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Columbia County NY Homes for Sale

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  • /41

    $3,850,000

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

    0 Walkers Mills Rd, Germantown, NY 12526

    A rare and historically significant Hudson Valley estate set within a matchless idyllic landscape of cascading water, mature woodlands, and over 20 acres adjoining protected conservation land. The property comprises two extraordinary structures -- a former grist mill and barn -- each transformed into its own residence. Known as ''Walker's Mill,'' the site has evolved over generations since its

    PATRICIA HINKEIN Patricia A. Hinkein Realty

    0 Walkers Mills Rd, Germantown, NY 12526
  • /6

    $429,900

    • 8 Beds
    • 8 Baths
    • 3,920 Sq Ft

    222-224 Robinson St, Hudson, NY 12534

    Here's your chance to own a spacious 4,000 sq ft, 4-unit building in the heart of Hudson. Each unit features 2 bedrooms, offering strong rental potential. Situated on a rare double lot with a 1-car detached garage, this property is perfect for investors looking to add value. Yes, it needs a full gut rehab - but that means you get to build instant equity your way. Bring your vision and make this

    Tammy Molinski Coldwell Banker Advisor Realty

    222-224 Robinson St, Hudson, NY 12534
  • /39

    $330,000

    • 2 Beds
    • 1 Bath
    • 892 Sq Ft

    34 Shore Dr Unit 46, Elizaville, NY 12523

    Charming two-bedroom lake cottage in the Twin Lakes community of Elizaville, offering a peaceful setting and inviting views of South Twin Lake. This approximately 892-square-foot home features two bedrooms, one full bath, a comfortable single-level layout, abundant natural light, and a full unfinished basement providing valuable storage and future possibilities. Enjoy lake access and the relaxed

    Anthony Domathoti Exit Realty Premium

    34 Shore Dr Unit 46, Elizaville, NY 12523
  • /72

    $1,820,000

    • Land
    • 75.47 Acres
    • $24,116 per Acre

    158 Bristol Rd, Canaan, NY 12029

    Discover the perfect blend of privacy and endless possibilities on this exceptional 75.47-acre country retreat featuring trails, a scenic pond with westerly views, and breathtaking Catskill Mountain views. Whether you envision a private estate, recreational getaway, or family compound, this remarkable property offers an unparalleled opportunity. The updated ranch is move-in ready and features

    Melissa Dimassimo STONE HOUSE PROPERTIES, LLC

    158 Bristol Rd, Canaan, NY 12029
  • /14

    $155,000

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    190 Gahbauer Rd Unit 14, Hudson, NY 12534

    Welcome to this beautifully renovated 3-bedroom, 2-bath mobile home located in the desirable Country Estates community. This charming home offers a warm and inviting atmosphere with stylish finishes and thoughtful details throughout. Conveniently located just 10 minutes from Hudson and approximately 45 minutes from Albany, it provides the perfect balance of peaceful country living and easy access

    Catherine Winslow Houlihan Lawrence, Inc.

    190 Gahbauer Rd Unit 14, Hudson, NY 12534
  • /38

    $4,600,000

    • 4 Beds
    • 2.5 Baths
    • 5,600 Sq Ft

    205 County Route 24, East Chatham, NY 12060

    See Supplemental Remarks Welcome to Red Rock House, a remarkable architectural compound privately set on 16 acres in the historic hamlet of Red Rock in East Chatham, New York. Designed by Anmahian Winton Architects with landscapes by Studio Reed-Hilderbrand, this extraordinary retreat seamlessly blends contemporary design with the surrounding natural landscape, creating an exceptional sanctuary.

