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Selected Area(s): Southold (41)
Showing 11 - 20 of 41 results| view:  results per page« 1|2|3|4|5 »
  • Discover unparalleled luxury and space in this magnificent 5, 500 sqft residence, perfectly situated on a double lot. Recently refreshed with a full interior and exterior paint, this home exudes a pristine and inviting atmosphere.Step into your private oasis, where lush, meticulously maintained gardens envelop the entire property, with full landscape lighting, offering a serene and beautiful backdrop. The expansive grounds provide ample space for relaxation, recreation, and entertaining, including a sport court for basketball or pickleball, ensuring everyone can find their favorite spot to unwind.First impressions are everything. Not only is the curb appeal at this house unmatched. You are welcomed with a beautiful front porch before stepping into this impressive home. Need space? The four generously sized bedrooms and an abundance of bathrooms, including three full baths and three convenient half baths. The heart of the home, the kitchen, is a true architectural marvel featuring a dramatic two-story open ceiling that creates an airy and grand ambiance. A unique catwalk leads to an inspiring office space, perfect for remote work or creative pursuits. The second floor also has access to a newly rebuilt expansive mahogany upper deck/balcony overlooking the backyard which connects to the exterior with a spiral staircase.Beyond the main house, a spectacular in-ground heated gunite pool awaits, promising endless enjoyment. Complementing the pool is a fully equipped pool house, complete with a stylish bar and beverage cooler – ideal for hosting unforgettable gatherings and making every day feel like a vacation.This exceptional property offers a rare combination of grandeur, comfort, and resort-style living, all within the privacy of your own expansive estate.
    $2,430,000
    View details
    ML# :869007   Discover unparalleled luxury and space in this magnificent 5, 500 sqft residence, perfectly situated on a double lot. Recently refreshed with a full interior and exterior paint, this home exudes a pristine and inviting atmosphere.Step into your private oasis, where lush, meticulously maintained gardens envelop the entire property, with full landscape lighting, offering a serene and beautiful backdrop. The expansive grounds provide ample space for relaxation, recreation, and entertaining, including a sport court for basketball or pickleball, ensuring everyone can find their favorite spot to unwind.First impressions are everything. Not only is the curb appeal at this house unmatched. You are welcomed with a beautiful front porch before stepping into this impressive home. Need space? The four generously sized bedrooms and an abundance of bathrooms, including three full baths and three convenient half baths. The heart of the home, the kitchen, is a true architectural marvel featuring a dramatic two-story open ceiling that creates an airy and grand ambiance. A unique catwalk leads to an inspiring office space, perfect for remote work or creative pursuits. The second floor also has access to a newly rebuilt expansive mahogany upper deck/balcony overlooking the backyard which connects to the exterior with a spiral staircase.Beyond the main house, a spectacular in-ground heated gunite pool awaits, promising endless enjoyment. Complementing the pool is a fully equipped pool house, complete with a stylish bar and beverage cooler – ideal for hosting unforgettable gatherings and making every day feel like a vacation.This exceptional property offers a rare combination of grandeur, comfort, and resort-style living, all within the privacy of your own expansive estate.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Daniel Gale Sothebys Intl Rlty  631-298-0300
  • MOVE IN OCTOBER 2025!! Welcome to the Laurel Collection by Marrcon, a showcase of modern luxury in the heart of Southold. Photos from same model next door. Set on .80 acres, this newly built 3, 200 SF one story home with soaring ceilings offers 3 bedrooms and 3.5 baths, blending timeless coastal design with top-tier craftsmanship. Large basement with egress and walkout can be finished to suit and extra bedrooms can be added if needed. The home’s exterior features Eastern White Cedar Shingles in Roseate Tern, GAF Timberline roofing, and stone accents by Casa di Sassi. Inside, 9’ ceilings, Marvin Elevate windows, and wide-plank white oak floors create a bright, open atmosphere. The kitchen is a standout, with custom inset cabinetry by Pennsylvania Dutch Custom Cabinetry, Napa marble countertops and backsplash, Monogram appliances, wine fridge, and a large walk-in pantry. The great room includes a 46” linear gas fireplace and connects seamlessly to outdoor living. Enjoy a 20x40’ heated gunite pool, ICE Blue marble patio, and over $140K in professional landscaping. Additional highlights include a 2-car garage, spacious laundry room, full 9’ basement with walkout, and Sonos/CAT5 pre-wiring.
