101 Cypress Point Drive

Winchester TN 37398

3738 sq. ft.

0.24 ac.

Single-Family

Last sold for $745,000

Emily Montgomery, last sold this property on 16 July 2026 after 597 days on market.

Overview

Lakefront Luxury – Priced Well Below Appraised Value. Wake up to peaceful mornings and unwind with breathtaking sunset views over Tim’s Ford Lake, all from your own covered back porch. This stunning home is tucked away in a quiet, sought-after neighborhood with access to a community dock, slip included, offering the perfect balance of privacy, beauty, and connection. Inside, you’ll find a thoughtfully designed space ideal for both relaxing and entertaining. But the real bonus? A full-sized basement with endless potential to create the ultimate man cave, game room, pool house, bar, or all of the above. The possibilities are truly limitless. The spacious lot also provides the perfect setting to add a pool, making this home an entertainer’s dream both inside and out. Opportunities like this don’t come often! Luxury lake living, incredible value, and room to make it your own. Don’t miss your chance to own a piece of paradise at an unbeatable price.

Features

4 bedrooms

4 bathrooms

8 carspaces

6 open car spaces

2 garage spaces

3738 sq. ft. floor area

0.24 ac. lot size

Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Winchester over the last 12 months, the estimated median property value of 101 Cypress Point Drive is $500k.

Median value

$500k

Estimated value range

$65k - $1.95m

Median days on market

Estimated value trend

-5%

decrease over the last 12 months

Average days on market is based on recent, comparable sales in Winchester. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 101 Cypress Point Drive

2026

Sold

$745,000

16 Jul 2026 by Emily Montgomery, of simpliHOM

2020

Sold

$365,000

14 May 2020 by Chris Hawkersmith, of Lynch Rigsby Realty & Auction, LLC

Happy sellers in Winchester

We have insufficient information to provide an overview of customer satisfaction for Winchester. Viewing the agent profiles, reviews and sales for Winchester can provide insights for this location.