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Southold Real Estate

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    Showing 1 - 10 of 58 results| view:  results per page« 1|2|3|4|5|...|last »
    • Discover the charm of waterfront living on this 8-acre estate along Southold Bay, boasting 157 feet of pristine shoreline and a private beach for tranquil retreats. The welcoming gates open to a driveway lined with pear trees, leading to a home that celebrates the beauty of its natural surroundings. The foyer unfolds into a living room illuminated by 24-foot windows, offering panoramic views of the bay and easy access to your secluded beach. The heart of the home, the kitchen, is ready for any culinary endeavor and seamlessly connects to the dining and living areas, ideal for casual entertaining. A guest suite on the ground floor provides a quiet escape for visitors. Upstairs holds four ensuite bedrooms, with two featuring balconies that invite the outside in, each morning graced by waterfront vistas. With over 6, 000 square feet, the home offers ample space while maintaining a cozy ambiance. Outdoor life is a breeze with a deck designed for relaxation and gatherings, against the backdrop of your own beachfront. Beyond the tranquility of your estate, downtown Southold beckons with its lively dining scene, shops, and wineries, blending coastal serenity with community vibrancy in this unique Southold bayfront home. 28
      10995 N Bayview Rd Southold, NY 11971
      $7,750,000
      5 Bedrooms 5 Full Baths 1 Half Bath Sq. Ft. 6162.00:# Square Feet
      Single Family For Sale ML# 3482756
      Discover the charm of waterfront living on this 8-acre estate along Southold Bay, boasting 157 feet of pristine shoreline and a private beach for tranquil retreats. The welcoming gates open to a driveway lined with pear trees, leading to a home that celebrates the beauty of its natural surroundings. The foyer unfolds into a living room illuminated by 24-foot windows, offering panoramic views of the bay and easy access to your secluded beach. The heart of the home, the kitchen, is ready for any culinary endeavor and seamlessly connects to the dining and living areas, ideal for casual entertaining. A guest suite on the ground floor provides a quiet escape for visitors. Upstairs holds four ensuite bedrooms, with two featuring balconies that invite the outside in, each morning graced by waterfront vistas. With over 6, 000 square feet, the home offers ample space while maintaining a cozy ambiance. Outdoor life is a breeze with a deck designed for relaxation and gatherings, against the backdrop of your own beachfront. Beyond the tranquility of your estate, downtown Southold beckons with its lively dining scene, shops, and wineries, blending coastal serenity with community vibrancy in this unique Southold bayfront home.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
      Call Today: (631)722-5800, (631)722-5800, or  Email: Colony Realty
    • Attention Developers and Discerning Investors! Opportunity knocks with this 36-acre parcel, Development Rights in Tact, nestled in the heart of the North Fork. Ideally positioned along Arshamomack Creek with access to both County and Municipal roadways, this property offers a perfect setting for the development of either workforce housing, an exclusive residential enclave or a private estate. A generous tract of land within the R80 zone, allowing for 2-acre zoning. Close proximity to pristine beaches, renowned farmstands, and esteemed wineries. Bring your vision. (see attachments for more info.) 6
      50100 County Road 48 Southold, NY 11971
      $4,495,000
      Unimproved Land For Sale ML# 3520399
      Attention Developers and Discerning Investors! Opportunity knocks with this 36-acre parcel, Development Rights in Tact, nestled in the heart of the North Fork. Ideally positioned along Arshamomack Creek with access to both County and Municipal roadways, this property offers a perfect setting for the development of either workforce housing, an exclusive residential enclave or a private estate. A generous tract of land within the R80 zone, allowing for 2-acre zoning. Close proximity to pristine beaches, renowned farmstands, and esteemed wineries. Bring your vision. (see attachments for more info.)
