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$3,900,000
9 Beds 8 Baths 24144944 MLS
Pinecrest Apartments is a meticulously maintained 14-unit residential community situated on 5.5 acres in Woodstock, CT, reflecting clear pride of ownership, durable construction, and sustained tenant demand. Built in 1989, the property is 100% occupied and offers a highly desirable mix of 13 townhome-style units and one ranch-style residence. The unit mix includes: (2) 1BR/1BA, (9) 2BR/1.5BA, (1) 2BR/2BA, and (2) 3BR/1.5BA. Twelve units have been thoughtfully renovated with updated kitchens and baths, new flooring and paint, finished basements, and in-unit laundry-positioning the asset at the top of its market. Exterior features include white vinyl siding, newer windows, and a park-like backyard setting with private decks off each unit. Every residence offers an oversized private garage (two with attached garages), ample onsite parking, and private entrances. Additional amenities include four EV charging stations (eight plugs), centralized mailboxes, and a common dumpster serviced twice weekly. Operating efficiency is enhanced by tenant-paid electric baseboard heat and individual in-unit hot water heaters. This offering may be acquired individually or as part of a portfolio sale with the 14-unit asset, Brookside Apartments, allowing investors to achieve immediate scale, operational efficiencies, and long-term value growth. A truly turnkey, low-maintenance asset delivering stable occupancy and strong cash flow.

23-36 Pine Crest Rdg, Woodstock

$3,890,000
4 Beds 5 Baths 24149962 MLS
Exquisitely rebuilt by Tim Gilson Homes in 2020 and thoughtfully enhanced, 103 Connecticut Avenue presents sophisticated modern living with timeless design in a prime, close-to-town Greenwich location. Designed with both comfort and elegance in mind, the home offers 4 bedrooms, 4.1baths, and beautifully curated interiors filled with natural light. The main living spaces feature rich hardwood floors, custom lighting, and a seamless flow ideal for both refined entertaining and everyday living. The kitchen and dining areas are equally suited for intimate gatherings or larger occasions, showcasing quality finishes and an intuitive, well-balanced layout. A gracious living room anchored by a fireplace creates a warm and inviting focal point, while the refinished lower level provides flexible space for a media room, gym, or home office. The primary suite is a serene retreat, complete with a soaking tub, heated marble floors, and spa-inspired finishes. A rare opportunity to own a polished, modern residence offering elegance, comfort, and lifestyle appeal in one of Greenwich's most desirable settings.

103 Connecticut Ave, Greenwich

$3,857,000
5 Beds 3 Baths 24178864 MLS
Nestled on a private cul-de-sac in one of Greenwich's most coveted mid-country locations, this beautifully updated five-bedroom residence is set on 1.1 professionally landscaped acres, offering a rare combination of privacy, functionality, and convenience. Thoughtfully designed for modern living, the home blends formal and informal spaces, features abundant natural light, and offers seamless indoor-outdoor flow. The living room with fireplace opens to a sun-filled three-exposure office or conservatory, while a second dedicated office provides exceptional work-from-home flexibility. At the heart of the home, the eat-in kitchen flows effortlessly into the inviting family room with incredible vaulted ceilings, beam work and custom light fixture, which features a second fireplace, vaulted ceilings and direct access to an expansive deck overlooking sweeping lawns and mature gardens. A versatile first-floor bedroom suite offers endless possibilities as a guest-suite, playroom, fitness studio, or additional living space. Upstairs, the spacious primary suite features a walk-in closet and an oversized bath, complemented by three additional bedrooms and a hall bathroom. The finished lower level provides valuable bonus space for recreation, media, fitness, or play, while a dedicated laundry room and an attached two-car garage enhance everyday convenience.

6 Wyngate Rd, Greenwich

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

30 Inwood Rd, Darien

$3,850,000
5 Beds 6 Baths 24172903 MLS
Peace, Privacy, and Timeless Elegance in Darien Discover the perfect antidote to busy life in this beautifully refreshed, custom-built colonial. Lovingly maintained by its original owners, 107 Raymond Street offers an idyllic blend of quiet sophistication and spacious comfort. Step into a grand two-story foyer with herringbone oak floors, leading to formal spaces rich in architectural detail-including a step-down living room with a fireplace, a private library, and a formal dining room featuring elegant custom paneling. The heart of the home is the gourmet kitchen, equipped with custom inset cabinetry, premium stainless appliances, and a walk-in pantry, opening seamlessly to a dramatic step-down family room with a fieldstone fireplace. Upstairs, the freshly refinished oak floors lead to five bedrooms, highlighted by a magnificent primary suite featuring its own wood-burning fireplace, sitting room, and an enormous, brand-new luxury bath. With a large mudroom, second-floor laundry, a 3-car garage, and massive walk-up attic/basement spaces offering incredible expansion potential, this turnkey home offers the space you need and the serenity you've been searching for.

