Vintage homes for sale & real estate in Monroe, NY

41 homes

Sort:

Recommended

ABOUT THIS HOME
Vintage Home for sale in Monroe, NY:
Charming ranch in the heart of Monroe! Rebuilt from the studs up in 2008. The bright and comfortable layout features 3 bedrooms, a bath, and easy single-level living. Step outside to your amazing patio designed for entertaining — a spacious, versatile outdoor area perfect for gatherings, dining, and relaxing in all seasons. Spacious detached 2-car garage. The property sits on a quiet street with excellent privacy, yet is just minutes to downtown Monroe, major shopping, parks, and NYC transportation.

$475,000

3 beds1 bath960 sq ft

23 Crotty Ct, Monroe, NY 10950

Quiet street • Excellent privacy • 0.24 acre lot

Listing by Keller Williams Valley Realty

ABOUT THIS HOME
Vintage Home for sale in Monroe, NY:
Come and experience the extraordinary, unparalleled newly renovated opportunity that awaits you at 443 Rye Hill! This is a chance you certainly don't want to overlook. Nestled within stunning grounds and encircled by lush, green trees, this property offers a serene retreat where you can fully immerse yourself in the beauty of nature. As you step inside, you're greeted by a charming foyer. Ascending further, you discover an expansive dining room complemented by a cozy fireplace, perfect for intimate gatherings and family meals. Continuing onward, the home unveils a breathtaking kitchen, equipped with an abundance of cabinets and all appliances. The home boasts numerous spacious and bright ro

$499,000

5 beds2.5 baths2,456 sq ft

443 Rye Hill Rd, Monroe, NY 10950

Cozy fireplace • Charming foyer • Newly renovated

Listing by MK Realty Inc

ABOUT THIS HOME
Vintage Home for sale in Monroe, NY:
Location, location, location! Great opportunity to own this fully renovated Single Family house in the heart of Monroe!! Schedule your appointment before it's gone!

$259,900

3 beds1 bath784 sq ft

22 Sylvan Trl, Monroe, NY 10950

Fully renovated • 6,000 sq ft lot • Built 1946

Listing by P R O Links Realty Inc

ABOUT THIS HOME
Vintage Home for sale in Monroe, NY:
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 t

$874,900

4 beds2 baths2,466 sq ft

651 Lakes Rd, Monroe, NY 10950

Full kitchen • Washer dryer • Vaulted ceiling

Listing by Howard Hanna Rand Realty

ABOUT THIS HOME
Vintage Home for sale in Monroe, NY:
Welcome to 8 Laura Road! Enjoy the serenity of one-level living complete with three bedrooms, dining room, nice-sized kitchen and living room. Perfect for your Holiday gatherings. The home sits on nearly 1/2 acre of land offering plenty of room for outdoor activities. The lower level features a large family room, office area and 3/4 bath. 3 years young roof gives peace of mind as well as the attached garage. Imagine enjoying your morning coffee listening to birdsong or a relaxing book at night on your deck. Great location with easy access to local shops, restaurants, and community events. PCSD and Lead Paint in documents. Call or text Louise for showings, LA must be present at all showings

$420,000

3 beds1.5 baths1,128 sq ft

8 Laura Rd, Monroe, NY 10950

0.46 acre lot • Garage • Built 1960

Listing by HomeSmart Homes & Estates

Property at 421 Nelson Rd, Greenwood Lake, NY 10950, 4 beds, 2 baths

$499,000

4 beds2 baths1,744 sq ft

421 Nelson Rd, Greenwood Lake, NY 10950

Listing by ARC Realty 1 in Sales

Property at 158 Harriman Heights Rd, Monroe, NY 10950, 4 beds, 2.5 baths

$695,000

4 beds2.5 baths2,732 sq ft

158 Harriman Heights Rd, Monroe, NY 10950

Listing by River Realty Services, Inc.

