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$2,250,000
4 Beds 6 Baths 24201533 MLS
Nestled on over 3 breathtaking acres with over 500 feet of frontage on the west branch of the Saugatuck River, this exceptional property offers the perfect blend of privacy, outdoor living and natural beauty. Surrounded by mature trees and lush lawns, the setting is nothing short of spectacular--truly one of the most beautiful in Weston. The spacious home is thoughtfully designed with an open floorplan that seamlessly connects the main living areas, making it ideal for entertaining. It features four generously sized bedrooms, each with its own private bathroom. The main level includes a large living room and a den each with a fireplace and river views, an elegant dining room, and a family room off the expansive kitchen--all flowing effortlessly from one to the next. There is a second story great room with oversized windows and beautiful views. This bright and airy room with cathedral ceilings and a full bathroom can easily be converted into a fifth bedroom. Just outside, your own private oasis awaits--an expansive deck overlooking the river, scenic landscaping, and a stone patio with gunite pool--perfect for summer relaxation or entertaining under the stars. In addition to the numerous recent improvements to the key systems of the home, the driveway has been redone and the house has been painted on the interior and exterior. Whether you're looking for a peaceful retreat or a forever home, this extraordinary property offers an unparalleled lifestyle in an idyllic setting.

6 Old Orchard Dr, Weston

$2,250,000
4 Beds 3 Baths 24201502 MLS
25 Bauer Place Ext, Walk to long lots School. 4 minutes to beach. Close to restaurants and shopping. A charming house located in the picturesque town of Westport, CT. This inviting residence accords a unique opportunity to enjoy the best of suburban living. Nestled in a tranquil setting, this property boasts a blend of traditional architecture and modern comforts. The exterior features a classic design that fits seamlessly into the beautiful surroundings. As you approach the house, you'll appreciate the well-maintained landscaping that enhances the curb appeal. While specific interior details are not provided, the house presents a canvas for personalization and the creation of a home that suits your tastes and needs. Whether you're looking for a peaceful retreat or a place to host gatherings, this property provides the foundation for a comfortable lifestyle. Explore the potential of this home and envision the possibilities that await at 25 Bauer Place Ext in Westport.

25 Bauer Pl Ext, Westport

$2,250,000
5 Beds 6 Baths 24197967 MLS
WELCOME to 21 CLARKSON LANE. Set at the end of a coveted cul-de-sac and surrounded by approximately five acres of extraordinary privacy, 21 Clarkson Lane is a rare Connecticut estate offering an exceptional combination of refined living, resort-style amenities, and remarkable future possibilities. The property encompasses two separate building lots, including an approximately 1.9-acre approved buildable lot that is already established and does not require subdivision. Whether envisioned for a future residence, guest house, equestrian use, tennis court, additional acreage, or simply treasured open space, this offering provides a level of flexibility seldom found in the marketplace. A CONNECTICUT COUNTRY SETTING Stone walls, pastoral views, mature landscaping, and exceptional privacy create an idyllic country retreat. The grounds have been thoughtfully designed for both everyday enjoyment and memorable entertaining. A spectacular pool, new bluestone patio, and beautifully appointed outdoor kitchen create a private resort-like environment. A large fenced garden offers abundant space for fruits and vegetables, complemented by an established orchard. The impressive multi-purpose barn adds another dimension-ideal for outdoor toys and equipment, or easily imagined as a studio, pool house, game room, workshop, or creative retreat.

