3,024

Sullivan, NY Homes

Section Image Section Image
  • /21

    $190,000

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft

    11 Joe D Dr Unit 11B, Callicoon, NY 12723

    Looking for year-round fun at Villa Roma Resort in a lovely condo at the edge of a beautiful golf course? As you can see, seller and the entire family took advantage of all the fun the VR offers. Pop golfed; and the young generation enjoyed the pools, played tennis, etc. A timeshare unit is included in the sale so that you may do the same. There is a yearly maintenance fee for that unit in the

    Agent Photo

    Rosemarie DeCristofaro

    Callicoon Real Estate LLC

    (845) 552-1235

    11 Joe D Dr Unit 11B, Callicoon, NY 12723
  • 4369 State Route 52, Jeffersonville, NY 12748

    $270,000 Sold Aug 05, 2025

    • 1,728 Sq Ft
    • $156/SF
    • 42 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1940

    4369 State Route 52, Jeffersonville, NY 12748

    Looking for that special project?? Well than look no further! Fields, stream, some woods and more..... Main house has new electrical service and 200 Amp breaker panel, LR with Fireplace, full basement, wood floors and 2.5 Baths. Separate 3BR Apt in the rear Aux. building with an over abundance of storage still let in the building, older 2 story small barn, detached 2 car garage with shop space

    Carole Barotti Elliott & Pomeroy Inc

    4369 State Route 52, Jeffersonville, NY 12748
  • /22

    $195,000

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft

    10 Joe D Dr Unit 10B, Callicoon, NY 12723

    Resort Living at Its Finest – Villa Roma Golf Course Condo: Live like you're on vacation every day in this beautifully maintained one-story condo located at the renowned Villa Roma Resort and Golf Course. This spacious home features two bedrooms and two full bathrooms, offering comfort and ease of living in a serene setting. Enjoy your morning coffee or evening relaxation in the finished lanai,

    Agent Photo

    Elizabeth Bernitt

    Century 21 Geba Realty

    (845) 807-6947

    10 Joe D Dr Unit 10B, Callicoon, NY 12723
  • 432 Villa Roma Rd Unit 2A, Callicoon, NY 12723

    $165,000 Sold Aug 05, 2025

    • 1,148 Sq Ft
    • $144/SF
    • 108 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1996

    432 Villa Roma Rd Unit 2A, Callicoon, NY 12723

    Rare Opportunity: Ground Floor 2-Bedroom, 2-Bathroom Condo with Golf Course ViewsThis rarely available 2-bedroom, 2-bathroom ground floor condominium offers stunning views of the lush golf course, providing a serene and private setting. The spacious open-plan living area features a bright and sunny kitchen, dining, and living room perfect for entertaining or relaxing. The newly updated

    Dominique Jenkins Keller Williams Hudson Valley

    432 Villa Roma Rd Unit 2A, Callicoon, NY 12723
  • /17

    $149,900

    • Land
    • 4.20 Acres
    • $35,690 per Acre

    Lot 3.46 Bauernfeind Rd, Delaware, NY 12723

    Beautiful Beechwoods building parcel! Welcome home to this 4.2+/- acres with 325' +/- of road frontage on Bauernfeind Road. This property has a lovely open pasture, stone walls and tranquil countryside views. Nice location near The Villa Roma Resort and Golf Club, Jeffersonville and Callicoon. Don't miss out on this hard to find property. Call today.

