Pine Bush Homes under $500,000

Welcome to Pine Bush, New York—a charming town nestled in the heart of the Hudson Valley, known for its picturesque landscapes and tight-knit community. With a rich history dating back to the 18th century, Pine Bush seamlessly blends small-town charm with modern conveniences, making it an ideal place for families and individuals alike. The town is surrounded by rolling hills and lush greenery, offering residents a tranquil escape from the hustle and bustle of city life.

Pine Bush is not just a beautiful place to live; it also boasts a vibrant community filled with local shops, eateries, and recreational activities. The town’s annual events, such as the Pine Bush UFO Fair, attract visitors from all around, showcasing the unique character and spirit of the area. For outdoor enthusiasts, the nearby Shawangunk Mountains and local parks provide ample opportunities for hiking, biking, and exploring nature.

One of the most appealing aspects of Pine Bush is the availability of homes under $500,000. This makes the town accessible for first-time homebuyers and those looking to invest in a peaceful lifestyle without breaking the bank. From charming single-family homes to cozy townhouses, there’s a diverse range of properties to suit various needs and preferences.

If you’re searching for a community that offers both affordability and a welcoming atmosphere, Pine Bush may just be the perfect place to call home. Explore the possibilities and discover the charm of Pine Bush today!

Newest Pine Bush Homes under $500,000

$399,000

4 Beds ⋅ 3 Baths ⋅ 1057017 MLS

Welcome home to this spacious and inviting 4-bedroom farmhouse, where classic character meets comfortable everyday living. A charming covered front porch creates a warm first impression and offers the perfect spot to enjoy your morning coffee, while the covered back patio overlooks a nice, level yard—ideal for relaxing, entertaining, gardening, or enjoying time outdoors. Step inside and you'll immediately appreciate the home's spacious layout and timeless details. The large eat-in kitchen is full of character, featuring a beautiful tin ceiling and wood molding surrounding the windows that is carried through the home, adding warmth and charm that is hard to replicate. The home offers both a comfortable living room and a separate family room both with beautiful beams on the ceiling, providing plenty of space to gather, relax, or entertain. A convenient half bath is located just off the kitchen. The spacious primary bedroom is a true retreat, featuring beautiful hardwood flooring, decorative wainscoting, an ensuite bathroom, and two closets—including a generously sized walk-in closet. Two additional bedrooms feature new carpeting, while the third bedroom showcases hardwood flooring. Beautiful hardwood floors continue throughout the lower level and have been lovingly maintained with a warm, polished shine. With four bedrooms, multiple living spaces, a character-filled kitchen, and inviting outdoor areas, this home offers the perfect combination of space, charm, and classic farmhouse appeal. Whether you're relaxing on the front porch, entertaining on the covered back patio, or enjoying the character-filled interior, this is a home with plenty to appreciate. Come see all that this charming farmhouse has to offer! Just minutes away from town for all your shopping needs and local eateries. Close to hiking - Sam's Point, Minnewaska, Mohonk Mountain House, local wineries, brewers, Angry Orchard. Pine Bush School District.

708 Burlingham Road, Pine Bush

$330,000

3 Beds ⋅ 1 Baths ⋅ 1055178 MLS

Welcome home to this charming 3-bedroom Ranch set on 2 private, peaceful acres in the desirable Town of Shawangunk! Enjoy convenient one-level living and a beautifully updated kitchen equipped with stone countertops, stainless steel appliances, and quality wood cabinetry. Stay cool and comfortable year-round with the ductless mini-split system. Recent updates include a newly painted exterior and a newer hot water heater, offering peace of mind. Step out onto the expansive back deck—the ultimate spot to relax and take in the surrounding nature and wildlife. Outstanding storage and parking options include a 1-car garage, additional carport parking, and shed. Tucked away on a quiet street in the Pine Bush School District, this affordable property is a must-see! Photos were virtually edited to remove all personal items.

