Oakleaf Homes

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  $530,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,237 Sq Ft

  1002 Rooster Hollow Way, Middleburg, FL 32068

  Experience modern luxury living in this better-than-new 2024 home backing to a protected conservation preserve for serene natural views & privacy. Designed for today's lifestyle, this pool home blends elegant finishes, energy-efficient systems, & smart-home technology w/an open-concept floorplan ideal for entertaining.A welcoming entry features 8-ft designer doors w/upgraded hardware & a

  

  Connie Swanson

  RE/MAX SPECIALISTS

  (904) 368-6276

  1002 Rooster Hollow Way, Middleburg, FL 32068
• Explore Oakleaf

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  /33

  $2,200 per month

  • 4 Beds
  • 2 Baths
  • 2,003 Sq Ft
  • House for Rent

  11156 Spring Meadows Rd, Jacksonville, FL 32222

  Move in Ready! brand-new, single-story 4 Beds 2 Baths home FOR RENT with a tranquil pond view. Ready for you today, this home features an open floor plan with high ceilings and a spacious great room that flows out to a covered patio. The kitchen is equipped with a wet island, beautiful cabinets, and stainless steel appliances. The primary suite offers a large walk-in closet and a connecting bath

  

  Kyle Ford

  JPAR CITY AND BEACH

  (904) 892-6846

  11156 Spring Meadows Rd, Jacksonville, FL 32222
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  /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 $390,086

  Last Listing Agent Laura Worrell COMPASS FLORIDA LLC

  526 Deercroft Ln, Orange Park, FL 32065
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  /41

  Est $164,811 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,339 Sq Ft

  785 Oakleaf Plantation Pkwy Unit 1814, Orange Park, FL 32065

  785 Oakleaf Plantation Pkwy Unit 1814, Orange Park, FL 32065
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  /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

  

  Russell Coffey

  WEICHERT REALTORS THE COFFEY GROUP

  (904) 906-8757

  773 Crystal Way, Orange Park, FL 32065
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  /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

  

  Sena Baker

  FIRST COAST REALTY OF JACKSONVILLE INC

  (904) 688-9384

  575 Oakleaf Plantation Pkwy Unit 516, Orange Park, FL 32065
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  /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
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  /41

  Est $689,919 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,381 Sq Ft

  4105 Eagle Landing Pkwy, Orange Park, FL 32065

  4105 Eagle Landing Pkwy, Orange Park, FL 32065
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  $655,000

  • 4 Beds
  • 3 Baths
  • 3,306 Sq Ft

  1939 Eagles Point Dr, Orange Park, FL 32065

  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. This move-in-ready home showcases numerous upgrades throughout, combining comfort, quality, and modern style. Enjoy an open and functional layout perfect for both relaxing and

  

  GARY ANDREWS

  WATSON REALTY CORP

  (904) 901-6415

  1939 Eagles Point Dr, Orange Park, FL 32065
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  /14

  $1,850 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,

  

  Russell Coffey

  WEICHERT REALTORS THE COFFEY GROUP

  (904) 429-4041

  4078 Pebble Brooke Cir S, Orange Park, FL 32065
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  /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 $227,480

  Last Listing Agent GREGORY BLACKALL OPENDOOR BROKERAGE, LLC.

  3795 Aubrey Ln, Orange Park, FL 32065
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  /19

  Est $405,764 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,080 Sq Ft

  3729 Saint Charles Way, Orange Park, FL 32065

  3729 Saint Charles Way, Orange Park, FL 32065
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  /47

  $220,000

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

  3750 Silver Bluff Blvd Unit 2207, Orange Park, FL 32065

  Welcome to this spacious and inviting townhome offering 1680 sq ft. of comfortable living space in one of Clay County's most desirable communities. Enjoy the convenience of a one-car garage, an inviting screened lanai with an additional storage closet, and updated AC (2023). Step inside to find a bright open floor plan, featuring a large living area, a well-designed kitchen and a convenient half

  

  Mark Feagle

  WATSON REALTY CORP

  (904) 650-4823

  3750 Silver Bluff Blvd Unit 2207, Orange Park, FL 32065
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  /100

  $1,337 - $2,283 per month

  Integra Park at Oakleaf

  1 - 3 Beds

  824 Integra Park Dr, Middleburg, FL 32068

  Located in Clay County's A rated school district, Integra Park at Oakleaf offers residents true resort-style amenities including a sparkling swimming pool with sundeck, bark parks for your furry friends, on-site parks & courtyards, a fitness studio, and outdoor kitchens along with elevators and garages. With 11 one, two, and three-bedroom floor plans to enjoy - there’s truly something for

