3558 Rolling Trl, Palm Harbor, FL 34684
Property image
Property image
OFF MARKET

3558 Rolling Trl
Palm Harbor, FL 34684

  • 3 Beds
  • 2 Baths
  • 1,829 sqft

$567,700

Trulia Estimate
as of Aug 3, 2026
Est. Refi. Payment $3,847/mo*
Refinance Your Home

$567,700

Trulia Estimate
as of Aug 3, 2026
Est. Refi. Payment $3,847/mo*
Refinance Your Home
3 Beds
2 Baths
1,829 sqft

Local Information

  • Map ViewExplore the area around 3558 Rolling Trl.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1988
Living Area
1,829 sqft
Price/Sqft
$310
Parking
Garage

About this House

PRISTINE PALM HARBOR POOL HOME! GET READY TO FALL IN LOVE WITH THIS 3BR/2BA/2CG HOME FEATURING AN OPEN AND AIRY GREAT ROOM FLOOR PLAN. FROM THE CURB YOU WILL NOTICE THE BRICK PAVER DRIVEWAY AND WALKWAY THAT LEADS TO THE SCREEN ENCLOSED FRONT PORCH. OPEN THE FRONT DOOR TO FIND THE CHEERFUL LIVING SPACE AND HEART OF THIS RESIDENCE - THE GREAT ROOM, KITCHEN AND DINING AREA. TRIPLE SLIDERS OFF THE GREAT ROOM LEAD YOU TO THE FABULOUS LANAI AND POOL AREA WHICH WERE RENOVATED IN 2012 TO INCLUDE BRICK PAVERS, POOL SURFACE, SALT SYSTEM AND WATERFALL WALL. WEEKENDS WILL BE SPENT HERE GRILLING OUT, ENJOYING A COOL BEVERAGE AND A DIP IN THE POOL! BACK INSIDE IT IS HARD NOT TO NOTICE THE NEW NORMAN PLANTATION SHUTTERS AND WOOD BLINDS THROUGHOUT. NEUTRAL LAMINATE FLOORING FLOWS THROUGH ALL LIVING AREAS AND PORCELAIN TILE GRACES THE KITCHEN AND BATHS. NO CARPET HERE! THE KITCHEN IS A SHOW STOPPER WITH WARM CUSTOM WOOD CABINETRY AND GRANITE COUNTERTOPS. THERE ARE TWO PANTRY CABINETS WITH PULL OUT SHELVING AND ALL DRAWERS ARE DOVETAIL AND SOFT CLOSE. KITCHEN FEATURES A PASS THROUGH TO THE LANAI AND SLIDERS TO THE SIDE YARD FROM THE BREAKFAST NOOK. DINING ROOM IS SPACIOUS AND WILL ACCOMMODATE A LARGE DINING ROOM SET. MASTER BEDROOM IS TOWARDS THE REAR OF THE HOME AND HAS A WALK IN CLOSET WITH ORGANIZING SYSTEM AND CEDAR CEILING ALONG WITH FRENCH DOORS TO THE LANAI AND POOL. THE EN-SUITE MASTER BATH IS ADORNED WITH RICH MARBLE, DUAL VANITY, SOAKING TUB, LARGE SHOWER AND WATER CLOSET. GUEST BEDROOMS ARE AT THE FRONT OF THIS RESIDENCE AND CAN BE CLOSED OFF WITH A POCKET DOOR. GUEST BATH IS UPDATED WITH TRAVERTINE, PORCELIAN TILE, WOOD CABINETS AND GRANITE. BOTH GUEST BEDROOMS FEATURE LAMINATE FLOORS, CEILING FANS, PLANTATION SHUTTERS AND CLOSET ORGANIZING SYSTEMS. VISITING GUESTS WILL NEVER WANT TO GO HOME! INSIDE LAUNDRY ROOM IS EQUIPPED WITH NEW SINK, TILE FLOOR AND CABINETRY. THE IMPROVEMENTS ARE ENDLESS: HURRICANE WINDOWS (2019), NEW GARAGE DOOR & OPENER, NEW WATER SOFTENER, NEW WATER HEATER AND MORE! THE WOODLAND HILLS COMMUNITY IS ONLY MINUTES TO GULF BEACHES, TAMPA AND DOWNTOWN AREAS OF PALM HARBOR AND DUNEDIN! LOW HOA FEE OF $40/MO INCLUDES ACCESS TO THE COMMUNITY CLUBHOUSE, POOL, TENNIS COURTS AND PLAYGROUND. A PERFECT GEM!
3558 Rolling Trl, Palm Harbor, FL 34684 is a 3 bedroom, 2 bathroom, 1,829 sqft single-family home built in 1988. It last sold for $399,900 on Jul 9, 2020. It is currently off market. The Trulia Estimate is $567,700, with a rent estimate of $3,818/month.

