Sleepy Hollow Real Estate Search

Sleepy Hollow Properties between $300,000 and $350,000 for Sale

Our website features the best real estate search for between $300,000 and $350,000 properties available in Sleepy Hollow 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 the Sleepy Hollow real estate market? Sign up for a  Sleepy Hollow Real Estate Market Report to see what’s active, under contract, and sold!

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

Newest Sleepy Hollow Properties between $300,000 and $350,000 for Sale

$320,000
1 Beds 1 Baths 1044833 MLS
Country Club Living in the Sky at Skyview on the Hudson Welcome to resort-style living at Skyview on the Hudson, a premier full-service cooperative set on 23 acres of beautifully landscaped grounds in Riverdale. This high-floor, gut-renovated one-bedroom residence offers a bright, open-concept layout, panoramic eastern views, and a private terrace overlooking Van Cortlandt Park with views extending toward Long Island Sound. The thoughtfully renovated interior features an open kitchen with the wall removed to create a seamless connection to the living and dining areas, along with a wall of windows that fills the home with natural light. The apartment also features a brand-new bathroom renovation with a modern stall shower, new apartment windows, abundant closet space, and beautifully updated finishes throughout. There is truly nothing to do but move in and enjoy. Washer/Dryer allowed in unit. Wake up to breathtaking sunrises and enjoy unobstructed views of Van Cortlandt Park and Long Island Sound from this peaceful, elevated setting. A washer and dryer are permitted in the apartment with board approval. Skyview on the Hudson offers an exceptional collection of amenities included in the monthly maintenance fee, including a 24-hour doorman and concierge, state-of-the-art fitness center with trainers and classes, Olympic-sized outdoor swimming pool, tennis and basketball courts, playground, private security, landscaped gardens, gazebo, resident lounge, onsite café, and seasonal farmers market. Dog owners will appreciate the newly renovated dog park, and dogs are warmly welcomed. The convenient Riverdale location provides easy access to the Metro-North Riverdale station via the complimentary shuttle, local shopping and dining, Van Cortlandt Park, express bus service, and the nearby 1 train. With its extensive renovations, spectacular views, private outdoor space, abundant amenities, and tranquil park-like setting, this exceptional Skyview residence offers the best of full-service cooperative living.Maintenance $1,139.73. Monthly bulk cable charge: $83.00.

5700 Arlington Avenue Unit #17D, Bronx

$305,000
2 Beds 2 Baths 1044653 MLS
Welcome to 18 Deer Court Dr, located in the desirable Deer Run community. This well-appointed second floor end unit offers approximately 1,291sqft, with 2 bedrooms, and 2 full bathrooms. This spacious condo combines comfort, style, and convenience in a wonderful Hudson Valley setting. Step inside to an open and inviting living and dining area featuring beautiful hardwood floors, creating a warm and seamless space for both everyday living and entertaining. The kitchen is thoughtfully designed with stainless steel appliances and a granite pass-through window, opening the space to the living and dining areas while making entertaining and conversation effortless. The bathrooms are enhanced with granite countertops, adding a touch of elegance and durability. Other updates include a new water heater (2025), new washer and dryer (2025), and a well-maintained HVAC system (2019), providing modern convenience and peace of mind. As an end unit, this condo offers an added sense of privacy, while the large, deep attached garage (53’) provides exceptional storage and parking space. Residents of Deer Run can enjoy an array of community amenities, including a clubhouse, seasonal swimming pool, tennis courts, and pickleball courts. Garbage pickup is also included. Conveniently located near Rt. 17 and I-84, this home offers easy access to shopping, dining, recreation, commuting routes, and all that Middletown and the surrounding Hudson Valley have to offer. Come see everything this Deer Run condo has to offer. Schedule your private showing today!

