luxury properties with pool for sale Connecticut, United States

Enchanting country estate located on a rare private lane. Sophistication Grace and Style are the hallmarks of the residence. Entire house has been exquisitely renovated - designer kitchen with bespoke cabinetry, deluxe appliances, stunning new Primary suite bath, newly transformed lower level Garden Room Salon. And as a bonus - a world class barn offering additional 3 car parking; entire 2nd floor entertainment/exercise room; and 2 workrooms for your Vintage or Contemporary cars. All of this sited on 4+ acres of rolling lawns, perennial gardens, pool, pergola, PERFECTION! All located in the charming New England town of New Canaan with outstanding shopping, delightful restaurant choices, beautiful parks, numerous recreational facilities, highly-rated schools, and convenient access to the Metro-North Railroad.

Modern Architectural Masterpiece - Nestled on 1.77 acres of lush, verdant grounds, this custom 2014-built estate is a triumph of contemporary design and sophisticated luxury. Spanning 5,630 square feet, the residence strikes a perfect chord between avant-garde architecture and residential warmth, characterized by soaring ceilings, premium finishes, an abundance of natural light and a Geo-thermal efficient energy system with radiant heat floors throughout. The meticulously curated interior features an open concept floorplan with generously proportioned rooms, four ensuite bedrooms, providing an unrivaled level of privacy and comfort for family and guests alike. While the indoor living spaces transition gracefully from formal galleries to casual retreats, the exterior is a true resort-style sanctuary. The expansive acreage boasts a heated pool, a discreet in-ground trampoline, Large terraces with fireplace and built-in BBQ's and a stylish pool house with kitchen, bath, stone fireplace and sleeping loft, all overlooking the serene, shimmering waters of a spring-fed pond. Complete with a detached 3-car garage and state-of-the-art systems, this modern gem offers a rare lifestyle opportunity within a community world-renowned for its prestigious schools and refined suburban charm.

Modern Sophistication Meets Suburban Serenity in Westover - Tucked away on a tranquil cul-de-sac, this recently built architectural gem offers a masterclass in modern living, blending refined elegance with the vibrant energy of nearby downtown Stamford. The residence unfolds through a dramatic two-story foyer into a sun-drenched, open-concept sanctuary, where a chef-inspired kitchen-adorned with pristine white cabinetry and expansive granite surfaces-flows effortlessly into a fireside living room and adjacent sunroom with French doors leading outside. The outdoor experience is truly peerless, featuring a resort-style saltwater pool with waterfall, a professional-grade basketball/sports court, and a sprawling bluestone patio framed by artisanal rock walls and secure perimeter fencing. With a high-efficiency infrastructure, vast expansion potential in the walk-out basement, and a commute to Manhattan in under an hour, this property represents a rare opportunity to enjoy like-new luxury and a private backyard oasis without the wait.

A true once in a lifetime opportunity! As you wind through picturesque Sachem's Head onto Walden Hill Road, a circular driveway will lead you to an unparalleled waterview estate on almost two acres. The coastal home sits above Long Island Sound on one of the highest points in Sachem's Head and spans 5,185 square feet. The main level features walls of windows that provide unforgettable views of Long Island Sound and Faulkner's Island. The open kitchen/family room will satisfy any gourmet chef. It's a perfect space for indoor entertaining where guests can enjoy a crackling fire or step outside to an incredible bluestone patio with a fire pit for cool evening bonfires. Take in the 270 degree view of the Sound and enjoy both the sunrise and sunset. Outside entertaining is easy with a heated Pebble Tech Gunite pool, sound system, an outdoor shower, and ocean breezes. The coveted Sachem's Head Association offers amenities that include: beach access, tennis and paddle courts (approx. 600 ft from the house), kayak rack, boat launch, and possible deep water mooring. This coastal home has public water, a whole house generator, an irrigation system, security, and surveillance system, an Invisible Fence, the potential to subdivide, newer septic system (2010), an oversized 2 car garage, and no need for flood insurance. Nothing Compares.

This 4-bedroom Colonial offers the perfect combination of space, comfort & location. Ideally situated in a subdivision close to shopping, restaurants and major highways. The main level welcomes you with a spacious eat-in kitchen featuring abundant cabinetry, perfect for cooking & gathering. Sliders from the kitchen lead out to an oversized deck, creating a seamless indoor-outdoor flow for hosting. The kitchen opens directly to a large family room with built-ins & fireplace, making it the perfect spot to unwind. A formal dining room for special occasions and a bright living room that offers additional flexible living space. The second floor features four generously sized bedrooms and two full bathrooms. The spacious primary suite includes its own private full bath and an impressive walk-in closet. The additional bedrooms are well-proportioned and ideal for family members, guests, or home office space. The finished walk-out lower level adds over 1,100 square feet of additional living space & includes another full bathroom. This versatile area is perfect for a guest suite, gym, office, media room, or playroom. With sliders to the private backyard, you have easy access to the above ground pool. Additional highlights include a two-car garage, central air, & a beautifully landscaped lot. Plus...City water & sewers and economical solar panels to keep your electric bill way down. With its generous layout and excellent location, this home truly offers the best of comfortable living.