Home Details for 3558 Rolling Trl

Interior Features

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

Exterior Features

Exterior Home Features
Roof: CompositionDeckExterior: WoodFoundation Type: FootingPatio
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1988Year Updated: 1994
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 8633 sqft

Price History for 3558 Rolling Trl

DatePriceEventSource
07/09/2020$399,900Sold
N/A
05/31/2020$399,900PendingAgent Provided
05/29/2020$399,900Listed For SaleAgent Provided
03/05/2002$199,000Sold
N/A
07/11/2001$188,000Sold
N/A
06/01/1998$157,000Sold
N/A

Market trends in Palm Harbor

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$382K
$5.33KMoM
Sale-to-List Price
97.3%
0.3%MoM
Price per sq ft
$250
$2MoM
Available listings
628
12MoM
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Property Tax and Assessment

Year2025
Tax$3,791
Assessment$491,057
Home facts updated by county records

Comparable Sales for 3558 Rolling Trl

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3570 ROLLING TRAIL, Palm Harbor, FL
0.03
Single-Family Home
$560,000
02/13/26
3
2
1,680
3567 DEER RUN S, Palm Harbor, FL
0.09
Single-Family Home
$450,000
06/17/26
3
2
1,632
3570 DEER RUN S, Palm Harbor, FL
0.06
Single-Family Home
$472,875
05/18/26
3
2
1,756
3559 DEER RUN S, Palm Harbor, FL
0.08
Single-Family Home
$535,000
02/25/26
3
2
1,610
3588 ROLLING TRAIL, Palm Harbor, FL
0.08
Single-Family Home
$625,000
01/12/26
3
2
1,832
3488 RIDGE BOULEVARD, Palm Harbor, FL
0.16
Single-Family Home
$615,000
06/11/26
3
2
2,008
3569 ERMINE PATH, Palm Harbor, FL
0.04
Single-Family Home
$630,000
11/24/25
3
2.5
2,628
2860 LONGLEAF LANE, Palm Harbor, FL
0.36
Single-Family Home
$429,900
03/30/26
3
2
1,889
3750 Grantham Ct, Palm Harbor, FL
0.29
Single-Family Home
$410,000
12/29/25
3
2
1,164
3697 FREMANTLE DRIVE, Palm Harbor, FL
0.28
Single-Family Home
$340,000
02/09/26
3
2.5
1,701

Nearby homes

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Assigned Schools

These are the assigned schools for 3558 Rolling Trl.
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 Palm Harbor

At least 622 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 88 % Say car is needed

