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$3,200,000
4 Beds 4 Baths 24194459 MLS
Offered Fully Furnished. Set within nearly three private acres of mature woodland, Winnick Retreat is a reimagined mid-century modern residence where architecture, landscape and everyday life exist in quiet balance. Originally built in 1962 designed by Yale's very own Herbert S. Newman, the home is defined by its low horizontal profile, deep roof planes, clerestory windows and expansive walls of glass. A dramatic two-story central atrium draws natural light through the interior, while nearly every principal room maintains a direct visual connection to the surrounding trees, gardens and changing seasons.Inside, approximately 4,134 square feet of living space offers four bedrooms and three-and-one-half bathrooms. Warm wood, natural stone and glass create interiors that feel composed rather than formal. The renovated primary suite, custom kitchen and carefully updated living spaces respect the home's architectural character while supporting contemporary life. The property's recent transformation extends far beyond the interior. Landscaped grounds now unfold as a sequence of private experiences: a swimming pool with fire and water features, pool cabana, barrel sauna, fire-pit courtyard, outdoor fireplace and Har-Tru tennis court. Terraces, balconies and garden paths connect living spaces to the natural setting. Recreation and restoration become part of the daily rhythm. Mornings begin with a warm drink on the balcony underneath the tree canopy.

17 Pine Ridge Rd, Woodbridge

$3,200,000
3 Beds 2 Baths 24186522 MLS
Exceptional equestrian estate featuring a fully equipped horse facility and charming Cape-style home. Ideal for equestrians, trainers, or boarding professionals, the property offers 16 rubber-matted stalls, a large well-lit indoor arena, and a second-floor viewing lounge with kitchen amenities-perfect for lessons, clinics, and entertaining. The barn includes a wash stall, feed room, hay storage, boarder tack lockers, laundry area, and full bath. Safety is enhanced by a commercial sprinkler system. Owned pole-mounted solar panels are installed but are not currently operational. Outside, expansive grass paddocks and a large sand/stone dust outdoor arena provide ample space for training and turnout. Bordering Land Trust property with a river and miles of trails, you can horseback ride or hike directly from your back door. "The Shepaug is one of those rivers that looks like it was painted by someone who had too much talent and not enough canvas." written by Charles Hayes. The Cape-style home features 3 bedrooms and 2 full baths, blending classic New England character with modern comfort. A 2-car attached garage is complemented by a detached 4-car garage, plus an additional detached 3-car garage with a second-floor apartment-ideal for guests, staff, rental income, or a home office.

124 Botsford Hill Rd, Roxbury

$3,200,000
24175635 MLS
Striking three-story brick office building set on a beautifully landscaped, established site in Wethersfield's professional corridor! Find presentable curb appeal with red brick, a dormered roofline, and mature plantings. Three floors served by elevator, with a sizable ~158-space parking lot. Substantially renovated and significantly upgraded, with over $1.1M of documented capital investment in building systems, common areas, a refreshed lobby, and a full medical-grade second-floor buildout. Two long-term tenants anchor the building today, a medical practice and a home-care services group, providing strong in-place income. Well-suited for an owner-user: a medical group, specialty practice, or professional firm can occupy anywhere from 5,000 to 18,000 SF while the in-place leases help carry the building. The available space is flexible, with a spacious first floor (~10,000 SF) subdivideable into multiple configurations, and a large, light-filled open-plan upper floor (~8,000 SF) that works as a single tenant's space or carved into smaller suites. The building is a natural fit for a range of medical specialties, as well as professional users. The established medical cluster a mile away on Silas Deane Highway reinforces the address for any healthcare user. Easy highway access is an advantage too, with I-91 less than a mile away and downtown Hartford a ten-minute drive. An excellent opportunity to own a substantially improved, income-producing professional address!