21 Clarkson Ln, Killingworth

$2,250,000
4 Beds 5 Baths 24167303 MLS
TABER ACRES -This is the building lot you've been waiting for! Flat lot, sandy soil, and ready to build! 7.4 acres means this lot can accommodate a pool, a 2 bedroom guest house, sport court, and more! Private setting on Taber Road near a working farm with tons of curb appeal and less than 1 M to NY LINE for ease of commutes both full time or weekend! Wetlands in back to remain in conservation, and have hiking trails, a bridge, and boardwalks! This is your chance to partner with an award-winning local design-build firm to create the home of your dreams! House plans shown are just a sample; this firm can do whatever fit your needs. Check out Sherman Building Design LLC on the web or on Instagram-extraordinary blend of superior craftsmanship and refined modern design. This is the only lot left in this small country 3 Lot subdivision; The sale price listed represents a land conveyance at 369K, and a building allowance starting at $500/ sf. Ease & proximity 5M-Metro North Train Station/4M-quaint small Town Center, Community Park w/Basketball, Tennis & Pickle Ball Courts, jogging path/Town Boat Slips/Kayak-Canoe Racks & Sandy Beach on CANDLEWOOD LAKE/2M to private golf club (The Club @ River Oaks) / 3.5M to Quaker Hill Country Club. 4M to 835 Acres Deer Pond Farm Sanctuary-Audubon Center w/its 20M of trails. 60M to NYC-makes for a perfect weekend retreat or year round living. Welcome to Small Town USA! Builder available to meet and walk land.

8 Taber Rd, Sherman

$2,250,000
5 Beds 5 Baths 24145947 MLS
Less than one mile from downtown Madison, this new construction home offers refined living with white oak floors, custom millwork, coffered ceilings, and abundant natural light throughout. The main level features 9-foot ceilings, a dramatic floor-to-ceiling gas stone fireplace with built-ins, a chef's kitchen with Sub-Zero and Wolf appliances, double ovens, pot filler, wet bar with wine chiller, walk-in pantry, first-floor laundry, private office, and a luxurious primary suite with soaking tub, oversized rain shower, double vanity, custom walk-in closet, and floor-to-ceiling tile. Upstairs includes four bedrooms and three full baths, walk-in closets, and a bonus room with floor-to-ceiling nickel gap and oversized French doors leading to your new home gym. Additional highlights include central vacuum system, elevated covered patio, and a high-ceiling basement (9 ft) ready for finishing.

92 Scotland Ave, Madison

$2,250,000
5 Beds 5 Baths 24042237 MLS
Ideal property for a 1031 Exchange! Situated in the heart of the Yale Medical Community, and directly across from Saint Raphael's, this offering includes two parcels totaling .51 acres, both in an RO zone. The first is 1455 Chapel which is a 6,343 square foot medical office / residence sitting on .35 acres. The second is an additional .16 acre parking lot adjacent to 1455 Chapel on Sherman Avenue. The Sherman Lot has a 15 foot entrance off Sherman Avenue. 1455 Chapel has 71 feet of frontage on Chapel Street. Property is currently a mixed use offering with 2,016 sf of office space on the first floor complimented by 4,327 sf of residential space on the two floors above. Perfect opportunity for parking as both parcels currently boast a total of 52 parking spaces. Other uses might include a "walk-thru restaurant catering to the thousands of Yale Medical employees and millions of in and out patients seen by Saint Raphael's and Yale. Maybe a food truck park satisfy the impressive level of traffic looking to eat as well as park? Possibilities are endless given the foot and car traffic. Price, acreage and taxes all reflect both parcels. Please watch and listen to the video.

1455 Chapel St, New Haven

$2,250,000
5 Beds 3 Baths 24131335 MLS
Built in 1864 & lovingly passed down through generations, this cherished riverfront home (plus an additional .33 acre parcel) been a family homestead since 1912. From the moment you arrive, the property's timeless charm is undeniable. A pristine hedge frames the front, while a classic mix of clapboard & vinyl siding hints at the home's long life & thoughtful updates over the years. From the deck, time slips away while watching boats glide down the Pawcatuck toward Little Narragansett Bay. Enjoy ever-changing views & coastal breezes that never grow old. A private deep-water dock offers direct access to the river & beyond, making this home a boater's dream. Set out for easy day trips to Block Island, Fishers Island, or Montauk right from your own backyard. Inside, the home unfolds with a welcoming blend of gathering spaces, quiet corners & water views from nearly every room. The primary bedroom enjoys distant views of Napatree Point, with additional bedrooms overlooking the river to the waterfront of Westerly, RI. While the home has been lovingly maintained through the years, it's ready for its next chapter; offering the perfect balance of preserved character & room for personal updates. For those who appreciate history, water, & the simple beauty of life by the river, this is a property that invites you to make it your own & continue its story for generations to come. Don't miss the virtual tour that captures the beauty of the location.

