Southold, NY Homes For Sale | Sheila Vallade | MLSLI.com - Long Island Real Estate
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Sheila Vallade, Associate Broker
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646-338-7331
realtorsheilav@gmail.com
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Sheila Vallade, Associate Broker
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Mobile Phone:
646-338-7331
realtorsheilav@
gmail.com
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Southold NY Real Estate & Homes for Rent

61 Properties Found


26–50 of 61 properties displayed
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Rooms:
7
Beds:
4
Baths:
2 Full
Whole House:
No
Pets:
Lot Size:
0.2
MLS#:
3539926
Schools:
Status:
Active
Courtesy: Town And Country Real Estate, 631-477-5990

Beautifully decorated, charming 4 bedroom, 2 bath home with custom details throughout. Complete with an outdoor shower, enjoy the tranquil setting relaxing on the patio or in the luxurious sauna. Revel in the great location conveniently located near sandy beaches, wineries, restaurants, and public transportation. Available for August. Rental Permit #0639.

Rooms:
10
Beds:
5
Baths:
4 Full
Whole House:
No
Pets:
Lot Size:
MLS#:
3537644
Schools:
Status:
Active
Courtesy: Douglas Elliman Real Estate, 631-354-8100

Summer Beckons At This Spacious Retreat In A Private, Park-Like Setting In A Very Desirable Cul-de-Sac Community Of Southold. Featuring Large Gunite Swimming Pool, Deeded Beach, Multiple Bedrooms, Large Sun-Drenched Living Areas That Open To Backyard. Rental Available First 2 Weeks Of August. Come And Get It. Permit#0848

Rooms:
6
Beds:
4
Baths:
4 Full
Whole House:
No
Pets:
Lot Size:
.37 acres
MLS#:
3537205
Schools:
Status:
Active
Courtesy: Douglas Elliman Real Estate, 631-298-8000

Treasure the memories made during the Summer of '24 at this chic waterview home overlooking Corey Creek. Completely redesigned and renovated in 2017-2018, this four bedroom, four bath (plus outdoor shower) open floor plan post-Modern boasts nearly every amenity. Located off the beaten path in quiet Laughing Waters, this home includes beach rights at the community's private beach. Listed price is per week. Southold Town requires a minimum occupancy of two weeks. Permit # 0971.

Rooms:
9
Beds:
5
Baths:
4 Full/1 Half
Whole House:
No
Pets:
Lot Size:
MLS#:
3532208
Schools:
Status:
Active
A broker reciprocity listing Courtesy: Compass Greater NY LLC, 516-330-6086

Ideal summer getaway in the heart of the North Fork with 5 bed and 4.5 baths. The home sits on a shy half acre complete with accessory office/gym structure, inground gunite pool and has incredible views of the neighboring North Fork vineyard. The first floor features an open floor plan with a large eat-in kitchen, dining area, living room and family room. There are four bedrooms in the main portion of home and an accessory attached apartment with an additional bedroom, family room and kitchenette. Enjoy close proximity to downtown Southold, beaches and wineries. Renovated top to bottom in 2021. June- 25K, July 35K.

Rooms:
5
Beds:
2
Baths:
1 Full
Whole House:
No
Pets:
Lot Size:
MLS#:
3531881
Schools:
Status:
Active
Courtesy: Colony Realty, 631-722-5800

Adorable ranch across from the water in Laughing Waters Community. Association beach available to tenants. Enjoy a summer vacation in this 2 bdr,1 bth ranch with porch/den, kit, Lr and patio. Garage/ shed not included in lease. Swim, kayak , relax in this special place.

Rooms:
10
Beds:
4
Baths:
4 Full
Whole House:
No
Pets:
Lot Size:
0.84
MLS#:
3528933
Schools:
Status:
Active
Courtesy: Douglas Elliman Real Estate, 631-298-8000

' ONLY September onwards is available --- If you are looking for a true summer experience on the beautiful North Fork of Long Island, look no further. This Spacious home has the full spectrum of mother nature right on your own huge back yard on the great lake with 2 fire pits. Featuring 4 Bedrooms, 4 Bath, An Oversize Patio, Large Heated In ground pool. Your own fully equipped gym to help keep you in the best of shape! You may enjoy fishing in a lake only a few steps away, as well as close distance to Kenny's Beach on the Sound. Ample of Marinas around the corners, as well as endless Vegetable & Fruit Farms & Stands, Wineries, Restaurants & Shopping. Enjoy this rare find for a memorable summer experience! Permit no: 0080 Expire: 06/07/2025.

