107

Homes for Sale in Ulster County NY with 5-Bedrooms

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  • /49

    $329,999

    • 6 Beds
    • 3.5 Baths
    • 3,550 Sq Ft

    7 Glenwood Dr, Ellenville, NY 12428

    This beautiful Ellenville home is filled with old-world charm and is ready to be lovingly restored to its original grandeur. Offering 6 bedrooms and 3.5 bathrooms, this expansive residence is rich with character at every turn—hardwood floors that tell a story, elegant staircases, a stunning fireplace that anchors the living space, and a large formal dining room perfect for holidays, entertaining,

    Savannah Miceli Century 21 Alliance-NP

    7 Glenwood Dr, Ellenville, NY 12428
  • /95

    $975,000

    • 26 Beds
    • 16 Baths
    • 6,300 Sq Ft

    850-872 Oliverea Rd, Big Indian, NY 12410

    Once known as Brookside Cottages, this rare Catskills hospitality compound offers the chance to revive a piece of mountain history in one of the region's most sought-after destinations. Tucked away on approximately 7 acres along scenic Oliverea Road in the heart of Catskills Park, the property is surrounded by the same natural beauty and authentic character that have helped transform neighboring

    Dara Barr Keller Williams Upstate NY Pro

    850-872 Oliverea Rd, Big Indian, NY 12410
  • /36

    $1,700,000

    • 5 Beds
    • 5 Baths
    • 4,628 Sq Ft

    7 Downer Ln, Woodstock, NY 12498

    A Woodstock compound with two distinct residences on eight acres, currently set up as STR. Included as part of this unique offering, 7 Downer Road brings an entirely different yet equally compelling dimension to the property. Set on approximately two private acres with beautiful mountain views, this authentic mid-century ranch captures the simplicity and warmth. The one-bedroom home retains many

    Baris Demirel Serhant LLC

    7 Downer Ln, Woodstock, NY 12498
  • /34

    $995,000

    • 6 Beds
    • 3.5 Baths
    • 4,759 Sq Ft

    703 Creek Locks Rd, Rosendale, NY 12472

    Tucked away at the end of a long private driveway, this nearly 5,000 square foot home on six acres feels like a world of its own. Mature trees and thoughtful landscaping give the property a magical, nestled-in-the-woods quality, with Japanese maples, lilies, and native plantings throughout, plus a sculpted hedgerow out back with a touch of Alice in Wonderland charm. A heated in-ground pool sits

    Briana Cermak Compass Greater NY, LLC

    703 Creek Locks Rd, Rosendale, NY 12472
  • /95

    $3,250,000

    • 6 Beds
    • 8.5 Baths
    • 10,274 Sq Ft

    447 Shear Rd, Saugerties, NY 12477

    Hidden 100 Acre Estate. Privately sited on the Beaverkill Creek in Saugerties, this expansive 4-bedroom home and charming two-bedroom guest house are perfect for gatherings, rejuvenating Catskills weekends, or year-round luxury living. While the main residence was built in 1996, the guest house was added in 2009. The home's top floor and lower level were fully renovated in 2008. Completely

    Allison Morelle Coldwell Banker Village GreenK

    447 Shear Rd, Saugerties, NY 12477
  • /46

    $495,000

    $24K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 1,536 Sq Ft

    5 Snyder Ave, Rosendale, NY 12472

    In the heart of the village of Rosendale, on a quiet, dead-end street just steps from the Rondout Creek, this is the ideal village location in Upstate New York. From your front steps, you can walk to shops, restaurants, bike on the rail trail, visit the community movie theater, hike Joppenburgh Mountain or picnic by the river. Live on the first floor 3 BR apartment and rent out the two

    Dorcinda Knauth Weichert, REALTORS The Spiesma

    5 Snyder Ave, Rosendale, NY 12472
  • /24

    $624,900

    • 5 Beds
    • 3.5 Baths
    • 3,508 Sq Ft

    1 Old Minisink Trail, Ellenville, NY 12428

    Don't miss this UNIQUE and HISTORIC property in the CATSKILLS now available for sale! This gem is part of the former Boxer's Lakewood Hotel and Resort (owner has a deed going back to 1776!), since converted into a lovely large private residence! Featuring 5 BEDROOMS AND 3 1/2 BATHS this home is set in a well preserved old-world style chalet on 1.1 ACRES! Great for a private home or CAN BE A

