Monroe-Woodbury Homes with Off Street Parking features

Welcome to the charming community of Monroe-Woodbury, nestled in the heart of Orange County, New York. This vibrant school district is renowned for its commitment to academic excellence and holistic student development. With a diverse range of educational programs, Monroe-Woodbury offers a nurturing environment for students from kindergarten through high school, ensuring they are well-prepared for future challenges. The district boasts dedicated educators, modern facilities, and a variety of extracurricular activities that foster creativity, leadership, and teamwork among students.

Families in Monroe-Woodbury will appreciate the community's strong sense of unity and the emphasis placed on parental involvement in schools. With a focus on both academic and social growth, children in this district benefit from a well-rounded education that prioritizes their individual needs and talents.

For those looking to settle in this picturesque area, you'll find homes equipped with the highly sought-after feature of off-street parking. This amenity not only provides convenience but also enhances the overall appeal of your living experience. Imagine coming home to a cozy abode where you can easily park your vehicle without the hassle of street congestion. Off-street parking is a coveted feature in Monroe-Woodbury, allowing residents to enjoy peace of mind and added security for their vehicles.

Whether you’re drawn to the excellent educational opportunities or the charming residential options, Monroe-Woodbury is a wonderful place to call home. Discover the perfect blend of community spirit and modern living in this beautiful corner of New York!

Newest Monroe-Woodbury Homes with Off Street Parking features

$379,900

3 Beds ⋅ 2 Baths ⋅ 1025633 MLS

Welcome to 25 Oreco Terrace, a home with the kind of comfortable layout that can fit many different chapters of life. Whether you are purchasing your first home, simplifying into one-level living, looking for a place to make your own, or considering an investment opportunity, this three-bedroom home offers a practical floor plan with plenty of flexibility. The main level includes a welcoming living room, an eat-in kitchen, three bedrooms, a full bathroom, and an additional half bathroom. The full basement offers additional usable space for storage, a workshop, exercise equipment, or other household needs. Outside, the deck and terraced backyard create distinct areas that accommodate many different types of recreation, gardening, entertaining, and relaxation. Conveniently located near shopping, schools, parks, and major commuter routes, 25 Oreco Terrace is ready for its next owner to make it home.

25 Oreco Terrace, Monroe

$360,000

3 Beds ⋅ 3 Baths ⋅ 1026625 MLS

New Pics! Welcome to easy, low-maintenance living in this beautifully maintained 3-bedroom, 2.5-bath condo townhouse offering 1,585 square feet of comfortable living space in a peaceful community. Wake up to tranquil views overlooking a picturesque lake and enjoy the perfect blend of privacy, convenience, and amenities. The bright and spacious layout features central air conditioning, generous living areas, and an ideal floor plan for both everyday living and entertaining. Outside, enjoy a quiet neighborhood with ample parking and exceptional community amenities, including a clubhouse, sparkling in-ground pool, and playground. With low monthly maintenance fees and low taxes, this home offers outstanding value. Conveniently located just minutes from Woodbury Common Premium Outlets, Greenwood Lake, restaurants, shopping, major highways, and everything the Hudson Valley has to offer, this is the perfect place to call home. Whether you're looking for your first home, downsizing, or seeking a weekend retreat, this move-in-ready townhouse checks all the boxes. Schedule your private showing today!

154 Eagleton Drive, Monroe

$619,000

4 Beds ⋅ 3 Baths ⋅ 1005875 MLS

Inspired by renowned architect, Walter Gropius, the "Bauhaus" living style is reflected by the use of glass and stream line structure. This work of art, unique in design, has an abundance of light, soaring ceiling & open floor plan. Features hard wood floors throughout, formal dining, living room with 8'x10' window & 12' ceiling. Seasonal views in this charming 4-bedroom, 2.5 bathroom home in Laurel Ridge, filled with original mid-century character. A massive, dramatic window frames old growth trees and winter lake views. The spacious layout features a primary suite on the upper level with three additional bedrooms on the first floor. A rare opportunity to own a home with preserved detail. Additional highlights include a screened-in porch surrounded by mature trees and a high-efficiency gas heating system installed in 2023. Conveniently located just one hour from NYC. Home is being sold as-is.

