Jeffersonville Homes under $750,000

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Jeffersonville and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Jeffersonville Homes under $750,000

$689,000

3 Beds ⋅ 2 Baths ⋅ 1054151 MLS

In a quiet corner of the Western Catskills, sits Woodsview, a stylish modern retreat. Designed with an eye towards maximizing the enjoyment of the surrounding landscape, this beautiful home in Jeffersonville, NY is the dreamy, turnkey escape you’ve been looking for. The entranceway offers a convenient coat closet and guides you into the sleek and spacious kitchen. Modern flat front black cabinetry is complemented by open shelving, white granite counters, and black stainless appliances. The island provides a nice visual break from the main living space as well as convenient additional storage and counter space. The dining space and main living area take full advantage of the light and views from glass sliding doors and walls of oversized windows, highlighting the surrounding landscape and offering plenty of room for gathering with friends and family. The high ceilings maximize the natural light and keep the space feeling like an expansive extension of the outdoors. All three bedrooms at the Hideaway feature sliding glass doors out onto a deck and plenty of storage space. The primary suite adds a show-stopping picture window and double closets leading to a beautifully tiled en suite bath with walk-in shower, large soaking tub and double vanity. An additional tiled bath with walk-in shower and a convenient laundry room finish off the indoor spaces. White oak floors and high ceilings feature throughout. Central heating and a/c will keep you comfortable year-round, and spray foam insulation throughout keeps everything energy efficient. Hardiplank siding and a metal roof offer easy maintenance in the future. Outdoors, the large deck provides plenty of space for outdoor hangs. Follow it out to a lower platform with a two person sauna - a luxurious escape during chilly winters, or just a cool Catskills evening. A spacious flat lawn wraps around the house, with a large firepit area on the rise just behind the house. Located conveniently to several of our favorite Upstate Main Streets, Woodsview is just five minutes from the town of Jeffersonville, and fifteen minutes from both Livingston Manor and Callicoon.

377 Hubert Road, Jeffersonville

$399,000

3 Beds ⋅ 3 Baths ⋅ 1050777 MLS

A one-of-a-kind property offering a unique opportunity. This 3-bedroom, 3-bath chalet, built in 2004, is surrounded by mature woods, offering privacy and a peaceful setting while remaining close to everything Jeffersonville and Callicoon have to offer in the Western part of Sullivan County. Inside, dramatic floor-to-ceiling windows and vaulted ceilings create an impressive sense of space, while knotty pine accents and hardwood floors add warmth and character. The open-concept kitchen features an expansive island, making it the perfect gathering space. The first floor offers a spacious bedroom with walk-in closet, full hallway bathroom with laundry, and a library/flex room. Upstairs, you'll find a unique loft overlooking the main living area, a spacious hallway bathroom, a versatile nook perfect for a home office or workout space, and two additional bedrooms, including the primary suite with walk-in closet and private ensuite bathroom. The finished basement provides additional space not included in the listed square footage, giving you even more room for recreation, hobbies, a home office, guest quarters or more. Plus there's unfinished space for storage too. Outside, enjoy a wraparound deck, above-ground pool and new carport. The paved driveway leads to the home, while the property offers front, back and side yard space surrounded by mature trees for a private setting. PLUS there's more to this offering...the residence is part of a larger property opportunity that includes additional commercial properties, creating possibilities for buyers looking for something beyond a traditional residential purchase. Additional information regarding the larger offering is available upon request. Located within the Sullivan West School District and conveniently close to Jeffersonville and Callicoon, you'll be near local restaurants, shops, recreation and all that Western Sullivan County has to offer. Come see what makes this property truly unique!

5286 State Route 52, Jeffersonville

$189,000

2 Beds ⋅ 1 Baths ⋅ 1048789 MLS

Single wide situated on a lovely 3 + acres in kenoza lake, close to the hamlet of jeffersonville. Nice country road to call home. Mobile needs work or you can remove and replace. The land is mostly flat, with mobile situated back from the road for privacy. Wooded towards rear giveing a great view. This could be well worth the effort for affordable housing.

80 Swiss Hill Road N, Jeffersonville

$289,000

3 Beds ⋅ 2 Baths ⋅ 1028969 MLS

A true Jeffersonville original, thoughtfully prepared for its next chapter. Set along the banks of the gentle brook, this 1930 Craftsman has been carefully gutted, offering a rare opportunity to restore a home with authentic character while bringing your own vision to life. Originally built by the owners of nearby Kohler Lumber, the home still showcases many of its original Craftsman details, complemented by significant improvements already completed—including a new roof, new windows, fresh exterior paint, and updated mechanical systems—allowing you to focus on creating the interiors you've always imagined. Start your mornings with coffee on the charming riverstone front porch, spend crisp Catskills evenings gathered around the original wood-burning fireplace, and let the home's historic bones inspire what's next. A half bath off the kitchen presents an easy opportunity for expansion, while the original wood paneling upstairs adds warmth, texture, and timeless craftsmanship that simply can't be replicated. Outside, a detached two-car garage provides ample storage for outdoor gear, workshop space, or weekend projects. The backyard gently meets a brook, creating the kind of peaceful waterfront setting that defines life in the Catskills—whether it's quiet mornings by the water, cooling off on warm summer afternoons, or simply enjoying the soundtrack of a flowing creek. Just minutes from the heart of Jeffersonville's beloved shops, cafés, and local favorites, this is a rare chance to breathe new life into a classic Catskills Craftsman and create a home that feels both deeply rooted in history and distinctly your own.

