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$2,249,000
3 Beds ⋅ 4 Baths ⋅ 24172376 MLS
Stunning newly built lakefront residence offering over 3284sqf of thoughtfully designed living space. Ideal fits for own resident or Airbnb.This home features 3 spacious bedrooms, including an extra-large flex room ideal as a 4th bedroom or home office, three full bathrooms, and one half bath.The primary suite is a private retreat with a walk-in closet and separate access to the deck through aluminum sliding door, perfect for enjoying morning coffee with breathtaking lake views. The spa-like primary bathroom features a freestanding soaking tub, oversized shower with elegant gold fixtures, double vanity, heated floors, and tall aluminum windows that flood the space with natural light. Two additional bedrooms offer generous closet space and share a beautifully appointed guest bathroom. The main level boasts a spacious dining area leading into a chef's kitchen equipped with Viking appliances, custom inset cabinetry, white oak island and cabinetry, and a striking coffered ceiling, all overlooking the lake. The kitchen seamlessly connects to the living and family rooms, highlighted by big aluminum sliding door and a custom white oak wall unit with built-in TV. The lower level offers exceptional flexibility with a large playroom and an additional family lounge, both featuring oversized aluminum sliding doors and abundant natural light and access to the patio. Exceptional lake lifestyle opportunity.

20 N Lake Shore Dr, Brookfield
$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
$2,215,000
4 Beds ⋅ 6 Baths ⋅ 24147939 MLS
Built by a highly regarded shoreline builder known for uncompromising attention to detail, this residence is designed for buyers who appreciate elevated finishes, enduring quality, and effortless livability. The home features an open floor plan with white oak hardwood floors, 9-foot ceilings, custom millwork, and oversized Pella windows throughout. A stunning bluestone entry leads to an elegant interior anchored by an eat-in kitchen with a 5' x 7.5' quartz island, Sub-Zero refrigeration, a six-burner Wolf gas range, double wall ovens, farmhouse sink, and wet bar with wine chiller and refrigerator drawers. The living room offers coffered ceilings, a stone-surround gas fireplace, and sliding doors to a partially covered bluestone patio, creating seamless indoor-outdoor living. The primary suite is a private retreat with a spa-inspired bath featuring a soaking tub, oversized rain shower, dual vanities, and a walk-in closet. Three additional bedrooms each include en-suite baths, complemented by a bonus room with cathedral ceilings and full bath. Additional highlights include a private office, formal dining room, custom pantry and mudroom, set up for a generator, and a well-appointed laundry room.

23 Sheep Pasture Rd, Madison
$2,200,000
4 Beds ⋅ 3 Baths ⋅ 24208909 MLS
Private Country Compound. Utterly charming c.1900 perfectly restored Antique Farmhouse privately located up a long driveway on 15 +/- verdant acres w/beautiful long views, established perennial gardens, ancient specimen trees, original stone walls & a picturesque pond. The magnificent property includes a 4 bedroom/2.5 baths Main House w/period details such as original hardwood floors, 3 antique fireplaces, period hardware and windows & a classic wrap-around porch; a newly renovated loft-like guest house w/ full kitchen & bath over 2-car garage; heated Gunite pool w/cabana & a re-surfaced tennis court. A pretty stone foyer opens to a gracious family room w/a wood-burning fireplace & 3 sets of French doors provide access to a brick-laid patio w/stone walls, a charming, screened porch & a handsome custom-built home office. Cozy living room w/Fieldstone wood-burning fireplace w/insert & built-in bookshelves. Spectacular open kitchen/dining room w/marble center island, top appliances, bespoke cabinetry, pantry, large dedicated dining area & doors to the covered, wraparound porch overlooking the pond & lush grounds w/distant views. Convenient mudroom w/new skylights. Adorable powder room accessed by kitchen & living room. Upstairs, a stunning primary bedroom suite w/vaulted ceiling, wood-burning fireplace, windows on 3 sides, custom dressing room and an elegant, renovated bath. Three delightful bedrooms share a pretty hall bath. A perfect country sanctuary w/easy commute to NYC.

32 Leach Hollow Rd, Sherman
$2,200,000
5 Beds ⋅ 4 Baths ⋅ 24209736 MLS
Welcome to your private urban oasis. This meticulously updated home seamlessly blends sleek, contemporary design with massive, functional spaces. Property Highlights Expansive Space: Enjoy 4,600 square feet of freshly renovated interior space. Modern Design: Features an open-concept layout outfitted with high-end, premium finishes. Storage: Includes a massive attic for all your extra storage needs. Prime Location While the property itself is engineered for exceptional privacy and quiet relaxation, you are only steps away from local conveniences: Downtown Dining: Vibrant restaurants and entertainment are just around the corner. Family Friendly: Located within short walking distance to the local elementary school. Commuter's Dream: Quick, easy access to the nearby train station.

