Sleepy Hollow Real Estate Search

Sleepy Hollow Properties between $450,000 and $500,000 for Sale

Our website features the best real estate search for between $450,000 and $500,000 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 $450,000 and $500,000 for Sale

$450,000
3 Beds 2 Baths 1027722 MLS
Opportunity Knocks in the Heart of the Catskills! Discover an exceptional opportunity in the charming hamlet of Jeffersonville, New York, where location, lifestyle, and investment potential come together on one remarkable property. This beautifully maintained 3-bedroom, 2-full-bath split-level home offers comfortable living with room to grow, all nestled along the banks of the famed Callicoon Creek. Step inside to find a warm and inviting layout, complemented by a fully finished lower level perfect for a family room, home office, recreation space, or guest quarters. Outside, a spacious deck overlooks an expansive backyard that gently stretches to over 100 feet of pristine Callicoon Creek frontage. Imagine relaxing by the water's edge, casting a fishing line, cooling off with a refreshing splash, or simply enjoying the peaceful sounds of one of Sullivan County's most treasured waterways. Multiple sitting areas along the creek create your own private outdoor retreat. Adding even more value is a separate two-car garage situated on its own deed, offering an extraordinary opportunity. With two separate deeds, the garage parcel is buildable for an additional residence (subject to municipal approvals), making this a rare offering for homeowners, investors, developers, or those seeking a multigenerational compound. Perfectly located, you're just a short stroll to the quaint shops, restaurants, and cafés of downtown Jeffersonville, while world-class entertainment at the Bethel Woods Center for the Arts—the legendary site of the original Woodstock festival—is only minutes away. Whether you're searching for a full-time residence, weekend getaway, investment property, or a chance to build while enjoying an existing home, this unique offering delivers endless possibilities. Live in one. Build on the other. Invest in your future. Properties with this combination of creek frontage, separate buildable parcel, prime location, and limitless potential are incredibly rare. Don't miss this golden opportunity—schedule your private showing today before someone else answers the call!

5089 State Route 52, Jeffersonville

$450,000
3 Beds 3 Baths 1027763 MLS
Welcome to 20 Campbell Street in the picturesque town of Rosendale. Discover this exquisite restoration with approximately a 880 sq ft of new construction of this modern-style Colonial home, where timeless elegance meets contemporary luxury. Every detail has been carefully crafted in this three-bedroom, two and 1/2 bathroom residence, which has been completely restored from top to bottom. A charming wrap-around deck surrounds the home, inviting you to relax and enjoy the serene setting. The heart of this home is the breathtaking kitchen, designed in a striking black-and-white palette and featuring top-of-the-line stainless steel GE appliances, and Shluter Ditra heated rich dark slate tile floors. The bathrooms are unique works of art that also feature heated floors: the first bathroom exudes luxury with white floor-to-ceiling tiles, gold accents, and vaulted ceilings, while the second offers a more natural aesthetic, showcasing a blue hued tiled shower, a floating dual-sink vanity, and subtle gold finishes. Beautifully gleaming 3/4 solid oak hardwood floors flow throughout the home, complemented by neutral, tasteful color choices that create a warm and inviting ambiance. Additional features include Delta fixtures, New HVAC system, fresh air system, Marvin Wood Windows, a stainless steel high tension wire handrail system, Blue Stone patio, and spray foam insulation. Located in the charming town of Rosendale, this property provides a stunning view of the railroad rail trail and trestle. Close to transit routes, the quaint village, and a variety of local shops. This home offers a perfect balance of style, comfort, and accessibility in a beautiful setting