    Agent Photo

    Dawn Curreri

    Eagle Valley Realty

    (845) 385-1292

    Lot 3.46 Bauernfeind Rd, Delaware, NY 12723
  • /39

    $540,000 Sold Aug 05, 2025

    • 1,575 Sq Ft
    • $343/SF
    • 316 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1890

    520 County Road 95, Fremont, NY 12767

    Escape to the tranquility of this exquisite, newly renovated farmhouse located just over 2.5 hours from NYC. Set on 4.34 bucolic acres, this gorgeous property features 3 bedrooms, 2 spa-like bathrooms, a chef's kitchen with high-end appliances, a kitchen island and quartz countertops, a cozy living room with a gas fireplace, and a dining room perfect for entertaining. A finished attic space

    Susanna Scott-Mitchell Compass Greater NY, LLC

    520 County Road 95, Fremont, NY 12767
  • /36

    $429,000

    • 2 Beds
    • 1 Bath
    • 1,040 Sq Ft

    165 Boband Rd, Jeffersonville, NY 12748

    Welcome to the Boband Bungalow! This charming two bedroom, one bath house boasts some of the most epic views you can imagine! Nestled on just over 21 acres, Boband Bungalow offers the perfect blend of privacy, comfort, and charm. Enjoy the views of the sweeping rolling hills from the living room & master bedroom and the wrap around deck. It's a front row seat to all of nature's wonders.

    Agent Photo

    Edward Rabon

    Century 21 Geba Realty

    (845) 713-8341

    165 Boband Rd, Jeffersonville, NY 12748
  • 934 County Road 93, Roscoe, NY 12776

    $180,000 Sold Aug 01, 2025

    • 1,872 Sq Ft
    • $96/SF
    • 72 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1965

    934 County Road 93, Roscoe, NY 12776

    LOCATION! Fixer upper. Good bones on this home looking for a new chapter. 2 lots included 934 and 932 County Rd. #93.Are you handy? Looking to get into the market? Come take a look.

    Philip Eggleton Eagle River Realty LLC

    934 County Road 93, Roscoe, NY 12776
  • /22

    $729,000

    • 3 Beds
    • 3 Baths
    • 2,345 Sq Ft

    1211 Gulf Rd, Roscoe, NY 12776

    Newly constructed, gated luxury chalet with a pond. (The photos are of a model home--This home will have light color hardwood bamboo floors and off-white kitchen cabinets). Nestled on 3 acres this home boasts 2,345 sq. ft. of elegant living space complemented by a generous 1,375 sq. ft. semi-finished walk-out basement. Interior includes 3 Bed/3 Baths with 2 master suites with en-suite bathrooms.

    Agent Photo

    Joy Romano

    Joy Romano Realty

    (607) 536-9813

    1211 Gulf Rd, Roscoe, NY 12776
  • 157 Sander Rd, Jeffersonville, NY 12748

    $599,000 Sold Jul 29, 2025

    • 1,216 Sq Ft
    • $493/SF
    • 15 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1987

    157 Sander Rd, Jeffersonville, NY 12748

    This rare gem sits on 2.43 acres, featuring a spacious grassy front yard with mature forsythia, hydrangeas, and peonies. The fenced backyard is dotted with maple trees, seasonal berries, garden beds, a fire pit, and ample outdoor seating—offering just the right amount of low-maintenance outdoor space. Enter through the breezeway: a heated garage/workspace lies to the right, a bonus room

    Jill Borenstein Anatole House LLC

    157 Sander Rd, Jeffersonville, NY 12748
  • /30

    $485,000

    • 4 Beds
    • 3 Baths
    • 3,000 Sq Ft

    581 Hessinger and Lare Rd, Jeffersonville, NY 12748

    This Home Has A Tiled Entryway, An Open Kitchen And Dining Area With A Large Island, And Ample Cabinetry. The Living Room Features A Stone Fireplace, There Is An Office, A Sunny Family Room (Potential Fourth Bedroom), Laundry Facilities, And A Half Bath. The Second Floor Has A Spacious Primary Bedroom With A Walk-In Closet, A Generous Bath With A Jacuzzi Tub, Double Sinks, And A Glass-Enclosed

    Agent Photo

    Dawn Curreri

    EAGLE VALLEY REALTY

    (845) 366-2889

    581 Hessinger and Lare Rd, Jeffersonville, NY 12748
  • 65 Deuner Hill Rd, Delaware, NY 12723

    $1,100,000 Sold Jul 16, 2025

    • 4,320 Sq Ft
    • $255/SF
    • 17 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1984

