luxury houses with pool for sale Connecticut, United States (page 2)

Set on a gentle rise across 1.45 acres in a RA-1/ 1 acre zone, this 1950s ranch enjoys treetop views and wonderful East/West sun exposure. The existing home offers 3 bedrooms and 3 baths, plus an oversized living room, kitchen, den, family room and sunroom. The lot allows for approximately 8,000 sq ft, so you can renovate and expand the existing home or build new. All of this is on a quiet lane, close to town, schools and Metro-North.

Positioned moments from the shoreline and local marina, 15 Linden Shores delivers a masterfully reimagined coastal retreat combining thoughtful upgrades, expansive layout options, and impressive community perks. Spanning 2,800 square feet, the open-concept main floor is flooded with sunlight from soaring vaulted ceilings and multiple skylights. Anchoring this primary gathering space is a gourmet chef's kitchen along with a warm gas fireplace. For effortless indoor-outdoor living, glass doors open onto an oversized deck and gazebo, where you can unwind against a backdrop of tranquil marshland and harbor views. Designed for true main-level living, the residence offers a first-floor primary bedroom suite complete with a luxurious ensuite bathroom featuring radiant heated floors and a Bain Ultra soaking tub. Upstairs, a versatile loft provides additional flexible living space. The fully finished walk-out lower level acts as a self-contained suite-ideal for guests, extended family, or a dedicated sanctuary-comprising a private bedroom, home office, workout area, lounge, steam shower, and dedicated laundry space with Speed Queen appliances. Every mechanical and technology system throughout the home has been meticulously updated for effortless modern living. Integrated features include an 11-zone Sonos sound system, Ring security, Nest smart thermostats, Hunter Douglas window treatments, updated HVAC, whole-house water filtration, a full-home backup generator, custom deck lighting

Overlooking Wilshire Pond, 35 Wilshire Road is a rare modern backcountry compound set on 5.29 private acres with a true resort-like feel. Designed by noted architect Gerald Schiff, the home offers approx. 7,884 sq ft, 8 total beds & baths, bold entertaining spaces, and dramatic architectural details throughout. Amenities include a natural pool with waterfall and 15+ ft deep diving well, stone pool house with guest suite, tennis court with stadium lighting, expansive sports lawn, renovated gym with floor-to-ceiling windows, 3-car garage and generator. Substantially improved by the current owners, with reimagined landscaping, enhanced living spaces & upgraded systems, this is a one-of-a-kind Greenwich retreat is designed for privacy, recreation and effortless entertaining.

4.74 Acres! First time on the market! Acreage reflects only 1 of 2 parcels. 1.84(house)+2.90 acres of pristine, lush property with main house, authentic Post and Beam Barn and in ground Gunite Shoreline pool. Once in a lifetime opportunity to create your weekend getaway, dream vacation compound or year round home to your personal specifications. Rarely does a property with this much character, acreage and pure potential hit the Fairfield County market. One conveyance of 2 contiguous parcels totaling 4.74 acres, on the NY border, in one of Wilton's most coveted neighborhoods, this secluded sanctuary is for visionaries, design enthusiasts, or anyone looking for the ultimate living opportunity. This estate is anchored by 3 incredible features: 1. Main House, a huge, mid-century modern feel, 1-2 Bedroom awaiting your imagination with remarkable potential, excellent bones, spacious proportions and a layout begging for modern transformation. Craft a sleek high-end masterpiece! 2: Majestic Post and Beam Barn w/ loft, steeped in character and limitless utility for entertainment space, convert to guest house or studio, or for your car collection, home fitness center or huge home office! Barn wood from the 1800's. 3. Vintage Shoreline Gunite Pool and grounds perfectly situated between house and barn, surrounded by nature, majestic trees and absolute tranquility. Plenty of room to expand the outdoor living space into an entertainer's paradise. Separate tax on vacant parcel. SOLD AS IS

