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

4 Beds ⋅ 6 Baths ⋅ 24197827 MLS

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

17 Barberry Ln, Madison

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

3 Beds ⋅ 3 Baths ⋅ 24192583 MLS

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

192 Cross Ridge Rd, New Canaan

Exceptionally located less than a tenth of a mile from both the town green and beaches - with your own private beach access - this stunning residence sits on 1.57 secluded acres and has been completely re-imagined with uncompromising attention to detail and the finest materials. The home offers 16 thoughtfully designed rooms. Sun filled interiors feature over sized windows and expansive sight lines, anchored by a massive family room and a top of the line chef's kitchen. The lower level is a true walkout guest suite with additional living space plus a separate garage apartment for overnight guests. Outside amenities evoke a private resort: a gunite pool, extensive stone patios, two fully equipped outdoor kitchens, and a charming grassy area framed by mature landscaping for complete privacy. This is a rare coastal estate that blends modern, high end finishes with relaxed, year round seaside living. Practical luxury continues with a three car garage, circular driveway, and generous storage. This is truly a must see, and all reasonable offers will be entertained.

5 Beds ⋅ 6 Baths ⋅ 24166497 MLS

Exceptionally located less than a tenth of a mile from both the town green and beaches - with your own private beach access - this stunning residence sits on 1.57 secluded acres and has been completely re-imagined with uncompromising attention to detail and the finest materials. The home offers 16 thoughtfully designed rooms. Sun filled interiors feature over sized windows and expansive sight lines, anchored by a massive family room and a top of the line chef's kitchen. The lower level is a true walkout guest suite with additional living space plus a separate garage apartment for overnight guests. Outside amenities evoke a private resort: a gunite pool, extensive stone patios, two fully equipped outdoor kitchens, and a charming grassy area framed by mature landscaping for complete privacy. This is a rare coastal estate that blends modern, high end finishes with relaxed, year round seaside living. Practical luxury continues with a three car garage, circular driveway, and generous storage. This is truly a must see, and all reasonable offers will be entertained.

45 Island Ave, Madison

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

2 Baths ⋅ 170363458 MLS

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

473-497 Main St, Branford

$2,999,999

Newly renovated four-acre estate majestically perched overlooking the Laurel Reservoir, complete with seasonal water views. Ideal for outdoor recreation, the property features a large, level soccer-field-sized yard and a basketball court in the driveway. At the heart of the home is an open-concept living space seamlessly connecting the kitchen, dining, and family rooms. Property Highlights- - Kitchen & Dining: The brand-new Bilotta kitchen features a center island with seating for six, premium appliances (including a Wolf range with eight gas burners, two ovens, and an additional wall oven), two dishwashers, two sinks, a microwave, ample counter space, and a large walk-in pantry with high storage capacity and enough room for a 2nd refrigerator. -Dining Room opens directly to the kitchen and comfortably seats 20. -Main Level: Adjacent to the kitchen and dining area is a large family room with skylights, a fireplace, and direct access to the outdoor deck. The main floor also includes two home offices, a powder room, and a formal living room with a fireplace. -Upper Level: Features five bedrooms and three full baths, including a primary suite with a brand-new luxury bath equipped with a soaking tub, double sinks, and a glass-enclosed shower. -Lower Level: The fully finished lower level provides excellent indoor recreation space, including a playroom and home gym. This move-in-ready home is a fantastic opportunity.

5 Beds ⋅ 4 Baths ⋅ 24206102 MLS

Newly renovated four-acre estate majestically perched overlooking the Laurel Reservoir, complete with seasonal water views. Ideal for outdoor recreation, the property features a large, level soccer-field-sized yard and a basketball court in the driveway. At the heart of the home is an open-concept living space seamlessly connecting the kitchen, dining, and family rooms. Property Highlights- - Kitchen & Dining: The brand-new Bilotta kitchen features a center island with seating for six, premium appliances (including a Wolf range with eight gas burners, two ovens, and an additional wall oven), two dishwashers, two sinks, a microwave, ample counter space, and a large walk-in pantry with high storage capacity and enough room for a 2nd refrigerator. -Dining Room opens directly to the kitchen and comfortably seats 20. -Main Level: Adjacent to the kitchen and dining area is a large family room with skylights, a fireplace, and direct access to the outdoor deck. The main floor also includes two home offices, a powder room, and a formal living room with a fireplace. -Upper Level: Features five bedrooms and three full baths, including a primary suite with a brand-new luxury bath equipped with a soaking tub, double sinks, and a glass-enclosed shower. -Lower Level: The fully finished lower level provides excellent indoor recreation space, including a playroom and home gym. This move-in-ready home is a fantastic opportunity.

