14396 Rolling Hills Dr, Dexter, MO 63841
Property image
Property image
OFF MARKET

14396 Rolling Hills Dr
Dexter, MO 63841

  • 4 Beds
  • 4 Baths
  • 6,000 sqft (on 0.67 acres)

$410,100

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $2,399/mo*
Refinance Your Home

$410,100

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $2,399/mo*
Refinance Your Home
4 Beds
4 Baths
6,000 sqft
(on 0.67 acres)

Home Value

Trulia Estimate
$410K
Since last month
Increased$1K (+0.3%)
Since last year
Increased$12K (+3%)
Since last sale
Increased$153K (+58%)
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 +86% in the last 10 years
MonthEstimated value
2026
August 2026$416K
July 2026$415K
June 2026$420K
May 2026$411K
April 2026$404K
March 2026$401K
February 2026$383K
January 2026$390K
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
14160 Augusta Cir, Dexter, MO
0.18
Single-Family Home
-
04/24/26
5
5
5,402
14327 Rolling Hills Dr, Dexter, MO
0.07
Single-Family Home
-
08/29/25
3
3.5
3,842
15012 Bay Hills Dr, Dexter, MO
0.88
Single-Family Home
-
12/30/25
4
4
4,332
11429 Northview Dr, Dexter, MO
0.89
Single-Family Home
-
06/16/26
4
3
3,267
10776 Northview Dr, Dexter, MO
0.85
Single-Family Home
-
06/23/26
3
3
2,440
11799 County Road 637, Dexter, MO
0.88
Single-Family Home
-
10/30/25
4
2
2,001
11386 Bay Hills Dr, Dexter, MO
0.80
Single-Family Home
-
06/16/26
3
2.5
3,278
14969 County Road 624, Dexter, MO
0.96
Single-Family Home
-
07/27/26
3
2.5
3,000
12070 Kimber Ln, Dexter, MO
0.85
Single-Family Home
-
08/20/26
3
2
1,641
14428 County Road 624, Dexter, MO
0.89
Single-Family Home
-
02/09/26
4
3
2,964

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
14327 Rolling Hills Dr, Dexter, MO 63841
0.07
$385,700
3
3.5
3,842
Off Market
14459 Rolling Hills Dr, Dexter, MO 63841
0.10
$545,400
4
2.5
5,328
Off Market
Tamarak Ln, Dexter, MO 63841
0.13
$129,700
-
-
-
For Sale
14160 Augusta Cir, Dexter, MO 63841
0.18
-
5
5
5,402
Recently Sold
14246 County Road 612, Dexter, MO 63841
0.19
$187,500
4
2
1,972
Off Market
Hidden Trails Dr, Dexter, MO 63841
0.26
-
-
-
-
Off Market
14389 County Road 612, Dexter, MO 63841
0.26
$170,300
3
2
1,700
Off Market
14348 Hidden Trails Cir, Dexter, MO 63841
0.43
$452,500
4
3
3,392
Off Market
14423 Hidden Trails Cir, Dexter, MO 63841
0.45
$336,200
4
3.5
3,690
Off Market
11287 Cypress Point Ln, Dexter, MO 63841
0.58
$379,000
2
2.5
2,289
For Sale
11275 Cherrie St, Dexter, MO 63841
0.59
$232,200
4
2
2,140
Off Market
11578 Pinehurst Cir, Dexter, MO 63841
0.64
$287,500
3
3
2,106
Off Market

Local Information

  • Map ViewExplore the area around 14396 Rolling Hills Dr.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1976
Lot Size
0.67 acres
Living Area
6,000 sqft
Price/Sqft
$68
Parking
Garage

