luxury real estate for sale Darien, United States

Originally the sole residence on Wildcat Road, this distinguished 1925 stone manor blends timeless architectural elegance with a commanding setting. Located within Darien's coveted Delafield Island private association, the property is approached by a sweeping circular drive and surrounded by mature landscaping offering a rare sense of privacy, grandeur, and permanence, just minutes from downtown Darien, the Metro-North train, beaches, and Great Island. Rich in character and craftsmanship, the residence showcases architectural details rarely found today, including soaring 12-foot ceilings, a dramatic circular staircase, five fireplaces, Juliet balconies, vintage servant bells, graceful arches, skylights, and a sun-filled glass solarium. Thoughtfully designed for both grand entertaining and comfortable everyday living, the spacious country kitchen opens to an expansive deck overlooking the surrounding natural landscape. Adding to the property's exceptional appeal, several acres of protected land trust border the rear of the home, preserving a tranquil backdrop and enhancing the estate-like setting. Whether hosting family gatherings, entertaining guests, or simply enjoying the peace and beauty of its surroundings, 15 Wildcat Road offers a unique opportunity to own one of Delafield Island's most distinctive and historic homes.

Charming Colonial on a quiet cul-de-sac just minutes from the outdoor recreation and beaches of Cove Island Park! This sun-filled home offers an inviting open-concept layout with a spacious living room featuring hardwood floors that flows seamlessly into the dining area. The expansive eat-in kitchen is the heart of the home, designed for both everyday living and entertaining, with soaring ceilings, granite countertops, stainless steel appliances including a gas range, center island, pantry, generous dining space, hardwood floors, and an updated full bath on the main level. Upstairs you'll find the primary bedroom, two additional bedrooms, and a second updated full bath. A pull-down attic and unfinished basement provide abundant storage, while recent mechanical updates include a 2025 oil-fired boiler and hot water heater, plus inside oil tank. Outside, enjoy a fenced yard offering a patio and room to play, plus a detached garage for added convenience. Ideally located just minutes from downtown Stamford's shopping, dining, Metro-North, and major highways, with approximately a 55-minute commute to NYC, this home offers the perfect balance of neighborhood charm, coastal living, and commuter convenience.

Set on 2.19 private acres in a prime Darien location, 222 Brookside Road offers exceptional space, privacy, and opportunity just minutes from town and Cherry Lawn Park. With more than 7,000 square feet above grade, plus an additional 3,000 square feet on the lower level, this expansive 4-bedroom, 5.5-bath residence provides an incredible canvas to create a home tailored to your vision. Generously proportioned rooms and tall ceilings create a wonderful sense of scale throughout, while a flexible floor plan offers endless possibilities, including the potential for a first-floor in-law or guest suite. The exceptionally spacious lower level provides abundant room for entertaining, relaxing, and recreation. Outdoors, the expansive property is highlighted by a pool and well-appointed pool house featuring a full bath, laundry hookups, and full kitchen with a range and space for a refrigerator-creating a private setting for summer gatherings and relaxation. An attached four-car garage, plus an additional detached two-car garage, provides parking for six cars and even more flexibility. A rare opportunity to enjoy significant acreage, remarkable space, and endless potential in an incredibly convenient Darien location.

Welcome to this first-floor end-unit condo in Stamford, offering two bedrooms and one full bathroom. This move-in-ready home features a spacious living room, hardwood floors throughout, and new windows that provide abundant natural light. The functional layout is designed for comfortable living. Additional conveniences include an in-unit laundry, an on-site coin-operated laundry facility, and two parking spaces. The property is ideally located near major commuting routes, shopping, dining, local parks, and public transportation, offering easy access to everyday amenities. This well-maintained condo is an excellent opportunity whether you are looking for a primary residence or a property to add to a rental portfolio.

