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Homes for Sale in Suffolk County NY with 5-Bedrooms & a Private Pool

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  • /25

    $4,349,990

    • 7 Beds
    • 6.5 Baths
    • 4,932 Sq Ft

    26 Pine Tree Rd, Southampton, NY 11968

    Set on 0.4 acres+/- this 4,932 SF+/- residence offers 7 bedrooms, 6 full and 1 half bathrooms, and an attached 2-car garage. Designed with an 18’ x 36’ heated gunite pool, it promises both relaxation and entertainment. A visionary project by a distinguished team, this home is a testament to exceptional craftsmanship and design. Kelly Builders, architect Will Minnear, interior designer Layered

    Bryan Coco Kelly Real Estate Inc

    26 Pine Tree Rd, Southampton, NY 11968
  • /25

    $2,799,000

    • 8 Beds
    • 7 Baths
    • 5,600 Sq Ft

    1350 Hortons Ln, Southold, NY 11971

    2-Acre Private Oasis with Custom "To Be Built" Luxury Home - Prime Location Near Town, Beaches & Vineyards! Discover the perfect blend of privacy, luxury and convenience with this exceptional 2-acre vacant lot, tucked away in a serene, secluded setting --- Yet just minutes from downtown, pristine beaches, and world-class vineyards, shopping and dining. Plans are in-place for a "To Be Built"

    Thomas McCarthy Thomas J McCarthy Real Estate

    1350 Hortons Ln, Southold, NY 11971
  • /38

    $11,475,000

    • 6 Beds
    • 7.5 Baths
    • 5,000 Sq Ft

    199 Dune Rd, Westhampton Beach, NY 11978

    Experience 150 feet of pristine oceanfront in this fully renovated contemporary masterpiece, boasting panoramic 360 degree views of the ocean and bay. Designed for seamless indoor-outdoor living, the home features expansive multi-level decks, a private boardwalk to the beach, and floor-to-ceiling glass sliding doors that frame breathtaking water views from every room. This 6 bedroom, 7.5 bathroom

    Colleen Graning Douglas Elliman Real Estate

    199 Dune Rd, Westhampton Beach, NY 11978
  • /24

    $3,450,000

    • 6 Beds
    • 6.5 Baths
    • 3,150 Sq Ft

    94 Cooper Ln, East Hampton, NY 11937

    Introducing a brand-new luxury residence with close proximity to East Hampton Village offering 6 bedrooms, 6.5 bathrooms, and high-end finishes throughout. Spanning three levels, this quality built and thoughtfully designed home features 3,150 square feet of living space including a fully finished 1,015-square-foot lower level with radiant heated floors, two en-suite bedrooms, a media/family

    Kim Hovey Compass

    94 Cooper Ln, East Hampton, NY 11937
  • /37

    $4,699,000

    • 6 Beds
    • 7.5 Baths
    • 6,915 Sq Ft

    265 Asharoken Ave, Northport, NY 11768

    Experience luxury coastal living in this breathtaking 3-level Mediterranean-style estate, perfectly positioned on the shores of Northport Bay. Designed for both grand entertaining and intimate relaxation, this home offers 4 ensuite bedrooms, 5.5 bathrooms, and timeless architectural elegance throughout. The third-floor primary suite is a private retreat, featuring a balcony with panoramic water

    Debra Newton Signature Premier Properties

    265 Asharoken Ave, Northport, NY 11768
  • /33

    $7,975,000

    • 8 Beds
    • 9 Baths
    • 8,000 Sq Ft

    471 Middle Line Hwy, Sag Harbor, NY 11963

    Tucked away down a winding driveway, past a gated entrance, and set on 6.5 acres of serene privacy, this extraordinary gabled estate offers the perfect Hamptons retreat. Conveniently located near the attractions of Bridgehampton and Sag Harbor, this immaculate residence spans over 8,000 square feet of pristine living space, featuring custom interior design and high-end details on all three

    Enzo Morabito Douglas Elliman Real Estate

    471 Middle Line Hwy, Sag Harbor, NY 11963
  • /35

    $1,900,000

    • 5 Beds
    • 3.5 Baths

    11 Eauclaire St, East Hampton, NY 11937

    Elegant & Private Springs Colonial in East Hampton Tucked away in the storied hamlet of Springs, this meticulously maintained 4-5 bedroom, 3.5 bath Colonial offers a timeless blend of comfort, elegance, and East End charm. Designed for both easy living and stylish entertaining, the home features a sun-filled great room, gleaming hardwood floors, and an expansive granite and stainless steel

