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37 Kensett Ln Unit 37, Darien
$2,125,000
3 Beds ⋅ 4 Baths ⋅ 24127144 MLS ⋅ Kensett BLDG.
This exceptional Norwood townhome at Kensett is close to conservation land, offering privacy and natural beauty in a highly desirable location. 10-foot ceilings and hardwood floors throughout, with large windows bringing in excellent natural light. The well-designed kitchen features premium appliances, a center island with quartzite counter and Butler's pantry with walk-in storage. French doors lead to a private bluestone terrace. The open layout connects the kitchen to the spacious living room with gas fireplace and dining just beyond. A half bath and private den with its own fireplace complete the main level. The second floor includes a primary suite with oversized dressing room with custom built-ins and marble bath featuring dual vanities, soaking tub, and glass shower. Two additional bedrooms feature walk-in closets and share a full bathroom. Second-floor laundry (and bonus home office space) adds convenience. The finished basement with full bath and walk-in closet provides 775 square feet of flexible space with potential for a fourth bedroom and recreation area suitable for a gym, office, or family room. The attached two-car garage offers direct access. This beautifully appointed unit boasts many upgrades including two hot water heaters, custom lighting, plantation shutters and other elements sure to wow and delight. Kensett amenities include a clubhouse, pool, fitness center, and walking trails. The community offers luxury living with minimal maintenance.

37 Kensett Ln Unit 37, Darien

29 Coachlamp Ln, Darien
$2,118,000
4 Beds ⋅ 3 Baths ⋅ 24184331 MLS
Quintessential Darien colonial in the Hindley School district! This 4-bedroom, 2.5-bath Colonial, perfectly sited on a coveted, sidewalk-lined street, designed for both quiet relaxation and entertaining. The main level features a formal living room with fireplace leading to a formal dining room with sliders to the almost-new private deck. The spacious family room impresses with vaulted ceilings and also direct access to the deck-the ultimate setup for summer BBQs and indoor-outdoor living. The spacious eat-in kitchen offers abundant cabinetry. Retreat upstairs to a primary suite plus three additional bedrooms, all featuring newly refinished hardwood floors. For even more space, the finished basement-complete with brand-new flooring-offers the perfect footprint for a playroom, home gym, or media center. Enjoy your morning coffee on the front porch or host gatherings in the beautifully landscaped, private backyard. Freshly painted throughout, with an attached two-car garage and a location that puts you minutes from Darien's best shopping, dining, and transit, this home truly has it all.

29 Coachlamp Ln, Darien

13 Wakeman Rd, Darien
$2,105,000
3 Beds ⋅ 3 Baths ⋅ 24159809 MLS
Welcome to 13 Wakeman Road, a charming home originally built in 1949 and thoughtfully renovated in 2012 to blend timeless character with modern comforts. The main level boasts an open and inviting floor plan, featuring a spacious eat-in kitchen that flows seamlessly into the family room-perfect for everyday living and entertaining. Upstairs, you will find a serene primary suite complete with private bath. There are two more generously sized bedrooms which share a newly updated, hall bath. Enjoy over 2900 SF of living, set on a beautifully landscaped 0.28-acre lot. The fenced outdoor living space truly shines! The stone entertainment patio, equipped with a full outdoor kitchen, TV and hot tub, is ideal for hosting gatherings or simply relaxing in your own private oasis. Nestled on a tree lined cul-de-sac with a friendly community vibe, Wakeman Road is more than a home, it's a lifestyle.

