115 properties for sale in Arshamonaque

168 Sterling Street
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House · for sale
USD 2,400,000
USD 1,218/sq.ft
168 Sterling Street
Arshamonaque
· 1,970 sq.ft · 3 Bedrooms · 2 Baths · House
· Garden · Parking · Deck · Equipped kitchen
Arshamonaque · 1,970 sq.ft · 3 Bedrooms · 2 Baths · House · Garden · Parking · Deck · Equipped kitchen
Set on one of Greenport Village's most sought-after streets, this charming cedar-shingled home offers a rare opportunity to own a waterfront Village property with a generous deep-water dock. The home features a beautifully detailed interior with updated kitchen and baths, original millwork, and a separate one-bedroom apartment. Outdoors, a waterside deck and spacious yard create an ideal setting for entertaining or quiet enjoyment, framed by open-water views. A detached garage and whole-house generator add to the home’s versatility and ease of ownership. Located just one-third of a mile from Greenport’s vibrant commercial center, restaurants, boutiques, and cafes. This property is one of only a few that pair waterfront living with effortless village access
Set on one of Greenport Village's most sought-after streets, this charming cedar-shingled home offers a rare opportunity to own a waterfront Village property with a generous deep-water dock. The home features a beautifully detailed interior with updated kitchen and baths, original millwork, and a separate one-bedroom apartment. Outdoors, a waterside deck and spacious yard create an ideal setting for entertaining or quiet enjoyment, framed by open-water views. A detached garage and whole-house generator add to the home’s versatility and ease of ownership. Located just one-third of a mile from Greenport’s vibrant commercial center, restaurants, boutiques, and cafes. This property is one of only a few that pair waterfront living with effortless village access
USD 2,400,000
1665 Glenn Rd, Southold, NY 11971 | MLS #990099
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House · for sale
USD 2,250,000
USD 694/sq.ft
1665 Glenn Rd, Southold, NY 11971 | MLS #990099
Arshamonaque
· 3,240 sq.ft · 4 Bedrooms · 5 Baths · House
· Fireplace · Equipped kitchen
Arshamonaque · 3,240 sq.ft · 4 Bedrooms · 5 Baths · House · Fireplace · Equipped kitchen
Newly built and beautifully enhanced with approx. 300K in upgrades since purchase, 1665 Glenn Road offers a turnkey North Fork retreat with thoughtful upgrades, elevated finishes, and exceptional indoor-outdoor living. Set on a. 52-acre lot in Southold, this 4-bedroom, 4.5-bath home spans approximately 3,248 square feet and features a desirable layout with a first-floor ensuite primary bedroom and three second-floor ensuite guest rooms. The interior is designed for both comfort and entertaining, with a two-sided gas fireplace, quartz kitchen countertops, Bosch and XO appliances, dimmer lighting throughout, electric shades in key living areas, ceiling fans in all bedrooms, and a first-floor laundry room. Home includes 7 built-in TVs, a 98-inch Sony screen and home theater with blackout shades, creating an impressive entertainment space. Since purchasing, the owner has elevated the property, including full front and rear landscaping, new lawns, extensive plantings, 73 trees, a new front
Newly built and beautifully enhanced with approx. 300K in upgrades since purchase, 1665 Glenn Road offers a turnkey North Fork retreat with thoughtful upgrades, elevated finishes, and exceptional indoor-outdoor living. Set on a. 52-acre lot in Southold, this 4-bedroom, 4.5-bath home spans approximately 3,248 square feet and features a desirable layout with a first-floor ensuite primary bedroom and three second-floor ensuite guest rooms. The interior is designed for both comfort and entertaining, with a two-sided gas fireplace, quartz kitchen countertops, Bosch and XO appliances, dimmer lighting throughout, electric shades in key living areas, ceiling fans in all bedrooms, and a first-floor laundry room. Home includes 7 built-in TVs, a 98-inch Sony screen and home theater with blackout shades, creating an impressive entertainment space. Since purchasing, the owner has elevated the property, including full front and rear landscaping, new lawns, extensive plantings, 73 trees, a new front
USD 2,250,000
10940 Main Rd, East Marion, NY 11939 | MLS #982221
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House · for sale
USD 1,300,000
USD 719/sq.ft
10940 Main Rd, East Marion, NY 11939 | MLS #982221
Arshamonaque
· 1,808 sq.ft · 3 Bedrooms · 3 Baths · House
· Parking · Fireplace · Equipped kitchen · Swimming pool
Arshamonaque · 1,808 sq.ft · 3 Bedrooms · 3 Baths · House · Parking · Fireplace · Equipped kitchen · Swimming pool
This ranch style home offers a blend of comfort, convenience, and opportunity. With three spacious bedrooms and three beautifully finished bathrooms, the home provides generous space for relaxation, work, or entertaining. The well-appointed kitchen features a stainless-steel appliance package, Quartz countertops, and a Thor range and hood, combining style with functionality. The homes’ living room with wood-burning fireplace, creates a warm and welcoming atmosphere throughout the seasons, while the enclosed sunroom fills the home with natural light and is the perfect setting for year-round enjoyment. Set on a generous. 63 acre lot, the property also offers a detached garage that adds valuable storage and workspace as well as ample room for a pool. Located in the vibrant community of East Marion, this home is in close proximity to local eateries, parks, beaches and other recreational amenities. Do not miss the chance to explore all the possibilities this special property has to offer
This ranch style home offers a blend of comfort, convenience, and opportunity. With three spacious bedrooms and three beautifully finished bathrooms, the home provides generous space for relaxation, work, or entertaining. The well-appointed kitchen features a stainless-steel appliance package, Quartz countertops, and a Thor range and hood, combining style with functionality. The homes’ living room with wood-burning fireplace, creates a warm and welcoming atmosphere throughout the seasons, while the enclosed sunroom fills the home with natural light and is the perfect setting for year-round enjoyment. Set on a generous. 63 acre lot, the property also offers a detached garage that adds valuable storage and workspace as well as ample room for a pool. Located in the vibrant community of East Marion, this home is in close proximity to local eateries, parks, beaches and other recreational amenities. Do not miss the chance to explore all the possibilities this special property has to offer
USD 1,300,000
Lot, Unit 3A/B, Shelter Island, NY 11964 | MLS #367468
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House · for sale
USD 6,999,000
