2,915 houses for sale in Darien town

A masterfully built Mid-Country residence combining classic architecture with a modern sensibility, set back on 2.36 impeccably landscaped acres. This exceptional 11,925-square-foot, six-bedroom home offers remarkable privacy and resort-style amenities. Expansive terraces span the rear of the home, overlooking sprawling level lawns and a heated pool and spa, while a separate carriage house for home office or guest quarters. The grand entrance, behind custom gates, has a sweeping driveway beautifully secluded by tall trees with an additional gated side driveway providing convenient access to a peaceful side lane and cul de sac. Inside, soaring 10-plus-foot ceilings, bespoke millwork, and grandly scaled rooms define this sun-filled residence. Designed with an exceptional flow for both everyday living and stately entertaining, the main level features magnificent formal living and dining rooms, a private study, and multiple fireplaces. The heart of the home is the customized gourmet kitche

Set on 4.1 beautifully landscaped acres at the corner of Locust Road and Carpenters Brook, this exceptional Greenwich estate blends timeless elegance, privacy, and resort-style living. A sweeping circular driveway leads to the approximately 8,300-square-foot main residence, surrounded by mature trees, flowering gardens, stone walls, and expansive lawns designed by Wesley Stout Landscape Architects. Sun-filled formal and informal spaces feature coffered ceilings, antique oak floors, a dramatic double-height family room, chef's kitchen, and four fireplaces. The home offers six bedrooms, including a luxurious primary suite with spa-like bath, gym, walk-in closet, and private balcony. The finished lower level includes a wine cellar, home theater, recreation room, craft room, and cabana area. Outdoors, enjoy a heated gunite pool, vine-covered pergola, stone fireplace, multiple entertaining terraces, and a private par-three golf hole. A separate guest house with full bath and private drivewa

INVESTORS and OWNER-OCCUPANTS TAKE NOTICE! Opportunity knocks with this spacious Stamford two-family offering an impressive 5 bedrooms, 4 full baths and approximately 2,358 square feet of living space. With two separate living spaces, this property offers tremendous flexibility-ideal as an income-producing investment, an owner-occupied home where rental income can help offset expenses, or a multigenerational living arrangement. Inside, you'll find comfortable room sizes, plenty of natural light and versatile living areas. The inviting covered front porch adds charm and provides the perfect spot to sit and unwind. And don't overlook the generous backyard! There's plenty of outdoor space for entertaining, gardening, barbecues or simply relaxing, with mature landscaping providing a welcome sense of privacy. For investors, the combination of five bedrooms, four full baths, substantial living space and two units creates appealing rental possibilities in the Stamford market. For an owner-occ

Your own private oasis in a prime Midcountry location. 739 Lake Avenue blends peaceful private living with easy access to downtown and all that Greenwich has to offer. The classic colonial is set back on 2.3 acres. Inside, the layout flows effortlessly from room to room, ideal for both everyday living and entertaining. Five oversized bedrooms and five and a half baths provide comfortable, flexible space for the whole family, and every detail reflects timeless colonial charm paired with thoughtful livability. A home that has been meticulously cared for throughout the years while keeping gorgeous charm from moldings to archways. Step outside to your own private oasis: a sparkling pool and beautifully landscaped backyard made for long summer days, weekend gatherings, and quiet evenings at home. A cabana bath attached to the house makes pool days effortless, no tracking water through the home required. Just 10 minutes from downtown Greenwich, you get the best of both worlds: peaceful, priv

Welcome Home to this spotless Colonial nestled in the highly sought-after Springdale neighborhood! Ideally located just a short stroll to local restaurants, shopping, and the Metro-North train, this home offers the perfect combination of convenience and comfort. Step inside to discover beautifully refinished hardwood floors and a bright, freshly painted open-concept living and dining room with sliding glass doors leading to an expansive deck-perfect for entertaining or relaxing outdoors. All rooms have been freshly painted top to bottom, creating a crisp, move-in-ready feel throughout the entire home. The sunny kitchen features freshly painted cabinetry, plenty of counter and cabinet space and a charming solarium window that fills the room with natural light. A versatile main-level office, den, or fourth bedroom, along with a convenient half bath, completes the first floor. Upstairs, the spacious primary suite boasts two oversized double closets and a stunning, brand-new ensuite bath f

