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Southold, NY Homes for Sale with Fireplace

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  • /22

    $529,000

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft

    2555 Youngs Ave Unit 7D, Southold, NY 11971

    2BR 2Bath condo in Founders Village, Southolds premier 55+ active community. Unit features high ceilings, large primary suite, back patio and full basement. $435 monthly maintenance includes snow removal, beautiful landscaping, access to clubhouse and pool, maintenance of the roof and siding. Located about one half mile from local stores and shops as well as public transportation.

    Agent Photo

    Timothy O'Keefe

    Signature Premier Properties

    (631) 430-5573

    2555 Youngs Ave Unit 7D, Southold, NY 11971
  • /7

    $2,095,000

    • 4 Beds
    • 3.5 Baths
    • 3,245 Sq Ft

    265 Arshamomaque Ave, Southold, NY 11971

    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 beach areas located in desirable Beixedon Estates. This beautiful newly constructed home is ideally situated between quaint Southold Town and the vibrant

    Cathleen Dolson Corcoran

    265 Arshamomaque Ave, Southold, NY 11971
  • /50

    $2,998,000

    • 4 Beds
    • 3 Baths
    • 3,253 Sq Ft

    5805 Main Bayview Rd, Southold, NY 11971

    Stunning Waterfront Retreat w/ Modern Luxury on 4+ Private Acres. Experience serene luxury in this completely renovated home offering year-round views of Goose Creek and 250 feet of direct waterfront. Nestled on nearly 4.5 acres of pristine landscape, this private oasis is located in a highly desirable community with amenities including beach access, kayak storage, and docking. Designed for both

    Kristy Naddell Douglas Elliman Real Estate

    5805 Main Bayview Rd, Southold, NY 11971
  • /29

    $1,995,000

    • 4 Beds
    • 3.5 Baths
    • 2,627 Sq Ft

    700 Gin Ln, Southold, NY 11971

    Step inside and wow—this home lives much larger than it looks from the outside! With a floorplan that truly fits today’s lifestyle, you’ll love how the open living room, dining area, and kitchen all flow together to create the perfect space for everyday living or effortless entertaining. And yes, there’s a main-floor bedroom suite with laundry nearby, making one-level living totally doable if

    Jerry Cibulski Century 21 Albertson Realty

    700 Gin Ln, Southold, NY 11971
  • /50

    $2,430,000

    • 4 Beds
    • 6 Baths
    • 5,500 Sq Ft

    4745 N Bayview Rd, Southold, NY 11971

    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

    Donielle Cardinale Daniel Gale Sothebys Intl Rlty

    4745 N Bayview Rd, Southold, NY 11971
  • /38

    $2,650,000

    • 4 Beds
    • 4.5 Baths
    • 3,238 Sq Ft

    1665 Glenn Rd, Southold, NY 11971

    Southold-West Creek Estates - Just completed, beautiful, light-filled home. Attention to detail and a gracious lifestyle begins at the front entry with a wood and glass front door and natural wood architectural accents. The large great room features a living area with a two sided gas fireplace, dining area, and a generous chef's eat-in kitchen. The second side of the fireplace faces the covered

    Barry Novick Daniel Gale Sothebys Intl Rlty

    1665 Glenn Rd, Southold, NY 11971
  • /38

    $1,795,000

    • 4 Beds
    • 2.5 Baths
    • 3,110 Sq Ft

    1260 Water Terrace, Southold, NY 11971

    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

    Katie Schimpf Daniel Gale Sothebys Intl Rlty

    1260 Water Terrace, Southold, NY 11971
  • /37

    $1,899,000

    • 5 Beds
    • 5.5 Baths
    • 3,350 Sq Ft

    480 Ackerly Pond Ln, Southold, NY 11971

    Step into this custom home where luxury craftsmanship provides everyday tranquility. Experience the pinnacle of North Fork living in this bespoke custom-built residence, thoughtfully constructed with modern elegance and a timeless design. Nestled on a quiet property and offering seamless access to Southold Town beaches, vineyards, breweries, marinas, and North Fork restaurants, this exceptional

    Catherine Flood Compass Greater NY LLC

    480 Ackerly Pond Ln, Southold, NY 11971
  • /33

    $1,649,999

    • 4 Beds
    • 4 Baths
    • 3,000 Sq Ft

    3715 Hortons Ln, Southold, NY 11971

    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.

