Pine Bush Homes under $750,000

Welcome to the Pine Bush School District, located in the heart of beautiful New York! This charming region is not only known for its picturesque landscapes and friendly community but also for its commitment to providing an exceptional educational experience for families. The Pine Bush School District serves students from kindergarten through high school, fostering a nurturing environment that encourages academic excellence, creativity, and personal growth.

Families living in the Pine Bush area benefit from a robust curriculum that includes a wide range of extracurricular activities, advanced placement courses, and support services tailored to meet the diverse needs of students. The district prides itself on its dedicated educators and state-of-the-art facilities, ensuring that every child has the opportunity to thrive. With a strong emphasis on community involvement and parental engagement, Pine Bush is a place where education extends beyond the classroom, creating a supportive network for students and families alike.

For those looking to settle down in this idyllic area, homes under $750,000 are plentiful, offering a variety of options to suit different lifestyles and preferences. From charming single-family homes with spacious yards to modern townhouses, there’s something for everyone. The real estate market in Pine Bush is not just about finding a house; it’s about discovering a home in a community that values education, safety, and connection.

Whether you’re a first-time homebuyer or looking to upgrade, Pine Bush offers an inviting atmosphere and a wealth of opportunities for families to grow and thrive. Come explore the charm of Pine Bush and find your perfect home today!

Newest Pine Bush Homes under $750,000

$700,000

4 Beds ⋅ 2 Baths ⋅ 1057758 MLS

A place to put down roots, spread out and create the country lifestyle you’ve been dreaming of. Set on 14 mature acres in the Pine Bush School District, this circa-1850s Colonial is a property filled with character and history. The four-bedroom, approximately 2,600-square-foot home welcomes you with a charming covered front porch and retains wonderful original details, including hardwood floors, a beautiful staircase and exposed beams—all surrounded by mature trees and an established country landscape. Outside is where this property truly comes to life. Imagine horses grazing, an expansive vegetable and flower garden, evenings beneath the trees, or simply having the space to enjoy the outdoors at your own pace. The impressive two-story barn offers garage space, extensive storage and tremendous versatility for horses of other livestock, a workshop, equipment, car collection, hobbies or other pursuits. Adding even more flexibility is a separate approximately 840-square-foot one-bedroom house—an ideal setup for extended or multigenerational living, guests, or a private workspace. With 14 acres, multiple buildings and a setting that feels established rather than newly created, this is the kind of property that can evolve with its next owner. Bring the horses, plant the garden, fill the barn with your projects and make this special piece of the Hudson Valley your own.

287 Derby Road, Middletown

$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

$389,000

3 Beds ⋅ 2 Baths ⋅ 1056390 MLS

Welcome home to this charming 3 bedroom, 2 bath residence perfectly situated on a quiet cul-de-sac in one of the area's most desirable and commuter friendly locations. Offering the ideal blend of comfort, convenience and outdoor enjoyment, this wonderful home is ready for its next owner. Step inside to discover warm hardwood floors and crown molding that add character and charm throughout the home. The kitchen is equipped with sleek black stainless appliances and offers ample cabinetry. One of the home's standout features is the walkout basement, which provides approximately 700 square feet of additional living space ready to be customized to suit your needs. Whether you envision a family room, home office, gym, recreation area, or guest space, the possibilities are endless. Outside, you'll find your own backyard oasis. Spend warm summer days, relaxing by the above ground pool, hosting barbecues, gardening or simply unwinding. The level yard offers plenty of room for outdoor activities and provides the perfect setting for gathering and making memories. Conveniently located near major highways, public transportation, shopping (yes, only 5 minutes away!) restaurants, parks and schools, this home is ideal for those seeking an easy commute without sacrificing a neighborhood setting. The cul-de-sac location minimizes through traffic and offers a sense of community. Whether you're a first time homebuyer, looking to downsize, or searching for a home that combines comfort, convenience and value, this property is sure to impress.