5030 State Route 52, Jeffersonville

$329,900

5 Beds ⋅ 3 Baths ⋅ 1029060 MLS

Diamond in the rough. Main house has been used as a two family in years past, building at back of property has one 3 bedroom, one bath apartment and the other apartment has been started but not completed. This property consists of 15 +- acres located in the RB district in the town of Callicoon, which means several possibilities for development including gas station. The East branch of the Callicoon creek weaves through the back of the property, large amount of open ground including an abundance of road frontage.

4369 State Route 52, Jeffersonville

$450,000

3 Beds ⋅ 2 Baths ⋅ 1027722 MLS

YOUR CATSKILLS WATERFRONT ESCAPE — RIGHT IN THE HEART OF JEFFERSONVILLE Some properties give you a house. This one gives you a lifestyle. Welcome to 5089 Route 52, where a sprawling green lawn leads you straight to the beautiful Callicoon Creek and more than 100 feet of waterfront. Imagine starting your morning with coffee on the deck, spending an afternoon beside the water, casting a fishing line into the creek, or ending the day listening to the sound of the water flowing past your own backyard. Set on two separately deeded parcels totaling over 2 acres, this unique Sullivan County property offers something increasingly difficult to find: waterfront, space, flexibility and location all in one package. The well-maintained 3-bedroom, 2-full-bath split-level home offers approximately 1,748 square feet of comfortable living space. Inside you’ll find hardwood and tile flooring, an open kitchen, spacious living areas and a finished lower level with a propane fireplace—ideal for a bonus room, recreation area, home office or additional guest space. Step outside and the property truly comes alive. The rear deck overlooks an expansive lawn stretching toward the Callicoon Creek, creating a wonderful setting for entertaining, gardening, outdoor games, quiet evenings by the water or simply enjoying the natural beauty of the Catskills. And there is more. The sale includes a second, separately deeded parcel with its own two-car garage, electric and sewer already in place, creating exciting possibilities for the future. Live in the existing home and enjoy the extra land, create a compound, or explore the potential of building on the additional parcel, subject to municipal approvals. Best of all, you don’t have to choose between country living and convenience. Downtown Jeffersonville—with its small-town shops, restaurants and Catskills character—is within walking distance, while the attractions and recreation that make Sullivan County a destination are nearby. Two deeds. Over 2 acres. Callicoon Creek waterfront. A home, an additional parcel and possibilities for the future. 5089 Route 52 isn’t simply a place to live—it is an opportunity to own your own piece of the Catskills, with the water right in your backyard.

5089 State Route 52, Jeffersonville

$325,000

4 Beds ⋅ 2 Baths ⋅ 1021280 MLS

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 opportunity to blend historic charm with your own personal style, creating a home that's uniquely yours. Outside, the magic continues. Gather around the outdoor fireplace on crisp Catskills evenings, host friends in the spacious backyard, or simply enjoy the peaceful surroundings beneath the mature trees that make this property so special. Living here means more than owning a beautiful home; it's becoming part of one of Sullivan County's most vibrant village communities. Visit local craft fairs, shops, and community events, then spend your weekends exploring the mountains, lakes, farmers' markets, and endless outdoor adventures that make the Catskills such a treasured place to call home. If you've been searching for character, charm, and the chance to create something truly special, your story begins here on Chapel Street.

8 Chapel Street, Jeffersonville

673 Hessinger And Lare Road, Jeffersonville

$220,000

3 Beds ⋅ 2 Baths ⋅ 1013859 MLS

Enjoy space, scenery, and easy access to the best of the Sullivan Catskills with this well-maintained 3-bedroom, 2-bath mobile home set on 4.42 acres. The home features a large living room, comfortable layout, and plenty of room to relax indoors or out. A spacious deck accented by natural wood and stone invites you to take in the beautiful views and enjoy quiet mornings, outdoor meals, or evenings surrounded by nature. With over four acres, the property offers ample space for gardening, recreation, pets, gatherings, or simply enjoying the peaceful setting. Outdoor enthusiasts will love the location, with convenient access to the Delaware River area, Callicoon, and Roscoe. Nearby attractions include fly fishing, river activities, hiking, scenic drives, local shops, and a variety of well-loved restaurants throughout the region. Whether you are looking for a full-time residence, weekend getaway, or Catskills-area retreat, this property offers the combination of usable acreage, natural beauty, and proximity to recreation that makes country living so appealing.