30 Jordan Ln, Wethersfield

$3,200,000
3 Beds 2 Baths 24069608 MLS
Black Dog Farm, owned by artist Elaine Voghelle, an exceptional estate offering a refined storybook ambiance. The fully restored 1803 Antique Eyebrow Colonial Farmhouse is set on 4.6 acres of prime land along the Appalachian Trail. Renovations throughout the home are executed to the highest standard. The property includes several substantial outbuildings, including a three-level cottage, a two-car detached garage, a sauna and spa room, Tabacco Barn & an expansive horse barn with fully operational paddocks complete with water and electricity. The artist's extraordinary vision brings the estate to life, creating a museum-quality residence that embodies elegance and sophistication. Rare materials and uncompromising attention to detail are evident throughout, including white oak hardwood floors sourced from MOMA, custom handmade mahogany windows fitted with imported wavy German glass, and advanced argon gas insulation. The chef's kitchen is thoughtfully designed with gnarled brass pulls, leathered limestone marble countertops, and a handmade, hand-painted tile backsplash. The retreat was constructed using Pennsylvania Lichen Stone, with stone walls and pillars carefully built to replicate the craftsmanship of centuries past. Bronze metal seamed-heated roofs, snow guards, and cupolas crown each structure, providing both durability and architectural distinction. The grounds are beautifully landscaped with rows of English dwarf boxwoods.

6 Hoyt Rd, Sherman

$3,150,000
5 Beds 6 Baths 24189678 MLS
Privately sited in the heart of Greenfield Hill, this updated home blends European-inspired architecture with the modern comforts today's luxury buyers value most. Rich in character, it offers soaring ceilings with exposed wood beams and skylights, wide-plank hardwood floors, custom built-ins, antique mantels, and repurposed antique doors throughout. The dramatic family room flows to a private office, wet bar, and chef's kitchen beneath an expansive skylight. The desirable first-floor primary suite has been transformed with a new spa bath, new gas fireplace, and atrium with a private entrance. Upstairs, a second primary suite features an en-suite bath, dressing room, fireplace, and private balcony. A renovated one-bedroom guest residence with new flooring, updated kitchen and bath, washer/dryer, and private entrance is ideal for extended family, guests, an au pair, or home office. Extensive improvements include a generator, water purification system, drainage system, irrigation, security system with cameras, restored and re-stained roof, renovated mudroom/laundry room, gardens with bluestone walkways and raised beds, and new front fencing. Expansive terraces overlook beautifully landscaped grounds with mature specimen trees and perennial gardens. Just minutes from town, beaches, train, restaurants, and Fairfield Country Day School, this exceptional Greenfield Hill property offers timeless character, privacy, and extensive improvements. Ready to enjoy from the day you arrive!

1760 Hillside Rd, Fairfield

$3,125,000
5 Beds 8 Baths 24148986 MLS
Handsomely set on two private, resort-like acres, this timeless Nantucket-style residence offers the feel of a secluded family compound. Adjacent to a 21-acre wildlife preserve along the west bank of the Saugatuck River, the setting invites fishing by the river and peaceful walks along scenic trails through the surrounding natural landscape. Custom built by celebrated architect Tim Geitz, the home blends classic design with modern comfort across four levels, all served by elevator. The open floor plan is filled with natural light and thoughtfully designed spaces, including a striking two-story glass-walled home office with fireplace and a beautifully appointed library. A chef's kitchen with breakfast room flows to a spacious four-season sunroom and out to terraces, outdoor kitchen, pool and spa; ideal for effortless indoor-outdoor living and entertaining. The serene primary suite features a private balcony overlooking the tranquil grounds and a luxurious spa bath with heated floors and jacuzzi. Additional amenities include a third-level media room, state-of-the-art fitness studio and walk-out lower level with billiards, bar and an impressive 500-bottle wine cellar. Whole-house generator. A private retreat that feels miles away, yet minutes to the centers of Westport, Weston and Wilton.

253 Rivergate Dr, Wilton

$3,100,000
3 Baths 24201813 MLS
Excellent investment opportunity in the desirable town of Essex, CT! This well-maintained medical and professional office building offers stable, income-producing potential anchored by a healthcare tenant affiliated with a major regional hospital system, in continuous occupancy at this location since 2008 with a lease recently extended through 2029. The property also features a diversified tenant mix including a financial services office and several smaller second-floor suites. Situated on a 1.83-acre lot along a well-traveled commercial corridor with easy access to Route 9 and I-95, the property benefits from Essex's strong local economy, high household incomes, and desirable shoreline location. Ample on-site parking serves all tenants. A great opportunity for an investor seeking a stable, diversified commercial asset in one of Connecticut's most sought-after small towns.

