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$510,000
5 Beds 4 Baths 2124244 MLS
**NOW OFFERING $5,000 SELLER CREDIT** A quintessentially versatile quadruplex that offers both charm and opportunity in the heart of one of the city's most desirable neighborhoods. Recently renovated, this property spans an impressive 2,289 sq ft, featuring multiple living units that include a 2-bedroom, 1-bath unit, a 1-bedroom, 1-bath unit, and two studios, making it perfect for various living arrangements or investment strategies. Additionally, a new roof installed in 2020 ensures peace of mind for years to come. It's nestled on a spacious lot, this property highlights a large, fenced backyard. Currently operated as a lucrative short-term rental, this property offers flexibility in its use. It's ideal for ''house hacking'' - live in one unit and rent out the others, or continue to manage it as a short-term rental operation. Alternatively, transform it into a multigenerational family legacy home or switch to long-term rent for steady income.

1266 Donald Street, Jacksonville

Listing courtesy of LOKATION.

Selling Office: .

$650,000
3 Beds 3 Baths 2123886 MLS
Located in the heart of highly sought after Avondale, this beautifully renovated historic home blends timeless charm with modern comfort in one of Jacksonville's most upscale, walkable neighborhoods. Just steps from boutique shops, local dining, parks, and minutes from downtown and the St. Johns River. Inside, a versatile floor plan offering a charming updated kitchen with quartz countertops and stainless steel appliances, The generous family room is drenched in natural light and offers a cozy space for relaxing or entertaining, two spacious primary bedrooms with en suite baths, one downstairs and one upstairs with a connected flex space that would make the perfect office, craft room, or dressing room. A large third bedroom on the second floor and a third full bath. Thoughtfully updated while preserving its historic character, the home feels warm, inviting, and move in ready. Solar panels, numerous modern upgrades, and a rare two car garage complete this exceptional home.

3556 Boone Park Avenue, Jacksonville

Listing courtesy of ONE SOTHEBY'S INTERNATIONAL REALTY.

Selling Office: .

$729,900
4 Beds 5 Baths 2123493 MLS
Priced below appraisal! In the heart of Jacksonville's historic Riverside, a huge main home with a modern 1/1 Carriage House. Main house beings with a stunning front door, complete with replica hardware & door chime. You'll find solid wood floors, an original fireplace with mantle & original pocket doors. The living room is accented with picture molding & leads seamlessly into a massive, well-designed eat in kitchen. A full bath is conveniently located downstairs, along with a gathering room with an electric fireplace set against a rugged stone accent wall. The dining area is a showstopper, adorned with stunning chandeliers & sunlight streaming through a distinctive diamond muntin window. The kitchen blends character & is functional with custom wood trim, recessed lighting & ample cabinetry. A butcher block countertop & built-in wine cooler are a bonus. Additional space is provided by a charming modern Carriage House offering flexible options or rental potential. Upstairs offers such details as wood trim with wood rosette appliques, paneled wood walls in one bedroom & two spacious suites each with private ensuite baths, while the main house also includes an upstairs laundry room for added convenience. Completing this exceptional property is a charming 1 bedroom, 1 bath carriage house ideal as a home office, guest quarters, or income-producing apartment. It features a cedar walk-in closet, full laundry hookup. and private entrance. Rich in character and offering flexible living options, 2141 Forbes Street is a rare opportunity to own a truly special home in one of Jacksonville's most sought-after neighborhoods.

2141 Forbes Street, Jacksonville

Listing courtesy of AMERICAN REALTY AND MANAGEMENT.

$550,000
4 Beds 4 Baths 2123426 MLS
QUADPLEX investment property PRICED TO SELL in the desirable Riverside area. Walkable to Entertainment, Shopping, Parks, Schools and close to Interstate access. This 3200 sq. ft property has four units but could be converted to suit your needs. Each unit has been semi updated. One of the bottom units is a 1BR, but has an additional sunroom that was used as an open second BR/office plus fenced in courtyard. The two upstairs units are both 1 BR's and one has a balcony that overlooks the courtyard. The Roof is 6 years old, Newer A/C's, Washer & Dryer in all units and the plumbing and electrical have been updated. All of the units have separate electrical and water meters. Parking driveway is for 3 vehicles and on street parking for the 4th. Two units are leased into 2026 & one into 2027. The vacant downstairs 1BR plus sunroom unit will be the one that can be shown. See private remarks) Bring your investors to check out this property!

