2065 TRAILING PINES Way, Fleming Island, FL 32003
Property image
Property image
SOLD
MAY 29, 2026

$440,800

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 2,082 sqft

2065 TRAILING PINES Way, Fleming Island, FL 32003

Est. Refi. Payment $2,900/mo*
Refinance Your Home
Currently Off Market - Sold May 29, 2026 for $439,000 (2% below list price)

Home Value

Trulia Estimate
$441K
Since last month
$0 (0%)
Since last year
Increased$58K (+15.1%)
Since last sale
Increased$3K (+0.6%)
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 +118% in the last 10 years
MonthEstimated value
2026
September 2026$442K
August 2026$442K
July 2026$439K
June 2026$438K
May 2026$439K
April 2026$439K
March 2026$441K
February 2026$457K
January 2026$456K
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
2171 TRAILWOOD Drive, Fleming Island, FL
0.06
Single-Family Home
$375,000
12/10/25
3
2
1,726
2231 TRAILWOOD Drive, Fleming Island, FL
0.18
Single-Family Home
$401,100
02/13/26
3
2
1,669
2136 TRAILWOOD Drive, Fleming Island, FL
0.10
Single-Family Home
$359,900
05/22/26
3
2
1,484
2053 TRAILING PINES Way, Fleming Island, FL
0.04
Single-Family Home
$450,000
08/14/26
4
3
2,302
2148 ARDEN FOREST Place, Fleming Island, FL
0.44
Single-Family Home
$420,000
10/09/25
3
2
1,874
2171 DEER RUN Lane, Fleming Island, FL
0.25
Single-Family Home
$340,000
03/20/26
3
2
1,720
2056 ARDEN FOREST Place, Fleming Island, FL
0.26
Single-Family Home
$485,000
07/17/26
4
3
2,298

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
2061 TRAILING PINES Way, Fleming Island, FL 32003
0.02
$445,500
4
3
2,302
Off Market
2171 TRAILWOOD Drive, Fleming Island, FL 32003
0.06
$375,000
3
2
1,726
Recently Sold
2053 TRAILING PINES Way, Fleming Island, FL 32003
0.04
$450,000
4
3
2,302
Recently Sold
2179 TRAILWOOD Drive, Fleming Island, FL 32003
0.08
$361,800
3
2
1,840
Off Market
2147 TRAILWOOD Drive, Fleming Island, FL 32003
0.05
$375,300
4
3
1,893
Off Market
2199 TRAILWOOD Drive, Fleming Island, FL 32003
0.11
$394,300
3
3
1,864
Off Market
2040 TRAILING PINES Way, Fleming Island, FL 32003
0.07
$403,500
4
2.5
2,084
Off Market
2203 TRAILWOOD Drive, Fleming Island, FL 32003
0.11
$404,500
4
3
2,099
Off Market
2037 TRAILING PINES Way, Fleming Island, FL 32003
0.08
$467,700
4
3
2,406
Off Market
2036 TRAILING PINES Way, Fleming Island, FL 32003
0.08
$393,600
4
3
2,065
Off Market
2136 TRAILWOOD Drive, Fleming Island, FL 32003
0.10
$359,900
3
2
1,484
Recently Sold

Local Information

  • Map ViewExplore the area around 2065 TRAILING PINES Way.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2002
2,082 sqft
$211/sqft
Garage
HOA $5/mo

About this House

What's unique:Generously sized secondary bedroomsNew quartz countertopsOpen floor planGarden tubSeparate showerPrivate primary suite
NEW ROOF 01/2026
NEW WATER HEATER 12/2025

Newly renovated Eagle Harbor home situated on a private preserve lot, offering both comfort and privacy. This residence features an open floor plan with an oversized living area, a private primary suite, generously sized secondary bedrooms, and a versatile flex space ideal for a home office, gym, or playroom.

The kitchen and bathrooms have been updated with new quartz countertops, complemented by new luxury vinyl plank flooring throughout the home. The primary suite includes a spacious walk-in closet, garden tub, dual vanities, separate shower, and water closet.