    Christine Sparacino RE MAX SPARROW REALTY

    11 Eauclaire St, East Hampton, NY 11937
  • /29

    $7,995,000

    • 7 Beds
    • 9.5 Baths
    • 6,500 Sq Ft

    276 N Main St, Southampton, NY 11968

    This stunning modern home offers luxurious living on 1.17+\- acres with 7 spacious bedrooms and 9.5 elegant bathrooms; a rare opportunity to own an expansive, newly constructed, custom-built home in the Village of Southampton, with ample room to expand living area.. A grand entrance unfolds into a double-height foyer that transitions into an open living room, formal dining area, and eat-in

    Aimee Barone White Brown Harris Stevens W Hampton

    276 N Main St, Southampton, NY 11968
  • /44

    $3,995,000

    • 6 Beds
    • 4.5 Baths
    • 4,595 Sq Ft

    97 Oak Ln, East Hampton, NY 11937

    This impeccably maintained traditional home, built in 2018, features 6 bedrooms and 4.5 baths. The first floor boasts light-filled living areas, including a double-height living room with a marble fireplace, French doors leading to a rear terrace, and an eat-in kitchen with island seating and stainless steel appliances. A formal dining room and a den-sitting room, which can be closed off with

    Chris Stewart Compass

    97 Oak Ln, East Hampton, NY 11937
  • /50

    $2,399,900

    • 5 Beds
    • 4.5 Baths
    • 4,263 Sq Ft

    20 Oak Ln, Hampton Bays, NY 11946

    Experience the best of the East End from this waterfront retreat in Hampton Bays’ exclusive Old Harbor Colony. Set on a quiet street with beautiful water views, 20 Oak Lane offers a rare blend of space, light, and true boating lifestyle—just minutes to ocean beaches, waterfront dining, and everything the Hamptons have to offer. With over 4,200 square feet of interior living space plus a two-car

    Matthew Hart World Prop Intl Sea to Sky

    20 Oak Ln, Hampton Bays, NY 11946
  • /33

    $12,575,000

    • 5 Beds
    • 4.5 Baths
    • 4,110 Sq Ft

    322 Rose Hill Rd, Water Mill, NY 11976

    Nestled in the heart of Water Mill South, this historic luxury estate is a rare opportunity to own a masterpiece of Shingle Style architecture. Renovated in 2007 and conceived and built in 1884 by Henry Turbell Rose, Rosemary Lodge stands as a testament to exceptional craftsmanship and enduring elegance. Just minutes from the ocean, 0.93-acre grounds featuring a 4,110-square-foot residence, pool

    Steven Dorn Brown Harris Stevens Hamptons

    322 Rose Hill Rd, Water Mill, NY 11976
  • /24

    $12,995,000

    • 7 Beds
    • 8 Baths
    • 7,000 Sq Ft

    65 E Hollow Rd, East Hampton, NY 11937

    Situated in the prestigious Georgica Estate area, this exceptional new home offers unparalleled sophistication on a private, shy acre south of the highway-perfectly positioned between Main and Georgica beaches. Property Highlights: · 6 bedrooms, 8 bathrooms spanning 7,000 SF of meticulously designed living space · Intelligent three-floor layout with convenient elevator access Impressive ceiling

    Amanda Pearl Hamaoui William Raveis (Bridgehampton)

    65 E Hollow Rd, East Hampton, NY 11937
  • /25

    $3,895,000

    • 7 Beds
    • 7 Baths

    816 N Sea Rd, Southampton, NY 11968

    Located on a beautifully landscaped 0.61-acre lot in Southampton, this 4,099-square-foot double-gable shingled traditional home was thoughtfully designed and custom-built by Farrell. Offering seven spacious bedrooms and seven bathrooms, the home blends timeless architecture with modern luxury across three finished levels. A stately stone front porch framed by classic columns sets the tone as you

