Middleburg, FL Homes

/10
$265,000
- Land
- 4.43 Acres
- $59,819 per Acre
2839 Windemere Ct, Middleburg, FL 32068

Stick built ONLY! This country estate property is well equipped and ready for your vision, featuring an artesian well with a submersible pump, a septic system designed for a 4 bedroom home and an established drainfield. This property has been enhanced with loads of fill dirt, providing a solid foundation for future improvements. Enjoy the benefits of a field fenced property, offering privacy and

Pam Gause

BETTER HOMES & GARDENS REAL ESTATE LIFESTYLES REALTY

2839 Windemere Ct, Middleburg, FL 32068
/14
$1,755 Per Month
- 3 Beds
- 2 Baths
- 1,456 Sq Ft
- House for Rent
1697 Glen Laurel Dr, Middleburg, FL 32068

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

1697 Glen Laurel Dr, Middleburg, FL 32068
/26
$479,990

Sold Jul 17, 2026

3444 Kindlewood Dr, Middleburg, FL 32068
- 5 Beds
- 4.5 Baths
- 2,782 Sq Ft
- Built 2026
Move in Ready Sold Summary
- 1% Below List Price
- $173/SF
- 112 Days On Market
Current Estimated Value $465,390

Pulte Homes Double Branch - Classics

3444 Kindlewood Dr, Middleburg, FL 32068

/22
Not Listed For Sale

1927 Gentlebreeze Rd, Middleburg, FL 32068
- 3 Beds
- 2 Baths
- 2,240 Sq Ft
- Built 2004
1927 Gentlebreeze Rd, Middleburg, FL 32068

Last Sold Summary
- 125 Days On Market

/56
$695,000

Under Contract
- 4 Beds
- 3 Baths
- 3,290 Sq Ft
914 Oakland Hills Ave, Middleburg, FL 32068

Welcome to 914 Oakland Hills Avenue, where architectural grace meets modern sophistication. Nestled within the prestigious Eagle Landing Golf Community, this custom residence offers 4 bedrooms, 3 baths, and a 3 car garage across 3,290 sq ft of refined single story living. Every space is designed to inspire from the arched entries and 8 foot doors to the trey ceiling beams and curated accent walls

Kim Martin

WATSON REALTY CORP

914 Oakland Hills Ave, Middleburg, FL 32068
/20
$1,785

Total Monthly Price
- 3 Beds
- 2 Baths
- 1,670 Sq Ft
- House for Rent
2064 Hunters Trace Cir, Middleburg, FL 32068

Now offering 19-month leases. Sign today and lock in today’s low rate for the next 19 months! Offer valid for new applicants who sign a 19-month lease and move-in by August 31, 2026. Base rent will remain at the 12-month lease rate for the duration of the 19-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This

2064 Hunters Trace Cir, Middleburg, FL 32068
/52
$500,000

Sold Sep 05, 2025

2708 Poinsettia Ave, Middleburg, FL 32068
- 5 Beds
- 5 Baths
- 1,936 Sq Ft
- Built 1991
Last Sold Summary
- $258/SF
- 82 Days On Market
Current Estimated Value $491,722

Last Listing Agent MADISON PARTRIDGE UNITED REAL ESTATE GALLERY

2708 Poinsettia Ave, Middleburg, FL 32068

/35
Est $363,685

Not Listed For Sale

4253 Great Falls Loop, Middleburg, FL 32068
- 4 Beds
- 2 Baths
- 1,840 Sq Ft
- Built 2013
4253 Great Falls Loop, Middleburg, FL 32068

Last Sold Summary
- 31 Days On Market

/10
$163,900

$1K PRICE DROP
- 1 Bed
- 1 Bath
- 924 Sq Ft
2709 Kristi Ct, Middleburg, FL 32068

*Per Clay County Lot CAN Be Split!!* Rare 1.67-acre property conveniently located between Orange Park and Middleburg. The property includes two mobile homes that are being given no value. There is one well (possibly two--buyer to verify) and two septic systems. According to Clay County, the parcel may be split into two homesites (see attached email in photos). The property also has two impact fee

ERIC PARSONS

EXIT INSPIRED REAL ESTATE

2709 Kristi Ct, Middleburg, FL 32068
/15
$2,475 Per Month
- 4 Beds
- 2.5 Baths
- 2,017 Sq Ft
- House for Rent
2954 Ravine Hill 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, has a lot to offer; does it check all your boxes?