Additional highlights include a separate indoor laundry room with washer and dryer hookups. Move-in ready and thoughtfully updated, this home is ready for its next owner.
2065 TRAILING PINES Way, Fleming Island, FL 32003 is a 3 bedroom, 2 bathroom, 2,082 sqft single-family home built in 2002. It last sold for $439,000 on May 29, 2026 (2% below the $450,000 asking price). More recently, it was listed as a rental in October 2024 with an asking price of $2,250 per month. That rental listing was removed on October 27, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $440,800, with a rent estimate of $2,307/month.
Last check for updates: about 3 hours ago
Listed by HEATHER PEREZ, (904) 412-2712
HERRON REAL ESTATE LLC, (904) 729-4313
Bought with: AIMEE DAVIDOW, (904) 589-1884, COLDWELL BANKER VANGUARD REALTY, (904) 269-7117
Source: realMLS, MLS#2122619

Home Details for 2065 TRAILING PINES Way

Active Status

MLS Status: Closed

Interior Features

Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2082 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Available, Water AvailableAppliances: Electric Oven, Electric Range, Freezer, Ice Maker, Microwave, RefrigeratorMicrowaveRefrigerator
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Levels, Entrance, & Accessibility
Stories: 1
View
No View

Exterior Features

Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 2Parking: Garage
Frontage
Not on Waterfront

Property Information

Year Built
Year Built: 2002
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Traditional
Building
Not a New ConstructionNot Attached Property
Property Information
Condition: Updated/RemodeledParcel Number: 05052601422104134

Price & Status

Price
List Price: $450,000Price Per Sqft: $211/sqft
Status Change & Dates
Off Market Date: Fri May 08 2026Possession Timing: Close Of Escrow

Location

Direction & Address
City: Fleming IslandCommunity: Pine Lake

Community

Not Senior Community

HOA

Has an HOAHOA Fee: $60/Annually

Lot Information

Lot Area: 10018.8 sqft

Offer

Listing Terms: Cash, Conventional

Miscellaneous

Mls Number: 2122619

Additional Information

HOA Amenities: Pool

Price and Tax history

DateEventPrice
May 29, 2026
Source: realMLS #2122619
Sold
$439,000
Mar 12, 2026
Source: realMLS #2122619
PriceChange
$450,000
Price decreased by 4%
Dec 26, 2025
Source: realMLS #2122619
Listed For Sale
$469,000
Oct 27, 2024
Source: realMLS #2053594
ListingRemoved
$2,250
Oct 25, 2024
Source: realMLS #2053594
Listed For Rent
$2,250

Market trends in Fleming Island

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$454K
$21KMoM
Sale-to-List Price
99.5%
Price per sq ft
$213
$0MoM
Available listings
147
8MoM

Around this home

What Locals Say about Fleming Island

At least 151 Trulia users voted on each feature.