USD 1,167/sq.ft
Lot, Unit 3A/B, Shelter Island, NY 11964 | MLS #367468
Arshamonaque
· 5,995 sq.ft · 5 Bedrooms · 5 Baths · House
Arshamonaque · 5,995 sq.ft · 5 Bedrooms · 5 Baths · House
In a market where exceptional land opportunities are scarce, this rare property on Shelter Island presents the chance to create your ultimate Hamptons waterfront compound. With 875 feet of water frontage, this six-acre, two-parcel offering along Coecles Harbor comes with architectural plans fully approved by both the Suffolk County Department of Health Services and the Department of Environmental Conservation, clearing the way for your vision to become reality. Owners enjoy access to a shared community dock with six slips—each accommodating boats up to 30 feet. Enhancing the property’s appeal even further, the lot also includes eligibility to build a private dock up to 100 feet in length, providing unmatched flexibility and convenience for boating enthusiasts. Facing east and set at the end of a quiet cul-de-sac within the coveted Pandion Subdivision, the property is a true blank canvas, complete with full planning board approval and the potential for a private dock. Conceptual renderi
In a market where exceptional land opportunities are scarce, this rare property on Shelter Island presents the chance to create your ultimate Hamptons waterfront compound. With 875 feet of water frontage, this six-acre, two-parcel offering along Coecles Harbor comes with architectural plans fully approved by both the Suffolk County Department of Health Services and the Department of Environmental Conservation, clearing the way for your vision to become reality. Owners enjoy access to a shared community dock with six slips—each accommodating boats up to 30 feet. Enhancing the property’s appeal even further, the lot also includes eligibility to build a private dock up to 100 feet in length, providing unmatched flexibility and convenience for boating enthusiasts. Facing east and set at the end of a quiet cul-de-sac within the coveted Pandion Subdivision, the property is a true blank canvas, complete with full planning board approval and the potential for a private dock. Conceptual renderi
USD 6,999,000
72 S South Ferry Rd, Shelter Island, NY 11964 | MLS #386601
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House · for sale
USD 1,750,000
USD 973/sq.ft
Updated
72 S South Ferry Rd, Shelter Island, NY 11964 | MLS #386601
Arshamonaque
· 1,798 sq.ft · 1 Bedroom · 1 Bath · House
· Garden · Swimming pool
Arshamonaque · 1,798 sq.ft · 1 Bedroom · 1 Bath · House · Garden · Swimming pool
Discover this exceptional 5.5-acre estate on Shelter Island, tucked away at the end of a private, tree-lined driveway. A true sanctuary, this property offers breathtaking views, rolling lawns, and lush gardens surrounding a serene, self-sustaining man-made pond. An elevated in-ground infinity pool overlooks the expansive grounds and shimmering pond, creating a stunning retreat. Conveniently located less than a mile from South Ferry and close to Wades Beach and Mashomack Preserve, this estate perfectly balances privacy and accessibility. Additional structures include a charming one-bedroom apartment perched above a workshop, all set against the scenic waterfront backdrop. Whether you choose to embrace the natural beauty and tranquility or expand and build your dream home, this rare oversized property offers endless possibilities
Discover this exceptional 5.5-acre estate on Shelter Island, tucked away at the end of a private, tree-lined driveway. A true sanctuary, this property offers breathtaking views, rolling lawns, and lush gardens surrounding a serene, self-sustaining man-made pond. An elevated in-ground infinity pool overlooks the expansive grounds and shimmering pond, creating a stunning retreat. Conveniently located less than a mile from South Ferry and close to Wades Beach and Mashomack Preserve, this estate perfectly balances privacy and accessibility. Additional structures include a charming one-bedroom apartment perched above a workshop, all set against the scenic waterfront backdrop. Whether you choose to embrace the natural beauty and tranquility or expand and build your dream home, this rare oversized property offers endless possibilities
USD 1,750,000
14 Freds Lane
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House · for sale
USD 2,485,000
USD 728/sq.ft
14 Freds Lane
Arshamonaque
· 3,412 sq.ft · 6 Bedrooms · 4 Baths · House
· Garden · Deck · Equipped kitchen · Parking
Arshamonaque · 3,412 sq.ft · 6 Bedrooms · 4 Baths · House · Garden · Deck · Equipped kitchen · Parking
Nestled on a full acre in the heart of Shelter Island, this exceptional island retreat offers the perfect blend of relaxed elegance and modern comfort. The main residence features an airy open-concept design ideal for both everyday living and entertaining. A chef’s kitchen anchors the home, seamlessly flowing into the dining and living areas, where a dramatic vaulted ceiling fills the space with natural light and a sense of grandeur. The main home includes four spacious bedrooms and three full baths, offering comfortable accommodations for residents and guests. An attached two-car garage provides convenience, with a versatile bonus room above—perfect for a media room, studio, or additional lounge space. Just across the yard, a charming private cottage offers two bedrooms, a full bath, a living room, and a kitchenette—ideal for guests or a private retreat. Outdoor living is equally inviting. The kitchen opens to a generous deck designed for effortless entertaining, overlooking beautiful
Nestled on a full acre in the heart of Shelter Island, this exceptional island retreat offers the perfect blend of relaxed elegance and modern comfort. The main residence features an airy open-concept design ideal for both everyday living and entertaining. A chef’s kitchen anchors the home, seamlessly flowing into the dining and living areas, where a dramatic vaulted ceiling fills the space with natural light and a sense of grandeur. The main home includes four spacious bedrooms and three full baths, offering comfortable accommodations for residents and guests. An attached two-car garage provides convenience, with a versatile bonus room above—perfect for a media room, studio, or additional lounge space. Just across the yard, a charming private cottage offers two bedrooms, a full bath, a living room, and a kitchenette—ideal for guests or a private retreat. Outdoor living is equally inviting. The kitchen opens to a generous deck designed for effortless entertaining, overlooking beautiful
USD 2,485,000
250 Osprey Nest Road
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House · for sale
USD 2,999,999
USD 520/sq.ft
250 Osprey Nest Road
Arshamonaque
· 5,769 sq.ft · 4 Bedrooms · 5 Baths · House
· Fireplace · Equipped kitchen
Arshamonaque · 5,769 sq.ft · 4 Bedrooms · 5 Baths · House · Fireplace · Equipped kitchen
