Sullivan County NY Homes under $500,000

/31
$299,000
- 3 Beds
- 2 Baths
- 1,575 Sq Ft
1779 Shandelee Rd, Livingston Manor, NY 12758

You'll be wowed by the classic character of this Arts and Crafts home with so many original details! This 3 bedroom, 2 bath home is solid, and you'll find so many extras! (A couple of nice bonus rooms!) The covered front porch welcomes you in to a time gone by. Check out the gleaming original wood floors, built in the 30's, when craftsmen really cared about quality and exceptional detail! There

Lynne Freda Matthew J Freda Real Estate

1779 Shandelee Rd, Livingston Manor, NY 12758
/27
$325,000
- 2 Beds
- 2 Baths
- 1,144 Sq Ft
6 Summit Place, Thompson, NY 12701

Come experience beautiful Harris Woods and enjoy the summer vibes in this welcoming community.Step into this charming, newly renovated 2-bedroom, 2-bath townhome featuring new kitchen with granite counters new appliances, spacious living room with fireplace, updated bathrooms, a laundry area, hardwood flooring, bright sunroom, and shaded deck. Enjoy community living at Harris Woods with a

Joel Walter eRealty Advisors, Inc

6 Summit Place, Thompson, NY 12701
/39
$390,000
- 2 Beds
- 1 Bath
- 945 Sq Ft
301 Pucky Huddle Rd, Bethel, NY 12720

Escape the noise and find your rhythm at 301 Pucky Huddle Road. Built in 2007, this isn't just a house; it’s a vibe. Perfectly blending rustic charm with modern "getaway" energy, this log cabin is the sanctuary you’ve been scrolling for. Step into an airy, open-concept living room and kitchen floor plan. The heart of the living space features a cozy wood-burning stove, perfect for those crisp

Danielle Bartula Howard Hanna Rand Realty

301 Pucky Huddle Rd, Bethel, NY 12720
/24
$249,000
- Land
- 6.38 Acres
- $39,028 per Acre
0 Browning Blvd Unit KEY997085, Highland, NY 12719

Escape to the beauty of lake living with this stunning 6.38-acre property in the private gated community of York Lake Shores. Enjoy boating, sailing, swimming, and fishing on the pristine lake while surrounded by peace and nature. Ideally located just two hours from New York City and under 20 minutes to the Metro-North train, this property offers the perfect balance of seclusion and convenience.

Dawn Payne Payne Team LLC

0 Browning Blvd Unit KEY997085, Highland, NY 12719
/28
$228,500
- 3 Beds
- 1 Bath
- 1,080 Sq Ft
113 Lake Muskoday Rd, Roscoe, NY 12776

Dreamed of owning an affordable upstate New York property with lake access to enjoy life to its fullest? Quiet, private, 65-acre non-motorboat lake where you can enjoy fishing, paddling, swimming, hiking and biking within 20 minutes of ROSCOE, NY. Charming 3 bedroom, 1 bath with one level living, large kitchen and living room, covered porch to entertain and enjoy the peaceful lifestyle at the

Deborah Gorenflo Land and Water Realty LLC

113 Lake Muskoday Rd, Roscoe, NY 12776
/32
$390,000
- 2 Beds
- 1 Bath
- 860 Sq Ft
544 Briscoe Rd, Swan Lake, NY 12783

Set on 5+ wooded acres on a quiet road in Swan Lake, this two-bedroom, one-bath A-frame is about as close to a perfect nature retreat as it gets. Surrounded by the forest and Briacoe Lake just across the road, this adorable home is designed for exactly what it sounds like — a genuine escape. The A-frame does its job beautifully: dramatic angles and a layout that makes smart use of every inch.

Katy Porte Compass Greater NY, LLC

544 Briscoe Rd, Swan Lake, NY 12783
/26
$325,000
- 3 Beds
- 3 Baths
- 1,456 Sq Ft
27 Gina Ln, Smallwood, NY 12778

Welcome to this Chalet style home. Featuring three bedrooms and three full baths, this home boasts a spacious great room that flows seamlessly to the eat in kitchen, along with a bright three season room and a two car garage. There is a generous wraparound deck-perfect for entertaining or relaxing in a peaceful setting. The finished basement offers more living space and storage. There is no HOA.

