404 Windward Pl, Oldsmar, FL 34677
OFF MARKET

404 Windward Pl
Oldsmar, FL 34677

  • 2 Beds
  • 2 Baths
  • 875 sqft

$147,000

Trulia Estimate
as of Jun 12, 2026
Est. Refi. Payment $1,027/mo*
Refinance Your Home

$147,000

Trulia Estimate
as of Jun 12, 2026
Est. Refi. Payment $1,027/mo*
Refinance Your Home
2 Beds
2 Baths
875 sqft

Local Information

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

Description

No Pets, Please. This 2 bed/2 bath Condo is located on the 2nd Floor. This Condo has a Split plan. Enter into the living/dining room to find a nice open floor plan with an eat in kitchen. Master suite has 2 walk in closets and a bath with shower. Guest suite has a shared guest bath in hallway. Washer/Dryer included - located in closet on Screened Lanai. Non- smoking property. Rent includes Water/Sewer/Trash + Basic Cable through Spectrum.
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
None
Outdoor
Porch, Patio, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 404 Windward Pl

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile
Interior Details
Types of Rooms: Walk In Closet, Dining Room
Appliances & Utilities
DishwasherDisposalDryerRefrigerator

Property Information

Year Built
Year Built: 1984Year Updated: 1984
Property Type / Style
Property Type: Condo

Exterior Features

Exterior Home Features
Exterior: StonePatioPorch
Pool
Pool
Parking & Garage
Parking: None

Community

Units in Building: 1

Price History for 404 Windward Pl

DatePriceEventSource
06/26/2020$1,175ListingRemovedAgent Provided
06/22/2020$1,175PriceChange
Agent Provided
06/14/2020$1,125Listed For RentAgent Provided
05/04/2018$1,000ListingRemovedAgent Provided
05/01/2018$1,000Listed For RentAgent Provided
08/01/1984$51,100Sold
N/A

Market trends in Oldsmar

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$406K
$53.82KMoM
Sale-to-List Price
97.0%
0.1%MoM
Price per sq ft
$242
$18MoM
Available listings
192
1MoM
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Property Tax and Assessment

Year2024
Tax$2,454
Assessment$178,484
Home facts updated by county records

Homeowner tools

Estimated monthly rent$1,814/mo
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Homes for rent near 404 Windward Pl

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Comparable Sales for 404 Windward Pl

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
106 Windward Pl, Oldsmar, FL
0.00
Condo
$124,100
04/01/26
2
2
875
103 Meadow Ln #103, Oldsmar, FL
0.08
Condo
$125,000
03/24/26
2
2
879
106 Meadow Ln #106, Oldsmar, FL
0.08
Condo
$155,000
12/15/25
2
2
879
106 Meadow Ln, Oldsmar, FL
0.09
Condo
$155,000
12/17/25
2
2
875
143 Lakeside Dr #143, Oldsmar, FL
0.10
Condo
$214,500
11/14/25
2
2
1,094
108 Lakeview Pl #108, Oldsmar, FL
0.15
Condo
$170,000
04/09/26
2
2
1,094
111 Lakeview Pl, Oldsmar, FL
0.15
Condo
$177,000
07/23/25
2
2
1,094
108 Lakeview Ct #108, Oldsmar, FL
0.15
Condo
$180,000
10/01/25
2
2
1,148
213 Mary Dr #213, Oldsmar, FL
0.19
Condo
$172,500
09/25/25
2
2
1,094
134 Cypress Ct #134, Oldsmar, FL
0.26
Condo
$135,000
05/22/26
2
2
1,054

Nearby homes

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Assigned Schools

These are the assigned schools for 404 Windward Pl.
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 Oldsmar

At least 194 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 90 % Say car is needed

