliances, custom cabinetry, and a massive center island. The main floor boasts a formal dining room, a dedicated office with built-in bookshelves, and a luxurious primary suite featuring vaulted ceilings, a private screened porch overlooking the golf course, and a spa-like bath with a soaking tub and custom walk-in closet. Upstairs, a stunning balcony looks out to the Sound, leading to 4 generous bedrooms: 2 en-suites and 2 sharing a Jack-and-Jill bath. The lower level is the ultimate entertainment hub, offering 3,000 sq ft of finished space designed as a private club with a state-of-the-art gym, connoisseur's wine room, spacious billiards room, and full bath. Step outside to a private paradise with manicured gardens, a sparkling gunite pool, and a pool house with a full bath. A fully equipped outdoor kitchen makes summer hosting an absolute breeze. Do not miss this rare opportunity to own a resort-style masterpiece.

Welcome Home to 7 Jet Brook Road! This stunning, light-filled with an open layout 4-BR, 3.5-BA home built in 2017 is beautifully situated on a private 2.12 acre lot in desirable Newtown. This meticulously maintained residence boasts gleaming hardwood floors and offers a thoughtful floor plan featuring a formal dining room with coffered ceilings, a separate living room, first floor home office or guest room and a large bright and inviting family room with recessed lighting and a beautiful gas fireplace. The chef's kitchen is perfect for entertaining as it has an expansive granite island, stainless steel appliances, tons of storage, includes a pantry and walks out to the back deck with a gas-grill hookup for effortless entertaining. First floor laundry room adds to the many conveniences in this home. Upstairs highlights include a primary suite with a tray ceiling adding to it's architectural drama, a walk-in closet, large en suite bathroom with tile shower, granite counters and a soaking tub with private views. Two more full baths add convenience to the remaining three bedrooms and second office or playroom option. The beautifully finished walk-out basement with extensive wood trim hosts a playroom and gym option and a large 3-car garage. Modern essentials like a whole-house generator, radon system, storage shed (added in 2021) make this home move-in ready and worry-free. Entertain in the evening outside on your maintenance free deck or around the fire pit!

Black Dog Farm, owned by artist Elaine Voghelle, an exceptional estate offering a refined storybook ambiance. The fully restored 1803 Antique Eyebrow Colonial Farmhouse is set on 4.6 acres of prime land along the Appalachian Trail. Renovations throughout the home are executed to the highest standard. The property includes several substantial outbuildings, including a three-level cottage, a two-car detached garage, a sauna and spa room, Tabacco Barn & an expansive horse barn with fully operational paddocks complete with water and electricity. The artist's extraordinary vision brings the estate to life, creating a museum-quality residence that embodies elegance and sophistication. Rare materials and uncompromising attention to detail are evident throughout, including white oak hardwood floors sourced from MOMA, custom handmade mahogany windows fitted with imported wavy German glass, and advanced argon gas insulation. The chef's kitchen is thoughtfully designed with gnarled brass pulls, leathered limestone marble countertops, and a handmade, hand-painted tile backsplash. The retreat was constructed using Pennsylvania Lichen Stone, with stone walls and pillars carefully built to replicate the craftsmanship of centuries past. Bronze metal seamed-heated roofs, snow guards, and cupolas crown each structure, providing both durability and architectural distinction. The grounds are beautifully landscaped with rows of English dwarf boxwoods. Price Reduction!! Do not miss this once-in-a-lifetime opportunity to own a truly one-of-a-kind historic property. This unique offering features multiple outbuildings totaling approximately 1,000 finished square feet, providing endless possibilities for storage, workshops, studios, or additional functional space. Rich with character and charm this 1803 home fully remodeled with quality original design and products, this property is perfect for buyers seeking history, charm, and versatility all in one remarkable investment.

Welcome to this magnificent Custom Contemporary in a highly desirable Brookfield location. A long, private circular drive leads to this stunningly landscaped 3/4 bedroom, 3.5-bath home with a 2-car garage. Welcome into the breathtaking open floor plan featuring vaulted ceilings, skylights, gleaming hardwood floors, and sun-drenched rooms. Perfect for entertaining, the living room boasts a cathedral ceiling and a double-sided fireplace with a marble hearth and mantle, opening to a formal dining room with elegant grasscloth wallpaper. The family room shares the double-sided fireplace with a brick face and French doors lead to a sprawling composite deck overlooking the private wooded backyard. The ultimate gourmet eat-in kitchen includes a center island with a wine rack, breakfast bar, stainless appliances, custom mirror finishes and a sophisticated casual dining area. The main level also hosts a quiet office with built-ins, a designer powder room with gold tone accents, a large laundry room, and a luxury primary suite complete with a walk-in closet, updated full bath enhanced with luxurious walls. Upstairs, a balcony overlooks the main level, leading to two generous guest bedrooms and an updated full bath. The finished, walk-out lower level offers excellent in-law potential, featuring a large living and dining area, a separate den (used as a 4th bedroom), a full bath, and sliders to a private patio. Central AC, efficient oil heat, full alarm system, and a Generac Generator.

