21539 Rollingwood Trl, Eustis, FL 32736
OFF MARKET

21539 Rollingwood Trl
Eustis, FL 32736

  • 4 Beds
  • 2.5 Baths
  • 2,784 sqft (on 4.98 acres)

$723,700

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $4,665/mo*
Refinance Your Home

$723,700

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $4,665/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,784 sqft
(on 4.98 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Welcome to Country Lifestyle! An unique build with Commercial L Grade steel & wraparound concrete porch, this two-story American Craftsman style home sits on 5 acres of land, features 4 bedrooms, 2.5 baths, outside decking with a 3-car detached garage. Walking into the home, you are greeted by Herringbone patterned ceramic wood tile throughout the first floor. In the kitchen, custom built 42' cabinets are complimented by exotic granite counter tops & all stainless steel appliances. Dining room leads into a great room with fireplace, perfect for family gatherings. From there, French doors take you to a large, screened in porch addition to enjoy outside views & ambience. Addition includes a mini-fridge, sink with granite counter tops which takes you to the outside wood decking & yard. The 2nd floor, you will find two carpeted bedrooms & and a master suite with Oak wood flooring . The two bedrooms share a bathroom, while the master has its own bathroom & dual closets. Crown molding throughout the home, upgraded AC system with two stage efficient fans with de-humidifier. Also, featured is a 4-Stable Horse Barn with 12x24 storage or wood workshop above with power & water. A Motorhome pad with awning & electric hookup is located near the detached garage along with decorative shutters throughout the outside, new exterior paint & a metal roof. Also included, is a 12x24 Insulated Metal building for you to use as desired. This home will not last, so take advantage now. Motivated sellers, buyers bring your offers!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Deck
View
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 21539 Rollingwood Trl

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile
Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
MicrowaveRefrigerator

Exterior Features

Exterior Home Features
Roof: MetalDeckExterior: MetalFoundation Type: Piers
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 2002
Property Type / Style
Property Type: Single Family HomeArchitecture: Craftsman

Community

Units in Building: 1

Lot Information

Lot Area: 4.98 acres

Price History for 21539 Rollingwood Trl

DatePriceEventSource
03/28/2018$442,500Sold
N/A
02/09/2018$449,500PendingAgent Provided
01/15/2018$449,500Listed For SaleAgent Provided
09/03/1998$39,900Sold
N/A
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Property Tax and Assessment

Year2025
Tax$5,545
Assessment$492,865
Home facts updated by county records

Comparable Sales for 21539 Rollingwood Trl

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
38241 County Road 439, Eustis, FL
0.75
Single-Family Home
$555,000
07/10/25
3
2
1,883
21635 Paradise Way, Eustis, FL
0.56
Single-Family Home
$315,000
12/04/25
3
2
-
22241 Deer Park Ave, Eustis, FL
1.50
Single-Family Home
$750,000
02/27/26
3
2.5
2,455
37007 Forestdel Dr, Eustis, FL
1.57
Single-Family Home
$475,000
07/16/25
3
2.5
2,227
22220 Deer Park Ave, Eustis, FL
1.35
Single-Family Home
$1,300,000
02/26/26
5
4
4,100
22850 Winterwillow Ln, Eustis, FL
1.43
Single-Family Home
$485,000
01/22/26
3
2
1,200
36517 N Thrill Hill Rd, Eustis, FL
1.58
Single-Family Home
$845,000
03/26/26
3
2.5
2,231
36828 Trailwood Cir, Eustis, FL
1.72
Single-Family Home
$430,000
07/17/25
3
2
2,123
19906 Eldorado Dr, Eustis, FL
1.73
Single-Family Home
$698,999
06/24/25
4
2.5
2,664

Nearby homes

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Assigned Schools

These are the assigned schools for 21539 Rollingwood Trl.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

  • 55 % Say there are sidewalks

  • 52 % Say streets are well-lit

  • 50 % Say there's wildlife

  • 49 % Say neighbors are friendly

  • 48 % 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
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  • Stephanie Graham
    "Schools ratings are low but the teachers care deeply about the students. And want nothing but to see them succeed "
    0
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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21539 Rollingwood Trl, Eustis, FL 32736 is a 4 bedroom, 3 bathroom, 2,784 sqft single-family home built in 2002. This property is not currently available for sale. 21539 Rollingwood Trl was last sold on Mar 28, 2018 for $442,500. The current Trulia Estimate for 21539 Rollingwood Trl is $723,700.