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$4,395,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24205057 MLS
Custom construction meets effortless in-town living at 16 Orchard Lane, a 2019 HOBI Award winner for Best In-Town Custom Home. Built by acclaimed New Canaan builder RR Builders, the residence reflects a level of craftsmanship and consideration evident throughout, from the architectural detailing and carefully selected materials to the integrated systems and sophisticated mechanicals. A gracious entry introduces interiors defined by soaring ceilings, oversized windows and abundant natural light. Wide-plank white oak floors, custom cabinetry and substantial architectural detailing bring warmth and character, while generously scaled rooms and an easy, connected flow allow the home to feel both substantial and comfortable. At the heart of the home, the chef's kitchen features custom cabinetry, premium appliances and an oversized gathering island, opening naturally to the family room, dining area and rear porch. A generous pantry, functional back hall and extensive built-in storage bring organization and purpose to everyday living. Four finished levels provide exceptional flexibility. The primary suite features a dramatic vaulted ceiling and three exposures, complemented by a generous walk-in closet and bath with radiant heat, steam shower and soaking tub. The finished third floor offers additional airy, flexible space, while oversized windows bring unexpected natural light to the lower level, with recreation space and a dedicated gym.

16 Orchard Ln, New Canaan
$4,350,000
10 Beds ⋅ 10 Baths ⋅ ACTIVE Status ⋅ 24165309 MLS
Exceptional versatility in Stonington! Live comfortably in the main residence while generating steady rental income from the charming carriage house. Key Highlights: Main House + Carriage House: Ideal multi-generational or income-producing setup. Separate Legal Parcel: Includes an already-divided 2-family home and/or buildable lot, opening up endless possibilities-keep for immediate rental income, sell off separately, or develop further. Water Access: Enjoy nearby small boat and personal watercraft launch access to the Mystic River right on Whitehall Avenue.

152 & 156 Whitehall Ave, Stonington
$4,350,000
4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24141675 MLS
Exceptional versatility in Stonington! Live comfortably in the main residence while generating steady rental income from the charming carriage house. Key Highlights: Main House + Carriage House: Ideal multi-generational or income-producing setup. Separate Legal Parcel: Includes an already-divided 2-family home and/or buildable lot, opening up endless possibilities-keep for immediate rental income, sell off separately, or develop further. Water Access: Enjoy nearby small boat and personal watercraft launch access to the Mystic River right on Whitehall Avenue.

152 Whitehall Ave, Stonington
$4,330,000
ACTIVE Status ⋅ 24122642 MLS
Rare Opportunity to acquire and develop 17.29 Acres of land situated at intersection of Echo Lake Road and Buckingham Street [ Rte 262] in Watertown Ct Property is situated in an R-30 Zone District augmented by application of Residential / Office Transition Overlay Zone { Section 4.4 Watertown Zoning Regulation] Overlay Zone permits Multifamily Dwellings with density not to exceed 8 units Per Acres { Sec. 4.4 D. 4 WZR] Size & Zoning: 17.29 Acres - R-30 Zone + RT Transition Zone Overlay Unit Density: 8 units Per Acre Infrastructure: Public Water - Public Sewer - High Speed Internet - Schools Site Access: Corner of Echo Lake Road & Buckingham Street [ Ct Rte 262] Market Opportunity: Limited Multifamily Development / Together with Statewide Demand Site Plan Approval for Phase I - 21 Units - Per Site Plan

741 Echo Lake Rd, Watertown
$4,275,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24200461 MLS
Set on 7.06 acres in a premier Salisbury location, this custom-built modern farmhouse, completed in 2022, captures sweeping western mountain views across a beautiful pastoral landscape. Designed for exceptional one-floor living, the home is filled with natural light and thoughtfully oriented to take full advantage of its remarkable setting. At the heart of the home, a dramatic vaulted great room with exposed beams, a propane fireplace, and expansive walls of glass opens to the dining area and kitchen, creating a bright, inviting space with mountain views always in sight. The spacious kitchen features a large center island and adjoining butler's pantry, ideal for both everyday living and entertaining. The home offers four bedrooms, including a private primary suite with spectacular views and a light-filled, spa-like bath with a freestanding soaking tub and marble shower. Additional bedrooms also enjoy abundant natural light and views of the surrounding landscape. A dedicated fitness area provides additional space for recreation and wellness in the lower level. The lower level can be finished to accommodate more living space. Outside, professionally landscaped grounds surround the home, with broad lawns, open meadow, a heated gunite 16 x 50 pool and spa, and multiple areas for outdoor living-all set against an extraordinary mountain backdrop. House includes an auto-testing generator.

