- 3 bds
- 2 ba
- 1,426 sqft
Homes for Sale Under $500K in Orange County NY
412 results
- 4 Aspen Court, Highland Mills, NY 10930LISTING BY: HOWARD HANNA RAND REALTY
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- 963 Mountain Road, Port Jervis, NY 12771
- 3 bds
- 3 ba
- 2,119 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUP - 5 Loch Invar Lane, Middletown, NY 10941
- 3 bds
- 2 ba
- 1,646 sqft
LISTING BY: KELLER WILLIAMS REALTY - 29 Parsons Lane, Middletown, NY 10940
- 4 bds
- 1 ba
- 1,140 sqft
LISTING BY: RE/MAX DISTINGUISHED HMS.&PROP - 43 Birchwood Drive, New Windsor, NY 12553
- 2 bds
- 2 ba
- 996 sqft
LISTING BY: HOWARD HANNA RAND REALTY - 2444 State Route 52, Pine Bush, NY 12566
- 3 bds
- 2 ba
- 1,100 sqft
LISTING BY: REAL ESTATE CIRCUIT INC - 2 Moffatt Lane, Chester, NY 10918
- 2 bds
- 2 ba
- 1,644 sqft
LISTING BY: CENTURY 21 FULL SERVICE REALTY - 50 Brola Road, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,196 sqft
LISTING BY: HOMESMART HOMES & ESTATES - 135 Old Forestburg Road, Sparrowbush, NY 12780
- 3 bds
- 3 ba
- 1,834 sqft
LISTING BY: KW MIDHUDSON Loading...
- 48 Loch Lomond Lane, Middletown, NY 10941
- 3 bds
- 2 ba
- 1,536 sqft
LISTING BY: KELLER WILLIAMS REALTY - 58 Lake Shore Drive, Monroe, NY 10950
- 2 bds
- 1 ba
- 864 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEY - 83 Prospect Terrace, Montgomery, NY 12549
- 6 bds
- 2 ba
- 2,173 sqft
LISTING BY: CENTURY 21 ELITE REALTY - 1 Bridge Terrace, Fort Montgomery, NY 10922
- 2 bds
- 1 ba
- 917 sqft
LISTING BY: NORTH COUNTRY SOTHEBYS INT RLT - 223 Eagleton Drive, Monroe, NY 10950
- 3 bds
- 3 ba
- 1,694 sqft
LISTING BY: KELLER WILLIAMS REALTY - 74 Gladstone Avenue, Walden, NY 12586
- 5 bds
- 2 ba
- 2,112 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUP - 6 Old State Road Lot N, Highland Falls, NY 10928
- 2 bds
- 2 ba
- 1,568 sqft
LISTING BY: KELLER WILLIAMS REALTY - 3 Top Notch Road, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,376 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEY - 3601 Whispering Hills #3601, Chester, NY 10918
- 2 bds
- 1 ba
- 1,084 sqft
LISTING BY: WEICHERT REALTORS - 147 Dupont Avenue, Newburgh, NY 12550
- 2 bds
- 2 ba
- 1,156 sqft
LISTING BY: HUDSON VALLEY HOME CONNECTION - 6 Farmingdale Lane, Bloomingburg, NY 12721
- 3 bds
- 2 ba
- 1,032 sqft
LISTING BY: MIMI REALTY USA, INC - 28 Olympus Road, Highland Mills, NY 10930
- 4 bds
- 2 ba
- 1,588 sqft
LISTING BY: WEICHERT REALTORS - 778 Pulaski Highway, Goshen, NY 10924
- 3 bds
- 1 ba
- 1,420 sqft
LISTING BY: HOWARD HANNA RAND REALTY - 20 Tammy Drive, Middletown, NY 10941
- 3 bds
- 3 ba
- 1,832 sqft
LISTING BY: BHG REAL ESTATE GREEN TEAM - 973 State Route 42, Sparrowbush, NY 12780
- 3 bds
- 1 ba
- 1,085 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEY - 36 Vincent Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,346 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEY - 280 1st Street, Newburgh, NY 12550
- 3 bds
- 2 ba
- 1,590 sqft
LISTING BY: HOWARD HANNA RAND REALTY - 469 Eatontown Road, Port Jervis, NY 12771
- 4 bds
