Winchester, VA Rental Listings

53 real estate listings match this search criteria near Winchester.

For Rent
10 photos
$1,700/mo
1 bd, 1 ba, 9,518 Sq Ft
44 S Loudoun Street 12Winchester, VA 22601#VAWI2010676
Condominium
For Rent
15 photos
$2,400/mo
3 bd, 2.5 ba, 1,844 Sq Ft
2066 Honeysuckle LaneWinchester, VA 22601#VAWI2010642
Townhouse
For Rent
8 photos
$1,450/mo
2 bd, 1 ba, 1,100 Sq Ft
2256 Roosevelt BoulevardWinchester, VA 22601#VAWI2010508
Townhouse
For Rent
8 photos
$1,600/mo
2 bd, 2 ba, 10,400 Sq Ft
23 Taft Avenue 3Winchester, VA 22601#VAWI2010510
Condominium
For Rent
23 photos
$2,500/mo
2 bd, 2 ba, 1,150 Sq Ft
210 E Boscawen St 200Winchester, VA 22601#VAWI2010872
Condominium
For Rent
13 photos
$2,000/mo
800 Sq Ft
2971 Valley AvenueWinchester, VA 22601#VAWI2010118
Condominium
For Rent
8 photos
$1,250/mo
1 bd, 1 ba, 2,058 Sq Ft
36 S Cameron Street 2Winchester, VA 22601#VAWI2010100
Condominium
For Rent
12 photos
$1,900/mo
2 bd, 2 ba, 1,600 Sq Ft
21 S Stewart Street 4Winchester, VA 22601#VAWI2007836
Condominium
For Rent
12 photos
$2,400/mo
3 bd, 3 ba, 2,050 Sq Ft
3144 Eton PlWinchester, VA 22601#VAFV2044478
Townhouse
For Rent
23 photos
$1,800/mo
2 bd, 2 ba, 1,650 Sq Ft
445 Royal StreetWinchester, VA 22601#VAWI2011578
Townhouse
For Rent
8 photos
$1,800/mo
3 bd, 1 ba, 1,480 Sq Ft
120 W Whitlock AvenueWinchester, VA 22601#VAWI2011630
Single Family Residence
For Rent
18 photos
$1,950/mo
2 bd, 2 ba, 998 Sq Ft
515 Amherst StreetWinchester, VA 22601#VAWI2011476
Condominium
For Rent
13 photos
$1,500/mo
2 bd, 1 ba, 1,100 Sq Ft
21 Stewart Street S 2Winchester, VA 22601#VAWI2010166
Residential Lease
For Rent
7 photos
$1,800/mo
3 bd, 2.5 ba, 2,124 Sq Ft
2069 Cidermill LaneWinchester, VA 22601#VAWI2011666
Townhouse
For Rent
20 photos
$1,550/mo
3 bd, 1.5 ba, 1,316 Sq Ft
8 W Monmouth StreetWinchester, VA 22601#VAWI2010614
Townhouse
For Rent
17 photos
$1,600/mo
2 bd, 1.5 ba
553 1/2 #2 N Loudoun StreetWinchester, VA 22601#VAWI2011722
Townhouse
For Rent
16 photos
$1,749/mo
3 bd, 1 ba, 938 Sq Ft
265 Opequon AvenueWinchester, VA 22601#VAWI2011426
Single Family Residence
For Rent
20 photos
$1,500/mo
2 bd, 1.5 ba, 1,120 Sq Ft
19 Jigsaw PlaceWinchester, VA 22601#VAWI2011428
Townhouse
For Rent
63 photos
$2,400/mo
3 bd, 2.5 ba
646 Hemsworth LaneWinchester, VA 22601#VAWI2011240
Townhouse
For Rent
10 photos
$1,149/mo
1 bd, 1 ba, 450 Sq Ft
3103 Shawnee Drive 3103 1Winchester, VA 22601#VAWI2011152
Condominium
For Rent
12 photos
$1,500/mo
1 bd, 1 ba, 9,518 Sq Ft
44 S Loudoun Street 7Winchester, VA 22601#VAWI2011280
Condominium
For Rent
1 photos
$1,575/mo
2 bd, 2 ba, 910 Sq Ft
26 E Pall Mall StreetWinchester, VA 22601#VAWI2011238
Townhouse
For Rent
63 photos
$3,100/mo
3 bd, 2 ba, 1,974 Sq Ft
832 Winder CourtWinchester, VA 22601#VAWI2011432
Single Family Residence
For Rent
14 photos
$1,495/mo
3 bd, 1 ba, 1,350 Sq Ft
230 E Whitlock AvenueWinchester, VA 22601#VAWI2011538
Townhouse