187 Birchwood Drive, Pine Bush

$489,999

3 Beds ⋅ 2 Baths ⋅ 1050816 MLS

Welcome home to this charming Cape Cod tucked away in a private, serene setting on 2.1 park-like acres. Set well back from the road at the end of a long driveway, this property offers wonderful privacy, beautiful landscaping, and a peaceful setting while remaining conveniently located for commuters and everyday amenities. The home features three bedrooms plus a large bonus room, two full baths, with two bedrooms on the main level and a spacious second-floor guest suite with its own private entry. The second level bonus room, provides flexible space for a home office, den, sitting room, playroom, or additional living area. The beautifully updated kitchen is both stylish and functional, featuring new LG energy-efficient electric appliances, new granite countertops, a convenient island peninsula, ample cabinetry and workspace. The spacious living room offers a warm and inviting atmosphere with a propane fireplace framed by marble tile, while the dining area features sliders leading to the expansive trex deck overlooking the private grounds. The home showcases beautiful hardwood floors throughout much of the living space, adding warmth and character. The renovated bathroom offers a modern, spa-like feel with a tiled shower and built-in shower niche. The full unfinished basement features high ceilings, a dedicated laundry area, and plenty of potential for future living, recreation, storage, or workshop space. The washer and dryer are included. Heating and cooling are enhanced by split-system units, providing efficient heating and cooling options throughout the home. Outside, enjoy the beautifully landscaped property, fenced backyard, and peaceful wooded surroundings. The large deck provides an ideal spot for outdoor dining, entertaining, or simply enjoying the tranquil setting. A charming double front door with wide entry steps creates an inviting entrance, while new vinyl siding adds to the home's curb appeal and low-maintenance exterior. Located just outside the village of Pine Bush with easy access to Routes 84, 87, and 17, NYC train and bus transportation, Stewart International Airport, local shops, wineries, farm stands, Mohonk and Minnewaska, and the nearby Town Park. Private, peaceful, updated, and full of flexible living space, this charming Cape Cod offers the best of country-style living with convenient commuter access. Schedule your showing today!

129 Dubois Street, Pine Bush

$302,000

1 Beds ⋅ 2 Baths ⋅ 1046590 MLS

Welcome home to this well-maintained, 1 bedroom, 1.5 bathroom condo offering comfortable living with plenty of versatile space. Features a full kitchen with like-new appliances, spacious living room/dining room combination, and a dedicated 2nd floor home office - perfect for working remotely or creating flexible bonus space. Second floor laundry room is equipped with front-loading washer and dryer. Bedroom is generously sized with double closets. A full unfinished basement provides excellent storage and the opportunity to create additional living or recreational space. Enjoy the outdoors from your 10X10 deck, along with the convenience of being within walking distance to local grocery stores, eateries and schools. A wonderful opportunity for comfortable, low- maintenance living in a convenient location! Recent improvements include new windows (2024), new sliding glass door (2024), new deck boards (2026), A/C replaced (2023), hot water heater (2021), both toilets replaced (2021), water softener (owned) and full house water filtration system.

100 Boniface Drive Unit #14C, Pine Bush

$499,999

3 Beds ⋅ 3 Baths ⋅ 1042442 MLS

Welcome home to this 3-bedroom, 3-full-bathroom bi-level nestled on a generous 0.83-acre lot in the Town of Crawford (Pine Bush School District). Offering the perfect blend of peaceful residential space and ultimate convenience, this property is located just a half-mile from the charming Hamlet of Pine Bush. Enjoy a welcoming small-town feel with immediate access to everything you need, including a variety of local eateries, cozy coffee shops, a classic diner, and neighborhood deli & pizzerias. Everyday errands are a breeze with a major grocery center, hardware and dollar stores, banking and postal services, medical offices, and salons all just minutes away. Perfectly positioned near all area schools and the scenic Pine Bush Town Park, this home presents a fantastic opportunity to enjoy a vibrant community lifestyle with plenty of room to breathe both indoors and out. Stepping inside, you're welcomed by an open-concept main level. The heart of the home is the modern kitchen, which stands out with its striking blue cabinetry, sleek stainless steel appliances (including a large refrigerator, electric stove, microwave and dishwasher), and extensive laminate counter space. This kitchen area features a clean tile floor and transitions seamlessly into the dining space. From the dining room, a large French door leads directly out to the rear deck. The adjacent main living area is defined by beautiful light hardwood floors and a spacious feel, enhanced by a soaring vaulted ceiling and recessed lighting. Down the hall from the kitchen, you'll discover the expansive Owner's suite complete with its own private full bathroom. This well-sized bedroom is bathed in natural light from large windows. The suite is features light wood-look plank flooring, a sleek modern ceiling fan, and generous closet space with bi-fold doors. Just past the owner's suite, the hallway leads to two additional well-proportioned bedrooms and a second full bathroom. Both bedrooms carry through the same beautiful, easy-to-maintain light wood-look flooring and are equipped with modern ceiling fans and large double windows. Heading downstairs, the lower level significantly expands your living space with a beautifully finished, open-concept recreational room. Showcasing warm, richly toned wood-style flooring, this expansive area offers incredible versatility to serve as a family room, home office, or entertainment center. A large double window provides excellent natural light, while a wall-mounted mini-split system ensures comfortable climate control year-round. For added everyday convenience, a dedicated laundry area is neatly tucked away behind classic white bi-fold doors. Completing this fantastic lower level is a convenient third full bathroom and direct access to the attached two-car garage. The appeal of this property extends right into the great outdoors. Step out onto the raised rear deck to take in tranquil views overlooking the expansive, open rear yard. This fantastic outdoor living area provides the perfect backdrop for hosting summer barbecues, enjoying a quiet morning coffee, or simply letting your imagination run wild with the endless possibilities this sprawling 0.83-acre lot has to offer. This home will not last long on the market! Don't delay, call now for your showing!