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: (631)722-5800, (631)722-5800, or  Email: Colony Realty
    • Rare opportunity to own this stunning 13.85 acres bay front parcel with over 450ft of secluded beach. This property boasts a depth of over 1000ft, creating a huge blank canvas to design your legacy estate. Offering scenic trails, serene ponds, and glorious sunrises. The perfect place to build your dream home and weave your everlasting story. 13
      11535 N Bayview Rd Southold, NY 11971
      $4,300,000
      Unimproved Land For Sale ML# 3514107
      Rare opportunity to own this stunning 13.85 acres bay front parcel with over 450ft of secluded beach. This property boasts a depth of over 1000ft, creating a huge blank canvas to design your legacy estate. Offering scenic trails, serene ponds, and glorious sunrises. The perfect place to build your dream home and weave your everlasting story.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631)722-5800, (631)722-5800, or  Email: Colony Realty
    • The site of Vineyard House is a beautiful, wooded 4.2 acres set in a secluded location, surrounded by deep forest. You will arrive along a shy 1/4 mile lane that leads off of the North Road. In the foreground is the pool House complete with powder room, changing room, outdoor refrigerator, sink and an open living/dining area. As you pass the 20X40 heated, saltwater, gunite pool you will arrive at the Motor Court, with 740 sf 3-Car Garage in front of you and the Main House to your left. The Main House is situated in a way that provides a commanding view over the property. Views are to the South & West, over several acres of private parkland. The main house is 4200sf with 5 bedrooms, including two primary suites each with 4 piece ensuite bathrooms & walk in closets. The front primary suite has a gas fireplace with antique marble mantel. The rear primary suite has a 500sf private terrace. The second floor has 3 additional bedrooms, two full baths and laundry room. The first floor has a stunning gourmet kitchen, powder room, butler’s pantry, mudroom, formal living room with wood burning fireplace. There is a spacious library with a gas fireplace and adjacent full bathroom. The library could easily be converted to a first-floor primary bedroom with ensuite bath. The unfinished basement is another 2200sf and has plenty of space to finish for a in home cinema room, gym and more! The Vineyard House is an extremely private sanctuary. Pristine, quiet & beautiful. 36
      40817 County Road 48 Southold, NY 11971
      $3,950,000
      5 Bedrooms 5 Full Baths 1 Half Bath Sq. Ft. 4200.00:# Square Feet
      Single Family For Sale NEW ML# 3547037
      The site of Vineyard House is a beautiful, wooded 4.2 acres set in a secluded location, surrounded by deep forest. You will arrive along a shy 1/4 mile lane that leads off of the North Road. In the foreground is the pool House complete with powder room, changing room, outdoor refrigerator, sink and an open living/dining area. As you pass the 20X40 heated, saltwater, gunite pool you will arrive at the Motor Court, with 740 sf 3-Car Garage in front of you and the Main House to your left. The Main House is situated in a way that provides a commanding view over the property. Views are to the South & West, over several acres of private parkland. The main house is 4200sf with 5 bedrooms, including two primary suites each with 4 piece ensuite bathrooms & walk in closets. The front primary suite has a gas fireplace with antique marble mantel. The rear primary suite has a 500sf private terrace. The second floor has 3 additional bedrooms, two full baths and laundry room. The first floor has a stunning gourmet kitchen, powder room, butler’s pantry, mudroom, formal living room with wood burning fireplace. There is a spacious library with a gas fireplace and adjacent full bathroom. The library could easily be converted to a first-floor primary bedroom with ensuite bath. The unfinished basement is another 2200sf and has plenty of space to finish for a in home cinema room, gym and more! The Vineyard House is an extremely private sanctuary. Pristine, quiet & beautiful.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631)722-5800, (631)722-5800, or  Email: Colony Realty
    • **Luxurious Coastal Retreat in Southold’s Prestigious Deer Run** Nestled on a private, nearly 2-acre lot within the exclusive Deer Run community, this remarkable 5-bedroom, 9-bathroom cedar shake home epitomizes coastal luxury and refined living. Spanning an impressive 6, 000 square feet and surrounded by 37 acres of preserved land, this home is a haven of grandeur and comfort. Its thoughtful design features transom windows, coffered ceilings, paneled walls, and crown moldings. An open floor plan includes a gourmet kitchen with Carrera marble island, top-of-the-line appliances, and white cabinets with glass accents. The living room is anchored by a fieldstone fireplace with a driftwood mantle. French doors lead to a radiant-heated screened porch, with it’s own wbfp, ideal for seamless indoor-outdoor entertaining. The main floor master suite offers expansive walk-in closets and a marble bathroom. Upstairs, find four en-suite bedrooms, a bunk room, and a den. The lower level boasts a theater and a glass-enclosed gym. This property efficiently combines high-performance blow-in insulation with a dual water system, utilizing well water for a comprehensive 16-zone irrigation and municipal water for safe, in-home use.Outdoors, enjoy a 20x40 heated salt water gunite pool with a waterfall jacuzzi, surrounded by a 1500’ bluestone patio, an outdoor fire pit, and pergola. This property also features a lush lawn, basketball/pickleball court, and proximity to Peconic Bay, beaches, and local wineries. Experience unparalleled luxury in this exquisite Southold home. 36
      200 Deer Run Southold, NY 11971