417 River Rd, Stonington

$2,225,000
4 Beds 5 Baths 24196015 MLS
Beautifully rebuilt in 2006, this custom turn-key retreat offers 4 spacious Bedrooms with the flexibility for a 5th, 3 full & 2 half baths, all set on 2.33 acres of private, picturesque grounds; just 1 hour away from NYC. Arrive to curated landscaping surrounded by mature trees and seasonal blooms, including hydrangeas, geraniums, and climbing mandevilla, complemented by bespoke stonework and hand-crafted stepping stone paths. As you step inside, soaring ceilings and gleaming hardwood floors set the tone for the home's expansive, open-concept, anchored by a striking spiral staircase that makes an unforgettable first impression. Natural light pours through French doors, seamlessly connecting indoor and outdoor living. The living room, perfectly positioned off the grand foyer and family room, is filled with natural light and features a second fireplace crafted from premium natural limestone. The Family room is a true centerpiece, featuring vaulted ceilings & a grand wood-burning fireplace. Both warm and inviting, it's the perfect setting for cozy game nights or relaxing with hot chocolate by the fire while watching the snowfall outside. The Chef's Kitchen is both grand and functional, featuring high-end Viking appliances and designed for effortless entertaining, with seamless flow to the Dining and Living rooms and direct access to the outdoor patio, perfect for al fresco dining on a summer night.

96 Harpsichord Tpke, Stamford

$2,225,000
6 Beds 2 Baths 24131381 MLS
OPPORTUNITY KNOCKS TWICE - A unique investment awaits with the only two-family home on the Fairfield Beach Road Peninsula featuring private beach access. This fully furnished property offers excellent rental income during the academic season and serves as a relaxing summer retreat for owners-or an additional rental opportunity. Unit 2142 is a spacious four-bedroom residence, each room furnished with a full-size bed, while Unit 2144 is a charming two-bedroom creekside unit, each room with twin beds, and private gated access to the beach just across the road. Additional highlights include fresh paint inside and out, a wrap-around deck on the creek side with boat access to Long Island Sound, a convenient laundry room, and an oversized two-car garage with extra storage. Enjoy the best of both worlds-generous year-round rental income and beachside living. Truly, opportunity knocks twice.

2142-2144 Fairfield Beach Rd, Fairfield

$2,200,000
5 Beds 5 Baths 24205817 MLS
Welcome to 16 Winding Brook, a distinguished custom estate offering an exceptional combination of craftsmanship, privacy and resort-style outdoor living. Built as the personal residence of a renowned builder and completely updated for today's lifestyle, the home is privately positioned on more than 3 fully fenced acres at the end of a desirable cul-de-sac, with a 100-acre land preserve creating an extraordinary natural backdrop. A two-story foyer introduces beautifully proportioned interiors enhanced by custom millwork, hardwood floors and abundant natural light. The elegant dining room is ideal for entertaining, while the front-to-back living room features a fireplace and French doors opening to an expansive porcelain-tile patio. The completely remodeled kitchen showcases Wood Mode cabinetry, quartz countertops and an oversized center island, flowing seamlessly into the inviting family room with a dramatic floor-to-ceiling fireplace. Bathroom have been beautifully remodeled, including the primary bath. Outdoors, the expansive level lawn is truly exceptional, providing a magnificent setting for the gunite pool and pool house, with generous space for entertaining, recreation and relaxed summer living. Raised stone beds create a beautiful vegetable garden area. The finished walkout lower level adds a game room, full bath and sauna. Minutes from the center of town, this remarkable estate offers a level of privacy, quality and outdoor living, difficult to replace.

