Southold Real Estate, Homes and Condos for sale

All Southold homes currently listed for sale in Southold as of 08/22/2019 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Southold homes for sale or other Southold real estate, please contact us and one of our knowledgeable Southold REALTORS® would be pleased to assist you.


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$8,800,000
1760 Sage Blvd, Southold NY 11971
4
BEDS
2
BATHS
1,500
SQFT
$5,867
$/SQFT
11.83
ACRES
1950
BUILT
"Brick Cove Was Originally A Brickyard Built In 1887. Today, It Is Home To A Thriving Marina With 138 Slips And A Single-Family Residence. Other Buildings On The Property Include Workshops, A Steel Barn, An Office/Marina Store, Pool House And Sheds. Guests Can Enjoy A Private Picnic Area, 25X50' In-Ground Pool, Three Tennis Courts And A 680' Private Bayfront Beach."
* LISTED OVER 120 DAYS 
$3,250,000
1605 N Parish Dr, Southold NY 11971
6
BEDS
4
BATHS
4,000
SQFT
$812
$/SQFT
0.66
ACRES
1966
BUILT
"North Fork Coastal Living! Stunning Six Bedroom Bayfront Home With Panoramic Views Of Peconic Bay, Shelter Island And Beyond! The Most Desired Beach And Sailing Location In All Of Southold. Includes An Expansive Deck For Entertaining And Dock Your Own Boat. A Spectacular Seaside Retreat!"
$2,495,000
21075 Soundview Ave, Southold NY 11971
5
BEDS
6
BATHS
5,544
SQFT
$450
$/SQFT
0.80
ACRES
1969
BUILT
"This home is made for entertaining! 5500 SF and 100' of Sound front with incredible views and spectacular sunsets. The main house features 5 BR including master suite with office, 6 BA, a loft and a full finished basement including a bathroom with a steam shower and sauna. Outside features a separate 2 bedroom guest cottage, a wraparound deck, gorgeous pool w/ a full cabana, bathroom, dressing room and wet bar. This house is everything and more!"
* PRICE LOWERED - $2,750,000 TO $2,495,000 
$2,300,000
495 North Parish Dr, Southold NY 11971
5
BEDS
5
BATHS
3,675
SQFT
$626
$/SQFT
0.80
ACRES
1982
BUILT
"Southold Bayfront - Bright 5 BR, 4.5 BA contemporary. Spacious open floor plan for family gatherings and entertaining. Great Room with vaulted ceiling leads to four season waterside porch with sweeping water views over Southold Bay to Shelter Island. Four generous en-suite bedrooms; two have waterside terraces. Protected beach with no bluff. Enjoy carefree & barefoot summers here!"
$1,999,999
105 Waterview Dr, Southold NY 11971
4
BEDS
4
BATHS
5,000
SQFT
$400
$/SQFT
4.00
ACRES
2006
BUILT
"Spacious Center Hall Colonial on Goose Creek w/ private dock. Gated custom-built waterfront estate w/ attention to every detail. 52' x 50' deck ready for pool insert. Premium oak floors, sauna, radiant floor heat, designer lighting & gourmet kitchen w/ global water views. French doors in master suite open to a sitting room w/ private Juliet balcony. Upstairs bonus room w/ full bath & separate entrance features stunning views of the creek. In the heart of the best sandy beaches & wineries."
* PRICE LOWERED - $2,199,000 TO $1,999,999 
$1,999,000
9326 Main Bayview Rd, Southold NY 11971
5
BEDS
6
BATHS
4,500
SQFT
$444
$/SQFT
3.62
ACRES
2005
BUILT
"Come see this one of a kind Sprawling Beach House situated on 3.5+acres of Waterfront Privacy, elevator, 5+BR, 5.5BA.,Gunite Heated Pool. Stunning waterfront views from every room, creek to bay access. This is a fantastic buy"
* PRICE LOWERED - $2,250,000 TO $1,999,000 
$1,995,000
1395 Sleepy Hollow Ln, Southold NY 11971
4
BEDS
5
BATHS
4,500
SQFT
$443
$/SQFT
1.08
ACRES
1999
BUILT
"Southold, North Fork: Authentic barn relocated to Goose Creek waterfront. Private setting. Sublime views. Flexible floorplan lends itself to owner occupied B&B (w/Town permit req'd). Large, open rooms include vaulted ceiling in the main living spaces and loft plus 3 en suite bedrooms with exquisite baths, additional bedroom and 1.5 baths. 2 fireplaces - feature incredible stonework. Study. Office. Dayroom and more. Large porches & great light."
