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127 S Gate Ln, Fairfield
$1,700,000
4 Beds ⋅ 3 Baths ⋅ 24160009 MLS
Nestled along the picturesque Connecticut coastline, 127 South Gate Lane places you in the heart of Southport's Harbor & Beach area-a storybook setting where classic New England charm meets coastal elegance. Imagine a historic harbor adorned with graceful sailboats gliding on tranquil waters, framed by stately colonial homes and streets shaded by towering trees. It's the kind of place where every stroll feels like stepping into a postcard. Stroll to Southport's charming boutiques, sip coffee at a cozy cafe, or savor a meal crafted from the finest local ingredients at one of the celebrated restaurants nearby. At first glance, you may see a traditional colonial, but this is not just a classic home; it's located in one of the most sought-after areas of Connecticut. Just a short walk to the Beach and Southport Harbor shops & restaurants, the Equinox health club, Pequot Yacht Club, and Metro North Train Station to NYC. This lovely classic center hall colonial features 4 bedrooms, 2.5 bathrooms, a spacious living room with great symmetry and a wood burning fireplace, large dining room with wet bar and built ins, family room with built ins, first floor laundry & mudroom room, eat in kitchen with new appliances, refinished light hardwood floors, a large two car garage, and a lovely porch with screens and glass for three season enjoyment. Sited on a cul-de-sac with significant homes, move right in or renovate when you are ready. Serviced by natural gas & city water.

127 S Gate Ln, Fairfield

21 Amherst Rd, Greenwich
$1,700,000
5 Beds ⋅ 3 Baths ⋅ 24155152 MLS
First Time on the Market! Set on a quiet, sought-after street, this spacious five-bedroom, three-bath split-level home spans 2,911 square feet of bright, comfortable space. The main level features an eat-in kitchen and a large open dining and family room with an electric fireplace, ideal for gathering and everyday living. Sliders off the dining and family area lead to a generous deck overlooking a level yard, well suited for indoor-outdoor entertaining. A sun-filled living room with a bay window adds welcoming charm. The upper level includes a large great room, providing valuable flexible space for recreation, work, or relaxing. A walk-out lower level adds even more versatility, well suited to a playroom, home office, gym, or multi-generational living needs. Central air, a one-car garage, and abundant space throughout complete this desirable opportunity in Riverside.

21 Amherst Rd, Greenwich

2 Sail Harbour Dr, Sherman
$1,700,000
4 Beds ⋅ 4 Baths ⋅ 24161436 MLS
Majestic Sail Harbour Home, in this premier Candlewood Lake community, on 2 sprawling, level acres has it all! Elegant 2 story marble foyer w/circular stair welcomes you, flanked by a formal living & dining room in this classic plan. An expansive kitchen w/bay dining area, offers open views of the family room, tiled 4 season sunroom, in ground pool & masterfully created gardens. A grand primary suite offers an expansive walk-in closet with additional attic storage beyond, a newly updated spa bath & ultimate privacy. A secluded guest suite, accessible by a back staircase, offers multiple closets & a full bath. Two more, well appointed bedrooms share an updated full bath w/ double sinks. ideal space for family & guests alike. A super plus is found in the 3rd floor game room with media center, pool table & more! The glorious, light filled sunroom and adjacent Rutt Kitchen offers a modern take on this classic home. Light, bright, airy and renovated this hime is an exceptional find in this private lake community. Relax & enjoy idyllic & picturesque gardens, surrounding a 42 ft Gunite pool & spa, private dock at community marina (already paid for the season), a game of tennis or pickleball at the community courts & sunbathe at the private sand beach & clubhouse! Just 70-75 minutes to New York city yet a world apart. Enjoy lake living at its finest in Candlewood Lake's premier community of Sail Harbour. Come for a visit ....stay for a lifetime!

2 Sail Harbour Dr, Sherman

42 Topstone Rd, Redding
$1,700,000
4 Beds ⋅ 4 Baths ⋅ 24157966 MLS
Nestled on three private acres in highly sought-after Redding, Connecticut, with a private backyard gate entering directly into Topstone Park, this exceptional property offers a lifestyle defined by tranquility, privacy, and space. Surrounded by mature trees and drenched in natural light, the home embodies the timeless charm that has earned Redding its reputation as the 'Vermont of Connecticut". Designed with entertaining in mind, the resort-style backyard is a true retreat featuring a heated in-ground pool with spa, an inviting outdoor fireplace, and expansive, fully fenced grounds perfect for year-round enjoyment. A newly paved driveway adds to the home's impressive curb appeal and arrival experience. Inside, thoughtful modern upgrades ensure both comfort and efficiency, including energy-efficient electric heat pumps with central air conditioning, updated garage doors, and a whole-house generator that also services the finished barn. The kitchen is equipped with premium Thermador appliances, including a high-end oven, cooktop, and dishwasher, ideal for both everyday living and hosting. Providing incredible versatility, the 400 sq ft finished barn serves as a premier home office, fitness studio, or creative retreat, further extending the home's expansive living and entertaining potential. Move-in ready and meticulously maintained, this property offers a rare combination of privacy, functionality, and upscale living in a peaceful, natural setting all just minu

