1,165

Sullivan, NY Homes

Section Image Section Image
  • /30

    $285,000

    • 2 Beds
    • 1 Bath
    • 936 Sq Ft

    21 E Sullivan Place, Smallwood, NY 12778

    Charming Catskills Retreat in Smallwood Lake Community.Welcome to your peaceful getaway in the heart of the Catskills! This 2-bedroom, 1-bath home is nestled on a rare triple corner lot in the desirable Smallwood lake community, offering privacy, character, and access to an incredible array of amenities.Situated on a corner with road frontage on two sides, the property features a

    Agent Photo

    Joy Romano

    Joy Romano Realty

    (845) 385-2633

    21 E Sullivan Place, Smallwood, NY 12778
  • 133 W Oak St, Smallwood, NY 12778

    $210,000 Sold Jul 31, 2025

    • 960 Sq Ft
    • $219/SF
    • 25 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1940

    133 W Oak St, Smallwood, NY 12778

    Do not miss this year-round delightful Smallwood cottage! Move-in ready with open floor plan. Comes fully furnished! Main level has open kitchen, living room, 2 bedrooms and full bath. Lower level adds another living room has bonus room w/closet that could be another bedroom/office/art studio and a half bath that includes 2nd washing machine and slop sink. Lots of natural light. Step out to

    Kerry Bigness Malek Properties

    133 W Oak St, Smallwood, NY 12778
  • /31

    $145,000

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    58 Woodland Way, Bethel, NY 12720

    Charming 1 bedroom, 3 Season Home (plus 2 additional rooms that can be used for bedrooms) in Smallwood Lake Community. This seasonal home feature's Two cozy bedrooms, one of which features a private entry door and a fireplace, providing added convenience and privacy. There is an additional sleeping porch, perfect for guests or a serene reading nook, this extra space ensures you have room for

    Agent Photo

    Joy Romano

    Joy Romano Realty

    (845) 606-6549

    58 Woodland Way, Bethel, NY 12720
  • 53 E Walnut St, Monticello, NY 12701

    $241,000 Sold Jul 01, 2025

    • 780 Sq Ft
    • $309/SF
    • 73 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1930

    53 E Walnut St, Monticello, NY 12701

    Accepted OfferCharming Newly Renovated Year Round Cabin in Smallwood – Includes 3 Extra Lots.Welcome to 53 E Walnut St, a beautifully renovated 2024 cabin in the heart of Smallwood, offering the perfect blend of modern comfort and rustic charm. This 3-bedroom, 1-bathroom home includes 4 lots, giving you plenty of room to expand, enjoy extra privacy, or create your dream outdoor

    Helene Goodworth eXp Realty

    53 E Walnut St, Monticello, NY 12701
  • /37

    $369,500

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

    22 Ballard St, Smallwood, NY 12778

    Rustic and spacious log-sided home, perfect for all seasons, located in the desirable Bethel area within the charming hamlet of Smallwood. This property offers access to Mountain Lake, including a beach area and options for boating, kayaking, fishing, and hiking in the local park. Enjoy community amenities such as tennis courts, a pool, and a clubhouse which is not not mandatory to join.This rare

    Agent Photo

    Alla Sienitsky

    Resort Realty

    (845) 583-1781

    22 Ballard St, Smallwood, NY 12778
  • 40 W Corwin Ave, Monticello, NY 12701

    $250,000 Sold Jun 27, 2025

    • 1,032 Sq Ft
    • $242/SF
    • 21 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1935

    40 W Corwin Ave, Monticello, NY 12701

    This coveted corner lot cottage is in turn key, newly renovated condition and is a rare find in the storybook hamlet of Smallwood. The charming 2 bedroom + den (perfect for extra guests) features bright, spacious interiors and refined details. There is a walkout basement, garage and shed. Ideal as a private escape or an Airbnb investment, it blends rustic allure with timeless elegance. A

    Randi Moody Malek Properties

    40 W Corwin Ave, Monticello, NY 12701
  • /2

    $19,000

    • Land
    • 0.40 Acre
    • $47,299 per Acre

    000 Case Place, Smallwood, NY 12720

    Recreational parcel in Smallwood Lake Community. Walking distance to Mountain Lake, a serene non-motorized lake in Smallwood where you can kayak, fish or relax on the beach. Smallwood has a 100 acre hiking trail, a forest reserve with a mini waterfall, outdoor circuit training facility along a babbling brook, a dog park, a heated pool and 2 club houses, pickleball, tennis and handball courts, a