107 Raymond St, Darien

$3,800,000
6 Beds 11 Baths 24154295 MLS
IMAGINE LIVING HERE! Once upon a time, a modest A-frame was perched along Farmington's ridgeline. Now, 61 Ely Road has been transformed into an iconic stone and shingle estate commanding the most spectacular views of the Farmington Valley-stretching 78 miles into New York State. Meticulously built over 5 years (2002-2007), grounds are exquisite w/ graceful circular drive, portico entry, lush landscape & stunning backyard oasis. Step through custom mahogany doors flanked by stained glass, acorn and oak leaf motifs are woven throughout the home. Grand foyer opens to formal living and dining rooms, while phenomenal gourmet kitchen w inset cabinetry, beam ceiling, expansive island, professional six-burner dual-oven range, wall ovens, dual dishwashers, custom pizza oven-has effortlessly hosted 200 guests. Six ensuite bedrooms including a tranquil primary bedroom suite: sitting room, 2 custom walk-in closets, fireplace, private balcony, spa bath w/ Jacuzzi & steam shower. The exquisite office features fireplace, built-ins, and coffered ceiling. Hidden details abound-disappearing doors, gliding storage columns. Lower level offers gym, western saloon, and underground tunnel to the "The Club"-the reborn original A-frame, perfect for July 4th fireworks! Grounds showcase stunning stone walls, multiple patios, unique fish-shaped grotto pool and remarkable 1,800 SF climate-controlled carriage house with kitchen, bath, and six-car capacity. Two hours to NYC and Boston. Extraordinary!

61 Ely Rd, Farmington

$3,800,000
7 Beds 8 Baths 24134435 MLS
Opportunity to acquire an exceptional 6.5 acre Greenwich country compound set amongst very high-end homes in a private, gated association. There are stunning vistas & a bucolic setting w/manicured & mature plantings plus expansive lawns for horses. Amenities include pool & spa, pool house, tennis & basketball courts, spaces for vegetable & flower gardens, carriage house or art studio & office. Masterful blend of timeless architecture with well sited windows that seamlessly integrate the natural landscape. This 9200 square foot home offers high ceilings & spacious formal & informal rooms, which accommodate both intimate family gatherings & grand parties. Enter into a double height grand foyer w/curved metal railed staircase & see marble & wood floors, great wall space for displaying art. First floor offers a large living room with floor to ceiling stone fireplace & a greenhouse area for enjoying the view and sun, formal dining room, first floor primary suite with adjacent office, spacious dine-in gourmet kitchen, family room with fireplace & access to different outdoor patios and decks. The second floor offers another luxe primary suite, several bedrooms & a great bonus room with beamed ceiling for office or game space. Bonus: koi pond with waterfall, vegetable garden area, office spaces, 5 garages & generator. Conveniently located & minutes to schools and shops. Easy drive to downtown Greenwich, highways & train.

43 Sterling Rd, Greenwich

$3,800,000
4 Beds 4 Baths 24133496 MLS
Perfection near town. Attractive and well done 4-bedroom with recent updates is situated on a lovely, quaint private lane off lower Lake Ave. Built by a local & award-winning high-end builder, this home has great flow for today's lifestyle. Lovely foyer leads to spacious well-lit living room & formal dining. Also, off the main hall is the family room w/fireplace which is adjacent to the stylish kitchen. The primary suite w/fireplace has a tray ceiling & new luxury bath. Bonuses: playroom, exercise area w/high ceilings, custom windows giving an enormous amount of light. Landscaped level yard has a private terrace for entertaining & a mahogany floored porch for relaxing. 2 car garage w/double height ceilings & access to a huge loft for storage. Generator. Close to schools, town & train.