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53 real estate listings match this search criteria near Winchester.

For Rent
10 photos
$1,700/mo
1 bd, 1 ba, 9,518 Sq Ft
44 S Loudoun Street 12Winchester, VA 22601#VAWI2010676
Condominium
For Rent
15 photos
$2,400/mo
3 bd, 2.5 ba, 1,844 Sq Ft
2066 Honeysuckle LaneWinchester, VA 22601#VAWI2010642
Townhouse
For Rent
8 photos
$1,450/mo
2 bd, 1 ba, 1,100 Sq Ft
2256 Roosevelt BoulevardWinchester, VA 22601#VAWI2010508
Townhouse
For Rent
8 photos
$1,600/mo
2 bd, 2 ba, 10,400 Sq Ft
23 Taft Avenue 3Winchester, VA 22601#VAWI2010510
Condominium
For Rent
23 photos
$2,500/mo
2 bd, 2 ba, 1,150 Sq Ft
210 E Boscawen St 200Winchester, VA 22601#VAWI2010872
Condominium
For Rent
13 photos
$2,000/mo
800 Sq Ft
2971 Valley AvenueWinchester, VA 22601#VAWI2010118
Condominium
For Rent
8 photos
$1,250/mo
1 bd, 1 ba, 2,058 Sq Ft
36 S Cameron Street 2Winchester, VA 22601#VAWI2010100
Condominium
For Rent
12 photos
$1,900/mo
2 bd, 2 ba, 1,600 Sq Ft
21 S Stewart Street 4Winchester, VA 22601#VAWI2007836
Condominium
For Rent
12 photos
$2,400/mo
3 bd, 3 ba, 2,050 Sq Ft
3144 Eton PlWinchester, VA 22601#VAFV2044478
Townhouse
For Rent
23 photos
$1,800/mo
2 bd, 2 ba, 1,650 Sq Ft
445 Royal StreetWinchester, VA 22601#VAWI2011578
Townhouse
For Rent
8 photos
$1,800/mo
3 bd, 1 ba, 1,480 Sq Ft
120 W Whitlock AvenueWinchester, VA 22601#VAWI2011630
Single Family Residence
For Rent
18 photos
$1,950/mo
2 bd, 2 ba, 998 Sq Ft
515 Amherst StreetWinchester, VA 22601#VAWI2011476
Condominium
For Rent
13 photos
$1,500/mo
2 bd, 1 ba, 1,100 Sq Ft
21 Stewart Street S 2Winchester, VA 22601#VAWI2010166
Residential Lease
For Rent
7 photos
$1,800/mo
3 bd, 2.5 ba, 2,124 Sq Ft
2069 Cidermill LaneWinchester, VA 22601#VAWI2011666
Townhouse
For Rent
20 photos
$1,550/mo
3 bd, 1.5 ba, 1,316 Sq Ft
8 W Monmouth StreetWinchester, VA 22601#VAWI2010614
Townhouse
For Rent
17 photos
$1,600/mo
2 bd, 1.5 ba
553 1/2 #2 N Loudoun StreetWinchester, VA 22601#VAWI2011722
Townhouse
For Rent
16 photos
$1,749/mo
3 bd, 1 ba, 938 Sq Ft
265 Opequon AvenueWinchester, VA 22601#VAWI2011426
Single Family Residence
For Rent
20 photos
$1,500/mo
2 bd, 1.5 ba, 1,120 Sq Ft
19 Jigsaw PlaceWinchester, VA 22601#VAWI2011428
Townhouse
For Rent
63 photos
$2,400/mo
3 bd, 2.5 ba
646 Hemsworth LaneWinchester, VA 22601#VAWI2011240
Townhouse
For Rent
10 photos
$1,149/mo
1 bd, 1 ba, 450 Sq Ft
3103 Shawnee Drive 3103 1Winchester, VA 22601#VAWI2011152
Condominium
For Rent
12 photos
$1,500/mo
1 bd, 1 ba, 9,518 Sq Ft
44 S Loudoun Street 7Winchester, VA 22601#VAWI2011280
Condominium
For Rent
1 photos
$1,575/mo
2 bd, 2 ba, 910 Sq Ft
26 E Pall Mall StreetWinchester, VA 22601#VAWI2011238
Townhouse
For Rent
63 photos
$3,100/mo
3 bd, 2 ba, 1,974 Sq Ft
832 Winder CourtWinchester, VA 22601#VAWI2011432
Single Family Residence
For Rent
14 photos
$1,495/mo
3 bd, 1 ba, 1,350 Sq Ft
230 E Whitlock AvenueWinchester, VA 22601#VAWI2011538
Townhouse

