Waterfront homes for sale & real estate in Lakeside, FL

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OPEN SAT, 11AM TO 1PM3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Lakeside, FL:
* * Brand-New Roof & No CDD Fees! * * This executive brick home is nestled on a quiet cul-de-sac in the highly sought-after Ashebourne community just off Doctors Lake Drive. Offering 4 bedrooms, 3 bathrooms, and 3,520 sq ft on nearly a Â½-acre lot, this well-maintained home features a first-floor owner's suite with three additional bedrooms upstairs, soaring ceilings, beautiful hardwood flooring, formal living and dining rooms, a spacious family room, a cozy fireplace in the family room, and a stunning double-sided fireplace shared between the dining room and one of the sunrooms, creating warmth and character throughout the home. Designed for both everyday living and e

$610,000

4 beds3 baths3,520 sq ft

3819 Waterside Dr, Orange Park, FL 32073

In-ground pool • No cdd fees • Brand-new roof

OPEN SAT, 11AM TO 3PM3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Lakeside, FL:
Rare opportunity to own a private waterfront property on one of the largest lots on Doctors Lake. Enjoy navigable water access with a boat lift, floating jet ski dock, kayak launch and 2-story waterfront deck. A newly updated, illuminated 450 ft. walkway with modern cable railings leads you through natural landscape from the home to the water. This updated smart home blends traditional character with modern farmhouse style. The gourmet kitchen features upgraded cabinets, premium appliances and a Hallman gas range. The primary bath offers a classic clawfoot tub and separate walk-in shower. Upstairs, 2 large rooms share a kitchenette and full bath. A private entry allows it to be used as a mo

$1,075,000

4 beds3 baths2,575 sq ft

1717 Landward Ln, Middleburg, FL 32068

Boat lift • Kayak launch • Lit walkway

OPEN SAT, 1PM TO 4PM3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Lakeside, FL:
Sunlight pours through the living room skylight, and the water view takes it from there. This 3-bedroom, 2-bath Orange Park home pairs a recently updated kitchen with an easy, low-maintenance landscape, so your weekends stay yours. Sip morning coffee overlooking the water, then head out: just off Kingsley Avenue, minutes from hospitals, restaurants, shopping, and schools. Updated, light-filled, and waterfront in one of Northeast Florida's most convenient locations. Schedule your private tour today.

$300,000

3 beds2 baths1,628 sq ft

49 Fox Valley Dr, Orange Park, FL 32073

Living room skylight • Updated kitchen • Water view

ABOUT THIS HOME
Waterfront Home for sale in Lakeside, FL:
NO CDD, NO HOA - MOVE-IN READY 3 Bedroom home with a fenced backyard and creek view. Fresh interior paint and brand new carpet, make this 3 bedroom/2 bath ready for its next owner. With 1087 square feet, the home offers easy-to-maintain layout with an open living and dining area, fireplace and plenty of natural light. Step outside to a fenced back yard with direct access from the Primary EnSuite and a view of the creek- adding privacy in a natural setting. Built in 1991 and conveniently sized for buyers who don't want the upkeep of a large home, this property is a great option for first time buyers or anyone looking to simplify without giving up a private backyard.

$229,000

3 beds2 baths1,087 sq ft

1281 Independence Dr, Orange Park, FL 32065

Private backyard • Creek view • Natural light

SHORT SALE3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Lakeside, FL:
Solid bones with the big-ticket items done--just bring the TLC and make it yours! 5BR/2BA on a fenced 0.30-acre lot with vaulted ceiling, stone fireplace, and updated master bath. Brand-new roof (May 2026), fresh flooring, and an A/C System that blows ice-cold. Update the kitchen and add your finishing touches for instant upside. Possible water view once rear trees are cleared; room for a pool. No HOA, no CDD, no flood zone. Top Clay County schools. Sold as-is--bring your offers!