16 Winding Brook Rd, Newtown

$2,200,000
4 Beds 4 Baths 24199659 MLS
A Rare Coastal Opportunity Awaits! Set in the highly sought-after North Cove Historic District of Old Saybrook, this grand colonial offers something truly special: a coveted prime coastal location, spectacular water views, and incredible potential to create the home you've always envisioned. Originally built in 1930 and expanded in 1987, this property has the character, scale, and bones of a remarkable coastal residence-but today, it's ready for a new vision. With water views from nearly every room, spacious living areas, French doors leading out to a large deck, beautiful bay windows, a brick fireplace, a first-floor primary suite, four bedrooms, three and a half baths, a two-car garage with loft space, and an exceptional setting-there is truly so much to work with. The existing layout provides a strong foundation for someone looking to renovate, reimagine, and create a truly spectacular coastal retreat in one of Connecticut shoreline's most desirable neighborhoods. Located within walking distance of local restaurants, shops, beaches, and everything else that Main Street has to offer. Property being sold in "as is".

138 N Cove Rd, Old Saybrook

$2,200,000
5 Beds 6 Baths 24200306 MLS
Two hours from New York City. Two hours from Boston. A world away from both. Privacy is the ultimate luxury. This masterfully re-imagined 5,234 sq. ft. compound located in historic Ivoryton, a village within the town of Essex, sits behind newly established hedges on nearly two flat, manicured acres - completely turn-key, completely private. The grounds are designed for outdoor living. A 20 X 40 gunite pool flows into a hydrangea-framed landscape. Three bluestone patios for entertaining, dining, and quiet retreat. A newly built two-car garage, wired with new electrical and EV charger-ready. Inside, the transformation is total. A chef's kitchen built around a custom black cherry island with Sub-Zero refrigerator, new double wall oven, and cooktop. A butler's pantry adds a second refrigerator and dedicated wine fridge. Four bedrooms with private en suite bathrooms, including a reimagined primary suite with spa-level finishes. Two home offices. An inviting Family Room. A spectacular Living Room. And a Sunroom - a fully restored 1920s porch with original terra cotta floors and sweeping estate views. Every room is professionally curated with bespoke wallcoverings and custom light fixtures. Steps from the Ivoryton Playhouse, The Copper Beech, and Prive Swiss. Minutes to Connecticut River marinas. Long Island Sound 15 minutes beyond. A truly unique property located in what Yankee Magazine ranks as the #1 small town in New England.

88 Main St, Essex

$2,200,000
5 Beds 5 Baths 24189863 MLS
Introducing Turkey Hill You only have to stand at the edge of the property, framed by stone walls and century-old trees, to know this is a special place. Beyond the stone pillars, down a crushed-stone driveway, you're led into a true country farm estate. The main house, substantial barn, multi-car garage, pool, and tennis court give you a multitude of reasons not to stray far from this retreat on the weekend. With additional an 26 acres to protect privacy available just across the street. Let's dive in, shall we? The main house is all you could ever want in a circa 1767 farmhouse. The attention to detail and preservation here is unmatched. Wide-board floors stretch throughout, large stone fireplaces anchor the rooms, and a Dutch door is just one of the many special details woven into this home. It's clear from its inception that this house was meant to be a place to gather. From the moment you enter through the mudroom - it's the country, after all - the home balances both ease and grace beautifully. Spacious and well-lit, you've never felt so fabulous removing muddy shoes. Step into the family room, whose sole purpose is to capture guests and have them stay awhile. The kitchen flanks the space with ample counter room. The Taj Mahal quartzite counters will make you pause and notice their beauty and uniqueness. This is a kitchen where serious meals can be prepared, with guests within earshot in the cozy living room or gathered at the casual dinner table.

