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210 Doolittle Dr, Norfolk
$4,200,000
6 Beds ⋅ 8 Baths ⋅ 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

760 Valley Rd, New Canaan
$4,200,000
6 Beds ⋅ 8 Baths ⋅ 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

20 Marianne Rd, Darien
$4,199,000
5 Beds ⋅ 8 Baths ⋅ 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

22 Fillow St, Westport
$4,050,000
5 Beds ⋅ 8 Baths ⋅ 24215100 MLS
NEW CONSTRUCTION BY RENOWNED WESTPORT LUXURY BUILDER WALTER MATTERA IN THE CHERISHED FLOWER ESTATES NEIGHBORHOOD! An exceptional opportunity to own a brand-new 5-bedroom, 6-full and 2-half-bath luxury residence by Mattera Construction, one of Westport's premier luxury homebuilders, celebrated for timeless architecture, exceptional craftsmanship, and meticulous attention to detail. Set on a beautiful .40-acre property in Westport's desirable Downtown North neighborhood, 22 Fillow Street offers the rare combination of luxury new construction and the warmth and character of an established in-town community. Flower Estates is one of Westport's most cherished neighborhoods, where tree-lined streets, a welcoming atmosphere, and a genuine sense of community create an increasingly sought-after lifestyle. Just minutes from downtown Westport's shops and restaurants, approximately 10 minutes from the Westport train station and Compo Beach, and close to Coleytown Elementary School, the location offers convenience without sacrificing neighborhood charm. Walter Mattera brings his signature commitment to quality, architectural integrity, and thoughtful design to this exciting new residence. With construction just underway, this is a rare opportunity to own a beautifully crafted luxury home by one of Westport's most respected builders in a neighborhood where new construction opportunities are increasingly limited. Timeless craftsmanship. Exceptional location. The best of Westport living.

22 Fillow St, Westport

14 Shoreham Club Rd, Greenwich
$4,000,000
4 Beds ⋅ 3 Baths ⋅ 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

31a June Rd, Washington
$4,000,000
4 Beds ⋅ 4 Baths ⋅ 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

21 School Rd, Wilton
$3,999,999
6 Beds ⋅ 7 Baths ⋅ 24212467 MLS
Welcome to an unparalleled masterpiece of living, nestled within a completely fenced, four-plus-acre private paradise in the very heart of Wilton, Connecticut. This extraordinary estate perfectly balances absolute serene privacy with the effortless convenience of town life. Approached via double-gated entries, the winding driveway unveils a residence meticulously crafted for the epicurean, the entertainer, and the modern visionary. The heart of the home centers around a true chef's kitchen, anchored by a roaring fireplace that radiates warmth and timeless character. Designed for both casual mornings and grand-scale catering, it features premium commercial appliances, a designated coffee bar room for your morning rituals, and endless custom storage to keep the aesthetic flawless. Just off the kitchen, a walk-in wine room awaits your private collection. For seamless entertaining, the formal sitting room features a fully equipped walk-in bar, transitioning beautifully into a stunning screened-in porch and a massive outside deck overlooking the grounds. Offering a total of six luxurious bedrooms, the home's layout is brilliantly engineered for ultimate privacy. The Owner's Suite and Family Quarters are situated in the main expanse of the home, offering opulent retreats with peaceful views of the estate.

21 School Rd, Wilton

62 Codfish Hill Rd, Bethel
$3,999,999
6 Beds ⋅ 4 Baths ⋅ 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

1 Great Elm Dr, Sharon
$3,999,000
6 Beds ⋅ 9 Baths ⋅ 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

1 Great Elm Dr, Sharon
$3,999,000
6 Beds ⋅ 9 Baths ⋅ 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

206 Oakland St, Manchester
$3,998,000
24194713 MLS
Manchester market currently running over 65% of inventory UNDER DEPOSIT. 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! Agent- owner