1 Prescott Ln, Greenwich

$3,795,000
5 Beds 7 Baths 24170301 MLS
A truly exceptional offering! This beautifully expanded Colonial sits on a rare, level acre in one of Darien's most coveted neighborhoods. The property sets itself apart with sweeping, flat grounds, professionally landscaped to create both privacy and an elegant sense of openness. Inside, the home is designed for refined living and effortless entertaining. A gracious living room with a wood burning fireplace flows seamlessly into a formal dining room, creating a classic yet inviting atmosphere. The chef's kitchen is the heart of the home, centered around an oversized island and opening to a sunlit breakfast room with soaring ceilings, as well as a warm and inviting family room with a coffered ceiling and a fireplace. A sunroom filled with natural light offers a serene retreat, while a distinguished library with its own fireplace, custom built ins, and tall windows provides a sophisticated space for work or relaxation. The flexible first fl suite with a full bath serves perfectly as a private office or guest quarters. Upstairs, each bedroom features its own ensuite bath, ensuring comfort and privacy, while the primary suite is a true sanctuary, complete with private foyer, expansive walk-in closet, and spa inspired bath. Two substantial bonus rooms offer endless possibilities for a fitness studio, media lounge, or recreation space. Outdoors, the expansive stone patio and level grounds are as rare as they are beautiful, offering ample room for entertaining and recreation.

39 Leeuwarden Rd, Darien

$3,775,000
5 Beds 7 Baths 24161606 MLS
This stunning custom-built home, completed in 2005, showcases exceptional craftsmanship and timeless design throughout. Rich millwork, refined architectural details, and high-end finishes create an elegant yet inviting atmosphere across every level. Ideally situated in a quiet, sought-after location, the home offers the perfect balance of privacy and convenience, just moments from town, restaurants, and local shops. The second floor features five spacious en-suite bedrooms, offering both comfort and privacy for family and guests alike. A versatile third-level bonus space provides endless possibilities-ideal for a media room, additional lounge, or creative retreat-alongside a dedicated home office and private gym to suit today's lifestyle needs. The fully finished walk-out lower level is designed for both relaxation and recreation, featuring a generous playroom that seamlessly connects to the backyard. This level is complete with a full bath and a thoughtfully designed craft room, perfect for hobbies or additional flexible use. A rare opportunity to own a beautifully appointed home with exceptional space, functionality, and an unbeatable location.

43 Stony Brook Rd, Darien

$3,775,000
6 Beds 7 Baths 24110928 MLS
PRIVATE AND PEACEFUL WITH DEEDED BEACH ACCESS! Panoramic views of LI Sound are enjoyed from almost every room of this gracious,very private home with ample room for family & lucky guests. Sited back from Middle Beach Road West and overlooking the ever changing salt marsh, enter the inviting double height foyer to discover spacious, high ceilinged and light filled rooms that are throughout the house.The fully equipped kitchen has a separate butler's pantry, table and counter seating and is adjacent to the formal dining room. There is also access from the kitchen to a large terrace with built-in seating & a gas grill with counter space making it ideal for easy, al fresco dining. The coffered ceilinged den has a wood burning, stone FP with another entrance hall providing access to a covered porch as well as separation from the LR which features handsome crown molding and a gas FP. There are also wide halls, 2 powder rooms, roomy closets & a laundry on this level. The 2nd & 3rd levels have 6 BR's (including a separately entered suite w/ kitchen, perfect for a nanny or any number of uses) all with walk-in closets and 5.1 baths. The primary suite has a balcony to take in the view, 2 walk-in closets (one is particularly large), two vanities with a separate shower and bathtub. There's also another laundry room on this floor. A 2nd floor porch offers a special perspective of the incredible views. Investigation indicates an in-ground pool is possible. See AI created photo for location.

10 Middle Beach Rd W, Madison

$3,750,000
8 Beds 7 Baths 24170723 MLS
This charming and updated colonial home, steeped in gracious style and beautiful natural light, is a great place for entertaining. It's set on a gorgeous professionally landscaped flat acre+ with heated pool and is located on one of Darien's most desirable in-town streets. A spacious living room with fireplace flows into a generous formal dining room and sunroom, both of which have wall-to-wall windows overlooking the oasis-like back yard. The heart of this home is the spectacular chef's kitchen with a 12 foot quartzite island, 6-burner gas range, double ovens, and incredible storage. Also on the first level is a bright and inviting family room with stone fireplace, vaulted ceiling and built-ins, a dedicated office, a back hallway/mudroom, and a sizeable serene first floor primary/in-law suite with French doors out to its own deck area. Upstairs are 6 bedrooms and 4 baths, including the dramatic primary suite with Juliette balcony and extensive closets. The third level has a sunny versatile room to be used however you please, a cedar closet and two attics for storage. Outside, don't miss the amazing picket-fenced vegetable/flower garden for you to grow your own. Enjoy life in this truly extraordinary home and property.