    Andrew Azoulay At The Firm Residential LLC

    816 N Sea Rd, Southampton, NY 11968
  • /49

    $1,849,000

    • 7 Beds
    • 3.5 Baths
    • 5,700 Sq Ft

    230 W Islip Rd, West Islip, NY 11795

    Welcome to a piece of Paradise! this beautiful 1928 5,700 sq. ft. Georgian Colonial, features 7 large bedrooms, 3.5 baths, 16 rooms total, located on beautiful Sampums deep water creek, a few hundred yards from the Great South Bay. this lavish estate offers, poly/glass siding with a 50yr warranty, new central air, decks and terrace built with azek decking. All new exterior lighting, completely

    Alice Yurkerwich Howard Hanna Coach

    230 W Islip Rd, West Islip, NY 11795
  • /32

    $11,450,000

    • 7 Beds
    • 9 Baths
    • 8,030 Sq Ft

    25 Fresh Pond Rd, Sag Harbor, NY 11963

    Set within the tranquil and prestigious enclave of North Haven, 25 Fresh Pond Road offers a rare opportunity for refined coastal living. This newly constructed estate seamlessly blends classic elegance with modern sophistication, set against a backdrop of breathtaking pond and bay views. Encompassing approximately 2.4 acres, the property provides a private sanctuary while remaining just moments

    Hara Kang Douglas Elliman Real Estate

    25 Fresh Pond Rd, Sag Harbor, NY 11963
  • /28

    $5,495,000

    • 7 Beds
    • 9 Baths
    • 10,585 Sq Ft

    8 Barnes Ave, Northwest Harbor, NY 11937

    Set amidst lush greenery in one of the Hamptons' most serene enclaves, this breathtaking 10,585-square-foot contemporary estate is a true sanctuary of modern luxury and architectural brilliance. Designed to seamlessly integrate with its natural surroundings, this seven-bedroom, seven-bathroom residence offers an unparalleled living experience, combining sophisticated design with state-of-the-art

    Christopher Ritchey Compass

    8 Barnes Ave, Northwest Harbor, NY 11937
  • /38

    $9,750,000

    • 7 Beds
    • 9 Baths
    • 6,300 Sq Ft

    780 Dune Rd, Westhampton Beach, NY 11978

    Welcome to Curving Dunes, a stunning Hamptons retreat built to perfection and expertly designed by First Dunes in collaboration with The Up Studio. This 6,300 sq ft masterpiece spans three floors, offering seven bedrooms, seven bathrooms, and two powder rooms, all designed to elevate your beach living experience. Step into the grand foyer, where serene, neutral tones reflect the surrounding

    Christopher Furchert Compass

    780 Dune Rd, Westhampton Beach, NY 11978
  • /22

    $11,995,000

    • 7 Beds
    • 7.5 Baths
    • 7,000 Sq Ft

    78 Bridgefield Rd, Bridgehampton, NY 11932

    Experience the pinnacle of Hamptons living in this extraordinary Bridgehampton estate, nestled south of the highway on 8.23 acres of breathtaking landscape. Tucked away at the end of a tranquil cul-de-sac, this one-of-a-kind property boasts a fully functioning private vineyard producing 10,000 - 12,000 bottles of Sauvignon Blanc, Sirah, and Cabernet Franc, offering an unparalleled lifestyle of

    Matthew Breitenbach Compass

    78 Bridgefield Rd, Bridgehampton, NY 11932
  • /26

    $5,995,000

    • 7 Beds
    • 10 Baths
    • 8,000 Sq Ft

    126 Long Ln, East Hampton, NY 11937

    Welcome to this newly constructed Hamptons classic home located in the East Hampton Village fringe. A supreme location near it all, less than a mile from East Hampton Village, fine shops and restaurants, the train, Jitney, and pristine ocean beaches! This 7 bedroom, 8 full and 2 half bathroom Hamptons retreat is set on a fully clearable builders acre, offering a perfect blend of luxury and

    Lori Schiaffino Compass

    126 Long Ln, East Hampton, NY 11937
  • /46

    $7,900,000

    • 7 Beds
    • 5.5 Baths
    • 6,212 Sq Ft

    112 Georgica Close Rd, East Hampton, NY 11937

    New to the market! Sited on 1.9 gorgeous acres on Georgica Pond, this expansive 6,200 square foot French Country Estate is a one of a kind offering that's not to be missed, featuring 7 bedrooms, 5.5 bathrooms, and generous living/entertaining space indoors and out. A perfect oasis for the creative visionary seeking an inspiring setting. Here you'll enjoy blissful grounds graced by tall trees,