42 Topstone Rd, Redding

42 Starr Ln, Bethel
$1,700,000
4 Beds ⋅ 5 Baths ⋅ 24159940 MLS
Beautifully situated on 5.4 serene acres at the end of a cul-de-sac, this custom-built 2018 colonial offers resort-style living. Imagine waking up every day to your own private oasis, where a sparkling pool, relaxing spa and a cozy fire pit set the stage for ultimate enjoyment. The outdoor living space is an entertainer's dream, featuring a built-in Napoleon grill and a covered sitting area with a gas fireplace that help to extend the backyard season. The interior features an open and airy floor plan bathed in natural light. The dramatic double-height ceilings in the entryway and family room create a sense of grandeur, while a gas fireplace, flanked by built ins, anchors the space with warmth. The stunning, sunlit kitchen features Thermador and Sub-Zero appliances. The main-level primary suite combines luxury and convenience, offering a tranquil retreat from the day. Upstairs, you'll find three additional bedrooms - two with en suite bathrooms and one with easy access to a nearby hall bath - plus a playroom and a second office. The possibilities continue with an unfinished walkout lower level featuring high ceilings. Whether you dream of a home theater, gym, wine cellar, or all three, this space can be transformed to suit your vision. Come experience the extraordinary blend of tranquility and sophistication at this exclusive retreat.

42 Starr Ln, Bethel

25 Lakeside Ave, Darien
$1,700,000
2 Beds ⋅ 2 Baths ⋅ 24156670 MLS
A Rare Opportunity to live on the Coveted Tilley Pond Park with Sweeping Park & Water views. Beautifully designed for effortless living & entertaining, offering a rare blend of natural beauty, walkability, & coastal town charm. On the Pond - where mornings begin with coffee, peaceful water views and evenings end with sunsets reflecting off the park. Stroll along an idyllic street to downtown Darien's charming shops & restaurants in minutes, or walk just steps to the train for an easy commute to NYC. Spend the afternoon at the park, bike to one Darien's two beautiful beaches then stroll to town. Vaulted ceilings at the front and rear create a light-filled, open atmosphere, while expansive windows frame the beauty of Tilley Pond. Unwind in the tranquil family room, prepare meals in the chef's kitchen & gather by the fireplace to watch the game. The floor plan is seamless for entertaining, while the backyard & deck offer the perfect setting for al fresco dining. Working from home it offers a bright office at the front of the house overlooking the park. The lower level provides flex finished space for an additional bedroom or gym with large laundry room, & ample storage. This home offers exceptional potential to expand with a future second floor & the creation of additional beds/baths while enjoying this extraordinary Waterfront setting. Ideal as a full-time time residence, weekend retreat, or an expansion opportunity rarely found in such a coveted walk to town & train location.

25 Lakeside Ave, Darien

100 Harrison Ave, New Canaan
$1,700,000
4 Beds ⋅ 3 Baths ⋅ 24157409 MLS
Versatile Gem: Walkable and with Income Potential - This light-filled Cape Cod offers a rare blend of flexible living and a prime location on one of New Canaan's most coveted streets. Whether you envision a grand 4-bedroom, 3-bath single-family home or a savvy investment using the upstairs 2-bedroom apartment, this home currently features a main-floor primary suite, an additional bedroom and bath, open concept dining and living rooms, a dedicated office, and a striking family room with beams and cathedral ceilings (currently serving as a 3rd bedroom for the sellers). The kitchen flows seamlessly onto a private backyard terrace, while the separate second-floor 2-bedroom, 1-bath apartment serves as a legal, $2,000+/month income-producing suite or an ideal in-law residence. Outside, the large and grassy lot acts as a peaceful retreat and a detached two-car garage featuring a workshop and a large loft recreation room. Just steps from the train station, fine dining, and boutique shopping, this property represents an exceptional opportunity to create your dream lifestyle with many living options in a perfect neighborhood setting.

