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$1,200,000
3 Beds 2 Baths 24205494 MLS
Delightful cape style home offering effortless and modern upgrades on a private, fully fenced lot in prime Darien. Highlights include classic hardwood floors, a bright living room, a main-level bedroom, a den/office and two completely renovated full baths-one on each floor. The window lined dining room features a skylight and direct access to the deck which is perfect for entertaining. The second level boasts two flexible bedrooms with built-in storage and the second, completely renovated, full bath. The partially finished lower level offers a finished room which is currently used as a TV room, new washer and dryer, updated mechanicals, tankless hot water system and plenty of room for storage. This home is conveniently located minutes from downtown Darien, schools, restaurants and train stations.

145 West Ave, Darien

$3,595,000
3 Beds 5 Baths 24203056 MLS
Completely reimagined and renovated inside and out in 2023, 31 Hancock Lane is a remarkable English stone country residence where timeless architecture meets sophisticated modern living. Privately positioned on 1.5 beautifully landscaped acres, the property captures the romance and enduring character of a classic country estate while offering the refinement, comfort, and craftsmanship of a thoroughly renewed home. From the moment of arrival, the distinctive stone facade, cedar shingle roof, and mature, meticulously designed landscape establish an unmistakable sense of place. Inside, graciously scaled rooms unfold with a natural elegance, highlighted by handsome beamed ceilings, rich architectural detailing, and an inviting warmth throughout. The living room, centered around an impressive walk-in fireplace, flows effortlessly into the formal dining room, creating an ideal setting for both intimate occasions and grand entertaining. At the heart of the home, the beautifully appointed gourmet eat-in kitchen opens directly to a spectacular family room with vaulted ceilings and sweeping views of the park-like grounds. The main-level primary suite offers a private retreat, complete with his-and-her bathrooms and generous walk-in closets. Upstairs, two beautifully appointed en-suite bedrooms provide privacy and comfort for family and guests, while a versatile office or bonus room offers additional flexibility. A walk-up attic provides abundant storage and further potential.

31 Hancock Ln, Darien

$2,095,000
5 Beds 4 Baths 24201880 MLS
Turnkey living in the heart of Darien. Offering over 3,500 square feet of beautifully refreshed living space, this 5-bedroom Colonial combines generous proportions, exceptional outdoor space and one of Darien's most convenient locations, just steps from downtown's newest development and the train. Originally renovated and expanded in 2009 and thoughtfully improved ever since, the home underwent an extensive refresh in 2026 designed for effortless, move-in ready living. The expansive, open floor plan is anchored by an impressive great room and offers wonderful flexibility across four finished levels. Five bedrooms and 3.5 baths are complemented by finished third-floor bonus space and a versatile lower level currently configured as a mudroom, gym, and wine room. Outside is the home's unexpected showstopper. Set on a beautifully landscaped 0.40-acre property, the remarkably spacious and private backyard feels like its own retreat, complete with a stone patio, pool, and six-foot privacy fencing. An incredible amount of outdoor space for a home so close to the center of town. This is a rare opportunity to have it all: space, privacy, convenience, and truly turnkey living just a few minutes walk from all that downtown Darien has to offer.

103 West Ave, Darien

$2,195,000
4 Beds 4 Baths 24197727 MLS
Incredible opportunity to own a beautiful Nantucket-style colonial with four bedrooms, 3.5 baths, and more than 3,100 square feet of living space. This meticulously maintained home has fabulous curb appeal and is set on a beautifully landscaped, level lot in a prime Darien location. The first floor features 9-foot ceilings and easy flow, ideal for both everyday living and entertaining. Highlights include a gracious living room with built-ins, formal dining room, inviting eat-in kitchen, family room with fireplace, and convenient first-floor laundry. The second floor offers three bedrooms, including a primary suite with two walk-in closets and a recently renovated, generously sized bath. The third floor provides great flexibility, with a fourth bedroom, full bath, built-ins, and sitting area or office space, perfect for guests, home office, au pair, or private retreat. The finished lower level adds more versatility, with a playroom, abundant storage, and flex space for home office, gym or craft room. Outside, a lovely bluestone patio overlooks the lush, professionally landscaped backyard. A stunning hornbeam and arborvitae hedge frames the property, creating an exceptional sense of privacy and a beautiful backdrop for outdoor living. Ideally located just steps from the Noroton Heights train station, ballfields, playground, shops, restaurants, and vibrant new amenities of Darien Commons and Heights Crossing. This fabulous turnkey home truly checks all the boxes.