* LISTED OVER 120 DAYS 
$1,950,000
2850 Cedar Beach Rd, Southold NY 11971
3
BEDS
1
BATHS
1,856
SQFT
$1,051
$/SQFT
2.91
ACRES
1979
BUILT
"Major price reduction! Own this amazing waterfront property consisting of two rare single and separate creek front lots. Live on the entire peninsula and renovate the existing home or design new and create a waterfront house to maximize spectacular views of the creek and bay. The barn on a single and separate deeded lot could be sold and converted to your architectural vision! Owners want to hear all offers."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,995,000 TO $1,950,000 
$1,875,000
695 N Parish Dr, Southold NY 11971
4
BEDS
3
BATHS
0.53
ACRES
1960
BUILT
"Its all about Location! Stunning Views from this Southold Bayfront Ranch Home with Walk Out Lower Level. Rare Opportunity To Own a Home Directly on Southold Bay Near Goose Creek. Open Floor Plan. Gorgeous View from Living Room, Dining Room, and Master Bedroom As well as Downstairs Living Area. Two Level Deck for Entertaining, Lawn and Sandy Beach. Not in Flood Zone. Become Part of this North Fork Community For Generations To Come!"
* LISTED OVER 120 DAYS 
$1,800,000
1515 Calves Neck Rd, Southold NY 11971
2
BEDS
2
BATHS
2,350
SQFT
$766
$/SQFT
0.58
ACRES
1957
BUILT
"Cape Cod Waterfront located on one of Southold's most coveted streets, combines the best of elegance, style, & craftsmanship. Vaulted ceilings, 2 wb frplcs & a long stretch of windows w/ spectacular views of Town Creek & Southold Bay connect the open chef's EIK-living-dining. Enjoy the large waterside deck, or meander down to the shoreline, protected by rip rap, to a long gracious dock w/ 3ft.8in of depth at low tide. Room for mastersuite on main level. Wood floors, CAC, updated windows & doors."
$1,775,000
1380 Oakwood Dr, Southold NY 11971
4
BEDS
5
BATHS
3,800
SQFT
$467
$/SQFT
0.70
ACRES
1986
BUILT
"Welcome to this impeccably maintained Post Modern home. With over 3800 sq.ft. of living space and 92' water front w/dock & direct bay access.This home expemplifies pride in ownership. Contained within are 4 BRs, 4.5 baths including 2 master suites, office, EIK, den w/fireplace & wet bar. Formal LR, Formal DR, three season water view sun room. Expansive upper & lower water view decks. Finished basement, 2 car garage. Professionally landscaped grounds w/mature plantings. Minutes to Bay beach."
$1,649,000
17975 Soundview Ave, Southold NY 11971
3
BEDS
2
BATHS
1.20
ACRES
1950
BUILT
"Breathtaking views of the Sound all the way to Connecticut are yours in this light filled home. Very private setting on beautifully landscaped 1.4 acres. 115' of beachfront. Beautifully renovated with open floor plan ideal for summer entertaining. New kitchen is the perfect place to prepare gourmet meals. Dine al fresco on your deck as you watch the sun set into the shimmering sound. Nestled between the sound & bucolic vineyards this superb location is convenient to the best of the North Fork!"
