1440 Pinebrook Dr, Clearwater, FL 33755
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Property image
OFF MARKET

1440 Pinebrook Dr
Clearwater, FL 33755

  • 4 Beds
  • 2 Baths
  • 1,456 sqft

$245,200

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $1,689/mo*
Refinance Your Home

$245,200

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $1,689/mo*
Refinance Your Home
4 Beds
2 Baths
1,456 sqft

Home Value

Trulia Estimate
$245K
Since last month
Decreased$700 (-0.3%)
Since last year
Decreased$7K (-2.7%)
Since last sale
Increased$205K (+512.3%)
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 +61% in the last 10 years
MonthEstimated value
2026
August 2026$245K
July 2026$246K
June 2026$251K
May 2026$258K
April 2026$246K
March 2026$239K
February 2026$241K
January 2026$242K
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
1437 CARLOS AVENUE, Clearwater, FL
0.21
Single-Family Home
$455,000
07/02/26
4
2
1,500
1410 KINGS HIGHWAY, Clearwater, FL
0.15
Single-Family Home
$200,000
07/27/26
3
2
1,336
1485 OVERLEA STREET, Clearwater, FL
0.12
Single-Family Home
$330,000
02/06/26
3
2
1,340
1373 Terrace Rd, Clearwater, FL
0.35
Single-Family Home
$121,000
04/01/26
5
2
1,553
1005 N HIGHLAND AVENUE, Clearwater, FL
0.24
Single-Family Home
$360,000
08/18/26
3
2
1,500
1465 PARKWOOD STREET, Clearwater, FL
0.21
Single-Family Home
$370,000
08/05/26
3
2
1,269
1340 OVERLEA STREET, Clearwater, FL
0.23
Single-Family Home
$295,000
03/04/26
3
2
1,368
1520 PALMETTO STREET, Clearwater, FL
0.29
Single-Family Home
$307,700
07/15/26
3
2
1,496
1431 KINGS HIGHWAY, Clearwater, FL
0.18
Single-Family Home
$340,000
12/11/25
2
2
1,444
1755 Sunset Point Rd, Clearwater, FL
0.17
Single-Family Home
$295,000
06/30/26
2
2
1,300

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
1429 PINEBROOK DRIVE, Clearwater, FL 33755
0.04
$492,900
3
2
1,746
Off Market
1446 ADMIRAL WOODSON LANE, Clearwater, FL 33755
0.05
$500,000
4
2.5
2,097
For Sale
1428 PINEBROOK DRIVE, Clearwater, FL 33755
0.03
$349,000
2
1
1,560
For Sale
1464 PINE BROOK DRIVE S, Clearwater, FL 33755
0.06
$432,500
5
3
2,083
Off Market
1476 ADMIRAL WOODSON LANE, Clearwater, FL 33755
0.10
$349,900
2
1.5
1,399
Off Market
1428 OVERLEA STREET, Clearwater, FL 33755
0.09
$408,100
4
2
1,623
Off Market
1373 PINEBROOK DRIVE, Clearwater, FL 33755
0.14
$310,000
3
1
1,167
Recently Sold
1485 OVERLEA STREET, Clearwater, FL 33755
0.12
$330,000
3
2
1,340
Recently Sold
1019 PALM TERRACE DRIVE, Clearwater, FL 33755
0.14
$531,600
4
2.5
1,830
Off Market
1370 ADMIRAL WOODSON LANE, Clearwater, FL 33755
0.16
$245,000
2
1
1,050
For Sale
1470 OVERLEA STREET, Clearwater, FL 33755
0.11
$325,000
3
1
1,298
Recently Sold
1365 OVERLEA STREET, Clearwater, FL 33755
0.14
$203,000
2
1
988
Recently Sold

Local Information

  • Map ViewExplore the area around 1440 Pinebrook 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
1954
Living Area
1,456 sqft
Price/Sqft
$168
Parking
Garage

About this House

Very large 4bdrm/2bath Home with attacghed garage and large yard **Section 8 OK ** $1,595.00 - 1440 Pinebrook Dr, Clearwater
$1,595.00/month
$1,595.00/Security Deposit
$39.00 Application fee Huge 4bdrm/2bath House
Spacious Living Room
Large dining room
Big yard
Attached Garage
Plenty of parking Near schools, shopping, & beaches with easy access to Airport & Interstate Rental requirements:
?Stable rental history
?No recent evictions
?Income of 3 times the rent (Unless section 8)
?No recent criminal history
?Decent credit (No landlord debt or delinquent utility accounts)
?Active checking account
?App fee $39/per adult ?Security deposit is equal to rent Move in costs:
First & deposit (unless section 8), if applicant doesn't meet all requirements, but is still approved additional deposits may be required. Pet policy:
Up to two pets allowed per home at owner's discretion based on size, weight, & temperament and with a one-time non-refundable minimal $250 pet fee, which can be increased based on size. There will also be a $25/month pet rent. Service animals will not incur pet fees and will be verified with documentation. **Please ask about breed restrictions** Easy Qualify
Several homes available
Serious inquiries only. Drive by first, then call: 727-888-2262 All information is deemed reliable but its accuracy is not guaranteed and the viewer should independently verify all information, recent repairs may cause properties to differ slightly from photos. Rents subject to change based upon current market rate (RLNE4877029)
1440 Pinebrook Dr, Clearwater, FL 33755 is a 4 bedroom, 2 bathroom, 1,456 sqft single-family home built in 1954. It last sold for $40,000 on May 11, 2012. More recently, it was listed as a rental in May 2019 with an asking price of $1,595 per month. That rental listing was removed on July 13, 2019. It is currently off market. The Trulia Estimate is $245,200, with a rent estimate of $2,455/month.