147 Westbrook Rd, Essex

$3,100,000
4 Beds 2 Baths 24185216 MLS
For the first time in generations, the historic Hindinger Farm is being offered for sale. Originally built circa 1912, this charming 4-bedroom farmhouse offers approximately 2,135 square feet and enjoys sweeping views of open fields, ponds, and preserved farmland. Rich in character and history, the home has served as the heart of one of Southern Connecticut's most recognized multi-generational farming operations for more than a century. This unique offering combines the charm of a country farmhouse with the opportunity to own an established agricultural property encompassing approximately 120 acres across multiple parcels. Potential improvements include a successful farm stand, barns, warehouses, agricultural support buildings, equipment storage, employee housing, ponds, open fields, wooded acreage, and extensive farm infrastructure. Ideally located just minutes from New Haven, Yale University, and major commuter routes, this is a once-in-a-generation opportunity to continue the legacy of one of Connecticut's most established farms while enjoying the beauty, privacy, and possibilities of an extraordinary rural setting.

810 Dunbar Hill Rd, Hamden

$3,100,000
24185180 MLS
Rare opportunity to acquire Hindinger Farm, one of Southern Connecticut's most recognized multi-generational agricultural properties. Encompassing approximately 120 acres across multiple parcels on Dunbar Hill Road and Cooper Lane in Hamden, this iconic farm has been in continuous operation since 1893. This is more than farmland-it's an established agricultural business with over a century of operating history, significant infrastructure, and a recognized regional farm brand. The property features productive cropland, open fields, wooded acreage, ponds, a farm stand and retail operation, barns, warehouses, agricultural support buildings, equipment storage, employee housing, a goat pen, picnic and playscape area, and extensive farm infrastructure. Potential improvements support a wide variety of agricultural enterprises including produce and specialty crop production, flower farming, agritourism, educational programs, vineyard and winery opportunities, Christmas tree farming, orchards, equestrian uses, specialty livestock, farm-to-table experiences, and other agricultural ventures, all subject to applicable approvals. Ideally located just minutes from New Haven, Yale University, major highways, and regional markets, Hindinger Farm offers an exceptional opportunity to continue a thriving agricultural operation while building upon one of Connecticut's most established farming legacies.

810 Dunbar Hill Rd, Hamden

$3,100,000
4 Beds 5 Baths 24178294 MLS
Experience luxurious waterfront living in this stunning home in the coveted Shippan Point neighborhood, offering breathtaking water views, seamless indoor-outdoor entertaining spaces, & private access to the ALC association's private park, beach, & playground with an annual membership. The open-concept first floor features a gourmet kitchen with a gas Wolf Range, Sub-Zero refrigerator, breakfast bar, & a large island with double-sided seating, all overlooking expansive water vistas. Enjoy unparalleled front-row seats to Stamford's Fourth of July Fireworks, & year-round sunrises from your living room & patio. The primary suite provides a luxurious bath and an expansive deck overlooking Long Island Sound. Additionally, a first-floor suite with separate access is complemented by a full wet bar & en suite bathroom. Upstairs, enjoy a water-facing bedroom with bay window views, a full hallway bathroom, & a third-floor retreat with another water-facing bedroom, full bath, sitting room, and cedar closet. The finished basement offers an exercise area, lounge, laundry, and ample storage. Located within a short distance to West Beach, Brennan's Pub, Stamford Yacht Club, Woodway Beach Club & just minutes from Cummings Park, Cafe Silvium, shops, restaurants, concerts, and movies in downtown Stamford, with easy access to the train to NYC-just five minutes away-this serene waterfront oasis combines luxury, convenience, and community for an unparalleled living experience.

22 Ocean Dr N, Stamford

$3,100,000
24167723 MLS
Imagine the possibilities! From residential to commercial opportunities this waterfront parcel is ideally poised for transformation into luxurious waterfront and water-view condominiums, townhomes or apartments. Alternatively, retain the existing turnkey and profitable establishment with income producing tenants while allowing the property to appreciate overtime. Just over the creek abutting Fairfield town line this property offers unparalleled location and convenience. Black Rock's vibrant community, recreational amenities, and serene waterfront atmosphere create the perfect backdrop. Whether you're an investor, developer, or visionary, imagine the potential to curate your next venture. Buyer is responsible for all due diligence regarding building envelope.

