5666 Chessie Dr, Olive Branch, MS 38654
Property image
Property image
SOLD
APR 10, 2026

$538,900

Trulia Estimate
  • 5 Beds
  • 3.5 Baths
  • 3,800 sqft (on 1.78 acres)

5666 Chessie Dr, Olive Branch, MS 38654

Home Value

Trulia Estimate
$539K
Since last month
Increased$900 (+0.2%)
Since last year
Increased$11K (+2.1%)
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 +67% in the last 10 years
MonthEstimated value
2026
September 2026$541K
August 2026$539K
July 2026$540K
June 2026$534K
May 2026$534K
March 2026$534K
February 2026$540K
January 2026$539K
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
14185 Chapel Ridge Trl, Olive Branch, MS
0.18
Single-Family Home
-
05/29/26
5
3.5
3,138
5996 Center Hill Rd, Olive Branch, MS
0.37
Single-Family Home
-
07/30/26
4
4
3,580
14421 Santa Fe Dr, Olive Branch, MS
0.20
Single-Family Home
-
06/19/26
4
3
3,113
14415 Red Chip Trl, Olive Branch, MS
0.23
Single-Family Home
-
05/29/26
4
3
2,829
6192 Houston Ln, Olive Branch, MS
0.57
Single-Family Home
-
06/11/26
5
3.5
3,365
6282 Chippewa Dr, Olive Branch, MS
0.62
Single-Family Home
-
08/31/26
5
3
3,100
13649 River Grove Ln, Olive Branch, MS
0.75
Single-Family Home
-
06/30/26
4
3.5
3,283
13551 River Grove Ln, Olive Branch, MS
0.75
Single-Family Home
-
11/14/25
5
4
4,000

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
5702 Chessie Dr, Olive Branch, MS 38654
0.03
$542,000
5
3.5
3,424
For Sale
14202 Peachtree Cv, Olive Branch, MS 38654
0.08
$406,300
4
3
2,424
Off Market
5739 Burlington Ln, Olive Branch, MS 38654
0.09
$498,300
4
3
3,137
Off Market
14312 Red Chip Trce, Olive Branch, MS 38654
0.12
$436,100
4
3
2,829
Off Market
14155 Miller Station Ln, Olive Branch, MS 38654
0.14
$367,700
5
3
2,700
Off Market
5746 Burlington Ln, Olive Branch, MS 38654
0.13
$594,200
5
3.5
3,738
Off Market
5792 Burlington Ln, Olive Branch, MS 38654
0.13
$434,500
4
2.5
2,848
Off Market
14185 Chapel Ridge Trl, Olive Branch, MS 38654
0.18
-
5
3.5
3,138
Recently Sold
5701 Burlington Ln, Olive Branch, MS 38654
0.17
$443,300
4
2.5
3,112
Off Market
Miller Station Ln #4, Olive Branch, MS 38654
0.17
-
-
-
-
Off Market
14380 Red Chip Trl, Olive Branch, MS 38654
0.19
$473,700
5
3
3,028
Off Market

Local Information

  • Map ViewExplore the area around 5666 Chessie Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2005
1.78 acre lot
3,800 sqft
$142/sqft
3 Car Garage
HOA $10/mo

About this House

***BACK ON THE MARKET DUE TO NO FAULT OF THE HOUSE OR SELLERS! All inspection and FHA repairs have been completed. Appraised for at or above list price, FHA appraisal. This beautiful, custom home is READY for its next owners! Get your offer in ASAP!***

Welcome home to Miller Station--where custom craftsmanship meets everyday luxury, privacy, and an easy commute to Collierville or Olive Branch.

Sellers love the lot this home sits on. It is much larger than others nearby at nearly 2 acres. They also love having convenient access to the City of Olive Branch's utilities, but in an unincorporated part of the county.

Walk up past a charming garden fountain and step through French doors into a grand entry that sets the tone immediately. Soaring ceilings, an eye-catching chandelier, and an elegant catwalk overhead frame a dramatic wall of windows overlooking the private backyard. To the right, a formal dining room invites gatherings both large and intimate while straight ahead, the oversized living room--with gas fireplace and rich hardwood floors--offers warmth and scale in equal measure.

