22

Delaware, NY Houses for Sale

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  • /50

    $1,048,000

    • 4 Beds
    • 3.5 Baths
    • 3,750 Sq Ft

    63 Sky View Dr, Callicoon, NY 12723

    Step into serene sophistication with this immaculate custom contemporary Gambrel-style country home, a true architectural showpiece blending rustic charm with modern design. The expansive open-concept living space stuns with soaring 30-foot Hemlock wood ceilings, dramatic exposed beams, and a floor-to-ceiling stone fireplace. Gleaming hardwood floors and panoramic windows flood the home with

    Agent Photo

    Barry Becker

    KW Hudson Valley United

    63 Sky View Dr, Callicoon, NY 12723
  • /30

    $465,000

    • 4 Beds
    • 2 Baths
    • 2,885 Sq Ft

    58 Polster Rd, Callicoon, NY 12723

    Historic Beechwoods Farmhouse on 14+ Acres in the Sullivan CatskillsSet on more than 14 scenic acres in the highly desirable Beechwoods area of Callicoon, this four-bedroom, two-bath farmhouse offers a rare opportunity to own a piece of Catskills history. Ideally located between the hamlets of Callicoon and Jeffersonville, the property combines country charm, privacy, and beautiful views in

    Agent Photo

    Elizabeth Bernitt

    Century 21 Geba Realty

    58 Polster Rd, Callicoon, NY 12723
  • /30

    $1,295,000

    $100K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,623 Sq Ft

    5948 New York 52, Kenoza Lake, NY 12750

    Once the home and studio space of an internationally renowned pop artist and print maker, this 92 acre property with three ponds, a vineyard, and a vast expanse of rolling hills begs to be explored. The original farmhouse was built in 1880 and has been lovingly maintained with plenty of original charm preserved. Two barns, three tiny houses and a green house complete this offering - each bringing

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    Edward Rabon

    Compass Greater NY, LLC

    5948 New York 52, Kenoza Lake, NY 12750
  • /32

    $349,000

    • 3 Beds
    • 2.5 Baths
    • 1,438 Sq Ft

    7 Villa Vista Dr Unit 702, Callicoon, NY 12723

    Welcome to this immaculate Beechwood Estates II condominium townhouse in Callicoon's Beechwoods hills. Pride of ownership is visible throughout. A 3 bedroom, living/dining room, eat-in kitchen, 2 full baths, and a covered porch with an open deck offer lots of space for the weekend warriors or full time residents. The attached garage and the fully finished basement with a half bath complete the

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    Rosemarie DeCristofaro

    Callicoon Real Estate LLC

    7 Villa Vista Dr Unit 702, Callicoon, NY 12723
  • /50

    $599,000

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,048 Sq Ft

    519 County Route 164, Callicoon, NY 12723

    A rare opportunity in the heart of the Catskills — this stunning 5-acre property offers a true million-dollar view, unmatched privacy, and direct access to a championship 18-hole golf course. Whether you’re dreaming of a peaceful country home, a high-earning VRBO retreat, or a charming bed-and-breakfast, this property delivers location, scenery, and potential that simply can’t be replicated. The

    Agent Photo

    Rosemarie DeCristofaro

    Callicoon Real Estate LLC

    519 County Route 164, Callicoon, NY 12723
  • /18

    $624,000

    • 3 Beds
    • 2 Baths
    • 1,495 Sq Ft

    897 County Route 164, Callicoon, NY 12723

    Welcome to the Beechwoods of Callicoon ,where Catskills beauty, privacy, and timeless style come together in one extraordinary setting. This newly renovated, highly styled cedar-sided ranch home captures the essence of modern Catskills living with warmth, design, and breathtaking natural surroundings. Set in the heart of the sought-after Callicoon Beechwoods, the home is perfectly positioned to

    Agent Photo

    Elizabeth Bernitt

    Century 21 Geba Realty

    897 County Route 164, Callicoon, NY 12723
  • /36

    $1,120,000

    • 3 Beds
    • 2.5 Baths
    • 2,821 Sq Ft

    118 Froehlich Dr, Callicoon, NY 12723

    Modern luxury and serenity await you, perched high above the Hamlet of Callicoon. Whether you are seeking a peaceful full-time residence or an elegant weekend escape, this custom-designed modern country retreat perfectly blends refined architecture with expansive indoor-outdoor living. The residence, set on 8.02 acres, features 3 bedrooms and 2.5 baths, highlighted by soaring cathedral ceilings

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    Fran Limjoon Gager

    R J Katz Realty

    118 Froehlich Dr, Callicoon, NY 12723
  • /29

    $735,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft

    140 Country Rd, Callicoon, NY 12723

    There is new construction to make a quick buck, and there is new construction that is thoughtfully designed and pridefully constructed to create a home that can last a lifetime. This modern home with an elegant, rustic twist is certainly the latter and just what you are looking for if you want a home combining simplicity with soul. That blend is difficult to get right but here that marriage of