Precision In Every Detail. Elevated Living Throughout'. Set within a private enclave moments from the Peconic Bay, this newly constructed home delivers a refined living experience defined by custom craftsmanship, scale, and seamless indoor-outdoor flow. Every element has been thoughtfully curated, blending clean architectural lines with bespoke materials and elevated finishes throughout. At the heart of the home, a striking chef’s kitchen anchors the main living space—appointed with quartz countertops, custom white oak cabinetry with lighting, Kohler workstation sink and a full suite of Miele appliances. Designed for both everyday living and elevated entertaining, the open-concept layout transitions effortlessly into expansive living and dining areas, where soaring ceilings, abundant natural light, solid white oak wood 6' plank floors and a custom stone fireplace anchored by bookcases create a warm yet sophisticated atmosphere. Bedrooms and bathrooms are designed as private retreats, f
Precision In Every Detail. Elevated Living Throughout'. Set within a private enclave moments from the Peconic Bay, this newly constructed home delivers a refined living experience defined by custom craftsmanship, scale, and seamless indoor-outdoor flow. Every element has been thoughtfully curated, blending clean architectural lines with bespoke materials and elevated finishes throughout. At the heart of the home, a striking chef’s kitchen anchors the main living space—appointed with quartz countertops, custom white oak cabinetry with lighting, Kohler workstation sink and a full suite of Miele appliances. Designed for both everyday living and elevated entertaining, the open-concept layout transitions effortlessly into expansive living and dining areas, where soaring ceilings, abundant natural light, solid white oak wood 6' plank floors and a custom stone fireplace anchored by bookcases create a warm yet sophisticated atmosphere. Bedrooms and bathrooms are designed as private retreats, f
USD 2,999,999
1195 Goose Creek Lane
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House · for sale
USD 1,495,000
USD 499/sq.ft
1195 Goose Creek Lane
Arshamonaque
· 2,992 sq.ft · 3 Bedrooms · 3 Baths · House
· Patio · Equipped kitchen · Swimming pool
Arshamonaque · 2,992 sq.ft · 3 Bedrooms · 3 Baths · House · Patio · Equipped kitchen · Swimming pool
Southold – Goose Creek. Located along a quiet private lane leading to Goose Creek Beach, this beautifully crafted and completely renovated cedar shingled two story home offers the perfect blend of charm, privacy, and North Fork living. The first floor features an open, sun filled layout highlighted by a spacious living room with a wood burning stove, a bright and airy kitchen with an expansive dining area framed by walls of windows, and a dining area with doors opening to the pool and patio. A first floor sitting room with an adjacent full bath provides a flexible space that can be easily converted into a first floor primary en-suite. Upstairs, the generous primary en-suite offers creek views, accompanied by two additional guest bedrooms and a full guest bath. Privacy surrounds the heated saltwater in ground pool and patio, creating a peaceful retreat for relaxation or entertaining. This exceptional property captures the essence of the North Fork lifestyle — a short stroll to beautiful
Southold – Goose Creek. Located along a quiet private lane leading to Goose Creek Beach, this beautifully crafted and completely renovated cedar shingled two story home offers the perfect blend of charm, privacy, and North Fork living. The first floor features an open, sun filled layout highlighted by a spacious living room with a wood burning stove, a bright and airy kitchen with an expansive dining area framed by walls of windows, and a dining area with doors opening to the pool and patio. A first floor sitting room with an adjacent full bath provides a flexible space that can be easily converted into a first floor primary en-suite. Upstairs, the generous primary en-suite offers creek views, accompanied by two additional guest bedrooms and a full guest bath. Privacy surrounds the heated saltwater in ground pool and patio, creating a peaceful retreat for relaxation or entertaining. This exceptional property captures the essence of the North Fork lifestyle — a short stroll to beautiful
USD 1,495,000
215 North Street
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House · for sale
USD 1,595,000
USD 473/sq.ft
215 North Street
Arshamonaque
· 3,369 sq.ft · 7 Bedrooms · 6 Baths · House
· Fireplace · Air conditioning · Cellar
Arshamonaque · 3,369 sq.ft · 7 Bedrooms · 6 Baths · House · Fireplace · Air conditioning · Cellar
A rare and exceptional offering in the heart of Greenport—one of the only duplex-style properties of its kind on the North Fork—this fully turnkey property delivers a unique combination of lifestyle, flexibility, and proven income potential. Located within Greenport Village and offering approximately 3,376 square feet of living space, this back-to-back duplex features two fully independent, two-story residences, each with its own full basement, central air conditioning, and private living areas as well as two electric panels, two meters, two propane tanks and separate basements. Built approximately 7 years ago, the property offers the advantages of newer construction, including modern systems, efficient design, and low-maintenance living. The front residence offers 4 bedrooms and 2.5 baths, highlighted by a welcoming covered front porch, fireplace, and a full basement with 8-foot ceilings—ideal for expansion, recreation, or storage. The rear residence features 3 bedrooms and 2.5 baths,
A rare and exceptional offering in the heart of Greenport—one of the only duplex-style properties of its kind on the North Fork—this fully turnkey property delivers a unique combination of lifestyle, flexibility, and proven income potential. Located within Greenport Village and offering approximately 3,376 square feet of living space, this back-to-back duplex features two fully independent, two-story residences, each with its own full basement, central air conditioning, and private living areas as well as two electric panels, two meters, two propane tanks and separate basements. Built approximately 7 years ago, the property offers the advantages of newer construction, including modern systems, efficient design, and low-maintenance living. The front residence offers 4 bedrooms and 2.5 baths, highlighted by a welcoming covered front porch, fireplace, and a full basement with 8-foot ceilings—ideal for expansion, recreation, or storage. The rear residence features 3 bedrooms and 2.5 baths,
USD 1,595,000
8 Hilo Drive
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House · for sale
USD 3,850,000
USD 966/sq.ft
8 Hilo Drive
Arshamonaque