Brankica Curreri Eagle Valley Realty

27 Gina Ln, Smallwood, NY 12778
/17
$340,000

$70K PRICE DROP
- 2 Beds
- 2 Baths
- 1,852 Sq Ft
134 Black Forest Rd, Glen Spey, NY 12737

Nestled in the serene gated Black Forest Community in Glen Spey, this enchanting log home is a blend of rustic charm and modern amenities. As you step inside, the warmth of rich hardwood floors greets you, leading to an updated kitchen outfitted with contemporary finishes and all-new appliances.This two-bedroom sanctuary offers a flexible floor plan with the potential for a third bedroom or

Andrea Rose Keller Williams Hudson Valley

134 Black Forest Rd, Glen Spey, NY 12737
/24
$279,000

$20K PRICE DROP
- 3 Beds
- 1.5 Baths
- 1,404 Sq Ft
3 Hadden Place, Liberty, NY 12754

This stately Dutch Colonial home sits on a larger lot in the Liberty Village. Beautifully designed and updated with careful consideration to maintain the integrity of the classic style. Step into the 3 season sunporch with new windows and wood flooring as you prepare to enter the large living room, with old style craftsmanship and an easy flow into the formal dining room and kitchen. Steps away

Diane Silver Keller Williams Hudson Valley

3 Hadden Place, Liberty, NY 12754
/12
$242,500

$8K PRICE DROP
- 3 Beds
- 1.5 Baths
- 1,152 Sq Ft
27 Peter Way, Kiamesha Lake, NY 12751

Patio Homes Townhouse - 3 Bedrooms and one full (New) bath upstairs. Downstairs is brand new kitchen with granite countertops, Living room, half bath and laundry room. This is an HOA. Close proximity to shopping, restaurants, casino, and EZ on/off Rt 17. Covenents and Restrictions are available for any interested party. Call for details.

Karen Rieber Sussman Rieber Realty Inc

27 Peter Way, Kiamesha Lake, NY 12751
/14
$276,000

$24K PRICE DROP
- 2 Beds
- 1 Bath
- 1,380 Sq Ft
257 Cr 134, Fremont Center, NY 12736

Presenting a ranch-style residence situated on an expansive 10-acre parcel, this property offers abundant opportunities for outdoor recreation, gardening, and nature-inspired pursuits. Featuring two bedrooms and a full bath, the home provides a comfortable foundation for those seeking to tailor their living space to reflect personal preferences. Although some renovation is required, the recently

Anna Milucky Century 21 Country Realty

257 Cr 134, Fremont Center, NY 12736
/22
$285,000
- 2 Beds
- 1 Bath
- 808 Sq Ft
28 Divine Corners Rd, Loch Sheldrake, NY 12759

Welcome to this charming 2-bedroom home located in Loch Sheldrake. This inviting property features a spacious, open living room filled with abundant natural light, creating a warm and welcoming atmosphere. The home has been thoughtfully updated, including a newer roof and siding, offering both comfort and peace of mind. Step outside to enjoy the extra-large deck—perfect for relaxing on beautiful

Thelonious Johnson Hart & Johnson Realty

28 Divine Corners Rd, Loch Sheldrake, NY 12759
/26
$389,000

$10K PRICE INCREASE
- 3 Beds
- 2 Baths
- 1,500 Sq Ft
14 Essex St, Rock Hill, NY 12775

Perfect for Vacation or retirement New roof, new beautiful floors and there are some new appliances. Community pool and club house.