13 Silver Lakes Dr, Darien
$2,200,000
5 Beds ⋅ 5 Baths ⋅ 24208657 MLS
Now under construction at 94 Soundview Road in a sought-after South Ridgefield neighborhood, this exceptional modern farmhouse will showcase superior craftsmanship, quality construction, and thoughtfully selected luxury finishes throughout. Built by a highly regarded second-generation Ridgefield builder, the home offers 5 bedrooms and 4.5 baths with a sophisticated design created for both everyday living and effortless entertaining. A welcoming front porch and stone walkway set the tone for the home, opening to a spacious and beautifully appointed interior. The main level features an impressive eat-in chef's kitchen, expansive family room with fireplace, formal dining room, and living room, all designed with an emphasis on natural flow, comfort, and refined finishes. Upstairs, the versatile layout offers five bedrooms or four bedrooms with a private home office. The generously sized primary suite is a true retreat with two walk-in closets and a luxurious private bath, while a Jack-and-Jill bathroom connects two additional bedrooms. The unfinished lower level provides abundant storage and excellent potential for future living, recreation, fitness, or entertaining space. Outdoor living is equally impressive with a rear deck overlooking the large, level backyard and a lower stone patio ideal for gatherings and relaxation, with plenty of room for a future pool. With construction already underway, there is still an opportunity to personalize select finishes and details!

94 Soundview Rd, Ridgefield
$2,200,000
4 Beds ⋅ 5 Baths ⋅ 24206943 MLS
Welcome to 58 Sheephill Rd, a thoughtfully expanded and extensively updated home offering exceptional space and flexibility. The first floor features new flooring, updated kitchen cabinetry, backsplash, under-cabinet lighting, newer appliances, and a spacious in-law suite with a second kitchen, living area, bedroom, walk-in closet, and beautifully renovated full bath. The newly added second floor offers three bedrooms, wood flooring, a full hall bath, laundry room, generous storage, and a spacious primary suite with high ceilings, walk-in closet, and luxurious bath featuring double sinks and a large walk-in shower. The finished basement provides additional living space and a half bath. Outside, enjoy a new driveway and Belgium-block walkway, updated deck, fencing, siding, roof, and drainage system, plus beautifully landscaped front and rear gardens. Numerous mechanical and interior updates complete this impressive Riverside offering.

58 Sheephill Rd, Greenwich
$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
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 ⋅ 2 Baths ⋅ 24194590 MLS
Classic Lake Waramaug Shingle Style on large level property with majestic trees, swimming pool, wraparound porches, lakefront, floating dock & major western views across the widest part of the lake. Eat-in Kitchen. Paneled Dining Room. Living Room with wood-burning fireplace. Den/Office. 4-5 Bedrooms. 2 Full Baths. Sleeping Porch. Sold in "as is" condition. 2 Parcels: Main with House & Pool - 1.75 acres & Lake Parcel with Dock - .05 acres. See attached Surveys and Maps. Wonderful Lakefront Opportunity!

373 Lake Rd, Warren
$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 ⋅ 3 Baths ⋅ 24185755 MLS
Water views from every room. This stunning 1955 craftsman cape on a corner, waterfront lot has panoramic river views and its own beautiful Brazilian hardwood dock. Cruise into Watch Hill by boat in minutes or pull up to Napatree for a beach day and forget about the traffic. This 3 bedroom, 3 bathroom well appointed home has been meticulously renovated and is ready to go for its next owner. Make this one yours before it's too late!

97 River Rd, Stonington
$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
5 Beds ⋅ 6 Baths ⋅ 24208913 MLS
Set on a private, beautifully landscaped two-acre property, 14 Powder Horn Hill Road offers exceptional space, privacy and convenience just minutes from Wilton town center, shopping and the train. A stunning front porch creates a memorable first impression and opens to a grand entry foyer with a sweeping staircase. Inside, rich hardwood floors, generous room sizes, high ceilings and thoughtful architectural details create an elegant yet comfortable atmosphere. The spacious chef's kitchen features a large center island, Sub-Zero refrigeration and abundant workspace, flowing seamlessly into the inviting family room with coffered ceilings, a fireplace and French doors leading to the deck. Formal living and dining rooms provide ideal entertaining spaces, while a private library offers the perfect home office or quiet retreat. Upstairs, the expansive primary suite features a fireplace, luxurious bath and two exceptionally large walk-in closets. Four additional bedrooms and an oversized playroom room with a full bath offer outstanding flexibility for guests, recreation or media. The walk-out lower level is a true blank canvas, featuring impressive 9-foot ceilings, plumbing already in place for a future bathroom and endless potential to create a gym, home theater, game room, guest suite or additional living space. Outside, the flat, fenced backyard offers an ideal setting for entertaining, play and pets, with ample room for a future pool.