100 Harrison Ave, New Canaan

377 Main St Unit APT 17, New Canaan
$1,700,000
3 Beds ⋅ 3 Baths ⋅ 24155641 MLS ⋅ Kings Grant BLDG.
Located one mile from New Canaan's town center, 377 Main Street, Unit 17 offers turnkey townhouse living just moments from Metro-North, Waveny Park and New Canaan schools. This light-filled condominium blends low-maintenance living with the privacy and scale of a single-family home. Featuring 3 bedrooms with cathedral ceilings, 2.5 baths, and approximately 2,800 square feet - including a finished lower level - this Kings Grant residence offers expansive living areas, hardwood floors throughout, and seamless indoor-outdoor flow. Elevated, private positioning within the complex and oversized windows provide exceptional natural light and peaceful views. The spacious kitchen includes a center island, stainless steel appliances, generous counter space, and sliding doors opening to a sun-filled deck - ideal for everyday living and entertaining. Additional highlights include a wood-burning fireplace, natural gas, direct access to a private terrace and two elevated decks, abundant storage, and an attached two-car garage. Kings Grant is a pet-friendly community featuring a beautifully maintained, heated pool and professionally managed grounds.

377 Main St Unit APT 17, New Canaan

25 Powder Horn Hill Rd, Wilton
$1,700,000
4 Beds ⋅ 4 Baths ⋅ 24153585 MLS
Offer deadline today 2/15/2026 at 6pm. Welcome to 25 Powder Horn Hill Road-a stunning oasis set on 2.79 level, beautifully landscaped acres offering exceptional privacy, sun-filled interiors, and a resort-style backyard just minutes to town. This 4-bedroom, 4-bath Colonial offers 4,144 sq ft with a versatile floor plan and multiple living spaces designed for modern living. A circular driveway creates a gracious arrival. Inside, the slate-floored living room features a cozy fireplace, floor-to-ceiling windows, and French doors that open to the backyard. The dining room is rich in character with hardwood floors, built-ins, and a second fireplace-ideal for entertaining. The eat-in kitchen is wrapped in floor-to-ceiling windows with serene views, and French doors make indoor-outdoor living effortless. Outside, enjoy a stunning pool with attached spa and waterfall, surrounded by mature plantings and generous space for dining and lounging. A large first-floor primary suite with walk-in closet and ensuite bath plus a first-floor bedroom offer flexibility. Upstairs, two vaulted-ceiling bedrooms, two full baths, a den, and an oversized great room complete the home. Other features include central air, a 2-car garage, sprinkler system, shed, and full-house generator. All close to town, train and commuter routes. This home is a must-see-don't miss it!

25 Powder Horn Hill Rd, Wilton

25 Deer Hill Dr, Ridgefield
$1,700,000
5 Beds ⋅ 5 Baths ⋅ 24130702 MLS
Welcome to 25 Deer Hill Drive - Prime South Ridgefield Location! Perfectly sited on +1.4 level acres on a quiet cul-de-sac on the NY/CT border, this turn-key Farmhouse Colonial offers the ultimate combination of privacy, convenience, and outdoor fun-just minutes from town. Beautifully landscaped grounds complete with a zip line & treehouse, creating endless opportunities for play+ relaxation. Walk inside the inviting Foyer to the LR with built-ins and wood-burning FP which opens to a sun-filled DR w/pocket doors to a sensational, updated Chef's Kitchen featuring an oversized island, Sub-Zero Refrigerator, Bertazzoni Gas Range, Wall Oven, Stone Counters, Wine Fridge + Pantry. The adjacent Sunroom/Breakfast Room w/walls of windows & doors to the Deck + Stone Patio w/Fire Pit overlooks the expansive yard. Spacious Family Rm w/gas Fireplace & built-ins, plus a main-level Office w/custom millwork, complete the main level. Upstairs offers 5 Bedrooms + 3 full Baths, including a serene primary suite w/double closets, custom storage, spa-inspired bath w/steam shower. Finished Lower Level adds 750 sq ft of versatile living space. Add'l highlights include: newly installed Hardwood Floors throughout Main Level, New Main Staircase, New AC Compressor, Car Charger, Whole-House Generator and Energy Efficient Solar Panels. Easy commute to Katonah Train Station - approx. 1 HR to NYC. Rare opportunity to own a truly special home in one of Ridgefield's most sought-after neighborhoods.

