Sleepy Hollow Real Estate Search

Sleepy Hollow Properties between $500,000 and $600,000 for Sale

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Newest Sleepy Hollow Properties between $500,000 and $600,000 for Sale

$600,000
4 Beds 2 Baths 1029961 MLS
A rare offering where timeless charm, refined design, and the beauty of the Hudson Valley come together. Set on more than four picturesque acres in Pine Bush, this impeccably renovated 4-bedroom, 2-bath Cape offers an exceptional blend of elegance, privacy, and modern comfort. Thoughtfully reimagined with meticulous attention to detail, the home showcases a stunning quartz kitchen with new appliances, beautifully renovated bathrooms, rich architectural character, and a warm wood-burning fireplace that creates an inviting atmosphere throughout. Every finish has been carefully selected to deliver a sophisticated yet comfortable living experience, making this home truly move-in ready. Beyond the residence, the expansive grounds provide a private sanctuary surrounded by natural beauty. Whether hosting unforgettable gatherings, cultivating gardens, enjoying outdoor recreation, or simply embracing the tranquility of the landscape, the possibilities are endless across more than four acres of scenic countryside. Perfectly positioned in the heart of the Hudson Valley, the property offers convenient access to Pine Bush's charming boutiques, acclaimed restaurants, wineries, farmers markets, parks, scenic hiking trails, and major commuter routes, providing an effortless balance of peaceful country living and modern convenience. Properties of this caliber, offering exceptional renovations, expansive acreage, and a sought-after Hudson Valley setting, are a rare opportunity. Experience a home where thoughtful craftsmanship, timeless elegance, and natural beauty create an extraordinary place to call your own. Schedule your private showing today.

80 Burlingham Road, Pine Bush

$579,900
2 Beds 2 Baths 1020207 MLS
Welcome to 65 Laurel Place! Nestled in a quiet neighborhood in the heart of Thornwood, this charming and move-in ready cape is waiting for you to make it your home! This adorable 2 bedroom, 2 bathroom house features the perfect blend of character and modern updates. Beautiful hardwood floors flow throughout much of the home, while the elegant arched doorways add timeless architectural charm. The updated bathrooms provides contemporary style and comfort. The primary master bedroom suite on the second floor has built-in shelving, and a small room that is being utilized as a walk-in closet in the hallway leading to the primary bedroom featuring high ceiling, built-in closets and a skylight. The primary bathroom also has a skylight. Enjoy outdoor living on the spacious deck overlooking the level easy to maintain fenced in yard. Ideal for relaxing or entertaining. The lower level of approximately 500 sq. ft. is not included in square footage offers extra bonus space with high ceilings, tile flooring and recessed lighting. The wall that is dividing the space can be taken down to open up the space. It is not a load bearing wall. This inviting home is full of warmth and appeal perfect for first time buyers, downsizers or anyone looking for a home with classic charm and modern conveniences. Close to shopping, schools, all major highways and you can walk to the train! Don't miss this wonderful opportunity to own this adorable cape and all that Mt. Pleasant has to offer!

65 Laurel Place, Thornwood

$529,000
1 Beds 1 Baths 1031104 MLS
Top-floor living, classic pre-war character,& approximately 900 square feet of living space come together in this sun-filled one-bedroom on Shore Road, complete with the convenience of an in-unit washer and dryer. A desirable southwest exposure fills the co-op with natural light & offers partial views of New York Harbor and the Verrazzano-Narrows Bridge. Parquet hardwood floors, 9-foot ceilings, & original pre-war details highlight the timeless appeal of this co-op. The apartment features a generous living room, an oversized bedroom, and one of the co-op's standout features—a large eat-in kitchen with a separate dining area, abundant cabinet space, new stainless steel appliances, and original cabinetry in excellent condition. A renovated windowed bathroom, built-in sleeve air conditioners, & excellent closet space complete this exceptional co-op. Monthly maint. is just $975. Building amenities include a fully equipped fitness center, private storage (subject to availability), a bicycle room, laundry facilities,& a live-in superintendent. Located directly across from the Narrows Botanical Gardens, you'll enjoy Shore Road's waterfront promenade, scenic bike paths, parks, & breathtaking sunsets just outside your door. Commuting is easy with convenient access to the NYC Ferry, express buses, and the R train. Bay Ridge's vibrant neighborhood offers an outstanding selection of restaurants, cafés, bakeries, specialty markets, boutiques, and dessert shops.