The former home of Richard Rodgers, composer of The Sound of Music, this 10.92 acre estate with a stunning modern residence was recently fully renovated and expanded, and offers curated one floor living. Generous main rooms are enhanced by lofty ceilings, skylights and walls of glass. A hidden screening room, a stunning Moroccan lounge, and a guest wing allow for A-list entertaining. Separate residential wings include 7 bedrooms and 7 full baths, each with a unique design. All property systems have been upgraded and integrated to work seamlessly .The barn pool house includes a full eat-in kitchen and lounge, bath ,and full gym steps from the pool. An office pavilion is set privately in a quiet garden area. The park like property is surrounded by high stone walls, a nature preserve, open land, a heated paddle tennis court, and an orchard. Live in ultimate style and easy elegance just a quick commute to NYC and airports. This private haven surrounded by a 155 acre nature preserve is minutes to Fairfield, Westport and Greenwich dining and shopping.

Timeless charm meets modern comfort on prestigious Deer Hill Avenue. Welcome to this beautifully updated antique home, where period character and modern elegance come together effortlessly. Meticulously maintained for the past 10 years, the home features a new roof and boiler, ensuring peace of mind for years to come. A welcoming, expansive front porch with a swing and new flooring sets an inviting tone as you step inside to a beautifully appointed interior with hardwood floors and classic architectural details. The light-filled living room boasts a gas fireplace, while an elegant formal dining room sits just across the hall—ideal for hosting memorable gatherings. At the heart of the home, the updated kitchen features quartzite countertops, new appliances, and a fabulous walk-in pantry outfitted with glass-front cabinetry. Up the grand staircase, you will find four spacious bedrooms, including three generously sized rooms and a flexible fourth room perfect for a primary closet, dressing room, or quiet study. The partially finished lower level provides versatile extra space for a home gym or office, along with convenient access to the attached one-car garage. Outside, your private backyard retreat awaits! Two-tiered decking surrounds the above-ground pool and hot tub, complemented by a lower patio for additional outdoor entertaining. Adding even more versatility, the detached two-car garage features a finished room above with a separate entrance—ideal for a private home office, creative studio, or dedicated hobby space. Come discover the unmatched appeal of 65 Deer Hill Avenue.

Set in a peaceful Redding setting, 87 Giles Hill Road is a charming Cape with a thoughtful and inviting floor plan and exceptional outdoor spaces designed for both relaxation and entertaining. The home has a warm and welcoming feel, with hardwood floors throughout the main living areas, generous natural light, and a comfortable flow from room to room. Two bedrooms located upstairs offer private retreats separate from the main living spaces. Outside, the property truly shines. A custom heated Gunite pool with spa and waterfall creates a private backyard retreat, while the custom outdoor fireplace provides another inviting gathering space for entertaining or relaxing outdoors. The lower deck grilling area is also conveniently equipped with a direct propane connection. With propane heat, classic Cape character, versatile living spaces, and exceptional outdoor amenities, 87 Giles Hill Road offers a wonderful opportunity to enjoy the privacy, natural beauty, and relaxed lifestyle that make Redding such a special place to call home.

This commanding estate has extraordinary 240% views of the Long Island Sound Archipelago. The custom renovation by the esteemed firm S.R. Gambrel, Inc. was created with an intention for comfortable, gracious living, with a woven theme of health and wellness providing seamless indoor/outdoor living and entertaining spaces. The combination of stunning finishes, high ceilings, breathtaking views, and natural light makes this offering one of a kind and irreplaceable.The two-story entry hall reflects interior spaces that are both grand and intimate. The great room, expansive dining room, and chef's kitchen with its massive marble island are designed for entertaining. The breakfast room, den, and two private offices provide intimate spaces. The primary suite, with breathtaking views, has two dressing rooms and a marble bathroom.Three additional bedrooms are on the east wing. A hidden gym,wine room, and laundry room are all located on the entry floor. with a tandem 4-car garage.The property has 265 feet of private shoreline with a deepwater pier, gangway, and 30'x15' floating dock,low-tide sandy beach and a separate mooring. Designed as a private waterfront oasis, the sound view pool and pool pavilion are tucked under an ancient ledge.The outdoor living room with fireplace, jaccuzzi, infrared sauna and cold plunge are connected by a wide terrace across the entire house. A private association beach club with two tennis courts and tennis pro is just moments away.

