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$3,795,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24159613 MLS
At the edge of Stonington Harbor, where sailboats move slowly through the water and the village wakes each morning to the rhythm of the tide, 88 Water Street offers a rare opportunity to live directly within one of New England's most beloved coastal communities. This historic home dates to 1840, yet today it feels distinctly current following an extensive renovation completed in 2022. The result is a residence that respects its heritage while embracing the ease and openness expected of modern coastal living. Inside, more than 3,400 square feet of thoughtfully reimagined space unfold across multiple levels, with views of the harbor appearing at nearly every turn. The home's central living spaces flow naturally from one room to the next, creating an environment designed as much for relaxed daily life as it is for hosting friends and family. A spacious kitchen anchors the main level, centered around a generous island and complemented by casual gathering areas that invite conversation long after dinner ends. Nearby living and dining rooms retain the warmth and character expected in a home of this era, anchored by a traditional fireplace that brings a sense of intimacy to the space. Upstairs, the primary suite enjoys its own private outlook toward the water, with direct access to a deck that feels perfectly suited for quiet mornings overlooking the harbor. Additional bedrooms provide comfortable accommodations for family and guests.

88 Water St, Stonington
$3,750,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24205382 MLS
Rare opportunity to own your family compound in Candlewood Isle. There are 2 residential waterfront homes on one parcel of land. It is set on a premium gently sloping lot with western exposure & 100' of private waterfront on Candlewood Lake. The western exposure will allow sun on your compound all year long with wonderful sunsets. The primary residence is a 3 bedroom 3 bathroom home with 2940 square feet, including the finished walkout lower level. It is a contemporary style with hardwood floors, cathedral ceiling, floor to ceiling stone fireplace flanked with stain glass window on either side of the fireplace, a custom bar and built ins. French doors lead to wrap around deck with great lake views. Formal dining room has hardwood floors, dentil molding & raised panel wainscotting and a French door leading to the deck. The guest cottage shows 3 bedrooms and 2 full baths. The cottage's upper level has full kitchen, wrap around fireplace, hardwood floors, 2 bedrooms and wood paneling. The lower level of the cottage has laundry, a full bath, 1 bedroom and a family game room. Both the primary residence & cottage are direct waterfront with easy access to your boat dock. The outside space is enhanced a patio, koi pond and mature landscaping. Year round comfort with modern mechanical systems. Candlewood Isle is a sought after gated community with numerous social & recreational opportunities including children's summer programs & pickleball & tennis.

23 Lake Dr N, New Fairfield
$3,750,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24190774 MLS
A true once in a lifetime opportunity! As you wind through picturesque Sachem's Head onto Walden Hill Road, a circular driveway will lead you to an unparalleled waterview estate on almost two acres. The coastal home sits above Long Island Sound on one of the highest points in Sachem's Head and spans 5,185 square feet. The main level features walls of windows that provide unforgettable views of Long Island Sound and Faulkner's Island. The open kitchen/family room will satisfy any gourmet chef. It's a perfect space for indoor entertaining where guests can enjoy a crackling fire or step outside to an incredible bluestone patio with a fire pit for cool evening bonfires. Take in the 270 degree view of the Sound and enjoy both the sunrise and sunset. Outside entertaining is easy with a heated Pebble Tech Gunite pool, sound system, an outdoor shower, and ocean breezes. The coveted Sachem's Head Association offers amenities that include: beach access, tennis and paddle courts (approx. 600 ft from the house), kayak rack, boat launch, and possible deep water mooring. This coastal home has public water, a whole house generator, an irrigation system, security, and surveillance system, an Invisible Fence, the potential to subdivide, newer septic system (2010), an oversized 2 car garage, and no need for flood insurance. Nothing Compares.

