Southside Estates Homes under $500,000

Welcome to Southside Estates, a hidden gem nestled in the vibrant heart of Jacksonville, Florida! This charming subdivision offers a perfect blend of suburban tranquility and urban convenience, making it an ideal choice for families, young professionals, and retirees alike. With its lush landscaping and friendly atmosphere, Southside Estates is more than just a neighborhood; it’s a community where neighbors become friends.

One of the standout features of Southside Estates is its diverse selection of homes, many of which are available for under $500,000. Whether you’re searching for a cozy starter home, a spacious family residence, or a stylish retreat, you’ll find a variety of options to suit your needs and budget. The homes in this subdivision often boast modern designs, open floor plans, and inviting outdoor spaces, perfect for entertaining or simply enjoying the beautiful Florida weather.

Location is key in Southside Estates, with easy access to major highways, shopping centers, and recreational parks. Residents can enjoy a wealth of local amenities, including top-rated schools, dining options, and entertainment venues, all just a stone’s throw away. Plus, with Jacksonville's stunning beaches and vibrant downtown just a short drive away, you’ll have the best of both worlds at your fingertips.

Discover the charm of Southside Estates and make your dream of homeownership a reality in this delightful Jacksonville community. Come explore the possibilities today and find your perfect home in Southside Estates!

Newest Southside Estates Homes under $500,000

$249,000

3 Beds ⋅ 1 Baths ⋅ 2168529 MLS

ROOF REPLACED IN 2026! Welcome to 9740 Orr Ct S! This 3-bedroom, 1-bath home offers a comfortable layout, great natural light, and a spacious yard with plenty of room to enjoy the outdoors. Inside, you'll find hardwood and tile flooring, granite countertops, stainless steel appliances, and updated fixtures. The home also offers garage and laundry space for added storage and convenience. Conveniently located with easy access to shopping, dining, major roadways, and all that Jacksonville has to offer. A great opportunity for a first-time buyer, downsizer, or anyone looking for a move-in-ready home with room to make it their own.

9740 Orr Court S, Jacksonville

Courtesy of COWFORD REALTY & DESIGN LLC

Listing courtesy of COWFORD REALTY & DESIGN LLC.

Listing courtesy of HANNAH WELLS from COWFORD REALTY & DESIGN LLC.

$235,000

2 Beds ⋅ 1 Baths ⋅ 2167518 MLS

LOCATION, LOCATION, LOCATION! Welcome to this beautifully renovated concrete block home in the heart of Jacksonville, offering the perfect combination of comfort, convenience, and space. This move-in-ready home has been refreshed throughout and is ready for its new owners! Enjoy an incredibly convenient location with quick access to Beach Blvd, Atlantic Blvd, and Southside Blvd, making it easy to reach Jacksonville's beautiful beaches, UNF, FSCJ, Mayport, Downtown Jacksonville, shopping, dining, entertainment, and schools. One of the highlights of this property is the HUGE backyard—beautiful, spacious, and full of possibilities! Create your own outdoor oasis, entertain family and friends, garden, play, or simply enjoy the extra space and privacy. Whether you're a first-time buyer, a family, professional, student, or investor looking for a conveniently located property, this home offers tremendous flexibility. Solid concrete block construction, beautifully renovated, move-in ready, and centrally located to so much of what Jacksonville has to offer. Come see it and make it yours!

3846 Bunnell Drive, Jacksonville

Courtesy of ERA ONETEAM REALTY

Listing courtesy of ERA ONETEAM REALTY.

Listing courtesy of MARIAM NASERY-WALLIZADA from ERA ONETEAM REALTY.

$245,000

3 Beds ⋅ 2 Baths ⋅ 2166121 MLS

Whether you're looking for a move-in ready home or an income-producing investment, this 3-bedroom, 2-bathroom concrete block home in Jacksonville's Southside Estates area presents a great opportunity. The home features an open floorplan with tile flooring throughout, creating a practical and easy-to-maintain living space. The split-bedroom layout offers added privacy, with the primary bedroom and bathroom positioned on the opposite side of the home from the guest bedrooms. There's added peace of mind knowing the roof was replaced in 2025. Enjoy the outdoors from the screened front and rear porch areas, while the mostly fenced backyard provides space for relaxing, entertaining, or enjoying the Florida sunshine. Privacy fencing along the rear of the property adds an extra layer of seclusion. With its concrete block construction, functional layout, recent roof replacement, and rental potential, this property is ready for its next owner or investment portfolio. Conveniently located near local shopping, dining, entertainment, and major highways, this home offers easy access to the best of Jacksonville's Southside.