13 Wakeman Rd, Darien

518 Hoyt St, Darien
$2,100,000
5 Beds ⋅ 4 Baths ⋅ 24157459 MLS
**Best and final offers provided to seller agent by Wed (6/3/26) at 5pm. Seller will have a decision by Noon on Thursday.** Move right into this beautifully updated Darien home offering an exceptional blend of modern luxury, open-concept living, and commuter convenience. Designed for both effortless entertaining and comfortable everyday living, the sun-filled interior features soaring ceilings, hardwood floors, and a stunning chef's kitchen with quartz countertops, smart appliances, and seamless flow into the family room and oversized deck. Step outside to a private, fenced backyard backing directly to Woodway Country Club-creating a serene, scenic setting just minutes from downtown Darien and New Canaan, Talmadge Hill train station, and the Merritt Parkway. A versatile first-floor bedroom suite with full bath and its own private deck is ideal for guests, in-laws, or an au pair suite. Upstairs, the expansive primary suite offers dual walk-in closets and a spacious bath, along with four additional bedrooms (total of 5 bedrooms), a full bath, and a convenient second-floor laundry room. An oversized attached garage and large basement playroom make this a must see! Thoughtfully maintained with significant capital improvements, including updated mechanicals and a newer roof, this turnkey home presents a rare opportunity in a prime Darien location.

518 Hoyt St, Darien

358 Hoyt St, Darien
$2,100,000
4 Beds ⋅ 3 Baths ⋅ 24113822 MLS
Back on the Market after improvements! Gorgeous Nantucket-Style Retreat with Spacious Layout & Private Backyard Set behind stately stone pillars, this stunning Nantucket shingle-style home, fully renovated in 2011, offers timeless curb appeal and modern comforts throughout. With 4 bedrooms, 3 full baths, and thoughtfully updated newer construction, this home is designed for today's lifestyle. The heart of the home is the beautifully updated eat-in kitchen, which flows seamlessly into a generous family room, formal dining room, and large living room-ideal for both everyday living and entertaining. A versatile first-floor office or 5th bedroom provides flexibility for guests or work-from-home needs. Upstairs, you'll find spacious bedrooms, including a serene primary suite and bonus/rec room with added french doors for privacy. A two-car garage and ample driveway space ensure plenty of parking for family and guests. Step outside to an expansive patio with fire pit and an enormous private backyard -perfect for summer gatherings, play, or peaceful outdoor living. This exceptional property blends classic coastal charm with modern convenience. A true gem you won't want to miss! Located in the brand new Ox Ridge School District.

358 Hoyt St, Darien

29 Richmond Dr, Darien
$2,060,000
4 Beds ⋅ 3 Baths ⋅ 24154972 MLS
Welcome to this beautifully maintained 3,000+ square-foot home on .65 acres offering the perfect blend of space, comfort, and location. Featuring 4 bedrooms and 3 full bathrooms, plus a fully finished basement adding 500+ additional square feet of living space, this home is thoughtfully designed to accommodate both everyday living and special gatherings. Abundant natural light fills this home throughout! The main level features formal living and dining rooms for entertaining or everyday use, bright kitchen with oversized eat-in space opens to a spacious family room with vaulted ceilings, creating an airy, inviting setting for relaxation or gatherings. The first floor also features a generously sized mudroom and laundry room, adding everyday convenience and organization to busy lifestyles. A flexible first-floor layout allows for a potential home office or guest suite to suit your needs. Upstairs, the primary suite serves as a peaceful retreat, complete with vaulted ceilings, an oversized walk-in closet, and a private full bath. Two additional spacious bedrooms and a full bath complete the second level. The finished basement provides even more flexible living space-ideal for a recreation room, media room, home gym, or play area. Set in a highly desirable community known for its top-rated schools, this home is conveniently located just minutes from downtown, train, and popular shopping destinations.

29 Richmond Dr, Darien

19 Anthony Ln, Darien
$2,054,000
4 Beds ⋅ 3 Baths ⋅ 24116671 MLS
This newly re-built 4-bedroom, 3-bath Colonial offers 2400 sq feet of finely crafted living space on a level .25-acre lot. Set on the corner of Anthony Lane and a cul-de-sac, the property pairs neighborhood charm with privacy. Enjoy the outdoors in a newly fenced yard with professional landscaping and a full irrigation system. Inside, the open layout is defined by natural light and superior craftsmanship. White oak floors run throughout the home, complemented by custom millwork and oversized windows. The living room's fireplace, framed by built-in cabinetry, provides both warmth and architectural interest.The chef's kitchen impresses with custom cabinetry, quartz countertops, and high-performance energy-efficient appliances. A large mudroom with integrated laundry is designed for durability and organization. A first-floor bedroom offers versatility as an office, guest suite, den or playroom. The full bath is finished with frameless glass shower ensuring comfort and style. Upstairs, three bedrooms feature ample closets and abundant light. The hall bath includes a glass-enclosed tub/shower, dual windows, heated floor. The primary suite features two large closets and bath highlighted by a walk-in shower, heated floors, double sink vanity and polished finishes. With zoned propane heating, central air, and a balance of classic proportions and modern amenities this home combines elegance and functionality less than one mile to shops, dining and transportation of Noroton Heights.