    $2,400,000
    View details
    ML# :907628   MOVE IN OCTOBER 2025!! Welcome to the Laurel Collection by Marrcon, a showcase of modern luxury in the heart of Southold. Photos from same model next door. Set on .80 acres, this newly built 3, 200 SF one story home with soaring ceilings offers 3 bedrooms and 3.5 baths, blending timeless coastal design with top-tier craftsmanship. Large basement with egress and walkout can be finished to suit and extra bedrooms can be added if needed. The home’s exterior features Eastern White Cedar Shingles in Roseate Tern, GAF Timberline roofing, and stone accents by Casa di Sassi. Inside, 9’ ceilings, Marvin Elevate windows, and wide-plank white oak floors create a bright, open atmosphere. The kitchen is a standout, with custom inset cabinetry by Pennsylvania Dutch Custom Cabinetry, Napa marble countertops and backsplash, Monogram appliances, wine fridge, and a large walk-in pantry. The great room includes a 46” linear gas fireplace and connects seamlessly to outdoor living. Enjoy a 20x40’ heated gunite pool, ICE Blue marble patio, and over $140K in professional landscaping. Additional highlights include a 2-car garage, spacious laundry room, full 9’ basement with walkout, and Sonos/CAT5 pre-wiring.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Douglas Elliman Real Estate  631-354-8100
  • Welcome to luxury on the North Fork. This quality built home is located only 3 properties away from the popular Goose Creek Beach! Everything you need is here. There is plenty of parking and easy access entering and exiting the home with the horseshoe driveway and 2 car garage. As you enter the home you are greeted with high ceilings and an open floor plan. As you stand in the kitchen you can look at the fireplace in your living room, see your guests in the dining room or look out at your backyard oasis complete with in ground pool, beautiful lush gardens and a basketball court. On the first floor you have a primary en suite and second bedroom en suite, a laundry room and a half bath. On the second floor there is a third bedroom en suite along with 2 additional bedrooms, a full bathroom and a loft area used as an office. Relax in one of your outdoor settings, on the front porch or the private back deck. This elegant home will be you North Fork sanctuary for years to come.
    $2,200,000
    View details
    ML# :903844   Welcome to luxury on the North Fork. This quality built home is located only 3 properties away from the popular Goose Creek Beach! Everything you need is here. There is plenty of parking and easy access entering and exiting the home with the horseshoe driveway and 2 car garage. As you enter the home you are greeted with high ceilings and an open floor plan. As you stand in the kitchen you can look at the fireplace in your living room, see your guests in the dining room or look out at your backyard oasis complete with in ground pool, beautiful lush gardens and a basketball court. On the first floor you have a primary en suite and second bedroom en suite, a laundry room and a half bath. On the second floor there is a third bedroom en suite along with 2 additional bedrooms, a full bathroom and a loft area used as an office. Relax in one of your outdoor settings, on the front porch or the private back deck. This elegant home will be you North Fork sanctuary for years to come.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Douglas Elliman Real Estate  631-477-2220
  • The Beautiful Gunite Pool with Spa Features and Beach Rights to the lovely South Harbor Beach, add to the allure of this stunning, North Fork Farmhouse, cleverly Re-imagined and Restored in 2023!  Start your tour as you step across the expansive covered Front Porch and enter the Elegant Entry Hall featuring wonderfully Preserved, Decorative Wood Floors. As you pass through the hall, you’ll admire the original 19th Century Bannister rising up along the Front Staircase. Continue into the Cozy Parlor featuring a Wood-burning Fireplace, accented by the Marble Mantelpiece. Take a moment to imagine sinking into the Sophisticated Country Ambiance enjoying a favorite vintage from one of the many award-winning wineries located within less than a mile. Look forward with delight, to dining and dancing in the adjacent spacious Great Room, a Large, Airy Space currently utilized as both the art vs Art