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$2,145,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24174042 MLS
The Ultimate Entertainer's Estate! If your life centers around fine food, close friends, and effortless hosting, this custom country estate is your dream destination. The true heart of this expanded 3,933 sq. ft. home is a jaw-dropping chef's kitchen featuring double islands, premium stainless-steel appliances, a dry double-fridge bar, and a hidden walk-in pantry. This culinary masterpiece anchors a magnificent open floor plan. Guests can easily drift from the kitchen breakfast bar to the formal dining room fireplace, or gather beneath the soaring cathedral ceilings and raw timber beams of the giant great room. The interior's sweeping, open layout flows beautifully to the outdoors, creating an intimate indoor-outdoor entertaining haven. The expansive wood deck provides the ultimate platform for grilling, open-air dining, and relaxing, while the lightly wooded acreage perfectly frames the pristine, in-ground heated pool. The primary suite showcases vaulted timbered ceilings and a bespoke wall of built-in cabinetry. The primary bathroom features double pedestal sinks, a standing shower, and a soaking tub. Conveniently set off the mudroom, an expansive laundry and exercise suite features durable slate tile floors and a rustic apron-front utility sink. Complete with a full-house generator and central air, this turnkey retreat is just minutes from Salisbury village, private schools, and Twin Lakes.

7 Cooper Hill Rd, Salisbury
$2,100,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24191640 MLS
Rare Greenwich opportunity! This side-by-side duplex at 9 Columbus Ave sits on a quiet dead-end street in Chickahominy - offering the perfect house-hack setup: live in one unit and rent the other, or hold both as a turnkey investment. Each unit features 2 bedrooms and 1.5 baths across 1,112 sq ft of well-designed living space, for a total of 2,280 sq ft. Built in 1997, this move-in ready property offers newer construction quality that's hard to find at this price point in Greenwich. Whether you're an owner-occupant looking to offset your mortgage or an investor seeking cash flow in one of Fairfield County's most desirable towns, 9 Columbus Ave delivers flexibility, privacy, and long-term value on a peaceful street just minutes from Greenwich Avenue, the train station, and all that downtown Greenwich has to offer. Two homes, endless possibilities - don't miss this one.

9 Columbus Ave, Greenwich
$2,100,000
2 Baths ⋅ ACTIVE Status ⋅ 24162469 MLS
PERFECT FOR OWNER OCCUPIED OR INVESTMENT. 8,972 SF. RETAIL/PROFESSIONAL CENTER. 1 ORTHODONTIST PRACTICE AND 4 RETAIL STORES (SUBWAY, EDIBLE ARRANGEMENTS, HOME CARE, & SMOKE SHOP). TOTAL N.O.I.: $137,000/YR, EXCLUDING ADDITIONAL RELIABLE INCOME: 2200 SF DENTAL/MEDICAL. BASEMENT PROVIDES ADDITIONAL 4,284 SF SUPPORT/STORAGE AREA. LOCATED ON EXTREMELY BUSY SHOPPING CORRIDOR (BIG Y, MCDONALDS, WENDYS, CVS, LOWES, ETC), NEW HAVEN AVE 27,000 VPD. SIGNALIZED ACCESS TO ROUTE 34 DIRECTLY IN FRONT OF PROPERTY PROVIDES DISTINCT ADVANTAGE. LAST PROPERTY IN DERBY. NEIGHBORS ORANGE & WOODBRIDGE. CLOSE TO YALE/NEW HAVEN. BUS STOP FROM NEW HAVEN RIGHT IN FRONT OF PROPERTY. 1ST FLOOR & 2ND FLOOR HEIGHT: 12'. BASEMENT HEIGHT: 9'. RENOVATED AND ADDED ELEVATOR: 2001. OWNER RETIRING. PLEASE DO NOT TALK TO ANY TENANTS OR WORKERS. PROOF/SOURCE OF FUNDS REQUIRED BEFORE ANY SHOWINGS. PROPERTY SOLD AS IS. LISTING BROKER RELATED TO OWNER.