Rooms:
10
Beds:
4
Baths:
3 Full
Whole House:
No
Pets:
Lot Size:
MLS#:
3528449
Schools:
Status:
Active
Courtesy: Douglas Elliman Real Estate, 631-354-8100

This updated and well maintained home and pool is poised on a sprawling three private acres and a true getaway! Boasting four large bedrooms, 3 full recently renovated bathrooms. Backyard oasis with playset and lush lawn. Located less than two miles to Southold's favorite Cedar Beach and Goose Creek Beach, just over one mile to Croteaux Vineyards- plenty of other wineries, organic farms and restaurants nearby! The space features a first floor living room area with high ceilings and access to an outside wrap around deck which overlooks pool area. Modern Chef's Kitchen, Dining Area, Bedroom 1, Master Bedroom with a CAL king bed and Bath and access to the Garage. Downstairs has a fun Bar Room with direct access to the Pool, Bedroom 2 has a king bed, Bathroom down the hall, the Laundry Room with Washer/Dryer and another Living Room area with a piano, TV and games. Upstairs, Bedroom 3 has a full over full bunk bed with trundle, daybed and crib if needed. Bedroom 4 has a king bed. You will make wonderful summer memories in this home! Rental Permit #0362

Rooms:
6
Beds:
3
Baths:
2 Full
Whole House:
No
Pets:
Lot Size:
0.33
MLS#:
3532447
Schools:
Status:
Active
Courtesy: Thomas J McCarthy Real Estate, 631-765-5815

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 And A Seamless Blend Of Indoor And Outdoor Living Spaces. Its Picturesque Waterfront Setting Serving As A Constant Reminder Of The Beauty That Surrounds You. Here, You Can Start Your Day With A Refreshing Morning Jog, Entertain Guests With A Backyard Barbecue, Or Unwind With A Glass Of Wine While Watching The Sunset Over The Water. 1100 Pine Ave Is More Than Just An Address; It's The Perfect Summer Getaway. Call Today To Schedule Your Private Tour.

Rooms:
12
Beds:
3
Baths:
3 Full
Whole House:
No
Pets:
Lot Size:
0.75
MLS#:
3529080
Schools:
Status:
Active
Courtesy: Douglas Elliman Real Estate, 631-288-6244

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 discover a modern chic interior, perfectly curated for comfort and style. The spacious grand primary en-suite bedroom is complete with a new spa-appointed bathroom, vaulted ceilings, and walls of windows. There is also another en-suite bedroom equally appointed with great light and plenty of closet space. The third bedroom is on the main level with easy access to the living quarters. The home is complete with a beautiful kitchen that leads out to a large deck for entertaining, a comfortable and spacious living space, and a formal dining room. The lower level has laundry and a small recreation space. Goose Creek Beach is within a mile. Come enjoy the East End!

Rooms:
7
Beds:
3
Baths:
3 Full
Whole House:
No
Pets:
Lot Size:
0.48
MLS#:
3526789
Schools:
Status:
Active
Courtesy: Daniel Gale Sothebys Intl Rlty, 631-734-5439

Enjoy this Waterfront rental just steps to Goose Creek beach. Easy water access to Goose Creek from this private location, perfect for kayaking and paddle boarding. Features include 3 bedrooms including second floor primary en-suite with water views, 2 additional guest bedrooms, 2 additional guest baths and plenty of living space overlooking Goose Creek. Spacious bright kitchen, dining area with doors to waterside deck where you will experience beautiful sunsets. The perfect retreat for your summer fun or any other time of the year. Call for off-season rates. Close to all North Fork amenities. Permit # 1023

Rooms:
9
Beds:
3
Baths:
2 Full
Whole House:
No
Pets:
Lot Size:
MLS#:
3526587
Schools:
Status:
Active
A broker reciprocity listing Courtesy: Compass Greater NY LLC, 631-251-8644

Bring your swim suit, flip flops, and summer vibe! This amazing property located in a private beachfront community across the street from a beautiful sandy bay beach. The community is set far off the main rd providing a great ambience of being away from it all! Great place to relax, boat, entertain, dine al fresco, and all things fun in the sun. Lovely updated, immaculate home with 3beds and 2 full baths, office space, living room, dining room, outdoor deck with bay views! Pack some extra clothes, you will not want to go home!

