Explore Middleburg, FL Homes for Sale

Homes for Sale with a Pool in Middleburg, FL

Welcome to your dedicated resource for homes for sale with a pool in Middleburg, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Middleburg, FL agent, Cindy Gavin Team specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Homes for Sale with a Pool in Middleburg, FL

$445,000
3 Beds ⋅ 2 Baths ⋅ 2160992 MLS
This beautifully maintained 3 bedroom, 2 bath home offers 2,432 square feet of comfortable living space on a sprawling 1 acre lot in Middleburg. Designed for both everyday living and entertaining, the home features a renovated kitchen with granite countertops, spacious bedrooms with walk-in closets, and durable LifeProof LVP flooring in all bedrooms. The versatile floor plan includes a front room currently used as an office that could easily serve as a formal living room, plus an additional flex/guest room for visitors, hobbies, or extra living space. Step outside and enjoy your private backyard oasis featuring a saltwater swimming pool installed in 2015. The pool pump and chlorinator were replaced in 2025, providing added peace of mind. The screened porch and pool deck were Shark-coated in 2025, creating a great space to relax and enjoy the Florida lifestyle. Storage and workspace will never be an issue with two large sheds measuring approximately 12x24 and 8x19, plus an additional small shed for lawn equipment. A carport-style cover over the patio provides a convenient spot for grilling and outdoor entertaining. Additional highlights include a 1-year-old water heater, PVC piping, private well, and septic system. With plenty of room to spread out, a private pool, extensive storage, and a flexible floor plan, this property offers the space and amenities you've been looking for--without sacrificing comfort or convenience. Schedule your tour today.

2435 Range Line Road, Middleburg
$900,000
4 Beds ⋅ 4 Baths ⋅ 2160061 MLS
5.64-Acre Multi-Parcel Opportunity in Middleburg--Home + 3 Vacant Lots'' A rare offering in Middleburg: four separate parcels totaling 5.64 acres, including a 1-acre homesite with a 4-bed, 3-bath all-brick home and a beautiful sparkling pool already placed for you. The home features a brand-new roof and is ready for your personal touch. The remaining three parcels are vacant land--ideal for building, expanding, or investing. The pole barn comes equipped with 3 phase power for your heavy duty equipment. All parcels are sold together. The main house needs some updates and flooring. The second dwelling is sold as is.

1285 Hatcher Road, Middleburg
$565,000
4 Beds ⋅ 2 Baths ⋅ 2159551 MLS
Beautifully updated custom estate pool home on a private .67-acre preserve lot with a fully fenced backyard. This exceptional home features a new roof with transferable warranty, two new water heaters, newer dual-pane double-hung windows, and custom lighting throughout. Cali Bamboo wood flooring graces the main living areas, with new carpet in the bedrooms. The fully remodeled kitchen boasts double ovens, undermounted sink, quiet-close cabinets, and granite countertops. A spacious den with built-ins and custom art lighting is filled with natural light and overlooks the pool and preserve lot. Enjoy the saltwater pool surrounded by beautiful travertine tile, with abundant wildlife creating a peaceful private setting. The inviting living area features a gas fireplace, while the updated guest bath offers a walk-in shower. The desirable split-bedroom floorplan provides privacy and functionality. A truly special home with thoughtful updates and an exceptional outdoor retreat!

2856 Ravines Road, Middleburg
$240,000
4 Beds ⋅ 2 Baths ⋅ 2158892 MLS
This could be your lucky weekend! The buyers backed out on this bargain. Discover the perfect blend of style, space, and versatility in this solid one level concrete block home nestled in one of Clay County's most established and sought-after communities. Featuring 4 bedrooms, 2 bathrooms, which includes a private owner's ensuite, this home offers durable luxury vinyl plank flooring throughout and a beautifully updated kitchen with designer finishes. Plus a large indoor laundry room. Enjoy year-round living in the spacious Florida Room, abundant storage, and a fully fenced backyard designed for entertaining with an above-ground pool, wraparound deck, and a charming tiny house ideal for a home office, studio, or hobby space. Conveniently located near shopping, dining, and parks while zoned for award-winning Clay County schools, this move-in-ready home offers exceptional value and endless possibilities.

