21444 ROLLINGWOOD TRAIL, Eustis, FL 32736
OFF MARKET

21444 ROLLINGWOOD TRAIL
Eustis, FL 32736

  • 3 Beds
  • 2 Baths
  • 1,840 sqft (on 5 acres)

$519,300

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $3,418/mo*
Refinance Your Home

$519,300

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $3,418/mo*
Refinance Your Home
3 Beds
2 Baths
1,840 sqft
(on 5 acres)

Home Value

Trulia Estimate
$519K
Since last month
Decreased$2K (-0.3%)
Since last year
Decreased$1K (-0.2%)
Since last sale
Decreased$11K (-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 +110% in the last 10 years
MonthEstimated value
2026
August 2026$519K
July 2026$521K
June 2026$521K
May 2026$524K
April 2026$515K
March 2026$517K
February 2026$514K
January 2026$518K
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
22126 QUALE GROVE ROAD, Eustis, FL
0.70
Single-Family Home
$629,000
06/30/26
3
2
1,995
37041 N THRILL HILL ROAD, Eustis, FL
1.04
Single-Family Home
$600,000
06/01/26
4
3
1,941
36343 CALHOUN ROAD, Eustis, FL
1.12
Single-Family Home
$625,000
08/12/26
4
2
2,346
36517 N THRILL HILL ROAD, Eustis, FL
1.34
Single-Family Home
$845,000
03/26/26
3
2.5
2,231
22850 WINTERWILLOW LANE, Eustis, FL
1.44
Single-Family Home
$485,000
01/22/26
3
2
1,200
37306 KENNY TRAIL, Eustis, FL
1.29
Single-Family Home
$922,500
07/10/26
3
3
3,817
22415 HORIZON VISTAS DRIVE, Eustis, FL
1.30
Single-Family Home
$291,700
06/01/26
3
3
1,872

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
21332 ROLLINGWOOD TRAIL, Eustis, FL 32736
0.12
-
4
3.5
2,078
Off Market
37530 JENNY LANE, Eustis, FL 32736
0.33
$538,800
3
3.5
3,016
Off Market
37146 CALHOUN ROAD, Eustis, FL 32736
0.37
$637,300
3
2
1,829
Off Market
36829 COUNTY ROAD 439, Eustis, FL 32736
0.44
$820,600
4
3
2,632
Off Market
36927 COUNTY ROAD 439, Eustis, FL 32736
0.46
$737,200
3
3
3,038
Off Market
37647 JENNY LANE, Eustis, FL 32736
0.54
$645,000
6
4
2,648
For Sale
QUALE GROVE ROAD LOT 00400, Eustis, FL 32736
0.57
-
-
-
-
Off Market
QUALE GROVE ROAD LOT 07600, Eustis, FL 32736
0.57
-
-
-
-
Off Market
CALHOUN ROAD 000, Eustis, FL 32736
0.61
-
-
-
-
Off Market
22126 QUALE GROVE ROAD, Eustis, FL 32736
0.70
$629,000
3
2
1,995
Recently Sold
21701 DALIOUS TRAIL, Eustis, FL 32736
0.69
$384,300
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 21444 ROLLINGWOOD TRAIL.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1989
Lot Size
5 acres
Living Area
1,840 sqft
Price/Sqft
$282
Parking
2 Car Garage
HOA
None

About this House

Cozy 3-Bedroom, 2-Bath Home with Pool on 5 Fenced Acres in Eustis! Discover the charm of country living with this well-maintained 3-bedroom, 2-bathroom home situated on 5 beautiful, fenced acres off 439 in Eustis. Offering a traditional layout, this home features defined living spaces that provide a warm and inviting atmosphere. Inside, you’ll find a spacious formal living room as well as a spacious family room, a cozy dining area, and a functional kitchen with ample storage and counter space. The master suite serves as a peaceful retreat, while the additional bedrooms are perfect for family or guests. Step outside to enjoy the Florida lifestyle in your screened-in pool area, perfect for relaxing or entertaining. The fully fenced property offers endless possibilities—whether you’re dreaming of a garden, a place for animals, or just space to roam. This home offers a solid foundation to make your own, combining serene rural surroundings with easy access to local amenities. Don’t miss the opportunity to see it—schedule your private tour today! The drain field was replaced in October 2024, New fan for A/C, New Pool pump and Filter, Roof 2016.
21444 ROLLINGWOOD TRAIL, Eustis, FL 32736 is a 3 bedroom, 2 bathroom, 1,840 sqft single-family home built in 1989. It last sold for $530,000 on Mar 13, 2025 (4% below the $549,900 asking price). It is currently off market. The Trulia Estimate is $519,300, with a rent estimate of $2,667/month.
Last check for updates: about 16 hours ago
Listed by Shelby Shelton, (386) 785-4669
SOUTHERN STYLE MANAGEMENT, INC, (352) 735-3222
Bought with: Kerry Gutierrez, (321) 441-6223, BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P, (407) 730-8737
Originating MLS: Lake and Sumter
Source: Stellar MLS, MLS#G5089759
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Home Details for 21444 ROLLINGWOOD TRAIL