18 Deer Court Drive, Middletown

$318,000
2 Beds 1 Baths 1044289 MLS
Welcome to this beautifully renovated two-bedroom home at Anita Terrace, Apartment 3AA. A spacious entry foyer with two large double closets offers excellent storage and a welcoming first impression. The layout opens seamlessly into a designated dining area and expansive living room, where oversized windows flood the space with natural light—ideal for both everyday living and entertaining. The updated, windowed kitchen features sleek cabinetry, marble-style countertops, stainless steel appliances, and ample storage, blending modern style with everyday functionality. Hardwood floors and high ceilings throughout enhance the bright, airy feel of the home. Both bedrooms are generously sized and can comfortably accommodate full or queen-size furnishings, offering flexibility for a primary bedroom, nursery, guest room, or home office. The renovated bathroom is finished with neutral stone tile, a modern vanity, and timeless details, making this residence truly move-in ready. Anita Terrace is a vibrant, pet-friendly, financially healthy, full-service 24 hr doorman co-op located in the heart of Rego Park. Residents enjoy the newly designed private playground, manicured gardens and seating areas, a resident/members-only fitness center, indoor/outdoor parking - monthly parking options on site. Recent upgrades: New Roof, Elevator, Garage, Gym, New wall and fence around the complex. Annual membership to the Anita Terrace private fitness center is available for $180/year for individuals and $300/year for a group membership. All UTILITIES are in included! Trader Joe’s, Rego Park Famous Pizza, Diner Bar, the 108th Street shops, Foodtown Grocery, Costco, The Forest Hills Stadium, Queens Center Mall all a short distance from Anita Terrace. The local R & M trains, express QM10 and QM40 bus to Manhattan are within a few short blocks. The LIRR station is accessible in downtown Forest Hills, so you can be off to the Long Island beaches in no time!

99-60 63rd Road Unit #3A/A, Rego Park

$324,888
1 Beds 1 Baths 1044191 MLS
Continental Gardens — top floor, corner unit, southern exposure. That's not just a headline — it means the space is genuinely bright, all day, no lights needed. Walk in through the foyer, past two large closets, into a huge living room/dining area with a kitchen cut-out. It's an inviting layout that just works. The kitchen has a window near the stove. The bathroom has its own window, plus a linen closet right off it — small details that make daily life easier. The bedroom is just as bright, with windows facing both 66th Road and Yellowstone Blvd. This is a true one-bedroom, not a junior — every square foot pulls its weight. Continental Gardens itself is gated and resort-like, genuinely one of the best-kept complexes in this part of Forest Hills. The grounds are built to be used, not just looked at — a communal BBQ area that rarely sees traffic, so you're not fighting for it, and seating scattered throughout where people actually sit and hang out. Add a live-in super, on-site laundry, and parking (waitlist), and it feels more like a retreat than a typical co-op. Sublet is permitted, and the flip tax here is low — paid by the seller, not you. Location does real work here too. Over 4 parks within a short distance. Tons of shops, restaurants, and grocery stores on 108th Street. The M/R subway is about 7 minutes away, the express at 71st-Continental 15 minutes or less. Driving? You're close to the LIE, Grand Central Parkway, and the Van Wyck. Here's the number that matters: $1,128/month maintenance, plus a $199 assessment — dropped as of January 2027 — electricity's already built in, with a small add-on for AC. That's a real low carrying cost now for a true one-bedroom in this location, and it gets even lower once the assessment drops off in 2027. Offered at $324,888. Some photos have been decluttered/altered to remove personal items. All information is deemed reliable but not guaranteed and must be independently verified by buyer/buyer's agent. Equal Housing Opportunity.

10507 APT 6B, For 66th Road Unit #6b, Forest Hills

$350,000
1 Beds 1 Baths 1042990 MLS
Welcome to 94-11 59th Avenue, Unit D9, a delightful co-op nestled in the heart of Queens within a charming post-war mid-rise building. Discover the comfort and convenience of this well-maintained, recently renovated one-bedroom apartment, which offers a beautifully designed sense of style. The home greets you with a bright, airy atmosphere, enhanced by ample closet space to meet all your storage needs. Key Features: Recently Renovated Semi-Open Kitchen: Features plenty of counter space and cabinetry to inspire your culinary creativity. Thoughtfully newly renovated Bathroom: With a sleek, high-end look. Enormous Bedroom: great size bedroom complete with a spacious walk-in closet. This welcoming coop building, feathers beautiful front garden and spacious lobby and great size laundry room with new machines. This location making city living a breeze. Situated in the heart of a vibrant area, you'll find an array of dining options, grocery stores, and local markets just around the corner. Enjoy the convenience of being in close proximity to shopping destinations, including the nearby Queens Center Mall and Rego Park Mall, ideal space for those who enjoy a bit of retail therapy. Commuting and exploring the city are made simple with easy access to the R and M subway lines just a brief walk away, along with numerous bus routes at your disposal. Don't miss out on the opportunity to make this wonderful apartment your new home. Reach out today to schedule your showing and experience the delightful living space and fantastic neighborhood firsthand! Assessment $118.73 ends December 2026.

