The Jackson
Starting at $1,590
1 Bedroom • 1 Bath • 755 Sq Ft
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$1,590 – $1,774/mo
221 Peppertree Lane, Winchester, VA 22601Peppertree Apartments currently lists 7 floor plans across 14 available units, from one-bedroom to three-bedroom, starting at $1,590/mo. 2 one-bedrooms at $1,590/mo (755 sq ft), earliest move-in Oct 12. 11 two-bedrooms from $1,630 to $1,705/mo (857–960 sq ft), earliest move-in Oct 12. 1 three-bedroom at $1,774/mo (1,146 sq ft), earliest move-in Oct 12. Prices checked October 12, 2026.
Starting at $1,590
1 Bedroom • 1 Bath • 755 Sq Ft
Starting at $1,630
2 Bedrooms • 1.5 Baths • 857 Sq Ft
| 1 available unit | Price | Sq ft | Available | Open unit |
|---|---|---|---|---|
| #01-007 | $1,630 | 857 | Oct 26 |
Starting at $1,657
2 Bedrooms • 2 Baths • 933 Sq Ft
| 1 available unit | Price | Sq ft | Available | Open unit |
|---|---|---|---|---|
| #09-096 | $1,657 | 933 | Oct 12 |
Starting at $1,657
2 Bedrooms • 2 Baths • 933 Sq Ft
Starting at $1,687
2 Bedrooms • 2 Baths • 960 Sq Ft
| 1 available unit | Price | Sq ft | Available | Open unit |
|---|---|---|---|---|
| #13-143 | $1,687 | 960 | Oct 12 |
Starting at $1,705
2 Bedrooms • 1.5 Baths • 933 Sq Ft
Starting at $1,774
3 Bedrooms • 2 Baths • 1,146 Sq Ft
| 1 available unit | Price | Sq ft | Available | Open unit |
|---|---|---|---|---|
| #16-190 | $1,774 | 1,146 | Oct 12 |
See all 18 units listed at Peppertree Apartments, including ones no longer available.
Rent at Peppertree Apartments is $1,590 – $1,774 per month. Leases are typically 12 months. The earliest listed move-in is Jan 7. Prices checked October 12, 2026.
Rent
$1,590 – $1,774/moLease term
12 monthsEarliest move-in
Jan 7Peppertree Apartments lists 36 amenities, including a gym, a pool, and pet-friendly spaces.
Ample Storage And Cabinets
Basketball Court
Cable And High Speed Internet Ready
Dishwasher
Disposal
Dog Park
Electric Range In Select Homes
Fireplace In Select Homes
Fitness Center
Flexible Lease Terms Available
Friday: 9 Am To - 5:30 Pm
Gas Cooking In Select Homes
High Speed Internet
Interior Renovated Homes Available
Large Closets
Laundry Care Centers
Lush Carpeting In Bedrooms
Monday: 9 Am To - 5:30 Pm
Neighborhood & Courtyard Views Available
Online Resident Portal
Outdoor Dining & Grilling Areas
Playground
Private Patio/ Balcony
Professional On-Site Management
Refrigerator
Resident Lounge & Clubhouse
Routine & 24/7 Maintenance Care
Saturday: Closed
Sparkling Outdoor Swimming Pool
Sunday: Closed
Tennis Court
Thursday: 9 Am To - 5:30 Pm
Tuesday: 9 Am To - 5:30 Pm
Washer/Dryer Connections In Select Homes
Wednesday: 11 Am To - 5:30 Pm
Window Coverings Included
Peppertree Apartments is at 221 Peppertree Lane, Winchester, VA 22601.
221 Peppertree Lane, Winchester, VA 22601
Residents give Peppertree Apartments a C grade (about 3.7 out of 5) from 26 reviews. Peppertree Apartments receives consistently positive ratings across all 26 reviews, with residents praising responsive maintenance, friendly staff, convenient location near shopping and dining, and well-maintained grounds and amenities. Common strengths include prompt repair service, reasonable pricing, pet-friendly policies, and a quiet community atmosphere.
