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Wintergreen Resort, VA Homes for Sale | Realty.com

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

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33 listings

Selling Options

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

Resources

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What's worth fixing first
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Homes for Sale in Wintergreen Resort, VA

Homes for Sale in Wintergreen Resort, VA

24 of 33 Listings

Homes for Sale in Wintergreen Resort, VA

24 of 33 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #0225245042

New24Active
$385,000
3 bd · 2 ba · 1,504 sqft
16 Chestnut Ln, Wintergreen Resort, VA
DIMA HOLMES · PEAK REALTY VIRGINIA, LLC
New44Active
$657,000
4 bd · 4 ba · 2,433 sqft
911 Devils Knob Loop, Wintergreen Resort, VA
CHASTITY MORGAN · MOUNTAIN AREA NEST REALTY
NewOpen house Sat, Oct 10 · 1:30 PM38Active
$299,000
2 bd · 2 ba · 992 sqft
620 White Oak Condos, Wintergreen Resort, VA
KATE FARLEY · PEAK REALTY VIRGINIA, LLC

New58Active
$795,000
4 bd · 5 ba · 3,450 sqft
33 Coopers Vantage, Wintergreen Resort, VA
CHASTITY MORGAN · MOUNTAIN AREA NEST REALTY
New20Active
$109,000
1 bd · 1 ba · 384 sqft
2064 Stone Ridge Condos, Wintergreen Resort, VA
DIMA HOLMES · PEAK REALTY VIRGINIA, LLC
New32Active
$569,000
4 bd · 3 ba · 2,145 sqft
27 Veery Ln, Wintergreen Resort, VA
DIMA HOLMES · PEAK REALTY VIRGINIA, LLC
40Active
$460,000
3 bd · 3 ba · 1,483 sqft
1802 High Ridge Ct Condos, Wintergreen Resort, VA
WAYNE FLOOD · PEAK REALTY VIRGINIA, LLC
33Active
$450,000
4 bd · 5 ba · 1,992 sqft
3 Shenandoah Ridge Ct, Wintergreen Resort, VA
DIMA HOLMES · PEAK REALTY VIRGINIA, LLC
26Active
$250,000
2 bd · 2 ba · 906 sqft
479 Three Ridges Condos, Wintergreen Resort, VA
CHASTITY MORGAN · MOUNTAIN AREA NEST REALTY
48Active
$499,000
4 bd · 4 ba · 1,840 sqft
27 Briarwood Ln, Wintergreen Resort, VA
KATE FARLEY · PEAK REALTY VIRGINIA, LLC
Open house Sat, Oct 3 · 1:00 PM31Active
$315,000
3 bd · 3 ba · 1,408 sqft
2004 Stone Ridge Woods Condos, Wintergreen Resort, VA
BEN HOLMES · PEAK REALTY VIRGINIA, LLC
21Active
$195,000
2 bd · 2 ba · 852 sqft
2227 Tanners Ridge Condos, Wintergreen Resort, VA
DIMA HOLMES · PEAK REALTY VIRGINIA, LLC
27Active
$265,000
2 bd · 2 ba · 978 sqft
2114 Fairway Woods, Wintergreen Resort, VA
BETTY GREEN · WINTERGREEN REALTY, LLC
46Active
$549,500
3 bd · 3 ba · 1,550 sqft
1407 Highlands Condos, Wintergreen Resort, VA
BEN HOLMES · PEAK REALTY VIRGINIA, LLC
29Active
$295,000
3 bd · 2 ba · 1,271 sqft
2139 Fairway Woods, Wintergreen Resort, VA
SHERRY MILLARD · LONG & FOSTER - CHARLOTTESVILLE
41Active
$495,000
5 bd · 5 ba · 1,992 sqft
15 Shenandoah Ridge Ct, Wintergreen Resort, VA
DIMA HOLMES · PEAK REALTY VIRGINIA, LLC
34Active
$375,000
4 bd · 4 ba · 1,840 sqft
29 Briarwood Ln, Wintergreen Resort, VA
JULIE SLAYTON · OLD DOMINION REALTY INC - AUGUSTA
57Active
$529,900
3 bd · 3 ba · 1,632 sqft
426 Laurel Springs Dr, Wintergreen Resort, VA
DIMA HOLMES · PEAK REALTY VIRGINIA, LLC
Price Reduced23Active
$239,000
2 bd · 2 ba · 936 sqft
730 Laurelwood Condos, Wintergreen Resort, VA
YVETTE STAFFORD · MOUNTAIN AREA NEST REALTY
Price Reduced66Active
$254,900
2 bd · 3 ba · 2,090 sqft
12 Ivy Glen Ln, Wintergreen Resort, VA
MYRA BEAMS · REAL BROKER LLC
Price Reduced75Active
$619,000
3 bd · 3 ba · 2,703 sqft
377 Devils Knob Loop, Wintergreen Resort, VA
STEVE MARIANELLA · WINTERGREEN REALTY, LLC
48Active
$549,999
3 bd · 3 ba · 1,659 sqft
1300 Blue Ridge Dr, Wintergreen Resort, VA
DIMA HOLMES · PEAK REALTY VIRGINIA, LLC
Price Reduced59Active
$465,000
4 bd · 3 ba · 1,891 sqft
20 Blue Ridge Ct, Wintergreen Resort, VA
DIMA HOLMES · PEAK REALTY VIRGINIA, LLC
45Active
$489,000
3 bd · 3 ba · 1,323 sqft
138 Oak Ln, Wintergreen Resort, VA
LISA FLOOD · PEAK REALTY VIRGINIA, LLC

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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.

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Listing data & MLS disclosures

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: 2026-10-02 22:41:50 UTC

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #0225245042

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