Derby
$2,100,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24186077 MLS
Discover this stunning newly constructed 4 BR, 3.5-bath home in desirable North Stamford, offering modern elegance set on a beautifully private lot. The heart of the home is the gourmet kitchen featuring Thermador appliances, including a professional-grade gas range, along with a Bosch dishwasher. It boasts white shaker cabinetry, a striking marble tile backsplash, luxurious quartz countertops. The kitchen opens seamlessly into the family room with a cozy gas fireplace with white mantel and stone surround. Formal living room and convenient built-in cubbies in the mudroom. Sliding glass doors off the kitchen lead to a spacious deck overlooking the private backyard - an ideal setting for outdoor entertaining amid natural privacy. Upstairs, 4 generous bedrooms include a primary suite with walk-in closet and bath. One additional hall full bath. Second floor laundry plus an office. A standout feature is the large finished third-floor family room, perfect for a home theater, playroom or gym. Additional highlights include a 2 car garage and a spacious unfinished walkout high ceiling basement with high ceilings. Throughout the home you'll enjoy light hardwood flooring, abundant natural light from oversized windows and the quality of true new construction. This move-in-ready residence is contemporary luxury.

149 Don Bob Rd, Stamford
$2,100,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24185534 MLS
Set in Westport's sought-after Hunt Club neighborhood, this European-inspired Colonial offers over 6,300 square feet across three finished levels, including expansive recreation spaces and a dedicated home theater. A dramatic two-story entry introduces refined formal and informal rooms, including a fireplaced living room, formal dining room, private office, and an expansive eat-in kitchen with custom cabinetry, oversized island, and professional-grade appliances. The primary suite is a private retreat featuring a spa-like marble bath with steam/sauna and an exceptionally large walk-in closet. Four additional bedrooms-many with ensuite or Jack-and-Jill baths-offer flexibility and comfort for family and guests. The finished lower level provides exceptional lifestyle space ideal for entertaining, fitness, or play. Additional highlights include soaring ceilings, custom millwork, hardwood floors throughout, walk-up attic storage, and a three-car garage. Conveniently located near town, schools, shopping, and transportation.

25 Old Rd, Westport
$2,100,000
ACTIVE Status ⋅ 24177394 MLS
Welcome to 1170 Ellington Rd - this architecturally distinctive Gambrel-style office building sits on a beautifully landscaped site in an established South Windsor corridor! Red brick, white dormers, and a gabled front entry give the property great curb appeal. Two stories of well-maintained Class B office space sit behind a generous parking lot with frontage on Ellington Road, proximate to I-291, I-84, and Bradley International Airport. A portion of the building (~51%), well-suited for a variety of educational, social services, and professional uses, is in the process of being leased to the South Windsor Board of Education - a creditworthy municipal anchor. The remainder is remarkably configurable: open spans that can be carved into smaller professional suites or kept as larger spaces. That flexibility opens the door to an unusually wide range of uses - a private school, early-childhood center, or district administrative offices; a cluster of medical, therapy, or counseling practices; a fitness, dance, or yoga studio; a martial arts academy; a worship space; or a polished headquarters office for an operator working within the region's logistics corridor. South Windsor itself is among the most affluent and stable towns in the Hartford metro - strong schools, professional demographics, and consistent recognition as one of the region's best places to live. A rare opportunity to own a distinctive building with in-place income and plenty of options!

1170 Ellington Rd, South Windsor
$2,100,000
ACTIVE Status ⋅ 24175040 MLS
This spectacular building is currently an office owned & occupied by a prominent law firm since 1971. 475 Whitney Avenue presents a rare opportunity to restore & reposition one of New Haven's most architecturally significant properties into a signature residential asset. Originally constructed as a grand private residence in 1896, the building is ideally suited for conversion back to a luxury single-family estate or redevelopment from the current office configuration as a boutique multi-family or condominium offering. The structure's scale, craftsmanship & layout-featuring expansive rooms, high ceilings & formal entertaining spaces lend themselves naturally to residential reuse. The architectural details including the yellow venetian brick & copper gutters & flashing make this prohibitively expensive to replicate today. In addition to the main residence the property includes a detached rear structure (originally a garage, later converted to conference space) that could possibly be repositioned into 1 or 2 additional residential units, guest accommodations or accessory dwelling space creating meaningful added value & flexibility. The current site configuration includes a large, paved parking area which offers a unique opportunity to reclaim a portion of the grounds for landscaped lawns, private outdoor space & a formal residential driveway restoring the property's original estate-like setting while maintaining functional access.