Exceptional custom-built 4 to 5 bedroom Colonial in desirable North Stamford! This impressive 4,644-square-foot residence welcomes you with a dramatic two-story entry hall and offers sophisticated living on a beautifully landscaped 1.1-acre lot. Four generous bedrooms and four full baths plus one half bath provide ample space for family and guests. A versatile bonus in-law suite over the three-car garage features convenient back stair access, perfect for multi-generational living or au pair accommodations. Plus 2200 square foot lower level with high ceilings is just waiting to be finished. Outdoor living is a dream with a level yard, expansive wood deck and patio with a heated in-ground pool-ideal for entertaining throughout the seasons. The prime North Stamford location offers tranquility and privacy while remaining just minutes from the Merritt Parkway for easy commuting. Experience the perfect balance of luxury, functionality, and location in this distinguished home.

Once in a lifetime, a home of this caliber becomes available. Sited on a cul-de-sac in a coveted neighborhood close to town, this exceptional residence pairs custom design with luxurious indoor-outdoor living areas enhanced with smart technology and supported by upgraded mechanicals. A gracious front-to-back foyer showcases elegant living and dining rooms. Everyday living and elevated entertaining are effortless with a new custom kitchen designed by Deane appointed with Simon Pearce pendants, premium appliances, wine frig, and a Zip tap for still and sparkling water. A sun filled eat-in area flows seamlessly into a coffered ceiling family room with fireplace and a covered porch-with flat screen TV, stone fireplace and Bromic heating. A richly paneled office, mudroom and second staircase complete the main level. Upstairs, five bedrooms include a serene primary suite with fireplace and sitting room, a private guest suite and an additional office. The outdoor experience is nothing short of a 5-star resort-with a saltwater Glengate pool, sun shelf, spa and a new outdoor kitchen fully equipped with a built-in grill, pizza oven, Traeger smoker, and refrigeration-all surrounded by stone terraces, lush landscaping, audio system and curated lighting. The lower level boasts a chalet-inspired retreat with recreation, fitness rooms, an infrared sauna, and bedroom suite with a flexible private entry. An exceptional offering for those seeking outstanding craftsmanship and luxury!

Welcome to this beautiful, stately Colonial located at 51 Fawn Hill Road in the highly desirable Deer Lake subdivision of Killingworth, CT. Set on a serene 2.6-acre lot , this fully updated, 2,838-square-foot home is completely move-in ready. Step inside a welcoming foyer featuring gleaming hardwood floors that flow seamlessly throughout the main level. The heart of the home is the stunning, remodeled kitchen, boasting custom white shaker cabinetry, beautiful stone countertops, a large center island, stainless steel appliances, a subway tile backsplash, and a charming custom barn-door pantry. The kitchen opens directly into a bright, spacious family room complete with a cozy fireplace. Entertain guests in the formal dining room accented with elegant moldings, or relax in the formal living room accessed from the family room or foyer. This home offers 3 generously sized bedrooms and 2.5 baths , including a well-appointed bath with a relaxing tub. Outside, your private backyard oasis awaits! A spacious wood deck leads to a fantastic above-ground pool, perfect for summer fun. Surrounded by mature trees, the yard offers ultimate privacy. Complete with an attached two-car garage and central air conditioning, this spectacular home won't last long! Neighborhood is extensive for those that love to walk , and the location is close to connecting to madison area, route 81, or the highways. Truly a turn key home ready for your family!

Discover the epitome of timeless luxury in this magnificent Colonial Chateau-style residence. Perfectly situated on two flat, meticulously landscaped acres in a coveted walking neighborhood, this home offers unparalleled privacy while remaining just moments from town and top-rated schools. This quiet, no-cut-through street is a haven for outdoor enthusiasts, offering exceptional bike riding and walking routes right from your door. The active neighborhood association fosters a true sense of community-think spirited trick-or-treating, seasonal gatherings, and friendly faces at every turn. Enjoy the best of both worlds: peaceful residential living with convenient access to prime roadways for an easy commute. The interior is a masterful blend of elegance and comfort, featuring six spacious en suite bedrooms and an astounding eight indoor fireplaces that create warmth and ambiance throughout. Designed for grand entertaining and modern family living, the home boasts multiple family rooms, ensuring ample space for every occasion. Indulge your passions in the dedicated wine cellar and the custom-designed sports den. The sophisticated primary level flows seamlessly to the breathtaking exterior amenities, which include a built-in pool for summer relaxation and a beautiful outdoor fireplace for year-round enjoyment. Completing this exceptional estate are four spacious garage bays, providing abundant storage and convenience.