    Karen Gauvin Our House Real Estate Group

    1 Old Minisink Trail, Ellenville, NY 12428
  • /37

    $1,495,000

    • 6 Beds
    • 5.5 Baths
    • 3,972 Sq Ft

    322 Albany Ave, Kingston, NY 12401

    322 Albany Avenue is a timeless property that presents a rare opportunity to create the family compound of your dreams -- or simply enjoy the benefits of a substantial income-producing property without sacrificing privacy. Tucked behind mature landscaping and expansive grounds, the property feels more like a private country estate than a city residence -- a true oasis on nearly one acre right in

    Sarah Finch The Kinderhook Group, Inc.

    322 Albany Ave, Kingston, NY 12401
  • /47

    $1,150,000

    $100K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 2,616 Sq Ft

    31 Laurel Hollow Rd, Kerhonkson, NY 12446

    Set on a private road just behind Minnewaska, this fully legal, permitted 5-bedroom Airbnb is a rare turn-key opportunity for investors and owner-operators alike -- income-producing from day one, with the licensing and permitting already secured. This light-filled, three-story home offers the kind of quiet, well-considered living that the Hudson Valley does best. Five legal bedrooms, three and a

    Sheneur Menaker Hudson Modern

    31 Laurel Hollow Rd, Kerhonkson, NY 12446
  • /50

    $1,325,000

    • 8 Beds
    • 5.5 Baths
    • 4,648 Sq Ft

    2320 Glasco Turnpike, Woodstock, NY 12498

    Welcome to The Waterfall House, a rare opportunity tucked away in the heart of Woodstock Proper. Set on nearly 12 private acres, this classic brick Colonial offers an exceptional combination of privacy, natural beauty, and endless potential, all just minutes from the shops, restaurants, galleries, and vibrant arts scene that have made Woodstock an iconic destination. Offering approximately 3,000

    Leigh Wagner-Quintana KW Hudson Valley North

    2320 Glasco Turnpike, Woodstock, NY 12498
  • /47

    $1,550,000

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

    43 Green St, Kingston, NY 12401

    Located in the heart of Kingston's historic Stockade District, this beautifully restored Greek Revival brick home with Italianate details, blends timeless character with thoughtful modern updates. Originally built in 1885 for Joseph C. Wyckoff, who at the time was the principal of Kingston Academy, located on Academy Green. The home offers 4,200 square feet across four finished levels; 5-bedroom,

    LILLIAN LIN Rouse + Co Real Estate, LLC

    43 Green St, Kingston, NY 12401
  • /43

    $1,150,000

    • 6 Beds
    • 2 Baths
    • 2,518 Sq Ft

    148 Quannacut Rd, Pine Bush, NY 12566

    Down a quiet, dead-end road in the sleepy town of Shawangunk sits this circa 1900 old style farmhouse on just shy of 100 wooded acres. The home needs renovations/TLC, but with 6 bedrooms it can hold an army. Hardwood floors (as seen), exposed beams and some period touches bring character to the house. Enjoy a large woodburning stove to take the chill off and save on heating bills. The property is

    Michelle Genatempo Howard Hanna Rand Realty

    148 Quannacut Rd, Pine Bush, NY 12566
  • /12

    $899,000

    $26K PRICE DROP
    • 8 Beds
    • 5 Baths
    • 3,552 Sq Ft

    2428 Bruynswick Rd, Wallkill, NY 12589

    Investor-Ready Multigenerational Gem in Desirable Hamlet. Nestled in the charming hamlet of Wallkill, within the town of Shawangunk in Ulster County, this expansive and versatile turnkey property presents a rare opportunity for multigenerational living or a savvy investment. Designed in a thoughtful mother-daughter layout, the home offers eight bedrooms across two independent living wings, two

