Homes for Sale near Monroe-Woodbury High School

/18
$2,399,000
- Land
- 7 Acres
- $346,176 per Acre
56-58 Still Rd, Monroe, NY 10950

Prime 6.93-Acre Development Opportunity in Monroe, NY – Orange County’s Largest Available SitePresenting a rare and exceptional opportunity to acquire a 6.93-acre development parcel in the heart of Monroe, NY — the largest available site in the area. Zoned SR-20, this expansive property offers a wide range of permitted residential and community uses, making it ideal for developers seeking

Jon Cohen Skyline Real Estate Partners

56-58 Still Rd, Monroe, NY 10950
/44
$590,000
- 4 Beds
- 1.5 Baths
- 1,752 Sq Ft
27 Dorothy Dr, Monroe, NY 10950

Discover your dream home with this stunning one-of-a-kind property! Nestled in a prime location, this house boasts a beautiful kitchen perfect for culinary enthusiasts, ample space for family gatherings, and unique features that set it apart. Don’t miss the opportunity to make this exceptional residence your own—schedule a viewing today and experience the charm for yourself!

Shimon Weber Flag Realty Group

27 Dorothy Dr, Monroe, NY 10950
/3
$119,000
- Land
- 1.00 Acre
- $119,000 per Acre
0 St Georges Ave Unit KEY874110, Monroe Town, NY 10950

Rare Opportunity! Lot ready to build + Potential to subdivide! This lot has road frontage to Sunset Terrace & St George Ave! Needs engineering for sewer approval. Great commuter location! Perfect fit for any Homeowner-to-be - Builder - Investor or anyone looking for a Great Buy!

Nathen Singer MK Realty Inc

0 St Georges Ave Unit KEY874110, Monroe Town, NY 10950
/37
$585,000
- 4 Beds
- 2.5 Baths
- 2,040 Sq Ft
78 Pickerel Rd, Monroe, NY 10950

Welcome to this charming Colonial set in the desirable Trout Brook ll subdivision of Monroe. This lovely home offers the perfect balance of privacy and convenience—just minutes to local shops and the village, and a short 10–15 minute drive to all major highways. Plus, you're only an hour from NYC, making it ideal for commuters or weekend getaways. Outdoor enthusiasts will love the close proximity

Dylan Piazza Howard Hanna Rand Realty

78 Pickerel Rd, Monroe, NY 10950
/43
$474,900
- 4 Beds
- 2 Baths
- 1,344 Sq Ft
16 Robyn Dr, Monroe, NY 10950

Welcome to this beautifully maintained Cape Cod-style home offering 4 spacious bedrooms and 2 full bathrooms, perfect for growing families or those seeking flexible living space. Step inside to find a warm and inviting layout with sun-filled rooms and hardwood floors. The main level features a bright living room, a kitchen with ample cabinetry and modern appliances. Two bedrooms and a full

Bradford Lewis Keller Williams Realty

16 Robyn Dr, Monroe, NY 10950
/13
$339,000
- 2 Beds
- 1 Bath
- 912 Sq Ft
107 Highland Ave, Monroe, NY 10950

This cozy ranch is offering a great size living room, spacious kitchen with granite countertops, 2 bedrooms and a full bathroom. It has almost 0.5 acres with in ground pool and spacious level backyard. Minutes for all the shopping, Woodbury Outlets Mall, NYC buses and trains plus major highways.

Anita S. Cristiano HomeSmart Homes & Estates

107 Highland Ave, Monroe, NY 10950
/31
$569,000
- 5 Beds
- 4 Baths
- 2,504 Sq Ft
19 Hilltop Place, Monroe, NY 10950

This home is a true Mother daughter home and it can be legally rented as a two family property. Perfect for a big extended family that want to live next to each other or for investors who are looking for great rental income from the 2 units. The main level of this property consists of 4 bedrooms and 3 full baths. The kitchen has granite counter tops, stainless steel appliances and a large island