19 Anthony Ln, Darien

12 Laurel Ln, Darien
$2,052,000
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

72 Kensett Ln, Darien
$2,050,000
3 Beds ⋅ 4 Baths ⋅ 24131314 MLS ⋅ Kensett BLDG.
Experience the perfect blend of luxury and convenience in this beautifully appointed townhouse offering resort-like amenities and effortless, low-maintenance living. The open and airy layout showcases high-end finishes throughout, with an elevator providing easy access to all three levels. The location is ideal being on quiet cul de sac with private backyard. The current owners have added thoughtful upgrades including a 24 kw whole-house generator, professionally designed home gym, California Custom closets, elegant wool stair runners, and an expanded blue stone terrace ideal for outdoor entertaining or relaxation. Their attention and level of care in maintaining this home is unparalleled. Set within a sought-after community with exceptional amenities, this home delivers an exceptional lifestyle-refined, worry-free, and ready to enjoy.

72 Kensett Ln, Darien

85 Stephen Mather Rd, Darien
$2,015,000
4 Beds ⋅ 3 Baths ⋅ 24146218 MLS
Step into timeless charm with this quintessential Dutch Colonial, gracefully nestled on a breathtaking parcel in one of the most sought-after neighborhoods, Ox Ridge. From the moment you arrive, this property captivates with its classic gabled rooflines, symmetrical facade, and inviting curb appeal. A true nod to the craftsmanship of a bygone era. Inside, the home exudes warmth and character. A cozy brick fireplace welcomes you, perfect for curling up on chilly New England evenings and the sweet screened in porch gives the perfect escape on those breezy summer nights. A formal dining room that practically begs for dinner parties, with its elegant built-in corner cabinets and ample space to gather and celebrate. Upstairs, you'll find four spacious bedrooms, each with plenty of closet space. The true star of this home is the outdoor space. Step outside to discover just under an acre of pure enchantment. The sprawling backyard is a haven of mature trees, lush greenery, and endless possibilities. Imagine summer barbecues on the expansive patio, games of catch on the manicured lawn, or even the addition of a pool or large garden. You'll enjoy the convenience of being close to top-rated schools, boutique shopping, fine dining, and local parks. Whether you're commuting to work or exploring the vibrant community, you'll appreciate the balance of tranquility and accessibility. This isn't just a house, it's a home where memories are made.

85 Stephen Mather Rd, Darien

333 W Ave Unit 5, Darien
$1,985,000
5 Beds ⋅ 4 Baths ⋅ 24183887 MLS ⋅ Noroton Green BLDG.
Privately positioned within Darien's sought-after Noroton Greens community, this exceptional residence offers a sophisticated blend of luxury, comfort, and convenience. Thoughtfully designed for effortless living and entertaining, the home features expansive living spaces, timeless finishes, and an ideal layout for today's lifestyle. Oversized windows fill the home with natural light, while custom plantation shutters add warmth, elegance, and privacy throughout. The gracious floor plan provides seamless flow between the living and dining areas, creating an inviting atmosphere for both everyday living and special gatherings. The spacious kitchen offers abundant cabinetry, generous workspace, and easy access to the home's main living areas. A standout feature is the large private primary suite, offering a peaceful retreat complete with a spacious changing room/walk-in closet and a well-appointed en-suite bath. Generously sized secondary bedrooms and flexible living spaces provide room for guests, a home office, fitness area, or an additional lounge space. Outside, a private flagstone patio overlooks beautifully landscaped gardens, creating a serene setting for outdoor dining, entertaining, or relaxing among mature plantings and greenery. Enjoy a low-maintenance lifestyle in one of Darien's most desirable communities, just a short walk to Darien Commons and the Noroton Heights Train Station. Downtown Darien, beaches, parks, restaurants, and I-95 are all just a short drive away.