475 Whitney Ave, New Haven
$2,100,000
4 Baths ⋅ ACTIVE Status ⋅ 24173993 MLS
475 Whitney Avenue presents a rare opportunity to restore & reposition one of New Haven's most architecturally significant properties into a signature residential asset. The building has been used by a prominent law firm since 1971. Originally constructed as a grand private residence in 1896, the building is ideally suited for conversion back to a luxury single-family estate or redevelopment from the current office configuration as a boutique multi-family or condominium offering. The structure's scale, craftsmanship & layout-featuring expansive rooms, high ceilings & formal entertaining spaces-lend themselves naturally to residential reuse. The architectural details including the yellow venetian brick & copper gutters & flashing make this prohibitively expensive to replicate today. In addition to the main residence the property includes a detached rear structure (originally a garage later converted to conference space) that can possibly be repositioned into 1 or 2 addtl residential units, guest accommodations or accessory dwelling space creating meaningful added value & flexibility. The current site configuration includes a large, paved parking area, which offers a unique opportunity to reclaim a portion of the grounds for landscaped lawns, private outdoor space & a formal residential driveway, restoring the property's original estate-like setting while maintaining functional access. 475 Whitney is widely regarded as one of the most distinctive residences along Whitney Ave.

475 Whitney Ave, New Haven
$2,100,000
11 Beds ⋅ 12 Baths ⋅ ACTIVE Status ⋅ 24170551 MLS
A mixed-use and multifamily package located in Chester and Deep River, two of the most desirable towns in the Lower Connecticut River Valley. The offering includes: 59 Maple Street (Chester): 7-unit multifamily asset with an additional ~1,500 SF commercial warehouse on 2.5+ acres. 163 Main Street (Deep River): 5-unit mixed-use property positioned at the gateway to the downtown retail corridor. The portfolio is fully occupied and generates approximately $210,000+ in current gross income, with upside to over $280,000 stabilized, driven by residential and commercial rent growth. At stabilization, the portfolio delivers approximately $175,748 NOI and a 8.37% cap rate, supported by a strong 1.58x DSCR. The possibility to develop the 3rd floor of 163 Main Street into additional units can drive returns even higher! This is a rare opportunity to acquire scale across two supply-constrained markets, combining in-place cash flow with clear mark-to-market upside across both residential and commercial components.

59-65 Maple St, Chester
$2,100,000
6 Baths ⋅ ACTIVE Status ⋅ 24074696 MLS
Taylor Brooke Vineyard, Winery, Brewery, and Residence presents a rare opportunity to acquire 43 picturesque acres in Woodstock, Connecticut. This offering includes three distinct structures: a 7,122 GSF winery with a state-of-the-art wine-making facility layout, tasting pavilion, retail space, and cocktail bar; a 5,884 GSF brewery featuring a beer production facility layout, commercial kitchen, taproom, retail space, and outdoor patio; and a 2400 SF custom-built grand Cape residence. The sale encompasses (Real Estate Only) the vineyard(5.19 Acres of mature vines), winery, brewery, residence offered at $2,100,000. In addition to the Real Estate offering the business assets offering includes all equipment and furnishings $569,007 a current Product inventory. product recipes, wholesale distribution network, brand rights, goodwill and 80 hours of transitional operational consulting $230,993. Total turn-key offering with Real Estate, Business assets, product inventory and transitional consulting $2,900,000.