28 Walden Hill Rd, Guilford
$3,750,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24184415 MLS
Welcome to lakefront living at its finest on Candlewood Lake. Set on a private, level waterfront lot with over 450' of shoreline, this exceptional 3-bedroom home, rebuilt in 2006, offers breathtaking panoramic views and more than 6,000 SF of living space in one of the lake's most coveted settings. Designed for comfortable living and entertaining, the spacious main level flows seamlessly from inviting living and family rooms into an open kitchen and dining area. Generously sized rooms throughout provide comfort and flexibility, while every room enjoys stunning water views, creating an extraordinary connection to the lake. The lower level offers additional living space ideal for guests, fitness, hobbies, or entertaining, with direct access to the outdoor living areas and waterfront. Outside, professionally landscaped gardens frame the property and create a beautiful backdrop for lakeside living. Relax on the patios, enjoy the private dock, or simply take in the ever-changing scenery. The level shoreline provides effortless access to the water, a rare and highly sought-after feature on Candlewood Lake. Just 75 miles from Manhattan, this remarkable property offers the perfect balance of peaceful waterfront living and convenient access to New York City. A detached garage with bonus space above provides added flexibility. Located in the sought-after Hollywyle community, this is more than a home-it's a rare opportunity to experience the very best of Candlewood Lake.

1 Oak Dr, New Fairfield
$3,750,000
7 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24170697 MLS
Rarely does an offering of this scale and provenance come to market. Set across more than 114 acres, Honey Lane Farm is a private estate of exceptional beauty-three distinct period residences forming a serene, self-contained retreat in the heart of the Harlem Valley. The four-bedroom mid-19th century main house is both refined and inviting, bathed in southern light and thoughtfully updated for modern living. A spacious chef's kitchen anchors the home, flowing seamlessly into elegant dining and living rooms, a relaxed family room, and expansive outdoor entertaining spaces. Details such as a wood-burning fireplace, rich hardwood floors, bluestone terraces, and a gracious screened porch elevate the experience. An in-ground pool and tranquil wildlife pond complete the idyllic setting. A stately circular drive leads to the 1860s carriage house, offering a beautifully appointed two-bedroom guest residence. Further along, the 1929 Barn House provides yet another charming haven for hosting family and friends. Winding paths traverse a landscape of remarkable diversity-open meadows, mature woodlands, and picturesque waterways-while multiple elevated sites offer breathtaking panoramic views and future possibilities. Surrounded by over 1,000 acres of protected farmland along the Ten Mile River watershed, the estate ensures privacy without isolation.

151 Benson Hill Rd, Dover
$3,740,000
ACTIVE Status ⋅ 24169936 MLS
Set on 31.76 acres and thoughtfully subdivided into three distinct lots, this exceptional offering sits along the border of Greenwich, delivering a rare blend of scale, serenity, and convenience. Each parcel offers its own unique character: Lot 1 captures sweeping vistas and breathtaking sunrise views 6.22, while Lots 2 and 3 feature over 18.82 acres and 6.71 acres of beautifully level land. The property is further enhanced by bordering the protected 900+ acre Mianus River Gorge Preserve, ensuring enduring privacy and a stunning natural backdrop. Whether you envision a private compound, equestrian estate, or a refined country retreat, this is a canvas of remarkable potential. A walk of the land reveals the true scale and beauty an opportunity that must be experienced to be fully appreciate Perfectly positioned just 12 minutes to downtown Greenwich and 20 minutes to Stamford, you'll enjoy effortless access to premier dining, shopping, and Metro-North train service--while returning home to complete tranquility. A rare chance to create something extraordinary in one of Fairfield County's most coveted settings.

June Rd, Stamford
$3,700,000
ACTIVE Status ⋅ 24081030 MLS
For Sale: 147 Riggs Street, Oxford, CT - 128.64-Acre Farm with Historic Homestead A rare opportunity to own 128.64 acres of picturesque land in Oxford, Connecticut. This expansive property (Parcel 27-15-9, per Town of Oxford Assessment Parcel Map) offers mixed-use zoning (Code 016), making it ideal for residential and forestry applications. Property Highlights: Historic 3-Bedroom Cape (Built in 1700) - 1,500 square feet with existing septic and well. A classic New England homestead waiting for restoration or redevelopment. Diverse Terrain - Open fields, forested acres, and some wetlands, offering privacy, natural beauty, and agricultural potential. Perimeter Survey Completed - Soil report available upon request (or see attachments). Development Potential - Ideal for farming, equestrian use, recreational retreat, or custom estate. Located in a peaceful rural setting yet conveniently accessible to major routes, this expansive property is a one-of-a-kind investment opportunity in New Haven County.

