19

Southold, NY Homes for Sale with Acreage

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  • /38

    $2,630,000

    • 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
  • /12

    $2,450,000

    • 4 Beds
    • 5.5 Baths
    • 4,671 Sq Ft

    20210 Soundview Ave, Southold, NY 11971

    Located just a few feet from the beach, 20210 Soundview Avenue offers a modern farmhouse-style home, meticulously renovated with the finest materials and upgrades including all new heating/cooling. Set on an acre of land, this 4-bedroom, 5.5-bathroom residence boasts an open-concept living and dining area that seamlessly flows into a chef's kitchen, ideal for entertaining. The home features two

    Marco Maida Compass Greater NY LLC

    20210 Soundview Ave, Southold, NY 11971
  • /20

    $3,900,000

    • 3 Beds
    • 1 Bath
    • 1,500 Sq Ft

    5615 Soundview Ave, Southold, NY 11971

    Includes TWO lots totaling one residential waterfront lot with a preexisting two story house on 7 acres. The other is an additional vacant buildable lot available with nearly 2 acres. With 250 feet of private sandy beach, you'll have endless opportunities. Explore a rich natural landscape with a dedicated nature trail, home to wild blueberries, cranberries, and beach plums, plus an osprey

    Donielle Cardinale Daniel Gale Sothebys Intl Rlty

    5615 Soundview Ave, Southold, NY 11971
  • /20

    $3,200,000

    • 3 Beds
    • 1 Bath
    • 1,500 Sq Ft

    5615 Soundview Ave, Southold, NY 11971

    Residential waterfront lot with a preexisting two story house. Imagine owning over 7 acres of pristine woodland in Peconic Dunes, your very own waterfront haven on the Long Island Sound. With 250 feet of private sandy beach, you'll have endless opportunities for swimming, fishing, and soaking in incredible sunsets. Explore a rich natural landscape with a dedicated nature trail, home to wild

    Donielle Cardinale Daniel Gale Sothebys Intl Rlty

    5615 Soundview Ave, 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
  • /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
  • /16

    $4,495,000

    • 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
  • /39

    $1,249,999

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    4710 Old Rd N, Southold, NY 11971

    Welcome to 4710 Old North Rd, a private Southold retreat. This beautifully maintained 2,400 sqft Expanded Cape offers the perfect blend of comfort, space, and privacy in the heart of Southold. Situated on over 3 scenic acres, with potential for subdivision, this home is a rare North Fork find featuring 4 spacious bedrooms, 2.5 bathrooms, a full basement, a 2-car garage and a heated in-ground

    Zachary Scher Signature Premier Properties

    4710 Old Rd N, Southold, NY 11971
  • /9

    $699,000

    • Land
    • 7 Acres
    • $98,036 per Acre

    1135 Boisseau Ave, Southold, NY 11971

    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

    Melissa Principi Douglas Elliman Real Estate

    1135 Boisseau Ave, Southold, NY 11971
  • /33

    $1,674,999

    • 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
  • /7

    $1,700,000

    • Land
    • 5 Acres
    • $323,810 per Acre

    11200 N Bayview Rd, Southold, NY 11971

    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 equestrian grazing meadow to an adjoining 33 acre estate, this land offers a scenic, tranquil, secluded location close to gorgeous Bay beaches. Borders preserved land.Just a few miles to fine dining and cafes, tasting rooms & vineyards,

    Kathleen Travers Douglas Elliman Real Estate

    11200 N Bayview Rd, Southold, NY 11971
  • /4

    $799,000

    • Land
    • 2.29 Acres
    • $348,908 per Acre

    1350 Hortons Ln, Southold, NY 11971

    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

    Thomas McCarthy Thomas J McCarthy Real Estate

    1350 Hortons Ln, 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
  • /33

    $6,900,000

    • Land
    • 51 Acres
    • $135,294 per Acre

    44075 Route 25, Peconic, NY 11958

    Welcome to a rare opportunity to own a legacy in the heart of Long Island's famed wine country. Nestled on 51 acres in the coveted North Fork, this stunning winery and vineyard is more than a property; it's a chance to cultivate your dreams and continue a tradition of excellence. 46 total DRS acres of which 35 acres have mature vines. 4.46 acres of development rights in tact. Spanning 46 acres of

    Kristy Naddell Douglas Elliman Real Estate

    44075 Route 25, Peconic, NY 11958
  • /21

    $1,199,000

    • 3 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    1500 Hortons Ln, Southold, NY 11971

    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

    Stephen Abruzzo Gateway to The Hamptons R E

    1500 Hortons Ln, Southold, NY 11971
  • /2

    $599,000

    • Land
    • 3.03 Acres
    • $197,690 per Acre

    Unlisted Address

    Calling all privacy seekers! Located in the heart of Long Island's North Fork, this 3 acre flag lot is close to all that this area has to offer. Goldsmiths Inlet Park is just .5 mile down the road while Kennys sandy LI Sound beach is just 1.3 miles away. Close to vineyards, award winning dining, golf and so much more!

    Erica McKenzie Andrew Stype Realty Inc

    Unlisted Address
  • /4

    $1,600,000

    • Land
    • 2.00 Acres
    • $800,000 per Acre

    55975 Route 25, Southold, NY 11971

    2 Acres Of Highly Desirable Hamlet Business Zoning. Subdividable Into Half Acre Lots Or Build Multiple Structures. Multiple Residential Units Possible Or Residential/Commercial Mix. 4 Buildings Possible As Of Right. Great Route 25 Exposure & Great Location In Center Of Hamlet! Commercial Listing MLS# 3530579

    Colin McCarthy Thomas J McCarthy Real Estate

    55975 Route 25, Southold, NY 11971
  • /6

    $4,495,000

    • Land
    • 36 Acres
    • $124,861 per Acre

    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 Greater NY LLC

    50100 County Road 48, Southold, NY 11971
  • /36

    $1,349,000

    • 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
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