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207-209 Long Neck Point Rd, 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
155 Long Neck Point Rd, Darien
$16,495,000
10 Beds ⋅ 12 Baths ⋅ 24186570 MLS
Set on 2.93 private acres along coveted Long Neck Point, this extraordinary waterfront Colonial offers a rare combination of sweeping water views, privacy, and direct access to the water. Spanning more than 10,000 square feet, the residence is designed to embrace its spectacular setting, with expansive living spaces and breathtaking vistas from nearly every room. The eight-bedroom main residence features seven full and three half baths, eight fireplaces, and an effortless flow between gracious entertaining spaces and comfortable everyday living. A pool and private dock extend the experience outdoors, creating an idyllic setting for waterfront living and entertaining. A charming two-bedroom, two-bath guest cottage offers additional space and privacy for family and guests. Distinguished by its scale, setting, and direct water access, this remarkable Long Neck Point estate offers a rare opportunity to experience the quintessential coastal lifestyle.

155 Long Neck Point Rd, Darien
209-209 Long Neck Point 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
175 Brookside Rd, Darien
$8,750,000
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
3 Coves End Rd, Darien
$7,995,000
5 Beds ⋅ 7 Baths ⋅ 24212593 MLS
Set on a protected cove that never goes to mud flats even at low tide, 3 Coves End Road started as a Colonial built in 1912, now completely reimagined as a stunning light-filled contemporary home on a quiet no-outlet street. Long water views and abundant sunlight from every side define the house, with custom French doors opening to multiple decks. The custom kitchen is built for serious cooking and entertaining: wood beams, three sinks including one in the island, Wolf 6-burner cooktop, two Wolf convection wall ovens, two Miele dishwashers and two Sub-Zero refrigerators, plus an oversized mudroom and a Butler's Pantry w/ a 100+ bottle Sub-Zero wine cooler. Formal dining room, study/office w/ French doors, four fireplaces, 9.5 ft first-floor ceilings and new wide-board oak floors. Five bedrooms, each w/ its own bath, and all bedrooms enjoy spectacular water views. The primary suite offers a sitting room w/ fireplace, a wall of windows, a private balcony, two full baths and a large walk-in closet. Professionally landscaped grounds, new stone driveway, kayak/canoe launch dock, 3-car detached garage w/ EV charger, lifetime zinc roof on house and garage, unseen solar panels and a full-house generator. A rare waterfront offering in the historic Tokeneke Park that pairs historic character w/ modern living, within an hour from Manhattan.

3 Coves End Rd, Darien
246 Brookside Rd, 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
460 Middlesex Rd, Darien
$6,995,000
5 Beds ⋅ 8 Baths ⋅ 24200463 MLS
New Construction by noted developer Ritzzo Development. This striking Contemporary Colonial offers 10,000 SF of elevated living on three finished floors. Set on two manicured acres with a heated saltwater pool and built-in BBQ, this house boasts extensive 2026 improvements - including new paint, refinished wide-plank white oak floors, new trim, updated AV, a whole-house generator, and a fully reimagined lower level. Inside, extra high ceilings, custom millwork, and luxurious finishes define every room. The open-plan chef's kitchen features a marble waterfall island and flows into a sun-filled breakfast room + formal living room. A dramatic great room boasts a wet bar, a vaulted beamed ceiling and double-height fireplace. Stylish formal rooms, a butler's pantry, pool cabana room and a private office with powder complete the main level. The primary suite is a true retreat - featuring a fireplace, private deck, and lavish bath. The fun filled lower level offers a bar and sitting room, media room, gym, sauna, full bath and steam room. A rare offering. Available for rent.

