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5-Bedroom Houses for Rent in Long Island, NY

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  • /20

    $85,000 per month

    • 5 Beds
    • 5 Baths
    • House for Rent

    832 David Whites Ln, Southampton, NY 11968

    Gorgeous home and barn studio available for a very special summer vacation in the Hamptons in August. Overlooking a 35 acre reserve with sweeping views from the terrace, pool and almost every room is a very chic 4 bedroom main house and barn with living area, bedroom, bath and office space. Mint condition renovation done with style and attention to detail in every way. Enter the property down a

    832 David Whites Ln, Southampton, NY 11968
  • /30

    $20,000 per month

    • 5 Beds
    • 3.5 Baths
    • 4,921 Sq Ft
    • House for Rent

    10 Post Ln, Quogue, NY 11959

    Traditional Shingle-Style home in the heart of the Quogue Estate Section. This lovely "Hamptons Cottage" is situated on 1.4 meticulously landscaped acres, only 2 blocks from the Quogue Bridge and Dune Road. Enjoy the inviting covered porches, a brand new heated pool, and gracious accommodations for family and friends, including five bedrooms, three and one-half baths, formal dining room,

    Geraldine Wyman Douglas Elliman Real Estate

    10 Post Ln, Quogue, NY 11959
  • /20

    $40,000 per month

    • 5 Beds
    • 3 Baths
    • House for Rent

    15 Cedar Ct, East Hampton, NY 11937

    Spend your summer relaxing by the heated pool overlooking horse pastures from this five bedroom (fifth bedroom could also be a den) three bath home. The home features a spacious eat-in kitchen with stainless steel appliances, open and bright living room, and a separate dining room. Outside you will find a bluestone patio for entertaining, dining, and or just relaxing in the afternoon sun. Two

    15 Cedar Ct, East Hampton, NY 11937
  • /22

    $9,500 per month

    • 5 Beds
    • 2.5 Baths
    • 2,541 Sq Ft
    • House for Rent

    69 Midwood St Unit 2, Brooklyn, NY 11225

    **Stunning 5-Bedroom Triplex with Exquisite Details in Historic Prospect Lefferts Gardens!**Step into unparalleled Brooklyn charm with this magnificent 5-bedroom, 2.5-bathroom triplex apartment boasting over 2500 square feet of luxurious living space. Nestled within a beautiful limestone building on an idyllic, tree-lined historic street in the coveted Prospect Lefferts section, this

    Reginald Richardson VORO NYC

    69 Midwood St Unit 2, Brooklyn, NY 11225
  • /20

    $150,000 per month

    • 6 Beds
    • 8 Baths
    • House for Rent

    50 Mecox Bay Ln, Water Mill, NY 11976

    18th century farmhouse embedded in a state-of-the-art family home on 1.4 mature acres. Authentic beamed ceilings, 4 fireplaces, 6 bedrooms, 7.5 bathrooms, formal dining room and den just underwent a meticulous renovation. Large eat-in chef's kitchen with stainless steel appliances. Outside Terraces provide dining area and lounge areas, swim in the oversized new gunite pool or relax in the hot

    50 Mecox Bay Ln, Water Mill, NY 11976
  • /35

    $8,800 per month

    • 5 Beds
    • 4.5 Baths
    • 3,961 Sq Ft
    • House for Rent

    2032 Ridge Rd, Syosset, NY 11791

    Welcome to this beautiful expanded Ranch in the heart of Muttontown! Fabulous for entertainer's! 5 bedrooms, 4 full bths on 2.2 beautiful acres w/country club yard & inground pool. Gourmet eat in-kit & new European baths. This open & airy Ranch has lovely interior w/hardwood flooring throughout. 26' living rm w/fpl, lg family rm, 2 primary suites, CAC. A must see!

