Callicoon Township Sullivan, NY Homes

/29
$669,000

$30K PRICE DROP
- 4 Beds
- 2 Baths
- 1,670 Sq Ft
57 Sheryl Davis Rd, Livingston Manor, NY 12758

Set at the end of a quiet country drive just outside Livingston Manor, 57 Sheryl Davis Road offers the kind of privacy and connection to nature that defines the best of Catskills living. Surrounded by woods and bordered by a dramatic moss-covered bluestone rock face, this contemporary take on the many historic barns that dot the country roads in the area balances thoughtful design with warmth,

Edward Rabon

Compass Greater NY, LLC

57 Sheryl Davis Rd, Livingston Manor, NY 12758
/11
$1,550 Per Month
- 2 Beds
- 2 Baths
- 883 Sq Ft
- Apartment for Rent
24 Jefferson Ave, Jeffersonville, NY 12748

Fabulously located two bedroom 2 bath, in the trendy Village of Jeffersonville. Walking distance to local store and downtown shopping district.(photos are from before current tenant moved in)

Nancy Salvemini WOODSTOCK WAY REALTY LLC

24 Jefferson Ave, Jeffersonville, NY 12748
$210,000

Sold Nov 20, 2025

33 Eagin Rd, Livingston Manor, NY 12758
- 1 Bed
- 1 Bath
- 932 Sq Ft
- Built 1900
Last Sold Summary
- 16% Below List Price
- $225/SF
- 60 Days On Market
Current Estimated Value $170,000

Last Listing Agent John Ducey KW Hudson Valley United

33 Eagin Rd, Livingston Manor, NY 12758

Est $625,587

Not Listed For Sale

12 Bully Hill Dr, North Branch, NY 12766
- 3 Beds
- 2 Baths
- 1,554 Sq Ft
- Built 2009
12 Bully Hill Dr, North Branch, NY 12766

Last Sold Summary
- 108 Days On Market
Last Listing Agent William Baldwin Country House Realty Inc

/43
$499,000

$26K PRICE DROP
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
60 Mountain Terrace Rd, Livingston Manor, NY 12758

Some homes are simply places to live. This is a place to belong. Tucked away on 1.77 private acres in the Town of Rockland, this beautifully renovated year-round home offers something that's becoming increasingly rare: true peace. Combined with the benefit of lower Town of Rockland taxes and coveted access to Hunter Lake, this is where you'll find yourself slowing down, breathing deeper, and

Elizabeth Bernitt

Century 21 Geba Realty

60 Mountain Terrace Rd, Livingston Manor, NY 12758
/24
$1,800 Per Month
- 3 Beds
- 1 Bath
- 2,000 Sq Ft
- Apartment for Rent
1360 Gulf Rd, Callicoon, NY 12724

This renter's paradise!! This 3BR, 1B offers a fabulous two story for spacious 2 family living with all the trimmings. Come relax on the back patio and enjoy your morning coffee while you take in the serenity of your own stream. Great property, a must see!!!

Carole Barotti Elliott & Pomeroy Inc

1360 Gulf Rd, Callicoon, NY 12724
$120,000

Sold Mar 02, 2026

787 Callicoon Center Rd, Jeffersonville, NY 12748
- 1 Bed
- 1 Bath
- 1,023 Sq Ft
- Built 2006
Last Sold Summary
- 11% Below List Price
- $117/SF
- 87 Days On Market
Last Listing Agent Thelonious Johnson Hart & Johnson Realty

787 Callicoon Center Rd, Jeffersonville, NY 12748

Not Listed For Sale

766 Hessinger Lare Rd, Callicoon, NY 12724
- 8 Beds
- 3 Baths
- 3,892 Sq Ft
- Built 1899
766 Hessinger Lare Rd, Callicoon, NY 12724

Last Sold Summary
- 490 Days On Market
Last Listing Agent Peter Feinberg KW Hudson Valley United

/46
$850,000

$45K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,754 Sq Ft
99 John Deitz Rd, Jeffersonville, NY 12748

Perched atop a scenic mountain setting on 15.5 secluded acres, this contemporary country home offers sweeping panoramic views of the western Catskills, overlooking endless rolling hills, valleys, and open countryside. Surrounded by expansive lawns, professional landscaping, and mature woods, the property provides exceptional privacy and a peaceful setting in the heart of Sullivan County. A

Christine Vande Vrede

Chapin Sotheby's Intl Rlty

99 John Deitz Rd, Jeffersonville, NY 12748
/36
$3,000 Per Month
- 3 Beds
- 2 Baths
- 1,921 Sq Ft
- House for Rent
1667 Shandelee Rd, Callicoon, NY 12791

Calling all privacy seekers this renovated farmhouse sits on 83 acres that is extremely secluded, beginning with a newly paved driveway which is a quarter of a mile long. Featuring lush natural aquatic landscape, a pond, level yard, large fields and expanses of forest. This home has 3 bedrooms, 2 baths, open living space, hardwood floors, vaulted ceiling and energy efficient split heat/ac units.