162 Fawn Hill Road, Tuxedo Park

$389,000

3 Beds ⋅ 1 Baths ⋅ 1019170 MLS

Welcome to 185 Oxford Road, Chester! •••••This charming 3-bedroom Ranch home is now available for $389,000. Offering 1,062 sqft of comfortable one-level living on a generous 0.95-acre lot in the Monroe-Woodbury School District, this 1952-built home has been freshly painted and is move-in ready. •••••The interior features an open floorplan with beautiful knotted hardwood flooring, cathedral ceiling, natural woodwork, recessed lighting, and a welcoming breakfast bar in the open kitchen. The kitchen is equipped with a cooktop, oven, refrigerator, washer, and dryer (with both electric and gas dryer hookups right in the kitchen). You'll also appreciate the bow window, casement and double-pane windows that fill the home with loads of natural light. •••••The unfinished basement provides plenty of storage, conveniently accessed using Bilco doors. Outside, the level, landscaped lot offers front and backyard space and is partly wooded for privacy. •••••Highlights include: • Brand New Boiler • Brand New Gravel Driveway • Entire House Painted and Refreshed • Central Air plus Ductless Cooling in the Living Room • Propane hot water baseboard heating system • 2 Drilled Wells • Septic system (pumped every 4 years) • 100-amp electric service •••••Located in the highly rated Monroe-Woodbury School District, this home has annual taxes of $6,831 (after STAR discount for primary home-owners). •••••This affordable, single-level Ranch home combines classic appeal with modern improvements and a spacious lot — ideal for comfortable living with room to enjoy the outdoors. •••••Discover the Perfect Blend of Peaceful Country Living and Modern Convenience •••••Escape to this serene rural retreat that offers the best of both worlds: a tranquil, private country setting paired with unmatched accessibility. Nestled in a quiet, picturesque location, this home provides a true sense of peace and privacy while placing everyday essentials and major transportation routes just minutes away. •••••A Paradise for Outdoor Enthusiasts This property is an outdoor lover’s dream. Step outside and immerse yourself in abundant recreational opportunities, with excellent hiking, cycling, and rollerblading right at your doorstep. World-class natural destinations surround you, including Goosepond Mountain State Park, Harriman State Park, and Bear Mountain State Park — all offering miles of scenic trails, stunning lakes, and breathtaking vistas. •••••Just minutes away, the renowned Heritage Trail awaits — a beautifully paved 19.5-mile multi-use path along the historic Erie Railroad corridor, stretching from Middletown to Harriman. Whether you enjoy walking, running, cycling, or rollerblading, this scenic trail delivers peaceful countryside views and year-round enjoyment. •••••Effortless Commuting & Everyday Convenience Commuters will love the easy access to major routes: • Less than 3 miles to Route 17 (The Quickway) • Just 4 miles to the Monroe Park & Ride at Twin Lakes • Approximately 8 miles to the New York State Thruway (I-87) • About 10 miles to the Harriman Metro-North train station •••••Whether heading into the Hudson Valley or New York City, commuting is seamless and efficient. Shopping, dining, top-rated schools, healthcare, and all modern amenities are conveniently close, allowing you to enjoy a relaxed rural lifestyle without ever feeling isolated. •••••This rare combination of peaceful country charm, endless outdoor adventures, and superior location makes this home an exceptional opportunity for those seeking tranquility without compromise. Welcome home to your perfect sanctuary. •••••Reach out for a private showing today and discover all that 185 Oxford Road, Chester has to offer !!

185 Oxford Road, Chester

$699,000

3 Beds ⋅ 2 Baths ⋅ 952720 MLS

Welcome to 205 High Street in the heart of Monroe, where timeless craftsmanship meets modern comfort in this truly one-of-a-kind Colonial located within the highly sought-after Monroe-Woodbury School District. Situated on a beautiful corner lot, this exceptional property offers a rare opportunity to purchase separately or together with the neighboring custom-built home at 23 Sweezy Place, originally designed to complement the home while providing additional living space and an impressive four-car garage. From the moment you arrive, the slate roof, covered rocking-chair front porch, side porch, and stunning woodwork and quarter-sawn tiger oak flooring set the tone for the home's warm, old-world charm. Inside, the custom gourmet kitchen is a chef's dream, featuring handcrafted pantry cabinetry, wood beams, a farmhouse sink, oversized island with storage, subway tile backsplash, wide plank aged flooring, spice racks, refuse drawer, custom-paneled refrigerator, breakfast nook, and a Viking dual-fuel range with four burners, grill, and double ovens. Entertain with ease in the formal dining room, inviting living room with a slate wood-burning fireplace, and the spectacular sunroom/mudroom showcasing custom stained glass and built-in cabinetry. The luxurious primary suite offers his-and-her closets, a private sitting sunroom filled with natural light. The bathroom has a spa-inspired marble bath complete with a soaking tub, oversized shower with five shower heads, porcelain vanity, and a custom six-foot medicine cabinet. Two additional bedrooms and beautiful oak doors throughout complete the second floor. Step outside to your own private resort featuring a heated gunite pool with hot tub, paver patio, outdoor kitchen with a Viking natural gas BBQ with 2 burners, outdoor shower with tankless water heater, fully fenced yard, and multiple patios spaces offer space for everyone. A wood-burning fireplace creates the perfect setting for relaxing poolside on cool evenings. The full basement provides endless possibilities, recreation space, or storage. Walk to the Village, located just moments from Mill Pond, charming village shops, restaurants, farmers markets, wineries, parks, and recreational amenities, this commuter-friendly location is approximately 50 miles from NYC and offers easy access to Routes 17, 84, and 87, Metro-North, NJ Transit, bus service, Stewart International Airport, and West Point. A truly rare offering combining character, luxury, and versatility—schedule your private showing today and don't forget to inquire about the neighboring property at 23 Sweezy Place.