333 W Ave Unit 5, Darien

3 Devon Rd, Darien
$1,950,000
4 Beds ⋅ 4 Baths ⋅ 24123154 MLS
Welcome to 3 Devon Road, - a modern gem on a tree-lined street in a desirable neighborhood. This stunning 2017 custom built pristine home offers plenty of thoughtfully designed space featuring a flexible floor plan for today's lifestyle! This custom home features an open-concept main level with a contemporary gourmet kitchen equipped with sleek white cabinetry and high-end appliances, perfect for both everyday meals and entertaining. Elegantly raised nine-foot ceilings, gorgeous hardwood floors, and oversized windows bathe the adjoining living and dining areas in natural light creating an inviting atmosphere for gatherings. An optional living room or primary bedroom suite, large mud room, half bath, and laundry room round out the main level. The spacious second floor offers a primary bedroom suite, with two additional large bedrooms and a hall bath, laundry room, and plenty of closet space and natural light! A large closet could easily fit an elevator if desired. The basement level is an added space for storage and flexible recreational fun. Outside the yard is beautifully landscaped, providing a serene setting for relaxation and outdoor activities. A two-car garage rounds out this exceptional property situated in a sought-after location! 3 Devon Road offers the perfect blend of modern luxury and convenience. Don't miss this beautiful home waiting for you!

3 Devon Rd, Darien

8 Glenwood Dr, Darien
$1,915,000
5 Beds ⋅ 4 Baths ⋅ 24176927 MLS
Set on a quiet cul-de-sac, this beautifully renovated 5-bedroom, 4-bath Colonial offers a rare blend of luxury, convenience and effortless living. Designed w/both entertaining and everyday comfort in mind, the flexible floor plan features spacious living spaces filled with natural light. The living room, centered around a wood-burning fireplace, creates a warm and inviting atmosphere, while the dining room, currently styled as an office, offers versatility. At the heart of the home is a stunning chef's kitchen, featuring an oversized island, Sub-Zero refrigerator, and Wolf range. It flows seamlessly into a spacious dining area and outdoor patio, making indoor-outdoor entertaining effortless. The first floor bedroom (or office) with adjacent bath and mudroom further enhances flexibility. Upstairs, the primary suite is a private retreat, complete with walk-in closet and marble bath. Three additional, generously sized bedrooms, three beautifully appointed baths, a dedicated study area with built-in desk, and a laundry room provide exceptional functionality for easy living. The finished lower level offers flexible space for a media room, gym, or playroom. Outside, enjoy the ultimate backyard experience with a fully fenced, flat yard and stone patio designed for summer entertaining and relaxed evenings at home. Walkable to shopping, dining, and the train, this home is perfectly positioned for today's lifestyle while offering the privacy and charm buyers seek. One car garage.

8 Glenwood Dr, Darien

93 West Ave, Darien
$1,900,000
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

50 Hale Ln Unit 50, Darien
$1,900,000
2 Beds ⋅ 3 Baths ⋅ 24174303 MLS ⋅ Middlesex Commons BLDG.
Experience luxury, privacy, and convenience at Middlesex Commons. This coveted end-unit condo is ideally set at the back of the community on the circle, offering rare quiet, space, and a serene setting. With two spacious bedrooms plus a sun-filled dedicated office, the home also offers a unique opportunity to convert to a three-bedroom layout without sacrificing living space. Dramatic two-story living room windows frame peaceful views of the fountain pond and fill the home with natural light. Outside, a private deck and rare side yard create a true sense of green space, perfect for play, pets, or relaxing outdoors. Owned by the same family since it was built, the home has been rebuilt from the studs and transformed with a refined modern aesthetic. Every finish is brand new, including pale oak flooring, a white eat-in kitchen with white and pale gray quartz countertops, stainless steel appliances, and an elegant painted wood-paneled powder room. Each bedroom features its own en suite bath for comfort and privacy. The primary suite bath is a true retreat, featuring Calacatta Gold chevron marble floors, a low-iron glass walk-in shower, freestanding soaking tub, and fluted-front vanity. A pool, pool house, and guest cottage enhance the resort-style feel and provide a welcoming retreat for overnight guests. Just steps to the train and Darien's newly revitalized downtown, this is sophisticated, low-maintenance living in one of Middlesex Commons' most desirable locations.