25 Deer Hill Dr, Ridgefield

38 Honey Hill Rd, Wilton
$1,700,000
4 Beds ⋅ 6 Baths ⋅ 24125610 MLS
Welcome to this spacious 4-bedroom, 4 full and 2 half bath colonial nestled on 2.54 acres of flat, expansive property. This beautifully designed home features custom moldings throughout and offers exceptional living space for both everyday comfort and elegant entertaining. The spacious kitchen is a chef's dream with an oversized center island, stainless steel appliances, marble countertops, generous pantry, and a bright dining area. The kitchen flows seamlessly into a cozy family room and formal dining room. With four fireplaces throughout, warmth and charm abound. The main level also includes a mudroom, laundry room, and a home office with custom built-ins and fireplace. The impressive recreation room boasts a vaulted ceiling and fireplace. It's large enough for a golf simulator! The finished wine cellar adds a touch of luxury. Step outside to an oversized patio featuring a full outdoor kitchen and fireplace, overlooking a private backyard with room to add a potential pool. A rare opportunity!

38 Honey Hill Rd, Wilton

345 Reef Rd Unit C9, Fairfield
$1,700,000
4 Beds ⋅ 5 Baths ⋅ 24119701 MLS ⋅ Coastal Haven - Fairfield BLDG.
This luxury End unit new construction townhouse with over 4,400 square feet offers an exceptional living experience with a spacious and thoughtfully designed layout. Undeniably the best location in the entire complex with a private patio and yard. Upon entering, you'll notice the 7" white oak flooring, wide hallways, and modern fixtures. The home features four generously sized bedrooms, An additional office space offers a dedicated area for working from home, while a flexible multi-purpose room can be used as a second entertaining lounge, fitness area, or additional living space. Convenience and comfort are paramount with a 2-car garage, private elevator. At the heart of the home is the open-concept gourmet kitchen, a culinary haven equipped with top-of-the-line professional Thermador appliances. Juliette balconies flood the space with natural light and fresh air, enhancing the inviting coastal ambiance. Attention to detail and superior craftsmanship are evident throughout, with high-quality materials and finishes elevating the overall aesthetic. Perfectly located within a short walk to downtown Fairfield, the beach, parks, and other community spaces, this home blends luxury, convenience, and lifestyle effortlessly. The homeowner's association maintains common areas, grounds maintenance and home owners insurance. This exceptional new construction townhouse presents the perfect blend of modern design, convenience, and location

345 Reef Rd Unit C9, Fairfield

255 Silvermine Ave, Norwalk
$1,700,000
3 Beds ⋅ 4 Baths ⋅ 24130697 MLS
Serene and Chic! This beautiful, pristine home lives like a decorator's show house. High-end finishes and professional decorating greet you at every turn in this simply stunning retreat on 2 private acres. Gourmet Kitchen with Sub-Zero/Wolf appliances, granite counters, fully-equipped wet bar with refrigerator drawers/wine chiller and sunny Breakfast Room that overlooks the expanse of the property. Open floor plan, high ceilings and freshly redone chestnut flooring throughout. The bright Kitchen spills into a dramatic Family Room with vaulted ceilings, soaring windows, built-ins and modern decorative fireplace detail. There is a Living Room with second fireplace, sophisticated Dining Room, Office hideout and stylish Mudroom just off the front porch. The surprises continue upstairs with a spacious, soothing Primary Bedroom complete with two custom LED-lit closets and a show-stopping, spa-like Primary Bath. Two more bedrooms with a renovated Jack & Jill bathroom and 2nd floor Laundry complete this floor. Don't miss the Lower-Level walk-out Playroom/4th bedroom option, Exercise Room and full Bath for those who may need an au-pair or in-law suite with private entry. The spacious walk-up Attic could be finished. The wrap-around porch and cozy fire-pit deck overlook this large, level back yard with charming barn/shed. You'll feel like every day is a wellness vacation at home as you walk to GrayBarns or the Mercantile to celebrate your homecoming to the heart of historic Silvermine!