2954 Ravine Hill Dr, Middleburg, FL 32068
/31
$310,000

Sold Nov 20, 2025

3225 Ginny Lake Dr, Middleburg, FL 32068
- 3 Beds
- 2 Baths
- 1,787 Sq Ft
- Built 2014
Last Sold Summary
- $173/SF
- 18 Days On Market
Current Estimated Value $305,088

Last Listing Agent Gail Long BETTER HOMES & GARDENS REAL ESTATE LIFESTYLES REALTY

3225 Ginny Lake Dr, Middleburg, FL 32068

/42
Est $318,690

Not Listed For Sale

2644 Ravine Hill Dr, Middleburg, FL 32068
- 4 Beds
- 2 Baths
- 1,821 Sq Ft
- Built 2012
2644 Ravine Hill Dr, Middleburg, FL 32068

Last Sold Summary
- 122 Days On Market

/65
$1,190,000

$160K PRICE DROP
- 5 Beds
- 4.5 Baths
- 4,700 Sq Ft
1806 Lakedge Dr, Middleburg, FL 32068

SPACIOUS ESTATE HOME CLOSE TO FLEMING ISLAND WITH POOL, WORKSHOP, AND ROOM FOR ALL YOUR TOYS ON 2.47 ACRES ALONG DOCTORS LAKE. NO HOA OR CDD FEES. Set in an elegant, established neighborhood. This property offers exceptional flexibility--bring your RV, boat, trailers, and more. A voluntary $50 HOA contribution helps maintain the neighborhood entrance. Designed for both everyday comfort and

KARRIE FORRESTER

WATSON REALTY CORP

1806 Lakedge Dr, Middleburg, FL 32068
/19
$1,885

Total Monthly Price
- 3 Beds
- 2 Baths
- 1,319 Sq Ft
- House for Rent
1694 Ashwood Cir, Middleburg, FL 32068

Now offering 19-month leases. Sign today and lock in today’s low rate for the next 19 months! Offer valid for new applicants who sign a 19-month lease and move-in by August 31, 2026. Base rent will remain at the 12-month lease rate for the duration of the 19-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This

1694 Ashwood Cir, Middleburg, FL 32068
/2
$340,000

Sold Sep 22, 2025

3417 Chimney Dr, Middleburg, FL 32068
- 4 Beds
- 2 Baths
- 1,799 Sq Ft
- Built 2004
Last Sold Summary
- $189/SF
- 0 Days On Market
Current Estimated Value $337,157

Last Listing Agent MATIAS MATTSSON FREEDOM REALTY GROUP LLC

3417 Chimney Dr, Middleburg, FL 32068

/27
Not Listed For Sale

4681 County Road 218, Middleburg, FL 32068
- 4 Beds
- 3 Baths
- 2,000 Sq Ft
- Built 1992
4681 County Road 218, Middleburg, FL 32068

Last Sold Summary
- 54 Days On Market

/17
$360,000

$35K PRICE DROP
- Land
- 5 Acres
- $72,000 per Acre
4369 Hawk Haven Rd, Middleburg, FL 32068

Come and see this beautiful 5+ acre parcel with frontage on scenic Black Creek. There is a circular drive and an existing well on the property in addition to two sheds and a power pole. Build your country dream home and bring your animals because this is an agricultural property. This is a peaceful natural place with wildlife including turkeys, deer, hawks, and more. The property has many

Neil Avery

WATSON REALTY CORP

4369 Hawk Haven Rd, Middleburg, FL 32068
/20
$1,675 Per Month
- 3 Beds
- 2 Baths
- 1,132 Sq Ft
- House for Rent
1669 Mary Beth Dr, Middleburg, FL 32068

SPLIT THE PAYMENT! Reserve your new home by paying 50% of your security deposit now, with the remaining balance due before move-in.Discover the perfect blend of modern convenience and suburban charm in this inviting single story residence at 1669 Mary Beth Dr, offering 1,132 square feet of bright and airy living space with 3 bedrooms and 2 bathrooms. The heart of the home features a

1669 Mary Beth Dr, Middleburg, FL 32068
/52
$335,000

Sold May 27, 2026

4228 Great Falls Loop, Middleburg, FL 32068
- 4 Beds
- 2 Baths
- 1,798 Sq Ft
- Built 2014
Last Sold Summary
- 3% Below List Price
- $186/SF
- 45 Days On Market
Last Listing Agent Heather Buckman COWFORD REALTY & DESIGN LLC

