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$1,600,000
4 Beds ⋅ 2 Baths ⋅ 24193539 MLS
105 Rose Lane blends classic charm with modern updates in a welcoming Darien neighborhood. This sun-filled 4-bedroom, 2-bath home features an open-concept first floor, an updated kitchen, and beautifully renovated bathrooms for a move-in ready experience. An additional living space offers flexibility for relaxing or entertaining, while the fantastic front porch is perfect for enjoying morning coffee or evening unwinding. Tucked on a quiet private road, the home offers a sense of privacy with a friendly, community feel. A finished basement provides space for a playroom, gym, or home office. Conveniently located just half a mile from the elementary school and close to Darien Commons for dining and shopping, with the train less than a mile away for an easy commute.

105 Rose Ln, Darien
$1,695,000
4 Beds ⋅ 3 Baths ⋅ 24192928 MLS
HIGHEST AND BEST BY 7/27 AT 5PM. Beautifully sited on a professionally landscaped corner lot, this turnkey home offers the perfect blend of comfort, flexibility, and convenience. The thoughtfully designed floor plan features four bedrooms and three updated full baths, including two spacious bedrooms and a renovated bath on the main level, plus two additional bedrooms upstairs with a large shared bath and a convenient second-floor laundry room. The exceptional fully permitted finished lower level expands the living space with a spa-inspired bath featuring heated floors, plus flexible areas for a home office, gym, playroom, media room, abundant storage, and a second laundry with oversized smart washer and dryer. Outside, mature landscaping, privacy fencing, irrigation, and a custom stone seating area create a private backyard retreat. Spend summer evenings gathered around the fire pit as professionally designed landscape lighting casts a warm glow across the property, creating the perfect setting for entertaining or unwinding at the end of the day. Extensively updated with a Navien tankless gas heating and hot water system, dual-zone central air, spray foam insulation, whole-house water softener and drinking water filtration systems, and updated mechanicals throughout. An attached two-car garage, natural gas, public water, and public sewer complete the package. Just moments from downtown Darien, the train, parks, shopping, and restaurants.

105 Holmes Ave, Darien
$1,395,000
3 Beds ⋅ 2 Baths ⋅ 24129833 MLS
Welcome to 36 Richmond Drive! Tucked into a great Darien neighborhood, this three-bedroom, two-bath ranch is close to everything, bike to Cherry Lawn Park, walk to local shops and restaurants, or hop on the train in minutes. The home sits on a level, corner lot of over half an acre, with stone patios, a built-in grill, and plenty of yard space for play and entertaining. Inside, you'll find a lower level that's perfect for hanging out, with a playroom, bar, and a cozy wood-burning stove. Whether you're ready to update and make it your own, or you're looking for a project with great potential, this home is a terrific opportunity. All in the award-winning Ox Ridge Blue Ribbon School district!

36 Richmond Dr, Darien
$4,450,000
5 Beds ⋅ 5 Baths ⋅ 24190513 MLS
Welcome to this classic Coastal Connecticut colonial, ideally situated in the coveted Tokeneke Association - offering space, comfort, and versatility for every member of the family. With 5 bedrooms - including a convenient first-floor guest suite and four bedrooms on the second level - this home is designed for gracious everyday living. The main floor features a formal living room, elegant dining room, casual dining area, and a spacious office, all flowing effortlessly together. The chef's kitchen opens to both casual dining and a warm, fireplace-lit gathering room, the heart of the home. A large mudroom with garage and back-entrance access, plus a separate laundry room, adds everyday ease. Retreat to the private primary suite, complete with an en-suite bath and two walk-in closets. The second floor also offers a second en-suite bedroom, two additional bedrooms sharing a beautifully renovated hall bath, a versatile sitting/work area, and abundant storage throughout. The finished basement boasts a spectacular wine room, that holds 1600 bottles, and casual sitting area - perfect for relaxing or entertaining. The attached garage holds two-cars plus, and a third bay is in the "barn" - a blank canvas ready to become a guest quarters, entertaining space, second-floor hangout, studio, or whatever you can imagination. Outside, unwind on the beautiful stone patio, set against an expansive, green yard. A rare opportunity in one of the most sought-after associations.

