558 Gregory Dr, Umatilla, FL 32784
OFF MARKET

558 Gregory Dr
Umatilla, FL 32784

  • 4 Beds
  • 3 Baths
  • 2,578 sqft (on 0.90 acres)

$586,100

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $3,838/mo*
Refinance Your Home

$586,100

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $3,838/mo*
Refinance Your Home
4 Beds
3 Baths
2,578 sqft
(on 0.90 acres)

Home Value

Trulia Estimate
$586K
Since last month
Decreased$500 (-0.1%)
Since last year
Increased$50K (+9.3%)
Since last sale
Increased$283K (+94.4%)
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 +111% in the last 10 years
MonthEstimated value
2026
August 2026$583K
July 2026$584K
June 2026$590K
May 2026$581K
April 2026$576K
March 2026$579K
February 2026$579K
January 2026$532K
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
833 CR 450, Umatilla, FL
0.08
Single-Family Home
$389,900
04/27/26
4
2
1,644
40325 W 7TH AVENUE, Umatilla, FL
0.70
Single-Family Home
$339,900
03/31/26
4
2
1,644
280 PALM COURT, Umatilla, FL
1.02
Single-Family Home
$480,000
06/30/26
4
3
2,624
380 E LAKE STREET, Umatilla, FL
0.62
Single-Family Home
$375,000
06/23/26
5
4
2,031
260 CASSADY STREET, Umatilla, FL
0.83
Single-Family Home
$445,000
04/01/26
3
2
1,834
280 Palm Court Dr, Umatilla, FL
1.02
Single-Family Home
$480,000
07/07/26
4
3
2,026
40411 W EIGHTH AVENUE, Umatilla, FL
0.69
Single-Family Home
$339,000
03/16/26
4
2
1,644
40415 W EIGHTH AVENUE, Umatilla, FL
0.69
Single-Family Home
$341,600
07/23/26
4
2
1,644
40407 W 8TH AVENUE, Umatilla, FL
0.69
Single-Family Home
$355,000
07/01/26
4
2
1,644
377 N TROWELL AVENUE, Umatilla, FL
0.88
Single-Family Home
$550,384
04/09/26
4
4
2,621

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
0 GREGORY DR LOT 17, Umatilla, FL 32784
0.03
-
-
-
-
Off Market
GREGORY DRIVE LOT 21, Umatilla, FL 32784
0.02
-
-
-
-
Off Market
551 GREGORY DRIVE, Umatilla, FL 32784
0.07
$665,400
3
3
2,404
Off Market
8 E Collins St, Umatilla, FL 32784
0.04
$105,000
-
-
-
For Sale
833 CR 450, Umatilla, FL 32784
0.08
$389,900
4
2
1,644
Recently Sold
CHARLES OSBORNE ROAD, Umatilla, FL 32784
0.08
-
-
-
-
Off Market
620 CHARLES OSBORNE ROAD, Umatilla, FL 32784
0.10
$388,300
4
2
1,644
Off Market
486 E COLLINS STREET, Umatilla, FL 32784
0.12
$891,300
4
3
3,719
Off Market
625 CHARLES OSBORNE RD, Umatilla, FL 32784
0.11
$210,000
-
-
-
Recently Sold
628 CHARLES OSBORNE ROAD, Umatilla, FL 32784
0.13
$388,300
4
2
1,644
Off Market
480 E COLLINS STREET, Umatilla, FL 32784
0.15
$581,300
3
2
2,109
Off Market
EAST COLLINS STREET LOT 1, Umatilla, FL 32784
0.21
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 558 Gregory Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2004
Lot Size
0.9 acres
Living Area
2,578 sqft
Price/Sqft
$227
Parking
Garage

About this House

This single-family home is located at 558 Gregory Dr, Umatilla, FL. 558 Gregory Dr is in Umatilla, FL and in ZIP code 32784. This property has 4 bedrooms, 3 bathrooms and approximately 2,578 sqft of floor space. This property has a lot size of 0.90 acres and was built in 2004.
558 Gregory Dr, Umatilla, FL 32784 is a 4 bedroom, 3 bathroom, 2,578 sqft single-family home built in 2004. It last sold for $300,000 on Feb 20, 2009. It is currently off market. The Trulia Estimate is $586,100, with a rent estimate of $2,868/month.