460 Middlesex Rd, Darien
451 Mansfield Ave, Darien
$6,985,000
7 Beds ⋅ 11 Baths ⋅ 24213571 MLS
Set back from the road on 2.7 beautifully landscaped acres, 451 Mansfield Avenue offers the privacy, grandeur, and distinctive character of a true country estate. A sweeping circular drive introduces a grand residence distinguished by its striking stone facade and timeless architectural detailing, a substantial two-story guest house, and a magnificent outdoor setting centered around a 24' x 48' infinity-edge pool. Extensive custom stonework, elegant terraces, and lush grounds enhance the property's distinctive estate-like character. Extensively renovated in 2026, the residence features all- new mechanical systems, new windows, and thoughtfully redesigned interiors. Blending timeless architectural elegance with sophisticated contemporary luxury, the home offers approximately 9,000 square feet of finished living space, including a light-filled 1,600-square-foot walk-out lower level. Inside, a graceful, curved staircase rises from the herringbone-floored foyer, introducing beautifully proportioned rooms, distinctive millwork, and refined architectural detailing. Formal living and dining rooms, each with a custom marble fireplace, provide gracious entertaining spaces, while a richly paneled library with coffered ceiling and fireplace offers a distinguished private study.

451 Mansfield Ave, Darien
67 Peach Hill Rd, Darien
$5,995,000
6 Beds ⋅ 9 Baths ⋅ 24191678 MLS
Privately set on 2.15 beautifully landscaped, park-like acres just minutes from town, this exceptional six-bedroom residence offers a rare blend of timeless elegance, everyday comfort, and complete privacy. Thoughtfully designed for the way people truly live, the home is filled with light, gracious proportions, and inviting spaces that welcome both intimate gatherings and memorable celebrations. The heart of the home is a beautifully appointed chef's kitchen with a sunlit breakfast area that opens seamlessly to the spacious family room, where French doors invite you outdoors to expansive lawns and peaceful sunsets. Formal living and dining rooms provide the perfect backdrop for entertaining, while a butler's pantry and generous mudroom bring effortless function to everyday life. The tranquil primary suite is a retreat of its own, featuring a cozy fireplace, a private balcony overlooking the grounds, and a luxurious spa-inspired bath. Five additional en suite bedrooms offer exceptional comfort and privacy for family and guests. A finished third level provides a flexible bedroom and bonus space ideal for a home office, playroom, or creative studio, while the expansive lower level offers endless possibilities for recreation, fitness, media, or entertaining. Outside, sweeping lawns, mature landscaping, and exceptional privacy create a setting that feels worlds away, yet is only moments from town, schools, and everything Darien has to offer.

67 Peach Hill Rd, Darien
237 Tokeneke Rd, Darien
$5,650,000
6 Beds ⋅ 6 Baths ⋅ 24210704 MLS
A rare opportunity for high-end new construction in the Tokeneke School district, 237 Tokeneke Road features a custom design by the immensely talented Nick Demaio of Demaio Design Group. Set on an exceptionally private, elevated lot, the home offers four floors of light-filled living with a thoughtful, functional layout. A grand foyer opens to a direct sightline into the expansive chef's kitchen. To the left of the entry is a cozy living room that flows into the formal dining room and ultimately back to the kitchen, creating an effortless connection for entertaining. A bar and butler's pantry complement the kitchen/ dining room spaces. A very large family room and dedicated office (one of two in the home) complete the main floor. There are 4 bedrooms on the second floor, including a primary suite with a spacious private bath and his and hers walk-in closets. The second bedroom has a private en suite bath, and the remaining 2 bedrooms sharing a Jack-and-Jill bath. The third floor offers flexible space, customizable based on your needs; the current design plan has a bedroom, full bath and second office space. The lower level is not to be missed. There is a 2 car garage with direct access to a very large mudroom, a guest bedroom and full bathroom, and large recreation room. Private, bright and beautifully designed, this custom home pairs generous living spaces with versatility on every level.