· 3,983 sq.ft · 4 Bedrooms · 5 Baths · House
· Deck · Fireplace · Swimming pool
Arshamonaque · 3,983 sq.ft · 4 Bedrooms · 5 Baths · House · Deck · Fireplace · Swimming pool
This newly constructed modern residence offers stunning south-facing water views over West Neck Bay in Shelter Island. Thoughtfully designed to maximize its prime setting, the home spans approximately 3,985 square feet and features 4 ensuite bedrooms and 5.5 bathrooms, providing exceptional comfort and privacy. The interiors showcase a high level of craftsmanship and attention to detail, featuring an open floor plan with elegant white oak and porcelain tile flooring, stone countertops, and premium Thermador appliances throughout. Expansive living spaces are designed to embrace the surrounding views, while the second level covered deck offers the perfect setting for unwinding against a picturesque bay backdrop. Additional amenities include a heated gunite pool, radiant heat, wet bar, fireplace, pantry, and other thoughtful features that enhance everyday living. Ideally situated in Shelter Island, the property provides a peaceful retreat with convenient access to local amenities, beaches
This newly constructed modern residence offers stunning south-facing water views over West Neck Bay in Shelter Island. Thoughtfully designed to maximize its prime setting, the home spans approximately 3,985 square feet and features 4 ensuite bedrooms and 5.5 bathrooms, providing exceptional comfort and privacy. The interiors showcase a high level of craftsmanship and attention to detail, featuring an open floor plan with elegant white oak and porcelain tile flooring, stone countertops, and premium Thermador appliances throughout. Expansive living spaces are designed to embrace the surrounding views, while the second level covered deck offers the perfect setting for unwinding against a picturesque bay backdrop. Additional amenities include a heated gunite pool, radiant heat, wet bar, fireplace, pantry, and other thoughtful features that enhance everyday living. Ideally situated in Shelter Island, the property provides a peaceful retreat with convenient access to local amenities, beaches
USD 3,850,000
619 Bailey Avenue
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House · for sale
USD 1,475,000
USD 643/sq.ft
619 Bailey Avenue
Arshamonaque
· 2,293 sq.ft · 4 Bedrooms · 2 Baths · House
· Garden · Office room · Fireplace · Equipped kitchen
Arshamonaque · 2,293 sq.ft · 4 Bedrooms · 2 Baths · House · Garden · Office room · Fireplace · Equipped kitchen
Welcome to 619 Bailey Avenue, a fully restored and move-in ready farmhouse located on the fringe of Greenport Village. Originally part of a larger North Fork farm and estate, this incredibly well appointed circa 1900 residence has been thoughtfully re-imagined to blend modern conveniences with preserved period details. Original features such as hardwood floors, detailed millwork/moldings, and classic architectural elements have been carefully maintained, while updates throughout provide comfort and functionality. The custom kitchen is a standout, featuring a 48' range, oversized center island, custom cabinetry, and an 8-foot bi-fold glass door that opens to the rear yard, creating seamless indoor-outdoor living. The first floor offers a well-balanced layout with a spacious living room with wood-burning fireplace, formal dining room, dedicated home office, powder room, and a flexible bedroom or bonus space. Upstairs, the second level includes two guest bedrooms and a full hallway bath,
Welcome to 619 Bailey Avenue, a fully restored and move-in ready farmhouse located on the fringe of Greenport Village. Originally part of a larger North Fork farm and estate, this incredibly well appointed circa 1900 residence has been thoughtfully re-imagined to blend modern conveniences with preserved period details. Original features such as hardwood floors, detailed millwork/moldings, and classic architectural elements have been carefully maintained, while updates throughout provide comfort and functionality. The custom kitchen is a standout, featuring a 48' range, oversized center island, custom cabinetry, and an 8-foot bi-fold glass door that opens to the rear yard, creating seamless indoor-outdoor living. The first floor offers a well-balanced layout with a spacious living room with wood-burning fireplace, formal dining room, dedicated home office, powder room, and a flexible bedroom or bonus space. Upstairs, the second level includes two guest bedrooms and a full hallway bath,
USD 1,475,000
240 Lisa Drive
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House · for sale
USD 949,000
USD 512/sq.ft
240 Lisa Drive
Arshamonaque
· 1,851 sq.ft · 4 Bedrooms · 2 Baths · House
· Garden · Equipped kitchen · Parking · Swimming pool · Cellar
Arshamonaque · 1,851 sq.ft · 4 Bedrooms · 2 Baths · House · Garden · Equipped kitchen · Parking · Swimming pool · Cellar
Welcome to this spacious 4-bedroom, 2.5-bath two-story home located in the desirable Highpoint Meadows community of Southold. Set on a corner lot, this property offers a welcoming front yard and a generously sized backyard with ample room for a pool and outdoor entertaining. Inside, the home features an open-concept kitchen with new refrigerator, and dining area ideal for everyday living and gatherings, complemented by a formal living room for added versatility. Additional highlights include a convenient laundry room, a two-car attached garage with brand new doors, and a full basement with 8-foot ceilings offering excellent storage and a new hot water heater, gas heat, and potential for future finishing. Perfectly situated to enjoy the North Fork lifestyle, this home is in the Founders Park and Beach Park District, with direct access to a sugar sand beach, park and playground and is just moments from wineries, farm stands, the hamlet, train station, Jitney stop and a variety of shops a
Welcome to this spacious 4-bedroom, 2.5-bath two-story home located in the desirable Highpoint Meadows community of Southold. Set on a corner lot, this property offers a welcoming front yard and a generously sized backyard with ample room for a pool and outdoor entertaining. Inside, the home features an open-concept kitchen with new refrigerator, and dining area ideal for everyday living and gatherings, complemented by a formal living room for added versatility. Additional highlights include a convenient laundry room, a two-car attached garage with brand new doors, and a full basement with 8-foot ceilings offering excellent storage and a new hot water heater, gas heat, and potential for future finishing. Perfectly situated to enjoy the North Fork lifestyle, this home is in the Founders Park and Beach Park District, with direct access to a sugar sand beach, park and playground and is just moments from wineries, farm stands, the hamlet, train station, Jitney stop and a variety of shops a
