14,307

Oakleaf Homes

Section Image Section Image
  • /38

    $423,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 2,075 Sq Ft

    1847 Amberly Dr, Middleburg, FL 32068

    Assumable VA loan at 3.375%! Smarter living starts here in this beautifully maintained, energy-efficient home located in the Greyhawk community. Home is nearly new (2022) offering a complete-home speaker system, tankless water heater, solar panels, and additional smart home features throughout. Step inside to an inviting open layout with luxury vinyl plank flooring and abundant natural light. The

    Agent Photo

    Maggie Kingsley

    COLDWELL BANKER VANGUARD REALTY

    (904) 675-0071

    1847 Amberly Dr, Middleburg, FL 32068
  • /17

    $1,400 per month

    • 1 Bed
    • 1 Bath
    • 883 Sq Ft
    • Condo for Rent

    575 Oakleaf Plantation Pkwy Unit 815, Orange Park, FL 32065

    Enjoy this cozy 1 BR 1 BA upstairs condo in a convenient location to nearby shopping and restaurants as well as the First Coast Expressway. Features include stainless steel appliances, vinyl plank flooring and tile flooring in kitchen and bathroom. Enjoy access to Oaklleaf Plantation's amenities.

    Agent Photo

    David Kemlage

    LANTERN REALTY, LLC.

    (904) 830-6621

    575 Oakleaf Plantation Pkwy Unit 815, Orange Park, FL 32065
  • /34

    $392,000 Sold Jun 06, 2025

    526 Deercroft Ln, Orange Park, FL 32065

    • 4 Beds
    • 2.5 Baths
    • 2,220 Sq Ft
    • Built 2014

    Last Sold Summary

    • $177/SF
    • 35 Days On Market

    Current Estimated Value $375,172

    Last Listing Agent Laura Worrell COMPASS FLORIDA LLC

    526 Deercroft Ln, Orange Park, FL 32065
    • /139

      Est $187,055 Not Listed For Sale

      785 Oakleaf Plantation Pkwy Unit 1422, Orange Park, FL 32065

      • 4 Beds
      • 2 Baths
      • 1,690 Sq Ft
      • Built 2006
      785 Oakleaf Plantation Pkwy Unit 1422, Orange Park, FL 32065

      Last Sold Summary

      • 1% Above List Price
      • $109/SF
      • 160 Days On Market

      Last Sold Price $185,000

      Last Listing Agent BRANDON RAY BRANDON RAY REAL ESTATE GROUP LLC

  • /58

    $320,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,605 Sq Ft

    3618 Pariana Ln, Jacksonville, FL 32222

    Convenient & gated/55+ community in Oakleaf Plantation with plenty of activities to keep your days full. Complete with low HOA and NO CDD Fees. LAWN MAINTENANCE is INCLUDED -spend your time playing pickleball, swimming or being with family. This open floor plan creates an inviting entertainment space. The kitchen is a chefs dream with oversized pantry, upgraded appliances and island. The Split

    Agent Photo

    Parker Alter

    ONE SOTHEBY'S INTERNATIONAL REALTY

    (904) 690-5189

    3618 Pariana Ln, Jacksonville, FL 32222
  • /35

    $2,750 per month

    • 4 Beds
    • 3.5 Baths
    • 2,691 Sq Ft
    • House for Rent

    404 Hepburn Rd, Orange Park, FL 32065

    Pristine home with lots of upgrades, 9' ceiling on main level with wood look tile flooring throughout. Kitchen with 42'' white cabinets, stainless steel and granite countertops. First level has separate office and half bath. Second level has generous sized loft, master, and 3 additional guest rooms with laundry. Owners suite has separate tub and shower with ample amount of counter space and

    Agent Photo

    Brian Henry

    COLDWELL BANKER VANGUARD REALTY

    (904) 690-5287

    404 Hepburn Rd, Orange Park, FL 32065
  • /22

    $199,990 Sold Oct 24, 2025

    3766 Spotted Fawn Ct, Middleburg, FL 32068

    • 2 Beds
    • 2.5 Baths
    • 1,167 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $171/SF
    • 16 Days On Market