206 Oakland St, Manchester

311 S Bald Hill Rd, New Canaan
$3,995,000
6 Beds ⋅ 8 Baths ⋅ 24212180 MLS
Masterfully reimagined in 2026 through a complete renovation and expansion by GreenDay Co., this 6,529SF modern estate spans 2.43 scenic acres, incorporating refined architecture in an extraordinary natural sanctuary. Historic stone walls, walking trails, mature specimen plantings and a tranquil pond frame the private grounds once home to George Valchar, author of the book "My Connecticut Garden." Inside, an organic-modern aesthetic unfolds with wide-plank white oak flooring, bespoke limewash finishes, seamless flush baseboards and expansive glass windows filling the interior with natural light. The chef's kitchen features custom white oak millwork, Dolce Vita stone surfaces, a 60-inch Wolf range, Sub-Zero refrigeration, Miele coffee system and a built-in breakfast banquette. A well-appointed butler's pantry, formal living and dining rooms and dedicated executive office complete the main level. Upstairs, the vaulted primary retreat boasts a dual-sided gas fireplace, sitting room, two walk-in closets and a spa-inspired bath finished in Taj Mahal stone. Four additional upper en-suite bedrooms feature radiant-heated baths, joined by a bespoke laundry room. The finished lower level includes a 6th bedroom, full bath and versatile gym/recreation space. Future elevator potential plus attached pool cabana with grill kitchen and full bath features accordion-style glass doors opening to a bluestone terrace, heated gunite pool and integrated spa for seamless indoor-outdoor entertaining.

311 S Bald Hill Rd, New Canaan

74 Long Neck Point Rd, Darien
$3,995,000
6 Beds ⋅ 8 Baths ⋅ 24209556 MLS
Opportunities to build fresh on Long Neck Point are vanishingly rare, making this lush, one-acre parcel a true crown jewel in Darien's most prestigious enclave. This isn't just a piece of land; it's a seamless path to an extraordinary lifestyle. If you've been dreaming of a bespoke estate but dread the years of red tape, your solution has arrived. The property comes with preapproved architectural plans for a stunning Center Hall Colonial. The design features 7,500 square feet of sophisticated living space across the first and second floors alone, with additional square footage thoughtfully planned for both the third floor and the expansive basement level. Imagine sweeping interiors and a layout that flows effortlessly from one sun-drenched room to the next. With all permits in place and a premier builder ready to break ground, you can bypass the typical delays and start construction immediately. The lot itself is absolutely gorgeous, offering a level, expansive canvas that invites creative landscape design. Elevating this opportunity even further is the exclusive inclusion of waterfront access. A shared dock is currently being built for the four properties in this enclave, reachable via a dedicated pathway that leads directly to the water at Pear Tree Point Road. It is the ultimate amenity for those who wish to embrace the coastal lifestyle. This is a rare invitation to secure a foothold in a legendary location without the wait.

74 Long Neck Point Rd, Darien

74 Long Neck Point Rd, Darien
$3,995,000
24209317 MLS
Opportunities to build fresh on Long Neck Point are vanishingly rare, making this lush, one-acre parcel a true crown jewel in Darien's most prestigious enclave. This isn't just a piece of land; it's a seamless path to an extraordinary lifestyle. If you've been dreaming of a bespoke estate but dread the years of red tape, your solution has arrived. The property comes with preapproved architectural plans for a stunning Center Hall Colonial. The design features 7,500 square feet of sophisticated living space across the first and second floors alone, with additional square footage thoughtfully planned for both the third floor and the expansive basement level. Imagine sweeping interiors and a layout that flows effortlessly from one sun-drenched room to the next. With all permits in place and a premier builder ready to break ground, you can bypass the typical delays and start construction immediately. The lot itself is absolutely gorgeous, offering a level, expansive canvas that invites creative landscape design. Elevating this opportunity even further is the exclusive inclusion of waterfront access. A shared dock is currently being built for the four properties in this enclave, reachable via a dedicated pathway that leads directly to the water at Pear Tree Point Road. It is the ultimate amenity for those who wish to embrace the coastal lifestyle. This is a rare invitation to secure a foothold in a legendary location without the wait.

