Vintage homes for sale & real estate in 22727, VA

2 homes

Sort:

Recommended

NEW 1 DAY AGO

ABOUT THIS HOME
Vintage Home for sale in 22727, VA:
New listing - primary residence built in 1935, has 3 bedrooms and 1 full bath. Finished square footage of 960+- s. f. . Central electric HVAC. Property is served by private well and septic. Recent house upgrades include: insulated windows, flooring, interior painting, kitchen electric stove, microwave and refrigerator. The house has vinyl siding and a standing seam metal roof. Located within minutes to the Town of Madison.

$287,500

3 beds1 bath960 sq ft

111&119 Resettlement Rd, Madison, VA 22727

Private well • Septic • Insulated windows

ABOUT THIS HOME
Vintage Home for sale in 22727, VA:
Charming 1800’s Colonial in the Heart of Madison – 4BR/2.5BA on 1.61 Acres Step into history with this timeless 1800’s Colonial, perfectly situated on Main Street in downtown Madison. This unique property blends historic character with modern versatility, offering 4 bedrooms, 2.5 baths, and endless possibilities. Currently configured as a duplex with separate entrances and meters, this home can easily serve as: A spacious single-family residence An income-producing property (live in one unit, rent the other) Or a combination of both Inside, you’ll be charmed by original hardwood flooring, intricate woodwork, and grand room sizes that reflect the craftsmanship of a by

$439,000

4 beds2.5 baths2,990 sq ft

150 N Main St, Madison, VA 22727

Large eat-in kitchen • 1800s colonial • 1.61 acres

(540) 341-1000

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

FOR SALE BY OWNER

ABOUT THIS HOME
Vintage Home for sale in 22727, VA:
3br and 1 1/2 bath . Corner lot and partially finished basement with shower and commode

$280,000

3 beds1.5 baths1,075 sq ft

181 Burgess St, Orange, VA 22960

Built 1960 • Listed 2 days

ABOUT THIS HOME
Vintage Home for sale in 22727, VA:
Fresh renovations sparkle in every corner of 134 Bellevue Avenue, turning this Cape Cod cottage into one of Orange, Virginia’s most striking makeovers. From the moment you step inside, the home feels reborn: new systems, new finishes, new style, and a layout reworked for comfort and creativity. The kitchen takes center stage with custom cabinetry, gleaming gold fixtures, a statement concrete countertop, and an industrial refrigerator that feels ready for both daily living and commercial production. The renewed primary suite carries warm, curated tones, a beautifully redone bath, and a smart walk-in closet that flows seamlessly into the laundry area. Top-to-bottom upgrades give the ent

$399,900

3 beds2 baths1,882 sq ft

134 Belleview Ave, Orange, VA 22960

Custom cabinetry • Concrete countertop • Smart walk-in closet

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in 22727, VA:
Charming all-brick rambler in a quiet Orange neighborhood, offering single-level living with multiple system updates. Home features 2 bedrooms, 1 full bath, hardwood floors, country kitchen, separate laundry room, and an enclosed back porch. Furnace replaced 12/30/2022 by Pierce Heating & AC. Heating fuel tank replaced 7/16/2019 by Southern States/Culpeper Petroleum. Hot water heater replaced May 2021. * * * * * Kitchen updates: Cabinets refaced by Sears in January 2006; kitchen windows replaced July 2020 via Window World; refrigerator approx. 4 years old; dishwasher new November 2025. * * * * Windows: replaced most windows with vinyl (bedrooms, living room side window

$279,900

2 beds1 bath1,200 sq ft

198 Burgess St, Orange, VA 22960

Built 1958 • Listed 17 days

(540) 361-1977

ABOUT THIS HOME
Vintage Home for sale in 22727, VA:
Historic Main Street Opportunity in Stanardsville! This iconic Main Street property is a true piece of Stanardsville history, nestled at the heart of Town Hill. Zoned Residential/Commercial, it offers limitless potential—whether you envision a home, a business, a restaurant, a tap house, or a brewery, the possibilities are endless. The structure boasts solid bones and some mechanical upgrades, ready for your vision to bring it into the next chapter of Stanardsville’s story.

$267,000

3 beds2 baths1,920 sq ft

276 Main St, Stanardsville, VA 22973

Mechanical upgrades • 0.94 acre lot • Built 1900

ABOUT THIS HOME
Vintage Home for sale in 22727, VA:
Great lot to build a new home, or if you are handy, a great fixer upper!!!!!! All on 7 acres just off Rt. 33 in Stanardsville!! Home has an old bored well, currently not in use and no septic. 280 feet of road frontage on Celt Rd. Could potentially be subdivided into 3 lots. Excellent Location!

