Sleepy Hollow Real Estate Search

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

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

$450,000
3 Beds 1 Baths 1046138 MLS
Welcome to this charming 3-bedroom, 1-bath ranch-style home in the Town of Poughkeepsie, ideally located within the sought-after Spackenkill School District. Built in 1955, this home offers classic character, comfortable one-level living, and several important recent updates. The main level features a practical ranch-style layout with laminate flooring throughout, three bedrooms, a full bathroom, and a cozy living area highlighted by a fireplace. The kitchen retains its original metal cabinetry, offering a touch of mid-century character and a great opportunity to personalize the space to your taste. An attached summer room extends the living space and provides a pleasant spot to enjoy the backyard throughout the warmer months. Anderson windows and vinyl siding add to the home's everyday functionality and ease of maintenance. The finished basement offers valuable additional space and was previously used as a home gym. The finished basement provides versatile additional space, ideal for a recreation room, home gym, office, hobby area, or ample storage. Washer and dryer hookups are available in the basement, although the current home does not include a washer or dryer. One of the standout features is the heated and air-conditioned garage, providing comfortable year-round space for parking, hobbies, a workshop, or additional storage. Recent mechanical updates include a new oil-fired hot water heater and a new oil furnace, providing added peace of mind for the next owner. Conveniently located in the Town of Poughkeepsie and within the Spackenkill School District, this home offers a comfortable setting with convenient access to local shopping, dining, schools, parks, and major commuting routes. A solid opportunity to make a well-located ranch your own while enjoying the benefits of a finished lower level, year-round garage, private outdoor space, and recent mechanical improvements.

24 Schoolhouse Lane, Poughkeepsie

$499,000
3 Beds 2 Baths 1045039 MLS
Welcome to 3 Dussenbury Drive. Discover the space, flexibility, and potential of this spacious 3-bedroom, 2-bath raised ranch situated on approximately 0.47 acres in a desirable residential neighborhood in Florida, NY. Offering approximately 1,952 square feet of living space, this home provides plenty of room for everyday living, entertaining, and making the space your own. The flexible layout also offers mother/daughter potential, with a separate entrance providing added privacy and versatility for extended family, guests, a home office, or additional living arrangements. The main level features a comfortable living room with hardwood flooring and generous natural light creating a welcoming space to relax. The spacious kitchen offers ample cabinetry and room for a breakfast table. A wide opening between the kitchen and living areas creates a comfortable sense of flow throughout the main living spaces. Upstairs, the primary bedroom features an en-suite bathroom, offering a private retreat at the end of the day. Two additional bedrooms provide flexibility for family, guests, a home office, or hobby space. The finished lower level adds valuable additional living space and can be customized to suit your needs—whether as a recreation room, family room, office, gym, guest space, or extended-family living area. For year-round comfort, two-zone split-system air conditioning allows different areas of the home to be cooled independently. Outside, the approximately 0.47-acre property offers plenty of room to garden, play, entertain, or simply enjoy the outdoors. This home also offers convenient access to year-round recreation and transportation options. Enjoy skiing and mountain activities at Mount Peter in Warwick, seasonal apple picking in Sugar Loaf, and easy access to the Harriman train station with service to Secaucus and Penn Station. Bus service is also available from Chester to Port Authority. Additionally, Stewart International Airport in Newburgh is less than 30 minutes away, adding convenience for regional and domestic travel. Also, being located in Orange County puts you reasonably close to larger attractions such as West Point, LEGOLAND New York and the Woodbury Common Premium Outlets. Located in the Florida Central School District and close to local shops, restaurants, parks, and community amenities, 3 Dussenbury Drive offers generous space, a flexible raised-ranch layout, and the opportunity to create a home tailored to your lifestyle. Bring your vision and make this spacious Florida, NY home your own. Schedule your tour today! *some photos virtually staged.

