02-SOUTHSIDE Real Estate | 02-SOUTHSIDE Historical Properties for Sale

5 Beds ⋅ 7 Baths ⋅ 4,223 SqFt. ⋅ 120 DOM

With Grand River views in the heart of Historic Avondale, this ''Prairie School'' influenced design was built in 1924 and enjoys a colorful past as the ''Bootlegger House''. A full renovation in 2015 is timeless with today's modern standards. A wide front veranda welcomes you to enter between twin copper lanterns and beveled glass entry. A grand entry foyer leads to spacious traditional Living and Dining rooms, plus sunlit side porch with river views. The kitchen is a cook's delight with newer stainless gas appliances, travertine counters, solid wood cabinetry and separate laundry with antique farm sink. Up the classic staircase are 4 large bedrooms and 3 full baths. The primary suite includes a sun/sitting room, private bath, walk-in closet and great river views.In the back yard is entertainment central with gas fire pit and summer kitchen grill. A separate building with it's own address features a studio and 2 car garage down and a full apartment up for Family or Air B&B

1880 Edgewood Avenue S, Jacksonville

$241,000

3 Beds ⋅ 2 Baths ⋅ 1,410 SqFt. ⋅ 148 DOM

LISTED AT LENDER APPROVED SHORTSALE PRICE! St. Nicholas Craftsman style home with all the updates! Walk into the open floor plan with completely updated kitchen including stainless steel appliances, large island and beautiful countertops. Easy to maintain yard is fully fenced with plenty of room for a pet to run and play without a lot of time spent mowing. Enjoy sipping coffee on the front porch or relax out back on the private back deck. NO HOA, NO CDD! Washer and dryer is included. - Short Sale - property is being sold AS-IS. All offers are contingent upon 3rd party approval

2818 White Avenue, Jacksonville

$100,000

3 Beds ⋅ 1 Baths ⋅ 1,370 SqFt. ⋅ 304 DOM

This is a 3 bedroom 1 bath home. It has tile in the living room and and dining room. It has carpet in the bedrooms. It has washer/dryer hookups and central heat and air. The yard is fenced in and has street parking as well back yard parking.

1322 Steele Street, Jacksonville

$120,000

3 Beds ⋅ 1 Baths ⋅ 800 SqFt. ⋅ 313 DOM

Great opportunity for investors or rehab enthusiasts to complete this project and add value. Roof recently completed. Interior framing and partitions in place with wood—no sheetrock, kitchen, or bathroom. Home is a blank slate ready for renovation and customization. Situated on a corner lot with good bones and double carport. Sold As-Is, seller makes no repairs or warranties.

2105 Meharry Ave Avenue, Jacksonville

$120,000

2 Beds ⋅ 1 Baths ⋅ 824 SqFt. ⋅ 109 DOM

Investor Alert! Investor Alert! Vacant and ready for your next project or tenant, 1739 Ella Street offers strong potential in one of Jacksonville's fastest-growing ZIP codes -- right behind Edward Waters University, where a major expansion is adding 425 new beds, a community hub, and a new track facility. EWU enrollment has surged 30% in just four years, creating steady rental demand. This home features newer flooring, and an updated kitchen. Previously rented for $1,200/month (Section 8 paid $961). Great potential to convert the garage into an additional bedroom or flex space. Conveniently located minutes from Downtown Jacksonville, Riverside, the Jaguars Stadium, Jacksonville Zoo, shops, major highways and more, making it ideal for growth-minded investors. To be sold AS-IS. Excellent location, and strong rental upside! All information pertaining to the property is deemed reliable, but not guaranteed. Information to be verified by the Buyer. Be advised that cameras may exist recording audio and video inside/outside the property, such as ring doorbells. Photos are digitally enhanced and could be altered, please verify.