    Current Estimated Value $208,145

    3766 Spotted Fawn Ct, Middleburg, FL 32068
    • /15

      Est $400,766 Not Listed For Sale

      1128 Oakleaf Village Pkwy, Orange Park, FL 32065

      • 4 Beds
      • 2 Baths
      • 1,822 Sq Ft
      • Built 2025
      1128 Oakleaf Village Pkwy, Orange Park, FL 32065

      Last Sold Summary

      • $219/SF
      • 46 Days On Market

      Last Sold Price $399,888

      Last Listing Agent Stephanie Morales AXEN REALTY LLC

  • /42

    $607,000

    • 5 Beds
    • 3 Baths
    • 3,695 Sq Ft

    978 Rooster Hollow Way, Middleburg, FL 32068

    Welcome to this stunning home featuring a large fenced backyard with no rear neighbors, offering privacy and serene pond-to-woods views. The oversized screened and covered lanai creates the perfect outdoor living space for entertaining. Inside, you'll find a spacious open-concept floor plan. The upgraded gourmet kitchen is the heart of the home, showcasing stainless steel appliances, quartz

    Agent Photo

    DAVID CORBITT

    1 PERCENT LISTS FIRST COAST

    (904) 579-7997

    978 Rooster Hollow Way, Middleburg, FL 32068
  • /24

    $1,575 per month

    • 2 Beds
    • 4 Baths
    • 1,150 Sq Ft
    • Condo for Rent

    575 Oakleaf Plantation Pkwy Unit 516, Orange Park, FL 32065

    Beautifully updated 2 bedroom, 2 bathroom condo in Jennings Point at Oakleaf Plantation. Both bedrooms are spacious suites with large walk-in closets, offering excellent separation & privacy.Interior features fresh paint throughout & new luxury vinyl plank flooring for a clean, modern look. The kitchen includes new stainless steel appliances, and the unit has an updated hot water heater plus

    Agent Photo

    Sena Baker

    FIRST COAST REALTY OF JACKSONVILLE INC

    (904) 688-9384

    575 Oakleaf Plantation Pkwy Unit 516, Orange Park, FL 32065
  • /10

    $60,000 Sold Sep 12, 2025

    3524 Havenwood Rd, Middleburg, FL 32068

    • Land
    • 0.96 Acre
    • $62,500 per Acre

    Last Sold Summary

    • 1 Day On Market

    Current Estimated Value $121,667

    Last Listing Agent ALEN COWLES TPR REAL ESTATE GROUP INC

    3524 Havenwood Rd, Middleburg, FL 32068
    • /2

      Est $242,706 Not Listed For Sale

      3583 Athenian Way, Middleburg, FL 32068

      • 3 Beds
      • 3 Baths
      • 1,433 Sq Ft
      • Built 2024
      3583 Athenian Way, Middleburg, FL 32068

      Last Sold Summary

      • 3% Below List Price
      • $174/SF

      Last Sold Price $249,990

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY, INC

  • /31

    $225,000

    • 3 Beds
    • 2.5 Baths
    • 1,681 Sq Ft

    3750 Silver Bluff Blvd Unit 1507, Orange Park, FL 32065

    What an incredible opportunity to own a 3-bedroom, 2.5-bath townhome with an attached 1-car garage in the heart of Oakleaf! Ideally located just moments from the highly sought-after Phase 1 Amenity Center, residents enjoy access to a resort-style pool with water slide, splash park, tennis and basketball courts, sand volleyball, expansive green space, playground, and fully equipped fitness center.

    Agent Photo

    Eric Rakers

    UNITED REAL ESTATE GALLERY

    (904) 839-3444

    3750 Silver Bluff Blvd Unit 1507, Orange Park, FL 32065
  • /97

    $1,335 - $2,140 per month

    Integra Park at Oakleaf

    1 - 3 Beds

    824 Integra Park Dr, Middleburg, FL 32068

    Welcome Home to Integra Park at Oakleaf!