Designed by award-winning Paul Stephan Marchese & Associates and built by highly regarded Hobbs, Inc., this exceptional custom Georgian Colonial is beautifully sited on 14 glorious acres just two miles from Greenwich Avenue. A true compound, the property includes the magnificent custom main residence, a stone pool house, a stone two-bedroom cottage with kitchen, a one-bedroom cottage with kitchen, the original George C. Scott stables and riding trail that extends around the perimeter, and a tennis court--all surrounded by expansive lawns and mature landscaping offering remarkable privacy. The main residence unfolds across four beautifully appointed levels serviced by an elevator, with five bedrooms, seven full and one half bathrooms, and six fireplaces. A dramatic entrance foyer sets the tone with an elegant floating staircase and inlaid checkerboard marble floors. Graciously proportioned rooms are equally suited to sophisticated entertaining and comfortable everyday living, including an elegant living room, spacious formal dining room, handsome billiards room, and richly paneled library with floor-to-ceiling bookcases all with fireplaces. A memorable George C. Scott knotty-pine bar room lends a distinctive sense of history and character to the home. At the heart of the residence is an extraordinary gourmet kitchen centered around a 12-foot island and complemented by a generous butler's pantry. The kitchen opens to a spectacular two-story family room and separate breakfast area, where soaring floor-to-ceiling windows capture views across the magnificent grounds and flood the interiors with natural light. The luxurious primary suite is a private retreat of exceptional scale, distinguished by a handsome tray ceiling and thoughtfully designed with two separate dressing rooms and two private bathrooms, providing beautifully appointed individual spaces and an uncommon level of comfort and privacy. Four additional ensuite bedrooms complete this level. Outdoors, the estate is equally impressive. Sweeping lawns and mature landscaping surround the swimming pool and spa, accompanied by a stylish stone pool house with both indoor and outdoor fireplaces--creating an exceptional setting for entertaining and relaxed country living. Grand in scale yet warm and inviting, this distinguished Greenwich compound brings together timeless Georgian architecture, superb craftsmanship, extraordinary acreage and an exceptional collection of accessory structures--all within two miles of Greenwich Avenue.

Come fall in love. This picturesque 1920s sprawling cottage is on the market for the first time in 38 years. As you enter the 2.94 acre property you feel the magic of things to come. Flowers, mature trees and original rock walls abound. There are grassy areas for running, woods for exploring and a 19' by 38' Gunite pool for relaxing. A bluestone path leads to a welcoming entry located in the oldest part of the house whose size defies initial expectations. Cross the wide board floors to the dining room where large windows bring in natural light and showcase a delightful all season backyard view. The paneled living room with picture window, wood-burning fireplace, built-ins and period hardware exudes a cozy warmth. Just down the hall is one of two potential main level primary suites. This one includes a fireplace and office. Head the other direction to find the kitchen with a breakfast nook which opens to a covered balcony and that spectacular backyard view. Just beyond is the second potential primary bedroom opening to the balcony. The third bedroom and another full bath complete this level. Downstairs find a spacious family room, laundry, den/office and another covered porch as well as the two car garage. And don't miss the two outdoor shower cabanas! Located in the desirable Farmingville area, this home is highly convenient to Ridgefield's shopping, restaurants and cultural activities, schools and commute routes. The Hickories organic farm is down the road. Come see!