1739 Ella Street, Jacksonville

$2,800,000

7 Beds ⋅ 5 Baths ⋅ 5,800 SqFt. ⋅ 339 DOM

Step into the enchanting embrace of the notable Upham Winter Cottage, a captivating Queen Anne Victorian nestled on a quarter-acre lot within the heart of St. Augustine's cherished historic preservation district and listed on the National Register ofHistoric Places. This world-class historic mansion has recently been renovated from top to bottom to perfection with soft coastal hues in mind ~ enjoy the well-designed balance of rich historic beauty and modern luxury. With 5800 sq ft of living space, 5 bedrooms and 3.5 bathrooms in the main house and a 2 bedroom, 1 bath apartment with private entrance, a full kitchen, living and dining room - this home is ideal for multigenerational living or additional income. Located on historic St.George Street, the shops, restaurants, landmarks and culture of the Nation's Oldest City are only steps away. The highly active community association provides additional opportunities to socialize and enjoy the buzz of downtown living Built in 1893 as a winter retreat for John J. Upham, a veteran of the Civil War and Plains Indian War, this remarkable home showcases the graceful blend of Queen Anne Victorian architecture with examples of Moorish Revival in the courtyard arches. With stunning original millwork, wood floors and a unique octagonal shape, this home will take you back to the splendor of the Gilded Age. From joyous Flagler Era galas to legendary Mardi Gras celebrations, The Upham Winter Cottage has been a witness to countless extraordinary events throughout the ages. Today, as you step foot within these storied walls, you become a part of the Upham Winter Cottage's narrative and assume the role of its guardian, preserving the heritage of the past while crafting a new chapter in its history. Nothing compares.

268 St George Street, St. Augustine

$165,000

4 Beds ⋅ 2 Baths ⋅ 1,485 SqFt. ⋅ 193 DOM

Discover this well-designed single-family home in Jacksonville, featuring 4 spacious bedrooms and 2 bathrooms. The property includes two lots on record, offering additional space and flexibility for outdoor activities, future improvements, or investment potential. The home also features an unfinished garage measuring approximately 270 sq. ft., plus an additional 126 sq. ft. storage area. The open and functional layout provides plenty of living space for families, while the property's generous lot configuration offers room to enjoy or enhance the outdoor space. Currently tenant-occupied through May 2027 at $1,320/month, this property presents an excellent opportunity for investors looking to add a solid asset to their portfolio. Don't miss the opportunity to own a versatile property with two lots on record in a growing Jacksonville area!

961 Ardmore Street, Jacksonville

$2,500,000

9 Beds ⋅ 12 Baths ⋅ 5,212 SqFt. ⋅ 347 DOM

The Blue Heron Inn in the heart of the downtown Fernandina Historic District is a fully-furnished B&B with period antiques, 2 buildings with 5,212 HSF: 102 S 7th is the Main Guest Inn with 6 Guest Rooms, 6 1/2 Baths, Kitchen, Laundry/Pantry, Gathering Rooms, Dining Room, Wrap Around Porch. 106 S 7th is the innkeeper's residence next door and contains 3 Bedrooms, 3 Baths, Great Room, Kitchen, Parlor, Kitchenette and a fenced backyard patio area with pool. Walk one block to downtown Centre Street for shopping, dining, and the Marina. Buildings and systems have been remodeled and updated to reflect historic charm and modern convenience. The business is ''Turn Key'' and includes an extensive ''Book of Business''. Property is zoned C-3 and may be divided into 2 homes or a home w/pool and a B&B. Specifically excluded from this sale are all items, including furnishings , personally owned by the innkeeper/hostess for the inn. Please see Supplemental Information. Disclaimer: All property information, including but not limited to square footage, lot size, and dimensions, is provided as an approximation and is subject to independent verification by the buyer. Broker and seller make no representations or warranties of any kind. Buyer is advised to conduct their own due diligence to confirm all measurements and property details prior to closing.

102 S 7th Street, Fernandina Beach

$625,000

10 Beds ⋅ 6 Baths ⋅ 5,150 SqFt. ⋅ 3 DOM

Nestled on nearly 8 acres along the serene shores of Lake Lagonda, Blue Sky Manor is a captivating blend of historic charm and modern refinement. Built in the late 1800s, this stately residence radiates timeless elegance, with its original character lovingly preserved through thoughtful upgrades, including the electrical, HVAC, and plumbing systems. Majestic oak trees frame the property, offering shade and a sense of grandeur, while both front and rear porches invite you to relax and take in the peaceful surroundings. Recently transformed into a bed & breakfast and event venue that is rapidly gaining popularity, the home features 7 beautifully finished bedrooms and 6 full bathrooms, with an additional 3 bedrooms and 3 bathrooms awaiting completion—ideal for expanding guest accommodations or personalizing private spaces. Two private balconies overlook the lake, providing breathtaking views, while a third west-facing balcony offers the perfect perch for sunset watching. Whether you're drawn to its rich history, its hospitality potential, or its lakeside tranquility, this estate is a rare and remarkable opportunity.