848 Rte 171st Rte, Woodstock
$2,050,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24174341 MLS
Set on a level and flat .24-acre lot in the highly sought-after Sasco Hill area of Fairfield, this charming home offers endless opportunities to customize and create your dream living space. Boasting 2,500 square feet of versatile living area, plus a full unfinished basement, a deck, and an outdoor shed, this property perfectly balances comfort and potential. Enjoy a unique dual-street frontage, enhancing privacy and offering multiple access possibilities. The fabulous location is just minutes from the train station, Southport Center, town amenities, shopping, and dining, with quick and convenient access to I-95. Equipped with town water, town sewer, and oil heat, this home provides the perfect foundation for your next chapter in one of Fairfield's most desirable neighborhoods. Don't miss the chance to make this wonderful property your own, combining convenience, space, and endless potential in the heart of Sasco Hill.

79 Fairfield Pl, Fairfield
$2,000,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24194178 MLS
Charm Of A Cape With A Unique Layout That Lives Like A Split-Level. The inviting floor plan features a step-down living room and dining room, creating distinct spaces for entertaining and everyday living. Offering three bedrooms and three full baths, the spacious primary suite includes two walk-in closets and a private full bath. Additional highlights include a first-floor family room, some hardwood flooring, two fireplaces, central air conditioning, and a propane generator for added peace of mind. The finished lower level provides flexible space for a recreation room, home office, gym, or guest area. Situated on a beautiful, approximately half-acre lot on a private road, this property offers a peaceful setting while remaining conveniently close to town, shopping, restaurants, and the train station. Completing the package is an attached two-car garage and plenty of space both inside and out to enjoy. A wonderful opportunity to own a charming home in a desirable location with comfort, convenience, and versatile living spaces throughout.

21 Hampton Ln, New Canaan
$2,000,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24182915 MLS
This thoughtfully designed custom modular lakefront home combines architectural elegance with the precision and performance of factory-built construction. Set on the shores of Lake Waramaug, one of Connecticut's most beautiful and well-preserved natural lakes, the to-be-built residence is manufactured by New England Homes and completed by Viridian Custom Homes, with custom design by Kathleen Goodwin. The home reflects a refined modern sensibility with clean lines, generous glazing, and a seamless connection to the outdoors. The property enjoys large direct lake frontage and dock rights, offering an exceptional opportunity for waterfront living. The main level features an open-concept kitchen, dining, and living area with expansive windows that frame the surrounding landscape. A private bedroom wing includes a serene primary suite, two additional bedrooms, and a full bath. The lower level adds a fourth bedroom and full bathroom, with flexible space for a guest suite, family room, office, or studio. Energy-efficient materials, superior insulation, and precision engineering elevate comfort and durability. With room for outdoor living and thoughtful landscape design, this home offers a rare blend of craftsmanship, efficiency, and the timeless appeal of life on Lake Waramaug.

31b June Rd, Washington
$2,000,000
ACTIVE Status ⋅ 24170752 MLS
If You are looking for land with views to build your dream home, this is it. This is truly an "Estate Property". The 27 acres is cleared and open. There are several building sites at the top with 180 degree views. The land slopes gently down with a brook and 2 small ponds at the bottom. There is a fairly large barn and a smaller shop on the property in need of repairs. They are being sold AS IS! Bring your plans and build in a most beautiful part of the world in a sought after Connecticut town. Litchfield County is rural and beautiful. Enjoy farmers markets and country fairs. Visit any number of great restaurants in the area. There are many art shows, antique shops and boutiques to visit. As for outdoor activities, there are thousands of acres of land trust and hiking trails in Roxbury and surrounding towns. The Shepard River offers great fishing. There are ski areas close by as well as lakes for boating, fishing and swimming. Located under 2 hours from NYC! Taxes are based on 490 farming designation.

