Is a car needed in Monterey, Jacksonville, FL?

As of early 2026, 94% of users say car is needed

Is Monterey, Jacksonville, FL dog-friendly?

As of early 2026, 92% of users say it's dog friendly

Is parking easy in Monterey, Jacksonville, FL?

As of early 2026, 84% of users say parking is easy

Are the streets well-lit in Monterey, Jacksonville, FL?

As of early 2026, 64% of users say streets are well-lit

Does Monterey, Jacksonville, FL have sidewalks?

As of early 2026, 60% of users say there are sidewalks

Is Monterey, Jacksonville, FL quiet?

As of early 2026, 56% of users say it's quiet

Does Monterey, Jacksonville, FL show holiday spirit?

As of early 2026, 50% of users say there's holiday spirit

Do kids play outside in Monterey, Jacksonville, FL?

As of early 2026, 47% of users say kids play outside

Are neighbors friendly in Monterey, Jacksonville, FL?

As of early 2026, 39% of users say neighbors are friendly

Is Monterey, Jacksonville, FL walkable to restaurants?

As of early 2026, 29% of users say it's walkable to restaurants

Are yards well-kept in Monterey, Jacksonville, FL?

As of early 2026, 27% of users say yards are well-kept

Is Monterey, Jacksonville, FL walkable to grocery stores?

As of early 2026, 27% of users say it's walkable to grocery stores

Do residents of Monterey, Jacksonville, FL plan to stay at least 5 years?

As of early 2026, 21% of users say they plan to stay for at least 5 years

Is there wildlife in Monterey, Jacksonville, FL?

As of early 2026, 17% of users say there's wildlife

Would people walk alone at night in Monterey, Jacksonville, FL?

As of early 2026, 15% of users say people would walk alone at night

Are there community events in Monterey, Jacksonville, FL?

As of early 2026, 12% of users say there are community events

What is 5477 Windermere Dr estimated to be worth?

Trulia's estimated value for 5477 Windermere Dr in Jacksonville, FL is $232,000 .

What is the price history for 5477 Windermere Dr?

5477 Windermere Dr in Jacksonville, FL last sold for $165,000 in April 2021.

Is Jacksonville a buyer's or seller's market?

Jacksonville is currently a balanced market, based on recent for-sale activity.

What's the median sale price in Jacksonville?

The median sale price in Jacksonville is $283K. That is up $5.18K from the prior month.

Does 5477 Windermere Dr have air conditioning?

Yes, 5477 Windermere Dr in Jacksonville, FL has air conditioning.

How big is the lot at 5477 Windermere Dr?

The lot at 5477 Windermere Dr in Jacksonville, FL is about 0.19 acres (8,446 sq ft).

OFF MARKET

$232,000

Trulia Estimate

3 Beds
2 Baths
1,300 sqft

5477 Windermere Dr, Jacksonville, FL 32211

Monterey

Est. Refi. Payment $1,624/mo*

Refinance Your Home

Currently Off Market - Sold Apr 15, 2021 for $165,000

Home Value

Trulia Estimate

$232K

Since last month

$2K (-1%)

Since last year

$5K (+2.3%)

Since last sale

$67K (+40.7%)