28 Drewbarrie Lane was designed and built as a forever home, this remarkable Easton property blends thoughtful architecture, exceptional craftsmanship, and energy-conscious design in a way rarely found in today's market. Set on a quiet and private property surrounded by nature, the home was carefully oriented to capture winter sunlight, maximize passive solar heating, and create a bright, inviting living environment throughout the year. From the moment you enter, you'll notice the warmth and comfort that define this home. Thick insulated concrete walls, triple-pane windows, radiant heated floors, and a Scandinavian masonry fireplace work together to create a remarkably stable indoor climate. Sunlight streams through the south-facing windows during the cooler months, while carefully designed roof overhangs help keep the home comfortable throughout summer. The floor plan was intentionally designed for both connection and privacy. Separate bedroom areas allow family members and guests to enjoy their own spaces, while the open kitchen, dining, and gathering areas naturally bring everyone together. For creatives, hobbyists, and entrepreneurs, the property offers exceptional flexibility. The expansive bonus room above the attached three-car garage served as a professional artist's studio, while the dedicated workshop below, with high ceilings and vehicle lift, provides outstanding space for projects, collections, or home-based business needs. Outdoor living is equally impressive. Summers are centered around the in-ground pool, expansive stone patio, pool house, detached storage barn, and additional covered parking structure. Whether hosting intimate family gatherings or celebrations with dozens of guests, the property was designed to accommodate memorable moments with ease. This home was built with extraordinary attention to longevity and performance. Insulated concrete form construction provides strength, sound isolation, energy efficiency, and resistance to pests and weather. Radiant heating systems, high-efficiency mechanicals, extensive insulation, CAT-5 wiring infrastructure, security system wiring, and future-ready utility planning reflect the owner's commitment to thoughtful design and lasting quality. 28 Drewbarrie Lane is more than a house, it is a carefully crafted home designed to be enjoyed in every season.

An elegant and lovingly maintained antique colonial situated on 1.2 secluded acres near the Old Lyme Country Club. Recent updates include new landscaping front and back, new hardscaping around the pool deck, a new cedar roof, well tank, and a HVAC system including ductwork. The interior preserves the historic aspects of the home while graciously blending all the amenities of modern life. A formal living room and cozy library frame the front entryway, and lead to a large family room lined with walls of windows and French doors that bring in loads of natural light. Thoughtful classic architectural details throughout the home include wide-plank hardwood floors, custom built-in cabinetry, crown molding, and front and back stairwells. The cheery kitchen is placed conveniently off the dining area, again filled with more windows and French doors leading to the outside patio. With plenty of room for outdoor seating and dining, it is the perfect spot for entertaining friends and hosting family gatherings around the in-ground gunite pool and spa. A lush lawn beyond beckons for yard games and playing fetch with the dog. Upstairs are four distinctive bedrooms. The primary suite has an ensuite bathroom and walk-in closet. There is another bedroom with a second ensuite bath, and two more rooms that share a third bathroom.

An extraordinary opportunity to create a new landmark estate on Round Hill Rd's premier building site: a nearly 20-acre offering at a 560 ft elevation - one of the highest points on Round Hill with a spectacular 7,000+ sq. ft. guest house for immediate liveability during the construction phase. Potential to build notable 22,000+ sq. ft. main house with optimal south-facing orientation and Long Island Sound views from second floor on 8-acre lot and additional 12,000+ sq. ft. on 4.2 acre lot for a total of 35,000+/- sq. ft. The existing stone guest house built in 2015 was designed by acclaimed architect Christopher Pagliaro with interior design by Arthur Dunnam of Dunnam Zerbini Design and offers south-facing pool with spa, separate studio apartment for visitors, and attached 3-car garage. Additional buffer lot of 2.3 conservation acres. DISCLAIMER: Photos labeled CONCEPTUAL RENDERING are for illustrative purposes only. Home design shown is not an approved or proposed architectural plan and is intended solely to illustrate the potential use of the property. Buyer to verify all zoning, building, and site requirements.

