For sale

$299,000

Est. $1,802/mo —

•

2,103

sq ft

129 Rappahannock Trl, Winchester, VA 22602

About this home

NEW PRICE! NOW $299,000 YOUR MOUNTAIN ESCAPE MAY BE CLOSER THAN YOU THINK. Leave the traffic, noise and pace of everyday life behind—without getting on a plane! Tucked among the trees in the scenic Shawneeland community, 129 Rappahannock Trail is a beautifully renovated chalet-style retreat offering breathtaking mountain and ridge views, privacy and a peaceful setting. This isn't simply an older mountain home with a few cosmetic updates. Extensively renovated in 2023, the property combines the charm of a mountain chalet with modern comforts and finishes. Improvements include a new roof, siding, windows, HVAC system and ductwork, water heater, appliances and decks, along with updated flooring, fresh paint, a beautifully renovated kitchen with quartz countertops and updated bathrooms. Offering three bedrooms plus a den, two full baths, over 2,200 square feet of living space, a walkout lower level and multiple outdoor decks, this unique property is well suited for a primary residence, weekend getaway, second home or potential short-term rental investment. Enjoy morning coffee overlooking the mountains, evenings surrounded by nature and the privacy of a wooded setting on a quiet, no-through street. Strong cell service and Wi-Fi options help keep you connected, while historic downtown Winchester, shopping, dining and outdoor recreation are all within reach. * * WANT EVEN MORE SPACE AND PRIVACY? * * The adjoining . 89-acre parcel is available separately for $70,000 (MLS #VAFV2045004), offering an opportunity to expand your mountain retreat. Whether you're looking for a peaceful escape or exploring vacation rental possibilities, this extensively renovated property offers exceptional appeal at its newly reduced price. Short-term rental use is subject to applicable regulations and approvals. Close enough to escape for the weekend. Special enough that you may never want to leave.

Single-familyProperty Type

1979Year Built

0.28 acresLot Size

$142Price/Sq.Ft.

Listed by Alexandra Chism • Loudoun Ridge Realty, LLC

•703-723-7355 (broker)

•loudounridgerealty@gmail.com (broker)

Listing updated: Oct 25, 2026 at 12:12am

Redfin checked: 2 minutes ago

•Source:BRIGHT MLS #VAFV2044998

Payment calculator

$1,802 per month

Principal and interest$1,612

Property taxes

$130

HOA dues

Home insurance

$60

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN TODAY, 11AM TO 3PM
$409,900
5 beds2 baths1,710 sq ft
912 Opequon Ave, Winchester, VA 22601
7,492 sq ft lot • 2 parking spots • Built 1978
(703) 539-7062
OPEN TODAY, 12PM TO 3PM3D WALKTHROUGH
$867,500
4 beds3.5 baths3,057 sq ft
757 Seldon Dr, Winchester, VA 22601
0.37 acre lot • 2 garage spots • Built 2002
(301) 718-4111
OPEN TODAY, 1PM TO 3PM3D WALKTHROUGH
$580,000
4 beds3.5 baths3,341 sq ft
146 Cedar Mountain Dr, Stephens City, VA 22655
0.28 acre lot • 2 garage spots • Built 2009
(703) 790-1850
OPEN TODAY, 1PM TO 3PM
$585,000
2 beds2 baths2,089 sq ft
136 Mallard Dr, Lake Frederick, VA 22630
8,712 sq ft lot • 2 garage spots • Community pool
(703) 430-9008
OPEN TODAY, 1PM TO 3PM
$359,990
3 beds3.5 baths1,806 sq ft
HOMESITE 3 Monteith Dr, Winchester, VA 22601
$160 HOA • Garage • Built 2026
(240) 457-9391
OPEN TODAY, 2PM TO 4PMVIDEO TOUR
$537,900
4 beds2.5 baths2,528 sq ft
215 Ivy Hill Ct, Stephens City, VA 22655
0.27 acre lot • 2 garage spots • Community pool
(703) 777-2900
OPEN TODAY, 2PM TO 4PM
$464,900
4 beds2.5 baths2,016 sq ft
1915 Wayland Dr, Winchester, VA 22601
7,500 sq ft lot • 2 garage spots • Built 2001
(540) 348-4911
OPEN TODAY, 3PM TO 5PM
$673,000
6 beds3.5 baths4,472 sq ft
718 Academy Cir, Winchester, VA 22601
8,800 sq ft lot • 4 parking spots • Pool
(540) 773-8475
OPEN NOV 14, 11AM TO 2PM
$479,777
3 beds2 baths1,232 sq ft
230 Crinoline Ln, Winchester, VA 22603
5 acre lot • Built 1991
(540) 665-0700
OPEN NOV 14, 11AM TO 1PM
$369,800
3 beds2.5 baths1,937 sq ft
314 Prestwick Ln, Stephens City, VA 22655
$114 HOA • Garage • Community pool
(540) 773-8475

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Around this home

Schools

K - 12
Preschool & daycare

Indian Hollow Elementary School

Public PreK-5 • Assigned • 4.7mi

5/10

Frederick County Middle School

Public 6-8 • Assigned • 7.4mi

2/10

James Wood High School

Public 9-12 • Assigned • 8.6mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Offer insights

129 Rappahannock Trl · $299,000

Strong offer

$299K and above

75% chance or better to win

Why $299K+ is a strong offer

SALE-TO-LIST

Most homes are selling 0% below list price.

