14,407

Oakleaf Homes

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  • /36

    $575,000

    Open Sat 10AM - 2PM
    • 4 Beds
    • 3 Baths
    • 2,802 Sq Ft

    1015 Green Pine Cir, Orange Park, FL 32065

    If you've been searching for a golf course community with resort-style amenities and a private preserve setting, this home deserves a spot at the top of your list! Located in the highly desirable Eagle Landing community, this property combines comfortable indoor living with peaceful outdoor surroundings. Enjoy relaxing mornings and quiet evenings overlooking the preserve from the spacious, heated

    Agent Photo

    GARY HARLOW

    HARLOW REALTY SERVICES

    1015 Green Pine Cir, Orange Park, FL 32065
  • /17

    $1,900 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,433 Sq Ft
    • Townhouse for Rent

    3764 Athenian Way, Middleburg, FL 32068

    Be the first to live in Cayman a brand-new 2026-built townhome with 3 BR/ 2.5 BA ,1,433 sq ft of thoughtfully planned living space with an open concept design perfect for today's lifestyle. Step inside to a bright and inviting main living area featuring a gourmet kitchen with sleek stainless-steel appliances, elegant quartz countertops, a large center island with breakfast bar seating, and plenty

    Agent Photo

    Falguni Felicia Patel

    LA ROSA REALTY NORTH FLORIDA, LLC.

    3764 Athenian Way, Middleburg, FL 32068
  • /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 $213,549

    3766 Spotted Fawn Ct, Middleburg, FL 32068
    • /26

      Est $263,531

      Not Listed For Sale

      3687 Athenian Way, Middleburg, FL 32068

      • 3 Beds
      • 2.5 Baths
      • 1,588 Sq Ft
      • Built 2025
      3687 Athenian Way, Middleburg, FL 32068

      Last Sold Summary

      • 0 Days On Market

  • /49

    $339,500

    $11K PRICE DROP Pending
    • 4 Beds
    • 2 Baths
    • 1,883 Sq Ft

    1019 Moosehead Dr, Orange Park, FL 32065

    Don't miss this one! Just upgraded and completely move-in ready in the heart of Oakleaf Plantation. Located on a quiet cul-de-sac with a rare private pass-through directly to the adjacent school, this beautifully updated 4 bedroom home offers the perfect combination of convenience, lifestyle, and peace of mind for families. Recent improvements include a brand new roof, new flooring throughout,

    Agent Photo

    Mario Gonzalez

    NAVY TO NAVY HOMES LLC

    1019 Moosehead Dr, Orange Park, FL 32065
  • /97

    Starting at $1,502 Per Month

    • 1 - 3 Beds

    824 Integra Park Dr, Middleburg, FL 32068

    Welcome Home to Integra Park at Oakleaf!

    Integra Park at Oakleaf

    824 Integra Park Dr, Middleburg, FL 32068
  • /10

    $60,000

    Sold Sep 12, 2025

    3524 Havenwood Rd, Middleburg, FL 32068

    • Land
    • 41,817 Sq Ft
    • $62,500 per Acre

    Last Sold Summary

    • 1 Day On Market

    Current Estimated Value $153,000

    Last Listing Agent ALEN COWLES TPR REAL ESTATE GROUP INC

    3524 Havenwood Rd, Middleburg, FL 32068
    • /2

      Not Listed For Sale

      3637 Athenian Way, Middleburg, FL 32068

      • 3 Beds
      • 3 Baths
      • 1,433 Sq Ft
      • Built 2025
      3637 Athenian Way, Middleburg, FL 32068

  • /39

    $400,000

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,268 Sq Ft

    3841 Heatherbrook Place, Middleburg, FL 32068

    Welcome to luxury living in the highly sought after Grey Hawk community in Jacksonville. This beautifully maintained 4 bedroom, 2 bathroom home with a 3 car garage offers the perfect combination of space, comfort, and modern upgrades. Step inside to a bright and inviting open concept floor plan filled with natural light, ideal for both everyday living and entertaining. The chef inspired kitchen