103 Beacon Street, Interlachen

$145,000

2 Beds ⋅ 1 Baths ⋅ 812 SqFt. ⋅ 75 DOM

***NEW ROOF being installed, New A/C, New Electrical panel, Fresh paint, New Roof to be installed prior to closing, Move-In Ready, freshly updated Jacksonville Home. Seller is motivated, bring us an offer! Step inside to enjoy a bright, inviting living space designed for relaxation and everyday living. Fresh paint throughout, updated electrical, new kitchen appliances and new flooring gives a clean, modern feel. It is perfect for first-time buyers, downsizers, or investors. This cozy residence combines comfort, convenience, an established neighborhood and classic Florida charm. The spacious fenced in backyard is ideal for entertaining, gardening, or simply unwinding in the sunshine. A detached garage/shed provides excellent storage, flexible space for hobbies or crafts. This prime location is situated just minutes from I-95, downtown Jacksonville, shopping, dining, and beautiful local parks, this home offers the perfect balance of suburban tranquility and city accessibility

8126 Paul Jones Drive, Jacksonville

$370,000

5 Beds ⋅ 2 Baths ⋅ 2,240 SqFt. ⋅ 24 DOM

PRIME PROPERTY available and located in Northwest Jacksonville, FL with easy access to I-295 and Pritchard Road. The approximate 1.49 acres is currently surrounded by commercial properties. Ideal investment opportunities are endless and will require rezoning. Potential Trucking/Industrial Warehouse space are just a few to consider. Buildings are assigned no value. Property is zoned commercial/residential but may be rezone as commercial property at the expense of the Buyer. See surrounding properties zoned commercial. See Documents for instructions on rezoning. Buildings are assigned no value.

6708 Old Kings Road, Jacksonville

$540,000

3 Beds ⋅ 2 Baths ⋅ 2,356 SqFt. ⋅ 197 DOM

This home offers the best of both worlds, historic character with tasteful modern updates. Many original features including a fireplace, beautiful solid wood front door, sunporch with views of the majestic St Johns River and an enclosed back porch that leads to the backyard that will be your own private oasis. Updated bathrooms and a huge kitchen with new state of the art appliances that any chef would envy. The second story attic is insulated and could be finished to create additional living space. The house is zoned for either commercial or residential use and is within the South Historic District. Located one block from the St Johns River and historic downtown Palatka, this is your opportunity to be a part of Palatka's renaissance!

117 S 3rd Street, Palatka

$140,000

3 Beds ⋅ 1 Baths ⋅ 1,162 SqFt. ⋅ 75 DOM

Great opportunity to add to Rental Portfolio this 3Bedroom rents for $1300 per Month. Also good potential for first time home buyers. Please View Property prior to Sending Offer

1410 21st Street, Jacksonville

$543,000

5 Beds ⋅ 4 Baths ⋅ 2,286 SqFt. ⋅ 180 DOM

Walk to park, River, Schools! Beautifully updated 4 bdrm 3 ba., home with an additional 1 bdrm 1 ba., with loft ADU! Great office or multigenerational space! Everything is updated and beautiful! New siding, plumbing, windows, and flooring (2025), plus a new roof and central AC system (2022). Walking to River, Parks, School!

4358 Longfellow Street, Jacksonville

$135,000

3 Beds ⋅ 2 Baths ⋅ 1,315 SqFt. ⋅ 39 DOM

Attention Attention...Short Sale! Welcome this beautifully renovated 3-bedroom, 2-bath residence offers modern elegance and comfort in every detail. From the moment you step inside, you'll be greeted by an open-concept layout with abundant natural light, and luxury vinyl plank flooring throughout. The living area flows seamlessly into a designer kitchen featuring brand-new stainless steel appliances, quartz countertops, update cabinetry, and a stylish tile backsplash—perfect for entertaining or enjoying quiet evenings at home. Don't wait come see this today!