Salon, featuring the Original Gallery System for exhibiting fine work by renowned artists, and as the Breakfast Room for guests of the inn. The spacious 6 Bedroom, 5 1/2 Bath home includes: 3 Beautifully Detailed Ensuite Guest Rooms, including one on the Main Level, plus a 4th Guest Room with a dedicated Guest Bathroom. The 4 Guest Rooms are situated in the Front of the House. Continue your tour on the main level, and pass through the original Vintage Swinging Door and enter the Back of the House, with its modern Island-style Kitchen featuring 2 ovens, 2 dishwashers, refrigerator-freezer with craft ice-maker, induction cooktop and 2 convertible refrigerator-freezers in the pantry. Pass through the Mudroom/Laundry area, with 2 sets of stackable washers/dryers, to the living area of the Innkeeper’s Suite including a Family Room, Powder Room, and private access to the outside, owner’s Parking Area, the storage shed and the Garden/Pool/Spa area. Up the Back Staircase you’ll find the Spacious Primary Suite including an Oversized Bedroom fit for a King with Sitting Area, plus a Separate Bedroom/Office and the Primary Bathroom with Shower and Soaking Tub. This iconic property, selected for the Northforker’s Dream Home feature story, includes Bluestone Pool Patio Surround with Pergola, Outdoor Shower, and separate Fire Pit gathering area. There is Plenty of Parking for Guests, Privacy Fencing, Front Hedging, plus ample Lawn Space for Games, Gardening and/or Pet play. The solar-panel roof system provides much of the electrical energy in the fully air-conditioned residence, while also providing peace of mind with a substantial back-up Sonnen battery system. Mini-Split AC/Heat units allow individual climate control in the primary and guest bedrooms. Enjoy this convenient location just down the road from the charming shoppes and eateries at Southold’s village center and the Historic, Maritime Village of Greenport a few minutes drive east. Occupancy 11/1/2025. Please inquire about the additional offering of the B&B contents.
    $2,199,000
    View details
    ML# :P1439478   The Beautiful Gunite Pool with Spa Features and Beach Rights to the lovely South Harbor Beach, add to the allure of this stunning, North Fork Farmhouse, cleverly Re-imagined and Restored in 2023! Start your tour as you step across the expansive covered Front Porch and enter the Elegant Entry Hall featuring wonderfully Preserved, Decorative Wood Floors. As you pass through the hall, you’ll admire the original 19th Century Bannister rising up along the Front Staircase. Continue into the Cozy Parlor featuring a Wood-burning Fireplace, accented by the Marble Mantelpiece. Take a moment to imagine sinking into the Sophisticated Country Ambiance enjoying a favorite vintage from one of the many award-winning wineries located within less than a mile. Look forward with delight, to dining and dancing in the adjacent spacious Great Room, a Large, Airy Space currently utilized as both the art vs Art Salon, featuring the Original Gallery System for exhibiting fine work by renowned artists, and as the Breakfast Room for guests of the inn. The spacious 6 Bedroom, 5 1/2 Bath home includes: 3 Beautifully Detailed Ensuite Guest Rooms, including one on the Main Level, plus a 4th Guest Room with a dedicated Guest Bathroom. The 4 Guest Rooms are situated in the Front of the House. Continue your tour on the main level, and pass through the original Vintage Swinging Door and enter the Back of the House, with its modern Island-style Kitchen featuring 2 ovens, 2 dishwashers, refrigerator-freezer with craft ice-maker, induction cooktop and 2 convertible refrigerator-freezers in the pantry. Pass through the Mudroom/Laundry area, with 2 sets of stackable washers/dryers, to the living area of the Innkeeper’s Suite including a Family Room, Powder Room, and private access to the outside, owner’s Parking Area, the storage shed and the Garden/Pool/Spa area. Up the Back Staircase you’ll find the Spacious Primary Suite including an Oversized Bedroom fit for a King with Sitting Area, plus a Separate Bedroom/Office and the Primary Bathroom with Shower and Soaking Tub. This iconic property, selected for the Northforker’s Dream Home feature story, includes Bluestone Pool Patio Surround with Pergola, Outdoor Shower, and separate Fire Pit gathering area. There is Plenty of