255 Silvermine Ave, Norwalk

34 Ridgedale Rd, Fairfield
$1,699,000
4 Beds ⋅ 5 Baths ⋅ 24129398 MLS
Welcome to this exquisitely designed and completely rebuilt Colonial, crafted by one of Fairfield's premier builders. From the moment you arrive, the home's exceptional curb appeal and timeless architecture set the tone for what's inside. The bright and open floorplan is perfect for both everyday living and entertaining. The spacious Family Room features a cozy fireplace, custom built-ins, and a stylish entertainment bar complete with cabinetry and a wine cooler. The heart of the home is the beautifully appointed Kitchen, showcasing a large island, high-end finishes and appliances, and a seamless flow into the generous Dining Area. Also on the main level, you'll find a private Office, a walk-in Pantry, a functional Mudroom, and a Powder Room-each thoughtfully designed for comfort and convenience. Upstairs, the Primary Suite is a true retreat, offering a charming bedroom, a walk-in closet, and a luxurious spa-like bath with a tiled shower, soaking tub, and private water closet. The second bedroom features its own en-suite bath, while bedrooms three and four share a Jack and Jill bathroom. The third floor offers beautifully finished space, a full bath, and ample attic storage-ideal for a playroom, guest suite, or home gym. The finished lower level adds even more versatility to this exceptional home. Situated on a level lot in a welcoming family neighborhood, this home combines luxury, functionality, and location. Just minutes from schools, parks, and town amenities,

34 Ridgedale Rd, Fairfield

118 Nursery Rd, Ridgefield
$1,695,000
4 Beds ⋅ 5 Baths ⋅ 24168976 MLS
Situated in a highly sought-after neighborhood, this stately 4BR/4.5BA Colonial blends timeless architecture with over 4,000SF of thoughtfully designed living space. An elegant grand staircase welcomes you upon entry, setting the tone for this beautifully appointed home. Just off the foyer is a spacious dining room adorned with crown molding and a tray ceiling, perfect for entertaining. The inviting living room features a fireplace, while hardwood floors flow throughout the home. The sun-filled eat-in kitchen is designed for both everyday living and entertaining, featuring granite countertops, a large center island with counter seating, and french doors that flow seamlessly to an expansive deck overlooking the beautifully maintained grounds. The family room showcases a vaulted ceiling and a floor-to-ceiling fireplace, creating a warm yet sophisticated atmosphere. Upstairs, the stunning primary ensuite boasts a tray ceiling, hardwood floors, and a luxurious bath with dual vanities, a soaking tub, and walk-in shower. Three additional BR and three full BA complete the upper level. The finished walkout lower level offers exceptional versatility with a tavern-style bar area, home office space, and recreational area, ideal for both relaxation and entertaining. Outside, the landscaped yard provides a picturesque setting for outdoor enjoyment, with space to dine on the patio or deck. Minutes from everything Ridgefield offers, yet removed enough to feel like your own private corner.

118 Nursery Rd, Ridgefield

341 Crestwood Rd, Fairfield
$1,682,000
5 Beds ⋅ 5 Baths ⋅ 24151154 MLS
A welcoming street. A connected neighborhood. A home designed to bring people together. Welcome to 341 Crestwood Road, where classic Fairfield charm meets quiet, modern comfort. Set along walkable streets with friendly faces, this is a place where community still matters and home feels truly settled, with easy walks to playgrounds, tennis, pickleball, and basketball courts, Whole Foods, and the train. Inside, light and space move easily from room to room. Sightlines create connection, while defined spaces allow everyone to have their place. There is room to gather, room to retreat, and flexibility for how life unfolds. A quiet office invites focus. A den with a built-in bar sets the stage for relaxed evenings. A private suite above the garage and a finished third floor provide comfort and separation when it's needed. Thoughtful updates support everyday living, including Andersen windows, split-cedar siding, Azek trim, new mechanicals, and updated kitchen and baths throughout. The result is refined, functional, and built to last. Comfort is seamless and considered, with efficient climate control and smart technology offering peace of mind. Outside, the backyard feels calm and private, ideal for quiet mornings on the cedar deck, afternoons at play, evenings under the stars, and room to imagine what comes next. Classic. Calm. Connected.

341 Crestwood Rd, Fairfield

136 Flat Rock Dr, Ridgefield
$1,680,000
5 Beds ⋅ 4 Baths ⋅ 24205026 MLS
Imagine the privacy and convenience of this South Ridgefield 5 BR Colonial, showcasing a modern open floor plan, numerous renovations and great outdoor spaces for recreation and entertaining! Welcome to 136 Flat Rock Dr, set on 4.45 acres close to Ridgefield's vibrant downtown & just minutes from the NY border. Enter the home to a spacious Family Room with wood-burning fireplace framed by custom millwork, abundant windows and handsome refinished hardwood floors & opening to the fabulous new white Kitchen - the heart of the home. Grand center island w/ plenty of seating, quartz counters & backsplash, Wolf stovetop, wall oven, Subzero, Bosch dishwasher and island fridge drawers create the perfect gathering space for family & friends! Sunlit Dining Room flows seamlessly into the Living Rm with bay window & a stylish Powder Room nearby. Relax on the screened porch with evening breezes or watch backyard sports. Upstairs the serene Primary Ste boasts a large walk-in closet and bathroom w/ updated shower & double sinks. Three add'tl BRs and large, bright hall bath with two sinks, tub & shower complete the upper floor along w/ convenient Laundry Rm. Want a playroom, home office or rec room? Head to the LL to enjoy loads of space plus a 5th BR/full bath, ideal for guests or in-laws, & wet bar w/ fridge, bev cooler & microwave. Walk-out to the flat back yard w/ gardens, bluestone patio for entertaining & collect fresh eggs from the custom chicken coop! So much to love living here!