An extraordinary 268-acre legacy estate spanning the New York-Connecticut border, Hillandale offers unrivaled privacy and timeless grandeur. Once owned by the Sulzberger family of the New York Times, the 15,000+ sq ft, eight-bedroom European-inspired manor has been meticulously restored and features magnificent formal entertaining rooms, 11 fireplaces, two elevators, a paneled library, sun-filled conservatory, billiard room, sauna, gym and an Olympic-sized indoor pool with spa. There is also an outdoor pool with dedicated pool house. Vast, beautifully designed grounds showcase formal gardens, a private lake, woodland trails, a hedge maze and lighted tennis court. Four separate guest houses and a separate garage apartment on the property create a truly unparalleled private compound. This is a once in a generation offering for those seeking exceptional elegance and seclusion. Total Acreage 268+ acres: 173+ in Pound Ridge, New York, 95+ in Stamford, Connecticut

This recently updated Rare find offers an ideal opportunity for you to bring your in-laws! It's a large multi-family home with five or more bedrooms and two and a half bathrooms on each side. It also features gas boilers, updated electrical systems, and much more. The property requires a 24-hour notice

Exceptional custom-built residence in Greenwich's coveted Bailiwick Association, thoughtfully designed with the finest materials, craftsmanship and an effortless connection to the outdoors. Set on 1.4+ beautifully level acres, this 5,400+ SF transitional Colonial is filled with incredible natural light and offers seamless flow for everyday living and entertaining. A welcoming front porch opens to a dramatic double-height, front-to-back foyer. The elegant living and dining rooms feature beautiful millwork, soaring ceilings and walls of sliding glass doors opening to expansive decks and patios. At the heart of the home, a stunning chef's kitchen with double islands, Sub-Zero and Wolf appliances and butler's pantry anchors an expansive open living space with a sun-filled, vaulted breakfast area and family room. A first-floor ensuite bedroom with deck access, mudroom and two powder rooms complete the main level. Upstairs, the primary suite offers vaulted ceilings, a gas fireplace, two walk

HIGHEST and BEST: TUES, AUGUST 25TH AT 12PM* Welcome to this private North Stamford retreat set on 1.58 acres of beautiful, secluded property. This 4-bedroom Colonial offers spacious living areas and an impressive outdoor setting designed for relaxing and entertaining. A 30-foot sunroom with sliders opens to the expansive backyard and pool area. The heated gunite pool is the centerpiece of the property, featuring an expansive stone terrace and waterfall feature. Pool improvements include a new gunite floor and tile in 2021, plus a new filter and electrical box in 2025. The property also offers a pool cabana with electricity, whole-house generator, deer fencing, mature landscaping, and a newly paved and sealed driveway. Inside, the home offers a mix of classic character and updates, including renovated bathrooms, Anderson windows, French doors, updated well systems, and hardwood flooring. A rare 4-car garage setup includes two attached garages plus an oversized detached barn with heat a

Charm, character and modern convenience come together in this fully renovated 3-bedroom, 1.5-bath home in desirable Springdale. Rebuilt from the studs in 2020 with new materials throughout, this home offers the feel of a newer home while maintaining timeless character. All-new high-efficiency mechanicals, gas-fueled central heating and hydro air cooling add comfort and efficiency. Hardwood floors flow throughout the inviting open floor plan, connecting the kitchen, dining and living areas. The beautifully updated kitchen features crisp white cabinetry, granite countertops and stainless steel appliances. The light-filled primary bedroom offers two closets, while the second bedroom features a beautiful bay window. The third bedroom provides flexible space for a home office, guest room or additional living area. An updated mudroom connects to the large one-car garage. Enjoy the backyard patio with firepit-perfect for summer BBQs and outdoor entertaining. A large, flat driveway provides am

Located in a cul de sac near schools, shopping and downtown Stamford, the expansive and flexible floor plan of this 3216 sf ranch home boasts 4-5 bedrooms, 4 full baths, and wood floors on the main level. The heart of the home is an updated chef's kitchen featuring quartz countertops and SS appliances with French doors out to the deck and a large family room. A highly flexible floor plan easily accommodates extended family or guests with convenient in-law suite options on the main or lower floors. Downstairs, the finished walk-out lower level expands your living space significantly offering a massive playroom, a dedicated workout area, an office/den (or potential 5th bedroom), a workshop and a separate storage room. Step outside to your private retreat, complete with a fenced-in area. Boasting solar panels and an EV charger, this turnkey gem is ready for you to create a lifetime of memories!

