Monroe-Woodbury Homes with Views Lot features

Welcome to the Monroe-Woodbury School District, a vibrant educational community nestled in the heart of Orange County, New York. Renowned for its commitment to academic excellence and holistic student development, this district serves the charming towns of Monroe and Woodbury. With a diverse curriculum, dedicated educators, and a plethora of extracurricular activities, Monroe-Woodbury is dedicated to nurturing the next generation of leaders.

Families choosing to settle in this picturesque area will find themselves surrounded by breathtaking views and stunning landscapes. The homes in this region not only boast modern amenities but also feature lots that offer panoramic vistas, allowing residents to bask in the natural beauty that defines this part of New York. Imagine waking up to the gentle hues of sunrise over the mountains or enjoying a peaceful evening on your deck, soaking in the serene surroundings.

The Monroe-Woodbury School District is more than just a place to learn; it’s a community that fosters collaboration, creativity, and character. With a strong emphasis on preparing students for the future, the district offers a range of programs that cater to various interests and talents, ensuring that every child has the opportunity to thrive.

Whether you’re looking for a family home with stunning views or a peaceful retreat in a supportive community, the Monroe-Woodbury School District offers an ideal setting to create lasting memories. Discover the perfect blend of education, nature, and community living—where your dream home awaits!

Newest Monroe-Woodbury Homes with Views Lot features

$599,000

4 Beds ⋅ 3 Baths ⋅ 1043948 MLS

Welcome to 20 Amy Todt Drive, a spacious and beautifully maintained raised ranch-style home offering an ideal blend of comfort, functionality, and community living. With approximately 2,100 square feet of living space, this home features the convenience 4 bedrooms including a spacious primary suite with a private full bath and walk in closet with custom shelving The main level offers an inviting flow with hardwood floors, a large living room, formal dining room, and an updated kitchen featuring granite countertops and stainless steel appliances. Step outside to the screened-in rear deck — the perfect spot to enjoy your morning coffee, relax, or entertain while taking in the peaceful surroundings. The lower level adds even more flexible living space, including a comfortable family room/den, half bath, laundry room and storage spaces with convenient walk-out access. Flexible bonus room can be used as a workshop or hobby room. A two-car garage provides ample parking and storage. Located in a desirable lake community, residents enjoy access to the lake, beach, and playground, creating a wonderful setting for recreation and everyday enjoyment. Conveniently located near commuter routes, shopping, dining, and local amenities, this home offers both the tranquility of a residential community and easy access to everything Monroe has to offer. A spacious home, a desirable location, and a lake-community lifestyle — welcome home!

20 Amy Todt Drive, Monroe

$4,850,000

52 Beds ⋅ 25 Baths ⋅ 1044612 MLS

Rare 20-Property Rental Portfolio | Approximately 40 Parcels | Mountain Lodge Park Offered for the first time in decades, this unique portfolio includes 20 rental properties across approximately 40 parcels, concentrated within the Mountain Lodge Park community. Investors can acquire decades of accumulated ownership and capital investment in a single transaction. Numerous properties have received significant structural, mechanical, and cosmetic improvements, including newer roofs, heating systems, kitchens, baths, wells, siding, windows, flooring, and other upgrades. The portfolio offers established cash flow with additional upside through rent optimization, targeted renovations, rehabilitation of underutilized assets, and potential future use of additional land, subject to applicable approvals. The concentration of properties provides operational efficiencies rarely available in a portfolio of primarily single-family rentals. Convenient access to I-87, approximately 60–75 minutes to NYC, 10–15 minutes to Woodbury Common, 20–25 minutes to West Point, and 20–25 minutes to Stewart International Airport. 20 rentals. Approximately 40 parcels. Existing cash flow. Value-add potential. Decades of investment already completed.