237 Tokeneke Rd, Darien
6 Berry Ln, Darien
$5,025,000
6 Beds ⋅ 3 Baths ⋅ 24213301 MLS
There is a rare kind of magic when classic architecture meets a modern, artistic eye. Privately tucked at the end of a quiet cul-de-sac in Tokeneke School District. This stunning six-bedroom center-hall Colonial is surrounded by extraordinary grounds reminiscent of a private botanical garden. Mature specimen trees, sculpted greenery, flowering perennials and winding bluestone pathways create a breathtaking landscape in every season. Inside, sophisticated interiors blend timeless elegance with modern style. Sun-filled rooms, oversized windows, bespoke finishes and designer outdoor lighting frame spectacular garden views throughout. A beautifully remodeled eat-in kitchen serves as the heart of the home, flowing effortlessly into gracious living and entertaining spaces. Outdoors, an infinity-edge gunite pool and spa take center stage, surrounded by expansive bluestone terraces for dining, lounging and entertaining. A dedicated fire pit gathering area adds another enchanting dimension to this remarkable setting. Lush, mature landscaping provides exceptional privacy, creating a true resort-like retreat. Steps from Five Mile River, Rowayton and coastal Darien, this extraordinary property offers the perfect marriage of classic architecture, sophisticated design and unforgettable indoor-outdoor living. An exceptional property with the added luxury of flexibility, offering generous possibilities for future expansion.

6 Berry Ln, Darien
8 Bouton Ln, Darien
$4,995,000
6 Beds ⋅ 6 Baths ⋅ 24212918 MLS
Experience the pinnacle of modern luxury at 8 Bouton Lane, a masterful new construction that sets a new benchmark for craftsmanship in Darien. Every inch of this residence reflects an uncompromising commitment to quality, from the soaring nine-foot ceilings on the main level to the intricate millwork and exquisite waist-high paneling that graces the formal dining and living rooms. At the heart of the home, a chef's dream kitchen awaits, equipped with top of the line appliances, centered around an expansive island w/ample seating. The open flow leads seamlessly into inviting spaces anchored by a fireplace in both the living and family rooms, perfect for sophisticated entertaining. The second floor is a sanctuary of comfort, headlined by a sumptuous primary suite. This retreat features a dramatic tray ceiling in primary bath, a private sitting area w/its own gas starter fireplace, dual walk-in closets and floor-to-ceiling wainscoting. The 4 additional spacious bedrooms on this level share two thoughtfully designed Jack&Jill baths. The finished 3rd level, not to be missed, has two rooms with vaulted ceilings, skylights, custom shiplap walls, and a full bath. This flex space can be the 6th bedroom, home office, or any customized use. Not to be outdone, the finished lower level offers nearly 1,000 sq ft featuring a elegant tray ceiling, side paneling, a walk-in cedar closet, and convenient walk-out access. Outside, the large, private bluestone patio provides a serene setting for

8 Bouton Ln, Darien
12 Seagate Rd, Darien
$4,725,000
6 Beds ⋅ 7 Baths ⋅ 24210974 MLS
Custom crafted by Fox Hill Builders in 2017, this exceptional home combines impeccable quality craftsmanship, generous proportions and a light-filled, open floor plan designed for modern living. Expansive windows and glass doors bring abundant natural light throughout while creating a seamless connection to outdoor spaces and water views. At the heart of the home, the impressive great room opens to the rolling front lawn overlooking the water, while additional glass doors lead to a private covered deck and expansive patio surrounded by mature privacy plantings-ideal for everyday living and entertaining. The gracious primary suite features spectacular water views, a private balcony and two walk-in closets. Four additional bedrooms, each with a private bath and walk-in closet, plus a dedicated office complete the second floor. The third floor offers a private suite with oversized bedroom, bonus room, full bath, balcony and water views. The finished lower level provides flexible space for a media center, play area and gym, plus a full bath. Enjoy a private mooring, walk to nearby beaches, restaurants and Blue Ribbon award winning Hindley Elementary School. Come experience the highly sought-after Seagate Association-a vibrant neighborhood community in one of Darien's most desirable coastal settings.