    Kathy Pisani Daniel Gale Sothebys Intl Rlty

    2032 Ridge Rd, Syosset, NY 11791
  • /20

    $100,000 per month

    • 5 Beds
    • 6 Baths
    • House for Rent

    1050 Head of Pond Rd, Water Mill, NY 11976

    Step into a piece of history with this one-of-a-kind 1920s farmhouse estate in the heart of the Hamptons. This remarkable property combines classic charm with modern sophistication, offering a spacious main residence and a meticulously restored barn surrounded by authentic farm fields. The main house has been professionally designed and renovated to offer five luxurious bedrooms, including an

    1050 Head of Pond Rd, Water Mill, NY 11976
  • /39

    $15,000 per month

    • 6 Beds
    • 5 Baths
    • 3,952 Sq Ft
    • House for Rent

    72 Washington Ave, Island Park, NY 11558

    A Rare Gem in Harbor Isles – First to Call It HomeWelcome to 72 Washington Ave, an extraordinary 3,952 sq. ft. waterfront townhome in the coveted Harbor Isles, where luxury meets tranquility. This newly built masterpiece is an unparalleled summer retreat—whoever rents this home will be the very first to kick up their feet, watch the sun melt into the horizon, and create unforgettable moments in

    Bryan Ecock Douglas Elliman Real Estate

    72 Washington Ave, Island Park, NY 11558
  • /20

    $175,000 per month

    • 5 Beds
    • 5 Baths
    • House for Rent

    21 Shrubland Rd, Southampton, NY 11968

    This Southampton waterfront property is navigable to great Peconic Bay. This 4,200 square foot Post Modern is set on 2.1 acres. Five bedrooms (3 are en suite), 4.5 baths, true gourmet cook's kitchen, with a great room opening onto mahogany deck for summer dining and entertaining. Outside this Hamptons home you will find a heated gunite pool, path to Cold Spring Pond for easy fishing, swimming,

    21 Shrubland Rd, Southampton, NY 11968
  • /7

    $17,500 per month

    • 5 Beds
    • 3.5 Baths
    • House for Rent

    Unlisted Address

    The PERFECT HOME IN WILLIAMSBURGVERY RARE RENTAL OPPORTUNITYEvoking the Williamsburg modernist era, this meticulous 21-foot-wide townhome is perfectly situated on a quiet tree-lined townhouse block. Beautifully renovated in 2024, the charming home boasts gracious proportions, a three-bay façade, customized large doors and windows, and a charming front and back balcony. Spanning around 2600 square

    Ante Jakic Compass

    Unlisted Address
  • /20

    $195,000 per month

    • 7 Beds
    • 8 Baths
    • House for Rent

    223 Parsonage Pond Ln, Sagaponack, NY 11962

    Welcome to this beautiful pristine 7-bedroom estate, ideally situated on 1.60 acres with breathtaking pond views, expansive grounds, and direct waterfront access. Enjoy the tranquility of a private 1-mile Association trail surrounding the pond, all while being less than 2 miles from the beach. Spanning over 7,000 sq. ft., this sophisticated home boasts luxurious common areas and a high-end

    223 Parsonage Pond Ln, Sagaponack, NY 11962
  • /18

    $110,000 per month

    • 5 Beds
    • 3.5 Baths
    • 2,818 Sq Ft
    • House for Rent

    18 Sunset Ave, East Quogue, NY 11942

    Spend Your Summer in a Waterfront Paradise on Sunset Avenue, East QuogueJune $25,000 | July $45,000 | August - LD $45,000Welcome to your ultimate summer escape! This spacious 2,800 sq ft home sits on 2 private acres along nearly 200 feet of pristine waterfrontage, offering endless opportunities for relaxation and adventure. Bring your boat—this property features a deepwater floating

    Antonio Bottero Compass Greater NY LLC

    18 Sunset Ave, East Quogue, NY 11942
  • /20

    $35,000 per month

    • 5 Beds
    • 5 Baths
    • House for Rent

    12 S Elroy Dr, Montauk, NY 11954

    Experience the ultimate summer retreat in this stunning five-bedroom, four-bathroom home, ideally located just minutes from downtown Montauk and the pristine ocean beaches. Designed as an upside-down home to maximize breathtaking views of the ocean as well as Fort Pond, this residence offers all the amenities needed for a relaxing vacation. Upon entering, you are greeted by a spacious foyer

