208 E Highleadon Dr, Madison, MS 39110
Property image
Property image
OFF MARKET

$393,200

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 2,589 sqft

208 E Highleadon Dr, Madison, MS 39110

Refinance Your Home

Home Value

Trulia Estimate
$393K
Since last month
Increased$11K (+2.8%)
Since last year
Decreased$3K (-0.7%)
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 decreased by -1% in the last 10 years
MonthEstimated value
2026
August 2026$391K
July 2026$381K
June 2026$389K
May 2026$393K
April 2026$398K
March 2026$392K
February 2026$388K
January 2026$391K
2025

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
236 Highleadon Dr, Madison, MS
0.05
Single-Family Home
-
07/24/26
4
3
2,583
113 Darrowsby Pl, Madison, MS
0.09
Single-Family Home
-
10/30/25
4
3.5
2,602
235 Timbermill Dr, Madison, MS
0.17
Single-Family Home
-
08/07/26
3
2
1,618
172 Sonnett Cir, Madison, MS
0.30
Single-Family Home
-
10/30/25
3
2.5
2,380
234 Brisage Blvd, Madison, MS
0.30
Single-Family Home
-
11/20/25
3
2
2,440
204 Belle Rose Cir, Madison, MS
0.32
Single-Family Home
-
04/30/26
3
2
2,341
258 Brisage Blvd, Madison, MS
0.37
Single-Family Home
-
08/25/26
3
2.5
2,619
628 Boxwood Pl, Madison, MS
0.29
Single-Family Home
-
02/17/26
4
3
2,483
212 Belle Rose Cir, Madison, MS
0.29
Single-Family Home
-
12/29/25
4
3
2,316
643 Boxwood Pl, Madison, MS
0.36
Single-Family Home
-
05/15/26
3
2
1,987

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
228 Highleadon Dr, Madison, MS 39110
0.02
$384,300
4
3
2,273
Off Market
101 Darrowsby Pl, Madison, MS 39110
0.07
$398,000
4
2.5
2,424
For Sale
236 Highleadon Dr, Madison, MS 39110
0.05
-
4
3
2,583
Recently Sold
113 Darrowsby Pl, Madison, MS 39110
0.09
$422,400
4
3.5
2,602
Off Market
240 Highleadon Dr, Madison, MS 39110
0.06
$378,900
4
2.5
2,891
Off Market
112 Darrowsby Pl, Madison, MS 39110
0.11
$389,700
4
2
2,360
Off Market
301 Highleadon Ct, Madison, MS 39110
0.07
$458,500
5
3
3,060
Off Market
290 Timberline Dr, Madison, MS 39110
0.10
$249,400
3
2
1,524
Off Market
235 Timbermill Dr, Madison, MS 39110
0.17
-
3
2
1,618
Recently Sold
160 Hawkridge Dr, Madison, MS 39110
0.14
$349,600
3
2
2,022
Off Market
127 Hawkridge Dr, Madison, MS 39110
0.17
$354,900
4
3
2,215
Off Market

Local Information

  • Map ViewExplore the area around 208 E Highleadon Dr.
  • Schools2 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1999
Living Area
2,589 sqft
Price/Sqft
$152
Parking
2 Car Garage

About this House

What a great open floor plan. Features of this lovely home that has had many updates include foyer, formal dining, huge great room with fireplace and built-ins, split plan, with large master and master bath with double vanities, whirlpool tub plus a tiled shower, HUGE secondary bedrooms with jack-n-jill bath, nice large laundry room and half bath. Outside is a coverd back porch and extended patio overlooking a bakyard that is the largest I have seen in a neighborhood, two car garage and fully fenced. Nicely update with decorator colors and more. Wonderful neighborhood that has community pool right in the heart of Madison. Call your Agent today to see! No dissappointments here!!!
208 E Highleadon Dr, Madison, MS 39110 is a 3 bedroom, 3 bathroom, 2,589 sqft single-family home built in 1999. It last sold for the $249,900 asking price on Mar 28, 2012. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $393,200, with a rent estimate of $2,855/month.
Last check for updates: about 16 hours ago
Listed by Terri Posey, (601) 506-1428
Century 21 Prestige
Bought with: Keller Williams
Source: MLS United, MLS#1232964

Home Details for 208 E Highleadon Dr

Active Status

MLS Status: Closed

Interior Features

Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2589 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Available, Natural Gas Available, Natural Gas in KitchenAppliances: Cooktop, Disposal, Double Oven, Electric Range, Exhaust Fan, Gas Cooktop, Gas Water Heater, Microwave, Self Cleaning Oven, Water HeaterDisposalLaundry: Electric Dryer Hookup,Gas Dryer HookupMicrowave
Heating & Cooling
Heating: Central,Natural GasHas CoolingAir Conditioning: Ceiling Fan(s),Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Has a Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Insulated WindowsFlooring: Ceramic Tile, Tile, Wood
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Ceramic Tile, Tile, Wood
Security
Security: Security System, Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: Architectural ShinglesPatio / Porch: Patio, SlabFencing: Back Yard, Privacy, WoodFoundation: Concrete Perimeter, SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached,Garage Door Opener,Storage
Frontage
Waterfront: None
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: ResidentialProperty Subtype: Residential, Single Family ResidenceArchitecture: Traditional
Building
Construction Materials: Brick, StuccoNot a New Construction
Property Information
Parcel Number: 072E168147