INVESTMENT OPPORTUNITY WITH IMMEDIATE CASH FLOW! Legal non-conforming two-family property offering an excellent opportunity for investors seeking strong, established rental income. Currently generating $5,600 per month, providing immediate cash flow from day one. The property features two separate residential units, plus a partially finished walk-out basement, offering additional functional space. Some general maintenance and updating may be desired, providing an opportunity for the next owner to make improvements over time while benefiting from the property's existing income. Convenient Stamford location with easy access to shopping, transportation, major roadways and area amenities. Property is being sold AS IS. A solid opportunity to add an income-producing property to your investment portfolio. Minimum 24-hour notice required for all showings.

Set prominently along the coveted shoreline of Rowayton, this extraordinary residence is a true architectural masterpiece that defies the standard coastal trope. Designed by award-winning Cardello Architects, the home is a fortress of design-a structural marvel built with an uncompromising integrity that feels as permanent as the tides. The silhouette is bold and commanding, yet every element reflects a sophisticated functional design that breathes with the rhythm of the Long Island Sound.

Classic 5-bedroom center hall Colonial nestled on a quiet cul-de-sac in one of Darien's most convenient locations, just a short walk to school. Beautifully sited on a level lot, this meticulously maintained home offers the perfect balance of privacy, outdoor space, and timeless charm. Designed for today's lifestyle, the thoughtfully crafted floor plan flows effortlessly from room to room, while the screened porch and expansive deck create seamless indoor-outdoor living, ideal for year-round entertaining and everyday family life. Move-in ready, the home has been lovingly cared for and thoughtfully updated with numerous quality improvements, including a new high-efficiency boiler and a full whole-house generator for ultimate peace of mind. Enjoy the very best of Darien, with award-winning schools, beautiful beaches and parks, a vibrant downtown filled with exceptional shopping and dining, and convenient access to Metro-North and major highways. This exceptional, turnkey home offers the lifestyle today's buyers are seeking-a rare opportunity not to be missed.

BELL ISLAND CONNECTICUT. Experience the best of waterfront living on sought-after Bell Island. Perfectly perched to capture beautiful water views, this exceptional home offers peace of mind and an unmatched coastal lifestyle. Featuring 3 spacious bedrooms, 3 full baths and 1 half bath, the home is designed for both comfortable everyday living and effortless entertaining. The expansive great room with cozy fireplace serves as the heart of the home, while large windows capture the scenic water views. Step outside to two private decks, perfect for enjoying your morning coffee, hosting friends, or taking in spectacular sunsets over the water. Whether you are looking for a year-round residence or the perfect coastal retreat, this Bell Island gem combines timeless charm, generous living spaces, and an enviable location just moments from the shoreline.

Beautifully-maintained single-family home offers the perfect blend of convenience, comfort, and opportunity. Ideally situated within walking distance of the Springdale Train Station. Thoughtfully updated for peace of mind, major improvements include a newer roof, central air conditioning, boiler, and efficient gas heating, ensuring year-round comfort and energy efficiency. Main-level washer and dryer makes everyday living even easier. The flexible walk-out lower level provides endless possibilities. Whether you're looking for an in-law setup, home office, playroom or just more flex space. This inviting home is designed to accommodate a variety of lifestyles. Outside, you'll find a detached heated one-car garage, a spacious driveway with ample off-street parking, plus additional gravel parking in front of the home-ideal for multiple vehicles, guests, or tenants. Whether you're seeking a commuter-friendly residence, a smart investment opportunity, or a home with room to grow, this property delivers. Conveniently located near transportation, shopping, dining, schools and local amenities, this is a rare opportunity to own a versatile home in a highly desirable location. It is a Must See!

