Orange, NY Homes near Monroe-Woodbury Middle School

/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

(845) 681-2264

16 Lori Ln, Chester, NY 10918
Explore Monroe-Woodbury Middle School
/19

$1,800 - $2,125 per month

Brookside Garden Apartments

1 - 2 Beds

4 Brookside Dr E, Harriman, NY 10926

Welcome to Brookside Garden apartments! A picturesque complex with beautiful landscape, Brookside Garden is a great place to call home. We have multiple floor plans for one and two bedroom apartments. All units include heat and hot water. Residents enjoy the many amenities including: dishwashers, private pool, maintenance and laundry facilities on property. Brookside Garden Apartments is within

4 Brookside Dr E, Harriman, NY 10926
$540,000 Sold Aug 28, 2025
- 2,040 Sq Ft
- $265/SF
- 35 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1991
1 Winding Trail, Chester, NY 10918

Welcome to 1 Winding Trail in the Town of Chester. This well-maintained home sits on a picturesque 1.2 acre lot located in the desirable Bull Mill Road area with Monroe-Woodbury Schools. With an easy flow, the home’s first floor boasts a spacious family room with fireplace, an office/den and a half bath. Walk-up a few steps into the large living room and a formal dining room both of which

Donald Serotta Howard Hanna Rand Realty

1 Winding Trail, Chester, NY 10918

Est $907,531 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,304 Sq Ft
12 Montesi Dr, Highland Mills, NY 10930

12 Montesi Dr, Highland Mills, NY 10930

/32
$489,999
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
93 Weygant Hill, Highland Mills, NY 10930

Move-in ready with recent updates! Start your day with expansive, picturesque views of the valley, stretching as far as the eye can see. This delightful 3-bedroom, 2-bath home features a first-floor primary suite, an additional bedroom and full bath on the main level, and a spacious upper-level bedroom that offers privacy and versatility.Step outside to your backyard retreat, which backs up

Kristen Velez

RE/MAX Benchmark Realty Group

(845) 412-8180

93 Weygant Hill, Highland Mills, NY 10930
/18
$4,100 per month
- 3 Beds
- 2.5 Baths
- 1,948 Sq Ft
- House for Rent
1 Stirling Cir, Woodbury, NY 10930

Well-maintained home in a desirable neighborhood featuring a modern kitchen with granite countertops, three spacious bedrooms, and a bright, inviting layout. Enjoy a nicely sized yard, ideal for outdoor living, in a quiet and convenient location close to schools, shopping, and transportation.

Shimon Weber Flag Realty Group

1 Stirling Cir, Woodbury, NY 10930
$630,000 Sold Aug 28, 2025
- 2,994 Sq Ft
- $210/SF
- 49 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1890
14 Smith Clove Rd, Central Valley, NY 10917

Welcome to this stunning Victorian home that seamlessly blends historic elegance with contemporary comforts. Rich in character and full of unique features, this home offers a truly special living experience. From the moment you enter, you'll be captivated by the craftsmanship of the original woodwork and classic pocket doors that lend a sense of timeless sophistication. The hardwood floors

Patricia Spagna Century 21 Realty Center

14 Smith Clove Rd, Central Valley, NY 10917

Est $241,160 Not Listed For Sale
- 2 Beds
- 2 Baths
- 960 Sq Ft
1 Lexington Hill Unit 8, Harriman, NY 10926

1 Lexington Hill Unit 8, Harriman, NY 10926

/2
$799,000
- 4 Beds
- 1 Bath
- 1,400 Sq Ft
24 Laura Ln, Woodbury, NY 10917

The ol' poultry farm.... a cozy Arts and Craft style home with 4 bedrooms 1 bathroom and a walkout basement! Located at the end of a dead end street saturated by commercial neighbors! Value is in the land... Ideal use is for commercial business right in Central Valley! Call for other details and ideas- Taxes are Town and County $2,100; Village $1,400; School $5,200 Survey will be uploaded when

Erin Connolly

Artisan Realty

(845) 205-7720

24 Laura Ln, Woodbury, NY 10917
/15

$1,800 - $2,125 per month

Harriman Woods Apartments

1 - 2 Beds

41 Harriman Woods Dr, Harriman, NY 10926

Harriman Woods, a hamlet oasis, hidden in it’s own park, yet around the corner from the conveniences of retail and commuter access. One hour away from New York City via the New York State Thruway or Palisades-State Parkway, with a commuter bus stop at your door or jump on the train at the nearby station. Minutes away from local Hudson Valley recreation such as fishing, skiing, biking, farm

41 Harriman Woods Dr, Harriman, NY 10926
$600,000 Sold Aug 28, 2025
- 1,868 Sq Ft
- $321/SF
- 23 Days On Market
- 4 Beds
- 2 Baths
- Built 1971
15 Birch Dr, Monroe, NY 10950