147 Riggs St, Oxford
$3,698,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24205877 MLS
Located in prestigious Greens Farms, this European-inspired Colonial offers a rare opportunity to enjoy immediate charm while planning for the future. Set behind private gates on expansive, picturesque grounds, the property is surrounded by multimillion-dollar estates-making it an exceptional canvas for new construction or a significant estate expansion. The existing home is beautifully renovated, offering flexibility with gracious living and dining rooms, a sun-filled sunroom, cozy family room, and a curated Chef's kitchen with Calacatta marble, bespoke cabinetry, and top-tier appliances. A serene Primary Suite and additional bedrooms upstairs, the home functions perfectly as-is-or as a future guest house or accessory residence with thoughtful modifications. The sweeping land provides ample room for a new main residence set further back on the property, while altering the current home for extended family, guests, staff, or as a pool house. Outdoor living is equally compelling, with an expansive covered stone terrace, fire pit, and open meadow-like grounds offering endless possibilities for a pool, tennis court, barn, or gardens. Whether you choose to embrace the home's timeless appeal or create a legacy estate tailored to your vision, this is a unique chance to live comfortably now while building for tomorrow-all in one of Westport's most coveted locations, just minutes to Westport's vibrant downtown with award winning restaurants, premium shopping, beaches, and train.

61 Clapboard Hill Rd, Westport
$3,695,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24193922 MLS
Nestled on one of Fairfield Beach's most coveted streets, this exceptional new construction blends timeless coastal architecture with sophisticated design in a location that's simply hard to duplicate. Just moments from the beach, town, train, schools, and parks, 110 Judson offers the rare convenience today's buyers seek without sacrificing privacy or tranquility. Thoughtfully positioned at a higher elevation, the home enjoys FEMA compliance with fewer stairs to the main living level than many neighboring properties. Sunlight pours through oversized windows, illuminating beautifully proportioned living spaces designed for both everyday comfort and effortless entertaining. The stunning chef's kitchen opens seamlessly to inviting gathering spaces and out to a private backyard featuring a spacious patio, outdoor fireplace, mature landscaping, and room for a pool. The flexible floor plan lives as four bedrooms, with a private third-floor suite and adjacent full bath offering an ideal extra bedroom, guest retreat, office or bonus space. Thoughtful features, including a full-house generator, provide an added layer of comfort and confidence, allowing the home to perform as beautifully as it lives. Adjacent to the coveted Sunnieholme neighborhood, this is a rare opportunity to own a beautifully crafted home in one of Fairfield's most desirable beachside locations, where coastal living, convenience, and enduring quality come together.

110 Judson Rd, Fairfield
$3,690,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24204600 MLS
Situated on approximately twenty acres and surrounded by Litchfield Land Trust's Prospect Mountain Preserve and the private holdings of the Marshepaug Club, Arcadia stands as one of Litchfield County's premier properties. The current owners are exceptional stewards and have made significant investments in the dwellings, infrastructure, and surrounding landscape. Rarely does a property come to market that includes a fully renovated home, a meticulously restored barn, pastures, meadows, and gardens. The perfect blend of classic Colonial architecture and tasteful, high-quality modern amenities. Highlights include five en-suite bedrooms, a Vermont slate roof, wide-plank oak flooring, a professional chef's kitchen with a Lacanche range, antique beams, and a wellness center with a sauna and gym space. The property features a comprehensive technology package with integrated smart-home systems, advanced connectivity, security, climate, lighting, and irrigation controls. The current owners thoughtfully reimagined the barn complex for entertaining, incorporating a guest suite, party room, wine cellar, catering scullery, workroom, loft, bar, and hot tub within a screened-in porch. Outdoor entertaining spaces abound, with stone patios, gardens, mahogany decking, pergolas and views. The property is minutes from skiing at Mohawk Mt. and Litchfield Land Trust trails. Arcadia represents an exceptional and rare opportunity to enjoy a country lifestyle within two hours of New York City.