  • 83 % Say there are sidewalks

  • 81 % Say parking is easy

  • 78 % Say there's holiday spirit

  • 77 % Say people would walk alone at night

  • 73 % Say it's quiet

  • 68 % Say streets are well-lit

  • 68 % Say yards are well-kept

  • 66 % Say kids play outside

  • 58 % Say there's wildlife

  • 54 % Say neighbors are friendly

  • 54 % Say it's walkable to grocery stores

  • 53 % Say they plan to stay for at least 5 years

  • 49 % Say it's walkable to restaurants

  • 33 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Jazminkieshia
    "Great schools and big yards and great community. I’ll drive to anywhere is not bad. You’re way off of main thoroughfare, but there’s currently a lot of construction"
    0
    Flag
  • Dmarwitt
    "The traffic is HORRIBLE- if I had to drive to work I definitely would not live here. As a person who doesn’t have a schedule or can work from home it’s fabulous "
    0
    Flag
  • Carol Rivas
    "I have been living here for two years. Very quiet and good for living I like it. Shopping plaza near the area. "
    0
    Flag
  • Rebecca.tamboe
    "No dog park got to drive then someplace else. But all are friendly and everyone picks up their poo. "
    0
    Flag
  • Trulia User
    "I’ve lived in multiple areas of this town and all areas have been respectfully maintained. I do have to say lately it seems alot of out of state (transplants) and possibly people from largo area have relocated and blast their car speakers at night. This isn’t that kind of town and someone should tell them…"
    0
    Flag
  • Trulia User
    "Love it here in the harbor. The people and nice. It’s full of children and families. It’s slow driving in the golf cart community but I live here and work here. "
    0
    Flag
  • Katie Perez
    "Very dog friendly neighborhood. People always walking their dogs. And they are respectful when doing so."
    0
    Flag
  • Mina Mirillas Grady
    "Community activities, restaurants and something to do for all ages. We moved to Palm Harbor, neighboring city with Tarpon, 5 years ago and we enjoy being so close. "
    0
    Flag
  • Endrich7
    "There are lots of great restaurants and the town has lots of live music and festivals . The area is on the pinellas trail and just 6-10 minutes from honeymoon island and to the wonderful other small towns"
    1
    Flag
  • Brett Hunton
    "Just moved here unsure of that yet. Lovely area, well-maintained, and very friendly people in the area"
    0
    Flag
  • Joek102070
    "Just moved in the last year Beautiful neighborhood , well manicured , pet friendly , close to the beach and Friendly folks. "
    0
    Flag
  • Ismail
    "Close to other family member’s residence, central to my favorite stores and restaurants. Beach is only 20 minutes away "
    1
    Flag
  • Brianne C.
    "Everything I need is within 5-10 minutes, grocery stores, restaurants, second-hand stores, and a hospital. "
    6
    Flag
  • Laura S.
    "I've live in this Community for 3 years and like it everything you need like stores, parks,schools are close and above grade. Neighborhoods are nice, well maintained and people are friendly."
    0
    Flag
  • Love2shoponline103
    "Lots of dog loving people in my neighborhood. A dog park is available and plenty of walking and specific doggie doo areas. It "
    6
    Flag
  • Laura S.
    "no events that I know of. People are friendly there's a state park close by good Schools and slot of Churches Also a lot of Soft ball and Soccer fields "
    3
    Flag
  • Lea E.
    "We have downtown palm harbor near by that has a few cute restaurants and Ozona is close also. Very convenient to go to the honeymoon island causeway as well"
    3
    Flag
  • Danielmatthew14
    "They have, Movie nights, food trucks trick or treating for the kids, lots of activity’s. Location is good"
    0
    Flag
  • Mchlsbachman
    "It’s a friendly area for dog owners, but beware! The Poop police everywhere are take picking up very seriously."
    5
    Flag
  • Bea S.
    "This is a beautiful and family area. Perfect for kids. Great schools and neighbors. We love it from day 1. "
    1
    Flag
  • Bond007tsf2
    "It’s a nice area to live in with great school and community that ties it all together. Oh and it’s also home to house of beer which a great local business "
    0
    Flag
  • Unspecified
    "You’ll see people walking their dogs all the time. Most communities are strict about enforcing cleanup after your pets. Not too many dog parks in Palm harbor, but there are around the area. Safety Harbor dog park, Enterprise, John Chestnut, and Bicentennial are great parks that are 5-15 mins from the heart of Palm Harbor. "
    4
    Flag
  • Ssbhope
    "There is no public transportation here. We only use our car to commute. However, everything is nearby. Biking is always an option. It is a great area, over all. "
    0
    Flag
  • Bigwagongo
    "Skip. Feeling isolated, not part of this community, and cost of living is too expensive. Looking to move, soon. "
    6
    Flag
  • Oscar E. J.
    "Best schools. The area is amazing, safe, great for raising kids, i would recommend it for any family."
    2
    Flag
  • Christy H.
    "There are a lot of dog owners in this area. I always see people walking their dogs. Many homes have fenced in yards with dogs"
    1
    Flag
  • Thoughtreactor
    "Laid back and relaxed. good shopping and parks. Central location makes it great for getting to area beaches, Tampa/St.Pete, and the airport"
    0
    Flag
  • Gerakiosm5
    "Easy access to work schools beach shopping both groceries and other. It is also close to the Pinellas Trail."
    0
    Flag
  • Mr. N. B.
    "Dog friendly vibes and amenities for majority of breeds. Possible issues depending on what dog breed, weight & size. "
    8
    Flag
  • Rebecca.tamboe
    "Great schools parks and activities. Safe and secure. People look out for each other. Kids can be part of programs so they get a trade in school. Palm harbor university high school"
    4
    Flag
  • Tinasaleh
    "This neighborhood is super quiet and everyone is so nice. We just moved here and it feels like we’ve been here a long time. Everything is convenient to our location including restaurants and shopping. "
    1
    Flag
  • Kristyn P.
    "Great schools, friendly people. Nice parks and family oriented. Clean neighborhoods and you feel safe. "
    1
    Flag
  • Mike M.
    "there's a 7 11 in the neighborhood that is very convenient and it's open 24/7.theres new construction going on my neighborhood is growing "
    0
    Flag
  • Andreza C.
    "What’s not to like? It’s a clean, nice, friendly and safe area with easy access to the rest of the Bay Area. "
    0
    Flag
  • Unspecified
    "Great schools. Lots of parks and lots to do. Beaches close by. Shops and markets. Lots of new and hip restaurants. Close Tampa and Clearwater beach "
    2
    Flag
  • Julie H.
    "Great schools close by. County park and lake close by. good shopping. Quiet neighborhoods …............"
    0
    Flag
  • Bill H
    "Great neighbors looking out for each other . Parties given for holidays and the majority of neighbors show up and bring food. Professionals maintain the property and show pride of ownership. Safety of mail and fed x deliveries are important since many of us are gone during the day."
    0
    Flag
  • Slphr77
    "Lovely , safety and beautiful place to live. Friendly neighborhood,well maintained and walkable in the sidewalks."
    1
    Flag
  • Ejvette
    "Great family neighborhood and schools very close. Lansbrook has many different neighborhoods to live with in almost all budgets private parks and on lake tarpon "
    0
    Flag
  • Nikkifitz65
    "Great place to raise kids- the Best schools and great demographic! I feel very safe here and would recommend to anyone!!"
    0
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Homes for sale near 3558 Rolling Trl

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Off Market Homes Near 3558 Rolling Trl

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