Parking for Guests, Privacy Fencing, Front Hedging, plus ample Lawn Space for Games, Gardening and/or Pet play. The solar-panel roof system provides much of the electrical energy in the fully air-conditioned residence, while also providing peace of mind with a substantial back-up Sonnen battery system. Mini-Split AC/Heat units allow individual climate control in the primary and guest bedrooms. Enjoy this convenient location just down the road from the charming shoppes and eateries at Southold’s village center and the Historic, Maritime Village of Greenport a few minutes drive east. Occupancy 11/1/2025. Please inquire about the additional offering of the B&B contents.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Douglas Elliman Real Estate  631-354-8100
  • Modern Luxury Waterfront Tree House - Nature Lovers’ Paradise on West Creek!Discover this stunning 4-bedroom, 5.5-bath waterfront featuring a Black Onyx saltwater pool and private dock on the highly sought-after West Creek.Step into the upper-level living area, where floor-to-ceiling views create a serene bird’s-eye perspective of lush trees and sparkling water—a true sanctuary for birds and wildlife.A dumbwaiter adds convenience, connecting the lower level to the kitchen and pantry. Downstairs, the poolside entertainment area is designed for hosting, complete with four refrigerator drawers, custom walnut cabinetry, and a bar sink. The lower-level deck offers easy access to a full bath, perfect after a swim.This home is an immersive nature experience, ideal for those who cherish tranquility and wildlife.Endless Outdoor AdventuresBoat from your private dock or Paddle through the meandering waters of West Creek, where you’ll spot waterfowl, and sunbathing terrapins. Continue into Southold Bay for pristine waters and sandy Goose Creek Beach. For the ultimate local experience, harvest wild oysters and blue claw crabs for dinner!Convenience Meets CharmTake a leisurely ride to the local farm stand or Sophie’s Sports Bar & Restaurant. Explore nearby vineyards, wineries, and enjoy easy access to public transportation.This is more than a home—it’s a rare opportunity to embrace the beauty and lifestyle of Southold’s most coveted location.
    $2,195,000
    View details
    ML# :806509   Modern Luxury Waterfront Tree House - Nature Lovers’ Paradise on West Creek!Discover this stunning 4-bedroom, 5.5-bath waterfront featuring a Black Onyx saltwater pool and private dock on the highly sought-after West Creek.Step into the upper-level living area, where floor-to-ceiling views create a serene bird’s-eye perspective of lush trees and sparkling water—a true sanctuary for birds and wildlife.A dumbwaiter adds convenience, connecting the lower level to the kitchen and pantry. Downstairs, the poolside entertainment area is designed for hosting, complete with four refrigerator drawers, custom walnut cabinetry, and a bar sink. The lower-level deck offers easy access to a full bath, perfect after a swim.This home is an immersive nature experience, ideal for those who cherish tranquility and wildlife.Endless Outdoor AdventuresBoat from your private dock or Paddle through the meandering waters of West Creek, where you’ll spot waterfowl, and sunbathing terrapins. Continue into Southold Bay for pristine waters and sandy Goose Creek Beach. For the ultimate local experience, harvest wild oysters and blue claw crabs for dinner!Convenience Meets CharmTake a leisurely ride to the local farm stand or Sophie’s Sports Bar & Restaurant. Explore nearby vineyards, wineries, and enjoy easy access to public transportation.This is more than a home—it’s a rare opportunity to embrace the beauty and lifestyle of Southold’s most coveted location.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Corcoran  631-645-7674
  • This beautiful Newly Constructed Modern Craftsman/Cottage style home, tucked away down a private lane, boasting 3245 sq’ interior living space, black onyx saltwater pool and serene wooded property while providing access to two exclusive bayside access areas located in desirable Beixedon Estates. This beautiful newly constructed home is ideally situated between quaint Southold Town and the vibrant seaside Village of Greenport, renowned for its shops, restaurants, and entertainment. Also conveniently located are marinas, fish market, farm stands, and vineyards.