74 Long Neck Point Rd, Darien

51 Briscoe Rd, New Canaan
$3,995,000
5 Beds ⋅ 7 Baths ⋅ 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

39 Chippechaug Trl, Stonington
$3,995,000
4 Beds ⋅ 5 Baths ⋅ 24172306 MLS
A spectacular waterfront residence on Masons Island, 39 Chippechaug Trail captures the very best of coastal New England living. Set on 2.05 private acres with more than 250 feet of direct waterfront, this custom-built, move-in ready 4,300 square-foot home enjoys sweeping 180-degree water views, a private sandy beach, deep-water access and its own dock all within one of the Mystic/Stonington area's most coveted waterfront settings. Beautifully maintained and thoughtfully positioned to embrace its extraordinary surroundings, the residence offers comfortable, inviting interiors designed to be enjoyed from day one. Expansive windows and water-facing spaces create a natural connection between the home, grounds and shoreline, while mature oaks frame the property with exceptional privacy and an established coastal landscape. Designed for both relaxed everyday living and entertaining, the property transitions effortlessly from the house to expansive lawns, beach and dock. Boating, swimming, kayaking and days on the water begin right outside your door, while the breadth of the property creates a remarkable sense of openness, privacy and connection to the shoreline. A three-car garage and geothermal heating add comfort and functionality, while the private island setting feels worlds away yet remains just minutes from downtown Mystic's acclaimed restaurants, boutiques, marinas and waterfront attractions.

39 Chippechaug Trl, Stonington

405 Whitfield St Unit 2, Guilford
$3,995,000
6 Beds ⋅ 6 Baths ⋅ 24138935 MLS ⋅ Eagleview Condominiums BLDG.
Eagleview at Guilford - Where Luxury Meets Lifestyle. Discover Guilford's newest luxury coastal condominium community, where superior craftsmanship, modern design, and breathtaking views of Long Island Sound redefine Connecticut shoreline living. Whether you're enjoying a sunset from your private balcony, entertaining in your chef's kitchen, or exploring Guilford's vibrant coastal village, Eagleview is more than a home, it's a lifestyle. Experience 6,200 SF of refined living space (expandable to over 8,000 SF) perfectly positioned to capture the tranquil salt marshes and shimmering expanse of Long Island Sound. Each residence includes multiple private balconies that invite you to relax and savor the natural beauty that surrounds you. Unmatched craftsmanship & comfort, this community of only 11 luxury units blends architectural excellence with everyday ease. Every residence features 10-foot ceilings, custom crown moldings, and a Chef's Dream Kitchen equipped with professional-grade appliances and elegant finishes designed for both function and style. Modern conveniences include private elevators, heated 4-car garages with EV charging stations, central air, central vacuum systems, and backup generators. Flexible open floor plans allow you to create spaces that reflect your personal lifestyle and vision. Ideally situated just a 1/2 mile stroll to Jacob's Beach and the Guilford Green, Eagleview offers easy access to an array of restaurants, boutique shopping, and cafes.

405 Whitfield St Unit 2, Guilford

423 Main St, Middletown
$3,990,000
4 Baths ⋅ 24182009 MLS
Rare opportunity to acquire a prominent mixed-use commercial asset in the heart of downtown Middletown, one of Connecticut's most dynamic and rapidly growing commercial districts. Situated along the highly desirable Main Street corridor, this approximately 39,000-square-foot building offers exceptional visibility, strong foot traffic, and a strategic location surrounded by restaurants, retail destinations, entertainment venues, professional offices, and ongoing redevelopment projects. The property has benefited from significant capital improvements and renovations, creating an attractive blend of historic character and modern functionality. Its diverse tenant mix and flexible layout provide a wide range of opportunities for investors and owner-users alike. Downtown Middletown continues to attract substantial public and private investment, fueling economic growth and increasing demand throughout the area. Surrounded by a vibrant mix of businesses, restaurants, cultural attractions, and major employers, this property is ideally positioned to benefit from the continued revitalization of the downtown corridor. With convenient access to Route 9, Interstate 91, and the greater Hartford and New Haven markets, 423-425 Main Street offers a rare combination of scale, visibility, and location in one of Connecticut's most sought-after commercial districts.