    Agent Photo

    Mario Gonzalez

    NAVY TO NAVY HOMES LLC

    3841 Heatherbrook Place, Middleburg, FL 32068
  • /34

    Starting at $2,033

    Total Monthly Price

    • 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

    Discovery Trails Townhomes

    931 Voyager Trail, Middleburg, FL 32068
  • /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 $873,871

    Last Listing Agent Beatrice Bredeson MOMENTUM REALTY

    1189 Autumn Pines Dr, Orange Park, FL 32065
    • /17

      Est $378,375

      Not Listed For Sale

      11232 Buckner Ln, Jacksonville, FL 32222

      • 4 Beds
      • 2 Baths
      • 2,003 Sq Ft
      • Built 2024
      11232 Buckner Ln, Jacksonville, FL 32222

      Last Sold Summary

      • 189 Days On Market

  • /54

    $295,000

    $5K PRICE DROP Under Contract
    • 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

    3174 Chestnut Ridge Way, Orange Park, FL 32065
  • /35

    Starting at $1,647

    Total Monthly Price

    • 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,

    The Villages at Oakleaf

    573 Oakleaf Plantation Pkwy, Orange Park, FL 32065
  • /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 $369,485

    Last Listing Agent CATHERINE POURCIAU REMI REALTY, LLC

    3925 Leatherwood Dr, Orange Park, FL 32065
    • /80

      Est $633,608

      Not Listed For Sale

      1966 Bridgewood Dr, Orange Park, FL 32065

      • 5 Beds
      • 4 Baths
      • 2,720 Sq Ft
      • Built 2009
      1966 Bridgewood Dr, Orange Park, FL 32065

      Last Sold Summary

  • /41

    $324,900

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,385 Sq Ft

    306 Fawnridge Ln, Orange Park, FL 32073

    Welcome home to this beautifully updated 3-bedroom, 2-bath home in the desirable Deerfield Pointe community. This move-in ready home has been fully remodeled with stylish modern finishes throughout. The updated kitchen features quartz countertops, white shaker cabinets, stainless steel appliances, and a formal dining area perfect for entertaining. Inside, you'll find new luxury vinyl plank

    Agent Photo

    Greg Mosley

    RE/MAX SPECIALISTS

    306 Fawnridge Ln, Orange Park, FL 32073
  • /13

    $2,035 Per Month

    • 4 Beds
    • 2 Baths
    • 1,628 Sq Ft
    • House for Rent

    492 Heron Nest Point, 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

    492 Heron Nest Point, 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 $176,576

    Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

    785 Oakleaf Plantation Pkwy Unit 1433, Orange Park, FL 32065
    • /2

      Est $350,715

      Not Listed For Sale

      3476 Waterford Oaks Dr, Orange Park, FL 32065

      • 4 Beds
      • 2 Baths
      • 1,989 Sq Ft
      • Built 2005
      3476 Waterford Oaks Dr, Orange Park, FL 32065

      Last Sold Summary

      • 28 Days On Market

  • /82

    $640,000

    Open Sat 11AM - 1PM $20K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,788 Sq Ft

    1842 Wild Dunes Cir, Orange Park, FL 32065

    Multigenerational home in Eagle Landing. Energy-efficient built by Drees Homes. This home sits on a 0.25 acre lot overlooking a peaceful pond, features a 2025 roof, upgraded water softener, and freshly painted interior. The thoughtfully designed 4-way split floor plan offers privacy and flexibility with a main-floor primary suite featuring a tray ceiling, Next Gen suite with full bath, secondary

    Agent Photo

    Sallie Ross

    WATSON REALTY CORP

    1842 Wild Dunes Cir, Orange Park, FL 32065
  • /15

    $2,665 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,645 Sq Ft
    • House for Rent

    2081 Amberly Dr, Middleburg, FL 32068

    Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple!This 4-bedroom, 2.5-bathroom rental home in Middleburg, FL, could be just what you’re looking for. See the

