Home Highlights
Single-Family Home
Built in 1950
1,050 sqft
$143/sqft
Local Information
- Map ViewExplore the area around 5556 Windermere Dr.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
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About this House
2 bedroom 1 bath home with a large sunroom in Arlington near Jacksonville University. 2 blocks from the St Johns River and convenient to a public boat ramp. 10 minutes from downtown Jacksonville, 20 minutes to Jacksonville Beach.
Central heat and air conditioning, well insulated, fenced yard, inside laundry room, storage building in back yard. No sewer bill on this house (septic tank) saving about $30/mo. Quiet neighborhood. Approximately 950 square ft.
Please text me with any questions. You can also call the number listed and leave a message as unknown numbers are automatically blocked.
Thank you. House is available now.
If interested please respond with your contact information, current address and lease amount plus your landlord's contact information. Trash pickup on Tuesdays. Tenant responsible for maintaining yard. There is a $100 pet fee per animal, if applicable.
Important: Income and rental history must be verifiable. Only those persons on the lease are permitted to occupy the house, no subletting or later move ins.
A fee of $25 per person for a background check is charged for all persons over 18 occupying the house. Felony arrests, evictions or history of late payments will disqualify applicants.
Central heat and air conditioning, well insulated, fenced yard, inside laundry room, storage building in back yard. No sewer bill on this house (septic tank) saving about $30/mo. Quiet neighborhood. Approximately 950 square ft.
Please text me with any questions. You can also call the number listed and leave a message as unknown numbers are automatically blocked.
Thank you. House is available now.
If interested please respond with your contact information, current address and lease amount plus your landlord's contact information. Trash pickup on Tuesdays. Tenant responsible for maintaining yard. There is a $100 pet fee per animal, if applicable.
Important: Income and rental history must be verifiable. Only those persons on the lease are permitted to occupy the house, no subletting or later move ins.
A fee of $25 per person for a background check is charged for all persons over 18 occupying the house. Felony arrests, evictions or history of late payments will disqualify applicants.
5556 Windermere Dr, Jacksonville, FL 32211 is a 2 bedroom, 1 bathroom, 1,050 sqft single-family home in Monterey, built in 1950. It last sold for $27,000 on Jan 1, 1983 (2,018% above the $1,275 asking price). More recently, it was listed as a rental in January 2026 with an asking price of $1,275 per month. That rental listing was removed on February 3, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $150,200, with a rent estimate of $1,427/month.
Home Details for 5556 Windermere Dr
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Heating & Cooling Heating: Heat PumpAir ConditioningCooling System: Central AirHeating Fuel: Heat Pump |
Appliances & Utilities Refrigerator |
Levels, Entrance, & Accessibility Floors: Hardwood, Tile |
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Year Built Year Built: 1950 |
Property Type / Style Property Type: Single Family Home |
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Lease Term: 1 YearAvailable: now |
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Exterior Home Features Lawn |
Parking & Garage Parking: Off Street Parking, On Site |
Comparable Sales for 5556 Windermere Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.18 | Single-Family Home | $75,000 | 10/15/25 | 3 | 1 | 1,056 sqft | |
0.18 | Single-Family Home | $226,500 | 07/17/26 | 2 | 1 | 1,204 sqft | |
0.24 | Single-Family Home | $225,000 | 03/09/26 | 2 | 1 | 1,060 sqft | |
0.21 | Single-Family Home | $195,000 | 09/15/25 | 2 | 1 | 866 sqft | |
0.28 | Single-Family Home | $175,000 | 10/20/25 | 2 | 1 | 1,330 sqft | |
0.19 | Single-Family Home | $210,000 | 06/15/26 | 3 | 1 | 984 sqft | |
0.13 | Single-Family Home | $242,000 | 10/22/25 | 3 | 1 | 1,376 sqft | |
0.26 | Single-Family Home | $199,000 | 10/30/25 | 3 | 1 | 1,006 sqft | |
0.38 | Single-Family Home | $160,000 | 12/05/25 | 2 | 1 | 1,259 sqft | |
0.14 | Single-Family Home | $137,900 | 02/17/26 | 1 | 1 | 687 sqft |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
SOLDFEB 23, 2026
FOR SALE0.29 ACRES
OFF MARKET
FOR SALE
OFF MARKET
OFF MARKET
SOLDMAY 14, 2026
SOLDFEB 17, 2026
SOLDJAN 30, 2026
OFF MARKET
OFF MARKET
OFF MARKET
Rental Market Trends in Monterey
Last updated Sep 2026
Trulia Rent Estimate$1,427/mo
Average rent
$1.08K
$88MoM
Available listings
23
Around this home
Neighborhood Overview
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Price and Tax history
| Date | Event | Price |
|---|---|---|
Feb 3, 2026 Source: Zillow Rentals | ListingRemoved | $1,275 |
Jan 27, 2026 Source: Zillow Rentals | Listed For Rent | $1,275 |
Oct 30, 2021 Source: realMLS #1136396 | ListingRemoved | |
Oct 14, 2021 Source: realMLS #1136396 | Listed For Sale | $125,000 |
Mar 24, 2021 Source: N/A | ListingRemoved | |
Oct 3, 2017 Source: N/A | ListingRemoved | $895 |
Oct 1, 2017 Source: N/A | Listed For Rent | $895 |
Jan 30, 2017 Source: N/A | ListingRemoved | $825 |
Jan 29, 2017 Source: N/A | Listed For Rent | $825 |
Aug 13, 2014 Source: N/A | ListingRemoved | $795 |
Aug 1, 2014 Source: N/A | Listed For Rent | $795 |
Jan 1, 1983 Source: N/A | Sold | $27,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2024 | $2,194 | $121,926 |
Home facts updated by county records
Frequently asked questions about 5556 Windermere Dr
- What is 5556 Windermere Dr estimated to be worth?Trulia's estimated value for 5556 Windermere Dr in Jacksonville, FL is $150,200.
- What is the price history for 5556 Windermere Dr?5556 Windermere Dr in Jacksonville, FL last sold for $27,000 in January 1983.
- 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 5556 Windermere Dr have air conditioning?Yes, 5556 Windermere Dr in Jacksonville, FL has air conditioning.
- Does 5556 Windermere Dr have parking?Yes, 5556 Windermere Dr in Jacksonville, FL has on-site parking.
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Affordability
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