Anita S. Cristiano HomeSmart Homes & Estates

19 Hilltop Place, Monroe, NY 10950
/18
$140,000
- 3 Beds
- 2 Baths
- 980 Sq Ft
9 Lily Ct, Woodbury, NY 10930

Discover comfort and convenience in this well-maintained 3-bedroom, 2-bathroom +bonus room, mobile home with a fenced in rear yard. Located in the highly sought-after Monroe School District. This home offers a spacious and open layout, perfect for modern living. The primary suite features an en-suite bathroom for added privacy, while the additional bedrooms provide ample space for family, guests,

Ivan Carvalho Exit Realty Connections

9 Lily Ct, Woodbury, NY 10930
/48
$875,000
- 4 Beds
- 3.5 Baths
- 3,929 Sq Ft
7 Gabriels Dr, Chester, NY 10918

Don’t miss this opportunity to own a beautifully designed Colonial on 3.9 acres in a child-safe cul-de-sac, built with craftsmanship, comfort, and connection to nature in mind. Offering 3,929 sq ft of living space across 10 well-appointed rooms, this 4-bedroom, 3.5-bath home is very well maintained and features a spacious kitchen with granite countertops and stainless steel appliances—perfect for

Chaim Weiss Exit Realty Venture

7 Gabriels Dr, Chester, NY 10918
/48
$1,099,000
- 4 Beds
- 2.5 Baths
- 2,722 Sq Ft
5 Gabriels Dr, Chester, NY 10918

Exquisite Colonial Estate: Timeless Grandeur Meets Modern LuxuryNestled gracefully on a private cul-de-sac amidst meticulously manicured grounds, this sprawling Colonial estate offers an unparalleled blend of classic elegance and contemporary comfort. From the moment you approach the stately wrought-iron fenced property and enter through the grand foyer, you are greeted by a magnificent staircase

Beth Palma Keller Williams Realty

5 Gabriels Dr, Chester, NY 10918
/49
$759,000
- 5 Beds
- 3.5 Baths
- 2,462 Sq Ft
8 Clinton Ct, Monroe, NY 10950

Live the lakefront lifestyle in this beautifully renovated 5-bedroom, 3-bath home on a peaceful cul-de-sac in Monroe’s Pine Tree Beach community. Enjoy direct access to Pine Tree Lake for kayaking, fishing, and ice skating. The spacious interior features a chef’s kitchen with quartz countertops and lake views, formal dining with wet bar, and multiple living areas perfect for entertaining.

Moses Zwiebel MS Realty Group USA, Inc

8 Clinton Ct, Monroe, NY 10950
/33
$799,000
- Land
- 15 Acres
- $52,428 per Acre
0 Rye Hill Rd Unit KEY866644, Monroe Town, NY 10950

Beautiful piece of property with plenty of road frontage on Rye Hill Rd. to build a lovely home. Currently zoned RR-1.0AC. The owner does not have a survey and is unsure if the property can be subdivided. There are not any documents available for this lot. All offers will be considered, but no contingencies will be accepted. This property is being sold with two additional lots, both located at

Lynda Hoss Weichert Realtors

0 Rye Hill Rd Unit KEY866644, Monroe Town, NY 10950
/43
$899,000
- 4 Beds
- 2.5 Baths
- 2,668 Sq Ft
15 Prestwick Dr, Monroe, NY 10950

PRESTWICK ESTATES! Prime location meets elegance and quality. this home has it all, Large rooms, open, spacious and bright. Beutiful kitchen, All granite counters, thick, solid oak floors, enough windows that allows natrual light to enter, full walkout basement,(unfinished) with many potential, amazing landscaping, A lot of PRIVACY ABOUND all around the property.Come see for yourself.

Chaya Weiss Master Realty Group Inc.