$260,000

5 beds2 baths1,976 sq ft

2877 Gatling Blvd, Orange Park, FL 32065

Room to add a pool • Brand-new roof • 0.3 acre lot

Property at 1102 Meadow Dr, Orange Park, FL 32065, 3 beds, 2 baths

$353,000

3 beds2 baths1,834 sq ft

1102 Meadow Dr, Orange Park, FL 32065

Property at 74 Fox Valley Dr, Orange Park, FL 32073, 3 beds, 2.5 baths

$399,900

3 beds2.5 baths1,971 sq ft

74 Fox Valley Dr, Orange Park, FL 32073

Property at 1889 Sue Meadow Ln, Middleburg, FL 32068, 5 beds, 3 baths

$429,000

5 beds3 baths2,483 sq ft

1889 Sue Meadow Ln, Middleburg, FL 32068

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COMING SOON3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Lakeside, FL:
Coming Soon listing, no showings. 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 up

$1,199,000

4 beds3 baths2,407 sq ft

3126 Nautilus Rd, Middleburg, FL 32068

0.66 acre lot • 3 garage spots • Pool

OPEN SAT, 11AM TO 1PM3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Lakeside, FL:
* * OPEN HOUSE-SAT. , SEPT 5TH 11AM-1PM * * Welcome to this beautiful move in ready townhome located in the highly desired Lago Del Sur community in Middleburg. The most sought-after end unit!! This two-story home offers a functional layout with a spacious living area that flows into the kitchen and dining space, ideal for everyday living and entertaining. Lawn maintenance is included, providing low-maintenance living and added convenience. Step outside to your private screened in patio overlooking the pond. Conveniently located near Blanding Blvd. and the First Coast Expressway. Close to schools, shopping, and dining. This one won't last long come see it!

$205,000

2 beds2.5 baths1,264 sq ft

1805 Lago Del Sur Dr, Middleburg, FL 32068

Overlooking the pond • Screened in patio • $63 HOA

3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Lakeside, FL:
Spacious, bright, 2,779-SF pond-front home on a cul-de-sac in desirable Eagle Harbor! This flexible floor plan offers 4 bedrooms--or 3 bedrooms plus an office--plus a bonus room with its own bath, and 4 beautifully renovated bathrooms. The sellers have been thoughtfully updating the home, with flooring next on their list. Since they are moving, they are offering a flooring allowance with an acceptable offer so the new owners can select their own style. The kitchen features 42-inch cabinetry, newer appliances, and a brand-new range with convection, air-fryer, pizza, and easy-clean settings. Additional highlights include a 2017 roof, newer water heater, extended 3-car garage, and floored atti

$600,000

4 beds4 baths2,779 sq ft

1518 Tidewater Ct, Fleming Island, FL 32003

Pond front home • Renovated bathrooms • Cul de sac

OPEN SAT, 11AM TO 1PM3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Lakeside, FL:
Welcome to one of the most desirable floor plans in the highly sought-after community of Wilford Preserve. From the moment you step inside, this home strikes the perfect balance of modern style and everyday comfort, with upgraded lighting throughout and finishes and fixtures that were clearly chosen with care and intention. The thoughtful layout places the primary suite alongside two additional guest bedrooms and a full guest bathroom, all on the lower level -- ideal for effortless, single-story-style living. Upstairs, a private fourth bedroom or spacious bonus room awaits, complete with its own ensuite bathroom and generous storage, offering the flexibility to serve as a guest retreat, hom

$409,900

4 beds3 baths2,289 sq ft

636 Ivory Palm Rd, Orange Park, FL 32073

Upgraded lighting • Primary suite • Guest bedrooms

3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Lakeside, FL:
This meticulously maintained, move-in ready 3 bedroom home in Doctors Inlet Reserve features gorgeous waterfront pond views from the extra-large back patio--perfect for relaxing or entertaining. Inside, you'll find a fully equipped kitchen featuring granite counter tops with high end Samsung appliances. Washer & Dryer also included. The home also has upgraded windows with plantation shutters for extra privacy and energy savings. Fresh paint & brand new carpet, and the roof only is 2 years old! The home has a transferable termite bond. The garage features pull down stairs for attic access as well as storage cabinets. The walkable community has a low HOA with community pool, clubh

$329,000

3 beds2 baths1,736 sq ft

1537 Harvest Cove Dr, Middleburg, FL 32068

Upgraded windows • Granite counter tops • 7,840 sq ft lot

ABOUT THIS HOME
Waterfront Home for sale in Lakeside, FL:
Boater's Paradise! This beautifully remodeled one story brick waterfront home has Doctors Lake/ St. Johns River frontage as well as canal frontage. Located near the Doctors Lake Marina you feel like you are living at a yacht club! The back of the home faces North so you get sunrises and sunsets. The private dock has two slips on the lake with lifts and a third slip on the canal. Outside, the property features a gazebo with a spa, a deep artesian well, a wrap around deck, a porcelain tiled patio facing the water, and outstanding views. Inside has porcelain floors throughout with no thresholds, numerous skylights, recessed lighting throughout, beautiful matching stone fireplace surround, kitc