2141 Ponus Rdg, New Canaan

$2,999,000

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

4 Beds ⋅ 4 Baths ⋅ 24195441 MLS ⋅ Richmond Hills BLDG.

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

31 Richmond Hill Rd Unit 31, New Canaan

$2,999,000

Custom built with exceptional craftsmanship and attention to detail, this stunning coastal-area estate sits on one of the largest properties in the neighborhood with water views from every room, three separate deeds totaling approximately two acres, including two separate waterfront lots, with one being the perfect site for your future docking needs. Designed for both luxury and comfort, the home features radiant heated floors on all three levels, 9-foot ceilings, extensive crown molding, custom transom windows, surround sound, intercom system, whole-house generator, and fully insulated walls throughout. The chef's kitchen is equipped with Uba Tuba granite, custom cabinetry, Viking 6-burner cooktop, full-size double Wolf ovens, dual dishwashers, and premium finishes throughout. The main-level primary suite offers tray ceilings, oversized accessible doorways, spa-like bath, walk-in closet, and private safes. Additional highlights include a heated 3-car garage, walk-out lower level with future finishing potential, multiple office/flex spaces, custom built-ins, outdoor rain shower and fire pit seating area. Enjoy nearby private beach association access at Tuttle's Beach, completing this rare luxury offering.

3 Beds ⋅ 3 Baths ⋅ 24071370 MLS

Custom built with exceptional craftsmanship and attention to detail, this stunning coastal-area estate sits on one of the largest properties in the neighborhood with water views from every room, three separate deeds totaling approximately two acres, including two separate waterfront lots, with one being the perfect site for your future docking needs. Designed for both luxury and comfort, the home features radiant heated floors on all three levels, 9-foot ceilings, extensive crown molding, custom transom windows, surround sound, intercom system, whole-house generator, and fully insulated walls throughout. The chef's kitchen is equipped with Uba Tuba granite, custom cabinetry, Viking 6-burner cooktop, full-size double Wolf ovens, dual dishwashers, and premium finishes throughout. The main-level primary suite offers tray ceilings, oversized accessible doorways, spa-like bath, walk-in closet, and private safes. Additional highlights include a heated 3-car garage, walk-out lower level with future finishing potential, multiple office/flex spaces, custom built-ins, outdoor rain shower and fire pit seating area. Enjoy nearby private beach association access at Tuttle's Beach, completing this rare luxury offering.

57 Faulkner Dr, Guilford

Situated on 27+ secluded acres, this exquisite 2023 colonial farmhouse offers the perfect blend of modern luxury and serene privacy. The light-filled, open floor plan is anchored by a chef's kitchen featuring a premium gas range, Subzero refrigerator, walk-in pantry, generous island and French door that open to the patio-an ideal setting for al-fresco dining. The spacious living room boasts a charming woodburning fireplace and flows seamlessly into the dining room, while a dedicated home office located just off the dining room provides a quiet space to work remotely. Retreat to the m The main floor primary suite, complete with a luxurious bath. A tasteful half-bath completes the main level and hardwood flooring runs throughout the main and upper levels. Upstairs, the home features four spacious guest bedrooms, including two private ensuites and two additional bedrooms that share a well-appointed bath. The finished lower level is designed for recreation and wellness, featuring a private media room and a home gym. The property continues to impress outdoors, where your private oasis awaits: enjoy summers in the saltwater pool or stroll down a scenic path to the Shepaug River for fishing and nature walks. Complete with an attached two-car garage, this exceptional property is a rare find.