Naomi Streicher Q Home Sales

1667 Shandelee Rd, Callicoon, NY 12791
$355,000

Sold May 07, 2026

812 Obernberg Rd, North Branch, NY 12766
- 3 Beds
- 1.5 Baths
- 1,404 Sq Ft
- Built 1989
Last Sold Summary
- 5% Below List Price
- $253/SF
- 114 Days On Market
Last Listing Agent Thelonious Johnson Hart & Johnson Realty

812 Obernberg Rd, North Branch, NY 12766

Est $1,151,838

Not Listed For Sale

142 Eagin Rd, Youngsville, NY 12791
- 3 Beds
- 2.5 Baths
- 2,168 Sq Ft
- Built 1840
142 Eagin Rd, Youngsville, NY 12791

Last Sold Summary
- 21 Days On Market
Last Listing Agent Eileen Jasper Chapin Sotheby's Intl Rlty

/36
$325,000
- 4 Beds
- 2 Baths
- 1,980 Sq Ft
8 Chapel St, Jeffersonville, NY 12748

Some streets just have a feeling, and Chapel Street is one of them. Towering shade trees and classic homes line this beloved street in the Village of Jeffersonville, welcoming you to a timeless Victorian ready for its next chapter. Step inside to discover four bedrooms, two full bathrooms, and beautiful hardwood floors that speak to the craftsmanship of another era. Every room offers the

Elizabeth Bernitt

Century 21 Geba Realty

8 Chapel St, Jeffersonville, NY 12748
/8
$1,100 Per Month
- 1 Bed
- 1 Bath
- 6,450 Sq Ft
- Apartment for Rent
4012 New York 52, Youngsville, NY 12791

Welcome to this well-located apartment at 4012 State Route 52 #2, offering comfortable and affordable living in the scenic Catskill Mountains. This rental is ideal for those seeking convenience, privacy, and easy access to nearby towns and outdoor recreation. Situated along State Route 52, this apartment provides a practical layout with functional living space. Electric heat allows tenants to

Kassie Carlson RM Farm Real Estate 2 LLC

4012 New York 52, Youngsville, NY 12791
$290,000

Sold Oct 01, 2025

521 Hessinger and Lare Rd, Jeffersonville, NY 12748
- 3 Beds
- 3 Baths
- 1,782 Sq Ft
- Built 1989
Last Sold Summary
- 23% Below List Price
- $163/SF
- 146 Days On Market
Current Estimated Value $313,630

Last Listing Agent David Luczyski Resort Realty

521 Hessinger and Lare Rd, Jeffersonville, NY 12748

Est $319,500

Not Listed For Sale

212 Stump Pond Rd, Livingstn Mnr, NY 12758
212 Stump Pond Rd, Livingstn Mnr, NY 12758

Last Sold Summary
- 6 Days On Market
Last Listing Agent Dianna Dettloff Penn York Real Estate

/37
$299,000
- 4 Beds
- 1 Bath
- 1,294 Sq Ft
5 Bethlehem Rd, Roscoe, NY 12776

Here is just the place to escape to when the city life gets to be too much! Charming 1930's bungalow style home with 4+ bedrooms, a full bath, living room and spacious kitchen. The front entrance leads from a wonderful enclosed porch to the living room. Or enter over the back stairs onto the deck and into the mudroom. Perfect to keep those little boots that little people need to play outside or

Rosemarie DeCristofaro

Callicoon Real Estate LLC

5 Bethlehem Rd, Roscoe, NY 12776
$310,000

Sold Feb 03, 2026

242 Callicoon Center Rd, Jeffersonville, NY 12748
- 3 Beds
- 2.5 Baths
- 2,512 Sq Ft
- Built 1988
Last Sold Summary
- 11% Below List Price
- $123/SF
- 213 Days On Market
Current Estimated Value $320,107

Last Listing Agent Dean Diltz Keller Williams Realty

242 Callicoon Center Rd, Jeffersonville, NY 12748

Not Listed For Sale

0 Menges Rd Unit KEYL3530041, Callicoon, NY 12791
0 Menges Rd Unit KEYL3530041, Callicoon, NY 12791

Last Sold Summary
- 21 Days On Market
Last Listing Agent Jane Gao Douglas Elliman Real Estate

/8
$160,000

$20K PRICE DROP
- Land
- 10.28 Acres
- $15,564 per Acre
290 Stump Pond Rd, Livingston Manor, NY 12758

Located on a beautiful country road in the Youngsville/ Livingston Manor area this 10+ acres offers open and level meadow as well as gently sloped wooded area. Up the hill with a few trees removed you can seemingly realize some lovely bucolic and distant mountain views. Tons of wildlife on this quiet and peaceful land. Zoning is CD – Conservation District - which allows for 3-acre minimum lot