4117 E Eve Drive E, Jacksonville

Courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

Listing courtesy of NOAH BAILEY from KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

$245,000

3 Beds ⋅ 2 Baths ⋅ 264171 MLS

4117 E Eve Dr, Jacksonville

Courtesy of Keller Williams Realty Atlantic Partners St Augustine

$265,000

3 Beds ⋅ 2 Baths ⋅ 2165134 MLS

Welcome to this property a beautifully inviting home in the established Southside Estates community. Featuring a bright, comfortable layout and an additional room thoughtfully created by the seller, this home offers added flexibility for a private office, guest space, playroom, or bonus retreat. Enjoy a welcoming atmosphere with plenty of space for entertaining and everyday living. Ideally located near shopping, dining, entertainment, and major roadways, offering convenience while maintaining the feel of an established neighborhood. A wonderful opportunity to enjoy comfort, style, and versatility in a desirable Jacksonville location--schedule your private showing today! More photos coming soon .

2930 Kline Road, Jacksonville

Courtesy of UNITED REAL ESTATE GALLERY

Listing courtesy of UNITED REAL ESTATE GALLERY.

Listing courtesy of DAILYN BERTOT CLEMENTE from UNITED REAL ESTATE GALLERY.

$260,000

4 Beds ⋅ 2 Baths ⋅ 2164824 MLS

This Brick Property is on a huge lot with full fenced backyard and plenty yard in front/sides of the property! Original hardwood floors throughout! Tiles in kitchens and bathrooms. Roof,13 years. Property has 3 bedrooms,1 full bath, living room/breakfast area, kitchen and a separate dining area with glass door facing the gorgeous Florida home with sliding doors with its own AC. There is an independent 4th bedroom with laminate flooring, 1 full bath and kitchen with separate entrance and separate car parking area. The large, fenced backyard has 2 sheds, the gazebo/furniture remained, the laundry area with washer and dryer included, firepit area and a portable working condition jacuzzi. Some area of the backyard has pavers. This is a place to gathering friends and family! PROPERTY HAS LOTS OF POTENTIAL! PROPERTY SOLD AS-IS. SELLERS ARE IN THE PROCESS OF REPIPING THE PLUMBING, REPAIRING THE ROOF AND FIX THE HVAC FOR HOI BY LICENSED CONTRACTORS! BRING YOUR OFFERS!

9721 Kline Road, Jacksonville

Courtesy of WATSON REALTY CORP

Listing courtesy of WATSON REALTY CORP.

Listing courtesy of WHYSLAINE FEQUIERE from WATSON REALTY CORP.

$218,000

2 Beds ⋅ 1 Baths ⋅ 2163760 MLS

Updated 2-bedroom home in Jacksonville's 32246 zip code with NO HOA, a newer roof and a large fenced backyard. This move-in-ready home makes excellent use of its space with an open layout, updated kitchen featuring quartz countertops and stainless steel appliances, LVP flooring throughout, updated lighting and a beautifully renovated bathroom. Fresh exterior paint adds to the curb appeal, while the screened porch, carport and spacious .27-acre fenced lot offer plenty of room to enjoy outdoors. Conveniently located in Southside Estates with easy access to Southside Blvd, Atlantic Blvd, shopping, dining and major Jacksonville destinations. A great opportunity for buyers looking for an updated single-family home with a large yard, no HOA and an accessible price point.

1745 Hilltop Boulevard, Jacksonville

Courtesy of WATSON REALTY CORP

Listing courtesy of WATSON REALTY CORP.

Listing courtesy of HANNAH WINDSOR from WATSON REALTY CORP.

$414,998

4 Beds ⋅ 2 Baths ⋅ TB8543543 MLS

MORE PICTURES COMING!! WELCOME TO THIS GREAT INVESTMENT OPORTUNITY!!! This beautiful, updated property features a New Roof 2025, and has been freshly painted inside and out, offering a clean, move-in ready. A standout feature is the two separate apartments, providing excellent income-producing potential for investor or buyers looking for additional rental income. The property offers plenty of space, versatility, and multiple possibilities. Perfect for an owner-occupant looking to offset their mortgage with rental income or an investor seeking multiple income streams. Conveniently located close to Shopping, restaurants, Schools, major highway, and everyday conveniences. Plenty of space, versatility, and possibilities. Schedule your private showing today!