Now Active! This beautifully updated Raised Ranch sits on over 1.6 acres in one of Monroe’s most charming neighborhoods—ready for you to explore today. With four bedrooms and two full baths, this move-in-ready home offers the ideal blend of style, comfort, and convenience. Unwind in your private backyard oasis, take a dip in the in-ground pool or enjoy a peaceful stroll to the lake—complete with

Rebecca Bank Keller Williams Realty

15 Birch Dr, Monroe, NY 10950

Est $685,229 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,331 Sq Ft
3 Melissa Ln, Highland Mills, NY 10930

3 Melissa Ln, Highland Mills, NY 10930

/2
$68,800
- Land
- 1.00 Acre
- $68,800 per Acre
0 Margaret Rd Unit KEY862335, Monroe Town, NY 10950

Close to transportation, shopping, and dining. Residential Lot. Need variance.

John Olivero

Keller Williams Realty

(845) 373-3537

0 Margaret Rd Unit KEY862335, Monroe Town, NY 10950
/16
$2,400 per month
- 2 Beds
- 2 Baths
- 1,215 Sq Ft
- Apartment for Rent
402 Tondo Cir, Monroe Town, NY 10926

CONCORD PARK! HANDICAPPED ACCESSIBLE - NO STEPS!! This gorgeous, bright, upscale 2 bedroom, 2 bath luxury condo style apartment (1215 sf) is TRULY ADA ACCESSIBLE and features a living room with crown moldings, beautiful ceramic tile kitchen with spiced maple cabinets, & stainless steel appliances, pretty ceramic tile bath, a master bedroom suite with huge walk-in closet & full bath, gleaming oak

Amy Brown Vigotsky Howard Hanna Rand Realty

402 Tondo Cir, Monroe Town, NY 10926
$460,000 Sold Aug 28, 2025
- 1,770 Sq Ft
- $260/SF
- 40 Days On Market
- 4 Beds
- 2 Baths
- Built 1968
22 Able Noble Dr, Chester, NY 10918

Welcome to 22 Able Noble Drive, a charming and spacious Raised Ranch nestled in a neighborhood within the highly sought-after Monroe Woodbury School District. Offering 1,770 square feet of living space, this 4-bedroom, 2-bathroom home is the perfect blend of comfort, functionality, and location.Step inside to find a bright and inviting layout, ideal for both everyday living and entertaining

Robin Kelly Picture It Sold, LLC

22 Able Noble Dr, Chester, NY 10918

Est $244,818 Not Listed For Sale
- 2 Beds
- 2 Baths
- 964 Sq Ft
7 Lexington Hill Unit 10, Harriman, NY 10926

7 Lexington Hill Unit 10, Harriman, NY 10926

/37
$445,000
- 4 Beds
- 2 Baths
34 Round Lake, Monroe, NJ 10950

Franklyn Crowe

WEICHERT REALTORS

(845) 606-6760

34 Round Lake, Monroe, NJ 10950
/17

$1,800 - $2,800 per month

Lamplight Village Apartments

1 - 3 Beds

2 Lamplight Village Rd, Monroe, NY 10950

Welcome to Lamplight Village apartments! Surrounded by woods, Lamplight Village offers a family friendly environment that is still close to great local shopping and NYC. We have multiple floor plans from studios to three bedroom townhomes. All units include heat and hot water. Residents enjoy the many amenities including: dishwashers, convenient parking, private pool, playground and laundry

2 Lamplight Village Rd, Monroe, NY 10950
$715,000 Sold Aug 28, 2025
- 2,254 Sq Ft
- $317/SF
- 68 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2002
17 Frances Ln, Monroe, NY 10950

Stunning two-story Colonial home situated on a large lot on a cul-de-sac. This home features 3 bedroom and 3 1/2 bathrooms. The upper level has the 3 bedroom including primary bedroom and primary bathroom. The unfinished walk up attic is the perfect spot to let your imagination go wild. Main level includes updated kitchen w/ beautiful granite counter and bar area, living room with wood

Theresa Donahue Coldwell Banker Realty

17 Frances Ln, Monroe, NY 10950

Est $225,933 Not Listed For Sale
495 Laroe Rd, Chester, NY 10918

495 Laroe Rd, Chester, NY 10918

/49
$475,000 Pending
- 2 Beds
- 4 Baths
- 1,777 Sq Ft
14 Hidden Creek Blvd, Monroe, NY 10950

Look No Further... Your Ideal End Unit Townhome Awaits!Welcome to this beautifully maintained 2-bedroom END unit townhome in the Hidden Creek community. Move-in ready and filled with natural light, this tri-level residence offers comfort, convenience, and a versatile layout that adapts to your lifestyle.Step inside to find a spacious eat-in kitchen with sliders that open to a

Jennifer DiCostanzo

RE/MAX Town & Country

(845) 328-4387

14 Hidden Creek Blvd, Monroe, NY 10950
/18
$2,350 per month
- 2 Beds
- 2 Baths
- 950 Sq Ft
- Condo for Rent
5 Lexington Hill Unit 8, Harriman, NY 10926

Beautiful and spacious first floor 2 bedroom 2 full bathroom in Lexington Hills ! Sliders to patio, living room with fireplace, primary br w/primary bathroom- No smoking, no pets. Credit and references required.

