92 Homes For Sale in Southold, NY

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$595,000Est. Payment
-- Beds | -- Baths | -- Sqft
44780 County Road 48, Southold, NY 11971
House For Sale

A tremendous turn-key opportunity to own your own business. Situated on a well-traveled road, conveniently located. Highway corridor with great exposure and easy access from east and west. The building sits on a fabulous 1.51 acre cleared property that has many possibilities for outdoor hospitality and entertainment. The parking lot holds over 50 cars and the restaurant was completely renovated in 2016, as was the spacious fully functional kitchen. Featuring large basement storage, dedicated dishwashing area, large dining room, separated bar area, outdoor seating, manager's office and fully renovated restrooms, you will not find another offer like this in this very sought-after location. Property is for sale and can be packaged with this business. Own this business along with the property for the price of rental payments. Purchase and take advantage of the upcoming spring/summer/fall OUTDOOR season. Property is Primetime and has tremendous potential for growth.

$2,149,999Est. Payment
4 Beds | 5 Baths | 4,300 Sqft
1580 N Bayview Road, Southold, NY 11971
House For Sale

Approved for 18' x 30' pool off deck overlooking water. Spectacular waterfront property with nearly 345' of frontage. Light-filled, spacious, newly renovated home on Goose Creek with stunning 180 degree water views, close to outlet leading to Peconic Bay, 2 docks, gourmet kitchen, living room, family room, breakfast nook, 3 fireplaces, wine cellar in basement, 2-car garage. Sale includes adjoining two lots. Short walking distance to Goose Creek beach and Southold Yacht Club.

Let's get you that Dream Home!

Thomas McCarthy

(631) 765-7734
$939,000Est. Payment
4 Beds | 3 Baths | 2,600 Sqft
310 Chablis Path, Southold, NY 11971
House For Sale

Located in coveted Chardonnay Estates is this beautiful traditional style home featuring 4 bedrooms, 2 1/2 bathrooms and wood burning fireplace. The grounds are meticulously landscaped and ready for outdoor entertaining, while leaving plenty of room for an in-ground pool. Enjoy close proximity to world class vineyards, Bay and Sound side beaches and historic Greenport Village.

$1,150,000Est. Payment
3 Beds | 2 Baths | 1,900 Sqft
6910 Soundview Avenue, Southold, NY 11971
House For Sale

Amazing opportunity to own a slice of heaven within the North Fork's hamlet of Southold. This private and well maintained Cape rests easy on a lush 1.12 acre lot abutting preserved farmland to the South West and is part of Southold Town Parks District. Sprawling level grounds provide ample space to enjoy this home's in-ground swimming pool, offers peek-a-boo winter water views and deeded access to Great Pond. On the interior, key features are hardwood floors throughout, main level bedroom, updated kitchen, wood burning fireplace, 2 full bathrooms, two additional generously sized bedrooms and an attached two car garage. Location is key with this property as it's within close proximity to Soundview Dunes Park which offers the best hiking on the North Fork and minutes from Kenneys and McCabe beach. Don't let this tucked away gem slip away!

$1,425,000Est. Payment
4 Beds | 4 Baths | 2,600 Sqft
505 Lakeside N Drive, Southold, NY 11971
House For Sale

This Fabulous To-Be-Built Residence Simply Won't Last! Move-in Summer 2021! Nestled in a Coveted North Fork Beach Community. Prepare to be Wowed by the Custom-Quality Construction and the Fine Attention to Detail Throughout This Home Featuring a Main Level Master Ensuite, Living Area w/Gas Fireplace, Dining Room, and Well-Appointed, Open-Concept Kitchen with stunning Quartz counters & an Oversized Dining Island. Main Level Laundry, Mud/Garage Entry and Powder Room. The Upper Level includes a Jr. Master Ensuite, 2 Guest Bedrooms and Guest Bathroom, plus unfinished Bonus/Storage Space. Central Vac, Central Air, Lawn Sprinklers, Full Basement and Attached 2-Car Garage. RE Taxes are Estimated/TBD. Photos Shown are of a similar already-built home. Don't Miss Your Opportunity to be in your Brand New Home in the Summer of 2021!

$995,000Est. Payment
3 Beds | 3 Baths | 2,000 Sqft
275 Mid Farm Road, Southold, NY 11971
House For Sale

Meticulous 3 bedroom, 2.5 bath ranch located in coveted Calves Neck area of Southold. Renovated kitchen, large living/dining room with vaulted ceiling and fireplace. Spacious backyard for entertaining and inground heated salt water pool! Large windows allow a lot of light into this easy one level home. Close to all the North fork has to offer!!

$599,000Est. Payment
3 Beds | 2 Baths | 1,200 Sqft
452 Paradise Shores Road, Southold, NY 11971
House For Sale

Secluded Private 3 Bedroom 2 bath Spilt Ranch. Totally Updated Interior. Lovely EIK W/ Stainless Steel Package, Dining Room & Living Room With Wood Burning Stove Set On .52 Acre Lot With Beach Rights.

$795,000Est. Payment
3 Beds | 2 Baths | -- Sqft
600 Parkway, Southold, NY 11971
House For Sale

Pristine ranch in coveted Southwoods Community just listed. Walk in the door to a beautiful open and airy floor plan Hardwood floors complement the gorgeous Granite kitchen with stainless appliances. Home has a breakfast room/family room for casual dining and a formal dining room. Master bedroom has en-suite bathroom and 2 other bedrooms and full bath. Home includes a full basement and walk up attic has potential for future plans. Beautiful fenced yard has wood gazebo and patio area for entertaining. Down the street is a Private Community park with boat launch and chairs for BBQing. Come bring your kayak and have fun! Goose Creek Beach only a few blocks away as well! Hurry this won't last!