    2081 Amberly Dr, Middleburg, FL 32068
  • /30

    $395,000

    Sold Apr 17, 2026

    3514 Cedar Preserve Ln, Middleburg, FL 32068

    • 4 Beds
    • 3 Baths
    • 2,171 Sq Ft
    • Built 2026

    Last Sold Summary

    • 7% Below List Price
    • $182/SF
    • 16 Days On Market

    Current Estimated Value $400,135

    Last Listing Agent Sabrina Lozada PULTE REALTY OF NORTH FLORIDA, LLC.

    3514 Cedar Preserve Ln, Middleburg, FL 32068
    • /34

      Est $316,263

      Not Listed For Sale

      2958 Piedmont Manor Dr, Orange Park, FL 32065

      • 4 Beds
      • 2 Baths
      • 1,673 Sq Ft
      • Built 2004
      2958 Piedmont Manor Dr, Orange Park, FL 32065

      Last Sold Summary

      • 24 Days On Market

  • /45

    $449,990

    Open Sun 1PM - 3PM $15K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,648 Sq Ft

    3528 Cunningham Rd, Orange Park, FL 32065

    Welcome to 3528 Cunningham Road -- a modern two-story home featuring 4 bedrooms and 2.5 bathrooms with an open, light-filled floor plan ideal for everyday living and entertaining. The main level offers a bright great room flowing to a dining area and a contemporary kitchen with quartz countertops, stainless steel appliances, and a gas range. A downstairs flex room is ideal for a home office,

    Agent Photo

    Casey Clearman

    BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY

    3528 Cunningham Rd, Orange Park, FL 32065
  • /14

    $2,195 Per Month

    • 3 Beds
    • 2 Baths
    • 1,552 Sq Ft
    • House for Rent

    3379 Deerfield Pointe Dr, Orange Park, FL 32073

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.Interested in this home? You clearly have exceptional taste. This charming 3-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and

    3379 Deerfield Pointe Dr, Orange Park, FL 32073
  • /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 $507,085

    Last Listing Agent ERICA JENKINS THRESHOLD REALTY AND MORTGAGE GROUP

    1318 Akron Oaks Dr, Orange Park, FL 32065
    • /58

      Est $317,529

      Not Listed For Sale

      761 Bellshire Dr, Orange Park, FL 32065

      • 4 Beds
      • 2 Baths
      • 1,881 Sq Ft
      • Built 2003
      761 Bellshire Dr, Orange Park, FL 32065

      Last Sold Summary

      • 7 Days On Market

  • /36

    $350,000

    Pending
    • 4 Beds
    • 2 Baths
    • 2,114 Sq Ft

    1444 Bitterberry Dr, Orange Park, FL 32065

    Well-maintained and thoughtfully updated, this 2,114 sq. ft. home at 1444 Bitterberry Drive offers comfort, functionality, and long-term value in the heart of Orange Park. Major upgrades include a new roof (2023), new windows (2022), HVAC system (2019), and water heater (2018), giving buyers added confidence in the home's condition and upkeep. The spacious layout features multiple living areas

    Agent Photo

    Aaron Pena

    COMPASS FLORIDA LLC

    1444 Bitterberry Dr, Orange Park, FL 32065
  • /20

    $2,195

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • 2,022 Sq Ft
    • House for Rent

    645 Welcome Home Dr, Middleburg, FL 32068

    Now offering 22-month leases. Sign today and lock in today’s low rate for the next 22 months! Offer valid for new applicants who sign a 22-month lease by June 30th, 2026. Base rent will remain at the 12-month lease rate for the duration of the 22-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This home, constructed