Carol Malek Malek Properties

290 Stump Pond Rd, Livingston Manor, NY 12758
$660,000

Sold Nov 20, 2025

118 Yaun Rd, Livingston Manor, NY 12758
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
- Built 2025
Last Sold Summary
- 2% Below List Price
- $471/SF
- 25 Days On Market
Last Listing Agent William Baldwin Country House Realty Inc

118 Yaun Rd, Livingston Manor, NY 12758

Not Listed For Sale

25 N Branch Callicoon Center Rd, North Branch, NY 12766
- 3 Beds
- 1.5 Baths
- 1,375 Sq Ft
- Built 2024
25 N Branch Callicoon Center Rd, North Branch, NY 12766

Last Sold Summary
- 13 Days On Market
Last Listing Agent Jill Borenstein Anatole House LLC

/50
$464,500
- 6 Beds
- 2 Baths
- 2,174 Sq Ft
299 Stump Pond Rd, Livingston Manor, NY 12758

Beautiful farmstead with 23+ acres of property (additional land available) has been in the same family for generations. Includes two vintage handyman farmhouses and multiple outbuildings plus a large rustic barn in need of repair. Land is gorgeous with open meadows, some woods, stone walls and a lovely pastoral view. The homes each offer 3 bedrooms; one has two enclosed porches and a walk-up

Carol Malek Malek Properties

299 Stump Pond Rd, Livingston Manor, NY 12758
$45,000

Sold Mar 31, 2026

4066 State Rt 52, Youngsville, NY 12791
- 2 Beds
- 1 Bath
- 1,200 Sq Ft
- Built 1880
Last Sold Summary
- 34% Below List Price
- $38/SF
- 129 Days On Market
Last Listing Agent David Ferstand Daf Realty

4066 State Rt 52, Youngsville, NY 12791

Est $310,100

Not Listed For Sale

698 Cattail Rd, Livingston Manor, NY 12758
- 2 Beds
- 1 Bath
- 1,308 Sq Ft
- Built 1944
698 Cattail Rd, Livingston Manor, NY 12758

Last Sold Summary
- 36 Days On Market
Last Listing Agent Carole Edwards Carole Edwards Realty

/6
$349,900
- Land
- 35 Acres
- $9,997 per Acre
295 Jeffersonville North Branch Rd, Jeffersonville, NY 12748

Discover the perfect setting for your dream home, country getaway, or recreational retreat on this beautiful 35± acre property in Western Sullivan County. A gentle rise in elevation creates stunning bucolic views and offers multiple ideal building sites to take advantage of the picturesque landscape. Featuring a wonderful blend of open meadows and wooded areas, the property is rich in character

Carol Malek Malek Properties

295 Jeffersonville North Branch Rd, Jeffersonville, NY 12748
$570,000

Sold Jun 30, 2026

446 Shandelee Rd, Livingston Manor, NY 12758
- 4 Beds
- 3 Baths
- 2,455 Sq Ft
- Built 1927
Last Sold Summary
- 19% Below List Price
- $232/SF
- 249 Days On Market
Current Estimated Value $611,781

Last Listing Agent April DeMaio KW Hudson Valley United

446 Shandelee Rd, Livingston Manor, NY 12758

Est $486,666

Not Listed For Sale

853 Shandelee Rd, Livingston Manor, NY 12758
- 3 Beds
- 2 Baths
- 1,540 Sq Ft
- Built 1940
853 Shandelee Rd, Livingston Manor, NY 12758

Last Sold Summary
- 36 Days On Market
Last Listing Agent William Baldwin Country House Realty Inc

/19
$275,000

$40K PRICE DROP
- Land
- 25 Acres
- $11,000 per Acre
295 Pleasant Valley Rd, North Branch, NY 12766

Beautifully Wooded 25; Acre Parcel in Callicoon, NY Nestled in the heart of New York’s farming community, this lovely 25 acre parcel in the Town of Callicoon offers a perfect blend of privacy, nature, and rural charm. With abundant wildlife, serene mountain views, and endless opportunities to explore the countryside, this is an ideal spot to build your dream home or start a small farm. Enjoy the

Diane Butler Diane C. Butler

295 Pleasant Valley Rd, North Branch, NY 12766
$960,000

Sold Nov 10, 2025

281 Hubert Rd, Jeffersonville, NY 12748
- 4 Beds
- 2 Baths
- 2,900 Sq Ft
- Built 1976
Last Sold Summary
- 2% Below List Price
- $331/SF
- 106 Days On Market
Current Estimated Value $976,864

