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Homes for Sale near Stissing Mountain High School

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  • /24

    $3,600,000

    • Land
    • 229 Acres
    • $15,727 per Acre

    0 Skunks Misery Rd Unit KEY860535, Pine Plains, NY 12546

    Sensational vistas of the stunning and unspoiled countryside extending to the Taconic's to the East and from a hidden knoll with an elevation of 1,250' there is a magnificent private setting with incredible Catskill views. The main parcel of 157 acres is offered for the first time in generations and that parcel adjoins a 71.5-acre parcel, this was a family owned and operated farm. Both properties

    Agent Photo

    Larry Havens

    Havens Real Estate

    (518) 676-2868

    0 Skunks Misery Rd Unit KEY860535, Pine Plains, NY 12546
  • /4

    $145,000

    • Land
    • 5 Acres
    • $28,884 per Acre

    0 Mount Ross Rd, Pine Plains, NY 12567

    Every once in a while, an exceptional opportunity like this turns up. Located in rural Pine Plains this 5.02-acres is a pair of vacant building lots that offers privacy and serenity. These two contiguous parcels are completely wooded and accessed via a shared driveway. Your dream home is only limited by your imagination these parcels will invigorate that imagination. The Town center and the

    Agent Photo

    Larry Havens

    Havens Real Estate

    (518) 672-6676

    0 Mount Ross Rd, Pine Plains, NY 12567
  • /18

    $599,000

    • 4 Beds
    • 4 Baths
    • 3,928 Sq Ft

    115-133 Mount Ross Rd, Pine Plains, NY 12567

    Historic 1880s Farmhouse with Expansive AcreageAn impressive home of distinction, this spacious 1880s farmhouse, enhanced by 20th-century additions, featuring soaring ceilings and beautiful original woodwork. While the home requires extensive updates, its charm and potential are extraordinary. Set on 65 acres of pristine land, the property offers a pond, a solid barn, an open meadow, and peaceful

    Agent Photo

    Larry Havens

    Havens Real Estate

    (518) 671-8313

    115-133 Mount Ross Rd, Pine Plains, NY 12567
  • /14

    $285,000

    • Land
    • 9 Acres
    • $32,872 per Acre

    3362 New York 199, Pine Plains, NY 12567

    Here is an opportunity for you to build your dream home.8.67 acres of land in Pine Plain in Dutchess County, New York is for sale. This exceptional property is situated behind a 70-foot road frontage on Route 199.Key Features:Location: Pine Plains in Dutchess County, New YorkLand Size: 8.67 acresAccess: 70 feet of road frontage on Route 199Amenities: Cleared

    Gabi Katan Community Lands

    3362 New York 199, Pine Plains, NY 12567
  • /49

    $1,200,000

    • 3 Baths
    • 4,000 Sq Ft

    573 E Kerley Corners Rd, Elizaville, NY 12523

    Welcome to the Elizaville Diner & Deli, a Hudson Valley roadside treasure with a lakeside backdrop. Set on just over two picturesque acres, this mixed-use commercial property includes a restored vintage diner, a renovated deli, ample parking, and grassy fields overlooking a spring-fed quarry.Originally built in 1956, the Elizaville Diner is the last surviving example of a Kullman Dutchess

    Shaina Marron Houlihan Lawrence Inc.

    573 E Kerley Corners Rd, Elizaville, NY 12523
  • /43

    $1,345,000

    • 5 Beds
    • 7 Baths
    • 6,318 Sq Ft

    88 Hunns Lake Rd, Stanfordville, NY 12581

    This is Bullis Hall, the circa 1800’s Greek Revival landmark in the picturesque and historic hamlet of Bangall in Stanford, NY. The Hudson Valley, Dutchess County property is situated with excellent street frontage on Hunns Lake Road just off Route 82. With over 6,000 square feet, the building is ready for its next steward; a blank canvas for future use. Bangall is one of many hamlets in the

    Steve Bruman Corcoran Country Living

    88 Hunns Lake Rd, Stanfordville, NY 12581
  • /42

    $819,000

    • 3 Beds
    • 3 Baths
    • 2,626 Sq Ft

    5692 Route 82, Clinton Corners, NY 12514

    This stunning contemporary is set at the end of a long winding driveway offering privacy and tranquility on 8.6 acres in the desirable town of Clinton Corners in the heart of the Hudson Valley. The entry foyer welcomes you with elegance and scale, drawing you into a sundrenched living room with vaulted ceilings and a wood burning fireplace. The open concept living and dining area have sliding

    Janet Myer Houlihan Lawrence Inc.