3 Dussenbury Drive, Call Listing Agent

$450,000
2 Beds 1 Baths 1046079 MLS
Sunny, stylish and exceptionally well-located. Set in one of Bronxville’s most convenient locations, this bright and beautifully updated two-bedroom offers the kind of easy, well-proportioned living that is increasingly hard to find. With 9-foot ceilings, wonderful natural light and thoughtful modern updates, Apartment I2 feels both classic and current. The living room is the heart of the home, with sunny dual exposures and a fireplace that brings warmth and character to the space. The updated kitchen is equally compelling—generous countertop space, plentiful cabinetry and a built-in desk create a room that is as practical as it is inviting. And with a washer and dryer in the apartment, everyday life is wonderfully uncomplicated. The second bedroom adds flexibility with a sleek modern sliding door, making it equally suited to a bedroom, home office or guest space. The updated bath continues the contemporary feel with a clean, streamlined design and glass-enclosed shower. The setting is hard to beat. Enjoy Proximity to Bronxville train station, shops, restaurants, cafe's and all the pleasures of village life, then come home to a residence that feels removed from the bustle. A live-in superintendent, pet-friendly policy for one dog or one cat, complimentary common storage, and private storage available for a fee add to the ease. There is a short waitlist for parking, along with ample street parking. Bright. Comfortable. Updated. Exceptionally well connected. A home designed for the way you want to live.

246 Bronxville Road Unit #i2, Bronxville

$499,000
2 Beds 4 Baths 1044830 MLS
Welcome to Greenacres! This beautifully maintained end unit townhouse-style home offers comfortable living, flexible space, and a convenient Peekskill location. Featuring 2 bedrooms and 3.5 baths, this home is designed with an open and functional floor plan. The main level features a eat-in kitchen with updated cabinetry, granite countertops, stainless steel appliances, and a wonderful bay window that fills the space with natural light. The dining and living room areas create a spacious open-concept setting perfect for everyday living and entertaining. Step outside from the living area onto a beautiful private deck, ideal for relaxing or enjoying your morning coffee. Upstairs, you’ll find two spacious bedrooms, including a primary suite with plenty of closet space. The second bedroom offers a private bath. The basement lower level area provides even more living space and versatility. It includes a laundry room, utilities, full bathroom, and a generous family room that can easily function as a home office, gym, recreation room, or additional living area. The space can be customized and divided to suit your individual needs. You’ll also have access to the yard area. Additional conveniences include two assigned parking spaces (#15 and #16) plus plenty of visitor parking. The community is conveniently located near shopping, everyday amenities, public transportation, and the Peekskill Metro-North Train Station, approximately 2.3 miles away by car. Bee-line bus service is also available along the main road on Route 6. Pet policy: One cat and one dog permitted per unit. Please note that there is a Turner House assessment currently in place through the end of January 2033 of $100. Monthly HOA is $455. Star Savings is $,439.00 per year A wonderful opportunity to enjoy townhouse-style living with multiple levels of flexible space in a convenient Peekskill location!

601 Mallard Way, Peekskill

$470,000
2 Beds 1 Baths 1042467 MLS
Welcome to Gerard Towers, one of Forest Hills’ premier full-service cooperative buildings. Perched high on the 14th floor, Residence #14H is a spacious and sun-filled two-bedroom, one-bath home of approximately 952 square feet, offering generous proportions, a desirable layout, central air conditioning, and a private terrace with sweeping views over Forest Hills Gardens and toward the Manhattan skyline. The thoughtfully designed floor plan provides an ideal balance of living and entertaining space, featuring an expansive living room, dedicated dining area, two well-proportioned bedrooms, and excellent closet space throughout. Large windows fill the residence with natural light, while its elevated 14th-floor setting creates an open and airy atmosphere with impressive neighborhood and skyline views. Gerard Towers is a highly amenitized, full-service cooperative offering a 24-hour doorman, seasonal heated swimming pool, fitness center, children’s playroom, landscaped courtyard and garden areas, bike and storage rooms, laundry facilities, live-in superintendent, on-site management, package services, and garage/valet parking options. Monthly maintenance is approximately $1,484 and includes real estate taxes. Gerard Towers residences also benefit from building-provided services that include heat, water and central air conditioning, with cable services included in the building’s maintenance structure. Ideally situated in the heart of Forest Hills, Gerard Towers is just around the corner from Austin Street, placing an exceptional selection of restaurants, cafés, bakeries, boutiques, supermarkets, shopping and everyday conveniences within easy reach. Nearby destinations include the charming streets of Forest Hills Gardens, MacDonald Park, the West Side Tennis Club, and Forest Hills Stadium, home to popular concerts and events. Commuting is exceptionally convenient. The E, F, M and R subway lines at 71st Avenue–Continental Avenue are approximately 0.2 miles away, while the Forest Hills LIRR station is approximately 0.3 miles away, providing fast access to Manhattan. Express bus service is also available directly along Yellowstone Boulevard. Offering approximately 952 square feet, two bedrooms, private outdoor space, skyline views, full-service amenities and an outstanding central Forest Hills location, 70-25 Yellowstone Boulevard #14H presents an exceptional opportunity to call Gerard Towers home.

