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50 properties match your search ;

Selected Area(s): Southold (50)
Showing 41 - 50 of 50 results| view:  results per page« 1|2|3|4|5 »
  • Lovingly maintained 3-bedroom, 2-bath home in the heart of Southold. Step inside this charming residence and be welcomed by a light-filled living room with a wood-burning fireplace. The primary bedroom features an ensuite full bath, while two guest bedrooms share an additional full bath. The renovated kitchen offers ample space to host family and friends, flowing seamlessly into a spacious dining room. From here, step out onto the back deck and patio, which leads directly to the pool area, perfect for summer entertaining.Set on a generous 0.34-acre corner lot, the property is enhanced by mature trees and shrubs, creating ample privacy and seclusion. Ideally located, both Goose Creek Beach and Southold Hamlet’s vibrant downtown are less than a mile from your front door. Don’t miss the opportunity to visit this cozy and calming North Fork home.
    $815,000
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    ML# :907756   Lovingly maintained 3-bedroom, 2-bath home in the heart of Southold. Step inside this charming residence and be welcomed by a light-filled living room with a wood-burning fireplace. The primary bedroom features an ensuite full bath, while two guest bedrooms share an additional full bath. The renovated kitchen offers ample space to host family and friends, flowing seamlessly into a spacious dining room. From here, step out onto the back deck and patio, which leads directly to the pool area, perfect for summer entertaining.Set on a generous 0.34-acre corner lot, the property is enhanced by mature trees and shrubs, creating ample privacy and seclusion. Ideally located, both Goose Creek Beach and Southold Hamlet’s vibrant downtown are less than a mile from your front door. Don’t miss the opportunity to visit this cozy and calming North Fork home.
    Open House: 09/13/2025 - 09/13/2025 | 11:00 AM - 12:30 PM | 2575 Oaklawn Avenue, Southold, NY, 11971
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Compass Greater NY LLC  516-330-6086
  • Residential/Hamlet Business OpportunityBeautifully restored and updated Colonial Path House located in the heart of wine country. The front facade of the house has been restored to clapboard siding and cedar shake. The original rooms on the first floor include a parlor with wood burning fireplace, an adjacent dining room, farm kitchen and full bath/laundry room. Antique wide plank floors throughout. The second floor has 2 bedrooms, large storage closet, and full bath with an antique soaker tub. A new addition in 2007 compliments the old part of the house while modernizing the space with an ensuite bedroom, living room, a year-round sunroom, and working fireplace with a hand carved mantle from a Victorian Mansion. The kitchen has been updated with built in cabinets, a farm sink, a Bosch dishwasher and Viking stove. A bluestone patio is directly off the primary bedroom. A successful and popular bed and breakfast was operated in this new addition. An accessory cottage is perfect for your studio or office. Access to Founders Landing Beach.
    $799,000
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    ML# :856377   Residential/Hamlet Business OpportunityBeautifully restored and updated Colonial Path House located in the heart of wine country. The front facade of the house has been restored to clapboard siding and cedar shake. The original rooms on the first floor include a parlor with wood burning fireplace, an adjacent dining room, farm kitchen and full bath/laundry room. Antique wide plank floors throughout. The second floor has 2 bedrooms, large storage closet, and full bath with an antique soaker tub. A new addition in 2007 compliments the old part of the house while modernizing the space with an ensuite bedroom, living room, a year-round sunroom, and working fireplace with a hand carved mantle from a Victorian Mansion. The kitchen has been updated with built in cabinets, a farm sink, a Bosch dishwasher and Viking stove. A bluestone patio is directly off the primary bedroom. A successful and popular bed and breakfast was operated in this new addition. An accessory cottage is perfect for your studio or office. Access to Founders Landing Beach.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Coldwell Banker Reliable R E  631-728-8070
  • Discover The Perfect Canvas For Your Dream Estate On This Expansive 2+ Acre Lot, Offering The Ideal Balance Of Privacy And Convenience. Nestled In A Serene Setting, Yet Just Moments Away From The Vibrant Town Life, You’ll Be Close To Fine Dining, Shopping, And Everything The North Fork Has To Offer. This Unique Parcel Comes With Suffolk County Health Department Approval For An 8-Bedroom Conventional Septic System, (I/A NOT REQD.) Making It Ready For Your Grand Vision. Whether You’re Looking To Build A Sprawling Family Estate, A Charming Vineyard Retreat, Or Anything In Between, The Possibilities Are Endless. Truly Shovel Ready Embrace The Tranquility Of Country Living With All The Benefits Of Being Near The Heart Of The North Fork’s Sought-After Attractions. Don’t Miss This Rare Opportunity To Create Your Own Slice Of Paradise!
