14395 Rolling Hills Dr, Dexter, MO 63841
Property image
Property image
OFF MARKET

14395 Rolling Hills Dr
Dexter, MO 63841

  • 4 Beds
  • 3 Baths
  • 3,691 sqft (on 1.80 acres)

$404,200

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $2,361/mo*
Refinance Your Home

$404,200

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $2,361/mo*
Refinance Your Home
4 Beds
3 Baths
3,691 sqft
(on 1.80 acres)

Home Value

Trulia Estimate
$404K
Since last month
$200 (0%)
Since last year
Increased$13K (+3.4%)
Since last sale
Increased$137K (+51.2%)
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 +70% in the last 10 years
MonthEstimated value
2026
August 2026$405K
July 2026$405K
June 2026$405K
May 2026$397K
April 2026$392K
March 2026$389K
February 2026$379K
January 2026$380K
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
14327 Rolling Hills Dr, Dexter, MO
0.06
Single-Family Home
-
08/29/25
3
3.5
3,842
14160 Augusta Cir, Dexter, MO
0.23
Single-Family Home
-
04/24/26
5
5
5,402
11429 Northview Dr, Dexter, MO
0.88
Single-Family Home
-
06/16/26
4
3
3,267
15012 Bay Hills Dr, Dexter, MO
0.89
Single-Family Home
-
12/30/25
4
4
4,332
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
0.98
Single-Family Home
-
07/27/26
3
2.5
3,000
10776 Northview Dr, Dexter, MO
0.85
Single-Family Home
-
06/23/26
3
3
2,440
11977 County Road 637, Dexter, MO
0.85
Single-Family Home
-
05/12/26
3
1.5
2,075
14428 County Road 624, Dexter, MO
0.93
Single-Family Home
-
02/09/26
4
3
2,964
11799 County Road 637, Dexter, MO
0.86
Single-Family Home
-
10/30/25
4
2
2,001

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
0.06
$385,700
3
3.5
3,842
Off Market
14459 Rolling Hills Dr, Dexter, MO 63841
0.06
$540,500
4
2.5
5,328
Off Market
Tamarak Ln, Dexter, MO 63841
0.11
$129,700
-
-
-
For Sale
14246 County Road 612, Dexter, MO 63841
0.18
$186,300
4
2
1,972
Off Market
14389 County Road 612, Dexter, MO 63841
0.21
$170,300
3
2
1,700
Off Market
14160 Augusta Cir, Dexter, MO 63841
0.23
-
5
5
5,402
Recently Sold
Hidden Trails Dr, Dexter, MO 63841
0.29
-
-
-
-
Off Market
14348 Hidden Trails Cir, Dexter, MO 63841
0.47
$452,500
4
3
3,392
Off Market
14423 Hidden Trails Cir, Dexter, MO 63841
0.49
$336,200
4
3.5
3,690
Off Market
11287 Cypress Point Ln, Dexter, MO 63841
0.60
$379,000
2
2.5
2,289
For Sale
11275 Cherrie St, Dexter, MO 63841
0.62
$232,200
4
2
2,140
Off Market
11578 Pinehurst Cir, Dexter, MO 63841
0.64
$289,100
3
3
2,106
Off Market

Local Information

  • Map ViewExplore the area around 14395 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
1.8 acres
Living Area
3,691 sqft
Price/Sqft
$110
Parking
Garage

About this House

This beautiful home sits on 1.8 acres at the Hidden Trails Golf Course! It includes 4 bedrooms and 3 bathrooms and is one and a half stories with a walk out basement. The kitchen has a convenient snack bar, granite countertops, and very attractive cabinetry. The master suite is on the main floor and boasts a tray ceiling and large walk in closet. The main floor bath has a walk in tiled shower and lovely tile flooring. The huge walk out basement has plenty of space for entertaining and features a stone fireplace with a gas log and lots of brick detail throughout. The immense recreation room has walk out doors that lead to the gorgeous backyard and 20 x 40 inground pool with diving board for all your summer fun! This captivating property has so much to offer, you will want to call this home!
14395 Rolling Hills Dr, Dexter, MO 63841 is a 4 bedroom, 3 bathroom, 3,691 sqft single-family home built in 1976. It last sold for $268,000 on Aug 30, 2019. It is currently off market. The Trulia Estimate is $404,200, with a rent estimate of $2,279/month.

Home Details for 14395 Rolling Hills Dr

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet, Laminate
Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
DishwasherDisposalRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: MetalDeckExterior: BrickPorch
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1976
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Lot Information

Lot Area: 1.80 acres

Price and Tax history

DateEventPrice
Nov 20, 2021
Source: SEMOMLS
ListingRemoved
Sep 9, 2021
Source: SEMOMLS #13384
Listed For Sale
$365,000
Aug 30, 2019
Source: N/A
Sold
--
Jun 24, 2019
Source: Agent Provided
PriceChange
$299,900
Price decreased by 10%
Feb 20, 2019
Source: Agent Provided
PriceChange
$334,000
Price decreased by 1%

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 14395 Rolling Hills Dr

  • What is 14395 Rolling Hills Dr estimated to be worth?
    Trulia's estimated value for 14395 Rolling Hills Dr in Dexter, MO is $404,200.
  • What is the price history for 14395 Rolling Hills Dr?
    14395 Rolling Hills Dr in Dexter, MO last sold in August 2019.
  • 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 14395 Rolling Hills Dr have air conditioning?
    Yes, 14395 Rolling Hills Dr in Dexter, MO has air conditioning.
  • Does 14395 Rolling Hills Dr have a pool?
    Yes, 14395 Rolling Hills Dr in Dexter, MO has a pool.

Explore by feature - Pet Friendly

6 pet-friendly rentals in Dexter, MO

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