    Evan Kulman Compass

    112 Georgica Close Rd, East Hampton, NY 11937
  • /38

    $6,495,000

    • 7 Beds
    • 11 Baths
    • 7,985 Sq Ft

    2524 Noyack Rd, Sag Harbor, NY 11963

    Stunning new construction situated on a 1.60+\- acre flag lot near the village of Sag Harbor, across from Little Peconic Bay. In a completely private, tranquil setting, this modern traditional style home features 7 bedrooms, 9 full and 2 half bathrooms, and total living space including the lower level of 7,985 square feet. The main level features a double-height foyer leading to a great room with

    Christopher Burnside Brown Harris Stevens Hamptons

    2524 Noyack Rd, Sag Harbor, NY 11963
  • /33

    $5,450,000

    • 5 Beds
    • 5.5 Baths
    • 4,450 Sq Ft

    23 Sycamore Ln, Montauk, NY 11954

    Tucked away on a quiet cul-de-sac in Montauk's coveted Hither Woods, just half a mile from ocean access, this exceptional traditional-style residence blends timeless craftsmanship with modern coastal luxury. Spanning approximately 4,450 sq. ft. and thoughtfully maintained since its 2005 build, the home offers 5 bedrooms, 5 full baths, and 1 half bath-all designed with comfort and style in mind.

    Chris Coleman Compass

    23 Sycamore Ln, Montauk, NY 11954
  • /25

    $5,495,000

    • 5 Beds
    • 5.5 Baths
    • 4,800 Sq Ft

    125 Laurel Valley Dr, Sag Harbor, NY 11963

    Newly constructed and ready for immediate occupancy from Hamptons builders, Pike Development. 125 Laurel Valley is a masterfully designed contemporary home in the desirable Northside Hills community of Sag Harbor. This home is being offered furnished, blending California-cool aesthetics with all the luxury and sophistication expected from modern Hamptons living. Set on 1.5 +/- acres and offering

    Patty Oakley Saunders & Associates

    125 Laurel Valley Dr, Sag Harbor, NY 11963
  • /33

    $4,495,000

    • 5 Beds
    • 5.5 Baths
    • 5,260 Sq Ft

    44 Ocean View Pkwy, Southampton, NY 11968

    Just imagine pulling into your gated, stunning, traditional home in Southampton. Spread across 2.2 acres on one of the most prestigious streets in the Hamptons, the feeling you get when you arrive at the front door can be described in one word: home. This cedar-shingled traditional boasts a gated entry, private driveway, and a thoughtful layout perfect for both relaxation and entertaining.

    Vincent Horcasitas Saunders & Associates

    44 Ocean View Pkwy, Southampton, NY 11968
  • /33

    $1,799,000

    • 5 Beds
    • 4.5 Baths

    9 Flower Hill Ct, Huntington, NY 11743

    In a quiet cul-de-sac near Huntington Bay, you will find the perfect blend of elegant indoor living and outdoor beauty in this stunning 5-bedroom, 4.5 bathroom center hall colonial. The spacious living and dining rooms feature hardwood floors and custom millwork, ideal for gathering and entertaining. The gourmet eat-in kitchen includes top-tier appliances, a large island, and a side-by-side

    Kacey Knauer Signature Premier Properties

    9 Flower Hill Ct, Huntington, NY 11743
  • /38

    $6,795,000

    • 8 Beds
    • 9.5 Baths
    • 9,730 Sq Ft

    2069 Deerfield Rd, Sag Harbor, NY 11963

    Welcome to your dream retreat in the heart of the Hamptons! This newly constructed luxury residence at 2069 Deerfield Road, designed by seasoned architects McDonough & Conroy and built by Barsalin Building and Design, offers a modern take on Hamptons living. Spanning 9,124 square feet, this expansive home sits on a private, beautifully landscaped property in sought-after Sag Harbor, combining

