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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
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Closing costs, itemized
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3 beds New construction

77 listings

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Homes for Sale in Wintergreen Resort, VA

Homes for Sale in Wintergreen Resort, VA

21 of 77 Listings

Homes for Sale in Wintergreen Resort, VA

21 of 77 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #0225245042

29Active
$295,000
3 bd · 2 ba · 1,271 sqft
2139 Fairway Woods, Wintergreen Resort, VA
SHERRY MILLARD · LONG & FOSTER - CHARLOTTESVILLE
46Active
$585,000
3 bd · 3 ba · 1,826 sqft
27 Pedlars End, Wintergreen Resort, VA
KATE FARLEY · PEAK REALTY VIRGINIA, LLC
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
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
Price Reduced66Active
$254,900
2 bd · 3 ba · 2,090 sqft
12 Ivy Glen Ln, Wintergreen Resort, VA
MYRA BEAMS · REAL BROKER LLC
Price Reduced45Active
$574,000
5 bd · 4 ba · 2,693 sqft
48 Deerberry Ln, Wintergreen Resort, VA
LISA FLOOD · PEAK REALTY VIRGINIA, LLC
61Active
$597,000
4 bd · 3 ba · 1,694 sqft
93 Valley View Ln, Wintergreen Resort, VA
CHASTITY MORGAN · NEST REALTY GROUP
37Active
$519,000
3 bd · 3 ba · 1,464 sqft
70 Pedlars End, Wintergreen Resort, VA
KATE FARLEY · PEAK REALTY VIRGINIA, LLC
41Active
$550,000
3 bd · 2 ba · 1,296 sqft
93 Squirrel Tree Ln, Wintergreen Resort, VA
KATE FARLEY · PEAK REALTY VIRGINIA, LLC
Price Reduced75Active
$645,000
3 bd · 3 ba · 2,703 sqft
377 Devils Knob Loop, Wintergreen Resort, VA
STEVE MARIANELLA · WINTERGREEN REALTY, LLC
38Active
$539,000
3 bd · 2 ba · 1,196 sqft
18 Squirrel Tree Ln, Wintergreen Resort, VA
KATE FARLEY · 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
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
48Active
$549,999
3 bd · 3 ba · 1,659 sqft
1300 Blue Ridge Dr, Wintergreen Resort, VA
DIMA HOLMES · 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

1 2…4

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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

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: 2026-08-30 15:55:12 UTC

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Thomas O'Leary

Realty.com

Lic. #0225245042

Nearby areas

ZIP codes

24401 (198)
22980 (163)
22967 (125)
22932 (95)
22901 (36)
22958 (34)
24521 (32)
24477 (28)

Cities

Staunton (198)
Waynesboro (163)
Crozet (95)
Charlottesville (63)
Nellysford (33)
Amherst (32)
Wintergreen (29)
Stuarts Draft (28)