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3 beds New construction

4 Bedroom Homes in Winchester, TN

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11 of 36 Listings

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11 of 36 Listings

53Active

4 Bedroom Homes in Winchester, TN — Page 2

36 listings

4 Bedroom Homes in Winchester, TN

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11 of 36 Listings

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4 Bedroom Homes in Winchester, TN

11 of 36 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #338714

Call Thomas

53Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #338714

Call Thomas

$1,199,000

4 bd · 6 ba · 3,812 sqft

221 Hammock Dr, Winchester, TN

Howard Hicks · Benchmark Realty, LLC

57Active

$775,000

4 bd · 3 ba · 3,104 sqft

22 Hammock Dr, Winchester, TN

Lauren Bailey · Swaffords Property Shop

Price Reduced75Active

$459,995

4 bd · 4 ba · 2,260 sqft

805 N Jefferson St, Winchester, TN

Shelia Lunsford · Benchmark Realty, LLC

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #338714

Call Thomas

Price Reduced57Active

$840,900

4 bd · 3 ba · 3,484 sqft

282 Owl Hollow Ln, Winchester, TN

Sam Hatfield · Sam Hatfield Realty, Inc.

45Active

$399,900

4 bd · 4 ba · 2,197 sqft

44 Houghton Dr, Winchester, TN

Dana Dillinger · RE/MAX 1st Realty

Price Reduced56Active

$459,900

4 bd · 3 ba · 2,578 sqft

70 Island Way, Winchester, TN

Dena Abbott · SimpliHOM

Price Reduced30Active

$959,000

4 bd · 4 ba · 3,034 sqft

117 Hammock Dr, Winchester, TN

Dawn Parrish · Leading Edge Real Estate Group

78Active

$749,900

4 bd · 4 ba · 4,100 sqft

105 W Paradise Drive, Winchester, TN

Angel Griser · Tennessee Mountain Properties

39Active

$799,500

4 bd · 4 ba · 3,034 sqft

55 Windjammer Ct, Winchester, TN

Crystal Thomas · Luxury Homes of Tennessee

Price Reduced99Active

$999,900

4 bd · 3 ba · 2,714 sqft

914 N Jefferson St, Winchester, TN

Danny Babel · Benchmark Realty, LLC

Price Reduced17Active

$999,500

4 bd · 5 ba · 6,152 sqft

236 Tims Ford Dr, Winchester, TN

Debbie Goodman · Professional Realty

1 2

Listing data & MLS disclosures

Greater Chattanooga REALTORS: IDX information is provided exclusively for consumers’ personal, noncommercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Data is deemed reliable but is not guaranteed accurate by the MLS.
Listing information ©2026 Greater Chattanooga Association of Realtors, Inc®. All Rights Reserved. Last Updated: 2026-10-28 19:46:59 UTC
Realtracs: Based on information submitted to the MLS GRID as of 2026-10-27 14:08:00 UTC. 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.

Winchester housing market

October 2026 · This period is still settling

Selling at 98.4% of asking price

Buyers here are paying below asking. MLS · 20 sales · as of Oct 28, 2026

Homes on the market · MLS, as of Oct 18, 2026–Oct 28, 2026

Median list price: $446,450
Homes for sale: 156
Median days on market: 35 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

Median home size: 1,752 sq. ft.

Winchester, TN community profile

Population: 9,947
Median income: $58,811
Housing units: 4,383
People per sq. mi.: 83.2
Area: 119.5 sq. mi.

Source: HJN community data

Explore Winchester homes

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By bedrooms

3 Bedroom Homes
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New Construction Homes

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #338714

Call Thomas

Listing data & MLS disclosures

Greater Chattanooga REALTORS: IDX information is provided exclusively for consumers’ personal, noncommercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Data is deemed reliable but is not guaranteed accurate by the MLS.
Listing information ©2026 Greater Chattanooga Association of Realtors, Inc®. All Rights Reserved. Last Updated: 2026-10-28 19:46:59 UTC
Realtracs: Based on information submitted to the MLS GRID as of 2026-10-27 14:08:00 UTC. 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.

Winchester, TN community profile

Population: 9,947
Median income: $58,811
Housing units: 4,383
People per sq. mi.: 83.2
Area: 119.5 sq. mi.

Source: HJN community data

Winchester housing market

October 2026 · This period is still settling

Selling at 98.4% of asking price

Buyers here are paying below asking. MLS · 20 sales · as of Oct 28, 2026

Homes on the market · MLS, as of Oct 18, 2026–Oct 28, 2026

Median list price: $446,450
Homes for sale: 156
Median days on market: 35 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

Median home size: 1,752 sq. ft.