15 Prestwick Dr, Monroe, NY 10950
/35
$1,700,000 Open Sun 12PM - 2PM
- 10 Beds
- 6.5 Baths
- 3,512 Sq Ft
17 Bonnie Brook Rd, Monroe, NY 10950

Over 20 sprawling acres with serene life, pond frontage, this is a true sanctuary. Located in Monroe-Woodbury this unique property offer two distinct residences and a spacious barn, providing endless possibilities. House 1: Contemporary Modern originally built in 1965. The first home boasts a generous 3,500+ sq ft of premium living space. Designed with a flexible layout, the home features two

Pamela Henning Keller Williams Hudson Valley

17 Bonnie Brook Rd, Monroe, NY 10950
/31
$415,000
- 3 Beds
- 2 Baths
- 1,733 Sq Ft
25 Laura Rd, Monroe, NY 10950

You have to see this adorably renovated Monroe home with mother-daughter potential. The flexible layout is perfect for providing flexibility for multigenerational living or an additional source of rental income. The possibilities are endless! Upon entering the home, you'll be greeted by a well-lit living area that is perfect for all your gatherings or simply unwinding in the evening. The

Dennis Clark Howard Hanna Rand Realty

25 Laura Rd, Monroe, NY 10950
/21
$799,000
- 2 Beds
- 2 Baths
- 2,146 Sq Ft
102 Cedar Cliff Rd, Monroe, NY 10950

Beautifully crafted home with hardwood floors, stone fireplace, and original fixtures. Needs some TLC, but you’ll love it! The beautiful setting will steal your heart. There are 2 stone pillars that mark the driveway entrance, a wide step leading into a covered front porch surrounded by amazing mature trees and shrubs, and a newer roof. This home has a comfortable and private country-like

Lynda Hoss Weichert Realtors

102 Cedar Cliff Rd, Monroe, NY 10950
/35
$399,000
- 2 Beds
- 1 Bath
- 1,484 Sq Ft
576 Bull Mill Rd, Chester, NY 10918

A fantastic opportunity for investors or future homeowners! This well-maintained 3-bedroom, 2-bath home is set on a large, flat lot in a quiet, nature-filled neighborhood and offers strong rental potential with long-term flexibility. Inside, you’ll find a spacious living room, formal dining area, kitchen, and comfortable layout ideal for everyday living. Recent updates include fresh interior

Lazar Schvimmer Blooming Realty

576 Bull Mill Rd, Chester, NY 10918
/31
$669,900
- 4 Beds
- 3.5 Baths
- 3,092 Sq Ft
36 Pinehurst Cir, Monroe, NY 10950

Mansion Ridge is located in one of the region's most scenic and dramatic areas...this "Morningside" model overlooks the 6th hole on a world class Jack Nicklaus Signature Golf Course. Premier location within the complex with golf and mountain views. This home has been totally redone and is like brand new. Just place your furniture and make this home yours. Beautifully appointed and shows to

Meryl Bernstein Weichert Realtors

36 Pinehurst Cir, Monroe, NY 10950
/23
$1,350,000
- 6 Beds
- 5.5 Baths
- 4,171 Sq Ft
18 Pullman Route, Monroe, NY 10950

Unparalleled Future Luxury in Woodbury Junction.Welcome to your future dream home in the prestigious Woodbury Junction! This to-be-built, almost 4000 sq ft colonial-style residence offers wall-to-wall quality and top-notch finishes. Upon completion, you will be greeted by a grand foyer leading to an elegant dining room that is open to a spacious living room. Imagine an expansive kitchen

Joel Jeremias eRealty Advisors, Inc

18 Pullman Route, Monroe, NY 10950
/42
$999,000
- 8 Beds
- 4 Baths
- 3,400 Sq Ft
180-184 Pine Tree Rd, Monroe, NY 10950

Discover an exceptional opportunity at 180-184 Pine Tree Road! This property features two houses on a single lot, making it ideal for living renovated house at 180 Pine Tree Rd, and collecting rent from the next house at 184 Pine Tree Rd, or it can be bought for a great investment! Upon entering the first house at 180 Pine Tree, you'll be greeted by a nicely renovated house in mid-2022 and a

David Kraus MK Realty Inc

180-184 Pine Tree Rd, Monroe, NY 10950
/50
$2,800,000
- 16 Beds
- 11 Baths
- 7,511 Sq Ft
10 Damien Ct, Chester, NY 10918