    645 Welcome Home Dr, Middleburg, FL 32068
  • /57

    $339,890

    Sold Jun 11, 2026

    11189 Stapleton Dr, Jacksonville, FL 32222

    • 4 Beds
    • 2 Baths
    • 1,997 Sq Ft
    • Built 2024

    Last Sold Summary

    • 3% Above List Price
    • $170/SF
    • 4 Days On Market

    Current Estimated Value $348,669

    Last Listing Agent ELIZABETH ELLIOTT ROUND TABLE REALTY

    11189 Stapleton Dr, Jacksonville, FL 32222
    • /24

      Est $357,574

      Not Listed For Sale

      3905 Leatherwood Dr, Orange Park, FL 32065

      • 4 Beds
      • 3 Baths
      • 2,767 Sq Ft
      • Built 2006
      3905 Leatherwood Dr, Orange Park, FL 32065

      Last Sold Summary

      • 55 Days On Market

  • /44

    $589,000

    $10K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,695 Sq Ft

    978 Rooster Hollow Way, Middleburg, FL 32068

    Welcome to this beautifully maintained home in a desirable community with NO CDD fees and low HOA, offering the perfect blend of comfort, space, and serene surroundings! Thoughtfully upgraded, this property features a stunning kitchen, updated interior lighting, a spacious screened-in patio, and a fully fenced backyard designed for both everyday living and effortless entertaining. Enjoy a .21

    Agent Photo

    Elaine Samaan

    DOGWOOD REALTY

    978 Rooster Hollow Way, Middleburg, FL 32068
  • /20

    $2,965 Per Month

    • 5 Beds
    • 3.5 Baths
    • 2,881 Sq Ft
    • House for Rent

    3016 Stonewood Way, Orange Park, FL 32065

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.Interested in this home? You clearly have exceptional taste. This charming 5.0-bedroom, 3.5-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and

    3016 Stonewood Way, 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 $223,649

    Last Listing Agent Barron McWright MCWRIGHT PROPERTY MANAGEMENT

    563 Ryker Way, Orange Park, FL 32065
    • /24

      Est $314,579

      Not Listed For Sale

      4007 Savannah Glen Blvd, Orange Park, FL 32073

      • 3 Beds
      • 2 Baths
      • 2,281 Sq Ft
      • Built 1998
      4007 Savannah Glen Blvd, Orange Park, FL 32073

      Last Sold Summary

      • 338 Days On Market

  • /12

    $255,000

    • 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 concept

    Agent Photo

    JASON THOMAS

    RE/MAX SPECIALISTS

    10988 Stapleton Dr, Jacksonville, FL 32222
  • /16

    $2,250 Per Month

    • 3 Beds
    • 2 Baths
    • 1,766 Sq Ft
    • House for Rent

    2995 Thorncrest Dr, Orange Park, FL 32065

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.Interested in this home? You clearly have exceptional taste. This charming 3.0-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and

    2995 Thorncrest Dr, Orange Park, FL 32065
  • /33

    $375,000

    Sold Aug 15, 2025

    3445 Bristol Bridge Rd, Orange Park, FL 32073

    • 4 Beds
    • 2 Baths
    • 2,421 Sq Ft
    • Built 1995

    Last Sold Summary

    • $155/SF
    • 18 Days On Market

    Current Estimated Value $385,073

    Last Listing Agent Mark Cole DOCTORS LAKE REALTY

    3445 Bristol Bridge Rd, Orange Park, FL 32073
    • /58

      Est $483,238

      Not Listed For Sale

      2151 Club Lake Dr, Orange Park, FL 32065

      • 4 Beds
      • 3 Baths
      • 2,377 Sq Ft
      • Built 2014
      2151 Club Lake Dr, Orange Park, FL 32065

      Last Sold Summary

      • 64 Days On Market

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$360,000
Median Single Family Sale Price
$388,750
Median Townhouse Sale Price
$239,990
Median 2 Bedroom Sale Price
$200,000
Median 1 Bedroom Sale Price
$139,499
Average Price Per Sq Ft
$171
Number of Homes for Sale
182
Last 12 months Home Sales
628
Months of Supply
3.50
Median List Price
$355,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-1%
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