Southold, NY Homes

• 

  

  

  /47

  $2,850,000 Open Sun 11AM - 1PM

  • 4 Beds
  • 5 Baths
  • 3,500 Sq Ft

  54985 Middle Rd, Southold, NY 11971

  Southold, North Fork. This exceptional waterfront estate features a private beach on Long Island Sound and offers stunning sunsets that enhance its luxurious, resort-like atmosphere. Conveniently located between the vibrant maritime village of Greenport and the charming hamlet of Southold, .71 acres of level land designated as a FEMA safe zone (Zone X). With approximately 78 feet of bulkheaded

  Nicholas Planamento William Raveis New York LLC

  54985 Middle Rd, Southold, NY 11971
• 

  

  

  /36

  $15,000 per month

  • 5 Beds
  • 3.5 Baths
  • 3,700 Sq Ft
  • House for Rent

  425 Cedar Point Dr E, Southold, NY 11971

  Now Available for Off Season Rental Until March 31, 2025 and Post Labor Day 2025. Rented June 1 - September 30th. Set Creekfront with Private Dock and Associated Bay Beach Access in Community. The Extensive Rear Patio Area is Impressive with an Inground Pool and Jacuzzi. All Creekfront with a Beautiful View. The Home is Grand and Designed to Entertain. Boasting 5 Bedrooms and 4 Baths. 2 Large

  Rene Giacobbe Douglas Elliman Real Estate

  425 Cedar Point Dr E, Southold, NY 11971
• 

  $926,000 Sold Jan 24, 2025

  • 1,560 Sq Ft
  • $594/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1964

  200 Crittenden Ln, Southold, NY 11971

  This beautifully maintained ranch features 3 spacious bedrooms, 2 fully renovated bathrooms, and an updated eat-in kitchen with quartz countertops. Additional highlights include a 16x32 pool, and deeded creek access. Situated within the Southold Park District, this home offers exclusive access to Founders Landing Park/Beach, making it ideal for year-round living or a delightful second home on the

  Katie DiGregorio Corcoran

  200 Crittenden Ln, Southold, NY 11971
• 

  Est $906,456 Not Listed For Sale

  • 3 Beds
  • 2 Baths

  430 Highwood Rd, Southold, NY 11971

  430 Highwood Rd, Southold, NY 11971
• 

  

  

  /36

  $2,850,000 Open Sun 11AM - 1PM

  • 4 Beds
  • 5 Baths
  • 3,500 Sq Ft

  54985 County Road 48, Southold, NY 11971

  Southold, North Fork. This exceptional waterfront estate features a private beach on Long Island Sound and offers stunning sunsets that enhance its luxurious, resort-like atmosphere. Conveniently located between the vibrant maritime village of Greenport and the charming hamlet of Southold, .71 acres of level land designated as a FEMA safe zone (Zone X). With approximately 78 feet of bulkheaded

  Nicholas Planamento William Raveis (Mattituck)

  54985 County Road 48, Southold, NY 11971
• 

  

  /29

  $10,000 per month

  • 5 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • House for Rent

  5650 N Bayview Rd, Southold, NY 11971

  Historic Main Bayview schoolhouse converted to country residence located at 5650 N Bayview Road, Southold. Country residence features 5 bedrooms in historic Main Bayview Schoolhouse converted to residence - sleeps max 10 people. Pet friendly. Equidistant to Cedar Beach and Goose Creek Beach. Moments to village of Southold, North Fork wine trail, area shops and top tier restaurants. An ideal

  Nicholas Planamento William Raveis New York LLC

  5650 N Bayview Rd, Southold, NY 11971
• 

  $1,925,000 Sold Jan 23, 2025

  • 3,377 Sq Ft
  • $570/SF
  • 75 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1930

  4015 Main Bayview Rd, Southold, NY 11971

  Discover your dream home in this turn key and meticulously maintained waterfront property situated on 1.25 sprawling acres. This home has been recently expanded and completely renovated throughout, all while preserving the unique charm of a scallop shack in the 1800's and its 1930's design. As you enter, you'll be greeted by bright, airy spaces that highlight the home's exquisite design and

  Susan Orioli Engel & Volkers North Fork

  4015 Main Bayview Rd, Southold, NY 11971
• 

  Est $1,984,271 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,675 Sq Ft

  Unlisted Address

  Unlisted Address
• 

  

  /22

  $2,495,000

  • 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
• 

  

  /30

  $24,000 per month

  • 4 Beds
  • 3.5 Baths
  • House for Rent

  6430 Hortons Ln, Southold, NY 11971

  Lovely spacious newly built Colonial just down the lane from 4 gorgeous LI Sound Beaches. Main Floor Primary Bedroom En-suite with private side entrance and it's own deck. Second Primary Bedroom En-Suite on level 2 (has radiant heat floor and heat lamp). Two additional Bedrooms, a full Bath in the hall, and Laundry Room. Kitchen has huge island with seating, 6 burner or griddle dual fuel oven.