Fern Faber Myrna Ginsberg

14 Essex St, Rock Hill, NY 12775
/34
$365,000
- 5 Beds
- 2.5 Baths
- 2,277 Sq Ft
137 Summitville Rd, Wurtsboro, NY 12790

Located in the Catskill Mountain range and bordering the Shawangunk mountains, this 4/5-bedroom 2.5 bath home offers endless upstate enjoyment. Hiking is out the front door with the D&H Canal linear Park. Also nearby is the O&W Trail, 3500-acre Bashakill Wetlands Preserve, Fire Tower Trail and conveniently situated to the many sought after attractions the area has to offer. The home is roughly

Carolyn Peters-Baker Keller Williams Hudson Valley

137 Summitville Rd, Wurtsboro, NY 12790
/31
$375,000
- 3 Beds
- 1.5 Baths
- 1,296 Sq Ft
61 Pioneer Dr, Swan Lake, NY 12783

BEAUTIFUL RANCH NESTLED QUIETLY ON A DEAD-END ROAD WITH WATER VIEWS IN BETHEL NY - Welcome to this meticulously kept, essentially like new home offering easy living all on one level that makes this house very appealing. The main living area is nicely done with lots of light, a perfect size living room, dining area will seat a large group and the kitchen that has everything a cook will love. With

Caroline Akt Caroline Akt Realty LLC

61 Pioneer Dr, Swan Lake, NY 12783
/32
$444,000

$15K PRICE DROP
- 3 Beds
- 2 Baths
- 1,980 Sq Ft
238 Trout Brook Rd, Roscoe, NY 12776

Enjoy fantastic lakefront views from your screened deck and be steps away from your private dock on Lake Muskoday, a non-motorboat lake where you can enjoy fishing, paddling, swimming, hiking and biking within 20 minutes of ROSCOE, NY. Charming turn-key 3 bedroom, 2 bath with open floor plan and vaulted ceilings (move right in: everything can stay). Completely redone in 2015, this 1,900sf one

Deborah Gorenflo Land and Water Realty LLC

238 Trout Brook Rd, Roscoe, NY 12776
/40
$292,000
- 2 Beds
- 1 Bath
- 800 Sq Ft
22 Edgewood Place, South Fallsburg, NY 12779

Rare Multi-Property Package in South Fallsburg! Offering incredible potential for investors, or live-and-rent options. Located on a quiet street yet minutes to shops, dining, and parks, each home features comfortable living spaces, functional kitchens, and ample bedrooms. Outdoor areas include level yards perfect for gatherings, gardening, or relaxing. Separate utilities and off-street parking

Ephraim Brull Team W Realty LLC

22 Edgewood Place, South Fallsburg, NY 12779
/38
$409,900

$55K PRICE DROP
- 3 Beds
- 1 Bath
- 1,336 Sq Ft
12 Old Turnpike Rd, Bloomingburg, NY 12721

Enjoy the timeless appeal of a colonial layout with generous living spaces, perfect for entertaining or gatherings. spacious detached garage provides ample storage and convenience, ideal for your vehicles, hobbies, or extra storage needs. With over an acre of property, you’ll have plenty of room to roam, garden, or simply relax in the serene surroundings. This home is in excellent condition,

Michelle Gruberger Real Estate Circuit Inc

12 Old Turnpike Rd, Bloomingburg, NY 12721
/18
$285,000

$34K PRICE DROP
- 3 Beds
- 1 Bath
- 1,188 Sq Ft
17 Greenview Ave, Monticello, NY 12701

Welcome to 17 Greenview Avenue — a beautifully maintained Cape Cod tucked away on a quiet dead-end street in the heart of the Catskills. Surrounded by mature trees and natural greenery, this inviting 3-bedroom home offers the perfect balance of charm, comfort, and privacy while remaining conveniently close to shopping, dining, entertainment, and year-round recreation. From the moment you arrive,

William McNamara Curasi Realty, Inc.

17 Greenview Ave, Monticello, NY 12701
/18
$399,000
- 4 Beds
- 2.5 Baths
- 1,693 Sq Ft
74 Nelshore Dr, Monticello, NY 12701

Welcome to this charming home situated in a highly desirable neighborhood. Enjoy beautiful outdoor grounds with ample space to play, unwind, and entertain. The brand-new deck and awning creates the perfect setting for outdoor gatherings and relaxation. Inside, the home offers a practical multi-level layout with cozy bedrooms and a full bath on the upper level. The lower level features a spacious

Rivky Klagsbrun Catskills Home Services

74 Nelshore Dr, Monticello, NY 12701
/26
$399,000
- 3 Beds
- 2 Baths
- 1,192 Sq Ft
1047 Dahlia Rd, Livingston Manor, NY 12758