Sheri Chablis Sohn Real Estate Corp

5 Lexington Hill Unit 8, Harriman, NY 10926
$585,000 Sold Aug 27, 2025
- 2,516 Sq Ft
- $233/SF
- 57 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1992
7 Cambridge Cir, Monroe, NY 10950

Move in ready Colonial with ADA Accessable features! Welcome to 7 Cambridge Circle, a perfect blend of colonial home living with access for ALL! This home welcomes you into a large entry foyer with HW floors, flowing into your formal living room to your right and your formal dining to your left. Past the large staircase, is your updated kitchen with new SS appliances and corian countertops. Off

Alissa Taylor-Vetell Keller Williams Realty

7 Cambridge Cir, Monroe, NY 10950

Est $274,575 Not Listed For Sale
5 Heidi Ln, Chester, NY 10918

5 Heidi Ln, Chester, NY 10918

/38
$445,000 Pending
- 4 Beds
- 2 Baths
- 1,356 Sq Ft
34 Round Lake Ave, Monroe, NY 10950

Your Retreat Awaits in the Exclusive Round Lake Community!Discover the perfect blend of comfort, charm, and potential in this inviting 4-bedroom, 2-bathroom home nestled in one of the area's most sought-after private lake communities. With exclusive access to a members-only lake, you’ll enjoy tranquil mornings, peaceful paddleboarding, or weekend escapes just steps from your

Franklyn Crowe

Weichert Realtors

(845) 273-3305

34 Round Lake Ave, Monroe, NY 10950
/2

$2,200 per month

Woodbury Gardens

2 Beds

205 Charlotte Ct, Central Valley, NY 10917

1 and 2 bedroom apartment homes in Central Valley, NY. This community has great amenities including a pool and playground. Also included in the rent is heat and hot water. Woodbury Gardens is close to shopping and has great schools in the area. Our on site maintenance can help with any of your needs. Make Woodbury Gardens your next home!

205 Charlotte Ct, Central Valley, NY 10917
$475,000 Sold Aug 26, 2025
- 1,656 Sq Ft
- $287/SF
- 48 Days On Market
- 3 Beds
- 2 Baths
- Built 1968
11 Woodland Rd, Highland Mills, NY 10930

Wow! Move right into this beautifully updated 3-bedroom ranch set on lush green property in a quiet neighborhood. This home features a country kitchen with stainless steel appliances, clean hardwood floors, fresh paint throughout, and detailed moldings. Enjoy updated bathrooms, a spacious ready-to-be-finished basement, and a 2-car garage. Step outside to a giant new wood deck—perfect for relaxing

Naomi Streicher Q Home Sales

11 Woodland Rd, Highland Mills, NY 10930

Est $156,500 Not Listed For Sale
38 Katrina Ct, Tuxedo Park, NY 10987

38 Katrina Ct, Tuxedo Park, NY 10987

/31
$599,900 Pending
- 3 Beds
- 3 Baths
- 2,570 Sq Ft
43 Forestdale Ave, Monroe, NY 10950

A Life Well-Lived Begins Here | Maple Knolls, Village of MonroeThere’s a rhythm to this home—one that flows effortlessly from room to room, whispering of comfort, connection, and a life well-lived.Tucked into the beloved community of Maple Knolls, just over an hour from NYC, this bi-level home offers more than space—it offers a feeling. The kind you get when the layout just works. The entry level

Brian Caplicki

Keller Williams Hudson Valley

(845) 377-2731

43 Forestdale Ave, Monroe, NY 10950
/32
$3,200 per month
- 4 Beds
- 2 Baths
- 1,664 Sq Ft
- House for Rent
55 School Rd, Monroe, NY 10950

This is not just another rental on the market! Experience the charm of this beautifully updated ranch home, perfectly situated in a highly sought-after area that caters to all your daily needs! Enjoy the convenience of single-level living with a stunning brand new kitchen featuring top-of-the-line appliances, a cozy living room, and a spacious master bedroom complete with an en-suite bath. Step

Yenty Weiss Flag Realty Group

55 School Rd, Monroe, NY 10950
$565,000 Sold Aug 25, 2025
- 2,314 Sq Ft
- $244/SF
- 31 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1967
8 Adrianne Dr, Highland Mills, NY 10930