58 Knollwood Ln, Darien

$3,750,000
6 Beds 5 Baths 24162782 MLS
Discover one of the most coveted vantage points on the lower Connecticut River-a mid-century modern sanctuary perched on a private 2.7-acre waterfront peninsula where land, river, and sky converge in perfect harmony. With an extraordinary 875 feet of water frontage embracing both the Connecticut River and the pristine Turtle Creek nature preserve, this property is a haven for bird enthusiasts and wildlife lovers alike. The dual shoreline offers the river side with tidal rhythms and sweeping panoramas stretching from Essex Harbor north to Old Lyme across the water, then south toward Long Island Sound. The marsh side along Turtle Creek hums with avian life-majestic Bald Eagles perch in the trees while Herons, Egrets, Osprey, and migrating songbirds create a symphony that changes with the seasons. Two private docks provide endless boating possibilities: launch from the deep-water river dock for open-water adventure, or drift into the tranquil creek for kayaking and wildlife observation. Inside, 5,536 square feet of light-drenched living space unfolds with effortless grace. The architecture celebrates both gathering and solitude-a chef's kitchen designed for culinary artistry flows seamlessly to indoor and outdoor dining areas, while five fireplaces anchor intimate retreats throughout.

41 Watrous Point Rd, Old Saybrook

$3,711,000
4 Beds 3 Baths 24165118 MLS
This is the One! A beautifully updated four-bedroom Colonial set on a quiet street in coveted North Darien, offering the perfect blend of classic charm and modern living. The home features gracious formal spaces including a sun-filled living room, elegant dining room, and inviting den. At the heart of the home, a stunning updated kitchen opens seamlessly to a spacious family room, creating an ideal layout for everyday living and entertaining. A playroom and dual home offices provide the flexibility today's buyers are looking for. Perfectly positioned on the Wee Burn Country Club, the property enjoys sweeping, picturesque views that set it apart. Outdoor living is just as exceptional, with a beautifully designed stone patio featuring sitting walls and a fireplace-perfect for gathering year-round-plus a large, flat yard ideal for play and recreation. A detached three-car garage is complemented by a fantastic space above-perfect as a media room, private office, or creative studio. A rare opportunity to own in an unbeatable location with both privacy and views.

19 Blueberry Ln, Darien

$3,700,000
5 Beds 5 Baths 24162192 MLS
Nestled on a sought-after cul-de-sac in the coveted Hindley School district, this beautifully updated 5-bedroom, 4 full bath Colonial offers the perfect blend of coastal charm and modern luxury. With direct water access to Holly Pond, enjoy a true waterfront lifestyle complete with a private neighborhood dock - ideal for paddle boarding, kayaking, or simply soaking in the serene surroundings. Inside, the home exudes an effortless beach vibe with sun-filled spaces, tasteful updates, and a relaxed yet sophisticated feel throughout. The stunning updated primary suite bath creates a spa-like retreat, while spacious living and entertaining areas provide flexibility for today's lifestyle. Three private balconies showcase amazing water views, creating the perfect backdrop for morning coffee, sunset cocktails, or peaceful evenings overlooking the pond. Whether hosting summer gatherings by the water or enjoying quiet moments surrounded by nature, this exceptional home offers year-round vacation living in one of Darien's most desirable neighborhoods.

4 Seagate Rd, Darien

$3,700,000
6 Beds 9 Baths 24150372 MLS
This stately Colonial home, featuring six bedrooms and six full bathrooms plus three half baths, offers an impressive blend of elegance and comfort. Upon arrival, you are greeted by beautiful landscaping and meticulously maintained gardens, setting a tranquil tone for the entire property. The entryway immediately captivates with its twin staircases and a soaring ceiling, creating a dramatic and welcoming first impression for guests and residents alike. Designed with ample room for everyone, the home boasts a comfortable living room perfect for relaxation, an inviting solarium filled with natural light, a chef's kitchen ideal for culinary pursuits, and a generous family room that serves as a central gathering space. During the summer months, enjoy leisurely days by the pool or savor picturesque sunsets from the comfort of the screened porch, making outdoor living a delightful experience. With four fully finished floors, this home provides all the space and amenities needed to accommodate contemporary living in style and comfort. Sale is subject to Probate Court Approval.