Rooms:
4
Beds:
1
Baths:
1 Full
Whole House:
No
Pets:
Lot Size:
0.2
MLS#:
3525718
Schools:
Status:
Active
Courtesy: Town And Country Real Estate, 631-298-0600
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Southold, North Fork - artful cottage located in Southold by Founder's Landing Park/Wharf House. Opposite a fabulous bay beach sits this unique, furnished, one bedroom residence. Full kitchen with dishwasher, bright and sunny living room, comfortable bedroom... home is heated by natural gas. Park like property with outside sitting area. Privacy and pet friendly. Enjoy life on the east end in this furnished home ready for you and convenient to area restaurants, wineries, and all the North Fork has to offer. Permit #0107 RATES: Oct-Apr $2000 per month; May $2500; MD-LD $19,000 ; June $3500; July $7,000' Aug-LD $8,000 July/Aug-LD $15,000

Rooms:
10
Beds:
4
Baths:
4 Full/1 Half
Whole House:
No
Pets:
Lot Size:
0.75
MLS#:
3524504
Schools:
Status:
Active
Courtesy: Douglas Elliman Real Estate, 631-477-2220

Spacious Open Floor Plan Newer Home. Inground Pool with Built in Hot Tub and Blue Stone Pool Surround. Screened Porch Overlooking Pool Area. Nice Yard. Wood Burning Fireplace. Good Wifi. Long Island Sound Beach and Historic Lighthouse Museum and Park Several Doors Away. 2024 - Labor Day through September $25,000. October 2024 to End of April 2025 at $10,000 Per Month (Single or Multiple Months Rental Considered). Permit #0537.

Rooms:
7
Beds:
3
Baths:
3 Full
Whole House:
No
Pets:
Lot Size:
MLS#:
3519239
Schools:
Status:
Active
A broker reciprocity listing Courtesy: The Agency Northshore NY, 631-870-0753

Southold Goose Creek Waterfront. 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 your own dock. A perfect retreat close to all the best of the North Fork. Rental Permit 0691

Rooms:
7
Beds:
3
Baths:
2 Full
Whole House:
No
Pets:
Lot Size:
0.25
MLS#:
3518830
Schools:
Status:
Active
Courtesy: Douglas Elliman Real Estate, 631-477-2220

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 to explore and make memories forever! Available November 1st -April 30th @ $3300 per month, May $5000, June $6000, August $10,000, September $6,000, October $5,000. Two week stays are welcome! Southold Town Rental Permit #0898

Rooms:
8
Beds:
2
Baths:
2 Full
Whole House:
No
Pets:
Lot Size:
MLS#:
3517331
Schools:
Status:
Active
Courtesy: Douglas Elliman Real Estate, 631-354-8100

Southold Town Rental Permit #1016. Cozy Northern White Cedar Log Style Chalet With Heated Saltwater Pool. It is the juxtaposition between the rustic qualities and the elegant essence of this home that makes it so unique! Covered Wrap Around Porch. 2 Car Garage Attached, 1 Detached. Open Floor Plan. Two Spacious Bedrooms, The Primary Is En-Suite. Extra Loft Style Bedroom With Two Single Beds. Two Full Baths. Unique Smoke House. Appointed Details Inside This Home Were Skillfully Created By The Hands Of A Master Craftsman. Tucked Away On An Acre Property With Ample Privacy. The Perfect Home For Those Seeking A Secluded Vacation On The North Fork. Close Proximity To A Private Beach(Cedar Beach), Easy Access To The Water For Kayak Enthusiasts And A Ramp For Launching Small Crafts. Very Close To Goose Creek & Peconic Bay. Be Part Of What The North Fork Has To Offer: Pristine Beaches, Delectable Restaurants, Local Produce & A Burgeoning Wine Country. . May = $4000 per 2 week stay) (June = $5000 per 2 week stay) (July = $7500 per 2 week stay) (August = $10,000 per 2 week stay) (September = $9000 per 2 weeks) (October Through April = $3500 per 2 week stay)