12 Seagate Rd, Darien
61 Five Mile River Rd, Darien
$4,495,000
4 Beds ⋅ 3 Baths ⋅ 24196499 MLS
Rare opportunity to experience waterfront living at its finest. Perfectly positioned on the picturesque Five Mile River with 240 feet of direct water frontage, this exceptional shingle-style residence offers panoramic water views, an all-tide dock, & direct access to Long Island Sound for boating, paddleboarding, kayaking, fishing, and waterfront entertaining. Designed to embrace its setting, the turnkey 4-bedroom, 3-bath home features a light-filled floor plan with vaulted ceilings, a chef's kitchen appointed with a new Sub-Zero refrigerator, Wolf oven, and gas cooktop, and seamless indoor-outdoor living extending to a private, enclosed waterfront yard, perfect for entertaining or enjoying sunrises over the harbor. Equipped with a full-house generator, underground irrigation, and abundant storage. Ideally located within walking distance of Rowayton Village, Metro-North, and the scenic roads of Tokeneke, this exceptional home offers the best of Fairfield County's coastal lifestyle. Spend your days enjoying Darien's beaches, charming cafes, boutique shops, and local restaurants, while taking advantage of a direct commute to Manhattan, less than an hour away. Combining an all-tide dock, expansive water frontage, and unparalleled access to both nature and amenities, this is a rare offering in one of Fairfield County's most coveted coastal communities. The listing agent can secure your private appointment. Available to move in immediately (before closing).

61 Five Mile River Rd, Darien
20 Marianne Rd, Darien
$4,199,000
5 Beds ⋅ 8 Baths ⋅ 24082353 MLS
New construction from foundation up and ready for 2026! On a coveted Darien cul-de-sac, this modern colonial boasts 6500sf of elegance and comfort. Step through the welcoming foyer, complete with a coat room and powder room, and into a spacious, light-flooded living room, perfect for gatherings that stretch into the evening. The custom kitchen is a true centerpiece, with a grand stone island, Thermador appliances, an oversized range, and abundant cabinetry. Surrounded by windows, the sunlit breakfast room flows effortlessly to the kitchen/great room, where a gas fireplace and beamed ceiling create warmth and character and flow out to an huge deck overlooking 1.2 private acres. A first-floor office with full bath offers flexibility for work, guests, or a quiet retreat. Everyday ease continues with a mudroom, half bath with stunning, floating quartz vanity, and an attached two-car garage. Upstairs, the primary suite is a serene escape with vaulted ceilings, a walk-in closet, and a private balcony overlooking the lush and private yard. Three additional en-suite bedrooms each feature custom walk-in closets, blending function with elegance. The partially finished third floor and lower level invite endless possibilities - a home gym, playroom, creative spaces, etc. This home has privacy and space for all and is only minutes from town, shops, the beach, golf, the train and all amenities. A new home for the new year!

20 Marianne Rd, Darien
74 Long Neck Point Rd, Darien
$3,995,000
6 Beds ⋅ 8 Baths ⋅ 24209556 MLS
Opportunities to build fresh on Long Neck Point are vanishingly rare, making this lush, one-acre parcel a true crown jewel in Darien's most prestigious enclave. This isn't just a piece of land; it's a seamless path to an extraordinary lifestyle. If you've been dreaming of a bespoke estate but dread the years of red tape, your solution has arrived. The property comes with preapproved architectural plans for a stunning Center Hall Colonial. The design features 7,500 square feet of sophisticated living space across the first and second floors alone, with additional square footage thoughtfully planned for both the third floor and the expansive basement level. Imagine sweeping interiors and a layout that flows effortlessly from one sun-drenched room to the next. With all permits in place and a premier builder ready to break ground, you can bypass the typical delays and start construction immediately. The lot itself is absolutely gorgeous, offering a level, expansive canvas that invites creative landscape design. Elevating this opportunity even further is the exclusive inclusion of waterfront access. A shared dock is currently being built for the four properties in this enclave, reachable via a dedicated pathway that leads directly to the water at Pear Tree Point Road. It is the ultimate amenity for those who wish to embrace the coastal lifestyle. This is a rare invitation to secure a foothold in a legendary location without the wait.

