14,255

Oakleaf Homes

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  • /38

    $426,000 Open House 3/28

    • 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
  • /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
  • /70

    $238,000 Sold Jan 29, 2026

    3875 Buckthorne Dr Unit C, Orange Park, FL 32065

    • 3 Beds
    • 2.5 Baths
    • 1,587 Sq Ft
    • Built 2006

    Last Sold Summary

    • $150/SF
    • 159 Days On Market

    Last Listing Agent Maggie Kingsley COLDWELL BANKER VANGUARD REALTY

    3875 Buckthorne Dr Unit C, Orange Park, FL 32065
    • /6

      Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,188 Sq Ft

      3279 Golden Eye Dr, Orange Park, FL 32065

      3279 Golden Eye Dr, Orange Park, FL 32065
  • /58

    $320,000

    • 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

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    Parker Alter

    ONE SOTHEBY'S INTERNATIONAL REALTY

    (904) 690-5189

    3618 Pariana Ln, Jacksonville, FL 32222
  • /14

    $1,750 per month

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft
    • House for Rent

    4078 Pebble Brooke Cir S, Orange Park, FL 32065

    This delightful 3-bedroom, 2-bathroom residence welcomes you to a world of comfortable living. As you enter, the vibrant layout greets you with a warmth that's hard to resist. The living area is a cozy space where relaxation and quality time intertwine seamlessly. Adjacent to it, the dining area sets the stage for enjoyable meals and memorable conversations. A kitchen worth boasting about awaits,

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    Russell Coffey

    WEICHERT REALTORS THE COFFEY GROUP

    (904) 513-2569

    4078 Pebble Brooke Cir S, Orange Park, FL 32065
  • /37

    $330,000 Sold Feb 03, 2026

    3060 Litchfield Dr, Orange Park, FL 32065

    • 4 Beds
    • 2 Baths
    • 1,974 Sq Ft
    • Built 2004

    Last Sold Summary

    • $167/SF
    • 32 Days On Market

    Last Listing Agent Julio Arango UNITED REAL ESTATE GALLERY

    3060 Litchfield Dr, Orange Park, FL 32065
    • /29

      Est $423,712 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,268 Sq Ft

      3892 Heatherbrook Place, Middleburg, FL 32068

      3892 Heatherbrook Place, Middleburg, FL 32068
  • /40

    $459,900 Pending

    • 4 Beds
    • 4 Baths
    • 2,684 Sq Ft

    1949 Woodworth Dr, Orange Park, FL 32065

    Freshly updated all-brick two-story home in the desirable Oaks at Oakleaf! This move-in-ready home features fresh interior paint throughout, new flooring, and refinished bathroom countertops and tubs. The open main level offers a dramatic two-story living room, 9-foot ceilings, formal dining room, and dedicated office. The eat-in kitchen includes white cabinetry, stainless steel appliances,

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    Mark Feagle

    WATSON REALTY CORP

    (904) 872-6555

    1949 Woodworth Dr, Orange Park, FL 32065
  • /35

    $2,900 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

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    Brian Henry

    COLDWELL BANKER VANGUARD REALTY

    (904) 690-5287

    404 Hepburn Rd, 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 $380,926

    Last Listing Agent Laura Worrell COMPASS FLORIDA LLC

    526 Deercroft Ln, Orange Park, FL 32065
    • /42

      Est $317,591 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,914 Sq Ft

      8035 Arctic Fox Rd, Jacksonville, FL 32222

      8035 Arctic Fox Rd, Jacksonville, FL 32222
  • /77

    $413,900 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,931 Sq Ft

    1520 Autumn Pines Dr, Orange Park, FL 32065

    Great Priced Home in Amazing Eagle Landing, where every day feels like a vacation! This award-winning Dreamfinders home boasts an open-concept design & amazing upgrades throughout! Step inside to soaring 9-foot ceilings (coffered in family room), a gourmet kitchen complete with stainless steel appliances, imported granite countertops, double oven tower with cooktop, & 42'' upgraded cabinets.

