5 bedroom homes for sale in Orange County, NY

view of front of property featuring a garage

snow covered property featuring a chimney and a greenhouse

snow covered rear of property featuring a chimney, fence, and a sunroom

Coming soon

$6,888 Closing Credit¹

$580,000

5 beds • 2 baths • 2,153 sqft

101 E Ave, Walden NY 12586

#827056, Listing Office: eXp Realty

snow covered property with an outbuilding, a chimney, and a greenhouse

snow covered rear of property with a sunroom, fence, and a chimney

Coming soon

$6,888 Closing Credit¹

$580,000

5 beds • 2 baths • 2,564 sqft

101 E Ave, Walden NY 12586

#20250439, Michael Carr, Listing Office: eXp Realty

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colonial inspired home featuring a garage, aphalt driveway, and a front lawn

view of front of home featuring a garage, aphalt driveway, a lawn, and entry steps

kitchen with blue cabinets, a kitchen island, light countertops, appliances with stainless steel finishes, and wall chimney range hood

New - 1 day on Rocket

$10,000 Closing Credit¹

$869,900

5 beds • 3.5 baths • 3,700 sqft

104 Elise Dr, Middletown NY 10941

#827416, Listing Office: Keller Williams Realty

colonial house featuring driveway, stone siding, and a garage

view of front of property with a garage, driveway, stone siding, and a front yard

view of front of house featuring stone siding

New - 3 days on Rocket

$10,000 Closing Credit¹

$925,000

5 beds • 4 baths • 4,366 sqft

1010 Pine Vw, New Windsor NY 12553

#826803, Listing Office: KFortuna All Aspects Realty

view of property featuring a front lawn and a garage

New - 5 days on Rocket

$9,488 Closing Credit¹

$799,000

5 beds • 3 baths • 4,250 sqft

4 Cooper Ln, Call Listing Agent NY 10916

#826361, Listing Office: eRealty Advisors, Inc

New - 6 days on Rocket

$5,047 Closing Credit¹

$425,000

5 beds • 2.5 baths • 3,002 sqft

49 Maidstone Dr, Walden NY 12586

#825502, Listing Office: RE/MAX Benchmark Realty Group

empty room with dark hardwood / wood-style floors and radiator heating unit

$4,334 Closing Credit¹

$365,000

5 beds • 3 baths

2 Carson Ave, Newburgh NY 12550

#823107, Listing Office: ReAttached

Room to negotiate?

Median Sold Price

$428.4K

Avg. Sale Time

68 Days

Based on our January 2025 Market Report.