63 Orchard Hill Road, Middletown

$575,000

3 Beds ⋅ 3 Baths ⋅ 1057509 MLS

The sun comes up over the Shawangunk Ridge and you're already on the deck with your coffee, watching the light spill across nearly two and a half acres that belong to you. No neighbors pressed against your windows. Just open green, tall trees, and the kind of quiet you forgot existed. Inside, the vaulted ceilings pull your eyes upward the second you walk through the door. Sunlight pours through oversized windows and bounces off gleaming hardwood floors across the main living level. The kitchen opens right into the dining area, so dinner flows straight out through the sliding doors and onto the deck as the evening sky turns gold. At night you retreat to your primary suite, with its own private bath and walk-in closet. Two more bedrooms and a full bath with a double vanity round out the main level. Then there's the space you didn't know you needed. A finished attic loft for the home office, the studio, the reading nook, whatever your next chapter calls for. A finished lower level with a half bath, laundry area, and walkout to the backyard, ready for movie nights or hosting guests. An attached two-car garage keeps everything easy year round. And out back, the showstopper. A big red barn with stalls, a loft, and room to spread out. Horses, a workshop, storage, a hobby farm, a vision you've been sitting on for years. It's all here waiting. Weekends become trail hikes, lake days, bike rides, and afternoons touring the Hudson Valley wineries just minutes away. Then you come home to your land, your barn, your view. Properties like this don't come around often in this market, and when they do, they don't wait. Book your showing today, before it's too late.

160 Pirog Road, Pine Bush

$679,900

4 Beds ⋅ 3 Baths ⋅ 1052754 MLS

Welcome to 22 Eskew Court, a beautiful four-bedroom Colonial offering an incredible combination of privacy, space and country living, nestled on just under 20 acres in a development on a quiet cul de sac in the heart of the Hudson Valley. A charming rocking-chair front porch, mature landscaping and paver walkway welcome you home, while the expansive property offers a fenced horse paddock area, chicken coop, wooded trails and a private, level backyard surrounded by nature. Inside, a two-story foyer opens to a spacious and inviting floor plan featuring beautiful hardwood floors, a formal dining room with French doors, breakfast nook and an additional first-floor room currently enjoyed as a game room with a pool table that could easily serve as a home office, den or formal living room. The bright and airy family room features a wood-burning fireplace and sliders leading to the rear deck—the perfect place to relax, barbecue or entertain while overlooking your peaceful backyard. The kitchen offers beautiful cabinetry with thoughtful details including a built-in bread box, bookshelf, and pantry storage along with a gas range, porcelain sink, dishwasher, newer refrigerator and tile flooring. A half bath and attached two-car garage complete the main level. Upstairs, the spacious primary suite features high ceilings, an oversized walk-in closet and private bath with double vanity, jetted soaking tub, separate walk-in shower and beautiful backyard views. Three additional bedrooms and a full guest bath provide plenty of room for guests or additional workspace. The full walkout basement offers tremendous potential for future living, recreation, workshop or storage space. Additional highlights include an owned water softener, routinely maintained mechanicals and newer refrigerator and dishwasher, updated siding, freshly painted front porch, some rooms have been painted, central air, oversized driveway and a 3 car garage! Enjoy unbelievable privacy without sacrificing convenience—just minutes from the quaint Village of Pine Bush, local restaurants, shops, schools, parks, RR Trail, and outdoor recreation, with easy access to major commuting routes, bus service and train connections. Pine Bush is approximately 76 road miles from Manhattan, making this a wonderful Hudson Valley retreat for those looking for room to spread out while remaining within reach of New York City.