  Kate Carpluk William Raveis New York LLC

  6430 Hortons Ln, Southold, NY 11971
• 

  $1,020,000 Sold Jan 16, 2025

  • 2,700 Sq Ft
  • $378/SF
  • 29 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2004

  375 Kenneys Rd, Southold, NY 11971

  Dream Big! This generously proportioned home sitting on an oversized lot is ready for you to turn into your own private oasis. Four spacious bedrooms with a main floor primary suite, large living area, and many extras make this beautiful property an ideal choice for anyone who wants enough room to grow. The grounds are spectacular, with secret gardens and plenty of room for a pool. Close to world

  Regan Battuello The Agency Northshore NY

  375 Kenneys Rd, Southold, NY 11971
• 

  Est $913,082 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  60 Koke Dr, Southold, NY 11971

  60 Koke Dr, Southold, NY 11971
• 

  

  /33

  $899,000 Open Sun 2PM - 4PM

  • 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
• 

  

  /27

  $8,000 per month

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • House for Rent

  400 Hill Rd, Southold, NY 11971

  Welcome to your perfect summer getaway located in the desirable Claves Neck neighborhood of Southold. This comfortable Ranch has ample space for the whole family to unwind and recharge after a day of exploring the North Fork. The home offers a fully equipped kitchen, spacious living, and dining rooms, three pleasant bedrooms, two pristine bathrooms. Outside, a savor al fresco dining amid the lush

  Jeanmarie Bay William Raveis New York LLC

  400 Hill Rd, Southold, NY 11971
• 

  $1,573,500 Sold Jan 10, 2025

  • 2,334 Sq Ft
  • $674/SF
  • 50 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 2024

  500 Arshamomaque Ave, Southold, NY 11971

  This stunning new construction modern farmhouses is located in the quiet community of Beixedon Estates. This property boasts both indoor and outdoor spaces built to enjoy North Fork living. The house has a primary suite on each floor, with the primary baths curated in style and function. The kitchen shares the open living room and sliding glass doors to the outdoor patio and pool overlooking

  Lisa Davey LI Probate Realty Inc

  500 Arshamomaque Ave, Southold, NY 11971
• 

  Est $1,871,027 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,232 Sq Ft

  6320 Main Bayview Rd, Southold, NY 11971

  6320 Main Bayview Rd, Southold, NY 11971
• 

  

  /17

  $779,000

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  570 N Bayview Rd, Southold, NY 11971

  Perfect opportunity for 1st time buyers, downsizers, or investors! This original-style 3-bedroom, 1-bath ranch, perfectly situated just steps from a beautiful Goose Creek beach in a highly desirable Southold location. With a spacious backyard and room for a pool, this home offers a fantastic opportunity to make it your own. Enjoy the convenience of single-level living, featuring a primary bedroom

  Ryan Springer Corcoran

  570 N Bayview Rd, Southold, NY 11971
• 

  

  /33

  $25,000 per month

  • 4 Beds
  • 3.5 Baths
  • House for Rent

  910 Glenn Rd, Southold, NY 11971

  Introducing your perfect retreat! This stunning 4-bed, 3.5-bath waterfront oasis nestled on West Creek in Southold. Enjoy access to Peconic Bay via your private dock. Spanning approx 3500 sq ft, revel in the elegance of oak floors, a luxurious soaking tub, and high ceilings throughout. The 1st floor has 2 primary ensuites, a spacious Great Room with cozy fireplace, laundry, and 2.5 baths +2-car

  Andrea Parks Douglas Elliman Real Estate

  910 Glenn Rd, Southold, NY 11971
• 

  $690,000 Sold Jan 02, 2025

  • 1,028 Sq Ft
  • $671/SF
  • 58 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1950

  190 Richmond Rd E, Southold, NY 11971

  Fall in love with the North Fork in this perfectly sized bungalow, just steps from Long Island Sound. Enjoy access to Hashamomuck Pond and Long Creek, perfect for canoeing or kayaking, just 170 steps away, at the end of the private road—shared with just nine other properties. With three bedrooms, a full bath, eat-in kitchen, living room, enclosed porch, and laundry, this home has been updated