Monroe

$599,900

4 Beds ⋅ 3 Baths ⋅ 1042727 MLS

Welcome to this expansive 4-bedroom, 2.5-bath Colonial nestled on a beautiful 3-acre lot in Highland Mills, NY. Offering over 2,250 square feet of living space, this home combines comfort, privacy, and convenience in a desirable Hudson Valley setting. The inviting main level features a step-down family room with wood burning fireplace, creating a warm and comfortable space for relaxing or entertaining. The updated kitchen is a standout, featuring granite countertops, stainless steel appliances, a center island, and ample cabinet space. Just off the kitchen, a spacious deck provides the ideal spot for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. A formal dining area, living room and convenient half bath complete the main level. Upstairs, you'll find four generously sized bedrooms, including a primary bedroom with a private ensuite bath. The three additional bedrooms offer plenty of flexibility for family, guests, a home office, or hobbies. This home also offers a full basement, providing abundant storage and potential for additional living or recreational space, along with a 2-car garage for parking and convenience. Set on three acres, the property provides plenty of room to enjoy the outdoors while maintaining easy access to nearby amenities. Woodbury Common Premium Outlets are just minutes away, offering premier shopping and dining. Major roadways such as Route 17, New York State Thruway (Route 87), and the Palisades Interstate Parkway are also conveniently accessible, with a train station less than 5 miles away making commuting throughout Orange County and beyond easy. With its voluminous interior, updated kitchen, primary ensuite, full basement, 2-car garage, deck, and expansive three-acre setting, this Highland Mills Colonial offers an exceptional opportunity to enjoy comfortable Hudson Valley living.

30 Pine Hill Road, Highland Mills

$969,999

4 Beds ⋅ 4 Baths ⋅ 1039045 MLS

Welcome Home to 42 Deangelis Drive in Monroe NY where you will find Exceptional Luxury Living in the Estates of Briarcliff. As you drive in to this upscale neighborhood you will find this impressive Brick Center Hall Colonial that offers over 4,000 square feet of beautifully designed living space, in addition a full unfinished basement providing endless potential for additional living, recreation, or storage space. From the moment you arrive, the home's stately curb appeal sets the tone. Inside, elegant architectural details blend seamlessly with comfortable everyday living. The expansive kitchen is the heart of the home, featuring stainless steel appliances, a generous center island, and a gas cooktop. The sunken living room offers warmth and character with a gas fireplace, while the formal dining room showcases beautiful tray ceilings. The main level also features a private library/home office and multiple rooms enhanced by French doors, creating both separation and an open, sophisticated flow. A three-car garage provides exceptional convenience and storage. Laundry room and powder room also conveniently located on the main level as well as a buffet area with an additional built in beverage cooler. In addition to the sweeping center hall staircase there is another set of stairs to the second floor located off the kitchen Upstairs, the luxurious primary suite is truly a retreat. The spacious bedroom features its own gas fireplace, a separate sitting area, and a total of 4 expansive custom designed closets. The spa-like primary bath offers a Jacuzzi tub, large tiled shower, two vanity areas and generous space designed for relaxation. Additional bedrooms are thoughtfully arranged, including two bedrooms connected by a Jack-and-Jill bath with a double vanity, plus a private guest bedroom with its own en-suite bathroom. The second-floor landing offers beautiful mountain views, adding a special sense of place to this exceptional home. The location is ideal for commuters and approximately just 5 miles to the train station and conveniently close to schools, shopping, restaurants, parks, and all that the Village of Monroe has to offer. The Village also offers a beautiful new park, ponds that have paths for walking, running, riding a bike and more including the Heritage Trail. Do Not miss out on a great opportunity to call this "Home".

