258 Executive Dr, Jackson, TN 38305
Property image
Property image
FOR SALE

$295,000

Original price: $300,000
  • 3 Beds
  • 2 Baths
  • 1,697 sqft

258 Executive Dr, Jackson, TN 38305

Est. Mortgage $1,734/mo*
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We estimate this home will sell faster than 96% nearby.

Home Highlights

Single-Family Home
Built in 1995
$174/sqft
2 Car Garage

Local Information

  • Map ViewExplore the area around 258 Executive Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Unlike anything else on the market in Jackson, this one-of-a-kind home is designed to impress from the moment you step inside. Rich brick paver floors, soaring floor-to-ceiling windows, and breathtaking views of the private pond fill the open living and kitchen spaces with natural light, creating a peaceful retreat you'll never want to leave. The beautifully remodeled primary suite is a true escape, featuring a spa-inspired bath with a tiled walk-in shower, herringbone tile flooring, quartz countertops, double vanities, a soaking tub, and two spacious closets. Outside, your private oasis continues with a covered patio overlooking the tranquil pond. Gather around the fire pit beneath the shade of a mature tree, creating the perfect setting for quiet mornings, evening sunsets, or entertaining friends and family by the water. Tucked away on a private cove, this exceptional property offers the perfect balance of privacy and convenience—just five minutes from the hospital and only two minutes from Vann Drive's shopping, dining, and entertainment. This is more than a home; it's a lifestyle.
Last check for updates: about 12 hours ago
Listing courtesy of Katie Hale
Town and Country, (731) 668-7000
Source: CWTAR, MLS#2603234
Also Listed on CWTAR.
We estimate this home will sell faster than 96% nearby.

Home Details for 258 Executive Dr

Interior Features

Interior Details
Number of Rooms: 5Types of Rooms: Master Bedroom, Bedroom, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Main Level Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 1697 Square Feet
Appliances & Utilities
Utilities: Electricity Connected, Natural Gas Connected, Sewer Connected, Water ConnectedAppliances: Dishwasher, Disposal, Electric RangeDishwasherDisposal
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Ceiling Fan(s),Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Gas LogHas a Fireplace
Windows, Doors, Floors & Walls
Window: Vinyl FramesFlooring: Brick, Carpet, Ceramic Tile
Levels, Entrance, & Accessibility
Number of Stories: 1Levels: OneFloors: Brick, Carpet, Ceramic Tile
View
Has a ViewView: Water
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Patio / Porch: Rear PorchExterior: Rain GuttersFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Frontage
WaterfrontWaterfront: PondRoad Frontage: City StreetResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: AsphaltOn Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Days on Market: 61

Property Information

Year Built
Year Built: 1995
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: BrickNot a New Construction
Property Information
Parcel Number: 056H F 006.00

Price & Status

Price
List Price: $295,000Price Per Sqft: $174

Active Status

MLS Status: Active

Location

Direction & Address
City: JacksonCommunity: Autumn Valley
School Information
Elementary School District: Jackson Madison Consolidated District

Agent Information

Listing Agent
Listing ID: 2603234

Listing Info

Special Conditions: Standard

Miscellaneous

Mls Number: 2603234Water ViewWater View: Water

Around this home

What Locals Say about Jackson

At least 428 Trulia users voted on each feature.