287 Prospect Mountain Rd, Litchfield
$3,675,000
5 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24206621 MLS
Escape to a lifestyle that is increasingly rare to find in Fairfield County. Set on 6.37 private acres on a quiet country lane near Easton Center, this custom-built 2022 estate offers the peace and beauty of Vermont with the convenience of Westport and Fairfield just minutes away. Wake to complete privacy, spend the afternoon by the heated pool and spa, stroll through your private gate to Silverman's Farm for fresh produce, baked goods and seasonal apple picking, or explore Easton's miles of hiking trails, fishing spots, equestrian facilities and scenic back roads. Enjoy weekends exploring local farm markets, orchards, family-owned farms and Christmas tree farms, with everything from fresh produce and homemade pies to seasonal festivals and animal farms just minutes from home. Here, you'll enjoy the tranquility of country living without sacrificing convenience. Only 3 minutes to the Merritt Parkway, 9 minutes to the Trumbull Mall, and an easy drive to Fairfield, Westport, beaches, restaurants and train stations. Built by a premier builder as his own family residence, the home features 5 bedrooms, 6 full baths, soaring 20+ ft ceilings, a 2024 HOBI Award-winning Sterling Custom Cabinetry kitchen with Miele prep kitchen, Lutron lighting, 6-zone HVAC, hydro air exchange, steam humidification, pool cabana with full bath, and a 5-car garage. A rare opportunity to enjoy an extraordinary country lifestyle with the quality and sophistication of Westport-level new construction.

27 Old Oak Rd, Easton
$3,650,000
27 Beds ⋅ 22 Baths ⋅ ACTIVE Status ⋅ 24173970 MLS
The Village at 82 Main is - a pristine 22-unit asset located in the true heart of one of Connecticut's most charming small towns! Positioned directly on Main Street in East Hampton, this beautifully renovated property offers 17 apartments and 5 storefronts, creating a stable, diversified income stream within an exceptional lake-community setting. The property has become a recognizable destination woven into the fabric of the community, home to local favorites like ECO Coffee House, Tiny Paws Dog Grooming, 9 Lives Barber Shop, and Executive RE. Each apartment features beautifully updated interiors with modern finishes throughout, including stylish kitchens with granite countertops, stainless steel appliances, upgraded flooring, and open living spaces that continue to attract strong tenant demand. Extensive property-wide improvements and meticulous ownership have created a true turnkey investment opportunity with exceptional pride of ownership throughout. The commercial storefronts benefit from excellent visibility and steady foot traffic surrounded by popular local restaurants, boutiques, cafes, and recreational amenities. Residents enjoy immediate access to Lake Pocotopaug and the Air Line State Park Trail, while ownership benefits from tenant-paid electric, owner-paid gas heat, ample off-street parking w/ EV chargers, and ancillary laundry income. 82 Main Street represents a rare opportunity to acquire one of the area's premier mixed-use investment properties!

82 Main St, East Hampton
$3,600,000
5 Beds ⋅ 5 Baths ⋅ COMING SOON Status ⋅ 24182550 MLS
Welcome to this beautifully maintained 1994 Colonial, perfectly situated on a premier, flat, dry acre at the end of a quiet, Private Cul-de-Sac. The experience begins the moment you turn down the picturesque driveway, offering a beautiful approach and an immediate sense of privacy upon arrival. Boasting 4,423 square feet of above-grade living space, this home is bathed in incredible natural light throughout. The thoughtfully designed layout features 5 spacious bedrooms and 4.5 well-appointed baths, offering plenty of room for family and guests alike. The heart of the home provides a seamless flow and an incredible space for entertaining friends and family, whether hosting formal dinners or casual weekend gatherings. A massive, versatile bonus recreation room sits privately over the 3-car garage-perfect for a playroom, media center, home gym, or an expansive home office. Step outside to enjoy the sprawling, level backyard, a rare find that offers endless possibilities for outdoor fun, gardening, or relaxation. Impeccably cared for - freshly painted inside and out and ready for its next chapter, this exceptional Darien property is just waiting for its new owners to move in and start making memories. Turnkey convenience meets timeless elegance in an unbeatable location!

18 Bates Farm Ln, Darien
$3,600,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24183686 MLS
Quintessential Litchfield County Estate on 41+/- acres. Restored 1850's Colonial. Set in private, park-like grounds, overlooking spring-fed pond & meadows w/ views and mature trees. 5-bedrooms, 4.5 bathrooms, eat-in kitchen w/ fp, great room w/ fp and dining room with French doors, family room w/ fp, sunroom with wet bar, library, office, media room, recreational room, porch, 3-car garage, gunite pool, pool house, 4-stall horse barn, tennis court. Riding ring, fenced pastures, wooded trails for hiking etc. Perennial gardens. Property abuts conservation land. Complete privacy. Rare opportunity. Property has only been on the market twice before in past 100 years.