With views over rooftops and to the Long Island Sound, this extraordinary new residence brings a new level of luxury to Westport's coveted Compo Beach area. Inspired by its coastal setting, the design from esteemed architect Bruce Beinfield layers organic materials, warm woods and stone with exquisite bespoke details and best-in-class finishes. Soaring 10-foot ceilings, walls of glass, limewash walls and abundant natural light create an ethereal feel. Imported Poggenpohl and Shinoki cabinetry and a showstopping kitchen with luminous Cristallo countertops reflect the uncompromising quality. A 1st floor lounge opens to the pool and spa, while an oversized outdoor kitchen and cantilevered covered patio create a dramatic setting for entertaining. The primary suite is a private sanctuary with 15-ft ceiling, gas fireplace, spectacular spa bath and dual custom-fitted closets. A generous 3rd-floor guest retreat has a lounge, roof deck and Sound views. The finished lower level offers an oversized gym, steam shower bath, bar with 100-inch TV and walk-out to the pool. Control4 Smart Home tech operates HVAC, security, cameras, lighting, blinds, music, pool, irrigation. Elevator-ready! Oversized garage has room for car lift. The private, fenced property is enveloped in lush professional landscaping. Walk to Compo Beach, Longshore and NYC train, an extraordinary expression of modern coastal luxury and serenity in a premier Fairfield County location.

107 Maple Avenue represents a rare achievement: a historic Greenwich home whose original spirit has been respected and enhanced. Beautifully restored, comprehensively modernized, it offers the character of an earlier era with virtually every comfort of contemporary living--a timeless house, thoughtfully prepared for its next steward. Set along one of Greenwich's most historic residential avenues, the house enjoys the increasingly rare combination of historic character, sophisticated design, extensive amenities, and extraordinary convenience. Greenwich Avenue's shops, restaurants and train station are steps away, while Greenwich Academy and Brunswick School are nearby. The restoration was approached with remarkable attention to detail. Working with Quindico Builders and noted architects Brooks & Falotico, the residence has been renewed from the inside out. New Norwood windows, new roof and new siding, spray-foam insulation, new mechanical systems with six-zone HVAC bring contemporary efficiency and comfort to the historic structure. All town utilities, a generator-ready system and a heated pool. Inside, beautifully proportioned rooms retain the sense of permanence and craftsmanship that distinguishes an important older home, now complemented by a fresh, refined aesthetic. The main level is defined by 10-foot ceilings, wide engineered white-oak floors and handsome 8'6" doors with concealed hinges. At the heart of the house, a spectacular eat-in kitchen combines generous scale with exceptional functionality. An oversized island anchors the room, accompanied by a walk-in pantry with microwave, large refrigerator and freezer, professional range and dedicated beverage center. The kitchen flows naturally to an open dining area and a spacious living room with fireplace, creating a relaxed center for everyday life and entertaining. French doors open seamlessly to the deck and covered porch, extending the living spaces outdoors. A private office with its own beverage center and powder room provides a discreet place to work from home, while a formal powder room and custom outfitted mudroom complete the first floor. The second floor is devoted to beautifully appointed private spaces, with 9-foot ceilings and light filled rooms. The primary suite is conceived as a serene retreat with a private balcony, two dressing rooms and a luxurious bathroom with heated floors, dual sinks, an expansive rain shower and soaking tub. Two additional en-suite bedrooms occupy this level, together with a sitting room and dedicated laundry room. The third floor provides still greater flexibility, offering two additional en-suite bedrooms and a generous playroom. Far more than a traditional basement, the beautifully finished lower level expands the possibilities of the home. Heated floors run throughout, complemented by a gym, full bathroom, powder room, cedar closet, mudroom and laundry room. A kitchenette with dishwasher makes the space particularly well suited for entertaining pool side. The grounds have been considered with the same attention as the interiors. A refurbished Gunite pool with new automatic cover and new pool heater creates a private setting for summer entertaining, while an outdoor shower adds to the relaxed resort-like experience. A large heated two-car garage and separate gate-to-garage driveway complete the property. As a distinguished piece of Greenwich history, 107 Maple Avenue has been comprehensively renovated and restored to an exceptional standard, preserving the grace and architectural integrity of the original residence while creating a home perfectly suited to modern life.

Spectacular property features a 7 bedroom/8 bathroom stone and clapboard residence with slate roof, pool, poolhouse, tennis court, koi pond, all set on perfectly maintained and manicured 4.99 flat acres with lush lawn and trail surrounding the property's perimeter. Complete privacy is afforded with long gated drive and mature trees surrounding the entire property. The exquisite interiors were recently renovated in 2026 by well known Palm Beach interior designer, Scott Snyder.