    Arelis Olivieri RIN

    3715 Hortons Ln, Southold, NY 11971
  • /26

    $527,500

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft

    2555 Youngs Ave Unit 11D, Southold, NY 11971

    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

    Patrick Carpenter Signature Premier Properties

    2555 Youngs Ave Unit 11D, Southold, NY 11971
  • /27

    $998,000

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft

    730 Pine Neck Rd, Southold, NY 11971

    ****Open House cancelled***Completely renovated raised ranch just moments away from the quaint Southold village, Goose Creek and Founders Beach, local farms, and wineries. All the work has been done for you, just unpack and start living your best life! Great room with gas fireplace, 2-year-old chef's Kitchen with quartz counters and stainless appliances, lower-level guest suite complete with

    Cindy Succoso Douglas Elliman Real Estate

    730 Pine Neck Rd, Southold, NY 11971
  • /18

    $13,000,000

    • 6 Beds
    • 4 Baths
    • 6,000 Sq Ft

    59600 Main Rd, Southold, NY 11971

    A singular opportunity to acquire 22.20 contiguous acres on the Peconic Bay, offering 470 feet of premier bayfront and a private sandy beach. More than 10 acres are planted with mature vines producing an impressive range of grape varietals, including Pinot Noir, Merlot, Cabernet Franc, Malbec, Petit Verdot, Sauvignon Blanc, Chardonnay, and Gruner Veltliner. Development rights are intact, allowing

    Bridget Elkin Compass Greater NY LLC

    59600 Main Rd, Southold, NY 11971
  • /28

    $4,795,000

    • 7 Beds
    • 7.5 Baths
    • 7,300 Sq Ft

    19620 Soundview Ave, Southold, NY 11971

    Experience the epitome of luxury living in this modern new construction estate, a truly unique offering on the East End framed by breathtaking vineyard views. This newly constructed estate, spanning an impressive 7,300 square feet, is a testament to meticulous craftsmanship and thoughtful design, where simplicity meets elegance. Upon arrival, you are greeted by a generous foyer leading to four

    Alexis Meadows Douglas Elliman Real Estate

    19620 Soundview Ave, Southold, NY 11971
  • /47

    $1,399,000

    • 4 Beds
    • 2.5 Baths
    • 3,226 Sq Ft

    1465 Ackerly Pond Ln, Southold, NY 11971

    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

    Scott Bennett Douglas Elliman Real Estate

    1465 Ackerly Pond Ln, Southold, NY 11971
  • /49

    $2,649,000

    • 4 Beds
    • 4.5 Baths
    • 2,842 Sq Ft

    285 Blue Marlin Dr, Southold, NY 11971

    Entire house completed and beautifully landscaped!!!!With incredible water views and access to a picturesque private beach, 285 Blue Marlin exemplifies luxury coastal living at its finest. Constructed by the North Fork’s most revered builders, no expense has been spared and the utmost attention to detail is evident with attributes such as designer fixtures, outfitted closets, Emtek hardware,

    Connie Liappas Compass Greater NY LLC

    285 Blue Marlin Dr, Southold, NY 11971
  • /29

    $895,000

    • 3 Beds
    • 2.5 Baths
    • 3,735 Sq Ft

    500 Meadow Ct Unit 28, Southold, NY 11971

    Lovely light-filled 3-bedroom 3 bath inland end-unit in The Cove – a small hidden gem of a waterfront community nestled in the heart of the North Fork. There are boat slips for your boat with easy access to the beautiful Peconic Bay, boat racks for your paddleboard/kayak, a gunite in-ground pool, and combination tennis/pickleball court – both of which were just resurfaced this year! The airy open