    5692 Route 82, Clinton Corners, NY 12514
  • /38

    $795,000

    • 3 Beds
    • 2 Baths
    • 3,688 Sq Ft

    119 W Hunns Lake Rd, Stanfordville, NY 12581

    When you pull your gaze away from the swans gliding on the pristine 64-acre lake that completely fills the view through the wall of windows across the front of this home, you will discover 3600+ square feet of single level living space with cottage core interior charm. Whether you prefer swimming, kayaking, paddle boarding, or just taking in the view, this is vacation living every day of the

    Susan Whalen George T Whalen Real Estate

    119 W Hunns Lake Rd, Stanfordville, NY 12581
  • /93

    $1,850,000

    • 3 Beds
    • 2.5 Baths
    • 3,193 Sq Ft

    1606 Bulls Head Rd, Clinton Corners, NY 12514

    OPEN HOUSE Saturday 5/24 from 11 - 2. Built circa 1790, this idyllic, 3193 square foot home is the country oasis you have been seeking. Only 1 3/4 hours from NYC, swim in your private pond, stroll through your private woods and relax in the peacefulness of this charming Hudson Valley homestead. With 3 (possibly 4) bedrooms, 2 1/2 bathrooms, a formal dining room and the very large, original

    Richard Byrne Four Seasons Sotheby's Int.

    1606 Bulls Head Rd, Clinton Corners, NY 12514
  • /15

    $895,000

    • 9 Beds
    • 5 Baths
    • 5,272 Sq Ft

    5625 New York 82, Clinton Corners, NY 12514

    ****Investment Opportunity.****Nestled in the country side of Clinton Corners stands this 1900's Colonial Farm house on 2 acres. This property holds 5 rental units. 4 units in the Main house and a seperate 2 bedroom cottage as well as a 3 bay metal garage .The setting is rural and quiet yet 10 minutes from TSP and 20 minutes from either Amtrak in Rhinebeck or MetroNorth in Poughkeepsie. This

    Rebecca Hanlon Corcoran Country Living

    5625 New York 82, Clinton Corners, NY 12514
  • /35

    $890,000

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

    1220 Hunns Lake Rd, Pine Plains, NY 12567

    1220 Hunns Lake Rd is perfect as a full-time family home or a weekend escape, ideally located for both tranquility and convenience. This charming early 1900's farmhouse in the serene Shekomeko Valley offers 4 bedrooms, 2 bathrooms, and 1,344 square feet on 1.52 bucolic acres. The property boasts views of the surrounding countryside and stunning sunsets. Enter the home through the light-drenched

    Marina Tatistcheff Compass Greater NY LLC

    1220 Hunns Lake Rd, Pine Plains, NY 12567
  • /30

    $899,999

    • 2 Beds
    • 1 Bath
    • 1,120 Sq Ft

    39 Willow Ln, Clinton Corners, NY 12514

    This property paints a truly serene picture of a nature-filled escape, with endless potential for both full-time living or a weekend retreat. The 87-acre wooded property offers the perfect balance of privacy and natural beauty, with a large pond, wildlife, and a trail for exploring. Bring your horses and with proper permitting, turn this into a possible animal sanctuary. Two dwellings— a primary

    DEBORAH LAPOINTE Exit Realty Connections

    39 Willow Ln, Clinton Corners, NY 12514
  • /31

    $1,400,000

    • 4 Beds
    • 4 Baths
    • 3,661 Sq Ft

    5-15 Old Depot Way, Stanfordville, NY 12581

    If you crave a truly unique property, love history or dream of hosting short term rentals, this property might be your ticket to ride. Built in 1889, the historic Train Station in the hamlet of Stanfordville is the only existing station remaining along the original former P&C line that ran alongside Wappinger Creek (known as one of the top 10 trout streams in NYS). Originally, the buildings

    George Langa Houlihan Lawrence Inc.

