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$3,880,000
ACTIVE Status ⋅ 24190302 MLS
A rare opportunity to acquire a multi-building commercial campus along one of Wallingford's busiest commercial corridors. Situated on approximately 2.04 acres, the property offers a unique blend of retail, automotive sales, automotive service, flex space, and residential income, creating multiple revenue streams and long-term flexibility for investors and owner-users alike. An existing used car dealer license, established automotive facilities, and prominent frontage along South Colony Road further distinguish this offering from traditional commercial investments. Whether you're seeking a stabilized investment with value-add potential, an automotive operator looking to expand, focused on long-term redevelopment opportunities, this property presents a combination of location, versatility, and income that is increasingly difficult to find.

846-850 S Colony Rd, Wallingford
$3,875,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24187684 MLS
Beautifully reimagined modern farmhouse on a quiet Greenwich cul-de-sac, offering 4 bedrooms, 4 full & 1 half baths across four finished levels. Renovated with a timeless coastal feel, featuring wide-plank white oak floors, abundant natural light, town utilities, natural gas, bluestone patios, EV-ready charge & a level backyard with possible pool site. The chef's kitchen, designed by an award-winning designer, offers Thermador appliances, custom cabinetry, center island, designer finishes & a custom banquette eat-in area, opening to the family room with fireplace and sliders to the blue-stone patio. The primary suite features two walk-in closets and a spa-like bath with radiant heated floors. Finished lower level offers flexible space. Finished walk-up attic with full bath provides ideal guest or office space. Minutes to Greenwich Ave, train & nature preserve, close to shopping, dining, parks, and nearby schools.

4 Sachem Ln, Greenwich
$3,850,000
ACTIVE Status ⋅ 24183548 MLS
1158 Dixwell Avenue presents a rare investment opportunity along one of Hamden's most heavily trafficked retail corridors. Located in the heart of Hamden, CT, the property features 20 residential apartments above 13 ground-floor retail units, generating stable in-place cash flow from day one while offering significant near-term upside potential through revenue growth and value enhancement opportunities. This well-positioned mixed-use asset represents an exceptional addition to any commercial real estate portfolio, combining dependable income, diversification, and long-term appreciation potential.

1158 Dixwell Ave, Hamden
$3,850,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24181784 MLS
This is why so many people fall in love with Southport. Set on an extraordinary .83-acre parcel in the heart of the Village, this circa 1874 residence captures the charm, character, and lifestyle that have made Southport one of New England's most treasured coastal communities. Approached by a long drive and set well back from Harbor Road, the home enjoys a level of privacy rarely found in the Village. Hidden from the road, it offers a sense of seclusion that is increasingly difficult to find. Rich with period details and timeless architectural character, the 5 bedroom, 4 full and 1 half bath home sits at one of the highest points on Harbor Road, where cooling summer breezes are a welcome feature. The property also includes a classic antique barn, pool, pool house, attached one-car garage, and detached two-car garage, creating a setting ideal for both everyday living and entertaining. While the home presents an exceptional opportunity for renovation and enhancement, its greatest assets cannot be replicated: its setting, scale, history, and location. For the next steward, it offers the chance to reimagine a treasured Southport property while preserving its authenticity and charm. Enjoy a quintessential Southport lifestyle with easy access to the Village, train station, Pequot Yacht Club, and the soon-to-open Southport General Store and Rose Hill Kitchen. Last offered for sale in 1989, opportunities like this rarely come to market. A true Southport gem ready for its next chapter

406 Harbor Rd, Fairfield
$3,850,000
ACTIVE Status ⋅ 24145939 MLS
Rare investment or development opportunity on approximately 5.03 acres directly across from the nation's largest independent used car auction along US Route 5. The property comprises four buildings, including a mix of automotive/garage space, office space, and a multifamily residence. The site benefits from multiple dealer licenses and potential for additional development. All spaces are leased and generating substantial gross income, offering immediate cash flow. Ideally suited for investors, developers, or automotive users, the property is strategically located approximately 2.7 miles from I-91, 6 miles from Bradley International Airport, 12 miles from Hartford, and 15 miles from Springfield, MA.

200 S Main St, East Windsor
$3,850,000
ACTIVE Status ⋅ 24089817 MLS
Also Available For Lease $288,750/yr NNN 70.15 total acres available on Clarks Falls Rd & abutting I-95 at exit 93. 4.41 acres of this parcel are in Rhode Island, 65.74 acres in CT. Possible Uses Per Zoning: Medical, Hospital, Commercial, Retail, Inn/Hotel, Restaurant, Mixed Use. Office, Self-Storage, Gas, Truck Terminal, Manufacturing, Cannabis. Attached are concept plans for a Campground Facility, a 210,000 SF Industrial Building and a Commercial layout.