42 Deangelis Drive, Monroe

$589,999

4 Beds ⋅ 2 Baths ⋅ 1037720 MLS

Welcome to 5 Columbia Circle, a turn-key raised ranch tucked inside the gated Highland Lake Estates community in Highland Mills. From the moment you arrive, this home delivers what most listings only promise: modern updates, real peace of mind, and a backyard that earns its keep. Four bedrooms plus an office/den give you room to live and work without compromise. Two full bathrooms, California Closets in every upstairs bedroom, Pella doors, and Andersen 400 Series windows reflect a home maintained with discipline, not shortcuts. The mechanicals back it up: hot water heater (2021), whole-house water softener and filtration system (2023), and an upgraded back deck (2019) built for those gorgeous Hudson Valley sunsets. Comfort and security are handled. A heated garage with its own thermostat means projects don't stop in January. A central-station monitoring system covers fire, burglary, low-temperature, and carbon monoxide, plus camera coverage for complete confidence. The fenced backyard and lawn sprinkler system round out a property that's genuinely move-in ready. Location is the quiet advantage here. The Metro-North Harriman station sits under 10 minutes away, with NYC roughly 50 miles and about an hour out via I-87 and Route 17. Woodbury Common Premium Outlets, grocery, and everyday essentials are a short drive down Route 32. Weekends open up fast: Harriman State Park and Bear Mountain for hiking, nearby golf, and local wineries and farms that make Orange County living what it is. Enjoy local access to the John P. Burk Memorial Pool, Earl Resevoir and Brickley Field as well for all your athletic enjoyment. This is the rare home where the big ticket items are already done and done right. All that's left is to move in, relax and watch the sun go down right off your back deck.

5 Columbia Circle, Highland Mills

$1,249,000

4 Beds ⋅ 4 Baths ⋅ 983984 MLS

GEOTHERMAL TECHNOLOGY!! UNRIVALED LUXURY DESIGN AND DISTINCTION! Set within an exclusive enclave of distinguished residences and BORDERING A FAIRWAY OF THE FALKIRK ESTATE AND COUNTRY CLUB, AND ADJACENT TO TOWN OWNED PROPERTY, this extraordinary custom-built estate redefines luxury living in the AWARD-WINNING Monroe-Woodbury Central School District. Designed for the most discerning buyer, this is not a typical home—it is a statement of craftsmanship, elegance, and architectural excellence. A STATE-OF-THE-ART GEOTHERMAL HEATING AND COOLING SYSTEM immediately distinguishes this exceptional residence—an advanced, forward-thinking luxury rarely found even among the finest estates. Quietly harnessing the earth’s natural energy, it delivers an unparalleled level of comfort with whisper-quiet operation, perfectly balanced temperatures in every season, and .SIGNIFICANTLY REDUCED HEATING COSTS! This sophisticated, environmentally conscious technology reflects a seamless fusion of innovation, sustainability, and refined living. Constructed with the finest materials and uncompromising attention to detail, the home further impresses with exquisite artisan millwork, rich hardwood flooring, custom cabinetry, and elegantly appointed stone finishes throughout. At the heart of the home, a breathtaking 2 STORY GREAT ROOM unfolds as a true architectural showpiece—defined by a striking antique chandelier, GORGEOUS FIREPLACE and DRAMATIC WALLS OF GLASS that flood the space with natural light. Thoughtfully designed to balance grandeur with warmth, this extraordinary setting offers an effortless flow for both intimate gatherings and large-scale entertaining, all while framing serene, picturesque views of the surrounding landscape. The chef’s kitchen is a true statement in both design and function—featuring professional-grade STAINLESS STEEL APPLIANCES, GRANITE countertops, an oversized center island, a PREMIUM INDUCTION COOKTOP, and a fully appointed BUTLER'S PANTRY designed for seamless entertaining. Formal and informal spaces blend effortlessly, including a gracious dining room and an ELEGANT OFFICE OR FIFTH BEDROOM ON MAIN LEVELl, privately set behind French doors. The upper level offers four generously proportioned bedrooms, including a thoughtfully designed Jack-and-Jill bath. The primary suite serves as a private sanctuary—an indulgent retreat featuring a spa-caliber bath adorned with premium stone, custom vanities, and designer fixtures, evoking the ambiance of a world-class luxury resort. A convenient UPSTAIRS LAUNDRY ROOM further enhances everyday living. The outdoor environment is masterfully curated where every detail has been thoughtfully considered. Expansive BLUESTONE PATIO, Belgium block curbing, create a refined and inviting atmosphere, while the FULLY EQUIPPED OUTDOOR KITCHEN with gas BBQ and custom FIRE PIT set the stage for unforgettable entertaining. Lush professional landscaping and a FULL LAWN SPRINKLER SYSTEM enhance the property’s natural beauty, while architectural drawings for a future in-ground pool present a rare opportunity to further transform this exceptional setting into a resort style retreat. Additional luxury appointments include COFFERED CEILINGS, bespoke architectural detailing, and a MASSIVEl WALK-OUT LOWER LEVEL (not included in sq. footage) offering endless possibilities for recreation, wellness, or extended living plus the inclusion of a full house alarm system. A rare and irreplaceable offering—crafted for those who expect nothing less than extraordinary—with convenient access to major highways, an easy commute to New York City, and close proximity to premier shopping including Woodbury Common Premium Outlets.