    5-15 Old Depot Way, Stanfordville, NY 12581
  • /19

    $1,148,000

    • 3 Beds
    • 3 Baths
    • 3,096 Sq Ft

    79 Ernest Rd, Stanfordville, NY 12581

    A long driveway over a bridge leads to this private modern retreat nestled among the trees. The recently renovated 3,096 square foot contemporary home on 6.87 acres features a den, three bedrooms and three full baths, and offers an open floor plan spanning three floors. The spacious, light filled great room has 10’ ceilings, oak floors and a gas fireplace; and opens to the dining area. There are

    PAULA REDMOND Corcoran Country Living

    79 Ernest Rd, Stanfordville, NY 12581
  • /33

    $960,000

    • 1 Bed
    • 2 Baths
    • 1,200 Sq Ft

    283 Willow Glen Rd, Red Hook, NY 12571

    Perched on Willow Glen Road, a scenic drive high up in the rolling hills of Milan, sits this contemporary steel frame and glass retreat offering panoramic forest views and total privacy. Inspired by architect Philips Johnson's glass house, it was designed and built as a tranquil getaway in 2020. The residence echoes modern design with its minimalism, functionality, and full-length windows running

    Hailey Kiesewetter Upstate Down

    283 Willow Glen Rd, Red Hook, NY 12571
  • /36

    $798,000

    • 3 Beds
    • 2 Baths
    • 1,890 Sq Ft

    6392 Route 82, Stanfordville, NY 12581

    Looking for a small farmhouse with abundant land in Dutchess County? This circa 1883 house on a 67-acre lot would be a wonderful place for all your outdoor activities, a place to spread out and explore. Lovely meadows along the road surround the early farmhouse, an old railroad trestle divides the lower meadows, and then the land rises to enchanting woodlands. A series of trails wind through the

    Susan Whalen George T Whalen Real Estate

    6392 Route 82, Stanfordville, NY 12581
  • /36

    $895,000

    • 3 Beds
    • 2.5 Baths
    • 2,548 Sq Ft

    294 Creamery Rd, Stanfordville, NY 12581

    Privately situated off a quiet country road in the Town of Stanford, midway between Millbrook and Rhinebeck, is this log home on 4.9 acres. It offers a unique blend of rustic charm, modern comfort and a deep connection with nature. The home fits perfectly into its surroundings, nestled in the midst of meadows, woodlands, a stream and an abundance of wildlife. The home has a wonderful covered

    Susan Whalen George T Whalen Real Estate

    294 Creamery Rd, Stanfordville, NY 12581
  • /31

    $549,000

    • 3 Beds
    • 1.5 Baths
    • 1,272 Sq Ft

    5646 Route 82, Clinton Corners, NY 12514

    Clinton Corners ~ 4+ Acres with Pond & Barns ~ Imagine Strolling Around 4+ Pastoral Acres, complete with a Spring-Fed Pond and Classic Red Barn, Plus, the Ease of One-Story Living in a 3-Bedroom Ranch with an Updated Kitchen and a Living Room with Beamed Ceiling, Hardwood Floors and Triple Glass Doors that open to a 28-Foot Screened Porch Overlooking the Serene View. The 3-Stall Barn is 42

    Norm Mackay

    5646 Route 82, Clinton Corners, NY 12514
  • /26

    $2,250,000

    • Land
    • 34 Acres
    • $66,430 per Acre

    7702-7714 S Main St, Pine Plains, NY 12567

    Prime 26.8-Acre Commercial Opportunity in Pine Plains, NYA rare investment opportunity awaits with this 26.8-acre commercial parcel—the last of its kind in the growing town of Pine Plains. Strategically located along South Main St (Route 82) with deeded right of way access from Route 83, this property is fully equipped for development and positioned to capitalize on the area’s increasing demand

    Richard Brenner Rich Brenner Realty, LLC

    7702-7714 S Main St, Pine Plains, NY 12567
  • /19

    $995,000

    • Land
    • 29 Acres
    • $34,669 per Acre

    5-8 Lakeside Ln, Pine Plains, NY 12567

    Welcome to your own slice of paradise! This beautiful 29-acre waterfront property offers the perfect canvass for your dream home. Nestled in the shadow of Stissing Mountain, you'll enjoy country views and ample space to build your oasis. Boasting approximately 800 feet of waterfront on Twin Island Lake, enjoy fishing, kayaking or just observing natures glory. Privacy is paramount on this property