USD 949,000
25 Lighthouse Road
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House · for sale
USD 1,899,000
USD 499/sq.ft
25 Lighthouse Road
Arshamonaque
· 3,800 sq.ft · 4 Bedrooms · 2 Baths · House
· Garden · Office room · Equipped kitchen
Arshamonaque · 3,800 sq.ft · 4 Bedrooms · 2 Baths · House · Garden · Office room · Equipped kitchen
Tucked at the end of a long, private drive on one of Southold’s historic streets, this custom-built, designer's own Nantucket-style home delivers 3,800 square feet of luxury on just under an acre of manicured gardens. Minutes from both the Sound and Peconic Bay, plus the restaurants, wineries, and village charm that make North Fork living feel like a permanent vacation. Step onto the mahogany porch, and the vibe hits immediately. Inside, a dramatic two-story foyer flows into an inviting light-filled living room. The oversized, well-appointed kitchen is an entertainer's delight with Carrera marble countertops and huge island with seating for 5. Dinner parties? Handled. The adjacent formal dining room is ready when the guest list grows. Main-level primary suite with soaking tub, Carrera-tiled shower, and walk-in closet is a romantic escape. There is also a main level laundry room, guest bath, and library/office. Upstairs, a loft adds natural light and a space to sit and read or relax, an
Tucked at the end of a long, private drive on one of Southold’s historic streets, this custom-built, designer's own Nantucket-style home delivers 3,800 square feet of luxury on just under an acre of manicured gardens. Minutes from both the Sound and Peconic Bay, plus the restaurants, wineries, and village charm that make North Fork living feel like a permanent vacation. Step onto the mahogany porch, and the vibe hits immediately. Inside, a dramatic two-story foyer flows into an inviting light-filled living room. The oversized, well-appointed kitchen is an entertainer's delight with Carrera marble countertops and huge island with seating for 5. Dinner parties? Handled. The adjacent formal dining room is ready when the guest list grows. Main-level primary suite with soaking tub, Carrera-tiled shower, and walk-in closet is a romantic escape. There is also a main level laundry room, guest bath, and library/office. Upstairs, a loft adds natural light and a space to sit and read or relax, an
USD 1,899,000
380 Clark Road
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House · for sale
USD 1,150,000
USD 768/sq.ft
380 Clark Road
Arshamonaque
· 1,496 sq.ft · 2 Bedrooms · 1 Bath · House
· Garden · Fireplace · Equipped kitchen · Swimming pool
Arshamonaque · 1,496 sq.ft · 2 Bedrooms · 1 Bath · House · Garden · Fireplace · Equipped kitchen · Swimming pool
Welcome to 380 Clark Road, a sun-filled North Fork escape perfectly located near the beautiful beaches of Southold. Blending comfort, charm, and endless backyard potential, this turn key home captures the easygoing lifestyle that makes the North Fork so desirable. Natural light pours throughout the home, creating bright, cheerful interiors and a warm, welcoming feel from the moment you arrive. The updated interior offers a relaxed and effortless flow, perfect for summer weekends, entertaining friends, or cozy year-round living in front of the fireplace. Additional improvements include an updated kitchen and renovated bathrooms, thoughtfully designed to combine style, comfort, and functionality. A newer roof installed just two years ago adds further peace of mind, allowing you to simply move in and enjoy. Step outside and the fun really begins. The expansive backyard offers an incredible opportunity to create your dream outdoor retreat with plenty of room for a pool, outdoor kitchen, fi
Welcome to 380 Clark Road, a sun-filled North Fork escape perfectly located near the beautiful beaches of Southold. Blending comfort, charm, and endless backyard potential, this turn key home captures the easygoing lifestyle that makes the North Fork so desirable. Natural light pours throughout the home, creating bright, cheerful interiors and a warm, welcoming feel from the moment you arrive. The updated interior offers a relaxed and effortless flow, perfect for summer weekends, entertaining friends, or cozy year-round living in front of the fireplace. Additional improvements include an updated kitchen and renovated bathrooms, thoughtfully designed to combine style, comfort, and functionality. A newer roof installed just two years ago adds further peace of mind, allowing you to simply move in and enjoy. Step outside and the fun really begins. The expansive backyard offers an incredible opportunity to create your dream outdoor retreat with plenty of room for a pool, outdoor kitchen, fi
USD 1,150,000
1175 9th Street
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House · for sale
USD 935,000
USD 445/sq.ft
1175 9th Street
Arshamonaque
· 2,099 sq.ft · 4 Bedrooms · 3 Baths · House
· Garden · Fireplace · Equipped kitchen · Cellar
Arshamonaque · 2,099 sq.ft · 4 Bedrooms · 3 Baths · House · Garden · Fireplace · Equipped kitchen · Cellar
Welcome to 1175 9th Street in Greenport—a two-story, four-bedroom, three-and-a-half-bath with a full, finished basement with exterior staircase. The home is filled with natural light and hardwood floors throughout the main living spaces. The first floor offers an open living area with a wood-burning fireplace that flows into a spacious eat-in kitchen with a large island and sliding glass doors to the a secluded and private rear yard. Just off the entry, a formal dining room connects to the kitchen, and a hallway includes a conveniently placed half bath and pantry. Upstairs are four bedrooms, including a primary suite with an ensuite bath, plus a second full bathroom. In the winter months, two of the bedrooms enjoy views of the bay. The finished full basement adds flexible bonus space with a full bathroom, a dedicated laundry area with washer and dryer, and a walk-out staircase to the exterior side yard. Less than a half mile to 5th and 6th Street beach, park and dock and roughly three-
Welcome to 1175 9th Street in Greenport—a two-story, four-bedroom, three-and-a-half-bath with a full, finished basement with exterior staircase. The home is filled with natural light and hardwood floors throughout the main living spaces. The first floor offers an open living area with a wood-burning fireplace that flows into a spacious eat-in kitchen with a large island and sliding glass doors to the a secluded and private rear yard. Just off the entry, a formal dining room connects to the kitchen, and a hallway includes a conveniently placed half bath and pantry. Upstairs are four bedrooms, including a primary suite with an ensuite bath, plus a second full bathroom. In the winter months, two of the bedrooms enjoy views of the bay. The finished full basement adds flexible bonus space with a full bathroom, a dedicated laundry area with washer and dryer, and a walk-out staircase to the exterior side yard. Less than a half mile to 5th and 6th Street beach, park and dock and roughly three-