31 Greenwich Avenue, Central Valley

$999,000

5 Beds ⋅ 4 Baths ⋅ 1035894 MLS

7 Lake Avenue, Monroe, NY — A rare 1920 mini-estate blending classic Mediterranean architecture with exquisite Victorian flourishes. Spanning 3,758 square feet of interior living space across three finished stories (plus an additional 1,325 sq ft of outdoor space on the wrap-around deck and balcony off of the primary bedroom in addition to a full basement. This makes the gross total sq ft 5,083), this 5-bedroom, 3.5-bath residence has been masterfully updated to offer every modern luxury without sacrificing its historic charm. Hand-carved wood trim, hardwood floors throughout, and a cozy fireplace set a regal tone, leading to a chef’s kitchen with a butler’s pantry, a formal dining room, and an inviting sitting room. The primary suite serves as a true sanctuary, featuring a private balcony and an in-home spa complete with a jacuzzi, soaking tub, and sauna. The HVAC system is brand new and is still on warranty. Unrivaled Outdoor Living & Grounds Designed as the ultimate private getaway, the grounds feature an additional 1,325 square feet of outdoor living, anchored by a massive wrap-around deck. Step outside to a resort-style paradise complete with a plunge pool, separate jacuzzi, outdoor kitchen, two koi ponds, a tranquil stream, built-in seating areas, and beautiful lake views. Parking and storage are effortless with a 6-car heated garage plus a covered port under the deck. The area is complete with an outdoor kitchen. Land & Expansion Opportunity Situated on a lush 1.58-acre lot, the entire property enjoys deeded access to Lake Walton. The listed price includes the home and the primary 1.77-acre lot. Buyers also have the unique option to acquire the adjacent cleared parcel (1.77 acres currently) for an additional $250,000—creating an expansive 3.358-acre private estate compound. The cleared parcel will be set back to approximately 1.5 acres. Prime Location Located in one of Orange County’s most sought-after communities, Monroe offers the perfect union of nature and convenience. Just about one hour from NYC, residents enjoy top-rated school systems, vibrant small-town charm, and easy access to a rich selection of eateries, cafes, bars, and parks—with nature right at your doorstep.

7 Lake Avenue, Monroe

$760,000

4 Beds ⋅ 3 Baths ⋅ 1034922 MLS

Set on a beautifully landscaped lot with mountain views, this refined Colonial delivers space, light, and a smart, functional layout. This 4-bedroom, 2.5-bath Colonial (built in 2012) offers 2,740 square feet of beautifully proportioned space, plus a basement with high ceilings currently enjoyed as a home gym. Inside, the home balances elegance and comfort: a classic foyer entry, a coffered-ceiling living room anchored by a fireplace, a formal dining room, and a spacious family room for effortless everyday living. The heart of the home is the chef’s kitchen, featuring granite countertops, a center island, updated backsplash, and stainless-steel appliances, opening to a sunlit breakfast area that also works perfectly as a home office. Step outside to a large, newer composite deck, a wraparound porch and fully fenced backyard - your private setting for outdoor dining, relaxing, and entertaining. Upstairs, high ceilings elevate the retreat-like feel of the primary suite, complete with a spa-style bath with soaking tub and a separate shower finished with a glass barn-style door. Three additional spacious bedrooms, another full bath, and a dedicated laundry room complete the second level. Freshly painted, meticulously maintained, and set on a cul-de-sac close to shops, transit, and golf. This is one you’ll want to experience in person.