74 Long Neck Point Rd, Darien
74 Long Neck Point Rd, Darien
$3,995,000
24209317 MLS
Opportunities to build fresh on Long Neck Point are vanishingly rare, making this lush, one-acre parcel a true crown jewel in Darien's most prestigious enclave. This isn't just a piece of land; it's a seamless path to an extraordinary lifestyle. If you've been dreaming of a bespoke estate but dread the years of red tape, your solution has arrived. The property comes with preapproved architectural plans for a stunning Center Hall Colonial. The design features 7,500 square feet of sophisticated living space across the first and second floors alone, with additional square footage thoughtfully planned for both the third floor and the expansive basement level. Imagine sweeping interiors and a layout that flows effortlessly from one sun-drenched room to the next. With all permits in place and a premier builder ready to break ground, you can bypass the typical delays and start construction immediately. The lot itself is absolutely gorgeous, offering a level, expansive canvas that invites creative landscape design. Elevating this opportunity even further is the exclusive inclusion of waterfront access. A shared dock is currently being built for the four properties in this enclave, reachable via a dedicated pathway that leads directly to the water at Pear Tree Point Road. It is the ultimate amenity for those who wish to embrace the coastal lifestyle. This is a rare invitation to secure a foothold in a legendary location without the wait.

74 Long Neck Point Rd, Darien
15 Wildcat Rd, Darien
$3,850,000
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
5 Cross Rd, Darien
$3,795,000
4 Beds ⋅ 5 Baths ⋅ 24210059 MLS
Set within Darien's coveted private Tokeneke Association, 5 Cross Road is a quintessential stone Colonial gracefully positioned on a private .70 acre property. Timeless architectural character, exceptional privacy, and inviting living spaces define this distinctive residence in one of the town's most sought-after coastal neighborhoods.The thoughtfully updated kitchen serves as the heart of the home, while an extraordinary family room with soaring ceilings and abundant natural light offers a dramatic yet welcoming setting for everyday living and entertaining. A desirable first-floor primary suite provides comfort and convenience, creating an ideal layout for modern living. Classic details and generous rooms throughout complement the home's enduring stone facade and beautifully secluded grounds. Enjoy the rare combination of a tranquil residential setting, private association lifestyle, and convenient access to Darien's village, schools, train, beaches, and waterfront. A special Tokeneke offering where classic New England charm meets effortless, refined living.

5 Cross Rd, Darien
700 Hollow Tree Ridge Rd, Darien
$3,699,500
5 Beds ⋅ 6 Baths ⋅ 24198712 MLS
A private country estate with exceptional proximity to New York City, this Georgian Revival Colonial on nearly two acres combines timeless architecture with extensive renovation and expansion. Surrounded by mature specimen trees, expansive lawns and gardens, the property overlooks a tranquil pond and fountain, bordering Land trust woods, creating a feeling of a serenity and nature. The beautifully proportioned interiors of more than 5000 square feet, feature herringbone and hardwood floors, 9 foot first floor ceilings and floor to ceiling windows that open to the huge back terraces overlooking pond. Formal living and dining rooms flow naturally to comfortable family spaces with custom kitchen opening to sun filled family room with terrace and leads up to a huge playroom and 4 bedroom wing, with a separate entrance gym on main floor. A gracious primary wing with fabulous views houses his and her bathrooms, a huge his/her walk-in closet and office. A rare opportunity to own a residence where architectural distinction, privacy and extraordinary grounds come together in an exceptional setting in this coastal community roughly 40 miles to Manhattan, with great schools, two beautiful public beaches, new waterfront park and newly developed downtown.