14 Edgerton St, Darien

$3,925,000
4 Beds 4 Baths 24204574 MLS
Welcome to 20 Lighthouse Way, where coming home means stepping straight into a waterfront lifestyle. With a private boat mooring and the Long Island Sound at your doorstep, the transition from the workday to the water is effortless. Launch a paddleboard for a sunset outing, hop in a kayak, take the boat out for a spontaneous cruise, or enjoy waterskiing-all from your own backyard. Here, the best part of the day may be what happens after you get home. The heart of the home is a newly renovated, crisp white kitchen that flows effortlessly into a sun-drenched dining area and spacious family room centered around a cozy fireplace. Whether hosting a summer soiree or enjoying a quiet morning coffee, the open floor plan feels airy and intuitive. For those who need space to spread out, the first floor is versatile, featuring a bright living room with fireplace, dedicated office, oversized playroom, and functional mudroom with ample storage to keep coastal life organized. Upstairs, the primary suite and a second bedroom offer breathtaking water views, serving as private sanctuaries to watch the sun sparkle on the water. With four bedrooms and three updated baths, there is ample space, plus the flexibility to easily convert back to a five-bedroom layout. Outdoor living is elevated here-literally. Expansive decks on both levels overlook the water, providing the ultimate backdrop for alfresco dining and family gatherings.

20 Lighthouse Way, 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

$1,595,000
3 Beds 3 Baths 24204329 MLS
From the moment you step onto the front porch, it's clear this 1928 home is something special. Brimming with charm and bathed in natural light, the interior offers a bright, happy energy that's hard to find. The main level features an effortless flow, including a spacious living and dining area framed by large windows and soaring high ceilings that create an incredible sense of scale and airiness throughout. The updated white kitchen is a chef's delight with stainless appliances, connecting seamlessly to a cozy lounge area and a convenient half bath. Upstairs, you'll find three comfortable bedrooms and two full baths. The primary suite is a true standout and a rare find for a home of this vintage. This retreat offers the luxury of its own private bathroom and a walk-in closet-providing a level of convenience and privacy that is hard to come by in a classic build. The surprises continue outside with "Suite G," a finished garage space. Whether you envision a quiet home office, a dedicated workout studio, or a creative escape, this flexible bonus area adapts to your lifestyle. The property is professionally landscaped, creating a beautiful backdrop for outdoor enjoyment. Positioned on a picturesque street, the location is unbeatable. A 5 minute walk from the Noroton Heights train station, putting transit, local shops, and dining favorites all within easy reach. With its perfect blend of character and modern updates, this is a home that truly offers the best of both worlds.

3 Fairfield Ave, Darien

$1,749,000
4 Beds 3 Baths 24197232 MLS
Experience the timeless allure of 60 Middlesex Road, a quintessential New England Colonial that perfectly captures the spirit of Darien living. This warm residence offers a serene escape while keeping the town center, top-rated schools, and commuter links just moments away. From the moment you step inside, the home feels both sophisticated and deeply welcoming. The expansive living room, anchored by a cozy fireplace, invites you to linger, while the formal dining room is bathed in natural light, setting the stage for memorable dinner parties. At the heart of the home, the kitchen is a true showpiece, outfitted with stainless steel appliances that will delight any chef. This space flows effortlessly into a butler's pantry and sun-drenched family room, complete with a convenient half-bath. Indoor-outdoor living is perfected here. Slide open the doors to discover a large deck overlooking a gracious sized fenced-in backyard-an ideal backdrop for alfresco dining or quiet afternoons surrounded by greenery. Retreat to the second floor, where the luxurious primary suite serves as a private haven with its own ensuite bath and a spacious walk-in closet. Three additional bright bedrooms and a well-appointed full bathroom provide plenty of space for everyone. For even more flexibility, the lower level offers a versatile area ready to adapt to your specific lifestyle needs, whether it's for a home gym or a quiet office. This is more than just a house; it's a place to truly feel at home.