295 Smith Hill Rd, Colebrook

$2,200,000
5 Beds 6 Baths 24187814 MLS
Bring your vision to life in the heart of Weston with this rare opportunity to collaborate with a premier local builder. Sited on a sprawling, private 2.1-acre lot, this sophisticated new construction offers 4,500 square feet of meticulously designed living space, including a finished 900-square-foot lower level. The heart of the home is an expansive chef's kitchen that flows seamlessly into the dining room and a sun-drenched living area. Large windows frame picturesque views of the lush, private acreage, creating a stunning backdrop for daily life. The main floor also features a thoughtful guest suite with a full bath, perfect for visitors or a quiet home office. Upstairs, the primary suite serves as a true sanctuary, complemented by three additional well-appointed bedrooms. With five bedrooms and five bathrooms in total, the layout provides exceptional space and privacy. Outside, the three-car garage and vast backyard provide plenty of room for a custom pool or outdoor oasis. The property and septic are specifically designed to accommodate an ADU if desired, offering incredible flexibility. Because construction is in the early stages, you can step in now to select finishes and personalize the aesthetic. Looking for just the land? The lot is also available to purchase separately (see MLS#24180742). Move into a home uniquely yours, set against a backdrop of natural beauty.

96 Georgetown Rd, Weston

$2,200,000
5 Beds 5 Baths 24185405 MLS
NEW CONSTRUCTION Modern French Country Cottage in a rare location. The opportunity for new construction within minutes from downtown Essex is rare and customization is still possible. This home design masterfully incorporates simplistic timeless luxury with impressive architectural elements that will provide the peaceful retreat you've been looking for, yet functional and efficient. This South Cove Essex destination will deliver everything you expect from your new home--oversized windows, soaring ceilings, millwork, stone and tile design, and incredible natural light. The oversized kitchen, with walk in butlers pantry is perfect for hosting dinner events. Screened in porch to sip coffee in the morning, or watch sunsets during the crisp fall. This floor plan is built with longevity in mind including a first floor primary suite, large bedrooms, expansive living space but still enough separation, home office space, 3 car garage and smart design for efficient living functionality. Imagine celebrating Fourth of July on your patio, strolling to downtown Essex for dinner, enjoying the nearby yacht club, and creating a legacy in one of Connecticut's most coveted shoreline communities.

160 Saybrook Rd, Essex

$2,200,000
3 Beds 2 Baths 24185654 MLS
134 Meadow Woods Road is a rare Connecticut Shoreline estate property offering a custom Saltbox-style home on approximately 30 private acres in one of Deep River's most desirable locations. This 3-bedroom, 2-bath country home features approximately 1,591 square feet, hardwood and wide-plank pine flooring, a cathedral ceiling, patio, and unfinished basement. Surrounded by mature woodlands, historic stone walls, and gently rolling topography, the property offers exceptional privacy, natural beauty, and flexibility. The existing residence provides immediate value as a primary home, weekend retreat, guest house, caretaker residence, rental property, or multi-generational living opportunity. Expansive acreage creates space for outdoor recreation, hiking trails, gardening, equestrian pursuits, or the creation of a private estate, family compound, or legacy property. In addition to the existing home, the property may offer future residential subdivision potential for approximately 5-7 lots, creating a compelling investment property and residential development opportunity. Builders, developers, and investors will appreciate the combination of buildable acreage, road frontage, and potential estate sized homesites. Select future building locations may offer seasonal Connecticut River views depending on elevation and home placement. Located near Marinas, Connecticut River, Essex Village, Chester Village. Unique property combines a custom home with acreage and development potential

134 Meadow Woods Rd, Deep River

$2,199,999
7 Beds 6 Baths 24188753 MLS
64 Sanford Lane is a much beloved treasure that has been meticulously redesigned for comfort, elbow room and maintaining character. This enchanting home is located in the popular neighborhood of Pepper Ridge specifically known as Case Acre Estates. Highly coveted for both its charm and convenience, you can be at the train in 10 minutes, either highway in less than 10 or your favorite coffee shop in 120 seconds. (If you choose to walk to get your morning beverage make it 10 minutes. Either way it will still be hot by the time you reach your front porch.) Completely renovated in 2024 by discerning owners no detail has been overlooked from the walk-in pantry off the kitchen to the cozy reading nook in the upstairs hallway. Wide plank floors evoke the feeling of a bygone era while modern fixtures and appliances allow for ease of today's living. You'll love entertaining in the room-to-roam kitchen or formal dining room with fireplace. The large deck lends itself to pleasurable outdoor three season gatherings. And overnight guests will appreciate the privacy and beauty of their first floor quarters. Use the finished space in the lower level as a home gym, yoga room, gamer haven or all three! There is no shortage of square footage or possibilities in this timeless special property. Walk to schools, bus line or houses of worship.