1402 James Street, Jacksonville

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS SOUTHSIDE.

Selling Office: .

$1,874,000
5 Beds 4 Baths 2122052 MLS
Fully renovated 4-bedroom, 3.5-bathroom historic estate in Riverside, Jacksonville, Florida. This 3,964-square-foot residence sits on a corner lot with St. Johns River views and was completed after a 3.5-year renovation in 2025. The chef's kitchen features Wolf and Sub-Zero appliances and a custom white-and-brass range hood imported from Asia. Original inlaid wood flooring, 10-foot ceilings with gallery lighting, restored plaster walls, and original trim run throughout. The main home includes an original cast-iron tub on a riser. A 325-square-foot rear carriage house with full bathroom and original clawfoot tub provides flexible living space. One-car garage plus driveway parking for three vehicles. Unfinished basement for storage or future buildout. Near Memorial Park, the Cummer Museum, and downtown Jacksonville in the heart of Riverside. This historic Riverside estate in Jacksonville, Florida, delivers a rare combination of preserved architectural detail and modern luxury across 3,964 square feet. The 3.5-year renovation, completed in 2025, restored the home down to its bones while integrating premium modern systems and finishes throughout. The main level features original inlaid wood flooring that has been fully restored, 10-foot-plus ceilings fitted with gallery lighting, and original windows preserved throughout. Most interior walls are restored plaster, maintaining the texture and character of the original construction. Original trim has been beautifully refinished throughout the home. The chef's kitchen anchors the main level with Wolf and Sub-Zero appliances, including a Wolf range and Sub-Zero refrigeration. A custom white-and-brass range hood imported from Asia serves as the kitchen's centerpiece, blending artisan craftsmanship with modern function. The kitchen is designed for both daily use and entertaining. The primary bathroom in the main home features an original white cast-iron tub set on a riser. The home offers 4 bedrooms and 3.5 bathrooms total across the main residence and carriage house. The rear carriage house provides 325 square feet of flexible-use space with a full bathroom and an original blue painted cast-iron clawfoot tub -- a rare historic detail. This space can serve as a guest suite, home office, or studio. Exterior features include a large front porch with St. Johns River views, a rear deck, and restored exterior windows, trim, and stucco. The corner lot provides abundant parking for the area, including a one-car garage, driveway space for up to three additional vehicles, and street parking. An unfinished basement offers added storage capacity or future potential for additional finished space. Riverside is one of Jacksonville's most walkable neighborhoods, located near downtown Jacksonville and the St. Johns River. Dining within walking distance includes River and Post, Hoptinger, Josephine, The Brick, and 13 Gypsies. The Riverside Arts Market, Memorial Park, and the Cummer Museum of Art are all nearby. EverBank Stadium, home of the Jacksonville Jaguars, is a short drive away. This Riverside estate offers historic preservation and elevated modern living in one of Jacksonville, Florida's most sought-after neighborhoods.

1718 Osceola Street, Jacksonville

Listing courtesy of CHRISTIE'S INTERNATIONAL REAL ESTATE FIRST COAST.

$735,000
4 Beds 3 Baths 2121942 MLS
Timeless Avondale charm meets modern luxury in this beautifully reimagined 1924 cedar shake home. Featuring over $175,000 in curated updates, this residence preserves its original inlay wood floors while offering the conveniences today's buyers expect. Light-filled living spaces include a private downstairs suite with full bath and adjacent Florida room, ideal for guests, office, or multigenerational living. The kitchen opens to the dining area and features white cabinetry, quartz and walnut countertops, stainless appliances, gas range with pot filler, and a custom walnut pantry door. Upstairs, the redesigned primary suite offers a large custom closet and spa-like bath, plus two additional bedrooms and hall bath. Fenced backyard, garage with workshop, and restored greenhouse. Close to Avondale, Riverside, Murray Hill, and King Street.

1365 Belvedere Avenue, Jacksonville

Listing courtesy of ROUND TABLE REALTY.

Selling Office: .