Enjoy the distinctive coastal lifestyle of Stamford's sought-after Shippan neighborhood in this distinguished Tudor home, offering approximately 6,000 square feet of timeless architectural character, sophisticated modern updates, and a thoughtfully designed 2016 renovation by Granoff Architects. With 5 bedrooms, 3 full and 2 half baths, the home is rich in detail, including original stained glass, oak paneling, unique solid oak arched interior doors, and three wood-burning fireplaces. Custom millwork, a Vermont slate roof, and new Marvin windows throughout further showcase the home's exceptional craftsmanship. Beautifully renovated second-floor bathrooms feature custom cabinetry, marble showers and countertops, and heated floors. In addition to the generous living and entertaining spaces, the home also includes a finished lower level, a third-floor loft with water views (currently used as a home gym), and an attached greenhouse that adds to the home's classic charm. Outside, a 40' x 20' gunite pool and spa, expansive patio, and mature garden create a picturesque private oasis. Beautifully landscaped and exceptionally private, the grounds provide an idyllic backdrop for sun-filled summer days, evenings spent poolside and memorable gatherings with family and friends. An exceptional Shippan offering with remarkable space, character and versatility. ** Also available for purchase with the adjacent lot at 1688 Shippan Avenue (MLS 24189415). Properties may be purchased separately

Experience luxury living in the heart of downtown Stamford from this beautifully appointed 14th-floor residence. Offering approximately 1,600 square feet of living space, Unit 14G features two spacious bedrooms, two-and-a-half baths, floor-to-ceiling windows with motorized shades, and a private balcony showcasing stunning city views. As a special offering, the seller is providing a professionally curated color consultation in collaboration with The Little Greene, giving the next owner the opportunity to personalize the kitchen by selecting a paint color for the cabinetry and island, professionally completed and paid for by the seller. Buyers will also have the opportunity to select a color option for the primary bath, creating a space that feels uniquely their own from day one. Additional features include a private storage unit included in the deed, 24-hour concierge service, and access to exceptional amenities including a fitness center, indoor pool, resident lounge, and shared rooftop terrace.

Welcome home to the prestigious, gated Chesterfield community, where classic townhouse charm meets modern convenience in central Stamford! This beautifully maintained residence features a spacious multi-level layout designed for both quiet relaxation and effortless entertaining. Upstairs, dual en-suite bedrooms each feature their own dedicated full bath, offering exceptional privacy for guests as well as primary suite setup. The main level opens to a light-filled living room with access to your own private deck, while the finished walk-out lower level features glass sliders leading outside-perfect for a home office, media room, gym, or rec space. Storage challenges are solved with an enormous pull-down attic, a rare and valuable feature in condo living. Complete with an attached 1-car garage and access to resort-style amenities, this home offers top-tier security and easy living in an unbeatable Stamford location.

This corner-lot building at 1845 Summer Street offers four total units in a prime, high-visibility Stamford location. Three units are residential/income-producing, and one unit is currently configured and used as office space, providing valuable mixed-use potential. The property sits on a manageable lot that maximizes street exposure while keeping maintenance efficient for an investor. The roof was replaced this year, giving a major capital improvement already completed and reducing near-term operating risk. Located along Summer Street, the building enjoys strong traffic, easy access to downtown Stamford, and proximity to shopping, and public transit. The corner position enhances signage, visibility, and accessibility for both residential tenants and office users. This asset is well-suited for investors looking for stable cash flow with upside through leasing, repositioning, or optimizing the office component. The combination of a newly updated roof, mixed-use layout, and prime corner location makes it an attractive long-term hold in a growing market.

Experience quiet sophistication in this ground-floor, end-unit condominium located within the highly regarded Rowayton Woods complex. Offering three bedrooms and two full bathrooms. With a direct walkout patio, this residence provides a private layout surrounded by nature. The interior is fully turn-key, featuring brand-new flooring and fresh paint throughout. A commitment to quality is evident in the comprehensive mechanical updates, including a newly installed HVAC/AC system and a new hot water tank. Thoughtful structural improvements, such as added insulation to exterior wall piping, ensure year-round efficiency and peace of mind. Further enhancing this seamless ownership experience, the seller will pay off the current HOA assessment in full prior to closing. Rowayton Woods offers an exceptional environment with well-maintained grounds featuring a serene lake, an inground pool, tennis courts, and scenic walking trails. The location perfectly balances tranquility with everyday convenience. Situated just one mile from the coastal charm of Rowayton Village, the property is also under two miles from the extensive shopping options on Connecticut Avenue and I-95. With significant capital improvements already completed and premium amenities just outside your door, this pristine property delivers a refined, low-maintenance lifestyle in a highly convenient setting.