5 Beds ⋅ 5 Baths ⋅ 24196507 MLS

Situated on 27+ secluded acres, this exquisite 2023 colonial farmhouse offers the perfect blend of modern luxury and serene privacy. The light-filled, open floor plan is anchored by a chef's kitchen featuring a premium gas range, Subzero refrigerator, walk-in pantry, generous island and French door that open to the patio-an ideal setting for al-fresco dining. The spacious living room boasts a charming woodburning fireplace and flows seamlessly into the dining room, while a dedicated home office located just off the dining room provides a quiet space to work remotely. Retreat to the m The main floor primary suite, complete with a luxurious bath. A tasteful half-bath completes the main level and hardwood flooring runs throughout the main and upper levels. Upstairs, the home features four spacious guest bedrooms, including two private ensuites and two additional bedrooms that share a well-appointed bath. The finished lower level is designed for recreation and wellness, featuring a private media room and a home gym. The property continues to impress outdoors, where your private oasis awaits: enjoy summers in the saltwater pool or stroll down a scenic path to the Shepaug River for fishing and nature walks. Complete with an attached two-car garage, this exceptional property is a rare find.

631 Milton Rd, Litchfield

Originally built in 1726 and extensively remodeled, reimagined and re-engineered in 2007, 149 Dudley Road is a rare country estate where nearly three centuries of history meet sophisticated modern living. Set behind gates on more than five magnificent level acres, this exceptional property combines timeless New England character, beautifully considered interiors and extraordinary amenities in an idyllic, park-like setting. The main residence is warm, elegant and filled with natural light, with wide-board floors, handsome millwork, dramatic stone fireplaces, original architectural details and inviting covered and wraparound porches that honor the home's remarkable heritage. Generously scaled rooms and an open, effortless flow are complemented by a stunning kitchen and beautifully appointed baths featuring luxurious finishes that are both classic and timeless. Designed equally for intimate everyday living and memorable entertaining, the home extends seamlessly outdoors. An exceptional outdoor living room with fireplace and pergola, expansive tiered terraces, heated pool and spa create a private resort-like setting surrounded by mature landscaping, sweeping lawns and a picturesque freshwater pond. Adding another dimension to the property is the extraordinary three-story carriage barn-a destination unto itself. With expansive entertaining and recreation spaces, offices, a spectacular secret "Speak Easy" and extensive garage and storage capacity for car collections, boats

5 Beds ⋅ 6 Baths ⋅ 24207078 MLS

Originally built in 1726 and extensively remodeled, reimagined and re-engineered in 2007, 149 Dudley Road is a rare country estate where nearly three centuries of history meet sophisticated modern living. Set behind gates on more than five magnificent level acres, this exceptional property combines timeless New England character, beautifully considered interiors and extraordinary amenities in an idyllic, park-like setting. The main residence is warm, elegant and filled with natural light, with wide-board floors, handsome millwork, dramatic stone fireplaces, original architectural details and inviting covered and wraparound porches that honor the home's remarkable heritage. Generously scaled rooms and an open, effortless flow are complemented by a stunning kitchen and beautifully appointed baths featuring luxurious finishes that are both classic and timeless. Designed equally for intimate everyday living and memorable entertaining, the home extends seamlessly outdoors. An exceptional outdoor living room with fireplace and pergola, expansive tiered terraces, heated pool and spa create a private resort-like setting surrounded by mature landscaping, sweeping lawns and a picturesque freshwater pond. Adding another dimension to the property is the extraordinary three-story carriage barn-a destination unto itself. With expansive entertaining and recreation spaces, offices, a spectacular secret "Speak Easy" and extensive garage and storage capacity for car collections, boats

149 Dudley Rd, Wilton

Thoughtfully designer-refreshed, the property is looking especially beautiful and polished, with fresh paint throughout, a new cedar roof over the guest house, and the main residence's cedar roof freshly washed and oiled, bringing out its natural beauty. The grounds have also been freshly manicured, enhancing the estate's exceptional setting. A private gated road leads to this elegant shingle-style estate on 20+ secluded acres in the beautiful Litchfield Hills with spectacular views. This property includes in ground heated Gunite pool, tennis court, one-bedroom caretaker's apartment over a 3-bay garage, and two-bedroom guest apartment. This compound offers an intriguing mix of elegant sophistication and quiet country road living. Enjoy a true lifestyle destination with abundant outdoor recreation-hiking, fishing, wineries, and skiing all nearby. A natural food market is just minutes away, along with charming farm stands and local markets. Explore picturesque towns filled with boutiques, antique shops, and inviting farm-to-table dining. Welcome to the beauty and tranquility of the Litchfield Hills. Special in every way and just 90 minutes from NYC.