2543 Southside Boulevard, Jacksonville

Listing courtesy of FRIENDS REALTY LLC. 813-464-1640

$281,900

4 Beds ⋅ 2 Baths ⋅ 2162729 MLS

Check out this renovated home. NO HOA/CDD. Large open floorpan with vaulted ceilings. White shaker cabinets, granite countertops, stainless steel appliances. Vinyl floors throughout. Check out these bathrooms! Large master bedroom. Laundry inside the home. Newer windows, Updated plumbing and electrical. Roof 2026, 2019 HVAC, 2022 Water heater. Huge Fenced backyard to entertain guests, neighbors, and family members. Detached Large shed/workshop. Located near beach, Towncenter, FSCJ, also shopping, dining and entertainment close by. Schedule your showings today!

3406 W Eve Drive, Jacksonville

Courtesy of MOMENTUM REALTY

Listing courtesy of MOMENTUM REALTY.

Listing courtesy of Emanuel Shllaku from MOMENTUM REALTY.

$330,000

5 Beds ⋅ 3 Baths ⋅ 2161041 MLS

TWO HOMES ON ONE LOT! Incredible opportunity for homeowners, investors, or buyers looking for additional rental income. The main home features 3 bedrooms and 2 bathrooms and is a true fixer-upper with tons of potential. Bring your vision, make your updates, and create the home you want while building equity! The property also features an AMAZING separate mother-in-law/guest house built in 2019, offering immediate income potential. Perfect for extended family, guests, rental income, or a private home office. The main house will be available for the new owner or tenant at closing. GREAT LOCATION with convenient access to shopping, restaurants, Downtown Jacksonville, the beaches, and the airport, with many destinations within approximately 20 minutes. TWO HOMES, ONE LOT, RENTAL INCOME & HUGE POTENTIAL! Priced to sell. Schedule your showing today! A full size shed This beauty has orange tree's, grapes and much more.

2749 Southside Boulevard, Jacksonville

Courtesy of IV LEAGUE REALTY LLC

Listing courtesy of IV LEAGUE REALTY LLC.

Listing courtesy of INDIA VANCE from IV LEAGUE REALTY LLC.

$199,900

3 Beds ⋅ 1 Baths ⋅ 2160364 MLS

Move-in ready 3-bedroom, 1-bath home in the heart of Southside Estates, offering an excellent opportunity for a first-time buyer, investor, or anyone looking for an affordable home in a convenient Jacksonville location. The home features a newer roof and a new AC system, providing added peace of mind for the next owner. Located in an established neighborhood close to shopping, dining, schools, major roadways, and all that Southside has to offer. Priced under $200,000 and currently vacant, this home is easy to show and ready for its new owner. Don't miss the opportunity to own an this home in a highly convenient location at an attractive price! Extra Parking on side. No HOA.

4009 Eve Drive E, Jacksonville

Courtesy of UNITED REAL ESTATE GALLERY

Listing courtesy of UNITED REAL ESTATE GALLERY.

Listing courtesy of JAMES H DIAMOND from UNITED REAL ESTATE GALLERY.

$334,900

3 Beds ⋅ 3 Baths ⋅ 2160233 MLS

Rarely does a property offer this much space, flexibility, and privacy in such a convenient location. Updated and move-in ready, this 1.42-acre property with mature trees, NO HOA, and a 20' x 36' detached garage/workshop is the kind of opportunity that's becoming increasingly hard to find. Fresh interior paint, new luxury vinyl flooring, and new bedroom carpet create a clean, modern feel throughout. Enjoy plenty of room for outdoor living, gardening, boats, RVs, and other recreational vehicles. The detached garage/workshop is perfect for projects, storage, hobbies, or equipment. Tucked away in a peaceful setting while remaining close to Jacksonville's shopping, dining, beaches, and major commuter routes, this property offers the perfect blend of privacy, space, and convenience. Opportunities to own this much land with this level of versatility in such a convenient location are few and far between.

1860 Forest Boulevard, Jacksonville

Courtesy of COLDWELL BANKER VANGUARD REALTY

Listing courtesy of COLDWELL BANKER VANGUARD REALTY.

Listing courtesy of SHAWNA CROTSLEY from COLDWELL BANKER VANGUARD REALTY.

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