360 Taconic Rd, Salisbury
$4,250,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24207397 MLS
Set high 4.5 + private acres, this impressive six-bedroom home offers space, privacy and resort-style amenities, with beautiful views from its elevated setting. Designed for both everyday living and entertaining, the home features four finished levels with flexible spaces for family, guests, work and recreation. Generously proportioned living areas flow throughout the main level, with an expansive property and outdoor entertaining spaces. The bedroom accommodations are exceptionally versatile. In addition to the main bedroom level, a private bedroom and full bath above the three-car garage creates an ideal guest, au pair or extended-family suite. A fully finished walk-up third floor provides additional space for a home office, playroom, studio or recreation area. The finished walk-out lower level adds yet another dimension to the home, with a bedroom, full bath, wine cellar and direct access to a screened porch and the grounds beyond. Outside, the property becomes a private retreat. A free-form swimming pool, expansive garden and tennis court are surrounded by 4.5+ acres of beautiful grounds, while the home's hilltop position captures views and light from morning through evening. With six bedrooms, four finished levels, a three-car garage, pool, tennis court and an extraordinary elevated setting, this is a home that offers exceptional space and the opportunity to enjoy a true country lifestyle.

51 Briscoe Rd, New Canaan
$4,250,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24205146 MLS
Exceptional custom-built residence in Greenwich's coveted Bailiwick Association, thoughtfully designed with the finest materials, craftsmanship and an effortless connection to the outdoors. Set on 1.4+ beautifully level acres, this 5,400+ SF transitional Colonial is filled with incredible natural light and offers seamless flow for everyday living and entertaining. A welcoming front porch opens to a dramatic double-height, front-to-back foyer. The elegant living and dining rooms feature beautiful millwork, soaring ceilings and walls of sliding glass doors opening to expansive decks and patios. At the heart of the home, a stunning chef's kitchen with double islands, Sub-Zero and Wolf appliances and butler's pantry anchors an expansive open living space with a sun-filled, vaulted breakfast area and family room. A first-floor ensuite bedroom with deck access, mudroom and two powder rooms complete the main level. Upstairs, the primary suite offers vaulted ceilings, a gas fireplace, two walk-in closets and luxurious marble bath with double vanities and oversized rainfall shower. Four additional bedrooms, three full baths, an office, sitting area and laundry complete the second floor. Mature trees and new landscaping surround the perfectly level property, while an oversized three-car garage with soaring ceilings offers room for lifts and additional parking. An exceptional setting just minutes to Glenville and approximately 10 minutes to Greenwich Avenue and the train.

7 Bailiwick Rd, Greenwich
$4,250,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24200327 MLS
Ready to enjoy from day 1, all of the work has been done to upgrade and update 16 Rockyfield Road.The residence has been completely retooled (ask for the upgrade list!). This is the ideal home that does not feel generic and the luxury touches will make everyday seem special. The brand new kitchen is a showstopper featuring handcrafted Zellige tiles,a Lacanche range,2 dishwashers and custom cabinetry. The work did not stop there.The bathrooms,floors,bonus room and mud room have all been redone to make this house into a custom home. Outside the home truly comes alive. Pool (with autocover),spa,outdoor kitchen featuring a pizza oven,automated pergola and porcelain patio to enjoy entertaining and lingering summer evenings.