    Matthew Breitenbach Compass

    2069 Deerfield Rd, Sag Harbor, NY 11963
  • /36

    $750,000

    • 5 Beds
    • 3 Baths

    339 Halbert Dr, Holbrook, NY 11741

    Welcome to this beautiful 5-bedroom, 3-bathroom expanded ranch that seamlessly blends space, comfort, and contemporary updates. Nestled on a quiet street, this home features an inviting open layout and a fully finished basement, perfect for relaxation and entertainment. The impressive upstairs extension, completed in 2015, has three spacious bedrooms and two luxurious full bathrooms, including a

    LeighAnn deGroot Signature Premier Properties

    339 Halbert Dr, Holbrook, NY 11741
  • /36

    $765,000

    • 5 Beds
    • 3 Baths

    339 Halbert Dr, Holbrook, NY 11741

    Welcome to this beautiful 5-bedroom, 3-bathroom expanded ranch that seamlessly blends space, comfort, and contemporary updates. Nestled on a quiet street, this home features an inviting open layout and a fully finished basement, perfect for relaxation and entertainment. The impressive upstairs extension, completed in 2015, has three spacious bedrooms and two luxurious full bathrooms, including a

    LeighAnn deGroot Signature Premier Properties

    339 Halbert Dr, Holbrook, NY 11741
  • /46

    $10,995,000

    • 8 Beds
    • 12 Baths
    • 12,000 Sq Ft

    2 Hampton St, Southampton, NY 11968

    Move right in for summer 2026! Just completed and designer furnished- Stunning Southampton new construction with bright and open skies beam natural light across every inch of the expansive 2.3 acre property with large pool, pool house, and tennis. Inside and out, everything is elevated with premium materials and artisan craftsmanship in the design and construction to create a portrait of chic

    Laura U. White Saunders & Associates

    2 Hampton St, Southampton, NY 11968
  • /36

    $9,500,000

    • 5 Beds
    • 8 Baths
    • 10,878 Sq Ft

    176 2 Holes Water Rd, East Hampton, NY 11937

    Set on a secluded 10-acre East Hampton estate, 176 Two Holes of Water Road is a move-in-ready residence that blends timeless traditional architecture with sophisticated modern design. Originally built in 2000 and thoughtfully renovated in 2020, this 10,878+/- sq. ft. home showcases exceptional craftsmanship, light-filled interiors, and refined detailing throughout. The residence offers five

    Lori Schiaffino Compass

    176 2 Holes Water Rd, East Hampton, NY 11937
  • /31

    $4,950,000

    • 7 Beds
    • 6.5 Baths
    • 12,000 Sq Ft

    241 Asharoken Ave, Northport, NY 11768

    Indulge in the ultimate luxury at this magnificent beachfront estate, where superior European craftsmanship meets world-class finishes. Designed by the esteemed architects Keller and Sandgren, AIA, this architectural masterpiece features resplendent granite and marble floors and baths, a gourmet kitchen, and an indoor lap pool. The estate spans over 12,000 in totality with 4 multi level

    Shawn Elliott Nest Seekers LLC

    241 Asharoken Ave, Northport, NY 11768
  • /36

    $14,500,000

    • 6 Beds
    • 6.5 Baths
    • 6,000 Sq Ft

    70 Kettle Hole Rd, Montauk, NY 11954

    Experience unparalleled luxury and modern comfort in this exceptional 6-bedroom, 6.5-bathroom bayfront estate, ideally positioned on a secluded acre with direct access to a private beach. Built in 2023 by Martin Architects and meticulously crafted by 4MA, this expansive residence spans approximately 6,000 square feet, offering breathtaking water views from nearly every room. Key features include

    Chris Coleman Compass

    70 Kettle Hole Rd, Montauk, NY 11954
  • /45

    $9,995,000

    • 8 Beds
    • 9.5 Baths
    • 9,070 Sq Ft

    7 Ashwood Ct, East Hampton, NY 11937

    Nestled on two picturesque acres, this stunning property features a private driveway and gated entry. Constructed in 2020 by renowned builder Larry Kane, the home seamlessly blends traditional and modern elements, and is abundant with natural light throughout. Upon entering through the front door, you are greeted by a gourmet chef's kitchen boasting an expansive island for seating, complemented