Quiet, Springdale complex tucked well off the beaten path but convenient and walkable to everything. A well designed townhouse layout with a private, attached one car garage. The main level has a comfortable entry foyer, galley kitchen that has room for a breakfast table and a sizable living room and dining room combination with sliders out to the deck that overlooks a babbling brook. Two oversized second floor bedrooms both with ample closets that share a full bath. The lower level includes the attached garage, generous rec room with walk out and full sized laundry room. This is a true handyman special being sold as is with fabulous upside potential!

Charming and well-maintained 2-bedroom, 1-bath Cape situated on a generous lot in a convenient Stamford location. This inviting home features a spacious living room with tons of character and a cozy wood-burning fireplace, creating a warm and welcoming atmosphere. The finished attic provides versatile bonus space ideal for a home office, guest area, or playroom, while the finished basement offers additional living space, storage, and flexibility to suit your needs. Enjoy outdoor entertaining on the large deck overlooking the expansive backyard, perfect for gatherings, gardening, or recreation. Conveniently located near shopping, restaurants, parks, schools, public transportation, and major commuter routes, this property offers easy access to downtown Stamford, Metro-North train service, and a variety of local amenities. A wonderful opportunity to own a home with character, extra space, and a sizable yard in a sought after Stamford neighborhood.

Surrounded by the Long Island Sound on three sides, this extraordinary waterfront compound has defined the southern tip of Shippan Point for more than a century. Set on a private peninsula, it offers the rare privilege of watching the sun rise over the Sound and set back into the water with the Manhattan skyline shimmering in the distance. Designed by Hunt & Hunt Architects and completed in 1914 for inventor Thomas Robins, the main residence has been thoughtfully renovated and modernized throughout, including new electrical and plumbing systems, an expanded eat-in chef's kitchen, and beautifully reimagined open living and dining spaces designed for both grand entertaining and everyday living. Exceptional fixtures, finishes, and craftsmanship complement the home's historic pedigree, while every room is carefully oriented to capture sweeping panoramic water views. The main level is further enhanced by a stunning solarium with fireplace, offering a year-round retreat immersed in the surrounding waterfront landscape. The second floor is anchored by a newly improved primary suite featuring a private balcony with panoramic views across the gardens and Long Island Sound, a luxurious spa-inspired bath, and an expansive dressing room. Three additional bedrooms, a private office, and a versatile bonus room complete this level, providing exceptional flexibility for family living, guests, and work-from-home needs. A charming gatehouse with guest quarters above welcomes guests to the gated and professionally landscaped 1.67± acre property, where prominent rock outcroppings, manicured lawns, walking paths, and specimen trees create a spectacular waterfront setting. Private waterfront access accommodates kayaks and paddleboards, while a staircase on the opposite side of the property leads directly into the Long Island Sound, offering an exceptional setting for open-water swimming. Resort-inspired outdoor amenities are equally inviting, centered around a saltwater pool, pool bath, and a waterfront spa positioned to capture sweeping views in every direction. This remarkable estate offers an unparalleled lifestyle and endless opportunities for recreation, entertaining, and enjoying one of the most extraordinary settings on the Connecticut coastline.

Privately sited on a flat .39-acre lot with mature landscaping in Stamford's peaceful Newfield neighborhood this large, nine-room, four to 5 bedroom, three full bath Cape Cod blends classic charm with exceptional versatility. The heart of this special home is a dramatic wood-paneled family room. Open to the fully equipped kitchen, it features a vaulted, beamed ceiling, picture windows front and back and a cozy wood-burning Vermont Castings stove. A formal living room with its own fireplace and beautiful hardwood flooring and a formal dining room also with the same hardwood flooring and convenient china closet, complete the first floor principal rooms. Flexibility defines the home's floor plan, offering 4 to 5 bedrooms, including a main-level bedroom ideal as a primary, guest room, or home office and hall bath. Two of the additional 4/5 bedrooms and second of the 3 full baths are located over the garage. Accessed from the family room or a separate entrance at the mudroom, these rooms offer potential for an in-law suite, multi-generational living, or a private home business. The fourth and possible fifth bedroom and third full bath are on the secondf floor accessed from the main front staircase. This Newfield charmer offers a rare opportunity to enjoy quiet tranquility without sacrificing everyday convenience to Stamford's best amenities.