Welcome home to 19 Crestview Avenue - a classic colonial blending timeless architectural charm with modern comfort in one of Stamford's most desirable neighborhoods. Set on two lots, this home offers over 2,826 square feet of light-filled living space, with warm, inviting interiors featuring gleaming hardwood floors and a cozy fireplace - perfect for everyday living and easy entertaining. The main level offers a seamless flow between the living, dining, and kitchen areas. Upstairs, you'll find three spacious bedrooms plus a finished loft that flexes as a fourth bedroom, along with two full and one half bath. Need extra room' The finished basement offers endless potential as a home gym, media room, or play area. Step outside to your ultimate summer retreat: a gorgeous, fully fenced-in in-ground pool tucked privately behind the house, surrounded by generous patio space for sunbathing and outdoor dining. A detached two-car garage and driveway provide ample off-street parking. Ideally situ

Located on a cul-de-sac in Stamford's Newfield neighborhood, this spacious home features hardwood floors throughout and a versatile layout designed for comfortable living and entertaining. The main level offers an open-concept living and dining room that flows into the eat-in kitchen, complete with stainless steel appliances, granite countertops, abundant storage and a breakfast nook overlooking the private backyard. A large, sun-filled family room with built-in speakers and adjoining recreation room provide additional living space with convenient access to the powder room, mudroom and attached garage. Upstairs, the spacious primary suite features a walk-in closet and an updated private bathroom with a double vanity, soaking tub and separate shower. Three additional bedrooms, a full bathroom and a conveniently located laundry room complete the upper level. The lower level offers flexible space ideal for a home gym or office, along with abundant storage and additional possibilities. The

Diamond in the rough. Harbor Point mixed use in need of minor upgrades to achieve a 125K NOI. 3 residential apartments, an office and 2 bay garage with loft for a total of 5 revenue streams. Walk to Koscuzo Park, Commons Park and all that Harbor Point has to offer. Nice back yard, Financials available upon request for qualified buyers

Welcome to 5 Brown Ave, Stamford, a spacious 3 bedroom, 1.5 bath townhouse-style condo with a functional two-level layout. The first floor offers a living room, dining area, kitchen, half bath and private terrace. Upstairs features 3 generously sized bedrooms and a full bath. A major bonus is the parking, this unit includes 2 deeded parking spaces plus access to 2 additional spaces, allowing parking for up to 4 cars. Pet friendly and conveniently located near shopping, dining, transportation and major roadways. Great opportunity for first-time buyers, owner occupants or investors. Come see the space, location and value this home has to offer

Private and serene, 58 Arrow Head Drive offers a rare combination of character, openness, and a spectacular North Stamford setting. Set high above a tranquil pond on two lush, wooded acres, this unique country home is surrounded by mature trees, beautiful gardens and exceptional privacy. A dramatic great room with hardwood flooring, skylights, and a magnificent stone fireplace anchors the home. It opens to the expansive kitchen, dining, and family room areas. The kitchen features custom pine cabinetry, serpentine marble and teak countertops, and two large islands. Jerum stone flooring extends throughout the kitchen, dining, and family room spaces. French doors lead to an oversized deck overlooking the parklike grounds. The home offers four bedrooms including a spacious primary suite with walk-in-closet and en-suite bath, two additional full baths, and a dramatic powder room. The lower levels feature a large rec room with fireplace, storage areas, an exterior plant room and a two-car ga

Storybook charm meets effortless living in this beautifully maintained Colonial, ideally situated behind a classic white picket fence on a level quarter-acre lot along a quiet cul-de-sac in desirable lower Newfield. Warm and inviting throughout, the home features a gracious formal living room centered around a wood-burning fireplace and an updated kitchen with Caesarstone countertops and a gas range. The kitchen flows seamlessly into the formal dining room, where sliders open to an expansive two-tier deck overlooking the private backyard-an exceptional setting for outdoor dining and summer entertaining, complete with an outdoor TV and a dedicated natural gas line for the grill, so you'll never have to refill a propane tank again. An oversized family room provides the perfect place to relax and unwind, while upstairs you'll find three comfortable bedrooms and a spacious, beautifully updated full bath. A walk-up attic offers abundant storage, complemented by a full unfinished basement an

Privately set on more than 6 extraordinary acres within the prestigious Khakum Wood Association, this award-winning estate offers distinction, privacy, and architectural excellence in an A+ location. Clad in limestone, fieldstone, and stucco and crowned by a graduated slate roof, the residence is defined by timeless elegance and exceptional quality. Bright interiors feature soaring ceilings, imported natural materials, and superb craftsmanship throughout, while a modern floor plan is designed for both entertaining and daily living. Stone terraces on every level overlook sweeping level lawns. Complete with a separate apartment for guests or staff, 7 garage bays, pool, and bocce court, this is unlike anything else on the market