4 Beds ⋅ 6 Baths ⋅ 24207145 MLS

Thoughtfully designer-refreshed, the property is looking especially beautiful and polished, with fresh paint throughout, a new cedar roof over the guest house, and the main residence's cedar roof freshly washed and oiled, bringing out its natural beauty. The grounds have also been freshly manicured, enhancing the estate's exceptional setting. A private gated road leads to this elegant shingle-style estate on 20+ secluded acres in the beautiful Litchfield Hills with spectacular views. This property includes in ground heated Gunite pool, tennis court, one-bedroom caretaker's apartment over a 3-bay garage, and two-bedroom guest apartment. This compound offers an intriguing mix of elegant sophistication and quiet country road living. Enjoy a true lifestyle destination with abundant outdoor recreation-hiking, fishing, wineries, and skiing all nearby. A natural food market is just minutes away, along with charming farm stands and local markets. Explore picturesque towns filled with boutiques, antique shops, and inviting farm-to-table dining. Welcome to the beauty and tranquility of the Litchfield Hills. Special in every way and just 90 minutes from NYC.

11 Ravenrock Rd, Roxbury

Experience the pinnacle of in-town living in this meticulously reimagined New Canaan residence. Situated in the heart of the village, this home has undergone a complete rebuild and expansion, resulting in a stunning transformation that mirrors the quality of new construction. Spanning three finished floors, the interior offers five bedrooms and 4.5 luxurious baths. The open light filled floor plan was thoughtfully designed to balance modern practical functionality with exquisite design aesthetic. Outside, the property boasts a rare, large backyard and deck-a private oasis perfect for relaxation or play. Enjoy the ultimate convenience of "walk-to-everything" capability, with a back gate to sidewalk access leading you directly to the schools, Y, Waveny Park with town pool, local shops, world-class dining, library, and metro north express train to NYC, This turn-key beauty offers the perfect blend of sophisticated design and an unbeatable location.

5 Beds ⋅ 5 Baths ⋅ 24206664 MLS

Experience the pinnacle of in-town living in this meticulously reimagined New Canaan residence. Situated in the heart of the village, this home has undergone a complete rebuild and expansion, resulting in a stunning transformation that mirrors the quality of new construction. Spanning three finished floors, the interior offers five bedrooms and 4.5 luxurious baths. The open light filled floor plan was thoughtfully designed to balance modern practical functionality with exquisite design aesthetic. Outside, the property boasts a rare, large backyard and deck-a private oasis perfect for relaxation or play. Enjoy the ultimate convenience of "walk-to-everything" capability, with a back gate to sidewalk access leading you directly to the schools, Y, Waveny Park with town pool, local shops, world-class dining, library, and metro north express train to NYC, This turn-key beauty offers the perfect blend of sophisticated design and an unbeatable location.

16 Grace St, New Canaan

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

4 Beds ⋅ 6 Baths ⋅ 24201816 MLS

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

288 Middlesex Ave, Chester

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

4 Beds ⋅ 6 Baths ⋅ 24163576 MLS

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

920 Main St S, Woodbury

Exquisitely reimagined with uncompromising attention to detail, this exceptional upper-level residence at The Residences at 66 High Street presents refined luxury in a premier in-town setting. Originally created by seamlessly merging two units, the owner collaborated with an interior designer, contractor, and master craftspeople to conceive a truly one-of-a-kind, fully customized home. The result is an expansive and impeccably executed "double" residence in the Leete Building offering approximately 3,000 square feet of meticulously maintained, sophisticated living space designed for both grand entertaining and effortless everyday comfort. A gracious living room anchored by a gas fireplace and a mounted 150-year old half hull ship model, flows seamlessly into a dining area with access to a private balcony; creating the perfect backdrop for intimate evenings or lively gatherings. The chef's kitchen and custom millwork throughout showcase superior craftsmanship, bespoke built-ins, and curated finishes of the highest caliber. The master bedroom suite is a private sanctuary, complete with its own fireplace, a dedicated office with built-in shelves, file drawers and cabinets for remote work, private balcony, a spa-inspired bath appointed with luxury fittings and steam shower, and two walk-in closets. Two additional bedrooms and beautifully designed full baths provide comfort and flexibility for guests.