Clarks Falls, North Stonington
$3,800,000
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
$3,800,000
19 Baths ⋅ ACTIVE Status ⋅ 24080653 MLS
Located on Main Street in East Haven, CT. Next to the Town Hall. This 29,841 sq. ft. strip mall 100 percent leased with long term tenants, some over 25 years. It has Restaurants, Driving School, Smoke Shop, Dancers Boutique, Barbershop etc. Located close to I-95, New Haven and Yale. Large off street parking area. New roof installed in August (2025) at both ends of the building about 7,900 square feet

208 Main St, East Haven
$3,795,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24171986 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 maintaining 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
$3,777,111
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
$3,750,000
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
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
$3,750,000
ACTIVE Status ⋅ 24139169 MLS
For over 15 years, Brooklyn Country View Restaurant has been one of the busiest and beloved destinations in the area-a thriving, full-service, family-run operation packed with locals and travelers who know it by name. Now, for the first time, this proven business and property are offered as one powerful package: the restaurant, a high-traffic self-serve driving range, and a brand-new 6,000 sq ft barn/shop on 11.58 acres in the heart of Brooklyn. The restaurant is truly turn-key-updated walk-ins, expanded outdoor dining, full bar with liquor permit, efficient flow, and a layout built for volume. The driving range practically runs itself with a self-serve ball dispenser, scenic setting, and steady all-ages traffic that feeds the restaurant and adds diversified, low-touch income. Anchoring it all is the 6,000 sq ft barn/shop, fully conditioned with radiant heat, mini-splits, five overhead doors, office with full bath, its own well and septic, and premium equipment including car lift, tractors, Polaris UTV, and commercial mowers included! With strong in-place revenue and significant untapped upside-adding dinner service, lit covered tees, and extended golf hours, or leveraging the barn for rental or expansion-this is a rare, scalable income-producing destination. The restaurant remains fully open and operational, continuing to serve the community!

170 South St, Brooklyn
$3,750,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24132064 MLS
Greenfield Hill proposed new construction on a 2.65-acre lot along a Town-designated Scenic Road, to be built by award-winning design-builder Bonnie Paige in collaboration with Vicente Burin Architects. The proposed residence is based on a design sold in Southport Village; interested buyers may tour similar homes and meet the team to tailor plans, finishes, and timeline. The property sits among notable estate properties and near Brett Woods Conservation Area (186 acres) and the Roy and Margot Larsen Wildlife Sanctuary (155 acres), with convenient access to the centers of Fairfield, Southport, and Westport and approximately 55 miles to Manhattan. Construction will begin after purchase and execution of the build contract. The site is approved for a pool, and a pool house can be added at additional cost. Also offered as land only, MLS #24114632, asking $1,300,000. Concept drawings, renderings, and photos are for design intent and aesthetic review. A rare opportunity to build in bucolic Greenfield Hill.

22 Brett Rd, Fairfield
$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
$3,725,000
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
$3,725,000
4 Baths ⋅ ACTIVE Status ⋅ 24153679 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
$3,700,000
7 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24173300 MLS
Nestled between the Lower Connecticut River and Long Island Sound, encircled by conservancy, this enchanting compound offers five distinct living environments blending the timeless character of early New England architecture with modern spaces for today's style of living. At the heart of the estate is a beautifully preserved 1787 Cape, with original fireplaces, rich with warmth and history. It is surrounded by formal English boxwood gardens, an intimate outdoor environment for restorative moments. The soaring post-and-beam barn with grand interiors, and a dramatic glass facade overlooking the quad creates an unforgettable setting for unique and elegant entertaining on both a small and large scale; it has hosted dinners for up to eighty. Two thoughtfully designed cottages provide private, charming and fully independent guest retreats. Reimagined in 2017, the Pool House introduces a modern contrast to the estate's historic soul. It features a full kitchen with double height ceilings, a book-lined great room, and a fully equipped gym, and seamless indoor-outdoor living besides the private Gunite pool, firepit, and alfresco dining areas. "The Greenhouse" offers a magical, foliage-filled glass ambience with softly glowing lights, a pavilion that transforms effortlessly from a refined clubroom into the most romantic of reception spaces. The expansive grounds feature gently cascading streams, a private pond, and generously landscaped gardens that create a truly one-of-a-kind.

155 Joshuatown Rd, Lyme
$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
$3,695,000
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
$3,695,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24183333 MLS
Welcome to one of Connecticut's most desirable waterfront communities. Pine Orchard blends waterfront recreation, country club access, historic coastal character and a relaxed luxury lifestyle. For generations, families have been drawn to this unique shoreline community for its natural beauty and convenient access to New York & Boston. 60 Island View with a contemporary open floor plan concept to ensure panoramic water views from just about every room. Scenic vista views of the famed Stony Creek Thimble Islands, Long Island Sound, Pine Orchard Yacht & Country Club will always be for your viewing pleasure. Nautical light house feature with sweeping staircase will greet you upon arrival as you pull into your oversized garage perfect for cars, truck or golf cart. A full workshop & storage area will ensure you are never out of space. Main floor living area provides maximum flexibility for living, working & entertaining. Each room with water views more breathtaking than the next. With the heart of the home being your custom dream kitchen with handmade cabinetry from Craft Maid, Majestic natural gas range, Sub Zero refrigerator, Miele double oven & dishwasher. Multiple wet bars & butler pantry will keep friends & family gathering at your home for years to come. Second floor consists of a primary bedroom suite with a full wall of glass that places you in one of the most beautiful settings on the Connecticut shoreline.