Property at 469 Hillside Rd, Monroe, NY 10950, 4 beds, 2 baths

$520,000

4 beds2 baths1,730 sq ft

469 Hillside Rd, Monroe, NY 10950

Listing by MK Realty Inc

Property at 116 Ludlum Rd, Monroe, NY 10950, 5 beds, 2 baths

$425,000

5 beds2 baths2,950 sq ft

116 Ludlum Rd, Monroe, NY 10950

Listing by Keller Williams Hudson Valley

Property at 8 Mid Oaks St, Monroe, NY 10950, 3 beds, 1 bath

$415,000

3 beds1 bath1,080 sq ft

8 Mid Oaks St, Monroe, NY 10950

Listing by eRealty Advisors, Inc

Property at 459 Clove Rd, Monroe, NY 10950, 3 beds, 1.5 baths

$650,000

3 beds1.5 baths1,665 sq ft

459 Clove Rd, Monroe, NY 10950

Listing by eRealty Advisors, Inc

Property at 34 Laurel Trl, Monroe, NY 10950, 3 beds, 1 bath

$223,500

3 beds1 bath960 sq ft

34 Laurel Trl, Monroe, NY 10950

Listing by Q Home Sales

Property at 2 Berry Rd, Monroe, NY 10950, 4 beds, 2 baths

$579,900

4 beds2 baths2,222 sq ft

2 Berry Rd, Monroe, NY 10950

Listing by Howard Hanna Rand Realty

Property at 20 Oakwood Trl N, Monroe, NY 10950, 2 beds, 1 bath

$200,000

2 beds1 bath550 sq ft

20 Oakwood Trl N, Monroe, NY 10950

Listing by Coldwell Banker Realty

Property at 8 Haight Rd, Monroe, NY 10950, 3 beds, 1 bath

$379,000

3 beds1 bath1,164 sq ft

8 Haight Rd, Monroe, NY 10950

Listing by Absolute Real Estate of NY Inc

Property at 2 Charlotte Pl, Monroe, NY 10950, 3 beds, 2 baths

$520,000

3 beds2 baths1,512 sq ft

2 Charlotte Pl, Monroe, NY 10950

Listing by Exit Realty Venture

Property at 65 Hawxhurst Rd, Monroe, NY 10950, 5 beds, 1.5 baths

$639,000

5 beds1.5 baths2,600 sq ft

65 Hawxhurst Rd, Monroe, NY 10950

Listing by Keller Williams Realty

Property at 12 Mid Oaks Dr, Monroe, NY 10950, 3 beds, 2 baths

$485,500

3 beds2 baths1,472 sq ft

12 Mid Oaks Dr, Monroe, NY 10950

Listing by Century 21 Realty Center

Property at 46 Quaker Hill Rd, Monroe, NY 10950, 3 beds, 2 baths

$499,000

3 beds2 baths1,400 sq ft

46 Quaker Hill Rd, Monroe, NY 10950

Listing by eXp Realty

Property at 106 Maple Ave, Monroe, NY 10950, 3 beds, 2 baths

$599,999

3 beds2 baths1,755 sq ft

106 Maple Ave, Monroe, NY 10950

Listing by Terrie OConnor

Property at 9 Higgins Trl, Monroe, NY 10950, 2 beds, 1 bath

$165,000

2 beds1 bath588 sq ft

9 Higgins Trl, Monroe, NY 10950

Listing by Keller Williams Realty

Property at 7 Brook Dr, Monroe, NY 10950, 3 beds, 1 bath

$399,000

3 beds1 bath864 sq ft

7 Brook Dr, Monroe, NY 10950

Listing by Sage Realty Center LLC

Property at 425 Old Dutch Hollow Rd, Monroe, NY 10950, 5 beds, 2 baths

$415,000

5 beds2 baths1,825 sq ft

425 Old Dutch Hollow Rd, Monroe, NY 10950

Listing by Exit Realty Venture

Property at 58 James Rd, Monroe, NY 10950, 4 beds, 2 baths

$560,000

4 beds2 baths1,721 sq ft

58 James Rd, Monroe, NY 10950

Listing by Keller Williams Hudson Valley

Property at 46 Woodland Rd, Monroe, NY 10950, 4 beds, 3.5 baths

$839,000

4 beds3.5 baths3,235 sq ft

46 Woodland Rd, Monroe, NY 10950

Listing by Empire Fine Homes

Property at 157 Stage Rd, Monroe, NY 10950, 2 beds, 1.5 baths

$499,900

2 beds1.5 baths1,120 sq ft

157 Stage Rd, Monroe, NY 10950

Listing by Weichert Realtors

Property at 5 Berkley Ter, Monroe, NY 10950, 4 beds, 2 baths

$530,000

4 beds2 baths1,322 sq ft

5 Berkley Ter, Monroe, NY 10950

Listing by Century 21 Realty Center

Property at 9 Woodland Rd, Monroe, NY 10950, 3 beds, 2 baths

$495,000

3 beds2 baths1,744 sq ft

9 Woodland Rd, Monroe, NY 10950

Listing by Exit Realty Venture

Property at 252 Schunnemunk Rd, Monroe, NY 10950, 2 beds, 1.5 baths

$699,000