6 Searles Rd, Darien
$1,700,000
3 Beds ⋅ 3 Baths ⋅ 24191926 MLS
Nestled on a quiet, tree-lined lane in one of Darien's most desirable neighborhoods, this expanded cape offers the perfect blend of timeless charm, generous living space, & endless potential. A welcoming foyer leads to elegant formal living & dining rooms, where the inviting living room is anchored by a dramatic floor-to-ceiling stone fireplace, while the spectacular oversized family room impresses with soaring ceilings & walls of windows overlooking the private backyard. The kitchen features granite countertops, stainless steel appliances, & seamless access to an expansive deck designed for effortless indoor-outdoor entertaining. Step outside to a beautifully landscaped backyard framed by mature trees & exceptional privacy. The second level features a spacious primary bedroom with multiple walk-in closets & an adjoining oversized bonus room, offering the ideal space for a private home office, nursery, or the opportunity to create a luxurious primary suite. Two additional generously sized bedrooms & two full baths complete the upper level. The finished lower level provides flexibility with a spacious recreation room featuring a second stone fireplace, abundant storage, & unfinished space for future expansion. Perfectly positioned just moments from award-winning Darien schools, Woodland Park, Metro-North, dining, beaches, & major commuter routes, this exceptional home offers the ideal balance of privacy, convenience, & the quintessential Darien lifestyle.

12 Laurel Ln, Darien
$2,695,000
4 Beds ⋅ 4 Baths ⋅ 24190949 MLS
Set on one of Darien's most sought-after, multi-million dollar cul-de-sacs, this sprawling wood and brick ranch offers exceptional scale and endless potential for the discerning buyer, renovator, or builder. Positioned on a remarkably private 2.5 acre lot, abutting another 10+ acres of protected wetlands, the setting affords unmatched peace, natural beauty, and exclusivity. The interior boasts a versatile layout. The back of the home features expansive walls of glass, with a fully enclosed glass terrace, which creates a seamless visual connection to the serene, wooded surroundings. Highlights include 3 generously sized bedrooms, 3.5 baths, a sauna, a spacious living room anchored by a beautiful stone fireplace, a formal dining room, and a large eat-in kitchen, with a large breakfast area. Designed with an indoor-outdoor flow in mind, the substantial multi-purpose room anchoring one end of the house, can be used according to any family's needs: a playroom, family room, studio, in-law suite. With its sliding doors that open to the flagstone terrace and the private free-form pool, it shows the flexibility of the design. Whether remodeling, renovating, expanding, or building new, this is a special one-of-a-kind opportunity to create your dream in your new home. Agents please check confidential remarks.

18 Linda Ln, Darien
$3,900,000
5 Beds ⋅ 6 Baths ⋅ 24189523 MLS
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.

222 Brookside Rd, Darien
$3,950,000
4 Beds ⋅ 4 Baths ⋅ 24186583 MLS
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.

15 Wildcat Rd, Darien
$1,749,000
5 Beds ⋅ 4 Baths ⋅ 24184615 MLS
Spacious Colonial in the sought-after Hindley Elementary School district! Offering over 2500sf on the main and upper levels, this 5-bedroom, 3 full and 1 half bath home is designed for comfortable everyday living and entertaining. The oversized primary suite is complemented by generous living spaces, while 500sf finished lower level with wet bar provides an ideal recreation room, media room, home gym, or entertaining space. The eat-in kitchen opens to a large deck overlooking a private, fully fenced backyard-perfect for outdoor dining, children, pets, and summer gatherings. Enjoy the convenience of sidewalks leading to Darien's train station, downtown shops, restaurants, parks, beaches, and the Darien YMCA with beach view just across the street, offering competitive swimming and outstanding gymnastic programs, nursery school and activities for all ages. Public transportation is nearby, and quick access to I-95 makes commuting a breeze. Move right in and experience the exceptional convenience and lifestyle that Darien has to offer.

2435 Boston Post Rd, Darien
$12,995,000
5 Beds ⋅ 8 Baths ⋅ 24187039 MLS
This dramatic property offers 200 feet of waterfront frontage with your own private beach in the premier Long Neck Point area of Darien. Offering one acre of east facing views that can be enjoyed from most rooms in this spectacular home offering natural light throughout the day. Once owned by Christopher Plummer of The Sound of Music, the current owners have meticulously renovated and restored this cherished home with the renowned builders, Significant Homes and interior designer, Cindy Rinfret, Rinfret LLC. The architectural integrity has been preserved with comfort and quality for today's lifestyle. A world-class property.

