Vintage homes for sale & real estate in Southside Estates, FL

18 homes

Sort:

Recommended

ABOUT THIS HOME
Vintage Home for sale in Southside Estates, FL:
Beautifully Renovated Home in Prime Jacksonville Location! Welcome to this fully updated single-family home on a spacious corner lot with a fenced yard, carport, and extended driveway. This home has undergone major renovations, offering modern comfort and style throughout. Step inside to a bright, freshly painted interior featuring new upgraded flooring and an open layout. The stunning new kitchen showcases a large kitchen island, brand-new stainless-steel fridge and dishwasher, upgraded cabinetry, and modern lighting—perfect for cooking and entertaining. Both the brand-new roof and brand-new HVAC system provide peace of mind for years to come. The home also features fresh exterior

$234,900

2 beds1 bath1,064 sq ft

2875 Peach Dr, Jacksonville, FL 32246

Renovated home • New kitchen • Fenced yard

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Southside Estates, FL:
Welcome to 10320 Driftwood Road, a beautifully updated home on Jacksonville's Southside! Move-in ready with a new layout, fresh paint, and modern finishes throughout. The kitchen has been refreshed featuring a new dishwasher, microwave hood, and stylish cabinetry — offering both functionality and a clean, modern look. The bathrooms feature new vanities and updated fixtures for a sleek, contemporary feel. One of the standout spaces in this home is the bedroom with a cozy fireplace — perfect as a primary suite or versatile flex space. A rear bedroom with a private entrance offers even more flexibility — ideal for an in-law suite, guest quarters, or home office. Recent update

$240,000

4 beds2 baths1,223 sq ft

10320 Driftwood Rd, Jacksonville, FL 32246

Stylish cabinetry • Fresh paint • New layout

ABOUT THIS HOME
Vintage Home for sale in Southside Estates, FL:
Completely renovated home on nearly an acre with a separate 1 bed / 1 bath apartment featuring its own kitchenette—perfect for guests, extended family, or rental income. The main home offers 3 bedrooms and 2 full bathrooms, both newly updated, along with a beautifully remodeled kitchen. Hardwood flooring runs throughout the main living spaces, with tile in wet areas. Enjoy a spacious living room with a large brick fireplace, a brand-new wood deck, and a massive backyard with plenty of room to spread out. A move-in ready property with flexibility and space that's hard to find.

$385,000

4 beds3 baths2,228 sq ft

9906 Jeanette Rd, Jacksonville, FL 32246

Hardwood flooring • Remodeled kitchen • New wood deck

ABOUT THIS HOME
Vintage Home for sale in Southside Estates, FL:
Welcome to 2071 Hilltop Blvd, where the beauty of nature and the comfort of home come together in a way that feels both rare and deeply special. A solid brick home with glowing hardwood floors. This is more than a house — it's a sanctuary tucked beneath towering mature trees, surrounded by quiet, open space and the gentle stillness of the outdoors. The kind of property that feels like it holds its own story. .. and is ready for yours. From the moment you arrive, the landscape draws you in. Wide, shaded green space stretches around you, and a beautiful, expansive pond reflects the sky like a piece of painted glass. It's the kind of view that slows your heartbeat. The kind that invites

$310,000

3 beds2 baths1,562 sq ft

2071 Hilltop Blvd, Jacksonville, FL 32246

Large workshop • Expansive pond • Solid brick home

ABOUT THIS HOME
Vintage Home for sale in Southside Estates, FL:
Tucked on a quiet cul-de-sac in Southside Estates, this 1,757 sq ft, 4-bed, 2-bath home sits on a . 32-acre lot with room to breathe. Step inside to a bright living space that flows into a roomy kitchen and dining area—simple, open, and ready for everyday life. Down the hall, four comfortable bedrooms give you space for rest, hobbies, and a home office. Outside, the deep backyard invites morning coffee, weekend grilling, and sunset wind-downs. It's an easy home to settle into, with space to spread out and space to grow. As an ''as-is'' sale, this home invites you to bring your vision. The structure and setting are in place; what's formed is yours to personalize and improve. Whether yo

