Homes For Sale in Chester Gap, VA with a Swimming Pool

Name: Open House: 2PM-4PM
Start: 2026-10-24T18:00:00+00:00
End: 2026-10-24T20:00:00+00:00
Location: 479 Round Hill Rd, Boston, VA 22713

Real Estate & Homes For Sale Near Chester Gap, VA

We found 30 more homes matching your filters just outside Chester Gap

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OPEN SAT, 2-4PM
3D VIEW
2 ACRES
$599,000
3 Beds
2.5 Baths
2,184 sqft
479 Round Hill Rd,
Boston, VA 22713
Samson Properties
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OPEN SAT, 12-2PM
3D VIEW
3.06 ACRES
$1,600,000
5 Beds
4.5 Baths
5,620 sqft
38332 Stone Eden Dr,
Hamilton, VA 20158
Compass
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OPEN SAT, 1-3PM
3.2 ACRES
$1,550,000
5 Beds
4.5 Baths
6,576 sqft
38087 Highland Farm Pl,
Purcellville, VA 20132
Long & Foster Real Estate, Inc.
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NEW
OPEN SUN, 2-4PM
3D VIEW
6.93 ACRES
$899,900
3 Beds
3 Baths
3,101 sqft
7870 Woodridge Dr,
Gainesville, VA 20155
Pearson Smith Realty, LLC
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NEW - 2 DAYS AGO
5.39 ACRES
$1,350,000
4 Beds
2.5 Baths
5,078 sqft
11560 John Marshall Hwy,
Markham, VA 22643
Colony Realty
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NEW - 2 DAYS AGO
3D VIEW
3 ACRES
$1,299,000
4 Beds
3.5 Baths
4,080 sqft
37586 Hughesville Rd,
Purcellville, VA 20132
Hunt Country Sotheby's International Realty
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5.05 ACRES
$599,900
3 Beds
2 Baths
1,976 sqft
632 Pilgrims Way,
Bentonville, VA 22610
Samson Properties
OPEN SUN, 12-2PM
3D VIEW
6.24 ACRES
$1,300,000
3 Beds
2.5 Baths
3,060 sqft
10257 Stillhouse Rd,
Delaplane, VA 20144
Samson Properties
3D VIEW
0.35 ACRES
$630,000
4 Beds
2.5 Baths
3,058 sqft
205 Crestleigh Dr,
Winchester, VA 22602
RE/MAX Roots
0.56 ACRES
$330,000
3 Beds
2 Baths
2,054 sqft
1115 Summit Ave,
Front Royal, VA 22630
Samson Properties
5 ACRES
$549,900
4 Beds
3 Baths
2,352 sqft
221 Skyline Forest Dr,
Front Royal, VA 22630
RE/MAX Real Estate Connections
3D VIEW
101.42 ACRES
$9,875,000
5 Beds
6 Baths
9,632 sqft
1663 Hatchers Mill Rd,
Middleburg, VA 20117
Thomas and Talbot Estate Properties, Inc.
3D VIEW
10 ACRES
$999,999
4 Beds
3.5 Baths
3,818 sqft
456 Boyds Mill Ln,
Bentonville, VA 22610
Corcoran McEnearney
13.1 ACRES
$2,199,000
5 Beds
5 Baths
5,647 sqft
38400 Aunt Marys Ln,
Purcellville, VA 20132
RE/MAX Distinctive Real Estate, Inc.
3D VIEW
185 ACRES
$4,625,000
4 Beds
4.5 Baths
4,682 sqft
2626 Rokeby Rd,
Delaplane, VA 20144
Thomas and Talbot Estate Properties, Inc.
2.29 ACRES
$599,900
3 Beds
2 Baths
2,114 sqft
28427 Old Valley Pike,
Toms Brook, VA 22660
Pearson Smith Realty, LLC
365.6 ACRES
$10,950,000
4 Beds
3.5 Baths
8,613 sqft
1610 Delaplane Grade Rd,
Upperville, VA 20184
Hunt Country Sotheby's International Realty
3D VIEW
5.02 ACRES
$1,490,000
6 Beds
6 Baths
7,508 sqft
199 Oak Hill Dr,
Stephens City, VA 22655
RE/MAX Roots
$673,000
6 Beds
3.5 Baths
4,472 sqft
718 Academy Cir,
Winchester, VA 22601
Realty ONE Group Old Towne
OPEN SAT, 1-3PM
0.25 ACRES
$829,999
6 Beds
5.5 Baths
5,658 sqft
505 Cobbler Dr,
Berryville, VA 22611
Dandridge Realty Group, LLC
OPEN SUN, 2:30-4:30PM
2.58 ACRES
$1,350,000
4 Beds
4 Baths
5,052 sqft
9593 Springs Rd,
Warrenton, VA 20186
EXP Realty, LLC
FOR SALE BY OWNER
10 ACRES
$1,590,000
6 Beds
6 Baths
7,400 sqft
16764 Hillsboro Rd,
Purcellville, VA 20132
3D VIEW
41 ACRES
$2,875,000
4 Beds
4.5 Baths
4,257 sqft
5742 Keyser Rd,
Hume, VA 22639
TTR Sotheby's International Realty
3.93 ACRES
$599,900
4 Beds
4 Baths
2,394 sqft
2391 Holly Springs Rd,
Amissville, VA 20106
Samson Properties
3 ACRES
$739,900
5 Beds
4 Baths
3,291 sqft
273 Roberts Rd,
Toms Brook, VA 22660
Johnston and Rhodes Real Estate
COMING SOON 11/1
10.07 ACRES
$925,000
6 Beds
3.5 Baths
6,285 sqft
17006 Black Oak Dr,
Brandy Station, VA 22714
Crossroads, Realtors
3 ACRES
$925,000
3 Beds
3 Baths
2,835 sqft
36292 Paxson Rd,
Purcellville, VA 20132
Goldmine Realty
COMING SOON 11/7
3D VIEW
$850,000
4 Beds
4.5 Baths
3,213 sqft
637 Treys Dr,
Winchester, VA 22601
Century 21 Redwood Realty
3D VIEW
5 ACRES
$749,900
4 Beds
3.5 Baths
2,940 sqft
9047 Settle School Rd,
Rixeyville, VA 22737
RE/MAX Gateway
20.32 ACRES
$749,900
4 Beds
2.5 Baths
2,397 sqft
6157 Wilson Rd,
Marshall, VA 20115
Samson Properties