4228 Great Falls Loop, Middleburg, FL 32068

/47
Est $247,444

Not Listed For Sale

3113 Zeyno Dr, Middleburg, FL 32068
- 3 Beds
- 2.5 Baths
- 1,659 Sq Ft
- Built 2013
3113 Zeyno Dr, Middleburg, FL 32068

Last Sold Summary
- 8 Days On Market

/50
$522,900
- 4 Beds
- 3 Baths
- 2,672 Sq Ft
3151 Nautilus Rd, Middleburg, FL 32068

A backyard paradise in this meticulously maintained pool home in the serene Doctors Landing neighborhood. This home features a formal living and dining room with crown molding and wainscoting throughout, a kitchen that opens to a generous family room with french doors that lead to the backyard. There is a first floor guest bedroom with a full bath that would be ideal for an in-law. The second

Delores DeLuca

WATSON REALTY CORP

3151 Nautilus Rd, Middleburg, FL 32068
/13
$1,975 Per Month
- 3 Beds
- 2 Baths
- 1,646 Sq Ft
- House for Rent
3163 Pine Haven Dr, Middleburg, FL 32068

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.This home is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist

3163 Pine Haven Dr, Middleburg, FL 32068
/30
$499,990

Sold Aug 26, 2025

2470 Jennings Farm Dr, Middleburg, FL 32068
- 4 Beds
- 3 Baths
- 2,493 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $201/SF
- 31 Days On Market
Current Estimated Value $499,142

Dream Finders Homes Jennings Farm - 60' Homesites

2470 Jennings Farm Dr, Middleburg, FL 32068

/36
Est $376,295

Not Listed For Sale

3229 Juniper Ave, Middleburg, FL 32068
- 3 Beds
- 2 Baths
- 1,602 Sq Ft
- Built 2024
3229 Juniper Ave, Middleburg, FL 32068

Last Sold Summary
- 53 Days On Market

/15
$1,200,000
- Land
- 69 Acres
- $17,391 per Acre
0 US Highway 301 Unit 2153739, Middleburg, FL 32068

Acreage: 69± acres of high-visibility land Location: Just south of Clay County Rd 218, Jacksonville/Clay County area Frontage: Significant direct frontage along US 301, a major North Florida transportation corridor. Connectivity: Easy access to Jacksonville, Gainesville, Lake City, and South Georgia Zoning Potential: Ideal for commercial, industrial, or mixed-use development Market Position:

CINDI BENTON

NUVIEW REALTY

0 US Highway 301 Unit 2153739, Middleburg, FL 32068
/20
$1,830 Per Month
- 3 Beds
- 2 Baths
- 1,404 Sq Ft
- House for Rent
1620 Dartmouth Dr, Middleburg, FL 32068

Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

1620 Dartmouth Dr, Middleburg, FL 32068
/9
$105,000

Sold Jan 05, 2026

0 County Road 218 Unit 2121092, Middleburg, FL
- Land
- 1.54 Acres
- $68,182 per Acre
Last Sold Summary
- 9% Below List Price
- 1 Day On Market
Last Listing Agent Chad Neumann CHAD AND SANDY REAL ESTATE GROUP

0 County Road 218 Unit 2121092, Middleburg, FL

/46
Not Listed For Sale

1915 Gentlebreeze Rd, Middleburg, FL 32068
- 3 Beds
- 2 Baths
- 1,352 Sq Ft
- Built 1987
1915 Gentlebreeze Rd, Middleburg, FL 32068

Last Sold Summary
- 1 Day On Market

/71
$525,000

$10K PRICE DROP Under Contract
- 4 Beds
- 3.5 Baths
- 2,806 Sq Ft
1322 Warbler Way, Middleburg, FL 32068

Discover the perfect haven for your family in this exquisite 4-bedroom, 3.5-bathroom home, designed for generational living and comfort. Built in 2016, this modern residence boasts two primary bedrooms, each with its own ensuite, making it ideal for multi-family arrangements. Enjoy the convenience of one ADA-compliant ensuite that ensures accessibility for all. Step inside to find a beautiful

VICTORIA GREGORY

SHOE REALTY INC

1322 Warbler Way, Middleburg, FL 32068
/36
$2,895 Per Month
- 4 Beds
- 2 Baths
- 2,008 Sq Ft
- House for Rent
3627 County Road 218, Middleburg, FL 32068

Bring Your Boat, RV, and Other Toys Home! This former AirBNB boasts single-level living and lots of land for privacy and play (lawn care is included). This 3 bedroom PLUS office PLUS bonus room home has been meticulously cared-for with no carpet (tile flooring), updated bathrooms, large kitchen w/ all appliances including washer & dryer, separate LR and DR, mini-splits, abundant closets, all