70-25 Yellowstone Boulevard Unit #14H, Forest Hills

$499,000
3 Beds 1 Baths 1045542 MLS
Welcome to this desirable upper corner residence in the heart of Oakland Gardens/Bayside, offering a wonderful combination of space, convenience, and functionality. This well-proportioned 3-bedroom, 1-bath home features additional windows that provide abundant natural light, a comfortable living and dining area, an open kitchen layout, hardwood floors, and the convenience of an in-unit washer/dryer combo. One of the most valuable features of this home is the FULL FINISHED ATTIC, accessible by pull-down stairs and providing an exceptional amount of additional storage space—perfect for seasonal items, luggage, clothing, and household belongings. Storage space of this size is a rare and highly practical bonus for apartment living. Attic is for storage use only. Located in highly sought-after Queens School District 26, with PS 205 Alexander Graham Bell, JHS 74 Nathaniel Hawthorne, and Benjamin N. Cardozo High School serving the area. The location offers outstanding transportation options, including Q27 service toward Flushing, Q46 connections toward Kew Gardens and the E/F subway, Q88 service toward Queens Center, as well as QM5, QM6, QM8 and QM35 express bus options to Manhattan. Parking is another major advantage, with convenient parking options in the surrounding community and the possibility of renting a parking space, subject to availability. Easy access to major roadways makes commuting by car equally convenient. Close to shopping, supermarkets, restaurants, parks, schools, and everyday necessities along Bell Boulevard and 73rd Avenue. A rare opportunity combining a desirable school district, excellent transportation, convenient parking, and—most importantly—an impressive full attic offering valuable additional storage space.

68-01 Bell Boulevard Unit #Upper, Bayside

$450,000
1045255 MLS
This exceptional property offers a unique opportunity to own a waterfront restaurant property at 281 Woodcleft Avenue in Freeport, NY, positioned in one of Long Island’s well-known waterfront destinations. The property combines waterfront appeal, commercial visibility, and a highly desirable location, making it an attractive acquisition for an investor, owner-user, restaurateur, or developer seeking a property with character and long-term potential. The waterfront setting creates an exceptional atmosphere for dining, entertainment, hospitality, and other permitted commercial uses. Located along Woodcleft Avenue, the property benefits from its proximity to Freeport’s vibrant waterfront district, restaurants, entertainment, boating activity, and local attractions. The location provides an opportunity to capitalize on the steady foot traffic and destination-driven nature of the area. For an investor, this property offers the opportunity to acquire waterfront real estate in an established Long Island market. For an owner-user, it provides the chance to operate and control a property in a highly sought-after waterfront setting. With its waterfront location, commercial potential, and prime Freeport setting, 281 Woodcleft Avenue presents a compelling opportunity to acquire a distinctive piece of waterfront real estate. WATERFRONT LOCATION • PRIME FREEPORT LOCATION • COMMERCIAL REAL ESTATE • OWNER-USER/INVESTMENT OPPORTUNITY • EXCEPTIONAL VISIBILITY