268 South St, Roxbury
$3,600,000
8 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24174202 MLS
Potential for residential conversion in the heart of downtown Greenwich. Located just two doors from Greenwich Avenue and moments from the Metro-North train station, 37 Arch Street presents an exceptionally rare opportunity to create a one-of-a-kind in-town residence, mixed-use property, or continue as boutique commercial space. Situated within the Central Greenwich Business District zone, the property offers potential for residential, mixed-use, office, retail, or medical use (buyer to conduct all due diligence with the Town of Greenwich). This charming circa-1815 Federal-style building offers approximately 3,090 SF on an oversized 8,158 SF lot with the rare convenience of 8 on-site outdoor parking spaces plus 2 garage spaces - an extraordinary amenity for downtown Greenwich. The property is currently configured as executive office space and is in excellent condition, providing flexibility for investors, developers, or owner-users seeking immediate income while planning a future conversion or redevelopment. Prime walk-to-town location near Greenwich Avenue's luxury shopping, restaurants, parks, and transportation in one of Fairfield County's most sought-after downtown locations.

37 Arch St, Greenwich
$3,600,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24118657 MLS
Create your Ridgefield legacy with this proposed luxury residence. With four or five en-suite bedrooms and an open floor plan, our elevated property with sweeping views is a once in a lifetime opportunity on an impeccable homesite. Opportunities like this are nearly extinct. This spectacular 3-acre parcel, one of the last remaining premiere building sites in Ridgefield, offers a rare opportunity to create a home as remarkable as its address. In Fairfield County's crown jewel address boasting award winning schools, a vibrant downtown, the Aldrich Contemporary Art Museum, Ridgefield Playhouse, Ridgefield Golf Course, hiking trails all within an easy commute to Manhattan. This is a rare chance to build our designs or your own vision with top local builder. Must contact listing broker for information. Please only serious inquiries. Builder will discuss lot sale only if you insist on your own contractor.

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

31 Hancock Ln, Darien
$3,595,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24192999 MLS
BELL ISLAND CONNECTICUT. Experience the best of waterfront living on sought-after Bell Island. Perfectly perched to capture beautiful water views, this exceptional home offers peace of mind and an unmatched coastal lifestyle. Featuring 3 spacious bedrooms, 3 full baths and 1 half bath, the home is designed for both comfortable everyday living and effortless entertaining. The expansive great room with cozy fireplace serves as the heart of the home, while large windows capture the scenic water views. Step outside to two private decks, perfect for enjoying your morning coffee, hosting friends, or taking in spectacular sunsets over the water. Whether you are looking for a year-round residence or the perfect coastal retreat, this Bell Island gem combines timeless charm, generous living spaces, and an enviable location just moments from the shoreline including two private park/beach areas.

14 Rocky Point Rd, Norwalk
$3,595,000
7 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24189710 MLS
Exquisite Stonington Estate. Set amidst 10.19 manicured acres of breathtaking privacy and natural beauty, the extraordinary Crossover Estate offers the very best of refined coastal living just moments from the charming Stonington Borough and Historic Downtown Mystic. The best of One-Level Living. This exceptional family compound is bordered by a tranquil pond and brook on one side, with a picturesque estuary leading to Long Island Sound on the other. Ideally positioned between Boston and New York City, and only minutes to Mystic, Watch Hill and the Mystic Amtrak station, this remarkable estate offers effortless access for both weekend escapes and year-round enjoyment. The best of one-level living with an expansive and luxurious primary suite. The stunning main residence features 4 spacious bedrooms, 3 Full 2 Half beautifully appointed baths, designed with elegant comfort and seamless entertaining in mind. Exceptional interior finishes include a gourmet chef's kitchen with premium Wolf appliances, steam oven, microwave drawer, custom cabinetry, and sophisticated designer details throughout. Complimenting the main residence is a charming 3 Bedroom 1,276 Sq Ft Guest House, along with a spectacular pool and pool house complete with full kitchen, bath, and sauna, and Sports Court. Also - Main House with 3 Br Guest House, Pool with Pool House and Sports Court situated on 10.19 manicured acres and including 11.07 acre building lot are available for $4,459,000. Continued:

