$6,500 per month
- 2 Beds
- 1 Bath
- 850 Sq Ft
- House for Rent
400 Town Creek Ln, Southold, NY 11971
400 Town Creek Ln, Southold, NY 11971
66
Homes for Rent near Southold Junior/Senior High School
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Explore Southold Junior/Senior High School
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$2,500 per month
- 1 Bed
- 1 Bath
- 750 Sq Ft
- House for Rent
53995 New York 25 Unit 1, Southold, NY 11971
53995 New York 25 Unit 1, Southold, NY 11971Brand New Tastefully Renovated Furnished Apartment conveniently located in the heart of Southold. The apartment is Available to rent for Year Round or flexible time-frame(s). Public transportation is in near proximity, along with everything else the North Fork has to offer.
Joseph Divello Century 21 Albertson Realty
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$5,000 per month
- 3 Beds
- 1 Bath
- 1,200 Sq Ft
- House for Rent
145 Founders Path, Southold, NY 11971
145 Founders Path, Southold, NY 11971Beautiful Charming Cottage Located in the Coveted Community of Founders. Close to a gorgeous sandy beach, grocery shopping, coffee shop, restaurants, jitney stop, and all things North Fork. Three bedrooms, one bath, LR, kitchen, outdoor deck, fire pit, outdoor shower. Available Sept. $5000, Oct & Nov $4000, Dec through March $2,800, April $3,500. May $5,000, June $6,000 and August $10,000.
Diane Mollica Compass Greater NY LLC
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$3,400 per month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Condo for Rent
2555 Youngs Ave Unit 11E, Southold, NY 11971
2555 Youngs Ave Unit 11E, Southold, NY 11971Year Round Rental Opportunity in Founders Village 55 and over Community in the heart of Southold Village. Beautiful end-unit overlooking open space., one of the best locations in the entire condo community. Primary en-suite, bath with tub/shower. Guest bedroom with hall bath and walk-in shower. Living room with fireplace leading to a brick patio. Washer & dryer on main living level, full
Nancy Cervelli Daniel Gale Sothebys Intl Rlty
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$10,000 per month
- 2 Beds
- 1 Bath
- 985 Sq Ft
- House for Rent
4630 Blue Horizon Bluffs, Peconic, NY 11958
4630 Blue Horizon Bluffs, Peconic, NY 11958It's all about the view! Perched on a bluff overlooking the Long Island Sound this home is a retreat and nature lovers paradise. Summer rental available for August or September, two week minimum or reserve for the 2026 season. Easy beach access with your own private staircase, you'll enjoy morning walks looking for beach glass and driftwood then spend the evenings watching breathtaking sunsets.
Melissa Principi Douglas Elliman Real Estate
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$3,400 per month
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
- Condo for Rent
2555 Youngs Ave Unit 4D, Southold, NY 11971
2555 Youngs Ave Unit 4D, Southold, NY 11971Introducing this charming 2 bedroom, 2 bathroom condo nestled in the picturesque town of Southold. This turn-key condo offers an ideal combination of convenience and comfort. The spacious and bright living area, high ceilings and fireplace create a warm and inviting atmosphere. The kitchen has been recently updated, and the updated bathrooms feature glass enclosed showers. There are beautiful
Susan Orioli Engel & Volkers North Fork
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$15,000 per month
- 2 Beds
- 2.5 Baths
- 1,750 Sq Ft
- House for Rent
1854 N Bayview Rd, Southold, NY 11971
1854 N Bayview Rd, Southold, NY 11971Last Minute deal on Summer rental. Amazing location with private beach, amazing waterviews and a private dock! Home is fully furnished and has 2 bedrooms, 2 full bathrooms and a 1/2 bathroom. Bring your boat or kayaks!