USD 935,000
430 Grove Road
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House · for sale
USD 699,000
430 Grove Road
Arshamonaque
· 3 Bedrooms · 1 Bath · House
Arshamonaque · 3 Bedrooms · 1 Bath · House
Enter the Season and enjoy North Fork Serenity with the creek across the street to launch into what Southold has to offer. Discover the perfect blend of coastal charm and country tranquility at 430 Grove Road, ideally located in the heart of Southold on the beautiful North Fork of Long Island—where vineyards, farms, and waterfront serenity define the lifestyle. This inviting 3-bedroom, 1-bath ranch-style home sits just three houses from the creek, offering easy access for paddleboarding, kayaking, and peaceful waterfront strolls. The property provides a relaxed atmosphere with room to enjoy the outdoors—whether you’re savoring local wines, exploring nearby beaches, or taking in sunsets over the bay. Enjoy an amazing quality of life surrounded by nature, yet close to all the best the North Fork has to offer—boutique wineries, farm stands, marinas, and charming village shops. Perfect as a year-round residence, weekend retreat, or investment opportunity, this home captures the essence of
Enter the Season and enjoy North Fork Serenity with the creek across the street to launch into what Southold has to offer. Discover the perfect blend of coastal charm and country tranquility at 430 Grove Road, ideally located in the heart of Southold on the beautiful North Fork of Long Island—where vineyards, farms, and waterfront serenity define the lifestyle. This inviting 3-bedroom, 1-bath ranch-style home sits just three houses from the creek, offering easy access for paddleboarding, kayaking, and peaceful waterfront strolls. The property provides a relaxed atmosphere with room to enjoy the outdoors—whether you’re savoring local wines, exploring nearby beaches, or taking in sunsets over the bay. Enjoy an amazing quality of life surrounded by nature, yet close to all the best the North Fork has to offer—boutique wineries, farm stands, marinas, and charming village shops. Perfect as a year-round residence, weekend retreat, or investment opportunity, this home captures the essence of
USD 699,000
308 Monsell Place
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House · for sale
USD 799,000
USD 834/sq.ft
308 Monsell Place
Arshamonaque
· 958 sq.ft · 3 Bedrooms · 1 Bath · House
· Garden · Equipped kitchen · Cellar
Arshamonaque · 958 sq.ft · 3 Bedrooms · 1 Bath · House · Garden · Equipped kitchen · Cellar
Super Cute Greenport Village home packed with charm and character. Walking distance to downtown. 3 bedrooms, 1 bath, diving area, kitchen and living area all on 1st floor with 3 bedrooms and a full bathroom above. Full walk out Basement and fenced in yard. Close to downtown Greenport, Marinas, Golf, restuarants and wineries
Super Cute Greenport Village home packed with charm and character. Walking distance to downtown. 3 bedrooms, 1 bath, diving area, kitchen and living area all on 1st floor with 3 bedrooms and a full bathroom above. Full walk out Basement and fenced in yard. Close to downtown Greenport, Marinas, Golf, restuarants and wineries
USD 799,000
407 Wiggins Street
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House · for sale
USD 1,297,000
USD 730/sq.ft
407 Wiggins Street
Arshamonaque
· 1,776 sq.ft · 4 Bedrooms · 2 Baths · House
· Patio · Swimming pool · Deck · Parking
Arshamonaque · 1,776 sq.ft · 4 Bedrooms · 2 Baths · House · Patio · Swimming pool · Deck · Parking
Prime location legal 2-family featuring 2 separate 2-bedroom units. An exceptional opportunity for an end user seeking supplemental rental income or for an investor pursuing a desirable multi-unit asset. Set amid the charm of sought-after Greenport Village, this versatile property features a porch, deck, patio, and 1-car garage, along with additional outdoor amenities including a cabana and hot tub, all conveniently located near local restaurants, shopping, and transportation
Prime location legal 2-family featuring 2 separate 2-bedroom units. An exceptional opportunity for an end user seeking supplemental rental income or for an investor pursuing a desirable multi-unit asset. Set amid the charm of sought-after Greenport Village, this versatile property features a porch, deck, patio, and 1-car garage, along with additional outdoor amenities including a cabana and hot tub, all conveniently located near local restaurants, shopping, and transportation
USD 1,297,000
90 Caiola Court
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House · for sale
USD 1,695,000
USD 499/sq.ft
90 Caiola Court
Arshamonaque
· 3,391 sq.ft · 4 Bedrooms · 3 Baths · House
· Fireplace · Equipped kitchen
Arshamonaque · 3,391 sq.ft · 4 Bedrooms · 3 Baths · House · Fireplace · Equipped kitchen
Welcome to 90 Caiola Court, nestled within the highly sought-after waterfront community of Rock Cove Estates in the charming hamlet of Greenport. Built in 2007 and impeccably maintained, this Post Modern residence makes an immediate impression with its mature specimen landscaping, manicured grounds, and timeless curb appeal. Step inside to a grand, light-filled foyer featuring soaring ceilings, an elegant open staircase, and an inviting sense of scale that sets the tone for the home's thoughtfully designed interior. The main level offers an exceptional layout for both everyday living and entertaining, featuring a formal dining room, gracious living room, and an inviting media room anchored by a classic wood-burning fireplace. At the heart of the home, the spacious eat-in kitchen is appointed with abundant cabinetry, generous counter space, and a highly functional layout designed to accommodate everything from casual everyday meals to large-scale gatherings. Just beyond, a private home
Welcome to 90 Caiola Court, nestled within the highly sought-after waterfront community of Rock Cove Estates in the charming hamlet of Greenport. Built in 2007 and impeccably maintained, this Post Modern residence makes an immediate impression with its mature specimen landscaping, manicured grounds, and timeless curb appeal. Step inside to a grand, light-filled foyer featuring soaring ceilings, an elegant open staircase, and an inviting sense of scale that sets the tone for the home's thoughtfully designed interior. The main level offers an exceptional layout for both everyday living and entertaining, featuring a formal dining room, gracious living room, and an inviting media room anchored by a classic wood-burning fireplace. At the heart of the home, the spacious eat-in kitchen is appointed with abundant cabinetry, generous counter space, and a highly functional layout designed to accommodate everything from casual everyday meals to large-scale gatherings. Just beyond, a private home