Don't miss this incredible opportunity to own 10 & 12 Damien Court, two stunning custom homes being sold together on nearly 6 acres of beautifully landscaped grounds located on a peaceful cul-de- sac of Chester.Together offering 16 bedrooms and 11 baths, these homes are perfect for multigenerational living, extended families, or investment potential. Enjoy gourmet eat-in kitchens, private suites,

Elimelech Kremer MS Realty Group USA, Inc

10 Damien Ct, Chester, NY 10918
/50
$1,599,900
- 4 Beds
- 4.5 Baths
- 5,142 Sq Ft
221 Smith Clove Rd, Highland Mills, NY 10930

Welcome to a truly rare offering in Highland Mills, just moments from the prestigious Falkirk Estate and Country Club. This exceptional property brings the presence and sophistication of a Westchester and Bergen County home to the heart of Orange County—a distinction not often found in this region. Set on 6.5 lush, private acres, this 5,140+ square foot estate was thoughtfully built by the

Rosalie Cook Weichert Realtors

221 Smith Clove Rd, Highland Mills, NY 10930
/34
$1,050,000
- 4 Beds
- 5 Baths
- 3,575 Sq Ft
27 Catskill High Rail, Monroe, NY 10950

STUNNING HOME- HOT LOCATION- BREATHTAKING VIEWS - HUGE RENOVATED HOUSE - MOTIVATED SELLER -READY TO MOVE IN - EXCEPTIONAL PRIVACY -***BACK TO BACK WITH THE HUGE NEW #MAGA MALL WITHOUT AFFECTING PRIVACY*** Welcome to your dream home, where luxury meets tranquility! This remarkable property boasts stunning views and an unparalleled level of privacy, making it the perfect retreat. Nestled in a

Joel Basch eRealty Advisors, Inc

27 Catskill High Rail, Monroe, NY 10950
/49
$1,495,000
- 4 Beds
- 2.5 Baths
- 2,900 Sq Ft
421 Spring St, Monroe, NY 10950

Introducing The Spring Hill House, a rare gem in the heart of Monroe, a short stroll to Kiryas Joel Gate shopping & conveniences. Set on 2.6 serene, park-like acres, this Queen Ann estate, offers both a grand main house & a potential accessory home. The elegant interior boasts a custom kitchen w/ luxurious marble & onyx backsplashes & countertops hardwood floors, formal dining room, living room,

Harry Donofrio Town and Village Real Estate

421 Spring St, Monroe, NY 10950
/31
$1,199,900
- 4 Beds
- 5 Baths
- 4,624 Sq Ft
16 Lori Ln, Chester, NY 10918

Indulge in luxury living at this resort-style residence in Chester, NY, within the prestigious Monroe Woodbury School District. Set on a tranquil cul-de-sac, this home graces one of MW Schools' most beautiful streets. Crafted with precision by Paul Janus Building Arts, custom millwork, arched windows, and detailed moldings evoke the charm of Westchester and Bergen County homes. From the

Randolph Rogers eXp Realty

16 Lori Ln, Chester, NY 10918
/27
$799,000
- 4 Beds
- 2.5 Baths
- 2,600 Sq Ft
2 Lakes Rd, Monroe, NY 10950

This property is a rare find that merges tranquility with convenience, promising a balanced lifestyle. Act now to personalize this home and make your lake-living dream a reality! Discover your dream home on Lakes Rd in scenic Monroe, NY. This brand-new, custom-built house boasts an impressive 2,600 sq ft of living space with 4 bedrooms and 2.5 bathrooms, perfect for growing families or those

Frank Golio Howard Hanna Rand Realty

2 Lakes Rd, Monroe, NY 10950
/27
$849,900
- 4 Beds
- 2.5 Baths
- 2,600 Sq Ft
1 Lakes Rd, Monroe, NY 10950

This property is a rare find that merges tranquility with convenience, promising a balanced lifestyle. Act now to personalize this home and make your lake-living dream a reality! Discover your dream home on Lakes Rd in scenic Monroe, NY. This brand-new, custom-built house boasts an impressive 2,600 sq ft of living space with 4 bedrooms and 2.5 bathrooms, perfect for growing families or those