Price & Status

Price
List Price: $249,900
Status Change & Dates
Off Market Date: Fri Jan 27 2012

Media

Location

Direction & Address
City: MadisonCommunity: Sherbourne
School Information
Elementary School: Madison AvenueJr High / Middle School: MadisonHigh School: Madison Central

Building

Building Area
Building Area: 2589 Square Feet

Community

Community Features: Pool

HOA

HOA Fee Includes: Maintenance Grounds, Pool ServiceHas an HOA

Mobile R/V

Mobile Home Park
Mobile Home Units: Feet

Miscellaneous

Mls Number: 1232964

Additional Information

Pool

Price and Tax history

DateEventPrice
Mar 28, 2012
Source: MLS United #1232964
Sold
--

Market trends in Madison

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$411K
$11.33KMoM
Sale-to-List Price
98.7%
0.1%MoM
Price per sq ft
$178
$1MoM
Available listings
329
14MoM

Around this home

What Locals Say about Madison

At least 179 Trulia users voted on each feature.

  • 95 % Say car is needed

  • 93 % Say parking is easy

  • 90 % Say it's dog friendly

  • 90 % Say yards are well-kept

  • 88 % Say there's holiday spirit

  • 83 % Say people would walk alone at night

  • 81 % Say kids play outside

  • 81 % Say it's quiet

  • 76 % Say streets are well-lit

  • 69 % Say there are sidewalks

  • 62 % Say neighbors are friendly

  • 59 % Say they plan to stay for at least 5 years

  • 54 % Say there's wildlife

  • 41 % Say there are community events

  • 17 % Say it's walkable to grocery stores

  • 12 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "The stop signs are basically ignored. There are a lot of kids on bikes, scooters, golf carts so pay attention!"
    0
    Flag
  • Trulia User
    "I have lived in my neighborhood for eleven years now. Great walking trails. Fun neighborhood events with live music. Golf cart friendly. Two free neighborhood pools, marina and an equestrian center. A fun bookclub group gathers monthly during the school year. Country club membership available with a golf course. fitness center and dining options. Very safe, active neighborhood."
    0
    Flag
  • Tamira Eagle
    "I just feel that everything is so close and convenient. I work in Madison as well so, I do also feel that it is a very safe and clean place to live. "
    0
    Flag
  • Skolb25
    "New and in a good school district. Well maintained and has a new pool. Lots of kids in the neighborhood."
    0
    Flag
  • Treona Hubbard Landfair
    "Holidays that we have. The kids get to be involved and the different food truck vendors that come around are good. "
    0
    Flag
  • Filesdl1
    "Many perks to our neighborhood. Great neighbors, swimming pools, clubhouse, access to the reservoir "
    0
    Flag
  • Lorrainecoker
    "Family oriented neighborhood with 3 pools , great schools in some areas of the subdivision. Lakes etc"
    0
    Flag
  • Lorrainecoker
    "Many families in the neighborhood, pools, club house, golf club, park. Very family oriented. Close to school, grocery shopping, doctors, health plex. Etc "
    1
    Flag
  • Sean T.
    "Busy, the city constantly keeps growing as well as the outskirts so with the influx of people from the surrounding areas it's just busier than ever before, they have expanded some roads to adjust with traffic."
    14
    Flag
  • Ruthridgway
    "Lots of green space and trails to take dogs out. Waste bags conveniently available. Dogs have to be leashed. "
    3
    Flag
  • Trulia User
    "On the lake. Out of the city limits. Most people in the area, are nice and they keep to themselves. (For the most parts)"
    2
    Flag
  • Ruthridgway
    "30 minutes to downtown Jackson. 20 minutes to hospital where I work in Jackson. Not busy at the times I come and go."
    5
    Flag
  • Marie W.
    "Trick or treating is a big to-do in our neighborhood. Also, food trucks, bounce houses, live music, and other community events at the clubhouse throughout the year. "
    6
    Flag
  • Maryneely M.
    "Great neighborhood. Very family friendly. Lots of children and elderly neighbors. Very quiet and peaceful. "
    3
    Flag
  • Lajones72884
    "October fest is always fun, they have movie in the park which the kids love! Also the lighting of the Christmas tree in the middle of the lake at strawberry patch! It is always a family favorite at well "
    0
    Flag
  • Lajones72884
    "In NorthRidge off Hoy Rd and just 5 miles away from my house with just 6 red lights. Traffic towards interstate can be a little backed up and heavy at times but that is to be expected "
    0
    Flag
  • Victoria.owchar
    "It is safe for their kids and pets and the school district is great! There are many kids that play outside during the day in and around the neighborhood"
    2
    Flag
  • Shereb30
    "Great access to the interstate, and shopping, restaurant’s, and from home to work In Madison only takes about 10 minutes."
    3
    Flag
  • Victoria.owchar
    "Great quiet respectful neighbors, houses are spaced out enough, big back yards, kids playing around the neighborhood, great school system"