Rooms:
7
Beds:
3
Baths:
2 Full
Whole House:
No
Pets:
Lot Size:
0.52
MLS#:
3513704
Schools:
Status:
Active

This soothing beach house is so Zen, you will feel like you are at a spa retreat! Peaceful and perfectly appointed, the backyard features a fabulous lagoon style pool, with a waterfall and hot tub, an amazing outdoor kitchen and bar, bathroom and outdoor shower! 3 bedrooms, 2 baths, including a spacious primary suite with a gorgeous spa like bathroom. All this and steps to the association beach! Surrounded by marinas, award winning vineyards, restaurants, farm stands & great shopping. Make this absolutely mint home your North Fork summer place... you will not want to leave! Permit #1002

Rooms:
6
Beds:
3
Baths:
2 Full
Whole House:
No
Pets:
Lot Size:
0.51
MLS#:
3525143
Schools:
Status:
Active
Courtesy: Town And Country Real Estate, 631-477-5990

Chic ranch at 600 Corey Creek Lane, Southold. Featuring a beautiful wood-burning fireplace centered in the living room with high vaulted ceilings. 3 beds and 2 baths complete this home with an updated kitchen flowing into the dining area. Outside is a generous-sized patio with a firepit perfect for unwinding and having a relaxing night. Great location; close to town with shops and restaurants plus access to Corey Creek at the end of the road and sandy South Harbor beach minutes away! Fully furnished. RP# 0512

Rooms:
6
Beds:
3
Baths:
2 Full
Whole House:
No
Pets:
Lot Size:
0.46
MLS#:
3501928
Schools:
Status:
Active
Courtesy: Town And Country Real Estate, 631-477-5990

Welcome to 1355 Watersedge Way a delightful Bayfront home located on Little Peconic Bay in Southold. Inside you have a spacious living room with a smart TV and a wall of sliding glass doors the lead out to the waterside deck, eat in kitchen, two bedrooms and one bathroom. on the lower level there is a family room with wet bar and access to the yard and outdoor shower, one bedroom, a full bath, and washer and dryer. The house is located next to a nature preserve with 300 ft. of beach providing easy access to the water/bay and plenty of privacy. Enjoy the spectacular views of the water and sunsets! MD TO LD $50k, June$12k, July $23K; August 1 to LD $24K, off season $7k for 30 days. House is available from May to November with a minimum of four weeks that does not need to align with the calendar month. RP# 0929

Rooms:
7
Beds:
4
Baths:
2 Full
Whole House:
No
Pets:
Lot Size:
1 acre
MLS#:
3489027
Schools:
Status:
Active
Courtesy: Thomas J McCarthy Real Estate, 631-765-5815

Permit #493 Newly Renovated Farmhouse Centrally Located In Southold With Easy Access By Bus, Train or Car. Enjoy Your Morning Coffee As The Sun Rises Over The Farmfield. Spend An Afternoon Exploring The Beauty of the North Fork, Soak in the Sun at one of the Beautiful Peconic Bay or Long Island Sound Beaches, Enjoy Live Music at Numerous Wineries and/or Breweries, Browse unique local finds at One of Many Antique and/or Quaint Shops, and Don't Forget to Stop by Our Bountiful Farm Stands. Cool Off With a Dip in the Heated Saltwater Pool, Enjoy Dinner Under the Stars and Reminisce Around the Fire Pit. Utilities Included. 10% Security & Exit Clean. Enjoy Summer and Fall On The North Fork!

