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

$350,000
2164044 MLS
Stunning waterfront lot with an artisan well, septic, bulkhead and power. No-rise study already completed. This land is equipped with a garage and an in-ground pool ready for you to jump in! This lot is almost 1 acre with 100ft of waterfront access. Trees have been cleared and the ground leveled ready to build your forever home. House plans are available with reasonable offer.

3689 Main Street, Middleburg
$775,000
4 Beds ⋅ 3 Baths ⋅ 2164012 MLS
Welcome to waterfront living at its finest! Built in 2019, this beautiful 4-bedroom, 3-bath home offers approximately 200 feet of navigable Black Creek frontage on a gorgeous lot just under one acre, comprised of two separate parcels. Inside, the bright and open kitchen and family room feature quartz countertops, new kitchen appliances, fresh interior and exterior paint, and a desirable split floorplan. Enjoy outdoor living with a new boathouse featuring a 10,000-lb. boat lift, sunken above-ground pool, outdoor bar area, paver fire pit, custom landscaping, and plenty of space to entertain. The fully remodeled guest cottage offers flexible space for guests, family, or a home office. A gated entry provides privacy, while the navigable creek offers easy access to the water. Transferable termite bond included. This exceptional property offers the perfect blend of comfort, privacy, and waterfront lifestyle!

4110 Scenic Drive, Middleburg
$435,000
4 Beds ⋅ 3 Baths ⋅ 2163881 MLS
Coming Soon listing, no showings. Welcome to this full-brick pool home on a spacious corner lot in an established neighborhood with 4 bedrooms, 3 full baths, and an open floor plan, this home offers the ideal Florida lifestyle. The vaulted great room creates cozy gathering space, while French doors open to the lanai and heated pool for seamless indoor-outdoor living. The split-bedroom layout provides privacy, including a separate in-law suite with direct lanai and pool access--perfect for guests, extended family, or a private retreat. The spacious primary suite features a large tiled shower and double doors opening to the pool area. Outside, enjoy a fully fenced backyard with an open-air heated pool and generous green space for children and pets, vegetable gardening, or simply relaxing outdoors.Conveniently located near schools, shopping, restaurants, medical facilities, and everyday amenities, this versatile home combines privacy, comfort, and relaxed Florida living.

3074 Nautilus Road, Middleburg
$335,000
3 Beds ⋅ 2 Baths ⋅ 2163452 MLS
Welcome home to this charming 3-bedroom, 2-bath property offering plenty of space and flexibility for everyday living and entertaining. With two separate living areas, two dining spaces, and an additional nook, this home provides endless possibilities for creating the layout that works best for you. Whether you need a home office, playroom, reading area, or extra gathering space. The spacious floor plan feels open and inviting, with room for everyone to spread out comfortably. Step outside and enjoy your own backyard retreat featuring an above-ground pool, perfect for cooling off on warm Florida days or hosting friends and family. With its versatile layout, generous living spaces, and backyard pool, this home is full of charm and ready for its next owner!

3212 Carlotta Road, Middleburg
$1,199,000
4 Beds ⋅ 3 Baths ⋅ 2163193 MLS
Welcome to the waterfront lifestyle on Doctors Lake, where views, boating, fishing and unforgettable sunsets are right outside your back door. From the moment you enter this beautifully maintained, one-owner home, the sparkling pool and lake are in view. Situated on approx. 100 ft. of waterfront, spend your days on Doctors Lake, cruise over to Whitey's Fish Camp then head over to the St. Johns River and even to the ocean if your patient. Ask for Feature sheet for full list of updates including European white oak flooring throughout, remodeled bathrooms, extensive moulding, plantation shutters and a modern central kitchen. The home's thoughtful design and upkeep has been an exceptional priority for the original owner. Outdoor living is a highlight. A newer saltwater pool and hot tub, an expansive backyard, mature oaks with Spanish moss, your own dock and covered 10,000 lb. boat lift. This home was made for enjoying the Florida lifestyle. Make an appointment to secure this opportunity.