20 Campbell Street, Rosendale

$490,000
2 Beds 1 Baths 1015097 MLS
Set back from the road on a picturesque, tree-lined property, this inviting home welcomes you with classic charm, lush landscaping, and exceptional curb appeal. Step inside to a welcoming foyer that opens into a cozy living room featuring a wood-burning fireplace and a decorative wall niche, perfect for displaying treasured photos, artwork, or decor. Down the hall, you'll find two comfortable bedrooms, each offering generous closet space and endless possibilities to make them your own. The kitchen is equipped with stainless steel appliances and ample space to prepare your favorite meals. Just beyond, the formal dining room provides a warm setting for everyday meals and special gatherings while offering convenient access to the unfinished basement, complete with a laundry area and abundant room for storage, a home gym, workshop, or future expansion. Indirect hot water heater with lifetime tank warranty. Additionally, the attic offers approximately 700 square feet of storage space, providing plenty of room for seasonal items, holiday decorations, and other belongings. Off the dining room, a versatile den creates the perfect space for a home office, playroom, or cozy retreat. From the den, step outside onto the spacious back deck, ideal for outdoor dining, entertaining, or simply relaxing while overlooking the backyard. Follow the deck stairs down to your own private oasis, where a large above-ground pool provides the perfect place to cool off, host family and friends, or enjoy sunny afternoons all season long. This home includes a one-car garage attached to the neighbor's garage and a spacious driveway offering ample off-street parking for multiple vehicles. Ideally located for commuters, the home is just 10 minutes from the Taconic State Parkway, only 5 minutes from the Bear Mountain State Parkway, and approximately 15 minutes from the Peekskill Metro-North train station, providing convenient access to surrounding towns and an easy commute to New York City.

77 Baron De Hirsch Road, Crompond

$459,000
2 Beds 2 Baths 1026716 MLS
Luxury Living at Fairview – Spacious 2-Bedroom, 2-Bath Coop in Forest Hills Welcome to this exceptional 2-bedroom, 2-full-bath residence in the prestigious Fairview, one of Forest Hills’ most desirable full-service luxury cooperatives. This spacious, beautifully customized home features oversized panoramic windows that flood the apartment with natural light while offering breathtaking views. The thoughtfully designed interior showcases gleaming hardwood floors, an updated gourmet kitchen with custom cabinetry, stainless steel appliances, and beautifully renovated bathrooms. A private terrace provides the perfect place to relax and enjoy the scenery. The generous floor plan offers excellent flow for both everyday living and entertaining, along with abundant closet space throughout the home. Residents of Fairview enjoy outstanding amenities, including: 24-hour doorman and concierge service Pet-friendly community Newly renovated 24/7 laundry facilities Children’s playground Beautifully maintained grounds Upgraded central air conditioning and heating systems Recently updated building electrical infrastructure All utilities—including electricity, heat, air conditioning, gas, and water—are included in the monthly maintenance, offering exceptional value and worry-free living. Ideally located in the heart of Forest Hills, Fairview is just minutes from shopping, restaurants, parks, schools, and public transportation, with convenient access to major highways, making commuting throughout Queens and Manhattan effortless. Experience luxury, convenience, and comfort in one of Forest Hills’ premier residential communities. Schedule your private showing today!

61-20 Grand Central Parkway Unit #B 1103, Forest Hills

$473,000
3 Beds 3 Baths 1024920 MLS
Trade in your rake and lawn mower for maintenance free living in a truly turn key and move in ready townhome at Brighton Green by Pulte. Being offered for the first time. From the shining hardwood floors to the custom molding, this home was built with extras and has been meticulously maintained. It starts with an impressive foyer adorned with shadow box trim, custom base and crown molding and neutral paint palettes. This open floor plans flows into the formal dining room, living room with it's wall of windows and gas fireplace and into the kitchen with a breakfast nook and access to out back. The winding staircase that overlooks below leads to the primary suite with double doors, tray ceiling, oversized windows, a walk in closet and primary bath with two separate vanities, corner jetted tub, a bidet and a stand alone shower. Both guest bedrooms are of ample size with plenty of closet space. There is a separate laundry room with a LG washer and dryer and built in cabinets for your supplies. Still need more space? The walk out basement offers tons of storage which is a hard to find feature in a townhome. Finer points of this home include recessed lighting, quartz counters, two zone heating, a newer oversized central air condenser, energy efficient natural gas, public water and sewer, affordable taxes and hoa fees. Amenities at Brighton Green include a pool fitness center ,club house, and playground. Located in an ideal commuter location just minutes from I84 and I87, NYC train and bus. Close to Stewart Airport, shopping, dining and entertainment.