64 Sanford Ln, Stamford

$2,199,999
6 Beds 7 Baths 24160360 MLS
Exceptional new construction in the desirable University area, scheduled for completion in Fall 2026. Built by an experienced local builder known for quality craftsmanship and thoughtful design, this impressive home offers 4,709 square feet across four levels, including a walk-out lower level. Designed for modern living, the home features 6 bedrooms and 5.5 baths, providing flexibility for guests, home offices, or multi-generational living. The open and functional layout includes a beautifully designed kitchen with a generous walk-in pantry conveniently located between the kitchen and dining room, perfect for entertaining and everyday living. Enjoy seamless indoor-outdoor living with a deck off the kitchen and a patio from the walk-out lower level, offering multiple spaces to relax or entertain. The primary suite is a true retreat, featuring two walk-in closets and a spa-like bath. Additional highlights include a two-car attached garage, impeccable design throughout, and high-end finishes that reflect the builder's commitment to quality. Ideally situated on a quiet street with easy access to downtown, beaches, schools, and shopping, this home offers the perfect combination of luxury, space, and convenience.

280 Tuckahoe Ln, Fairfield

$2,199,000
5 Beds 8 Baths 24191028 MLS
Grand and gracious, this impressive custom Colonial on estate property with a gorgeous gunite pool is ideally set in convenient Lower Weston. Just 2.3 +/- miles to the Merritt Parkway & 1.6 +/- mi to the convenient school campus & town Center, this home blends the appeal of a tranquil setting with immediate access to all amenities. Introduced from a paved circular drive, this architecturally striking residence makes a memorable impression. The foyer welcomes you to the airy, grand-scale interior which is filled w/sunlight. Upon entering, you will be drawn to the spectacular Great Room w/a 2+ story ceiling & incredible windows that span the full height, bringing exquisite vistas into the home and creating an exceptional backdrop for memorable moments. The octagonal DR is lined w/windows and built-ins. The custom kitchen was recently remodeled w/excellent taste & quality, incl double islands, dual ovens, warming drawer & a lrg breakfast rm w/bar, all opening to the fam rm w/1 of 5 fpls. Incredible office/library w/ herringbone wood floor & fpl. Nearly all main level rooms have French doors to the deck & patio. The flexible layout incl an attached pool house/extra BR w/full bth on the main floor. Upstairs, find 5 exceptional BR suites, beginning with the vast primary that incl an ofc/sitting rm w/fpl, vltd ceil BR w/3 walk-in clsts & lrg marble bth. Finished walk-out LL w/ rec/play rm, full bth & storage. Stunning pool & waterfall spa, level lawns, gardens. 3 car garage.

79 Cavalry Rd, Weston

$2,195,000
4 Beds 3 Baths 24205784 MLS
Experience modern coastal luxury in this custom-built, down-to-the-studs NEW CONSTRUCTION just minutes from Compo Beach and downtown Westport. Blending the scale and sophistication of a true custom home with effortless single-level living, this exceptional property showcases designer finishes and impeccable craftsmanship throughout. The sun-filled open floor plan features soaring cathedral ceilings, white oak floors, custom millwork, Marvin windows, automated shades, and a striking porcelain fireplace. The chef's kitchen features custom cabinetry, premium Calacatta porcelain countertops and full-height backsplash, oversized island, top-of-the-line Bosch appliances, and matching wet bar with dual-zone wine refrigerator, beverage cooler, and ice maker. Expansive tri-fold doors open to a spacious deck overlooking a private, fully fenced backyard with professional landscaping and Kentucky bluegrass sod. The main-level primary suite offers heated bathroom floors, automated blackout shades, and spa-inspired finishes. The finished lower level includes a gym or recreation room, five-person infrared sauna, wine room, full bath, GE laundry, and abundant storage. Additional highlights include smart home technology, integrated sound, a Tesla Universal EV charger, and an epoxy-finished garage. This is not just an extraordinary home-it's a spectacular lifestyle offering every amenity imaginable in a coveted location.

