99 N Shephard St

Winchester, TN
$ 295,999 Beds 3 Baths 2 Sq 1,213
Monthly Estimate* How much can I afford?

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.

Active

  • Price
  • $ 295,999
  • City
  • Winchester
  • Bedrooms
  • 3
  • Full Bathrooms
  • 2
  • County
  • FRANKLIN
  • Half Bathrooms
  • 0
  • Area
  • Lot Size
  • Zip
  • 37398
  • Sqr Footage
  • 1,213
  • Year Built
  • 2025
  • Style
  • MLS#
  • 3231532
Listed By: Franklin County Realty;
Data Source: Listing courtesy of RealTracs MLS as distributed by MLS GRID

Features

General

Living Area 1213
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities Water Available
Possession Close Of Escrow
Roof Shingle
Appliances Electric Oven,Electric Range,Dishwasher,Microwave,Refrigerator,Stainless Steel Appliance(s)
HOA Fee 600
Garage Spaces 1
Association Fee Includes Maintenance Grounds
Security Features Smoke Detector(s)
Construction Materials Hardboard Siding
Year Built 2025
View City
Stories Count 2
Topography Corner Lot
Levels One
Property Subtype Single Family Residence
Assoc Fee Paid Per Annually
County Franklin County,TN
New Construction Yes
Property Type Residential
Attached Garage No
Energy Efficient Insulation
Subdivision Name Terrapin Station
Garage Y/N Yes
Full Baths 2
Status Active
Directions From square,travel south on 1st Ave NW and turn right onto Shephard St
High School Franklin Co High School
City Winchester
Senior Community Y/N No
Open Parking Spaces 1
Lot Size Units Acres
Elementary School Clark Memorial School
Property Attached Y/N No
Year Built Details New
Middle/Junior High School South Middle School
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Tax Lot 6

Interior Features

Basement Crawl Space
Flooring Carpet,Luxury Vinyl
Total Fireplaces 1
Air Conditioning Y/N Yes
Heating Y/N Yes
Fireplace Y/N Yes
Above Grade Finished Area 1213
Total Bedrooms 3
Main Level Bedrooms 2
Below Grade Finished Area Unit Type Square Feet
LivingAreaSource Owner
Below Grade Finished Area Source Owner
Above Grade Finished Area Source Owner
Above Grade Finished Area Unit Type Square Feet
Total Baths 2

Exterior Features

Parking Features Detached,Parking Lot
Lot Features Corner Lot
Water Source Public
Total Parking 2
Building Area Total 1213
Lot Size Source Owner
Waterfront Y/N No
Covered Spaces 1

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Tullahoma, TN office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

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

Price History

6/6/2026 Listed $299,999
9/1/2026 2% - $295,999

Property vs Zip Code Average in 37398

Price
AVG $610K
$300K
Year Built
AVG 1999
2025
Visits
AVG 57
136
Data Provided by Inside Real Estate®

Areas That We Cover

99 N Shephard St Winchester, TN is a Single Family Home for sale at $295999 with 1213 sqft and a lot size of Acre(s). 99 N Shephard St Winchester has 3 bedrooms, 2 baths and was built in 2025. The property's zip code is 37398 which is in Winchester, TN

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.