  824 Integra Park Dr, Middleburg, FL 32068
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  /22

  $199,990 Sold Oct 24, 2025

  • 1,167 Sq Ft
  • $171/SF

  • 2 Beds
  • 2.5 Baths
  • Built 2025

  3766 Spotted Fawn Ct, Middleburg, FL 32068

  Come see how the Bradford townhome plan lives so much larger than its square footage! This beautiful plan features approximately 1,167 square feet, with 2 bedrooms, 2.5 bathrooms. The open concept layout includes a large kitchen, dining room and gathering room. Enjoy warm summer evenings on your covered front porch located just off the living room. The main suite has a spacious bathroom with

  3766 Spotted Fawn Ct, Middleburg, FL 32068
• 

  

  /23

  Est $422,086 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,649 Sq Ft

  3737 Saint Charles Way, Orange Park, FL 32065

  3737 Saint Charles Way, Orange Park, FL 32065
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  /63

  $540,000

  • 5 Beds
  • 3.5 Baths
  • 3,486 Sq Ft

  3145 Hearthstone Ln, Orange Park, FL 32065

  This two-story home located in sought-after Oakleaf Plantation, Clay County. Offering a spacious layout with plenty of room for family. Key impressive upgrades include a new hybrid hot water heater, new cabinet and sink in laundry room, granite countertops with stainless steel appliances, and updated bathrooms. Roof and HVAC are 4 years young. Move-in ready- fresh interior/exterior paint with

  

  CAROL COOPER

  UNITED REAL ESTATE GALLERY

  (904) 788-7566

  3145 Hearthstone Ln, Orange Park, FL 32065
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  /34

  $1,695 per month

  • 3 Beds
  • 2.5 Baths
  • 1,760 Sq Ft
  • Condo for Rent

  3750 Silver Bluff Blvd Unit 1301, Orange Park, FL 32065

  Welcome home to this spacious 3 bedroom, 2.5 bath end unit townhome offering approximately 1,680 sq ft in the heart of Oakleaf Plantation. This well designed floor plan features a bright, open living area, a fully equipped kitchen, and a convenient half bath on the main level. Upstairs you will find three generously sized bedrooms, including a primary suite with a walk in closet and private bath.

  THOMAS KNAPP COLDWELL BANKER VANGUARD REALTY

  3750 Silver Bluff Blvd Unit 1301, Orange Park, FL 32065
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  /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
• 

  

  /23

  Est $440,961 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,649 Sq Ft

  3732 Saint Charles Way, Orange Park, FL 32065

  3732 Saint Charles Way, Orange Park, FL 32065
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  /38

  $428,000

  • 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

  

  Maggie Kingsley

  COLDWELL BANKER VANGUARD REALTY

  (904) 675-0071

  1847 Amberly Dr, Middleburg, FL 32068
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  /35

  $1,386 - $2,474 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
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  /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
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  /37

  Est $243,096 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,176 Sq Ft

  3697 Spotted Fawn Ct, Middleburg, FL 32068

  3697 Spotted Fawn Ct, Middleburg, FL 32068
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  /58

  $343,000

  • 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

  

  Parker Alter

  ONE SOTHEBY'S INTERNATIONAL REALTY

  (904) 690-5189

  3618 Pariana Ln, Jacksonville, FL 32222
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  /44

  $3,000 per month

  • 4 Beds
  • 3 Baths
  • 3,161 Sq Ft
  • House for Rent

  1494 Shadow Creek Dr, Orange Park, FL 32065

  Welcome to this Beautiful 4-bedroom, 3-full-bath home in the desirable Eagle Landing subdivision featuring an open floor plan. Spacious family room opens to the kitchen with stainless steel appliances and granite countertops. Main level includes a private office with French doors, formal dining room, and a guest bedroom with full bath. Upstairs offers a large primary suite, two additional

  Shelia Schwartz COLDWELL BANKER VANGUARD REALTY

  1494 Shadow Creek Dr, Orange Park, FL 32065
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  /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