Newly renovated Litchfield Riverfront Oasis with pool, four bedrooms and a designer's eye throughout. This thoughtfully reimagined 4-bedroom Colonial sits on 2.85 park-like acres that lead directly to frontage on the Bantam River. At the heart of the home is a true Chef's Kitchen -showcasing Dekton countertops (the preference of culinary legend Thomas Keller), a Bertazzoni range + hood and an expansive appliance garage. The open-concept main level flows seamlessly from the formal living room with gas fireplace to a sun-drenched sunroom with French doors, leading to a composite deck and heated in-ground pool. Every inch has been refined, from the refinished hardwoods and designer lighting to the newly epoxy-floored home gym/garage. The upper level features a spacious Primary Suite with newly renovated bathroom and walk-in closet (with custom built-ins). Along with three additional guest bedrooms with hardwood flooring. The partially finished lower level includes a full bath and abundant storage. Enjoy mature Japanese Maples, stunning cherry tree and raised garden beds in a quiet country setting just minutes from Litchfield Green, Morris, and Washington. Whether a weekend retreat or full-time residence, your riverfront oasis awaits.

Perfectly positioned to capture breathtaking sunset views, this beautifully updated four-bedroom residence blends comfort, sophistication, and functionality. The home's chef-inspired kitchen features dual workstations, radiant heated floors and opens seamlessly to a cozy sitting area that extends outdoors to the pool and entertaining space. Here, you'll find a charming pool house, built-in grill, and bluestone patio-ideal for gatherings or quiet evenings under the stars. Inside, the great room impresses with walls of glass that flood the space with natural light and a fireplace that anchors the room with warmth and style. The main-floor primary suite offers a spa-like retreat with a soaking tub, steam shower, heated radiant floors, and dual walk-in closets. The main level also includes a formal dining room, a private office, and the convenience of a residential elevator providing easy access to all levels. Upstairs, there is an ensuite bedroom and two additional bedrooms that share a well-appointed bath. The finished lower level expands the living space with a full bath, laundry area, and flexible rooms perfect for a media room, gym, or recreation area. Set on a private 10+ acres featuring a picturesque pond and a detached barn ideal for a car enthusiast or hobbyist, this home offers the perfect balance of elegance, privacy, and modern living.

Where gardens flourish and privacy surrounds you, this Moose Hill retreat offers a lifestyle rooted in beauty, nature, and quiet sophistication. Light-filled interior features oversized and bow windows, Hardie cement siding, and Marvin windows throughout. Extraordinary gardens showcase three-season blooms, perennial herbs, berry plantings, fruit trees, irrigation, and a fenced vegetable garden with raised beds. For the green thumb, lower-level grow lights extend the gardening season for early planting. Chef's kitchen with Caesarstone countertops, Wolf appliances, Sub-Zero refrigeration, and built-in dining. Separate family room addition designed as a destination space with wet bar, propane fireplace, and dramatic floor-to-ceiling stone chimney. French doors open to outdoor living areas. Brazilian Tigerwood decking, three-season porch, pool with diving board, and built-in Wolf grill center-ideal for entertaining in a private natural setting with distant skyline views. Primary suite with heated floors and Jacuzzi tub, finished lower-level recreation space, three-bay garage, solar system, and whole-house Generac generator.

Move into this elegantly designed, meticulously restored estate in the nationally registered historic village of Ivoryton in the town of Essex. Built by the prominent Essex industrialist, Samuel Comstock, the 5,234 sq. ft. property on 1.86 acres offers history and grandeur to those seeking privacy and tasteful opulence. Preserved in the same family for five generations and recently completely re-designed and updated, this home is ideal for grand entertaining, large family gatherings, and other unique experiences. Historic details have been preserved throughout, complemented with an updated chef's kitchen, butler's pantry, and new appliances. Thoughtful, custom interior design elements feature prominently in the grand living room and multiple seating areas. The ample 5 bedrooms and 5 1/2 bathrooms have been tastefully updated while retaining timeless architectural elements. Old world charm can be experienced in the renovated 3 season sunroom. Two separate home offices make working from home a pleasure. Outside, newly landscaped grounds mingle with century old trees and shrubs. New formal hedges, hydrangea gardens, fencing, and bluestone patios offer privacy, seclusion, and outdoor enjoyment unique for a property inside the village. The 20 x40 gunite pool is perfect for exercise and recreation alike. A newly constructed 2-car garage can accommodate electric vehicles or store vintage cars. Truly unique and like no other. A rare opportunity.