7119 Shore Road Unit #6H, Brooklyn

$539,000
3 Beds 3 Baths 1030776 MLS
Opportunity is knocking—make your dream of owning a lakefront home a reality! Built in 2011 with quality and longevity in mind, this meticulously maintained home features fully insulated 2x6 construction and a solid poured concrete foundation, making it ideal for year-round living. Offering 3 bedrooms and 2.5 bathrooms, the home combines comfort and functionality with a beautiful propane fireplace that adds warmth and ambiance. Unlike many seasonal lake properties, this home is designed to be enjoyed in every season. A propane powered generator and installed transfer switch provide peace of mind, no matter the weather. The spacious layout has comfortably accommodated gatherings of up to 10 guests, while the walkout basement provides private access and includes a secure cellar/bunker area for additional storage. Outside, you'll discover your own private lakeside retreat. Enjoy peaceful mornings and breathtaking sunsets from the expansive deck, relax on the patio or in the gazebo, or spend the day on the unique floating dock—no seasonal removal required. The property also includes an incredible electric-powered 10' x 12' floating dock, creating the perfect place to unwind on the water. With generous lake frontage and additional land offering potential for future expansion, this property is as practical as it is beautiful. Whether you enjoy fishing, swimming, kayaking, canoeing, paddleboarding, small boating, or simply floating on the lake, you'll find endless opportunities for recreation right outside your door. When you're ready to explore beyond the shoreline, you'll appreciate the area's abundance of outdoor activities, including hiking, hunting, antiquing, local festivals, and charming small-town events. The nearby East Branch is renowned for its world-class trout fishing, and the surrounding state lands provide thousands of acres for year-round adventure. Photos offer a glimpse, but nothing compares to experiencing the beauty, serenity, and exceptional quality of this property in person. This is the lake home you've been waiting for.

41 West Shore Drive, Deposit

$579,000
3 Beds 2 Baths 1023112 MLS
Escape to your own private retreat on 5.7 scenic acres in the heart of the Hudson Valley. Located within the highly acclaimed Warwick Valley School District, this beautifully maintained 3-bedroom, 2-bathroom home offers the perfect blend of peaceful country living, comfort, and accessibility. With 1,452 square feet of thoughtfully designed living space, the home's open layout seamlessly connects the living room, dining area, and kitchen, creating an inviting atmosphere for both everyday living and entertaining. A sun-filled three-season screened in porch overlooks the surrounding landscape, providing the perfect place to enjoy your morning coffee, or simply relax while taking in the tranquil views. Step outside to an expansive wraparound Trex deck, ideal for hosting family and friends, outdoor dining, or enjoying the natural beauty that surrounds the property. A long driveway, along with an additional parking pad, comfortably accommodates multiple vehicles, making it easy to welcome guests. A truly unique feature is the detached garage, professionally converted into a fully powered music studio. This flexible space offers endless possibilities as a recording studio, artist's workshop, home office, fitness studio, or hobby space. Recent updates provide added value and peace of mind, including: Roof 2022, Windows 2001, Whole Home Water softener, filtration, and UV purification system installed 2024, Updated bathrooms featuring new tile and a whole house generator. Just minutes from the vibrant Village of Warwick, residents enjoy one of the Hudson Valley's most desirable communities, known for its charming downtown, boutique shopping, award-winning restaurants, wineries, breweries, farm-to-table dining, orchards, farmers markets, hiking and biking trails, and year-round festivals. Whether it's apple picking in the fall, exploring nearby wineries, skiing at Mount Peter, or enjoying summer concerts on the village green, Warwick offers an exceptional quality of life just 60 miles from New York City with convenient access to major highways and commuter transportation. Whether you're searching for a full-time residence, a weekend getaway, or a property with space to pursue your passions, 103 Old Ridge Road presents a rare opportunity to own a private Hudson Valley retreat where comfort, versatility, and nature come together.