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 +187% in the last 10 years

Month	Estimated value
2026
August 2026	$232K
August 2026	$232K
July 2026	$235K
June 2026	$234K
May 2026	$232K
April 2026	$230K
March 2026	$228K
February 2026	$227K
January 2026	$221K
2025
December 2025	$222K
November 2025	$223K
October 2025	$224K
September 2025	$227K
August 2025	$227K
July 2025	$229K
June 2025	$228K
May 2025	$228K
April 2025	$224K
March 2025	$225K
February 2025	$225K
January 2025	$221K
2024
December 2024	$224K
November 2024	$226K
October 2024	$227K
September 2024	$227K
August 2024	$230K
July 2024	$232K
June 2024	$235K
May 2024	$234K
April 2024	$237K
March 2024	$233K
February 2024	$233K
January 2024	$228K
2023
December 2023	$229K
November 2023	$228K
October 2023	$231K
September 2023	$233K
August 2023	$234K
July 2023	$235K
June 2023	$237K
May 2023	$232K
April 2023	$230K
March 2023	$232K
February 2023	$230K
January 2023	$229K
2022
December 2022	$226K
November 2022	$226K
October 2022	$225K
September 2022	$221K
August 2022	$221K
July 2022	$222K
June 2022	$221K
May 2022	$217K
April 2022	$211K
March 2022	$210K
February 2022	$201K
January 2022	$198K
2021
December 2021	$194K
November 2021	$189K
October 2021	$187K
September 2021	$183K
August 2021	$179K
July 2021	$175K
June 2021	$171K
May 2021	$169K
April 2021	$166K
March 2021	$170K
February 2021	$173K
January 2021	$157K
2020
December 2020	$157K
November 2020	$150K
October 2020	$138K
September 2020	$131K
August 2020	$119K
July 2020	$118K
June 2020	$112K
May 2020	$115K
April 2020	$118K
March 2020	$118K
February 2020	$117K
January 2020	$116K
2019
December 2019	$116K
November 2019	$124K
October 2019	$126K
September 2019	$128K
August 2019	$132K
July 2019	$132K
June 2019	$128K
May 2019	$127K
April 2019	$123K
March 2019	$121K
February 2019	$120K
January 2019	$120K
2018
December 2018	$118K
November 2018	$117K
October 2018	$120K
September 2018	$116K
August 2018	$113K
July 2018	$112K
June 2018	$105K
May 2018	$99K
April 2018	$94K
March 2018	$95K
February 2018	$95K
January 2018	$98K
2017
December 2017	$105K
November 2017	$102K
October 2017	$97K
September 2017	$98K
August 2017	$98K
July 2017	$96K
June 2017	$92K
May 2017	$90K
April 2017	$87K
March 2017	$82K
February 2017	$82K
January 2017	$85K
2016
December 2016	$91K
November 2016	$87K
October 2016	$78K
September 2016	$81K

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
5540 WINDERMERE Drive, Jacksonville, FL	0.08	Single-Family Home	$247,500	09/30/25	3	2	1,244
5419 RIVER FOREST Drive, Jacksonville, FL	0.11	Single-Family Home	$159,000	05/14/26	3	2	1,470
1814 UNIVERSITY Boulevard N, Jacksonville, FL	0.16	Single-Family Home	$148,000	10/10/25	4	2	1,593
5528 N OLIVER Street, Jacksonville, FL	0.09	Single-Family Home	$334,000	05/22/26	3	2	1,513
5475 GABLE Lane, Jacksonville, FL	0.07	Single-Family Home	$290,000	03/27/26	4	2	1,452
5422 OAK FOREST Drive, Jacksonville, FL	0.09	Single-Family Home	$294,500	01/30/26	4	2	1,435
5489 OAK FOREST Drive, Jacksonville, FL	0.09	Single-Family Home	$285,000	02/23/26	3	2	1,404
5331 N River Rd, Jacksonville, FL	0.29	Single-Family Home	$174,900	06/22/26	3	2	1,341
5419 S River Rd, Jacksonville, FL	0.22	Single-Family Home	$289,000	02/12/26	3	2	1,180
1411 BRETTA Street, Jacksonville, FL	0.18	Single-Family Home	$289,000	05/06/26	3	2	1,640

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
5540 WINDERMERE Drive, Jacksonville, FL 32211	0.08	$250,100	3	2	1,244	Off Market
5475 GABLE Lane, Jacksonville, FL 32211	0.07	$290,000	4	2	1,452	Recently Sold
5489 OAK FOREST Drive, Jacksonville, FL 32211	0.09	$285,000	3	2	1,404	Recently Sold
5520 OLIVER STREET S, Jacksonville, FL 32211	0.09	$270,900	3	2	1,248	Off Market
5425 WINDERMERE Drive, Jacksonville, FL 32211	0.08	$202,900	2	2	1,197	Off Market
5422 OAK FOREST Drive, Jacksonville, FL 32211	0.09	$294,500	4	2	1,435	Recently Sold
5528 N OLIVER Street, Jacksonville, FL 32211	0.09	$334,000	3	2	1,513	Recently Sold
5426 WINDERMERE Drive, Jacksonville, FL 32211	0.08	$219,200	3	1	950	Off Market
5414 OAK FOREST Drive, Jacksonville, FL 32211	0.10	$291,000	3	2	1,679	Off Market
5431 RIVER FOREST Drive, Jacksonville, FL 32211	0.10	$259,000	4	2	1,487	For Sale
5519 RIVER FOREST Drive, Jacksonville, FL 32211	0.11	$230,000	3	2	1,574	For Sale
5419 RIVER FOREST Drive, Jacksonville, FL 32211	0.11	$159,000	3	2	1,470	Recently Sold

Local Information

Map ViewExplore the area around 5477 Windermere 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

1950

Living Area

1,300 sqft

Price/Sqft

$178

About this House

This cozy home is ready to move in. Roof was updated in 2018. Tile flooring through out the whole house. It has a dining space and spacious backyard. The master bedroom has walk-in closet; also one of the bedroom has a private entrance and its own private bathroom.