    Richard Orenstein Brown Harris Stevens Hudson

    205 County Route 24, East Chatham, NY 12060
  • /3

    $499,000

    • Land
    • 52.43 Acres
    • $9,517 per Acre

    30 Fish And Game Rd, Hudson, NY 12534

    This Exceptional 52.43-Acre Parcel In Hudson, New York, Presents A Rare Opportunity To Own A Truly Remarkable Piece Of Land. Offering Endless Possibilities For Development, Recreation, Or The Construction Of A Private Estate, This Expansive Property Combines Space, Privacy, And An Outstanding Location. Opportunities Of This Size And Caliber Are Exceedingly Rare--Making This A Once-In-A-Lifetime

    Amjad Mughal M J J Realty

    30 Fish And Game Rd, Hudson, NY 12534
  • /30

    $1,495,000

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 2,950 Sq Ft

    75 Cheviot Rd, Germantown, NY 12526

    The Cheviot Modern Cottage is a tastefully built new 3 bedroom / 3.5 bathroom home, located in the historic hamlet of Cheviot Landing in Germantown. Included in this offering is the adjacent additional acreage (with a well already in place), offering the perfect opportunity to create your dream studio or residence, with additional space for a pool. Just steps from the Hudson River, the home sits

    Sean Roland Compass Greater NY LLC

    75 Cheviot Rd, Germantown, NY 12526
  • /27

    $895,000

    • 4 Beds
    • 3 Baths
    • 3,554 Sq Ft

    4259 State Route 203, Chatham, NY 12037

    Set within the historic hamlet of North Chatham, this beautifully restored c.1830 Greek Revival side-hall farmhouse is a wonderful example of the understated elegance that defined rural Columbia County architecture during the period. The home's classic side-hall plan, refined Greek Revival moldings, hand-hewn beams, wide-plank pine floors, and beautifully preserved millwork speak to its early

    Annabel Taylor Four Seasons Sothebys Intl

    4259 State Route 203, Chatham, NY 12037
  • /33

    $550,000

    • 3 Beds
    • 2.5 Baths
    • 1,782 Sq Ft

    255 Old Gale Hill Rd, East Chatham, NY 12060

    Welcome to this pristine country chalet, perfectly situated on a quiet country road and offering the ideal blend of rustic charm and modern comfort. Whether you're searching for a full-time residence, weekend retreat, or investment property, this home checks every box. The spacious main level features a primary bedroom with an ensuite bath, along with a second bedroom and convenient half bath.

    Sharon McArdle Berkshire Hathaway Home Services Blake

    255 Old Gale Hill Rd, East Chatham, NY 12060
  • /26

    $550,000

    • 3 Beds
    • 2.5 Baths
    • 1,782 Sq Ft

    255 Old Gale Hill Rd, New Lebanon, NY 12125

    Welcome to this pristine country chalet, perfectly situated on a quiet country road and offering the ideal blend of rustic charm and modern comfort. Whether you're searching for a full-time residence, weekend retreat, or investment property, this home checks every box. The spacious main level features a primary bedroom with an ensuite bath, along with a second bedroom and convenient half bath.

    Leonard Brown Berkshire Hathaway HomeService

    255 Old Gale Hill Rd, New Lebanon, NY 12125
  • /35

    $1,995,000

    • 3 Beds
    • 2.5 Baths
    • 3,500 Sq Ft

    150 Round Top Rd, Germantown, NY 12526

    Set on eight private acres just outside the Village of Germantown, 150 Round Top Road is a thoughtfully designed contemporary home that blends seamlessly with its quiet, wooded surroundings. Built in 2023, the home is clad in cypress wood and natural stone and features a heated in ground pool, perfect for summertime. Inside, soaring 12 foot ceilings and ample windows allow natural light to

    Kelcey Otten Compass Greater NY, LLC

    150 Round Top Rd, Germantown, NY 12526
  • /18

    $225,000

    • 5 Beds
    • 5 Baths
    • 4,757 Sq Ft

    105 Parker Hall Rd, Niverville, NY 12130

    Step into a piece of Columbia County history with the iconic former Van Hoesen House, long known to generations as the Niverville Pub. Originally serving the Boston & Albany Railroad community, this landmark has been a gathering place for well over a century and remains woven into the fabric of Niverville.Today, an exceptional investment opportunity awaits the next visionary owner. Whether

    Agent Photo

    Jessica Coutsonikas

    KW Platform

    105 Parker Hall Rd, Niverville, NY 12130
  • /31

    $379,000

    • 3 Beds
    • 1.5 Baths
    • 1,578 Sq Ft

    1042 County Route 22, Ghent, NY 12075

    Here you have a three bedroom raised ranch in a country setting minutes from the Hudson area, Kinderhook and Chatham. This is the former parsonage of the Ghent Reformed Church. Spacious one acre parcel.The home itself needs some TLC. Wood floors, country kitchen, three bedrooms and a full bath on the upper floor. Walk down to the lower floor and you will find a finished great room and