$899,000

3 beds2.5 baths2,675 sq ft

1105 Fishermans Way, Fleming Island, FL 32003

Waterfront home • Private dock • Two slips

Property at 2778 Holly Point Rd W, Orange Park, FL 32073, 3 beds, 2 baths

$759,000

3 beds2 baths1,558 sq ft

2778 Holly Point Rd W, Orange Park, FL 32073

Property at 2328 Holly Ln, Orange Park, FL 32073, 3 beds, 3 baths

$750,000

3 beds3 baths2,624 sq ft

2328 Holly Ln, Orange Park, FL 32073

Property at 1537 Winston Ln, Fleming Island, FL 32003, 3 beds, 2 baths

$440,000

3 beds2 baths1,904 sq ft

1537 Winston Ln, Fleming Island, FL 32003

Property at 978 Rooster Hollow Way, Middleburg, FL 32068, 5 beds, 3 baths

$575,000

5 beds3 baths3,695 sq ft

978 Rooster Hollow Way, Middleburg, FL 32068

Property at 2199 Astor St #302, Orange Park, FL 32073, 3 beds, 3.5 baths

$495,000

3 beds3.5 baths2,150 sq ft

2199 Astor St #302, Orange Park, FL 32073

Property at 1735 Walton Lake Ct, Fleming Island, FL 32003, 4 beds, 3.5 baths

$584,000

4 beds3.5 baths2,694 sq ft

1735 Walton Lake Ct, Fleming Island, FL 32003

Property at 1843 Commodore Point Dr, Fleming Island, FL 32003, 4 beds, 3 baths

$580,000

4 beds3 baths2,396 sq ft

1843 Commodore Point Dr, Fleming Island, FL 32003

Property at 1013 Rooster Hollow Way, Middleburg, FL 32068, 5 beds, 3.5 baths

$528,900

5 beds3.5 baths3,459 sq ft

1013 Rooster Hollow Way, Middleburg, FL 32068

Property at 1748 Royal Fern Ln, Fleming Island, FL 32003, 5 beds, 2.5 baths

$539,900

5 beds2.5 baths2,881 sq ft

1748 Royal Fern Ln, Fleming Island, FL 32003

Property at 475 Springbrook Dr, Fleming Island, FL 32003, 3 beds, 2 baths

$379,000

3 beds2 baths2,027 sq ft

475 Springbrook Dr, Fleming Island, FL 32003

Property at 2220 Lookout Lndg, Fleming Island, FL 32003, 5 beds, 4 baths

$580,000

5 beds4 baths2,739 sq ft

2220 Lookout Lndg, Fleming Island, FL 32003

Property at 1416 Walnut Creek Dr, Fleming Island, FL 32003, 4 beds, 3 baths

$547,000

4 beds3 baths2,582 sq ft

1416 Walnut Creek Dr, Fleming Island, FL 32003

Property at 3203 Us Highway 17, Fleming Island, FL 32003

$795,000

Land1.07 acres (lot)

3203 Us Highway 17, Fleming Island, FL 32003

Property at 901 - A Creighton Rd, Fleming Island, FL 32003

$1,200,000

Land2.46 acres (lot)

901 - A Creighton Rd, Fleming Island, FL 32003

Waterfront Homes for Sale in Lakeside

There are currently 8 waterfront homes for sale in Lakeside at a median listing price of $320K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Lakeside stay on the market for 51 days and receive 1 offers. Popular neighborhoods include Southwest Jacksonville, and Orange Park Country Club. This map is refreshed with the newest listings in Lakeside every 15 minutes.

In the past month, 40 homes have been sold in Lakeside. In addition to houses in Lakeside, there were also 2 condos, 7 townhouses, and 0 multi-family units for sale in Lakeside last month. Lakeside is a not walkable city in Florida with a Walk Score of 20. Lakeside is home to approximately 30,796 people and 6,278 jobs. Find your dream home in Lakeside 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 Lakeside are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Lakeside. Our Lakeside real estate stats and trends will give you more information about home buying and selling trends in Lakeside. If you're looking to sell your home in the Lakeside area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Lakeside with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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