    824 Integra Park Dr, Middleburg, FL 32068
  • /22

    $213,000 Sold Jun 10, 2025

    3945 Buckthorne Dr Unit E, Orange Park, FL 32065

    • 3 Beds
    • 2.5 Baths
    • 1,587 Sq Ft
    • Built 2005

    Last Sold Summary

    • $134/SF
    • 125 Days On Market

    Last Listing Agent DEBRA PAPPAS PMI RIVER CITY

    3945 Buckthorne Dr Unit E, Orange Park, FL 32065
    • /38

      Est $213,051 Not Listed For Sale

      3750 Silver Bluff Blvd Unit 1506, Orange Park, FL 32065

      • 2 Beds
      • 2 Baths
      • 1,601 Sq Ft
      • Built 2005
      3750 Silver Bluff Blvd Unit 1506, Orange Park, FL 32065

      Last Sold Summary

      • 1% Below List Price
      • $134/SF
      • 110 Days On Market

      Last Sold Price $215,000

      Last Listing Agent Teressa Cornell WATSON REALTY CORP

  • /54

    $300,000

    • 3 Beds
    • 2.5 Baths
    • 1,808 Sq Ft

    3174 Chestnut Ridge Way, Orange Park, FL 32065

    Welcome to a beautifully maintained home in one of Orange Park's most desirable communities, offering the perfect balance of comfort, space, and everyday convenience. This thoughtfully designed residence features an open and inviting layout that immediately feels warm and welcoming the moment you walk through the door. The main living area provides plenty of room for relaxing or entertaining,

    Agent Photo

    Julio Arango

    UNITED REAL ESTATE GALLERY

    (904) 621-4530

    3174 Chestnut Ridge Way, Orange Park, FL 32065
  • /30

    $2,800 per month

    • 3 Beds
    • 2 Baths
    • 1,971 Sq Ft
    • House for Rent

    516 Meldrum Ln, Orange Park, FL 32065

    Beautiful 3-bedroom, 2-bath home with nearly 2,000 sq ft of living space in desirable Oakleaf Plantation. Features include an open floor plan, modern kitchen, spacious primary suite, and a large backyard. Located near top-rated schools and community amenities like pools, fitness centers, and parks. Accepts Section 8 Vouchers Don't miss this one--schedule your showing today

    Trevaris Tutt OCCUPY REAL ESTATE GROUP, LLC.

    516 Meldrum Ln, Orange Park, FL 32065
  • /105

    $875,000 Sold Sep 29, 2025

    1189 Autumn Pines Dr, Orange Park, FL 32065

    • 5 Beds
    • 3.5 Baths
    • 3,821 Sq Ft
    • Built 2013

    Last Sold Summary

    • $229/SF
    • 28 Days On Market

    Current Estimated Value $865,141

    Last Listing Agent Beatrice Bredeson MOMENTUM REALTY

    1189 Autumn Pines Dr, Orange Park, FL 32065
    • /36

      Est $286,328 Not Listed For Sale

      551 Glendale Ln, Orange Park, FL 32065

      • 3 Beds
      • 2 Baths
      • 1,540 Sq Ft
      • Built 2013
      551 Glendale Ln, Orange Park, FL 32065

      Last Sold Summary

      • 5% Below List Price
      • $195/SF
      • 13 Days On Market

      Last Sold Price $300,000

      Last Listing Agent Lazaro Marganon MARGANON REAL ESTATE FIRM

  • /61

    $625,000 Under Contract

    • 3 Beds
    • 3 Baths
    • 2,555 Sq Ft

    850 Laurel Valley Dr, Orange Park, FL 32065

    Move your stuff in and turn on the lights - that's all you need to do! Current owner has had the home professionally cleaned, painted, and staged for a seamless selling process. This home is immaculate! It boasts a large chef kitchen, master suite oasis with a world class ensuite and walk in closet the size of most bedrooms. Two additional bedrooms and full bathrooms complete this master class on

    Agent Photo

    Nathanael Riggs

    SOMEDAY HOMES REALTY, LLC.