    Richard Brenner Rich Brenner Realty, LLC

    5-8 Lakeside Ln, Pine Plains, NY 12567
  • /37

    $675,000

    • 3 Beds
    • 2 Baths
    • 1,640 Sq Ft

    2067 County Road 83, Pine Plains, NY 12567

    Welcome to a little slice of upstate magic. Tucked into the quiet hamlet of Pine Plains, this beautifully restored 1810 cottage offers that elusive blend of historic charm and modern comforts. Set on 1.16 acres of lush gardens and mature trees, the property invites you to slow down and stay awhile. The three-bedroom, two-bath home has been lovingly maintained and updated over the years, with

    William Golan Compass Greater NY, LLC

    2067 County Road 83, Pine Plains, NY 12567
  • /15

    $89,000

    • Land
    • 2.60 Acres
    • $34,231 per Acre

    0 Finkle Rd, Pine Plains, NY 12567

    Ready to build? Here's a great opportunity on 2.6 acres in Pine Plains NY. This cleared, mostly level lot has BOHA for a four bedroom home. Situated about halfway between Millerton and Pine Plains, this property offers country living while staying close to local amenities. This property is adjacent to 3977 Route 199

    Richard Brenner Rich Brenner Realty, LLC

    0 Finkle Rd, Pine Plains, NY 12567
  • /36

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,670 Sq Ft

    161 Camp Rd, Red Hook, NY 12571

    A cozy, light-filled cottage tucked away at the end of a quiet country cul-de-sac in Columbia County. Surrounded by trees, a meandering stream, and the gentle sounds of birds chirping in the woods - this adorable cottage is the kind of place you settle into and never want to leave.This home lives simply and beautifully, with natural sunlight pouring in through every window. The main floor is open

    Craig Smith Compass Greater NY, LLC

    161 Camp Rd, Red Hook, NY 12571
  • /39

    $485,000

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft

    107 Near Rd, Red Hook, NY 12571

    A true Hudson Valley treasure! Step into this enchanting 1934 Hudson Valley home, where vintage charm meets modern sophistication. Set on nearly 2 peaceful acres, this 2-bedroom, 2-bath retreat features a cozy open floor plan with an inviting fireplace/woodstove, multiple skylights, exposed beams, incredible architectural lines, and beautiful Doug fir wood floors. Offering a perfect blend of

    Margaret Niekrewicz Margaret Mondello Real Estate

    107 Near Rd, Red Hook, NY 12571
  • /31

    $649,000

    • 4 Beds
    • 3 Baths
    • 2,300 Sq Ft

    297 Turkey Hill Rd, Red Hook, NY 12571

    First time on the market in a generation, this Turkey Hill Charmer has it all. When you pull in, a lovely rocking chair covered porch welcomes you; begging you to spend your summer evenings listening to the birds and enjoying the upstate air here. Walk in to a formal entry way to an open living room with 20 foot ceilings, primary bedroom with en-suite bath off living room and 2 great sized guest

    Chelsea Pollard-Seiler Mondello Upstate Properties

    297 Turkey Hill Rd, Red Hook, NY 12571
  • /47

    $375,000

    • 3 Beds
    • 1.5 Baths
    • 1,500 Sq Ft

    3 Rock Place, Stanfordville, NY 12581

    Charming vintage homestead in Historic Stanford HamletThis beautifully maintained home offers the perfect blend of charm, comfort, and functionality. Lovingly cared for by long-time owners, it welcomes you with an expansive covered front porch surrounded by lush, established perennial gardens and the serene sounds of Wappingers Creek. Step inside to find gleaming hardwood floors throughout a

    Nicole Porter

    3 Rock Place, Stanfordville, NY 12581
  • /24

    $475,000

    • Land
    • 25 Acres
    • $19,008 per Acre

    285 South Rd, Stanfordville, NY 12581

    Welcome to 24.99 Acres of Scenic Tranquility and Endless PossibilitiesDiscover the beauty and serenity of nearly 25 acres of gently rolling, wooded land, featuring captivating natural water elements—including two tranquil ponds and a meandering stream. A professionally constructed driveway and underground electric service lead you deep into the heart of the property, where a charming barn stands

    Michael Tellerday Houlihan Lawrence Inc.