16 Rockyfield Rd, Westport
$4,250,000
6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24165540 MLS
Exceptional new construction by AR Luxury Homes with 7,500+/- square feet of thoughtfully designed living space across four finished levels in a prime Westport location. This 6-bedroom, 6 full and 3 half bath residence blends refined craftsmanship with modern functionality, featuring an open-concept layout ideal for both everyday living and entertaining. The heart of the home is a custom-designed kitchen equipped with premium appliances including Wolf and Sub-Zero, expansive island, and seamless flow to the family room with fireplace. Three fireplaces throughout the home add warmth and architectural interest. White oak flooring, custom millwork, and high-end finishes elevate every space. The upper levels offer a luxurious primary suite with spa-like bath and custom closet, along with well-appointed secondary bedrooms. A fully finished lower level with walkout access provides flexible space for recreation, fitness, or additional living. Set on a level .50-acre property, the outdoor experience is complete with a 15' x 30' heated gunite pool, bluestone patio, and professionally planned landscaping-perfect for enjoyment and relaxation. Additional features include city water and sewer, propane gas, 400-amp electrical service, 24 KW generator, and wiring for audio, security, and smart home systems. A rare opportunity to own a new construction home with exceptional scale, quality, and amenities. Still time to customize finishes.

6 Janson Dr, Westport
$4,250,000
10 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24148701 MLS
Ocean House is an eleven unit, mixed use, historic property, comprised of seven residential suites and four commercial suites. The cornerstone of Stonington Borough's commercial Village District, each of the occupied, renovated residential suites features a fully applianced kitchen with dishwasher and a private laundry. Each of the four commercial spaces offer off-the-sidewalk entry and glass bay storefronts. Upside included unfinished, walk up attic with panoramic tri-state water views, and a garage and driveway, presently used by the landlord but in high demand as a rental. Excellent cap at 7.21. Stonington Borough is a quaint peninsula of colonial and Victorian homes on cobblestone and slate sidewalks, magnificent views of Long Island Sound and Napatree Point. Walk, shop, boat, swim, play outside your front door. Owner financing considered.

117 Water St, Stonington
$4,200,000
6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24192442 MLS
Nestled within the absolute privacy of the 1,700-acre Doolittle Lake Company woods, this beautifully maintained 100-acre estate across two parcels features a magnificent 5,670-square-foot 1780 Center Hall Colonial blending colonial and Art Deco charm. Painstakingly relocated in the 1930s by architect Robert Carrere, the home boasts grand reception rooms with wide red pine floors, two wet bars, and nine wood-burning fireplaces. Authentic 1930s nostalgia is preserved through functioning rotary dial phones and butler bells, while the gourmet kitchen is updated with a fireplace, custom cabinetry with antique glass, and a unique trout-cleaning fish sink on the back porch. The main floor opens to stone-walled perennial gardens and a custom, heated oval gunite pool, complete with a dramatic arched pool house featuring kitchenette, half bath, dressing rooms, and an outdoor shower. Upstairs, the primary suite offers a private sitting area, fireplace, and steam shower alongside three large ensuite bedrooms with fireplaces, and a playroom. A private ensuite studio bedroom sits above the heated three-car garage, offering perfect accommodations for staff or guests.

210 Doolittle Dr, Norfolk
$4,200,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24187690 MLS
Stunning European-style mini-estate where rolling golf course greens meet breathtaking views of the Long Island Sound. Crafted with a timeless stone exterior, cedar roof, hardwood floors, and exquisite granite surfaces, this home offers an unparalleled lifestyle of privacy and sophistication. The heart of the home is an open-concept layout featuring a soaring 2-story family room with dramatic French doors that open to a backyard oasis. The chef's kitchen is equipped with high-end appliances, custom cabinetry, and a massive center island. The main floor boasts a formal dining room, a dedicated office with built-in bookshelves, and a luxurious primary suite featuring vaulted ceilings, a private screened porch overlooking the golf course, and a spa-like bath with a soaking tub and custom walk-in closet. Upstairs, a stunning balcony looks out to the Sound, leading to 4 generous bedrooms: 2 en-suites and 2 sharing a Jack-and-Jill bath. The lower level is the ultimate entertainment hub, offering 3,000 sq ft of finished space designed as a private club with a state-of-the-art gym, connoisseur's wine room, spacious billiards room, and full bath. Step outside to a private paradise with manicured gardens, a sparkling gunite pool, and a pool house with a full bath. A fully equipped outdoor kitchen makes summer hosting an absolute breeze. Do not miss this rare opportunity to own a resort-style masterpiece.