$1,590,000
3370 Paradise Point Rd, Southold NY 11971
5
BEDS
4
BATHS
5,300
SQFT
$300
$/SQFT
2.76
ACRES
2000
BUILT
"Double diamond move in ready Home With 5300Sq.Ft. Of Living Area.Located On Shy 3 Aces Of Wooded Paradise. Soaring Marble Floored Foyer, Ensuite Mbr, Jr. Master Ensuite. 3 Additional Br, Bath, .5Ba, 3 F/P. Custom Built, 3200 Bottle Wine Cellar W/Tasting Room, Gourmet Kitchen, Walkout Full Finished Basement. Beach And Boating Rights. Many More Amenities And Features, call for information."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,619,000 TO $1,590,000 
$1,545,000
1475 Waterview Dr, Southold NY 11971
5
BEDS
2
BATHS
6.75
ACRES
1861
BUILT
"Situated On 6.75 Tranquil And Very Priv. Acres, This Is One Of The Last Large Goose Creek Waterfront Parcels And Has The Possibility Of Encompassing 3 Add'l Building Lots. This Charming Circa 1850 Historic Home, Known As The Pease Property, Includes 5 Brs, 2 Bths,And A Spacious Eat-In Kitchen/Dining Area Addition. Above The Garage Is A Huge Guest Area With Beautiful Hw Flooring. The Idyllic Grounds Include A Sparkling Pool, 5,000 Sq.' Organic Berry/Vegetable Garden, And A 10,000 Sq.' Orchard."
* PRICE LOWERED - $1,595,000 TO $1,545,000 
$1,400,000
90 Kimberly Ln, Southold NY 11971
4
BEDS
3
BATHS
3,400
SQFT
$412
$/SQFT
1.09
ACRES
1989
BUILT
"3,400sqft traditional home w/ a contemporary vibe, located on one of Southold's most coveted streets.4-beds,2.5-baths, living room w/ fireplace, formal dining, & large den open to a gourmet kitchen & breakfast area.Double French doors lead out to a stone patio w/ saltwater pool & cabana, perfect for entertaining.Situated on 1.09 acres of pristine landscape w/ full irrigation.Wood floors & CAC throughout, finished lower level & 2 car garage.Top it off w/ deeded bay beach access across the street."
$1,389,000
435 Watersedge Way, Southold NY 11971
3
BEDS
1
BATHS
1,214
SQFT
$1,144
$/SQFT
0.48
ACRES
1973
BUILT
"Stunning Panoramic Bay Front Views With 100 Ft Of Sandy Private Beach. Home Is Set On A Gracious Lawn That Is Fully Bulk-Headed. Impeccably Maintained Ranch, Offering One Floor Living With Foyer, Living Room With Wood Burning Fireplace, Eat-In Kitchen, Parquet Wood Floors, 3 Bedrooms, 1 Full Bath, Sun Porch/Dining Room, Stone Patio With Electric Awning, Full Basement, Attic, 1-Car Garage, Shed & Greenhouse."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,490,000 TO $1,389,000 
$1,375,000
1080 Kimberly Ln, Southold NY 11971
4
BEDS
3
BATHS
0.95
ACRES
1998
BUILT
"Entertainers' Delight on the North Fork! Patio, Deck, Pool, Hot Tub and Private Beach Access... Great Home for a Summer Party and BBQ. Spacious Modern Eat in Kitchen, Den with Fireplace plus Formal Living Room and Dining Room Gives the Homeowner the Choice of Formal or Casual Gatherings. Close to Vineyards, Fishing, Sailing, Horse Farms, Farm Stands and Fine Dining."