LORRI REYNOLDS WATSON REALTY CORP (Prop Mgmt)

3627 County Road 218, Middleburg, FL 32068
/49
$280,000

Sold Dec 15, 2025

1709 Ashwood Cir, Middleburg, FL 32068
- 3 Beds
- 2 Baths
- 1,359 Sq Ft
- Built 1994
Last Sold Summary
- $206/SF
- 7 Days On Market
Current Estimated Value $273,719

Last Listing Agent KATHRYN COX WATSON REALTY CORP

1709 Ashwood Cir, Middleburg, FL 32068

/76
Est $426,199

Not Listed For Sale

4925 Creek Bluff Ln, Middleburg, FL 32068
- 4 Beds
- 3.5 Baths
- 2,671 Sq Ft
- Built 2013
4925 Creek Bluff Ln, Middleburg, FL 32068

Last Sold Summary
- 11 Days On Market

/42
$349,900

Pre-Foreclosure
- 4 Beds
- 3 Baths
- 2,339 Sq Ft
4320 Saddlehorn Trail, Middleburg, FL 32068

Cash, Hard money or Conventional loan(maybe) only. Ready for your next flip project! Bring your tool bag and unlock the potential of this charming pool home on a spacious lot in Foxmeadow, a sought-after equestrian community. Features include a separate mother-in-law suite with its own bedroom, bathroom, and kitchenette, a cozy living room with a wood-burning fireplace overlooking the pool, a

ERIC PARSONS

EXIT INSPIRED REAL ESTATE

4320 Saddlehorn Trail, Middleburg, FL 32068
/23
$2,455

Total Monthly Price
- 4 Beds
- 2 Baths
- 2,404 Sq Ft
- House for Rent
743 Sunny Stroll Dr, Middleburg, FL 32068

Now offering 19-month leases. Sign today and lock in today’s low rate for the next 19 months! Offer valid for new applicants who sign a 19-month lease and move-in by August 31, 2026. Base rent will remain at the 12-month lease rate for the duration of the 19-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This

743 Sunny Stroll Dr, Middleburg, FL 32068
/25
$263,990

Sold Sep 04, 2025

1550 Jeremiah St, Middleburg, FL 32068
- 3 Beds
- 2.5 Baths
- 1,468 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $180/SF
- 22 Days On Market
Current Estimated Value $248,345

1550 Jeremiah St, Middleburg, FL 32068

/63
Not Listed For Sale

5594 Pronghorn Cir, Middleburg, FL 32068
- 4 Beds
- 2 Baths
- 1,944 Sq Ft
- Built 1998
5594 Pronghorn Cir, Middleburg, FL 32068

Last Sold Summary
- 34 Days On Market

/2
$28,500
- Land
- 42,427 Sq Ft
- $29,261 per Acre
5279 Chicory Cir, Middleburg, FL 32068

Almost 1-acre lot in Middleburg! The property will need some work to prepare it for a home. No survey on file, buyer responsible for all due diligence. Bring all offers!

ERIC PARSONS

EXIT INSPIRED REAL ESTATE

5279 Chicory Cir, Middleburg, FL 32068
/16
$1,650 Per Month
- 3 Beds
- 2 Baths
- 1,056 Sq Ft
- House for Rent
1651 Lisa Dawn Dr, Middleburg, FL 32068

This well-maintained brick-front home offers the perfect combination of comfort and functionality. Featuring 3 spacious bedrooms and 2 full bathrooms, this home is designed for comfortable everyday living. Brand-new carpet will be installed prior to the new tenant's move-in, providing a fresh, updated feel. The fully fenced backyard offers privacy and plenty of space for pets, play, or

THOMAS KNAPP COLDWELL BANKER VANGUARD REALTY

1651 Lisa Dawn Dr, Middleburg, FL 32068
/26
$631,990

Sold Apr 30, 2026

2337 Jennings Farm Dr, Middleburg, FL 32068
- 5 Beds
- 3 Baths
- 3,512 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $180/SF
- 6 Days On Market
Current Estimated Value $601,995

Dream Finders Homes Jennings Farm - 60' Homesites

2337 Jennings Farm Dr, Middleburg, FL 32068

/48
Est $384,585

Not Listed For Sale

3900 Great Falls Loop, Middleburg, FL 32068
- 4 Beds
- 3 Baths
- 2,363 Sq Ft
- Built 2013
3900 Great Falls Loop, Middleburg, FL 32068

Last Sold Summary
- 4 Days On Market

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Middleburg, FL Homes

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