94-11 59th Avenue Unit #D9, Elmhurst

$345,000
2 Beds 1 Baths 1043975 MLS
Elegant Junior-4 Co-op in the Heart of Riverdale Welcome to 5M at Greystone Park — a gracious Junior-4 residence offering the flexibility of a one-bedroom with an additional room perfectly suited for a home office, nursery, guest room, or private den. (Fully Renovated and can be combined with 5L) Nestled in the highly desirable Riverdale/Fieldston section of the Bronx, 3840 Greystone Avenue offers a rare combination of tranquility, convenience, and classic New York residential charm. This peaceful residential enclave is known for its tree-lined streets, beautiful architecture, abundant greenery, and proximity to some of the Bronx's most sought-after neighborhoods. Yet despite its serene setting, residents enjoy easy access to local shopping, restaurants, parks, public transportation, and Manhattan. The nearby 1 subway line provides convenient service to Manhattan, while major roadways including the Henry Hudson Parkway and Major Deegan Expressway make commuting by car equally accessible. Greystone Park is a well-established elevator cooperative that combines the character of a classic mid-century New York building with the convenience today's buyers desire. The six-story, 126-unit residence features an attended/doorman-style entry, live-in superintendent, elevator, laundry facilities, package room, bicycle storage, and parking/garage availability. The building is also pet-friendly, adding to its appeal for today's modern homeowner. Apartment 5M is a wonderful opportunity to create a home that truly reflects your lifestyle. The Junior-4 layout provides considerably more flexibility than a traditional one-bedroom, with a separate additional room that can easily serve as a home office, guest quarters, dressing room, nursery, or second sleeping area. The generous proportions and classic layout characteristic of the building provide an excellent canvas for both comfortable everyday living and elegant entertaining. Positioned on the fifth floor, the apartment enjoys the advantages of elevated living, including increased privacy and a wonderful sense of separation from the street. The residence offers the scale and versatility buyers increasingly seek, while maintaining the intimate feel that makes Riverdale living so appealing. Just outside your door is everything that makes this part of the Bronx special — neighborhood cafés and restaurants, everyday shopping, parks and recreation, and the natural beauty for which Riverdale and Fieldston are known. The location is particularly appealing to those who want a peaceful residential atmosphere without giving up the accessibility of New York City. Whether you're a first-time buyer, a professional seeking a dedicated home office, or someone looking for a flexible residence in one of the Bronx's most desirable neighborhoods, 5M offers an exceptional opportunity to own in Riverdale. Come discover the space, flexibility, and neighborhood charm that make Junior-4 apartments at Greystone Park such a compelling choice. Can be bought as a combo with 5L Lighting Fixture are digitaly enhanced

3840 Greystone Avenue Unit #5M, Bronx

$325,000
2 Beds 1 Baths 1043731 MLS
Set on 7 picturesque acres in Earlton, this property offers the space, flexibility, and potential that today's buyers are searching for. Located in the Coxsackie Central School District, this property combines the appeal of a private country setting with convenient access to the best of Greene County. The acreage provides plenty of room to expand, create additional outdoor spaces, pursue hobbies, or simply enjoy the freedom that comes with owning land. Building a substantial outbuilding/shop and 3-car garage provide excellent storage, workspace, and vehicle capacity, the garage could also offer potential for an accessory dwelling unit, subject to local zoning and approvals. Adding to the property's character are natural stone wall formations that enhance the classic Upstate New York setting. Whether you're looking for a country home with acreage, a property with room for a workshop and garage space, or simply room to grow, this property offers an appealing combination of land, utility, and opportunity. Enjoy convenient access to downtown Coxsackie, where you'll find restaurants, shopping, local businesses, the Hudson River waterfront, and community amenities. Greenville Center is also nearby, while the greater Greene County area puts outdoor recreation, golf, hiking, skiing, dining, and charming mountain communities within easy reach. With such a large canvass to work with, adding versatile shop/outbuilding, 3-car garage, potential ADU space, stone wall features, and a convenient Greene County location, this Earlton property offers the space and possibilities buyers are looking for in an Upstate New York home.