3 Beds ⋅ 3 Baths ⋅ 24155789 MLS ⋅ The Residences At 66 High Street BLDG.

Exquisitely reimagined with uncompromising attention to detail, this exceptional upper-level residence at The Residences at 66 High Street presents refined luxury in a premier in-town setting. Originally created by seamlessly merging two units, the owner collaborated with an interior designer, contractor, and master craftspeople to conceive a truly one-of-a-kind, fully customized home. The result is an expansive and impeccably executed "double" residence in the Leete Building offering approximately 3,000 square feet of meticulously maintained, sophisticated living space designed for both grand entertaining and effortless everyday comfort. A gracious living room anchored by a gas fireplace and a mounted 150-year old half hull ship model, flows seamlessly into a dining area with access to a private balcony; creating the perfect backdrop for intimate evenings or lively gatherings. The chef's kitchen and custom millwork throughout showcase superior craftsmanship, bespoke built-ins, and curated finishes of the highest caliber. The master bedroom suite is a private sanctuary, complete with its own fireplace, a dedicated office with built-in shelves, file drawers and cabinets for remote work, private balcony, a spa-inspired bath appointed with luxury fittings and steam shower, and two walk-in closets. Two additional bedrooms and beautifully designed full baths provide comfort and flexibility for guests.

66 High St Unit 38, Guilford

Rare investment & owner-user opportunity on the market in the heart of downtown New Canaan. 93 Cherry St. is an approx. 3,200sqft commercial property strategically positioned in one of Fairfield County's most desirable & supply-constrained markets. Well-maintained asset brings immediate income, long-term flexibility & exceptional value for investors, professional users & developers seeking a premier downtown location. Property Highlights*Prime downtown New Canaan location w/exceptional walkability & visibility*Private 12-space paved off-street parking lot & w/non-metered on-street parking-a significant competitive advantage in the downtown core*Strong in-place leases providing immediate cash flow & investment stability*Flexible Business A (BUSA) zoning*Potential for expansion or adaptive reuse, subject to zoning approvals & investor research diligence*Well-maintained office space w/minimal anticipated near-term capital expenditures*Attractive opportunity for investors, medical users, professional office occupants & mixed-use developers*Recent commercial sales in the surrounding area continue to demonstrate strong demand for boutique assets in downtown New Canaan, particularly properties that combine private parking, stable tenancy & future redevelopment potential. Historically limited inventory & significant barriers to entry, 93 Cherry St presents a compelling opportunity to acquire a high-quality commercial asset in one of Connecticut's most sought-after downtown markets

1 Baths ⋅ 24186112 MLS

Rare investment & owner-user opportunity on the market in the heart of downtown New Canaan. 93 Cherry St. is an approx. 3,200sqft commercial property strategically positioned in one of Fairfield County's most desirable & supply-constrained markets. Well-maintained asset brings immediate income, long-term flexibility & exceptional value for investors, professional users & developers seeking a premier downtown location. Property Highlights*Prime downtown New Canaan location w/exceptional walkability & visibility*Private 12-space paved off-street parking lot & w/non-metered on-street parking-a significant competitive advantage in the downtown core*Strong in-place leases providing immediate cash flow & investment stability*Flexible Business A (BUSA) zoning*Potential for expansion or adaptive reuse, subject to zoning approvals & investor research diligence*Well-maintained office space w/minimal anticipated near-term capital expenditures*Attractive opportunity for investors, medical users, professional office occupants & mixed-use developers*Recent commercial sales in the surrounding area continue to demonstrate strong demand for boutique assets in downtown New Canaan, particularly properties that combine private parking, stable tenancy & future redevelopment potential. Historically limited inventory & significant barriers to entry, 93 Cherry St presents a compelling opportunity to acquire a high-quality commercial asset in one of Connecticut's most sought-after downtown markets