Bridgeport

$3,100,000
24173886 MLS
Imagine the possibilities! From residential to commericial opportunities this waterfront parcel is ideally poised for transformation into luxurious waterfront and water-view condominiums, townhomes or apartments. Alternatively, retain the existing turnkey and profitable establishment with income producing tenants while allowing the property to appreciate overtime. Just over the creek abutting Fairfiled town line this property offers unparalleled location and convenience. Black Rock's vibrant community, recreational amenities, and serene waterfront atmosphere create the perfect backdrop. Whether you're an investor, developer, or visionary, imagine all of the potential to curate your next venture. Buyer to due all due diligence with regards to building envelope.

Bridgeport

$3,100,000
24167724 MLS
Imagine the possibilities! From residential to commercial opportunities this waterfront parcel is ideally poised for transformation into luxurious waterfront and water-view condominiums, townhomes or apartments. Alternatively, retain the existing turnkey and profitable establishment with income producing tenants while allowing the property to appreciate overtime. Just over the creek abutting Fairfield town line this property offers unparalleled location and convenience. Black Rock's vibrant community, recreational amenities, and serene waterfront atmosphere create the perfect backdrop. Whether you're an investor, developer, or visionary, imagine the potential to curate your next venture. Buyer is responsible for all due diligence regarding building envelope.

Bridgeport

$3,075,000
5 Beds 6 Baths 24198358 MLS
Perfectly positioned on 2.25-acres on a private lane, this extraordinary new home, expertly crafted by Thomas Sturges Construction, offers modern luxury that embraces its natural environment. From the moment you step inside, the cohesive design & meticulous attention to detail are evident, creating an atmosphere that is as sophisticated as it is welcoming. Whether you're hosting a large-scale gathering or enjoying a quiet evening, the intuitive, effortless flow feels perfectly proportioned. Every inch reflects a commitment to quality, featuring premium finishes & a palette that feels both timeless & fresh. The culinary center of the home is a showpiece, anchored by elegant Taj Mahal quartzite countertops, Thermador appliances, a stunning center island & a spacious walk-in pantry. Each of the 5 generously sized bedrooms is thoughtfully designed as a private sanctuary with its own dedicated en-suite bath. The primary suite is a true standout, offering a spa-like experience with dual walk-in closets & a sense of calm that mirrors the property's serene surroundings. Outside, a covered patio overlooks the expansive, flat backyard - an ideal backdrop for al fresco dining or peaceful relaxation. All this just minutes from Weston's top-rated schools, the town center, the Merritt Parkway & neighboring Westport, offering the perfect blend of seclusion & convenience.

16 Katydid Ln, Weston

$3,000,000
4 Beds 6 Baths 24197827 MLS
RARE OPPORTUNITY in the highly sought-after Barberry Farms Association! With only 2 MLS sales since 2021, homes in this premier beach community seldom become available. Enjoy private access to a wonderfully wide & deep sandy beach that has storage bins & an area for kayaks & small sailboats to make life easier. BIG home, BIG rooms. Spanning 4,833 sq ft, this 10 room Colonial features hardwood floors throughout. Off the formal entry foyer sits a den/library w/ built-ins, ideal for a home office, & a formal living room centered by a wood-burning fireplace. The main level also boasts a formal dining room w/ a bow window, & a center island chef's kitchen w/ granite counters, double ovens & a real walk-in pantry. Adjacent to the kitchen, a natural light filled family room offers a gas fireplace, a bow window & sliders out to a broad bluestone patio for outdoor entertaining. Upstairs features cathedral ceilings, a vaulted game room, a large laundry room w/ utility sink that is super convenient, & 4 bedrooms, 3 w/ walk-in closets. Highlights include 2 ensuites! The primary retreat has a spacious bathroom with deluxe spa tub, oversized glass shower, long double vanity, even an English heated towel rack. Set on professionally landscaped grounds, the flat open backyard is ready for lawn games or a future pool. Features include 4 full/2 half baths, a full basement, 8-zone (!) natural gas heat, city water & a 3 car garage. Exceptional coastal living. Don't wait another 5 years!