    Carmela Lopez Borrazas Serhant LLC

    2428 Bruynswick Rd, Wallkill, NY 12589
  • /43

    $2,495,000

    • 7 Beds
    • 6 Baths
    • 5,386 Sq Ft

    130 Cedar Dr, Kerhonkson, NY 12446

    Some properties check every box. This one creates an entirely new standard.Set on five private acres in the heart of the Hudson Valley, this beautifully designed estate offers the rare combination of luxury, flexibility, and room to grow. Whether you're searching for a full-time residence, a weekend retreat, or a compound, every detail has already been thoughtfully completed, making this a

    Diana Polack Compass Greater NY, LLC

    130 Cedar Dr, Kerhonkson, NY 12446
  • /14

    $2,175,000

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

    589-595 Plank Rd, Mount Tremper, NY 12457

    Legendary Estate & Compound on the Esopus Creek. **A Historic Masterpiece with a Superhero Pedigree** Steeped in history and once owned by **George Reeves**, the iconic star of the 1950s *Superman*, this meticulously renovated 1870s farmhouse compound offers a lifestyle of unparalleled versatility. Spanning **5+ park-like acres** with direct **Esopus Creek water frontage**, this sprawling estate

    Derek Greene Greene Realty Group

    589-595 Plank Rd, Mount Tremper, NY 12457
  • /26

    $519,000

    $30K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    59 Cooper St, Accord, NY 12404

    A lifestyle. A place to gather. A place to call home Tucked away on a picturesque 1.3-acre property in the heart of Accord, 59 Cooper Street offers the space, privacy, and peaceful setting that define Hudson Valley living. Surrounded by mature trees and open skies, this five-bedroom, two-and-a-half-bath home is an inviting retreat where everyday life feels just a little slower and a little more

    Sean Drown Land and Water Realty LLC

    59 Cooper St, Accord, NY 12404
  • /35

    $4,250,000

    • 6 Beds
    • 7 Baths
    • 12,619 Sq Ft

    76 Floyd Ackert Rd, West Park, NY 12493

    A private riverside oasis set on approximately 7 acres with Hudson River frontage and direct access to a private dock. Perfectly positioned along the western banks of the Hudson Valley, just 80 miles north of New York City, this secluded contemporary tri-level residence offers rare privacy, tranquility, and breathtaking river views from nearly every room. Custom designed and thoughtfully situated

    Justin Phillips United RE Hudson Valley Edge

    76 Floyd Ackert Rd, West Park, NY 12493
  • /91

    $795,000

    Open Sun 1PM - 3PM
    • 5 Beds
    • 3 Baths
    • 2,044 Sq Ft

    4868 State Route 212, Willow, NY 12495

    Income Opportunity! This property includes a transferable short-term rental license, excellent investment and income-producing potential. Beautifully renovated and thoughtfully updated with numerous high-end upgrades, see below, this versatile 4-5 bedroom, 3-bath home sits on 3.6 private acres with breathtaking views of Ohayo Mountain, Mount Guardian, Mount Tremper, and Panther Mountain. Multiple

    Ruti kabel Keller Williams Realty HV Nort

    4868 State Route 212, Willow, NY 12495
  • /46

    $1,250,000

    $125K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 3,176 Sq Ft

    2295 State Route 32 S, New Paltz, NY 12561

    Welcome to Plattekill Brook Farm, a charming 1940 farmhouse featuring four classic barns, creek frontage, and panoramic views of the Shawangunk Ridge. Located just minutes from the heart of New Paltz, the property offers an inspiring countryside setting on 5+ acres with easy access to local farm stands, acclaimed restaurants, and the scenic trails of Minnewaska State Park.The home spans over

    Shaina Marron Houlihan Lawrence, Inc

    2295 State Route 32 S, New Paltz, NY 12561
  • /29

    $3,500,000

    • 8 Beds
    • 4 Baths
    • 15,000 Sq Ft

    51 Redder Rd, Pine Bush, NY 12566

    Set across an extraordinary expanse of pristine Hudson Valley landscape, this one-of-a-kind legacy property presents a rare convergence of luxury living, commercial versatility, and future development potential. Offering both agricultural and residential zoning, the estate is uniquely positioned for a private compound, luxury retreat, equestrian lifestyle, hospitality venture, or long-term