    12 S Elroy Dr, Montauk, NY 11954
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    $70,000 per month

    • 5 Beds
    • 4 Baths
    • 4,000 Sq Ft
    • House for Rent

    253 Northside Dr, Sag Harbor, NY 11963

    Rental Permit# 200858 Tucked away in coveted Sag Harbor, this stunning tennis court home offers the perfect blend of luxury, privacy, and Hamptons charm. Set on a sprawling, secluded lot, the home welcomes you with lush landscaping and a backyard oasis designed for entertaining. A large pool, expansive patio and deck spaces, and towering trees create a serene, resort-like atmosphere.

    Marco Maida Compass Greater NY LLC

    253 Northside Dr, Sag Harbor, NY 11963
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    $5,300 per month

    • 6 Beds
    • 3 Baths
    • House for Rent

    244 Belmont Pkwy, Hempstead, NY 11550

    Property Id: 1437289Occupied. No trespassing; appt. only. WHOLE HOUSE residential rental Coming 6/8/25. Welcome home! Oversized sunny wideline expanded mint cape on oversized fenced 80x100 lot nestled on breathtaking elite tree-lined block! Featuring 6 huge bedrooms (2 in bsmt), 3 full baths, hardwood floors throughout, garage, washer/dryer, 6-car driveway, etc. 1500+ sq ft excl.

    244 Belmont Pkwy, Hempstead, NY 11550
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    $40,000 per month

    • 6 Beds
    • 7 Baths
    • 5,000 Sq Ft
    • House for Rent

    27 Station Rd, Westhampton, NY 11977

    Spacious Westhampton with Pool and TennisThis Westhampton estate brings to life classic summer memories of beach trips, pool dips, active tennis matches, and lively dinners on the porch. Nestled in a 1.5 acre private setting with a tree-lined driveway, this early 1900s Hamptons classic three-story shingled home combines historic character with modern amenities. Six spacious bedrooms, seven

    Dawn Litel-Murphy Corcoran

    27 Station Rd, Westhampton, NY 11977
  • /20

    $200,000 per month

    • 5 Beds
    • 6 Baths
    • House for Rent

    54 Bridgefield Rd, Bridgehampton, NY 11932

    Escape to this immaculate traditional sanctuary nestled amidst a 10-acre private vineyard in the tranquil southern enclave. Secluded at the end of a private road, enjoy unparalleled peace and privacy. Elegant decor meets beachside comfort, with an open double-height great room boasting a fireplace, creating a warm and inviting atmosphere. Prepare culinary delights in the gourmet chef's kitchen,

    54 Bridgefield Rd, Bridgehampton, NY 11932
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    $150,000 per month

    • 5 Beds
    • 7.5 Baths
    • 5,400 Sq Ft
    • House for Rent

    15 Carter Rd, Hampton Bays, NY 11946

    Welcome to this stunning estate, where timeless charm meets modern luxury. Upon entering the main entrance, you’re greeted by a grand staircase that sets the tone for the home’s elegant flow. The first level boasts a spacious formal dining room, cozy den, oversized chef’s kitchen, inviting living room, and a tranquil reading room. A large stone fireplace anchors the main living space, offering

    Kimberly Cammarata Douglas Elliman Real Estate

    15 Carter Rd, Hampton Bays, NY 11946
  • /5

    $200,000 per month

    • 8 Beds
    • 15 Baths
    • House for Rent

    24 Private Rd, Glen Head, NY 11545

    Inspired by the grandeur of France's Versailles, "Maison des Jardins" is a magnificent stone mansion nestled in Old Brookville, NY, spanning just under 8.5 acres of lush land with terraced lawns and formal gardens. Built in 2017, this French-inspired estate showcases exceptional craftsmanship, intricate architectural details, and luxurious finishes that epitomize the elegance of Gold Coast