$3,500,000
4 Beds 6 Baths 2121821 MLS
A rare piece of Jacksonville history, gracefully set on one of Avondale's most coveted riverfront parcels. Built in 1922 as the private residence of Telfair Stockton, the original founder and visionary developer of Avondale, this extraordinary Mediterranean Revival estate is where architectural legacy meets timeless waterfront living. Quietly tucked at the foot of a cul-de-sac, the property boasts an impressive 118 feet of frontage on the St. Johns River, capturing sweeping, postcard-worthy views of the downtown skyline. From the moment you arrive, the home's historic pedigree is unmistakable. Original architectural millwork, preserved details, and five fireplaces echo the craftsmanship of a bygone era, while thoughtful updates ensure effortless modern living. The expansive, updated kitchen serves as the heart of the home—perfectly positioned for both everyday life and elegant entertaining. The main residence offers three bedrooms plus a versatile flex room ideal for a fourth bedroom, home office, or private retreat, along with four full baths and one half bath. Outdoors, the estate unfolds into a true riverfront sanctuary: a resort-style pool, private dock with covered boat lift, and endless opportunities for sunrise coffees and sunset soirées. Adding to the property's rare appeal is a detached two-car garage with a charming one-bedroom, one-bath carriage house, ideal for guests, extended family, or a private studio. This is more than a homeit's a landmark. A once-in-a-generation opportunity to own a foundational piece of Avondale's history, impeccably preserved and perfectly positioned along the St. Johns River. Historic. Iconic. Unrepeatable.

1878 Avondale Circle, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$635,000
3 Beds 3 Baths 2120787 MLS
Welcome to Riverside/Avondale living -- tree-lined streets, parks, coffee shops, and river breezes -- with the rare bonus of big-ticket upgrades already taken care of. The main home offers 2,364 sq ft across three levels, featuring 3 bedrooms and 2.5 bathrooms, with beautifully preserved character throughout. Even better, there's a separate 306 sq ft guest house with a full kitchen and bathroom -- ideal for in-laws, guests, a studio, home office, or potential rental opportunity. Major improvements include a new roof with underlay and deck boards (2022), new upstairs HVAC (2022), new back house HVAC (2025), tankless gas water heater, and 30A electrical service in the driveway -- perfect for RVs, EV charging, or a workshop. Outdoor living shines with an IPE hardwood deck and stone paver patio. A new water softener (2025) adds everyday comfort. All the charm you want -- with the expensive updates already done.

1257 Donald Street, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$379,900
3 Beds 3 Baths 2120035 MLS
***PRICE REDUCTION***. This is a must see, 7th floor condo unit with panoramic views looking out over the St. Johns river, downtown and Memorial Park. Located in the heart of Riverside within walking distance to restaurants, parks, Cummer Art Museum and grocery stores. The main lobby and garage have secured entry. This unit comes with 1-garage space and storage room. There is a 2nd floor pool and gym. The entry to the unit has double doors opening up to parquet flooring. The living/dining room is large with a fireplace and opens to the enclosed breakfast area and patio where you can look out at the river and watch for dolphins. It has 3 nice size bedrooms with each having its own full bathroom and plenty of closet space. It just needs some cosmetic and updates. Being sold ''As Is''. ***Buyer to do own due diligence and verify any and all information. Including HOA info***

1596 Lancaster Terrace Unit 7A, Jacksonville

Listing courtesy of REAL ESTATE ASSET DISPOSITION CORP..

$855,000
3 Beds 3 Baths 2119677 MLS
Discover refined historic living in this beautiful 1921 Spanish-style home, ideally situated on a prominent corner lot in the heart of Avondale. Blending architectural charm with tasteful modern updates, this home offers an inviting flow, exquisite details, and exceptional livability. Outside the home you will find a newly painted exterior and brand new roof. Step inside to newly refinished hardwood floors, fresh interior paint, and a warm ambiance set by arched doorways and windows, French doors, and thoughtful lighting throughout. The open living and dining areas feature an elegant, exposed brick wall, classic built-in shelving, and a charming fireplace. The sophisticated chef's kitchen is a true showpiece, boasting high-end finishes, custom cabinetry, and seamless connectivity to the home's living spaces. Just off the kitchen, a cozy wine room with built-in wine cooler- a perfect space for a quiet night in or entertaining friends. Outside, enjoy a spacious patio designed for entertaining, complete with a refreshing plunge pool and ample room for lounging or dining al fresco. With its blend of original craftsmanship and timeless modern enhancements, this Avondale gem offers a rare opportunity to own a beautifully preserved piece of Jacksonville's architectural history just a few short blocks from The Shoppes of Avondale.