103 Old Ridge Road, Warwick

$585,000
3 Beds 3 Baths 1030324 MLS
Check out this Home! Welcome to Meadow Glen, Monroe's premier gated community, where luxury, comfort, and convenience come together in one exceptional home. This beautifully maintained and extensively upgraded largest-model end unit offers an abundance of natural light through 24 oversized windows, each enhanced with elegant Hunter Douglas Country Wood blinds, creating a bright and inviting atmosphere throughout. Designed for both everyday living and effortless entertaining, the spacious open floor plan features a dramatic two-story family room, formal living room, elegant dining room, and a gourmet kitchen equipped with Corian countertops, a breakfast bar, GE Profile stainless steel appliances, 42-inch cabinetry with convenient pull-out drawers, and a classic subway tile backsplash. Upstairs, the luxurious primary suite provides a peaceful retreat with a soaring cathedral ceiling, dual walk-in closets, and a spa-inspired ensuite bath featuring a frameless glass shower, large soaking tub and duel sinks. Two additional generously sized bedrooms, each with double closets, a full hallway bath, and the convenience of a second-floor laundry room complete the upper level. Rich hardwood flooring extends throughout both the first and second floors, adding warmth and timeless elegance. The fully finished walk-out basement significantly expands the living space with full-size windows, a sliding glass door leading to a private patio, a large recreation or media area, and additional storage—perfect for entertaining, working from home, or creating the ultimate family gathering space. Additional highlights include an attached garage with direct first-floor entry (no stairs), a double-wide driveway for ample parking, and a private outdoor setting rarely found in townhouse living. Residents of Meadow Glen enjoy resort-style amenities, beautifully maintained grounds, and a secure gated entrance, all while being conveniently located near shopping, restaurants, parks, major highways, and commuter transportation. This is a rare opportunity to own one of the most desirable homes in one of Monroe's most sought-after communities. Schedule your private showing today and experience the lifestyle you've been waiting for.

116 Barr Lane, Monroe

$525,000
2 Beds 1 Baths 1030044 MLS
Quintessential Catskills Retreat with Panoramic Rondout Reservoir Views and Pond on 17 Private Acres Hidden from the road at the end of a private drive amid refined country properties, this one-owner home offers a rare opportunity to own 17 private acres featuring fields, forests, small streams, a pond and wild blueberry bushes in one of the Catskills' most scenic settings. Overlooking the Rondout Reservoir, the property enjoys breathtaking, unobstructed views from nearly every room on the first floor, as well as from the spacious primary bedroom upstairs. Whether you're enjoying your morning coffee or relaxing at the end of the day, the ever-changing mountain and reservoir views provide an unforgettable backdrop in every season. Bordering protected New York City Department of Environmental Protection (NYC DEP) land along the full length of its rear property line, this exceptional property offers unmatched privacy with permanently preserved open space beyond your backyard. The peaceful setting is home to abundant wildlife, including bald eagles soaring over the reservoir, creating a truly remarkable connection to nature. Lovingly maintained by its original owners, this comfortable three-bedroom layout with one-bath reflects years of pride in ownership. A detached garage provides ample space for vehicles and all of your outdoor gear, including kayaks, canoes, fishing equipment, snowshoes, skis, and snowmobiles, making it easy to enjoy the area's endless four-season recreation. A separate hobby building near the road offers endless possibilities as a workshop, artist's studio, home office, or creative retreat. Minutes from the Rondout Reservoir, Red Hill Fire Tower, Peekamoose Blue Hole, and thousands of acres of protected Catskill Forest Preserve, this property is a paradise for outdoor and nature enthusiasts. Enjoy hiking, fishing, kayaking, hunting, wildlife watching, snowshoeing, and breathtaking fall foliage at your doorstep. Whether your passion is outdoor adventure or creative inspiration, this extraordinary setting provides the perfect canvas for artists, photographers, writers, and nature lovers alike. If you've been dreaming of the quintessential Upstate New York retreat, this is the one.

155 Messenger Road, Grahamsville

$599,000
1029764 MLS
A once-in-a-generation opportunity to create your dream home in the heart of Woodstock, the coolest small town in America. Nestled on 7 shovel-ready acres just moments from the vibrant village center, this exceptional property offers the perfect balance of privacy, natural beauty, and convenience. Steeped in local history, the land is one of the last remaining vacant parcels from an historic Woodstock farm that once stretched from the Saw Kill Creek to the slopes of Meads Mountain. Today, the parcel features a stunning open meadow framed by mountain views and bathed in natural light, providing an extraordinary canvas for your vision. Less than a 1/2 mile from the Village Green, the property is pending approval for a single-family residence with site plan approval, septic design, and municipal water available. Whether you envision a contemporary retreat, a timeless country estate, or a weekend escape, the groundwork has already been laid to bring your dream to life. Rarely does a parcel of this size and character become available so close to the center of Woodstock. Enjoy easy access to the village's renowned restaurants, galleries, music venues, and shops while savoring the peace and tranquility of your own private meadow beneath the iconic backdrop of Meads Mountain. Please note: This parcel has been recently subdivided. Current tax information and parcel identification reflect the parent parcel prior to subdivision. Appointment required.