Market Overview — Winchester, VA

Showing Winchester, VA

Property type

ResidentialCommercial

Transaction

For SaleFor Lease

Area Average

Median over the active for-sale listings

$425,250
Median Listing Price: 54
Median Days on EXIT Realty: 2,023
Median Sq Ft: $217
Median Price per Sq Ft

Compare

Compare Winchester, VA to another area

Median price, days on market and size comparison by area
Area	Median Listing Price	Median Days on EXIT Realty	Median Sq Ft	Median Price per Sq Ft	Actions
Winchester, VA	$425,250	54	2,023	$217

Market Composition

What's on the market

58%Residential413 active
15%Land106 active
11%For Lease81 active
7%Commercial Lease49 active
7%Commercial49 active
<1%Multi-Family7 active
<1%Farm2 active

Active listings by price

Under $200K1% · 5
$200K-$400K42% · 175
$400K-$600K31% · 130
$600K-$800K18% · 77
$800K-$1M4% · 18
Over $1M4% · 15

Median Price Trend

Sep 2026: $387,523 -3.9%Oct 2026: $372,500

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Nearby Schools

Elementary 6

First Presbyterian Weekday School
Winchester, VA · 0.1 mi away
Virginia Avenue Charlotte Dehart Elementary School
Winchester, VA · 0.6 mi away
Quarles Elementary School
Winchester, VA · 0.8 mi away
John Kerr Elementary
Winchester, VA · 1.5 mi away
John Kerr Elementary School
Winchester, VA · 1.5 mi away
Senseny Road Elementary School
Winchester, VA · 1.8 mi away

Secondary 4

John Handley High School
Winchester, VA · 0.7 mi away
James Wood Middle School
Winchester, VA · 1.2 mi away
Frederick County Public Schools
Winchester, VA · 1.3 mi away
Millbrook High School
Winchester, VA · 1.6 mi away

Post-secondary 1

Shenandoah University School of Business
Winchester, VA · 1.1 mi away

Other schools 9

Grace Lutheran Preschool
Winchester, VA · 0.2 mi away
City of Winchester
Winchester, VA · 0.2 mi away
Winchester Public Schools
Winchester, VA · 0.2 mi away
Winchester Public Schools
Winchester, VA · 0.6 mi away
Douglas Community Learning Center
Winchester, VA · 0.7 mi away
Sacred Heart Academy
Winchester, VA · 1.4 mi away
Pre-K Learn and Play
Winchester, VA · 1.4 mi away
Children of America Winchester
Winchester, VA · 1.4 mi away
Dowell J Howard Center
Winchester, VA · 1.6 mi away

