419 Oakleaf Blvd, Oldsmar, FL 34677
OFF MARKET

$282,800

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,107 sqft

419 Oakleaf Blvd, Oldsmar, FL 34677

Est. Refi. Payment $1,959/mo*
Refinance Your Home
Currently Off Market - Sold May 18, 2012 for $88,000

Home Value

Trulia Estimate
$283K
Since last month
Decreased$6K (-2.1%)
Since last year
Decreased$33K (-10.4%)
Since last sale
Increased$196K (+222.4%)
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 +80% in the last 10 years
MonthEstimated value
2026
August 2026$284K
August 2026$283K
July 2026$290K
June 2026$314K
May 2026$319K
April 2026$313K
March 2026$317K
February 2026$314K
January 2026$308K
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
1802 CHINABERRY DRIVE, Oldsmar, FL
0.05
Single-Family Home
$367,000
06/03/26
2
2
1,358
440 EVERGREEN DRIVE, Oldsmar, FL
0.18
Single-Family Home
$355,000
11/19/25
2
2
1,370
1803 ELMWOOD DRIVE, Oldsmar, FL
0.20
Single-Family Home
$325,000
05/08/26
2
2
1,290
80 LANCE COURT, Oldsmar, FL
0.36
Single-Family Home
$209,000
08/24/26
2
2
1,250
1809 CHINABERRY DRIVE, Oldsmar, FL
0.08
Single-Family Home
$285,000
09/25/25
2
2.5
1,556
230 BALSAM DRIVE, Oldsmar, FL
0.28
Single-Family Home
$285,000
04/03/26
2
2
1,250
1815 DRIFTWOOD CIRCLE S, Oldsmar, FL
0.15
Single-Family Home
$244,000
04/03/26
3
2
1,855
403 Evergreen Dr, Oldsmar, FL
0.22
Single-Family Home
$265,000
08/06/26
3
2
1,324
1820 DRIFTWOOD CIRCLE N, Oldsmar, FL
0.11
Single-Family Home
$369,500
06/16/26
3
2
1,528
1922 HUDSON COURT, Oldsmar, FL
0.30
Single-Family Home
$325,000
02/20/26
2
2
1,012

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
411 OAKLEAF BOULEVARD #B, Oldsmar, FL 34677
0.06
$300,000
2
2.5
1,360
Recently Sold
1802 BUTTONWOOD DRIVE, Oldsmar, FL 34677
0.06
$407,300
3
2
1,477
Off Market
423 OAKLEAF BOULEVARD, Oldsmar, FL 34677
0.03
$322,300
3
2
1,407
Off Market
415 MAPLEWOOD CIRCLE, Oldsmar, FL 34677
0.07
$344,900
3
1
1,583
For Sale
1802 CHINABERRY DRIVE, Oldsmar, FL 34677
0.05
$367,000
2
2
1,358
Recently Sold
1713 AZALEA COURT #A, Oldsmar, FL 34677
0.08
$765,800
6
6
3,468
Off Market
1809 CHINABERRY DRIVE, Oldsmar, FL 34677
0.08
$278,500
2
2.5
1,556
Off Market
416 MAPLEWOOD DRIVE, Oldsmar, FL 34677
0.10
$449,000
3
2
1,395
For Sale
1706 AZALEA COURT #A, Oldsmar, FL 34677
0.11
$245,900
2
2.5
1,360
Off Market
414 MAPLEWOOD DRIVE, Oldsmar, FL 34677
0.11
$539,100
5
3
2,416
Off Market
1700 AZALEA COURT #B, Oldsmar, FL 34677
0.13
$243,600
2
2.5
1,270
Off Market
1820 DRIFTWOOD CIRCLE N, Oldsmar, FL 34677
0.11
$369,500
3
2
1,528
Recently Sold

Local Information

  • Map ViewExplore the area around 419 Oakleaf Blvd.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1980
1,107 sqft
$255/sqft
Garage

About this House

Short Sale. Active With Contract. Location, Location location!This is the opportunity to own a very well kept 2 bedroom 2 bath with an oversized 2 car garage in the heart of Oldsmar, close to Honeymoon & Caladesi Island Beaches and State Park. Enjoy tubing, water skiing and fresh water fishing just a few minutes away in 5000 acre, Lake Tarpon. This well built concrete block home sits on an established community that boasts one of the best school systems in the area and is zoned for fantastic East Lake high school. There is plenty of room for a future pool and the back yard backs up against a nature preserve so you have no rear neighbors. The interior features real wood cabinets in the kitchen, a newer American Standard A/C system(2005), almost brand new refrigerator(2011), recess lighting, inside washer/dryer, tile and wood floors on a split floor plan. The outside features an over sized 2 car garage, a well system for irrigating, rain gutters, a large driveway, trees for shade and much more. This one will not last!
419 Oakleaf Blvd, Oldsmar, FL 34677 is a 2 bedroom, 2 bathroom, 1,107 sqft single-family home built in 1980. It last sold for $88,000 on May 18, 2012. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $282,800, with a rent estimate of $2,151/month.

Home Details for 419 Oakleaf Blvd

Interior Features

Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet, Hardwood
Heating & Cooling
Air ConditioningCooling System: Central

Exterior Features

Exterior Home Features
Roof: CompositionExterior: StuccoFoundation Type: Footing
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1980Year Updated: 1983
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 7361 sqft

Price and Tax history

DateEventPrice
May 18, 2012
Source: N/A
Sold
$88,000
Dec 22, 2011
Source: Agent Provided
Listed For Sale
$88,500
Jul 7, 2005
Source: N/A
Sold
$180,000
Jul 22, 2003
Source: N/A
Sold
$14,000
Oct 31, 2001
Source: N/A
Sold
$89,900

Market trends in Oldsmar

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$413K
$11.25KMoM
Sale-to-List Price
97.7%
0.5%MoM
Price per sq ft
$253
$14MoM
Available listings
182
12MoM

Around this home

What Locals Say about Oldsmar

At least 195 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 90 % Say there are sidewalks

  • 90 % Say car is needed

  • 87 % Say parking is easy

  • 79 % Say it's quiet

  • 77 % Say there's holiday spirit

  • 76 % Say people would walk alone at night

  • 74 % Say streets are well-lit

  • 68 % Say kids play outside

  • 66 % Say there's wildlife

  • 64 % Say yards are well-kept

  • 63 % Say it's walkable to restaurants

  • 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
    Flag
  • 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

LGBTQ Local Legal Protections

Frequently asked questions about 419 Oakleaf Blvd

  • What is 419 Oakleaf Blvd estimated to be worth?
    Trulia's estimated value for 419 Oakleaf Blvd in Oldsmar, FL is $282,800.
  • What is the price history for 419 Oakleaf Blvd?
    419 Oakleaf Blvd in Oldsmar, FL last sold for $88,000 in May 2012.
  • Is Oldsmar a buyer's or seller's market?
    Oldsmar is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Oldsmar?
    The median sale price in Oldsmar is $413K. That is up $11.25K from the prior month.
  • Does 419 Oakleaf Blvd have air conditioning?
    Yes, 419 Oakleaf Blvd in Oldsmar, FL has air conditioning.
  • How big is the lot at 419 Oakleaf Blvd?
    The lot at 419 Oakleaf Blvd in Oldsmar, FL is about 0.17 acres (7,361 sq ft).

Explore by feature - Pet Friendly

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