    (904) 227-4548

    850 Laurel Valley Dr, Orange Park, FL 32065
  • /34

    $1,936 - $2,282 per month

    Discovery Trails Townhomes

    2 - 3 Beds

    931 Voyager Trail, Middleburg, FL 32068

    Discovery Trails Townhomes is the home you've been looking for in Middleburg, FL. With comfortable two- and three-bedroom homes complete with in-unit washers and dryers, stainless steel appliances, and fenced yards, you're guaranteed to find a place to live with a lifestyle to love. What's more, as a member of the community you'll also have access to a playground and attached garages. Find a home

    931 Voyager Trail, Middleburg, FL 32068
  • /68

    $345,000 Sold Aug 06, 2025

    3925 Leatherwood Dr, Orange Park, FL 32065

    • 4 Beds
    • 3 Baths
    • 2,720 Sq Ft
    • Built 2006

    Last Sold Summary

    • $127/SF
    • 120 Days On Market

    Current Estimated Value $365,378

    Last Listing Agent CATHERINE POURCIAU REMI REALTY, LLC

    3925 Leatherwood Dr, Orange Park, FL 32065
    • /51

      Est $380,958 Not Listed For Sale

      3779 Eagle Rock Rd, Middleburg, FL 32068

      • 4 Beds
      • 2 Baths
      • 2,002 Sq Ft
      • Built 2021
      3779 Eagle Rock Rd, Middleburg, FL 32068

      Last Sold Summary

      • 2% Above List Price
      • $186/SF
      • 49 Days On Market

      Last Sold Price $372,000

      Last Listing Agent Lindsey Denmark WATSON REALTY CORP

  • /35

    $375,000

    • 4 Beds
    • 3 Baths
    • 2,320 Sq Ft

    3353 Horseshoe Trail Dr, Orange Park, FL 32065

    Back on Market - Buyer Financing Fell Through! Step into value and peace of mind from day one--all the expensive updates are done! Move-in ready with a new roof (2026), two new HVAC systems (4-ton & 2-ton, 2026), and new hot water heater. Additional upgrades include new toilets and fresh interior & exterior paint. Unique opportunity with an assumable VA loan approx. $254K at 2.75% through Roam

    Agent Photo

    TAMMY BERG

    MARK SPAIN REAL ESTATE

    (904) 658-6511

    3353 Horseshoe Trail Dr, Orange Park, FL 32065
  • /26

    $1,695 per month

    • 3 Beds
    • 2 Baths
    • 1,577 Sq Ft
    • House for Rent

    3256 Fox Squirrel Dr, Orange Park, FL 32073

    Welcome to 3256 Fox Squirrel Dr, a stunning single-family home in the heart of Orange Park, FL! This spacious 3-bedroom, 2-bathroom home offers a perfect blend of comfort and style. Featuring an open-concept layout, the home boasts a spacious living room, a modern kitchen with stainless steel appliances, ample cabinetry, and a breakfast bar. The primary suite is a peaceful retreat with a walk-in

    Jeff Burgess CENTURY 21 LIGHTHOUSE REALTY

    3256 Fox Squirrel Dr, Orange Park, FL 32073
  • /19

    $173,000 Sold Aug 08, 2025

    785 Oakleaf Plantation Pkwy Unit 1433, Orange Park, FL 32065

    • 3 Beds
    • 2 Baths
    • 1,586 Sq Ft
    • Built 2006

    Last Sold Summary

    • $109/SF
    • 221 Days On Market

    Current Estimated Value $172,156

    Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

    785 Oakleaf Plantation Pkwy Unit 1433, Orange Park, FL 32065
    • /10

      Est $206,185 Not Listed For Sale

      3750 Silver Bluff Blvd Unit 108, Orange Park, FL 32065

      • 3 Beds
      • 2.5 Baths
      • 1,760 Sq Ft
      • Built 2004
      3750 Silver Bluff Blvd Unit 108, Orange Park, FL 32065