700 Hollow Tree Ridge Rd, Darien
222 Brookside Rd, Darien
$3,695,000
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
18 Bates Farm Ln, Darien
$3,600,000
5 Beds ⋅ 5 Baths ⋅ 24182550 MLS
Welcome to this beautifully maintained 1994 Colonial, perfectly situated on a premier, flat, dry acre at the end of a quiet, Private Cul-de-Sac. The experience begins the moment you turn down the picturesque driveway, offering a beautiful approach and an immediate sense of privacy upon arrival. Boasting 4,423 square feet of above-grade living space, this home is bathed in incredible natural light throughout. The thoughtfully designed layout features 5 spacious bedrooms and 4.5 well-appointed baths, offering plenty of room for family and guests alike. The heart of the home provides a seamless flow and an incredible space for entertaining friends and family, whether hosting formal dinners or casual weekend gatherings. A massive, versatile bonus recreation room sits privately over the 3-car garage-perfect for a playroom, media center, home gym, or an expansive home office. Step outside to enjoy the sprawling, level backyard, a rare find that offers endless possibilities for outdoor fun, gardening, or relaxation. Impeccably cared for - freshly painted inside and out and ready for its next chapter, this exceptional Darien property is just waiting for its new owners to move in and start making memories. Turnkey convenience meets timeless elegance in an unbeatable location!

18 Bates Farm Ln, Darien
20 Locust Hill Rd, Darien
$3,249,000
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
745 Boston Post Rd Unit 1, Darien
$2,750,000
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
53 Country Club Rd, Darien
$2,699,000
5 Beds ⋅ 5 Baths ⋅ 24210093 MLS
In Darien, Connecticut, this gracious colonial is a rare combination of space, light, location and value! Beautifully updated and impeccably maintained, this 5-bedroom, 4.5-bath Colonial offers over 5,000 sq. ft. of gracious living on a welcoming Darien cul-de-sac. High ceilings and abundant natural light create a wonderful sense of openness throughout. The remodeled eat-in kitchen flows seamlessly into a spectacular sun-filled, eating area, two-story family room with soaring vaulted ceilings, built-ins, and fireplace. The spacious first floor also offers formal living and dining rooms, a private home office, and bonus/playroom with fireplace. Upstairs are 5 generously sized bedrooms, 3 full baths and an oversized laundry room. The fully finished lower level adds another 1,000+ sq. ft, with a full bath, mudroom, abundant storage and flexible space for a possible 6th bedroom, gym or recreation room. Enjoy a friendly, welcoming neighborhood, where all play safely outside and neighbors gather and support one another. Ideally located with easy access to the Talmadge Hill train station, Merritt Parkway, and the shopping, dining and conveniences of Darien, New Canaan, Glenbrook, Springdale and Stamford. An extraordinary opportunity to enjoy the space, comfort, and lifestyle of a substantial Darien home, at a truly compelling value, increasingly difficult to find in Darien today, particularly in the sought-after Ox Ridge School District! Agents, please see confidential remarks.

53 Country Club Rd, Darien
41 Sedgwick Ave, Darien
$2,695,000
3 Beds ⋅ 4 Baths ⋅ 24207533 MLS
NEW CONSTRUCTION - one of a kind home offers the freedom and convenience of townhouse living without the shared walls and additional fees. Every inch of this 3,000 sq ft. beauty has been carefully considered and masterfully built with quality components and great detail. Gracious entry, floating oak shelves, SubZero and Wolf appliances, Boral siding, and Kallista fixtures are only some of the special features that one would find in a much larger, higher priced build. The entire house feels bright and fresh due to the oversized Baltic triple-paned windows. Stunning kitchen with oak island and waterfall breakfast bar opens to a separate dining area large enough to seat 8. Gas heat shift fireplace flanked by built-in shelves and window seat is the focal point of a beamed ceiling living room. A separate office with Klar glass doors and built-in desk/shelves/drawers makes working from home a pleasure. Magazine worthy Primary Suite with huge custom closet is completed by a luxurious bath with oversized shower, double vanity, make-up table and built-in linen armoire. Attached garage, mudroom, family room with sliders to private patio and plenty of parking for visitors are just a few more of the many conveniences this home offers. Sited to take in the natural beauty of Tilley Pond Park whenever possible, this in-town, walk to everything offering is perfect for anyone looking for carefree living at it's best! PLEASE NOTE: All measurements are approximate. Interior photos coming!