1537 Avondale Avenue, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$906,000
4 Beds 3 Baths 2119091 MLS
Step into this beautiful, classic Avondale home just steps from the St. Johns River. High ceilings in this Historic District home make every room feel bright, open, and welcoming�one of the many details that give the property its timeless charm. Tall French doors open from the dining room onto an inviting side porch, perfect for entertaining or quiet relaxation with morning coffee. The kitchen, which offers generous cabinet and counter space, along with a six-burner gas stove, is sure to delight any cook. Downstairs also features a small bedroom, currently being used as an office, and a full bath. Upstairs, you'll find a spacious primary suite, two additional bedrooms, another full bath, and convenient laundry. An EV charging station is a bonus. All of this in a wonderfully walkable location close to Avondale's shops, parks, NAS Jax, downtown, and Ascension Hospital.

1822 Mallory Street, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$405,000
4 Beds 2 Baths 2119327 MLS
Unmissable DUPLEX Opportunity! Welcome to this stunning duplex that's packed with potential! If you're seeking an amazing investment opportunity this property is the perfect match for you. This charming duplex boasts numerous upgrades, ensuring that it not only meets but exceeds your expectations. Great opportunity to invest in a lucrative rental property. With its fresh finishes and attention to detail/ Located in a vibrant area, you'll find yourself just moments away from the bustling riverside markets, the energetic downtown entertainment district, and Naval Air Station Jacksonville. This duplex has been thoughtfully updated some new windows, modern electrical systems, and beautifully refinished flooring that adds a touch of elegance. Check it out!

2248 Dellwood Avenue, Jacksonville

Listing courtesy of JWB REALTY LLC.

Selling Office: .

$505,000
8 Beds 6 Baths 2118699 MLS
Attention investors - looking to add to your portfolio or step into multifamily investing! This well-maintained 6-unit property offers a dependable mix of units and consistent performance. The building features (4) one-bedroom, one-bath units and (2) two-bedroom, one-bath units, providing a balanced setup ideal for steady occupancy and long-term returns. Most tenants are long-term residents, reflecting the property's stability and strong rental history. Units are functional, clean, and well-kept, with the option to add value over time through updates or improvements. Strong investment opportunity with future upside potential. Roof 2020. Please do not walk the property without an appointment. No Seller Financing.

1130 Fountain Road, Jacksonville

Listing courtesy of WORKMAN REAL ESTATE LLC.

Selling Office: .

$672,000
3 Beds 3 Baths 2117590 MLS
Stunning Avondale home with ADU! Elegant 1922 Mediterranean Revival home on a corner lot steps from Willow Branch Park. Classic center entry leads to LARGE LIVING ROOM with original FIREPLACE. Formal dining room has French doors out to garden. Original terra cotta tile floors, period details and SOARING CEILINGS throughout. Spacious SUNROOM offers additional living space. BUTLER'S PANTRY, POWDER ROOM and kitchen complete the first floor. The second floor with original WOOD FLOORS offers 3 bedrooms including a primary suite and LUXURIOUS BATHROOM with double vanities and walk in shower, updated hall bath, and laundry room. Outdoor spaces include two FORMAL ITALIAN GARDENS with koi pond, offering privacy from the street. Detached garage converted to TWO STUDIO APARTMENTS with private entrances and separate off street parking. Main home: Rewire and new panel 2025, roof 2014, hvac 2014.

1610 Mcduff Avenue S, Jacksonville

Listing courtesy of KELLER WILLIAMS JACKSONVILLE.

Selling Office: .

$1,975,000
5 Beds 7 Baths 2117985 MLS
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

Listing courtesy of CHRISTIE'S INTERNATIONAL REAL ESTATE FIRST COAST.

$475,000
4 Beds 3 Baths 2117084 MLS
Priced below appraisal! Calling all cash investors, builders or visionaries ready to restore this Craftsman Style Riverside classic! Situated on a huge lot with alleys on both sides—a rare find in this area—this 1915 historic home offers incredible potential for renovation, restoration, expansion or redevelopment. Step inside the grand foyer and be inspired by tall ceilings, original wood floors, a sweeping staircase and three gas fireplaces serving as focal points in separate rooms. Natural light floods the interior through 50+ windows and multiple sun porches on both levels, creating a bright airy feel throughout the day.A full basement and walk-up attic provide even more possibilities for customization or added living space. Ideally located near Five Points, parks, hospitals, and minutes from Downtown Jacksonville, with Park & King's restaurants and shops just steps away. Property is being sold ''As Is'' and priced accordingly.