$270,000

4 beds1.5 baths1,757 sq ft

9751 MacArthur Ct S, Jacksonville, FL 32246

Quiet cul-de-sac • Deep backyard • 0.32 acre lot

Property at 10354 Agave Rd, Jacksonville, FL 32246, 2 beds, 2 baths

$225,000

2 beds2 baths810 sq ft

10354 Agave Rd, Jacksonville, FL 32246

Property at 2236 Anniston Rd, Jacksonville, FL 32246, 3 beds, 2 baths

$360,000

3 beds2 baths1,432 sq ft

2236 Anniston Rd, Jacksonville, FL 32246

Property at 2514 Peach Dr, Jacksonville, FL 32246, 4 beds, 2 baths

$349,800

4 beds2 baths1,380 sq ft

2514 Peach Dr, Jacksonville, FL 32246

Property at 1753 Dibble Cir E, Jacksonville, FL 32246, 3 beds, 1 bath

$270,000

3 beds1 bath1,496 sq ft

1753 Dibble Cir E, Jacksonville, FL 32246

Property at 3114 Peach Dr, Jacksonville, FL 32246, 3 beds, 1 bath

$132,500

3 beds1 bath1,032 sq ft

3114 Peach Dr, Jacksonville, FL 32246

Property at 9965 Arnold Rd, Jacksonville, FL 32246, 3 beds, 2.5 baths

$349,000

3 beds2.5 baths1,938 sq ft

9965 Arnold Rd, Jacksonville, FL 32246

Property at 3024 Kline Rd, Jacksonville, FL 32246, 3 beds, 2 baths

$265,000

3 beds2 baths1,288 sq ft

3024 Kline Rd, Jacksonville, FL 32246

Property at 1714 Cortez Rd, Jacksonville, FL 32246, 3 beds, 2 baths

$265,000

3 beds2 baths1,498 sq ft

1714 Cortez Rd, Jacksonville, FL 32246

Property at 1712 W Dibble Cir W, Jacksonville, FL 32246, 3 beds, 1 bath

$260,000

3 beds1 bath1,200 sq ft

1712 W Dibble Cir W, Jacksonville, FL 32246

Property at 1734 Live Oak Dr, Jacksonville, FL 32246, 3 beds, 1 bath

$450,000

3 beds1 bath1,148 sq ft

1734 Live Oak Dr, Jacksonville, FL 32246

Property at 10431 Ebbitt Rd, Jacksonville, FL 32246, 3 beds, 1.5 baths

$235,000

3 beds1.5 baths1,277 sq ft

10431 Ebbitt Rd, Jacksonville, FL 32246

Property at 10332 Driftwood Rd, Jacksonville, FL 32246, 3 beds, 1 bath

$225,000

3 beds1 bath1,440 sq ft

10332 Driftwood Rd, Jacksonville, FL 32246

Property at 9757 N MacArthur Ct, Jacksonville, FL 32246, 3 beds, 1.5 baths

$275,000

3 beds1.5 baths1,653 sq ft

9757 N MacArthur Ct, Jacksonville, FL 32246

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Southside Estates, FL:
Discover this charming 3-bedroom, 2-bath concrete block home, featuring newer windows and a thoughtful, functional layout. Master closet also features a uniqe safe room. Enjoy added privacy with a fully fenced backyard that backs up to a spacious church property -no rear neighbors and plenty of open views. Perfectly situated for convenience, this home offers an easy ride to the beach or downtown, giving you quick access to dining, shopping, and coastal living. Whether you're looking for a primary residence or an investment opportunity, this property delivers comfort, location, and value. All information pertaining to the property is deemed reliable, but not guaranteed. Information to be ver

$245,000

3 beds2 baths1,408 sq ft

3467 Windy Hill Pl, Jacksonville, FL 32246

Open views • No rear neighbors • Unique safe room

ABOUT THIS HOME
Vintage Home for sale in Southside Estates, FL:
Do not miss this updated 5-bedroom, 2-bathroom concrete block beauty! The home features split bedrooms, a spacious fenced backyard, a gorgeous kitchen, a large master bathroom, and much more. The house is centrally located, close to hospitals, schools, shopping, medical facilities, the interstate, and more. Up to $40,000 available for down payment assistance for qualified buyers. Ask me how!

$349,900

3 beds2 baths1,576 sq ft

3445 Eve Dr E, Jacksonville, FL 32246

Gorgeous kitchen • Centrally located • Fenced backyard

ABOUT THIS HOME
Vintage Home for sale in Southside Estates, FL:
Welcome home to 909 Arlingwood Avenue! This charming 3-bedroom, 2-bath brick home in Alderman Park offers timeless style and everyday comfort. Step inside to a bright, open layout featuring original hardwood floors and spacious living and dining areas perfect for gathering with family and friends. The updated kitchen offers modern countertops, ample cabinetry, and easy flow for entertaining. The primary suite provides a private retreat with its own bath, while two additional bedrooms are ideal for guests, family, or a home office. Enjoy outdoor living in the large fenced backyard with mature trees and a covered patio—perfect for relaxing or weekend cookouts. Additional highlights incl