93 Cherry St Unit G1, G2, H1 & H2, New Canaan

Come see this spectacular colonial farmhouse as seen in publications such as Connecticut Cottages & Gardens, Country Living, Architectural Digest along with numerous catalogues, books, and advertising campaigns this bucolic and exquisitely designed 5 bedroom, 5.5 bath is not to be missed. Design by a renowned kitchen and bath designer as her personal house and then elevated by a leader in the home industry, this house provides a seamless floor plan. A large bonus space above the garage is illuminated year round by natural light making it the perfect family hangout in the cooler months and a professionally designed garden and fountain provide for exquisite 3 season outdoor living and entertaining space. The basement yields an additional space and a full bath for an effective au pair or in-law suite. Custom high-end window treatments throughout that are also motorized in the bedrooms, combine with perfectly selected light-fixtures to further enhance the home. This house is tucked into the side of Cross Ridge Road providing the feeling of privacy all while maintaining that neighborhood feel. Schedule your tour today as this one will not last long.

5 Beds ⋅ 6 Baths ⋅ 24193553 MLS

Come see this spectacular colonial farmhouse as seen in publications such as Connecticut Cottages & Gardens, Country Living, Architectural Digest along with numerous catalogues, books, and advertising campaigns this bucolic and exquisitely designed 5 bedroom, 5.5 bath is not to be missed. Design by a renowned kitchen and bath designer as her personal house and then elevated by a leader in the home industry, this house provides a seamless floor plan. A large bonus space above the garage is illuminated year round by natural light making it the perfect family hangout in the cooler months and a professionally designed garden and fountain provide for exquisite 3 season outdoor living and entertaining space. The basement yields an additional space and a full bath for an effective au pair or in-law suite. Custom high-end window treatments throughout that are also motorized in the bedrooms, combine with perfectly selected light-fixtures to further enhance the home. This house is tucked into the side of Cross Ridge Road providing the feeling of privacy all while maintaining that neighborhood feel. Schedule your tour today as this one will not last long.

215 Cross Ridge Rd, New Canaan

A rare and refined country estate offering privacy, luxury, and elegance on over 53 acres in scenic Pomfret. This extraordinary 4,442 sq ft custom, Tennessee fieldstone home includes 4 bedrooms and 5 baths-including a private in-law apartment/second primary suite with its own entrance. An additional 16+ acre building lot provides development potential. Surrounded by forest and adjacent to 175 acres of open space, this home sits high with long eastern views into RI! A 1,000 ft paved driveway leads past over 500 ft of hand-laid stone walls to the stunning residence, framed by 10" cedar columns and solid mahogany double doors. The interior exudes craftsmanship with 8' solid wood doors, mahogany floors, 12" triple crown molding, and Marvin windows throughout. The grand great room boasts 20' ceilings and a massive fieldstone fireplace, while the private office stuns with a redwood ceiling, fireplace, and custom cherry built-ins. The chef's kitchen features Viking and Meile appliances, granite counters, cherry details, and opens to a sunny morning room and expansive veranda. The primary suite is a retreat with vaulted ceilings, a luxurious spa bath, radiant heated travertine floors, custom vanities, arched alcoves, and dual walk-ins. Additional highlights include a 3-car garage with Spanish cedar doors, Sonos sound system, generator, 139-head irrigation system, and walk-up basement ready to finish. This is a one-of-a-kind legacy property -stately, expansive, and exquisitely built.

4 Beds ⋅ 5 Baths ⋅ 24115278 MLS

A rare and refined country estate offering privacy, luxury, and elegance on over 53 acres in scenic Pomfret. This extraordinary 4,442 sq ft custom, Tennessee fieldstone home includes 4 bedrooms and 5 baths-including a private in-law apartment/second primary suite with its own entrance. An additional 16+ acre building lot provides development potential. Surrounded by forest and adjacent to 175 acres of open space, this home sits high with long eastern views into RI! A 1,000 ft paved driveway leads past over 500 ft of hand-laid stone walls to the stunning residence, framed by 10" cedar columns and solid mahogany double doors. The interior exudes craftsmanship with 8' solid wood doors, mahogany floors, 12" triple crown molding, and Marvin windows throughout. The grand great room boasts 20' ceilings and a massive fieldstone fireplace, while the private office stuns with a redwood ceiling, fireplace, and custom cherry built-ins. The chef's kitchen features Viking and Meile appliances, granite counters, cherry details, and opens to a sunny morning room and expansive veranda. The primary suite is a retreat with vaulted ceilings, a luxurious spa bath, radiant heated travertine floors, custom vanities, arched alcoves, and dual walk-ins. Additional highlights include a 3-car garage with Spanish cedar doors, Sonos sound system, generator, 139-head irrigation system, and walk-up basement ready to finish. This is a one-of-a-kind legacy property -stately, expansive, and exquisitely built.