    $799,000
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    ML# :817145   Discover The Perfect Canvas For Your Dream Estate On This Expansive 2+ Acre Lot, Offering The Ideal Balance Of Privacy And Convenience. Nestled In A Serene Setting, Yet Just Moments Away From The Vibrant Town Life, You’ll Be Close To Fine Dining, Shopping, And Everything The North Fork Has To Offer. This Unique Parcel Comes With Suffolk County Health Department Approval For An 8-Bedroom Conventional Septic System, (I/A NOT REQD.) Making It Ready For Your Grand Vision. Whether You’re Looking To Build A Sprawling Family Estate, A Charming Vineyard Retreat, Or Anything In Between, The Possibilities Are Endless. Truly Shovel Ready Embrace The Tranquility Of Country Living With All The Benefits Of Being Near The Heart Of The North Fork’s Sought-After Attractions. Don’t Miss This Rare Opportunity To Create Your Own Slice Of Paradise!
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Thomas J McCarthy Real Estate  631-765-5815
  • Great office space with apartment! The office has 5+ exam rooms, large waiting area and 2 half baths. The 1 bedroom, 1 bath apartment has a large kitchen, loft area and large deck. The property sits on one acre and has ample parking. The office and apartment must be owner occupied, or the entire structure could be converted to all living space as well as keeping the apartment. Many uses for this property - medical property, nursery school, place or worship and many more!
    $775,000
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    ML# :889540   Great office space with apartment! The office has 5+ exam rooms, large waiting area and 2 half baths. The 1 bedroom, 1 bath apartment has a large kitchen, loft area and large deck. The property sits on one acre and has ample parking. The office and apartment must be owner occupied, or the entire structure could be converted to all living space as well as keeping the apartment. Many uses for this property - medical property, nursery school, place or worship and many more!
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Andrew Stype Realty Inc  631-298-8760
  • This charming brick house offers ample space and with a few updates it would be a perfect forever home. Its nestled in a serene neighborhood with an eat in kitchen , formal dining room, spacious living room with wood burning fireplace, 3 spacious bedrooms and 2 full bathrooms with convenience of laundry room on first floor. 2 car garage with potential loft area. It is surrounded with mature landscaping with beautiful views.
    $775,000
    View details
    ML# :826980   This charming brick house offers ample space and with a few updates it would be a perfect forever home. Its nestled in a serene neighborhood with an eat in kitchen , formal dining room, spacious living room with wood burning fireplace, 3 spacious bedrooms and 2 full bathrooms with convenience of laundry room on first floor. 2 car garage with potential loft area. It is surrounded with mature landscaping with beautiful views.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Richmond Realty Corp  631-727-5500
  • Discover this beautifully maintained 2-bedroom, 1-bathroom cottage nestled on a tranquil road just moments from the beach. Perfectly blending modern comforts with coastal charm, this home offers a serene retreat for beach lovers and those seeking a peaceful lifestyle. Enjoy the convenience of being close to the beach, allowing for easy access to sun, sand, and sea.  Relax in your own secluded outdoor space, ideal for gardening, entertaining, or unwinding in solitude.This cottage has been meticulously maintained, ensuring a move-in-ready experience for its new owners. Situated in the back of the property is a carriage house. This extra space allows for an opportunity for guests to stay and enjoy on their own timeframe. If offers a murphy bed, full bath and kitchen. Or if you need more space, it’s perfectly situated to be used as a studio, office, or hideawayWhether you’re seeking a year-round residence or a seasonal getaway, this cottage provides the perfect setting to enjoy coastal living at its finest.
    $699,900
    View details
    ML# :848766   Discover this beautifully maintained 2-bedroom, 1-bathroom cottage nestled on a tranquil road just moments from the beach. Perfectly blending modern comforts with coastal charm, this home offers a serene retreat for beach lovers and those seeking a peaceful lifestyle. Enjoy the convenience of being close to the beach, allowing for easy access to sun, sand, and sea. Relax in your own secluded outdoor space, ideal for gardening, entertaining, or unwinding in solitude.This cottage has been meticulously maintained, ensuring a move-in-ready experience for its new owners. Situated in the back of the property is a carriage house. This extra space allows for an opportunity for guests to stay and enjoy on their own timeframe. If offers a murphy bed, full bath and kitchen. Or if you need more space, it’s perfectly situated to be used as a studio, office, or hideawayWhether you’re seeking a year-round residence or a seasonal getaway, this cottage provides the perfect setting to enjoy coastal living at its finest.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Signature Premier Properties  631-765-6000
  • Turn-key 7-acre vineyard that you’ve been dreaming of in Southold! Perfectly situated near the village and shops. The vines are in their prime and have been meticulously maintained. Planted in 2006 is 2.2 Acres of Chardonnay and 2.5 Acres of Merlot and 1/2 acre Muscat Ottonel was planted in 2019. Producing approximately 2-3 tons per acre of grapes annually, which could average about 600 cases of wine. Fully deer fenced, irrigated by well water, bird netting and electric on site. This right-sized vineyard may be just what you need to create your first vintage or add an additional fruit source to your existing farm operation. This farm has all development rights sold and is for agricultural use only.