      Last Sold Summary

      • 5% Above List Price
      • $112/SF
      • 58 Days On Market

      Last Sold Price $197,000

      Last Listing Agent Pat LeRoy WATSON REALTY CORP

  • /61

    $549,000

    • 5 Beds
    • 3.5 Baths
    • 3,407 Sq Ft

    1033 Southern Hills Dr, Orange Park, FL 32065

    Elegant Two-Story Home in Eagle Landing at Oakleaf Plantation. Welcome to this stunning 5 bedroom, 3.5 bath home nestles in the highly sought-after Eagle Landing community of Clay County. Boasting 3407 square feet of beautifully designed living space, this residence offers the perfect blend of luxury, comfort and functionality. Step inside to discover an inviting open floor plan highlighted by

    Agent Photo

    Mark Feagle

    WATSON REALTY CORP

    (904) 977-6052

    1033 Southern Hills Dr, Orange Park, FL 32065
  • /35

    $1,458 - $2,448 per month

    The Villages at Oakleaf

    2 - 4 Beds

    573 Oakleaf Plantation Pkwy, Orange Park, FL 32065

    Live it. Love it. at The Villages at Oakleaf!Located in the desirable Oakleaf neighborhood, our spacious two, three and four bedroom apartments offer features for easy living, like a Washer and Dryer, screened-in porch, oversized closet, and wood plank vinyl flooring. Residents of The Villages enjoy access to the Oakleaf Community Center, with swimming pools, waterpark, fitness center,

    573 Oakleaf Plantation Pkwy, Orange Park, FL 32065
  • /56

    $445,000 Sold Apr 30, 2025

    371 Brier Rose Ln, Orange Park, FL 32065

    • 5 Beds
    • 3.5 Baths
    • 2,881 Sq Ft
    • Built 2005

    Last Sold Summary

    • $154/SF
    • 3 Days On Market

    Current Estimated Value $431,940

    Last Listing Agent JONATHAN PHILIPS MASH REALTY SERVICES, LLC

    371 Brier Rose Ln, Orange Park, FL 32065
    • /52

      Est $391,294 Not Listed For Sale

      10169 Bengal Fox Dr, Jacksonville, FL 32222

      • 3 Beds
      • 2.5 Baths
      • 2,512 Sq Ft
      • Built 2018
      10169 Bengal Fox Dr, Jacksonville, FL 32222

      Last Sold Summary

      • 2% Above List Price
      • $153/SF
      • 42 Days On Market

      Last Sold Price $385,000

      Last Listing Agent Lucillee (Lee) Villanueva DALTON WADE INC

  • /34

    $379,900

    • 4 Beds
    • 2.5 Baths
    • 2,466 Sq Ft

    816 Quiet Stone Ln, Orange Park, FL 32065

    Spacious and well-designed home featuring a formal dining room that flows seamlessly into the living area. The open kitchen boasts quartz countertops, a walk-in pantry, abundant cabinet space, and GE stainless steel appliances that all convey. Enjoy a large breakfast area with sliding doors leading to a screened lanai--perfect for indoor-outdoor living. Downstairs offers tile and LVP flooring,

    Agent Photo

    Joanne Samuelson

    RE/MAX SPECIALISTS

    (904) 543-3191

    816 Quiet Stone Ln, Orange Park, FL 32065
  • /23

    $1,800 per month

    • 2 Beds
    • 2.5 Baths
    • 1,160 Sq Ft
    • House for Rent

    915 Rivertree Place, Middleburg, FL 32068

    Beautiful Open Concept townhome in growing Middleburg offers a modern, energy-efficient layout with 2 bedrooms and 2.5 bathrooms. The home includes a 1-car garage and smart-home features for convenient living. The kitchen is equipped with a refrigerator, stove/oven, microwave, and dishwasher. Located in a community with a park and playground, this townhome combines practical amenities with