Isaac Israel Richmond Realty Corp
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$5,000 per month
- 4 Beds
- 4 Baths
- 1,800 Sq Ft
- House for Rent
215 Leon Rd, Southold, NY 11971
215 Leon Rd, Southold, NY 11971Enjoy this spacious vacation rental located just a short distance from Southold Town Beach. With room for the whole family, this home features three en-suite bedrooms plus an additional bedroom and full bath. The well-equipped kitchen opens to the dining and living rooms, where a cozy fireplace adds charm and warmth. Sliding glass doors lead to a deck overlooking a large backyard, perfect for
Jeanmarie Bay William Raveis New York LLC
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$8,800 per month
- 5 Beds
- 2.5 Baths
- 3,000 Sq Ft
- House for Rent
Unlisted Address
Unlisted AddressBayfront historic artist's home in Peconic. Built in 1911, this home was the residence of 2 prominent artists. Gorgeous views of the Peconic Bay with private stairs down to the beach. Peconic bay beach is long and sandy. Several outdoor tables and benches to take in the water views. A large lawn perfect for games. The interiors are decorated with antiques and contemporary furniture. A screened in
Walter Chadwick Brown Harris Stevens N Fork
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$26,000 per month
- 4 Beds
- 3.5 Baths
- 3,800 Sq Ft
- House for Rent
365 Chablis Path, Southold, NY 11971
365 Chablis Path, Southold, NY 11971Space, Luxury, and Privacy Await in This Stunning Contemporary Home! Experience the perfect blend of elegance and comfort in this beautiful home, offering an expansive backyard ideal for dining, lounging, and entertaining. Enjoy endless hours of relaxation in the inground pool, or gather with loved ones in the spacious yard. A charming gazebo provides a welcome retreat from the sun, weather, or
Diane Arpaia Signature Premier Properties
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$9,000 per month
- 4 Beds
- 5.5 Baths
- 102,802 Sq Ft
- House for Rent
525 S Harbor Rd, Southold, NY 11971
525 S Harbor Rd, Southold, NY 11971NORTH FORK FALL RENTAL! Enjoy this Privately Situated Home in the Heart of Southold Yet Close to All that the North Fork Has to Offer- Visit the Farms, Vineyards and Shopping. Open Concept Liv Rm, Din Rm, Updated Kit, Renovated 4 Bed/5.5 Bath Home With Family and Guests in Mind. Windowed Doors Lead Out to a Fabulous Resort Style Yard. Enjoy The North Fork At This Unforgettable Poolside Paradise.
Teresa Rogers Douglas Elliman Real Estate
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$5,600 per month
- 4 Beds
- 2 Baths
- 1,800 Sq Ft
- House for Rent
3175 Kenneys Rd, Southold, NY 11971
3175 Kenneys Rd, Southold, NY 11971Lakefront vacation property with a fantastic view, central air and hot tub. This space is open and updated with 3 bedrooms, and bonus room. Walk to Kenney's Beach with all beach gear included. This Neighborhood is close to restaurants, wineries, farm stands and music.