2 Drumlin Rd, Westport

$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

$2,195,000
4 Beds 3 Baths 24200081 MLS
Set on one lushly landscaped acre in North Stamford, this striking four-bedroom contemporary pairs dramatic architecture with exceptional indoor-outdoor living. The light-filled, open interior features 9-foot-plus ceilings, expansive windows, hardwood floors, built-ins and two gas fireplaces. A sleek kitchen with gas cooking flows into spacious living and dining areas overlooking the surrounding greenery. Upstairs, the primary suite and three additional bedrooms provide a quiet separation from the home's entertaining spaces. The fully finished, heated and cooled walkout lower level is a destination of its own, featuring a custom bar, wine cellar, fireplace, built-in entertainment center and direct access to the grounds. Outside, multiple terraces and patios unfold across the hilltop setting, culminating in a hot tub framed by natural stone and a cascading waterfall-an unforgettable backdrop for both lively gatherings and peaceful evenings. Smart-home features, built-in audio, central air, tankless hot water, a generator and an attached two-car garage complete this distinctive cul-de-sac property.

210 Red Fox Rd, Stamford

$2,195,000
5 Beds 6 Baths 24184689 MLS
True pride of ownership in this exceptional colonial that has been extensively renovated. Top location on scenic private lane with stone pillared entry and Belgian block apron on 2.88 picturesque acres bordered by open space with mature flowering trees, multiple stone patios, wrap around deck, & future pool site. Elegant with modern open floor plan, this generous home offers 7,289 sf on 3 finished levels with 17 rooms, 3 car garage, custom millwork, hardwood floors, 5 bedrooms plus spacious bonus room, 4 full/2 half baths, 3 fireplaces, walk-up attic & expansive finished walk-out lower level. Enjoy the gracious living room w/elegant marble fireplace & adjoining private office featuring two sets of exterior French doors; formal DR with butler's pantry; top of the line remodeled designer kitchen w/subway tile backsplash, sleek black granite counters, center island, Thermador prof. appliances, & open to the breakfast room w/wall of custom built-ins; FR w/cathedral ceiling, stone fireplace & French doors to the deck; plus inviting sun room drenched in natural light. The 2nd floor showcases the elegant primary suite w/fireplace & sitting room, luxe remodeled bath & custom WIC; 3 additional large BRs w/ensuite or J&J baths, plus 32x16 vltd bonus room w/skylight. The sprawling walk-out lower level features media & game rooms plus additional BR & full bath, ideal for au-pair or guests. Extensive list of improvements in additional remarks & idyllic location just 58 miles to Midtown

30 Whipstick Rd, Ridgefield

$2,195,000
4 Beds 3 Baths 24183296 MLS
The Well Maiden Estate is a rare architecturally significant waterfront estate where cascading waterfalls, winding streams, and Kroopa Pond converge across 3.5 private acres to create one of Connecticut's most extraordinary residential settings. Just minutes from the Connecticut shoreline, marinas, beaches, and fine dining, and ideally positioned between New York City and Boston, this private luxury retreat offers a rare opportunity to own a legacy estate equally suited for year-round living or a distinguished second-home escape. Originally a historic fishing shack, the restored wing blends seamlessly with a striking architectural residence designed to embrace its natural surroundings. Soaring vaulted and barreled wood ceilings, walls of glass, rich hardwood and slate floors, and 2 grand living rooms with magnificent fieldstone fireplaces create warm, sophisticated spaces with captivating water views. Chef's kitchen with Garland 6-burner range, double ovens, flat-top grill, Sub-Zero refrigerator, farmhouse sink, pantry, and abundant cabinetry. Four bedrooms include a private upper-level primary suite with exposed beams, waterfront balcony, dressing room, walk-in closet, clawfoot soaking tub, and spa-inspired bath. Heated gunite saltwater pool and spa with waterfall, rare private clay tennis court, bluestone terraces, Viking grilling station, and outdoor shower complete this exceptional estate where architecture, nature, privacy, and luxury exist in perfect harmony.