60 Middlesex Rd, Darien

$1,725,000
2 Beds 3 Baths 24203587 MLS Middlesex Commons BLDG.
Light, space and exceptional convenience define this updated and beautifully maintained townhouse at Middlesex Commons. Ideal proximity to town, Metro North and Whole Foods. Enjoy all that will be offered when the Corbin District is complete with fantastic shopping, dining and gathering spaces! An inviting foyer opens to the large living and dining room, where soaring two-story windows fill the space with natural light. A fireplace creates a warm focal point, while sliding doors lead to a private, west-facing deck overlooking the community's beautifully landscaped open space-an ideal spot to enjoy the afternoon sun and evening sunsets. The bright eat-in kitchen enjoys southeastern exposure and wonderful morning light. Upstairs, the spacious primary suite features a cathedral ceiling with half moon window, private balcony, and generous bath with separate tub and shower. The second bedroom also offers a cathedral ceiling with half moon window, along with its own full bath. An extended hallway provides an efficient home office space. An additional bonus room on the third floor allows for a multitude of uses; another home office, guest quarters and plenty of storage! Set on eleven beautifully maintained acres, Middlesex Commons offers sweeping lawns, a picturesque pond, heated saltwater pool and pool house, as well as a charming guest cottage available for visitors.

10 Hale Ln Unit 10, Darien

$2,495,000
5 Beds 4 Baths 24202625 MLS
Set on one of Darien's most coveted cul-de-sacs, this classic 5-bedroom colonial offers privacy in a wonderful neighborhood. The property sits on a flat, park-like 1.2 acres with mature plantings and well-established gardens, creating a peaceful, serene setting. Inside, a flexible floor plan features generously sized rooms, hardwood floors, and large windows that bring in plenty of natural light - the home is bright and open. There is plenty of space for entertaining and family gatherings. A large terrace off the back overlooks the expansive lawn and property, a lovely spot for outdoor living. Move right in and enjoy it as is, or take the opportunity to renovate and make it your own. A rare offering on one of Darien's most desirable streets.

14 Nolen Ln, Darien

$895,000
2 Beds 2 Baths 24199804 MLS
Highest & Best by 12noon Sept.9th. Charming 1815 Colonial with Character and Endless Potential Step back in time while envisioning the possibilities in this charming 1815 Old-Style Colonial, offering timeless character, versatility, and an exceptional opportunity to create a home uniquely your own. The inviting main level features a welcoming front porch, comfortable living room, dining area, kitchen, and bright sunroom overlooking the private backyard. Upstairs, two bedrooms and a full bath provide a cozy and functional living space. The lower level adds valuable flexibility with a recreation room, half bath, and walk-out access to the backyard. A detached one-car garage and private yard further enhance the property's appeal. Ideally situated near the exciting Noroton Heights development, the property is just minutes from restaurants, shops, and the train station, providing convenient access to shopping, dining, transportation, and the many amenities of this desirable location. Bring your vision and imagination to this special property and transform it into your dream home. With its historic character, private outdoor space, and excellent location, this is an outstanding opportunity for a builder, investor, or buyer looking for a property with tremendous potential. Property is being sold "AS IS." Buyer to conduct all due diligence.

64 Noroton Ave, Darien

$2,250,000
4 Beds 4 Baths 24201958 MLS
Rebuilt in 2007 by an award-winning builder and thoughtfully updated and maintained ever since, this exceptional home offers timeless design, quality craftsmanship, and a highly desirable location close to town, shopping, and everyday conveniences. A welcoming open floor plan features elegant living and dining spaces, a private home office, and a gourmet kitchen that seamlessly flows into the sun-filled family room with custom millwork and views of the professionally landscaped yard. The updated kitchen showcases new countertops, backsplash, refinished cabinetry, and updated appliances, creating a stylish and functional heart of the home. Upstairs, the renovated primary suite offers a luxurious retreat with a beautifully updated bath and generous walk-in closets, while three additional bedrooms and two full baths complete the second level. The finished lower level provides versatile space ideal for a playroom, media room, gym, or study area. Outside, a spacious terrace, outdoor grilling area, and newly fenced backyard create the perfect setting for entertaining and everyday enjoyment. Move-in ready and designed for today's lifestyle, this home offers the perfect blend of comfort, style, and convenience.

1644 Boston Post Rd, Darien

$1,495,000
4 Beds 2 Baths 24200102 MLS
Offered by its original owners for the first time, this well maintained raised ranch sits on a .23-acre lot with a fenced, private backyard with deck and patio in the sought after Norton section of Darien. Built by it's owners and well cared for ever since, the home offers over 3,000 square feet of living space across three functional levels - 4 bedrooms, 2 full baths, large living and family rooms, eat-in kitchen, separate dining room, ample storage areas and oversized 1-car garage. The versatile floor plan flows easily between entertaining spaces and everyday living. Centrally located near Darien's top-rated schools, Long Island Sound, beach access, town parks, award-winning Darien Library, shopping, RR stations, YMCA and numerous restaurants choices. A great opportunity to make this great space your own place to call home.