Jason Romaniello Blue Shark Realty Group Inc
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$40,000 per month
- 5 Beds
- 3 Baths
- 2,000 Sq Ft
- House for Rent
1160 Goose Creek Ln, Southold, NY 11971
1160 Goose Creek Ln, Southold, NY 11971Step back in time-without sacrificing comfort-in this beautifully preserved 5-bedroom, 3-bath home brimming with charm and nestled along the tranquil banks of Goose Creek. Surrounded by water on two sides and set on a private road, this unique property offers a rare blend of historic character and modern amenities. From the moment you arrive, you'll be captivated by the timeless architecture,
Sheri Winter Parker Corcoran
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$3,800 per month
- 3 Beds
- 2 Baths
- 1,100 Sq Ft
- House for Rent
315 Lake Dr, Southold, NY 11971
315 Lake Dr, Southold, NY 11971Rental Permit # 0966 Fantastic home set directly on Great Pond and a block (975 feet) from Kenney's Beach with restaurant Little Fish just around the corner. This bright 3 bedroom and 2 full bathroom, with a 3 season room all window porch home has an expansive rear deck overlooking the fresh water pond. Watch osprey dive bomb for fresh water bass while geese, ducks and egrets meander across the
Alexander Aquino Douglas Elliman Real Estate
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$20,000 per month
- 4 Beds
- 2.5 Baths
- 3,200 Sq Ft
- House for Rent
1200 Indian Neck Ln, Peconic, NY 11958
1200 Indian Neck Ln, Peconic, NY 11958Rental Permit # 0221.The Old King Farmhouse, located on Indian Neck Lane in Peconic, is an architecturally significant property brimming with history and character. Nestled among the scenic North Fork wineries, farms, and both Bay and Sound beaches, this expansive 1.05-acre compound includes an Italianate main house adorned with original Victorian and Arts & Crafts details.Inside, you'll find
Marco Maida Compass Greater NY LLC
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$4,850 per month
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
- House for Rent
775 Hickory Rd, Southold, NY 11971
775 Hickory Rd, Southold, NY 11971Delightful North Fork Year-Round Rental located at 775 Hickory Road, Southold. Completely furnished, high end appliances, radiant heat, updated electric, and more. The large eat in kitchen is open to the dining & living area with a fireplace and sliding doors that lead you out to the expansive patios, where you will relax and enjoy the sea breeze. There is a master suite with full bath, guest
Jeanmarie Bay William Raveis New York LLC
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$12,000 per month
- 3 Beds
- 1 Bath
- 1,200 Sq Ft
- House for Rent
425 Lake Dr, Southold, NY 11971
425 Lake Dr, Southold, NY 11971Welcome to Paradise!! 425 Lake Drive is a magical lake-front beach home located in Southold on the North Fork. Adventure abounds on beautiful fresh-water Great Pond. Explore the lake on two kayaks, two canoes, take a swim, or just relax in the hammock and then enjoy the refreshing outdoor shower. This 3-bedroom, 1-bathroom home comes fully equipped and comfortably furnished. Dine al fresco on the
Robert Wilner Douglas Elliman Real Estate
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$2,000 per month
- 2 Beds
- 1 Bath
- 900 Sq Ft
- Apartment for Rent
475 Youngs Ave Unit c, Southold, NY 11971
475 Youngs Ave Unit c, Southold, NY 11971Southold, North Fork: Discover the epitome of easy living at Unit C "Baldwin T. Payne" in Southold, North Fork. This condo-like residence, part of the North Fork Resident's Inn, offers a one-of-a-kind opportunity to embrace a modern lifestyle in a historic setting. The unit boasts a spacious layout with direct garden access, abundant natural light, and contemporary furnishings. With upscale
Nicholas Planamento William Raveis New York LLC
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$3,500 per month
- 4 Beds
- 2 Baths
- 2,000 Sq Ft
- House for Rent
6710 Soundview Ave, Southold, NY 11971
6710 Soundview Ave, Southold, NY 11971Enjoy Southold this Summer at a Sleek Scandinavian Style Farm Ranch. Available for Bi-Weekly Rental Only. The Rate is Weekly at a Bi-Weekly Minimum. Nestled on Shy 2.5 Acres of Private Wooded Property You Can Truly Get Away from It All. Constructed in 2022 for Elegance and Comfort. Complete One Level Living at Its Finest. The Home Boasts a Grand Open Layout with Vaulted Ceilings Throughout.