    $699,000
    View details
    ML# :874383   Turn-key 7-acre vineyard that you’ve been dreaming of in Southold! Perfectly situated near the village and shops. The vines are in their prime and have been meticulously maintained. Planted in 2006 is 2.2 Acres of Chardonnay and 2.5 Acres of Merlot and 1/2 acre Muscat Ottonel was planted in 2019. Producing approximately 2-3 tons per acre of grapes annually, which could average about 600 cases of wine. Fully deer fenced, irrigated by well water, bird netting and electric on site. This right-sized vineyard may be just what you need to create your first vintage or add an additional fruit source to your existing farm operation. This farm has all development rights sold and is for agricultural use only.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Douglas Elliman Real Estate  631-354-8100
  • Welcome to the North Fork. This pristine Ranch home features 3 Bedrooms 1 bath Updated Kitchen with dining area and access to large deck and cozy fire pit, full semi finished basement with laundry room and storage plus 1 1/2 car garage. Imagine your days wine tasting, strolling the hamlet of Southold, a short drive to Greenport with top notch Restaurants and Shops or just relaxing on the beaches close proximity to the Peconic Bay and the Long Island Sound. Year round living awaits.
    $649,999
    View details
    ML# :856542   Welcome to the North Fork. This pristine Ranch home features 3 Bedrooms 1 bath Updated Kitchen with dining area and access to large deck and cozy fire pit, full semi finished basement with laundry room and storage plus 1 1/2 car garage. Imagine your days wine tasting, strolling the hamlet of Southold, a short drive to Greenport with top notch Restaurants and Shops or just relaxing on the beaches close proximity to the Peconic Bay and the Long Island Sound. Year round living awaits.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: BERKSHIRE HATHAWAY  516-200-5700
  • Just 950 feet from the beloved Kenney’s Beach this charming 3 bed room, one bath beach cottage offers a rare opportunity to create your dream retreat in one of the most desirable locations on the North Fork. This property is brimming with potential both inside and out.Enjoy sun filled days by the beach and stop by Little Fish for sunset cocktails at night. Inside, you’ll find a cozy living room, a full kitchen, and a sun-drenched year-round sunroom, perfect for morning coffee or quiet reading. Outside, peaceful garden spaces offer room for outdoor dining ready to be enjoyed and enhanced. A rustic “she shed” and additional storage spaces provide creative possibilities, while the natural, sanctuary-like setting makes this home beautiful in every season. This home’s true magic lies in its unbeatable location and the potential to make it uniquely yours.
    $645,000
    View details
    ML# :899619   Just 950 feet from the beloved Kenney’s Beach this charming 3 bed room, one bath beach cottage offers a rare opportunity to create your dream retreat in one of the most desirable locations on the North Fork. This property is brimming with potential both inside and out.Enjoy sun filled days by the beach and stop by Little Fish for sunset cocktails at night. Inside, you’ll find a cozy living room, a full kitchen, and a sun-drenched year-round sunroom, perfect for morning coffee or quiet reading. Outside, peaceful garden spaces offer room for outdoor dining ready to be enjoyed and enhanced. A rustic “she shed” and additional storage spaces provide creative possibilities, while the natural, sanctuary-like setting makes this home beautiful in every season. This home’s true magic lies in its unbeatable location and the potential to make it uniquely yours.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Daniel Gale Sothebys Intl Rlty  631-734-5439
  • Welcome to Founders Village in Southold. This quiet and quaint 55+ community is located in the heart of Southold Town. This 2 bed 2 bath condo is ready for you to make it home. Just minutes away to Jitney, train station, shopping, groceries, retail, dining, post office, gym and so much more. Either enjoy the beautiful common grounds with the community pool & club house in a quaint setting, or head out to the best beaches the North Fork has to offer! Proximity to over 40 wineries, the Village of Greenport, Shelter Island, and fine dining; everyday will feel like vacation!
    $527,500
    View details
    ML# :906275   Welcome to Founders Village in Southold. This quiet and quaint 55+ community is located in the heart of Southold Town. This 2 bed 2 bath condo is ready for you to make it home. Just minutes away to Jitney, train station, shopping, groceries, retail, dining, post office, gym and so much more. Either enjoy the beautiful common grounds with the community pool & club house in a quaint setting, or head out to the best beaches the North Fork has to offer! Proximity to over 40 wineries, the Village of Greenport, Shelter Island, and fine dining; everyday will feel like vacation!
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Signature Premier Properties  631-765-6000
Showing 41 - 50 of 50 results| view:  results per page« 1|2|3|4|5 »
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