205 High Street, Monroe

$1,299,000

4 Beds ⋅ 4 Baths ⋅ 1015235 MLS

New updates just completed: Fresh paint throughout and new pavers enhance the home’s curb appeal. HVAC upgrade prior to sale: The seller will professionally install a cooling HVAC system before closing. Secluded Trout Brook Estate: Expansive 5,700+ Sq Ft, 6-Car Garage, Ready for Multi-Gen Living and Entertaining. Nestled on nearly six private acres in the exclusive Trout Brook Estates, this expansive Colonial-style estate blends classic elegance with modern comfort. Built in 1993 and thoughtfully designed for multi-generational living and refined entertainment, the home offers generous space, lush privacy, and resort-style amenities. The property features a fully finished basement with a secondary kitchen, expanding living and entertaining options. This residence spans approximately 5,712 square feet and includes four bedrooms and four bathrooms. The traditional Colonial design is complemented by multi-level living areas, formal dining, a dedicated home office, and a flexible exercise/rec room. The addition of a fully finished basement with a secondary kitchen enhances hosting capabilities and provides a versatile space for guests, or recreation. Inside, cathedral ceilings, and three fireplaces add warmth and ambiance. The eat-in kitchen with granite counters remains ideal for daily meals and casual gatherings, while the spacious primary suite is complemented by well-appointed secondary bedrooms, all designed for comfort and convenience. Outdoor entertainment is highlighted by a private in-ground pool, expansive patio and porch, and a 6-car attached garage for ample storage and parking. The finished basement expands living or recreational space, offering additional options for fitness, entertainment, or quiet retreat. In total, the property combines substantial size with exceptional privacy, and it holds strong potential for future customization to suit evolving lifestyle needs. Located close to Monroe amenities, with easy access to major roadways for commuting, this home is less than an hour from New York City and near parks, nature trails, and outdoor recreation opportunities. See it, love it, own it—arrange your private showing and begin the next chapter.

16 Sunset Ridge, Monroe

$849,900

1010165 MLS

Premier office location. This impeccably-maintained victorian-style multi-use conversion is perfectly situated and set back on State Rt 32 with great visibility and off-street parking. Currently the first floor, 1200sf office includes multiple rooms, oak floors with mahogany inlays, 2 baths, conference room, waiting area, kitchen area and private office. The second floor is a 2 bedroom apartment, about 1000sf, all updated with long term tenancy in place. The wraparound front porch, fully ADA compliant, is surrounded by professionally landscaped grounds with easy maintenance. Located directly across from the Woodbury Police Station and minutes to all shopping and services, this ideal location is perfect for contractor, lawyer, doctor, professional services and more. Your turn to enjoy the convenience, great condition and location of this magnificent property. Arrange your personal tour today.

391 Route 32, Central Valley

$599,000

3 Beds ⋅ 2 Baths ⋅ 1006128 MLS

Welcome to this spacious raised ranch in the heart of Monroe, offering comfort, flexibility, and great outdoor living on a generous .72-acre lot. This well-maintained home features 3 bedrooms and 1.5 baths with approximately 1,748 sq ft of living space. The main level offers a bright and inviting layout with an eat-in kitchen complete with stainless steel appliances, a brick backsplash, double sink, ceiling fan, and charming beamed ceiling. Sliding glass doors lead right out to the deck—perfect for morning coffee or quiet evenings. The kitchen flows seamlessly into the dining room, creating an ideal space for gatherings. You’ll find a full bathroom, a primary bedroom, and two additional nicely sized bedrooms on the main level, along with a convenient laundry area. The lower level expands your living space with a second family room, an additional bathroom, and two bonus rooms currently being used as bedrooms. This level also includes a second laundry area, tiled flooring, extra cabinetry for storage, and a second refrigerator. Walk-out access leads directly to the backyard. Step outside to your private outdoor retreat featuring a large backyard with a heated in-ground pool, patio, and deck—ideal for summer entertaining. A storage shed adds even more convenience. Close to shopping, Woodbury Commons, walking distance to local golf courses, public transportation and less than 60 miles New York City. Making this home a commuters dream! A versatile home with plenty of space both inside and out—don’t miss this opportunity!

