290 Winter Oaks Dr, Lamar, MS 38642
Property image
Property image
OFF MARKET

$511,800

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,986 sqft (on 5 acres)

290 Winter Oaks Dr, Lamar, MS 38642

Est. Refi. Payment $3,086/mo*
Refinance Your Home

Home Value

Trulia Estimate
$512K
Since last month
Increased$400 (+0.1%)
Since last year
Increased$5K (+0.9%)
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 +73% in the last 10 years
MonthEstimated value
2026
September 2026$519K
August 2026$512K
July 2026$519K
June 2026$512K
May 2026$514K
April 2026$514K
March 2026$507K
February 2026$500K
January 2026$495K
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
39 Winter Oaks Dr, Lamar, MS
0.52
Single-Family Home
-
09/14/26
4
3
2,872
249 Autumn Oaks Dr, Lamar, MS
0.64
Single-Family Home
-
08/14/26
5
3
2,700
104 Spring Oaks Dr, Lamar, MS
0.51
Single-Family Home
-
10/29/25
4
3
2,507
86 Spring Oak Cv, Lamar, MS
0.74
Single-Family Home
-
07/14/26
3
3
2,336
301 Summer Oaks Dr, Lamar, MS
0.77
Single-Family Home
-
05/13/26
3
2
2,200
2852 S Slayden Rd, Lamar, MS
0.81
Single-Family Home
-
12/15/25
3
2
1,430
1037 Hogan Rd, Holly Springs, MS
2.03
Single-Family Home
-
12/10/25
4
4
2,906
3629 S Slayden Rd, Lamar, MS
2.26
Single-Family Home
-
12/05/25
3
2.5
2,815
3105 US Highway 72, Holly Springs, MS
2.76
Single-Family Home
-
08/12/26
3
2.5
3,567
115 Valentine Rd, Holly Springs, MS
3.29
Single-Family Home
-
05/15/26
4
3
3,263

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
178 Winter Oaks, Lamar, MS 38642
0.18
$481,500
3
2.5
2,650
Off Market
140 Winter Oaks Dr, Lamar, MS 38642
0.26
$478,500
3
3.5
3,000
Off Market
95 Live Oak Dr #95, Lamar, MS 38642
0.32
-
-
-
-
Off Market
2502 S Slayden Rd, Holly Springs, MS 38635
0.29
-
-
-
-
Recently Sold
2195 S Slayden Rd, Holly Springs, MS 38635
0.33
$489,000
3
2
1,715
For Sale
1501 S Slayden Rd, Holly Springs, MS 38635
0.31
-
-
-
-
Recently Sold
Winter Oaks, Lamar, MS 38642
0.38
-
-
-
-
Off Market
Hogan Rd, Holly Springs, MS 38635
0.38
-
-
-
-
Recently Sold
2500 S Slayden Rd, Holly Springs, MS 38635
0.39
-
-
-
-
Recently Sold
Winter Oaks #21, Lamar, MS 38642
0.46
-
-
-
-
Off Market
2185 S Slayden Rd, Holly Springs, MS 38635
0.48
-
-
-
-
Off Market
104 Spring Oaks Dr, Lamar, MS 38642
0.51
$426,700
4
3
2,507
Off Market

Local Information

  • Map ViewExplore the area around 290 Winter Oaks Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2005
5 acre lot
2,986 sqft
$171/sqft
Garage

About this House

No police sirens, no loud traffic, no city lights. Just PEACE and SERENITY. 290 Winter Oaks is an amazing property located in South Slayden Farms, which is only 25 minutes from Olive Branch or Collierville. This home is located at the end of a cove, surrounded by pastures and wide open spaces. You can truly BREATHE here! Qualities of this property sure to WOW you include: a BRAND NEW ROOF, nail-down hardwood floors, 3 HUGE bedrooms downstairs with a MASSIVE bonus room up, knockout kitchen with quartz countertops and farm sink, future expandable space, a HUGE master bathroom with walk in closet, covered patios, and a barn/shop with rotating pastures and all acreage fenced. Call TODAY to see this incredible slice of Heaven, it'll be GONE tomorrow!
290 Winter Oaks Dr, Lamar, MS 38642 is a 4 bedroom, 3 bathroom, 2,986 sqft single-family home built in 2005. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $511,800, with a rent estimate of $2,697/month.

