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3 Charming Eastern Shore Homes in Onancock and Painter, Virginia

By Awais Manzoor

1 min read

Across Virginia’s Eastern Shore, a trio of well-cared-for homes highlights an easy-living approach that suits downsizers and anyone craving simplicity without sacrificing setting. In Onancock, a waterview residence is offered beautifully furnished and recently updated, while a compact one-level cottage pairs low maintenance with a new HVAC system installed in 2025. Nearby in Painter, a home on a remarkably private street adds an adjacent open lot feel, plus accessibility-forward features, all moments from shopping, dining, the hospital, and boat docks.

24456 Nancock Gardens Road | $305,000

24456 Nancock Gardens Road Onancock VA 23417
24456 Nancock Gardens Road, Onancock, VA 23417
Weichert Realtors Mason Davis
LISTING AGENT:
Weichert, Realtors Mason – Davis

On a quiet stretch of Nancock Gardens Road in Onancock, this waterview residence feels serene and inviting from the start. Recently updated, it’s designed for effortless comfort with a sense of timeless charm that carries from room to room. The home is being beautifully furnished, creating a truly turnkey experience where spaces read as thoughtfully curated and move-in ready. Practical improvements add to the ease of daily living: a newer roof offers welcome peace of mind, and a pristine basement speaks to exceptional care and consistent maintenance throughout. Whether you’re settling in with the morning light or unwinding at day’s end, the setting and updates come together in a home that’s ready to be lived in—simply, comfortably, and with the water always part of the backdrop.

Price:
$305,000
Size:
1,448 sq ft
Contact:
Weichert, Realtors Mason – Davis, Weichert, Realtors Mason – Davis, 757.787.1010
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7 Jackson Street | $264,900

7 Jackson Street Onancock VA 23417
7 Jackson Street, Onancock, VA 23417
Weichert Realtors Mason Davis
LISTING AGENT:
Weichert, Realtors Mason – Davis

On a residential street in Onancock, this charming home embraces the ease of one-level living with a layout designed for simplicity and low maintenance. With 2 bedrooms and 1 bath, it offers a comfortable footprint that suits everyday routines without extra upkeep—well aligned for downsizing, a straightforward investment, or anyone drawn to a more relaxed pace. A new HVAC system installed in 2025 brings added comfort and welcome peace of mind, supporting year-round livability with a key update already in place. The overall feel is practical and pared back, prioritizing function over fuss, so daily life can stay focused on what matters most. It’s a space that invites you to settle into an easier rhythm and enjoy living a little lighter.

Price:
$264,900
Size:
920 sq ft
Contact:
Weichert, Realtors Mason – Davis, Weichert, Realtors Mason – Davis, 757.787.1010
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33370 Callahan Street | $219,000

33370 Callahan Street Painter VA 23420
33370 Callahan Street, Painter, VA 23420
Weichert Realtors Mason Davis
LISTING AGENT:
Weichert, Realtors Mason – Davis

On a very private street of just three houses in the center of Painter, this well maintained residence offers an easy, everyday rhythm with a thoughtful focus on accessibility. Oak hardwood floors bring warmth and continuity through the interior, while a front handicap ramp provides simple, step-free entry. Inside, a walk-in handicap tub supports comfort and convenience without sacrificing a sense of home. The setting feels quietly tucked away, helped by a large lot next door that adds to the open, uncrowded atmosphere. Weekends invite a local ritual—yard sales at the track on Saturdays and Sundays, weather permitting—while daily needs stay close at hand with shopping, restaurants, the local hospital, and boat docks nearby. It’s a calm, practical place to settle in and enjoy Painter at an unhurried pace.

Price:
$219,000
Size:
1,383 sq ft
Contact:
Weichert, Realtors Mason – Davis, Weichert, Realtors Mason – Davis, 757.787.1010
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