  Edward Taraskewich Howard Hanna Rand Realty

  190 Richmond Rd E, Southold, NY 11971
• 

  Est $1,263,706 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths

  1180 Corey Creek Ln, Southold, NY 11971

  1180 Corey Creek Ln, 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
• 

  

  /19

  $28,000 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  1100 Pine Ave, Southold, NY 11971

  Permit #: 0160. This Superb 3-Bedroom, 2-Bathroom Ranch Home Showcases Gorgeous Water Views And Is Strategically Located Near Goose Creek Beach And The Pulsating Heart Of Southold, Allowing You To Enjoy The Best Of Both Worlds. The Interior Is Beautifully Designed With A Minimalist Aesthetic, Offering A Serene Retreat From The Every Day Hustle And Bustle. The Open Layout Allows For Easy Movement

  Colin McCarthy Thomas J McCarthy Real Estate

  1100 Pine Ave, Southold, NY 11971
• 

  $999,999 Sold Dec 30, 2024

  • 3,233 Sq Ft
  • $309/SF
  • 105 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1973

  1305 Cedar Dr, Southold, NY 11971

  Just in time for summer! Completely renovated expanded ranch offering more than 3200 sq feet for family and friends. The open floor plan exudes natural light, a beautiful chef's kitchen with a spacious quartz island, and plenty of dining and lounge space. The primary ensuite bedroom, situated on the main floor, is adorned with a luxury spa bathroom, a walk-in closet, and a bonus space for an

  Alexis Meadows Douglas Elliman Real Estate

  1305 Cedar Dr, Southold, NY 11971
• 

  Est $930,557 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  50 Wabasso St, Southold, NY 11971

  50 Wabasso St, Southold, NY 11971
• 

  

  /13

  $1,999,000

  • 4 Beds
  • 2.5 Baths
  • 3,800 Sq Ft

  25 Lighthouse Rd, Southold, NY 11971

  Every so often a truly exceptional home comes available – and this is one of those homes. On a quiet, historic Southold lane, the home sits at the end of a long driveway providing plenty of privacy. A short distance to both Long Island Sound and Peconic Bay beaches, restaurants, wineries, and shopping in both Southold and Greenport, this exquisitely designed custom-built Nantucket style home

  Janet Bidwell Douglas Elliman Real Estate

  25 Lighthouse Rd, Southold, NY 11971
• 

  

  /16

  $20,000 per month

  • 3 Beds
  • 3 Baths
  • House for Rent

  480 N Bayview Road Extension, Southold, NY 11971

  Experience refined living in the exquisite 3 bedroom 3 bath home available to rent for the summer season. This charming residence is in the heart of Southold where beach and town access is most convenient. Delight in the spacious grounds surrounding this property tucked up on a meandering hill providing a serene, private retreat. The backyard is fenced and pets are welcome. Step inside to

  Alexis Meadows Douglas Elliman Real Estate

  480 N Bayview Road Extension, Southold, NY 11971
• 

  $2,900,000 Sold Dec 26, 2024

  • 4,240 Sq Ft
  • $684/SF
  • 50 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1996

  215 Colony Rd, Southold, NY 11971

  Down a graceful country road, on the North Fork of Long Island your dream retreat awaits. Spanning over 13 acres with 354 feet of waterfront on Arshamomaque Pond leading out to the Peconic Bay. There is a 20 x 40 gunite pool, a barn with horse stalls, should you choose or for use as an art barn! Plenty of room for tennis. Inside is an exceptional chef's kitchen with a Wolf range, butler's pantry

  Sheri Winter Parker Corcoran

  215 Colony Rd, Southold, NY 11971
• 

  Est $903,539 Not Listed For Sale

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

  150 Baywater Ave, Southold, NY 11971

  150 Baywater Ave, Southold, NY 11971
• 

  

  /21

  $735,000

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft

  860 N Bayview Rd, Southold, NY 11971

  Location, Location, Location !!!This beautiful ranch home is located just around the bend from the Goose Creek Beach. There are three large bedrooms, an eat in kitchen, formal dining room, living room, full basement, garage, and an enclosed breezeway in between the home and garage. The property has a nice grass lawn with mature plantings, and the rear yard is fenced with room for a pool.