Last Listing Agent Dominique Jenkins KW Hudson Valley United

281 Hubert Rd, Jeffersonville, NY 12748

Est $492,231

Not Listed For Sale

774 Shandelee Rd, Livingston Manor, NY 12758
- 5 Beds
- 2.5 Baths
- 2,155 Sq Ft
- Built 1960
774 Shandelee Rd, Livingston Manor, NY 12758

Last Sold Summary
- 41 Days On Market
Last Listing Agent Carole Barotti Elliott & Pomeroy Inc

/39
$545,000
- 3 Beds
- 1.5 Baths
- 2,805 Sq Ft
4700 State Route 52, Jeffersonville, NY 12748

Love grand old homes, privacy and large airy rooms with lots of natural light? Have porch goals? Then this is the home for you. The home has been lovingly undergoing a restoration. Wood floors have been brought back to life in most of the home reflecting the care that was taken with them. The bathrooms have stayed true to the original time period with fully functioning sinks, toilets and clawfoot

Penni-Jo Buchal Callicoon Real Estate LLC

4700 State Route 52, Jeffersonville, NY 12748
$685,000

Sold Aug 26, 2025

120 Clearwater Estates Dr, Livingston Manor, NY 12758
- 3 Beds
- 2.5 Baths
- 2,031 Sq Ft
- Built 2021
Last Sold Summary
- 9% Below List Price
- $337/SF
- 214 Days On Market
Current Estimated Value $717,958

Last Listing Agent Jason Grossman KW Hudson Valley United

120 Clearwater Estates Dr, Livingston Manor, NY 12758

Est $267,699

Not Listed For Sale

396 Hemmer Rd, Livingston Manor, NY 12758
- 3 Beds
- 1.5 Baths
- 1,392 Sq Ft
- Built 1970
396 Hemmer Rd, Livingston Manor, NY 12758

Last Sold Summary
- 7 Days On Market
Last Listing Agent Susan Busing Matthew J Freda Real Estate

/49
$464,500
- 6 Beds
- 2 Baths
- 2,174 Sq Ft
301 Stump Pond Rd, Livingston Manor, NY 12758

Beautiful farmstead with 23+ acres of property (additional land available) has been in the same family for generations. Includes two vintage handyman farmhouses and multiple outbuildings plus a large rustic barn in need of repair. Land is gorgeous with open meadows, some woods, stone walls and a lovely pastoral view. The homes each offer 3 bedrooms; one has two enclosed porches and a walk-up

Carol Malek Malek Properties, Inc.

301 Stump Pond Rd, Livingston Manor, NY 12758
$587,000

Sold Sep 04, 2025

1239 Shandelee Rd, Livingston Manor, NY 12758
- 3 Beds
- 3 Baths
- 2,254 Sq Ft
- Built 1999
Last Sold Summary
- 1% Below List Price
- $260/SF
- 11 Days On Market
Current Estimated Value $568,953

Last Listing Agent Carole Barotti Elliott & Pomeroy Inc

1239 Shandelee Rd, Livingston Manor, NY 12758

/33
Est $265,923

Not Listed For Sale

17 Maple Ave, Jeffersonville, NY 12748
- 4 Beds
- 2.5 Baths
- 1,560 Sq Ft
- Built 1940
17 Maple Ave, Jeffersonville, NY 12748

Last Sold Summary
- 43 Days On Market
Last Listing Agent Lindsay Stevens eXp Realty

/35
$119,000

Pending
- Land
- 5.8 Acres
- $20,517 per Acre
0 Blackberry Lake Rd Unit KEY932984, Callicoon, NY 12748

Lakefront 5.8 acres with beautiful building parcel located in Blackberry Lake Estates and offering distant views. There is an existing grass driveway through the woods which opens onto a cleared meadow. A cleared path leads to 75 feet of scenic lake frontage. This diverse property would make a great homesite with so much to offer! Located close to Jeffersonville, Livingston Manor, and Callicoon

Linda Mulligan Matthew J Freda Real Estate

0 Blackberry Lake Rd Unit KEY932984, Callicoon, NY 12748
$92,000

Sold Jul 15, 2026

0 Bethlehem Rd Unit KEY987885, Callicoon, NY 12724
- Land
- 12 Acres
- $7,667 per Acre
Last Sold Summary
- 7% Below List Price
- 40 Days On Market
Last Listing Agent Joe Freda Matthew J Freda Real Estate

0 Bethlehem Rd Unit KEY987885, Callicoon, NY 12724

Est $533,704

Not Listed For Sale

156 Sander Rd, Jeffersonville, NY 12748
- 3 Beds
- 2.5 Baths
- 2,426 Sq Ft
- Built 1973
156 Sander Rd, Jeffersonville, NY 12748

Last Sold Summary
- 84 Days On Market
Last Listing Agent William Baldwin Country House Realty Inc

Showing Results 1 - 40, Page 1 of 18

New York Sullivan County

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Callicoon Township Sullivan, NY Homes

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