USD 1,695,000
130 Tasker Lane
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House · for sale
USD 1,175,000
USD 491/sq.ft
130 Tasker Lane
Arshamonaque
· 2,390 sq.ft · 4 Bedrooms · 2 Baths · House
· Garden · Office room · Fireplace · Equipped kitchen · Swimming pool
Arshamonaque · 2,390 sq.ft · 4 Bedrooms · 2 Baths · House · Garden · Office room · Fireplace · Equipped kitchen · Swimming pool
Welcome to this charming cape, a true gem with its private beach and inviting swimming pool. This sweet home features 4 bedrooms and 2 full baths, combining easy living and casual comfort. Spacious, sunlit rooms provide ample living space for relaxation and entertaining. Cozy up by the fireplace in the living room, or retreat to the den for a quiet evening with a book or movie. The open-concept kitchen seamlessly connects to the living room. Large bedrooms, convenient first-floor laundry and home office complete the interior. The breathtaking backyard steals the show, with a stunning inground pool perfect for hot summer days, lush landscaping ensures privacy, making the firepit area a perfect spot for unwinding and enjoying outdoor serenity. The private community beach offers peaceful moments by the water. This location is ideal for sunset strolls or weekend fun. Additional information: Appearance: very good
Welcome to this charming cape, a true gem with its private beach and inviting swimming pool. This sweet home features 4 bedrooms and 2 full baths, combining easy living and casual comfort. Spacious, sunlit rooms provide ample living space for relaxation and entertaining. Cozy up by the fireplace in the living room, or retreat to the den for a quiet evening with a book or movie. The open-concept kitchen seamlessly connects to the living room. Large bedrooms, convenient first-floor laundry and home office complete the interior. The breathtaking backyard steals the show, with a stunning inground pool perfect for hot summer days, lush landscaping ensures privacy, making the firepit area a perfect spot for unwinding and enjoying outdoor serenity. The private community beach offers peaceful moments by the water. This location is ideal for sunset strolls or weekend fun. Additional information: Appearance: very good
USD 1,175,000
4408 Old North Road
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House · for sale
USD 1,385,000
USD 630/sq.ft
4408 Old North Road
Arshamonaque
· 2,196 sq.ft · 4 Bedrooms · 2 Baths · House
· Office room · Swimming pool · Deck · Fireplace · Equipped kitchen · Parking · Cellar
Arshamonaque · 2,196 sq.ft · 4 Bedrooms · 2 Baths · House · Office room · Swimming pool · Deck · Fireplace · Equipped kitchen · Parking · Cellar
Located in one of the most sought-after locations on the North Fork sits this quintessential cedar shake farmhouse situated on 2 private acres! This home combines timeless charm with modern comforts. The main level features hardwood floors throughout, a spacious living room with a wood-burning fireplace, formal dining room, eat-in kitchen with granite countertops and pantry, a convenient half bath, and a first-floor bedroom currently used as a home office. Andersen windows and ceiling fans throughout provide comfort and abundant natural light. Upstairs, you’ll find a spacious primary suite with a private deck, walk-in shower, and Jacuzzi tub and additional two guest bedrooms which share an updated bath. The full unfinished basement has high ceilings and is perfect for future potential finishing and offers plenty of room for storage. Enjoy the peaceful outdoor setting from the inviting mahogany wraparound front porch or screened-in side porch. Plenty of room pool, garage, guest cottage
Located in one of the most sought-after locations on the North Fork sits this quintessential cedar shake farmhouse situated on 2 private acres! This home combines timeless charm with modern comforts. The main level features hardwood floors throughout, a spacious living room with a wood-burning fireplace, formal dining room, eat-in kitchen with granite countertops and pantry, a convenient half bath, and a first-floor bedroom currently used as a home office. Andersen windows and ceiling fans throughout provide comfort and abundant natural light. Upstairs, you’ll find a spacious primary suite with a private deck, walk-in shower, and Jacuzzi tub and additional two guest bedrooms which share an updated bath. The full unfinished basement has high ceilings and is perfect for future potential finishing and offers plenty of room for storage. Enjoy the peaceful outdoor setting from the inviting mahogany wraparound front porch or screened-in side porch. Plenty of room pool, garage, guest cottage
USD 1,385,000
5 Sea Gull Road
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House · for sale
USD 3,795,000
USD 1,236/sq.ft
5 Sea Gull Road
Arshamonaque
· 3,068 sq.ft · 5 Bedrooms · 5 Baths · House
· Deck · Equipped kitchen
Arshamonaque · 3,068 sq.ft · 5 Bedrooms · 5 Baths · House · Deck · Equipped kitchen
Nestled within Shelter Island’s highly sought-after Shorewood Farms community, this exceptional waterfront beach house offers the perfect coastal retreat. Enjoy breathtaking views across Mabel’s Creek and the South Fork, with a sandy beach just steps from your door. As a resident of Shorewood Farms, you’ll also enjoy exclusive access to a private association beach and tennis courts, enhancing the relaxed waterfront lifestyle. Designed for both entertaining and everyday enjoyment, the property features two private docks ideal for boating, paddleboarding, and kayaking, along with a spacious waterside deck overlooking the sparkling water. The first floor has a large waterfront room that opens directly onto the deck, complemented by 4 generously sized bedrooms and 4 full bathrooms. Upstairs, soaring cathedral ceilings frame an open-concept great room encompassing the living, dining, and kitchen areas. Walls of glass capture stunning panoramic water views, creating a light-filled and inviti
Nestled within Shelter Island’s highly sought-after Shorewood Farms community, this exceptional waterfront beach house offers the perfect coastal retreat. Enjoy breathtaking views across Mabel’s Creek and the South Fork, with a sandy beach just steps from your door. As a resident of Shorewood Farms, you’ll also enjoy exclusive access to a private association beach and tennis courts, enhancing the relaxed waterfront lifestyle. Designed for both entertaining and everyday enjoyment, the property features two private docks ideal for boating, paddleboarding, and kayaking, along with a spacious waterside deck overlooking the sparkling water. The first floor has a large waterfront room that opens directly onto the deck, complemented by 4 generously sized bedrooms and 4 full bathrooms. Upstairs, soaring cathedral ceilings frame an open-concept great room encompassing the living, dining, and kitchen areas. Walls of glass capture stunning panoramic water views, creating a light-filled and inviti