    Agent Photo

    Joy Romano

    Joy Romano Realty

    (845) 456-9692

    000 Case Place, Smallwood, NY 12720
  • 31 W Thompson Place, Monticello, NY 12701

    $305,000 Sold Jun 27, 2025

    • 1,056 Sq Ft
    • $289/SF
    • 136 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1960

    31 W Thompson Place, Monticello, NY 12701

    Nestled close to the heart of the Catskills , tucked away in a remote & private corner sits a Ranch style home featuring 3 Bdrs ,1 bth , high kitchen ceilings , a spacious dining room with a pellet stove fire place ,open to a kitchen with an island perfect for food prep ,Enjoy an add-on room perfect for entertaining , watching your favorite game ,or stepping out of onto to a brand new deck

    Olivia Cappelli Donna Ruffino Realty Corp

    31 W Thompson Place, Monticello, NY 12701
  • /36

    $145,000 Pending

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft

    28 E Sullivan Place, Smallwood, NY 12720

    2 Bedroom/1 Bath -- 3-Season Retreat in desirable Lake Community in the CatskillsWelcome to your serene getaway in the picturesque hamlet of Smallwood Lake Community, nestled in the highly desirable Sullivan Catskills region. This charming 2-bedroom,1-bathroom 3-season home is full of rustic character and personality—perfect for nature lovers, weekenders, short-term rentals, or anyone

    Agent Photo

    Joy Romano

    Joy Romano Realty

    (845) 581-3888

    28 E Sullivan Place, Smallwood, NY 12720
  • 134 W Oak St, Smallwood, NY 12778

    $138,500 Sold May 30, 2025

    • 556 Sq Ft
    • $249/SF
    • 2 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1940

    134 W Oak St, Smallwood, NY 12778

    One bedroom, Smallwood year-round cottage in need of TLC. Drilled well and heat so you can live there while you do the improvements/repairs. So many possibilities for adding another bedroom and changing the floor plan. Two living rooms. One with beautiful knotty pine walls and beams w/ Harman pellet stove keeps it cozy in the winter (also baseboard electric, propane wall unit). Another living

    Kerry Bigness Malek Properties

    134 W Oak St, Smallwood, NY 12778
  • /16

    $69,500

    • Land
    • 2.47 Acres
    • $28,138 per Acre

    0 Glenwild Dr Unit 21959712, Bethel, NY 12778

    Rare opportunity to own approximately 2.47+/- acres in desirable Smallwood to build your dream home. Ideally located just a short walk to Mountain Lake. Engineered for a single family home. Enjoy the privacy and tranquility of nature while being moments away from all that Smallwood has to offer. Two additional lots included in the sale. Lot 44.-15-4 is approximately 1.72+/- acres. Lot 44.-15-3 is

    Carol Malek Malek Properties

    0 Glenwild Dr Unit 21959712, Bethel, NY 12778
  • 13 Mohawk Trail, Smallwood, NY 12778

    $250,000 Sold May 22, 2025

    • 746 Sq Ft
    • $335/SF
    • 301 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1940

    13 Mohawk Trail, Smallwood, NY 12778

    SMALLWOOD NY CABIN (YEAR ROUND) NEWLY AND BEAUTIFULLY RENOVATED (SALE INCLUDES SECOND LOT) - Welcome to this move-in ready home set privately on a dead-end road. Cabin features a total interior renovation that has been well done, rooms are bright/sunny and offers just the right amount of rustic for that country element. Some key features are a brand new kitchen, gorgeous stone fireplace, all

    Caroline Akt Caroline Akt Realty LLC

    13 Mohawk Trail, Smallwood, NY 12778
  • /22

    $264,900

    • 2 Beds
    • 1.5 Baths
    • 810 Sq Ft

    71 Keller Ave, Monticello, NY 12701

    Welcome to this well-loved and beautifully maintained two-bedroom cabin that blends old-world charm with modern updates. Step into the inviting living room featuring classic exposed beamed vaulted ceiling and wood work, adding warmth and character to your everyday living space. The updated kitchen and bathrooms offer modern conveniences while preserving the home's timeless appeal. Enjoy the

    Goranka Petrova-Rogg Malek Properties

    71 Keller Ave, Monticello, NY 12701
  • 30 W Sullivan Place, Smallwood, NY 12778

    $277,000 Sold May 19, 2025

    • 908 Sq Ft
    • $305/SF
    • 274 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1940

    30 W Sullivan Place, Smallwood, NY 12778

    Quaint two-bedroom (possibly three), one-bathroom ranch style home is on .46 of an acre with a large wrap around back deck, perfect for enjoying the peaceful surroundings. This home features solid wood cherry floors through out, granite kitchen countertops, stainless steel appliances, marble bathroom and a two year old roof.Situated within walking distance to restaurants, a community pool, lake

    Martha Martinez Z Wisdom Realty Inc.