      $3,950,000
      5 Bedrooms 5 Full Baths 4 Half Baths Sq. Ft. 6000.00:# Square Feet
      Single Family For Sale ML# 3544128
      **Luxurious Coastal Retreat in Southold’s Prestigious Deer Run** Nestled on a private, nearly 2-acre lot within the exclusive Deer Run community, this remarkable 5-bedroom, 9-bathroom cedar shake home epitomizes coastal luxury and refined living. Spanning an impressive 6, 000 square feet and surrounded by 37 acres of preserved land, this home is a haven of grandeur and comfort. Its thoughtful design features transom windows, coffered ceilings, paneled walls, and crown moldings. An open floor plan includes a gourmet kitchen with Carrera marble island, top-of-the-line appliances, and white cabinets with glass accents. The living room is anchored by a fieldstone fireplace with a driftwood mantle. French doors lead to a radiant-heated screened porch, with it’s own wbfp, ideal for seamless indoor-outdoor entertaining. The main floor master suite offers expansive walk-in closets and a marble bathroom. Upstairs, find four en-suite bedrooms, a bunk room, and a den. The lower level boasts a theater and a glass-enclosed gym. This property efficiently combines high-performance blow-in insulation with a dual water system, utilizing well water for a comprehensive 16-zone irrigation and municipal water for safe, in-home use.Outdoors, enjoy a 20x40 heated salt water gunite pool with a waterfall jacuzzi, surrounded by a 1500’ bluestone patio, an outdoor fire pit, and pergola. This property also features a lush lawn, basketball/pickleball court, and proximity to Peconic Bay, beaches, and local wineries. Experience unparalleled luxury in this exquisite Southold home.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
      Call Today: (631)722-5800, (631)722-5800, or  Email: Colony Realty
    • Boat slip in your backyard. This Bayview waterside estate sits on nearly 2.5 acres of secluded property in the coveted Shellfisher Preserve association comprised of three spectacular custom homes. Water views and 300 feet from your private deeded bay beach and your own 70’ long deep-water stationary dock in a private marina. Huge, detached 1, 800 sqft post-and-beam barn style garage. The property is flanked by a spectacular 650’ long deep water, tidal lagoon owned and maintained through the Peconic Land Trust. This traditional style home was custom built, ground up and features 3 bedrooms upstairs with large master suite, possible first floor bedroom or den. 3 car garage has finished studio space above with exquisite water views. Site plan with room for a 20x40 Gunite pool in the large grassy and level backyard which is fully deer fenced. 30
      Southold, NY 11971
      $3,895,000
      3 Bedrooms 3 Full Baths
      Single Family For Sale NEW ML# 3546951
      Boat slip in your backyard. This Bayview waterside estate sits on nearly 2.5 acres of secluded property in the coveted Shellfisher Preserve association comprised of three spectacular custom homes. Water views and 300 feet from your private deeded bay beach and your own 70’ long deep-water stationary dock in a private marina. Huge, detached 1, 800 sqft post-and-beam barn style garage. The property is flanked by a spectacular 650’ long deep water, tidal lagoon owned and maintained through the Peconic Land Trust. This traditional style home was custom built, ground up and features 3 bedrooms upstairs with large master suite, possible first floor bedroom or den. 3 car garage has finished studio space above with exquisite water views. Site plan with room for a 20x40 Gunite pool in the large grassy and level backyard which is fully deer fenced.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631)722-5800, (631)722-5800, or  Email: Colony Realty
    • Welcome to 630 Calves Neck Road! This new construction North Fork diamond boasts 4, 400 square feet of luxury with 4 en-suite bedrooms, 5.5 baths and a huge bonus room with skylights. Set on .75 acres and offering seamless architectural details, the meticulous craftsmanship is evident in a gorgeous EIK with center island, high end finishes including Wolf and Sub-zero appliances, marble and porcelain baths, radiant heat, and double washer/dryers. One sun-filled room flows into the next for the ultimate in comfort, convenience and modern day living. Each detail has been thoughtfully designed from the vaulted ceilings, built-ins, cabled railings and pantry, to a fully fenced heated salt water in-ground pool, first floor primary bedroom, gas fireplace, and gleaming hardwood floors. Close to marinas, beaches, boating, golf, shopping and world class restaurants, farms and vineyards. Don’t miss out on the opportunity to make it all yours! 36
      630 Calves Neck Rd Southold, NY 11971
      $3,149,000
      4 Bedrooms 5 Full Baths 1 Half Bath Sq. Ft. 4400.00:# Square Feet
      Single Family For Sale OPEN HOUSE ML# 3537102
      Welcome to 630 Calves Neck Road! This new construction North Fork diamond boasts 4, 400 square feet of luxury with 4 en-suite bedrooms, 5.5 baths and a huge bonus room with skylights. Set on .75 acres and offering seamless architectural details, the meticulous craftsmanship is evident in a gorgeous EIK with center island, high end finishes including Wolf and Sub-zero appliances, marble and porcelain baths, radiant heat, and double washer/dryers. One sun-filled room flows into the next for the ultimate in comfort, convenience and modern day living. Each detail has been thoughtfully designed from the vaulted ceilings, built-ins, cabled railings and pantry, to a fully fenced heated salt water in-ground pool, first floor primary bedroom, gas fireplace, and gleaming hardwood floors. Close to marinas, beaches, boating, golf, shopping and world class restaurants, farms and vineyards. Don’t miss out on the opportunity to make it all yours!