55 Ranney Hill Rd, Roxbury
$2,000,000
8 Baths ⋅ ACTIVE Status ⋅ 24163355 MLS
Exceptional investment opportunity offering flexible residential and commercial potential in highly developing South Norwalk, CT. Located in the SD-LI (Special Development - Light Industrial) District, this property supports a wide range of permitted uses including light manufacturing, contractor operations, warehousing, distribution, research and development, automotive-related services, flex space, and other commercial or mixed-use possibilities (subject to local approvals). Positioned on a generous 0.37-acre parcel with direct access from South Main Street, the property benefits from strong visibility, easy accessibility, and high functional utility-ideal for owner-users, developers, or investors seeking income-producing or redevelopment potential. The lot is level, dry, and not located in a flood zone, significantly reducing development risk and insurance costs while enhancing long-term value. With its prime location in rapidly growing South Norwalk, flexible zoning, and solid site characteristics, this property presents a rare opportunity to capitalize on increasing demand and unlock multiple value-add scenarios. All inspections will be for informational purposes ONLY, "subject to" inspections offers will not be considered, buyer will accept in "as-is" condition. Buyers to do their due diligence and check with planning and zoning for potential use of property. Buyers will accept tenants in place.

122 S Main St, Norwalk
$2,000,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24148148 MLS
Set in Stamford's coveted Shippan Point waterfront community, this renovated home offers a flexible, livable layout. The main level features hardwood floors, a chef-caliber kitchen with high-end appliances and generous prep space, a large dining area, a comfortable living room, and a wraparound deck overlooking a private patio. Three nicely sized bedrooms on the main level include one of two primary suite options, each with a full bath and custom-designed walk-in closet. The lower level adds an office/or 5th bedroom, a spacious family room with exercise equipment, and a private suite, with access to the patio and a top-of-the-line Sundance Maxxus six-person spa. An easy walk to the water and neighborhood beaches, and minutes to Metro-North, Harbor Point, and downtown Stamford. Must see to appreciate.

61 Hobson St, Stamford
$2,000,000
ACTIVE Status ⋅ 24111514 MLS
Build your dream compound or homes in Lyme. Close to Long Island Sound and the Connecticut River, Fox Hopyard Golf Course, Farmer's Markets, Tennis, Marinas, Fishing, Hunting, Museums, Art Galleries, Restaurants and Shopping. Close to all forms of major transportation and healthcare facilities. Only two hours to New York City and Boston.

257 Norwich Salem Rd, Lyme
$1,999,999
6 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24168304 MLS
Experience the character of the historic Northup-Scott House (c.1760), thoughtfully updated for today's lifestyle and set on four scenic acres. This well-maintained home offers a flexible floor plan with formal living and dining rooms, a spacious keeping room with original fireplace, a sun-filled family room with dramatic architectural window, private office, and first-floor guest suite. The renovated kitchen features a La Cornue range, 48 inch Pro Sub-Zero refrigerator/freezer, Wolfe double ovens, updated countertops, and opens seamlessly to the main living spaces. The second floor includes the primary suite, four additional bedrooms, three updated baths, and laundry room. A unique loft overlooks the impressive barn/great room, offering exceptional space for recreation, studio, gym, or entertaining. The owners put in $1M+ of improvements including newer roof, 75 thermopane windows, refinished hardwood floors, updated mechanicals, installed central air, interior and exterior painting, and renovated full bathrooms. Also purchased lot on Ridgefield border for $299K to allow seemless flow thru circular driveway. Outdoor amenities include pond, tennis court, expansive yard, gazebo and beautiful porch spaces ideal for relaxing or entertaining. A legal rental apartment provides added flexibility for guests, extended family, or supplemental income. A true Wilton gem.

1090 Ridgefield Rd, Wilton
$1,999,999
1 Baths ⋅ ACTIVE Status ⋅ 24163520 MLS
Location! Right off the I-95 on/off Ramp, You will find an Exceptional Commercial Property. Located at the end of a cul-de-sac, in an Industrial park setting. This property is 10.48 Acres and has a 2,850 sq. ft. pre-fab metal building, with 450 sq. ft of office space, including a bathroom, a 2,400 sq. ft warehouse with a mezzanine and 2 large loading docks at grade level, offering many possibilities. Most recently, it operated as a Pipe Company warehouse/office and a material yard. Currently there are 2 acres completely fenced in, with a locking gate and plenty of room to expand. With easy highway access, there's many possibilities, subject to approvals.