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    Matt Berrang

    INI REALTY

    (904) 780-6876

    1520 Autumn Pines Dr, Orange Park, FL 32065
  • /97

    $1,392 - $2,395 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
  • /18

    $428,415 Sold Feb 26, 2025

    1138 Oakleaf Village Pkwy, Orange Park, FL 32065

    • 4 Beds
    • 3 Baths
    • 2,077 Sq Ft
    • Built 2025

    Last Sold Summary

    • $206/SF
    • 13 Days On Market

    Last Listing Agent Stephanie Morales THE REALTY EXPERIENCE POWERED

    1138 Oakleaf Village Pkwy, Orange Park, FL 32065
    • /49

      Est $481,611 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,493 Sq Ft

      907 Laurel Valley Dr, Orange Park, FL 32065

      907 Laurel Valley Dr, Orange Park, FL 32065
  • /37

    $380,000

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

    3353 Horseshoe Trail Dr, Orange Park, FL 32065

    This home offers significant value with major upgrades currently in progress, including a new roof, new hot water heater, two new HVAC systems (4-ton & 2-ton), fresh interior and exterior paint, all new toilets, and additional updates to be completed in the coming weeks. An assumable VA loan of approximately $254,000 at 2.75% with Roam (buyer qualification required) remains available. The home

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    TAMMY BERG

    MARK SPAIN REAL ESTATE

    (904) 658-6511

    3353 Horseshoe Trail Dr, Orange Park, FL 32065
  • /2

    $3,800 per month

    • 4 Beds
    • 4.5 Baths
    • 3,372 Sq Ft
    • House for Rent

    1006 Oakland Hills Ave, Middleburg, FL 32068

    A quality of life, second to none is found at the world class Eagles Landing in Middleburg! Situated in a superb neighborhood, with A-rated schools, this majestic home has wow-factor throughout. You'll be greeted with 10' ceilngs and seamless cool tile throughout. Ground floor Master Suite with garden tub, shower stall, dual vanities, California closet. A second bedroom on ground floor has an en

    Marcus Phillips REAL PROPERTY MANAGEMENT SUNSTATE

    1006 Oakland Hills Ave, Middleburg, FL 32068
  • /21

    $225,000 Sold Mar 14, 2025

    3795 Aubrey Ln, Orange Park, FL 32065

    • 3 Beds
    • 2.5 Baths
    • 1,581 Sq Ft
    • Built 2013

    Last Sold Summary

    • $142/SF
    • 234 Days On Market

    Current Estimated Value $227,190

    Last Listing Agent GREGORY BLACKALL OPENDOOR BROKERAGE, LLC.

    3795 Aubrey Ln, Orange Park, FL 32065
    • /45

      Est $347,256 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,948 Sq Ft

      3776 Timberline Dr, Orange Park, FL 32065

      3776 Timberline Dr, Orange Park, FL 32065
  • /72

    $199,900

    • 2 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    773 Crystal Way, Orange Park, FL 32065

    This charming 2-bedroom, 2.5-bathroom townhouse in Orange Park's prestigious gated Oakleaf Plantation spans 1,416 square feet with thoughtful architectural design and spacious room layouts throughout. Located on Crystal Way, residents enjoy maintenance-free living with comprehensive community amenities including resort-style clubhouse, sparkling pool, and state-of-the-art fitness facilities. The

    Agent Photo

    Russell Coffey

    WEICHERT REALTORS THE COFFEY GROUP

    (904) 906-8757

    773 Crystal Way, Orange Park, FL 32065
  • /35

    $1,535 - $2,234 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
  • /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 $207,987

    3766 Spotted Fawn Ct, Middleburg, FL 32068
    • /57

      Est $361,567 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,060 Sq Ft

      787 Palmetto Place Ct, Orange Park, FL 32065

      787 Palmetto Place Ct, Orange Park, FL 32065
  • /67

    $625,000

    • 4 Beds
    • 3 Baths
    • 3,116 Sq Ft

    1939 Eagles Point Dr, Orange Park, FL 32065

    New Roof!! Welcome to 1939 Eagles Point, Orange Park, FL - a beautifully maintained 4-bedroom, 3-bath home situated on a spacious .68-acre lot that backs up to a peaceful wooded preserve, offering privacy and a serene natural setting. New Roof as of Feb 1st, 2026 with warranty to new owner. This move-in-ready home showcases numerous upgrades throughout, combining comfort, quality, and modern

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    GARY ANDREWS

    WATSON REALTY CORP

    (904) 901-6415

    1939 Eagles Point Dr, Orange Park, FL 32065
  • /12

    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 1,521 Sq Ft
    • Condo for Rent

    785 Oakleaf Plantation Pkwy Unit 1011, Orange Park, FL 32065

    Please call or text listing agent if you are interested. This ad will be remove once first month rent is received to hold this home. Please note the security deposit is $2000.00. Free Pre_application with final application fee of $50 per adult. Home on the 1st Floor. New Kitchen, Granite countertops, New Appliances, New Porcelain Floors, CrownMolding, Fantastic Elementary, Middle and High Schools