  Kenneth Poliwoda Douglas Elliman Real Estate

  860 N Bayview Rd, Southold, NY 11971
• 

  

  /13

  $7,000 per month

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • House for Rent

  Unlisted Address

  Experience the charm of this delightful rental cottage nestled in Southold, North Fork, just a stone’s throw from Founder's Landing Park and Wharf House, with one of the most amazing sugar sand beaches in our community. This unique, fully furnished one-bedroom retreat features flexible rental periods and competitive rates throughout the year.Imagine waking up to the serene views of a beautiful

  Nicholas Planamento William Raveis New York LLC

  Unlisted Address
• 

  $999,000 Sold Dec 19, 2024

  • 49 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1909

  3475 Oaklawn Ave, Southold, NY 11971

  Quintessential North Fork Farmhouse circa 1909, renovated for the comfort and convenience of today's discriminating buyers. This home is loaded with charming, period details. It has 10-foot ceilings on 1st floor 9-foot ceilings on 2nd floor. On the first floor you have an enclosed front porch for receiving guests, living room, formal dining room, home office, laundry room, half bath and the front

  Stephan Mandresh Douglas Elliman Real Estate

  3475 Oaklawn Ave, Southold, NY 11971
• 

  Est $707,393 Not Listed For Sale

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

  500 Glenn Rd, Southold, NY 11971

  500 Glenn Rd, Southold, NY 11971
• 

  

  /38

  $1,077,000

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  380 Hickory Rd, Southold, NY 11971

  Head inside this custom-built, one-owner home nestled in a serene mid-block location, just moments from Southold's finest beaches including Kenney’s and McCabe’s Beach and a few blocks from Little Fish restaurant. This move-in-ready post-modern home boasts an open-to-above entry with gleaming hardwood floors, well-appointed rooms, and a professionally designed kitchen featuring high-end stainless

  William Ortiz Redfin Real Estate

  380 Hickory Rd, Southold, NY 11971
• 

  

  /26

  $14,000 per month

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft
  • House for Rent

  1175 Waterview Dr, Southold, NY 11971

  Southold Goose Creek Waterfront Home. Immaculate sun-filled home with all you will need to relax and enjoy summer. Large living room, and dining room. Well equipped Kitchen with sliders to deck, Den with amazing water views. Ensuite bedroom with water views, 2 additional bedrooms and bathrooms. Furnished deck and large yard. There is a dock to fish, boat, paddle board or kayak (2 included) from

  Amy Kirincic The Agency Northshore NY

  1175 Waterview Dr, Southold, NY 11971
• 

  $1,325,000 Sold Dec 18, 2024

  • 2,700 Sq Ft
  • $491/SF
  • 58 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1990

  1830 Laurel Ave, Southold, NY 11971

  Completely renovated 4 bedroom, 2.5 bath center hall colonial on spacious lot in the Long Pond Estates section of Southold. All new hardwood floors, custom moldings, bathrooms, kitchen with center island, all new appliances, HVAC, roof, siding, decking & private entertaining area in rear yard with in-ground pool with plenty of room to entertain. Steps away from town access to Arshamamoque Pond

  Scott Bennett Douglas Elliman Real Estate

  1830 Laurel Ave, Southold, NY 11971
• 

  Est $924,289 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft

  220 Glenn Rd, Southold, NY 11971

  220 Glenn Rd, Southold, NY 11971
• 

  

  /33

  $850,000

  • 3 Beds
  • 2 Baths
  • 2,306 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
• 

  

  /19

  $6,500 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  1975 Youngs Ave, Southold, NY 11971

  This beautifully furnished farmhouse offers you a warm welcome home on the North Fork. Amazing decor throughout every room for you to enjoy your stay. There are three bedrooms and two full bathrooms, hardwood floors, central air conditioning, and a back deck overlooking a fenced in yard. Great location just one block from the town restaurants, shops, and all transportation. Numerous beaches

  Kenneth Poliwoda Douglas Elliman Real Estate

  1975 Youngs Ave, Southold, NY 11971
• 

  $557,500 Sold Dec 18, 2024

  • 1,100 Sq Ft
  • $507/SF
  • 43 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1986

  2555 Youngs Ave Unit 13B, Southold, NY 11971

  Southold - Founders Village- Meticulously maintained condo in desirable Founders Village 55+ Community. Features include spacious living room with fireplace and sliders to private patio, dining area, updated eat-in-kitchen, Primary en-suite bedroom with tiled bath, additional guest bedroom and updated guest bathroom. Full basement offers plenty of storage space. Enjoy the community pool and club

  Nancy Cervelli Daniel Gale Sothebys Intl Rlty

  2555 Youngs Ave Unit 13B, Southold, NY 11971
• 

  Est $893,154 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,400 Sq Ft

  3715 Main Bayview Rd, Southold, NY 11971

  3715 Main Bayview Rd, Southold, NY 11971

Showing Results 161 - 200, Page 5 of 18