Skip to content
Photo 1 of 17
Photo 1 of 17 — 99 N Shephard St, Winchester, TN 37398
View all 17 photos

99 N Shephard St, Winchester, TN 37398

Terrapin Station · Franklin County

Key Facts

3Beds
2Baths
1,213Sq Ft
2025Year Built
1Garage
2Stories

Description

Welcome to Green River—where front porch living, walkable convenience, and small-town charm come together. Located just a half-mile from Winchester’s historic square and only 1.5 miles from Tims Ford Lake, this brand-new home offers the perfect balance of downtown accessibility and outdoor recreation. Enjoy local dining, shopping, festivals, boating, and lake days—all just minutes from your front door. This charming 3-bedroom, 2-bath cottage-style home offers low-maintenance living in one of Winchester’s most desirable walking communities. The open-concept floor plan features a spacious kitchen with a large island, modern finishes, and inviting living and dining areas perfect for everyday living and entertaining. Two bedrooms and a full bath are located on the main level, while the private primary suite occupies the entire second floor, complete with an ensuite bath and generous closet space. Enjoy relaxing on the covered front porch, entertaining on the back deck, and the convenience of a detached one-car garage. Located within walking distance of Downtown Winchester and just minutes from Tims Ford Lake, this home offers easy access to shopping, dining, recreation, and community events. Experience the perfect blend of modern comfort, convenience, and small-town charm.

Property Information

Property Type

Residential

Sub-Type

Single Family Residence

Year Built

2025

Stories

2

Living Area

1,213 sq ft

Garage Spaces

1

Parking Spaces

2

Days on Market

1

MLS® Listing#

3231532

Property Features

Appliances

Electric OvenElectric RangeDishwasherMicrowaveRefrigeratorStainless Steel Appliance(s)

Cooling

Central Air

Heating

Central

Flooring

Carpet

Fireplace

Electric

Basement

Crawl Space

Parking

DetachedParking Lot

Lot Features

Corner Lot

Foundation

Block

Roof

Shingle

Security

Smoke Detector(s)

Utilities

Water Available

Sewer

Public Sewer

Water Source

Public

Schools

Elementary:
Clark Memorial School
Middle:
South Middle School
High:
Franklin Co High School

Financial Details

HOA

$600 / Annually

Directions

From square, travel south on 1st Ave NW and turn right onto Shephard St

Affordability Calculator

$60,000

Estimated monthly payment

$1,597/mo

Principal $239,999 · Est. interest $334,820 over 30 yrs

Neighborhood Market Statistics

How this home compares to active listings in Winchester, TN

$509,615
Median Listing Price
67
Median Days on Market
2,236
Median Sq Ft
$223
Median Price / Sq Ft
177
Active Listings
  • This home’s price is 41% below the area median.
  • Its price per sq ft is 11% above the area median.

Market statistics compiled from active EXIT Realty® and MLS listings in Winchester, TN.

Location

Map showing the location of 99 N Shephard St, Winchester, TN 37398

Points of Interest in Winchester, TN

Showing the Winchester area map.

Nearby Schools

  • Mary Sharp Elementary School

    Elementary · 0.4 mi away

  • Clark Memorial School

    Elementary · 0.5 mi away

  • Franklin County High School

    Secondary · 1.6 mi away

  • North Middle School

    Secondary · 2.9 mi away

  • Decherd Elementary School

    Elementary · 3.4 mi away

  • Broadview Elementary School

    Elementary · 4.4 mi away

  • South Middle School

    Secondary · 4.9 mi away

  • Rock Creek Elementary School

    Elementary · 6.2 mi away

  • Cowan Elementary School

    Elementary · 6.2 mi away

  • North Lake Elementary

    Elementary · 9.8 mi away

  • School of Theology at the University of the South

    School · 10.9 mi away

  • Seventh-Day Adventist Church

    School · 11.1 mi away

  • Sewanee Elementary School

    Elementary · 11.1 mi away

  • Sewanee Children's Center

    School · 11.2 mi away

  • West Middle School

    Secondary · 12.7 mi away

  • Huntland School

    Elementary · 12.7 mi away

  • Jack T Farrar Elementary

    Elementary · 13.0 mi away

  • Tullahoma City Schools

    School · 13.0 mi away

  • Muse Montessori

    Elementary · 13.4 mi away

  • East Lincoln Elementary School

    Elementary · 13.6 mi away

Commute Calculator

Travel mode

Nearby Homes

Similar Homes Nearby

Similar Home Values

Comparable nearby listings and their asking prices.

Moving Cost Estimate

EXIT Agents in Winchester

RealTracs logo

Listing Courtesy: Franklin County Realty - 9316361653

Based on information submitted to the MLS GRID as of 2026-06-05 . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Last Updated: 2026-06-05

Data Terms of Use
The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to: . “The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.”

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of one or more Multiple Listing Services (MLS). Listing information is deemed reliable but is not guaranteed accurate. Copyright © EXIT Realty® and respective MLS providers.

Data provided by Realtracs. MLS® Listing#3231532. © 2026EXIT Realty®. All rights reserved.