$299,000

3 beds2 baths1,616 sq ft

909 Arlingwood Ave, Jacksonville, FL 32211

Covered patio • Updated kitchen • 0.24 acre lot

ABOUT THIS HOME
Vintage Home for sale in Southside Estates, FL:
Buyer paid closing costs up to 10k with acceptable offer. This beautifully coastal themed remodeled house is move in ready! Newer kitchen has soft close shaker style cabinets, granite counter tops, and stainless-steel appliances. Wood style tile throughout the house, newer double paned vinyl windows, updated electrical panel, newer sewer drains and cpvc plumbing supply pipes, metal roof, newer doors interior and exterior. Large fenced rear yard. house is located across from a city owned park that isn't used by the public. The backyard is deep, room for additions, pool etc. and also provides good privacy. Excellent location to interstate, shopping, beaches, and downtown.

$238,900

3 beds1 bath840 sq ft

3445 Peach Dr, Jacksonville, FL 32246

Remodeled house • Wood style tile • Granite counter tops

ABOUT THIS HOME
Vintage Home for sale in Southside Estates, FL:
Welcome to this beautifully remodeled gem, perfectly situated on a spacious corner lot in the desirable Southside Estates neighborhood. Featuring a sleek open-concept design, this home is ideal for entertaining and comfortable everyday living. The smart split floor plan offers three bedrooms and a guest bath on one wing, while the private primary suite is tucked away on the other, providing a perfect balance of space and privacy. Step outside to a large covered patio that overlooks a generous, fully fenced backyard, ideal for relaxing, hosting gatherings, or enjoying peaceful evenings. Between the wide driveway and 1 car garage, parking and storage needs are a breeze. Additionally, all majo

$275,000

4 beds2 baths1,045 sq ft

9602 MacArthur Ct S, Jacksonville, FL 32216

Open-concept design • Recent upgrades • Spacious corner lot

ABOUT THIS HOME
Vintage Home for sale in Southside Estates, FL:
This 3 bedroom 2 bath home is located in the heart of Jacksonville's sought-after Southside area. This residence offers the perfect blend of comfort, functionality, and location. Featuring a spacious open floor plan with abundant natural light, this home is ideal for both everyday living and entertaining. Enjoy a bright kitchen with ample cabinetry, a cozy living area, and generously sized bedrooms. Step outside to a large fenced backyard, perfect for weekend gatherings, gardening, or relaxing under the Florida sun. Situated on a quiet, established street with no HOA, you'll love the convenience of being just minutes from St. Johns Town Center, UNF, major highways, shopping, dining, and the

$234,900

3 beds2 baths1,661 sq ft

10757 Hawaii Dr S, Jacksonville, FL 32246

Open floor plan • No hoa • Minutes from dining

Property at 10902 Java Dr, Jacksonville, FL 32246, 4 beds, 3 baths

$350,000

4 beds3 baths1,372 sq ft

10902 Java Dr, Jacksonville, FL 32246

Property at 3413 Eve Dr E, Jacksonville, FL 32246, 3 beds, 1.5 baths

$248,900

3 beds1.5 baths1,100 sq ft

3413 Eve Dr E, Jacksonville, FL 32246

Property at 8929 MacArthur Ct S, Jacksonville, FL 32216, 4 beds, 2 baths

$279,000

4 beds2 baths1,410 sq ft

8929 MacArthur Ct S, Jacksonville, FL 32216

Property at 8924 Lopez Ct, Jacksonville, FL 32216, 3 beds, 2 baths

$374,900

3 beds2 baths1,597 sq ft

8924 Lopez Ct, Jacksonville, FL 32216

Based on information submitted to the MLS GRID as of Sun Nov 30 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Vintage Homes for Sale in Southside Estates

There are currently 18 vintage homes for sale in Southside Estates at a median listing price of $275K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Southside Estates stay on the market for 57 days and receive 1 offers. Popular neighborhoods include Southeast Jacksonville, San Marco, Arlington, Quail Creek, and East Arlington. This map is refreshed with the newest listings in Southside Estates every 15 minutes.

In the past month, 9 homes have been sold in Southside Estates. In addition to houses in Southside Estates, there were also 3 condos, 0 townhouses, and 0 multi-family units for sale in Southside Estates last month. Southside Estates is a minimally walkable neighborhood in Duval County with a Walk Score of 26. Southside Estates is home to approximately 8,696 people and 5,282 jobs. Find your dream home in Southside Estates 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 Southside Estates are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Southside Estates. If you're looking to sell your home in the Southside Estates area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Southside Estates with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Southside Estates, FL

Cities

Nearby Neighborhoods

Nearby Neighborhoods with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in Southside Estates, FL

How to buy a house in Southside Estates, FL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Florida

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.