The kitchen is designed for both function and style, featuring natural slate flooring, an eat-in area for a second table, an oversized island with seating, glass cooktop, double ovens, abundant granite counter space, and generous cabinetry. A custom-shelved pantry and built-in desk add thoughtful convenience. Just off the kitchen, the cozy hearth room provides an additional gas fireplace and a relaxed space to unwind.

Tucked away on the main level, the primary suite is a true retreat with new carpet, fresh paint, tray ceiling, and ceiling fan. The completely renovated primary bathroom (2022) feels spa-like with a large corner shower, soaking tub, separate vanities, two custom walk-in closets, and a private water closet. A unique feature of this floorplan is the connected quarter bath/bar space between the primary suite and a second downstairs bedroom or office--complete with French doors and a closet, making it a bright and versatile space.

Up the grand double staircase (with under-stair storage) you'll find three additional bedrooms plus a true bonus room, bringing the total to five bedrooms and a flexible bonus space. The entire upper level features brand-new carpet and fresh paint. One bedroom includes a full, handicap-accessible bathroom, while two others share a Jack-and-Jill bath. The bonus room boasts vaulted ceilings, and all upstairs bedrooms are equipped with ceiling fans. Storage is plentiful with a floored walk-out attic space across the catwalk (ready for future expansion if desired) and a pull-down attic with new stairs.

Additional highlights include a central vacuum system and a whole-home intercom system. Outdoors, the expansive, tree-lined lot offers a peaceful sense of privacy rarely found in a neighborhood setting. Enjoy evenings grilling on the patio, relaxing around the firepit, or tending the raised garden bed. The sellers especially love watching wildlife visiting the backyard. New soffit lighting enhances the home's exterior after dark, and the garage door has been recently replaced.

The current owners have meticulously maintained the home, completing numerous updates including newer HVAC systems (3 and 7 years old), new carpet throughout, updated downstairs baths, fresh sod in the backyard, custom closet shelving, and fresh paint in multiple spaces, making this home move-in ready.

This is a home that lives beautifully, inside and out. Schedule your showing today and see why Miller Station just feels right.
5666 Chessie Dr, Olive Branch, MS 38654 is a 5 bedroom, 4 bathroom, 3,800 sqft single-family home built in 2005. It last sold for the $539,900 asking price on Apr 10, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $538,900, with a rent estimate of $3,313/month.
Last check for updates: about 11 hours ago
Listed by Amanda V Linton, (901) 300-0745
Local Agency Realty Group
Bought with: Stephanie Rooks, (901) 553-0791, Keller Williams
Source: MLS United, MLS#4129396

Home Details for 5666 Chessie Dr

Active Status

MLS Status: Closed

Interior Features

Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3800 Square Feet
Appliances & Utilities
Utilities: Electricity Connected, Natural Gas Connected, Sewer Connected, Water ConnectedAppliances: Double Oven, Electric Cooktop, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer/DryerLaundry: Laundry RoomMicrowaveRefrigerator
Heating & Cooling
Heating: Central,Natural GasHas CoolingAir Conditioning: Central Air,Electric,Gas,Multi UnitsHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Hearth, Living RoomHas a Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Door: Double Entry, French DoorsFlooring: Carpet, Hardwood, Slate
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: Accessible Full BathFloors: Carpet, Hardwood, Slate

Exterior Features

Exterior Home Features
Roof: Architectural ShinglesPatio / Porch: Deck, PatioExterior: Fire Pit, Garden, LightingFoundation: SlabGardenNo Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Attached,Garage Faces Side
Water & Sewer
Sewer: Public Sewer, Other

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: ResidentialProperty Subtype: Residential, Single Family ResidenceStructure Type: HouseArchitecture: House
Building
Construction Materials: BrickNot a New Construction
Property Information
Condition: Move In ReadyParcel Number: 2052040100004700

Price & Status

Price
List Price: $539,900
Status Change & Dates
Off Market Date: Wed Mar 11 2026