Winchester, VA Rental Listings

Winchester, VA Rental Listings

44 S Loudoun Street 12Winchester, VA 22601#VAWI2010676

2066 Honeysuckle LaneWinchester, VA 22601#VAWI2010642

2256 Roosevelt BoulevardWinchester, VA 22601#VAWI2010508

23 Taft Avenue 3Winchester, VA 22601#VAWI2010510

210 E Boscawen St 200Winchester, VA 22601#VAWI2010872

2971 Valley AvenueWinchester, VA 22601#VAWI2010118

36 S Cameron Street 2Winchester, VA 22601#VAWI2010100

21 S Stewart Street 4Winchester, VA 22601#VAWI2007836

3144 Eton PlWinchester, VA 22601#VAFV2044478

445 Royal StreetWinchester, VA 22601#VAWI2011578

120 W Whitlock AvenueWinchester, VA 22601#VAWI2011630

515 Amherst StreetWinchester, VA 22601#VAWI2011476

21 Stewart Street S 2Winchester, VA 22601#VAWI2010166

2069 Cidermill LaneWinchester, VA 22601#VAWI2011666

8 W Monmouth StreetWinchester, VA 22601#VAWI2010614

553 1/2 #2 N Loudoun StreetWinchester, VA 22601#VAWI2011722

265 Opequon AvenueWinchester, VA 22601#VAWI2011426

19 Jigsaw PlaceWinchester, VA 22601#VAWI2011428

646 Hemsworth LaneWinchester, VA 22601#VAWI2011240

3103 Shawnee Drive 3103 1Winchester, VA 22601#VAWI2011152

44 S Loudoun Street 7Winchester, VA 22601#VAWI2011280

26 E Pall Mall StreetWinchester, VA 22601#VAWI2011238

832 Winder CourtWinchester, VA 22601#VAWI2011432

230 E Whitlock AvenueWinchester, VA 22601#VAWI2011538

44 S Loudoun Street 12Winchester, VA 22601#VAWI2010676

2066 Honeysuckle LaneWinchester, VA 22601#VAWI2010642

2256 Roosevelt BoulevardWinchester, VA 22601#VAWI2010508

23 Taft Avenue 3Winchester, VA 22601#VAWI2010510

210 E Boscawen St 200Winchester, VA 22601#VAWI2010872

2971 Valley AvenueWinchester, VA 22601#VAWI2010118

36 S Cameron Street 2Winchester, VA 22601#VAWI2010100

21 S Stewart Street 4Winchester, VA 22601#VAWI2007836

3144 Eton PlWinchester, VA 22601#VAFV2044478

445 Royal StreetWinchester, VA 22601#VAWI2011578

120 W Whitlock AvenueWinchester, VA 22601#VAWI2011630

515 Amherst StreetWinchester, VA 22601#VAWI2011476

21 Stewart Street S 2Winchester, VA 22601#VAWI2010166

2069 Cidermill LaneWinchester, VA 22601#VAWI2011666

8 W Monmouth StreetWinchester, VA 22601#VAWI2010614

553 1/2 #2 N Loudoun StreetWinchester, VA 22601#VAWI2011722

265 Opequon AvenueWinchester, VA 22601#VAWI2011426

19 Jigsaw PlaceWinchester, VA 22601#VAWI2011428

646 Hemsworth LaneWinchester, VA 22601#VAWI2011240

3103 Shawnee Drive 3103 1Winchester, VA 22601#VAWI2011152

44 S Loudoun Street 7Winchester, VA 22601#VAWI2011280

26 E Pall Mall StreetWinchester, VA 22601#VAWI2011238

832 Winder CourtWinchester, VA 22601#VAWI2011432

230 E Whitlock AvenueWinchester, VA 22601#VAWI2011538

Market Overview — Winchester, VA

Area Average

Compare

Market Composition

What's on the market

Active listings by price

Median Price Trend

Nearby Schools

Elementary 6

Secondary 4

Post-secondary 1

Other schools 9