Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

Selling Options

What's my home worth?
Compare selling options
Get an instant cash offer
Buy before you sell

Resources

How selling works
When should I sell?
Home selling tips
Pricing your home
What's worth fixing first
Find a seller's agent

Save search Advertise Sign In

Saved homes Saved searches Your tours Your inquiries Recently viewed Account settings

Safety & registry resources

Review official public-safety information for any area from these government sources:

U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
FBI: state sex-offender registry directory

Condos in Wintergreen Resort, VA

Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

Save search Advertise Sign In

Saved homes Saved searches Your tours Your inquiries Recently viewed Account settings

Rentals

Safety & registry resources

Review official public-safety information for any area from these government sources:

U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
FBI: state sex-offender registry directory

3 beds New construction

32 listings

Selling Options

What's my home worth?
Compare selling options
Get an instant cash offer
Buy before you sell

Resources

How selling works
When should I sell?
Home selling tips
Pricing your home
What's worth fixing first
Find a seller's agent

Condos in Wintergreen Resort, VA

Condos in Wintergreen Resort, VA

23 of 32 Listings

Condos in Wintergreen Resort, VA

23 of 32 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #0225245042

New16Active
$139,900
1 bd · 1 ba · 405 sqft
216 Timbers Condos, Wintergreen Resort, VA
YVETTE STAFFORD · MOUNTAIN AREA NEST REALTY
29Active
$295,000
3 bd · 2 ba · 1,271 sqft
2139 Fairway Woods, Wintergreen Resort, VA
SHERRY MILLARD · LONG & FOSTER - CHARLOTTESVILLE
23Active
$244,000
2 bd · 2 ba · 936 sqft
730 Laurelwood Condos, Wintergreen Resort, VA
YVETTE STAFFORD · MOUNTAIN AREA NEST REALTY

Price Reduced23Active
$239,000
2 bd · 2 ba · 936 sqft
730 Laurelwood Condos, Wintergreen Resort, VA
YVETTE STAFFORD · MOUNTAIN AREA NEST REALTY
21Active
$249,900
1 bd · 1 ba · 763 sqft
1505 Cliffs Condos, Wintergreen Resort, VA
YVETTE STAFFORD · MOUNTAIN AREA NEST REALTY
43Active
$495,000
2 bd · 2 ba · 1,179 sqft
1826 High Ridge Ct Condos, Wintergreen Resort, VA
BEN HOLMES · PEAK REALTY VIRGINIA, LLC
43Active
$495,000
2 bd · 2 ba · 1,179 sqft
1826 High Ridge Ct Condos, Wintergreen Resort, VA
BEN HOLMES · PEAK REALTY VIRGINIA, LLC
36Active
$325,000
1 bd · 1 ba · 763 sqft
1501 Cliffs Condos, Wintergreen Resort, VA
YVETTE STAFFORD · MOUNTAIN AREA NEST REALTY
46Active
$448,000
2 bd · 2 ba · 1,136 sqft
1933 High Ridge Pl Condos, Wintergreen Resort, VA
KATE FARLEY · PEAK REALTY VIRGINIA, LLC
18Active
$149,000
1 bd · 1 ba · 615 sqft
2246 Tanners Ridge Condos, Wintergreen Resort, VA
YVETTE STAFFORD · MOUNTAIN AREA NEST REALTY
42Active
$499,500
2 bd · 2 ba · 1,136 sqft
1943 High Ridge Pl Condos, Wintergreen Resort, VA
BEN HOLMES · PEAK REALTY VIRGINIA, LLC
42Active
$499,500
2 bd · 2 ba · 1,136 sqft
1943 High Ridge Pl Condos, Wintergreen Resort, VA
BEN HOLMES · PEAK REALTY VIRGINIA, LLC
32Active
$245,000
2 bd · 2 ba · 1,220 sqft
2074 Stone Ridge Condos, Wintergreen Resort, VA
WAYNE FLOOD · PEAK REALTY VIRGINIA, LLC
Price Reduced32Active
$240,000
2 bd · 2 ba · 1,220 sqft
2074 Stone Ridge Condos, Wintergreen Resort, VA
WAYNE FLOOD · PEAK REALTY VIRGINIA, LLC
22Active
$214,000
1 bd · 1 ba · 648 sqft
792 Laurelwood Condos, Wintergreen Resort, VA
LISA LYNCH · JASON MITCHELL REAL ESTATE
21Active
$249,500
2 bd · 2 ba · 907 sqft
473 Three Ridges Condos, Wintergreen Resort, VA
BEN HOLMES · PEAK REALTY VIRGINIA, LLC
21Active
$249,500
2 bd · 2 ba · 907 sqft
473 Three Ridges Condos, Wintergreen Resort, VA
BEN HOLMES · PEAK REALTY VIRGINIA, LLC
Price Reduced30Active
$407,000
2 bd · 2 ba · 1,237 sqft
1707 High Ridge Condos, Wintergreen Resort, VA
WAYNE FLOOD · PEAK REALTY VIRGINIA, LLC
Price Reduced32Active
$469,900
3 bd · 3 ba · 1,483 sqft
1817 High Ridge Ct Condos, Wintergreen Resort, VA
LISA FLOOD · PEAK REALTY VIRGINIA, LLC
30Active
$407,000
2 bd · 2 ba · 1,237 sqft
1707 High Ridge Condos, Wintergreen Resort, VA
WAYNE FLOOD · PEAK REALTY VIRGINIA, LLC
32Active
$469,900
3 bd · 3 ba · 1,483 sqft
1817 High Ridge Ct Condos, Wintergreen Resort, VA
LISA FLOOD · PEAK REALTY VIRGINIA, LLC
30Active
$370,000
2 bd · 2 ba · 1,134 sqft
1418 Highlands Condos, Wintergreen Resort, VA
LISA FLOOD · PEAK REALTY VIRGINIA, LLC
Price Reduced22Active
$255,000
2 bd · 2 ba · 936 sqft
762 Laurelwood Condos, Wintergreen Resort, VA
DIMA HOLMES · PEAK REALTY VIRGINIA, LLC

1 2

Explore Wintergreen Resort homes

By price

Under $300K
Under $500K
Under $700K
Luxury

By bedrooms

2 beds
3 beds
4 beds
5 beds

By type

Single family
Townhomes
Condos
Manufactured homes
Multi-family homes

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

© 2026 Realty.com. All rights reserved.PrivacyTermsCalifornia Privacy RightsAccessibilityLicensing

Listing data & MLS disclosures

Bright MLS: The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Realty.com participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.
Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-07-08 17:53:46 UTC
Charlottesville Area Association of REALTOR: IDX information is provided exclusively for personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed.
Listing information ©2026 Charlottesville Area AOR®. All Rights Reserved. Last Updated: 2026-09-01 21:44:54 UTC

By feature

New construction
With a pool

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #0225245042