$1,499,000Est. Payment
2 Beds | 2 Baths | 1,600 Sqft
2225 N Sea Drive, Southold, NY 11971
House For Sale

100 feet of walk out sound front beach. One of only a few homes on the North Fork with such access. Enjoy sunsets from the private deck.Make this amazing piece of property your very own. Two bedrooms and 2 baths with room to grow on this almost half acre beach property. Act now as these properties don't come around often.

$1,400,000Est. Payment
4 Beds | 4 Baths | 3,181 Sqft
40135 Cr 48, Southold, NY 11971
House For Sale

Vineyard Overlook combines North Fork character with a modern take on farmhouse style which melds perfectly with the tree lined entrance and vistas over sweeping scenic vineyards. Nestled in on three sides with evergreen plantings that capture the snow and seclusion, picturesque sunsets from the pool and property showcase the rolling vineyards. 2 fireplaces, wrap around porch, finished basement with den, laundry room, home office complete interior/exterior refresh in 2020. Highlights the best elements of a North Fork retreat. Moments from Kenney's Beach, Southold Village shops and adjacent to Sparkling Pointe Vineyard.

$1,075,000Est. Payment
3 Beds | 3 Baths | 2,500 Sqft
695 Town Harbor Lane, Southold, NY 11971
House For Sale

Step behind the hedges. Founders Landing, Southold. Private park-like .63 acre. Custom Arts & Crafts influenced home. Bay beaches, marina, restaurants, shopping & transportation all just a stone's throw away. Exquisitely landscaped. Gracious front porch. Large foyer with a one-of-a-kind staircase with crafted newel posts. Vaulted ceilings, large windows w/ transoms and an openness that invites nature inside. Imposing brick wood-burning fireplace. Custom kitchen, dining room w/ tray ceiling. French doors lead to sunroom w/ west, south & north exposures. 1st fl master suite.. Beautiful fenced backyard w/ brick patio & specimen plantings. Plenty of room for the pool of your dreams. Whole house generator. Meticulously maintained and move-in ready. Adjacent .64 acre property also available. Call for details. Your family compound might just be in sight.

$965,000Est. Payment
3 Beds | 3 Baths | 2,400 Sqft
3330 N Bayview Road, Southold, NY 11971
House For Sale

This is the location you have been searching for! Steps to Goose Creek Beach and the Southold Yacht Club, this custom built residence is perfectly sited on a one acre parcel bordered by preserved land and set back for privacy with room for a pool. Features include 1st floor Master Bedroom with Master bath including separate tub and shower, spacious updated kitchen, light filled breakfast room, home office and Great room with brick fireplace with 20 ' ceilings and skylights to bring in natural light. Close to all North Fork amenities. A perfect location!

$816,500Est. Payment
3 Beds | 2 Baths | 1,225 Sqft
350 Richmond E Road, Southold, NY 11971
House For Sale

Architect owned & designed, fully renovated contemporary home on private road, just a short walk to association beach on Hashamomuck Pond in Southold. 3 bedrooms, 2 full baths, eat-in-kitchen with open common area. New mechanicals, appliances, upgraded electric, CAC, large deck and room for a pool. The perfect getaway with excellent rental potential.

$769,000Est. Payment
3 Beds | 2 Baths | 1,600 Sqft
450 Bay Haven Lane, Southold, NY 11971
House For Sale

Newly Renovated, Mint Condition Beach Home Features One Level Open Floor Plan, Large Eat-In Kitchen, Living Room W/ Fireplace And Dining Area. Master Ensuite Bedroom, New Decking With Room For Fire Pit & Backyard Pool. Deeded Beach Rights. New Siding, Gutters, And Full, Dry Basement That Can Easily Be Finished.

$579,000Est. Payment
2 Beds | 2 Baths | -- Sqft
2555 Youngs Avenue 14d, Southold, NY 11971
Condominium For Sale

Stunning North Fork condo with premium features and outstanding top to bottom 2020 complete renovation encompassing unsurpassed quality and attention to detail. Includes brand-new custom kitchen with high end stainless steel appliances, quartz countertops, high end shaker kitchen cabinets and custom herringbone backsplash, expansive living room/dining room with sliders to patio, brand new bathrooms with marble counters, designer tile and vanities, first floor washer/dryer and oversized full basement with natural light and high ceilings. Access to private pool and clubhouse steps away. Close to town, eateries, shopping and numerous beaches. Move in today or great investment property! Fully furnished/negotiable.

$3,365,000Est. Payment
50 Acres
751 Laurel Avenue, Southold, NY 11971
Lots Land For Sale

Southold, North Fork RARE 50 acre (approx) offering includes 3 lots (705,751, and 2425 Laurel Avenue) made up of 3 SCTM parcels: 1000-55-6-35 (23 acres) & 36 (11.5 acres) and 1000-56-1-1(10.68 acres). Wooded, sub-dividable LAND with development rights in place - establish your North Fork legacy here: farm, compound, you name it! R80 residential zoning. Close to village amenities, boating and area beaches and more! Expired 18 lot subdivision. INQUIRE.

$3,395,000Est. Payment
3 Beds | 9 Baths | 6,700 Sqft
53930 Route 25, Southold, NY 11971
House For Sale

Two properties one: a stunning church/community building of 320 people capacity and the other, a beautiful 10 rooms home in the heart of the village of Southold on the North Fork on Long Island. An abundance of business, artistic or fitness potential with its 30 car parking. Set on a 1.15-acre lot in the heart of the Business Hamlet of Southold, this rare property offers the chance to blend business with pleasure thanks to being zoned commercial and residential. The options are endless. Whether you want to transform this elegant property into a restaurant, wedding venue, an art gallery, a music hall, a coffee shop, bed and breakfast or solely residential the choice is all yours.

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