    Jamie Aisenstat Serhant LLC

    51 Redder Rd, Pine Bush, NY 12566
  • /29

    $575,000

    • 5 Beds
    • 2 Baths
    • 1,532 Sq Ft

    66 Spook Hole Rd, Ellenville, NY 12428

    Unleash your inner adventurer and escape the ordinary at 66-68 Spook Hole! Nestled on a sprawling 62.6-acre canvas of serene seclusion, just two hours from NYC's hustle and bustle, this expansive estate is your invitation to a life less ordinary. Imagine waking up to sun-dappled mornings and the symphony of nature in your private paradise. This property offers not just one, but two charming

    Kerri Stretch Howard Hanna Rand Realty

    66 Spook Hole Rd, Ellenville, NY 12428
  • /23

    $1,600,000

    • 11 Beds
    • 11 Baths
    • 3,922 Sq Ft

    19 Main St, Kingston, NY 12401

    Built in the early 1900's, this classic Kingston Victorian has the kind of presence you can't replicate--steep front gable, layered rooflines, projecting bay windows, and a full-width covered porch that still functions as intended. The original structure remains intact in all the ways that matter: clapboard siding, strong proportions, and a raised foundation that gives the building both scale and

    Sean Nutley Hudson Modern

    19 Main St, Kingston, NY 12401
  • /89

    $8,100,000

    $250K PRICE DROP
    • 6 Beds
    • 7 Baths
    • 6,900 Sq Ft

    290 Ulster Landing Rd, Kingston, NY 12401

    Ulster Landing is a storied & magnificent former Livingston estate established in the early 1800s, perched on 34 acres above the Hudson River with far-reaching views & more than half a mile of river frontage.Down a long, winding driveway lies the historic and remarkably well-preserved main house.On the 1st floor, the formal living & dining rooms have exquisite views of the river & are

    Raj Kumar Four Seasons Sotheby's Int.

    290 Ulster Landing Rd, Kingston, NY 12401
  • /29

    $549,000

    $50K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,278 Sq Ft

    19 Pompey's Cave Rd, High Falls, NY 12440

    Perched above the valley with sweeping views of the Shawangunk Ridge and Mohonk Mountain House, 19 Pompeys Cave Road offers a rare blend of flexibility, opportunity, and Hudson Valley beauty. Thoughtfully designed as two connected living spaces, this distinctive property presents endless possibilities for multigenerational living, guest accommodations, income potential, or a private weekend

    Alyson Dugan Reidy Halter Associates Realty

    19 Pompey's Cave Rd, High Falls, NY 12440
  • /6

    $625,000

    • 8 Beds
    • 8 Baths
    • 4,074 Sq Ft

    17 Downs St, Kingston, NY 12401

    A rare six-unit asset in one of Kingston's most opportunistic zoning transects. 17 Downs Street delivers a strong 8.19 cap rate on a 625,000 ask while sitting in a T5-Neighborhood (T5N) zone built for exactly the kind of upside that's getting harder to find in the Hudson Valley. The unit mix is purpose-built for flexibility: two 2-bedrooms, two 1-bedrooms, and two studios, a spread that lets an

    Sheneur Menaker Hudson Modern

    17 Downs St, Kingston, NY 12401
  • /31

    $649,900

    • 6 Beds
    • 4 Baths
    • 2,006 Sq Ft

    343 Washington Ave, Kingston, NY 12401

    Investment opportunity with this 4-family rental property consisting of 2 two-bedroom apartments and 2 one-bedroom apartments. Uptown Kingston is known for its rich history, vibrant culture, and community-oriented atmosphere. Residents will love the nearby parks, shops, and dining options, enhancing their living experience. All units have undergone renovations in recent years, and all tenants

    Greg Berardi Berardi Realty

    343 Washington Ave, Kingston, NY 12401
  • /28

    $650,000

    • 5 Beds
    • 2.5 Baths
    • 2,526 Sq Ft

    67 Finger St, Saugerties, NY 12477

    Rock solid five bedroom, 2.5 bath brick mid-century modern ranch located in the heart of the Village of Saugerties across the street from Seamon's Park. First time available in over 50 years, this grand home has over 2500 square feet of living set back on a corner .53 acre lot. Enter through the foyer into a magnificently large living room with picture window. Recently renovated kitchen with