Home Details for 1440 Pinebrook Dr

Interior Features

Interior Details
Basement
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet, Linoleum Vinyl
Appliances & Utilities
Refrigerator
Heating & Cooling
Air ConditioningCooling System: Central

Exterior Features

Exterior Home Features
Roof: Built UpDeckExterior: MetalFoundation Type: FootingPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1954Year Updated: 1963
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 7725 sqft

Price and Tax history

DateEventPrice
Jul 13, 2019
Source: Agent Provided
ListingRemoved
$1,595
May 8, 2019
Source: Agent Provided
Listed For Rent
$1,595
Apr 11, 2017
Source: Agent Provided
ListingRemoved
$1,295
Mar 20, 2017
Source: Agent Provided
Listed For Rent
$1,295
May 11, 2012
Source: Stellar MLS #U7542039
Sold
$40,000

Market trends in Clearwater

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$356K
$250MoM
Sale-to-List Price
97.2%
0.2%MoM
Price per sq ft
$261
$1MoM
Available listings
1439
17MoM

Around this home

What Locals Say about Clearwater

At least 1455 Trulia users voted on each feature.

  • 86 % Say it's dog friendly

  • 80 % Say car is needed

  • 75 % Say parking is easy

  • 74 % Say there are sidewalks

  • 70 % Say there's holiday spirit

  • 67 % Say streets are well-lit

  • 66 % Say it's quiet

  • 64 % Say people would walk alone at night

  • 62 % Say yards are well-kept

  • 57 % Say it's walkable to grocery stores

  • 55 % Say it's walkable to restaurants

  • 52 % Say kids play outside

  • 50 % Say they plan to stay for at least 5 years

  • 48 % Say neighbors are friendly

  • 42 % Say there's wildlife

  • 30 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Pbaul
    "Too crowded in Clearwater beach where I live "
    0
    Flag
  • Mark Lutz
    "It’s family based and we always feel safe day and night. Great public services. Also the neighborhood parks and an amenities are well taken care of."
    1
    Flag
  • Sachin
    "Close proximity to parks, libraries, running and biking trails, and beaches. Access to mall and multiple attractions with plenty of parking makes living here a delight "
    0
    Flag
  • DM
    "Not like picking up after your dog or not on a leash. Would like the trail and friendliness in the area the people are nice. A lot of bikers and electric bikes on trail though. "
    0
    Flag
  • Sweet.pea94
    "We don’t have block parties but everyone minds their own business. However they are willing to lend a hand if needed . We are located within distance of everything we could need without driving fae"
    0
    Flag
  • Kevin2i
    "Clearwater - please note it covers the full width of Pinellas County. I have a home on each end. Lots of nice neighborhoods (and a few bad ones) but overall nice area. Countryside has a lot to offer. Feather sound is super close to tampa and airport."
    0
    Flag
  • Michael Dugan
    "Yearly neighborhood block party with the fire department and police paying us a visit. Great place for kids to trick-or-treat."
    0
    Flag
  • Mae
    "The area is great and very kid friendly everyone is like family,they always have great events for the family’s."
    0
    Flag
  • Rafalskiedward
    "Very doggie friendly and a nice vibe…lots of new construction taking place and will continue to evolve into a really nice place to settle…"
    1
    Flag
  • Elismarplata
    "This neighborhood is really quiet, it has a lots of stores nearby but you need to have a car for sure"
    0
    Flag
  • Trulia User
    "Very quiet neighbor, feel very safe. Place are nearby for grocery, work, cite of st Pete, Clearwater and Tampa. They are no less than 20min to major cities and beaches "
    0
    Flag
  • Steve Sylas
    "Quiet, friendly, safe, laid back atmosphere here. Feels like living on a resort day to day with great proximity to both beaches and urban attractions"
    0
    Flag
  • Kevin2i
    "Nice, quiet, family friendly, amenities nearby, Note clearwater covers a large area, some value priced areas in decent neighborhoods zip 33755. "
    0
    Flag
  • Wanda Moratelli
    "Plenty of dogs walking up and down the Blvd . Owners are friendly and develop friendships as a result of walking daily with their pets . "
    0
    Flag
  • Dale Hudson
    "I been living here for about ten years now and I’m loving it here,everyone friendly and cares for each other,I’m happy to say that I live in Clearwater "
    0
    Flag
  • H4wxp9mzxv
    "The location and safety of my neighborhood are the main things I like about it. I’m close to everything I need and want, and I feel safe here, as well. I know and get along with all with my neighbors. "
    0
    Flag
  • Mbulso86
    "Excellent resort type community. Great neighbors. Beautiful walks around the lagoon and bay. Fabulous pool, library, club house and social activities "
    8
    Flag
  • Mbulso86
    "Great over 55 resort type community. Plenty of social functions if you like to participate. Beautiful walking path around lagoon, canal and old Tampa Bay. "
    4