living room with ceiling fan, carpet floors, and an AC wall unit

living room featuring ceiling fan, wooden walls, and carpet floors

$4,750 Closing Credit¹

$400,000

5 beds • 2 baths • 1,464 sqft

802 Forest Glen Rd, Monroe NY 10950

#819258, Listing Office: eXp Realty

snow covered rear of property with a chimney

view of front of home featuring a chimney

$10,000 Closing Credit¹

$895,000

5 beds • 5 baths • 4,522 sqft

100 Pleasant Hill Rd, New Windsor NY 12553

#820747, Listing Office: Howard Hanna Rand Realty

view of front of property with a front lawn

view of front facade featuring a front yard

foyer featuring a towering ceiling and hardwood / wood-style floors

$10,000 Closing Credit¹

$1,350,000

5 beds • 3.5 baths • 4,386 sqft

1 Heidi Ln, Chester NY 10918

#823061, Listing Office: Blooming Realty

view of home's exterior with covered porch

view of front of property featuring covered porch

$4,026 Closing Credit¹

$339,000

5 beds • 3 baths

10 Lower Brook Rd, Sparrowbush NY 12780

#822577, Listing Office: Cabins & Canoes Real Estate

view of front of home with covered porch

view of front of house featuring a deck and a porch

$7,707 Closing Credit¹

$649,000

5 beds • 2 baths

28 Van Buren St, Warwick NY 10990

#820662, Listing Office: HomeSmart Homes & Estates

stairway featuring hardwood / wood-style flooring and radiator

dining area with dark hardwood / wood-style flooring and radiator

$4,038 Closing Credit¹

$340,000

5 beds • 2 baths

46 Concord St, Newburgh NY 12550

#821546, Listing Office: Keller Williams Hudson Valley

$9,369 Closing Credit¹

$789,000

5 beds • 2 baths • 3,172 sqft

166 Montgomery St, Newburgh NY 12550

#819987, Listing Office: Voro LLC

foyer entrance with dark hardwood / wood-style floors

corridor featuring light hardwood / wood-style floors

$8,312 Closing Credit¹

$699,999

5 beds • 2 baths • 2,298 sqft

129 Franklin Ave, Monroe NY 10950

#819293, Listing Office: Sage Realty Center LLC

view of front facade with a front yard and covered porch

view of front facade featuring a porch and cooling unit

$8,301 Closing Credit¹

$699,000

5 beds • 3 baths • 3,296 sqft

15 Rapelje Rd, Walden NY 12586

#819800, Listing Office: eXp Realty

$9,746 Closing Credit¹

$820,750

5 beds • 2.5 baths • 2,345 sqft

10 Beer Sheva St Unit 303, Palm Tree NY 10950

#H6319903, Listing Office: Exit Realty Venture

view of property's community with a lawn

back of house with a balcony, a patio, and a lawn

$10,000 Closing Credit¹

$999,999

5 beds • 4 baths • 5,312 sqft

53 Gibson Hill Rd, Chester NY 10918

#817348, Listing Office: Timothy W. Kramer

view of front of property featuring covered porch and central air condition unit

view of property featuring covered porch

view of property with a porch and a garage

$8,311 Closing Credit¹

$699,900

5 beds • 2.5 baths • 3,120 sqft

8 Country Woods Dr, Chester NY 10918

#815755, Listing Office: Howard Hanna Rand Realty

$9,310 Closing Credit¹

$784,000

5 beds • 4 baths • 3,709 sqft

17 Panorama Dr, New Windsor NY 12553

#815323, Listing Office: Keller Williams Realty

view of front of property with covered porch

rear view of house with a wooden deck and a lawn

$10,000 Closing Credit¹

$1,550,000

5 beds • 2 baths • 2,055 sqft

10 Woodbine Ave, Greenwood Lake NY 10925

#815201, Listing Office: Ellis Sothebys Intl Realty

view of front facade featuring a garage and a front lawn

view of front facade with an outbuilding and a garage

$10,000 Closing Credit¹

$849,900

5 beds • 3 baths • 2,940 sqft

284 Bull Mill Rd, Chester NY 10918

#812938, Listing Office: Keller Williams Valley Realty

split foyer home with a front yard and a garage

kitchen featuring dark hardwood / wood-style floors, white appliances, dark brown cabinets, hanging light fixtures, and sink

$7,244 Closing Credit¹

$610,000

5 beds • 2 baths • 1,872 sqft

27 Rose Hill Park, Cornwall NY 12518

#813753, Listing Office: Howard Hanna Rand Realty

exterior space with a patio, a sunroom, and a front lawn

view of yard with a rural view and an outbuilding

$10,000 Closing Credit¹

$849,900

5 beds • 4 baths • 3,418 sqft

118 Murray Dr, Chester NY 10918

#810686, Listing Office: Keller Williams Hudson Valley

view of front of house featuring covered porch

$3,266 Closing Credit¹

$274,999

5 beds • 2 baths

43 Carter St, Newburgh NY 12550

#809980, Listing Office: RE/MAX Benchmark Realty Group

$4,453 Closing Credit¹

$375,000

5 beds • 2.5 baths • 2,394 sqft

213 Church Rd, Pine Bush NY 12566

#810857, Listing Office: Nicoli Realty

cape cod home featuring a garage and a front lawn

living room with wood-type flooring and a towering ceiling

dining room featuring a notable chandelier and hardwood / wood-style flooring

$10,000 Closing Credit¹

$938,000

5 beds • 3.5 baths • 4,779 sqft

55 Heather Rdg, Highland Mills NY 10930

#811305, Listing Office: A Malik Real Estate

view of townhome / multi-family property

$2,969 Closing Credit¹

$250,000

5 beds • 3 baths • 2,097 sqft

211 N Miller St, Newburgh NY 12550

#811190, Listing Office: I Realty LLC

view of front of property with a front lawn and covered porch

Backup offers

$10,000 Closing Credit¹

$898,000

5 beds • 3.5 baths • 4,052 sqft

211 Hansburg Rd, Pine Bush NY 12566

#20242418, Jamie Corts, Harris Safier, Listing Office: BHHS HUDSON VALLEY PROP-NP, BHHS HUDSON VALLEY PROP-KING

back of property featuring a lawn and a water view

$10,000 Closing Credit¹

$2,400,000

5 beds • 2.5 baths • 2,784 sqft

220 Vista Maria Rd, Cragsmoor NY 12420

#20243122, Carolyn Peters-Baker, Listing Office: Keller Williams Realty HV Nort

hall featuring a tray ceiling, crown molding, and hardwood / wood-style flooring

kitchen featuring a drop ceiling, light hardwood / wood-style floors, white appliances, and sink