209-209 Long Neck Point Rd, Darien
$1,249,000
2 Beds ⋅ 3 Baths ⋅ 24185967 MLS ⋅ Sedgwick Village At Darien BLDG.
Welcome to this beautifully renovated two-bedroom condo in one of Darien's most convenient locations. Just steps from Goodwives shopping center, the Metro-North train station, and the vibrant energy of downtown Darien, this home offers the perfect blend of modern comfort and walkable lifestyle. Pass through the private gate and be greeted by a serene personal courtyard and garden. A sliding glass door from the living area provides seamless access to this peaceful outdoor retreat-ideal for morning coffee, evening relaxation, or entertaining. The open-concept main level features a bright, updated kitchen that flows effortlessly into the dining and living areas. A cozy fireplace anchors the living room, creating a warm and inviting space for gatherings or quiet nights in. Upstairs, the primary suite impresses with dramatic vaulted ceilings and an enviable en-suite bathroom. Soak in the large soaking tub or enjoy the separate shower after a long day. A second en-suite bedroom and laundry is also located on this level. This turnkey condo is move-in ready with thoughtful updates throughout. Whether you're looking for an easy commute to New York City, a low-maintenance home base near shops and restaurants, or simply a stylish retreat in the heart of Darien, 4 Sedgwick Village Lane delivers

4 Sedgwick Village Ln Unit 4, Darien
$1,475,000
3 Beds ⋅ 3 Baths ⋅ 24184745 MLS
The one you've been waiting for! Rarely does a home offer the character of an established neighborhood with the quality and convenience of essentially brand-new construction. Completely renovated from top to bottom, this turnkey 3-bedroom, 2.5-bath home is perfect as a starter home, condo alternative, or right-sizing opportunity. Every detail from the designer kitchen and luxurious baths to the roof, windows, siding, and major mechanical systems has been replaced or upgraded, creating a home designed for effortless living. The inviting open floor plan seamlessly blends comfort and functionality. The professionally landscaped grounds and an oversized entertaining deck provide the perfect backdrop for summer gatherings, outdoor dining, and everyday enjoyment. Just moments from Darien's award-winning schools, Metro-North, Rowayton Village, Five Mile River, beaches, shops, and restaurants, this home is perfectly positioned to enjoy an effortless coastal lifestyle. Simply unpack and enjoy summer just minutes from the water.

7 Raymond Hts, Darien
$5,999,000
4 Beds ⋅ 6 Baths ⋅ 24164271 MLS
A rare opportunity to own a new construction home with Deeded Beach Rights on coveted Nearwater Lane in one of Darien's most desirable coastal neighborhoods. A seamless blend of sophisticated design, modern comfort, and coastal living. Moments from Weed Beach, downtown Darien, commuter rail service, and a Blue Ribbon elementary school. Designed for everyday living and entertaining, the home features soaring 10-12-foot ceilings, open-concept floor plan, and abundant natural light. Andersen A-Series windows, glass railings, refined finishes create bright, elegant living spaces. The bluestone patio provides an inviting outdoor retreat.The flexible layout includes four ensuite bedrooms, a luxurious primary suite featuring a spacious walk-in closet, spa-inspired bath, and private balcony with water views. A first-floor bedroom with private access and a finished lower level with a separate entrance offer versatility for guests, extended family, or a home office.At the heart of the home, a chef's kitchen is anchored by an oversized quartz island and appointed with Sub-Zero, Wolf, Cove, and Kohler fixtures. Additional highlights include second-floor laundry, a detached garage, pre-wired audio and security systems, underground utilities, whole-house generator connection, and modern mechanical systems.An exceptional opportunity to enjoy the convenience of new construction in one of Darien's premier locations. Deeded Noroton Bay Beach rights; buyers to verify.

142 Nearwater Ln, Darien
$3,850,000
6 Beds ⋅ 7 Baths ⋅ 24181525 MLS
Set on 2.9 private acres in one of Darien's most coveted locations, this exceptional 1937 residence seamlessly blends timeless architectural character with modern luxury. Encompassing approximately 5,700 square feet, the home offers six bedrooms, six full baths, and beautifully proportioned living spaces designed for both everyday living and elegant entertaining. A gracious foyer introduces sun-filled interiors featuring refined millwork, hardwood floors, and an effortless flow throughout. The thoughtfully designed floor plan includes formal and informal gathering spaces, a spacious chef's kitchen, and multiple rooms that overlook the property's picturesque grounds. Upstairs, the generous primary suite is complemented by well-appointed secondary bedrooms and baths, providing comfort and privacy for family and guests alike. Surrounded by mature landscaping and expansive lawns, the property offers a rare combination of estate-like privacy and convenience to town, train, schools, and beaches