  • 97 % Say it's dog friendly

  • 94 % Say car is needed

  • 88 % Say parking is easy

  • 85 % Say yards are well-kept

  • 81 % Say it's quiet

  • 81 % Say there's holiday spirit

  • 78 % Say people would walk alone at night

  • 77 % Say there are sidewalks

  • 73 % Say kids play outside

  • 67 % Say streets are well-lit

  • 65 % Say they plan to stay for at least 5 years

  • 58 % Say neighbors are friendly

  • 58 % Say there's wildlife

  • 45 % Say it's walkable to grocery stores

  • 43 % Say there are community events

  • 40 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • E Laufer
    "People walking their dogs will always say hello or offer to excuse themselves if their pet isn’t friendly."
    0
    Flag
  • Mtspit1
    "The amenity center has monthly events many different events also inOrange Park and Green Cove Springs. "
    0
    Flag
  • Mtspit1
    "Lots of doggie stations for picking up after your and good walking sidewalks. Very quiet neighborhood. "
    0
    Flag
  • Mike Cummings
    "Safe and friendly , We love it here and visit 7 times a year. We have family here that we visit regularly "
    1
    Flag
  • Kristi K.
    "safe neighborhoods and good schools, public library, ymca, community pools, sports fields, shopping "
    2
    Flag
  • Yada1005
    "The parades are a fun and festive way to kick off the holidays. Residents creatively decorate golf carts and usually through out candy. It’s enjoyed by all ages."
    1
    Flag
  • Tim H.
    "We have lived in the area for only 5 years, but it truly is a great place to live, and raise a family. "
    3
    Flag
  • Danny69andy
    "It’s a wonderful place to raise your kids great high schools and middle schools great location the YMCA is nearby there’s also a lot of trampoline world and lots of fun areas to find"
    0
    Flag
  • Tim H.
    "I’ve lived in this neighborhood for 5 years and my family loves it here. Schools are great, shops are conveniently close, and neighborhoods are safe. "
    0
    Flag
  • T4turner
    "Neighborhood has changed to one of younger people in the past 10 years it’s really a nice place very friendly dog lovers etc."
    1
    Flag
  • Theresa C.
    "It seems the majority have dogs and most are compliant about keeping them on leash. There are receptacles along the sidewalks for disposing of poop bags. "
    0
    Flag
  • Amy.dandrea.ah
    "great schools! this is a family community. everything you need is right here. Nice Walmart. shopping is great. the only thing that is the downside is the traffic to get out here. rush hour can be pretty horrific. however it is worth the safe community and family atmosphere. "
    1
    Flag
  • Mtspit1
    "There are dog walking stations up and down the Main Street with trash receptacles ad bags. Great place for pets"
    0
    Flag
  • Zackary M.
    "I’ve lived here for awhile now and it’s been a great area. I feel secure and safe. It’s also really beautiful with the water fountains and plenty of shops around here."
    0
    Flag
  • Tammymcbride1975
    "Clay county has many family events and community gatherings that makes it feel more like a small town than a large city. The parades at Christmas and the fireworks in July are events we attend every year. "
    0
    Flag
  • Tammymcbride1975
    "It's quiet and everyone is polite, but not nosey. There's no crime and the stores are so close, it's super convenient. "
    0
    Flag
  • Cathy C.
    "There are good walking areas and sidewalks. The area is very safe. Everyone is responsible pet owners."
    0
    Flag
  • Lynne4
    "There are people walking their dogs all of the time early morning, early evening, and in the dark. There’s always someone that you can visit with as you’re walking your dog, people are very gregarious in this neighborhood. The dogs have been trained behave and not be aggressive. I feel very secure in this neighborhood taking my dog for a walk without worry of an aggressive encounter. Dogs are leashed and picked up after. "
    0
    Flag
  • J.C.S.
    "I’ve lived in Fleming Island Plantation for 3 years now and it has been by far the most beautiful and well maintained area I have ever lived. The amenities (pools, splash parks, playgrounds) are places we use all the time. This is truly a place my children love. We’ve had amazing memories made here and we look forward to future memories being made."
    1
    Flag
  • Neighbor for over 10 years
    "I can get almost anywhere in the area in about 30 minutes drive because of the convenience of being just a few miles from I-295."
    0
    Flag
  • jen m
    "Great neighbors who care. Well cared for yards and homes. Great school system. I feel safe in for me I want and I am joy doing shopping and restaurants close by"
    0
    Flag
  • Callinreba
    "Large yards that they can run in. Most back yards are fenced and private. I love my backyard. Xxxxxxxx"
    0
    Flag
  • Kwdavis40
    "Big lots, on the river, people take great care of their yards. Residents walk and bike everyday. Nice ponds and nature trails throughout the neighborhood. Annual garage sale. Everyone uses leashes on their dogs."
    0
    Flag
  • Nenawooley
    "Beautiful area! Most people take pride in their homes. And for those who don’t ....... thank you HOA! People complain about all the deed restrictions but when it comes time to sell and property value have risen. No one no longer hates the HOA’s. "
    2
    Flag
  • Aaron W.
    "great schools and parks in the local area. everything you could possibly need is within a 10 min drive."
    0
    Flag
  • Pmswgschultz
    "Amenities, beautiful, safe, a maturing PUD! A good variety of neighborhoods. Easy to get around. Movie theater, restaurants, wide sidewalks. "
    0
    Flag
  • Kwdavis40
    "I’ve lived here for over 20 years...Great place to live!...Many of my family members also live here...mother and father, brothers and sisters, in-laws..."
    4
    Flag
  • Shawn W.
    "Older neighborhood, just a bike ride to lots of amenities. People are very nice. Not as cookie cutter as most neighborhoods on Fleming Island. "
    0
    Flag
  • Samuelneely
    "This is a safe neighborhood. It is a nice place to raise young children. People are cordial, but I have lived here 2 years and I do not know anyone in this community. "
    0
    Flag

LGBTQ Local Legal Protections

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by realMLS.

Frequently asked questions about 2065 TRAILING PINES Way

  • What is 2065 TRAILING PINES Way estimated to be worth?
    Trulia's estimated value for 2065 TRAILING PINES Way in Fleming Island, FL is $440,800.
  • What is the price history for 2065 TRAILING PINES Way?
    2065 TRAILING PINES Way in Fleming Island, FL last sold for $439,000 in May 2026.
  • Is Fleming Island a buyer's or seller's market?
    Fleming Island is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Fleming Island?
    The median sale price in Fleming Island is $454K. That is down $21K from the prior month.
  • Does 2065 TRAILING PINES Way have air conditioning?
    Yes, 2065 TRAILING PINES Way in Fleming Island, FL has air conditioning.
  • Does 2065 TRAILING PINES Way have a pool?
    Yes, 2065 TRAILING PINES Way in Fleming Island, 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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