5477 Windermere Dr, Jacksonville, FL 32211 is a 3 bedroom, 2 bathroom, 1,300 sqft single-family home in Monterey, built in 1950. It last sold for $165,000 on Apr 15, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $232,000, with a rent estimate of $1,756/month.

Home Details for 5477 Windermere Dr

Interior Features
Heating & Cooling Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 1Floors: Tile
Interior Details Number of Rooms: 1

Exterior Features
Exterior Home Features Roof: AsphaltExterior: Other, Cement Concrete

Property Information
Year Built Year Built: 1950Year Updated: 1980
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Lot Information
Lot Area: 8446 sqft

Price and Tax history

Date	Event	Price
Apr 15, 2021 Source: N/A	Sold	$165,000
Mar 15, 2021 Source: realMLS #1093930	Pending	$169,999
Mar 11, 2021 Source: realMLS #1093930	Contingent	$169,999
Mar 4, 2021 Source: realMLS #1093930	PriceChange	$169,999 Price decreased by 2%
Feb 24, 2021 Source: realMLS #1093930	PendingToActive	$173,000
Feb 24, 2021 Source: realMLS #1093930	Pending	$173,000
Feb 14, 2021 Source: realMLS #1093930	Contingent	$173,000
Feb 11, 2021 Source: realMLS #1093930	Listed For Sale	$173,000
Jan 30, 2006 Source: N/A	Sold	$114,000
Mar 24, 2005 Source: N/A	Sold	$71,900
Aug 3, 1994 Source: N/A	Sold	$46,900

Year	Property tax	Tax assessment
2024	$3,116	$162,566

Additional Cost

Market trends in Jacksonville

Last updated July 2026

Avg. sale price

$283K

$5.18KMoM

Sale-to-List Price

98.3%

0.1%MoM

Price per sq ft

$179

$2MoM

Available listings

5016

106MoM

Around this home

Arlington Elementary School
PK-5
Public
178 Students
Duval County Public Schools
5/10
GreatSchools Rating
Parent Rating Average
Always nice and helpful when asked questions.
Parent Review
9y ago
9 Reviews

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.

Neighborhood Overview

Monterey

8 Homes For You
Buy: $207k - $650k

See Local Highlights

Neighborhood stats provided by third party data sources.

What Locals Say about Monterey

At least 12 Trulia users voted on each feature.

94 % Say car is needed
92 % Say it's dog friendly
84 % Say parking is easy
64 % Say streets are well-lit
60 % Say there are sidewalks
56 % Say it's quiet
50 % Say there's holiday spirit
47 % Say kids play outside
39 % Say neighbors are friendly
29 % Say it's walkable to restaurants
27 % Say yards are well-kept
27 % Say it's walkable to grocery stores
21 % Say they plan to stay for at least 5 years
17 % Say there's wildlife
15 % Say people would walk alone at night
12 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

Monica P.
Resident
7y ago
"no special events, we as owners and fellow neighbors just look out for each other and our properties. ensuring that the place we lay our heads at are safe and welcoming. "
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Frequently asked questions about 5477 Windermere Dr

What is 5477 Windermere Dr estimated to be worth?
Trulia's estimated value for 5477 Windermere Dr in Jacksonville, FL is $232,000.
What is the price history for 5477 Windermere Dr?
5477 Windermere Dr in Jacksonville, FL last sold for $165,000 in April 2021.
Is Jacksonville a buyer's or seller's market?
Jacksonville is currently a balanced market, based on recent for-sale activity.
What's the median sale price in Jacksonville?
The median sale price in Jacksonville is $283K. That is up $5.18K from the prior month.
Does 5477 Windermere Dr have air conditioning?
Yes, 5477 Windermere Dr in Jacksonville, FL has air conditioning.
How big is the lot at 5477 Windermere Dr?
The lot at 5477 Windermere Dr in Jacksonville, FL is about 0.19 acres (8,446 sq ft).