2099 Winterbourne Dr E #101, Orange Park, FL 32073
OFF MARKET

2099 Winterbourne Dr E #101
Orange Park, FL 32073

  • 3 Beds
  • 2 Baths
  • 1,832 sqft

$405,800

Trulia Estimate
as of Jun 17, 2026
Est. Refi. Payment $2,608/mo*
Refinance Your Home

$405,800

Trulia Estimate
as of Jun 17, 2026
Est. Refi. Payment $2,608/mo*
Refinance Your Home
3 Beds
2 Baths
1,832 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Rare Opportunity to own this unique Riverfront, Ground Level, End Unit at River Oak Condos with over 1800 sq. feet. Gaze out the Plantation Shutter windows onto the peaceful flowing St. Johns River every single day as you enjoy the North Florida lifestyle. Quiet, Secluded & Private. Crown Wood Dentil Crown Moulding in Dining & Family Room. Lush landscaping directly out windows surrounds this ground floor unit. Split Bedroom plan, Wood floors in Family Room & Dining Room, Tiled Kitchen, Foyer, Study Alcove. Bedrooms carpeted. Corian Kitchen Countertops. All Appliances stay including Washer/Dryer. Wood Burning Fireplace. Elevator access. Water & Sewer included in monthly Condo fee. 1 Year Home Warranty included for Buyer.
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
No Info
Outdoor
Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 2099 Winterbourne Dr E #101

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet
Interior Details
Additional StorageTypes of Rooms: Walk In Closet, Dining RoomStorageCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: TileExterior: Stucco
Pool
Pool
Parking & Garage
Parking: Carport

Property Information

Year Built
Year Built: 1986Year Updated: 1986
Property Type / Style
Property Type: Condo

Community

Units in Building: 1

Lot Information

Lot Area: 1076 sqft

Price History for 2099 Winterbourne Dr E #101

DatePriceEventSource
03/25/2016$261,800Sold
realMLS #807552
01/06/2016$279,900Listed For SaleAgent Provided

Market trends in Orange Park

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$295K
$2.85KMoM
Sale-to-List Price
98.5%
0.1%MoM
Price per sq ft
$169
$1MoM
Available listings
410
23MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$328,591
Home facts updated by county records

Homeowner tools

Estimated monthly rent$2,403/mo
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Homes for rent near 2099 Winterbourne Dr E #101

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Comparable Sales for 2099 Winterbourne Dr E #101

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2099 WINTERBOURNE E #302, Orange Park, FL
0.02
Condo
$355,000
06/11/26
2
2
1,535
2199 ASTOR Street #403, Orange Park, FL
0.16
Condo
$520,000
08/15/25
2
2
1,600
2223 Astor St, Orange Park, FL
0.21
Condo
$250,000
11/17/25
2
2
948
57 WINTERBOURNE Street N #15, Orange Park, FL
0.06
Condo
$420,000
02/05/26
2
2
1,600
1800 PARK Avenue #228, Orange Park, FL
0.50
Condo
$162,000
07/11/25
3
2
1,369
1800 PARK Avenue #224, Orange Park, FL
0.51
Condo
$163,000
09/12/25
3
2
1,369
2201 ASTOR Street #3, Orange Park, FL
0.21
Condo
$320,000
05/21/26
1
1.5
1,050
1800 PARK Avenue #339, Orange Park, FL
0.46
Condo
$105,000
09/18/25
2
2
993
1800 PARK Avenue #355, Orange Park, FL
0.44
Condo
$106,000
08/08/25
1
1
722
1800 PARK Avenue #466, Orange Park, FL
0.45
Condo
$99,000
06/30/25
1
1
748

Nearby homes

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Assigned Schools

These are the assigned schools for 2099 Winterbourne Dr E #101.
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 Orange Park

At least 535 Trulia users voted on each feature.