Peppertree Apartments receives consistently positive ratings across all 26 reviews, with residents praising responsive maintenance, friendly staff, convenient location near shopping and dining, and well-maintained grounds and amenities. Common strengths include prompt repair service, reasonable pricing, pet-friendly policies, and a quiet community atmosphere. Some residents report isolated concerns about aging infrastructure (drafty windows, uneven flooring, dated appliances), parking availability, and occasional inconsistencies in management responsiveness, though these issues do not dominate the overall positive sentiment.
Management and office staff receive consistently positive feedback for professionalism, friendliness, and responsiveness to resident needs. Maintenance requests are typically handled promptly, with staff noted as courteous and helpful. Communication and billing processes are generally satisfactory, though some residents report occasional issues with staff knowledge or responsiveness during specific periods.
Maintenance response times are generally quick, with most residents reporting same-day or next-day repairs for routine issues. However, some residents experienced extended delays on major repairs like HVAC and window issues. Common property concerns include drafty windows, uneven flooring, and poor insulation that maintenance attributed to building-wide conditions rather than individual unit problems.
Peppertree Apartments benefits from a convenient location close to shopping, restaurants, grocery stores, and other amenities within walking distance or a short drive. The property offers reasonable pricing and maintains well-kept grounds with on-site facilities including a pool, tennis courts, and laundry facilities. Staff responsiveness to maintenance requests and pet-friendly policies are noted as strengths, though some residents report concerns about parking logistics, lighting, and building condition issues.
Residents consistently praise the property's well-maintained grounds, amenities, and responsive maintenance staff. The complex features a clean pool, tennis courts, on-site laundry, and ample parking with seasonal snow clearing. Staff responsiveness to maintenance requests and weekend emergencies is highlighted as a strength, though some residents report challenges with shared-space upkeep related to non-resident trash disposal and pet waste management.
Residents report mixed experiences with building quality. While some appreciate responsive maintenance and generally quiet conditions, others note significant structural and insulation issues including uneven flooring, drafty windows, and inadequate heating distribution. Cleanliness and move-in condition standards appear inconsistent across units.
Peppertree Apartments is car-dependent and biking is not bikeable.
Car-Dependent
Not Bikeable
Discover a comfortable place to call home at Peppertree Apartments in Winchester, VA. Our one, two, and three bedroom apartments pair a welcoming neighborhood setting with convenient access to Winchester Medical Center, Shenandoah University, shopping, dining, recreation, and historic Old Town Winchester.
Peppertree Apartments is an apartment.
Building
ApartmentDestiny Pre-School-Hope Dr is 0.1 miles from Peppertree Apartments. 10 schools are listed nearby.
| School | Type | Level | Distance |
|---|---|---|---|
Destiny Pre-School-Hope Dr Private · Preschool | Private | Preschool | 0.1 mi |
Frederick Douglass Elementary School Public · Elementary | Public | Elementary | 0.3 mi |
Tlc Day Care Center Private · Preschool | Private | Preschool | 0.6 mi |
Kids' Corner Learn & Play Dc Private · Preschool | Private | Preschool | 0.6 mi |
Little Gym Child Care Center-Winchester Private · Preschool | Private | Preschool | 1.0 mi |
Grafton-Ruth Burch Campus Private · Middle | Private | Middle | 1.1 mi |
Children America Dc-Winchester Private · Preschool | Private | Preschool | 1.3 mi |
Garland R. Quarles Elementary School Public · Elementary | Public | Elementary | 1.4 mi |
John Handley High School Public · High | Public | High | 1.5 mi |
Market St Umc Learning Center Private · Preschool | Private | Preschool | 2.1 mi |
Peppertree Apartments is managed by RPM Living. Call 540-401-5909 to tour or ask about availability.