Welcome to this sprawling home located in the heart of it all! Owned and cared-for by the same family for decades, this house is maintained, updated and cared-for regularly. Enjoy bright, open and spacious living with a formal dining room and renovated kitchen that walks out on to a large Deck for outdoor dining and recreation. The bathrooms are also beautifully renovated featuring

Layla Rose Boyles Century 21 Realty Center

8 Adrianne Dr, Highland Mills, NY 10930

Est $94,895 Not Listed For Sale
30 Mount Ridge Ct, Monroe, NY 10950

30 Mount Ridge Ct, Monroe, NY 10950

/38
$489,000 Pending
- 2 Beds
- 1.5 Baths
- 1,792 Sq Ft
43 Overlook Rd, Monroe, NY 10950

Such easy and comfy living in this oversized 2 bedroom with office/3rd bedroom 1.5 bath has OWNED solar panels. Ginormous sunken living room has vaulted ceilings and boast so much natural light streaming in from the triple picture window. Bright roomy dining room with double picture window. Kitchen has double window over the sink as well as a skylight above and flanked by the glass slider to

Laura Lacertosa

Century 21 Alliance Rlty Group

(845) 210-9882

43 Overlook Rd, Monroe, NY 10950
/20
$8,380 per month
- 4 Beds
- 2 Baths
- Condo for Rent
347 Museum Village Rd Unit ID1056718P, Monroe, NY 10950

Just an hour from downtown NYC, this spacious country home offers the perfect retreat for families or friends. Whether you're soaking in the jacuzzi-style bath, roasting marshmallows by the fire pit, or enjoying the warm grass beneath your feet, this property is designed for ultimate relaxation with loved ones. Secluded and private, yet only a 5-minute drive to the charming town of Monroe, this

347 Museum Village Rd Unit ID1056718P, Monroe, NY 10950
$610,000 Sold Aug 25, 2025
- 1,987 Sq Ft
- $307/SF
- 39 Days On Market
- 4 Beds
- 2 Baths
- Built 1973
411 Prospect Rd, Chester, NY 10918

Welcome to this spacious and well-laid-out home offering over 1,900 square feet of comfortable living space. With 4 bedrooms and 2 full bathrooms, there's room for everyone to enjoy. The upper level features two bedrooms and a full bath. One of the bedrooms offers generous space, perfect for a primary bedroom or flexible use. The eat-in kitchen is both functional and inviting—great for cooking,

Dana Posner Howard Hanna Rand Realty

411 Prospect Rd, Chester, NY 10918

Est $763,553 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 2,525 Sq Ft
17 Deangelis Dr, Monroe, NY 10950

17 Deangelis Dr, Monroe, NY 10950

/15
$369,000 Coming Soon
- 2 Beds
- 1.5 Baths
- 1,284 Sq Ft
26 Linden Dr, Highland Mills, NY 10930

PRIME end unit Townhouse style home with detached garage and upgrades galore...Prime and pristine are just the start to describe this very rare Townhouse style home! Offering 2 bedrooms 1 1/2 baths and modern Kitchen area with a sun drenched living room and dining room open floor plan! It gets better! BONUS END UNIT & A BETTER BONUS... GARAGE !! Central Air Municipal Water / Sewer with a Pool and

Erin Connolly

Artisan Realty

(845) 310-0399

26 Linden Dr, Highland Mills, NY 10930
/14
$2,300 per month
- 2 Beds
- 2 Baths
- 950 Sq Ft
- Condo for Rent
5 Lexington Hill Unit 11, Harriman, NY 10926

Discover your perfect home in this bright and airy 2 bedroom 2 bathroom top floor condo. The vaulted ceiling and a skylights in the spacious living room add a touch of natural light, elegance and spaciousness. The open floor plan offers seamless flow between the living, dining, and kitchen areas—perfect for both relaxing and entertaining. This community features amenities including an

Guillermina Tavares BHG Real Estate Green Team

5 Lexington Hill Unit 11, Harriman, NY 10926
$221,000 Sold Aug 22, 2025
- 964 Sq Ft
- $229/SF
- 35 Days On Market
- 2 Beds
- 2 Baths
- Built 1985
2 Lexington Hill Unit 10, Harriman, NY 10926

Welcome to Lexington Hills! This 2 bedroom, 2 full bath condo offers comfortable, spacious living in one of Harrimans most desirable communities. Featuring a bright and open layout with a combined living room, dining area, and kitchen—perfect for both relaxing and entertaining. Enjoy the convenience of in-unit laundry, ample closet space, and a private balcony for outdoor enjoyment. This

Donna Reese Keller Williams Hudson Valley

2 Lexington Hill Unit 10, Harriman, NY 10926

Est $675,953 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,020 Sq Ft
16 Deangelis Dr, Monroe, NY 10950

16 Deangelis Dr, Monroe, NY 10950

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