$299,000

— beds— baths1,416 sq ft

729 Celt Rd, Stanardsville, VA 22973

7 acres • Road frontage • 7 acre lot

(540) 825-9898

ABOUT THIS HOME
Vintage Home for sale in 22727, VA:
Step into the perfect blend of classic charm and modern comfort in this beautifully renovated Cape Cod home. Every major system has been upgraded from top to bottom - including the electrical, plumbing, new sewer line and water lines, refinished original hardwood floors that highlight the home's timeless character. It's still early enough to choose your own interior colors, giving you the opportunity to personalize the final details to your taste. With the extent of the renovation, this home offers the rare chance to enjoy a living experience that feels nearly like purchasing new construction - without the new construction price tag! Ideally situated just outside the Town of Stanardsville

$365,000

3 beds2 baths1,500 sq ft

9305 Spotswood Trl, Stanardsville, VA 22973

New sewer line • 0.25 acre lot • Built 1950

Property at 358 Main St, Orange, VA 22960, 4 beds, 3.5 baths

$525,000

4 beds3.5 baths2,810 sq ft

358 Main St, Orange, VA 22960

(540) 672-1100

Property at 354 Berry St, Orange, VA 22960, 3 beds, 1 bath

$308,777

3 beds1 bath1,629 sq ft

354 Berry St, Orange, VA 22960

(540) 369-6025

Property at 9422 Little Skyline Dr, Orange, VA 22960, 4 beds, 2 baths

$112,500

4 beds2 baths1,504 sq ft

9422 Little Skyline Dr, Orange, VA 22960

Property at 575 Arcadian Way, Orange, VA 22960, 5 beds, 4.5 baths

$5,575,000

5 beds4.5 baths13,455 sq ft

575 Arcadian Way, Orange, VA 22960

Property at 5912 & 5928, 2 Hoover Rd W, Reva, VA 22735, 3 beds, 1 bath

$772,200

3 beds1 bath1,632 sq ft

5912 & 5928, 2 Hoover Rd W, Reva, VA 22735

Property at 255 Montevista Ave, Orange, VA 22960, 3 beds, 1 bath

$285,000

3 beds1 bath1,018 sq ft

255 Montevista Ave, Orange, VA 22960

(703) 679-1700

Property at 194 Morton St, Orange, VA 22960, 4 beds, 1 bath

$329,900

4 beds1 bath1,800 sq ft

194 Morton St, Orange, VA 22960

(540) 672-1100

Property at 590 N Madison Rd, Orange, VA 22960, 3 beds, 2.5 baths

$1,995,000

3 beds2.5 baths3,070 sq ft

590 N Madison Rd, Orange, VA 22960

(540) 373-0100

Property at 4571 Elly Rd, Aroda, VA 22709, 3 beds, 1 bath

$199,000

3 beds1 bath1,128 sq ft

4571 Elly Rd, Aroda, VA 22709

Property at TBD Mount Pisgah Church Dr, Orange, VA 22960, 3 beds, 1 bath

$129,000

3 beds1 bath— sq ft

TBD Mount Pisgah Church Dr, Orange, VA 22960

(540) 825-1613

Property at Undisclosed address, Locust Dale, VA 22948, 3 beds, 2 baths

$303,000

3 beds2 baths1,690 sq ft

Undisclosed address, Locust Dale, VA 22948

(703) 539-7062

Property at 10127 Little Skyline Dr, Orange, VA 22960, 4 beds, 4 baths

$940,000

4 beds4 baths3,872 sq ft

10127 Little Skyline Dr, Orange, VA 22960

(540) 672-3233

Property at 242 Madison Mls, Orange, VA 22960, 4 beds, 3 baths

$745,000

4 beds3 baths1,910 sq ft

242 Madison Mls, Orange, VA 22960

(540) 672-3233

Vintage Homes for Sale in 22727

There are currently 2 vintage homes for sale in 22727 at a median listing price of $500K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 22727 stay on the market for 53 days. This map is refreshed with the newest listings in 22727 every 15 minutes.

In the past month, 5 homes have been sold in 22727. Find your dream home in 22727 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 22727 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 22727. If you're looking to sell your home in the 22727 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 22727 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 22727, VA

Cities

Nearby Zip Codes

Nearby Zip Codes with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in 22727, VA

How to buy a house in 22727, VA

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 Virginia

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.