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

2065 TRAILING PINES Way
Fleming Island, FL 32003

  • 3 Beds
  • 2 Baths
  • 2,082 sqft

$439,000

Last Sold: May 29, 2026
2% below list $450K
$211/sqft
Est. Refi. Payment $2,774/mo*
Refinance Your Home

$439,000

Last Sold: May 29, 2026
2% below list $450K
$211/sqft
Est. Refi. Payment $2,774/mo*
Refinance Your Home
3 Beds
2 Baths
2,082 sqft

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

Property Type
Single-Family Home
Year Built
2002
Living Area
2,082 sqft
Price/Sqft
$211/sqft
Parking
Garage
HOA
$5/Monthly

About this House

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. It is currently off market. The Trulia Estimate is $439,100, with a rent estimate of $2,336/month.

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
Last check for updates: about 19 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

Price History for 2065 TRAILING PINES Way

DatePriceEventSource
05/29/2026$439,000Sold
realMLS #2122619
03/12/2026$450,000PriceChange
realMLS #2122619
12/26/2025$469,000Listed For SalerealMLS #2122619
10/27/2024$2,250ListingRemovedrealMLS #2053594
10/25/2024$2,250Listed For RentrealMLS #2053594
02/12/2020$212,501Sold
realMLS #1028702
12/18/2019$198,700PendingAgent Provided
12/10/2019$198,700Listed For SaleAgent Provided
10/03/2019$179,000Sold
N/A
09/30/2014$190,000Sold
N/A
07/29/2014$193,000Listed For SaleAgent Provided
05/31/2014$193,000ListingRemovedAgent Provided
03/27/2014$193,000PriceChange
Agent Provided
02/27/2014$185,000Listed For SaleAgent Provided
09/06/2011$145,000Sold
N/A
05/22/2011$149,750ListingRemovedAgent Provided
04/23/2011$149,750PriceChange
Agent Provided
02/23/2011$156,750PriceChange
Agent Provided
04/16/2010$210,000PriceChange
Agent Provided
03/25/2010$189,900PriceChange
Agent Provided
09/19/2009$210,000PriceChange
Agent Provided
11/23/2008$218,000Listed For SaleAgent Provided
01/17/2008$240,000ListingRemovedAgent Provided
12/11/2007$240,000Listed For SaleAgent Provided
01/17/2003$173,000Sold
N/A

Market trends in Fleming Island

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$449K
$22.65KMoM
Sale-to-List Price
—
Price per sq ft
$209
$4MoM
Available listings
155
2MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax
Assessment$352,654
Home facts updated by county records

Comparable Sales for 2065 TRAILING PINES Way

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
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
2028 TRAILING PINES Way, Fleming Island, FL
0.10
Single-Family Home
$420,000
07/30/26
3
2
2,055

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 2065 TRAILING PINES Way.
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 Fleming Island

At least 150 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

  • 57 % Say there's wildlife

  • 45 % Say it's walkable to grocery stores

  • 43 % Say there are community events

  • 41 % 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

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

24 pet-friendly rentals in Fleming Island, FL

Explore by feature - Garage

29 rentals with a garage in Fleming Island, FL

Explore by feature - Air Conditioning

28 rentals with air conditioning in Fleming Island, FL

Explore by feature - Pool

25 rentals with a pool in Fleming Island, FL

Explore by feature - Washer/dryer

25 rentals with a washer/dryer in Fleming Island, FL

Explore by feature - Outdoor Space

10 rentals with an outdoor space in Fleming Island, FL

Homes for sale near 2065 TRAILING PINES Way

Skip to last item
Skip to first item

Off Market Homes Near 2065 TRAILING PINES Way

Skip to last item
Skip to first item

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 $439,100.
  • 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 $449K. That is up $22.65K 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.
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.