Media

Location

Direction & Address
City: Olive BranchCommunity: Miller Station
School Information
Elementary School: Center HillJr High / Middle School: Center Hill MiddleHigh School: Center Hill

Building

Building Area
Building Area: 3800 Square Feet

HOA

HOA Fee Includes: ManagementHas an HOAHOA Fee: $120/Annually

Lot Information

Lot Area: 1.78 Acres

Mobile R/V

Mobile Home Park
Mobile Home Units: Feet

Miscellaneous

Mls Number: 4129396

Price and Tax history

DateEventPrice
Apr 10, 2026
Source: MLS United #4129396
Sold
--
Mar 11, 2026
Source: MLS United #4129396
Pending
$539,900
Mar 10, 2026
Source: MLS United #4129396
PriceChange
$539,900
Price decreased by 2%
Mar 7, 2026
Source: MLS United #4129396
PendingToActive
$549,900
Jan 17, 2026
Source: MLS United #4129396
Pending
$549,900

Market trends in Olive Branch

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$340K
$8.35KMoM
Sale-to-List Price
100.0%
Price per sq ft
$154
$1MoM
Available listings
303
21MoM

Around this home

What Locals Say about Olive Branch

At least 313 Trulia users voted on each feature.

  • 91 % Say car is needed

  • 90 % Say yards are well-kept

  • 88 % Say parking is easy

  • 80 % Say it's dog friendly

  • 74 % Say there's holiday spirit

  • 74 % Say it's quiet

  • 73 % Say kids play outside

  • 64 % Say people would walk alone at night

  • 59 % Say there are sidewalks

  • 56 % Say streets are well-lit

  • 50 % Say neighbors are friendly

  • 50 % Say they plan to stay for at least 5 years

  • 43 % Say there's wildlife

  • 25 % Say there are community events

  • 22 % Say it's walkable to restaurants

  • 19 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Wes Keith
    "Fireworks are exhausting for dogs during new years and the 4th, but many places to roam and walk. Water around with walking trails and etc keeps them active "
    4
    Flag
  • Brooksdwayne
    "You see people walking their dogs all time day or night through out the neighborhood even the weather is not so nice out. "
    1
    Flag
  • Ktgirlok
    "Safe, everyone looks out for each other and packages have literally sat overnight on my porch untouched. "
    1
    Flag
  • Warrick
    "Community fairs come and set up in the community park where outside field events are held. Located with in nearby neighborhoods."
    1
    Flag
  • Kendra
    "They would love it . Everybody got dogs. And most of these people dogs get walked faithfully so yea dod city over here . "
    5
    Flag
  • Trulia User
    "Its a good area a good neighborhood to live in great school great hospitals nice parks. I recommend living in the area "
    3
    Flag
  • Clif
    "Having the farmers market in the craft shows are very special to me. I nice places to eat around the neighborhood as well including pizza sandwiches chicken and other things."
    2
    Flag
  • Sybil G.
    "Dog owners would love the dog friendly parks and neighborhoods. People feel safe to walk their dogs at night. "
    11
    Flag
  • Virginia P.
    "Lived here for 15 years and I’ve never really had any issues! All neighbors look out for each other and help each other out."
    0
    Flag
  • Jazmyne W.
    "There are a lot of other dog walkers in the neighborhood. Everyone is very kind and friendly. Everyone picks up after their dog and keeps them on leashes."
    5
    Flag
  • Sonya D.
    "Live on a golf course Fishing at the pond Lots of beautiful homes with their own characters Lotsssss of lawn care around here lol A lot of older folks "
    1
    Flag
  • Myron T.
    "safe secure great schools great community small town feeling schools are ranked in the top 10 in this area"
    0
    Flag
  • Alison M. B.
    "Lots of new construction in and around neighborhood and friendly neighbors but garbage all around pickup is not great!"
    4
    Flag
  • Ophelia P.
    "Neighborhood outings and Celebrations and people are friendly and it’s just a great place to live. I’ve lived here all my life and I raised my children here in this town and they love it. So many things to do and local shops."
    0
    Flag
  • Cjoycebrock
