249 Lookout Dr

2,973 Sq. Ft.
$188 / Sq. Ft.
2,973
Sq. Ft.
$188
per Sq. Ft.

Description

Builder offering up to $10,000 toward buyer incentives! Motivated builder – ready to move on! Bring all offers! Welcome to 249 Lookout Drive in Winchester, TN — a stunning new construction home that blends modern comfort, quality craftsmanship, and timeless style. This 3-bedroom, 2.5-bath residence offers a bright, open-concept layout designed for both everyday living and effortless entertaining. Step inside to find luxury vinyl plank flooring throughout the main level, a spacious living area, and...Builder offering up to $10,000 toward buyer incentives! Motivated builder – ready to move on! Bring all offers! Welcome to 249 Lookout Drive in Winchester, TN — a stunning new construction home that blends modern comfort, quality craftsmanship, and timeless style. This 3-bedroom, 2.5-bath residence offers a bright, open-concept layout designed for both everyday living and effortless entertaining. Step inside to find luxury vinyl plank flooring throughout the main level, a spacious living area, and a gorgeous kitchen with an electric range, a complete LG appliance package, and sleek brushed nickel and black hardware. The primary suite is a true retreat, featuring a tray ceiling, a spa-inspired bathroom with a freestanding tub, separate shower, and dual vanities. You’ll appreciate thoughtful touches like custom all-wood shelving, a large laundry room, and durable brick and Hardie exterior finishes. Outside, enjoy landscaped surroundings and a wide driveway with plenty of parking. Perfectly combining style, comfort, and practicality, this home is move-in ready and waiting for its first owner. Don’t miss your chance — schedule your private showing today and see why this home stands out. Lender credits are available if you use our preferred lenders: Sterling Smith, First Community Mortgage, or Heather Phillips, New Haven Mortgage.
  1. Listed by Charlie Gonzales, ABR, SRS, e-PRO | 931-808-5521 • Southern Middle Realty

Property Details for 249 Lookout Drive

Subdivision Name
Highlands
Waterfront
No
LISTING UPDATED: 01/14/2026 10:07 AM

Property Details for 249 Lookout Drive

StatusActive
MLS #2980753
Days on Market192
Taxes$1 / year
HOA Fees$40 / month
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2025
Lot Size0.30 AC / 13,068 SF
CountyFranklin County

Location

Listing Courtesy of Southern Middle Realty, Charlie Gonzales, ABR, SRS, e-PRO | 931-808-5521 (931.808.5521)
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Building Information for 249 Lookout Drive

Stories2Year Built2025Building Size-Lot Size0.30 AC / 13,068 SF

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$2,769 per month

30 year fixed, 6.15% Interest

Principal and Interest

$2,729

Property Taxes

$0

HOA Dues

$40

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Property Information for 249 Lookout Drive

Summary
Location and General Information
  • Directions: Turn at Bible Crossing Road off Decherd Blvd. Turn Left onto Sharp Springs Rd. Turn Right into The Highlands. Stay on Lookout Dr, House is on the left. Look for Sign.
  • Elementary School: Clark Memorial School
  • High School: Franklin Co High School
  • Levels: Two
  • Living Area Source: Builder
  • Living Area Units: Square Feet
  • Middle Or Junior School: North Middle School
  • Mlg Can View: Yes
  • Topography: Level
Parking
  • Garage Spaces: 2.00
  • Parking Features: Garage Faces Side
  • Parking Total: 2.00
Taxes and HOA Information
  • Condo Coop Association YN: Yes
  • Tax Lot: 29
Property
Building Information
  • Above Grade Finished Area Source: Builder
  • Above Grade Finished Area Units: Square Feet
  • Below Grade Finished Area Source: Builder
  • Below Grade Finished Area Units: Square Feet
  • Building Area Source: Builder
  • Building Area Units: Square Feet
  • Flooring: Carpet, Vinyl
Green Features
  • Green Energy Efficient: Water Heater
Lot Information
  • Lot Features: Level
  • Lot Size Source: Calculated from Plat
  • Lot Size Units: Acres
  • Parcel Number: 055N A 02900 000
  • Lot Size Area: 0.3
Property and Assessments
  • Construction Materials: Hardboard Siding, Brick
  • Documents Count: 4
  • New Construction: Yes
  • Possession: Close Of Escrow
  • Property Attached: No
  • Security Features: Carbon Monoxide Detector(s), Smoke Detector(s)
  • Senior Community: No
  • Stories: 2
  • Year Built Details: New
Utilities
  • Basement: None
  • Cooling: Central Air, Electric
  • Cooling: Yes
  • Heating: Central, Electric
  • Heating: Yes
  • Sewer: Public Sewer
  • Utilities: Electricity Available, Water Available
  • Water Source: Public
Interior and Exterior Features
Interior Features
  • Appliances: Electric Oven, Electric Range, Dishwasher, Disposal, Ice Maker, Microwave, Refrigerator
  • Fireplace Features: Gas
  • Fireplaces Total: 1
  • Fireplace: Yes
  • Interior Features: Ceiling Fan(s), Walk-In Closet(s), Entrance Foyer, High Speed Internet
  • Laundry Features: Electric Dryer Hookup, Washer Hookup
Bedroom Information
  • Main Level Beds: 1
Exterior Features
  • Attached Garage: No
  • Covered Spaces: 2.00
  • Exterior Features: No Dock
  • Foundation Details: Slab
  • Garage: Yes
  • Patio And Porch Features: Patio
  • Pool Private: No
  • Roof: Shingle
  • View YN: No
Room Information
Room 1
  • Room Dimensions: 18x14
  • Room Features: Suite
  • Room Type: Bedroom 1
Room 2
  • Room Dimensions: 14x12
  • Room Type: Bedroom 2
Room 3
  • Room Dimensions: 17x11
  • Room Features: Walk-In Closet(s)
  • Room Type: Bedroom 3
Room 4
  • Room Features: Double Vanity
  • Room Type: Master Bathroom
Room 5
  • Room Dimensions: 32x15
  • Room Features: Other
  • Room Type: Recreation Room
Room 6
  • Room Dimensions: 12x12
  • Room Features: Separate
  • Room Type: Dining Room
Room 7
  • Room Dimensions: 11x21
  • Room Features: Eat-in Kitchen
  • Room Type: Kitchen
Room 8
  • Room Dimensions: 19x19
  • Room Features: Great Room
  • Room Type: Living Room
Rental Information
Rental Information
  • Availability Date: 08-25-2025

