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Selected Area(s): Southold (50)
Showing 21 - 30 of 50 results| view:  results per page« 1|2|3|4|5 »
  • In the last month there have been lots of updates made to this exquisite waterfront home with wrap around porches and breathtaking views. Don’t miss this opportunity to own a waterfront property on the North Fork. Perfectly situated on the protected and tranquil water way of Arshomomaque, where you can enjoy fishing, crabbing, clamming, boating, or just relax and listen to the birds. The first floor has a dining room, living room with a stone fireplace, den, laundry room, water side all-season room and a beautifully renovated eat in kitchen. The second floor has a master ensuite, 3 nice size bedrooms and an office. There is plenty of room for storage in the detached garage or in the full size clean basement. Centrally located between Southold and Greenport villages, this home is also with-in the Southold Park District offering Founders and South Harbor Beach access., Additional information: Appearance:ExcellentNew features include: central air, new front walkway, back yard tree removal and grass lawn installation, interior painted and new light fixtures.
    $1,450,000
    View details
    ML# :822706   In the last month there have been lots of updates made to this exquisite waterfront home with wrap around porches and breathtaking views. Don’t miss this opportunity to own a waterfront property on the North Fork. Perfectly situated on the protected and tranquil water way of Arshomomaque, where you can enjoy fishing, crabbing, clamming, boating, or just relax and listen to the birds. The first floor has a dining room, living room with a stone fireplace, den, laundry room, water side all-season room and a beautifully renovated eat in kitchen. The second floor has a master ensuite, 3 nice size bedrooms and an office. There is plenty of room for storage in the detached garage or in the full size clean basement. Centrally located between Southold and Greenport villages, this home is also with-in the Southold Park District offering Founders and South Harbor Beach access., Additional information: Appearance:ExcellentNew features include: central air, new front walkway, back yard tree removal and grass lawn installation, interior painted and new light fixtures.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Douglas Elliman Real Estate  631-477-2220
  • Southold, North Fork: The historic Boisseau farmhouse, built around 1890, is situated on 1.75 acres (76, 230 square feet) with R40 residential zoning, in a picturesque setting featuring mature trees and a sprawling lawn. The property is adjacent to fallow, and partially wooded acreage owned by the Town of Southold. The traditional home boasts a charming covered front porch, an entry foyer, and a spacious living room with a fireplace. The dining room can function as a den and includes pocket doors. The primary floor also offers an eat-in kitchen, a laundry room/pantry, a 3-season room, a full bath, and a back staircase. Upstairs, you will find three large bedrooms and another full bath. The farmhouse retains historic character and details, including original wainscoting, paneled doors, windows, and hardwood floors. Various unique features from a bygone era include a laundry chute, a built-in medicine cabinet, bench seats and cabinets, and a sewing room or nursery that could also serve as a walk-in closet. Additionally, the property includes a two-car garage, a post-and-beam barn (which previously hosted generations of local school dances), a large two-story workshop, and a tool shed, along with the ’tower’ of the windmill that once pumped water for the farm. With approximately 200 linear feet of road frontage, this home offers substantial privacy and is ideal for those seeking a true North Fork residence within a village setting with access to Southold Park District amenities including use of the Wharf House. You can have it all at 2055 Boisseau Avenue, with room for a pool or tennis court, horses, or small-scale farming. The barn can accommodate multiple boats or cars. Follow your dreams and explore this incredible opportunity!, Additional information: Appearance:immaculate, Interior Features:Lr/Dr
    $1,425,000
    View details
    ML# :3590177   Southold, North Fork: The historic Boisseau farmhouse, built around 1890, is situated on 1.75 acres (76, 230 square feet) with R40 residential zoning, in a picturesque setting featuring mature trees and a sprawling lawn. The property is adjacent to fallow, and partially wooded acreage owned by the Town of Southold. The traditional home boasts a charming covered front porch, an entry foyer, and a spacious living room with a fireplace. The dining room can function as a den and includes pocket doors. The primary floor also offers an eat-in kitchen, a laundry room/pantry, a 3-season room, a full bath, and a back staircase. Upstairs, you will find three large bedrooms and another full bath. The farmhouse retains historic character and details, including original wainscoting, paneled doors, windows, and