17 Barberry Ln, Madison

$3,000,000
3 Beds 3 Baths 24192583 MLS
Presenting the historic Landis Gores House, an architectural masterpiece epitomizing post-WWII Modernism. Designed in 1946 by Harvard Five architect Landis Gores for his own family, it stands proudly as one of New Canaan's first Modern homes. Gores was at that time working in association with Philip Johnson. He set his own home on a narrow granite ridge astride a majestic 4-acre wooded lot; the residence brilliantly leavens the glass-walled austerity of the International Style with the natural warmth of Wrightian organic architecture.The 130-foot long, single-story form is defined by sweeping horizontal planes, full-height plate glass walls, grey-stained cypress siding, and by natural stone fireplaces, walls and terracing. Its informal, open plan is divided into three distinct pavilions, anchored by the dramatic central living and dining area featuring a raised roof and tall ceilings. Original exterior lighting design by Richard Kelly enhances the seamless integration between the avant-garde interior and its environment. An expansive rear terrace, added by Gores himself in the 1980s, features circular seating areas and an elegant oval swimming pool.Listed on the National Register of Historic Places in 2002 and held by the Gores family since its inception. The Gores family granted a perpetual preservation easement to the National Trust for Historic Preservation. This iconic property offers a once-in-a-lifetime opportunity to own a foundational piece of architectural history

192 Cross Ridge Rd, New Canaan

$3,000,000
3 Beds 3 Baths 24192014 MLS
Take a 3D Tour OR Enjoy a Video Walkthrough 24/7! Set high on 603 acres, this remarkable Move-In-Ready Franklin hilltop estate captures expansive western views extending 15 miles. Built in 2001, the Post-and-Beam home showcases soaring timber framing, wide-plank floors, skylights, a metal roof, and a dramatic center stone double-sided fireplace. The main level has a 1st Flr Primary BR, open living areas, a Kitchen w/ Corian counters and newer appliances, plus a sun-filled dining area. A second BR, Office, and guest Bath provide flexibility, while the unfinished walkout lower level offers excellent expansion potential. A studio/in-law apartment is above the 3-car garage, connected to the home by a covered breezeway. Mechanical updates include a newer oil-fired boiler serving the main home's hydro-air system and an indirect hot water heater. The studio apartment has its own propane-fired direct-vent HVAC system. Existing uses include a small stone quarry/Christmas tree operation and approximately 110 acres in lush hay production, producing positive cash flow. Prime CT farmland w/ desirable topography, limited wetlands, substantial road frontage, and multiple access points creates exceptional potential for mixed agricultural uses, including livestock, equestrian endeavors, farm-to-table operations, vineyards, and even a wedding venue. Deed restrictions limit future use to agricultural purposes rather than subdivision. Showings require proof of funds or pre-approval for financing

32 Audette Rd, Franklin

$3,000,000
3 Beds 3 Baths 24157507 MLS
Back on the Market with a fresh new look. Nestled on one of Rowayton's most coveted waterfront streets, 32 Nearwater offers an exceptional opportunity to experience the best of coastal Connecticut living. Located within the sought-after Pine Point Association and just four doors from Crescent Beach, this inviting home blends timeless New England charm with a relaxed seaside lifestyle. Light-filled living spaces, comfortable indoor-outdoor flow, water views, and a welcoming atmosphere make this home ideal for both everyday living and entertaining. The spacious primary bedroom suite serves as a private retreat, featuring water views, soaring 12-foot ceilings, a cozy fireplace, a spa-inspired bath, and generous walk-in closets. Additional bedrooms are well proportioned, including one with access to a private deck. A versatile third-floor space is perfect for a home office, fitness studio, or guest accommodations and can easily be converted into a fourth bedroom. Whether you're enjoying quiet mornings at Crescent Beach, hosting friends and family, or taking advantage of the area's waterfront activities, 32 Nearwater provides the perfect setting to embrace the Rowayton lifestyle. Enjoy easy access to Rowayton Village, local shops, restaurants, beaches, and the train, all while being tucked away in a picturesque neighborhood known for its scenic beauty and strong sense of community. 5 min walk to public tennis courts & Roton Beach Club. Mooring for boat available.

32 Nearwater Rd, Norwalk

$3,000,000
2 Baths 170363458 MLS
A development opportunity like no other! 3 acres on Main Street downtown Branford. A growing & flourishing shoreline community. This portfolio is a combination of 5 separate parcels consisting of existing mixed uses including an office building, restaurant/bar, residential single family home, garage, warehouse and vacant land. This portfolio is strategically located to the train station, I95, shopping, restaurants, beach & walk to the historic Branford town center. Huge daily car count. Large retail brands all within a quarter mile include Walmart, Starbucks, and the recent town approvals for Aldi’s and Chase Bank. This ‘once in a life time property portfolio’ has an existing gross income of $115,000 annually. So enjoy existing revenues while you plan your development & transformation of this “Gem on Main”.