95 Old Saugatuck Rd, Norwalk
$4,200,000
6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24176656 MLS
Rare beachfront opportunity at 40 Pond Rd in Old Lyme featuring two homes on one lot with incredible views of Long Island Sound. This exclusive coastal property includes one beautifully remodeled home and one brand-new construction home nearing completion, offering exceptional flexibility for guests, rental potential, or multi-generational use. Designed with modern coastal living in mind, the new construction features sleek concrete floors, open floor plans, abundant natural light, stylish bathrooms, and seamless indoor-outdoor living. Enjoy breathtaking water views from the expansive beachside deck, perfect for relaxing, entertaining, and taking in the shoreline setting. A private exclusive mooring adds tremendous value for boating enthusiasts, with direct access to the water. A truly unique Long Island Sound beachfront compound combining modern design, luxury finishes, and an unmatched coastal lifestyle 365 days of the year.

40 Pond Rd, Old Lyme
$4,200,000
6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24116481 MLS
A Historic Masterpiece, Reimagined for Modern Living Originally crafted in 1931 by renowned architect Frazier Forman Peters, this iconic stone residence has been completely reinvented-expanded, redesigned, and redefined for today's luxury lifestyle. The newly completed home now offers over 9,000 square feet of exquisite living space with 6 bedrooms, 7.5 baths, and every modern comfort imaginable, all while preserving the timeless character of its hand-cut fieldstone construction. Inside, soaring ceilings, a dramatic double staircase, and elegant living and dining spaces create a perfect blend of grandeur and warmth. Five fireplaces anchor inviting gathering areas, while French doors lead to light-filled suites and sweeping terraces overlooking the serene landscape. From its architectural heritage to its meticulous, top-to-bottom reinvention, this residence stands as a true work of art-a rare fusion of history, craftsmanship, and modern sophistication-just minutes from downtown New Canaan. SQ FT REFLECTS TO BE BUILT RENDERINGS 9000 SQ FT+-

760 Valley Rd, New Canaan
$4,199,000
5 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24082353 MLS
New construction from foundation up and ready for 2026! On a coveted Darien cul-de-sac, this modern colonial boasts 6500sf of elegance and comfort. Step through the welcoming foyer, complete with a coat room and powder room, and into a spacious, light-flooded living room, perfect for gatherings that stretch into the evening. The custom kitchen is a true centerpiece, with a grand stone island, Thermador appliances, an oversized range, and abundant cabinetry. Surrounded by windows, the sunlit breakfast room flows effortlessly to the kitchen/great room, where a gas fireplace and beamed ceiling create warmth and character and flow out to an huge deck overlooking 1.2 private acres. A first-floor office with full bath offers flexibility for work, guests, or a quiet retreat. Everyday ease continues with a mudroom, half bath with stunning, floating quartz vanity, and an attached two-car garage. Upstairs, the primary suite is a serene escape with vaulted ceilings, a walk-in closet, and a private balcony overlooking the lush and private yard. Three additional en-suite bedrooms each feature custom walk-in closets, blending function with elegance. The partially finished third floor and lower level invite endless possibilities - a home gym, playroom, creative spaces, etc. This home has privacy and space for all and is only minutes from town, shops, the beach, golf, the train and all amenities. A new home for the new year!

20 Marianne Rd, Darien
$4,195,000
6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24207811 MLS
Introducing a newly constructed Contemporary Colonial, by Alfieri Enterprises, that captures the essence of Old Greenwich living offering a seamless blend of classic architecture and modern design on a quiet cul-de-sac near schools, shops and the train. Defined by extraordinary craftsmanship, custom details and curated finishes in a stunning 6,000 sq. ft. home. Great for entertaining in open plan chef's kitchen, breakfast room with doors to expansive deck, family room and main level en-suite bedroom/office. Upstairs boasts an enviable primary suite retreat with spa bath, custom walk-in closets, an additional en-suite bedroom and two bedrooms connected by Jack/Jill bath. Top floor media/rec room and a guest en-suite bedroom, and the lower level offers a flex space for gym/gaming, half bath and storage complete this offering. With possible pool site.