    MICHAEL MULLAHEY FLORIDA HOMES REALTY & MORTGAGE PROPERTY MANAGEMENT

    915 Rivertree Place, Middleburg, FL 32068
  • /2

    $500,000 Sold Dec 12, 2025

    1318 Akron Oaks Dr, Orange Park, FL 32065

    • 4 Beds
    • 3 Baths
    • 2,670 Sq Ft
    • Built 2006

    Last Sold Summary

    • $187/SF
    • 79 Days On Market

    Current Estimated Value $493,078

    Last Listing Agent ERICA JENKINS THRESHOLD REALTY AND MORTGAGE GROUP

    1318 Akron Oaks Dr, Orange Park, FL 32065
    • /39

      Est $252,635 Not Listed For Sale

      3751 Spotted Fawn Ct, Middleburg, FL 32068

      • 3 Beds
      • 2.5 Baths
      • 1,340 Sq Ft
      • Built 2024
      3751 Spotted Fawn Ct, Middleburg, FL 32068

      Last Sold Summary

      • 2% Below List Price
      • $193/SF
      • 202 Days On Market

      Last Sold Price $258,990

      Last Listing Agent Charlie Rogers D R HORTON REALTY INC

  • /38

    $499,999

    • 4 Beds
    • 2 Baths
    • 2,640 Sq Ft

    7896 Dawsons Creek Dr, Jacksonville, FL 32222

    Discover this beautifully maintained 4-bedroom, 2-bath brick home in Dawson's Creek, set on a tranquil waterfront lot. Enjoy formal living and dining rooms, plus a spacious kitchen with ample cabinets, stainless steel appliances, a prep island, and generous counter space. The breakfast nook and large family room make gatherings easy and comfortable. Two sets of French doors open to a screened

    Agent Photo

    Kim Martin

    WATSON REALTY CORP

    (904) 937-1616

    7896 Dawsons Creek Dr, Jacksonville, FL 32222
  • /19

    $1,790 per month

    • 3 Beds
    • 2.5 Baths
    • 1,707 Sq Ft
    • House for Rent

    387 Cherry Ridge Dr, Orange Park, FL 32065

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCareĀ® professional maintenance. Your estimated total monthly payment is $2009.90. That covers your base rent, $1790.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    387 Cherry Ridge Dr, Orange Park, FL 32065
  • /16

    $212,999 Sold Dec 02, 2025

    563 Ryker Way, Orange Park, FL 32065

    • 3 Beds
    • 2.5 Baths
    • 1,567 Sq Ft
    • Built 2016

    Last Sold Summary

    • $136/SF
    • 14 Days On Market

    Current Estimated Value $215,283

    Last Listing Agent Barron McWright MCWRIGHT PROPERTY MANAGEMENT

    563 Ryker Way, Orange Park, FL 32065
    • /2

      Est $403,100 Not Listed For Sale

      3505 Americana Dr, Green Cove Springs, FL 32043

      • 4 Beds
      • 3 Baths
      • 2,194 Sq Ft
      • Built 2024
      3505 Americana Dr, Green Cove Springs, FL 32043

      Last Sold Summary

      • 3% Below List Price
      • $178/SF

      Last Sold Price $390,000

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY, INC

Showing Results 1 - 40, Page 1 of 18

Home Trends in Oakleaf, FL

Housing Trends

Median Sale Price
$363,000
Median Single Family Sale Price
$390,000
Median Townhouse Sale Price
$239,990
Median 2 Bedroom Sale Price
$165,000
Median 1 Bedroom Sale Price
$140,000
Average Price Per Sq Ft
$172
Number of Homes for Sale
191
Last 12 months Home Sales
631
Months of Supply
3.60
Median List Price
$365,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-1%
How to Buy a Home How to Finance a Home How to Sell a Home