$1,299,000
1155 Arshamomaque Ave, Southold NY 11971
4
BEDS
4
BATHS
3,300
SQFT
$394
$/SQFT
0.51
ACRES
1974
BUILT
"Wonderful Waterfront Open Views, Protected 81' Deep Water Docking- New Bulkhead included. Pool permit in place! 3300 Sq.Ft., 4 Bedrooms - all ensuite. 1st Floor Bedroom,Master Suite w/Sitting Rm And Balcony. Newly Updated EIK, Large Great Rm w/ Fireplace & Bar - all Open To Waterviews. Bedrooms Have Balconies. Great Views In Every Room! Finished Basement. Association Bay Beaches Steps Away. Entertain Friends & Family In Style, Enjoy Boating,Swimming,Nature. Just Heaven!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,325,000 TO $1,299,000 
$1,299,000
20845 Soundview Ave, Southold NY 11971
3
BEDS
2
BATHS
0.64
ACRES
1951
BUILT
"Views, Views, Views! Fresh, Move-In, Light-Filled Sound Front Contemporary. Recent Renovation Sparkles Throughout. Fabulous Feeling in this Modern, Convenient, One-Level Waterfront Home With Stellar Sound Views. Your Own Stairs To Bulkheaded Waterfront. Access For Swim, Paddle, Fishing And Play. Separate Accessory Building Provides Large, Clean, Bright Space And Plenty Of Room For Stowing Paddleboards, Kayaks And Bikes."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,375,000 TO $1,299,000 
$1,200,000
13675 Main Bayview Rd, Southold NY 11971
6
BEDS
3
BATHS
3,093
SQFT
$388
$/SQFT
0.90
ACRES
1898
BUILT
"Southold quintessential Farmhouse c. 1889. Living room, dining room, and den with built-ins. Wood floors, original doors and moldings. Large kitchen with walk in pantry. Mud room with stone fireplace and stone bathroom, an office and screened porch complete the first floor. Two staircases to 2nd floor. Master bedroom suite with full bath and 5 more bedrooms and bath. Set on a shy acre landscaped for privacy. Two outbuildings-a milling and a milking shed. Original water tower. Close to bay beach"
* NEW LISTING 
$1,079,000
1580 Corey Creek Ln, Southold NY 11971
4
BEDS
3
BATHS
3,000
SQFT
$360
$/SQFT
0.79
ACRES
1987
BUILT
"Spectacular Waterfront 4Bdr 3Bth Spacious Beach Home. This home features prime forever views from an ideal Southwestern exposure, 140 feet of direct water frontage and its own private dock. Located in a peaceful and serene Bayview community which is part of Corey Creek Homeowners Association. Direct backyard boating access to: Peconic Bay, Greenport Village, Sag Harbor and All Points East. HOA Fees Only $225 Per Year. Come experience the very best of what true North Fork Living Has To Offer!"
* PRICE LOWERED - $1,179,000 TO $1,079,000 
$995,000
175 Lake Dr, Southold NY 11971
3
BEDS
2
BATHS
2,100
SQFT
$474
$/SQFT
0.50
ACRES
2002
BUILT
"LIGHTHOUSE INSPIRED LAKEFRONT BEACH HOUSE WITH VIEWS OF SUN SETTING IN LI SOUND. This 3-4 bedroom, two bath, mint condition beach house is the perfect location for a summer retreat for your family. Located on a quiet country lane with water views out of every window! Located on top of a small, wooded, sand dune."
* PRICE LOWERED - $1,100,000 TO $995,000 
$995,000
775 Mill Creek Dr, Southold NY 11971
3
BEDS
1
BATHS
1,100
SQFT
$905
$/SQFT
0.25
ACRES
1952
BUILT
"Escape to the peace and quiet of this tranquil cottage situated on Hashamomuck Pond an inlet off Peconic Bay. FEATURES: 3 bedrooms and 1 bath. Spacious living room w vaulted ceiling & fireplace entering into bright glass enclosed heated porch w picturesque views. Great clamming & oystering in season. Close proximity to 65 vineyards, 4.5 miles to Greenport, cycling paradise with easy access to Shelter Island within 5 miles."
$975,000
805 Water Terrace, Southold NY 11971
4
BEDS
3
BATHS
2,700
SQFT
$361
$/SQFT
0.70
ACRES
2006
BUILT
"Southold - Angel Shores Bayfront Community - Spacious & Light Filled 4-5 Bedroom 3 Bath Traditional Featuring A Stunning Custom Designed Chef's Kitchen, Great Room W/Fireplace, Living Room & Formal Dining Room Including Master Bedroom Suite With Gorgeous Custom Tiled Bath, Radiant Heat, Cac, Cvac. Expansive Rear Deck Overlooks Preserved Land, Plus Enjoy Nearby Deeded Bay Beach."
* LISTED OVER 120 DAYS 
 
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