473-497 Main St, Branford

$3,000,000
170580948 MLS
16 Allen Hill Rd Is @4.6 Acres with 377 ft of frontage and Traffic control in place, in the heart of The Planned Commercial District, this would be a great location for a ton of different options. But Perfect Assembled With the remaining 14.1 Acres abutting MLS#170425691. Recently, 5 acres were sold to the new neighbors Tractor Supply. There is an original farmhouse sitting on the property now which is currently Occupied. Rt 6 is an up-and-coming business hub with anchor stores such as Walmart, Mc Donalds, Dunkin Donuts, Ocean State Job Lot, and the above-mentioned Tractor Supply, as well as various car dealerships, etc. Traffic counts over 15000 per day. 16 Allen Hill Rd Is a @4.6 Acres as well as 14.1 acres abutting. A Village-style Entertainment complex with shopping, grocery store, specialized medical offices, and other office space or something that would bring the highest best value not only to the buyer but the community as well. Combined These properties will form what could be the most beneficial commercial property on rt 6 the 14.1-acre lot has over 1000 ft of road frontage which spreads over and utilizes the traffic signal on Allen Hill Rd. Cannabis Retail is also permitted based on special permit also available is 9 Allen Hill the .46-acre corner lot MLS#170424866 The remaining Lot mentioned has access, and utility easements in place as well as electric and communications stubbed in at the rear of Tractor supply. Plug and play!

16 Allen Hill Rd, Brooklyn

$2,999,000
5 Beds 4 Baths 24201047 MLS
Completely reimagined and expanded to nearly twice its original footprint, this exceptional Riverside residence is the result of a meticulous gut renovation by Abode Interiors NYC, where sophisticated design meets effortless modern living. Graceful arches, soaring 9- and 10-foot cathedral ceilings, wide-plank Brazilian oak floors and a marble fireplace establish a refined architectural language, while all-new windows bathe the interiors in natural light. At the heart of the home, an Architectural Digest-worthy custom kitchen pairs Calacatta Gold marble, quartz countertops, Bosch appliances and bespoke millwork with an expansive eat-in peninsula. The adjoining dining area opens through dramatic 12-foot sliding doors to an oversized deck, creating a seamless connection between indoor and outdoor entertaining. A light-filled, lofted family room offers a striking second living space, while the privately positioned primary suite is a serene retreat with a custom-designed dressing room and spa-inspired bath featuring a freestanding soaking tub, oversized shower and double vanity. Five bedrooms thoughtfully arranged across separate levels provide exceptional privacy and flexibility.

37 Mary Ln, Greenwich

$2,999,000
4 Beds 4 Baths 24195441 MLS Richmond Hills BLDG.
Like-new, intown luxury living with every convenience at your doorstep. This standalone rear unit offers exceptional privacy, 4 bedrooms, 3.5 baths, and a private elevator serving all levels. The chef's kitchen is a true highlight-high-end appliances, generous prep space, custom cabinetry, and a seamless flow into the main living areas for effortless entertaining. Bright, open rooms, modern finishes, and turnkey condition make it an easy move-in. A spacious, carpeted finished attic adds tremendous flexibility, offering abundant storage and endless possibilities for an office, rec room, gym, or creative space. The 1,200 SF basement is wide-open and just waiting to be finished to suit your needs! A whole-house generator provides year-round peace of mind. A rare combination of size, comfort, and walkable access to shops, dining, and transit-perfect for low-maintenance living without sacrificing style or location.

31 Richmond Hill Rd Unit 31, New Canaan

$2,997,000
5 Beds 4 Baths 24193283 MLS
Just 383 steps from the sands of Compo Beach, this storied 1920s residence claims one of Westport's most sought-after addresses. Approximately 3,255 square feet hold five bedrooms and four baths. An open, updated kitchen with top-tier appliances flows into the living and gathering areas. The primary suite is a generous retreat with vaulted ceilings, a spa bath, and a walk-in closet. Four additional bedrooms are ample in scale - one en-suite, with a Jack-and-Jill bath connecting two others - while a full bath and a dedicated office complete the first level. Outdoors, an expansive terrace invites al fresco dining and entertaining above a manicured, secluded yard set on a coveted corner lot. Beyond the door: sunrise strolls to the water, sunsets over the boardwalk, Longshore Club, downtown shops, dining, and the library, plus a straightforward Manhattan commute via Saugatuck Metro-North. Homes in this enclave seldom surface.