136 Flat Rock Dr, Ridgefield

9 Autumn Ridge Rd, Weston
$1,680,000
4 Beds ⋅ 3 Baths ⋅ 24201457 MLS
An exceptional example of mid-century modern architecture, this sophisticated 4-bedroom retreat on a cul-de-sac in Weston was designed by renowned Westport architect Larry Michaels & is defined by clean lines, dramatic proportions and an extraordinary connection to nature. Designed to bring the outdoors in, the home unfolds around walls of glass & expansive high windows that draw natural light into the interior while framing the surrounding woodland. Original architectural details give the home an unmistakable sense of character & authenticity. Exposed beams, warm wood paneling, slate flooring & a striking floor-to-ceiling fireplace create a sophisticated yet inviting aesthetic. The dramatic Living Room features a sunken sitting area & soaring walls of glass. The connection between house & landscape is especially compelling. The Dining Room, Living Room & Primary Bedroom all open to the deck, overlooking a heated inground pool & spa, surrounded by mature landscaping & natural stone. A serene outdoor setting designed for long summer days. The bright Kitchen w/stainless steel appliances & island flows into the Family Room with a second fireplace, while a mudroom just off the Kitchen offers a walk-in pantry w/exceptional storage & laundry room. Architecturally distinctive, beautiful & effortlessly livable, this is mid-century modern design at its best-a private sanctuary w/the feeling of a sophisticated resort. Award winning Weston schools & Westport beach rights-welcome home!

9 Autumn Ridge Rd, Weston

102 Eleven Oclock Rd, Weston
$1,680,000
3 Beds ⋅ 3 Baths ⋅ 24141795 MLS
Welcome to "Snowdrop Hill," a lovingly restored gem located at 102 Eleven O'Clock Road in Weston. Surrounded by old New England stone walls and a private gate, this enchanting English stone and shingled home, originally constructed in the 1940s, has undergone a total transformation that enhances its historical charm while providing modern comforts. The home features a beautifully renovated kitchen and all new bathrooms, offering a modern touch to its timeless elegance. One of the standout features of this property is the newly built annex, which could serve as a perfect in-law, nanny or care-giver suite, offering privacy and comfort for extended family or guests or additional space for a gym and home office.The home has been completely updated with new windows and doors, top notch insulation, new appliances, new copper gutters and leaf screens, new A/C compressors, new septic, new deer fence around the perimeter of the entire stone walled property, new entrance gate and underground drainage, new garage and much more. Truly move-in ready. Set on a serene 3-acre lot, Snowdrop Hill offers a peaceful retreat, perfectly combining seclusion with accessibility. The property provides ample room for a pool and tennis court. Whether a family, empty-nesters looking for first floor living or weekenders escaping the city, the home and property is fit for purpose. The tranquility of the grounds and the modern conveniences within make this property a magnificent blend of past and present.

102 Eleven Oclock Rd, Weston

44 Elmwood Dr Unit 44, Fairfield
$1,675,000
2 Beds ⋅ 3 Baths ⋅ 24186343 MLS ⋅ Southport Green BLDG.
Classic well-loved Southport Green Condo with well-proportioned rooms throughout is ideal for downsizers or someone looking for low maintenance living; convenience awaits you! Enjoy all that the quaint hamlet of Southport has to offer. The condo's perfect sunny layout provides privacy, as well as, plenty of space to socialize. Good-sized Living Room boasts Gas Fireplace. Home Office is located off Living Room, as is Half Bath. Well-designed Kitchen features excellent storage, Sub Zero & Wolf appliances, plenty of counter space and has 2 entry ways. Formal Dining Room is accessed off Kitchen. A lovely set of French Doors opens to cozy Den. Primary Bedroom Suite offers 2 Walk-in Closets, and roomy Bathroom with Stall Shower, Jacuzzi Tub and a 2-sink vanity. A second private en-suite Bedroom has ample-sized Closet space and Bathroom with Tub/Shower. Accessible Elevator provides much usefulness. Historic Southport features sweet, delightful shops and convenient dining. Along your stroll to the Harbor, embrace the many interesting, legendary homes with beautifully mature landscaping. Sasco Beach provides a glorious setting as does, the Country Club of Fairfield's scenic golf course. Stately Southport Harbor is a true New England treasure! A stone's throw to I-95 and Fairfield's other beaches, enjoyable shopping and exciting dining.