    Richard Barnett III BWEALTHY REALTY LLC

    785 Oakleaf Plantation Pkwy Unit 1011, 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 $106,780

    Last Listing Agent ALEN COWLES TPR REAL ESTATE GROUP INC

    3524 Havenwood Rd, Middleburg, FL 32068
    • /36

      Est $306,834 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,771 Sq Ft

      3104 Fox Squirrel Dr, Orange Park, FL 32073

      3104 Fox Squirrel Dr, Orange Park, FL 32073
  • /34

    $269,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft

    3233 Fox Squirrel Dr, Orange Park, FL 32073

    WELCOME HOME to this updated and completely MOVE-IN READY 3 bed and 2 bath home in the charming and quiet neighborhood, Spencer's Crossing! This community is located just minutes to A Rated Schools, fine dining and shopping galore!! FULL INTERIOR AND EXTERIOR PAINTED IN DEC. 2025! BRAND NEW CARPET JUST INSTALLED IN ALL BEDROOMS!! NEW INTERIOR LIGHT FIXTURES AND NEW BLINDS! This home also features

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    Rachael Ridaught

    RE/MAX UNLIMITED

    (904) 849-9959

    3233 Fox Squirrel Dr, Orange Park, FL 32073
  • /20

    $1,936 - $2,284 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
  • /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
    • /25

      Est $322,834 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,955 Sq Ft

      528 Thornberry Rd, Orange Park, FL 32073

      528 Thornberry Rd, Orange Park, FL 32073
  • /19

    $220,000

    • 2 Beds
    • 2 Baths
    • 1,443 Sq Ft

    625 Oakleaf Plantation Pkwy Unit 312, Orange Park, FL 32065

    Welcome home to this beautifully updated first floor condo located in the desirable Coventry Condos at Oakleaf Plantation in Clay County. This well-maintained unit features granite countertops, a large pantry with custom built in shelving, and a thoughtful layout designed for comfort and convenience. LPV flooring throughout the entire condo. Enjoy the ease of first floor living, complete with a

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    Leslie Andree

    IRON VALLEY REAL ESTATE NORTH FLORIDA

    (904) 830-6250

    625 Oakleaf Plantation Pkwy Unit 312, Orange Park, FL 32065
  • /27

    $2,300 per month

    • 4 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • House for Rent

    3415 Auvenshine Way, Orange Park, FL 32065

    STUNNING home smartly designed balance between private living and open entertaining spaces with 8' interior doors and 9' ceilings. You'll love an inviting screened patio with the gorgeous view of the water fountain and pond located just off the great room, featuring sophisticated sliding doors that offer a seamless flow between outdoor and indoor living. Luxury quartz countertops (kitchen and

    Bobbi Brennan PURSUIT REAL ESTATE, LLC

    3415 Auvenshine Way, 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 $869,904

    Last Listing Agent Beatrice Bredeson MOMENTUM REALTY

    1189 Autumn Pines Dr, Orange Park, FL 32065
    • /78

      Est $562,425 Not Listed For Sale

      • 6 Beds
      • 3 Baths
      • 3,097 Sq Ft

      1405 Canopy Oaks Dr, Orange Park, FL 32065

      1405 Canopy Oaks Dr, Orange Park, FL 32065
  • /12

    $305,000

    • 3 Beds
    • 2 Baths
    • 1,537 Sq Ft

    10988 Stapleton Dr, Jacksonville, FL 32222

    SHORT SALE. The Short sale has not been negotiated/approved by lender. Seller acceptance does not guarantee lender approval. Final sales price, and terms subject to lender approval. Please allow additional time for lender responseLike New 3-Bedroom, 2-Bath Home in Copper Ridge Built 2023!This barely lived-in home offers the feel of new construction without the wait! Featuring an open

    Agent Photo

    JASON THOMAS

    RE/MAX SPECIALISTS

    (904) 601-1219

    10988 Stapleton Dr, Jacksonville, FL 32222
  • /2

    $1,885 per month

    • 4 Beds
    • 2 Baths
    • 1,641 Sq Ft
    • House for Rent

    3679 Double Branch Ln, Orange Park, FL 32073

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve

    3679 Double Branch Ln, Orange Park, FL 32073
  • /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 $357,096

    Last Listing Agent CATHERINE POURCIAU REMI REALTY, LLC

    3925 Leatherwood Dr, Orange Park, FL 32065
    • /37

      Est $434,362 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 2,891 Sq Ft

      786 Palmetto Place Ct, Orange Park, FL 32065

      786 Palmetto Place Ct, Orange Park, FL 32065

Showing Results 1 - 40, Page 1 of 18

Home Trends in Oakleaf, FL

Housing Trends

Median Sale Price
$360,000
Median Single Family Sale Price
$389,990
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
$173
Number of Homes for Sale
188
Last 12 months Home Sales
638
Months of Supply
3.50
Median List Price
$362,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-3%
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