    Gayle Marriner Smith Daniel Gale Sothebys Intl Rlty

    500 Meadow Ct Unit 28, Southold, NY 11971
  • /33

    $2,180,000

    • 3 Beds
    • 3 Baths
    • 2,500 Sq Ft

    2300 Glenn Rd, Southold, NY 11971

    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

    Kristy Naddell Douglas Elliman Real Estate

    2300 Glenn Rd, Southold, NY 11971
  • /25

    $2,999,000

    • 8 Beds
    • 7 Baths
    • 5,600 Sq Ft

    1350 Hortons Ln, Southold, NY 11971

    2-Acre Private Oasis with Custom "To Be Built" Luxury Home - Prime Location Near Town, Beaches & Vineyards! Discover the perfect blend of privacy, luxury and convenience with this exceptional 2-acre vacant lot, tucked away in a serene, secluded setting --- Yet just minutes from downtown, pristine beaches, and world-class vineyards, shopping and dining. Plans are in-place for a "To Be Built"

    Thomas McCarthy Thomas J McCarthy Real Estate

    1350 Hortons Ln, Southold, NY 11971
  • /15

    $895,000

    • 3 Beds
    • 3 Baths
    • 2,100 Sq Ft

    57020 Route 25, Southold, NY 11971

    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

    Eugene Rindfuss Coldwell Banker Reliable R E

    57020 Route 25, Southold, NY 11971
  • /29

    $999,000

    • 3 Beds
    • 2 Baths
    • 1,550 Sq Ft

    515 Corey Creek Ln, Southold, NY 11971

    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

    Thomas McCarthy Thomas J McCarthy Real Estate

    515 Corey Creek Ln, Southold, NY 11971
  • /42

    $699,900

    • 2 Beds
    • 1 Bath
    • 796 Sq Ft

    560 Clark Rd, Southold, NY 11971

    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

    Kristen Rishe Signature Premier Properties

    560 Clark Rd, Southold, NY 11971
  • /22

    $2,395,000

    • 4 Beds
    • 5.5 Baths
    • 3,000 Sq Ft

    600 Glenn Rd, Southold, NY 11971

    Welcome to 600 Glenn Rd, Southold, NY, a contemporary masterpiece built in 2025, situated in the coveted bayside enclave of Southold. This exceptional property features clean lines and light-filled living areas, offering a modern and luxurious lifestyle. The home boasts a walnut-clad entry, 4” select white-washed white oak flooring, 4 bedrooms, and 5.5 baths. Enjoy the expansive upper and lower

    Cathleen Dolson Corcoran

    600 Glenn Rd, Southold, NY 11971
  • /33

    $899,000

    • 5 Beds
    • 3 Baths
    • 2,300 Sq Ft

    4100 Youngs Ave, Southold, NY 11971

    ***PRICE REDUCTION***Nestled on the North Fork in picturesque Southold, this charming and sophisticated farmhouse offers the perfect blend of modern luxury and timeless elegance. Featuring 5 spacious bedrooms and 3 beautifully appointed bathrooms on 2 floors, the home underwent a comprehensive renovation less than 5 years ago. No detail was overlooked- ensuring a truly elevated living experience.

    Jeannine Kowaleski William Raveis (Westhampton Beach)

    4100 Youngs Ave, Southold, NY 11971
  • /35

    $1,450,000

    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    1025 Long Creek Dr, Southold, NY 11971

    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

    Barbara Poliwoda Douglas Elliman Real Estate

    1025 Long Creek Dr, Southold, NY 11971
  • /33

    $775,000

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    155 Shepard Dr, Southold, NY 11971

    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

    Isaac Israel Richmond Realty Corp

    155 Shepard Dr, Southold, NY 11971
  • /29

    $999,000

    • 4 Beds
    • 3 Baths
    • 2,000 Sq Ft

    9875 Main Bayview Rd, Southold, NY 11971

    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

    Kristy Naddell Douglas Elliman Real Estate

    9875 Main Bayview Rd, Southold, NY 11971
  • /26

    $849,000

    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft

    150 Hobart Rd, Southold, NY 11971

    Experience the ultimate North Fork retreat in Southold-this stunning, turnkey cottage is a true embodiment of coastal living! Ideally situated near Founder's Landing Park with effortless beach access and close to the Wharf House, this charming cedar-shake farmhouse is designed for entertaining and showcases an unrivaled in-town location where a car is simply unnecessary. Take advantage of