Rene Giacobbe Douglas Elliman Real Estate
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$10,000 per month
- 3 Beds
- 1.5 Baths
- 1,578 Sq Ft
- House for Rent
425 Old Shipyard Ln, Southold, NY 11971
425 Old Shipyard Ln, Southold, NY 11971Southold-Enjoy the North Fork in this adorable cottage. Located in Founder's Landing Southold beach community. Three bedrooms, living room, kitchen with dining area and sunroom overlooking yard and pool. This charming home has everything you need for a great summer getaway. Close to community beach and Park. Close to town, restaurants, shopping, The giving room yoga and juice bar, Southold fish
Amy Kirincic The Agency Northshore NY
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$22,000 per month
- 5 Beds
- 2 Baths
- 3,000 Sq Ft
- House for Rent
45 Budds Pond Rd, Southold, NY 11971
45 Budds Pond Rd, Southold, NY 11971Available for two week rentals! Escape to your dream Southold summer in this spacious 5-bedroom, 2-bathroom home boasting an in-ground heated pool and convenient dock space. Bathed in natural light and surrounded by lush gardens, this home offers ample space for entertaining and ensuring guests feel right at home. Spend sunny afternoons basking by the pool under the awning or take a leisurely
Mackenzie Needham Daniel Gale Sothebys Intl Rlty
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$10,000 per month
- 5 Beds
- 7 Baths
- 3,500 Sq Ft
- House for Rent
495 N Parish Dr, Southold, NY 11971
495 N Parish Dr, Southold, NY 11971Southold, North Fork.Experience the beauty of seasonal living on Southold Bay. This newly renovated contemporary bayfront estate home invites you to bask in its light and bright ambiance, perfect for relaxation and rejuvenation. With its Zen-inspired organic design, you’ll find comfort and privacy combined with the conveniences of modern life.Nestled near the Southold Yacht Club, just
Nicholas Planamento William Raveis New York LLC
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$15,000 per month
- 4 Beds
- 4 Baths
- 3,585 Sq Ft
- House for Rent
580 Gin Ln, Southold, NY 11971
580 Gin Ln, Southold, NY 11971Wonderful opportunity to spend time in the wonderful Southold community of Bay Haven. Choose to spend the sunny days by your own pool, or head down the block to the community's private bay beach. There is more than ample space to host in this brightly renovated cape with room for everyone. The main level is comprised of a lounge area with fireplace and dry bar, an open kitchen and a large
Scott Bortzner Compass Greater NY LLC
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$15,000 per month
- 3 Beds
- 3 Baths
- 3,100 Sq Ft
- House for Rent
1685 Peconic Ln, Peconic, NY 11958
1685 Peconic Ln, Peconic, NY 11958The Jefferson House, built in 1750, beautifully renovated and brought back to life in 2021. This historic home is the perfect place to stay this summer and welcome family and friends. Truly the most unique home offered for rent on the North Fork.Situated on 7 acres of natural and manicured gardens with specimen trees, fruit orchards and an outdoor patio – all nestled between
Kenneth Poliwoda Douglas Elliman Real Estate
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$35,000 per month
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
- House for Rent
56765 Route 48, Southold, NY 11971
56765 Route 48, Southold, NY 11971Beautiful 3bd 2bath spacious home with pool on the Sound. Modern finishes and open floor plan help make this a special place to spend the summer months. Close proximity to local beaches, shops, and restaurants.