Coastal Living Awaits! Don't let the exterior fool you-this freshly painted home is far larger than it appears from the curb! Located just steps down the street from Cove Island Beach Park, complete with walking trails, bike paths, and beaches, this property offers the ultimate coastal lifestyle. Enjoy your morning coffee or evening sunsets on the large front patio, which looks directly towards the water. The home includes 3 bright bedrooms on the main level and an additional private bedroom on the lower level. A surprising amount of interior living space across multiple levels. Superb. Probate. Sold in AS IS condition. Please do Due diligence

A rare offering indeed! Welcome to 4 Charcoal Lane, an unrivaled multi-generational estate mere minutes from top-rated schools, shopping, restaurants and all that Westport has to offer. Sited on 2 private acres, this extraordinary property offers panoramic views of a 7-acre nature preserve, affording permanent tranquility. The meticulous renovations center around a gracious farmhouse-style Colonial with stunning features and superior craftsmanship, plus a spectacular post-and-beam Party Barn. A gourmet chef's Kitchen is the heart of the main residence, featuring a 14-foot Calacatta marble island and a suite of professional-grade appliances with dual Family Room fireplaces nearby. The Living Room's unique tray ceiling was specially designed for a superior piano experience. Upstairs, the Primary Suite is highlighted by a gorgeous spa bath. The property's exceptional appeal is anchored by the Country Carpenters barn, connected by a breezeway w/barn doors that create an inviting welcome to

Beautifully renovated by the current owners, this 5 bedroom, 5 bath home features refinished hardwood floors throughout, a modern open floor plan with eat-in kitchen/dining that opens to a generous new deck overlooking the level yard, and a versatile main-floor bedroom with a full bathroom that adds flexibility for guests, family, or working from home. The 2nd floor offers 3 well-proportioned bedrooms (one en-suite) and a hall bathroom, a few steps up, a primary bedroom/primary bath, luxurious walk-in-closet, and ample storage. The walk-out Lower Level is fully finished with a playroom, rec room, full bath and den/gym, separate laundry room and lots of storage. Located in a quiet Old Greenwich neighborhood no car needed to get to Binney Park, Perrot Library, Metro North and OG Town

Timeless craftsmanship meets everyday comfort in this beautifully maintained Colonial, where rich architectural details set it apart. Exquisite millwork, custom paneling, refined wainscoting, and built-ins showcase the quality and character rarely found today. Sun-filled living and dining spaces, anchored by a wood-burning fireplace and gleaming hardwood floors, create a warm and inviting atmosphere. The thoughtfully updated kitchen blends style and function, while the finished lower level offers flexible living space. Outside, a welcoming front porch, white picket fence, and professionally landscaped grounds complete the home's exceptional curb appeal. All just moments from shopping, dining, Metro-North, and downtown Stamford

Highest and Best TUESDAY 8/18 12:00PM. Brand new, completed rock wall and beautiful new custom stone stairs leading up to a newly leveled backyard, creating an incredible outdoor space to enjoy.Nestled on one of Stamford's most desirable streets in one of its premier neighborhoods, this exceptional 4 bedroom, 3 full bath home is located on a quiet dead-end street and backs directly to Sterling Farms Golf Course, offering a private and picturesque setting. Completely rebuilt and expanded from the studs up, the home underwent a comprehensive renovation that transformed nearly every aspect of the property. The redesign included an addition featuring a bedroom over the garage, an expanded primary suite, dormers, a bonus room off the upstairs bedroom, laundry in LL and a welcoming front porch. Inside, the home showcases custom millwork, red oak hardwood floors, a designer kitchen w/ custom cabinetry, quartz countertops, and premium Thermador and Viking appliances. Additional highlights incl

Welcome to 83 Van Buskirk Avenue in Lexington Square, a desirable condominium community in Stamford's sought-after Cove neighborhood. This spacious 2-bedroom, 1.5-bath home offers 1,390 square feet on the first and second floors, plus approx. 458 sft of finished lower-level space. Freshly painted and move-in ready, this home offers a comfortable layout, exceptional storage and wonderful indoor-outdoor living. The first floor features an open-concept living and dining area with oak hardwood floors and sliding glass doors leading to a private deck. The eat-in kitchen offers custom wood cabinetry, granite countertops and a pantry closet, a convenient coat closet and half bath complete the first floor. Upstairs, the generous primary bedroom includes a walk-in closet, while the second bedroom offers two closets. The full bath features a jetted spa tub/shower with access from both the hall and primary bedroom. Two hall closets and attic storage provide additional space. The finished lower le