1730 W 14th Street, Jacksonville

$379,000

4 Beds ⋅ 3 Baths ⋅ 2,003 SqFt. ⋅ 264 DOM

Now available in the heart of Murray Hill — a truly unique historic property offering two beautifully upgraded homes for one unbeatable price! Live in the main residence and generate income from the fully renovated guest house/in-law suite. With a 6-foot privacy fence and an electronic security gate, this property offers rare seclusion and a true family compound feel, complete with an adjacent lot and spacious lawn, and a beautiful paver driveway and patio—perfect for entertaining and outdoor living. Main Home: 1,378 sq. ft. 3 Beds/2 Full Baths, original all-brick home, fully renovated and insulated throughout, hardwood floors, and modernized kitchen and bathrooms. Guest House/ In-Law Suite features One bedroom and one decorative tile bathroom, Fully upgraded kitchen with granite counter tops and stainless appliances and spectacular open-concept. Located just minutes from Riverside, Avondale, FSCJ, NAS Jax, and downtown Jacksonville.

4518 Astral Street, Jacksonville

$1,085,000

2 Beds ⋅ 2 Baths ⋅ 1,180 SqFt. ⋅ 129 DOM

Older home that offers a tremendous opportunity for commercial retail or office development or possible multi-family. 2.02 acres of land in high growth area. New Publix shopping center, dental office, Gate Convenience Station, Walgreens, & much more new construction going on across the street & next door. Very good visibility on high traffic corridor near intersection of New Berlin Rd & Yellow Bluff Rd. Older frame home on the property, but value is in the commercial land use possibility. Buyer needs to confirm zoning or PUD changes necessary for desired end use. Buyer needs to verify development details & needs including access, wetlands, geotechnical, environmental, endangered species, & feasibility. Additional 5.15 acres on Yellow Bluff available. See MLS 1242663, 1242675 &1250429.

12606 Yellow Bluff Road, Jacksonville

$360,000

3 Beds ⋅ 1 Baths ⋅ 1,260 SqFt. ⋅ 101 DOM

Home on Lake Stella in Crescent City. that has been Remodeled. Lake Stella is a Beautiful Recreational Clear Water Lake great for swimming , Fishing , skiing and Jet Skis . This Lake has a Public Boat Ramp. The Home is close to Shopping and also Lake Crescent which also has a Public Boat Ramp.. Also not far to the St. Johns River and Lake George.

232 S Main Street, Crescent City

$650,000

3 Beds ⋅ 2 Baths ⋅ 2,969 SqFt. ⋅ 262 DOM

THE ERWIN-LINKE-SHIRLEY HOME aka: THE PINK HOUSE. STEP BACK IN TIME AND DISCOVER THE TIMELESS ELEGANCE OF THIS STUNNING TWO STORY VICTORIAN HOME BUILT IN C. 1886. THIS HOME IS BRIMMING WITH CHARACTER, EXQUISITE CRAFTMANSHIP, MULTIPLE EXPANSIVE PORCHES, TALL WINDOWS, MULTIPLE FIREPLACES WITH DETAILED MANTELS WHICH ADD BEAUTY AND AMBIANCE TO THE LIVING SPACES. THE UPDATED KITCHEN HAS CLASSIC CHARM WITH MODERN FUNCTIONALITY. EXTENSIVE STORAGE WITH A FULL ATTIC AND FULL BASEMENT. THIS MASTERPIECE HOME INCLUDES MODERN AMENITIES LIKE CENTRAL AIR AND UPDATED ELECTRICAL SYSTEMS FOR COMFORT AND PEACE OF MIND. THE SPACIOUS BACK YARD HAS A 2 STALL RV CARPORT, WORK SHED, AND A CHICKEN COOP. PLENTY OF ROOM FOR GARDENING AND FREE RANGING CHICKENS.

240 Sisco Road, Pomona Park

$449,000

2 Beds ⋅ 1 Baths ⋅ 1,678 SqFt. ⋅ 315 DOM

**PRICE IMPROVEMENT**Discover the perfect canvas for your dream farm on this expansive 17 acre parcel nestled in the serene area of Bryceville, Fl. This remarkable property features a functional horse facility, making it ideal for equestrian enthusiasts or those seeking rural retreat with endless possibilities. While the existing home is of no value, it brings valuable infrastructure to the property, including well, septic and electric- offering a strong foundation for future development. Whether you're planning to build your custom farmhouse, expand agricultural operations, or create a private getaway, this land offers unmatched space and potential. Sale is subject to lease back of 5 acres, including the barn, so the seller can continue to care for her senior horse.