    Jack Van Buren Berkshire Hathaway HomeService

    1042 County Route 22, Ghent, NY 12075
  • /33

    $475,000

    • 3 Beds
    • 2.5 Baths
    • 2,160 Sq Ft

    1400 Albany Ave, Valatie, NY 12184

    Steeped in Hudson Valley history and thoughtfully restored for modern living, this charming 1700s farmhouse blends timeless character with all the comforts of today. Set in the heart of the Village of Valatie, it's the kind of home that feels instantly welcoming, where original architectural details meet warm, inviting spaces designed for everyday living. A classic front porch sets the tone

    Jocelyn Justiniano Compass Greater NY, LLC

    1400 Albany Ave, Valatie, NY 12184
  • /58

    $3,300,000

    • 4 Beds
    • 3 Baths
    • 5,760 Sq Ft

    124 Syre Ln, Hillsdale, NY 12529

    PRIVATE & QUIET ~ 124 Syre Lane, Hillsdale NYFederal Style Colonial home in Hillsdale, perched on the top of the mountain, pairing historical accuracy with state-of-the-art modern conveniences. This stately country home offers unparalleled, endless views in every direction of the valley and Catskill Mountains. Offering Immeasurable beauty, from every window and large back deck, perfect for

    Margaret Bower Avenia Columbia County RE Specialist

    124 Syre Ln, Hillsdale, NY 12529
  • /42

    $649,900

    • 5 Beds
    • 1 Bath
    • 2,544 Sq Ft

    83 Green St, Hudson, NY 12534

    Charming Circa 1860's Hudson Home -- Spacious, Classic, Convenient Fall in love with this historic 1860's Hudson home, lovingly retaining some of its old-world character while offering generous, modern-sized rooms. Situated on a prominent corner lot and just a short walk to Warren Street's shops and restaurants, this five-bedroom, three-story residence offers over 2,500 sq ft of living space and

    Jason Walch Coldwell Banker Advisor Realty

    83 Green St, Hudson, NY 12534
  • /50

    $525,000

    • 2 Beds
    • 1.5 Baths
    • 1,325 Sq Ft

    10 Dickman Farm Rd, Red Hook, NY 12571

    Beautifully renovated home privately set on a scenic, park-like property, offering the perfect blend of privacy and convenience—Located on the Dutchess/Columbia line just 2 minutes to the Taconic State Parkway for an easy commute. This move-in-ready home is filled with natural light and showcases high-end finishes, designer touches, and thoughtful updates throughout.The chef's kitchen

    Nicole Porter Houlihan Lawrence Inc.

    10 Dickman Farm Rd, Red Hook, NY 12571
  • /60

    $500,000

    $35K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,436 Sq Ft

    217 Chair Factory Rd, New Lebanon, NY 12125

    A one-of-a-kind, Camp-Inspired Residence that is surrounded by nature. This unique home consists of multiple buildings positioned around a central gathering area. The MAIN CABIN includes the Kitchen, Living Room, Sleeping Loft and Full Bathroom. There's also a Deck, overlooking a stream, Wood-Burning Stove and laundry. The 2ND CABIN is a two-story building with living space on the first floor and

    Jeffrey McKinney Beach & Bartolo Realtors

    217 Chair Factory Rd, New Lebanon, NY 12125
  • /2

    $690,000

    • 5 Beds
    • 4.5 Baths
    • 4,307 Sq Ft

    1896 County Route 9, Chatham, NY 12037

    Amazing Victorian style investment opportunity in Chatham, NY. Local attractions in area include OomsConservation area at Sutherland Pond or catching a musical at the Mac-Haydn Theatre. This Victorian Style home shows it was built in 1886. Total square footage is showing on tax records at 4,307 sq. ft. An amazing large lot of 918,680 sq. ft. An opportunity as such comes across once in a