    Jennifer Mangione Grist Mill Real Estate

    67 Finger St, Saugerties, NY 12477
  • /45

    $3,125,000

    • 5 Beds
    • 2 Baths
    • 3,832 Sq Ft

    181 Huguenot St, New Paltz, NY 12561

    104 acres with magnificent farm home noted as the best view of Mohonk Mountain, and located on Huguenot Street - a street listed on the National Register of Historic Places, and designated as a National Historic Landmark containing the original historic homes. There are 240 feet of Wallkill River frontage and 600 feet on Huguenot Street. The public golf course is less than one-third of a mile

    Robert Gabrielli Reading Realty

    181 Huguenot St, New Paltz, NY 12561
  • /40

    $695,000

    $5K PRICE DROP
    • 7 Beds
    • 4 Baths
    • 2,156 Sq Ft

    123 Barclay Rd, Clintondale, NY 12515

    Picture it: Clintondale, 2026. A quiet road, privacy, and your own little slice of happiness. That is what you will find at 123 Barclay Rd. A Mother-Daughter Ranch on a .91-acre lot can be enjoyed as multi-generational living, or occupy one side, while generating income on the other. You really can’t go wrong! Entering the left side of the home, you are welcomed in by the living room and kitchen

    Angelo DeJesus Lucille Hand Real Estate

    123 Barclay Rd, Clintondale, NY 12515
  • /28

    $999,999

    • 7 Beds
    • 4 Baths
    • 5,131 Sq Ft

    3 Ann St, New Paltz, NY 12561

    **Exceptional Fourplex Opportunity in the Heart of New Paltz** Welcome to 3 Ann Street, New Paltz, NY — a rare opportunity to own a four-unit property in one of the Hudson Valley's most desirable and consistently high-demand rental markets. Offered at an exceptional price point for New Paltz, this property presents a unique opportunity for investors, owner-occupants, and house hackers to acquire

    Jorge Lugo Real Broker NY LLC

    3 Ann St, New Paltz, NY 12561
  • /50

    $868,000

    $60K PRICE DROP
    • 9 Beds
    • 3.5 Baths
    • 3,755 Sq Ft

    18 Barley Rd, Big Indian, NY 12410

    Set on 5.7 private acres in the heart of the Belleayre Mountains, this historic estate known as “Bella Vista” offers a rare blend of character, scale, and opportunity. Originally built in 1890 and thoughtfully updated over time, the residence features 9 bedrooms and 3.5 baths across approximately 3,755 square feet.The home showcases expansive living spaces, high ceilings, hardwood flooring,

    Jana Bangova LAFFEY REAL ESTATE

    18 Barley Rd, Big Indian, NY 12410
  • /25

    $314,900

    • 5 Beds
    • 2 Baths
    • 1,920 Sq Ft

    215 Maple Ave, Kerhonkson, NY 12446

    Renovated Multi-family/Duplex – total of 5 bedrooms, 2 full bathrooms, large front porches on each unit and only 7 minutes away from Minnewaska State Park and 15 minutes away from Mohonk Lake. Brand new roof, boiler, kitchen, bathrooms, floorings, new paint all over, new stove and microwave. Great opportunity for homeowners looking for supplemental income or investors looking to add on their

    Julie Goldberg HomeSmart Homes & Estates

    215 Maple Ave, Kerhonkson, NY 12446
  • /39

    $714,999

    • 7 Beds
    • 4 Baths
    • 1,740 Sq Ft

    245-249 Lattintown Rd, Marlboro, NY 12542

    Multi-family investment opportunity located in the heart of Marlboro, New York. This versatile income-producing property features a classic two-story main farmhouse alongside two separate two-bedroom mobile homes, offering an exceptional setup for a live-in landlord or a diversified rental portfolio.Property FeaturesMain Farmhouse (Two-Story) Layout: 3 Bedrooms | 1.5 Bathrooms Main Level:

    JoAnn Ellis Summerset Realty

    245-249 Lattintown Rd, Marlboro, NY 12542
  • /21

    $625,000

    • 5 Beds
    • 3 Baths
    • 1,620 Sq Ft

    16 Moggre Rd, Chichester, NY 12416

    Completely renovated & rebuilt modular ranch home with 5 bedrooms, 3 full bathrooms and open concept. From the modern kitchen to the elegant new bathrooms, this home has it all. Outside you have a large composite deck that overlooks the private 1.1 acres with patio and firepit. Close to Belleayre, Hunter and Windham Mountains. The home can come fully furnished for the right price. Currently being