A rare opportunity to create something exceptional in coveted Shippan Point. 90 Rockledge Drive offers more than 2,150 square feet of existing living space, 3 bedrooms, 2 full baths, a fireplace and two-car garage-along with the increasingly uncommon chance to reimagine a home around your own vision. For the discerning buyer, the possibilities are compelling. Renovate the existing residence, undertake a sophisticated transformation, or explore the potential for a second-story expansion that could take greater advantage of the property's coastal setting and possible water views. Imagine a thoughtfully designed home with elevated interiors, expansive windows, beautifully conceived entertaining spaces and indoor-outdoor living-all tailored specifically to the way you want to live. This is an opportunity to begin with a desirable Shippan Point address and create a home that is distinctly your own. Surrounded by the character and coastal atmosphere that define Shippan Point, the property of

Whether you're looking for your first home, a renovation project, or your next investment opportunity, this charming 2-bedroom home is full of potential. Featuring hardwood floors, a cozy fireplace, and a spacious sunroom filled with natural light, the home offers a wonderful foundation to create something truly special. Additional highlights include a full basement, large attic for storage, attached garage, fully paid-for solar panels, and a newer gas boiler for added efficiency and peace of mind. Bring your imagination and transform this home into your dream residence, or take advantage of its excellent investment potential. Ideally located in a walkable neighborhood just steps from Glenbrook's shops, restaurants, and Metro-North train station, with quick access to I-95 (Exit 9), this home combines convenience, character, and opportunity in one desirable package. *HIGHEST AND BEST OFFERS DUE THURSDAY 8/6 AT 5PM

Exceptional Cos Cob location meets beautifully updated living at 88 Loughlin Avenue. Nestled on a tree-lined street in one of Cos Cob's most desirable neighborhoods, this home is moments from the train station, charming downtown, and Bruce Park, Cos Cob Park, and Loughlin Park. Semi-express Metro-North service to Grand Central can take under 50 minutes. Thoroughly updated, the home features a practically new kitchen, renovated bathrooms, patio, fencing, doors and windows, insulation, and numerous additional improvements, offering move-in-ready comfort with classic Cape Cod charm. The flexible four-bedroom, two-and-a-half-bath layout includes two bedrooms and a full bath on each of the main and second floors, plus a lower-level half bath. The main level features a living room with gas fireplace, dining room, updated kitchen, and a bedroom with sliding doors to the outdoor living area. Two generously sized bedrooms complete the second floor. Outdoor entertaining space, lower-level laundr

Welcome to this charming Cape nestled in Stamford's quiet sought-after Springdale neighborhood, near the Darien and New Canaan borders. Just minutes from Springdale Elementary School, approximately 1.1 miles from the Springdale train station, and within walking distance of Woodway Country Club, the home offers a convenient location with easy access to shopping, dining, major highways, and everything Stamford has to offer! Inside you'll find a flexible floor plan, beautiful hardwood floors, and thoughtful updates throughout. Enter through the enclosed front porch into a bright living room featuring French doors and recessed lighting! The remodeled kitchen includes granite countertops and stainless steel appliances. The main level offers a bedroom and full bathroom, with two additional bedrooms and a renovated full bathroom upstairs. Other upgrades include waterproofed basement and abundant storage and future possibilities. A Walk-out deck with additional space to entertain while overloo

Back on the market after receiving multiple offers, here is your second chance to make this beautifully remodeled In-Town Cape your own! Timeless charm meets exceptional craftsmanship in this turnkey 4 bedroom, 2 bath home with a thoughtfully designed open concept floor plan. The stunning designer kitchen is the heart of the home, featuring quartz countertops, a large center island, high end appliances, and abundant cabinetry, flowing effortlessly into the inviting living room with a striking fireplace finished in Tumble Natural Travertine Tuscany tile. Just off the kitchen, the spacious dining room features custom built-in cabinetry and a wine chiller, creating the perfect space for entertaining or everyday gatherings. A custom mudroom adds convenience, while two bedrooms and a beautifully renovated full bathroom complete the main level. Upstairs, you'll find a spacious primary bedroom, an additional bedroom, and a second full bathroom, offering a flexible layout for family, guests, o

Some properties simply need to be experienced in person, and 991 Lake Avenue is one of them. Set on four beautifully landscaped and exceptionally private acres, this distinctive European-inspired estate offers nearly 9,500 sq. ft. of gracious living and entertaining space. Dramatic beamed rooms, stone fireplaces and light-filled interiors give the home wonderful character, while French doors open to expansive terraces, formal gardens and a 40' x 20' pool and spa. Five bedrooms, a spacious game room and extensive office space provide exceptional flexibility. A rare Backcountry setting where privacy, scale and serenity come together, just five minutes from the Merritt Parkway with convenient access to all that Greenwich has to offer