673 Hessinger And Lare Road, Jeffersonville

$389,000

3 Beds ⋅ 2 Baths ⋅ 999068 MLS

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 the Kohler family, founders of the neighboring Kohler Lumber business, this exceptional home has been lovingly cared for by only three families throughout its history. Timeless craftsmanship and original architectural details remain beautifully preserved, including hardwood floors, rich wood trim, custom built-ins, and handsome cabinetry throughout the home. Enter through the inviting eat-in kitchen, complete with generous pantry storage and a sun-filled breakfast nook perfect for casual dining. The kitchen flows into a formal dining room featuring elegant French doors and built-in cabinetry, creating an ideal setting for entertaining and gatherings. The spacious living room is highlighted by a large picture window and a cozy propane fireplace. Just off the living area is a delightful office nook, currently used as a creative space for painting and music, offering flexibility for work or hobbies. Completing the main level is a convenient half bathroom and a versatile bonus room connecting the home to the garage. This flexible space could serve as a guest room, recreation area, or mudroom. Upstairs, you will find three comfortable bedrooms and a full bathroom. Both guest bedrooms offer ample closet space, while the primary bedroom features both a large closet and a substantial built-in wardrobe for additional storage. Additional features include a full unfinished basement with a wine and root cellar, as well as a large attic space above the garage complete with a cedar-lined closet for long-term storage. Thoughtfully maintained over the years, the home has seen important mechanical updates, including improvements to the boiler, fuel tank, and water system. Kohler Craftsman presents a rare opportunity to own a historic home filled with warmth, character, and enduring craftsmanship while beginning the next chapter of its story.

5026 State Route 52, Jeffersonville

$349,900

3 Beds ⋅ 2 Baths ⋅ PAMC2175758 MLS

Craftsman style Cape in need of TLC and being sold in "As-Is" condition. Nice location and situated on quaint street with tall shade trees & great location, this expansive single enjoys tons of old world charm with a full length enclosed porch, large living room & traditional dining room. The main level also features a sizeable 1st floor bedroom, full bath, and kitchen. The upper level offers two (2) large bedrooms, multiple closet/storage areas, laundry hook-ups and half bath! The home has thermal window updates, updated roof (approx. 2015), and efficient 4-zone mini-split system (installed approx. 2021). In the basement is an additional laundry hook-up as well ample bonus storage space! Home is situated on a .21 acre lot with detached garage and off-street private parking aside garage for 3 vehicles. Home is convenient to major routes, restaurants & shopping, and just minutes to the Schuylkill River Trail - call & schedule your visit today!

1924 Juniata Rd, Jeffersonville

$549,000

4 Beds ⋅ 3 Baths ⋅ 982657 MLS

Enjoy unforgettable sunsets from this beautifully renovated 4 bedroom, 3 bath home set on 1.5 acres. Designed for both comfort and entertaining, the home features oversized double back decks that seamlessly extend your living space outdoors. Inside, warm wood floors, recessed lighting, and spacious rooms create a bright and inviting atmosphere, complemented by large walk in closets and a practical layout. A 2 car garage and easy main road access add everyday convenience. The home's accessible location means easy winter access without long winding driveways to maintain. You’ll enjoy a quick connection to main roads while still appreciating a peaceful sense of privacy from inside the home and from the backside of the home that feels like you're miles away from everything. This home is the perfect blend of comfort and style, making it an ideal retreat. Buy now and be in by summer. Start making unforgettable memories. Minutes from village of Jeffersonville's charming main street offering restaurants, shops and everyday essentials. Not far from Bethelwoods Performing Arts Center, Resorts World Casino and Kartrite Indoor Water Park. Buyer to do due diligence and verify all information.

4741 State Route 52, Jeffersonville

$478,000

4 Beds ⋅ 2 Baths ⋅ H6330947 MLS

Remarkable! 12 plus acres. Step into history with this extraordinary estate, featuring an authentic 19th-century stagecoach depot and a beautifully preserved period barn with a charming guest cottage or rental opportunity. The main building showcases stunning timber frame construction, original wide-plank floors, and timeless craftsmanship. The sprawling grounds include rolling meadows, fertile fields, a natural pond site, and tranquil wooded areas. The historic barn is a true architectural gem, boasting a cathedral ceiling, hand-hewn beams, original post-and-beam construction, and intact stalls—ideal for horses, events, or creative repurposing. This exceptional property presents limitless possibilities—whether as a private estate, boutique B&B, event venue, or retreat. A rare chance to own a beautifully preserved piece of American history with modern potential. Subject to final town board approval Additional Features: Additional 60 plus acres are available for 410,000 , also subject to final town approval Guest Quarters Heating: Oil (Above Ground) Parking: 2-Car Detached Garages

301 & 305 Hust, Jeffersonville

Start Your Search

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.