    0
    Flag
  • Stevehiltonsr1
    "I’m retired therefore there is no commute for me to travel on. Neighborhood is very friendly and secure. We lookout for each other."
    0
    Flag
  • Victoria.owchar
    "The City of Madison hosts tons of family friendly events throughout the year at the heart of Madison...the red caboose. There are movie nights on the lawn, Halloween trunk or treat, fall festivals and a city Christmas parade to name a few..."
    3
    Flag
  • Kikit27
    "We live in a sweet house with a big back yard. We do not have many neighborhood events. I am not allowed to teach piano in my neighborhood which is unfortunate. I wish they would stop building the community with so many big box businesses. "
    0
    Flag
  • Heather G.
    "We’ve only been here a month, but EVERYONE is friendly! The area is spotless- no litter, well maintained and trim... housing prices aren’t outrageous, and the teachers are awesome at the schools!"
    4
    Flag
  • Katherine S.
    "People frequently let dogs (and children) run free in the street. If your dogs are skittish or afraid it isn't good. "
    0
    Flag
  • Jhcookdesigns
    "Driving is the only option. No public transportation and too spread out to walk most places. I live within a 10 min drive to work."
    0
    Flag
  • Cms197088
    "We have Large lots, privacy and horse property yet easy access to Gluckstadt and Madison. It is a quiet, safe neighborhood. "
    4
    Flag
  • Shawn I.
    "great neighbors, lots of children to play with each other and a great atmosphere in general. we play wuffle ball in the cul de sac "
    2
    Flag
  • Ricarda M.
    "People are seen walking their dogs quite often. If dogs wander off, the neighbors don’t bother them. "
    0
    Flag
  • Foolishbutler.jb
    "Great community kid friendly and peaceful. 5min away from the park and fire department . Been here 3 years with no problems "
    0
    Flag
  • Michael B.
    "It is a warm and friendly community. I enjoy the area tremendously and would not consider anywhere else in the Jackson MS area."
    2
    Flag
  • Betty D.
    "This is a small residential area with only one entrance/exit. There is a nice mix of young and older, married and single, kids of all ages and adults of all professions. We have an excellent public school system. All your needs are probably within a few miles in any direction."
    4
    Flag
  • Richard
    "Great Neighbors. Plenty of trees and very quiet. Love the charm of the established neighborhood. That’s all I can think of at this time"
    0
    Flag
  • Llewellyngray
    "Safe place to live. I would highly recommend this neighborhood to anyone. It’s a great place to raise children. The public schools are great and are the best in the state."
    0
    Flag
  • Llewellyngray
    "Beautiful environment. Very safe and great place to walk a dog. I absolutely love living in Madison."
    0
    Flag
  • Jles w.
    "10 mins. No issues. A little early in AM, but compared to other cities very good. Multiple routes and new roads being built."
    0
    Flag
  • Livia P.
    "The neighborhood is full of kids and families. There are lots of fun parties for kids throughout the year, a playground, and a pool. The schools are the best in the state. "
    1
    Flag
  • Kikit27
    "Cars drive too fast in the neighborhood and we have almost been hit on two occasions. You just have to be careful when walking your dogs."
    0
    Flag

LGBTQ Local Legal Protections

Information is deemed to be reliable but not guaranteed. Copyright 2026 MLS United, LLC.

Frequently asked questions about 208 E Highleadon Dr

  • What is 208 E Highleadon Dr estimated to be worth?
    Trulia's estimated value for 208 E Highleadon Dr in Madison, MS is $393,200.
  • What is the price history for 208 E Highleadon Dr?
    208 E Highleadon Dr in Madison, MS last sold in March 2012.
  • Is Madison a buyer's or seller's market?
    Madison is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Madison?
    The median sale price in Madison is $411K. That is up $11.33K from the prior month.
  • Does 208 E Highleadon Dr have air conditioning?
    Yes, 208 E Highleadon Dr in Madison, MS has air conditioning.
  • Does 208 E Highleadon Dr have a pool?
    Yes, 208 E Highleadon Dr in Madison, MS has a pool.

Explore by feature - Pet Friendly

13 pet-friendly rentals in Madison, MS

Explore by feature - Garage

19 rentals with a garage in Madison, MS

Explore by feature - Air Conditioning

22 rentals with air conditioning in Madison, MS

Explore by feature - Pool

6 rentals with a pool in Madison, MS

Explore by feature - Washer/dryer

21 rentals with a washer/dryer in Madison, MS

Explore by feature - Outdoor Space

21 rentals with an outdoor space in Madison, MS

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 208 E Highleadon Dr

Skip to last item
Skip to first item

Homes for sale near 208 E Highleadon Dr

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item