14 Powder Horn Hill Rd, Wilton
$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 ⋅ 4 Baths ⋅ 24178314 MLS
Introducing: Sage Hill The approach to this property is a slow one. Down a curved country road lined with evergreens that shade your path and allow dappled sunlight to light the way. A stone wall curves along the landscape, welcoming you to a drive anchored by a classic red barn. This 1890 farmhouse sits elegantly on a rolling lot, its large front porch making it easy to imagine long evenings watching the sun set with friends nearby. The foyer welcomes you with practicality and warmth. A bench for sitting while removing your boots, hooks for your coat. To the right is a sitting room with a wood-burning fireplace and large surrounding windows, making it a favorite room for humans and plants alike. To the left is the living room, with ample space for entertaining. Bookshelves line the far wall and a fireplace flanks them, making this a natural gathering spot after dinner parties. The dining room is a showstopper: soaring ceilings and detailed molding create a gracious space for holiday gatherings. The kitchen features a large walk-in pantry, a propane stove, a gorgeous decorative antique cookstove, and enough space for a dining table. The room opens beautifully to the pool area, with bluestone surrounding the space and a newly built gunite pool offering respite just steps away. The first floor also offers a full en-suite bedroom that could serve as the primary suite, guest quarters, or an in-law suite.

58 Dibble Hill Rd, Cornwall
$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
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
$2,195,000
5 Beds ⋅ 5 Baths ⋅ 24145947 MLS
THIS NEW CONSTRUCTION HOME with a first flow primary bedroom suite 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. Less than a mile from downtown.

92 Scotland Ave, Madison
$2,195,000
8 Baths ⋅ 24145390 MLS
Signature building in Essex Village. Originally the EE Dickinson corporate offices; grandfathered use in a residential zone. Reimagine this amazing space, water views, Essex Village, .78 acres of land, large footprint. Rare opportunity to own a cherished piece of Essex history

31 N Main St, Essex
$2,190,000
5 Beds ⋅ 3 Baths ⋅ 24191331 MLS
COME EXPERIENCE THIS ONE-OF-A-KIND, FULLY RENOVATED MADISON HOME ON A RARE DOUBLE LOT WITH PRIVATE BEACH RIGHTS! Just 300 feet from the sandy shoreline, this exceptional home has been completely reimagined from a traditional raised ranch into a stunning elevated ranch with a bright, open-concept floor plan designed for modern living and effortless entertaining. Every detail has been thoughtfully curated to blend contemporary elegance with coastal charm. The main level features a spectacular chef's kitchen anchored by a nearly 10-foot white quartz island, premium appliances, and exceptional finishes. Two driveways provide ample parking, while two sets of washers and dryers offer added convenience. Multiple living spaces are bathed in natural light, including a breathtaking sunroom with brand-new oversized Marvin picture windows framing serene views toward Long Island Sound. A spacious hallway leads to a beautifully renovated full bath, a conveniently located laundry area, and the luxurious primary suite. Originally two bedrooms, this private retreat now offers a remarkable 9' x 12' walk-in closet and a spa-inspired ensuite featuring a double vanity, dual rain showers, and built-in shower benches. The finished lower level includes three generously sized bedrooms, a beautifully renovated full bath with a double vanity, a second brand-new washer and dryer, and an expansive family room, providing flexible space for guests, recreation, or relaxing after a day at the beach!

15 Highland Ter, Madison
$2,189,000
5 Beds ⋅ 5 Baths ⋅ 24202562 MLS
The New Sensation! Don't miss the opportunity to see this sun drenched 4-5 bedroom Contemporary home w/ a flexible floorplan to suit a variety of lifestyles! An entertainer's dream, this home offers something for everyone. The charming entry greets you as you step into the front parlor w/ a marble surround fireplace. A stepdown into the large family/living room w/ wetbar, built-ins, fireplace & sun solarium overlooking beautiful pool & grounds. The light & bright dining room w/ sliders to a private deck also flows into the spectacular kitchen. Your friends & family will love being entertained in this fabulous space w/ huge center island w/ five burner cook top & 2 sinks, 6 burner Viking range as well as two additional wall ovens (one w/ a pizza stone), 2 dishwashers, huge side by side Subzero, walk-in pantry, fireplace, built-ins & eat-in dining area leading to multi-tiered decking & heated in ground pool and pavilion. The main level of the home also includes lovely guest quarters w/ensuite bath & large closet. The light filled sunken Primary bedroom has fireplace, walls of glass for viewing spectacular sunrises, dual walk in closets & large bath w/spa tub & walk-in shower. The 2nd floor offers 2 bedrooms w/ bath & a bonus room (playroom, music room etc).The full walkout lower level boasts pool cabana, media room,full bath, office, workout space, large cedar closet & flexible spaces for 5th BR. All of this & so much more just minutes to Weston school campus & town center!

36 Old Orchard Dr, Weston

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