22 Eskew Court, Pine Bush

$598,800

3 Beds ⋅ 3 Baths ⋅ 1055423 MLS

STUNNING custom-built Lok-N-Logs home set on 7.4 acres, where superior craftsmanship, rustic character and modern comfort come together beautifully. Constructed with pressure-treated, kiln-dried logs and recently enhanced with impressive new additions, this one-of-a-kind property offers space, privacy and a lifestyle all its own. Step inside and the craftsmanship immediately takes center stage. Inside, cathedral ceilings, exposed log beams, hardwood floors and solid wood doors showcase the home’s craftsmanship. The expansive open floor plan seamlessly connects the kitchen, dining and living areas, offering an inviting space designed for both everyday living and entertaining, while an electric stove adds cozy cabin ambiance. The refreshed kitchen features professionally painted cabinetry, new butcher block countertops and brand-new stainless steel appliances. Taking center stage is the impressive custom-built island with its thick knotty pine live-edge top, a true statement piece offering generous prep, serving and gathering space while beautifully complementing the home's authentic log construction. Adding even more character, the custom-made solid pine, live-edge furniture shown throughout the home is INCLUDED in the sale. Handcrafted by the Amish at Custom Creations, these distinctive pieces beautifully complement the home and allow the next owner to move right in and enjoy the complete log-home experience. The impressive NEW first-floor primary suite is a retreat all its own, featuring a vaulted knotty-pine ceiling, warm wood walls, abundant natural light, mini-split A/C and a sliding barn-style door leading to the beautifully finished en-suite bath. Designed with a rustic-meets-modern feel, the bath showcases an oversized 8' walk-in tiled shower, custom double vanity with a natural live-edge wood top, dual sinks and striking black accents. Also on the main level are a second bedroom, full bath and versatile bonus nook/flex space ideal for a home office, nursery, reading nook or sitting area. Upstairs, the loft-style second primary suite is filled with character, showcasing a dramatic vaulted ceiling, exposed log beams, beautiful wood floors and its own skylit full bath with shower, creating a warm and inviting private retreat. And there's more! Car enthusiasts, hobbyists or anyone needing exceptional additional space will appreciate the NEW 30' x 30' detached garage. Thoughtfully constructed with a steel beam creating an impressive wide-open span, it also features stairs leading to a spacious, completely open upper loft with tremendous possibilities for a workshop, studio, hobby area or additional storage. Outside, relax on the Trex deck with maintenance-free vinyl railings while taking in the natural beauty of the property . There's room to spread out, entertain, garden and enjoy morning coffee, and evening stargazing in your own peaceful country setting. Located in the Pine Bush School District, you'll enjoy the feeling of being away from it all while remaining convenient to shopping, casual and fine dining, golf, hiking, walking trails with easy access to major highways. Approximately 10 minutes to Middletown and the Town of Wallkill Metro-North station for added commuter convenience. Country living at it best - welcome home!

481 Dosen Road, Middletown

$399,000

2 Beds ⋅ 1 Baths ⋅ 1046716 MLS

Looking for a new home with a picturesque property just in time for the holidays? One that offers privacy, tranquility, and natural beauty? Your search is over! This charming ranch is nestled on a gorgeous property featuring a large, picturesque pond and peaceful surroundings—creating your own private Hudson Valley retreat. The detached two-car garage offers plenty of room for vehicles, storage, a workshop, or your favorite hobbies.Whether you’re relaxing by the water, taking in the beautiful scenery, or entertaining family and friends, this special home delivers the space and serenity you’ve been searching for. Come experience the privacy, possibilities, and peaceful lifestyle this beautiful property has to offer!

243 Howells Turnpike, Middletown

$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

$499,000

4 Beds ⋅ 2 Baths ⋅ 1054553 MLS

Welcome to 323 Roosa Gap Road! Set back from the road on 2.1 acres, this four-bedroom, two-bathroom home offers plenty of space, privacy and a flexible layout. Enter through the covered front porch into the first floor, where you will find a spacious family room with doors leading to a patio. This level also includes a generously sized bedroom, full bathroom and laundry area. Upstairs, the home opens to a bright and spacious living room, separate dining area and a brand-new white kitchen featuring beautiful stone countertops, stainless steel appliances and plenty of cabinet space. The dining area provides access to the deck, making it convenient for outdoor dining and entertaining. Three additional bedrooms and a second full bathroom complete this level. New flooring throughout gives the home a fresh, move-in-ready feel. Outside, enjoy the spacious yard, covered front porch, patio and deck. A two-car attached garage provides additional parking and storage. Located in the Pine Bush School District, just minutes from Route 17 and less than 70 miles from the George Washington Bridge.

323 Roosa Gap Road, Bloomingburg

$599,999

2 Beds ⋅ 3 Baths ⋅ 1054776 MLS

Looking for something a little different? This Mediterranean-inspired Colonial offers a thoughtful combination of space, natural light, architectural details, and functionality, situated on a beautifully maintained 0.82-acre corner lot on a quiet cul-de-sac in the Pine Bush School District. Located above the garage, the 14' x 13' BONUS ROOM offers four large windows and plenty of natural light. The space can be used as a home office, media room, playroom, fitness studio, or guest retreat, depending on your needs.The home features high-quality stucco construction, a stamped concrete walkway and patio, established landscaping, and fresh interior and exterior paint. Inside, more than 2,600 square feet of living space includes 9-foot ceilings, recessed lighting, 5-inch white oak flooring, and a two-story foyer with an imported crystal chandelier. The kitchen features Café appliances, granite countertops, abundant cabinetry, under-cabinet uplighting, Carrara marble finishes, and an oversized 7-foot, 7-inch center island. The formal living room provides additional space for entertaining and everyday living. The second floor offers a spacious layout with hallways measuring more than 7 feet wide throughout. A private balcony with granite columns can be accessed from both the primary suite and the main hallway, providing an additional outdoor space. The primary suite includes a 14' x 20' bedroom, an oversized walk-in closet, and a private bath with imported ceramic tile and an oversized rainfall shower. Additional features include Anderson windows, an Anderson sliding glass door, custom Levolor blinds, imported ceramic tile, and recessed lighting throughout the home. Conveniently located in the Town of Crawford, just minutes from Middletown, Pine Bush, Circleville, Montgomery, and Route 17, with access to shopping, restaurants, parks, schools, entertainment, and other Hudson Valley amenities.