19 Colton Rd, East Lyme
$1,999,990
ACTIVE Status ⋅ 24182293 MLS
Exceptional mixed-use investment opportunity in the heart of Norwalk, CT. This well-maintained property features a long-established Colombian restaurant that has successfully operated for over 25 years, offering strong visibility and a loyal customer base. The commercial space is complemented by a multifamily residence, providing additional income potential or owner-occupant flexibility. Ideally situated in a prime location, the property offers easy access to major highways and key routes, ensuring high traffic exposure and convenience. Ample on-site parking enhances accessibility for both residential and commercial tenants. Close to shopping, dining, public transportation, and all local amenities, this property combines stability, location, and versatility. Perfect for investors or entrepreneurs looking to own a thriving business location with residential income in one of Norwalk's most desirable and accessible areas.

61 Cedar St, Norwalk
$1,999,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24158275 MLS
Candlewood Lake direct waterfront home with sweeping 180 degree views and gentle, easy access right to the water. Remodeled around 2000, this light filled home offers an open layout anchored by a great room with hardwood floors, beamed ceiling, skylights, three sets of sliders and wall of windows enhance the views, dining area, and a stone fireplace. The kitchen features freshly painted cabinets, slate tile flooring, a large island, built-in bench breakfast nook, and two walls of windows showcasing the lake. Hardwood continues through the dining area and main level bedroom, with carpeted bedrooms upstairs. The home includes 4 bedrooms - 1 is a sleeping loft- and 3 full baths-one on each level. The walkout lower level features a finished flex space, rec room, laundry/storage area, and a full bath, (all heated) adding versatile living options. Outdoor living shines with a 30' x 14' deck with a storage garage under overlooking the lake and a rare 45' x 21' stone pier with dock hookup at the water's edge. Central air, excellent location, vivid lake views, easy street access, and parking for at least seven cars complete this standout direct waterfront property.5 mins to federal road, Stew Leonard's, Big Y, Shop Rite, Restaurants. Also 5 mins to 84.

19 Cedar Dr, Danbury
$1,999,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24191704 MLS
Experience modern luxury in this beautifully reimagined home, set on 1.57 scenic, park-like acres. Thoughtfully renovated, this 2,864 sq ft residence offers open-concept living spaces filled with natural light and sophisticated finishes throughout. The designer kitchen features a stunning island and premium cabinetry, flowing seamlessly into the dining and living areas with a dramatic linear fireplace. The spacious family room opens to a sun-soaked bluestone patio overlooking an expansive backyard extending to the pond-an idyllic setting for entertaining and everyday enjoyment. The fabulous primary suite is a private retreat with a cozy fireplace, incredible walk-in closet, and beautifully appointed modern bath. Two additional bedrooms complete the second level, while a private 4th-bedroom ensuite is ideal for guests or flexible living space. A main-level office/5th bedroom, powder room, and mudroom with custom built-ins leading to the 2-car garage add versatility and convenience. Ideally located within walking distance of Staples High School and Bedford Middle School, and minutes from Westport's beaches, vibrant downtown, shopping, dining, and train station.

110 Cross Hwy, Westport
$1,999,000
5 Baths ⋅ ACTIVE Status ⋅ 24183695 MLS
Exceptional opportunity to own a distinguished commercial property located in South part of East Rock, on the edge of Downtown. Built in 1858 and attributed to renowned architect Henry Austin for prominent New Haven physician Dr. William DeForest, this landmark Greek Revival brick building combines historic character with outstanding functionality for professional or commercial use. The first floor offers an 11ft ceilings, with a large reception area, elegant offices, conference or meeting rooms, and a kitchen. The second floor includes three spacious offices, including a large conference room that has been wired for high-speed video conferences. The fully finished lower level provides nearly 1,000 square feet of additional usable space with three offices and a large common work area. With 12 off-street parking spaces, a highly visible location, and flexible layout, this property is ideally suited for a law firm, financial services, architectural or engineering practice, medical or consulting offices, nonprofit headquarters, or other professional uses. Its prestigious setting and remarkable architectural character create an exceptional environment for clients and staff alike. Meticulously restored by the current owner, The Winchester House LLC, the property features soaring 11-foot ceilings, original plaster crown moldings, exceptional woodwork, elegant arched openings, bay windows, and a magnificent