Shannon Oshea East End Luxury Ltd
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$15,000 per month
- 3 Beds
- 2.5 Baths
- 2,000 Sq Ft
- House for Rent
295 Beckwith Ave, Southold, NY 11971
295 Beckwith Ave, Southold, NY 11971Experience the perfect North Fork summer in this stunning designer-curated home, where historic charm blends seamlessly with modern convenience. Thoughtfully restored with nods to its rich past, this home offers a stylish and comfortable retreat with every contemporary amenity you need.Ideally located near Southold’s charming Main Road, you’ll have effortless access to boutique shops,
Andrea Parks Douglas Elliman Real Estate
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$22,500 per month
- 4 Beds
- 3 Baths
- 2,200 Sq Ft
- House for Rent
270 N Sea Dr, Southold, NY 11971
270 N Sea Dr, Southold, NY 11971Indulge in a sun-drenched Southold summer at this immaculate 4-bedroom, 3-bath retreat, where Kenny's Beach views paint a picturesque backdrop from the primary suite's private porch. A bright, comfortable atmosphere permeates the home, featuring seamless indoor/outdoor dining, a sprawling porch/decking, and a luxurious saltwater pool. Enjoy the added perks of "toys" provided by the owner,
Mackenzie Needham Daniel Gale Sothebys Intl Rlty
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$10,000 per month
- 4 Beds
- 4 Baths
- 2,082 Sq Ft
- House for Rent
780 Minnehaha Blvd, Southold, NY 11971
780 Minnehaha Blvd, Southold, NY 11971Welcome to this high-quality beach home to stay for a couple of weeks in the summer or for a few months in the offseason. This custom designed impeccable home contains four bedrooms and four full bathrooms. There is an open floor plan with vaulted ceilings, from the chef's kitchen to the dining and living room. Enjoy a barbecue in the enclosed porch. Beautiful tranquil setting with views of
Kenneth Poliwoda Douglas Elliman Real Estate
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$12,000 per month
- 4 Beds
- 3 Baths
- 2,900 Sq Ft
- House for Rent
110 Sleepy Hollow Ln, Southold, NY 11971
110 Sleepy Hollow Ln, Southold, NY 11971Discover this stunningly renovated 4-bedroom, 3-bath home, offering an expansive open floor plan, a cozy den, and a versatile bonus room. Designed for both comfort and style, the chef’s kitchen includes a massive eat-in-quartz island and boasts top-of-the-line Fisher & Paykel appliances, including a double-drawer dishwasher, induction cooktop, and convection oven.Perfect for entertaining
Paul Loeb Douglas Elliman Real Estate
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$10,000 per month
- 4 Beds
- 3.5 Baths
- 3,000 Sq Ft
- House for Rent
9325 Main Bayview Rd, Southold, NY 11971
9325 Main Bayview Rd, Southold, NY 119712025 Rates: Last two weeks of June: $10,000.00, September 2-30 $15,000.00, October $12,500.00, Off season $6,000.00/month: Stunning New Construction in Southold's Hog Neck community. Enjoy open living w/ high vaulted ceilings in this sprawling modern farm house. Grand room features a combination of living room w/ gas fireplace, dining room, sun-soaked eat-in-kitchen w/ center island and shaker
William Walters Daniel Gale Sothebys Intl Rlty
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$10,000 per month
- 3 Beds
- 2.5 Baths
- 2,000 Sq Ft
- House for Rent
485 Pine Rd, Southold, NY 11971
485 Pine Rd, Southold, NY 119712025 Rates: MDW- End Of June $10,000; July $22,000;September $10,000; October $7,500: Discover your perfect getaway in this expansive and meticulously updated ranch home, designed for relaxation and rejuvenation. Experience a resort-like atmosphere with the stunning gunite, heated saltwater pool, complemented by a beautiful stone surround and convenient outdoor shower. Step inside to find high
William Walters Daniel Gale Sothebys Intl Rlty
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$35,000 per month
- 4 Beds
- 3 Baths
- 2,350 Sq Ft
- House for Rent
485 Hickory Ave, Southold, NY 11971
485 Hickory Ave, Southold, NY 11971Beautiful Goose Creek view home with large heated in-ground pool! This 4 bedroom, 3 bath house features a 1st floor primary with en-suite, a gourmet kitchen and open living space. The outdoor living space has newly designed landscape and is ideal for entertaining or relaxing. Fire pit and grill. Lawn is sprayed for ticks. Close to Southold town and Corey Creek Beach. Pricing is for August 2025
Mackenzie Needham Daniel Gale Sothebys Intl Rlty