5 Hunter St, Greenwich
$4,100,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24206950 MLS
Welcome to this next-level Fairfield Beach residence where bespoke luxury meets a fun coastal lifestyle. Just 2 blocks from the sand, this sun-drenched 5 bedroom, 4.5 bath beach haven is masterfully designed space. Every room tells a story through oversized windows, gorgeous textiles, designer wall coverings and unique lighting. The main living spaces are open, airy and filled with coastal light, featuring multiple entertaining areas for unforgettable gatherings and relaxation. From the culinary lover's dream Kitchen with Wolf, Bosch, SubZero appliances and walk-in pantry, to the Living Room anchored by a magnificent fireplace to a one-of-a-kind Bar with brass and smoked mirror accents, to the refined Study with incredible space and cabinetry. The Upper Two Levels delight with all 5 bedrooms being generously-sized and en-suite, offering ultimate privacy and luxury. The Primary Suite is so inviting with a private deck, luxurious bath with steam shower, radiant heat flooring and 2 walk-in closets. The Third Floor is a special and versatile private retreat featuring the 5th Bedroom, a lounge/exercise area, deck and dedicated workspace with built-in desks and wet bar. The interior flows effortlessly to a private resort-style backyard with mature evergreens and walls of hydrangea, Pool, Spa and Shower. Dedicated elevator space on 4 floors, EV charger, Sonos, Generator all ensure easy living AND Sherman Elementary, Beach, Restaurants are a leisurely walk or bike ride away.

42 Puritan Rd, Fairfield
$4,000,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24205297 MLS
A rare Shorehame Association lot with unobstructed Long Island Sound sight lines offered as an amazing opportunity to build new or reimagine the existing residence in one of Old Greenwich's most sought after waterfront settings. The .28 acre property sits within a private association that includes sandy beach access, a boat launch ramp for paddle boarding, kayaking and boating and a large communal waterfront lawn. The current home features a large living room with direct Sound views, a formal dining room, a kitchen and family room opening to a stone patio facing Long Island Sound, and a primary bedroom suite with private bath. Three additional bedrooms and full bath occupy the upper level, sharing the same water views. Gas heating, central air conditioning and an attached 2-car garage are in place. A beautiful and serene location in a private waterfront association, Long Island Sound views and steps to Tod's Point - all within minutes of the Old Greenwich train station, Old Greenwich shops and dining and schools.

14 Shoreham Club Rd, Greenwich
$4,000,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24178727 MLS
Classic New England architecture, beautifully proportioned interiors and exceptional privacy come together at 248 Turtle Back Road, a distinguished five-bedroom Colonial offering 5,291 square feet of living space in one of New Canaan's most desirable settings. Inside, the home is filled with warmth, character and natural light. The impressive great room features a vaulted beamed ceiling, creating a dramatic yet inviting space for everyday living and entertaining. An eat-in kitchen with center island, generous cabinetry and French doors is complemented by a dining room overlooking the gorgeous backyard, family room and den, providing both open gathering spaces and quieter places to retreat. Upstairs, the primary suite offers a private dressing room and en-suite bath, joined by three additional bedrooms, including an en-suite guest room. The fully finished walk-out lower level significantly expands the home's versatility with an additional bedroom and full bath, sunroom with wet bar, recreation room, office and exercise space. Outside, the home is set on 3.41 beautifully landscaped acres, where specimen plantings, mature trees, stone walls and terraces create a remarkable sense of privacy and established beauty. A circular drive, greenhouse and garage parking for 5 complete the property. Set just minutes from the heart of New Canaan, 248 Turtle Back Road pairs substantial, character-filled interiors with the privacy and scale that are rare to find this close to town.

248 Turtle Back Rd, New Canaan
$4,000,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24182872 MLS
This exquisite Frank Lloyd Wright Usonian-inspired lakefront home offers a rare opportunity on the serene shores of Lake Waramaug. Known for its pristine waters, natural beauty, and timeless appeal, Lake Waramaug is one of Connecticut's most beautiful and well-preserved natural lakes. Set in the charming village of New Preston, the to-be-built residence is presented by Viridian Custom Homes and Lindal Cedar Homes, with a masterful design by Aris Georges, a leading authority on Frank Lloyd Wright's design principles. Finishes by Kathleen Goodwin Interiors reflect a sophisticated blend of Connecticut and New York City design sensibilities. This 4-bedroom, 3.5-bath, 3,285 SF home features airy rooms, dramatic ceiling heights, organic materials, broad roof overhangs, abundant natural light, and a seamless connection to the land. Set on 1.85 acres with 500 ft of private waterfront and dock rights, the property offers spectacular westerly views. A rare opportunity to create a modern lakefront retreat that blends architectural elegance, natural beauty, and timeless Wright-inspired design.