LIST PRICE

Median list price in this area is $442,904. (48% higher than this home)

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Open floor plan
Country kitchen
Heated, fully finished walkout basement

Bedrooms
3 bedrooms on the main level

Bathrooms
2 full bathrooms, both on the main level

Kitchen
Electric oven/range
Refrigerator
Stainless steel appliances
Microwave
Dishwasher

Laundry & utility
Washer and dryer in unit

Heating & cooling
Electric forced-air heating
Central air conditioning

Sale and tax history for 129 Rappahannock Trl

Sale History
Tax History

Date

Event

Price

Public Records

Mar 26, 2021

Sold

$150,000

$71/sq ft

BRIGHT MLS #1005475918

Jun 30, 2010

Sold

$130,000

$62/sq ft

Sep 23, 2009

Listing Removed

—

Aug 20, 2009

Listed

$139,000

$66/sq ft

MRIS #FV7139426

Sep 23, 2009

Contingent

—

Join or sign in to view all info

Year

Property tax

Land + Additions

Assessment*

2026

$1,726 (+10.4%)

$58,000 + $267,600

$325,600

2025

$1,563 (−22.8%)

$58,000 + $267,600

$325,600

2024

$2,025 (+93.5%)

$39,500 + $228,100

$267,600

2023

$1,047 (+13.6%)

$39,500 + $165,700

$205,200

2022

$921 (−41.7%)

$33,500 + $117,500

$151,000

2021

$1,581 (+6.4%)

$33,500 + $117,500

$151,000

2020

$1,487

$33,500 + $102,000

$135,500

2019

$1,487 (+11.7%)

$33,500 + $102,000

$135,500

2018

$1,330 (+1.0%)

$33,500 + $102,000

$135,500

2017

$1,318 (+2.6%)

$33,500 + $92,800

$126,300

2016

$1,285 (+5.6%)

$33,500 + $92,800

$126,300

2014

$1,217

$31,000 + $86,500

$117,500

Public record

Public record
Zoning

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.29 Acres

Year renovated

2007

Finished Sq. Ft.

2,103

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,103

Year built

1979

Style

Single Family Residential

County

Frederick County

APN

49A04 1 A 196

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 23, 2026.

Residential Recreational Community District

The intention of the Residential Recreational Community District is to provide for a carefully planned recreational community which takes advantage of unique natural features and settings. Such communities shall be planned in a fashion that will protect and preserve natural and historic resources and features and that will protect and enhance the natural scenic value of the area to be developed and surrounding areas. The Residential Recreational Community District provides for a mixture of housing types and uses, including age-restricted communities, within a carefully planned setting. Special emphasis is placed on recreational and open space uses. Business and service uses are allowed to meet the needs of residential recreational communities.

Permitted uses

Include but are not limited to:

Gas station
Restaurant
Housing-Multiple units
Housing-Senior
Infrastructure
Hotel / motel
Office
Recreation
Theater / performing arts facility
Death related/funeral home

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

4/10 Fire Factor

0.93% chance of being in a wildfire in next 30 years

4/10 Heat Factor

7 days above 99° expected this year, 17 days in 30 years

2/10 Wind Factor

1% chance of strong winds in next 30 years

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Winchester, VA • 22602

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

75/ 100

Good sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.4 hrs

3.7 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 129 Rappahannock Trl

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $322,000 and $380,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $322K to $380K.

SOLD AUG 10, 2026
$322,000 Last sold price
3 beds2 baths2,075 sq ft
129 Jalapa Trl, Winchester, VA 22602
$13/sq ft
larger lot
8 years older
SOLD OCT 22, 2026
$380,000 Last sold price
3 beds3.5 baths2,232 sq ft
114 Comanche Trl, Winchester, VA 22602
$28/sq ft
larger lot
37 years newer
SOLD OCT 16, 2026
$350,000 Last sold price
4 beds2 baths1,812 sq ft
120 Comanche Trl, Winchester, VA 22602
$51/sq ft
larger lot
27 years newer
SOLD AUG 19, 2026
$350,000 Last sold price
3 beds2 baths1,470 sq ft
167 Falcon Trl, Winchester, VA 22602
$96/sq ft
larger lot
28 years newer
SOLD MAY 27, 2026
$335,000 Last sold price
4 beds2 baths1,900 sq ft
212 Beaver Trl, Winchester, VA 22602
$34/sq ft
larger lot
6 years older
SOLD AUG 17, 2026
$380,000 Last sold price
4 beds2 baths1,840 sq ft
140 Graywolf Trl, Winchester, VA 22602
$65/sq ft
larger lot
13 years older

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Details provided by BRIGHT MLS and may not match the public record. Learn more.

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About this home

Payment calculator

Affordability tools

See this home in person

Nearby open houses (10)

Interested in buying?

Around this home

Schools

Lifestyle

Offer insights

Property details

Sale and tax history for 129 Rappahannock Trl

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 129 Rappahannock Trl

Early Access listings

Nearby similar homes

New listings for sale in 22602

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