20 Tanyas Court, Monroe

$1,149,000

5 Beds ⋅ 3 Baths ⋅ 1020835 MLS

FINAL OPPORTUNITY — BEFORE IT BECOMES A RENTAL! The builder is giving buyers one final opportunity to own this exceptional new-construction with YEAR ROUND LAKE VIEWS before committing it to a rental. HOUSE AND PROPERTY OF THIS QUALITY, DRAMA AND CUSTOM FINISHES OVERLOOKING A LAKE IS A RARE FIND in this area! Just 60 minutes from New York City just beyond the northern Tuxedo border, this custom Colonial offers an exceptional blend of luxury, privacy, and natural beauty. The home is set on a peaceful property with YEAR ROUND VIEWS of Mombasha Lake and CLOSELY bordering protected state land—ensuring natural surroundings, and relaxing landscape. Designed for elevated living and entertaining, this residence features 4/5 bedrooms, 3 full baths, and a rare SIX-CAR GARAGE with dramatic 18-foot ceiling and a gas line installed--ideal for car collectors, creativity, or luxury storage. Walls with OVERSIZED WINDOWS bring the outdoors in, bathing the home in natural light and stunning lake views. The extensive covered porch offers the addition of more entertaining space or quiet enjoyment. The MAIN LEVEL offers 10-FOOT CEILINGS and an artfully designed GREAT ROOOM has a soaring 20-FOOT CEILING, massive STONE WOOD-BURNING FIREPLACE and seamless indoor-outdoor flow. Anchoring the home is a CUSTOM WHITE OAK AND SATIN IRON STAIRCASE SPANNING FOUR LEVELS, a dramatic architectural statement that rises gracefully through the space and sets the tone for the home’s refined design and craftsmanship. The chef-caliber kitchen is a statement piece, featuring a 5x10-FOOT QUARTZ ISLAND, custom cabinetry, 48-INCH PROFESSIONAL EIGHT BURNER DOUBLE-OVEN RANGE, STAINLESS STEEL APPLIANCES, and a built-in wine cooler—perfect for both intimate dinners and large-scale entertaining. The formal dining room, elegant living room, full bath, and a flexible den or private office (optional fifth bedroom) offer versatility for guests, work, or multigenerational living. A full bath completes the main level. UPSTAIRS 9-FOOT CEILINGS frame four spacious bedrooms, and additional full bath. A BONUS ROOM EXCEEDING 1,300 SQUARE FEET can be finished presenting endless possibilities—media lounge, fitness studio, guest suite, or work-from-home refuge. The primary suite is a true haven, offering a luxurious bath with RADIANT HEATED FLOORS, OVERSIZED SHOWER WITH BODY JETS AND CEILING MOUNTED RAIN SHOWER WITH INTEGRATED BLUETOOTH SPEAKERS AND LED LIGHTS, therapeutic whirlpool tub, heated towel bar, a SEPARATE STEAM/DRY SAUNA, and sliding doors that open to a JULIET BALCONY. There is a fourth level with an abundance of storage and a TREMENDOUS ROOF TOP TERRACE. Here, lake and mountain views stretch endlessly—an extraordinary setting for sunrise reflections or sunset cocktails. The EXPANSIVE BASEMENT ADDS ANOTHER 2,000 SQUARE FEET, with endless possibilities for a creative retreat, home theater, wellness studio, or space where imagination can run free. More than a home, this is a place to create lasting memories and moments of joy—a sanctuary where every day feels like a retreat. Located within the Monroe-Woodbury School District, this home offers the rare opportunity to experience resort-level living, complete relaxation, and architectural distinction—all within easy reach of New York City. LARGE DECK OR PAVER PATIO WILL REPLACE THE TEMPORARY STEPS TO BACKYARD. AMENITIES LIST IN DOCUMENTS!