hardwood floors. Various unique features from a bygone era include a laundry chute, a built-in medicine cabinet, bench seats and cabinets, and a sewing room or nursery that could also serve as a walk-in closet. Additionally, the property includes a two-car garage, a post-and-beam barn (which previously hosted generations of local school dances), a large two-story workshop, and a tool shed, along with the ’tower’ of the windmill that once pumped water for the farm. With approximately 200 linear feet of road frontage, this home offers substantial privacy and is ideal for those seeking a true North Fork residence within a village setting with access to Southold Park District amenities including use of the Wharf House. You can have it all at 2055 Boisseau Avenue, with room for a pool or tennis court, horses, or small-scale farming. The barn can accommodate multiple boats or cars. Follow your dreams and explore this incredible opportunity!, Additional information: Appearance:immaculate, Interior Features:Lr/Dr
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: William Raveis New York LLC  631-298-0600
  • Nestled in the heart of Southold’s coveted North Fork, 1465 Ackerly Pond Lane offers a rare opportunity to own a custom home on over 2.5 acres of serene, private land. This single-family property is surrounded by natural beauty and tucked away on a quiet lane, making it ideal for those seeking peace and space just minutes from the village, vineyards, and beaches. Home features a large gourmet kitchen, 4 bedrooms, 2.5 baths, hardwood floors, mudroom, oversized 3 car garage, large, 11 foot deep basement with 3 egress windows ready to be finished. The lot is zoned for residential use and offers ample room for a custom pool, small vineyard, gardens, tennis, pickleball, etc. or garden retreat. Whether you’re envisioning a weekend escape or a full-time residence, this substantial property provides the canvas to bring your dream home to life in one of Long Island’s most charming coastal communities. Brand New Boiler/Heating system.
    $1,399,000
    View details
    ML# :856096   Nestled in the heart of Southold’s coveted North Fork, 1465 Ackerly Pond Lane offers a rare opportunity to own a custom home on over 2.5 acres of serene, private land. This single-family property is surrounded by natural beauty and tucked away on a quiet lane, making it ideal for those seeking peace and space just minutes from the village, vineyards, and beaches. Home features a large gourmet kitchen, 4 bedrooms, 2.5 baths, hardwood floors, mudroom, oversized 3 car garage, large, 11 foot deep basement with 3 egress windows ready to be finished. The lot is zoned for residential use and offers ample room for a custom pool, small vineyard, gardens, tennis, pickleball, etc. or garden retreat. Whether you’re envisioning a weekend escape or a full-time residence, this substantial property provides the canvas to bring your dream home to life in one of Long Island’s most charming coastal communities. Brand New Boiler/Heating system.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Douglas Elliman Real Estate  631-354-8100
  • A must see secluded water front Compound. Rarely do you find two houses on a one acre lot. Main cottage is 3 BR, Eik, FDR, , LR with fireplace, hardwood floors, basement and inviting water side covered porch, second cottage has Primary ensuite and guest Br with second bath, Eik, LR w/Fireplace hardwood floors full basement. Small out building, Additional information: Appearance:Very good
    $1,215,000
    View details
    ML# :3487080   A must see secluded water front Compound. Rarely do you find two houses on a one acre lot. Main cottage is 3 BR, Eik, FDR, , LR with fireplace, hardwood floors, basement and inviting water side covered porch, second cottage has Primary ensuite and guest Br with second bath, Eik, LR w/Fireplace hardwood floors full basement. Small out building, Additional information: Appearance:Very good
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Douglas Elliman Real Estate  631-354-8100
  • Welcome Home to this sunny 3-bedroom, 2.5-bath Equestrian home built in 2001set on a sprawling 1.94-acre lot with 2-stall horse barn! Full basement with 8ft ceilings & OSE to yard,  2-car attached garage & fenced horse pasture. Formal Living Room with Vaulted ceilings, Formal dining room, large EIK with sliders to rear deck & patio. Large Primary bedroom suite with bathroom, large WIC and views of the yard. 2 Additional Spacious bedrooms & full bath complete the second floor. Oak hardwood flooring throughout house. New CAC system & newer heating coil in burner. Barn is a well-constructed 24 x 24 Pole Barn with electric & water on cement slab with footings w/ Hardie board & T-111 siding.  Accessory shed for hay & horse supplies included. Room for Pool!! Act fast! This property will not last!!, Additional information: Appearance:Mint, Separate Hotwater Heater:N
    $1,199,000
    View details