    285 South Rd, Stanfordville, NY 12581
  • /70

    $359,900

    • 3 Beds
    • 1 Bath
    • 1,236 Sq Ft

    21 Pine Knoll Ln, Berne, NY 12023

    One story living with lake rights overlooking Warners Lake. This property has shared dock and lake right to Warners Lake. Situated on .91 acres this property has the potential for two additional building lots. Huge rear deck is perfect for entertaining. Quiet dead end street ensures privacy and low traffic. 3D tour attached. In 1986:*A 504 sq. Ft. basement was created. Lowered onto new

    Kevin Clancy Clancy Real Estate

    21 Pine Knoll Ln, Berne, NY 12023
  • /31

    $2,875,000

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

    26 Mountain Farm Rd, Millerton, NY 12546

    Totally Private Top of the World Setting with Monster Catskill Views. 10-Min to the Center of Millerton NY/Sharon CT & 15-Min to Metro North Train. Graciously Scaled Rooms Throughout. 4 Fireplaces. The Ultimate Swimming Pool & Pool Area Complete with: Hot Tub; Outdoor Kitchen; Fireplace & Large Stone Terrace. Tennis Court. 3-Car+ Attached Garaging. 6 Paddocks with Run-In Sheds + Riding Ring &

    Graham Klemm GRAHAM T. KLEMM LIC. RE BROKER

    26 Mountain Farm Rd, Millerton, NY 12546
  • /49

    $750,000

    • 7 Beds
    • 5 Baths

    80 County Route 7, Pine Plains, NY 12567

    This beautifully updated legal 2-family home seamlessly blends vintage charm with modern convenience, offering exceptional flexibility for multigenerational living, rental income, or guest accommodations. Located just 7 minutes from Pine Plains Village and set on a scenic lot with sweeping countryside views and a neighboring 200-acre farm, the property features meticulously maintained grounds,

    Margaret Niekrewicz Margaret Mondello Real Estate

    80 County Route 7, Pine Plains, NY 12567
  • /26

    $379,000

    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft

    48 Woodside St, Pine Plains, NY 12567

    Whether for starting out retirement or weekend use, 48 Woodside Street is an efficient, move-in-ready home. Pine Plains offers a number of attractions from fine dining at the Stissing House, or a relaxing kayak paddle on Thompson Pond. Nearby hiking trails offer options such as the Stissing Fire Tower, a challenging local favorite, and the Thompson Preserve an easy woodland stroll around a

    Brad Rebillard Dutchess Country Realty, Inc.

    48 Woodside St, Pine Plains, NY 12567
  • /3

    $210,000

    • Land
    • 12 Acres
    • $17,370 per Acre

    0 Smithfield Rd Unit 157012, North East, NY 12546

    That sounds like an incredible opportunity! A 12.09-acre lot in Millerton, NY, with Board of Health Approval (BOHA) already in placemaking it a prime spot to build your dream home. BOHA approval for 3-4 bedroom home. With housing inventory low, this could be the perfect chance to create a home tailored to your vision, rather than settling for someone else's design. Its proximity to the Village

    Arleen Shepley Elyse Harney Real Estate

    0 Smithfield Rd Unit 157012, North East, NY 12546
  • /3

    $210,000

    • Land
    • 12 Acres
    • $17,370 per Acre

    0 Smithfield Rd Unit KEY857365, North East, NY 12546

    BOHA 12.09 acres ready for a special home to be built. Low home inventory, so why not build and select your own choices instead of someone else's. Located in the Town Northeast, in very bucolic area, but close to Village of Millerton, Amenia and Wassaic Train Station.