423 Main St, Middletown

415 Old Post Rd, Fairfield
$3,975,000
5 Beds ⋅ 5 Baths ⋅ 24206348 MLS
Over an acre to yourself. The best of Fairfield within reach. In the heart of downtown Fairfield and the beach area, 415 Old Post Road offers something almost impossible to find: land and privacy to create a generational estate, with the life of a coastal town just beyond your gate. Only a handful of properties in the Sherman School district offer this. Fewer still could tell this story. The family who built this Italianate Victorian stayed for more than a century. Stand beneath its soaring ceilings, admire the craftsmanship, then step onto the screened-in porch. You begin to understand. Trees surround you. Church bells carry through the air. It feels like your own park. Yet the beach, schools, restaurants, shops and train are all within walking distance. For the current owners, that has meant children walking home from school with friends. Thanksgiving dinners for twenty. Additional bedroom options for overnight guests. Winter evenings around the parlor fire. A front porch filled with friends as the Memorial Day parade passes by. There is room here for the life you have imagined. Explore the possibilities for a pool, tennis court and gardens. Create a place where everyone gathers now-and where the next generation will want to return. Historic architecture. Meticulously maintained, thoughtfully updated and in pristine condition. A once-in-a-lifetime opportunity. Come discover what makes this place so hard to leave-and imagine what the next 50 years could look like.

415 Old Post Rd, Fairfield

40 Pond Rd, Old Lyme
$3,975,000
6 Beds ⋅ 9 Baths ⋅ 24176656 MLS
Rare beachfront opportunity at 40 Pond Road in Old Lyme, featuring two homes on one lot with spectacular views of Long Island Sound. This exceptional coastal property includes one beautifully remodeled home and one newly constructed home, offering flexibility as a primary residence, second-home retreat, or investment property with rental income potential. The two-home layout is ideal for hosting guests, multigenerational living, or exploring rental opportunities. Designed for modern coastal living, the new construction features sleek concrete floors, an open floor plan, abundant natural light, and stylish bathrooms. Seamless indoor-outdoor living extends to an expansive beachside deck-the perfect setting for entertaining, relaxing, and enjoying breathtaking water views. A private, exclusive mooring enhances the appeal for boating enthusiasts. A unique opportunity to enjoy a beachfront compound that combines contemporary design, coastal comfort, and the potential for personal enjoyment and investment income.

40 Pond Rd, Old Lyme

217 Wilton Rd, Westport
$3,950,000
6 Beds ⋅ 7 Baths ⋅ 24186096 MLS
Some homes are simply unforgettable. Set high above the street on 1.19 lush acres in coveted Old Hill, this extraordinary new residence blends striking architecture and sophisticated design. A gracious front porch overlooks a courtyard-like driveway. Created by Sam Development LLC.,CMS Architects, and Interior Designer Mary Beth Woods, this distinctive home offers approximately 6,000 SF across four levels, with 5 bedrooms, 5 baths, 2 half baths, 9' ceilings on the first and second floors, 6" white oak flooring, and exceptional details. The spectacular kitchen features high-end appliances, oversized island and walk-in pantry, opening to the family room with gas fireplace and breakfast area. Glass sliders lead to a granite patio and landscaped grounds. An elegant dining room with built-in buffet and bar and a glass doored living room/study complete the main level. The vaulted, beamed primary suite features a spa-like bath and two walk-in closets. Three additional bedrooms, spacious laundry, finished third- floor space with half bath, and a lower level with family room, bedroom,full bath, gym, and storage offer versatility. The detached 1,050 SF ADU is ideal for in-laws, guests, office/studio, or future pool house. Three-car garage with bonus room, spray-foam insulation, approximately 100 recessed lights. 22-KW Generac generator, 400-amp electrical services, and EV outlet. Come experience this exceptional Old Hill property and discover a home that stands apart.