    ML# :3555058   Welcome Home to this sunny 3-bedroom, 2.5-bath Equestrian home built in 2001set on a sprawling 1.94-acre lot with 2-stall horse barn! Full basement with 8ft ceilings & OSE to yard, 2-car attached garage & fenced horse pasture. Formal Living Room with Vaulted ceilings, Formal dining room, large EIK with sliders to rear deck & patio. Large Primary bedroom suite with bathroom, large WIC and views of the yard. 2 Additional Spacious bedrooms & full bath complete the second floor. Oak hardwood flooring throughout house. New CAC system & newer heating coil in burner. Barn is a well-constructed 24 x 24 Pole Barn with electric & water on cement slab with footings w/ Hardie board & T-111 siding. Accessory shed for hay & horse supplies included. Room for Pool!! Act fast! This property will not last!!, Additional information: Appearance:Mint, Separate Hotwater Heater:N
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Gateway to The Hamptons R E  631-325-3449
  • Embrace refined living in this charming residence nestled in the heart of Southold. Enjoy the expansive .75-acre grounds that provide a sanctuary of tranquility. Situated on a meandering hill, this home offers a serene and private retreat. The modern, chic interior is beautifully designed for comfort and style. The welcoming foyer unfolds into a spacious living room, flowing effortlessly into a quaint kitchen that overlooks the backyard and opens to a large deck, inviting you to enjoy al fresco dining. The formal dining area, with separate access to the yard, transforms entertaining into an elegant affair.  The main level features a convenient bedroom with easy access to the living spaces and a full bathroom. Ascend to the upper level, where the grand primary en-suite bedroom awaits, complete with a new spa-appointed bathroom, vaulted ceilings, and new wood flooring, flooded with natural light from a wall of windows. Another spacious en-suite bedroom offers a similar allure, with a new bathroom, new wood flooring, and vaulted ceilings. The lower level, equipped with laundry and a cozy recreation space, offers versatility for a gym, lounge, or home office. There’s ample room for a pool to enhance your outdoor leisure. Within a mile lies the highly sought-after Goose Creek Beach, and you’re perfectly positioned to explore the beautiful amenities of the North Fork—vineyards, Southold Town, fine dining, picturesque beaches, and charming local farm stands.
    $1,175,000
    View details
    ML# :888816   Embrace refined living in this charming residence nestled in the heart of Southold. Enjoy the expansive .75-acre grounds that provide a sanctuary of tranquility. Situated on a meandering hill, this home offers a serene and private retreat. The modern, chic interior is beautifully designed for comfort and style. The welcoming foyer unfolds into a spacious living room, flowing effortlessly into a quaint kitchen that overlooks the backyard and opens to a large deck, inviting you to enjoy al fresco dining. The formal dining area, with separate access to the yard, transforms entertaining into an elegant affair. The main level features a convenient bedroom with easy access to the living spaces and a full bathroom. Ascend to the upper level, where the grand primary en-suite bedroom awaits, complete with a new spa-appointed bathroom, vaulted ceilings, and new wood flooring, flooded with natural light from a wall of windows. Another spacious en-suite bedroom offers a similar allure, with a new bathroom, new wood flooring, and vaulted ceilings. The lower level, equipped with laundry and a cozy recreation space, offers versatility for a gym, lounge, or home office. There’s ample room for a pool to enhance your outdoor leisure. Within a mile lies the highly sought-after Goose Creek Beach, and you’re perfectly positioned to explore the beautiful amenities of the North Fork—vineyards, Southold Town, fine dining, picturesque beaches, and charming local farm stands.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Douglas Elliman Real Estate  631-288-6244
  • 3700 Minnehaha Blvd., Southold, a darling waterfront home nestled in Laughing Waters private beach community. This home has something for everyone! For boaters, this home is so convenient, with its very own bulkhead and easy access to the Great Peconic Bay, just untie your boat and go! For nature lovers, the views and wildlife sightings are amazing and all from the comfort of your waterside deck – it’ll never get old! For those who just want to relax, the covered front porch is the perfect spot for sipping tea and a good book. The home has recently been painted with a coastal vibe paint pallet and has had brand new hardwood maple flooring installed throughout, making it a blank canvas to move in and make it your own. The full basement with high ceilings provides ample storage.In addition to your very own bulkhead, this charming seaside community features two marinas, a boat ramp, a picnic area, a private sandy bay beach, and kayak storage. This property is a blend of comfort, convenience, and coastal charm.  It’s a rare opportunity to live in a vibrant community with a strong sense of camaraderie and a love for outdoor activities. Act fast - this gem won’t last long!
