1399 Highfield Dr, Clearwater, FL 33764
Property image
Property image
OFF MARKET

$442,800

Trulia Estimate
as of Sep 8, 2026
  • 4 Beds
  • 2 Baths
  • 1,711 sqft

1399 Highfield Dr, Clearwater, FL 33764

Douglas Manor

Home Highlights

Single-Family Home
1,711 sqft
$259/sqft
Attached Garage

Local Information

  • Map ViewExplore the area around 1399 Highfield Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

** New listing with 10 Stars Property Management **

Beautiful 4 beds 2 baths is available for rent in Clearwater, FL

Located at 1399 Highfield Drive in Clearwater, FL 33764, this area offers convenient access to several attractions and amenities. Just a short drive away, you'll find Eagle Lake Park, known for its scenic walking trails and picnic areas. For beach lovers, Clearwater Beach, famous for its beautiful white sands and vibrant atmosphere, is only a few miles to the west. Nearby, Gulf to Bay Boulevard provides easy connectivity to local shops and restaurants. Additionally, Moccasin Lake Nature Park offers a tranquil retreat with nature trails and wildlife viewing opportunities, making this location both accessible and appealing for outdoor enthusiasts.

3D Tour Available:
FREE APPLICATION

Features:
- Application fee will be credited back on the 1st month of rent if approved
- Bright and spacious floor plan for an open and inviting atmosphere
- A stylish mixture of tile and vinyl flooring for easy maintenance and elegance
- Cozy family room with a fireplace and sliding door access to the sparkling pool
- Modern kitchen appliances provided for your culinary adventures
- Dishwasher for ultimate convenience in clean-up after meals
- Walk-in closets for ample storage and organization
- Ceiling fans for comfort and energy efficiency throughout the home
- Window coverings for privacy and light control
- Relaxing bathtub and stand-up shower for your daily retreat
- Refreshing pool for endless summer fun and relaxation
- Fenced yard for privacy, safety, and outdoor enjoyment
- Garage parking for secure and convenient vehicle storage
- Septic tank available
- Tenant is responsible for paying all utilities including lawn and pool care

Pets are allowed. No more than 2 pets per property. Weight limit of 55lbs per pet. No aggressive breeds. Applicants must complete a free pet application and have animal approved with vaccination record. The monthly pet fee will be determined by your pet screening score. Does not apply to medically/emotional support prescribed and/or service animals.
At 10 Stars, we offer multiple services to make your stay with us easy and comfortable. We have a same-day application approval and a quick move-in for no additional cost. Our team is professionally trained and will be able to assist with any leasing, billing, or maintenance issues our tenants have. We also offer an emergency line available 24/7 for any urgent cases. Tenants have access to an online portal where they can make rent payments, communicate with our team and get updates on their payments and maintenance requests at all times.

THE FIRST MONTH AND SECURITY DEPOSIT ARE REQUIRED

Renter's insurance is required prior to moving in. Rules and Regulations are on our website!

Only $65 non-refundable application fee per adult with 10 stars property management
1399 Highfield Dr, Clearwater, FL 33764 is a 4 bedroom, 2 bathroom, 1,711 sqft single-family home in Douglas Manor. It last sold for $180,000 on Jun 24, 2004 (6,118% above the $2,895 asking price). More recently, it was listed as a rental in February 2025 with an asking price of $2,995 per month. That rental listing was removed on March 3, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $442,800, with a rent estimate of $3,126/month.

Home Details for 1399 Highfield Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: Central AirHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Tile

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Pool
Pool
Parking & Garage
Parking: Attached, On Site

Comparable Sales for 1399 Highfield Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1353 VIEWTOP DRIVE, Clearwater, FL
0.11
Single-Family Home
$460,000
12/12/25
3
2
1,942 sqft
1417 FAIRFIELD DRIVE, Clearwater, FL
0.08
Single-Family Home
$487,500
08/28/26
3
2
1,379 sqft
1331 VIEWTOP DRIVE, Clearwater, FL
0.16
Single-Family Home
$475,000
05/11/26
3
2
1,654 sqft
1889 STANCEL DRIVE, Clearwater, FL
0.18
Single-Family Home
$480,000
04/20/26
3
2
1,607 sqft
2080 ATTACHE COURT, Clearwater, FL
0.30
Single-Family Home
$435,000
12/04/25
4
2
1,929 sqft
1443 EASTFIELD DRIVE, Clearwater, FL
0.17
Single-Family Home
$449,000
06/05/26
3
2
1,387 sqft
1338 HAMLIN DRIVE, Clearwater, FL
0.21
Single-Family Home
$418,000
02/27/26
3
2
1,456 sqft
1466 S HERCULES AVENUE, Clearwater, FL
0.21
Single-Family Home
$458,000
02/17/26
3
2
1,837 sqft
1300 Highfield Dr, Clearwater, FL
0.24
Single-Family Home
$475,000
06/10/26
3
2
1,710 sqft

Nearby homes

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Rental Market Trends in Douglas Manor

Last updated Sep 2026
Trulia Rent Estimate$3,126/mo
Average rent
$3.2K
$294MoM
Available listings
3
View rental market trends in Clearwater, FL

Around this home

Neighborhood Overview

Douglas Manor
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Douglas Manor

  • Trulia User
    "I love our neighborhood. well maintained, friendly neighbors, and a safe environment to reside my son."
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Price and Tax history

DateEventPrice
Mar 3, 2025
Source: Zillow Rentals
ListingRemoved
$2,895
Feb 22, 2025
Source: Zillow Rentals
PriceChange
$2,895
Price decreased by 3%
Feb 5, 2025
Source: Zillow Rentals
Listed For Rent
$2,995
Mar 24, 2021
Source: N/A
ListingRemoved
Sep 24, 2019
Source: N/A
ListingRemoved
$1,875

Frequently asked questions about 1399 Highfield Dr

  • What is 1399 Highfield Dr estimated to be worth?
    Trulia's estimated value for 1399 Highfield Dr in Clearwater, FL is $442,800.
  • What is the price history for 1399 Highfield Dr?
    1399 Highfield Dr in Clearwater, FL last sold for $180,000 in June 2004.
  • 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 1399 Highfield Dr have air conditioning?
    Yes, 1399 Highfield Dr in Clearwater, FL has air conditioning.
  • Does 1399 Highfield Dr have a pool?
    Yes, 1399 Highfield Dr in Clearwater, FL has a pool.

Homes for rent near 1399 Highfield Dr

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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