    Neven Spralja Realhome Services & Solutions, Inc

    1896 County Route 9, Chatham, NY 12037
  • /75

    $290,000

    • Land
    • 40.25 Acres
    • $7,205 per Acre

    0 Anthony St Unit LotWP001, Copake, NY 12529

    Located within the Town of Hillsdale itself, this unique 40.25 acre offering presents a rare opportunity to own a sizable tract of land in one of Columbia County's most desirable communities. While the property enjoys immediate access to the restaurants, shops, services, and amenities that make Hillsdale such a sought-after destination, its layout and surrounding landscape create a surprisingly

    Mitchell Serlin Whitetail Properties Real Estate

    0 Anthony St Unit LotWP001, Copake, NY 12529
  • /32

    $450,000

    • 4 Beds
    • 2 Baths
    • 2,188 Sq Ft

    6006 Marion Blvd, Valatie, NY 12184

    Lovingly maintained and beautifully situated on a corner lot in the highly desirable Holly Hill Estates, this raised ranch offers the perfect blend of comfort, space, and convenience. Featuring four bedrooms and two full bathrooms, this home boasts bamboo flooring throughout the main living areas and ceramic tile in both bathrooms. The spacious kitchen is equipped with granite countertops and a

    Nancy Berish BHHS HUDSON VALLEY PROP-R

    6006 Marion Blvd, Valatie, NY 12184
  • /19

    $392,500

    • 2 Beds
    • 2 Baths
    • 1,494 Sq Ft

    155 Pumpkin Hollow Rd N, Hillsdale, NY 12529

    Colonial Home on a Beautiful Country Parcel with New Garage Nestled on a peaceful country road, this charming two-bedroom Colonial offers the perfect blend of privacy, comfort, and convenience. Set back from the road on a beautiful parcel, the home welcomes you into a bright, open-concept living and dining area filled with natural light and complemented by attractive hardwood floors. The

    Jonathan Scarinzi Elyse Harney Real Estate

    155 Pumpkin Hollow Rd N, Hillsdale, NY 12529
  • /12

    $160,000

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 750 Sq Ft

    28 Green Acres Rd, Craryville, NY 12521

    BRING ALL OFFERS, MOTIVATED SELLERS28 Green Acres Road, Craryville NY.... New Starter/Retirement home, maybe a Flipper? Sweet two bedroom, one bathroom handyman special stripped down to studs & frame, ready for new sheetrock etc. Ranch on 3.40 Acres, conveniently located on a cul-de-sac, minutes from the Taconic State Parkway.Private well & septic, Hot Air Oil heating, basement is crawl

    Margaret Bower Avenia Columbia County RE Specialist

    28 Green Acres Rd, Craryville, NY 12521
  • /66

    $290,000

    • Land
    • 40.25 Acres
    • $7,205 per Acre

    00WTP Anthony St, Hillsdale, NY 12529

    Located within the Town of Hillsdale itself, this unique 40.25± acre offering presents a rare opportunity to own a sizable tract of land in one of Columbia County's most desirable communities. While the property enjoys immediate access to the restaurants, shops, services, and amenities that make Hillsdale such a sought-after destination, its layout and surrounding landscape create a surprisingly

    Mitchell Serlin WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

    00WTP Anthony St, Hillsdale, NY 12529
  • /37

    $9,950,000

    • 4 Beds
    • 6 Baths
    • 6,240 Sq Ft

    241 Cunningham Hill Rd, Canaan, NY 12029

    Introducing Pierce Peak, an extraordinary estate set on 31+ acres of private mountaintop where the Hudson Valley meets the Berkshires. Designed by acclaimed architects Burr & McCallum, the 6,000-plus-square-foot residence crowns Cunningham Hill, commanding 360-degree views across the New York and Massachusetts countryside. A dramatic 300-foot roofline stretches across the landscape, interrupted

    Louis Naccarato Corcoran Country Living

    241 Cunningham Hill Rd, Canaan, NY 12029
  • /40

    $429,000

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    1941 State Route 66, Ghent, NY 12075

    This completely renovated 3-bedroom, 2-bathroom turn-key ranch offers a pristine, move-in ready interior featuring a fully updated kitchen with crisp white cabinetry and all-new stainless steel appliances, an all-new washer and dryer, and fully remodeled, spa-like bathrooms. The massive attached two-car garage offers tremendous storage potential, and if you are looking for a playroom, theatre