Set on just over two acres, 10 minutes from Main Street Livingston Manor, this reimagined Catskills home highlights traditional architecture with exposed beams, warm wood tones, and antique detailing. Renovated down to the studs, the 1,201-square-foot residence offers 3 bedrooms and 2 baths plus a full walk-out basement. Inside, a wood-burning fireplace anchors the living room, while the

Jill Borenstein Anatole House LLC

1047 Dahlia Rd, Livingston Manor, NY 12758
/33
$499,000
- 3 Beds
- 3 Baths
- 1,428 Sq Ft
182 Frey Rd, Pine Bush, NY 12566

Charming Woodland Cape on 5 Private Acres Scenic country roads lead you home, crossing over a babbling brook and onto a winding drive. Perched above the road and surrounded by a beautiful mix of woods and open acreage, the setting feels peaceful, grounded, and quietly removed from the pace of everyday life. Inside, the home unfolds with warmth and ease. The main living area is anchored by a

Katy Porte Compass Greater NY, LLC

182 Frey Rd, Pine Bush, NY 12566
/37
$209,999
- 2 Beds
- 1 Bath
- 1,096 Sq Ft
43 Highland Lake Rd, Eldred, NY 12732

Welcome to 43 Highland Lake Road – A Turnkey Gem in the Heart of the Catskills! This beautifully renovated home is the perfect blend of modern upgrades and serene country charm. Set on a spacious parcel in Highland, NY, the property offers plenty of backyard and land space, ideal for outdoor enjoyment, gardening, or future expansion. Inside and out, no detail has been overlooked: New roof,

Vincent Reda Keller Williams Realty

43 Highland Lake Rd, Eldred, NY 12732
/50
$449,900

$30K PRICE DROP
- 4 Beds
- 3 Baths
- 3,194 Sq Ft
66 Highland Lake Rd, Eldred, NY 12732

Stunning Colonial 4 Bedroom Farmhouse Retreat in the Heart of the Catskills ,on over 1 acre of private landscape, this house offers a serene escape for seeking comfort and lifestyle. Key Features: Open floor plan with vaulted ceilings, with two fireplaces (gas and wood), skylights in the living and kitchen area. 3 full bathrooms, jacuzzi tub, cathedral master ceiling, spacious dining area

Michael Friedmann eRealty Advisors, Inc

66 Highland Lake Rd, Eldred, NY 12732
/28
$377,900

$11K PRICE DROP
- 2 Beds
- 1 Bath
- 704 Sq Ft
33 Horton Rd, Bloomingburg, NY 12721

Step into this beautifully updated residence where modern design meets everyday comfort. The heart of the home is a stunning kitchen featuring rich navy cabinetry, sleek gold hardware, quartz countertops, and stainless-steel appliances — perfect for cooking and entertaining. The open layout flows effortlessly into a bright dining area accented by a stylish light fixture and sliding doors leading

Michelle Gruberger Real Estate Circuit Inc

33 Horton Rd, Bloomingburg, NY 12721
/29
$490,000
- 2 Beds
- 1 Bath
- 1,650 Sq Ft
67 Main St, Bloomingburg, NY 12721

Welcome this home 67 Main St ,a beautiful 2 Family, a great invesment property, nestled in the quaint district of Sullivan County in the city of Bloomingburg, NY. This charming Perfect house, that have been updated from top to bottom.The heart of the home features a stunning kitchen equipped with sleek cabinetry granite counters and premium finishes, complemented by -new flooring that flows

Joel Miller eRealty Advisors, Inc

67 Main St, Bloomingburg, NY 12721
/5
$299,900
- Land
- 25.96 Acres
- $11,552 per Acre
838 Old Liberty Rd, Monticello, NY 12701

Discover the perfect opportunity to build your dream home or develop in a peaceful, scenic setting. This listing includes 2 parcels of land totaling 25.96 acres located on Old Liberty Road - just minutes from the charming hamlet of Hurleyville and the Village of Monticello. Tucked away in a quiet neighborhood, the property offers privacy and serenity while remaining conveniently close to modern