  • 88 % Say car is needed

  • 87 % Say it's dog friendly

  • 83 % Say parking is easy

  • 75 % Say there are sidewalks

  • 74 % Say there's holiday spirit

  • 73 % Say yards are well-kept

  • 72 % Say it's quiet

  • 70 % Say kids play outside

  • 60 % Say it's walkable to grocery stores

  • 59 % Say people would walk alone at night

  • 58 % Say streets are well-lit

  • 54 % Say it's walkable to restaurants

  • 52 % Say they plan to stay for at least 5 years

  • 48 % Say neighbors are friendly

  • 44 % Say there's wildlife

  • 23 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Judith De La Cruz
    "I like living here , very safe neighborhood and some place to visit . Very good schools and festivals "
    1
    Flag
  • Levuris.smith
    "So what you always do and you will be fine. The area is nice but there need more restaurants and places to eat around here."
    0
    Flag
  • Taylorburnham53
    "The neighborhood is suprisingly quiet and peaceful, not much going around/ haven’t had any issues feeling unsafe. I don’t let my daughter play in the front yard without me, but that’s more because of speeders in our residential neighborhood. That’s my only problem though "
    0
    Flag
  • Trulia User
    "Love the neighborhood great place to live and lots of community events going on around the area for the entire family. "
    0
    Flag
  • JESSICA SIRLES
    "I love this area and if possible I want to stay here. My kids have a lot of friends here and they love it too."
    0
    Flag
  • Victor Quick
    "I don’t hear gunshots and my area seems relatively safe. It is also very clean and garbage is picked up regularly. Neighbors are very attentive and watch out for each other . "
    1
    Flag
  • Judith De La Cruz
    "I’m very happy living here. Is very quiet neighborhood and the people are very friendly. I have a farm market very close to my house "
    0
    Flag
  • Adnel Rodriguez
    "Hard, the traffic on Blanding BLVD can be difficult at times. This happens especially in the morning hours and from 5 pm on until the late of night. "
    1
    Flag
  • Adnel Rodriguez
    "Independence Day, lots of festivals here in the area, and lots of friendly places near by. I love the fact that there are major stores where we can shop at. "
    2
    Flag
  • Adnel Rodriguez
    "Nothing really! It’s a great neighborhood to live in. It’s very peaceful and safe. There are lots of cats around. "
    1
    Flag
  • Trulia User
    "Busy in the morning going work and busy getting off work. Some homeless people walking around to….."
    3
    Flag
  • Trulia User
    "Easter egg hunt, pool parties, back to school out reach. Community events and other events like that. All family fun"
    1
    Flag
  • Trulia User
    "pet deposit too high, dog parks too small, too many busy roads for a safe or fulfilling dog walk. not like avondale"
    0
    Flag
  • Trulia User
    "I currently drive on the main road towards the base. I also work on the base as well. The area is also well lit as well."
    0
    Flag
  • Blancarj50
    "Christmas is very colorful and happy, the decorate everything very beautiful. The atmosphere is very calm and harmonious. You breathe a lot of peace."
    0
    Flag
  • Kryssynut00
    "Great place to live. Everyone is friendly. Everything you need is right around the area. Close to shopping, food, and other amenities. Feels like home."
    11
    Flag
  • Corgiotter1
    "Never let yr kids be alone in any neighborhood! OP is nice, full of trees, parks, green spaces, restaurants, fast food, slow food, etc. The St Johns River is nearby and very beautiful to walk along."
    1
    Flag
  • Joshua M. H.
    "This area is full of wonderful things to do with a very environmental touch, outgoing and friendly neighborhood. "
    0
    Flag
  • Kentkareng
    "Good place to stay and schooling shopping and enjoy sun set at park and water front feel saved to stay in orange park clay county Florida a lot fun "
    6
    Flag
  • Tatanisha G.
    "We have monthly neighbors meetings. The schools are great! My children can play with no interruptions "
    6
    Flag
  • Annritchey1
    "The area has great parks and amenities for families! Families can walk and bike through the neighborhood and feel safe! "
    1
    Flag
  • Quirm
    "We have culdesac movie nights and neighborhood summer parties. Great neighbors who care very much for one another. "
    0
    Flag
  • Royal Prince
    "Trafficky it’s a lot of people living in O.P., barely any entertaining locations here we need an amusement park..."
    5
    Flag
  • Ashley R.
    "Some people drive fast through the neighborhoods but most neighborhoods are a great place to live. There are schools close by most areas and parks all around. Town activities as well. "
    0
    Flag
  • Jake
    "Good place to live and the people are friendly. Just a nice community to live in and raise your children."
    0
    Flag
  • Brittaniwhitfield
    "Easy to hop on the highway from this area. Everything is close by. Restaurants, grocery stores and the mall is within walking distance."
    0
    Flag
  • Samantha S.
    "I've lived here all my life, the only reason we're moving is cause traffic is so bad. Everything is centralized and there's a great community atmosphere."
    0
    Flag
  • Jamieannbaccas
    "I drive everywhere I go. Unless you live in a populated are where there is a bunch of stores, you have to drive. "
    5
    Flag
  • Dewaldl77
    "It has the clay county schools but it’s still in the Argyle area that is Duval county in Jacksonville Florida."
    1
    Flag
  • Collette L.
    "Everyone knows everyone and pretty friendly. Very quiet area. A lot of children and good schools. Close to everything on Blanding Blvd. everything is conveniently located. A lot of churches that host events."
    5
    Flag
  • Curtisa18
    "no public transportation, but stores are close within walking distance. Easy access to daily needs. Everything is located around here. I love it here in Orange Park"
    4
    Flag
  • Natasha W.
    "We have a neighborhood watch program and website in our community that let’s us know about different events that are going on in our neighborhood."
    1
    Flag
  • Chelsea H.
    "I would like to see a local dog park. The nearest one is either in Middleburg or by NAS and I hate to drive that distance "
    0
    Flag
  • Mike M.
    "I do not know about the dog owners in the community. I am just visiting. There have been many cats seen around though."
    0
    Flag
  • Myyani L.
    "I like this neighborhood. I actually had a package delivered to my apartment and it got their the day before I moved in and a neighbor took it to the office so it wouldn’t be stolen. Very nice people and a lot of houses are being built, schools are very close, stores are clean and stocked. "
    0
    Flag
  • Lydia S.
    "I’ve lived in this are for 6 years, it’s quiet, safe and friendly. There’s tennis courts parks, shopping and a lot of restaurants close by "
    0
    Flag
  • Trulia User
    "I have lived here in this neighborhood for 30years. Most of my neighbors that were here when we moved here have moved away are have died. They are a few of us left."
    3
    Flag
  • Galatioto8
    "I live in a dog friendly neighborhood. Everyone in our neighborhood loves their pets and everyone is out walking them."
    0
    Flag
  • Chari
    "Dog friendly community. Very typical to see people walking their pets up and down the neighborhood throughout the day/night."
    0
    Flag
  • Galatioto8
    "The houses have large backyards so they have lots of room to run. You see neighbors walking their dogs all the time."
    0
    Flag

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Homes for sale near 2099 Winterbourne Dr E #101

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Off Market Homes Near 2099 Winterbourne Dr E #101

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2099 Winterbourne Dr E #101, Orange Park, FL 32073 is a 3 bedroom, 2 bathroom, 1,832 sqft condo built in 1986. This property is not currently available for sale. 2099 Winterbourne Dr E #101 was last sold on Mar 25, 2016 for $261,800. The current Trulia Estimate for 2099 Winterbourne Dr E #101 is $405,800.