30 Inwood Rd, Darien
$1,999,000
5 Beds ⋅ 4 Baths ⋅ 24181698 MLS
Perfectly positioned just steps from downtown Darien, the train station, schools, and the vibrant new Corbin District, this beautifully updated Colonial offers the ideal blend of convenience, charm, and move-in-ready living. Freshly painted throughout with newly refinished hardwood floors, this 5-bedroom, 3.5-bath home features generous living spaces including a formal living room, dining room, family room, rec room, and an open kitchen designed for both everyday living and entertaining. Set on .70 acres, the backyard is a true surprise, featuring an expansive multi-level deck ideal for outdoor dining, entertaining, and relaxing. Beyond the property lies an additional 1.19 acres of protected open space, creating a beautiful natural backdrop and an unexpected sense of space. Timeless curb appeal, abundant living space, and an unbeatable in-town location make this a truly exceptional opportunity. Walk to downtown Darien, the train station, schools, restaurants, and the vibrant new Corbin District while enjoying all the comfort and flexibility of a move-in-ready home.

93 West Ave, Darien
$5,997,000
6 Beds ⋅ 9 Baths ⋅ 24179917 MLS
Designed by custom home builder Vita Design, this exciting newly constructed modern residence is a refined architectural statement that balances scale and light, capturing direct 5 Mile River views and a connection to its natural surroundings. Finished across four levels, the home features dramatic 10- and 16-foot ceilings and a main level wrapped in floor-to-ceiling European-style windows filling the interior with natural light, creating seamless indoor-outdoor living. All living spaces are designed for flexibility and function. The kitchen showcases an oversized center island, Leicht mahogany cabinetry, Miele appliances, huge pantry and spacious dining area overlooking the river. The primary suite offers a private retreat with balcony, water views, lux bath and generous closets. All other bedrooms feature en-suite baths with high-end, individual finishes. Lower-level and third-floor bedrooms provide privacy and adaptable use. Outdoor living centers around the covered wrap around patio and heated pool with retractable cover, enhancing the home's resort-like feel. Additional amenities include home automation, mudroom, laundry room, and a fully finished lower level with large recreation / home gym space. An oversized three-car garage completes the home. Minutes to world class Darien, Rowayton, Long Island Sound, and easy access to New York City & New Haven by train or car. Coastal CT at its very best!

14 Five Mile River Rd, Darien
$2,395,000
4 Beds ⋅ 5 Baths ⋅ 24180522 MLS
Welcome to 85 Hecker Avenue, a stunning custom rebuild in the heart of Darien's coveted Noroton neighborhood, where modern luxury meets everyday convenience. Thoughtfully designed with 4 spacious bedrooms and 5 full bathrooms, this turnkey home features an open-concept floor plan centered around a beautifully appointed kitchen and inviting living spaces, along with a dedicated home office for today's flexible lifestyle. The finished walkout lower level offers exceptional bonus living space, perfect for entertaining, guests, a gym, or media room. Upstairs, the luxurious primary suite serves as a private retreat, while the additional bedrooms provide generous space and comfort. Step outside to your own resort-like setting featuring a covered patio with a fireplace, a private fire pit, and a picturesque waterfall, creating the ultimate backdrop for year-round entertaining and relaxation. Just minutes from the Noroton Heights train station, I-95, Darien Commons, Heights Crossing, Equinox, Sweetgreen, Gregorys Coffee, and some of Fairfield County's best shopping and dining, this exceptional home is also served by the highly sought-after Tokeneke Elementary School. A rare opportunity to enjoy brand-new construction quality, incredible outdoor living, and one of Darien's most desirable locations.