426 Potic Creek Road, Coxsackie

$314,000
2 Beds 3 Baths 1043648 MLS
Prime Location & Neighborhood Commuter Convenience: Minutes from Route 17 (Future I-86), Interstate 84, and the Middletown Metro-North train station, providing a straightforward commute toward NYC and Westchester. Proximity to Key Amenities: Close to Garnet Health Medical Center, SUNY Orange, and the Route 211 commercial corridor (major shopping centers, dining, and grocery options). Quiet Residential Setting: Situated in an established, quiet residential subdivision in the Town of Wallkill / Middletown area with minimal through-traffic. Property & Layout Highlights Spacious Multi-Level Living: Features a bright, open floor plan with high ceilings and excellent natural light throughout the primary living areas. Functional Kitchen & Dining Flow: Designed for entertaining with seamless connection between the kitchen, dining space, and living room. Generous Bedroom Suites: Offers well-proportioned bedrooms, including a primary suite with dedicated closet storage and private bath access. Flexible Lower Level / Basement Space: Provides ample square footage for a family room, home office, gym, recreation area, or additional storage. Outdoor & Practical Features Usable Yard Space: Features a manageable, private backyard and deck area ideal for outdoor dining and relaxation. Attached Garage & Driveway: Built-in garage parking with private driveway space for multiple vehicles. Municipal Utilities: Connected to municipal water and sewer services, eliminating private well or septic maintenance concerns.

35 Lexington Way, Middletown

$330,000
2 Beds 1 Baths 1043289 MLS
Welcome to 40 Peckham Road, a beautifully updated, turnkey ranch offering the perfect balance of modern comfort, convenience, and effortless one level living in the sought after Arlington School District. Completely move in ready, this light filled 2 bedroom, 1 bath home is an ideal match for first time buyers or anyone looking to downsize without compromising on style. Step from the charming front porch into an open layout framed by hardwood floors that flow seamlessly from the spacious living room into a dedicated dining space, complete with a cozy coffee corner. At the heart of the home, the fully updated kitchen impresses with rich wood cabinetry, a center island, and sleek stainless steel appliances, making both daily prep and entertaining an absolute breeze. Directly off the kitchen, a bright three season room provides a tranquil space to unwind, opening out onto a back deck perfect for weekend barbecues and outdoor dining. Both bedrooms are comfortably sized with generous closet space, while the spa inspired bathroom serves as a private retreat equipped with an over sized vanity, a large walk in shower, and a relaxing Jacuzzi tub. Modern convenience and peace of mind are top priority throughout, featuring two newly installed mini split units for efficient year round climate control, a key less entry system, a Ring security camera, and an invisible electric fence already set up for pets. Complete with a full attic and a clean crawl space basement for all your storage needs, every major update has already been addressed, leaving nothing left to do but unpack, move in and make this Arlington gem your own. Sub pump in basement. Option to buy this home fully furnished negotiable with offer.

40 Peckham Road, Poughkeepsie

$325,000
3 Beds 2 Baths H6254995 MLS
Welcome to 32 Kingston Avenue, a three-bedroom, 1.5-bath home filled with the kind of character and details that give this home its charm. Step inside through the front foyer, where a beautiful wood staircase immediately sets the tone. The main level offers a spacious living room with a lovely stained-glass window detail, along with a bright dining room featuring large windows, plenty of natural light, and a stone fireplace with a pellet stove insert, adding both warmth and an efficient supplemental heat source. The kitchen offers plenty of counter space for prepping and cooking, and a convenient half bath completes the first floor. Upstairs, hardwood floors, original built-in storage in the hallway, three nicely sized bedrooms, and a full bath continue the home's classic feel. A walk-up attic provides even more possibilities, whether you envision additional storage, a creative space, or potential future living space. Outside, there's even more to appreciate. The covered front porch is made for rocking chairs and morning coffee, while the private-feeling backyard offers plenty of room and versatility. In addition to the two-car garage, a separate one-bay outbuilding provides a great space for a workshop, hobbies, home office, or whatever best suits your needs...with additional storage above. A long driveway and nicely sized yard round out the property. Located in the City of Port Jervis, you'll be close to downtown shops and restaurants, parks, schools, outdoor recreation along the Delaware River and Watershed Trails for hiking/biking, and the NJ Transit train station for commuting or an easy day trip. 32 Kingston Avenue offers old-school charm, useful spaces, and plenty of room to make it your own.