First time on the market! This gracious and well-maintained colonial offers timeless curb appeal paired with thoughtful updates throughout, including a new roof and new AC. The first floor features a handsome library with an adjacent full bath and closet, providing an ideal option for a first floor bedroom or guest suite. A beautiful sunroom showcases the park like back yard. The kitchen is appointed with rich custom cabinetry and opens to warm, inviting living spaces. Both the living room and family room feature fireplaces, creating a welcoming atmosphere for everyday living and entertaining. A generous laundry - mud room is conveniently located off the kitchen. Upstairs, the home offers four spacious bedrooms, including a large primary suite with flue for third FP, an ensuite bedroom, and an additional pair connected by a Jack and Jill bath-a highly functional layout. A bonus room is perfect for casual fun or serious study. Outdoor living shines with a beautiful, expansive deck, patio and firepit, perfect for gatherings, dining, and relaxation. The park like back yard is a rare find, private and level. Surrounded by mature landscaping and set within a highly desirable neighborhood, this home blends classic architecture with modern comfort. A truly distinguished property offering space, flexibility, and enduring style in a sought-after neighborhood. Enjoy all Newtown has to offer including hiking, golf, great restaurants, and bridle trails close by. 1.5 hours to NYC.

Welcome to this stunning 4-bedroom ranch home, nestled on 1.57 secluded acres while still being conveniently close to Georgetown Center, U. S. Route 7, and the train station. The main level features a cozy living room with a fireplace, a spacious kitchen with a dining area, and sliders that open to a large deck-perfect for outdoor entertaining. Enjoy the family room adorned with vaulted ceilings and skylights, along with three generous bedrooms, including a primary suite with a full bath. The lower level offers ample storage, a laundry area, and a versatile studio or in-law apartment complete with its own kitchen and laundry. Don't miss the detached 2-car garage, large parking area, potting shed, full house generator and garden to complete this beautiful property.

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) New smoke and carbon monoxide detectors New asphalt driveway with dual entrances, Belgian block,Bluestone patio, ideal for outdoor entertaining New septic system riser Comfort, Efficiency & Smart Features This home offers a seamless blend of historic charm and modern living with thoughtfully integrated systems throughout. Gas hot water baseboard heat and energy-efficient mini-split systems provide year-round comfort with quiet, high-quality air conditioning and supplemental heating. An on-demand hot water system ensures continuous supply. Smart home features include: WiFi-enabled thermostats for remote climate control Keyless entry (phone, fingerprint, key fob, code, or key) Outdoor camera system with real-time monitoring Dusk-to-dawn exterior lighting for ambiance and security Outdoor Living The picturesque grounds are a true highlight-featuring a private pond, expansive open space, and the potential for custom walking trails. Enjoy outdoor living on the bluestone patio, complemented by a large storage shed and beautifully designed driveway with dual access points. A Rare Opportunity Previously listed during renovations, the home did not reflect its full potential. Now fully completed and move-in ready, it is ready to be properly appreciated. Ideally located just minutes from I-95, the Merritt Parkway, Wilton Center, top-rated schools, and the train station, this is a rare opportunity to own a truly special property where history, character, and modern comfort come together. 3D tour available upon request.

Welcome to Park Hill, a legacy property--reimagined for the way you live today. This 1923 English Manor tucked within a prestigious private association, offering the perfect escape just moments from NYC. Thoughtfully updated for today's lifestyle while preserving its timeless architectural pedigree, this is a rare opportunity to own a true Greenwich estate with the ease and sophistication sought by buyers. Set on 1.81 acres of private, park-like grounds, the property delivers the kind of space, quiet and natural beauty that feels worlds away--yet remains effortlessly connected. Grand-scale entertaining rooms, multiple living spaces and refined interiors create an ideal setting for both elegant gatherings and everyday living. Amenities include an indoor pool and private gym. Originally built in 1923 in the English Tudor Revival style and enhanced with 2025 updates, Park Hill seamlessly blends historic character with modern luxury. The indoor pool and private gym--bringing a full-wellness experience home--along with a three-car garage and circular driveway that lend both convenience and presence. With a a fully approved and engineered accessory structure/cottage (see attached plans), new gas line, new water line, new septic and more, the estate also offers future flexibility to expand or customize. Located just minutes from town, schools and Metro-North, 21 Calhoun Drive provides the rare combination of privacy, prestige, and proximity that discerning buyers demand.