24 Clearview Ln, New Canaan

$3,675,012
6 Beds 5 Baths 24150710 MLS
THE OWNERS ARE REQUESTING THAT OFFERS BE SUBMITTED BY NOON MONDAY. Rarely available on coveted Kimberly Place, this beautifully redesigned & renovated home is set on a generous lot offering the best of in-town living. Built in 1940, the property underwent complete renovation & expansion in 2005, followed by significant upgrades by the current owners. At the heart of the home is a showstopping chef's kitchen featuring a La Cornue Chateau 320 stove and oven - a top-of-the-line appliance favored by culinary professionals - along with a generous island, cozy fireplace, and numerous windows overlooking the private, professionally landscaped & fenced-in backyard. The patio with a built-in grill and Alba pizza oven is the perfect place to entertain friends and family. A mudroom with extensive paneled storage keeps daily life effortlessly organized. The main level has an open floorplan that flows seamlessly: a living room with an elegant fireplace & built-in bookshelves, a light filled family room, a paneled office with wet bar and a chic powder room. The dining room blends dining and living spaces to suit modern lifestyles. Upstairs are four spacious bedrooms, three full bathrooms, plus laundry room. The luxurious primary suite features dual walk-in closets, private study and spa-like new bathroom with Porcelanosa tiles, heated floor, walk-in shower and soaking tub. The third floor offers a fifth bedroom, full bath, and a versatile 6th bedroom that can serve as a playroom or bedroo

56 Kimberly Pl, New Canaan

$3,662,900
4 Beds 6 Baths 24159147 MLS
Nestled on a quiet cul-de-sac on a private lane, 46 Wakeman Road is a quintessential Country Colonial set on 4 beautifully landscaped acres. Meticulously maintained, the home blends timeless elegance with modern comfort, offering bright, expansive living spaces in a serene setting. The main level features soaring ceilings, refined details, and a gracious flow. The large, elegant living room and formal dining room open to an expansive screened porch creating a seamless indoor-outdoor flow. A stunning kitchen with spacious breakfast area, transitions effortlessly to the inviting family room with walls of windows and glass doors creating a dramatic, sun-drenched space that accesses the wraparound deck framing the picturesque grounds. The 1st-floor primary suite is a serene haven with glass doors to its own deck, dual walk-in closets and sitting area. A handsome library/office with fireplace and built-ins offers a warm workspace. Upstairs are 3 bedrooms, including a spacious secondary suite. A large bonus room with vaulted ceiling and built-in workspaces is ideal for play, media or studio use. The walkout lower level recreation room/gym has potential for a 5th bedroom or guest suite. Outdoors, rolling lawns and mature trees create a peaceful backdrop. Additional highlights include 4 fireplaces, 3-car garage, generator, 2 laundry rooms, and a windowed butler's pantry. A rare blend of privacy, space & convenience just minutes from town, top-rated schools and commuter access.

46 Wakeman Rd, New Canaan

$3,613,300
4 Beds 5 Baths 24152311 MLS
Classic 4-bedroom center hall Colonial set on a beautifully landscaped property with exceptional outdoor living. Ideally located close to everything New Canaan has to offer, the home features a stunning pool, expansive stone terrace with outdoor fireplace, built in grill and smoker, and a private yard designed for seamless indoor-outdoor enjoyment. Designed for both everyday living and entertaining, the home offers a gracious and well-proportioned layout across three finished levels. The two story entry hall is flanked by a formal living room with fireplace and a private office while the elegant dining room is conveniently located off the spacious eat in kitchen that serves as the heart of the home. A comfortable family room with wood burning fireplace opens directly to the outdoor entertaining areas, the mudroom, three car garage and back staircase. The second level offers four generously sized bedrooms, including a spacious primary suite, along with well-appointed bathrooms, excellent closet space, and a versatile bonus room. The fully finished lower level is a true highlight, featuring a wine room, gym, playroom, and a custom home theater, creating an ideal extension of the living space for recreation and relaxation. Surrounded by mature landscaping that ensures privacy and tranquility, this timeless New Canaan Colonial combines thoughtful amenities, elegant flow, and outstanding indoor-outdoor living.