2 beds1.5 baths1,006 sq ft

252 Schunnemunk Rd, Monroe, NY 10950

Listing by eRealty Advisors, Inc

Property at 6 Brooks Ave, Monroe, NY 10950, 3 beds, 1 bath

$415,000

3 beds1 bath1,056 sq ft

6 Brooks Ave, Monroe, NY 10950

Listing by eRealty Advisors, Inc

Property at 20 N Main St, Monroe, NY 10950, 3 beds

$500,000

3 beds— baths1,272 sq ft

20 N Main St, Monroe, NY 10950

Listing by Master Realty Group Inc.

Property at 27 Interlochen Pkwy, Monroe, NY 10950, 3 beds, 1 bath

$376,000

3 beds1 bath702 sq ft

27 Interlochen Pkwy, Monroe, NY 10950

Listing by Flag Realty Group

Property at 23 Highland Ave, Monroe, NY 10950, 3 beds, 1 bath

$429,900

3 beds1 bath1,184 sq ft

23 Highland Ave, Monroe, NY 10950

Listing by Keller Williams Hudson Valley

Property at 10 Pioneer Trl, Monroe, NY 10950, 2 beds, 1 bath

$289,000

2 beds1 bath796 sq ft

10 Pioneer Trl, Monroe, NY 10950

Listing by eRealty Advisors, Inc

Property at 180-184 Pine Tree Rd, Monroe, NY 10950, 8 beds, 4 baths

$875,000

8 beds4 baths3,400 sq ft

180-184 Pine Tree Rd, Monroe, NY 10950

Listing by MK Realty Inc

Property at 22 Woodycrest Trl, Monroe, NY 10950, 2 beds, 1 bath

$289,000

2 beds1 bath1,047 sq ft

22 Woodycrest Trl, Monroe, NY 10950

Listing by Payne Team LLC

Property at 421 Spring St, Monroe, NY 10950, 4 beds, 2.5 baths

$1,490,000

4 beds2.5 baths3,150 sq ft

421 Spring St, Monroe, NY 10950

Listing by Town and Village Real Estate

Property at 44 Hilltop Dr, Monroe, NY 10950, 2 beds, 2 baths

$439,000

2 beds2 baths1,518 sq ft

44 Hilltop Dr, Monroe, NY 10950

Listing by Exit Realty Venture

Property at 102 Cedar Cliff Rd, Monroe, NY 10950, 2 beds, 2 baths

$799,000

2 beds2 baths2,146 sq ft

102 Cedar Cliff Rd, Monroe, NY 10950

Listing by Weichert Realtors

Property at 23 Rabbit Hill Rd, Monroe, NY 10950, 4 beds, 3 baths

$799,000

4 beds3 baths1,716 sq ft

23 Rabbit Hill Rd, Monroe, NY 10950

Listing by Howard Hanna Rand Realty

Property at 168 Prospect Rd, Monroe, NY 10950, 3 beds, 1 bath

$999,000

3 beds1 bath1,148 sq ft

168 Prospect Rd, Monroe, NY 10950

Listing by Ben Bay Realty of Staten Isl.

Viewing page 1 of 1

Based on information submitted to the MLS GRID as of Sun Nov 30 2025. 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.

Vintage Homes for Sale in Monroe

There are currently 41 vintage homes for sale in Monroe at a median listing price of $565K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Monroe stay on the market for 56 days and receive 2 offers. Popular neighborhoods include Central Valley. This map is refreshed with the newest listings in Monroe every 15 minutes.

In the past month, 9 homes have been sold in Monroe. In addition to houses in Monroe, there were also 8 condos, 1 townhouse, and 2 multi-family units for sale in Monroe last month. Find your dream home in Monroe using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Monroe are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Monroe. Our Monroe real estate stats and trends will give you more information about home buying and selling trends in Monroe. If you're looking to sell your home in the Monroe area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Monroe with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Monroe, NY

Neighborhoods

Central Valley homes for sale

Zip Codes

Nearby Cities

Nearby Cities with Vintage Homes

More to explore in Monroe, NY

How to buy a house in Monroe, NY

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in New York

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.