USD 3,795,000
64A N Midway Road
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House · for sale
USD 2,199,000
USD 833/sq.ft
64A N Midway Road
Arshamonaque
· 2,637 sq.ft · 5 Bedrooms · 4 Baths · House
· Garden · Swimming pool · Deck · Fireplace · Equipped kitchen
Arshamonaque · 2,637 sq.ft · 5 Bedrooms · 4 Baths · House · Garden · Swimming pool · Deck · Fireplace · Equipped kitchen
A rare turnkey Shelter Island retreat with two distinct homes tucked away on nearly an acre in the heart of Shelter Island, 64A North Midway Road presents a truly unique opportunity to own two homes on one private property. Surrounded by mature trees, expansive lawns, and a picturesque pond next door, this exceptional estate blends privacy, flexibility, and timeless charm. This rare property offers remarkable versatility to fit your lifestyle. The welcoming ranch-style main home offers a comfortable living space with 3 bedrooms and two full bathrooms. A spacious kitchen with abundant cabinetry flows seamlessly into the dining area, creating an inviting setting for everyday living and entertaining. The living room, anchored by a wood-burning fireplace, provides a warm and cozy gathering place throughout the seasons. Step outside to the expansive rear deck, complete with a hot tub overlooking a large, private backyard with room for a pool, an ideal setting for entertaining, relaxing, or
A rare turnkey Shelter Island retreat with two distinct homes tucked away on nearly an acre in the heart of Shelter Island, 64A North Midway Road presents a truly unique opportunity to own two homes on one private property. Surrounded by mature trees, expansive lawns, and a picturesque pond next door, this exceptional estate blends privacy, flexibility, and timeless charm. This rare property offers remarkable versatility to fit your lifestyle. The welcoming ranch-style main home offers a comfortable living space with 3 bedrooms and two full bathrooms. A spacious kitchen with abundant cabinetry flows seamlessly into the dining area, creating an inviting setting for everyday living and entertaining. The living room, anchored by a wood-burning fireplace, provides a warm and cozy gathering place throughout the seasons. Step outside to the expansive rear deck, complete with a hot tub overlooking a large, private backyard with room for a pool, an ideal setting for entertaining, relaxing, or
USD 2,199,000
425 Maple Lane
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House · for sale
USD 44,000,000
USD 16,962/sq.ft
425 Maple Lane
Arshamonaque
· 2,594 sq.ft · 4 Bedrooms · 3 Baths · House
· Swimming pool · Fireplace · Equipped kitchen · Parking
Arshamonaque · 2,594 sq.ft · 4 Bedrooms · 3 Baths · House · Swimming pool · Fireplace · Equipped kitchen · Parking
Coveted Maple Lane setting in the heart of Southold Village with easy access to all Southold Village amenities and LIRR. This recently transformed shingled Craftsman Style residence offers 4 bedrooms, 3.5 baths, timeless architectural character, exceptional private outdoor living, and a truly special North Fork lifestyle. Beautifully landscaped with specimen plantings, the property is designed for relaxed year-round or seasonal enjoyment. Outdoor amenities include a new heated 16 x 32 inground saltwater pool, hot tub, outdoor shower, and gracious covered porches at both the front and rear of the home. Classic Craftsman details enhance the curb appeal, including Arts & Crafts-style columns on river rock bases, double-dipped cedar shingles, a custom garage door, and a signature Craftsman front door. Inside, the main level offers an inviting open layout with wood floors throughout. The spacious living room features a wood-burning fireplace, while the eat-in kitchen, dining room, and windo
Coveted Maple Lane setting in the heart of Southold Village with easy access to all Southold Village amenities and LIRR. This recently transformed shingled Craftsman Style residence offers 4 bedrooms, 3.5 baths, timeless architectural character, exceptional private outdoor living, and a truly special North Fork lifestyle. Beautifully landscaped with specimen plantings, the property is designed for relaxed year-round or seasonal enjoyment. Outdoor amenities include a new heated 16 x 32 inground saltwater pool, hot tub, outdoor shower, and gracious covered porches at both the front and rear of the home. Classic Craftsman details enhance the curb appeal, including Arts & Crafts-style columns on river rock bases, double-dipped cedar shingles, a custom garage door, and a signature Craftsman front door. Inside, the main level offers an inviting open layout with wood floors throughout. The spacious living room features a wood-burning fireplace, while the eat-in kitchen, dining room, and windo
USD 44,000,000
265 Hummel Avenue
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House · for sale
USD 649,000
USD 585/sq.ft
265 Hummel Avenue
Arshamonaque
· 1,109 sq.ft · 2 Bedrooms · 1 Bath · House
Arshamonaque · 1,109 sq.ft · 2 Bedrooms · 1 Bath · House
Welcome to 265 Hummel Ave in Southold, a charming two-bedroom, one-bathroom gem that embodies the perfect balance of comfort and potential. This property is a blank canvas for your imagination, boasting a full attic that presents an exciting opportunity for expansion, allowing you to customize the loft space to your unique needs and taste. The home is situated in a vibrant community that thrives on connectivity and convenience. Just moments from your doorstep, you’ll find the local bus and train station, making your commute or weekend trips a breeze. Additionally, this location places you in close proximity to a variety of local shops, offering everything from everyday essentials to unique finds. Schedule your showing today and do not run the risk of missing out on this fantastic opportunity!
Welcome to 265 Hummel Ave in Southold, a charming two-bedroom, one-bathroom gem that embodies the perfect balance of comfort and potential. This property is a blank canvas for your imagination, boasting a full attic that presents an exciting opportunity for expansion, allowing you to customize the loft space to your unique needs and taste. The home is situated in a vibrant community that thrives on connectivity and convenience. Just moments from your doorstep, you’ll find the local bus and train station, making your commute or weekend trips a breeze. Additionally, this location places you in close proximity to a variety of local shops, offering everything from everyday essentials to unique finds. Schedule your showing today and do not run the risk of missing out on this fantastic opportunity!
USD 649,000

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