    24 Private Rd, Glen Head, NY 11545
  • /42

    $310,000 per month

    • 5 Beds
    • 7 Baths
    • 2,300 Sq Ft
    • House for Rent

    176 Sayres Path, Wainscott, NY 11975

    Experience the Quintessential Hamptons Lifestyle in WainscottSurrounded by lush landscaping and set south of the highway, this stunning Wainscott retreat embodies the effortless elegance of Hamptons living. Located just moments from iconic Beach Lane ocean access, local farm stands, and the conveniences of town, this beautifully renovated 5-bedroom, 5.5-bath home offers the perfect balance of

    Angela Boyer Sothebys Int'l Realty Hamptons

    176 Sayres Path, Wainscott, NY 11975
  • /20

    $125,000 per month

    • 6 Beds
    • 8 Baths
    • House for Rent

    206 Mecox Rd, Water Mill, NY 11976

    Centrally located in the heart of Water Mill, this architecturally distinct home is just a bike ride away from the surf and sun of the country's most prestigious ocean beaches and a short drive to the world-class shopping and dining of Bridgehampton and Water Mill. Newly constructed and designed, this striking cedar-shingled 8,100 square-foot home drew inspiration from the East End's potato

    206 Mecox Rd, Water Mill, NY 11976
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    $78,000 per month

    • 6 Beds
    • 6.5 Baths
    • 6,000 Sq Ft
    • House for Rent

    4 Albert Ave, Southampton, NY 11968

    Finished your summer in this oasis located on 4+ acres on very private street. This 2019 6,000+ SF house is beautifully built with the finest materials and craftsmanship. A 2-story foyer leads to bright, spacious and open rooms with gorgeous hardwood flooring. A spectacular 1st floor primary suite with a vaulted ceiling includes his/her walk in closets, a designer bath with soaking tub and shower

    sona davidian Compass Greater NY, LLC

    4 Albert Ave, Southampton, NY 11968
  • /20

    $165,000 per month

    • 5 Beds
    • 4 Baths
    • House for Rent

    23 Howard St, Sag Harbor, NY 11963

    Although retaining its original charm, this home has been beautifully renovated with all modern amenities. It is located in the heart of the village, a short distance to fabulous restaurants, live theater, movie house and great shopping! On the first floor, there is a great chef's kitchen, formal dining room, spacious living room, office/4th bedroom and bathroom. The master suite with gas

    23 Howard St, Sag Harbor, NY 11963
  • /33

    $55,000 per month

    • 5 Beds
    • 4.5 Baths
    • 2,302 Sq Ft
    • House for Rent

    0 Undisclosed Ave Unit KEY847834, Westhampton, NY 11977

    Located south of the highway, this stunning postmodern offers you everything you could want and more for your Hamptons vacation. As soon as you enter this home, you are welcomed with luxury modern living at its finest. The bright white open first floor greets you with a spacious living room with a wood-burning fireplace, private office, eat-in kitchen with vaulted ceilings and dining area, half

    Thomas Stoebe STOEBE & CO

    0 Undisclosed Ave Unit KEY847834, Westhampton, NY 11977
  • /20

    $150,000 per month

    • 6 Beds
    • 6 Baths
    • House for Rent

    591 Parsonage Ln, Sagaponack, NY 11962

    Set upon prestigious Parsonage Lane, a Michael Davis built, 6 bedroom, 6 bath, professionally decorated home offers a wonderful opportunity to spend July in the Hamptons. An open floor plan includes formal living and dining rooms and gourmet kitchen with opens to the covered patio with built-in BBQ and a 45' heated gunite pool. The first floor master opens to the outside as well. A tunnel

    591 Parsonage Ln, Sagaponack, NY 11962
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    $25,500 per month

    • 5 Beds
    • 2 Baths
    • 3,000 Sq Ft
    • House for Rent

    45 Budds Pond Rd, Southold, NY 11971

    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 stroll to the private beach access,