    Flag
  • Ellen Ruddy
    "It’s a friendly neighborhood to be in. People are nice & open. Lots of people walk around the lake. See lots of birds & wildlife."
    1
    Flag
  • K9n8yv7kkn
    "They set fireworks off in the middle of the streets, everywhere. Lots of traffic but pretty “secluded” from it in the neighborhood. "
    2
    Flag
  • Mbulso86
    "55+ community with plenty of social events from cards to billiards to line dancing, yoga, crafts, library, luncheons, dances and fitness classes. His and her gym and sauna. Excellent internet and cable included inHOA. "
    1
    Flag
  • Rebecca.tamboe
    "Peaceful and Amazing it cool So really nice. People work together and the pool is nice the stores are close."
    0
    Flag
  • Kc Heming
    "This area is taken over by Scientology. It feels abandoned. Beautiful new waterfront park but no downtown vibrancy thanks to Scientology. "
    5
    Flag
  • Jesumina Dalessandro
    "I don’t think this community is friendly at all. People here are very persuaded by cliques within the HOA. "
    3
    Flag
  • Pamela Behnke
    "I love living here, close to the mall, close to many restaurants and has a trail behind my apartment!"
    1
    Flag
  • Jesumina Dalessandro
    "This neighborhood is centered around the HOA board members telling people what they can and cannot do constantly"
    5
    Flag
  • Ellen Ruddy
    "Very friendly neighborhood . People walk & talk. It’s a good neighborhood to be a part of here in Clearwater "
    1
    Flag
  • Jojostamar
    "A sidewalk! Many places in Clearwater are street only no pedestrians. Also, in some there is poor lighting,or too much light."
    1
    Flag
  • Ericstillwellevans
    " bar crawls pot lucks and picnics. We also have a yearly beach picnic for the boat races which is well attended by all. The bike parade is one of the best events of the year. "
    1
    Flag
  • Aurelio Rios
    "I lived in this neighborhood for 18 years and love it. Beautiful surroundings and peaceful environment, very friendly people and supportive neighbors. "
    0
    Flag
  • Julieta Dering
    "My neighbors are friendly and very informative. My pet went missing while we were moving and one neighbor went with me to knock on doors. "
    1
    Flag
  • Trulia User
    "There are none. Board meetings are held in the community monthly and no one is friendly that attends. Everyone attacks one another and is very petty about rules that often don’t matter in the big picture for the good of the community."
    2
    Flag
  • Trulia User
    "access to public transportation and is close to downtown and surrounding cities. driving isn't any issue since traffic usually flows fine."
    0
    Flag
  • L D
    "Yes I have a dog I walk with him all the time Even late at night very Safety neighborhood I’ve been living here since February 2013"
    0
    Flag
  • Trulia User
    "Very friendly area and dog owners friendly too. Some cut thru traffic tho. Nice way to meet neighbors."
    1
    Flag
  • Trulia User
    "I'm friendly with pets however I'm gonna love playing with dogs and doing a handshake with them i do have my own pet in my country "
    0
    Flag
  • Trulia User
    "You see people walking their dogs all the time. Safe, quiet stroll, including a pier. Little traffic. Lots of huge Oak trees, making for a beautiful walk in this historical area of Clearwater"
    0
    Flag
  • Trulia User
    "Well I have a vehicle but if you didn’t there are plenty bus stops and trolly pickups around………………….😃"
    0
    Flag
  • Trulia User
    "I have access to public transportation within walking distance, but the time they start coming in my area makes it hard make it on time to work/appts/and other general daily activities "
    0
    Flag
  • Trulia User
    "I love our neighborhood. well maintained, friendly neighbors, and a safe environment to reside my son."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 1440 Pinebrook Dr

  • What is 1440 Pinebrook Dr estimated to be worth?
    Trulia's estimated value for 1440 Pinebrook Dr in Clearwater, FL is $245,200.
  • What is the price history for 1440 Pinebrook Dr?
    1440 Pinebrook Dr in Clearwater, FL last sold for $40,000 in May 2012.
  • Is Clearwater a buyer's or seller's market?
    Clearwater is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Clearwater?
    The median sale price in Clearwater is $356K. That is down $250 from the prior month.
  • Does 1440 Pinebrook Dr have air conditioning?
    Yes, 1440 Pinebrook Dr in Clearwater, FL has air conditioning.
  • How big is the lot at 1440 Pinebrook Dr?
    The lot at 1440 Pinebrook Dr in Clearwater, FL is about 0.18 acres (7,725 sq ft).

Explore by feature - Pet Friendly

325 pet-friendly rentals in Clearwater, FL

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

94 rentals with an outdoor space in Clearwater, FL

Apartments for Rent

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Off Market Homes Near 1440 Pinebrook Dr

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