44 Elmwood Dr Unit 44, Fairfield

32 Silver Ridge Cmn, Weston
$1,675,000
4 Beds ⋅ 5 Baths ⋅ 24181401 MLS
Tucked away on a coveted lower Weston cul-de-sac, this beautifully renovated colonial offers the rare combination of privacy, style, and resort-inspired living. Thoughtfully updated by the current owner, the home is truly turnkey and ready for its next chapter. Sun-filled interiors showcase sophisticated finishes and an effortless flow for both everyday living and entertaining. The renovated kitchen, appointed with stone countertops and premium appliances, opens to a bright sunroom overlooking the property. A dramatic family room with soaring cathedral ceilings, fireplace, and wet bar serves as the heart of the home, while walls of windows fill the space with natural light. The luxurious primary suite is a true retreat, featuring a cathedral ceiling, dual walk-in closets, and a spa-like marble bath. Additional bedrooms are generously sized, and the finished lower level offers exceptional flexibility with a guest bedroom, full bath, and direct access to the outdoor entertaining areas. Outside, the property unfolds into a private oasis anchored by a gunite pool and expansive grounds. A former Har-Tru tennis court remains on the property, presenting an opportunity for restoration or reimagining to suit your lifestyle. Beautifully sited in one of Weston's most sought-after neighborhoods, this special offering is just minutes from award-winning schools, downtown Westport, Metro North, shopping, dining, and beaches.

32 Silver Ridge Cmn, Weston

45 Spectacle Ln, Wilton
$1,675,000
3 Beds ⋅ 4 Baths ⋅ 24182203 MLS
Tucked away on peaceful and highly sought-after Spectacle Lane, this property offers an exceptional blend of country-like privacy and convenient access to Wilton's top-rated schools, both Wilton and Ridgefield's charming town centers, and major commuter routes. It stands as a rare architectural masterpiece, having been lovingly restored to flawlessly showcase the soulful character and timeless craftsmanship of a 1925 home-an effortless allure that was recently featured in New York Magazine. The estate provides an incredibly versatile living arrangement with a total of three bedrooms. The main house features two character-filled bedrooms and light-filled living spaces, while a separate, private one-bedroom guest quarters offers the perfect setup for weekend visitors, extended family, an au pair or home office. A standout feature of the property is the dramatic, dedicated art studio/home office in the main house, boasting impressive vaulted ceilings and an abundance of natural light. Throughout both residences, the thoughtfully designed spaces serve as a blank canvas, offering incredible aesthetic flexibility that effortlessly accommodates any decor style-from classic traditional to sleek modern minimalism.

45 Spectacle Ln, Wilton

Greenwich
$1,675,000
4 Beds ⋅ 4 Baths ⋅ 24174070 MLS
Charming Cotswold-style home in a convenient Western Greenwich neighborhood, custom built by its builder/owner with exceptional attention to detail and timeless aesthetic. This beautifully designed residence offers 4 bd and 3.5 ba. including a relaxing private sauna. The gourmet kitchen opens to a formal dining room featuring custom built-ins, perfect for entertaining. A spacious, light-filled living room with fireplace and built-ins creates a warm and inviting atmosphere. Upstairs includes a lovely primary bedroom with walk-in closet and French doors and two charming double bedrooms with a hall bath. The large walkout lower level includes a bdrm/rec room, mudroom, sauna, and access to the garage with an additional storage room. A rare blend of character, comfort, and convenience in a sought location.