$5,807 Closing Credit¹

$489,000

5 beds • 3 baths

251 Powell Ave, Newburgh NY 12550

#802505, Listing Office: Howard Hanna Rand Realty

view of front facade featuring covered porch

view of side of property featuring a lawn

$5,926 Closing Credit¹

$499,000

5 beds • 4 baths

70 Main St, Chester NY 10918

#801628, Listing Office: Keller Williams Hudson Valley

view of front of property featuring a front yard and a porch

$8,312 Closing Credit¹

$699,999

5 beds • 3 baths • 3,122 sqft

237 Oakland Ave, Monroe NY 10950

#801422, Listing Office: HomeSmart Homes & Estates

100 Ulster Ave, Walden NY, 12586, 5 bedrooms, 2.5 baths house for sale

Listing photo 2 for 100 Ulster Ave, Walden NY 12586

Listing photo 3 for 100 Ulster Ave, Walden NY 12586

$5,344 Closing Credit¹

$450,000

5 beds • 2.5 baths • 3,054 sqft

100 Ulster Ave, Walden NY 12586

#801679, Listing Office: Rodeo Realty Inc

$4,738 Closing Credit¹

$399,000

5 beds • 2 baths

25 Broad St, Middletown NY 10940

#800660, Listing Office: Curasi Realty, Inc.

empty room with a chandelier, light hardwood / wood-style flooring, and a baseboard heating unit

$7,826 Closing Credit¹

$659,000

5 beds • 3 baths • 3,652 sqft

43 Cedar Cliff Rd, Monroe NY 10950

#800203, Listing Office: MK Realty Inc

living room featuring a wood stove, french doors, high vaulted ceiling, and hardwood / wood-style flooring

$3,700,000

5 beds • 5 baths • 3,840 sqft

98 Mtn Lodge Rd, Washingtonville NY 10992

#800721, Listing Office: Owner Entry.com

$5,332 Closing Credit¹

$449,000

5 beds • 4 baths • 2,314 sqft

189 Grand St, Newburgh NY 12550

#L3591410, Listing Office: Renaissance Realty Cons Group

doorway to property featuring covered porch

$4,453 Closing Credit¹

$375,000

5 beds • 3 baths

96 Overlook, Newburgh NY 12550

#L3589879, Listing Office: Renaissance Realty Cons Group

$4,453 Closing Credit¹

$375,000

5 beds • 3 baths • 2,724 sqft

94 Overlook, Newburgh NY 12550

#L3589882, Listing Office: Renaissance Realty Cons Group

Orange County, NY Real Estate Market Overview

Find your perfect 5 bedroom home in Orange County, NY. Browse 5 in Orange County, NY and connect with a Rocket Homes agent to get your dream home. The number of listings in Orange County, NY decreased by 17.1% between December 2024 and January 2025. The median list price of listings available in January 2025 was $428,433, while the average time on the real estate market was 68 days. While more than 75 listings in Orange County, NY in January 2025 were sold above asking price, there were more than 41 listings sold at asking price, and more than 111 were sold below.

From Rocket Homes Real Estate and based on county public records data

Schools near Orange County, NY

Elementary Schools

South Avenue School
60 South Ave
Public District KG-5
Chester Elementary School
2 Herbert Dr
Public District KG-5
Cornwall-on-Hudson Elementary School
234 Hudson St
Public District KG-4

Middle Schools

Pomona Middle School
101 Pomona Rd
Public District 7-8
Greenwood Lake Middle School
1247 Lakes Rd
Public District 4-8
Marlboro Middle School
1375 Route 9W
Public District 6-8

High Schools

George F Baker High School
1 Tornado Dr
Public District 6-12
Haldane High School
15 Craigside Dr
Public District 9-12
Monroe-Woodbury High School
155 Dunderberg Rd
Public District 9-12

Data provided by Great Schools

5 bedroom homes for sale in Orange County, NY

Orange County, NY Real Estate Market Overview

What is it like to live in Orange County, NY

Overview

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