    Deanna Schuster Berkshire Hathaway HomeService

    1941 State Route 66, Ghent, NY 12075
  • /45

    $1,300,000

    • 4 Beds
    • 2.5 Baths
    • 3,937 Sq Ft

    2339 New York 82, Ancram, NY 12502

    Wildflower Hill is a rare and distinctive country retreat set behind a gated entrance on nearly six private acres in the gently rolling countryside ofSouthern Columbia County. Tucked behind mature trees and open lawns in the heart of Ancram, this four-bedroom, two-and-a-half-bathresidence offers over 3,900 square feet of well-proportioned living space, where reclaimed wood beams, abundant

    DOMINIQUE SHUMINOV William Pitt Sotheby's Interna

    2339 New York 82, Ancram, NY 12502
  • /41

    $549,000

    • 2 Beds
    • 2 Baths
    • 1,245 Sq Ft

    39 Hudson St, Kinderhook, NY 12106

    OPEN HOUSE Saturday, August 1 from 11 - 1 Built in 1739, this Kinderhook Village house is one of the oldest in Columbia County. It would be ideal as your upstate weekend retreat or a full-time home. Surrounded by lush vegetation, vines, and trees, the property has a private lawn suitable for a small garden. Additionally, there is a one-car garage with a gardening shed attached. The house retains

    Agent Photo

    Richard Byrne

    Four Seasons Sotheby's Int.

    39 Hudson St, Kinderhook, NY 12106
  • /30

    $1,995,000

    • 3 Beds
    • 5 Baths
    • 3,612 Sq Ft

    94-96 N 5th St, Hudson, NY 12534

    On one of Hudson's most coveted blocks, this distinguished Italiante has been reimagined with uncommon discipline and exceptional craftsmanship. Behind its beautifully restored façade, original architectural details have been preserved with remarkable care while every modern intervention feels thoughtful, timeless, and entirely at home within the house's historic framework. The experience begins

    Annabel Taylor Four Seasons Sotheby's Int.

    94-96 N 5th St, Hudson, NY 12534
  • /52

    $910,000

    • 4 Beds
    • 2.5 Baths
    • 2,592 Sq Ft

    1715 County Route 7, Ancram, NY 12502

    Perched atop 13 private acres with breathtaking panoramic views of the Taconic Mountains, surrounding valleys, and distant Berkshires, this hilltop Colonial offers an extraordinary setting where spectacular sunrises and sweeping vistas become part of everyday life. Inside, the spacious floor plan is designed for comfortable living and entertaining, featuring two welcoming front parlors that

    Jessica Brasseur Houlihan Lawrence, Inc.

    1715 County Route 7, Ancram, NY 12502
  • /68

    $699,000

    • 4 Beds
    • 3 Baths
    • 2,091 Sq Ft

    43 Lakeview Dr, Valatie, NY 12184

    Kinderhook Lake Living at Its FinestWake up every morning to breathtaking lake views and end each day with unforgettable sunsets at this one-of-a-kind waterfront retreat on beautiful Kinderhook Lake. Perfectly positioned on nearly an acre at the end of a quiet dead-end road, this exceptional property offers the privacy, serenity, and lifestyle that lake living is all about. With approximately

    Christina Hennessy KW Platform

    43 Lakeview Dr, Valatie, NY 12184
  • /25

    $1,100,000

    • Land
    • 75 Acres
    • $14,667 per Acre

    276 E Hill Rd, Austerlitz, NY 12017

    Take in the feel of the Adirondacks right here in Columbia County! 75 acres of majestic hardwoods and evergreens set among running streams and rock outcrops. Total privacy and seclusion but minutes from Chatham, Hudson and all things Hudson Valley or Stockbridge, Tanglewood and all things Berkshires The preferred building site has been cleared and access from East Hill Road is in place. The drive

    Michael Stasi Corcoran Country Living

    276 E Hill Rd, Austerlitz, NY 12017
  • /33

    $945,000

    • 3 Beds
    • 2.5 Baths
    • 1,967 Sq Ft

    476 South Rd, Germantown, NY 12526

    Imagine waking up to serene farmland views on one of Germantown's picturesque country roads. On 5 acres of mostly open meadow this thoughtfully renovated 3-bedroom, 3-bath contemporary home is flooded with natural light. Curl up by the wood-burning fireplace in the great room, or enjoy the local farm to table produce in the chef's kitchen. Need to work from home or log a workout? The walk-out