32 Kingston Avenue, Port Jervis

$319,000
1 Beds 1 Baths 1043582 MLS
Sun-drenched gut renovated 1 Bedroom at the George Washington with Northeastern exposure. Experience bright direct sunlight in the early mornings with soft, ambient lighting throughout the day. Perfectly positioned for easy access, this turn-key first-floor home blends ultimate neighborhood accessibility with everyday convenience with a beautiful park located right across the street. Gut renovated with a perfect layout! An oversized foyer leads into a spacious living room fitted with a sleek custom marble floor to ceiling fireplace. The living room is also large enough to fit a full size dining table. At the heart of the home is a chef-inspired kitchen, anchored by custom two-tone cabinetry and premium quartz countertops. The modern pull drawers are elegantly finished with brushed gold hardware, creating a striking contrast against high-end stainless steel appliances. Down a hallway, you’ll find a well-proportioned bedroom with custom closets. The large, windowed full bath features a sleek rainfall shower head and modern white vanity. Elegance fills the space showcasing seamless new oak hardwood floors, high custom tray ceilings, complete with crown moulding and recessed lighting. The George Washington – a coveted Forest Hills address. One of the most sought-after presidential buildings in Forest Hills, The George Washington is a distinguished post-war cooperative built in 1949. This full-service, six-story building features four wings, a 24-hour doorman, a gym, storage facilities, and valet parking. (Cats only, no dogs.) just three blocks from the 67th Avenue M & R trains, with an easy transfer to the express E & F lines—offering a seamless commute to Manhattan.

67-66 108th Street Unit #D5, Forest Hills

$350,000
3 Beds 2 Baths 1039860 MLS
Bring your vision and unlock the possibilities at 10 Dutchess Avenue. This circa-1880, two-story attached home offers approximately 1,704 square feet with three bedrooms, one-and-a-half baths, a full basement, a covered porch, a side deck and a backyard shed, all set on approximately 0.12 acre in the Village of Wappingers Falls. The first floor features a spacious living and dining layout along with an expanded kitchen that extends beyond the home’s original footprint, providing additional space and flexibility. Upstairs are three bedrooms and a full bathroom. This is a true fixer-upper offering a substantial renovation opportunity for a purchaser ready to restore, redesign and make the property their own. Furniture, belongings and other items currently remain throughout the house and property and will remain for the purchaser to remove after closing. The property is being sold as-is and where-is, including its existing contents. To present both the home’s current condition and its potential, this listing includes actual photographs together with select images that have been digitally decluttered. Digitally altered images are identified and are intended only to help buyers envision the rooms without the remaining personal property; they do not represent the property’s present condition or completed renovations. Floor plans are also included to help buyers understand the home’s layout and possibilities. An opportunity for contractors, investors, renovators or buyers seeking a project in a convenient Village location. Bring your ideas and imagine what this home can become.

10 Dutchess Avenue, Wappingers Falls

$350,000
1042957 MLS
7.2 Acres of Hudson Valley Beauty with Stunning Western Views! Discover the beauty and tranquility of the Hudson Valley on this exceptional 7.2-acre parcel, offering expansive western views and spectacular sunsets. With open skies, peaceful surroundings, and a beautiful natural setting, this property provides the perfect opportunity to create a private country retreat or dream home. Located just minutes from the New Paltz exit of the New York State Thruway (I-87), the property combines a serene setting with outstanding convenience. Mohonk Apple Greens Golf Course is nearby, while the Village of New Paltz, SUNY New Paltz, shopping, restaurants, and everyday amenities are all within easy reach. Set at the end of the road in a quiet residential area, the property offers a wonderful sense of privacy and seclusion. The approach is peaceful and picturesque, with the landscape opening up as you arrive at the property. A cleared area is already in place, providing an ideal starting point for a future homesite and allowing you to begin imagining the possibilities. The surrounding Hudson Valley is renowned for its natural beauty and four-season recreational lifestyle. Enjoy hiking, biking, climbing, golf, farm-to-table dining, local wineries, galleries, and charming village destinations, all within a short drive. Whether you are looking to build your forever home, create a weekend escape, or invest in a beautiful piece of the Hudson Valley, this acreage offers an extraordinary combination of views, privacy, location, and potential. Properties offering this much land, scenery, and convenience are becoming increasingly difficult to find. A truly special opportunity in sought-after Ulster County.

75 Palazzo Lane, Highland

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.