59 Gillespie Street, Pine Bush

$419,000

4 Beds ⋅ 2 Baths ⋅ 1035923 MLS

A RARE PINE BUSH OPPORTUNITY WITH A LEGAL ACCESSORY APARTMENT! Set on 1.3 level acres in the Town of Crawford, 740 Wallkill Avenue is a spacious and versatile ranch offering approximately 2,177 square feet, 4 bedrooms, 2 full bathrooms, two kitchens, multiple living areas, a full basement and a 2-car garage. The legal accessory apartment creates flexibility that is difficult to find in a traditional single-family home. The layout may work for a buyer seeking separate living quarters, space for extended stays, a private work-from-home arrangement or the potential for supplemental rental income to help offset homeownership expenses, subject to applicable municipal requirements. With two kitchens and multiple living areas, the home can adapt as the owner’s needs change over time. Inside, the home features generous room sizes, first-floor bedrooms, a first-floor full bathroom, an eat-in kitchen and a den or library that could also provide space for an office, hobbies or additional storage. A wood-burning stove adds warmth and country character, while oil heat with multiple heating zones provides practical temperature control. The full basement offers additional utility and storage space. Outside, the peaceful 1.3-acre property provides a level backyard with room for gardening, outdoor activities, entertaining or simply enjoying the privacy of a country setting. The 2-car garage and additional driveway parking provide space for vehicles, equipment, hobbies and storage. The property has a private well and septic system. Located in Orange County within the Pine Bush School District, this home offers a rural Hudson Valley setting while remaining convenient to Pine Bush, Wallkill, Montgomery, Middletown-area shopping, restaurants, local services, parks and commuter routes. Buyers searching for a Pine Bush home with a legal accessory apartment, a ranch with two kitchens, separate living quarters, multigenerational flexibility, a house-hacking opportunity, a 4-bedroom home with acreage, or a Hudson Valley property with potential rental income should take a closer look at 740 Wallkill Avenue. This is more than a standard four-bedroom ranch—it is a property with built-in flexibility, usable acreage, garage and basement storage, and multiple possibilities under one roof. Buyers and their representatives should independently verify the accessory-apartment documentation, permitted use, rental requirements, square footage, taxes, school information and all other property details with the appropriate professionals and municipal authorities.

740 Wallkill Avenue, Pine Bush

$499,000

4 Beds ⋅ 2 Baths ⋅ 1035337 MLS

Set on 2.8 private acres, this 4-bedroom, 2-bath home offers the perfect blend of country living and everyday convenience. The spacious layout includes a finished lower level, providing flexible space for a family room, home office, gym, or recreation area. The expansive property offers plenty of room to enjoy the outdoors, with space for gardening, entertaining, pets, or simply relaxing in a peaceful setting surrounded by nature. Located in the heart of the Hudson Valley, this home is just minutes from the charming hamlet of Pine Bush, with local shops, restaurants, and community events. Outdoor enthusiasts will appreciate the proximity to Minnewaska State Park Preserve, Mohonk Preserve, Sam's Point Preserve, and the Shawangunk Ridge, offering world-class hiking, rock climbing, biking, and breathtaking scenery. The property is also conveniently located near local wineries, breweries, farm markets, and golf courses, and is within easy reach of New Paltz, Middletown, and major commuter routes.