    PATRICIA HINKEIN Patricia A. Hinkein Realty

    476 South Rd, Germantown, NY 12526
  • /43

    $850,000

    • 5 Beds
    • 3.5 Baths
    • 3,175 Sq Ft

    9 Breezy Ridge Rd, Kinderhook, NY 12106

    Set on 21 picturesque acres with sweeping Catskill Mountain views, 9 Breezy Ridge is an exceptional Hudson Valley offering. Surrounded by rolling farmland and anchored by a beautifully preserved historic barn, this property is steeped in the agricultural tradition of Columbia County. In addition to the original 3 bedroom farmhouse, there are attached guest quarters, an in-ground pool and multiple

    Kelcey Otten Compass Greater NY, LLC

    9 Breezy Ridge Rd, Kinderhook, NY 12106
  • /51

    $2,750,000

    • 4 Beds
    • 4.5 Baths
    • 3,691 Sq Ft

    60 Blueberry Ln, Austerlitz, NY 12017

    SUNSET MEADOW - Where Architecture and Nature Exist in Perfect Balance As the private drive gently climbs through the landscape, a sense of calm settles in. Perfectly sited on over 30 private acres of rolling lawns, flowering gardens, open meadows, and woodlands, this exceptional Kate Johns-designed country residence reveals itself, embracing commanding western Catskill Mountain views,

    Nancy Felcetto Brown Harris Stevens Hudson

    60 Blueberry Ln, Austerlitz, NY 12017
  • /42

    $965,000

    • 4 Beds
    • 3 Baths
    • 2,146 Sq Ft

    228 Main St, Germantown, NY 12526

    In the heart of the Germantown hamlet, one of the Hudson Valley's most beloved villages, 228 Main Street is a historic Victorian farmhouse where walkable village living, open skies, and sweeping countryside exist in rare harmony. Historic character, generous outdoor space, and mixed-use flexibility create a property unlike any other.One approaches this 1900s Victorian farmhouse and is greeted

    Karolina Czekaj Corcoran Country Living

    228 Main St, Germantown, NY 12526
  • /10

    $250,000

    • Land
    • 6.61 Acres
    • $37,821 per Acre

    0 County Route 27a Unit 20264185, Copake, NY 12516

    Rare opportunity to own 6.61 waterfront acres on peaceful Chrysler Pond! This unique property spans two tax parcels and features a private dock and a screen house/cabana right on the water--perfect for summer relaxing, fishing, or kayaking while you plan your dream home. Enjoy substantial road frontage along both County Route 27 and County Route 27A. Property currently holds a full non-profit tax

    Julie Sylvia Columbia County RE Specialist

    0 County Route 27a Unit 20264185, Copake, NY 12516
  • /32

    $659,000

    $40K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,208 Sq Ft

    3 Milo St, Hudson, NY 12534

    Experience the comfort of an essentially new home without the wait for new construction. Completely rebuilt in 2026, this exceptional property combines timeless craftsmanship, premium finishes, and modern efficiency with a sought-after Hudson mailing address, just minutes from the vibrant shops, acclaimed restaurants, art galleries, and Amtrak station that have made Hudson one of the Hudson

    Elizabeth Hendler Berkshire Hathaway Home Services Blake

    3 Milo St, Hudson, NY 12534
  • /27

    $995,000

    • 2 Beds
    • 2 Baths
    • 2,400 Sq Ft

    210 Bate Rd, Craryville, NY 12521

    Built by Dutch settlers in 1740 and quietly tucked along one of Claverack's most peaceful country roads, 210 Bate Road is a home that tells the story of the Hudson Valley itself. Set on 4.72 acres of mature trees, rolling lawn, and woodland, it offers an increasingly rare combination of complete privacy and remarkable convenience--just ten minutes from the restaurants, galleries, and shops of

    Annabel Taylor Four Seasons Sotheby's Int.

    210 Bate Rd, Craryville, NY 12521

Showing Results 41 - 80, Page 2 of 14

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