1670 Anne Drive, Middleburg
$390,000
4 Beds ⋅ 3 Baths ⋅ 2158586 MLS
Welcome to Clay County! Beautifully upgraded and planned with today's lifestyle in mind, the spacious family friendly floor plan offers the perfect balance of privacy and open concept living. A large gourmet kitchen boasts granite countertops, abundant cabinetry, and generous workspace adjacent to the gathering areas, making entertaining effortless. Convenient with a First floor owners ensuite & bonus flex room on the 2nd floor. Step outside to an entertainer's dream featuring a covered lanai, Large Pergola, paver patio, summer kitchen, fully fenced backyard, above-ground pool with wraparound deck, and raised planter beds. Enjoy community amenities including a pool, scenic lakes, and walking/jogging trails, all tucked away in a peaceful setting just minutes from Oakleaf Plantation shopping and dining, the First Coast Expressway, Cecil Commerce, St. Vincents Hospital, NAS JAX and highly rated Clay County schools. View the Feature Sheet & Docs Tab

703 Welcome Home Drive, Middleburg
$378,000
4 Beds ⋅ 2 Baths ⋅ 2158342 MLS
BEAT THE HEAT!! Beautiful 4/2 with your own pool, lots of room to entertain family and friends! Pool has brand new liner and is ready for play, it is a sport pool, large cool deck for lounging. Interior is a split plan with large master suite, ensuite bath, huge walk-in closet plus a him's closet, and garden tub, recently updated walk-in shower. Kitchen has a nook plus a large pantry with generous shelving for storage. Stainless appliances. Washer and dryer also stay. Formal dining room and huge great room. TV does not convey. Beautiful fireplace to warm your heart and home. Guest bath has a large vanity with plenty of storage and half-moon window. All other bedrooms are generous sized with large closets.

1676 Glen Laurel Drive, Middleburg
$369,900
4 Beds ⋅ 2 Baths ⋅ 2158248 MLS
Set beneath mature shade trees & overlooking a horse farm across the street, this spacious pool home offers an uncommon sense of openness & privacy within an established neighborhood. Inside, the split-bedroom floor plan places the generous primary suite apart from the secondary bedrooms. Multiple living spaces provide flexibility, including a formal dining room, a separate room w/ built-in shelving that is ideal for an office or library & a large gathering rm anchored by a striking stone fireplace. The roomy kitchen includes an everyday dining area, while the oversized laundry room delivers the extra space every household appreciates. Step into the screened porch for a quiet place to unwind, then continue outside to a fenced backyard designed for Florida living-with an in-ground pool, patio space & storage shed. With abundant sq footage, a two-car garage & a layout ready to be personalized, this home offers the space, setting & lifestyle buyers have been waiting for. New carpet.

2084 Tickford Street, Middleburg
$400,000
3 Beds ⋅ 3 Baths ⋅ 2158142 MLS
Florida lifestyle located! Movie nights from a pool float-check. Backyard BBQ's-check. Late night swim under the stars-check. And for anyone who still remembers the old ''purple hair dye'' rumor... don't worry there's a convenient outdoor cabana bath just steps away! No wet footprints through the house, just easy Florida living. This beautifully maintained 3-bedroom, 2-bath home with a screened-in pool and low annual HOA. Vinyl fencing with access to pond from backyard gate. Meticulously cared for, don't miss your opportunity to see this one.