96 Weed St, New Canaan

$3,600,000
5 Beds 7 Baths 24166880 MLS
Pristine move in ready five-bedroom Colonial residence situated on 2.9 acres of parklike grounds. Spanning over 6,000 square feet, this home features an open floor plan with formal rooms, elegant moldings, graceful archways and French doors. The interior includes a gourmet kitchen with high-end appliances, a marble center seating island, breakfast room with coffee bar, all which open into a family room with vaulted ceilings and a fireplace. Additional highlights include a library/office with built-ins, and a primary suite featuring a private balcony overlooking the pond, a sitting area, and a marble bathroom. The property also includes a separate-entry apt. equipped with a kitchenette, a large living and dining area, a bedroom, and a full bath. The home is finished with hardwood flooring, custom millwork, and three fireplaces. Exterior amenities include a spacious deck and room for 5 cars, a heated main level 3 car garage, large mudroom, and an additional two-car garage on the lower level. The residence is conveniently located near local schools, the village center, Metro-North New Canaan station, The Field Club, and the Merritt Parkway.

323 Smith Ridge Rd, New Canaan

$3,600,000
4 Beds 6 Baths 24161809 MLS
This stunning shingle and stone Colonial perfectly blends traditional architecture with modern luxury amenities, offering a resort-at-home lifestyle while maintaining close-to-town convenience. The heart of the home is a brand-new Deane kitchen, featuring an oversized center island, high-end side-by-side refrigerator/freezer, two sinks, two dishwashers, and a premium range. This space is complemented by a dedicated bar area equipped with a large wine fridge and additional refrigerator drawers. The main level also boasts a magnificent great room with vaulted ceilings, along with a formal dining room, living room, and a separate family room, providing the open floor plan that today's buyers prioritize. Situated on two peaceful acres near the New Canaan village center and Metro-North, the property also offers exceptional outdoor living. You will find a bluestone terrace with a full outdoor kitchen and a heated saltwater pool with a cascading waterfall spa. With three finished, move-in-ready levels, this property is a rare find.

346 Frogtown Rd, New Canaan

$3,600,000
5 Beds 5 Baths 24133809 MLS
A storybook entrance framed by classic stone walls opens to four flat, park-like acres leads you to this thoughtfully updated five-bedroom Colonial layered with warmth, character, and the kind of detail that make a house feel instantly welcoming. The light filled chef's kitchen flowing seamlessly into a family room with fireplace and French doors open to the terrace, heated pool, spa, and paddle court - effortless indoor outdoor living. Upstairs offers a light filled, vaulted primary bedroom suite plus 3/4 additional bedrooms and rear staircase to the spacious mudroom and side entrance. A gracious first-floor guest suite is perfect for family and friends. The finished lower level adds flexible space for exercise or play. The stunning post-and-beam barn - with room for 4+ cars and an oversized loft - completes the picture.Warm, inviting, and undeniably special. A true New England gem. Prepare to fall in love.

245 Benedict Hill Rd, New Canaan

$3,575,000
4 Beds 7 Baths 24168477 MLS
Welcome to this stunning custom shingle-style residence set amid sweeping lawns, mature flowering trees, and beautiful natural surroundings in one of New Canaan's most picturesque settings.This exceptional 4/5-bedroom residence blends timeless New England architecture with modern living and refined architectural detail throughout. The cathedral-ceiling living room with fireplace, walls of windows, and sliders to the deck serves as an inviting and dramatic centerpiece. The open-concept kitchen, breakfast area, and family room are thoughtfully designed for everyday living and entertaining, opening seamlessly to the side porch and terrace overlooking the majestic property. A formal dining room lends warmth and sophistication, complemented by a first-floor guest bedroom and office. Upstairs features 3 additional bedrooms, including one with a balcony overlooking the breathtaking property, plus a lounge and skylit study area. The expansive walk-out lower level offers 1,600+ square feet with recreation room, full bath, and wine cellar. Outside, enjoy peaceful entertaining spaces, a beautiful Wagner gunite pool with gazebo, and a classic red barn with stalls, all surrounded by vibrant seasonal landscaping that enhances the property's natural beauty year round. A rare offering that combines beautiful grounds, timeless charm, and an exceptional lifestyle, all just minutes from town, schools, and the train.

