371 Bailey Ct, Palm Harbor, FL 34684
OFF MARKET

371 Bailey Ct
Palm Harbor, FL 34684

  • 3 Beds
  • 2 Baths
  • 1,920 sqft

$538,400

Trulia Estimate
as of Jun 15, 2026
Est. Refi. Payment $3,542/mo*
Refinance Your Home

$538,400

Trulia Estimate
as of Jun 15, 2026
Est. Refi. Payment $3,542/mo*
Refinance Your Home
3 Beds
2 Baths
1,920 sqft

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

This peaceful, picturesque home affords a beautiful mature oak tree in the large front yard welcoming all neighbors to the quiet cul-de-sac. This charming country-style home has pride-of-ownership like no other. With a newly updated kitchen and new laminate flooring and carpet, anyone will immediately feel at home upon first sight. The pool deck has been recently updated with a fabulous pressure-treated wooded porch great for the afternoon barbeque. Nothing has been left untouched. Once you see this home, you will fall in love!

Neighborhood Description

The Village of Woodland Hills is a serene neighborhood located in beautifully manicured Palm Harbor. This quaint neighborhood was established during the late 1980’s and has since grown into one of Palm Harbor’s most desirable communities in which to live. This peaceful family community accommodates over 300 picturesque homes which are complemented by two large nature preserves complete with matured tress, ponds and a large array of natural wildlife. Another great feature of this community is the well-maintained common grounds in which residents enjoy swimming in the refreshing pool, playing tennis or just walking, running or biking along the pleasing tree-lined sidewalks. The Village of Woodland Hills by far offers a cozy living experience for anyone who enjoys nature at its finest.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Porch, Patio, Deck, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 371 Bailey Ct

Interior Features

Interior Details
BasementAtticTypes of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, OfficeCeiling Fan
Heating & Cooling
Heating: Other, ElectricAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet, Laminate
Appliances & Utilities
Cable ReadyDishwasherDisposalMicrowaveRefrigerator
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: CompositionDeckExterior: WoodFoundation Type: FootingGardenLawnPatioPorchSprinkler System
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1987Year Updated: 1993
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 10280 sqft

Price History for 371 Bailey Ct

DatePriceEventSource
07/25/2008$330,000ListingRemovedAgent Provided
06/26/2008$330,000Listed For SaleAgent Provided
06/03/1996$160,000Sold
N/A

Market trends in Palm Harbor

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$377K
$14KMoM
Sale-to-List Price
97.0%
0.1%MoM
Price per sq ft
$251
$4MoM
Available listings
640
9MoM
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Property Tax and Assessment

Year2024
Tax$2,797
Assessment$502,750
Home facts updated by county records

Homeowner tools

Estimated monthly rent$3,491/mo
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Homes for rent near 371 Bailey Ct

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Comparable Sales for 371 Bailey Ct

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3588 Rolling Trl, Palm Harbor, FL
0.06
Single-Family Home
$625,000
01/12/26
3
2
1,832
3570 Rolling Trl, Palm Harbor, FL
0.05
Single-Family Home
$560,000
02/13/26
3
2
1,680
3570 Deer Run S, Palm Harbor, FL
0.10
Single-Family Home
$472,875
05/18/26
3
2
1,756
3554 Deer Run S, Palm Harbor, FL
0.11
Single-Family Home
$530,000
06/27/25
3
2
1,892
3559 Deer Run S, Palm Harbor, FL
0.14
Single-Family Home
$535,000
02/25/26
3
2
1,610
3488 Ridge Blvd, Palm Harbor, FL
0.20
Single-Family Home
$615,000
06/11/26
3
2
2,008
2860 Longleaf Ln, Palm Harbor, FL
0.33
Single-Family Home
$429,900
03/30/26
3
2
1,889
3569 Ermine Path, Palm Harbor, FL
0.03
Single-Family Home
$630,000
11/24/25
3
2.5
2,628
592 Deer Run W, Palm Harbor, FL
0.20
Single-Family Home
$520,000
07/25/25
3
2
1,578
346 Carson Ln, Palm Harbor, FL
0.12
Single-Family Home
$625,000
04/09/26
3
2
1,832

Nearby homes

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Assigned Schools

These are the assigned schools for 371 Bailey Ct.
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
    Flag

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Homes for sale near 371 Bailey Ct

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Off Market Homes Near 371 Bailey Ct

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371 Bailey Ct, Palm Harbor, FL 34684 is a 3 bedroom, 2 bathroom, 1,920 sqft single-family home built in 1987. This property is not currently available for sale. 371 Bailey Ct was last sold on Jun 3, 1996 for $160,000. The current Trulia Estimate for 371 Bailey Ct is $538,400.