Beyond a private gated entrance and sweeping circular drive lies a 2.5-acre sanctuary that redefines New Canaan luxury. Originally envisioned by Douglas Carter Architects and recently reimagined by its designer-owner, this estate seamlessly merges architectural pedigree with contemporary soul. The residence spans four finished levels, where soaring ceilings and walls of glass invite the lush landscape inside. At the heart of the home, a newly updated gourmet kitchen serves as a culinary showpiece. The primary suite is a true retreat, offering a private balcony, fireplace, and the rare luxury of dual bathrooms. Each of the six bedrooms in the main house features an ensuite bath, ensuring absolute privacy for family and guests alike. The amenities rival the world's finest resorts: a walk-out lower level equipped with a theater and wine room, and a 30x50 lagoon-style pool. The 2020-built pool house (700+ sq. ft.) provides a full guest experience with its own kitchen, bath, and flexible sleeping quarters-all just five minutes from the boutiques and bistros of New Canaan's vibrant village center.

Nestled in the picturesque Upper Grassy Hill community of Woodbury, CT, this stunning Colonial residence at 557 Upper Grassy Hill Road offers a harmonious blend of timeless elegance and modern comfort. Boasting 3784 square feet of thoughtfully designed living space, this home welcomes you with a grand two-story foyer adorned with gleaming marble floors. The main level features a formal living and dining room, a private home office, and a sun-drenched kitchen equipped with granite countertops, stainless steel appliances, and a skylight. Flowing seamlessly from the kitchen is the spacious family room with a vaulted ceiling and a cozy pellet stove, leading out to an expansive deck offering privacy and distant views, creating your own outdoor sanctuary. Upstairs, discover three generous bedrooms, including a luxurious primary suite with hardwood floors, trey ceiling, dual walk-in closets, and a beautifully remodeled spa bath. A dressing room/sitting room adds a touch of serenity to this retreat. The fully finished walk-out lower level is an exceptional in-law or au pair suite, featuring hardwood floors, a kitchen area with granite counters, a bedroom with built-ins and a Murphy bed, a spa-like marble bath with a steam shower, and a spacious great room with built-in seating. French doors open to a stunning bluestone patio with a plunge pool/spa, perfect for relaxation or entertainment. Additional highlights include surround sound, a Belgium block-lined driveway, stone walls, irrigation system, and a generator, ensuring convenience and luxury at every turn. Located just 90 minutes from NYC, this home is part of the self-managed Cardinal Hill HOA ($100/year) and backs up to designated open space for added privacy and tranquility. This property transcends beyond a mere residence; it offers a lifestyle of comfort, sophistication, and relaxation. Please note the interior and exterior security cameras for 24/7 monitoring. Welcome to Upper Grassy Hill Living

Location, Location, Location!! Timeless elegance meets modern living in this beautifully appointed 5-bedroom Colonial, ideally situated just moments from Madison's beaches and charming town green. Thoughtfully designed for both refined living and effortless entertaining, the home offers expansive gathering spaces, gracious proportions, and seamless indoor-outdoor flow. Inside, sun-filled living areas provide the perfect backdrop for both intimate evenings and large-scale entertaining. A dramatic great room with soaring ceilings features a gorgeous wet bar, creating an exceptional setting for hosting. The kitchen is well-appointed with a generous dining area, while the oversized formal dining room-anchored by a fireplace-offers warmth and sophistication for memorable gatherings. A sun-drenched, spa-like sunroom invites year-round relaxation and features a private hot tub retreat. Upstairs, the expansive primary suite serves as a peaceful sanctuary with a full bath and walk-in closet, complemented by four additional well-proportioned bedrooms. Outdoors, a private inground pool is surrounded by expansive decking and beautifully maintained gardens, creating a serene setting ideal for entertaining or a quiet retreat. The finished lower level hosts a working sauna, and offers terrific space for a home gym or the like. A rare offering in a premier location, blending timeless design with close proximity to Madison's shoreline and charming village center. This Won't Last!