  Last Listing Agent Beatrice Bredeson MOMENTUM REALTY

  1189 Autumn Pines Dr, Orange Park, FL 32065
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  /35

  Est $429,811 Not Listed For Sale

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

  3950 Pondside Ct, Middleburg, FL 32068

  3950 Pondside Ct, Middleburg, FL 32068
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  /70

  $253,000

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

  3875 Buckthorne Dr Unit C, Orange Park, FL 32065

  Freshly Updated Townhome with Brand-New Roof! Welcome to Briar Oaks at Oakleaf Plantation, a gated neighborhood with resort-style amenities in one of Clay County's most sought-after communities. This move-in-ready 3-bedroom, 2.5-bath, 1-car garage townhome offers 1,587 sq. ft. of comfortable living space and peaceful pond views right from your backyard.Inside, you'll find fresh paint

  

  Maggie Kingsley

  COLDWELL BANKER VANGUARD REALTY

  (904) 569-6712

  3875 Buckthorne Dr Unit C, Orange Park, FL 32065
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  /25

  $1,899 - $2,260 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
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  /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 $360,057

  Last Listing Agent CATHERINE POURCIAU REMI REALTY, LLC

  3925 Leatherwood Dr, Orange Park, FL 32065
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  /30

  Est $453,358 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  1410 Autumn Pines Dr, Orange Park, FL 32065

  1410 Autumn Pines Dr, Orange Park, FL 32065
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  /37

  $330,000 Under Contract

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

  3060 Litchfield Dr, Orange Park, FL 32065

  Sellers preferred lender to offer 1% of the loan amount to the buyers closing costs, pre paids, or rate buydown. Financing offered by Bayway Mortgage Group Edward Carlton. Conditions apply. Welcome home to this move-in ready 4BR/2BA located in the highly desirable Oakleaf Plantation community! Step inside to find an open, light-filled floor plan with spacious living and dining areas, perfect for

  

  Julio Arango

  UNITED REAL ESTATE GALLERY

  (904) 602-8499

  3060 Litchfield Dr, Orange Park, FL 32065
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  /30

  $1,800 per month

  • 3 Beds
  • 2 Baths
  • 1,537 Sq Ft
  • House for Rent

  7948 Rippa Valley Way, Jacksonville, FL 32222

  Nestled in an ideal Oakleaf location, this newer 3-bedroom, 2-bathroom home offers the perfect blend of comfort, style, and convenience. Just minutes from Highway 23 and Oakleaf Parkway, this home is tucked away in a peaceful community while still being close to shopping, dining, and top-rated schools. Inside, you'll love the gorgeous open floor plan, featuring high ceilings in the living room

  JENNIFER BRAY NAVY TO NAVY HOMES LLC

  7948 Rippa Valley Way, Jacksonville, FL 32222
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  /15

  $396,817 Sold Feb 14, 2025

  1142 Oakleaf Village Pkwy, Orange Park, FL 32065

  • 4 Beds
  • 2 Baths
  • 1,822 Sq Ft
  • Built 2025

  Last Sold Summary

  • $218/SF
  • 11 Days On Market

  Last Listing Agent Stephanie Morales THE REALTY EXPERIENCE POWERED

  1142 Oakleaf Village Pkwy, Orange Park, FL 32065
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  /37

  Est $567,186 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,266 Sq Ft

  3546 Cedar Preserve Ln, Middleburg, FL 32068

  3546 Cedar Preserve Ln, Middleburg, FL 32068
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  /60

  $389,000

  • 3 Beds
  • 2.5 Baths
  • 2,470 Sq Ft

  529 Deercroft Ln, Orange Park, FL 32065

  Strategic price adjustment to realign with current market activity... This gorgeous, well maintained 3-bedroom 2.5-bathroom home is located on a cul de sac in the highly desired Oakleaf Plantation community. This home is full of bonuses- a welcoming foyer with separate mud room. An office/playroom on the first floor and full laundry room upstairs with so much storage throughout!! Open floor plan

  

  CAROL COOPER

  UNITED REAL ESTATE GALLERY

  (904) 468-6248

  529 Deercroft Ln, Orange Park, FL 32065
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  /20

  $2,240 per month

  • 4 Beds
  • 2 Baths
  • 2,215 Sq Ft
  • House for Rent

  601 Thornberry Rd, Orange Park, FL 32073

  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 ProCare® professional maintenance. Your estimated total monthly payment is $2384.90. That covers your base rent, $2240.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  601 Thornberry Rd, Orange Park, FL 32073
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  /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 $174,870

  Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

  785 Oakleaf Plantation Pkwy Unit 1433, Orange Park, FL 32065
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  /45

  Est $328,027 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,714 Sq Ft

  597 Tynes Blvd, Middleburg, FL 32068

  597 Tynes Blvd, Middleburg, FL 32068

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