    Nicholas Planamento William Raveis (Mattituck)

    150 Hobart Rd, Southold, NY 11971
  • /6

    $4,495,000

    • Land

    50100 County Road 48, Southold, NY 11971

    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

    Lisa Gillooly Compass

    50100 County Road 48, Southold, NY 11971
  • /8

    $690,000

    • 3 Baths
    • 1,860 Sq Ft

    Unlisted Address

    1-1/2 story medical office, with reception area, offices, exam rooms, 1 full bathroom, 2 half bathrooms, supply room, attic storage, 80% full, unfinished basement w/6-1/2 ft ceiling and outside entrance, 20 crawl space. Detached garage. Great location. Area is mixed use with single family residential homes, offices and light business. Zoned Residential/Office - Currently used as a medical

    Andrew Stype Andrew Stype Realty Inc

    Unlisted Address
  • /36

    $2,399,000

    • 6 Beds
    • 5.5 Baths
    • 3,630 Sq Ft

    47100 Route 25, Southold, NY 11971

    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

    Deborah Kusa Douglas Elliman Real Estate

    47100 Route 25, Southold, NY 11971
  • /50

    $1,425,000

    • 3 Beds
    • 1.5 Baths
    • 2,000 Sq Ft

    2055 Boisseau Ave, Southold, NY 11971

    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

    Nicholas Planamento William Raveis New York LLC

    2055 Boisseau Ave, Southold, NY 11971
  • /27

    $9,275,000

    • 5 Beds
    • 4.5 Baths
    • 4,627 Sq Ft

    1750 Hobart Rd, Southold, NY 11971

    Welcome to a stunning, one-of-a-kind waterfront home in the highly sought-after hamlet of Southold. This custom, new construction, modern residence is perfectly situated on Town Creek, featuring 160 feet of waterfront and expansive views of Peconic Bay. It includes a private 6' x 20' floating dock connected by an 82' Trex catwalk. Constructed with meticulous attention to detail, this home is

    Alexis Meadows Douglas Elliman Real Estate

    1750 Hobart Rd, Southold, NY 11971
  • /30

    $3,275,000

    • 4 Beds
    • 3 Baths

    10947 N Bayview Rd, Southold, NY 11971

    Compound with House, Barn and 70' Deep Water Dock in Private Marina. Water views from the backyard, kitchen and second floor bedrooms. Nestled on secluded 2+ acres in the coveted "Shellfisher Preserve" association near Paradise Point. Private deeded beach located down a short pathway. Bonus Space with views: 1,800 sqft detached post-and-beam barn has 3 car garage and studio space above. The

    Melissa Principi Douglas Elliman Real Estate

    10947 N Bayview Rd, Southold, NY 11971
  • /32

    $1,100,000

    • 6 Beds
    • 2.5 Baths
    • 3,200 Sq Ft

    1755 Yennecott Dr, Southold, NY 11971

    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

    Isaac Israel Richmond Realty Corp

    1755 Yennecott Dr, Southold, NY 11971
  • /36

    $1,215,000

    • 3 Beds
    • 1.5 Baths
    • 1,068 Sq Ft

    633 Pine Neck Rd, Southold, NY 11971

    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

    Tom Uhlinger Douglas Elliman Real Estate

    633 Pine Neck Rd, Southold, NY 11971
  • /36

    $1,345,000

    • 3 Beds
    • 1.5 Baths
    • 2,350 Sq Ft

    155 2nd Ave, Peconic, NY 11958

    Steps from the Sound and tucked away on a quiet private road, this lovingly owner-built reverse beach house offers the perfect blend of privacy, charm, and North Fork living. With 3 bedrooms and 1.5 baths, the home was thoughtfully designed with an open-concept kitchen and living area upstairs to maximize stunning water views from the back deck. A cozy gas fireplace adds warmth and comfort,

    Derek Greene Greene Realty Group

    155 2nd Ave, Peconic, NY 11958
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