19 Brighton Drive Unit #1702, Newburgh

$499,000
3 Beds 2 Baths 1020024 MLS
Some houses ask you to slow down. This one insists on it. Tucked into the green hills of Cochecton along the banks of a rushing creek, audible from inside. A fully gut-renovated farmhouse that marries the warmth of upstate New York with the quiet clarity of Scandinavian design. Every detail has been considered. Nothing is accidental. The interior is the work of a trained designer: crisp white walls, natural wood, aged bronze fixtures, and washes of linen and texture throughout. Beadboard, light oak flooring, layered textiles, and a restrained material palette give each room a serene, almost meditative quality. The heart of the home has been completely reimagined. Soft white cabinetry sets a calm, neutral foundation, topped with rich soapstone counters that bring depth and a hand-finished quality to every surface. A zellige-style backsplash adds subtle texture and movement. High-end appliances are seamlessly integrated for a kitchen that performs as beautifully as it looks. Three bedrooms offer intimate, cozy retreats. Two full bathrooms, one on each floor, both renovated to the same exacting standard. A detached two car garage for storage, gear, or a future studio. And outside, the creek follows the entire length of the property. This is a turn-key property in every sense: fully renovated, designer-furnished, and move-in (or check-in) ready from day one. Whether you're looking for a weekend sanctuary or a high-performing short-term rental.

433 County Road 116, Cochecton

$459,900
3 Beds 2 Baths 1024648 MLS
This inviting Colonial in Saugerties offers three bedrooms, two full bathrooms, and 2,100 square feet of living space on a full acre. Located in the Saugerties School District, the home combines traditional character with modern updates, including a thoughtfully designed two-story addition completed in 1990. Inside, the layout provides multiple gathering areas with a spacious living room featuring plush carpet flooring, recessed lighting, and a cozy fireplace. A formal dining room sits alongside an additional dining area off the kitchen, creating flexibility for entertaining or casual meals. The kitchen is designed with Corian countertops, stainless steel appliances, and generous cabinet space, while the first floor bathroom includes a spa-like retreat with a soaking tub and a separate glass shower. The property extends outdoor living with a wide back deck that overlooks open lawn space and mature trees, ideal for relaxing or hosting guests. A circular driveway allows easy access and additional parking, while a detached storage shed offers room for tools and equipment. The location is a standout, directly across from Cantine Fields, home to local recreation and community events, and just minutes from the Village of Saugerties with its shops, dining, and cultural activities. The home also offers close proximity to HITS-on-the-Hudson, one of the area’s most renowned equestrian venues, and to seasonal festivals that draw visitors midweek and on weekends. With its acre lot, updated interior, and ideal setting near both everyday conveniences and world-class events, this home blends comfort and opportunity in one of Ulster County’s most sought-after areas.