Welcome to lakefront living at its finest on Candlewood Lake. Set on a private, level waterfront lot with over 450' of shoreline, this exceptional 3-bedroom home, rebuilt in 2006, offers breathtaking panoramic views and more than 6,000 SF of living space in one of the lake's most coveted settings. Designed for comfortable living and entertaining, the spacious main level flows seamlessly from inviting living and family rooms into an open kitchen and dining area. Generously sized rooms throughout provide comfort and flexibility, while every room enjoys stunning water views, creating an extraordinary connection to the lake. The lower level offers additional living space ideal for guests, fitness, hobbies, or entertaining, with direct access to the outdoor living areas and waterfront. Outside, professionally landscaped gardens frame the property and create a beautiful backdrop for lakeside living. Relax on the patios, enjoy the private dock, or simply take in the ever-changing scenery. The level shoreline provides effortless access to the water, a rare and highly sought-after feature on Candlewood Lake. Just 75 miles from Manhattan, this remarkable property offers the perfect balance of peaceful waterfront living and convenient access to New York City. A detached garage with bonus space above provides added flexibility. Located in the sought-after Hollywyle community, this is more than a home-it's a rare opportunity to experience the very best of Candlewood Lake.

Welcome to this custom-built Colonial located on three acres of land. This sought-after neighborhood offers plenty of space with 5 bedrooms and 3.5 bathrooms. The home features a first-floor full in-law suite, ideal for generating rental income or providing additional space for parents, nannies, or grown children, offering exceptional flexibility. The main house includes a spacious kitchen with granite counter tops, large center island, stainless steel appliances, and double ovens. The family room offers French doors with beautiful wood burning stone fireplace that was harvested from the yard when the home was built. Harwood floors throughout the main floor. The master bedroom offers a tray ceiling, large en-suite, and a walk-in closet. This home offers endless possibilities for the new owners to put their touch on it. Roof 2019, Cooling system main house 2016, heating & cooling for in-law 2019.

Every day feels like a vacation at this waterfront contemporary on Canoe Brook Lake. Tucked into one of Trumbull's most unique lake communities, this exceptional property offers the rare opportunity to enjoy peaceful, motor-free lake living with your own private dock, where mornings begin with coffee overlooking the water and afternoons are spent kayaking, canoeing, fishing, or simply relaxing in nature. Inside, soaring ceilings, a dramatic floor-to-ceiling stone fireplace, and an impressive wall of windows showcase breathtaking lake views while filling the home with natural light. Currently offering 3 bedrooms, 2 full baths, 2 half baths, and approximately 3,300 square feet, the flexible floor plan includes a desirable first-floor primary suite. The home's expansion potential makes it equally exciting for large gatherings or multi-generational living. Over 600 square feet of unfinished heated and air-conditioned second-floor space offers the opportunity for additional bedrooms and bath(s), while more than 1,200 square feet of unfinished walkout lower-level space provides endless possibilities for recreation, fitness, guest accommodations, or additional living area. Combined, the home has the potential to exceed 5,000 square feet. Additional features include a whole-house generator for added peace of mind. Whether you're searching for a year-round residence or the perfect weekend escape, this is a rare opportunity to own a truly one-of-a-kind waterfront home with incredible l

Rich in history and beautifully reimagined for modern living, this extraordinary North Stamford property began as a c.1780 Saltbox Colonial and has evolved into a gracious country estate. Set on 2.7 bucolic acres, the property artfully blends historic character with contemporary comfort. Expanded in the 1940s and meticulously renovated in 2020, the home honors its architectural heritage while accommodating today's lifestyle with ease and sophistication. Encompassing approximately 7,000 square feet, the main house showcases period details, elegant entertaining spaces, and warm, inviting interiors. Every renovation was thoughtfully executed to maintain authenticity, while introducing refined finishes and modern amenities. The idyllic grounds provide a private retreat, complete with a tranquil pond, heated gunite pool, and historic Lord & Burnham greenhouse. Mature landscaping, expansive level lawns, and serene surroundings create a timeless country setting. Complementing the main residence is a four-car carriage house with a beautifully updated two-bedroom apartment above, ideal for guests or extended family. The charming one-bedroom guest cottage, affectionately known as "The Dollhouse," provides a storybook setting for visitors seeking privacy and comfort. A truly exceptional country compound, this one-of-a-kind estate offers a rare combination of history, beauty, and versatility in one of North Stamford's most coveted locations, less than an hour from New York City.