610 Cheese Spring Rd, New Canaan

$3,560,250
4 Beds 3 Baths 24167895 MLS
Along the storied Five Mile River, in Darien, Connecticut, a beautifully remodeled 1810 colonial cottage offers the perfect waterside retreat that rests the mind and soothes the soul. Recently updated with exacting attention to detail and craftsmanship, this home offers a unique mix of warmth and quiet sophistication. Walls of windows flood every inch of this carefully curated sanctuary with the most amazing light as well as offering the peaceful views of the water across the way. The first floor flows seamlessly from room to room, yet can offer many places for gathering, unwinding, and relaxing.The eat-in kitchen, with a cozy breakfast nook and bay window, allows for the enjoyment of the beautifully transformed gardens. French doors throughout dissolve the boundary between interior and exterior, opening onto a flagstone patio and a newly re-imagined landscape. On the first floor, an office with an ensuite bathroom offers flexibility as a fourth bedroom, a guest suite, or a private work-from-home space. Upstairs the 3 bedrooms are oriented towards the serene and ever-changing Five Mile River, its boats, its shifting light, its wildlife, its seasons. Waking up here is its own daily pleasure. The exterior of the house has been totally re-worked and updated with new shingles, trim, railings, and custom light fixtures. A two-car garage completes the offering. Elevated on the property, the home carries no flood insurance requirement.

64 Five Mile River Rd, Darien

$3,550,000
4 Beds 5 Baths 24174660 MLS
Beautifully sited expanded cape on open level 1.5 acres renovated by Fox Hill Builders. This open-concept home features 4 bedrooms, 4 and 1/2 baths, and sun-filled, spacious rooms built for easy living and entertaining. The kitchen offers stainless steel appliances, custom cabinetry, a large center island, and granite countertops. The family room, open to the kitchen with New England colonial fireplace, opens to a bluestone patio overlooking the professionally landscaped lawn with mature plantings. Large living and dining rooms, both with wood-burning fireplaces, offer ample space for entertaining. A separate den could be used as a home office. The walk-out lower level has 2 large, finished areas and a full bath. This home has a very flexible floor plan with plenty of room for expansion or to live comfortably as is. A full-house generator completes the package of this meticulously maintained home. A popular central location close to schools, train, and downtown Darien. Lower level is included in the square footage.

6 Old Parish Rd, Darien

$3,526,000
4 Beds 4 Baths 24170630 MLS
Set at the end of a quiet cul-de-sac on sought-after Stephanie Lane, this beautifully updated four-bedroom colonial sits on over an acre of professionally landscaped property and offers the kind of space, flow, and setting that are hard to find. With over 3,300 square feet of living space, the open-concept layout is light-filled and well-suited for both everyday living and entertaining. The updated kitchen connects to the family room, dining room, and living room - each space distinct yet flowing seamlessly into the next. The family room, complete with a dry bar, and the living room, anchored by a wood-burning fireplace, both open directly to the patio, making indoor-outdoor living effortless. A screened-in porch extends the space further, offering three seasons of enjoyment. Rounding out the main level are a dedicated office or den and a well-proportioned mudroom. Upstairs, the Primary Suite offers a walk-in closet and spa-like bathroom with radiant heated floors. Three additional spacious bedrooms are arranged across the second floor, one en-suite and two bedrooms sharing a large hall bath. Located in the Ox Ridge school district, this is a home that checks a lot of boxes without sacrificing character. Classic New England architecture, generous indoor and outdoor space, and a private cul-de-sac setting make this a rare opportunity. 2-car garage and walk-up attic.

31 Stephanie Ln, Darien

$3,500,000
5 Beds 7 Baths 24175367 MLS
Beautifully sited on 1.46 acres at the end of a quiet and peaceful westside cul-de-sac, this private oasis is perfection! The impressive and sun-drenched 6,200 SF classic colonial offers a thoughtful and versatile floor plan to accommodate a modern lifestyle for easy living, work and entertaining. With four fully finished floors, highlights include high ceilings, two-story entry, detailed millwork, hardwood floors, 5/6 bedrooms, eat-in-kitchen with cozy breakfast room, dramatic family room with wood slat ceiling and fireplace, gracious living room with fireplace, formal dining room with built-ins and home office. The spectacular primary suite has a luxurious updated bath, sitting room and walk-in closet. In addition, there is a huge third floor bonus room with full bath, and a multi-purpose fully finished lower level with full bath and wine cellar. Enjoy the gorgeous heated pool and spa, park-like setting with flat play yard and expansive bluestone terraces, which are surrounded by lush landscaping and mature trees. This exceptional country estate is conveniently located to town, nationally ranked schools and trains.

59 Running Brook Ln, New Canaan

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