Experience the perfect blend of timeless character and contemporary convenience in this stunning colonial. The residence welcomes you with an open-concept floor plan and an expertly updated chef's kitchen, featuring premium Sub-Zero refrigeration for an upscale culinary experience. Designed for both relaxation and entertaining, the home offers four bedrooms and three full baths, including a cozy family room ideal for intimate gatherings. The upper level is anchored by a generous primary suite, complete with a private home office and expansive closets accented with stylish barn doors. The lifestyle continues outdoors in a private, fenced-in backyard oasis featuring a pool, a cabana and lush green space. The town center, schools, library and beaches are just a walk from this gorgeous home offering a pleasant walkable lifestyle. At 24 Cottage Place, you can enjoy the soul of the past with every modern creature comfort at your fingertips. Disclaimer: Field card states 3 bedrooms but there are 4 bedrooms in this home.

Set on a level & beautifully maintained 1.5-acre lot in a desirable cul-de-sac neighborhood, this meticulously cared-for 4-bedroom, 2.5-bath home offers space, style,& comfort at every turn. A welcoming circular driveway creates a grand first impression and hints at the thoughtful design found throughout the home. Inside, the versatile living room features glass French doors, allowing it to function perfectly as a quiet home office or formal sitting area. It flows seamlessly into the oversized formal dining room, ideal for hosting gatherings.The open floor plan continues into the expansive kitchen, designed for both everyday living and entertaining. Highlights include abundant cabinetry, a walk-in pantry, brand-new countertops, a center island with seating for three, and ample space for a casual dining table. The real showstopper here is the truly stunning family room, where soaring vaulted ceilings, dramatic arched windows, a new gas fireplace create a bright and inviting focal point.Upstairs, you'll find four generously sized bedrooms,( one currently used as an office) including a spacious primary suite with a walk-in closet and a spa-like bathroom retreat. Outdoor living is just as impressive, with a two-tier Trex deck overlooking a heated above-ground pool and a sprawling, picturesque yard. Completing the home is a three-car garage and access to a highly regarded school system, making this property the perfect blend of elegance, function, and location.OFFERS DUE MON 5PM

HOMEWOOD – This remarkable country compound is one of the precious few eighteenth and nineteenth century shingle style Colonial Revival estates remaining in Fairfield County. Dating back to 1750, the original pre-Revolutionary War home captivated the attention of prominent New York City banker, George Haven, who purchased the home in 1890 and expanded it significantly including a glorious 50 foot ballroom designed by Elsie de Wolfe, nineteenth century designer, rivaling the best of her work in New York City. Today, after two million dollars of extensive and thoughtful updates over the past decade, Homewood is unparalleled in its historical detail and state of the art features. Total 12,853 square feet on three levels with more than 20 rooms, 13 original fireplaces, eight or more bedrooms, seven full and two half bathrooms; pool house with kitchen, full bathroom, and changing rooms; heated gunite pool and spa; three carriage style garages with porte-cochere; multiple porches and terraces; set on 3.22 manicured and level acres. Highest attention to detail: front to back Great Hall with ingenious ceremonial mahogany staircases; expansive chef's kitchen and butler's pantry; oversized formal dining room with breakfast alcove; plus primary suite with private balcony, multiple closets and two sumptuous bathrooms offering radiant heated floor, steam shower, and jetted tub. Vast third floor with additional bedrooms, artist studios, even a cookbook library, plus elevator to all levels in the home. Additional: nine zones of HVAC; three zones of radiant heating; generator; irrigation system; Glen Gate designed stone terraces, flowering gardens and orchard; all in premier Silver Spring location, just moments to the New York border.

Introducing The Marsh House...a remarkable waterfront Village estate that incorporates a Main residence, sited at 1 Neck Road...originally a sheep barn constructed entirely of stone in 1912, and subsequently renovated with stunning architectural detail including massive floor to ceiling, multi-paned arched windows, beautiful slate roofing and lush, professionally landscaped grounds punctuated by mature gardens and specimen trees, a tennis court and sparkling pool surrounded by naturalistic plantings. Each room of this incredible residence has its own personality, both formal and informal, incorporating soaring ceilings and filled with natural light. Across the generous lower motor court, the unique and charming Boathouse serves as separate guest quarters, complete with a fully updated kitchen, Great Room and upper level bedroom and bath. The third residence C1900, designated as 3 Neck Road and appropriately called the Gate House, is a two bedroom home, sited on its own .96 acre parcel of land with separate access, perfect as additional guest or caretaker quarters. There is also the potential for a separate building lot set away from the Main house. All structures merge seamlessly on the expansive 14.6 acre property that fronts directly on the Lieutenant River...and incredibly all this in the heart of Old Lyme Village. Simply irresistible!