    $1,995,000
    View details
    ML# :905528   This beautiful Newly Constructed Modern Craftsman/Cottage style home, tucked away down a private lane, boasting 3245 sq’ interior living space, black onyx saltwater pool and serene wooded property while providing access to two exclusive bayside access areas located in desirable Beixedon Estates. This beautiful newly constructed home is ideally situated between quaint Southold Town and the vibrant seaside Village of Greenport, renowned for its shops, restaurants, and entertainment. Also conveniently located are marinas, fish market, farm stands, and vineyards.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Corcoran  631-645-7674
  • Located in one of Southold’s most coveted locations, this waterfront oasis offers peace, privacy, and stunning views of Goose Creek. Surrounded by professionally designed and meticulously maintained landscaping, this property exudes tranquility and natural beauty.The home features a spacious and thoughtfully designed layout with wood floors throughout. The updated kitchen is a chef’s dream—complete with cherry cabinets, quartz countertops, high-end appliances, and limestone flooring. The large living room, anchored by a charming wood-burning fireplace, is perfect for relaxing or entertaining.Enjoy serene water views from multiple rooms and take full advantage of the private dock with floater—ideal for kayaking, boating, or simply soaking in the setting. A large waterfront patio provides plenty of room for entertaining. The primary suite includes an ensuite bath for added comfort. A full basement offers generous storage and expansion potential, and a whole-house generator ensures peace of mind. This rare Southold gem blends luxury, functionality, and waterfront living—ideal as a year-round residence or weekend escape.
    $1,975,000
    View details
    ML# :861882   Located in one of Southold’s most coveted locations, this waterfront oasis offers peace, privacy, and stunning views of Goose Creek. Surrounded by professionally designed and meticulously maintained landscaping, this property exudes tranquility and natural beauty.The home features a spacious and thoughtfully designed layout with wood floors throughout. The updated kitchen is a chef’s dream—complete with cherry cabinets, quartz countertops, high-end appliances, and limestone flooring. The large living room, anchored by a charming wood-burning fireplace, is perfect for relaxing or entertaining.Enjoy serene water views from multiple rooms and take full advantage of the private dock with floater—ideal for kayaking, boating, or simply soaking in the setting. A large waterfront patio provides plenty of room for entertaining. The primary suite includes an ensuite bath for added comfort. A full basement offers generous storage and expansion potential, and a whole-house generator ensures peace of mind. This rare Southold gem blends luxury, functionality, and waterfront living—ideal as a year-round residence or weekend escape.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Douglas Elliman Real Estate  631-354-8100
  • Extremely rare offering of 5.25 acres of undeveloped, wooded land in bucolic Paradise Point - the crown jewel of the charming hamlet of Southold. Once an scenic equestrian grazing meadow to an adjoining 33 acre estate, this land offers a tranquil, secluded location close to gorgeous Bay beaches. Borders preserved land.Just a few scenic miles to fine dining and cafes, tasting rooms & vineyards, marinas, golfing, boutique shopping, galleries, and more.A once in a lifetime opportunity to build your dream estate - perfect for an all inclusive equestrian facility. All with the utmost privacy in this amazing piece of paradise. Potential for 2 acre subdivision.