31a June Rd, Washington
$4,000,000
ACTIVE Status ⋅ 24023365 MLS
THE HALL FARM - A VISIONARY DEVELOPMENT OPPORTUNITY! Nestled on the east side of town, The Hall Farm presents an extraordinary opportunity to shape the future of over 71 acres of pristine farmland. With a rich family heritage, this land is primed for a transformative development that will enrich the community and its residents. Zoned for suburban/residential use, envision a bespoke neighborhood of single-family homes, thoughtfully integrated into the natural landscape. Recognized as a "Greenfield Opportunity Site" in Meriden's Plan of Conservation and Development, the potential here is as vast as the acreage itself. Developers with foresight could explore the possibility of duplex units, subject to city approvals. The sprawling parcel is currently improved by a 3238 sq. ft. farm house with stunning chestnut woodwork and structural members throughout for those who may envision repurposing some of the old into new. The location is ideal with proximity to major highways, shopping, hiking at Mt. Higby, and minutes to both downtown Meriden and Middletown. Envision a harmonious blend of residential living with outdoor amenities such as walking trails, community gardens, and recreational facilities. Embrace the growing trend of "Agrihoods," where sustainable farming meets residential bliss. The Hall Farm awaits a developer with the creativity and capability to realize a community that's not just built but cultivated.

436 & 444 Preston Ave, Meriden
$3,999,999
6 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24128777 MLS
Subdivision Potential! One of the Largest Land Parcels in Bethel - Over 61 Acres! A rare opportunity for investors, developers, and visionaries to own more than 61 acres in the highly sought-after Codfish Hill area. This former farmland, once a thriving homestead, offers a unique combination of development potential and the charm of an existing colonial farmhouse with multiple outbuildings. The property includes an oversized 3-bay garage/barn with a full second level, and a nearly 4,500 sq. ft. farmhouse filled with character and possibility. Inside, you'll find a grand great room with a soaring floor-to-ceiling stone fireplace featuring French doors leading to an expansive deck-perfect for entertaining. The home features 5 bedrooms (potentially 6), 3.5 baths, and 3 stone fireplaces, including a first-floor primary suite with separate office/nursery, its own fireplace and spa-like bath, plus a walk-out lower-level in-law suite with private entrance, stone fireplace, and separate laundry hookups. This is truly a diamond in the rough-whether you're looking to restore the farmhouse to its former glory or envisioning a subdivision project on one of the largest parcels left in Bethel. Opportunities like this are few and far between-don't miss it! Buyer use due diligence in possible subdivision and zoning requirements per town of Bethel. Property is part of an estate and sold as-is and subject to probate approval.

62 Codfish Hill Rd, Bethel
$3,999,500
3 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24174562 MLS
Rarely does a property offer frontage on both Long Island Sound and Pine Creek. Positioned along a naturally elevated stretch of Fairfield Beach framed by protective dunes, the property enjoys a broad sandy beach at both high and low tide. Located within a residential section of Fairfield Beach away from many public beach access points, the setting offers a unique combination of beach, creek, and open water frontage. Across the street, the South Pine Creek frontage offers water views, sunsets, a detached two-car garage, and remnants of a former dock, offering potential boating opportunities subject to due diligence and approvals. Designed by renowned architect Jack Franzen and featured in Westport Magazine, the home reflects timeless neoclassical design. The thoughtful floor plan places the primary suite on the first floor, while the main living level is elevated above to maximize light and views. A sweeping staircase and interior elevator lead to open-concept living spaces overlooking Long Island Sound. An in-ground spa completes this exceptional waterfront offering. Agent/Owner Related Owner/Broker. Agents: Additional information is available in the disclosure section. Ask about the extremely low cost and transferable flood insurance policy.