41 Sedgwick Ave, Darien
2646 Boston Post 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
71 Hale Ln Unit 71, Darien
$2,450,000
2 Beds ⋅ 3 Baths ⋅ 24200027 MLS ⋅ Middlesex Commons BLDG.
Location, Location, Location...in the heart of Downtown Darien, this Exceptional Corner-unit Townhouse offers unparalleled convenience & providing walkable access to premier dining, shopping, and the Darien Metro-North station. Recently and gorgeously remodeled to the Highest Standards, this residence encompasses over 2,000 square feet of sophisticated living space, featuring an expansive third-floor Den/Office, which can serve as a versatile 3rd-bedroom, with multiple walk-in closets and a "secret" feature. The Gourmet Kitchen is outfitted with top-tier Sub-Zero & Wolf appliances, including Induction Cooktop, while the Primary Suite boasts vaulted ceilings exceeding 14 feet and a spa-inspired bathroom complete with a soaking tub, large walk-in shower and linen closet. The home is enhanced by WAC recessed lighting throughout, central vacuum and ample custom storage solutions. Notably, this is the only unit within Middlesex Commons that features direct interior access to a private, 800+ square-foot basement with approx. 8-foot ceilings, further distinguishing this property as a rare find in the current market. Tucked away on a quiet private road, Middlesex Commons unfolds across 11 acres of meticulously manicured, park-like grounds. This premier community offers a true resort-style sanctuary, featuring a sparkling, heated saltwater pool and a fully equipped pool house. Elevating the residential experience, the charming HOA guest cottage serves as an exclusive, welcoming haven

71 Hale Ln Unit 71, Darien
9 Wilson Ridge Rd E, Darien
$1,895,000
4 Beds ⋅ 3 Baths ⋅ 24210698 MLS
Nestled at the end of a cul-de-sac in one of Darien's most desirable neighborhoods, 9 Wilson Ridge Road East offers a wonderful opportunity to create a home that's distinctly your own. This four bedroom two and a half bath home has a welcoming floor plan for today's lifestyle. The main level has a living room with a fireplace, a formal dining room and a spacious eat in kitchen with a generous family room. A separate Den offers a private space for work or relaxation while the Sunroom provides an inviting spot to relax and enjoy the outdoors. Upstairs the primary suite is joined by 3 additional bedrooms, hardwood floors throughout the home. A large unfinished basement offers exciting potential for additional living space. A two car attached garage adds everyday convenience. Set on a beautiful half acre lot, this home is just minutes from the Noroton Heights train station, Darien Commons, and Heights Crossing, with restaurants, cafes, shops and daily essentials close by. With its inviting setting and exceptional location, this is a rare opportunity!

9 Wilson Ridge Rd E, Darien
13 Chestnut St, Darien
$1,895,000
4 Beds ⋅ 3 Baths ⋅ 24206839 MLS
Charming bungalow-style home offering easy one-floor living, abundant natural light, high ceilings and character throughout. A welcoming front porch sets the tone, while freshly painted interiors provide a bright, fresh backdrop. The spacious great room features a striking stone fireplace, built-in bookcases and generous proportions for everyday living and entertaining. The kitchen enjoys views across the expansive, level backyard, and three bedrooms and two full baths complete the main level. The walk-out lower level adds exceptional flexibility with a family room featuring French doors opening directly to the patio, plus an additional bedroom and full bath. Turn-key and ready to enjoy today, the home also offers exciting expansion potential and flexibility to grow over time. A standout feature is the convenient location-just a short walk to Noroton Heights shopping, restaurants, amenities and train station, as well as Middlesex Middle School and Darien High School. An extensive network of neighborhood streets offers additional opportunities for walking and outdoor activity. A place to call HOME!

13 Chestnut St, Darien

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