Lot 2 11 Marions Way, Woodstock

$575,000
2 Beds 2 Baths 1029333 MLS
**The Cottage You Thought Only Existed in Storybooks.** Every once in a while, a home comes along that simply feels different. Hidden among towering trees and the gentle sounds of a meandering stream, this enchanting one-level cottage is the kind of place that invites you to slow down, breathe a little deeper, and remember what home is supposed to feel like. Wonderfully private, yet only minutes from shopping, restaurants and major highways, it offers the rare luxury of feeling worlds away while keeping everyday conveniences close at hand. Overflowing with warmth and character, the home welcomes you with engineered wood floors, sun-filled living spaces, skylights, and a cozy family room centered around a wood-burning fireplace with an electric insert. The charming three-season porch is destined to become your favorite room—perfect for morning coffee, afternoon reading or simply watching nature change with the seasons. Designed for easy one-level living, the home features a spacious primary bedroom with a beautiful bay window and custom California Closet, a generous second bedroom, two full bathrooms, inviting living and dining spaces, and a bright kitchen with solid wood cabinetry. Every room feels comfortable, welcoming and effortlessly livable. Step outside to a private patio overlooking a peaceful woodland setting where the property stretches beyond the stream to the distant tree line, creating an unexpectedly expansive retreat. Whether entertaining friends or enjoying the quiet soundtrack of birdsong and rustling leaves, you'll quickly understand why this property feels so special. Thoughtful improvements—including a whole-house generator, updated septic system/fields (2016), central air, digital thermostats, resealed driveway, attic storage, storage shed, and more—offer peace of mind while preserving the home's timeless charm. If you've been searching for the perfect alternative to condo living, where privacy replaces shared walls and nature replaces parking lots, you've just found it. **Some places are simply beautiful. Others make you wonder why you didn't find them sooner. This is your Shangri-La.**

12 Lakeview Drive, Yorktown Heights

$579,000
3 Beds 3 Baths 1029552 MLS
Set on the upper ridge of Brownell Road at 2,100 feet, this 36-acre property is a freshly renovated modern chalet with far-ranging mountain views -- completely rebuilt roof to foundation, inside and out. A wraparound Trex deck runs the full length of the home, framing 12 miles of layered ridgelines from every angle, with steps down to the meadow off the kitchen. The great room's gable end juts out over the view like the bow of a ship, with a cathedral ceiling, tongue-and-groove pine, two sets of windows, and a stone-tiled fireplace with reclaimed wood hearth and electric insert. The all-new kitchen is outfitted in black ZLINE appliances, subway-tile backsplash, an edgeless sink beneath the view, and a central island set under a reclaimed barnwood ceiling detail. The dedicated dining area is capped by dual bay windows. A full bath, two bedrooms, and a walk-in pantry with built-in shelving complete this level. Upstairs, the primary suite takes the entire second floor: oversized bedroom, walk-in closet, and an ensuite bath with black-fixture hexagonal tile, edgeless dual-sink vanity, and a glass-enclosed shower, plus a Juliet terrace over the great room and twin skylights. The basement holds a fully self-contained mother-in-law suite with its own stainless kitchen, tiled bath, laundry hookups, new Payne propane furnace and AC, 80-gallon water heater, and whole-house water treatment system, plus a potting room/workshop with mountain views and a dual-bay garage with epoxy floors and new openers. Outside: new roof, new chimney work, vertical and traditional vinyl siding, black windows with black-and-white trim. The 36 acres rise to a wooded hilltop laced with trails through mature pine forest, plus a three/four-season poet's cabin with electric, heat, and a composting toilet, alongside a reading shed tucked in the woods a stone's throw from the house. Every system in the home is new -- furnace, AC, water heater, water treatment, and well controls each in their own dedicated closet. A rare offering in Delaware County -- schedule your private showing today. (Please note: The large blue barn pictured in several photos is not part of this property.)

1534 Brownell Road, Bloomville

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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.