4 Bradley St, Westport

$2,995,000
5 Beds 6 Baths 24204390 MLS
A study in modern Georgian elegance, this exceptional custom residence is beautifully sited on 2 level acres within The Manor, one of Ridgefield's most coveted enclaves. A gated approach & gracious courtyard introduce a home of impressive architectural presence, framed by specimen landscaping & handsome stonework. Inside, classical proportions meet a sophisticated contemporary aesthetic. Dramatic two-story foyer + stunning sweeping staircase rise to an impressive upper gallery, while herringbone floors, arched windows & refined millwork establish an unmistakable sense of craftsmanship & scale. Striking Chef's KIT features custom cabinetry, dramatic stone surfaces, Signature range + oversized island, complemented by a fabulous scullery. Extraordinary conservatory creates a seamless connection to the grounds. Beautifully appointed Main Level Primary Suite is a private retreat w/Dressing Rm & spa-inspired Bath w/sauna. Two impressive Home Offices enjoy captivating views across the property. Upper Level is thoughtfully arranged around the gracious gallery landing & features 4 ensuite BR's + dedicated laundry. Finished Lower Level extends the lifestyle w/a spacious Gym & Recreation Rm complete w/putting green for the golf enthusiast. Outside, true resort inspired living unfolds across sweeping lawns w/Saltwater Pool+Spa & private Pickleball Court. Moments to Ridgefield's celebrated Main Street offers an elevated country lifestyle. Easy access to Katonah Train - Approx. 1 HR to NYC

85 Manor Rd, Ridgefield

$2,995,000
4 Beds 6 Baths 24201816 MLS
Set along a coveted and historic stretch of the Connecticut River, East View is a rare waterfront compound where extraordinary frontage, architectural integrity and Connecticut River Valley charm converge. Just over one mile from the village, this turnkey 2.65-acre estate offers 285 feet of direct river frontage, protected views and deep-water access. The river is the focal point framed by manicured grounds and a broad terrace leading gently to the water. A six-pile, deep water dock with two slips and a 16-ton lift is designed for serious boaters, while paddling is enjoyed from the floating dock and a small beach. Rooted in historic design and masterfully renovated in 2010, the residence blends timeless New England architecture with modern livability. Equally suited to weekends on the water, extended family gatherings, or multi-generational living, the property offers flexible spaces designed to entertain and live comfortably. Find a total of six garage bays for auto collections, boats, or a workshop. Minutes away discover Chester Village restaurants and artisans. Just across the river, the Goodspeed Opera House adds celebrated cultural dimension, and the neighboring seasonal Connecticut Valley Railroad evokes the region's rich history. The quiet elegance of East View offers a rare opportunity to experience the Connecticut River at its most extraordinary-where boating, history, culture, village life, and natural beauty converge.

288 Middlesex Ave, Chester

$2,995,000
4 Beds 6 Baths 24163576 MLS
Warren's Landing on the Pomperaug is an extraordinary estate where historic character is centered around a beautifully preserved 1890 Greek Revival residence. The home offers four bedrooms, timeless architectural details, spacious rooms, 4 fireplaces and custom built-ins. The impressive six-barn complex provides exceptional flexibility, featuring a retail shop, extensive equipment storage, a two-car garage, pool cabana and pool equipment building. A newly constructed temperature controlled 3,800-square-foot post-and-beam barn with a half bath and laundry room at the rear of the property further expand the property's possibilities. There are also an equipment/horse barn and riverside cabin. Outdoor living is equally remarkable with a stunning new in-ground gunite pool surrounded by lush landscaping. Designed for both relaxation and entertaining, the grounds include a custom "summer kitchen" with a European-style outdoor pizza oven, gas grill, and screened dining pavilion-perfect for hosting gatherings or enjoying quiet evenings. The 18.3-acre setting includes mature trees, open meadows, scenic walking trails, and frontage along the protected Pomperaug River, creating a private and picturesque retreat. Rich in history yet thoughtfully updated, this rare estate offers an exceptional combination of beauty, functionality, and enduring charm. A comprehensive list of recent improvements is available upon request. Buyer must do due diligence with the town for possible uses.

920 Main St S, Woodbury

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