New Listings for Sale in Oakleaf Plantation, FL

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ABOUT THIS HOME
New Listing for sale in Oakleaf Plantation, FL:
* * DON'T MISS THIS AMAZING OPPORTUNITY IN ORANGE PARK! * * Welcome to this beautifully renovated home offering the perfect blend of modern updates, comfort, and entertainment! This move-in-ready property features beautifully updated bathrooms, stylish finishes, and inviting living spaces throughout. One of the highlights of this home is the spacious Florida room featuring a bar, creating the perfect setting for entertaining guests, hosting gatherings, or simply relaxing with family and friends. * * BEST OF ALL, A BRAND-NEW ROOF WILL BE INSTALLED PRIOR TO CLOSING! * * This is a fantastic opportunity to own a beautifully updated home with a major improvement already included. Convenien

$539,900

4 beds4 baths3,537 sq ft

665 Chestwood Chase Dr, Orange Park, FL 32065

Modern updates • Florida room • Brand-new roof

OPEN SAT, 12PM TO 2PM3D WALKTHROUGH

ABOUT THIS HOME
New Listing for sale in Oakleaf Plantation, FL:
ROOM TO SPREAD OUT, SPACE TO GATHER & A PEACEFUL POND VIEW! This spacious 5-bedroom, 3-bath home in Wilford Preserve combines an inviting open layout with versatile spaces for everyday living and entertaining. Just beyond the foyer, a formal dining area sets the stage for special gatherings, while the generous great room flows into the heart of the home—the kitchen. Granite countertops, stainless steel appliances, abundant cabinetry, and a large island with bar seating provide plenty of room to prep, serve, and connect. Upstairs, a spacious loft offers endless possibilities for a media room, game room, or additional lounge. The oversized primary suite creates a welcoming retreat

$450,000

5 beds3 baths3,554 sq ft

2884 Copperwood Ave, Orange Park, FL 32073

Pond view • Formal dining area • Large island

FLOOR PLAN

ABOUT THIS HOME
New Listing for sale in Oakleaf Plantation, FL:
Elevated living in Eagle Landing at 1627 Crooked Oak Drive. This remodeled luxury pool home offers more than 5,800 square feet, five bedrooms, four full and two half bathrooms, a three-car garage and an approximately half-acre preserve lot. A brand-new roof was completed in October 2026. This energy-efficient smart home features a first-floor Owner's Retreat, dedicated home theater, full home gym, expansive loft, private heated pool and complete outdoor kitchen - all within one of Orange Park's sought-after golf and resort-style communities. Rich hand-scraped hardwood floors, generous room sizes and thoughtfully crafted details create a warm, sophisticated atmosphere. The gourmet kitchen of

$1,199,900

5 beds5 baths5,813 sq ft

1627 Crooked Oak Dr, Orange Park, FL 32065

Private heated pool • Full home gym • 0.46 acre lot

FLOOR PLAN

ABOUT THIS HOME
New Listing for sale in Oakleaf Plantation, FL:
Welcome to lakefront living in the highly desirable Oakleaf Plantation community! This beautifully appointed 3-bedroom, 2.5-bath townhome offers approximately 1,791 square feet of thoughtfully designed living space, combining comfort, style, and convenience. Built by Dream Finders Homes, this two-story residence features an inviting open-concept layout, attractive coastal-inspired flooring, distinctive accent walls, elegant finishes, and granite countertops. The kitchen offers a breakfast bar and pantry, making it ideal for everyday living and entertaining. The spacious primary suite features a walk-in closet and a private bath with a separate tub and shower. Step outside and enjoy the tran

$285,999

3 beds2.5 baths1,779 sq ft

3304 Chestnut Ridge Way, Orange Park, FL 32065

Lakefront living • Community amenities • Gas fire pit

FLOOR PLAN

ABOUT THIS HOME
New Listing for sale in Oakleaf Plantation, FL:
Just Listed in sought-after Forest Hammock near Oakleaf, this 4-bedroom, 2-bath home offers an open-concept layout with a split-bedroom floor plan and plank tile and luxury vinyl plank flooring throughout—no carpet! The updated kitchen features 42-inch cabinets, granite countertops, and an island with seating, flowing seamlessly into the spacious great room for easy everyday living and entertaining. Enjoy a covered, screened back porch overlooking the fully fenced backyard. With no CDD fees, community amenities include a large pool with a mushroom fountain, a pavilion with a kitchen and barbecue grills, tennis and volleyball courts, a playground, parks, and walking trails. A multipurp