    65 Deuner Hill Rd, Delaware, NY 12723

    Down a long treel-lined driveway, this utterly private, spacious hillside home offers enchanting views and the kind of natural setting that’s hard to find. With 65 park-like acres, a large pond overlooked by the house, and Callicoon Creek meandering through the woods below, this is a nature lover’s dream. The home spans two levels and is designed for both gathering and quiet retreat. The main

    Jennifer Grimes Country House Realty Inc

    65 Deuner Hill Rd, Delaware, NY 12723
  • /14

    $133,000

    • Land
    • 10 Acres
    • $13,300 per Acre

    Lot 7.4 Hankins Rd, Fremont Center, NY 12736

    10+/- Country Acres! Nestled in the Town of Fremont, Sullivan County, NY, this lovely 10 Acre property boasts approximately 2 acres of cleared land with 367'+/- of road frontage and stone walls. Come and experience this one-of-a-kind property that offers you an opportunity to own a beautiful piece of the countryside, surrounded by open skies, countryside views and clean fresh air. The rolling

    Agent Photo

    Dawn Curreri

    Eagle Valley Realty

    (845) 599-8189

    Lot 7.4 Hankins Rd, Fremont Center, NY 12736
  • 5044 State Route 52, Jeffersonville, NY 12748

    $240,000 Sold Jul 11, 2025

    • 1,000 Sq Ft
    • $240/SF
    • 34 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1951

    5044 State Route 52, Jeffersonville, NY 12748

    Welcome to Creek View Ranch. This is the most immaculately kept 2 bedroom 2 bathroom ranch home, I have seen, in quite awhile. On a beautiful third of an acre near the heart of Jeffersonville, this tidy home is completely move in ready. A welcoming good sized primary bedroom w full en suite, and an additional bedroom of similar size, both with 2 windows and large closets awaits. The nicely

    David Elder Carole Edwards Realty

    5044 State Route 52, Jeffersonville, NY 12748
    • /19

      Est $306,384 Not Listed For Sale

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

      127 Hessinger Lare Rd, Livingston Manor, NY 12758

      127 Hessinger Lare Rd, Livingston Manor, NY 12758
  • /19

    $269,000

    • Land
    • 10 Acres
    • $26,900 per Acre

    922 Hankins Rd, Fremont, NY

    Was your 2025 resolution to build your dream home? Welcome to a one-of-a-kind 10-acre retreat designed as your future home or hidden getaway site. This stunning parcel features an acre of a serene pond up to 16 feet in depth – ideal for swimming, rowing, or fishing once stocked. Meander along scenic trails, enjoy fresh blueberries from the bushes, and savor the apples from your trees. The

    Agent Photo

    Elizabeth Bernitt

    Century 21 Geba Realty

    (845) 807-6947

    922 Hankins Rd, Fremont, NY
  • 0 Hammer Rd Unit ONEH6310381, Fremont, NY 12723

    $130,000 Sold Jul 11, 2025

    • Land
    • 24 Acres
    • $5,444 per Acre
    • 374 Days On Market

    0 Hammer Rd Unit ONEH6310381, Fremont, NY 12723

    This special property is just under 24 acres and is located on a quiet country road, not far from the charming hamlet of Callicoon. This land is mostly wooded with small clearings and dramatic rock formations and ledges. Rustic stonewalls form several boundary lines and there is also potential for a pond site. Don't miss checking out this great property!