Greenwich

196 W Norwalk Rd, Norwalk
$1,675,000
3 Beds ⋅ 3 Baths ⋅ 24172328 MLS
Discover a rare blend of history, charm and modern comfort in this exceptional West Norwalk retreat set on a private 1.25 acres along one of the area's most cherished streets. Originally the North Five Mile River Schoolhouse, this one-of-a-kind home has been reimagined and updated for today's lifestyle while preserving its timeless character. The original living room impresses with soaring 12-foot ceilings, a marble fireplace and beautifully crafted wood floors. A formal dining room with a butler's pantry adds both elegance and functionality. The spacious country kitchen is designed for gathering, featuring new quartz countertops, a professional grade gas range , fireplace and an oversized island ideal for entertaining. Just beyond the sun-filled atrium serves as the heart of the home, offering warmth and natural light throughout the day. The first-floor primary suite includes a screened in porch perfect for gym or peaceful retreat. The primary bath features a new stand-alone bath and walk-through closet. Enjoy your first-floor family room and home office. The second floor boasts two spacious bedrooms and a hall bath. Step outside to a sweeping level lawn with picturesque stone walls and lush perennial gardens complete with gunite pool. Ample space for entertaining, relaxing or working from home. This exceptional property offers the tranquility of country living, just minutes from downtown Darien and New Canaan with convenient access to I-95 and the Merritt Parkway.

196 W Norwalk Rd, Norwalk

40 Wildwood Rd, Stamford
$1,675,000
5 Beds ⋅ 7 Baths ⋅ 24159152 MLS
Step into timeless elegance with this 6,034 sq. ft. Colonial masterpiece, featuring a legally finished 2638 square foot walk-out basement over lower level. Set behind stately stone pillars, the home welcomes you with a sweeping driveway, manicured gardens, and a pool site ready for your dream oasis. Inside, a sun-drenched, two-story marble foyer sets the stage for stunning architectural details throughout, including exquisite millwork, rich herringbone-patterned hardwood floors, and three fireplaces. Expansive windows flood the interior with natural light, while dual staircases add both grandeur and convenience. Perfect for entertaining and everyday living, the home offers an effortless flow between generously scaled rooms, all crowned by dramatic ceilings. Upgrades include a brand-new $40,000 HVAC system, a Well Pump and Wire (2022), a Hot Water Heater (2021), a Bosch AC System (2021) and Smart Home features (thermostats, lights, doors, cameras, garage doors) that provide year-round comfort in this extraordinary, move-in-ready residence.

40 Wildwood Rd, Stamford

63 Parmalee Hill Rd, Newtown
$1,675,000
5 Beds ⋅ 6 Baths ⋅ 24152711 MLS
This home is sold WITH the adjacent Building Lot #65 Parmalee Hill Road. TOTAL of 4.09 ACRES. #65 Parmalee Hill Rd is a R-2 Zoned lot (2.04) with shed/barn on property. Beautifully appointed Colonial Style home, built in 2006, with breathtaking views of the surrounding valley. Located in a residential, semi-rural section of Newtown, with easy access to major routes. Throughout the home you will find hardwood flrs,high ceilings,high end finishes,tons of windows with an abundance of natural light. Three levels of living, offering 8,530 Square Feet. Majestic in its presentation, this Home features a two story Foyer, Formal Living Room with Fireplace+sconces. The Formal Dining Room offers French Doors,tray ceiling+mahogany inlay on floor. The large and spacious Eat-In-Kitchen features a gourmet Viking Gas Stove/Range,2 sinks, large center island/breakfast bar, walk-in pantry. The Two-Story Family Room features a stone fireplace, floor to ceiling windows and hardwood flooring. The Main Floor Bedroom/Home Office, with a Full Bath adjacent. The Upper Level features the Primary Bedroom Suite, plus 3 additional bedrooms and dedicated Laundry Room (hook ups only).The Primary Bedroom Suite features a tray ceiling, a large walk-in closet/dressing room along with a secondary walk-in closet. The Primary Bath features two vanities, a jacuzzi tub and spacious stall shower.Additional Bedroom w/Full Bath.The Two other Bedrooms share a Jack and Jill bathroom

63 Parmalee Hill Rd, Newtown

9 Spriteview Ave, Westport
$1,675,000
3 Beds ⋅ 2 Baths ⋅ 24150636 MLS
Located within Westport's coveted private coastal enclave on Saugatuck Island, this sun-filled, 3-4 bedroom home offers relaxed island living in a highly sought-after setting. Hardwood floors run throughout this charming beach house, creating warmth and continuity across well-proportioned living spaces ideal for everyday comfort or weekend entertaining. Three distinct decks extend the living outdoors, perfect for morning coffee, afternoon breezes or evening gatherings. Updated, high-efficiency mechanicals and gas-fired radiant heat provide dependable comfort year-round. Set in a close-knit community known for its never-ending water views, sunsets and seasonal charm, this home is perfectly suited whether you're seeking a year-round residence or a weekend coastal retreat-just minutes from downtown Westport, the train, and major routes.

9 Spriteview Ave, Westport

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