$354,900

4 beds2 baths1,835 sq ft

845 Glendale Ln, Orange Park, FL 32065

Updated kitchen • Granite countertops • Open-concept layout

Property at 664 Grover Ln, Orange Park, FL 32065, 3 beds, 2.5 baths

$251,000

3 beds2.5 baths1,675 sq ft

664 Grover Ln, Orange Park, FL 32065

Property at 2903 Firethorn Ave, Orange Park, FL 32073, 3 beds, 3 baths

$339,000

3 beds3 baths2,179 sq ft

2903 Firethorn Ave, Orange Park, FL 32073

Property at 840 Redtail Ln, Middleburg, FL 32068, 10 beds, 3 baths

$535,000

10 beds3 baths2,647 sq ft

840 Redtail Ln, Middleburg, FL 32068

Property at 3449 Golden Eye Dr, Orange Park, FL 32073, 5 beds, 3 baths

$475,990

5 beds3 baths3,533 sq ft

3449 Golden Eye Dr, Orange Park, FL 32073

Listing provided by Zillow

Property at 917 Rooster Hollow Way, Middleburg, FL 32068, 5 beds, 4 baths

$698,890

5 beds4 baths3,692 sq ft

917 Rooster Hollow Way, Middleburg, FL 32068

Property at 3273 Woodie Run, Orange Park, FL 32065, 5 beds, 3.5 baths

$539,990

5 beds3.5 baths3,518 sq ft

3273 Woodie Run, Orange Park, FL 32065

Property at 3745 Woodbriar Dr, Orange Park, FL 32073, 3 beds, 2 baths

$349,800

3 beds2 baths1,659 sq ft

3745 Woodbriar Dr, Orange Park, FL 32073

Property at 4298 Eagle Landing Pkwy, Orange Park, FL 32065, 4 beds, 3.5 baths

$630,000

4 beds3.5 baths3,292 sq ft

4298 Eagle Landing Pkwy, Orange Park, FL 32065

Property at 502 Deercroft Ln, Orange Park, FL 32065, 4 beds, 2.5 baths

$375,000

4 beds2.5 baths2,512 sq ft

502 Deercroft Ln, Orange Park, FL 32065

Property at 3302 Deerfield Pointe Dr, Orange Park, FL 32073, 3 beds, 2 baths

$349,900

3 beds2 baths1,556 sq ft

3302 Deerfield Pointe Dr, Orange Park, FL 32073

Property at 785 Oakleaf Plantation Pkwy #613, Orange Park, FL 32065, 3 beds, 2 baths

$165,000

3 beds2 baths1,521 sq ft

785 Oakleaf Plantation Pkwy #613, Orange Park, FL 32065

Property at 656 Crystal Way, Orange Park, FL 32065, 2 beds, 2.5 baths

$175,000

2 beds2.5 baths1,520 sq ft

656 Crystal Way, Orange Park, FL 32065

Property at 3747 Eagle Rock Rd, Middleburg, FL 32068, 4 beds, 3.5 baths

$475,000

4 beds3.5 baths2,575 sq ft

3747 Eagle Rock Rd, Middleburg, FL 32068

Property at 4123 Sandhill Crane Ter, Middleburg, FL 32068, 4 beds, 2 baths

$360,000

4 beds2 baths1,997 sq ft

4123 Sandhill Crane Ter, Middleburg, FL 32068

Property at 648 Yellow Oaks Ln, Orange Park, FL 32065, 2 beds, 2.5 baths

$195,000

2 beds2.5 baths1,109 sq ft

648 Yellow Oaks Ln, Orange Park, FL 32065

Property at 444 Vineyard Ln, Orange Park, FL 32073, 3 beds, 2 baths

$275,000

3 beds2 baths1,263 sq ft

444 Vineyard Ln, Orange Park, FL 32073

Property at 502 Drysdale Dr, Orange Park, FL 32065, 4 beds, 2.5 baths

$375,000

4 beds2.5 baths1,988 sq ft

502 Drysdale Dr, Orange Park, FL 32065

Property at 3921 Cloverdale Ct, Middleburg, FL 32068, 4 beds, 3 baths

$395,000

4 beds3 baths2,028 sq ft

3921 Cloverdale Ct, Middleburg, FL 32068

Property at 3676 Luxor Way, Middleburg, FL 32068, 3 beds, 2.5 baths

$262,290

3 beds2.5 baths1,482 sq ft

3676 Luxor Way, Middleburg, FL 32068

Property at 3775 Cairo Way, Middleburg, FL 32068, 3 beds, 2.5 baths

$309,990

3 beds2.5 baths1,813 sq ft

3775 Cairo Way, Middleburg, FL 32068

Property at 3202 Stonebrier Ridge Dr, Orange Park, FL 32065, 4 beds, 2 baths

$400,000

4 beds2 baths2,121 sq ft

3202 Stonebrier Ridge Dr, Orange Park, FL 32065

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Based on information submitted to the MLS GRID as of Tue Nov 10 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

New Listings for Sale in Oakleaf Plantation

There are currently 26 new listings for sale in Oakleaf Plantation at a median listing price of $355K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Oakleaf Plantation stay on the market for 82 days. Popular neighborhoods include Eagle Landing, Oakleaf Village, Plantation Oaks, Chimney Lakes, and Southwest Jacksonville. This map is refreshed with the newest listings in Oakleaf Plantation every 15 minutes.

In the past month, 27 homes have been sold in Oakleaf Plantation. In addition to houses in Oakleaf Plantation, there were also 22 condos, 38 townhouses, and 0 multi-family units for sale in Oakleaf Plantation last month. Oakleaf Plantation is a not walkable city in Florida with a Walk Score of 6. Oakleaf Plantation is home to approximately 20,293 people and 287 jobs. Find your dream home in Oakleaf Plantation using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Oakleaf Plantation are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Oakleaf Plantation. Our Oakleaf Plantation real estate stats and trends will give you more information about home buying and selling trends in Oakleaf Plantation. If you're looking to sell your home in the Oakleaf Plantation area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Oakleaf Plantation with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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