445 Orange St, New Haven
$1,999,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24181566 MLS
A rare opportunity to own one of New Haven's most distinguished mid-19th century landmarks. Believed to have been designed by renowned architect Henry Austin for prominent New Haven physician Dr. William DeForest in 1858, this stately Greek Revival brick residence occupies a prominent site in the southern section of the coveted East Rock neighborhood. Meticulously restored by the current owner, The Winchester House LLC, the property showcases exceptional craftsmanship and an extraordinary collection of original architectural details. Soaring 11-foot ceilings, original plaster crown moldings, impeccable millwork, elegant arched openings, and graceful bay windows reflect the grandeur of the period. The remarkable grand staircase, relocated from the historic Eli Whitney House on Hartford Turnpike in Hamden, serves as a dramatic architectural centerpiece. Historically, the exterior was finished in scored stucco designed to resemble finely cut ashlar stone, a distinctive detail that speaks to the sophistication of the original design. Currently configured as an elegant law office, the property could be readily returned to a magnificent single-family residence while also offering exceptional potential for professional offices, institutional use, or a live/work environment, subject to applicable zoning requirements. The impressive formal entry foyer opens to a gracious reception hall centered around an intricate period fireplace.

445 Orange St, New Haven
$1,999,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24181698 MLS
Perfectly positioned just steps from downtown Darien, the train station, schools, and the vibrant new Corbin District, this beautifully updated Colonial offers the ideal blend of convenience, charm, and move-in-ready living. Freshly painted throughout with newly refinished hardwood floors, this 5-bedroom, 3.5-bath home features generous living spaces including a formal living room, dining room, family room, rec room, and an open kitchen designed for both everyday living and entertaining. Set on .70 acres, the backyard is a true surprise, featuring an expansive multi-level deck ideal for outdoor dining, entertaining, and relaxing. Beyond the property lies an additional 1.19 acres of protected open space, creating a beautiful natural backdrop and an unexpected sense of space. Timeless curb appeal, abundant living space, and an unbeatable in-town location make this a truly exceptional opportunity. Walk to downtown Darien, the train station, schools, restaurants, and the vibrant new Corbin District while enjoying all the comfort and flexibility of a move-in-ready home.

93 West Ave, Darien
$1,999,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24143213 MLS
Craft your dream home from the ground up with this luxury built-to-suit offering set on a sprawling 5.46 acre lot on Long River Rd in River Oaks Country Club, a private gated community in Sherman, CT. This 4 bd / 3.5 bath / 3500 SF open-concept residence with main level primary suite seamlessly connects a chef's kitchen (w/ pantry) to an elegant dining area and a living room w/ cozy fireplace. Elevate outdoor gatherings on the sun-drenched patio with sweeping long views. Price reflects high-end finishes throughout. Club River Oaks features an 18-hole, par- 70 golf course that blends with the natural terrain of the Berkshire foothills. Enjoy amenities like tennis courts, heated swimming POOL, fitness facilities, fine and casual dining. Various membership options are available. Situated just 60 miles from NYC, 45 miles from WHITE PLAINS, this prime location allows easy commuting. The charming town center, 5 min away, offers community amenities: a library, parks, pavilion, sandy beach, and town BOAT SLIPS ON CANDLEWOOD LAKE. Nearby catch & release trout fishing, acres of hiking & biking trails + skiing at Mohawk Mountain. Sherman is known for low taxes and excellent PK-8 school. This home is TO BE BUILT and FULLY CUSTOMIZABLE. Don't miss the chance to customize an exceptional home where every detail mirrors your unique taste and individuality. Builder available to meet and discuss your interior fixture & finish choices.