About this House

**Huge Price Reduction!**Planned to perfection for family living! Stunning four plus bedroom custom built residence with basement! Nestled on a beautiful lot behind the first green of the Hidden Trails Country Club! SPECIAL HIGHLIGHTS INCLUDE....Four plus bedrooms....two full baths, 3/4 bath and two 1/2 baths. 40 x 15 living room with built-ins on each side of gas log fireplace and built-in entertainment center. Amazing 10 x 30 kitchen with tons of custom cabinetry, corian countertops, triple sink, large island and 5 x 8 walk-in pantry and you'll love the formal dining room vaulted ceiling, Very relaxing 16 x 19 private master suite with his and her 8 x 6 closets, 11 x 11 master bathroom with doule basins, custom walk-in shower and whirlpool tub, There's two offices....larger office could be used as another bedroom, nursery or play room. Basement features a sizable bedroom, family room, recreational room, 1/2 bath and two storage rooms, extra large two car garage with openers and built-in workbench, two central heat and air units (one at each end of the home, two electric water heaters, exposed aggregate concrete driveway new in 2008. Remarkable 52 x 16 rear covered porch overlooking the golf course and so many other amenities! This home is surrounded by an atmosphere of peace and relaxation....a true total living environment. **Home has been hooked up to county sewer**Call Trammell & Son Realty today at 573-624-5538 to schedule your appointment to view this lovely residence you will love to call home. Check out www.trammellandson.com for many other nice properties!
14396 Rolling Hills Dr, Dexter, MO 63841 is a 4 bedroom, 5 bathroom, 6,000 sqft single-family home built in 1976. It last sold for $263,500 on Aug 20, 2018. It is currently off market. The Trulia Estimate is $410,100, with a rent estimate of $2,763/month.

Home Details for 14396 Rolling Hills Dr

Interior Features

Interior Details
BasementAdditional StorageAtticNumber of Rooms: 11Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Master Bath, Office, Pantry, Recreation RoomStorageWet BarCeiling Fan
Heating & Cooling
Heating: Forced Air, Electric, Propane ButaneAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Laminate
Appliances & Utilities
DishwasherDisposalMicrowaveRefrigerator
Fireplace & Spa
FireplaceJetted Bath Tub

Exterior Features

Exterior Home Features
Roof: MetalExterior: Stone, BrickLawnPatioPorch
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1976
Property Type / Style
Property Type: Single Family HomeArchitecture: Spanish

Lot Information

Lot Area: 0.67 acres

Price and Tax history

DateEventPrice
Aug 20, 2018
Source: CARMLS #145130
Sold
--
May 18, 2018
Source: Agent Provided
Listed For Sale
$285,000
Feb 2, 2018
Source: Agent Provided
ListingRemoved
$329,000
May 5, 2016
Source: Agent Provided
PriceChange
$329,000
Price decreased by 5%
Nov 23, 2015
Source: Agent Provided
Listed For Sale
$344,999

Market trends in Dexter

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
92
4MoM

Around this home

What Locals Say about Dexter

At least 28 Trulia users voted on each feature.

  • 94 % Say yards are well-kept

  • 93 % Say parking is easy

  • 85 % Say car is needed

  • 79 % Say there's holiday spirit

  • 74 % Say kids play outside

  • 69 % Say people would walk alone at night

  • 68 % Say it's dog friendly

  • 64 % Say it's quiet

  • 56 % Say there are sidewalks

  • 55 % Say neighbors are friendly

  • 48 % Say it's walkable to restaurants

  • 45 % Say it's walkable to grocery stores

  • 45 % Say there's wildlife

  • 36 % Say they plan to stay for at least 5 years

  • 26 % Say there are community events

  • 25 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Desiandnathan
    "Them to stay quiet after 10pm. Make sure it’s all picked up after dog. Have the dog in a leash at all times."
    4
    Flag
  • Alondra0329
    "Good place to live. Very kid friendly place great school good restaurants 😅good neighborhood "
    2
    Flag
  • Michael R.
    "We live in this neighborhood and every Halloween we take our kids trick or treating people around here are very nice I think anyways "
    1
    Flag
  • Williamgregory73
    "It's a great place for kids, with a big park near by. Sometimes there is however, a few creeps wondering about. just keeps the kids close."
    1
    Flag
  • Mathew W.
    "I work here six and seven days a week here so yes I here and this is a nice place to live and the pro are very nice"
    2
    Flag
  • Rachel S.
    "This neighborhood is very near local schools and shopping. The entire town is 6 sq miles leaving all the major conveniences very near you."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 14396 Rolling Hills Dr

  • What is 14396 Rolling Hills Dr estimated to be worth?
    Trulia's estimated value for 14396 Rolling Hills Dr in Dexter, MO is $410,100.
  • What is the price history for 14396 Rolling Hills Dr?
    14396 Rolling Hills Dr in Dexter, MO last sold in August 2018.
  • Is Dexter a buyer's or seller's market?
    Dexter is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Dexter?
    Residents describe Dexter, MO as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Dexter, MO.
  • Does 14396 Rolling Hills Dr have air conditioning?
    Yes, 14396 Rolling Hills Dr in Dexter, MO has air conditioning.
  • Does 14396 Rolling Hills Dr have a pool?
    Yes, 14396 Rolling Hills Dr in Dexter, MO has a pool.

Explore by feature - Pet Friendly

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