3126 Nautilus Road, Middleburg
$614,900
4 Beds ⋅ 3 Baths ⋅ 2163051 MLS
Nearly new, 1.42 acres, a brand-new heated pool AND a massive 1,050-square-foot detached garage--this Middleburg property checks boxes you rarely find all in one place! Completed in January 2025, this 4-bedroom, 2.5-bath home offers 1,996 square feet of thoughtfully designed living space surrounded by room to spread out, entertain, store the toys and enjoy the Florida lifestyle. Inside, the home feels bright, clean and modern with 9- and 10-foot ceilings, porcelain tile throughout, thick quartz countertops, soft-close cabinetry, upgraded Samsung appliances, custom blinds and a tankless water heater. Excellent insulation was incorporated with energy efficiency in mind, while the open living, dining and kitchen areas create an inviting space for everyday living and entertaining. The home is also wired for a generator. Step outside and you'll immediately see what makes this property special. The new heated swimming pool and expansive paver pool deck were installed in 2026, creating a private backyard retreat with plenty of room for lounging, grilling and entertaining. Beyond the pool, the oversized lot provides the kind of usable outdoor space that's increasingly difficult to find. Car enthusiasts, hobbyists and anyone needing serious storage will appreciate the 35' x 30' detached garage, approximately 1,050 square feet with space for up to four vehicles. Use it for cars, a workshop, home gym, office, storage or a combination of them. Two additional storage buildings provide even more flexibility. Have an RV or boat? There's more. The 24' x 35' covered pole barn is already equipped with 50-amp electric service, water and a dump line connected to the septic system, making this an exceptional setup for RV ownership and storage. A split gravel drive provides convenient access to both sides of the property, including the garage, RV area and additional parking. An electric entry gate, paver walkways and epoxy-coated front concrete add to the home's finished feel. And perhaps best of all: NO HOA. Public listing records also identify the property as AR-zoned, adding another layer of versatility to this 1.42-acre homesite. Buyers should independently verify any intended uses with Clay County. Nearly-new construction. Heated pool. 1.42 acres. 1,050-square-foot detached garage. RV pole barn with utilities. Multiple storage buildings. Electric gate. No HOA. This isn't your typical Middleburg home, it's a property built for someone who wants the house, the land, the pool and the space for everything that comes with them.

1926 Friendly Place, Middleburg
$294,900
3 Beds ⋅ 2 Baths ⋅ 2162817 MLS
Welcome home to this move-in-ready 3-bedroom, 2-bath home located in a desirable non-HOA community close to everything Fleming Island has to offer, including shopping, dining, parks, medical facilities, top-rated schools, and convenient access to major roadways and NAS Jacksonville. The beautifully updated kitchen was remodeled in 2026 and features top-of-the-line stainless steel appliances, along with soft-close cabinets and drawers. Luxury vinyl plank flooring flows throughout most of the home, and the washer and dryer are included. The spacious floor plan offers split bedrooms and a family room with a vaulted ceiling. The owner's suite features two closets and a private bath with a tub/shower combination. Both secondary bedrooms are generously sized, and the guest bathroom has also been remodeled. Step outside to your private backyard retreat featuring lush tropical landscaping, a brand-new above-ground pool perfect for hot summer days, and a pergola grilling area. The fully fenced backyard also includes a storage shed and backs to a beautiful nature preserve, providing exceptional privacy. A newer roof (2017) completes this wonderful home!

1991 Eclipse Drive, Middleburg
$369,999
4 Beds ⋅ 2 Baths ⋅ 2162376 MLS
Coming Soon listing, no showings. Professional photography coming soon! Get an early look at this spacious 4-bedroom, 2-bath pool home offering 2,149 square feet in Middleburg's Northglen community. Behind the distinctive red front door is a bright, inviting floor plan featuring generous living spaces, a split-bedroom design and an updated kitchen with white countertops, subway tile backsplash, stainless steel appliances and plenty of cabinet space. Step outside to one of the home's standout features -- a private in-ground pool and fenced backyard, creating a great space for entertaining, relaxing and enjoying Florida living. Just as impressive are the major improvements already taken care of. Recent updates include a new HVAC system with both exterior unit and interior air handler, new water heater, approximately 1-year-old pool pump, and gutters with LeafFilter protection backed by a transferable lifetime guarantee. The pool also includes two cleaning robots for added convenience. The spacious primary suite features a private bath with a large soaking tub and separate glass-enclosed shower. An attached 2-car garage, tile flooring throughout the main living areas, generous room sizes and a convenient Middleburg location complete the package. This is only the preview -- the home is currently being prepared for market and a complete set of professional photos will be added soon. Be among the first to see it when showings begin.