- 4 ba
- 3,412 sqft
LISTING BY: RIVER REALTY SERVICES, INC. - 37 California Drive, Middletown, NY 10940
- 4 bds
- 3 ba
- 1,936 sqft
LISTING BY: KELLER WILLIAMS HUDSON VALLEY - 4116 Whispering Hills, Chester, NY 10918
- 3 bds
- 3 ba
- 1,355 sqft
LISTING BY: WILLIAM RAVEIS-NEW YORK, LLC - 165 Lattintown Road #75, Marlboro, NY 12550
- 4 bds
- 2 ba
- 1,300 sqft
LISTING BY: EXIT REALTY CONNECTIONS - 32 Abraham Joseph Cir, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,599 sqft
LISTING BY: LOMBARDO HOMES & ESTATES - 10 Mountain Top, Huguenot, NY 12746
- 2 bds
- 1 ba
- 1,037 sqft
LISTING BY: CENTURY 21 GEBA REALTY - 107 County Route 22, Johnson, NY 10933
- 4 bds
- 2 ba
- 1,118 sqft
LISTING BY: HOWARD HANNA RAND REALTY

The data relating to real estate on this web site comes in part from the Internet Data Exchange (IDX) Program of the CNYIS, UNYREIS and WNYREIS. Real estate listings held by firms other than Zillow, Inc. are marked with the IDX logo and include the Listing Broker’s Firm Name. Listing Data last updated at 2026-03-24 19:56:46 PDT. Disclaimer: All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither the listing broker(s) nor Zillow, Inc. shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. © 2026 CNYIS, UNYREIS, WNYREIS. All rights reserved.

Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. 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. Some IDX listings have been excluded from this website. [Click here for more information](/mls-disclaimers/#778)
- For Sale
- New York
- Orange County
Find a Home You'll Love
Explore Nearby & Average Home Values
- Middletown Homes for Sale$396,305
- Monroe Homes for Sale$522,032
- Warwick Homes for Sale$553,870
- Goshen Homes for Sale$549,700
- Chester Homes for Sale$514,745
- Montgomery Homes for Sale$480,676
- Highland Mills Homes for Sale$521,261
- Washingtonville Homes for Sale$508,013
- Campbell Hall Homes for Sale$582,048
- Florida Homes for Sale$451,730
- Rock Tavern Homes for Sale$580,326
- New Hampton Homes for Sale$464,425
- Salisbury Mills Homes for Sale$547,394
- Harriman Homes for Sale$366,650
- Slate Hill Homes for Sale$508,329
- Maybrook Homes for Sale$317,613
- Circleville Homes for Sale$456,102
- Blooming Grove Homes for Sale$603,465
- 10950 Homes for Sale$521,396
- 10940 Homes for Sale$384,276
- 10990 Homes for Sale$554,222
- 10941 Homes for Sale$433,103
- 10924 Homes for Sale$549,485
- 10918 Homes for Sale$512,004
- 12549 Homes for Sale$481,475
- 10930 Homes for Sale$522,514
- 10992 Homes for Sale$509,183
- 10916 Homes for Sale$582,304
- 10921 Homes for Sale$450,999
- 12575 Homes for Sale$573,211
- 10958 Homes for Sale$464,534
- 12577 Homes for Sale$533,922
- 10973 Homes for Sale$506,625
- 12543 Homes for Sale$318,849
- 10919 Homes for Sale$456,955
- 10914 Homes for Sale$621,412
Disclaimer: School attendance zone boundaries are supplied by Pitney Bowes and are subject to change. Check with the applicable school district prior to making a decision based on these boundaries.
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