    Travis O'Dell Land and Water Realty LLC

    140 Country Rd, Callicoon, NY 12723
  • /32

    $389,000

    • 3 Beds
    • 1.5 Baths
    • 1,856 Sq Ft

    5026 State Route 52, Jeffersonville, NY 12748

    Kohler Craftsman is a charming 105-year-old storybook home located in the vibrant Village of Jeffersonville. Rich in character and history, this well-maintained residence offers 3 bedrooms, 1 full bathroom, and 1 half bathroom on a beautifully landscaped and private 0.38-acre lot. The fenced yard features a heated above-ground pool, grassy lawn, and a spacious two-car garage. Originally built by

    William Baldwin Country House Realty Inc

    5026 State Route 52, Jeffersonville, NY 12748
  • /50

    $449,000

    • 5 Beds
    • 1.5 Baths
    • 2,536 Sq Ft

    11 Highview Ave, Callicoon, NY 12723

    Three story Victorian 5-BR home located on the end of a quiet cul-de-sac overlooking the bustling village of Callicoon, the Callicoon Creek and the Delaware River. In-town living doesn't get better than this.Enter on a large wrap-around porch and into a well-built home. You are greeted by an expanse of gleaming wood floors and a large living room and dining room. The updated eat- in kitchen

    Susan Busing Matthew J Freda Real Estate

    11 Highview Ave, Callicoon, NY 12723
  • /45

    $349,000

    $50K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 400 Sq Ft

    860 River Rd, Callicoon, NY 12723

    The living is easy in this Delaware riverfront cottage. River Road is a special feature in Callicoon, as it is a low-traffic, dead-end road that runs 4 miles upriver. This property is situated near the end, where there is almost no traffic. It's a great spot to walk, ride bikes, and take in the beauty of the Delaware River. The eagles soar and the swimming and fishing are great. The cottage is

    Joe Freda Matthew J Freda Real Estate

    860 River Rd, Callicoon, NY 12723
  • /38

    $949,000

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,100 Sq Ft

    53 Land and Lakes Trail, Cochecton, NY 12726

    Welcome to Kenoza Hollow, a serene and stylish haven sited privately within the gated community of Kenoza Lake Estates. This newly constructed home offers a peaceful sanctuary nestled among mature trees, just a minutes from your deeded lake access. Vaulted ceilings and expansive picture windows flood the home with natural light, giving the space a warm glow even on grey days. Thoughtful

    Megan Kinealy Country House Realty, Inc.

    53 Land and Lakes Trail, Cochecton, NY 12726
  • /40

    $949,000

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,100 Sq Ft

    53 Land and Lakes Trail, Kenoza Lake, NY 12750

    Welcome to Kenoza Hollow, a serene and stylish haven sited privately within the gated community of Kenoza Lake Estates. This newly constructed home offers a peaceful sanctuary nestled among mature trees, just a minutes from your deeded lake access. Vaulted ceilings and expansive picture windows flood the home with natural light, giving the space a warm glow even on grey days. Thoughtful

    Megan Kinealy Country House Realty Inc

    53 Land and Lakes Trail, Kenoza Lake, NY 12750
  • /48

    $799,000

    $31K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,536 Sq Ft

    48 Upper Main St, Callicoon, NY 12723

    Perched above the heart of Callicoon, this 1908 landmark stands as one of Sullivan County’s most captivating historic structures—a former schoolhouse whose legacy spans education, craftsmanship, and art. Over the decades, its grand proportions have sheltered classrooms, a dress factory, and a piano workshop—each chapter leaving its mark in the woodwork, wainscoting, and soaring ceilings that

    Dara Barr Keller Williams Upstate NYProp

    48 Upper Main St, Callicoon, NY 12723
  • /40

    $399,000

    • 3 Beds
    • 1 Bath
    • 1,014 Sq Ft

    4929 State Route 52, Delaware, NY 12748

    Waterfront on Main- 4929 Route 52 is a beautifully maintained 1930s-era Sears kit home, showcasing timeless character and an array of charming original details throughout. Recent renovations have thoughtfully restored and highlighted the home's original woodwork, bringing its historic charm back to life. The property features more than 90 feet of frontage on the Callicoon Creek and enjoys a

    Alan Wieder Catskills Home Services

    4929 State Route 52, Delaware, NY 12748
  • /29

    $699,999

    $95K PRICE DROP
    • 10 Beds
    • 4 Baths
    • 3,431 Sq Ft

    495 Swiss Hill Rd N, Jeffersonville, NY 12748

    Accepted Offer..............Dreaming f the past? Want to find your way back home? Here it is! One old style boarding house and former evergreen tree farm with plenty of room to create a life "Inn".This one of a kind older style home is a rare find! Driving into this stunner, through the elegant evergreens sits a piece of history. Fully loaded with old time woodwork an amazing post and beam