455 Stonington Rd, Stonington
$3,595,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24190330 MLS
Steeped in history and prominently positioned in the heart of Essex Village, the distinguished "Frederick Scholes House" (circa 1890) offers a rare opportunity to own a landmark waterfront estate. Cherished by its current owners for 49 years and nestled on a quiet lane along picturesque Middle Cove, just off the Connecticut River, this property seamlessly blends timeless character with refined living. Set on a .45 private lot, this meticulously maintained antique residence spans approximately 3,769 square feet and captures serene water views from its beautifully landscaped grounds. Despite its central village location, just moments to shops, dining, and marinas, the home offers an exceptional sense of privacy and tranquility. Rich in architectural charm, the home features soaring ceilings, expansive windows, and elegant, light-filled interiors that reflect generations of thoughtful stewardship. Once known as one of the village's grand homes, its legacy continues today as a warm and inviting retreat with sophisticated style and historic integrity. Designed for both everyday living and entertaining, the property includes a spacious three-car garage and generous living areas that honor its past while accommodating modern lifestyles. The grounds unfold toward the water, offering a peaceful backdrop and a true connection to Essex's coastal beauty. This Historic Essex Village waterfront home is a rare offering where heritage, location, and lifestyle converge.

10 Scholes Ln, Essex
$3,595,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24163499 MLS
Welcome home to the Gold Coast of Norwalk. Location, space and timeless design come together in this stunning turn-key colonial with waterviews of Long Island Sound. Set on one acre in Norwalk's coveted Shorehaven neighborhood, it's just a short walk to Sandy Beach and the Sprite Island Yacht Club boat launch. Custom features and 10-foot ceilings elevate the main level and make it ideal for both everyday living and entertaining. The family room flows seamlessly into the eat-in kitchen. A generous deck overlooking the backyard is perfect for relaxing or hosting friends. The first floor private office with full bath also serves as a guest bedroom. Upstairs, the primary bedroom features a fireplace and a sumptuous bath that opens to an outdoor deck. The third floor offers an entertainment center with full bath and an additional office space. New additions include a full house generator, outdoor lighting, a fire pit and patio. Nearby is the Shorehaven Country Club as well as The Shore and Country Club, a private club on Long Island Sound offering members a 25 yard pool, a separate wading pool, 10 tennis courts, beach areas on the Sound, a marina with boat slips, as well as dining and social areas for events, meals and gatherings. 3 Shorehaven is just minutes to Norwalk's famous SoNo district for great restaurants and entertainment. Room for a pool. Within one hour to NYC.

3 Shorehaven Rd, Norwalk
$3,550,000
6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24191286 MLS
In today's world, there is nothing more important than having a place to gather. This private retreat with a stunning residence and amazing recreational facilities can become your own private sanctuary with a tennis court, heated Gunite pool and separate pool house set among lush, meticulously curated grounds on almost 2.4 acres. This 6,700-square-foot shingle-style residence offers refined luxury across three expansive levels, combining architectural sophistication with a warm sense of livable comfort. The main level flows beautifully and showcases dramatic interiors with large gathering spaces, gourmet kitchen facilities and incredible entertaining capabilities. The main floor primary suite serves as a luxurious private retreat with his and her bathrooms and separate sitting room/office. Upstairs, three additional bedrooms continue the home's commitment to comfort and privacy. The finished lower level extends the home's appeal with numerous recreational spaces and a full bath. Beyond the impressive interiors, the grounds are truly breathtaking. A rhythm of blooming flowers and mature landscaping creates a sense of beauty throughout all four seasons, thoughtfully designed to offer year-round color and serenity. Located on a private cul-de-sac, this home is a true compound-balanced, gracious, and masterfully executed, offering unparalleled living inside and out. Once you have arrived, it will be hard to leave!