1681 Fairfield Beach Rd, Fairfield
$3,999,000
6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24206049 MLS ⋅ Great Elm BLDG.
This exceptional residence, one of Sharon's most historic properties, occupies much of the original 1812 Georgian mansion, home to a notable family, including William F. Buckley, Jr., for over a century. The layout is spacious & flexible, offering multiple options for purchase: 1) purchase in its current layout as a spacious, 6-bedroom residence, 2) divide the current 6-bedroom residence into two spacious 3-bedroom residences, 3) additionally acquire the north wing to recreate a more complete version of the original mansion for use as an expansive single-family residence, a family compound, or separate residences for rental income. The current 6,716 sq ft home has been thoughtfully restored & offers 6 bedrooms with primary suites on both levels, 7 full baths, and 2 powder rooms. The kitchen opens to a stunning library & informal dining area, complemented by formal living & dining rooms, a family room, office, gym, den, laundry room and 7 fireplaces. At the center of the home, a dramatic three-story 1250 sq foot glass atrium (the 1,250 sq ft is not included in the 6,716 sq ft) - enclosing the 1929 courtyard - creates a year-round living space that brings light & openness into the core of the home. This is estate living with the ease of a managed community. Enjoy beautifully maintained grounds with specimen trees & beautiful plantings. Amenities include: junior Olympic-sized heated pool, pool house, tennis court & separate paddle/pickle courts and more. More info below.

1 Great Elm Dr, Sharon
$3,999,000
6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24173869 MLS
This exceptional residence, one of Sharon's most historic properties, occupies much of the original 1812 Georgian mansion, home to a notable family, including William F. Buckley, Jr., for over a century. The layout is spacious & flexible, offering multiple options for purchase: 1) purchase in its current layout as a spacious, 6-bedroom residence, 2) divide the current 6-bedroom residence into two spacious 3-bedroom residences, 3) additionally acquire the north wing to recreate a more complete version of the original mansion for use as an expansive single-family residence, a family compound, or separate residences for rental income. The current 6,716 sq ft home has been thoughtfully restored & offers 6 bedrooms with primary suites on both levels, 7 full baths, and 2 powder rooms. The kitchen opens to a stunning library & informal dining area, complemented by formal living & dining rooms, a family room, office, gym, den, laundry room and 7 fireplaces. At the center of the home, a dramatic three-story 1250 sq foot glass atrium (the 1,250 sq ft is not included in the 6,716 sq ft) - enclosing the 1929 courtyard - creates a year-round living space that brings light & openness into the core of the home. This is estate living with the ease of a managed community. Enjoy beautifully maintained grounds with specimen trees & beautiful plantings. Amenities include: junior Olympic-sized heated pool, pool house, tennis court & separate paddle/pickle courts and more. More info below.

1 Great Elm Dr, Sharon
$3,998,000
ACTIVE Status ⋅ 24194713 MLS
This PROJECT is ready to BUILD! 100% site plan approved. PROJECT COULD BE SPLIT INTO SMALLER PHASES - 3 of 50U or 5 of 30U PER PHASE. With very little housing options, high buyer demand for home ownership, and potential rates dropping this could be a very lucrative opportunity. This property is approved for a 148 unit townhome/condo project. 45-2 Bed units, 90-3 Bed units, and 13 4 Bed units. The location could not be better! This to be built complex is situated on Union pond with walking trails along the water and connecting to the park. Situated set back off the road, but still within quick access to highway, Buckland hills mall, Evergreen Walk, and all major amenities. A project of this size does not come up very often especially with this little inventory!

206 Oakland St, Manchester
$3,998,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24142076 MLS
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill Road's summit, East Hill Farm is a fully realized estate where infrastructure, land, and possibility are complete and in place. The 1798 Thomas Shepard House-museum-quality restoration featuring 5 bedrooms, 5.5 baths, 5 fireplaces, original King's board floors, hand-blown glass windows-awaits your vision for kitchens and baths. Modern additions: radiant heat, elevator, sun-filled library, luminous sunroom overlooking formal gardens and 4-acre spring-fed pond. The 227 acres aren't just land-they're composition. Meadow unfolding to pond positioned where morning & evening light catch it. Mature forest giving way to unbroken views. Trails looping you gently home by blue hour. Stone walls, pool, tennis court, greenhouse. Magnificent 3,550sf hand-hewn barn moved here. Northern land borders State Forest; southern abuts conservation land-permanent privacy. Guest house (6,668sf): 4 residences replete with possibilities-multigenerational living, art studios, writing spaces, media rooms, yoga, creative sanctuary. Cathedral ceilings, fireplaces, soaring light. The quiet money cannot buy: depth of silence settling at dusk, Milky Way stretching clear across valley, no light pollution. Architecture, land, and sky speaking the same language. Where hosting feels like breathing, completely natural. 5 families in 227 years. You'll be 5th. 5 min to dining, 20 min to Great Barrington, 2.5 hrs to Boston/NYC. Complete and irrepla