Frank Golio Howard Hanna Rand Realty

1 Lakes Rd, Monroe, NY 10950
/9
$389,000
- Land
- 0.74 Acre
- $525,676 per Acre
0 Hallock Ct, Woodbury, NY 10930

Explore a new neighborhood in Highland Mills with just eight exclusive lots on a private cul-de-sac. Enjoy tranquility and convenience in this sought-after area. Collaborate with expert builders to create a home that suits your taste with various layouts and finishes.Neighborhood Highlights:Private Cul-de-sac: Enjoy peace and limited traffic.Spacious Lots: Plenty of room to design your dream

Avi Samet Avion

0 Hallock Ct, Woodbury, NY 10930
/49
$799,000
- 6 Beds
- 3.5 Baths
- 3,439 Sq Ft
97 Ludlam Rd, Monroe, NY 10950

Are you looking for an easy summer home where you can host and relax in privacy yet stay close by? Located on a quiet road, This house features six bedrooms including 18 beds! Also has an additional detached double garage for your potential. Enjoy the fully private backyard featuring lush greenery, Amish made playset with a gated Olympic size pool. Also a separate pool house for changing, shower

Avi Samet Avion

97 Ludlam Rd, Monroe, NY 10950
/36
$1,100,000
- 4 Beds
- 3 Baths
- 2,764 Sq Ft
314 Harriman Heights Rd, Harriman, NY 10926

Attention old house buffs, home office professionals, organic garden hobbyists, & extended families. Total finished sq ftge is 4800 not including finished basement in the house. It is worthwhile to see this circa 1800's carriage house home sits on over 3 acres of privacy and has many original details. The interior features 4 bedrooms, an original stone fireplace in one of the bedrooms, an open

Naomi Streicher Q Home Sales

314 Harriman Heights Rd, Harriman, NY 10926
/20
$350,000
- 0.5 Baths
- 2,100 Sq Ft
11 Orange Turnpike, Tuxedo, NY 10975

This unique property offers endless possibilities for those with vision and creativity! Originally an old church, it is situated on 2.8 acres of land, just a stone's throw away from the charming Village of Tuxedo Park, schools, train station, bus station, Woodbury Commons, and all major highways. Zoned for single family residential use, this blank canvas is ready for renovation and can be

James Ascione Keller Williams Realty

11 Orange Turnpike, Tuxedo, NY 10975
/27
$639,000
- 4 Beds
- 3 Baths
- 2,048 Sq Ft
71 Fawn Hill Rd, Tuxedo Park, NY 10987

Motivated sellers and reduction of price from $680,000 to $639,000! Exquisitely updated 4 bedroom, 3 bathroom ranch in prestigious Laurel Ridge development in Tuxedo, NY. This residence provides a private, serene retreat while maintaining convenient train and bus access to metropolitan amenities. A newer gourmet kitchen (2022) features contemporary finishes and premium appliances. The kitchen and

Jodi Caliciotti Terrie OConnor

71 Fawn Hill Rd, Tuxedo Park, NY 10987
/37
$510,000
- 3 Beds
- 2.5 Baths
- 1,671 Sq Ft
87 Barr Ln, Monroe, NY 10950

Beautiful Townhouse Style Condo located in the sought after Meadow Glen of Monroe. This 3 bedroom condo offers 3 levels of living. Entry foyer leads to stairs to formal living room and gorgeous eat in kitchen with new stainless steel appliances , Master bedroom suite with private bath, 2 additional bedrooms , 1 car Garage, all town services and close to all major highways for commuting