70 Bayberry Drive, Monroe

$599,900

4 Beds ⋅ 3 Baths ⋅ 1002053 MLS

Welcome home to 24 Summit Avenue, a masterfully restored 1931 Colonial that seamlessly blends classic architectural charm with modern, high-end luxury. Situated on a sprawling 0.40-acre lot in a highly desirable Harriman neighborhood, this turnkey residence offers the perfect footprint for modern living within the top-tier Monroe-Woodbury School District. First Floor - Chef's dream and cozy living space! Enter via the picture-perfect rocking-chair front porch, the ultimate spot for enjoying your morning coffee—and into an expansive, sun-drenched main level. High ceilings flow throughout the entire home, creating an immediate feeling of grandeur. Unwind in the inviting living room, featuring a gorgeous wood-burning fireplace that serves as the perfect focal point for cozy evenings. Just steps away, the heart of the home features a spectacular Chef's Kitchen, meticulously designed with a massive center island, gleaming quartz countertops, and premium stainless-steel appliances. The first floor also boasts premium ceramic tile flooring, a convenient powder room, and a dedicated laundry room designed for ultimate functionality. Second Floor - Private, restful sanctuary! Head upstairs to find beautifully configured living quarters featuring 4 generously sized, sunlit bedrooms and 2 full, spa-like bathrooms. The airy, high-ceiling design continues through the upper level, maximizing natural light and space. A full unfinished basement provides excellent storage or the perfect blank canvas to create a future recreation room, home gym, or workshop. At the end of the paved driveway is a detached 2-car garage, offering secure parking and excellent additional utility. Enjoy municipal water and sewer connections alongside an unbeatable location. You are just minutes from the New York State Thruway (I-87), Route 17, commuter transit, local parks, and world-class shopping at Woodbury Common Premium Outlets.

24 Summit Avenue, Harriman

$339,000

2 Beds ⋅ 1 Baths ⋅ 980324 MLS

Welcome to your new sanctuary in the sought-after Lake Sapphire subdivision of Monroe, New York. This charming two-bedroom, one-bathroom home serves as an ideal entry point for first-time buyers or a serene getaway for those seeking a vacation retreat within the prestigious Monroe-Woodbury School District. The interior boasts a vibrant open-concept design that centers around a stunning eat-in kitchen. This culinary space is anchored by a functional center island and finished with premium granite countertops and modern stainless steel appliances. For those cozy winter nights, the living area features a high-efficiency fireplace insert capable of heating the entire home, while central air conditioning keeps the space crisp and cool throughout the summer. Privacy is a hallmark of this property, offering a quiet escape from the hustle and bustle of daily life. While the home is tucked away in a private setting, residents enjoy deeded lake access maintained by the association, providing a wonderful way to enjoy the water just a short stroll away. The home is also equipped with a convenient washer and dryer setup to ensure a seamless living experience. Location is everything for the modern professional, and this property delivers by being situated just moments away from major highways. This proximity makes it a premier choice for commuters who want to enjoy the natural beauty of the Hudson Valley while maintaining an easy drive to work. Whether you are starting your homeownership journey or looking for a peaceful home base with community lake perks, this property offers an unbeatable combination of style, comfort, and convenience.

797 Forest Glen Road, Monroe

$259,000

2 Beds ⋅ 2 Baths ⋅ 983094 MLS

PRICED TO SELL - 2 Bed | 2 Bath | Top-End Unit | Monroe-Woodbury Schools | Stunning Views condo with some of the best views in the Lexington Hills community. Prime Location - Perfect for commuters and outdoor enthusiasts alike: 45 minutes to NYC by train (train station within walking distance), 55 minutes to NYC by car 10 min to Grocery/shop's New updates in the last 2 years 1) New Deck 2) New Roof & skylights 3) New water heater 4) New piping etc in the boiler room 5) New washer/Dryer 6) New AC's 7) updated bathrooms 8) New kitchen flooring Key points 1) Top floor end unit - great natural lighting, stunning views 2) Top floor - don't hear other people's footsteps all night 3) Parking - additional open spots in the parking lot across from us. 4) close to pool 5) close to entrance - easy to get in and out with snow. The HOA provides exceptional value by covering many major services, including: 1) Water 2) Exterior maintenance and repair 3) Trash removal 4) Snow removal 5) Landscaping Enjoy exclusive access to the community pool, clubhouse, tennis courts, and playgrounds

2 Lexington Hill Unit #12, Harriman

$650,000

3 Beds ⋅ 1 Baths ⋅ 978245 MLS

"High-Value Property – Exceptional Location, Endless Potential" Discover an exceptional investment opportunity in a highly sought-after area! This charming home sits on over half an acre of prime real estate, making it perfect for investors, builders, or anyone looking to secure a valuable asset. With its spacious lot and desirable location, this property promises not only immediate returns but also long-term growth potential. Don't miss your chance to invest in your future today!!

35 Peddler Hill Road, Monroe

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