9 N Ridge Rd, Westport
$3,500,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24196231 MLS
Where the river meets the ocean, an extraordinary waterfront legacy awaits. Discover The River Estate at Shawandassee, one of the region's most captivating riverfront estates, where 1.06 acres of meticulously manicured, park-like grounds and more than 200 feet of pristine waterfront create an unparalleled coastal sanctuary. Launch your boat from the private deep-water dock and cruise effortlessly to Long Island Sound, Fishers Island, and beyond, or spend the day enjoying the rare grandfathered waterfront boathouse complete with electricity and running water, and a private beach. Spend your days sport fishing, shellfishing, kayaking, paddleboarding, boating or simply soaking in the serenity of life on the water. Complementing this remarkable setting is a charming pony barn attached to a two-car garage and a beautifully updated 2,700-square-foot residence offering three bedrooms and three full baths. This is far more than an exceptional property-it is a once-in-a-lifetime waterfront estate where luxury, privacy, and the timeless beauty of New England's coastline come together to create a lifestyle few will ever experience. Inside, timeless craftsmanship and warmth welcome you home. The inviting living room welcomes you with hardwood floors, a classic wood-burning fireplace and a picturesque window seat perfectly, positioned to take in the patio, beautifully landscaped grounds and tranquil water views.

7 Shawandassee Rd, Waterford
$3,500,000
12 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24175981 MLS
Exceptional opportunity to acquire a thriving six-unit short-term rental portfolio in the heart of Mystic, Ct. Offered as three well-maintained buildings with six guest accommodations, this turnkey hospitality operation provides immediate income in one of New England's most desirable coastal destinations. Located within walking distance of Historic Downtown Mystic, the portfolio benefits from strong year-round demand driven by waterfront attractions, acclaimed restaurants, boutique shopping, marinas, entertainment venues, and a vibrant tourism economy. Guests enjoy convenient access to Mystic's most popular destinations, helping drive occupancy and repeat visitation. The portfolio includes six thoughtfully appointed accommodations across three separate buildings, creating multiple revenue streams and operational flexibility. The properties have been carefully maintained and are positioned for continued success under new ownership. Unlike traditional multifamily investments, this offering represents an established lodging business with immediate cash flow and future growth potential. The combination of location, scale, and guest appeal creates a rare opportunity to acquire a hospitality asset in one of Connecticut's premier tourism markets. Whether expanding an existing portfolio or entering the short-term rental industry, this unique Mystic offering delivers proven income, operational flexibility, and long-term value. Financial and operational information availabl

9 School (4 And 6 School Place)(Mystic) Street, Stonington
$3,500,000
8 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24158335 MLS
Welcome to The Orange Street Collection, a mixed-use hospitality and residential investment opportunity located in the heart of Downtown New Haven. Positioned steps from Yale University, this asset combines immediate income with meaningful long-term upside in one of the city's most active corridors. The property features over 5,000 square feet of restaurant space across the main and lower levels, including two full kitchens and a flexible layout suited for a flagship dining concept, dual operators, or a hospitality-driven reposition. The lower level offers additional potential for lounge, speakeasy, or private event use. Above, eight residential units provide stabilized income and consistent cash flow, creating built-in diversification and downside protection. This is a rare opportunity to acquire a true mixed-use downtown asset with lease-up potential, strategic location advantages, and strong fundamentals driven by proximity to Yale University, surrounding retail, and vibrant nightlife. Ideal for investors, 1031 exchange buyers, or owner-operators seeking both income and long-term positioning in a growing urban corridor.

99 Orange St, New Haven
$3,500,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24148140 MLS
Opportunities like this are exceedingly rare. Betts Island is one of just 10 private islands off the coast of Norwalk, offering a uniquely private coastal setting and a canvas for imagination. Located approximately one mile offshore, the island is distinguished by its natural land bridge, which connects its two halves and creates a protected cove long favored by boaters. A small bungalow currently sits on the island, and future development options may be explored. Shaped by retreating glaciers more than 17,000 years ago, the Norwalk Islands form a remarkable archipelago scattered across Long Island Sound. For generations, they have attracted boaters, kayakers, and those drawn to a quieter, more adventurous relationship with the coast. Rich in maritime history and surrounded by protected waters, portions of the island chain are preserved within the Stewart B. McKinney National Wildlife Refuge, helping maintain the natural beauty, wildlife, and sense of escape that define this rare environment. A setting for those who appreciate that true privacy often lies just beyond easy reach. Also for sale is Calf Pasture Island which is MLS #24147619.