Welcome to waterfront living at its finest in sought-after Dolphin Cove. Perfectly positioned on the Long Island Sound, this beautifully renovated 4-bedroom, 3.5-bath residence offers a rare blend of coastal elegance, modern luxury, and resort-style amenities. Extensively updated throughout, the home features a stunning custom kitchen with Sub-Zero, Wolf, Bosch, and Thermador appliances, custom cabinetry, designer finishes, and an open-concept layout ideal for entertaining. The first floor has been completely reimagined with new flooring, custom millwork, a bespoke bar with wine refrigeration, updated lighting, a redesigned fireplace feature wall, and enhanced sight-lines capturing water views from the moment you enter. The luxurious primary suite was fully renovated and includes a s inspired bath, custom closets, tray ceiling with lighting, marble shower, designer tilework, and refined finishes throughout. Additional improvements include new HVAC, interior and exterior paint, updated bathrooms, upgraded electrical systems, new front entry, landscaping enhancements, sprinkler system upgrades, and countless thoughtful upgrades throughout the home.

Exceptional NEW construction in a coveted mid-city location offers the perfect blend of refined comfortable living. This sensational 5-bedroom, 4.5 bathroom home with well proportioned rooms throughout, showcases sophisticated design together with an open-concept. The gourmet kitchen serves as the heart of the home, boasting a large center island, walk-in pantry, and abundant cabinet and counter space for the discerning chef. A fireplace and wet bar enhance the space with seamless access to an oversized deck. Four second floor bedrooms, 3 full baths and a full sized laundry room add to the comfort of this level. Thoughtful details include a fabulous mudroom with built ins for everyday convenience. The finished lower level expands living space with the fifth bedroom, full bathroom, and generous rec room, all enhanced by full-sized windows that flood the space with natural light throughout the day. Hardwood flooring, 9-foot ceilings and energy-efficient LED recessed lighting. City water and sewer, natural gas for heating and cooking plus underground utilities compliment the location. Traveling distance from Walnut Ridge Court to the Stamford Train Station is a mere 2.5 miles and CT Transit has a stop practically at the front door. A grand opportunity for NEW construction in this limited NEW construction market.

Don't miss this rare opportunity to own NEW construction in a desirable mid city, cul de sac neighborhood location. One of only two homes remaining in this 10-lot subdivision. This 5 bedroom, 3.5 bath colonial is comfortably proportioned and thoughtfully designed throughout with a relaxed, transitional style. The main level features an open and welcoming floor plan that easily connects living spaces. First and second floor home office options. The finished lower level adds versatility with a bedroom featuring a large-scale window for natural light, full bathroom, and pleasant sitting room-ideal for guest accommodations, in-law suite, teen retreat, or rec space. Excellent storage throughout ensures everything has its place. City water, city sewer, natural gas and underground utilities. Traveling distance from Walnut Ridge Court to the Stamford Train Station is a mere 2.5 miles and CT Transit has a stop practically at the front door. A grand opportunity for NEW construction in this limited NEW construction market.