1589 Backwater Drive, Middleburg
$525,000
5 Beds ⋅ 4 Baths ⋅ 2157794 MLS
Welcome to your own private slice of country living, where space, comfort, and endless possibilities come together. Nestled on nearly 3 acres, this expansive brick estate offers over 3,100 square feet of living space with 5 spacious bedrooms, 3.5 bathrooms, and a dedicated office/flex room, providing plenty of room for growing families, multigenerational living, or those working from home. As you arrive, you'll be welcomed by fresh landscaping, an oversized driveway, and a gated entrance leading to the fully fenced homesite, offering privacy, security, and plenty of space to spread out. The interior has been freshly painted and features tile flooring throughout, creating a clean, low-maintenance living environment with no carpet anywhere in the home. At the heart of the home, you'll find a spacious kitchen complete with granite countertops, ample cabinet space, and a custom-built walk-in pantry featuring beautiful wood shelving, cabinets, and a butcher block countertop, thoughtfully designed to maximize storage and organization. Step outside to your own backyard retreat featuring an above-ground pool installed just two years ago, complemented by a newly built pool deck, the perfect place to relax, entertain, and enjoy warm Florida afternoons. The property also includes a 2-car garage and a detached workshop, making it an ideal setup for a craftsman, woodworker, hobbyist, or anyone in need of additional workspace and storage. Whether you're dreaming of creating your own homestead, parking your RV/Boat, or simply having plenty of room for the kids to explore and enjoy the outdoors, this property has the space to make it happen. If you've been searching for the perfect blend of peaceful country living with the convenience of nearby modern conveniences, this is the one you've been waiting for. Schedule your private showing today!

3621 County Road 215, Middleburg
$360,000
4 Beds ⋅ 2 Baths ⋅ 2157556 MLS
Stunning 4-bedroom, 2-bath pool home with a spacious fenced backyard and a versatile flex room that can serve as a home office, playroom, or possible bedroom. This move-in-ready home features wood like tile flooring throughout, fresh interior paint, a new roof (2025), and an HVAC system and water heater that are both less than 10 years old for added peace of mind. The functional floor plan includes a welcoming family room with a stunning stone-front wood-burning fireplace, creating the perfect gathering space. The kitchen offers newer stainless steel appliances, ample cabinetry, and plenty of counter space for meal preparation. Step outside to your private backyard oasis featuring a sparkling pool, a large fenced yard, and plenty of space for entertaining, pets, or play. Conveniently located near schools, shopping, dining, and major roadways, this home combines modern updates, flexible living space, and everything you need to enjoy the Florida lifestyle.

1864 Sherwood Drive, Middleburg
$522,900
4 Beds ⋅ 3 Baths ⋅ 2157531 MLS
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 floor offers a large primary with a huge walk-in closet with custom shelving, an ensuite bathroom with a tub & separate shower. There are two other bedrooms, a third bathroom and a large bonus/game room. You will enjoy year round entertaining in the beautifully landscaped and private backyard. Updates include a new roof, hot water heater, vinyl plank flooring, pool liner & pump.

3151 Nautilus Road, Middleburg
$615,000
4 Beds ⋅ 2 Baths ⋅ 2156269 MLS
Welcome to your own private country retreat in the highly sought-after equestrian community of Foxmeadow! Nestled on 2.7 acres, this well maintained 4-bedroom, 2-bath brick home offers the perfect blend of country charm, modern upgrades, and exceptional functionality. The home features a warm country-style interior with a spacious kitchen offering abundant cabinet and countertop space, making it ideal for entertaining. The spacious owner's suite provides a peaceful retreat with a spacious bath, while the glass-enclosed Florida room overlooks the screened saltwater pool, creating the perfect space to relax and enjoy the outdoors. This home has been thoughtfully updated for comfort and peace of mind, including a durable metal roof, updated windows, whole-home generator, and a climate-controlled flex/storage room that can easily accommodate hobbies, a home office, or additional storage needs. Car enthusiasts, hobbyists, and outdoor enthusiasts will appreciate the incredible outbuildings and covered parking, including an attached two-car garage, detached two-car covered carport, a large enclosed RV/boat garage, and an impressive workshop with ample space for projects, equipment, or recreational vehicles. With a completely fenced paddock area you can bring your horses and enjoy the freedom of country living in one of Clay County's premier equestrian communities. With plenty of room to roam, top-rated Clay County schools, and convenient access to shopping, dining, medical facilities, and major roadways, this exceptional property offers the best of both worlds--peaceful rural living with everyday conveniences just minutes away. Properties like this are a rare find. Schedule your private showing today and experience everything this remarkable Foxmeadow estate has to offer!

4201 Sidewinder Trail, Middleburg
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