Christina Herschel-Huebner Herschel Realty Corp

838 Old Liberty Rd, Monticello, NY 12701
/34
$495,000

$30K PRICE DROP
- 4 Beds
- 2 Baths
- 2,706 Sq Ft
38 Moscoe Rd, White Lake, NY 12786

BEAUTIFUL HOME WITH A FRUIT ORCHARD NESTLED ON 1.87 ACRES IN BETHEL, NY - Quietly set on a dead-end road with access to Toronto Reservoir makes this location unique. Welcome to this immaculate 4 bedroom 2 full bath house that was nicely renovated from the foundation up and essentially brand new. The house feels spacious with an open floor plan, high ceilings , new windows that let in lots of

Caroline Akt Caroline Akt Realty LLC

38 Moscoe Rd, White Lake, NY 12786
/27
$399,000
- 3 Beds
- 2 Baths
- 1,620 Sq Ft
96 Plank Rd, Mongaup Valley, NY 12762

CHARMING HOME SET PRIVATELY ON OVER 5+ ACRES IN BETHEL, NY WITH ACCESS TO SWINGING BRIDGE RESERVOIR - Welcome to this newer home built in 2012 for the owners and has been meticulously maintained since. With two bedrooms on the main floor one with an ensuite full bathroom makes for easy living, a laundry room is also on this level. The main living area is open and flows nicely featuring a huge

Caroline Akt Caroline Akt Realty LLC

96 Plank Rd, Mongaup Valley, NY 12762
/19
$345,000
- 3 Beds
- 2 Baths
- 1,104 Sq Ft
47 Lakeland Dr, South Fallsburg, NY 12779

This solid raised ranch is full of potential and ready to welcome you home. Tucked into a lovely country neighborhood, this 3-bedroom, 2-bath property offers comfort, space, and room to grow. Set on a beautifully cleared half-acre corner lot, the home is surrounded by thoughtful landscaping and features a welcoming front porch—perfect for morning coffee or unwinding at the end of the day. Inside,

Jonathan Sunshine The Sunshine Group Real Estate

47 Lakeland Dr, South Fallsburg, NY 12779
/39
$399,000

$40K PRICE DROP
- 3 Beds
- 2 Baths
- 1,500 Sq Ft
16 Leers Rd, Glen Spey, NY 12737

BEAUTIFUL MODERN CAPE WITH LAKE PRIVILEGES TO MOHICAN LAKE IN GLEN SPEY, NY - Welcome to this newly built home set quietly on pretty a 2.38 acre lot. Inside you have a modern take on a cape that feels fresh, with clean lines and well done. This three bedroom/two full bath home features an open floor plan in the main living area. The living room has an electric fireplace for that cozy evening

Caroline Akt Caroline Akt Realty LLC

16 Leers Rd, Glen Spey, NY 12737
/28
$499,999

$75K PRICE DROP
- 3 Beds
- 2 Baths
- 2,164 Sq Ft
6652 State Route 42, Woodbourne, NY 12788

Escape to the serenity of Sullivan County with this modern and cozy 3-bedroom, 2-bathroom rustic ranch perfectly set on 11.2 scenic acres in the town of Woodbourne, NY. The open and airy living area is an entertainer’s delight, featuring large windows that frame picturesque views of the property’s pond and a wood-burning fireplace that makes for the perfect gathering spot. The sleek galley

Nicholas Torsiello K. Fortuna Realty, Inc.

6652 State Route 42, Woodbourne, NY 12788
/36
$229,900

$5K PRICE INCREASE
- 2 Beds
- 1 Bath
- 800 Sq Ft
25 George Segar Rd, Bethel, NY 12720

It's all about the lake! Beautiful views and a sweet spot make this 2 BR home the perfect getaway. Situated on a private road and fronting Briscoe Lake, this ranch is nestled in the woods for a peaceful and tranquil setting. Home is easy to maintain and offers everything you need to just kick back and relax. Brand new Stainless Steel appliances just arrived the last week of April 2026, beautiful

Carol Malek Malek Properties, Inc.