Kathleen Milich RE/MAX Benchmark Realty Group

87 Barr Ln, Monroe, NY 10950
/21
$300,000
- 3 Beds
- 1 Bath
- 1,312 Sq Ft
60 W Jeanibo Rd, Monroe, NY 10950

Looking for a home you can make your own? This 3-bedroom, 1-bath house is full of potential and ready for your finishing touch! Featuring an unfinished basement, a newer roof, a newer boiler, and a detached 2-car garage, this home offers a great starting point for your vision. Ideally located near shops, restaurants, and grocery stores, you'll enjoy both convenience and opportunity. While it

Dana Posner Howard Hanna Rand Realty

60 W Jeanibo Rd, Monroe, NY 10950
/5
$1,199,999
- Land
- 6 Acres
- $200,000 per Acre
0 Schunnemunk Rd, Woodbury, NY 10930

Discover the perfect opportunity with this expansive 6-acre lot, ideal for building your dream home and a second residence for a friend or family member. With a minimum requirement of 3 acres per lot, you can easily create two separate homes while enjoying the benefits of shared space and community. Imagine the possibilities of living next to someone you trust, all while surrounded by nature and

Shimon Weber Flag Realty Group

0 Schunnemunk Rd, Woodbury, NY 10930
/7
$3,999,999
- Land
- 16 Acres
- $242,424 per Acre
246 Schunnemunk Rd, Woodbury, NY 10930

PRICED TO SELL!! Discover a prime investment opportunity with this expansive 16-acre residential parcel, zoned R2, allowing for 2 acres per house. This property comes with the right to build up to 8 single-family homes, making it an ideal choice for developers or investors looking to capitalize on the growing demand for housing. With ample space and a desirable location, this land offers the

Shimon Weber Flag Realty Group

246 Schunnemunk Rd, Woodbury, NY 10930
/50
$649,900
- 4 Beds
- 2.5 Baths
- 2,290 Sq Ft
11 Mountain Park Rd, Monroe, NY 10950

This well maintained colonial has a unique and open floor plan that also maximizes living space. The impressive mahogany front door will give you a good indication of what awaits you when you enter the home. The entire house including all the bedrooms have hardwood oak floors and the entry and baths are tiled. The first floor has crown and box moulding accents. The Kraftmaid cabinetry is

Theresa Budich Howard Hanna Rand Realty

11 Mountain Park Rd, Monroe, NY 10950
/36
$520,000
- 4 Beds
- 1.5 Baths
- 2,336 Sq Ft
17 Church St, Harriman, NY 10926

Welcome to this charming house. It's conveniently located near shopping and public transportation, with easy access to bus and train lines into New York City. The property features a large lot and inviting front porches, along with a mud room that opens to a deck and screened-in porch equipped with removable windows. Outside, you'll find an above-ground pool with its own deck, a garage, and two

Josef Spilman MS Realty Group USA, Inc

17 Church St, Harriman, NY 10926
/50
$629,000
- 4 Beds
- 2.5 Baths
- 2,892 Sq Ft
7 Briarwood Ave, Monroe, NY 10950

Welcome to this beautiful home located at 7 Briarwood! This oversized residence has recently been renovated and sits on a flat property of over half an acre, bordered by woods that will never be developed, ensuring your privacy. The first floor features a spacious granite kitchen, a generously sized dining room, and a lovely sunroom that can be enjoyed year-round. You'll also find an

Joel Basch eRealty Advisors, Inc

7 Briarwood Ave, Monroe, NY 10950
/3
$3,000,000
348 Route 32, Other Areas, NY OTHER

18 Acres Property Available Together! Calling all builders, investors, and primary users. This sale is comprised of adjacent parcels totaling 18 acres in Woodbury, New York. Currently configured as an income-producing four-family property, and a recently constructed single-family structure with detached equipment/vehicle storage garage. Ideal for subdivision or use under current configuration.

Edmond Yoo Coldwell Banker, Fort Lee

348 Route 32, Other Areas, NY OTHER

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Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the NJMLS. Real estate listings held by brokerage firms other than Ten-X are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website.

All information deemed reliable but not guaranteed. Source: New Jersey Multiple Listing, Inc.

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