Interior Features

Interior Details
Number of Rooms: 3Types of Rooms: Primary Bedroom, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1840 Square Feet
Appliances & Utilities
Utilities: Electricity Available, Water AvailableAppliances: Dishwasher, RefrigeratorDishwasherLaundry: In GarageRefrigerator
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Has a FireplaceNo Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Flooring: Ceramic Tile
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Ceramic Tile
View
No View

Exterior Features

Exterior Home Features
Roof: ShingleExterior: StorageFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Pool
Pool: Gunite, In Ground, Screen EnclosurePool
Frontage
Road Surface Type: AsphaltNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 59

Property Information

Year Built
Year Built: 1989
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 271827010000003100

Price & Status

Price
List Price: $549,900
Status Change & Dates
Off Market Date: Wed Jan 22 2025

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: EUSTISCommunity: ROLLINGWOOD SUB
School Information
Elementary School: Seminole Springs. ElemJr High / Middle School: Eustis MiddleHigh School: Eustis High School

Building

Building Area
Building Area: 1840 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: Lake and SumterNo HOA

Lot Information

Lot Area: 5 Acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: G5089759Showing Considerations: Pet(s) on PremisesShowing Requirements: Call Listing Agent, Gate Code Required, See Remarks, ShowingTimeUniversal Property Id: US-12069-N-271827010000003100-R-N

Price and Tax history

DateEventPrice
Mar 13, 2025
Source: Stellar MLS #G5089759
Sold
$530,000
Jan 23, 2025
Source: Stellar MLS #G5089759
Pending
$549,900
Jan 12, 2025
Source: Stellar MLS #G5089759
PriceChange
$549,900
Price decreased by 2%
Jan 6, 2025
Source: Stellar MLS #G5089759
PriceChange
$559,900
Price decreased by 0%
Dec 12, 2024
Source: Stellar MLS #G5089759
PriceChange
$560,000
Price decreased by 3%

Market trends in Eustis

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$328K
$1.53KMoM
Sale-to-List Price
98.4%
0.3%MoM
Price per sq ft
$192
$2MoM
Available listings
200
7MoM

Around this home

What Locals Say about Eustis

At least 214 Trulia users voted on each feature.