60 Island View Ave, Branford
$3,685,000
4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24180388 MLS
Welcome to this new construction project which is currently underway, with an expected completion date in the Summer of 2026. Discover the epitome of elegance and sophistication on a quiet street, in a coveted area in Westport! Stunning new luxury construction designed by renowned Coastal Luxury Homes. Known for their architectural brilliance & unparalleled craftsmanship, Coastal Luxury Homes are a testament to innovative design & meticulous attention to detail. The rich architecture features flowing lines, glass elements, & harmonious blend of natural materials, create a stunning visual impact. The interior showcases an open-concept layout that is as functional as it is beautiful. Every corner will showcase high-end finishes, from cabinetry to the designer fixtures. The rich hardwood floors guide you into the Living Room. Adjacent to the living area, the gourmet Kitchen awaits, boasting ample storage & a generous island that invites culinary creativity. The Kitchen is a chef's paradise, equipped with top-of-the-line appliances & designed for both entertaining & everyday living. The four Bedrooms with en-suite Bathrooms provide both privacy and comfort for family and guests. This home, offers not only luxury but also the convenience of nearby beaches, dining, and shopping. Don't miss the opportunity to own this architectural masterpiece presented by Coastal Luxury Homes

3 Laurel Ln, Westport
$3,675,000
ACTIVE Status ⋅ 24188369 MLS
Prime Investment Opportunity in Chester, CT Presenting 189-191 Middlesex Avenue, well located, mixed-use property offering an exceptional investment opportunity in the heart of Chester, Connecticut. This 21,905 SF complex features a mix of retail, office, and residential spaces, with long-term tenants, ensuring stability and consistent revenue. Property Highlights * Fully Leased with established tenants * Strong financials 2026 * Significant annual increases and pass-through for operating expenses * Ample on-site parking for tenants and visitors * High visibility on a well-trafficked state road * Well-maintained by current ownership for 19 years Location Benefits * 3.02-acre lot in a desirable commercial zone (C) * Built in 1986, offering modern infrastructure * Convenient access to Route 9 and Exit 3 on Route 154 * Proximity to Chester Village-a vibrant hub of dining, shopping, and scenic attractions About Chester, CT Nestled along the Connecticut River, Chester boasts a unique blend of New England charm and commercial opportunity. Its historic appeal, picturesque views, and strong community make it an attractive destination for businesses and residents alike. This turnkey investment offers immediate and long-term financial rewards in a thriving market. Don't miss out on securing a property with both stability and future growth potential.

189 Middlesex Ave, Chester
$3,600,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24191296 MLS
Step back in time without sacrificing modern comfort at the historic Ebenezer Hawley Homestead, a remarkable circa 1785 Antique Colonial nestled on a beautifully landscaped property in Ridgefield. Lovingly maintained and thoughtfully updated, this one-of-a-kind residence seamlessly blends the charm of yesteryear with the conveniences of today. The impressive 4,136-square-foot main home offers five bedrooms, four full baths, and is rich in period details, including wide-board floors, multiple fireplaces, and timeless architectural character. A spectacular Great Room with a soaring fireplace provides the perfect gathering space for entertaining or relaxing, while modern upgrades, including a Buderus heating system, ensure year-round comfort. Outside, discover a private oasis featuring a sparkling in-ground saltwater pool, gorgeous, mature gardens, and picturesque landscaping that enhances the property's historic appeal. Adding exceptional versatility is a brand-new, detached 1,296-square-foot accessory dwelling featuring two bedrooms and one and a half bath-ideal for extended family, guests, a private home office, or potential rental income. This extraordinary property offers a rare opportunity to own a treasured piece of Ridgefield history with space, character, and endless possibilities. A truly special home that must be experienced to be appreciated.

214 Florida Hill Rd, Ridgefield
$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
3 Baths ⋅ ACTIVE Status ⋅ 24174195 MLS
37 Arch Street presents a rare opportunity to own a boutique commercial building in the heart of downtown Greenwich, just two doors from Greenwich Avenue and moments from the Metro-North train station. This charming Federal-style property, circa 1815, is configured as executive office space and offers approximately 3,090 SF on an oversized 8,158 SF lot. The building is in excellent condition and features strong in-place tenancy, making it ideal for investors, owner-users, or potential redevelopment opportunities. Exceptionally rare for downtown Greenwich, the property includes 8 on-site outdoor parking spaces plus 2 garage spaces. Current tenant leases include 90-day vacate clauses, offering flexibility for a future owner-user seeking near-term occupancy. Located in the Central Greenwich Business District zone, the property offers potential for a wide variety of permitted uses including office, medical, retail, and possible residential conversion opportunities (buyer to verify all uses with the Town of Greenwich). Prime walk-to-town location near the Metro-North train station, luxury retail, restaurants, parks, and all the amenities of downtown Greenwich, in one of Fairfield County's most desirable commercial corridors.

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
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

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