50 Hale Ln Unit 50, Darien

105 Rose Ln, Darien
$1,875,000
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

15 Sunnyside Ave, Darien
$1,875,000
3 Beds ⋅ 2 Baths ⋅ 24125022 MLS
Opportunity awaits on this picturesque side street nestled in one of Darien's charming neighborhoods. Originally built in 1926, this impeccably maintained Colonial sits on a lovely, level lot, complete with a fully fenced backyard, professionally landscaped gardens and stone patio. The home seamlessly blends timeless vintage character-including thoughtful millwork, custom built-ins, and antique hardwood floors throughout-with the contemporary functionality of an updated kitchen and two renovated full baths. Generous walk-through living and dining rooms offer flexible space, with a sunlight filled den/ office rounding out the first floor. Upstairs, three generously sized bedrooms offer comfort and privacy, while thoughtfully finished spaces in both the basement and attic provide versatile options for work or leisure. A large, detached two car garage offers yet more storage. Ideally situated near Holmes Elementary and Middlesex Middle School, as well as Woodland Park, the property affords easy access to Noroton Heights Train Station and the vibrant new Darien Commons and Heights Crossing shopping districts, further elevating the convenience and allure of this exceptional home.

15 Sunnyside Ave, Darien

229 West Ave, Darien
$1,852,000
3 Beds ⋅ 2 Baths ⋅ 24174390 MLS
Classic center hall Colonial with thoughtful updates and wonderful natural light throughout. Renovated kitchen with Sub-Zero and Wolf appliances features a cheerful breakfast nook overlooking the yard. A spacious living room with wood-burning fireplace, bright family room, and formal dining room complete the first floor. Well-proportioned bedrooms provide comfortable living, while the walk-up attic presents exceptional opportunity for future expansion. Renovated lower level includes a playroom, laundry room, and flexible office or guest bedroom space. Additional highlights include natural gas heat and hot water, on-demand generator, and a two-car garage with EV charger. Large fenced yard and expansive patio create a wonderful space for entertaining, relaxing, and play. Ideally located within easy walking distance to Metro-North Railroad and the shops and restaurants at Darien Commons. A rare opportunity to enjoy comfort, style, and convenience in one exceptional Darien home.

229 West Ave, Darien

61 Raymond St, Darien
$1,850,000
4 Beds ⋅ 3 Baths ⋅ 24182515 MLS
Steeped in history and thoughtfully updated for modern living, this charming 4-bedroom, 3-bathroom home seamlessly blends the character of its 1884 origins with today's conveniences. Filled with natural light and timeless architectural details, the home offers inviting spaces designed for both everyday comfort and effortless entertaining. Relax on the welcoming front porch overlooking the picturesque tree-lined street, or unwind in the private backyard featuring a peaceful patio-perfect for summer gatherings, morning coffee, or quiet evenings outdoors. The beautifully renovated kitchen, updated just three years ago, features stylish finishes, modern appliances, and a functional layout that opens to the spacious family room. Anchored by a large fireplace and custom built-ins, it is the perfect place to gather and unwind. The fourth bedroom is currently configured as a second-floor laundry room and playroom but can easily be converted back to a bedroom. A large attic and finished basement workshop provide abundant storage and flexible space. Adding to the home's appeal is a detached one-car garage with a studio apartment above-ideal for guests, an in-law or nanny suite, home office, creative studio, or potential rental income. Ideally located just minutes from Rowayton Village, the train station, downtown Darien, and the shores of Long Island Sound, this home offers the perfect combination of historic charm, versatile living space and ideal location.