2794 Parmenter Road, Bryceville

$370,000

2 Beds ⋅ 1 Baths ⋅ 1,044 SqFt. ⋅ 530 DOM

''FLORIDA LIVING WITH MINIMAL RISK'' These 9.21 acres is located in BEAUTIFUL INTERLACHEN with 268 ft. on two private lakes, TWIN LAKES. Interlachen has not seen the hurricane devastation that coastal regions have seen. For instance, Hurricane MILTON. Interlachen has winds gusts up to 50 miles an hour BUT NO SUSTAINED HURRICANE FORCE WINDS. A perfect place to build your country home. No worries for storm surge and NO FLOOD INSURANCE required. This property has two wells one deep at about 200 ft. and one at about 40 ft. Location is great. There are TWO parcels 1017 and 1013. The magnificent old oaks, palms and cypress just add to the beauty of this property. The old Florida Cracker house has little to no value.

1017 Old Gainesville Highway, Interlachen

$589,800

3 Beds ⋅ 4 Baths ⋅ 2,533 SqFt. ⋅ 9 DOM

Welcome to a beautifully furnished home located in the historic ''Riverside'' neighborhood, just a few blocks away from the St. Johns River. This home features a spacious front covered porch, a main level with a living area complete with a fireplace and plenty of natural light from large windows, a separate dining room, and a gorgeous kitchen with stainless steel appliances, granite countertops, and white shaker cabinets. The bedrooms have wood flooring and their own fireplaces. The upstairs includes a game room with a wet bar, and the home also offers a paver driveway for parking. Enjoy a convenient location with easy access to St. Vincent's Hospital, Restaurants, and Parks.

1520 Osceola Street, Jacksonville

$179,000

3 Beds ⋅ 2 Baths ⋅ 813 SqFt. ⋅ 50 DOM

Welcome to 553 W 61st Street, Jacksonville, FL 32208, where investment potential meets versatility. This property presents an exceptional opportunity featuring a 2-bedroom, 1-bathroom main house along with a separate 1-bedroom, 1-bathroom Accessory Dwelling Unit (ADU). Offering two rental doors for one price, savvy investors can capitalize on dual income streams within a single property. The main house provides ample space with two bedrooms, ideal for small families or roommates, while the ADU offers a self-contained living space perfect for individuals or couples seeking privacy. Situated in a prime Jacksonville location, this property promises convenience to amenities and strong rental demand. Don't miss out on this rare chance to maximize your investment returns with 553 W 61st Street's dual rental income potential.

553 W 61st Street, Jacksonville

$525,000

2 Beds ⋅ 1 Baths ⋅ 1,468 SqFt. ⋅ 318 DOM

PRIME PROPERTY AVAILABLE - Commercial/Residential zoned and located in Northwest Jacksonville, FL with easy access to I-295 and Pritchard Road. This property is approximate 1.8 acres and is currently surrounded by commercial properties for a great investment opportunity. Must be sold with adjacent property listed at 6658 Old Kings Road and may require rezoning for future Intended use. Potential Trucking/Industrial Warehouse space are just a few to consider.

6646 Old Kings Road, Jacksonville

$419,000

7 Beds ⋅ 4 Baths ⋅ 2,536 SqFt. ⋅ 353 DOM

Great Investment Property in Beautiful Historic Springfield! This fully furnished two story, 7 Bedroom, 4 Bath home has lots of charm. Sit on the front porch with your morning coffee and watch the world go by. This home features a formal living room with a large family room and a separate dining room along with a Mother-in- Law suite (ADU). The home is currently a fully occupied PadSplit with great rental income. Schedule a private tour today!

1541 Boulevard, Jacksonville

$39,500

3 Beds ⋅ 1 Baths ⋅ 860 SqFt. ⋅ 1 DOM

GREAT INVESTOR OPPORTUNITY!! 3/1 FULL REHAB, BUY AND HOLD OR FLIP! BUYER TO PAY ALL CLOSING COSTS!

1511 Bronson Street, Palatka

$350,500

3 Beds ⋅ 2 Baths ⋅ 1,080 SqFt. ⋅ 173 DOM

PRIME PROPERTY available and located in Northwest Jacksonville, FL with easy access to I-295 and Pritchard Road. The approximate 1.42 acres is currently surrounded by commercial properties and can be assembled with one or two additional properties also for sale separately. Ideal investment opportunities are endless and will require rezoning. Potential Trucking/Industrial Warehouse space are just a few to consider. Buildings are assigned no value.

6727 Old Kings Road, Jacksonville

02-SOUTHSIDE Historical Properties for Sale

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