    $1,700,000
    View details
    ML# :827387   Extremely rare offering of 5.25 acres of undeveloped, wooded land in bucolic Paradise Point - the crown jewel of the charming hamlet of Southold. Once an scenic equestrian grazing meadow to an adjoining 33 acre estate, this land offers a tranquil, secluded location close to gorgeous Bay beaches. Borders preserved land.Just a few scenic miles to fine dining and cafes, tasting rooms & vineyards, marinas, golfing, boutique shopping, galleries, and more.A once in a lifetime opportunity to build your dream estate - perfect for an all inclusive equestrian facility. All with the utmost privacy in this amazing piece of paradise. Potential for 2 acre subdivision.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Douglas Elliman Real Estate  631-477-2220
  • Welcome to your own slice of paradise in the coveted Angel Shores beach community. This beautifully crafted home offers deeded bay beach access at the end of the road, and a spectacular backyard retreat—complete with vibrant gardens, an inviting inground pool, hot tub, and tranquil waterfall. Whether you’re entertaining guests or enjoying a quiet evening at home, this outdoor space delivers the ultimate in North Fork living.Inside, the heart of the home is a spacious eat-in kitchen with center island that opens to a formal dining area, ideal for gatherings of any size. The main level also features an adjacent family room with a gas fireplace, a dedicated home office, and a living room—each thoughtfully designed with soaring ceilings and detailed crown moldings for a touch of elegance throughout.The home features four spacious bedrooms and two and a half baths, including a generously sized primary en-suite that serves as a peaceful retreat. Three additional large bedrooms provide comfortable accommodations for family or guests. Enjoy effortless indoor-outdoor living with a classic wrap-around front porch to relax and sip lemonade and a large back deck that flows into the lush, private backyard oasis.Whether you’re seeking a year-round residence or a seasonal escape, this exceptional property invites you to unpack and start enjoying all that the North Fork lifestyle has to offer.
    $1,675,000
    View details
    ML# :868556   Welcome to your own slice of paradise in the coveted Angel Shores beach community. This beautifully crafted home offers deeded bay beach access at the end of the road, and a spectacular backyard retreat—complete with vibrant gardens, an inviting inground pool, hot tub, and tranquil waterfall. Whether you’re entertaining guests or enjoying a quiet evening at home, this outdoor space delivers the ultimate in North Fork living.Inside, the heart of the home is a spacious eat-in kitchen with center island that opens to a formal dining area, ideal for gatherings of any size. The main level also features an adjacent family room with a gas fireplace, a dedicated home office, and a living room—each thoughtfully designed with soaring ceilings and detailed crown moldings for a touch of elegance throughout.The home features four spacious bedrooms and two and a half baths, including a generously sized primary en-suite that serves as a peaceful retreat. Three additional large bedrooms provide comfortable accommodations for family or guests. Enjoy effortless indoor-outdoor living with a classic wrap-around front porch to relax and sip lemonade and a large back deck that flows into the lush, private backyard oasis.Whether you’re seeking a year-round residence or a seasonal escape, this exceptional property invites you to unpack and start enjoying all that the North Fork lifestyle has to offer.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Daniel Gale Sothebys Intl Rlty  631-298-4130
  • Designer Modern Farmhouse ranch set on over 3.35 Acres with farm and scenic views. Renovated 2023. Open concept Living room, Dining room and Kitchen, Gorgeous kitchen with quartz countertops, Stainless Steel Appliances, built in wine cooler, new windows throughout, new interior doors, new exterior doors, new flooring, updated designer baths, new boiler, new well pump, new hot water heater. Spectacular 20x40 in ground saltwater pool with Cambridge pavers patio. Front porch overlooking farm views. Close to McCabe beach or quick drive for incredible sunsets. Access to Resident only Town Beaches, Boat Ramps and Parks with Town Permit. Farm animals permitted. Marina, airstrips and trails nearby.
    $1,649,999
    View details
    ML# :836156   Designer Modern Farmhouse ranch set on over 3.35 Acres with farm and scenic views. Renovated 2023. Open concept Living room, Dining room and Kitchen, Gorgeous kitchen with quartz countertops, Stainless Steel Appliances, built in wine cooler, new windows throughout, new interior doors, new exterior doors, new flooring, updated designer baths, new boiler, new well pump, new hot water heater. Spectacular 20x40 in ground saltwater pool with Cambridge pavers patio. Front porch overlooking farm views. Close to McCabe beach or quick drive for incredible sunsets. Access to Resident only Town Beaches, Boat Ramps and Parks with Town Permit. Farm animals permitted. Marina, airstrips and trails nearby.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: RIN  347-295-0022
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