Experience the perfect blend of luxury, convenience, and resort-style amenities in Palmer Hill, a premier gated community nestled on the Greenwich/Stamford border. This beautifully updated second-floor midrise home offers effortless single-level living. Flooded with natural light, walls of windows in every room showcase serene, park-like views of the courtyard's flowering trees. Flexible living with 3 bedrooms (or 2 bedrooms plus a private den/office) and a spacious open-concept living and dining area centered around a cozy gas fireplace. Two private balcony terraces provide the perfect spots for your morning coffee or evening relaxation. Fully refreshed with brand-new flooring, plush carpeting, and professional paint throughout. Equipped with modern cabinetry, granite countertops, and premium finishes. Enjoy secure elevator access directly from the underground parking garage. This home includes two parking spaces, a large private storage cage, a bicycle room, and convenient in-building mail and parcel pickup. Palmer Hill's award-winning amenities feel like a year-round retreat: A recently renovated clubhouse featuring a community/party room and meeting space. A fully equipped, state-of-the-art gym and yoga studio. An expansive heated pool, hot tub, and immaculately manicured, park-like grounds. You are just 5 to 10 minutes from downtown Stamford, Old Greenwich, and the Metro-North/Amtrak stations. Shopping and shores just a short distance away.

Some homes are built for the market. Others are built for a legacy. Set directly on the waterfront in Old Greenwich, this newly constructed residence is a masterclass in design, engineering, and execution, where every material, finish, and feature was selected without compromise. Beyond a long, privately gated drive, sweeping cove views unfold, leading to a façade clad in premium Thermory wood siding beneath a Spanish slate roof, an exterior that feels both grounded and enduring. Walls of Aluprof glass dissolve the boundary between interior and Long Island Sound, drawing light deep into nearly every principal room. The result is a seamless connection to the water, with unobstructed views that are impossible to replicate. Inside, large-scale radiant-heated Porcelanosa tiles grace the main and lower levels, setting a warm, modern foundation. At the heart of the home, a statement kitchen delivers both performance and presence, featuring custom Vimora cabinetry, top-of-the-line Gaggenau appliances, and a fully equipped secondary prep kitchen designed for effortless entertaining at scale. Upstairs, European white oak introduces warmth, while radiant heat continues throughout all main spaces and baths, reinforcing a consistent commitment to comfort and precision. The primary suite is conceived as a private retreat, oriented entirely toward the water. A fireplace anchors the space, while a private deck leads directly to the heated pool below. The bath offers a spa-like experience, featuring a sculptural soaking tub positioned toward the view and a separate steam shower. Custom Italian wardrobes complete the suite, incorporating bespoke detailing, opaque glass, and integrated features throughout. Additional bedrooms on this level are all en suite, each perfectly positioned to capture water views. The lower level opens into a fully realized entertaining environment featuring a wine room, fitness center with sauna, guest accommodations, and a dramatic lounge anchored by an illuminated marble bar and a 162-inch screen. A concealed underground car gallery, accessed by hydraulic lift, offers a discreet and highly engineered space designed for discerning collectors. Outdoors, an expansive terrace and heated waterfront pool overlook the cove, creating a setting defined by privacy and open water. Minutes from Tod's Point, Metro North, and the village of Old Greenwich, the property occupies that rare overlap of seclusion and convenience. With five bedrooms, five baths, and two powder rooms, every element has been resolved with intention. This is a rare chance to own a crown jewel waterfront property that stands in a league of its own. A defining waterfront residence where design, setting, and permanence align at the highest level.

West Side Oasis Nestled on a quiet, highly desirable cul-de-sac on the West Side of New Canaan, this meticulously cared-for property offers the perfect blend of elegant living and secluded outdoor recreation. A sweeping circular driveway and an inviting covered front porch welcome you to this stunning wooded retreat. Step inside to a grand two-story foyer featuring an elegant balcony overlook. The sophisticated floor plan flows seamlessly for entertaining, highlighted by stately pillars that define the formal living and dining rooms. For those working from home or seeking a quiet retreat, the handsome library is appointed with custom cherry wood-built ins.The private backyard operates as your own personal resort. Step out onto the expansive rear deck, complete with a sunken hot tub, and take in the serene views of the heated pool and surrounding mature woods. There is a dedicated wine cellar for the discerning collector, whole-home generator for year-round peace of mind, an expansive walkout finished lower level