1130 Acosta Street, Jacksonville

Listing courtesy of COLDWELL BANKER VANGUARD REALTY.

Selling Office: .

$1,275,000
8 Beds 4 Baths 2116532 MLS
Built in 1918, this classic Riverside four-unit property showcases period craftsmanship and thoughtful updates throughout. Each residence features spacious living and dining areas with original hardwood floors, wide moldings, and abundant natural light from large, wood-framed windows. Updated kitchens blend vintage character with modern convenience, offering ample cabinetry, solid-surface counters, and contemporary appliances. Bathrooms include a mix of preserved tile details and newer fixtures. Screened front porches extend the living space outdoors, creating a welcoming transition from the tree-lined street. Private entries, separate utilities (electric), and dedicated parking add comfort and functionality. Carefully maintained by a long-time restoration professional, the interiors balance historic charm with the efficiency and livability expected today. Each spacious unit offers: Original Harwood Floors & Architectural details unique to Historic Riverside Homes. Private Screened Porches Dedicated covered parking for each unit Fenced rear patio and yard for entertaining Separately metered utilities for tenant independence Recent Capital Improvements deliver peace of mind: Roof replaced in 2022 Electrical Upgrades in 2022 Some HVAC replacements in 2022 Plumbing cleanout all routed to basement for easy access Audio Visual System wired with HUB in attic Attic area has the possibility of being renovated to a Penthouse unit Front and rear stairs Storm Shutters and Panels

2160 Forbes Street, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$1,300,000
2 Beds 4 Baths 2114968 MLS
Floating high above the city, this one of a kind penthouse offers an exclusive paradise in the sky. A private lobby opens into a fully renovated condominium with breathtaking views that capture the skyline, river and horizon with a 360 degree panoramic perspective. From this commanding vantage point, this penthouse offers a ''no stone left unturned'' space with the finest of everything including stone and wood flooring, a full set of entirely retractable doors & windows, gourmet kitchen w/ induction cooktop, highend appliances and a 50 bottle wine cooler. Due to the panoramic views, you have both sunrise and also the soft glow of the sunset as it warms the sky in the evening. This incredible show is followed by a front row seat of the twinkling lights of the downtown skyline that you simply cannot find anywhere else. The primary suite has two full bathrooms each of which has heated floors & towel bars along with sleek stone showers and high end cabinetry. Don't miss this opportunity!

1560 Lancaster Terrace Unit 1500, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$1,233,000
8 Beds 4 Baths 2114562 MLS
Welcome to 3865 St. John's Avenue, a charming four-unit multifamily property nestled in one of Jacksonville's most desirable and walkable neighborhoods. Located just minutes from the shops and dining of Avondale and Riverside, this property combines historic character with modern updates—making it an ideal addition to any investor's portfolio. Two of the four units have been thoughtfully renovated, featuring updated kitchens, modern finishes, and refreshed interiors that maintain the building's original architectural charm. Three units are currently tenant-occupied, providing immediate cash flow for the new owner. Situated on a tree-lined street just blocks from the St. Johns River, this property offers strong rental potential in a high-demand area known for its vibrant community, local events, and proximity to downtown Jacksonville.

3865 St Johns Avenue, Jacksonville

Listing courtesy of REAL BROKER LLC.

Selling Office: .

$540,000
6 Beds 4 Baths 2112954 MLS
INCOME PRODUCING 4-plex in the heart of Riverside! This property includes a duplex with two, 2 bedroom/1 bath units and a second duplex to the rear of the property that has two, 1 bedroom/1 bath units above a 3-car garage. All 4 units are currently occupied, with $4,215/mo rental income. What an amazing opportunity to capitalize on one of the city's most desirable neighborhoods! Vibrant living scene, abundance amenities & proximity to downtown Jacksonville, the St. Johns River, and major highways makes it a convenient choice, attracting a variety of tenant options. This area consistently experiences strong rental demand, ideal for owners seeking steady rental income. On-going revitalization in the area also gives it potential property value appreciation. Come see!

2512 College Street Unit UNITS 1-4, Jacksonville

Listing courtesy of CHRISTIE'S INTERNATIONAL REAL ESTATE FIRST COAST.

Selling Office: .

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