    Chris Coleman Compass

    7 Ashwood Ct, East Hampton, NY 11937
  • /25

    $8,995,000

    • 5 Beds
    • 5.5 Baths
    • 4,000 Sq Ft

    218 Dune Rd, Westhampton Beach, NY 11978

    Discover luxury waterfront living at 218 Dune Road, Westhampton Beach. This stunning bayfront coastal oasis offers unparalleled elegance and comfort throughout 4,000 sf of living space. The traditional style architecture spans across 2 stories offering 5 bedrooms, including both a first floor and second floor primary suite, 5 full baths and 1 half-bath. The open and bright interior features a

    William LeMaire Brown Harris Stevens W Hampton

    218 Dune Rd, Westhampton Beach, NY 11978
  • /38

    $4,675,000

    • 5 Beds
    • 5.5 Baths
    • 4,200 Sq Ft

    166 Ferry Rd, Sag Harbor, NY 11963

    Welcome to 166 Ferry Rd, a luxurious black and white batten board home nestled on .48 acres in the picturesque hamlet of North Haven, Sag Harbor. This exquisite new construction offers a total of 4,200+/-sf of thoughtfully designed living space, featuring five bedrooms and five full and one half baths. Step inside to a grand great room, complete with a wood-burning fireplace, that seamlessly

    Jacalyn Worth William Raveis (Southampton)

    166 Ferry Rd, Sag Harbor, NY 11963
  • /19

    $7,400,000

    • 6 Beds
    • 6.5 Baths
    • 4,200 Sq Ft

    10 Darby Ln, East Hampton, NY 11937

    Enjoy luxury living with this exquisite residence nestled in the esteemed Georgica Estate section of East Hampton. Newly listed and boasting unparalleled elegance, this South of the Highway treasure is an absolute must-see. Drenched in natural light, this recently renovated home offers a remarkable blend of comfort and sophistication. Discover a sprawling layout featuring 6 en-suite bedrooms,

    Randi Ball The Agency Hamptons

    10 Darby Ln, East Hampton, NY 11937
  • /34

    $17,495,000

    • 6 Beds
    • 5.5 Baths
    • 4,800 Sq Ft

    40 Deforest Rd, Montauk, NY 11954

    Never before seen, On The Break is a rare compilation of new construction luxury homes set amidst the natural landscape and vibrant cultural scene of Montauk. Encompassing two separate oceanfront lots, the enclave presents an unmatched opportunity to own in the highly sought after Ditch Plains area. One of the most iconic surf destinations on the East Coast, the break within Ditch Plains boasts

    Hedgerow Exclusive Team Hedgerow Exclusive Properties

    40 Deforest Rd, Montauk, NY 11954
  • /45

    $99,500,000

    • 24 Beds
    • 38 Baths

    70 Cobb Rd, Water Mill, NY 11976

    Presenting a once-in-a-lifetime opportunity, 70 & 71 Cobb Lane are now available together for the first time. Set on a private peninsula in Water Mill South, this extremely rare generational compound spans over 21 total acres. With 24 bedrooms and 38 bathrooms spread across two magnificent residences, the unique multi-parcel offering represents true opulent living. Meticulously designed by

    Hedgerow Exclusive Team Hedgerow Exclusive Properties

    70 Cobb Rd, Water Mill, NY 11976
  • /37

    $1,200,000

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

    11 Mark Twain Ln, East Setauket, NY 11733

    This Home is beautifully landscaped w/ a 18' x 36' Salt Water In-ground pool with new pool filter, new pool pump and new salt water system, front and back sprinklers ,all new sprinklers system in front, new PVC Fence, ceramic tile and wood floors, All rooms are big and bright with beautiful views of the yard, Master suite has a jacuzzi tub and new granite counter top with double sinks, all new

    Jennifer Kontzamanys JK REALTY HOMES INC

    11 Mark Twain Ln, East Setauket, NY 11733
  • /31

    $13,500,000

    • 7 Beds
    • 10 Baths
    • 7,442 Sq Ft

    73 Jericho Rd, East Hampton, NY 11937

    Discover unparalleled new construction luxury located South of the Highway in East Hampton Village at 73 Jericho Road, a prestigious haven for elegance and comfort. Built by Konner Development and sited on a shy acre, this property offers 7,442 +/- SF (plus finished lower level), 7 generously sized bedrooms, 8 full and 2 half baths, 2 fireplaces, a detached 2-car garage, pool house, and heated

    Vincent Horcasitas Saunders & Associates

    73 Jericho Rd, East Hampton, NY 11937

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