281 Woodcleft Avenue Unit #2, Freeport

$475,000
3 Beds 2 Baths 1045149 MLS
Charming Tillson Home with Character, Updates & Exceptional Barn Space! Step into the timeless charm of this classic old-style home in the quaint community of Tillson, where original character blends beautifully with thoughtful modern updates. Featuring hardwood floors throughout and preserved original wood details, this home offers warmth and character that is increasingly hard to find. Numerous improvements provide peace of mind, including a new roof, newer well pump, new oil tank, and a new heat pump serving the second floor, with additional updates throughout the home. A stylish, modern half bath adds a fresh contemporary touch while complementing the home's original details. The second floor offers a beautiful open loft area, creating a versatile space for a home office, studio, reading area, or additional living space. After a long day, relax and enjoy the peaceful surroundings from the inviting enclosed sun porch, perfect for quiet mornings or summer evenings. Outside, the spacious yard provides plenty of room for entertaining, gardening, outdoor activities, or simply enjoying the tranquility of the property. A large barn adds tremendous versatility, featuring a second floor, electric, abundant storage, and ample room for hobbies, projects, or creative pursuits. Ideally located with convenient access to both Kingston and New Paltz, and close to nearby rail trail access for walking, biking, and enjoying the beauty of the Hudson Valley. This special property offers the perfect combination of historic charm, meaningful updates, generous outdoor space, and flexibility for today's lifestyle.

34 Tillson Road

$499,000
3 Beds 2 Baths 1045047 MLS
Welcome to your dream home nestled in a peaceful location, offering a park-like setting that provides the perfect backdrop for your growing family. This charming residence is set back off a quiet country road, ensuring tranquility and privacy for you and your loved ones. As you approach the property, you'll notice its idyllic, elevated placement, which adds to the natural aesthetics of the home. Step inside and be greeted by gleaming hardwood floors that add a touch of elegance to the entire home. The beautiful casing around the windows and doors showcases the attention to detail that went into designing this residence. The heart of the home lies in the spacious eat-in kitchen, featuring granite countertops and sunlit sliders leading out to a large deck. Picture yourself enjoying meals in this bright and inviting space, with a serene backdrop that beckons you to relax and unwind. Convenience meets functionality as this home boasts a full bath on the first floor, along with a bedroom/den and office, offering flexibility to accommodate your family's needs. Upstairs, you'll discover an additional bedroom along with an expansive, sun-lit master suite. The master suite is truly a sanctuary, with soaring ceilings that create a sense of grandeur, an impressive walk-in closet, and an abundance of natural light that fills the space. This home has been meticulously maintained and thoughtfully upgraded. Recently, the water system has been enhanced with an Ultra Violet and pH balancing system, ensuring the highest quality water for your family's well-being. Additionally, a new double-wall Roth oil tank with a 30-year warranty provides peace of mind. The attention to detail continues with Anderson windows throughout, offering energy efficiency and durability. With a prime location just 50 miles from New York City, this home provides easy access to mass transit, major highways, and world-style shopping, offering the perfect balance between peaceful country living and urban convenience. Don't miss the opportunity to make this exceptional property your own. Experience the serenity and comfort that this home provides, creating cherished memories for you and your loved ones. Schedule a showing today and start imagining the possibilities of living in your perfect retreat. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:1 Car Attached,

8 Roberts Drive, Monroe

$479,900
3 Beds 2 Baths 1044357 MLS
Lovingly maintained by the same owner for 40 years, this charming Stone Ridge property offers a wonderful blend of character, thoughtful updates, and opportunity. Extensively renovated in 2011, the home underwent numerous improvements including new windows, roof, boiler, leach field, water treatment system, and updates to the kitchen and baths. A standby generator provides added peace of mind. The first floor features beautiful hardwood floors, exposed ceiling beams, and a welcoming family room with a fireplace and skylights that bring in an abundance of natural light. The spacious kitchen offers granite countertops, a breakfast island, and ceramic tile flooring. A dining room, living room, and charming front room currently used as an office provide plenty of space for everyday living, entertaining, or working from home. A convenient half bath and large laundry room complete the first floor. Upstairs are three bedrooms and a full bath. Set on approximately one acre, the property is surrounded by beautifully manicured lawns and mature landscaping, including raspberry bushes and Rose of Sharon. An above-ground pool offers a wonderful spot to relax and enjoy the outdoors, while wildlife can often be seen roaming the grounds. A detached two-car garage with an attached studio/workshop in the rear provides tremendous flexibility for hobbies, creative pursuits, a home business, or additional workspace. With B-2 zoning, the property also offers a variety of potential opportunities for the right buyer. A special property that has been lovingly cared for and enjoyed for four decades, offering character, updates, beautiful grounds, and versatility in a desirable Stone Ridge location.