This contemporary cedar and stone construction home occupies one of Sherman's most spectacular settings. Set on 102.2 acres, the property provides complete privacy, panoramic mountain views, rolling open meadows, a tennis court, and a recently refinished gunite pool. The home features five bedrooms, five and a half bathrooms, and three levels of living space. Double teak entry doors open to a two-story foyer and an expansive, open-concept main level. At its center is a sunken living room with a floor-to-ceiling fieldstone fireplace and dramatic walls of windows. The adjoining dining room and kitchen both provide direct access to the wraparound deck. Also on the main level are a heated three-car garage, powder room, and spacious en-suite bedroom. Upstairs, a second primary suite offers exceptional flexibility and includes a generously sized bathroom, office area, dressing room with two walk-in closets and a sink, sauna, and sliding glass doors opening to a private deck overlooking the rolling hills. Two additional bedrooms and a Jack-and-Jill bathroom complete the upper floor. Designed for both entertaining and relaxation, the lower level includes a large family room, reading nook, gym area, laundry room, two bedrooms, and two full bathrooms. Sliding glass doors open to a pathway leading directly to the freeform pool, which was fully restored this summer to be enjoyed for years to come. The tennis and basketball court is surrounded by picturesque meadows and stone walls. A nearby two-story barn provides abundant additional storage. The 102.2-acre property comprises four building lots, with the residence situated on a 94.83-acre parcel and the remaining acreage divided among three smaller parcels. The property may also offer potential for further subdivision, subject to land-use approvals. Despite its remarkable privacy, the estate is just minutes from Metro-North rail service and less than 90 minutes from New York City.

Spacious and wonderfully designed, this exceptional three bedroom, three full-baths and two half-baths 2,370 square foot end-unit residence at Bishops Cove offers the ease and amenities of condominium living with all the privacy and space of a private home. Bathed in natural light, this distinctive residence has the relaxed flow of a beach house, with an open, flexible floor plan enhanced by hardwood floors, skylights, soaring vaulted ceilings, and multiple outdoor spaces. The main level welcomes you with an inviting kitchen appointed with rich cherry cabinetry and granite countertops, which opens onto a large wrap-around deck. The spacious living and dining rooms open onto another private deck, creating an effortless flow for everyday living and entertaining. A first-floor primary suite offers comfort and convenience with its own full bath, while main-level laundry adds to the ease of one-floor living. Upstairs, a second generously sized primary suite provides a private retreat, accompanied by an additional bedroom with its own full bath-an ideal arrangement for guests or home office. The expansive full walk-out lower level includes over 1100 square feet of additional finished space, and features Pella sliding doors providing direct access to the outdoors. This versatile space offers exceptional potential for a family room, gym, office, studio, or guest accommodations.

This elegant and updated historic colonial is tucked away on a quiet road on 1.4 acres. The original two-story structure was built in the mid 1800s, and the additional first-story wing was later added in 1974. The main house has a cozy living room with a fireplace, a formal dining area with a window seat, reading room, a family room/den, and a powder room. The updated galley kitchen features upscale stainless-steel appliances, lots of cabinet space for storage, and plenty of counter space. There is a sunny breakfast nook just off of the kitchen. Upstairs are two bedrooms, including the primary with ensuite bath along with another bedroom and full bathroom. The addition offers a private and separate living space, with a kitchen, living room, bedroom with ensuite bath, a den and another full bathroom. As it is connected to the original house by a breezeway, it offers a good option for use an in-law apartment or for a multi-generational living arrangement. The main house has beautiful wide-plank floors and the apartment has hardwood floors. There is a spacious two-car garage located at the end of the addition. Outside is a lush mixture of mature landscaping, lawns, and shady trees. You can enjoy the outdoor setting from the covered front porch, a patio area off of the breakfast nook, or another patio by the pool area shaded by a vine-draped pergola leading directly to the sparkling in-ground gunite pool.