      Presented By: Compass Greater NY LLC  516-319-3274
      Call Today: (631)722-5800, (631)722-5800, or  Email: Colony Realty
      Upcoming Open House View Location
      05/04/2024 - 05/04/2024 12:00PM - 2:00PM
    • The Intelligent Choice For Those Who Value A Home Which Embodies Privacy, Luxury And Time Well Spent . Welcome Your Family And Friends Into This Very Tasteful Turnkey Oasis With Amenities Galore Including Professional Kitchen With Patio Service Window, Butler’s Pantry For Proper Wine And Coffee Service, And A Sumptuous Yard. They May Never Want To Leave! No Detail Has Been Spared In This Estate Setting Including A Huge Bunk Room For The Kids And Overflow Guests, Library, Pool, Hot Tub And Expansive Yard. Please Call To Schedule A Private Viewing. 29
      9502 N Bayview Rd Southold, NY 11971
      $3,100,000
      5 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 4051.00:# Square Feet
      Single Family For Sale ML# 3515679
      The Intelligent Choice For Those Who Value A Home Which Embodies Privacy, Luxury And Time Well Spent . Welcome Your Family And Friends Into This Very Tasteful Turnkey Oasis With Amenities Galore Including Professional Kitchen With Patio Service Window, Butler’s Pantry For Proper Wine And Coffee Service, And A Sumptuous Yard. They May Never Want To Leave! No Detail Has Been Spared In This Estate Setting Including A Huge Bunk Room For The Kids And Overflow Guests, Library, Pool, Hot Tub And Expansive Yard. Please Call To Schedule A Private Viewing.
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      Call Today: (631)722-5800, (631)722-5800, or  Email: Colony Realty
    • Beautiful custom home located in the hamlet of Southold captures amazing views of the LI Sound. Architectural details include an open floor plan, floating staircase, private roof-top, mahogany decks with horizontal cable railings, and all custom European windows and doors. An expansive luxury kitchen, a chic water-view lounge, and a first-floor ensuite bedroom provide a sophisticated North Fork retreat. The exterior is board and baton mixed with cedar. The pool is 20 x 40 with room for a pool house or cabana. The full basement provides an additional 1500 sq ft that can be finished. Southold Town Beach is less than 0.5 miles, approximately 10 min walk. Close to all that the East End has to offer. Professional photos will be coming soon. 4
      70 Wildberry Lane Southold, NY 11971
      $2,995,000
      5 Bedrooms 4 Full Baths 1 Half Bath
      Single Family For Sale ML# 3538082
      Beautiful custom home located in the hamlet of Southold captures amazing views of the LI Sound. Architectural details include an open floor plan, floating staircase, private roof-top, mahogany decks with horizontal cable railings, and all custom European windows and doors. An expansive luxury kitchen, a chic water-view lounge, and a first-floor ensuite bedroom provide a sophisticated North Fork retreat. The exterior is board and baton mixed with cedar. The pool is 20 x 40 with room for a pool house or cabana. The full basement provides an additional 1500 sq ft that can be finished. Southold Town Beach is less than 0.5 miles, approximately 10 min walk. Close to all that the East End has to offer. Professional photos will be coming soon.
      Presented By: Douglas Elliman Real Estate  631-288-6244
      Call Today: (631)722-5800, (631)722-5800, or  Email: Colony Realty
    • Southold, North Fork: Over 30 acres of active farmland planted with nearly 40, 000 blueberry bushes and approximately 10 acres of fallow, open farmland for expansion or other agricultural uses... well cared for farmhouse and barns on approximately 1.83 acres just up from Horton’s Lane Beaches/Horton’s Point on the LI Sound. Sublime setting just moments to village amenities. Pursue your agricultural desires today and establish your North Fork legacy. 10
      4395 Hortons Lane Southold, NY 11971
      $2,899,000
      Unimproved Land For Sale ML# 3470462
      Southold, North Fork: Over 30 acres of active farmland planted with nearly 40, 000 blueberry bushes and approximately 10 acres of fallow, open farmland for expansion or other agricultural uses... well cared for farmhouse and barns on approximately 1.83 acres just up from Horton’s Lane Beaches/Horton’s Point on the LI Sound. Sublime setting just moments to village amenities. Pursue your agricultural desires today and establish your North Fork legacy.
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631)722-5800, (631)722-5800, or  Email: Colony Realty
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    OneKey™ MLS The data relating to real estate for sale on this web site comes in part from the OneKey™ MLS. Real Estate listings held by brokerage firms other than ColonyRealty are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers.

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