217 Wilton Rd, Westport

7 Bailiwick Rd, Greenwich
$3,950,000
5 Beds ⋅ 6 Baths ⋅ 24205146 MLS
The best of brand-new living! Set on 1.4+ beautifully level acres in Greenwich's coveted Bailiwick Association, this 5,400+ SF custom transitional Colonial offers exceptional craftsmanship, extraordinary natural light and the ease of move-in-ready living. A welcoming front porch opens to a dramatic double-height foyer, while elegant living and dining rooms feature custom millwork, soaring ceilings and walls of sliding glass doors leading 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 a butler's pantry opens to 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 luxurious primary suite features vaulted ceilings, a gas fireplace, two walk-in closets and a marble bath with double vanities and an oversized rainfall shower. Four additional bedrooms, three full baths, an office, sitting area and laundry complete the second floor and the oversized three-car garage with room for lifts and additional parking. Minutes from Glenville and approximately 10 minutes to Greenwich Avenue and the train, this is a rare opportunity to enjoy brand-new living in a sought-after community!

7 Bailiwick Rd, Greenwich

South St, Coventry
$3,950,000
24197272 MLS
A rare opportunity awaits on this extraordinary 272.43-acre parcel spanning Coventry and Andover, Connecticut. This exceptional property offers endless potential for a private estate, family compound, residential subdivision or PUD, golf course, equestrian property, forestry investment, hunting retreat, or potential gravel operation. Ideally located midway between New York City and Boston, just 20 minutes from Hartford and 30 minutes from Bradley International Airport, this remarkable property offers exceptional privacy and accessibility. The property's defining feature is its approximately 2.5 miles of frontage along the scenic Skungamaug River. Towering hardwoods, majestic pine groves, and nearly 12 miles of interior trails lead to breathtaking river views and elevated vistas rarely found in Southern New England. With well-drained soils, minimal inland wetlands, and nearly one mile of frontage on three roads, the property offers outstanding development potential. Significant glaciofluvial deposits of unmined gravel, supported by Canton, Charlton, and Sutton soils, along with pristine eskers and kames, add substantial long-term value. Boring data is available. Large, unspoiled tracts of this caliber are exceptionally rare. Whether your vision is a legacy estate, residential community, premier recreational retreat, or long-term investment, this remarkable property offers an unmatched opportunity.

South St, Coventry

Hendee Rd, Andover
$3,950,000
24197439 MLS
A rare opportunity awaits on this extraordinary 272.43-acre parcel spanning Coventry and Andover, Connecticut. This exceptional property offers endless potential for a private estate, family compound, residential subdivision or PUD, golf course, equestrian property, forestry investment, hunting retreat, or potential gravel operation. Ideally located midway between New York City and Boston, just 20 minutes from Hartford and 30 minutes from Bradley International Airport, this remarkable property offers exceptional privacy and accessibility. The property's defining feature is its approximately 2.5 miles of frontage along the scenic Skungamaug River. Towering hardwoods, majestic pine groves, and nearly 12 miles of interior trails lead to breathtaking river views and elevated vistas rarely found in Southern New England. With well-drained soils, minimal inland wetlands, and nearly one mile of frontage on three roads, the property offers outstanding development potential. Significant glaciofluvial deposits of unmined gravel, supported by Canton, Charlton, and Sutton soils, along with pristine eskers and kames, add substantial long-term value. Boring data is available. Large, unspoiled tracts of this caliber are exceptionally rare. Whether your vision is a legacy estate, residential community, premier recreational retreat, or long-term investment, this remarkable property offers an unmatched opportunity.