    "Active neighborhood and good neighbors Love the neighborhood pool and the safety and security of my neighborhood"
    0
    Flag
  • Jenelle
    "Quiet well keep neighborhood. I feel safe here. Close to restaurants and shopping and hospitals. Good schools "
    5
    Flag
  • Michael B.
    "Poor landscaping. Few sidewalks. Few parks. Schools are overrated. Lots of yards with weeds. Kids don’t play outside much "
    4
    Flag
  • Sara J.
    "Very kid friendly. Good neighborhood for growing family. Awesome school District. We have enjoyed living here the last 10 years. "
    0
    Flag
  • Alison M. B.
    "Don’t know nothing special other than truck or treating and frequent garage sales; football games, people mind their business "
    10
    Flag
  • Sketcho22
    "Most people in the neighborhood have been there for several of years and have helped develop the area."
    0
    Flag
  • Vnib611
    "It’s convenient to every popular area. Southaven, Hernando, Horn Lake, Germantown, Collierville, Cordova and Memphis, but at night it’s quiet and like living in the country. "
    13
    Flag
  • Jacqueline J.
    "Small town feel. Most of the major conveniences. The traffic is not bad except in mornings and after 5 which is normal rush traffic"
    0
    Flag
  • Cristy B.
    "There's a great new dog park close by in the Olive Branch park and many people walk their pups around the neighborhood "
    0
    Flag
  • Lanie S.
    "I work in Germantown from my Subdivision off Pleasant Hill ( between Goodman and Church) to Kirby Parkway its 20 mins in the morning and typically 30-45 minutes in the afternoon."
    0
    Flag
  • Traci B.
    "My commute is very easy daily. I work in Old Towne Olive Branch and even though he works in Memphis, my husband’s commute is easy as well. "
    7
    Flag
  • Buckp
    "I’ve live here for 8 years and watched the neighborhood grow! I’ve seen good and bad people come and go and I can say it’s pretty good now!"
    7
    Flag
  • Bgoheen12
    "Love OB it’s very nice! I used to visit family here all the time. I have now lived here for 3 years. "
    0
    Flag
  • Marilynjcoulter
    "Large lots , quiet safe neighborhood & streets. YMCA nearby as well as many grocery stores & restaurants "
    0
    Flag
  • homeowner
    "I've lived here for 3 years and everyone is so friendly and looks out for each other. We have community events and yard sells. Even if you don't play golf, the views are wonderful."
    4
    Flag
  • Ksantas
    "You have to have your own car or walk to where you want to go. There isn’t any public transportation available close to my neighborhood and some people are scared to come to our neighborhood. Papa John’s won’t deliver after dark to my neighborhood."
    4
    Flag
  • Jennarar1114
    "Variety of ppl Great neighborhoods. Schools are great. My neighbors are very friendly. Lots of public gatherings. "
    0
    Flag
  • Tykuan S. S.
    "It’s not far from the local markets and food places. There’s no noise out here. There friendly Neighbors. They’re helpful. "
    2
    Flag
  • Ashley S. s.
    "The schools are great. Chick-fil-A is nearby and kids love that stuff, you would too if you tried the chicken. "
    2
    Flag

LGBTQ Local Legal Protections

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

Frequently asked questions about 5666 Chessie Dr

  • What is 5666 Chessie Dr estimated to be worth?
    Trulia's estimated value for 5666 Chessie Dr in Olive Branch, MS is $538,900.
  • What is the price history for 5666 Chessie Dr?
    5666 Chessie Dr in Olive Branch, MS last sold in April 2026.
  • Is Olive Branch a buyer's or seller's market?
    Olive Branch is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Olive Branch?
    The median sale price in Olive Branch is $340K. That is down $8.35K from the prior month.
  • Does 5666 Chessie Dr have air conditioning?
    Yes, 5666 Chessie Dr in Olive Branch, MS has air conditioning.
  • Does 5666 Chessie Dr have laundry facilities?
    Yes, 5666 Chessie Dr in Olive Branch, MS has laundry facilities.

Explore by feature - Pet Friendly

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