This charming and updated historic colonial is tucked away on a quiet road on 1.4 acres. The original two-story structure was built in the mid 1800s, and the additional first-story wing was later added in 1974. The main house has a cozy living room with a fireplace, a formal dining area with a window seat, reading room, a family room/den, and a powder room. The updated galley kitchen features upscale stainless-steel appliances, lots of cabinet space for storage, and plenty of counter space. There is a sunny breakfast nook just off of the kitchen. Upstairs are two bedrooms, including the primary with ensuite bath along with another bedroom and full bathroom. The addition offers a private and separate living space, with a kitchen, living room, bedroom with ensuite bath, a den and another full bathroom. As it is connected to the original house by a breezeway, it offers a good option for use an in-law apartment or for a multi-generational living arrangement. The main house has beautiful wide-plank floors and the apartment has hardwood floors. There is a spacious two-car garage located at the end of the addition. Outside is a lush mixture of mature landscaping, lawns, and shady trees. You can enjoy the outdoor setting from the covered front porch, a patio area off of the breakfast nook, or another patio by the pool area shaded by a vine-draped pergola leading directly to the sparkling in-ground gunite pool.

* A beautiful 3-bedroom historic farmhouse * A separate 2-bedroom guest house * A pristine 6.71-acre building lot Move in and enjoy lush, pastoral Roxbury right away in the charming and immaculate 3-bedroom, c. 1817 main house, and host family and guests in the separate 2-bedroom guest house. The adjacent 6.71-acre parcel at the rear lets you protect your views and privacy forever. You can also build the 4-bedroom estate of your dreams on this approved building lot, with its own driveway and road access. Or use the mostly flat lot as an orchard or garden, or hold the separate parcel as an investment to sell in the future. The lot abuts preserved land. Located in southern Roxbury, just 90 minutes from New York City, the main residence exudes rustic character, with original hand-hewn beams, wide-plank oak floors, a wood-burning fireplace, and classic plaster walls. A brand-new standing-seam metal roof carries a lifetime guarantee. At the heart of the house is a spacious eat-in kitchen. On one side are a formal dining room and a library, and on the other is a sunlit double living room wrapped in windows. The 658-square-foot guest house overlooks a spring-fed pond and Little Jacks Brook. It has a generous living room, two bedrooms, and a full bath, and it runs on its own well and septic system. The grounds are serene and beautifully landscaped, with a cantilevered "waterfront" sun deck, mature trees, lush gardens, and a gently rolling lawn. This wonderful home has been frequently published and blends history, potential, and natural beauty in one of Litchfield County's most coveted locations. The possibilities of this Roxbury compound are many and endless. Additional purchase options: Main House and Guest House on 2 acre deeded lot $695,000 or building lot 6.71 acres $395,000. House buyer has right of first refusal, lot cannot be sold until home is sold.

Something very special awaits! This well kept contemporary home is privately set in a park-like 8 acre setting surrounded by woods, a meadow and low maintenance plantings. You enter through a lovely mudroom, stepping into the modern kitchen with a pantry and laundry and access to a pergola covered patio, or the living room with its vaulted ceiling and fireplace with dramatic floor-to-ceiling stonework. The house is bathed in light, having direct western exposure off the rear deck accessible from the living room and kitchen. Enter a window lined hall to access the main floor Primary Suite, a luxurious and light filled ensuite 19'x24' retreat added as an addition in 2013, complete with walk in closet, a private deck overlooking your own meadow and a dreamy primary bath. From the living room step out to the level patio and your gunite pool. Or go upstairs to the two upper levels. Level two has a full bath, a bedroom and another room currently set up as a den with its own private deck and fireplace that could easily become a bedroom. There's another bedroom ensuite with a private deck on the third level. There are two septics, one serving the original part of the house and one serving the addition. The oversized detached garage can house four cars. There is also a pond on the property near the driveway and the garage. There is a spectacular western view beyond the trees; bring your arborist to open it up! 18 minutes to the Metro North train, close to Kent, New Milford, Washington and all that Litchfield County has to offer - Great restaurants, galleries, hiking and arts.