    Linda Mulligan Matthew J Freda Real Estate

    0 Hammer Rd Unit ONEH6310381, Fremont, NY 12723
    • /33

      Est $268,487 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,560 Sq Ft

      17 Maple Ave, Jeffersonville, NY 12748

      17 Maple Ave, Jeffersonville, NY 12748
  • /37

    $489,000

    • 4 Beds
    • 2.5 Baths
    • 3,634 Sq Ft

    807 Swiss Hill Rd N, Jeffersonville, NY 12748

    Beautiful circa 1895 Victorian Home! Let the large double front doors welcome you into this 3 story home featuring a lovely front foyer, main level, high ceilings, wood floors throughout, a living room, library w/ plenty of book shelves, pocket doors, formal dining room w/ built-in cabinets, kitchen w/ an island, a half bath & a wonderful sunroom. Charming wide staircase leads to the 2nd floor

    Agent Photo

    Dawn Curreri

    Eagle Valley Realty

    (845) 576-9694

    807 Swiss Hill Rd N, Jeffersonville, NY 12748
  • 50 Jefferson Ave, Jeffersonville, NY 12748

    $162,000 Sold Jun 27, 2025

    • 1,152 Sq Ft
    • $141/SF
    • 335 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1920

    50 Jefferson Ave, Jeffersonville, NY 12748

    Welcome to 50 Jefferson Ave in the charming village of Jeffersonville. This two-story, 3 bedroom, 2 bathroom home is situated on a peaceful streamside property on a dead-end street providing a tranquil setting. Municipal water and sewer. Some TLC Additional Information: HeatingFuel:Oil Above Ground,

    Ian Blumenthal Catskill Sales Associates Inc

    50 Jefferson Ave, Jeffersonville, NY 12748
  • /21

    $195,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft

    12 Joe D Dr Unit 12A, Callicoon, NY 12723

    By the 10th hole of the beautiful Villa Roma golf course is a 2 bedroom, 2 bath attached townhouse condominium in excellent conditiion. Cherished by the sellers during their many years of ownership, the time has come for a younger generation to enjoy all 4 seasons in the Sullivan Catskills and its premier Villa Roma Resort in the Delaware River valley in western Sullivan County. The rear porch

    Agent Photo

    Rosemarie DeCristofaro

    Callicoon Real Estate LLC

    (845) 409-8104

    12 Joe D Dr Unit 12A, Callicoon, NY 12723
  • 367 Hemmer Rd, Livingston Manor, NY 12758

    $225,000 Sold Jun 13, 2025

    • 1,040 Sq Ft
    • $216/SF
    • 25 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1984

    367 Hemmer Rd, Livingston Manor, NY 12758

    This two bedroom home located between Jeffersonville and Youngsville is close to all of what the western end of Sullivan county has to offer. This property has an attached 2 car garage that is separated, a nice lawn area with enough room to garden or relax, a full length attic for several uses. The northern border of property is lined by a stone wall and on the east by a stream. A bit of work

    Ian Blumenthal Catskill Sales Associates Inc

    367 Hemmer Rd, Livingston Manor, NY 12758
  • /18

    $99,000 Pending

    • 5 Beds
    • 2 Baths
    • 1,682 Sq Ft

    56 Jefferson Ave, Jeffersonville, NY 12748

    Spacious fixer upper in the village of Jeffersonville. Nice kitchen, 2 baths, dining and living room, 5 bedrooms, front porch, enclosed porch off kitchen Laundry Brook runs behind the property down the hill. Fall asleep to the sounds of this lovely stream. Roll up your sleeves and get started! The price is right!

    Agent Photo

    Rosemarie DeCristofaro

    Callicoon Real Estate LLC

    (845) 671-5849

    56 Jefferson Ave, Jeffersonville, NY 12748
  • 0 Barbara Dr Unit ONEH6280499, Delaware, NY 12723

    $65,000 Sold Jun 05, 2025

    • Land
    • 8 Acres
    • $7,720 per Acre
    • 494 Days On Market

    0 Barbara Dr Unit ONEH6280499, Delaware, NY 12723

    Private 8 wooded acre building site near Callicoon, New York. Nestle your house in a beautiful grove of oak trees. Access to the property slopes up to large level areas for building, gardening and outdoor recreation. Enjoy this prime property that is close to the Delaware River and Bethel Woods.