  • 86 % Say car is needed

  • 84 % Say parking is easy

  • 79 % Say yards are well-kept

  • 74 % Say it's dog friendly

  • 70 % Say there's holiday spirit

  • 66 % Say it's quiet

  • 64 % Say kids play outside

  • 60 % Say people would walk alone at night

  • 56 % Say there are sidewalks

  • 52 % Say streets are well-lit

  • 50 % Say there's wildlife

  • 49 % Say neighbors are friendly

  • 47 % Say they plan to stay for at least 5 years

  • 33 % Say there are community events

  • 30 % Say it's walkable to restaurants

  • 29 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Leljdpa
    "Other dogs, friendly, safe, shaded everybody controls their dogs and the dogs are well managed. It’s a nice way to get to know each other"
    0
    Flag
  • Stephanie Graham
    "Schools ratings are low but the teachers care deeply about the students. And want nothing but to see them succeed "
    0
    Flag
  • Stephanie Graham
    "Schools around here have passionate, caring, under appreciated teachers! They want to see there students succeed and will go above and beyond for them with the help of there parents!!"
    0
    Flag
  • Trulia User
    "There is a great monthly family friendly community event every 1st Friday. Good family fun, live music, vendors and the park is beautiful at night. "
    3
    Flag
  • Llightbourne10
    "Lots of nice areas to walk, nature trails, and dog friendly restaurants. They do shoot a lot of guns in our neighborhood which our dogs hate."
    1
    Flag
  • Wayne W.
    "pretty well mixed neighborhood. Many fairly young families with plenty of kids. Neighborhood feels safe and a lot of people walk or ride their bikes. The streets are fairly narrow and can get congested at times."
    0
    Flag
  • Elizabeth H.
    "This neighborhood is secluded and nice and quiet. I’ve lived here for over 2 years and have loved it since day one! "
    3
    Flag
  • Phyllis T.
    "There are many families in this area. I feel extremely safe. There are some outstanding restaurants close by."
    0
    Flag
  • Stephanieortega9
    "This town has a small town feel good schools and parks and events that are family friendly. A lot of nice places to enjoy "
    0
    Flag
  • Paul R.
    "there are many people in this neighborhood that are nice and will go out of their way to help you in any way possible. Also it is very easy to get to stores whether they are large ones, convenience stores or markets. "
    0
    Flag
  • Paul R.
    "careful of traffic if your dog gets loose. it's best to have a fenced yard if you own a dog . Also from what I see my neighbors clean up after their pets."
    1
    Flag
  • Bwhite4732
    "Where I live, the traffic is bad, the landlord is unbelievable and neighbors really don’t communicate. Then the 24-7 sound of police cars racing down the street and occasional gunfire at nite. Ambulance, fire trucks sirens all the time. However just 2 blocks there is a Park with weekend events, I wouldn’t walk over there,"
    0
    Flag
  • Jacqueline R.
    "courteous, respectful,helpful. they communicate before reacting. I was away from home last June (mom had passed away). I didn't tell anyone ; when I got home the neighbors had keep my grass cut perfectly... Other neighbors had keep watch of my home, omg this was without them knowing what I was going through. no recrimination from anyone just genuine concern.. unbelievable neighbors & community.."
    0
    Flag
  • Bob K.
    "Neighbors are very nice! everybody say hello! The lawns are all kept nice mostly by the owners themselves. Great place to live."
    0
    Flag
  • Rosa C.
    "I’ve been here for a little over a month now and I love my Neighborhood so far. Stores are conveniently close and we’re up the block to the lake. My only problem is the “blind mosquitos” they’re a pain and they swarm the houses! Other than that we’re good. "
    0
    Flag
  • Justin
    "I love the small town, I just wish that there were a few more younger families around. We’re heading to Clermont that is a littler newer and more to our family needs. "
    0
    Flag
  • Teri
    "I drive 45 minutes to work on 441. The traffic can be thick at rush hour times of the day. Lots of police monitoring speed. "
    0
    Flag
  • Allitrimble14
    "Our neighborhood is full of friendly dog owners. Most don't have to worry about any breeds being judged. Our neighbors constantly walk the dogs with no problems. Most even bring then to the events eustis has. "
    0
    Flag
  • R M. M.
    "I love this place, I recently move here from Michigan, and I think it was the best thing I ever did in my life"
    0
    Flag
  • Amy E.
    "It's very rural here and most areas are great for walking your dogs as long as they're leashed. We're within close proximity to the highway, so it's better to be safe than sorry. "
    0
    Flag
  • Sunflower92882
    "people steal them out your yard our neighborhood would be better if there were less meth heads and drug dealers when I moved here from NY I thought it was good for my family but it's not "
    0
    Flag
  • Patricia L. M.
    "Easy, breezy to Florida Hospital Waterman in Tavares. The traffic flow well, and the drive along Lake Eustis is beautiful any time of day!"
    1
    Flag
  • Savedtoservelk
    "It’s a dead end street And quite has plenty of trees and good neighborhood no animals plenty of parking "
    0
    Flag
  • Dianemaimone
    "Although there is no HOA our small neighborhood is well-maintained, quiet and the mature trees are stunning. Everyone is friendly and watch out for each other’s homes and properties. It’s a well-kept secret!"
    0
    Flag
  • Thelilladybj
    "love it here my friends and family live here i have lived here all my life we need more shelters for the homeless "
    0
    Flag
  • Robattle
    "I've lived here for almost three years and I love it! The neighbors are friendly and the community is quiet and peaceful. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 21444 ROLLINGWOOD TRAIL

  • What is 21444 ROLLINGWOOD TRAIL estimated to be worth?
    Trulia's estimated value for 21444 ROLLINGWOOD TRAIL in Eustis, FL is $519,300.
  • What is the price history for 21444 ROLLINGWOOD TRAIL?
    21444 ROLLINGWOOD TRAIL in Eustis, FL last sold for $530,000 in March 2025.
  • Is Eustis a buyer's or seller's market?
    Eustis is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Eustis?
    The median sale price in Eustis is $328K. That is up $1.53K from the prior month.
  • Does 21444 ROLLINGWOOD TRAIL have air conditioning?
    Yes, 21444 ROLLINGWOOD TRAIL in Eustis, FL has air conditioning.
  • Does 21444 ROLLINGWOOD TRAIL have a pool?
    Yes, 21444 ROLLINGWOOD TRAIL in Eustis, FL has a pool.

Explore by feature - Pet Friendly

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