1580 Glen View Street, Middleburg
$449,000
3 Beds ⋅ 2 Baths ⋅ 2162056 MLS
Rarely do you find this much space, privacy and garage capacity in one property! Set on 1.12 acres at the end of a quiet Middleburg cul-de-sac in the sought-after Foxmeadow Equestrian Estates, this 3BR/2BA home offers a flexible bonus room ideal for an office, gym or possible 4th bedroom. Step outside to your own private retreat with a gorgeous in-ground pool, fully fenced backyard and peaceful wooded backdrop. The real showstopper: FIVE garage bays--one attached plus four more in a separate modern garage building--perfect for car enthusiasts, a workshop, hobbies, toys or serious storage. Major updates include HVAC (2020), water heater (approx. 2017), roof (2010), upgraded electrical panel and recently serviced well pump. A hard-to-find property with room to live, work, play and store it all. FREE APPRAISAL WITH PREFERRED LENDER!!

1184 Surrey Glen, Middleburg
$324,900
5 Beds ⋅ 2 Baths ⋅ 2161771 MLS
Sold As-ls and ready for your vision! This home sits on a nice-sized fully fenced lot with an in-ground pool and NO HOA or CDD. Public records show 1,438 sq ft, but the converted garage adds approximately 484 sq ft and includes a laundry room plus 2 additional bedrooms. The enclosed Florida room adds approximately 240 sq ft and is serviced by central heat and air, bringing the total usable space to approximately 2,162 sq ft. Features include 2 skylights, an estimated 2021 roof, storage shed, and a 10x20 workshop with electric. The pool needs a new vinyl liner, and the home would benefit from cosmetic updating. Great opportunity for a buyer looking for extra space, a large yard, and the ability to make the home their own.

2211 Albury Court, Middleburg
$480,000
4 Beds ⋅ 3 Baths ⋅ 2161386 MLS
Welcome Home to this beautifully built Richmond American home that truly shows like a model! Every detail was thoughtfully considered when the owners built this gorgeous Pearl floor plan. Featuring 4 bedrooms, 3 full bathrooms, and a spacious loft, this home offers a wonderful layout with plenty of room for family and guests. The gourmet kitchen is the heart of the home and is perfect for entertaining. A bedroom and full bathroom downstairs provide an ideal space for guests, extended family, or a private home office. Step outside to your own backyard retreat featuring a screened-in, in-ground saltwater pool, perfect for enjoying the Florida lifestyle! The fully fenced backyard offers privacy and includes a full irrigation system for easy maintenance. Conveniently located just minutes from Fleming Island, with easy access to shopping, restaurants, medical facilities, the hospital, and so much more. This home has been beautifully maintained and is truly move-in ready!

1899 Cogdill, Middleburg
$300,000
3 Beds ⋅ 2 Baths ⋅ 2161263 MLS
Don't miss this beautiful POOL home on a large, private cul-de-sac lot! This 3 bedroom, 2 bathroom home enjoys so many updates for easy carefree living including: new vinyl siding 2025, new roof 2025, new HVAC 2022, new windows 2016, new doors 2018, new LVP flooring throughout 2022, new water heater 2019, new Samsung glass surface range 2019, new Frigidaire refrigerator 2024, new Samsung dishwasher 2025, owner's shower updated 2021, and in ground pool remarciting in 2019! Wow, move in ready and very well maintained. No CDD or HOA fees make this an outstanding opportunity; zoned for well rated Clay County schools and perfectly located just minutes to all of Fleming Island's dining, shopping and conveniences. Call today to see this one in person!

2420 Cashmere Court, Middleburg
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