Property History for 249 Lookout Drive

DateEvent & SourcePriceAppreciation
Nov 17, 2025

Price Change

REALTRACS #2980753

$559,900
Nov 17, 2025

Price Change

REALTRACS #2980753

$559,899
Nov 5, 2025

Price Change

REALTRACS #2980753

$559,900
Aug 25, 2025

Withdrawn

REALTRACS #2781738

$579,900
Aug 25, 2025

Listed (Active)

REALTRACS #2980753

$569,900
Apr 29, 2025

Price Change

REALTRACS #2781738

$584,900
Mar 26, 2025

Price Change

REALTRACS #2781738

$589,000
Mar 18, 2025

Price Change

REALTRACS #2781738

$599,900
Mar 17, 2025

Price Change

REALTRACS #2781738

$599,800
Feb 11, 2025

Price Change

REALTRACS #2781738

$599,900
Jan 24, 2025

Withdrawn

REALTRACS #2768378

$609,500
Jan 24, 2025

Listed (Active)

REALTRACS #2781738

$609,500
Dec 11, 2024

Listed (Active)

REALTRACS #2768378

$609,500
DateEvent & SourcePrice
11/17/2025

Price Change

REALTRACS #2980753

$559,900
11/17/2025

Price Change

REALTRACS #2980753

$559,899
11/05/2025

Price Change

REALTRACS #2980753

$559,900
08/25/2025

Withdrawn

REALTRACS #2781738

$579,900
08/25/2025

Listed (Active)

REALTRACS #2980753

$569,900
04/29/2025

Price Change

REALTRACS #2781738

$584,900
03/26/2025

Price Change

REALTRACS #2781738

$589,000
03/18/2025

Price Change

REALTRACS #2781738

$599,900
03/17/2025

Price Change

REALTRACS #2781738

$599,800
02/11/2025

Price Change

REALTRACS #2781738

$599,900
01/24/2025

Withdrawn

REALTRACS #2768378

$609,500
01/24/2025

Listed (Active)

REALTRACS #2781738

$609,500
12/11/2024

Listed (Active)

REALTRACS #2768378

$609,500

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Schools near 249 Lookout Drive

This home is within Franklin County School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - PK to 5
Rating
School
Distance
Clark Memorial School
PublicPK to 5

North Middle School
Public6 to 8

Franklin Co High School
Public9 to 12

Decherd Elementary School
PublicPK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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249 Lookout Drive is a single family home for sale in Winchester, TN 37398. This property was listed for sale on August 25, 2025 by Southern Middle Realty, it's currently listed at $559,900. This listing's school district is Franklin County School District. Nearby schools include Clark Memorial School, North Middle School and Franklin Co High School. 249 Lookout Drive is a 3-bed, 3-bath, 2,973 sqft single family home built in 2025.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Southern Middle Realty, Charlie Gonzales, ABR, SRS, e-PRO | 931-808-5521 (931.808.5521)

Based on information submitted to the MLS GRID as of 01/14/2026 10:07 AM. 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. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively 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. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.