Hendee Rd, Andover

297 Painter Hill Rd, Roxbury
$3,950,000
4 Beds ⋅ 7 Baths ⋅ 24192621 MLS
Uber chic shingle-style in A+ location offering magnificent long distant views overlooking the famed Alexander Calder estate. Formal parking courtyard leads to the gracious double height entrance foyer. Mesmerizing views from almost every room. Grand Living Room with high coffered ceilings, gas fireplace, wood paneling & French door to balconies. Library with built-in bookcases. Powder room. First floor primary bedroom suite with Waterworks bathroom, soaking tub, two walk-in closets, balcony & home Office. Intimate Dining Room with large picture window. Eat-in country Kitchen with beamed ceiling and large picture window. Family Room with fireplace & wet bar. Screened porch with bluestone floor & electric stove. Laundry Room. 3 guest bedrooms en suite on the 2nd floor. Recreation Room over the 3-car attached garage. Walk-out lower level includes a gym, wine cellar, full bath & second laundry. Gracious long driveway affording total privacy amidst park-like grounds with beautiful perennial gardens, swimming pool, fire pit, mature plantings & forever views. Hardwood floors & high ceilings throughout. Lutron lighting. Central AC. Backup generator.

297 Painter Hill Rd, Roxbury

95 Old Saugatuck Rd, Norwalk
$3,950,000
5 Beds ⋅ 7 Baths ⋅ 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

70-98 Ryan Rd, Pine Plains
$3,950,000
1 Baths ⋅ 24187723 MLS ⋅ Unspecified BLDG.
An intoxicating opportunity to own a 343 acre swathe of spectacular farmland, proudly eligible for the National Reg. of Historic Places, that encompasses several impressive barn structures, plus a fully functioning distillery and tasting room. Built in 1932 toward the end of the Prohibition Era, it was Dutchess County's largest bootlegging operation, owned and operated by the notorious gangster Dutch Schultz. Hidden beneath a cow barn in a massive network of underground bunkers and tunnels, the distillery produced Sugar Wash Moonshine. By 2020, the newly constructed building integrating that underground complex with a state-of-the-art-distillery, commercial kitchen and tasting room were opened to the public, and the first batch of Sugar Wash Moonshine blended and bottled in Pine Plains, was re-introduced to the masses (legally this time). Through the years it has been a productive farm raising turkeys, chickens, pigs and cows, potatoes and corn. It's waiting for someone with vision to perhaps keep the distillery and tasting room going, revive it as a full-time farm, or open a sprawling indoor-outdoor event space. The property neighbors the increasingly popular Mashomack Fish & Game Preserve Club, a 1,900-acre private sporting preserve and social club that offers shooting, polo playing and fine dining. The hamlet of Pine Plains is within a thirty minute drive to the increasingly hip cultural and dining hubs of Hudson and Rhinebeck and only two short hours to Manhattan.

70-98 Ryan Rd, Pine Plains

42 Hy Vue Ter, Millerton
$3,950,000
4 Beds ⋅ 6 Baths ⋅ 24165995 MLS
Welcome to the Hudson Valley Dream Home - Introduced by Hudson Valley Magazine Presented in collaboration with Hudson Valley Magazine as their inaugural "Dream Home", this custom-built modern farmhouse is near completion and offers an extraordinary opportunity to own a Hudson Valley compound where collaborative vision meets architectural excellence. Located only 2 minutes from village of Millerton and set on 14 pristine acres with private ponds and surrounded by protected land, this single-level contemporary farmhouse spans nearly 6,000 square feet of thoughtfully conceived living space. A dramatic vaulted entry foyer leads into a grand Great Room, where living, dining and kitchen converge beneath a soaring ceiling and features a fireplace and walls of glass that frame the bluestone terraces and serene landscape beyond. The four, massive bedroom suites include two equal luxurious primary suites on opposite corners of the home. A large, dedicated media room, private office, 2 half baths and a bonus 2nd-floor wellness studio complete an exceptional floor plan designed for both grand entertaining and quiet, inspired living. With the exterior complete, the buyer has the rare opportunity to collaborate with the builder and the magazine's creative team to finish the interior to their own aesthetic vision. Luxurious fixtures like custom cabinetry, high-end Fisher Paykel appliances and designer details throughout ensure the finished product will be nothing short of remark

42 Hy Vue Ter, Millerton

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