333 Canoe Hill Road, Saugerties

$499,000
1025171 MLS
Value-Add 5 Unit Multifamily Investment Opportunity in the Village of Catskill! Located just one block from vibrant Main Street Catskill, this five-unit apartment building presents an outstanding opportunity for investors, owner-occupants, or those looking to reposition an income-producing asset in one of the Hudson Valley's fastest-growing real estate markets. The property features a desirable unit mix of two one-bedroom apartments, two spacious two-bedroom apartments, and one three-bedroom apartment with a flex space, offering broad rental appeal and strong long-term income potential. Two units are currently vacant, providing the rare opportunity for a new owner to owner-occupy, renovate, or implement a new investment strategy without waiting for tenant turnover. The property is priced to sell with needed TLC including electrical updates and heating system. Positioned in a highly walkable Village location, residents can enjoy easy access to Main Street Catskill, locally owned coffee shops, award-winning restaurants, breweries, boutiques, art galleries, entertainment venues, and the scenic Hudson River waterfront parks. Just minutes away are the Thomas Cole National Historic Site, Dutchman's Landing Park, Subversive Brewing Company, and year-round events that continue to fuel Catskill's revitalization and demand for quality housing. Conveniently located near the Rip Van Winkle Bridge, New York State Thruway (I-87), Hudson, Saugerties, Athens, Albany, Kingston, and the Capital Region, this property offers excellent accessibility for commuters and tenants alike. Whether you're expanding your real estate investment portfolio, completing a 1031 Exchange, seeking a multifamily investment property, or searching for an owner-occupied income property, 51-53 North Street offers exceptional upside, a prime location, and the opportunity to build equity in one of the Catskills' most desirable communities.

51 North Street, Catskill

$489,900
3 Beds 2 Baths 1023697 MLS
Welcome to 26 Hillside Avenue, a charming 3-bedroom, 1.5-bath Village home offering walkable convenience, an easy NYC commute, and year-round access to the outdoor recreation that makes Tuxedo such a special place to live. Just steps from the train, bus stop, library, local restaurants, and Tuxedo Schools, this home offers the perfect balance of accessibility and small-town charm. Inside, natural light fills a thoughtfully designed floor plan featuring hardwood floors throughout, central air conditioning, and tasteful updates that blend classic character with everyday comfort. The updated kitchen offers stainless steel appliances, ample cabinetry, and an inviting dining area perfect for everyday living or entertaining. Upstairs, you'll find three comfortable bedrooms, a beautifully updated full bathroom, and the added convenience of a walk-in closet. A first-floor half bath enhances the home's functional layout, making everyday living and entertaining even more convenient. Step outside onto the deck overlooking the nearby school grounds, an inviting place to enjoy your morning coffee or unwind at the end of the day. A full unfinished basement provides exceptional storage and workshop potential, while the private driveway comfortably accommodates two vehicles. Beyond the property, enjoy everything that makes Tuxedo such a sought-after place to call home. Explore nearby hiking trails, lakes, parks, fishing, and ski slopes, all just minutes away. With easy access to major highways, the New Jersey border, and New York City approximately 33 miles away, you'll enjoy the perfect blend of outdoor adventure and commuter convenience.

26 Hillside Avenue, Tuxedo Park

$489,000
2 Beds 2 Baths 1006287 MLS
This bright and inviting two-bedroom, two-bathroom corner residence offers open views high above the treetops, with partial river views and eastern and northern exposures. A private balcony provides the perfect setting to enjoy the expansive outlook and far-reaching views. The layout features a gracious entry foyer, a spacious dining L, and a generously sized kitchen with plenty of room for more than one chef. Two full bathrooms, including one with a stall shower, abundant closet space, and classic parquet wood floors complete the home. Both bedrooms are exceptionally large, and the flexible layout offers the potential to create a third bedroom. Located in The Woodlands, one of Riverdale's premier full-service co-op buildings, residents enjoy a 24-hour doorman, full-time resident manager, porter staff, fitness room, laundry room, storage, bike room, playground, and beautifully landscaped gardens. The building also offers an indoor garage and two outdoor parking lots, subject to availability. Ideally situated in the heart of Central Riverdale, The Woodlands is close to shops, restaurants, parks, schools, and neighborhood conveniences. Transportation is seamless, with the Metro-North Rail Link at the building entrance, express buses to Manhattan's East Side, West Side, and Wall Street, local buses to the 1 and A trains, and convenient access to the Henry Hudson Parkway and New York State Thruway. Pets are welcome. Maintenance: $2,005.66/month. Current Assessment: $77.14/month. Ask me about a potential combination with the unit next door to create a very large 4+ bedroom 3-bath 2-Balcony apartment.

3935 Blackstone Avenue Unit #10C, Bronx

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.