25 George Segar Rd, Bethel, NY 12720
/11
$285,000
- Land
- 53.61 Acres
- $5,316 per Acre
0 Shandelee Rd Unit KEY1005045, Callicoon, NY 12758

Gorgeous acreage for sale in the highly sought after Livingston Manor! Look no further for privacy and serenity. This property is about a half mile from the county road and is the ultimate nature lover's paradise. Upon entering the property you will find approximately half an acre of cleared land, perfect to build your dream home! The rest of the 50+ acres are a wonderful combination of level

Victoria Wander Divine Realty NY, LLC

0 Shandelee Rd Unit KEY1005045, Callicoon, NY 12758
/31
$299,900

$50K PRICE DROP
- 3 Beds
- 1 Bath
- 1,060 Sq Ft
136 N Shore Dr, Wurtsboro, NY 12790

Seasonal retreat with lake rights set on a serene and private 0.83-acre property surrounded by nature. This charming 3-bedroom, 1-bath home offers the perfect escape to relax and enjoy peaceful lake community living approximately three seasons out of the year. Tucked away in a tranquil setting, the home features inviting living spaces, access to the deck for outdoor enjoyment, and beautiful

Emily Zambetti Weichert Realtors

136 N Shore Dr, Wurtsboro, NY 12790
/50
$344,900

$40K PRICE DROP
- 3 Beds
- 1.5 Baths
- 1,760 Sq Ft
57 County Road 132, Hankins, NY 12741

This well-maintained 3-bedroom, 1.5-bath split-level home offers comfort, space, and great features throughout. The home includes a bright living area and a spacious family room, perfect for relaxing or entertaining. The kitchen features new stainless-steel appliances and plenty of room for everyday living. Separate dining room area gives you plenty of room for the holidays. The home has propane

Joshua Murphy Woodstock Way Realty LLC

57 County Road 132, Hankins, NY 12741
/44
$499,000
- 3 Beds
- 2 Baths
- 2,280 Sq Ft
518 Sackett Lake Rd, Monticello, NY 12701

Welcome to 518 Sackett Lake Road—a custom-built, turn-key Colonial offering deeded lake rights to Sackett Lake, a pristine 124-acre motorboat lake located directly across the street. Built in 2006, this beautifully maintained home offers 2,280 square feet of thoughtfully designed living space, featuring 3 spacious bedrooms, 2 full bathrooms, a bonus guest room, and central heating and air

Alan Wieder Catskills Home Services

518 Sackett Lake Rd, Monticello, NY 12701
/43
$275,000
- 2 Beds
- 1.5 Baths
- 928 Sq Ft
74 N Emerald Dr, Rock Hill, NY 12775

Nestled in the highly sought-after Emerald Green Community, this charming and affordable ranch offers the perfect blend of comfort, privacy, and convenience. Situated on a serene 0.46-acre lot, 74 North Emerald Drive features 928 square feet of inviting living space, plus a bright enclosed porch/sitting room adding an additional 230 square feet for year-round enjoyment. A spacious wraparound deck

Alan Wieder Catskills Home Services

74 N Emerald Dr, Rock Hill, NY 12775
/28
$278,000
- 3 Beds
- 2.5 Baths
- 1,904 Sq Ft
375 Harris Rd, Monticello, NY 12701

This Double Wide home offers 3 bedrooms, 2 1/2 baths, including a primary bedroom with en suite bathroom, a large, eat in kitchen and additional area for living room or dining room with a woodturning fireplace, additional dining room/den and additional living room. Roof is appx 10 years old. Set back off the road, the house sits on a 2.87 acre lot, mostly cleared with a huge yard, circular

Cara Rieber Rieber Realty Inc

375 Harris Rd, Monticello, NY 12701
/5
$249,000

$46K PRICE DROP
- Land
- 31 Acres
- $8,032 per Acre
4861 Swiss Hill, Jeffersonville, NY 12748

Private and Pristine! 31.68 acres of mature evergreen tree's will welcome you home. Build your future dream in the heart of the country. Close to the beautiful villiage of Jeffersonville and only a stones thow to the Delaware River National Park!

Diane Butler Diane C. Butler

4861 Swiss Hill, Jeffersonville, NY 12748

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