Set back on a tranquil cul-de-sac enclave of prestigious Hubbell Mountain Farm North this 4 bedroom, 2.5 bath Custom Colonial offers the ultimate carefree lifestyle, blending modern elegance with vintage character. Situated on 9.24 wooded acres, the property boasts mature, colorful trees, sprawling stone walls, and an expansive composite deck with serene country views. Inside, an open floor plan features gleaming hardwood floors and an artistic flair throughout, French doors, and reproduction antique finishes. The heart of the home is the gourmet kitchen, complete with a center cherry top island, sun-drenched window seat, and stainless steel high- end appliances. It flows seamlessly into the elegant dining and family room area, highlighted by a custom, dual-sided smooth stone wood burning fireplace. A spacious living room, private home office, and powder room complete the main level. A spindle staircase leads upstairs to the primary sanctuary, featuring a walk-in closet and a luxurious marble bath with Edwardian-style console sinks and a soaking tub. Additional guest bedrooms offer generous closet space and ceiling fans, sharing a full bath that blends vintage architectural character with an airy aesthetic. A laundry room completes the upper level. Full walk-out lower level offers finishing potential and storage with 3 car garage. Equipped with a Generac generator. Just minutes to schools and Sherman Town Beach which is a town resident-only beach with pavilion.

A gorgeous Farmhouse Colonial tucked away on 2+ picturesque acres & minutes to Fairfield & Westport town await. Natural beauty, brilliant architecture, craftmanship & updates combine to make this home a standout. Featuring 12 rooms flooded w/ light over 3 levels of living. Enjoy views of a serene fallow field, a gentle stream, wildlife & stunning seasonal changes from vibrant autumn colors to peaceful snow-covered landscapes. The living room fireplace provides a cozy focal point w/ oversize French doors that open to the patio creating an ideal setting for outdoor dining & hosting. The eat-in kitchen offers so much w/ dining area, island, pantry & state of the art appliances & guides you to the dining room, office, living room & study. Upstairs the beauty continues w/ 4 large bedrooms including the primary. The lower level expands the living space w/ a new mudroom, rec room, gym & half bath. Numerous updates throughout include a new lower level, flagstone patio, custom pantry w/ wine storage, upgraded laundry room w/ new washer, new window in en-suite & new Rubbermaid track system. Step outside to your patio featuring a built-in Weber BBQ & XL Big Green Egg, perfect for cooking enthusiasts. The exterior has been meticulously maintained w/ repainting, stone-accented walls, Belgium block-lined driveways & ongoing landscaping. A NE bridge adds character. The Patterson Club is a bike ride away. 3007 Redding Road is filled w/ light, space & lasting memories for its next chapter. Walk up attic can be easily finished and would add 750 sf of additional living.

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!

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.

In today's world, there is nothing more important than having a place to gather. This private retreat with a stunning residence and amazing recreational facilities can become your own private sanctuary with a tennis court, heated Gunite pool and separate pool house set among lush, meticulously curated grounds on almost 2.4 acres. This 6,700-square-foot shingle-style residence offers refined luxury across three expansive levels, combining architectural sophistication with a warm sense of livable comfort. The main level flows beautifully and showcases dramatic interiors with large gathering spaces, gourmet kitchen facilities and incredible entertaining capabilities. The main floor primary suite serves as a luxurious private retreat with his and her bathrooms and separate sitting room/office. Upstairs, three additional bedrooms continue the home's commitment to comfort and privacy. The finished lower level extends the home's appeal with numerous recreational spaces and a full bath. Beyond the impressive interiors, the grounds are truly breathtaking. A rhythm of blooming flowers and mature landscaping creates a sense of beauty throughout all four seasons, thoughtfully designed to offer year-round color and serenity. Located on a private cul-de-sac, this home is a true compound-balanced, gracious, and masterfully executed, offering unparalleled living inside and out. Once you have arrived, it will be hard to leave! Hot tub "as is". 20kW Generator