61 Raymond St, Darien

333 W Ave Unit 3, Darien
$1,850,000
4 Beds ⋅ 4 Baths ⋅ 24132505 MLS
Welcome to 333 West Avenue, a stunning four-bedroom, four-bathroom home in the Noroton Green Association. Inside, you'll find over 3,600 square feet of beautifully finished living space with high ceilings, custom millwork, and oversized windows that fill the home with natural light. The open-concept main level is perfect for both everyday living and entertaining, featuring a spacious living and dining area that flows seamlessly into a gourmet kitchen equipped with high-end appliances, sleek countertops, and custom cabinetry. French doors lead out to a private stone terrace. Upstairs, the primary suite serves as a peaceful retreat with a luxurious en-suite bathroom and a generous walk-in closet. Three additional bedrooms and a bonus room offer ample space for family, guests, or a home office. A two-car garage, beautifully landscaped grounds, and the ease of HOA-covered maintenance complete this turn-key lifestyle. Conveniently located to Darien Commons and Noroton Heights train station, this home is a must see!

333 W Ave Unit 3, Darien

161 Old Kings Hwy S, Darien
$1,825,000
3 Beds ⋅ 3 Baths ⋅ 24176831 MLS
Set in a peaceful and private Darien setting, 161 Old Kings Highway South offers a wonderful blend of comfort, space, and charm. This 3-bedroom, 2.5-bath home features a large, inviting great room with soaring ceilings and a Palladium window, a gracious living room, a private dining room, and a warm family room with wood beams and a fireplace that flows into an eat-in kitchen designed for everyday living and easy entertaining. The primary bedroom suite provides a comfortable retreat with a recently remodeled bath, while two additional bedrooms, hardwood floors throughout, and a screened-in porch enhance the home's appeal. With its spacious layout and secluded setting, this is a terrific opportunity in a highly desirable location.

161 Old Kings Hwy S, Darien

182 Hollow Tree Ridge Rd, Darien
$1,825,000
4 Beds ⋅ 3 Baths ⋅ 24172575 MLS
Welcome to 182 Hollow Tree Ridge Road, a delightful, sunlit home meticulously maintained and thoughtfully updated. Nestled on a .33-acre lot, the property is adorned with mature trees and lush landscaping, featuring a spacious backyard perfect for recreation and gardening. The bright and inviting living room, complete with a fireplace, seamlessly connects to a charming dining area that overlooks the patio and backyard, ideal for entertaining. The dining space naturally transitions into the turn-key, eat-in kitchen. A generously sized office provides versatile functionality. The serene primary suite boasts his-and-her walk-in closets, while three additional bedrooms on the same level offer comfortable spaces for family guests or remote work. The attached garage and finished lower level add extra flexibility to suit your lifestyle. Located in the heart of it all, this home is just a short stroll to Noroton Heights vibrant restaurants, shops, train station, and top-rated schools.

182 Hollow Tree Ridge Rd, Darien

49 Echo Dr N, Darien
$1,800,000
3 Beds ⋅ 3 Baths ⋅ 24130278 MLS
Welcome to this classic center hall Colonial, perfectly situated on one of the most sought-after streets in town-renowned for its strong sense of community, annual block parties, and walkability to Holmes Elementary School. Just two doors down from the Middlesex Club, this home blends timeless charm with modern updates and outstanding potential. The renovated kitchen opens to an oversized family room addition, creating a spacious and inviting hub for everyday living. A two-tier deck spans the back exterior, promoting effortless indoor/outdoor entertaining and overlooking one of the largest lots in the neighborhood. With a two-car attached garage and newer family room addition, there is prime opportunity for expansion above both-ideal for adding a luxurious primary suite, additional bedrooms and/or bonus space. The property also backs up to the tranquil Piacentini Nature Preserve, offering privacy and a scenic natural backdrop. With newer homes nearby selling for over $3.5 million, the investment and expansion potential here is truly compelling. Don't miss this rare opportunity to own in a neighborhood where lifestyle, location, and long-term value converge.