282 & 260 Searles Rd, Pomfret

Nestled in the heart of the Berkshires, this historic Richmond compound presents a rare blend of colonial charm and equestrian excellence. Spanning 27.3+ bucolic acres with sweeping pastoral views, the legendary c1776 estate boasts a meticulously maintained main residence/Inn, three enchanting cottages, and the potential to include the region's premier full-service equestrian facility. The main residence, a testament to time-honored craftsmanship, features 7 bedrooms and 7.5 baths, each room telling a story of centuries past. The main house/inn's dignified presence is complemented by a dining room, entrance parlor, library, den, period greenhouse, and a well-appointed kitchen that cater to both intimate family gatherings and grand celebrations. For the serious equestrian, the estate offers multiple barns and paddocks. Training is a year-round luxury thanks to the 6,000 sqft heated indoor arena, which includes an owner's apartment and viewing area - and a professional grade outdoor ring. Enjoy all the area attractions including Tanglewood, the Mount, MASS MoCa and breathtaking hiking trails.

7 Beds ⋅ 8 Baths ⋅ 24171893 MLS

Nestled in the heart of the Berkshires, this historic Richmond compound presents a rare blend of colonial charm and equestrian excellence. Spanning 27.3+ bucolic acres with sweeping pastoral views, the legendary c1776 estate boasts a meticulously maintained main residence/Inn, three enchanting cottages, and the potential to include the region's premier full-service equestrian facility. The main residence, a testament to time-honored craftsmanship, features 7 bedrooms and 7.5 baths, each room telling a story of centuries past. The main house/inn's dignified presence is complemented by a dining room, entrance parlor, library, den, period greenhouse, and a well-appointed kitchen that cater to both intimate family gatherings and grand celebrations. For the serious equestrian, the estate offers multiple barns and paddocks. Training is a year-round luxury thanks to the 6,000 sqft heated indoor arena, which includes an owner's apartment and viewing area - and a professional grade outdoor ring. Enjoy all the area attractions including Tanglewood, the Mount, MASS MoCa and breathtaking hiking trails.

802 State Rd, Richmond

809 Chapel Street is an impressive corner property located in downtown New Haven! This property is fully vacant and is ready for a new owner to complete the restoration to a vibrant mixed use property. The second and third floors are confugured as 11 apartments, above 2 ground floor retail units. Once completed, this property will be a dynamic, vibrant complex attracting an excellent tenant mix.

24203198 MLS

809 Chapel Street is an impressive corner property located in downtown New Haven! This property is fully vacant and is ready for a new owner to complete the restoration to a vibrant mixed use property. The second and third floors are confugured as 11 apartments, above 2 ground floor retail units. Once completed, this property will be a dynamic, vibrant complex attracting an excellent tenant mix.

809 Chapel St, New Haven

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

3 Beds ⋅ 2 Baths ⋅ 24186522 MLS

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

124 Botsford Hill Rd, Roxbury

Rare development opportunity in Shelton! This 5.98-acre parcel of raw land was previously approved for 24 condominium units, offering tremendous potential for builders, developers, and investors. Previous site plans are available for review, providing the property's prior development potential. Whether pursuing a residential development or exploring alternative possibilities, this property presents a unique investment opportunity. Buyer to perform all due diligence regarding zoning, approvals, utilities, and intended use.

24185148 MLS

Rare development opportunity in Shelton! This 5.98-acre parcel of raw land was previously approved for 24 condominium units, offering tremendous potential for builders, developers, and investors. Previous site plans are available for review, providing the property's prior development potential. Whether pursuing a residential development or exploring alternative possibilities, this property presents a unique investment opportunity. Buyer to perform all due diligence regarding zoning, approvals, utilities, and intended use.

River Road, Shelton