133 W Mombasha Road, Monroe

$900,000

4 Beds ⋅ 2 Baths ⋅ 997767 MLS

Rare opportunity to purchase this gorgeous property that consists of 3 homes nestled on 3.5 beautiful acres. The main Colonial residence has been gutted and will need to be renovated/rebuilt, however, you can live in one of the additional two residences while you renovate! The 2nd residence called the “stone cottage” has 2 fieldstone fireplaces, a full kitchen, a vaulted ceiling in the bedroom, a washer/dryer, and a full bath. The 3rd residence is called the “white cottage” and sits atop the highest point on the property. This charming cottage has 2/3 bedrooms, a large kitchen, a full bath, and a new 400 sq ft Trex deck with custom railings that is totally private to enjoy the 3.5 acres of trees and woods. Perfect opportunity to rent out the additional homes and have the property pay for itself. The property has all this to offer, stone walls surrounding the compound, 50,000-gallon custom built gunite in-ground pool with glass tile, patios overlooking the gorgeous park-like grounds, and a tennis/pickleball/basketball sports court. All this and you also have lake rights and the property is located in the sought after Village of Monroe near Mill Pond with Monroe-Woodbury Schools. Fantastic commuter location, close to restaurants, quaint boutiques, farmers markets, wineries, shopping, state parks, 50 miles to NYC, near 84, 87, 17, Metro North/ NJ Transit & buses to NYC, Stewart & West Point. Schedule to see it now, this one will not last. Owner open to creative offers and/or partnering on renovation and sale!

651 Lakes Road, Monroe

$50,000

1010824 MLS

Rare Walton Lake opportunity in Monroe. Private lakefront bay/access area with beautiful water views, concrete landing/patio area, and direct lake access. Ideal setting for relaxing by the water, launching a kayak, or enjoying the peaceful lakefront surroundings. Convenient Monroe location near local amenities. Buyer to verify lot size, ownership rights, lake rights, permitted uses, zoning, taxes, and any ability to improve or build.

lakes rd, Monroe

$824,000

5 Beds ⋅ 3 Baths ⋅ 1004118 MLS

On Zillow the virtual 3D tour you can find it by facts and features, 8 Allaway Crescent - 4,231 SQ FT + Full Unfinished Basement 4,231 SQ FT + Full Unfinished Basement | 5 Bedrooms Upstairs | Upstairs Laundry | Main Floor Bedroom + Full Bath | Mountain Views, Welcome to 8 Alloway Crescent. This 4,231 square foot home offers functional layout and impressive scale, plus a full unfinished basement ready for your vision. Main Level You enter through a big, wide foyer with hardwood flooring extending throughout the main level. Dining Room: To the right of the foyer is a big dining room with ample space for entertaining. Living Room: To the left of the foyer is a nice, big living room, well suited for formal seating or quiet conversation. Family Room: The beautiful big family room is open to the kitchen and open to the dinette area, accommodating large furniture arrangements and everyday living. Dinette: Adjacent to the kitchen, there is beautiful space for a dinette with room to put a table. This area has a walkout to the deck and access to the beautiful views. Kitchen: The big kitchen features a large center island, marble countertops, two sinks, abundant cabinetry, and stainless steel appliances. The layout flows directly into the family room and dinette for ease of daily use and hosting. Main Floor Bedroom & Full Bath: The main level includes a den or bedroom plus a full bathroom. This provides flexibility for guests, a home office, or multi-generational living. Garage & Views: A two-car garage is accessed from the main level. Beautiful scenery and views are visible from multiple rooms. Second Level Primary Suite: The master bedroom features a cathedral ceiling and beautiful mountain views. The en-suite bathroom includes a combined soaking tub with jetted jacuzzi, dual vanities, and a stall shower. A walk-in closet is included. The second bedroom is connected to the master with open doors. This layout works well as a baby room, office, or additional bedroom. The third bedroom is a nice size bedroom with closet space. The fourth bedroom is a nice size bedroom with closet space. Fifth Bedroom / Bonus Room: functions as a bonus room and provides additional flexibility for use as a bedroom, playroom, or media room. Laundry is located upstairs for convenience, near the bedrooms. Hall Bathroom: A full hall bathroom serves the additional bedrooms. Additional Levels Walk-Up Attic: A finished walk-up attic is accessed from the second floor and includes a window. The space is suitable for storage, studio, or playroom use. The home includes a full unfinished basement ready for future build-out. Key Specifications: 4,231 Sq Ft Above Grade | Full Unfinished Basement | 6 Total Bedrooms, 5 Upstairs | Upstairs Laundry | Main Floor Bedroom + Full Bath |2-Car Garage | Cathedral Ceiling in Primary | Walk-Up Attic with Window | Mountain Views

8 Alloway Crescent, Highland Mills

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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.