89 Quannacut Road, Pine Bush

$409,000

3 Beds ⋅ 1 Baths ⋅ 1032604 MLS

Welcome to 120 Basel Road, Pine Bush, NY—a charming country retreat nestled on approximately 2.6 peaceful acres in the heart of the Hudson Valley. Surrounded by mature trees and open space, this property offers the perfect blend of privacy, tranquility, and opportunity. The home features classic character and timeless appeal, providing a wonderful canvas for those looking to personalize or restore a country home. Whether you’re searching for a full-time residence, weekend getaway, or investment opportunity, this property offers endless potential. Enjoy the beauty of rural living while remaining just minutes from the Village of Pine Bush, local restaurants, shopping, schools, hiking trails, wineries, and commuter routes. With plenty of room for gardening, outdoor entertaining, recreational activities, or simply relaxing and taking in the peaceful surroundings, this property captures the essence of country living. If you’re looking for space, privacy, and the chance to create your dream home in one of the Hudson Valley’s most desirable areas, 120 Basel Road is a property you won’t want to miss.

120 Basel Road, Pine Bush

1019 Benjamin Vankeuren Drive, Pine Bush

$499,900

3 Beds ⋅ 3 Baths ⋅ 1010277 MLS

NEW PRICE! Nearly 4 Aprivate acreson a quite cul-de-sac in the Pine Bush School District now offered at 499,900. Built in 1999, this spacious residence offers 3 bedrooms, 2.5 baths, The bright kitchen features a Corian counter center island, tile flooring, and ample cabinetry. Hardwood floors flow throughout much of the home, including the living room, dining room, family room, and bedrooms. The primary suite offers hardwood flooring and a private ensuite bath, while two additional bedrooms provide comfort and flexibility. Enjoy outdoor living on the Trex deck with manual awning overlooking the private property. Additional highlights include a 2-car garage, under-stair storage, oil heat with 3 zones, updated vanities, and 200-amp electric service. A wonderful combination of privacy, comfort, and convenience just minutes from Pine Bush amenities, shopping, dining, and commuter routes.

1019 Benjamin Vankeuren Drive, Pine Bush

$350,000

3 Beds ⋅ 2 Baths ⋅ 1002072 MLS

Charming and meticulously cared for, this inviting home is nestled in a quiet, established neighborhood and offers the perfect blend of comfort and practicality. Featuring three bedrooms and two full bathrooms, the home provides a functional layout with plenty of space for everyday living. A warm and welcoming atmosphere that reflects pride of ownership throughout. Step outside to enjoy a private backyard, ideal for relaxing, entertaining, or soaking in the sunset. From the front porch you'll overlook beautifully mature flower gardens and wildlife. If you're looking for a peaceful place to call home, this property is a wonderful opportunity. Whole house Generac generator, new porch roof June 2026.

18 Sunset Trail, Pine Bush

$500,000

4 Beds ⋅ 3 Baths ⋅ 1007640 MLS

Tucked into a private, wooded setting, this unique multi-structure property offers exceptional space, flexibility, and modern energy efficiency. Set on a generous lot backed by mature hardwoods, the property features two connected structures, a two-car attached garage, and a separate outbuilding — delivering versatile living arrangements for a variety of buyers. This home offers two stories: plenty of room to spread out! Solar panels on the roof, an attached two-car garage with automatic opener, and a second-floor primary bedroom suite featuring hardwood floors, dual ceiling fans, an elevated deck overlooking the wooded yard, and a ductless mini-split for year-round comfort. The detached outbuilding provides additional storage or hobby space. A large paved driveway turnaround accommodates multiple vehicles with ease. A stream runs through the property, adding to the natural character and tranquility of the setting. The property is set well back from the road, offering genuine privacy surrounded by Hudson Valley woodland. This is an as-is opportunity for buyers seeking a flexible footprint — whether for multi-generational living, a work-from-home compound, or a buyer ready to bring their vision to a property with outstanding bones and acreage. Buyer to verify all taxes, square footage, bedroom and bathroom count, and permitted uses with the municipality. Information deemed reliable but not guaranteed.

80 Jones Road, Pine Bush

$309,999

2 Beds ⋅ 1 Baths ⋅ 1000724 MLS

If you want to get a piece of peaceful country living this is a great little home; everything has been recently updated and renovated, granite countertops and Central Air Conditioning and has a blacktop driveway. Walk out to a big back deck which leads down to your private fenced in backyard with a 8x12' shed. To add to the charm you have your own little brook that runs thru the property

3710 Rte 52, Pine Bush

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.