    Mackenzie Needham Daniel Gale Sothebys Intl Rlty

    45 Budds Pond Rd, Southold, NY 11971
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    $65,000 per month

    • 5 Beds
    • 4 Baths
    • House for Rent

    27 Montauk Hwy, East Hampton, NY 11937

    Newly renovated East Hampton village beach house with indoor/outdoor living. Sitting on an acre of land south of the highway, this house is the ideal vacation spot with a large pool, jungle gym, playroom, and plenty of space for all to play and relax. With approximately 3000 square feet of living area finished to the highest standard, this home has a spacious open floor plan with a chef's

    27 Montauk Hwy, East Hampton, NY 11937
  • /17

    $4,500 per month

    • 5 Beds
    • 2 Baths
    • 1,659 Sq Ft
    • House for Rent

    1670 Abby Rd, Merrick, NY 11566

    Welcome to this beautiful 5-bedroom, 2-bathroom whole-house rental, perfectly situated on a quiet cul-de-sac in Merrick. The main floor offers 2 comfortable bedrooms and 1 full bathroom, while the second floor boasts 3 additional bedrooms and another full bath — providing plenty of space for everyone. Gleaming hardwood floors run throughout the home, adding warmth and charm. Enjoy the

    Balvinder Kaur Property Professionals Realty

    1670 Abby Rd, Merrick, NY 11566
  • /20

    $50,000 per month

    • 5 Beds
    • 5 Baths
    • House for Rent

    370 Brick Kiln Rd, Bridgehampton, NY 11932

    Discover a rare retreat on a sprawling 5-acre property, enveloped by over 100 acres of protected woodlands. This private, spacious residence captures the essence of Hamptons living, offering both elegance and natural tranquility. Inside, a large open living room with a fireplace invites gatherings and relaxation, while a cozy den/library with its own fireplace creates the perfect space for

    370 Brick Kiln Rd, Bridgehampton, NY 11932
  • /20

    $6,500 per month

    • 7 Beds
    • 3.5 Baths
    • House for Rent

    86-91 Palo Alto St, Jamaica, NY 11423

    Holliswood 7 Bedrooms 3.5 Baths Colonial Brick Home For Rent. Home Features Formal Living / Dining Room, Fireplace , High Ceilings, Spacious Bedrooms. Very Large Back Yard For Entertaining & Much Much More!!!

    Peter Murdakhayev WINZONE REALTY INC

    86-91 Palo Alto St, Jamaica, NY 11423
  • /20

    $55,000 per month

    • 5 Beds
    • 6 Baths
    • House for Rent

    6 Monument Ln, East Hampton, NY 11937

    This mid-century modern home is a wonderful getaway location East Hampton. Clad in rift cut clear cedar, the authentically modern facade gives way to a grand entrance connecting the bluestone porch to the great room with its vaulted ceilings and double sided fireplace covered in clear cedar. The white oak floors are white washed to give the ultimate beachy feel to this spacious modern manse. The

    6 Monument Ln, East Hampton, NY 11937
  • /23

    $25,000 per month

    • 5 Beds
    • 7 Baths
    • 3,500 Sq Ft
    • House for Rent

    495 N Parish Dr, Southold, NY 11971

    Southold, 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

    495 N Parish Dr, Southold, NY 11971
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    $195,000 per month

    • 5 Beds
    • 6 Baths
    • House for Rent

    497 Parsonage Ln, Sagaponack, NY 11962

    Immaculate and recently renovated Geometric Modern, on a quiet 1.5 acre private flag lot, located in the heart of Sagaponack South. A floating staircase connects three floors of modern luxury. This open and bright 5 bedroom, 6 bath home features a first floor master suite and a second floor master suite with private sun deck overlooking the reserve, open loft living room, open chefs Kitchen,

    497 Parsonage Ln, Sagaponack, NY 11962
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    $37,500 per month

    • 5 Beds
    • 8 Baths
    • 7,200 Sq Ft
    • House for Rent

    38 Monroe Place, New York City, NY 11201

    Located on a quaint tree-lined Place block in Brooklyn Heights, 38 Monroe Place boasts a beautiful brownstone facade and a sunken mansion entry, giving it a grand and elegant appearance. With five bedrooms, five full bathrooms, and three powder rooms spread across 22 feet and 5 stories (including a finished basement), this home offers over 7,200 square feet of living space. The interior is