1646 Boston Post Rd, Darien

$1,999,000
4 Beds 3 Baths 24201408 MLS
Welcome home to effortless one-level living on a premier, lush one-acre lot in Darien. Available for the first time in 56 years, this beautifully maintained 4-bedroom, 2.5-bath ranch features a newer roof, windows, and driveway. The large classic footprint spans over 3000sf and allows for easy customization and personal upgrades to make this house your own. This sweet home is nestled in a neighborhood with homes valued up to $6M, which offers endless possibilities for improvements. The seamless layout flows across classic hardwood floors, anchored by two cozy fireplaces and massive picture windows in the formal living room, dining room, and den. Enjoy a casual eat-in kitchen, formal dining space for holiday gatherings, a large functional laundry room, and an attached 2-car garage with stepless entry directly into the home. Outside, your expansive private yard offers endless possibilities for entertaining or gardening. Centrally located just minutes from downtown shops, dining, the Darien and Noroton Heights train stations, and top-rated schools. Schedule your private showing today!

2 Stony Brook Rd S, Darien

$1,299,000
3 Beds 2 Baths 24200714 MLS
Own two fully renovated residences on one Darien property, offering the flexibility to live, earn, invest, or create a combination that works for you. 53 Maple Street pairs a beautifully renovated main residence with a separate, fully renovated one bedroom cottage, creating an income producing property unlike most offerings in Darien. Imagine living in the main home while rental income from the cottage helps offset your monthly expenses, or maintaining both residences as an investment with two established income streams. The property also offers exceptional flexibility for guests, a private home office, or changing needs over time. Both residences have been renovated for comfortable, easy living, with updated interiors and distinct living spaces that provide privacy and independence. The main residence is currently leased at $4,050 per month and the cottage at $3,500 per month, with both rents below current market potential. For buyers searching for a Darien CT home with rental income, a two residence property, or a long term real estate investment, 53 Maple Street presents a compelling opportunity: two renovated homes, two potential income streams, and the freedom to decide how the property works for you.

53 Maple St, Darien

$1,299,000
3 Beds 2 Baths 24200711 MLS
Own two fully renovated residences on one Darien property, offering the flexibility to live, earn, invest, or create a combination that works for you. 53 Maple Street pairs a beautifully renovated main residence with a separate, fully renovated one bedroom cottage, creating an income producing property unlike most offerings in Darien. Imagine living in the main home while rental income from the cottage helps offset your monthly expenses, or maintaining both residences as an investment with two established income streams. The property also offers exceptional flexibility for guests, a private home office, or changing needs over time. Both residences have been renovated for comfortable, easy living, with updated interiors and distinct living spaces that provide privacy and independence. The main residence is currently leased at $4,050 per month and the cottage at $3,500 per month, with both rents below current market potential. For buyers searching for a Darien CT home with rental income, a two residence property, or a long term real estate investment, 53 Maple Street presents a compelling opportunity: two renovated homes, two potential income streams, and the freedom to decide how the property works for you.

53 Maple St, Darien

$3,950,000
5 Beds 6 Baths 24198712 MLS
Set behind stone walls on nearly 2 acres, this exceptional 5-bedroom home offers over 5,000 SF of refined living in a truly extraordinary setting. A dramatic 2-story foyer w/circular staircase and exquisite herringbone floors sets the tone for elegance throughout. Walls of windows fill the gracious interiors with natural light and frame manicured grounds and lush gardens. The formal living room, w/classic wood-burning fireplace, is complemented by a handsome library w/fireplace and wet bar, while an elegant dining room, detailed w/wainscoting and custom built-ins, sets the stage for memorable gatherings. At the heart of the home, a gourmet kitchen with custom cabinetry and oversized island flows into a sun-drenched family room w/fireplace and a wall of glass opening to the expansive terrace - perfect for indoor/outdoor entertaining. The luxurious primary suite features generous walk-in closets and spa-like bath with dual vanities, soaking tub and radiant-heated floors. Four additional bedrooms each enjoy private baths. A separate wing with bedroom, bath and playroom offers an ideal retreat for guests. Additional amenities include a private vaulted-ceiling office, first-floor gym, mudroom, laundry, two-car garage and generator. Beyond the interiors lies a secluded oasis: a level lawn, tranquil pond and fountain, charming footbridge, and secret garden, w/protected land-trust property beyond. A rare expression of privacy, beauty, space, and enduring distinction

700 Hollow Tree Ridge Rd, Darien

$4,750,000
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

$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

$3,850,000
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

$5,999,000
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

$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

$3,449,000
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

$3,499,000
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

$7,950,000
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

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