  • 88 % Say car is needed

  • 82 % Say yards are well-kept

  • 81 % Say parking is easy

  • 69 % Say there's holiday spirit

  • 68 % Say it's dog friendly

  • 62 % Say kids play outside

  • 60 % Say it's quiet

  • 51 % Say neighbors are friendly

  • 47 % Say people would walk alone at night

  • 46 % Say they plan to stay for at least 5 years

  • 46 % Say streets are well-lit

  • 41 % Say there's wildlife

  • 32 % Say there are sidewalks

  • 28 % Say it's walkable to grocery stores

  • 24 % Say there are community events

  • 24 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Brenda Cole-Sheffield
    "Keep the yards clean and dogs not running around "
    0
    Flag
  • Brenda Cole-Sheffield
    "No area for dogs to walk really "
    0
    Flag
  • Brenda Cole-Sheffield
    "It’s no sidewalk on my street to walk a dog but it’s a park near for the dogs to run and play. Street too busy for a dog to play "
    0
    Flag
  • Sarah L Gowdy
    "It’s convenient. Shopping close by. There is several different restaurants to choose from. The neighborhood is quiet."
    0
    Flag
  • Shaska S.
    "It’s a great neighborhood with friendly neighbors,I’ve had no problem with anyone! The apartments are so nice from the paint job ~to the beautiful floors,Brand new Shiny Appliances as well… Really enjoyable and peaceful environment 💛"
    0
    Flag
  • Kristagrace
    "I’ve lived here for three years and love the area and the neighbors. It is close to shopping, a Kroger grocery store, a Walgreens and a gas station. It is also close access to the interstate. "
    12
    Flag
  • Buddie P
    "Jackson City Beautiful award winner 2023. Love the neighborhood. Well kept lawns. Great walking area. Near Park."
    3
    Flag
  • Ariel Flores
    "Feel free and good safe and I love this place so much and a like the weather is beautiful and perfect for my kids "
    0
    Flag
  • Megan Masga
    "Food trucks events and ymca, parks are huge. Nothing too much to do around here. City is developing rapidly"
    1
    Flag
  • Tonya Chatman
    "Dogs need to be kept on a leash and kept in a fenced backyard. People should pickup after their dogs Z"
    3
    Flag
  • Ohoward789
    "The cleanliness. I like peace of mind that I have knowing I can walk around. I really like Jackson. It is a nice place to live. Everything is nearby. The attractions are in close proximity of my home."
    20
    Flag
  • Sam
    "Quiet, mostly retired people with most people keeping up their homes and maintaining their lawns. Convenient to Lowe’s and WalMart and many fast food restaurants. Not many opportunities for fine dining but there are two locations within 3 miles that are lower than fine dining but not chain restaurants. "
    2
    Flag
  • Lrlytle
    "Fabulous neighbors and neighborhood, in general, until flippers and slum lords started buying properties in the area, Now, the neighborhood is not nearly as safe or serene as it once was. They are slowly destroying it for everyone. "
    8
    Flag
  • Lrlytle
    "Good neighbors who watch out for pets and keep an eye out for neighborhood pets, as well as children."
    0
    Flag
  • Larendamitchell
    "They like everything so there dogs can run and play. There’s always other dogs there too. Everyone seems friendly. Great place."
    8
    Flag
  • Joy C.
    "Restaurants specific for this area, farmers market, fitness gym, amphitheater, and nice size dog park. "
    2
    Flag
  • Syd m
    "North Jackson is better than South Jackson get to the best schools Sacred Heart is one of a great school here off of McClellan"
    0
    Flag
  • LT
    "This is a very quiet neighborhood and I enjoy it very much. I have lived here 3 years and plan to stay for a while. "
    0
    Flag
  • Marebare11856
    "A good neighborhood but there are woods behind that some use for 4 wheelers and target practice. This is the worst of it though."
    0
    Flag
  • Buckster
    "I’ve lived in this neighborhood for 10 years now, and we love it. Very close knit community and friendly neighbors. It’s a small town feel for a bigger community. "
    0
    Flag
  • Feliciapharmer
    "I've lived in Jackson my whole life. I live in South Jackson and prefer it more than North Jackson. Out south does need more apartment complexes and entertainment places like movies and bowling. "
    0
    Flag
  • Tlewis38301
    "Wright’s Mill is a great place to live if you have a family. It’s close to everything that’s fun to do and to eat. "
    0
    Flag
  • Keturah R.
    "It is a very nice place to live you would love it if you was to live here the landlord is sweet to deal with as long as you follow the rules "
    7
    Flag
  • Kate
    "Traffic is not good. The bypass construction sucks. I don’t work in Jackson but the commute in the mornings is rough if you hit rush hour. The bypass construction has caused a lot of different problems. Perhaps when they get it done it’ll be better. "
    5
    Flag
  • Marebare11856
    "We are one of the few neighborhoods that still has trick or treating door to door. There is a park within walking distance that has softball fields, tennis courts and a walking track."
    0
    Flag
  • Alexu
    "Very quiet! Tons of local stuff to do if you are looking for it. Great place to raise kids Very pet friendly"
    0
    Flag
  • Marebare11856
    "The road has a large curve and no sidewalks so the dog must be on a leash. The neighborhood is very dog and cat friendly. "
    0
    Flag
  • Whitney H.
    "Dog walking and holiday yard decor. Convenience store and gym are walking distance. Little traffic. Wooded areas full of deer"
    1
    Flag
  • Loganb4403
    "Pretty average, right next to Jackson General Hospital it’s a generally nice area, most people are gonna respect you in my area, no riff raff"
    0
    Flag
  • Hollie B.
    "Great places to love. Lovely people. Need more lights. Need more than movies and staking for the kids to do in this town "
    6
    Flag
  • Eynbiee75
    "just becare and pay attention to your surroundings. you can never be too safe. I like it but I also cant wait to move. I'm not comfortable."
    5
    Flag
  • Pelvise R.
    "I can easily get to work...few school zones but otherwise nice. I normally take a back route to avoid traffic on oilwell rd wnd pleasant plains"
    0
    Flag
  • Jessica C.
    "Rarely see strays. Low risk of running into other animals that may be agressive. Wide streets with enough room to walk on a leash."
    1
    Flag

Market trends in Jackson

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$250K
$817MoM
Sale-to-List Price
98.2%
0.1%MoM
Price per sq ft
$139
$4MoM
Available listings
400
8MoM

