5258 Pinehurst Ct, Oldsmar, FL 34677
Property image
Property image
OFF MARKET

5258 Pinehurst Ct
Oldsmar, FL 34677

  • 3 Beds
  • 2 Baths
  • 1,846 sqft

$508,800

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $3,423/mo*
Refinance Your Home

$508,800

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $3,423/mo*
Refinance Your Home
3 Beds
2 Baths
1,846 sqft

Home Value

Trulia Estimate
$509K
Since last month
Increased$300 (+0.1%)
Since last year
Decreased$2K (-0.4%)
Since last sale
Increased$234K (+85.2%)
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 +84% in the last 10 years
MonthEstimated value
2026
August 2026$509K
July 2026$509K
June 2026$516K
May 2026$511K
April 2026$511K
March 2026$513K
February 2026$509K
January 2026$497K
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
3405 BRIAN ROAD S, Palm Harbor, FL
0.12
Single-Family Home
$405,000
05/08/26
3
2
1,681
5163 PINNACLE DRIVE, Oldsmar, FL
0.14
Single-Family Home
$620,000
08/05/26
3
2
1,886
3428 Brian Rd S, Palm Harbor, FL
0.16
Single-Family Home
$550,000
06/17/26
3
2
2,033
3350 BRIAN ROAD N, Palm Harbor, FL
0.21
Single-Family Home
$605,000
12/01/25
3
2
2,462
2433 SADDLEWOOD LANE, Palm Harbor, FL
0.28
Single-Family Home
$450,000
06/01/26
4
2
2,084
3404 BRIAN ROAD S, Palm Harbor, FL
0.09
Single-Family Home
$655,000
03/03/26
3
3
2,447
2272 WARWICK DRIVE, Oldsmar, FL
0.13
Single-Family Home
$685,000
07/24/26
4
3
2,512
2565 APPALOOSA TRAIL, Palm Harbor, FL
0.46
Single-Family Home
$635,000
12/15/25
3
2
1,976
2159 WARWICK DRIVE, Oldsmar, FL
0.26
Single-Family Home
$795,000
06/01/26
4
3
2,673
2525 Jennifer Ter, Palm Harbor, FL
0.49
Single-Family Home
$535,000
10/08/25
3
3
2,138

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
5250 PINEHURST COURT, Oldsmar, FL 34677
0.01
$665,000
3
2
2,074
For Sale
2328 WARWICK DRIVE, Oldsmar, FL 34677
0.06
$829,000
4
3.5
3,294
For Sale
2339 WARWICK DRIVE, Oldsmar, FL 34677
0.05
$1,070,100
4
3
3,673
Off Market
3404 BRIAN ROAD S, Palm Harbor, FL 34685
0.09
$655,000
3
3
2,447
Recently Sold
2223 MUIRFIELD WAY, Oldsmar, FL 34677
0.12
$1,576,000
4
4
4,270
Off Market
2228 MUIRFIELD WAY, Oldsmar, FL 34677
0.12
$1,069,200
4
3
2,780
Off Market
2272 WARWICK DRIVE, Oldsmar, FL 34677
0.13
$685,000
4
3
2,512
Recently Sold
3405 BRIAN ROAD S, Palm Harbor, FL 34685
0.12
$405,000
3
2
1,681
Recently Sold
3384 BRIAN ROAD S, Palm Harbor, FL 34685
0.12
$626,800
3
2.5
2,584
Off Market
3421 BRIAN ROAD S, Palm Harbor, FL 34685
0.15
$664,000
5
3
2,839
For Sale
5156 PINNACLE DRIVE, Oldsmar, FL 34677
0.13
$661,500
3
2
1,972
Off Market
5163 PINNACLE DRIVE, Oldsmar, FL 34677
0.14
$620,000
3
2
1,886
Recently Sold

Local Information

  • Map ViewExplore the area around 5258 Pinehurst Ct.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1994
Living Area
1,846 sqft
Price/Sqft
$276
Parking
Garage

About this House

Maintenance Free Living! Pet Friendly Community! The Pinnacle located in the Gated Golf Course Community of East Lake Woodlands. Double Door Entry into Foyer. Great Room Floor Plan with Wood Burning Fireplace and Soaring Vaulted Ceilings with Planter Shelving. Formal Dining Room. Slider Leads to Screened Lanai with Tropical Rock Waterfall with Koi Pond full of Koi Fish- Backs to Conservation- Complete Privacy. Kitchen features Island Cook Center, Ceramic Tile, Pantry, Tile Backsplash, and Breakfast Nook. Extra Large Master Suite with Dual Closets, Private Master Bath with Dual Sinks, and Garden Tub. Double Door into Den( or 3rd Bedroom) with Closet. Inside Laundry Room with Washer and Dryer. Garage with Pull down Stairs to Attic for Extra Storage. Roof Replace 2011, A/C replaced 2014, Enjoy Peace and Tranquility with Wonderful Conservation Views. Shopping, Restaurants, Beaches and Airports Nearby.
5258 Pinehurst Ct, Oldsmar, FL 34677 is a 3 bedroom, 2 bathroom, 1,846 sqft single-family home built in 1994. It last sold for $274,900 on Aug 3, 2016. It is currently off market. The Trulia Estimate is $508,800, with a rent estimate of $2,840/month.

Home Details for 5258 Pinehurst Ct

Interior Features

Heating & Cooling
Heating: ElectricAir ConditioningCooling System: CentralHeating Fuel: Electric
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet
Interior Details
Types of Rooms: Walk In Closet, Dining RoomCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: TileDeckExterior: StuccoFoundation Type: FootingGardenPatio
Pool
Pool
Parking & Garage
GarageParking: Carport, Garage Attached

Property Information

Year Built
Year Built: 1994Year Updated: 1998
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 7309 sqft

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Aug 3, 2016
Source: Stellar MLS #U7767933
Sold
$274,900
Jul 17, 2016
Source: Agent Provided
Pending
$274,900
May 19, 2016
Source: Agent Provided
PriceChange
$274,900
Price decreased by 4%
Mar 30, 2016
Source: Agent Provided
PriceChange
$284,900
Price decreased by 5%
Mar 11, 2016
Source: Agent Provided
PriceChange
$299,900
Price decreased by 5%

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 5258 Pinehurst Ct

  • What is 5258 Pinehurst Ct estimated to be worth?
    Trulia's estimated value for 5258 Pinehurst Ct in Oldsmar, FL is $508,800.
  • What is the price history for 5258 Pinehurst Ct?
    5258 Pinehurst Ct in Oldsmar, FL last sold for $274,900 in August 2016.
  • 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 5258 Pinehurst Ct have air conditioning?
    Yes, 5258 Pinehurst Ct in Oldsmar, FL has air conditioning.
  • Does 5258 Pinehurst Ct have a pool?
    Yes, 5258 Pinehurst Ct in Oldsmar, FL has a pool.

Explore by feature - Pet Friendly

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Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Pool

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

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Off Market Homes Near 5258 Pinehurst Ct

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