764 E Hill Rd, New Marlborough
$3,997,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24151511 MLS
Welcome to Greystone, a masterpiece of modern architecture. Bordered by a protected wildlife area, this 4500 sf smart home offers peace and privacy. The main level features an open living room, dining area and kitchen, den, office, half bath, laundry room and primary bedroom suite. Two ensuite bedrooms and a rooftop deck comprise the upper level. The lower level affords access to the backyard and has finished space for a gym or home office as well as a rough-in for a full bath. The kitchen boasts a 10' x 4' island and large walk-in pantry and is well appointed with Wolf and Sub-Zero appliances. An expansive white limestone wrap-around deck and spacious lawn---with an irrigation system---are perfect for relaxing or entertaining. The attached two-car garage is heated. White oak radiant-heated flooring complements the oak Unilux windows and exterior doors. Interior pocket doors and custom cabinetry continue the sleek contemporary look. Kitchen and bathroom countertops are quartzite, some with waterfall edging. Bathrooms feature limestone floors and unique tadelakt plaster walls. Designed with energy efficiency in mind, Greystone uses a geothermal system for heating and cooling. Smart home technology includes programmable LED lighting, motorized shades, security system, and wiring for audio and AI systems. A whole-house generator connects automatically during power outages.

314 Ferry Rd, Old Lyme
$3,995,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24177581 MLS
A breathtaking country estate nestled in the picturesque town of Roxbury, Connecticut, boasts a guest cottage and an in-ground Gunite pool. Encompassing 8.03 acres, the property is surrounded by Jack's Brook and a land trust on two sides, providing a serene and secluded environment. The primary residence, meticulously updated, features exquisitely proportioned rooms. It comprises five bedrooms and five full bathrooms and one powder room. A grand living room, complete with a two-story fireplace and windows on three sides, opens to two decks overlooking the rear yard. The spacious formal dining room, equipped with a gas fireplace and soft indirect lighting, is ideal for hosting formal gatherings. The chef's-eat-in kitchen, generously furnished with ample cabinetry, marble countertops, connects to a large deck and a granite patio, facilitating seamless outdoor dining. The primary level's main suite features French doors to the gardens, a luxurious bath, two walk-in closets, and a private sitting room. Three additional ensuite bedrooms complete the main level. The lower level offers a media room, a game room, a bunk room with built-in beds, a spa bath, and a laundry facility. A separate guest cottage provides a cozy retreat with two bedrooms, two bathrooms, a vaulted great room, a kitchenette, a fireplace, and a wrap-around deck. A must see!

47 Squire Rd, Roxbury
$3,995,000
6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24169909 MLS
Ideally located on a private lot in close proximity to public and private schools, 25 Hillcrest Rd. is located on a low traffic street on New Canaan's lower west side within minutes of the Merritt Parkway, Talmadge Hill train station and down town New Canaan. Spanning close to 8,000 sq ft, the transitional floor plan masterfully blends open concept spaces with more intimate, private spaces. Featuring 9' ceilings throughout and a clean, contemporary design aesthetic, the gracious home is perfect for entertaining large crowds while at the same time comfortable for everyday living. Entering through the custom designed front door, you are welcomed by a grand foyer with unobstructed views through the living room to the private backyard. As you move through the home, the centrally located family room is connected to both the large formal dining room and the gourmet kitchen which is flooded with natural light through six over sized windows. Featuring a clean, white design aesthetic the kitchen is as functional as it is beautiful. With a large 8.5' island coupled with two sinks and two dishwashers, prep and clean-up is easy. The adjacent pantry with lots of cabinetry and mudroom provide a place for everything, keeping the main living area neat and tidy. Not to be missed on the 1st floor is the large en suite guest bedroom (which could also serve as the primary bedroom) and a large private office.

25 Hillcrest Rd, New Canaan

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