Betts Island, Norwalk
$3,500,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24147619 MLS
Opportunities like this are rare. Calf Pasture Island is one of just 10 private islands off the coast of Norwalk, offering a uniquely private coastal setting and a blank canvas for imagination. Properties like this remain in the same hands for many decades and do not come up for sale often. Located approximately a half mile offshore, it is among the closest islands to the mainland and takes its name from the cattle once kept there. The island is easily accessible from Norwalk Harbor and the Saugatuck River, making it a convenient yet distinctly separate retreat. A small A-frame structure currently sits on the island, and future development options may be explored. Shaped by retreating glaciers more than 17,000 years ago, the Norwalk Islands form a rare archipelago scattered across Long Island Sound. For generations, they have attracted boaters, kayakers, and those drawn to life just beyond the shoreline. Rich in maritime history and surrounded by protected waters, portions of the island chain fall within the Stewart B. McKinney National Wildlife Refuge, helping preserve the natural beauty, wildlife, and sense of escape that define this remarkable setting. A place for those who appreciate that true privacy often lies just beyond easy reach. Also for sale is Betts Island which is MLS #24148140.

Calf Pasture Island, Norwalk
$3,500,000
ACTIVE Status ⋅ 24096996 MLS
Glendale at Oxford/Canterbury Estates offers options for the next builder. Our builder after 53 years of building is retiring. The property is being offered with a few options. The first for the buyer to finish the complex in Oxford which consists of Orchard Hill and Forest View Road. The second option offers the buyer to continue with the land and have the house prints changed to 2,160 sq ft with a 3 car garage. The second option the buyer would need to obtain all the approval for a change. The third option offers the buyer to purchase the property where Forest View and Orchard Hill is show one the map. The seller is willing to divide the property. This piece when divided will reduce the acreage to approximate 40 acres includes all the wetlands, easement areas and ponds. City water, gas line and underground electrical is brought up to the proposed road. Sewer line is 200-300ft further up the proposed road.This property at one time was commercial. Inner signal on plan is no longer used.

Christian Street, Oxford
$3,499,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24144031 MLS
Exceptional NEW CONSTRUCTION - Walk to Town - Experience a thoughtfully designed home by V&A Construction, a highly regarded local builder known for exceptional craftsmanship. Just a short walk to town, shops, restaurants and the train, the location is as convenient as it is desirable. The home features handcrafted cabinetry and millwork, wide-plank white oak floors and high ceilings throughout. Imported European windows and doors not only add a beautiful architectural element, but make the home feel exceptionally quiet and comfortable. A welcoming foyer opens to living and dining rooms, a private home office and a designer kitchen with breakfast nook, premium appliances and a fully equipped butler's pantry. The kitchen flows directly into a spacious family room with a wood-burning fireplace, creating an easy, open layout for everyday living and entertaining. The expansive mudroom offers generous storage, connects to a back staircase and leads to a spacious lower level that can accommodate a gym, media room and game room. The second floor includes five generously sized bedrooms, highlighted by a primary suite with dual walk-in closets and a spa-like bath with premium fixtures. A large third-floor loft provides flexible space for a playroom, additional office or a relaxed retreat. This award-winning builder is dedicated to creating homes of the highest quality. Rarely offered and not to be missed.

72 Old Kings Hwy S, Darien
$3,495,000
4 Beds ⋅ 8 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24200803 MLS
Set well back from the road on two acres in Greenfield Hill, this remarkable residence is approached by a tree-lined drive of pavers, cobblestone and Belgian block. Completely rebuilt and reimagined with the quality and craftsmanship of new construction, nearly 8,000 square feet unfold across three levels with four bedrooms, six full and two half baths, wide-plank oak floors, expansive windows and tranquil pond views. A sun-filled atrium with soaring 20-foot ceilings introduces gracious living and entertaining spaces accented by multiple fireplaces. The tremendous chef's kitchen features quartzite surfaces, abundant cabinetry, a walk-in pantry and Sub-Zero, Wolf and Miele appliances, including dual refrigeration, ovens and dishwashers. The primary suite features a barrel-vaulted ceiling, fireplace and separate his-and-hers areas, each with a walk-in closet and private marble bath with heated floors. Two additional en suite bedrooms and laundry complete the upper level. The light-filled walkout lower level includes a fireplace, kitchenette, wine room, full bath, exercise room, second laundry and flexible recreation/media space. Terraces with a fire pit and built-in grill overlook the peaceful grounds. Smart-home technology, a generator, all-new systems and a standing-seam metal roof add turnkey ease. The Ridge offers a staffed gated entrance, private roads, mature trees, clubhouse, heated pool, tennis and pickleball.

475 Fence Row Dr, Fairfield

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