4314 Us Highway 209, Stone Ridge

$495,000
1 Beds 1 Baths 1044788 MLS
Welcome home to this charming **1-bedroom, 1-bathroom cooperative** located in the heart of **Manhattan Valley** on the Upper West Side. Situated on the **second floor of a well-maintained pre-war walk-up building**, this bright and inviting home features **beautiful hardwood floors, soaring high ceilings, and abundant natural light** that create a warm and spacious living environment. The apartment is part of a financially sound, well-cared-for cooperative offering **on-site laundry, private storage, and responsive management with a shareholder-friendly Board**. Residents enjoy a clean, well-maintained building with low-maintenance living in one of Manhattan's most desirable neighborhoods. Ideally located just moments from **Central Park, Riverside Park, Columbia University, public transportation, neighborhood cafés, restaurants, and shopping**, this home offers the perfect blend of classic pre-war charm and everyday convenience. Whether you're a first-time buyer or looking for a comfortable Manhattan residence, this is an exceptional opportunity to own in a sought-after Upper West Side location. Don't miss your chance to make this wonderful apartment your new home! Information is deemed reliable but is not guaranteed. All information, including but not limited to square footage, dimensions, taxes, maintenance/common charges, building amenities, and property features, has been obtained from sources believed to be reliable but has not been independently verified. Prospective purchasers and their representatives are encouraged to conduct their own due diligence and independently verify all information.

983 Amsterdam Avenue Unit #5A, New York (Manhattan)

$499,900
3 Beds 3 Baths 1044761 MLS
Incredible 3 Bedroom, three level townhouse on beautiful "Yorkshire Drive" situated in arguably one of the best spots in the development with front facing privacy (green space!) within this quiet setting. The well kept home has an inviting front porch style entry and once inside you'll notice the generous living space throughout. The main level features an open concept living, dining and Kitchen area maximizing use of this layout. Nearby is immediate access through French doors leading to the rear patio (expanded) for added outdoor enjoyment. A half bathroom is conveniently located on the main level for guests. Upstairs, the three bedrooms are spacious and beautiful hardwood floors run throughout. The primary bedroom has dual closets with great storage units and there is also a full bath as an added plus! The lower level has high ceilings and is a great space where it hosts the home gym and entertainment area perfect for move nights. There is a large walk in room with the laundry and plenty of storage. Updated lighting, ceiling fans, fixtures, fresh paint and many more updates throughout (see features) sheet. There is plenty of parking here including off street (right in front of the home) and assigned spots in the rear parking area. You'll love this location with so much to appreciate including the sidewalk neighborhood feeling while remaining in close proximity to shopping, parks, transit lines and nearby restaurants all just minutes away. Less than 1 hour to NYC. This property is located in the Suffern school district. **Floorplans, special features sheet and more information will be available**Coming soon!

72 Yorkshire Drive, Suffern

$499,930
3 Beds 3 Baths 1044696 MLS
Priced to sell is this rare opportunity to bring your vision to life and enjoy fantastic views overlooking the Hudson Valley right from your own wrap around deck! This home has so much to offer! Before stepping inside you will notice an oversized 2 car garage with a massive heated bonus area above for gym equipment or a hangout area. Step inside and the main level has the open concept throughout the kitchen, living room, and dining room. You can't miss the floor to ceiling windows in the main area that gives you beautiful views overlooking your big back yard and the Hudson Valley area. In the sunk in living room you will notice custom stone all around the pellet stove for those cozy evenings. the stove also heats the main level and loft area! This home also offers two bedrooms and a full bath on the main level. Walk upstairs to the open overlooking loft area and the views get even better! Upstairs in the loft also has another fireplace to use while watching snow fall across the Hudson Valley. The second floor has an area to make a small home office, an oversized third bedroom, and another full bath. The home doesn't stop there, it continues when you go downstairs into the finished walkout basement that has another living room with a beautiful pellet stove surrounded by brick, an additional storage room, full bathroom, and kitchen area. Endless possibilities for extended visitors in this home! A commuters dream being so close to I-84 and taconic parkway. Close to the Dutchess County rail trail and Appalachian trail, making weekend fun easy to do! This home has great potential to be your Hudson Valley retreat. Book your private showing before it's too late!

123 Stagecoach Pass, Stormville

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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.