8 Darmstadter Road, Bloomingburg

$550,000

4 Beds ⋅ 2 Baths ⋅ 1052738 MLS

Dusk settles over the old shade trees as you pull in, nearly 60 years of growth arching over the yard, and the house beneath them glows from within. Fresh siding, brand new windows, stone at the entry, and inside, a home fully renovated, room by room, every one of them finished and ready for you. You step into the quiet, leaves stirring overhead, and whatever the day held stays behind you. The glow carries inside, where the living room rises with the roofline and a wide picture window lets the season in. A floor to ceiling fluted accent wall in rich espresso wood frames the staircase, and your eye keeps returning to it as you set your bag down and wander back to the kitchen. Flip on the lights there and everything shines: white cabinets, quartz counters, stainless appliances, a veined tile backsplash, and an island that collects everyone who comes over. Come June, the sliding doors off the dining area stay open late into the evening, and meals drift out to the patio, then up onto the new deck as the light goes. Tiered fieldstone walls rise with the slope beneath the trees, natural stone steps lead up to a second level of lawn, the air smells like cut grass, and the chairs keep scraping across the boards long after the plates are empty. When the leaves turn in October, the picture window goes gold and red and evenings drift back indoors, down to the finished lower level for movie nights and rainy afternoons. Then one night in December the first snow comes. It gathers on the newer roof and along the deck rail, the branches go white against the dark, and the yard goes perfectly still. Inside, a heating system just 2 years young keeps the house warm while you watch from the couch with dinner in the oven. When it is time for bed, four bedrooms are waiting. Yours sits on the main level with its own bath, where a brand new water heater keeps the glass walk in shower running hot and a backlit mirror makes a 6 a.m. alarm easier to forgive. The other three give a home office, a hobby and whoever comes to stay a room of their own. The address says Middletown, and the schools are Pine Bush. That address keeps everyday life within easy reach. Circleville Elementary and Middle are roughly 4 miles off, the Galleria at Crystal Run is about 5 minutes away, and the Middletown station on the Port Jervis line sits barely a mile from home, with Route 17 and I-84 right there for the days Manhattan, 70 miles southeast, is on the schedule. And when the week is done, this corner of the Hudson Valley never runs short of plans. Saturday starts at the market at Erie Way Park and ends with dinner at Oak & Reed downtown. Sunday might mean a tasting at Brimstone Hill or Bashakill Vineyards, LEGOLAND about 15 minutes away in Goshen, or Storm King on a pass from Thrall Library. The calendar keeps adding more, the Pine Bush UFO Fair each May, the Orange County Fair each July, and summer headliners on the lawn at Bethel Woods, under an hour away. A year in, you still slow down a little every time you turn into the driveway.

24 Edinburgh Road, Middletown

$617,000

3 Beds ⋅ 2 Baths ⋅ 1053706 MLS

Welcome to this charming New England–style Saltbox Colonial, beautifully set on six picturesque acres. This inviting three-bedroom, two-bath home features a warm country kitchen, a den/office, a dining and living room combination, a full bath, and a mudroom—all conveniently located on the main level. The second floor offers three comfortable bedrooms, a full bath, a cozy sitting area, and access to the attic. Situated on a quiet country road within the Pine Bush School District, the property includes a spacious Trex deck, a gorgeous inground pool, a garage/workshop, and an expansive blacktop driveway. Additional highlights include a walkout basement, a new furnace, new central air, new gutters, and a nearly new roof—providing peace of mind and modern comfort. A perfect blend of space, privacy, and relaxed country living.

408 Oregon Trail, Pine Bush

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