    Jamie Sittner Find Advisors

    16 Moggre Rd, Chichester, NY 12416
  • /31

    $999,999

    $200K PRICE DROP
    • 9 Beds
    • 4 Baths
    • 3,273 Sq Ft

    39 N Chestnut St, New Paltz, NY 12561

    Charming 1890 brick Victorian triplex in the heart of the Village of New Paltz. Located at 39 N Chestnut St, this well-maintained multi-family property offers a rare opportunity for both owner-occupants and investors seeking strong, consistent rental income in one of the Hudson Valley’s most sought-after and high-demand village locations. It also presents a unique tri-family getaway opportunity,

    Jacob Cohen eXp Realty

    39 N Chestnut St, New Paltz, NY 12561
  • /49

    $1,500,000

    • 5 Beds
    • 4.5 Baths
    • 4,962 Sq Ft

    169 Albany Ave, Kingston, NY 12401

    Some houses hold history. This one is history. Built circa 1773, the Jacob Ten Broeck House at 169 Albany Avenue is one of Kingston's most significant surviving Federal residences — a two-story limestone landmark listed on both the Local and National Registers of Historic Places since 2002. Scholars have called it one of the rare high-style Federal homes in the city. The current owner has been

    Baris Demirel Serhant LLC

    169 Albany Ave, Kingston, NY 12401
  • /50

    $1,500,000

    $130K PRICE DROP
    • 9 Beds
    • 13 Baths
    • 4,861 Sq Ft

    5 and 10 West St, Marlboro, NY 12542

    The Danskammer House & Private ResidenceA Rare Hudson Valley Hospitality and Lifestyle Opportunity Offered together, 5 West Street and 10 West Street present a truly unique opportunity to acquire an established hospitality destination and private residence in the heart of Marlboro's historic village. At the center of the offering is the renowned Danskammer House, a beautifully restored

    Siobhan Fahy eXp Realty

    5 and 10 West St, Marlboro, NY 12542
  • /44

    $699,000

    • 5 Beds
    • 3 Baths
    • 3,346 Sq Ft

    4230 Atwood Rd Unit 4257, Stone Ridge, NY 12484

    Own a piece of history with the beloved Lily House. Built in 1910, this sun-drenched home offers over 3,000 square feet of timeless character, ready for your thoughtful updates and personal vision. Set on beautifully landscaped grounds with seasonal views of the scenic Esopus Creek, you will enjoy the sweet sounds of nature. The home features five bedrooms and three full baths, with spacious,

    Laurel Sweeney BHHS Nutshell Realty

    4230 Atwood Rd Unit 4257, Stone Ridge, NY 12484
  • /43

    $1,300,000

    • 5 Beds
    • 5 Baths
    • 3,300 Sq Ft

    5327 New York 212, Mount Tremper, NY 12457

    The Pines | Mt Tremper, New York A rare chance to steward one of the Catskills' most storied properties has quietly arrived. The Pines -- a cherished roadside inn and restaurant nestled between Woodstock and Phoenicia -- is ready for its next chapter. With more than five decades as a beloved Italian restaurant followed by a decade-long reinvention as a community gathering place, The Pines carries

    Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

    5327 New York 212, Mount Tremper, NY 12457
  • /30

    $1,100,000

    • 5 Beds
    • 1 Bath
    • 2,091 Sq Ft

    2018 Beaverkill Rd, Livingston Manor, NY 12758

    Sportsman’s Paradise in the Beaverkill Valley!This rare 18+ acre offering in the heart of the Beaverkill Valley includes the historic Turnwood General Store, an original 5-bedroom, 2-bath farmhouse, a 4+ car detached garage, and a scenic 2+ acre hay field with direct river frontage.The historic barn / general store spans over 4,800 sq ft across two floors and offers tremendous

    Chip Parrish Keller Williams Prestige Prop

    2018 Beaverkill Rd, Livingston Manor, NY 12758

Showing Results 41 - 80, Page 2 of 3

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