Rooms:
9
Beds:
2
Baths:
2 Full
Whole House:
No
Pets:
Lot Size:
0.14
MLS#:
3478213
Schools:
Status:
Active
Courtesy: Beninati Associates, 631-765-5333

NEW TO THE RENTAL MARKET! JUST A DREAM BOAT! NEWLY RENOVATED, LIGHT AND BRIGHT, BEAUTIFULLY APPOINTED, EVERY CONVENIENCE - 2 BEDROOMS, 2 BATHS. PLUS - CONVERTIBLE QUEEN SOFABED! BEAUTIFUL OUTDOOR DINING, FIRE PIT, PORCH, ENCLOSED SHOWER! PRICED RIGHT! STEPS TO POPULAR KENNEY'S BEACH - JUST BRING YOUR LITTLE RED WAGON AND STROLL TO THE BEACH AND ENJOY!

Rooms:
10
Beds:
5
Baths:
2 Full
Whole House:
No
Pets:
Lot Size:
1/3 Acre
MLS#:
3470466
Schools:
Status:
Active
Courtesy: Douglas Elliman Real Estate, 631-477-2220

Located in a gorgeous Bay beach private community, just a stone's throw from Southold Bay. Waterviews from many rooms and the sprawling backyard. Immaculate, light filled, 5 bedroom/2 bath charmer with room for all. Features include walkout deck, a library, sunroom w/gorgeous Bay views, outdoor showerhouse. Super convenient to fine dining, shopping & wineries - just 5 minutes to either Southold or Greenport....even 3 stellar farm stands just up the road including a CSA. Farm to table heaven! Located within Southold's Park District, includes access to Founders' Landing treasured sandy Bay beach park & playground. Everything you need for a fantastic North Fork vacation. Rental permit #0392; Expiration date 4/18/2025

Rooms:
7
Beds:
4
Baths:
2 Full
Whole House:
No
Pets:
Lot Size:
MLS#:
3467464
Schools:
Status:
Active
Courtesy: Signature Premier Properties, 631-765-6000

Enjoy an experience on the North Fork of LI this summer. Whether a couple of weeks, a month, or the whole season, spend it nestled in a quiet spot that is near downtown Southold. Feel embraced by all the NOFO has to offer in this meticulously renovated, waterfront Cape, while enjoying the utmost in privacy and waterfront access. Step down into your own private swimming spot in clear Jockey Creek or enjoy your own private deep-water dock (bring your boat!). Kayak, canoe or paddle directly to Southold Bay, Shelter Island Sound and the extended fishing grounds of Greenport, Bug Light, Orient and beyond. Enjoy a quick ride into the charming downtown of Southold for elegant dining, shopping and easy access to LIRR/Jitney into NYC. Make lasting summer memories on this expansive idyllic, half acre, creekfront property which is perfect for quiet time, entertaining on the deck or play.

Rooms:
22
Beds:
8
Baths:
7 Full
Whole House:
No
Pets:
Lot Size:
1
MLS#:
3466368
Schools:
Status:
Active
Courtesy: Thomas J McCarthy Real Estate, 631-765-5815

Permit 816. Beautiful New Construction In Private Beach Community. Creekfront Beach Access Along With 20x40 Heated Saltwater Pool. Ideal For Large Groups & Perfect For Entertaining, This Property Has It All. 8 Bedrooms And 7 Bathrooms Set On Lush Manicured Grounds, Provides Spacious Accommodations For Up To 16 Guests. Spend Afternoons Lounging By The Pool & Evenings Gathering With Family And Friends. Deeded Beach Rights, Minutes To Wineries & Just A Short Bike Ride To Restaurants And Shops In Town. Three 50amp lv2 EV Chargers Available. 14 Day Minimum.

Rooms:
9
Beds:
5
Baths:
2 Full/1 Half
Whole House:
No
Pets:
Lot Size:
.46 acres
MLS#:
3455253
Schools:
Status:
Active
Courtesy: Douglas Elliman Real Estate, 631-298-8000

NEW LOWER RATES FOR 2024! Make meaningful memories in this soaring contemporary overlooking beautiful Hog Neck Bay and Corey Creek. Enjoy water views from nearly every room. Open floor living/dining area. CAC, W/D, Internet/WiFi, all utilities included. Large waterside deck, huge patio with nearly-new Weber gas grill, outdoor shower, private community beach. Permit #0520

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