Home Details for 558 Gregory Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other, Stucco, BrickFoundation Type: Slab
Pool
Pool
Parking & Garage
GarageParking: Garage

Property Information

Year Built
Year Built: 2004
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.90 acres

Price and Tax history

DateEventPrice
Feb 20, 2009
Source: N/A
Sold
$300,000
May 19, 2008
Source: Agent Provided
ListingRemoved
$344,500
Apr 26, 2008
Source: Agent Provided
PriceChange
$344,500
Price increased by 148%
Apr 5, 2008
Source: Agent Provided
Listed For Sale
$139,000
Mar 11, 2008
Source: Agent Provided
ListingRemoved
$344,500

Market trends in Umatilla

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
65
6MoM

Around this home

What Locals Say about Umatilla

At least 31 Trulia users voted on each feature.

  • 93 % Say yards are well-kept

  • 84 % Say parking is easy

  • 83 % Say car is needed

  • 78 % Say there's holiday spirit

  • 72 % Say there's wildlife

  • 71 % Say it's quiet

  • 61 % Say it's dog friendly

  • 59 % Say kids play outside

  • 55 % Say neighbors are friendly

  • 52 % Say they plan to stay for at least 5 years

  • 46 % Say people would walk alone at night

  • 45 % Say there are sidewalks

  • 37 % Say streets are well-lit

  • 31 % Say it's walkable to restaurants

  • 26 % Say there are community events

  • 19 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Sarah Brantner
    "Everyone in the community is so respectful and polite. It’s very beautiful place to live. People make you feel very welcome."
    0
    Flag
  • Ariel G.
    "Bus stops are on the main road. It’s very quiet and peaceful. But some of the drivers are slow or just don’t know how to drive- then again that’s Florida. Hah!"
    0
    Flag
  • Wingedwolf007
    "Neighbors are friendly and tend to watch out for one another - we are able to join a neighborhood web site for many things - lost stolen activity that is suspicious etc - very safe "
    1
    Flag
  • Aubrey W.
    "There are a ton of stray cats running around to taunt your dog. I’m serous. I’ve counted over 20 stray cats one block alone. "
    0
    Flag
  • Diane L.
    "Don’t know yet. Just moved here recently. I will find out something as time goes on.small town. Lots of churches."
    0
    Flag
  • Amber
    "Ive lived in the same house since I was five. and both my kids are growing up in the same house. umatilla is a wonderful place to live! "
    0
    Flag
  • Nicolestoner1979
    "idk maybe that there is alot of sexual predictors in the area it's a small town people are friendly not many youth or town events"
    0
    Flag
  • Riverarodney45
    "safe community, good schools area for outdoor recreation and always safe streets. Knowing that medical facilities anf convenience od doctors. parents do not much traffic close to homes that makes safe for their children. "
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    Flag
  • Shaelyn70
    "Private access neighborhood with spring fed lake and community beach. Streets lined with mature oaks, friendly neighborhood, family oriented. Neighbors look out for each other, HOA is optional but neighbor hood is kept up mostly by resident volunteers."
    0
    Flag
  • Adelaideso150
    "no public transportation. very country living. alltho right on a main highway.very quiet until bike week. Then it gets loud. The noise just gets tuned out."
    6
    Flag
  • Adelaideso150
    "It is about 15 miles to the shopping ,so I ride with a friend or family. I don't take public transportation."
    3
    Flag
  • Sairymar q.
    "Small trending beautiful town . Quiet , friendly, not too busy, great neighborhood... nice park, close to Ocala forest, springs, parks, n more "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 558 Gregory Dr

  • What is 558 Gregory Dr estimated to be worth?
    Trulia's estimated value for 558 Gregory Dr in Umatilla, FL is $586,100.
  • What is the price history for 558 Gregory Dr?
    558 Gregory Dr in Umatilla, FL last sold for $300,000 in February 2009.
  • Is Umatilla a buyer's or seller's market?
    Umatilla is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Umatilla?
    Residents describe Umatilla, FL as well-kept, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Umatilla, FL.
  • Does 558 Gregory Dr have air conditioning?
    Yes, 558 Gregory Dr in Umatilla, FL has air conditioning.
  • Does 558 Gregory Dr have a pool?
    Yes, 558 Gregory Dr in Umatilla, FL has a pool.

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