18 Birch Mill Rd, Killingworth

$2,195,000
5 Beds 6 Baths 24179349 MLS
This exceptional 150-year-old antique estate in Lower Weston has been thoughtfully and stylishly reimagined, seamlessly blending timeless historic character with the luxurious amenities of contemporary living. The main residence strikes a perfect balance between grand, flowing entertaining spaces and cozy, intimate nooks tailored for remote work or quiet relaxation. At the heart of the home, an epicurean chef's kitchen boasts dramatic 12-foot ceilings and premium finishes, serving as a magnificent centerpiece for both daily life and hosting. The primary bedroom suite is a true private sanctuary, complete with soaring cathedral ceilings, a spa-like bath, and two spacious walk-in closets. Beyond the main home, the expansive property stands out as a versatile estate compound, featuring three additional outbuildings. Among them is a massive, historic barn that has been cleverly converted to include a private one-bedroom apartment and an inspiring art studio-ideal for guests, multi-generational living, or creative endeavors. Perfectly situated within walking distance to Weston's award-winning schools, this property offers a rare combination of privacy, community, and unmatched charm. It is not just a house, but a complete lifestyle compound that must be experienced in person to be fully appreciated. Showings by appointment only.

159 Newtown Tpke, Weston

$2,195,000
3 Beds 3 Baths 24169624 MLS
Tucked along Big Cove on Lake Quassapaug, this custom architect designed Arts & Crafts bungalow is privately set on 14.85 serene acres with a path to your own cove frontage. Thoughtfully designed with the current owner's many updates and improvements and timeless materials, the home features a living room with a stone fireplace crafted from the property, a well-appointed kitchen with Custom Point cabinetry, honed granite, Wolf and Bosch appliances, and a Sub-Zero refrigerator, all opening to terraces, gardens, and a conservatory. The main-level primary suite offers two walk-in closets, a full bath, and terrace access. Upstairs includes a family room, office nook, two bedrooms, and full bath. Additional highlights include quarter-sawn white oak floors, 9' ceilings, radiant heat (kitchen, conservatory, baths), a walk-out lower-level heated recreation space, wine room and gym, plus Viessmann mechanicals and Unico A/C (5 zones). Outbuildings include two garages --one heated and cooled with epoxy floors, an equipment barn with greenhouse, and potting and wood sheds. Gated drive, magnificent stone outdoor fireplace and shower, electric awnings, and buried cistern irrigation complete this turnkey offering. Rarely does a property balance artistry, privacy, and livability so gracefully. This is a place to slow down, to gather, and to stay.

397 White Deer Rock Rd, Middlebury

$2,195,000
6 Beds 5 Baths 24156764 MLS
Rare 3.75-Acre Builder Opportunity on W Hill Road Exceptional opportunity to own 3.75 private acres in one of the area's most prestigious and sought-after locations-W Hill Road. This unique property features an existing 4,400 sq ft main residence plus a separate 900 sq ft cottage, offering endless possibilities for builders, investors, or end-users seeking a private estate setting. The current home presents a prime rehab opportunity with substantial square footage, solid footprint, and the potential to transform into a luxury showpiece. The detached cottage is ideal for guest quarters, rental income, or on-site living during construction. For developers, the expansive parcel offers subdivision potential to create up to three additional home sites. Surrounded by high-end properties and set in an enclave, this is a rare chance to build new luxury homes in a premier location with strong resale value. land, privacy, and prime positioning make this a standout investment. Endless possibilities - renovate, build new, or develop. Opportunities like this on W Hill Road are few and far between. Tenant-occupied. Please do not walk the property or disturb tenants. All showings require confirmed appointment .Tenant-occupied. Please do not walk the property or disturb tenants. All showings require confirmed appointment

677 W Hill Rd, Stamford

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