  • 89 % Say there are sidewalks

  • 87 % Say parking is easy

  • 79 % Say it's quiet

  • 77 % Say there's holiday spirit

  • 76 % Say people would walk alone at night

  • 73 % Say streets are well-lit

  • 68 % Say kids play outside

  • 66 % Say there's wildlife

  • 64 % Say it's walkable to restaurants

  • 64 % Say yards are well-kept

  • 60 % Say they plan to stay for at least 5 years

  • 58 % Say it's walkable to grocery stores

  • 57 % Say neighbors are friendly

  • 34 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Mike Rood
    "Oldsmar is a safe community with lots of outdoor opportunities for fun. There are a lot of welcoming neighbors. "
    0
    Flag
  • Alexandruivan1982
    "Close to everything. Safe, clean, pools available. Lots of parks, great schools. Lots of activities: ice skating, ymca, oldsmar rec center has many classes. "
    0
    Flag
  • Cancion14590
    "A little bit further drive to most of my destinations, but totally worth it for the safety and surroundings"
    3
    Flag
  • William G. I.
    "Dog owners would love this area just don't be like everyone else in my apartment complex and not pick up dog poo"
    2
    Flag
  • Smithlouise58
    "We don’t have public transportation except for a taxi service who is very reasonable. We are within 15 minutes of all the beaches. We are convenient to shopping and Drs. "
    0
    Flag
  • Asia7412
    "Dog owners would love how much green grass there is and how good the sidewalks are. But I would prefer if they keep the area clean"
    2
    Flag
  • Awasenda18
    "Great place to live. Lots of families and very pet friendly. Close to beaches. Very safe neighborhood overall. "
    1
    Flag
  • Nicholas.balan
    "very closed and private great atmosphere and well maintained. People always walk their dogs and the grass and sidewalks as well as the parks are well maintained"
    0
    Flag
  • Sheila C.
    "I have been here 17years. Very family friendly. Safe to walk at night. Great restaurants and shops within walking distance. "
    1
    Flag
  • Sam L.
    "Close to Tampa and Cleawater but far enough also. Close to stores, restaurants, and theater. Lots of local shops and farmers market."
    0
    Flag
  • Dave B.
    "Ice rink and sports fields.. Publix and good food places to take the family. Close to Tampa and Beaches ."
    0
    Flag
  • Krista L.
    "There are nice sidewalks and in my family's subdivision has an HOA so the yards have to be maintained. "
    0
    Flag
  • Kathy.gasparini1963
    "ELW is a short commute to any part of the county. Very good location! Tampa road to Memorial will take you to the airport in 25 minutes. We have lived here for 25 years. That is how much we love it! "
    2
    Flag
  • Noelle V.
    "Lots of neighbors with great dogs. Can walk to dog park to play or just take a nice stroll in the neighborhood. Love it. "
    1
    Flag
  • OldsmarRocks!
    "A family friendly neighborhood where everybody keeps their homes and yards in great condition. The area is convenient to lots of shopping options and a 15 minute ride to Tampa airport."
    0
    Flag
  • Tregas
    "The walking distance to great parks, a beautiful secluded town beach on Tampa Bay, and a golf cart neighborhood all less than 12 miles from the Tampa International Airport make this a highly sought after neighborhood with no HOA fees"
    0
    Flag
  • Shawnluv
    "Dog friendly community. Everyone here is friendly and looks out for one another. It's a private circle. A good mixture of ages and the families with kids are never a problem (ie kids running around being mischievous and loud)."
    0
    Flag
  • Tracyhami
    "everything the dogs are well taken care of they have walking areas and parks around the area. it is a pet lover's paradise "
    0
    Flag
  • Kittyharlott
    "Oldsmar is a great area to walk dogs. Forest lake are is the best. Shopping and restaurants are near. "
    0
    Flag
  • Charles p.
    "I love Oldsmar I've lived here all my life my kids have gone to East Lake High School love the area wouldn't live anywhere else"
    0
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  • Aidenkai200
    "I've lived here for 9 years and I love it so much and wanting to renovate it to make it super nice and warm and comfortable"
    0
    Flag
  • Matty
    "Very friendly neighborhood that is also very pet friendly. Everyone knows the dogs names in the neighborhood."
    0
    Flag
  • Judi
    "Love the neighborhood because it is equally close to beaches, major highways, healthy grocery stores and airport! "
    0
    Flag

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Homes for sale near 404 Windward Pl

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Off Market Homes Near 404 Windward Pl

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404 Windward Pl, Oldsmar, FL 34677 is a 2 bedroom, 2 bathroom, 875 sqft condo built in 1984. This property is not currently available for sale. 404 Windward Pl was last sold on Aug 1, 1984 for $51,100. The current Trulia Estimate for 404 Windward Pl is $147,000.