Home Details for 290 Winter Oaks Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Interior Details
Types of Rooms: Dining RoomCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherMicrowave
Fireplace & Spa
FireplaceJetted Bath Tub
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Stone, Wood, BrickPatioPorch
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 5.00 acres

Price and Tax history

DateEventPrice
Dec 15, 2020
Source: Agent Provided
ListingRemoved
$359,900
Oct 1, 2020
Source: Agent Provided
PriceChange
$359,900
Price increased by 3%
Sep 21, 2020
Source: N/A
PriceChange
$349,500
Price decreased by 4%
Aug 14, 2020
Source: N/A
Listed For Sale
$365,000
Sep 17, 2017
Source: N/A
ListingRemoved
$314,000

Market trends in Holly Springs

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
54
2MoM

Around this home

What Locals Say about Holly Springs

At least 19 Trulia users voted on each feature.

  • 95 % Say car is needed

  • 90 % Say parking is easy

  • 74 % Say there's holiday spirit

  • 72 % Say yards are well-kept

  • 68 % Say kids play outside

  • 54 % Say there's wildlife

  • 52 % Say there are sidewalks

  • 48 % Say it's walkable to grocery stores

  • 48 % Say people would walk alone at night

  • 45 % Say neighbors are friendly

  • 45 % Say it's quiet

  • 44 % Say streets are well-lit

  • 38 % Say it's dog friendly

  • 38 % Say it's walkable to restaurants

  • 30 % Say they plan to stay for at least 5 years

  • 19 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "There is no public transportation. Maybe someone in the area will be a Uber or lyft driver. The best jobs are one hour away in Tennessee or in Tupelo. There is no public transportation. "
    0
    Flag
  • Dmarie0856
    "There’s is no dog park. There are strict restrictions on pet owners inside of the city limits. There are several stray animals walking the streets. "
    0
    Flag
  • Ingram N.
    "none I enjoy going to church on sunday at Latter Rain on Martin Luther King Dr. I enjoy going to Panda Buffet, Copper Kettle #2, The mexican restaurant, Sonics, Dominoes Pizza, Family Dollar, Dollar General, Dollar tree, Super Walmart. "
    1
    Flag
  • Ingram N.
    "Mom home home is close to the city is within 2 miles driving distance in is within distance of the Domino's pizza delivery in is a nice neighborhood people I friendly."
    0
    Flag
  • Lawanda W.
    "holly springs is only for retirement people and no jobs are here. the school system is horrible. I would recommend people who are not looking for a future to live here."
    1
    Flag
  • Kawoxford
    "Perfect area for people interested in historic homes in an interesting town with excellent location to Oxford, Memphis, Collierville and Germantown for a reasonable price"
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 290 Winter Oaks Dr

  • What is 290 Winter Oaks Dr estimated to be worth?
    Trulia's estimated value for 290 Winter Oaks Dr in Lamar, MS is $511,800.
  • Is Lamar a buyer's or seller's market?
    Lamar is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Lamar?
    Residents describe Lamar, MS as easy to park in, well-kept, and pedestrian-friendly. See recently sold homes in Lamar, MS.
  • What are the closest schools to 290 Winter Oaks Dr?
    The closest schools to 290 Winter Oaks Dr in Lamar, MS are H. W. Byers High School (5-12) (Elementary/Middle, rated 3/10).
  • Does 290 Winter Oaks Dr have air conditioning?
    Yes, 290 Winter Oaks Dr in Lamar, MS has air conditioning.
  • How big is the lot at 290 Winter Oaks Dr?
    The lot at 290 Winter Oaks Dr in Lamar, MS is about 5 acres.

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