85 Hecker Ave, Darien
$9,250,000
6 Beds ⋅ 9 Baths ⋅ 24179744 MLS
Exceptional new construction estate by K&C Builders Inc., set on over 2.5 private acres on coveted Brookside Road. Offering approximately 11,000 SF across four finished levels, this stunning residence features 6 bedrooms, 8 full baths, and 1 half bath. Designed for elegant entertaining and everyday living, the home showcases a spectacular great room, gourmet chef's kitchen, private study, cabana-style room opening to the pool area, finished lower level, and finished attic. Premium Rhea European Windows flood the home with natural light while providing exceptional energy efficiency and modern sophistication. Extensive custom millwork, architectural ceiling details, designer lighting, detailed interior paneling, custom cabinetry, and bespoke finishes reflect the superior craftsmanship and attention to detail that define every K&C Builders project. The luxurious primary suite offers a spa-inspired bath and oversized custom walk-in closets. Outdoor amenities include professionally landscaped grounds, a resort-style pool, outdoor kitchen, and expansive entertaining spaces designed for seamless indoor-outdoor living. Ideally located minutes from downtown Darien, Metro-North, beaches, country clubs, and Darien schools, this extraordinary residence presents a rare opportunity to own a signature home built to the highest standards of quality, design, and craftsmanship.

175 Brookside Rd, Darien
$1,195,000
1 Beds ⋅ 1 Baths ⋅ 24177739 MLS ⋅ One Sedgewick Lofts BLDG.
Introducing One Sedgwick Lofts - a Boutique Collection of thoughtfully designed, one-of-a-kind condominium residences offering a fresh and refined approach to low-maintenance luxury living in the heart of Darien. Blending modern design with timeless sophistication, these residences are crafted for today's discerning buyer seeking both style and simplicity. Open-concept layouts, soaring ceilings, expansive windows, and abundant natural light create an airy, loft-inspired feel unlike anything else on the market. High-end finishes and curated details elevate every space, from sleek designer kitchens with premium appliances to spa-inspired baths and versatile living areas designed for effortless entertaining and everyday comfort. A signature feature of each home is the spacious covered terrace complete with a gas fireplace - creating a seamless indoor-outdoor living experience and a private retreat designed for year-round enjoyment. Perfectly suited for those looking to right-size without compromise, One Sedgwick Lofts offers a rare opportunity to enjoy new construction in one of Fairfield County's most desirable communities. Ideally located moments from Darien's vibrant town center, residents enjoy easy access to the train, restaurants, boutiques, and everyday conveniences - delivering the ultimate walkable lifestyle rarely found in Darien. Blending the energy of urban living with the relaxed elegance of coastal Connecticut. Estimated completion date December 2026.

1 Sedgwick Ave Unit 2-06, Darien
$2,950,000
2 Baths ⋅ 24177142 MLS
Elite Medical Asset in Gold Coast Location - High-Performing Triple NNN Lease with a Premium Healthcare Tenant. Secure an exceptional, hands-off commercial asset with 745 Boston Post Road Unit 1, a premier medical healthcare property located in the heart of Darien's highly coveted commercial corridor. Built in 2012, this modern facility represents a rare class of real estate, offering an institutional-grade healthcare footprint of a size that is nearly impossible to replicate. The property operates under a highly desirable Triple Net (NNN) lease structure, providing the landlord with ultimate operational peace of mind by passing through utilities, taxes, and maintenance costs directly to the occupant, leaving only insurance as your expense. Backed by an exceptionally strong, stable healthcare tenant, this asset yields a robust and dependable Net Operating Income (NOI), making it a cornerstone vehicle for wealth preservation and predictable, long-term cash flow. The building itself boasts an attractive, contemporary aesthetic with superior curb appeal and premier visibility along the bustling Boston Post Road corridor. Its strategic location commands a high-income demographic and offers roughly 11,300 cars passing per day, a statistic taken in 2023.

745 Boston Post Rd Unit 1, Darien
$1,695,000
4 Beds ⋅ 4 Baths ⋅ 24176255 MLS
Nestled on a quiet cul-de-sac in a convenient Darien location, this beautifully renovated and expanded Nantucket-style Cape offers timeless charm and exceptional functionality. Set on .46 landscaped acres, the light-filled home features an open-concept kitchen with updated appliances, gas fireplace, and spacious dining area flowing seamlessly into sun-filled living spaces and multiple stone patios designed for effortless indoor-outdoor entertaining. Thoughtfully designed for today's lifestyle, the home includes two potential primary suites, flexible living and work spaces, a spacious walk-out lower level, oversized two-car garage, and beautifully landscaped yard. Ideally located close to schools, town, train, and beaches, this special property combines warmth, character, and modern convenience.