40 Long River Rd, Sherman
$1,999,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24173038 MLS
Set along a quiet private road just minutes from the historic villages of Mystic and Stonington, this exceptional waterfront property offers over two acres of privacy and natural beauty, surrounded by Quiambaug Cove. Designed for effortless single-level living, the home features three bedrooms and three full baths with spacious interiors that embrace the surrounding coastal setting. Sun-filled living and dining areas are thoughtfully positioned to capture water views from nearly every room, while the open floor plan creates an inviting atmosphere for both everyday living and entertaining. Two fireplaces add warmth and character, including one in the living room and another in the primary suite. A generously sized bedroom with its own private waterfront deck offers flexible use as a guest suite, artist studio, or home office. Sliding doors open to an expansive full-length deck overlooking the cove, creating seamless indoor-outdoor living. From your private dock enjoy easy access to Long Island Sound and beyond or a peaceful afternoon kayaking, swimming or tubing in the cove. Mature landscaping and the tranquil shoreline setting provide a rare sense of peace and seclusion, all within close proximity to Mystic and Stonington's renowned restaurants, marinas, and shops. A rare opportunity to create your ideal coastal retreat in one of the area's most picturesque waterfront settings.

27 Wilbur Rd, Stonington
$1,999,000
7 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24174920 MLS
NOW OFFERED AT $1,999,000! One of Ridgefield's most extraordinary values with breathtaking year-round views overlooking Lake Mamanasco. Perched high above the lake on 2.5 private acres bordering protected Ridgefield Conservancy land, this architectural masterpiece by award-winning builder Carl Lecher blends timeless design with an unmatched connection to nature. Every square footage is fully well above ground level with steel beam construction, soaring ceilings, walls of glass, exposed beams, and solid maple flooring create dramatic living spaces flooded with natural light. Expansive wraparound decks capture spectacular lake and distant mountain views from nearly every room. The chef's kitchen flows seamlessly into inviting entertaining spaces, while the private primary suite occupies its own level with panoramic views, spa-inspired bath, walk-in closet, and dedicated laundry. Separate entrance, full bath, laundry, and kitchenette offers exceptional flexibility for multigenerational living, guests, wellness, or remote work while being nurtured by nature. Spectacular sunrises over lake and mountain views. Recent improvements include a newer roof, updated kitchen finishes, blue stone patios, fresh interior paint, and new well system. Enjoy optional Lake Mamanasco Beach Club membership with swimming, fishing, kayaking, and beach access. Just minutes to Ridgefield's award-winning Main Street and only one hour from NYC.

10 Hillcrest Ct, Ridgefield
$1,999,000
ACTIVE Status ⋅ 24132321 MLS
Multi-family development lot that will allow up to 55 residential units. 9.75 acres. Lot area per unit is 7,620 SF, which can conceivably allow 55 units i.e. (Lot area of 424,710 SF/7,620).

251 N Main St, Branford
$1,999,000
7 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24045370 MLS
The Greenbacker's Brookfield Farm located midway between Hartford and New Haven in Durham Connecticut has two houses, dairy barn and many other outbuildings. There is approximately 140 acres and approximately 100 acres are least to other farmers for growing crop, etc.. The investor may generate income from the farm's rentals 1. Dairy barn, 2, growing crops (92 acres of cropland leased, currently), 3, Durham Fair parking. 4, pastureland (20 acres of pasture leased, currently), 5, hunt club (land leased currently). Potential income may come from establishing a farm stand, growing grapes/ winery, Christmas tree sales, blue berries, and more. The State of Connecticut Conservation Restriction requires this property to be 'agriculture in nature' according to development rights the state acquired approximately 70 years ago. Both 148 and 153 Wallingford Road MUST be sold together.

148 Wallingford Rd, Durham

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