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$15,000 per month
- 4 Beds
- 4 Baths
- 4,000 Sq Ft
- House for Rent
1205 Lake Dr, Southold, NY 11971
1205 Lake Dr, Southold, NY 11971Looking to create a beautiful memory of 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
Chrisand Castella Douglas Elliman Real Estate
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$6,250 per month
- 4 Beds
- 4.5 Baths
- 3,100 Sq Ft
- House for Rent
590 Soundview Ave, Southold, NY 11971
590 Soundview Ave, Southold, NY 11971Spacious 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. May 2025 $10,000. Summer 2025 - June $25,000 or $6,250 Weekly with Two Week Minimum; LD to End of September $20,000 or
Paul Loeb Douglas Elliman Real Estate
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$9,000 per month
- 3 Beds
- 2 Baths
- 1,750 Sq Ft
- House for Rent
1265 Brigantine Dr, Southold, NY 11971
1265 Brigantine Dr, Southold, NY 11971Impeccable, like new ranch for rent with quality features throughout in Harbor Lights with a deeded beach and park at the end of the street. There are three bedrooms, two full bathrooms, open floor plan from kitchen through the dining area into the vaulted ceiling living room, Enjoy the beautiful screened in porch which overlooks the private back yard with slate patio, grass lawn, and outdoor
Barbara Poliwoda Douglas Elliman Real Estate
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$10,000 per month
- 4 Beds
- 2.5 Baths
- 1,625 Sq Ft
- House for Rent
455 W Shore Dr, Southold, NY 11971
455 W Shore Dr, Southold, NY 11971Welcome to 455 West Shore Road, Southold, NY. This charming 4-bedroom, 2. 5-bathroom rental property offers 1,600 square feet of comfortable living space. Nestled in a serene location, the home provides exclusive beach rights, perfect for summer enjoyment. The spacious layout includes a well-appointed kitchen, inviting living areas, and ample storage. The property is ideal for those seeking a
Eric Frend Corcoran
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$75,000 per month
- 3 Beds
- 3.5 Baths
- 2,085 Sq Ft
- House for Rent
Unlisted Address
Unlisted AddressThis beautiful home with in-ground pool and ample private open space exudes beach resort ease and is rarely available for rent. Located in a quiet enclave off the vineyards mile of Southold on the north fork, it is within proximity to farms, town, beaches and restaurants. The home which entered via a tree lined drive, is comprised of two stories, plus a lower level. The first floor features a
Scott Bortzner Compass Greater NY LLC
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$30,000 per month
- 2 Beds
- 2 Baths
- 1,300 Sq Ft
- House for Rent
150 Hobart Rd, Southold, NY 11971
150 Hobart Rd, Southold, NY 11971Southold, North Fork: Delightful cottage just up from Founder's Landing Park, the beach, and the Wharf House. A super convenient 'in town' location allows instant access to an easy lifestyle. Charming, well-cared-for home features an open floor plan with a large, comfortable living room/dining room, eat-in kitchen with gas range, laundry room, and full bath on primary, plus an additional bath
Nicholas Planamento William Raveis New York LLC
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$9,000 per month
- 3 Beds
- 2.5 Baths
- House for Rent
13595 Soundview Ave, Southold, NY 11971
13595 Soundview Ave, Southold, NY 11971Located on a private and serene 1.09 acre parcel of land and only 1/3 of a mile from McCabes Beach, with miles of Long Island Sound beach to traverse to the east and west, this charming and newly built two story home offers an open concept living space with plentiful natural light on the first floor with a half bathroom between the living and dining room, with a half bathroom off of the hallway
Alexander Aquino Douglas Elliman Real Estate
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$4,800 per month
- 3 Beds
- 2.5 Baths
- House for Rent
13595 Soundview Ave, Southold, NY 11971
13595 Soundview Ave, Southold, NY 11971Located on a private and serene 1.09 acre parcel of land and only 1/3 of a mile from McCabes Beach, with miles of Long Island Sound beach to traverse to the east and west, this charming and newly built two story home offers an open concept living space with plentiful natural light on the first floor with a half bathroom between the living and dining room, with a half bathroom off of the hallway
Alexander Aquino Douglas Elliman Real Estate
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