    30 W Sullivan Place, Smallwood, NY 12778
  • /44

    $289,900

    • 3 Beds
    • 2 Baths
    • 829 Sq Ft

    39 James Ave, Smallwood, NY 12778

    Your Smallwood search is over! Beautifully situated at the end of a dead end, this fun cabin offers a serene setting with a peaceful babbling brook running through the property. Offering an open plan with 3 BR's and 2 BA's, fireplace and "game room". The primary bedroom has a soaking tub in the room for that spa experience at home. The open deck looks out over the water and the pretty landscaped

    Carol Malek Malek Properties

    39 James Ave, Smallwood, NY 12778
  • 60 Seminole Trail, Monticello, NY 12701

    $120,888 Sold May 09, 2025

    • 704 Sq Ft
    • $172/SF
    • 244 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1936

    60 Seminole Trail, Monticello, NY 12701

    This charming 2 bedroom seasonal cottage sits on over a half acre of lovely property and has a formal living room plus two separate den/bonus rooms making it a really great space for entertaining or just hanging out and relaxing. With an outdoor deck off of one of the bonus rooms outdoor relaxing is a must. It has an updated kitchen and bath and is ready to be enjoyed. Come take a look at this

    Jose Nunez Malek Properties

    60 Seminole Trail, Monticello, NY 12701
  • /39

    $224,000

    • 1 Bed
    • 1 Bath
    • 760 Sq Ft

    45 W Kenoza Place, Smallwood, NY 12778

    Charming and spacious 1 bedroom, 1 full bath cottage in the popular lake community of Smallwood is year round and move-in ready. Open kitchen and dining space flows into the living room and is a great set up for entertaining. Huge bedroom (12x15) with 2 closets is big enough for king-sized bed and desk/office space. Full bathroom with tub. Sizable enclosed porch (24x8) has extra sleeping space

    Kerry Bigness Malek Properties

    45 W Kenoza Place, Smallwood, NY 12778
  • 143 Hartwood Dr, Monticello, NY 12701

    $275,000 Sold Apr 08, 2025

    • 948 Sq Ft
    • $290/SF
    • 172 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1960

    143 Hartwood Dr, Monticello, NY 12701

    If you are looking for a year round or weekend getaway this is the place for you. Featuring a 3 bed, 1 bath home, large deck and front screened in porch. Home is situated just .4 short miles to Smallwood Lake. Newly painted with a large deck overlooking the private yard. Close to Bethal Woods Center for the Arts, Resorts Casino & Kartrite water park. Short drive to Toronto Resevoir. Optional

    Donna Reese Keller Williams Hudson Valley

    143 Hartwood Dr, Monticello, NY 12701
  • /36

    $394,900

    • 3 Beds
    • 3 Baths
    • 1,517 Sq Ft

    11 W Mongaup Trail, Smallwood, NY 12778

    Welcome to Shangri-La, a peaceful 3-bedroom, 3-bath retreat tucked away on a quiet cul-de-sac in the heart of Smallwood—an enchanting Catskills community known for its natural beauty and nostalgic charm.Inside, you’ll find a cozy living room with a classic wood-burning fireplace, warm wood accents, and a bright sun room perfect for year-round relaxation. The kitchen retains its original appeal

    Randi Moody Malek Properties

    11 W Mongaup Trail, Smallwood, NY 12778
  • 146 Ballard Rd, Mongaup Valley, NY 12762

    $280,000 Sold Mar 26, 2025

    • 1,288 Sq Ft
    • $217/SF
    • 166 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1966

    146 Ballard Rd, Mongaup Valley, NY 12762

    SUNNY RANCH IN Mongaup Valley, NY - Welcome to this meticulously kept home offering a spacious open floor plan. Rooms are large, bright with the convenience of having all on one level, the attached garage is a bonus in bad weather. Nice enclosed porch off the dining room is sure to be a favorite for lounging afternoons away. Approximately 2+ hrs from NYC, 30 minutes to trains makes this

    Caroline Akt Caroline Akt Realty LLC

    146 Ballard Rd, Mongaup Valley, NY 12762
  • /39

    $284,900

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    112 E Thompson Place, Smallwood, NY 12778