    Diane Butler Diane C. Butler

    495 Swiss Hill Rd N, Jeffersonville, NY 12748
  • /18

    $370,000

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    12 Mesmer Hill Rd, Callicoon, NY 12723

    Peaceful Country Retreat on Over 5 Acres Welcome to 12 Mesmer Road — a charming country home set on more than 5 scenic acres, offering privacy, tranquility, and plenty of space to enjoy the outdoors. Whether you’re searching for a full-time residence, weekend escape, or investment opportunity, this property delivers the perfect blend of comfort and countryside charm. The home features three

    Thelonious Johnson Hart & Johnson Realty

    12 Mesmer Hill Rd, Callicoon, NY 12723
  • /33

    $599,000

    $51K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 1,800 Sq Ft

    5697 New York 52, Callicoon, NY 12723

    Welcome to Kenoza Blue, a turnkey home with classic lines, ample space, and 160 feet of lake frontage on one of Sullivan County’s finest private lakes. Gut renovated in 2023, this home is move-in ready day one, and with five bedrooms, it’s also ready for hosting the whole gang on day one too. Throughout the home, you’ll find charm and character and that starts on the outside with a rocking chair

    Jared Gluckstern Country House Realty Inc

    5697 New York 52, Callicoon, NY 12723
  • /41

    $685,000

    • 3 Beds
    • 2.5 Baths
    • 1,628 Sq Ft

    340 Hospital Rd, Callicoon, NY 12723

    Set on 10 breathtaking acres with sweeping panoramic views, this exceptional property offers the perfect blend of comfort, privacy, and Catskills charm. The beautifully maintained home features 3 bedrooms and 3 bathrooms, thoughtfully designed living spaces, and expansive decks that showcase the stunning natural surroundings from nearly every angle. At the heart of the home is a spacious thought

    Thelonious Johnson Hart & Johnson Realty

    340 Hospital Rd, Callicoon, NY 12723
  • /41

    $1,350,000

    • 6 Beds
    • 4 Baths
    • 4,080 Sq Ft

    91 Old Hankins Rd, Callicoon, NY 12723

    Character may be an overused word in real estate, but it's a rare home that exhibits as much warm gravitas as Old Hankins Manor. From the moment you pull up the drive, past the private half acre pond and up to the wraparound rocking chair porch, you're struck by a sense of timelessness and comfortable elegance. Tucked back from the quiet country road, this home has stood sentinel over the

    Megan Kinealy Country House Realty, Inc.

    91 Old Hankins Rd, Callicoon, NY 12723
  • /33

    $599,000

    $50K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 4,032 Sq Ft

    62 Delaware Ave, Damascus, PA 18415

    Come fall in love with this Delaware Riverfront beauty! This spacious home has one of the most commanding views of the Delaware River, and it's just a minute from Callicoon. A former boarding house, then used as a single-family residence, the zoning permits Commercial use, like a hotel, B&B or short-term rentals. There's a place for everyone, with 8+ bedrooms in the main house, and 2 cabins...

    Lynne Freda Matthew J. Freda Real Estate, Inc.

    62 Delaware Ave, Damascus, PA 18415
  • /59

    $1,200,000

    • 4 Beds
    • 3.5 Baths
    • 2,919 Sq Ft

    33 Syloro Ln, Damascus, PA 18415

    Delaware riverfront property doesn't come along too often, and this is a rare find, especially on 3.71 private acres! This gorgeous, well-maintained 4BR, 3.5 bath turnkey Beaver Mountain log home has a place for everyone! The main portion of the house features 3 bedrooms and 2.5 baths. The primary suite is on the main floor, with 2 other BRs upstairs and a full bath. There's a separate apartment

    Lynne Freda Matthew J. Freda Real Estate, Inc.

    33 Syloro Ln, Damascus, PA 18415

Why Live in Delaware

Delaware is a town in southwestern New York, on the Pennsylvania border and along the Delaware River. Not to be confused with nearby Delaware County, the town is made up of several hamlets, including the thriving riverside community of Callicoon. State Routes 97 and 52 connect to nearby towns like Cochecton, Hancock and Monticello. Ranch-style homes and cabins sell from the mid-$100,000s to the mid-$300,000s, but luxury chalets and contemporary homes can fetch over a million. Some houses date to the 1800s and might need updates. Winter weather can impact daily commutes, but flooding isn't typically an issue. In Callicoon, you'll find shops, groceries at Peck's Market and restaurants like Black Walnut and the Callicoon Brewing Company. Jobs and major retailers can be found half an hour away in Monticello. Delaware has jobs in health care, tourism, recreation, agriculture and retail, and some people work from home. Neighbors gather for seasonal festivals in Callicoon, including Dickens on the Delaware and PorchFest. Stone Arch Bridge Park offers year-round outdoor recreation. Kids can attend schools in the Sullivan West Central School District, both within a short drive.

Single Family Home Price Trends

Median Home Price
$1,100,000
Median 3-Bedroom Home Price
$399,000
Median 5-Bedroom Home Price
$1,100,000
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