49 Echo Dr N, Darien

105 Holmes Ave, Darien
$1,776,000
4 Beds ⋅ 3 Baths ⋅ 24192928 MLS
HIGHEST AND BEST BY 7/27 AT 5PM. UPDATED TAX CARD .. 2745 SQFT! 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

253 Tokeneke Rd, Darien
$1,752,321
3 Beds ⋅ 3 Baths ⋅ 24182568 MLS ⋅ Tokeneke Heights Association BLDG.
Steeped in history yet thoughtfully reimagined for modern living, The Barnacle is a beautifully renovated 1910 barn in the heart of Darien. Renovated in 2019, this one-of-a-kind residence blends timeless character with contemporary design. The dramatic great room showcases soaring 30-foot cathedral ceilings, exposed wood beams, an oversized picture window, and a classic fireplace anchoring the open living and dining spaces. The chic kitchen flows seamlessly for effortless entertaining and everyday living. A desirable first-floor primary suite opens directly to the bluestone patio, while two additional bedrooms upstairs include one with a private balcony. Professionally landscaped grounds offer a level lawn, privacy, and inviting outdoor spaces. Enjoy easy access to Darien's vibrant town center, train, and shopping, while nearby Rowayton offers waterfront charm, a weekly farmers market, and the celebrated Shakespeare on the Sound performances.

253 Tokeneke Rd, Darien

2 Fairfield Ave, Darien
$1,750,000
4 Beds ⋅ 3 Baths ⋅ 24199724 MLS
Set on a flat property with flexible living spaces and a wonderful Noroton Heights location just 0.6 miles from the train, 2 Fairfield Avenue offers an inviting blend of comfort, character, and convenience. The open kitchen is at the heart of the home, with a separate living room, family/TV room, playroom or home office, and convenient first-floor powder room. French doors between the kitchen/dining area and the living room with fireplace allow for more defined spaces when desired. A first-floor ensuite bedroom can serve as a primary suite, guest room, or fourth bedroom, while three additional bedrooms and a spacious full bath are upstairs. The partially finished lower level offers space for a workout area, playroom or additional family room, spacious laundry, and plenty of storage. The flat property offers generous outdoor space, from a bluestone terrace off the family room to a large lawn with a storage shed, framed by mature shade trees and privacy hedges. Improvements include a redesigned and waterproofed basement with new flooring and enclosed sump pump system, new kitchen appliances, updated trim, crown molding and baseboards, an expanded smart-home system, and landscaping. Ideally located near the Noroton Heights train station, Heights Commons, beaches, parks, playgrounds, Little League fields, shopping, and dining.

2 Fairfield Ave, Darien

139 Holmes Ave, Darien
$1,735,000
3 Beds ⋅ 3 Baths ⋅ 24189449 MLS
Picture yourself in a welcoming, walkable community where neighbors become friends, evening strolls are part of everyday life, and parks, shops, and local amenities are just a short distance away. This meticulously maintained Colonial blends timeless charm with modern updates, offering a home that's as inviting as the neighborhood surrounding it. Set on a beautifully landscaped property with a sweeping lawn, this home has been beautifully renovated with stylish finishes throughout. The sun-filled main level features an eat-in kitchen, formal dining room, cozy living room with a fireplace, an office and a comfortable family room with French doors leading to a sunny deck. Upstairs along with a spa-inspired bath are 3 bedrooms including a primary bedroom with vaulted ceilings and a generous walk-in closet. The finished lower level offers a full bathroom/laundry room and versatile space for a home gym, playroom, or recreation room. If you're looking for entertaining space, the spacious deck provides room for bbq's, dining, and lounging with friends while overlooking the spacious, level and professionally landscaped and fenced lawn. Complete with a home generator and a two-car garage, this exceptional home delivers the perfect balance of historic character, modern comfort, and everyday convenience in a friendly, vibrant neighborhood you'll love coming home to.

139 Holmes Ave, Darien

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