    Lovely, updated log cabin, in the story-book charming Hamlet of Smallwood, is nestled in nature. This cozy place is very inviting and offers a beautifully appointed interior with open-plan kitchen, dining and living room. Step out onto the rear deck and take in the crisp fresh air and expansive woodland scenery. Just a few steps away the 6-person outdoor sauna (with new heater) and firepit await

    Carol Malek Malek Properties

    112 E Thompson Place, Smallwood, NY 12778
  • 37 W Delaware Place Unit 103, Smallwood, NY 12778

    $48,000 Sold Mar 14, 2025

    • 552 Sq Ft
    • $87/SF
    • 122 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1940

    37 W Delaware Place Unit 103, Smallwood, NY 12778

    New to market. Two bedroom 1 bath, great location. Incredible potential and possibilities. New roof, new gutters, new siding, and insulation. New steps and new plumbing. Updated electrical and panel. Space for fireplace. Motivated seller.. ACCEPTED OFFER.. CONTRACTS OUT a seasonal house, located in Smallwood in a lake community with a beach area including a clubhouse and pool Near Tennis

    Pamela Henning Keller Williams Hudson Valley

    37 W Delaware Place Unit 103, Smallwood, NY 12778
  • /23

    $229,000

    • 3 Beds
    • 1 Bath
    • 1,140 Sq Ft

    36 Read Ave, Monticello, NY 12701

    This charming cabin-style ranch home is move-in ready and waiting for its next owner! ALL CONTENTS and HOME FURNISHINGS INCLUDED—making it an effortless transition whether you're looking to start a short term rental business immediately--or for you to settle in and enjoy. This property has a history of short term rental success--because of its central location ins Sullivan County. You are

    John Ducey Keller Williams Hudson Valley

    36 Read Ave, Monticello, NY 12701
  • 70 E Tusten Place, Smallwood, NY 12778

    $245,000 Sold Feb 14, 2025

    • 1,500 Sq Ft
    • $163/SF
    • 33 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1940

    70 E Tusten Place, Smallwood, NY 12778

    Looking for a Ready to Move In Second Home Or Getaway ? Or maybe your buying your first home ? 3 Bedrooms, 1 Bath, Huge Kitchen w/ enormous Island, granite counter tops, Stainless appliances, ample cabinets & Custom Marble Floor. Very Large Open concept Living Room/Dining Combo. Electric Recessed Fireplace w/remote on attractive Stone Wall. Vinyl plank flooring on main level. Laundry

    Lorraine Smith Century 21 Geba Realty

    70 E Tusten Place, Smallwood, NY 12778
  • /43

    $293,000

    • 3 Beds
    • 2 Baths
    • 1,395 Sq Ft

    23 Woodland Way, Smallwood, NY 12778

    Step into TRANQUILITY at This Charming RETREAT Near Bethel Woods & Outdoor Adventures!Escape to the SERENETY of nature with this SPACIOUS and beautifully 3-bedroom, 2-bath home, located just minutes from the iconic Woodstock Festival site. Whether you're seeking peace or play, this inviting retreat is perfectly positioned close to:Bethel Woods Performing Arts Center, Lakes with Beaches,

    Paula Esteves Century 21 Full Service Realty

    23 Woodland Way, Smallwood, NY 12778
  • 0 Pine St, Smallwood, NY 12786

    $40,000 Sold Jan 28, 2025

    • Land
    • 4.70 Acres
    • $8,511 per Acre
    • 136 Days On Market

    0 Pine St, Smallwood, NY 12786

    Residential land available to build your dream home in the hot hamlet of Smallwood, New York! Get lost in almost 5 acres of wooded land on one of the highest points in Smallwood. This property consist of 14 lots. Lots included 43.-5-5,8,9,10. 43.-14-4.2,10,11 and 43.-8-13,25,26,28,29,31,33. An application has been filed with the town of Bethel to have them combined to 1 lot. A successful perc

    Kerry Bigness Malek Properties

    0 Pine St, Smallwood, NY 12786
  • /22

    $220,000

    • 2 Beds
    • 1 Bath
    • 826 Sq Ft

    32 Eldridge St, Monticello, NY 12701

    COZY SMALLWOOD CABIN on large very quiet and pretty lot. Welcome to this meticulously kept home featuring a gorgeous stone fireplace, new floors and offers everything you need for your country retreat in this special place. Smallwood is a unique and inviting lake community, you'll love going to the beach on a summer day, walking/biking around the lake after dinner, hiking at the reserve,

    Caroline Akt Caroline Akt Realty LLC

    32 Eldridge St, Monticello, NY 12701

Showing Results 1 - 40, Page 1 of 18

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