    Ravi Kantha Serhant

    38 Monroe Place, New York City, NY 11201
  • /20

    $55,000 per month

    • 5 Beds
    • 4 Baths
    • House for Rent

    12 Cove Way, Shelter Island, NY 11964

    This house is the summer retreat you have been looking for. Centrally located down a private lane you will enjoy extraordinary views of the creek from the poolside patio. Private dock on this waterfront property for all the summer activities, just feet from the back door. This home offers a large chefs kitchen open to the living, dining and reading nook. Windows galore inviting the natural light.

    12 Cove Way, Shelter Island, NY 11964
  • /42

    $60,000 per month

    • 7 Beds
    • 6.5 Baths
    • 5,100 Sq Ft
    • House for Rent

    177 Albany Blvd, Atlantic Beach, NY 11509

    Stunning 7BR/6BA Summer Retreat in Atlantic Beach – New Construction with Bay Views & Pool!Welcome to your ultimate beach getaway! This brand-new contemporary masterpiece offers luxury, comfort, and unbeatable location in the heart of Atlantic Beach. Featuring 7 spacious bedrooms and 6 spa-inspired bathrooms, this sun-drenched home boasts floor-to-ceiling windows with breathtaking views of

    Randy Scott BERKSHIRE HATHAWAY

    177 Albany Blvd, Atlantic Beach, NY 11509
  • /20

    $40,000 per month

    • 5 Beds
    • 9 Baths
    • House for Rent

    6 Cobbetts Ln, Shelter Island, NY 11964

    An incredible property with everything you need for a fantastic summer vacation. This 5-6 bedroom, 5 bath home features a spacious, open living room with fireplace, dining area, charming eat-in country kitchen, media room, waterview deck, wrap brick patio, heated pool, tennis court and small strip of beach! All on 3 acres with stunning waterviews. Available for winter rental. [[Rental

    6 Cobbetts Ln, Shelter Island, NY 11964
  • /20

    $100,000 per month

    • 6 Beds
    • 6.5 Baths
    • 6,950 Sq Ft
    • House for Rent

    757 Montauk Hwy, Westhampton Beach, NY 11978

    Fully equipped 3 level Bayfront EstateBoat lovers! One of a kind and fully equipped 6,950 sqft 3 level Bayfront Estate on a shy 6-acre lot overlooking the beautiful open waters of Quantuck Bay with Deepwater Dock, Saltwater heated Gunite Pool, and Private Guest Quarters. Come enjoy Summer like no other in Westhampton Beach from this extremely private and rare waterfront estate offering.

    Robert Canberg Nest Seekers International LLC

    757 Montauk Hwy, Westhampton Beach, NY 11978
  • /20

    $35,000 per month

    • 5 Beds
    • 3 Baths
    • House for Rent

    27 S Fulton Dr, Montauk, NY 11954

    5 Bedroom/ 3 bath stunning home located only 1 mile to Ditch Plains beach and only two blocks to Montauk Downs State Park with Golf, Tennis and Olympic size pool. Recently, renovated and beautifully decorated. Jump in the brand new 36 x 16ft heated pool in the privacy of the tranquil rear yard. Front and rear decking for your relaxing and outdoor dining pleasure. Beach chairs, Bikes, and Paddle

    27 S Fulton Dr, Montauk, NY 11954
  • /14

    $5,500 per month

    • 5 Beds
    • 2 Baths
    • 1,850 Sq Ft
    • House for Rent

    130 Main St, Roslyn, NY 11576

    4 or 5 bedroom 2 bath charming Williams-Cornell house in Roslyn's historic district for rent. Combining classic architecture with modern comfort. With period details and a spacious primary bedroom overlooking Gerry Park, it's a perfect retreat. Enjoy a gourmet kitchen with granite counter tops and a private backyard with patio featuring quiet and peace. Located near the Roslyn train station,

    Jason Orsini Douglas Elliman Real Estate

    130 Main St, Roslyn, NY 11576

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