    Arleen Shepley Elyse Harney Real Estate

    0 Smithfield Rd Unit KEY857365, North East, NY 12546
  • /26

    $825,000

    • Land
    • 78 Acres
    • $10,523 per Acre

    1104 Cold Spring Rd, Clinton Corners, NY 12514

    Discover a rare opportunity with these TWO separate expansive lots totaling 78.4 acres, less than 2 hours from NYC. The upper lot encompasses 64.74 acres, while the lower contiguous lot offers 13.66 acres. There is flat cleared acreage interspersed with rolling forested hills, seasonal streams, rock outcroppings, and young and mature forests. A path leads to a beautiful open field, and another to

    Shana Altstaetter Halter Associates Realty Inc

    1104 Cold Spring Rd, Clinton Corners, NY 12514
  • /25

    $825,000

    • Land
    • 78 Acres
    • $10,523 per Acre

    1104 Cold Spring Rd, Red Hook, NY 12571

    Discover a rare opportunity with these TWO separate expansive lots totaling 78.4 acres, less than 2 hours from NYC. The upper lot encompasses 64.74 acres, while the lower contiguous lot offers 13.66 acres. There is flat cleared acreage interspersed with rolling forested hills, seasonal streams, rock outcroppings, and young and mature forests. A path leads to a beautiful open field, and another

    Shana Altstaetter Halter Associates Realty, Inc.

    1104 Cold Spring Rd, Red Hook, NY 12571
  • /47

    $495,000

    • 3 Beds
    • 2.5 Baths
    • 2,378 Sq Ft

    125 Tick Tock Way, Stanfordville, NY 12581

    Enjoy privacy in this attractive country home in scenic Dutchess County. A welcoming retreat, it's nestled in the midst of 1.9 acres, sited overlooking lawn and woodlands, with seasonal Catskill Mountain views. This charming three bedroom home offers a bright floor plan and has been beautifully maintained and tastefully updated. The living room features a brick fireplace with pellet stove, a

    George Whalen III George T Whalen Real Estate

    125 Tick Tock Way, Stanfordville, NY 12581
  • /22

    $275,000

    • 3 Beds
    • 2 Baths
    • 1,037 Sq Ft

    22-28 Ryan Rd, Pine Plains, NY 12567

    Looking for a piece of property for a great low price? Looking for two homes for the price of one? Here is a great opportunity for you to acquire one manufactured home, and one mobile home, both on the same plot of land with 2.30 acres! Investors will consider this property for rental income. Those interested in home ownership will consider this property as well, given you can live in one of the

    JORGE LUGO BHHS Hudson Valley Properties

    22-28 Ryan Rd, Pine Plains, NY 12567
  • /23

    $299,000

    • 4 Beds
    • 1.5 Baths
    • 1,328 Sq Ft

    6 Carla Terrace, Pine Plains, NY 12567

    Welcome to 6 Carla Terrace! This 4-bedroom ranch nestled on a quiet tree lined cul-de-sac is well situated on nearly a half-acre level lot featuring a large private driveway for multiple vehicles. The dining area features sliding glass doors to the rear deck. Conveniently located just a short distance to downtown Pine Plains and its great shops, restaurants, schools, and of course, the Stissing

    Theodore Weinstein REO Edge LLC

    6 Carla Terrace, Pine Plains, NY 12567
  • /15

    $389,000

    • 2 Beds
    • 2 Baths
    • 1,336 Sq Ft

    618 Bean River Rd, Pine Plains, NY 12567

    Secluded 2BR/2BA RANCH w/2 large decks, all wood floors and wood siding + detached 2 car garage on a7+cres in Hamlet zone. Great location between Pine Plains Village and Millerton on quiet road off Route 199. New well installed. Back on market after buyer couldn't qualify for mortgage.Easy to show unoccupied. Easy subdivision for 4acs with house and 3 acre vacant lot.

    David Birch Barns & Farms Realty, LLC

    618 Bean River Rd, Pine Plains, NY 12567
  • /12

    $499,000

    • 4 Beds
    • 3 Baths
    • 3,075 Sq Ft

    86 Quarfelt Rd, Clinton Corners, NY 12514

    Plenty of room for all! Very private, oversized ranch set on 7.2 peaceful acres. Beautiful area, neighboring stunning properties and horse farms. Just minutes to the Taconic State Parkway. This home offers 4 bedrooms and 3 full bathrooms. The stainless and granite kitchen with island opens up to the dining area/ family room and living room with fireplace. The 3-season room is adjacent to a

    Lynne Riccoboni BHHS Hudson Valley Properties

    86 Quarfelt Rd, Clinton Corners, NY 12514

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