    Tom Freda Matthew J Freda Real Estate

    0 Barbara Dr Unit ONEH6280499, Delaware, NY 12723
  • /44

    $750,000 Pending

    • 5 Beds
    • 1 Bath
    • 3,060 Sq Ft

    535 Beechwoods Rd, Callicoon, NY 12723

    Have you been dreaming of your own farm or starting an agricultural business? Or do you just love puttering around in your garden, having a nice flock of backyard chickens and plenty of room for your dogs to roam? Windy Willow Farm was meticulously restored to be the perfect balance of original farmhouse charm & modern-day living, from the custom-designed cottage-style chicken coop &

    Agent Photo

    Elizabeth Bernitt

    Century 21 Geba Realty

    (845) 807-6947

    535 Beechwoods Rd, Callicoon, NY 12723
  • 4109 State Route 52, Youngsville, NY 12791

    $217,500 Sold May 27, 2025

    • 2,128 Sq Ft
    • $102/SF
    • 20 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1948

    4109 State Route 52, Youngsville, NY 12791

    Loads of potential come along with this larger 5BR, 2.5 B 2 Story stream front home. Large rear yard, 2 small storage sheds, paved driveway, bright rooms, full basement, and more. Within Minutes of Jeffersonville, Livingston Manor and more... Needs a partial roof and suffered freeze damage to plumbing and heating As Is Sale 7 day 1ST look for owner occupants only

    Carole Barotti Elliott & Pomeroy Inc

    4109 State Route 52, Youngsville, NY 12791
  • /36

    $849,000

    • 3 Beds
    • 3 Baths
    • 3,000 Sq Ft

    129 Nelson Rd, Hankins, NY 12741

    NEW CONSTRUCTION--Private Mountain Chalet with Views, Privacy & StyleEscape to your own Catskills sanctuary in this stunning 3-bed, 3-bath chalet-style home, offering 3,000 sq ft of refined living space on 6.62 peaceful acres. Surrounded by forest, mountain views, and a brook, this retreat blends modern comfort with timeless natural beauty.Inside, cathedral ceilings and

    Agent Photo

    Joy Romano

    Joy Romano Realty

    (845) 448-9140

    129 Nelson Rd, Hankins, NY 12741
  • 186 County Route 164, Callicoon, NY 12723

    $960,000 Sold May 23, 2025

    • 3,186 Sq Ft
    • $301/SF
    • 535 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1985

    186 County Route 164, Callicoon, NY 12723

    Welcome to your secluded hilltop paradise! This exquisite 4-bedroom, 3-bathroom home is nestled on an expansive 46-acre estate, offering unparalleled privacy and breathtaking panoramic views that stretch as far as the eye can see. Boasting an impressive pool house and 50 x 20 pool, this property is the epitome of luxury living.As you enter the main residence, you'll be greeted by an abundance of

    Ian Blumenthal Catskill Sales Associates Inc

    186 County Route 164, Callicoon, NY 12723
  • /41

    $450,000

    • 3 Beds
    • 1.5 Baths
    • 1,700 Sq Ft

    136 Kautz Rd, Callicoon, NY 12723

    Tucked away on a quiet country road and surrounded by beauty, 136 Kautz Road offers a rare opportunity to own a lovingly maintained ranch home in one of Sullivan County’s most desirable locations. Built in 1978, this 3-bedroom, 2.5 bath home has timeless appeal, with hardwood floors throughout and a stunning brick fireplace that anchors the spacious living area. The home sits gracefully back from

    Agent Photo

    Elizabeth Bernitt

    Century 21 Geba Realty

    (845) 807-6947

    136 Kautz Rd, Callicoon, NY 12723

Showing Results 1 - 40, Page 1 of 18

How to Buy a Home How to Finance a Home How to Sell a Home