    $1,150,000
    View details
    ML# :901091   3700 Minnehaha Blvd., Southold, a darling waterfront home nestled in Laughing Waters private beach community. This home has something for everyone! For boaters, this home is so convenient, with its very own bulkhead and easy access to the Great Peconic Bay, just untie your boat and go! For nature lovers, the views and wildlife sightings are amazing and all from the comfort of your waterside deck – it’ll never get old! For those who just want to relax, the covered front porch is the perfect spot for sipping tea and a good book. The home has recently been painted with a coastal vibe paint pallet and has had brand new hardwood maple flooring installed throughout, making it a blank canvas to move in and make it your own. The full basement with high ceilings provides ample storage.In addition to your very own bulkhead, this charming seaside community features two marinas, a boat ramp, a picnic area, a private sandy bay beach, and kayak storage. This property is a blend of comfort, convenience, and coastal charm. It’s a rare opportunity to live in a vibrant community with a strong sense of camaraderie and a love for outdoor activities. Act fast - this gem won’t last long!
    Open House: 09/06/2025 - 09/06/2025 | 11:00 AM - 01:00 PM | 3700 Minnehaha Boulevard, Southold, NY, 11971
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Douglas Elliman Real Estate  631-477-2220
  • Nestled on a wooded lot, this location feels private while only short distance to downtown Southold and 10 Minutes East to the Village of Greenport. With spacious, airy rooms and hardwood floors, this inviting residence promises a cozy and warm ambiance from the moment you step inside, hand painted wall mosaic, 2 fire places, Spacious Eat In Kitchen, Formal Dining room, Family room and when its time to relax step outside onto the Patio or front porch for a perfect spot to sit with a cup of coffee to observe the serene nature filled yard or the pool.  HOA Fee of $150., Additional information: Interior Features:Lr/Dr
    $1,100,000
    View details
    ML# :3509055   Nestled on a wooded lot, this location feels private while only short distance to downtown Southold and 10 Minutes East to the Village of Greenport. With spacious, airy rooms and hardwood floors, this inviting residence promises a cozy and warm ambiance from the moment you step inside, hand painted wall mosaic, 2 fire places, Spacious Eat In Kitchen, Formal Dining room, Family room and when its time to relax step outside onto the Patio or front porch for a perfect spot to sit with a cup of coffee to observe the serene nature filled yard or the pool. HOA Fee of $150., Additional information: Interior Features:Lr/Dr
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Richmond Realty Corp  631-727-5500
  • Welcome to this beautifully maintained 3-bedroom, 2-bath ranch set on a pristine half-acre. Enjoy the best of indoor and outdoor living with a spacious living room w/FP, bright den and primary BR ensuite. Step outside to your own private oasis - an expansive 16’x32’ inground pool surrounded by manicured landscaping and plenty of room for entertaining. Private cul de sac and association with its own boat ramp and common area at end of street. Easy access to boating and kayaking and just minutes from town, beaches, vineyards, and farmstands. This home offers the perfect blend of serenity and convenience. Move-in ready and perfect for year round living or a weekend retreat.
    $999,000
    View details
    ML# :827612   Welcome to this beautifully maintained 3-bedroom, 2-bath ranch set on a pristine half-acre. Enjoy the best of indoor and outdoor living with a spacious living room w/FP, bright den and primary BR ensuite. Step outside to your own private oasis - an expansive 16’x32’ inground pool surrounded by manicured landscaping and plenty of room for entertaining. Private cul de sac and association with its own boat ramp and common area at end of street. Easy access to boating and kayaking and just minutes from town, beaches, vineyards, and farmstands. This home offers the perfect blend of serenity and convenience. Move-in ready and perfect for year round living or a weekend retreat.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Thomas J McCarthy Real Estate  631-765-5815
  • Amazing opportunity to own a charming 1830s home with a detached accessory apartment built in 2016. Renovated in 2003, this home sits on an acre of land surrounded by unbuildable land, offering privacy and a peaceful setting. With great bones and timeless appeal, the main house features a well-designed floor plan, a cozy living room with a wood-burning fireplace, and plenty of character throughout. Located in a fantastic spot close to the beach, this property combines historic charm with modern convenience. A separate 1 bedroom cottage adds flexibility—perfect for guests or extended family. A rare find in an unbeatable location! Room for pool!
    $999,000
    View details
    ML# :820321   Amazing opportunity to own a charming 1830s home with a detached accessory apartment built in 2016. Renovated in 2003, this home sits on an acre of land surrounded by unbuildable land, offering privacy and a peaceful setting. With great bones and timeless appeal, the main house features a well-designed floor plan, a cozy living room with a wood-burning fireplace, and plenty of character throughout. Located in a fantastic spot close to the beach, this property combines historic charm with modern convenience. A separate 1 bedroom cottage adds flexibility—perfect for guests or extended family. A rare find in an unbeatable location! Room for pool!
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Douglas Elliman Real Estate  631-354-8100
Showing 21 - 30 of 50 results| view:  results per page« 1|2|3|4|5 »
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