Rare opportunity on 2.5+ private acres in premier Deans Ridge! Prime, secluded location offers effortless commuting near top schools, beaches, & dining. This sprawling 4-bed, 4.5-bath Cape Cod with attached 2-car garage features a grand 2-story foyer, formal dining with crown molding & shiplap, and a home office with built-ins and custom recessed lighting throughout. The chef's kitchen boasts honed granite & a Quadra-Fire pellet stove with an incredible brick surround, opening to a front-to-back family room with custom built-ins & a walk-in pub with wet bar. Upstairs offers a primary suite with dual closets & custom walk-in tile shower, a 2nd ensuite bedroom, plus 2 bedrooms sharing a double-vanity bath. Ideal for multi-generational living, the lower level provides a private refuge with home/garage access, rec room, full bath, in-law flex space, & ample dry storage. Wood and pellet stoves paired with solar yield supreme efficiency ($0 electric bills in peak months!). Designed for seamless outdoor living, the home features strategic exterior uplighting that highlights the front facade. The fully fenced yard delivers added ease for pet owners, featuring an expansive 44-foot deck with a dedicated gazebo, ceiling fan, and integrated lighting, all overlooking the peaceful backyard and in-ground pool for a complete outdoor destination.

Set on 3.13 acres just off Round Hill Road, 8 Sheffield Way brings Modern Greenwich Living to one of Greenwich’s most desirable mid-country locations. Here, striking architecture and warm, inviting interiors set the scene for sunlit mornings, long dinners with friends and evenings that drift onto the terrace, with the quiet of the woodland beyond. Davis Chase Homes will build your home, and you can work with Workshop/APD to further personalize the design, finishes and amenities. The current design encompasses approximately 9,500 square feet above grade, including the three-car garage, plus a fully finished lower level featuring a private wellness center and dedicated entertainment spaces. The home offers seven bedrooms in all, including six en-suite, seven full baths and three powder rooms. A dramatic double-height central living hall frames views through the home to the backyard, while an expansive kitchen opens directly to the family room. A separate dining room, library, main-floor guest suite and bar opening onto the pool terrace create inviting spaces for everyday living and entertaining. An elevator serves all four levels. Upstairs, the private primary suite features two dressing rooms, a generous bath and a terrace, complemented by three additional en-suite bedrooms. The finished third floor offers an open recreation loft, a guest bedroom and a shared full bath. The planned lower level brings together a dedicated gym, sauna, steam room, cold plunge, shower and massage room, along with a combined cinema and golf/sports simulator, a glass-front wine cellar planned for approximately 1,000 bottles, and an en-suite guest or staff bedroom. Living and entertaining continue outdoors with a swimming pool and covered terrace, set within a generous clearing framed by mature trees. A gentle creek and private woodland trail add to the sense of privacy and retreat. This prime Round Hill setting offers convenient access to Greenwich Avenue’s shopping and dining, the Round Hill Club, and schools including Greenwich Academy, Brunswick School, Greenwich Country Day School and Sacred Heart Greenwich. The Merritt Parkway, Metro-North service to Manhattan and Westchester County Airport provide convenient regional connections. Septic studies are available, with town water and electricity available at the street. Final plans, specifications and construction are subject to engineering, approvals and the construction agreement.

This exceptional Toll Brothers custom build offers unmatched craftsmanship and modern elegance in one of Ellington's most desirable neighborhoods. Hardwood floors and nine-foot ceilings grace the entirety of the home, anchored by a chef's kitchen featuring full-granite countertops and a bright eat-in space that opens directly to an inviting ipe wood deck. The layout flows into an expansive living room defined by soaring vaulted ceilings and is paired with a formal dining room tailored for grand-scale entertaining. The primary suite serves as a private sanctuary, complete with a beautiful en-suite bathroom and an extraordinary walk-in closet. Downstairs, the fully finished walkout lower level-complete with surround sound-offers exceptional versatility for a home theater, gym, or executive suite, opening directly to the side yard. Combining prestige, Toll Brothers quality, and an ideal location, this home represents the pinnacle of Ellington living.