Home Value

Trulia Estimate
$290K
Since last month
Decreased$6K (-2%)
Since last year
Decreased$13K (-4.2%)
Since last sale
Increased$10K (+3.5%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +128% in the last 10 years
MonthEstimated value
2026
September 2026$290K
August 2026$290K
July 2026$296K
June 2026$306K
May 2026$306K
April 2026$305K
March 2026$304K
February 2026$302K
January 2026$297K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
237 Executive Dr, Jackson, TN
0.05
Single-Family Home
$261,000
06/05/26
3
2
1,650
26 Audubon Lake Cir, Jackson, TN
0.07
Single-Family Home
$254,000
08/14/26
3
2
1,719
154 Executive Dr, Jackson, TN
0.23
Single-Family Home
$274,500
06/10/26
3
2
1,646
29 Canvasback Cv, Jackson, TN
0.19
Single-Family Home
$245,000
10/20/25
3
2
1,542
75 Ridgeoak Pl, Jackson, TN
0.13
Single-Family Home
$224,900
09/26/25
4
2
2,029
137 Executive Dr, Jackson, TN
0.27
Single-Family Home
$253,000
06/26/26
3
2
1,437
22 Jamestown Dr, Jackson, TN
0.39
Single-Family Home
$290,000
07/31/26
3
2
2,004
119 Bent Oaks Dr, Jackson, TN
0.34
Single-Family Home
$221,500
05/19/26
3
2
1,426
285 Ridgecrest Rd, Jackson, TN
0.26
Single-Family Home
$153,000
12/31/25
3
2
1,479
153 Woodgrove Dr, Jackson, TN
0.47
Single-Family Home
$272,500
05/11/26
3
2
1,500

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
26 Audubon Lake Cir, Jackson, TN 38305
0.07
$254,000
3
2
1,719
Recently Sold
51 Windy Hill Rd, Jackson, TN 38305
0.09
$363,200
4
3
3,070
Off Market
237 Executive Dr, Jackson, TN 38305
0.05
$261,000
3
2
1,650
Recently Sold
Interstate Hwy #40, Jackson, TN 38305
0.08
$90,000
-
-
-
For Sale
117 Ridgeoak Pl, Jackson, TN 38305
0.11
$251,100
3
2
1,556
Off Market
75 Ridgeoak Pl, Jackson, TN 38305
0.13
$325,000
4
2
2,029
Off Market
24 Weslake Cv, Jackson, TN 38305
0.08
$266,700
3
2
1,586
Off Market
11 Windy Hill Cv, Jackson, TN 38305
0.15
$310,000
5
3
2,905
For Sale
62 Ridgeoak Pl, Jackson, TN 38305
0.18
$315,000
3
2
2,239
Off Market
7 Canvasback Cv, Jackson, TN 38305
0.15
$288,600
4
3
1,514
Off Market
121 Windy Hill Rd, Jackson, TN 38305
0.16
$289,600
3
2
1,556
Off Market

Price and Tax history

DateEventPrice
Aug 25, 2026
Source: CWTAR #2603234
PriceChange
$295,000
Price decreased by 2%
Jul 9, 2026
Source: CWTAR #2603234
Listed For Sale
$300,000
Apr 29, 2022
Source: N/A
Sold
$280,000
Apr 3, 2022
Source: CWTAR #221328
Pending
$255,000
Mar 31, 2022
Source: CWTAR #221328
Listed For Sale
$255,000

LGBTQ Local Legal Protections

Katie Hale, Town and Country, (731) 668-7000
Some or all of the listings displayed may not belong to the firm whose website is being visited. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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Frequently asked questions about 258 Executive Dr

  • What is the estimated monthly payment for 258 Executive Dr?
    Based on a $295,000 list price with 20% down at today's rates, the estimated monthly payment for 258 Executive Dr in Jackson, TN is approximately $1,758 (about $1,555 principal & interest, $128 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 258 Executive Dr compare to homes in Jackson?
    258 Executive Dr in Jackson, TN is listed at $295,000, about 18% above the $250K median sale price in Jackson.
  • What do residents say about Jackson?
    Residents describe Jackson, TN as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See homes for sale in Jackson, TN.
  • What are the closest schools to 258 Executive Dr?
    The closest schools to 258 Executive Dr in Jackson, TN are Andrew Jackson Elementary School (Pre-K, rated 4/10), Liberty Technology Magnet High School (rated 2/10), North Parkway Middle School (rated 4/10).
  • Does 258 Executive Dr have air conditioning?
    Yes, 258 Executive Dr in Jackson, TN has air conditioning.
  • Does 258 Executive Dr have a garage?
    Yes, 258 Executive Dr in Jackson, TN has an attached garage.
258 Executive Dr, Jackson, TN 38305 is a 3 bedroom, 2 bathroom, 1,697 sqft single-family home built in 1995. This property is currently available for sale and was listed by CWTAR on Jul 9, 2026. The MLS # for this home is MLS# 2603234.