28 East Ln, Darien
$5,895,000
5 Beds ⋅ 5 Baths ⋅ 24171365 MLS
Quietly iconic. Effortlessly cool. Live large without living complicated. This is the rare waterfront home that offers the lifestyle of a grand estate with the ease of a true lock-and-leave retreat. Set on just over an acre in the private Tokeneke Association it's designed for living well not maintaining endlessly. There are four private bedrooms in the main house and several places to lounge. Escape whenever you choose a weekend, a week, or all the days in between. Paddle over to Rowayton for lunch, entertain under the stars by the fire, or spend an afternoon with a great book by the pool. A private guest cottage with multiple sleep configurations offers family and friends their own retreat while preserving yours. Waterfront homes that live this effortlessly are incredibly rare. A manageable home, beautiful grounds, a dock, freeform pool, an abundant vegetable garden and even a chicken coop, all within the security of Tokeneke including optional home check-ins while you're away. Make coming and going completely carefree, an easy house, an extraordinary life.

13 Edgehill Dr, Darien
$3,649,000
5 Beds ⋅ 5 Baths ⋅ 24170829 MLS
Welcome to 20 Locust Hill Road, a stunning in-town, new construction opportunity in Darien, CT. This now completed modern colonial/farmhouse-style home, constructed by an experienced builder renowned for high-end residential properties throughout Fairfield County, offers 5 bedrooms, 4.5 bathrooms, and an expansive 4,897 square feet of living space. Situated on a generous .50 acre in-town lot, this home provides ample space for comfortable living and entertaining. Upon entering, you'll be greeted by the spacious layout, featuring a thoughtful floor plan with an abundance of natural light and high-end finishes. The main level boasts a chef's eat-in kitchen with top-of-the-line appliances, a welcoming family room, formal dining room and home office plus a convenient 3-car attached garage. Upstairs, the sumptuous primary bedroom suite with his & her walk-in closets, creates a serene retreat. 4 additional generously sized bedrooms, a bonus room and an oversized laundry room round out the two upper level offerings. A full basement and numerous closets on each level provide ample storage options. Located near the new Corbin Drive Downtown Darien Development, this home offers easy access to a range of amenities, including both town beaches. Don't miss the chance to make this exceptional property your own.

20 Locust Hill Rd, Darien
$2,525,000
8 Beds ⋅ 3 Baths ⋅ 24162337 MLS
Home with seasonal water views of Holly Pond. Present use: Boarding House. Sold "As Is".

2646 Boston Post Rd, Darien
$3,800,000
5 Beds ⋅ 6 Baths ⋅ 24144031 MLS
Exceptional NEW CONSTRUCTION - Walk to Town - Experience a thoughtfully designed home by V&A Construction, a highly regarded local builder known for exceptional craftsmanship. Just a short walk to town, shops, restaurants and the train, the location is as convenient as it is desirable. The home features handcrafted cabinetry and millwork, wide-plank white oak floors and high ceilings throughout. Imported European windows and doors not only add a beautiful architectural element, but make the home feel exceptionally quiet and comfortable. A welcoming foyer opens to living and dining rooms, a private home office and a designer kitchen with breakfast nook, premium appliances and a fully equipped butler's pantry. The kitchen flows directly into a spacious family room with a wood-burning fireplace, creating an easy, open layout for everyday living and entertaining. The expansive mudroom offers generous storage, connects to a back staircase and leads to a spacious lower level that can accommodate a gym, media room and game room. The second floor includes five generously sized bedrooms, highlighted by a primary suite with dual walk-in closets and a spa-like bath with premium fixtures. A large third-floor loft provides flexible space for a playroom, additional office or a relaxed retreat. This award-winning builder is dedicated to creating homes of the highest quality. Rarely offered and not to be missed.

72 Old Kings Hwy S, Darien
$8,495,000
9 Beds ⋅ 10 Baths ⋅ 24168537 MLS
Set within the coveted Tokeneke Association, 16 East Trail is a rare legacy property where architectural pedigree meets modern luxury. Originally built in 1908 as one of the enclave's earliest residences, the home reflects the timeless elegance of McKim, Mead & White and Delano & Aldrich-thoughtfully reimagined for today's living. A masterful renovation by architect Peter Pennoyer preserves the home's historic integrity while introducing refined, livable spaces. Interiors by acclaimed designer Katie Ridder bring a fresh yet classic sensibility, blending color, texture, and bespoke detail throughout. The main residence offers 7 bedrooms and 6 full baths, anchored by five fireplaces that add warmth and character across its gracious living spaces. A classic carriage house offers a fully equipped 2-bedroom, 1-bath guest residence with its own kitchen, providing exceptional flexibility-ideal for extended stays, in-law living, or a private home office retreat. The grounds, designed by renowned landscape architect Janice Parker, are a true highlight-lush, structured, and beautifully layered for year-round interest. An in-ground saltwater pool completes the estate-like setting, creating a private retreat perfect for both entertaining and quiet enjoyment. Rich in history and elevated by a world-class design team, 16 East Trail offers a rare opportunity to own a piece of Darien's architectural legacy-seamlessly tailored for modern living.

16 E Trail, Darien
$1,299,000
3 Beds ⋅ 2 Baths ⋅ 24166310 MLS
A rare opportunity to live, earn, or invest, all in one property! Stylishly renovated main residence paired with a fully renovated one bedroom cottage, creating a rare opportunity for supplemental income, multigenerational living, or a private home office. Both residences are currently leased below market rents, offering immediate upside for future income potential. Each home has been updated to provide comfortable, easy living with layouts that suit today's lifestyle, while maintaining separation and privacy between the two residences. Whether you are looking to live in one residence while generating income from the other, accommodate extended family, or secure a property with long term investment potential, this unique offering delivers flexibility rarely found in today's market. Main house rent/$4050, Cottage rent/$3500

53 Maple St, Darien
$16,995,000
5 Beds ⋅ 8 Baths ⋅ 24166336 MLS
This dramatic property offers 200 feet of waterfront frontage with your own private beach in the premier Long Neck Point area of Darien. Offering two separately deeded parcels ( that create this magical estate to ensure the peace and tranquility of your own private oasis. East facing views are enjoyed from most rooms in this spectacular home offering natural light throughout the day. Once owned by Christopher Plummer of The Sound of Music, the current owners have meticulously renovated and restored this cherished home with the renowned builders, Significant Homes and interior designer, Cindy Rinfret, Rinfret LLC. The architectural integrity has been preserved with comfort and quality for today's lifestyle. A world-class property. Parcel IDs 61 10 (207) & 61 10-2 (209)

207-209 Long Neck Point Rd, Darien
$1,299,000
3 Beds ⋅ 2 Baths ⋅ 24166221 MLS
A rare opportunity to live, earn, or invest, all in one property! Stylishly renovated main residence paired with a fully renovated one bedroom cottage, creating a rare opportunity for supplemental income, multigenerational living, or a private home office. Both residences are currently leased below current market, offering immediate upside for future income potential. Each home has been updated to provide comfortable, easy living with layouts that suit today's lifestyle, while maintaining separation and privacy between the two residences. Whether you are looking to live in one residence while generating income from the other, accommodate extended family, or secure a property with long term investment potential, this unique offering delivers flexibility rarely found in today's market. Please note: The cottage has the heat pump for heating and cooling. Updated in 2020. The main house has the forced air oil heat and central air for heating and cooling. Updated in 2020.

53 Maple St, Darien
$7,900,000
7 Beds ⋅ 9 Baths ⋅ 24165104 MLS
Introducing a one-of-a-kind gem in Darien: the historic Eliaseph Whitney House, originally built in 1770, nestled on an expansive 4.12-acre parcel- one of the largest of its kind in town. This iconic property effortlessly blends centuries-old charm with modern-day functionality. Step inside to discover timeless details like wood-beamed ceilings and floors, multiple fireplaces, a cozy den and library, all complemented by bright, open living spaces with a kitchen family room space built for today's lifestyle. Two garage spaces offer room for six cars and incredible storage. The surprises don't stop indoors-step outside into meticulously maintained grounds showcasing a gorgeous pool, landscaping, split rail fences, and charming stone walls that evoke a sense of storybook elegance. A sprawling, incredible field offers endless opportunities for recreation or relaxation, and the potential to divide the property into two lots opens the door to even more possibilities. Adding to the allure is a stunning barn-style guest house, built in 2008, offering two bedrooms and endless possibilities. Whether it's a private retreat for guests, a party barn, or a multi-generational living space, this addition enhances the property's versatility. This is more than a home - it's a rare opportunity to own a piece of Darien's history, surrounded by natural beauty, modern comforts, and limitless potential. A true treasure, this iconic home is a generational opportunity awaiting you!

246 Brookside Rd, Darien

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