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$699,990
5 Beds ⋅ 4 Baths ⋅ 2155485 MLS
Welcome home! multi-generational living in the heart of the Riverside/Avondale Historic District, complete with a detached ADU and just a short walk to the restaurants, coffee shops, breweries, and boutiques of vibrant King Street. Blending timeless character with thoughtful updates, this home offers the perfect balance of historic charm and modern convenience. The approximately 2,284 SF 4 bedroom, 3 bathroom main home welcomes you with a peaceful front porch featuring a swing and a custom glass front door. Inside, you'll find original hardwood floors, abundant natural light, and the charm you've been searching for. Originally built as a duplex and thoughtfully reimagined into a spacious single-family home, it has preserved its architectural character while offering today's desired functionality. The spacious kitchen is designed for entertaining and everyday living, featuring granite countertops, stainless steel appliances, gas range, a brand-new dishwasher, and ample cabinetry and prep space for the home chef. The first floor offers a spacious living room, dining room, kitchen, eat in kitchen nook, one bedroom and a full bathroom, while upstairs you'll find a cozy loft reading nook, three additional bedrooms, and two full bathrooms. The owner's suite is a true retreat, complete with a gas fireplace and a versatile sitting area perfect for a home office or home nursery. The ensuite bathroom features dual vanities, an oversized soaking tub, and a walk-in shower. The secondary upstairs bathroom has been beautifully renovated with classic white subway tile and modern chrome fixtures. Just beyond the main home, the approximately 500 SF detached ADU offers incredible flexibility. Complete with a spacious living and sleeping area, a full kitchen with a full-size refrigerator, generous cabinetry, a full bathroom, and a closet, it's ideal for multi-generational living, long-term guests, a private home office, gym or additional rental income. Recent updates include an architectural shingle roof (2025), new HVAC (2024), ADU mini-split system (2021), and a tankless water heater (2020). Structural work done (2017) Warrantied by Ram Jack Enjoy a quaint Park just across the street and the convenience of King Street's acclaimed dining, breweries, coffee shops, shopping, and entertainment just blocks away. This is your opportunity to own a beautifully restored piece of Jacksonville history while enjoying one of the city's most desirable walkable lifestyles. Schedule your private showing today!

2789 Selma Street, Jacksonville

Listing courtesy of KELLER WILLIAMS ST JOHNS.

$399,000
5 Beds ⋅ 2 Baths ⋅ 2154361 MLS
Turnkey income property in Riverside - walking distance to Five Points and the St. Johns River, zoned for top-rated Central Riverside Elementary. This duplex-style property includes 5 rentable rooms across two addresses (2204 Myra + 864 Copeland), currently producing in-place income with room-by-room flexibility to lease at market rates. Two rooms are occupied and cash-flowing today; three additional rooms are available for immediate lease-up, providing fast upside without a renovation timeline. Well-maintained exterior, classic architecture, and a location that consistently draws renters in one of Jacksonville's most in-demand submarkets. Strong cash flow with room to grow rents.

2204 Myra Street, Jacksonville

Listing courtesy of BEYCOME OF FLORIDA LLC.

$225,000
5 Beds ⋅ 3 Baths ⋅ 2152780 MLS
This property holds endless potential! 1.37 acre lot with potential to subdivide or add more dwellings. Buyer to do due diligence with regard to zoning and potential use. As it sits, property has two homes. A 2 bed 1 bath home up front. Cozy Country cottage living in the city. Multiple fruit trees and plenty of space to stretch out. Lots of room for gardening/growing your own food. home has multiple porches and a carport. Second home consists of a 3 bed 2 bath mobile home in need of full rehab or replace with new home. A must see!

1449 Delmar Street, Jacksonville

Listing courtesy of FLORIDA HOMES REALTY & MTG LLC.

$550,000
5 Beds ⋅ 3 Baths ⋅ 2151502 MLS
Opportunity is knocking... and it's wearing vintage charm! Located in Jacksonville's historic Riverside district just moments from the historic Willowbranch Library and Willowbranch Park, this classic triplex is ready for its next chapter. Featuring an upstairs 3-bedroom, 1-bath unit and two downstairs 1-bedroom, 1-bath apartments, there's plenty of income potential for the savvy investor. The property also offers off-street parking, a spacious backyard, and loads of historic character just waiting to shine again. Yes, it could use a little love--but the best investments usually do. Situated in one of Jacksonville's most desirable historic neighborhoods, close to dining, shopping, parks, and everything that makes Riverside special, this is your chance to restore, refresh, and reap the rewards. Bring your vision!

2859 Sydney Street, Jacksonville

Listing courtesy of THE LEGENDS OF REAL ESTATE.

$495,000
5 Beds ⋅ 4 Baths ⋅ 2151110 MLS
Calling all investors and house-hackers: this all-brick triplex in Historic Riverside is fully leased and generating income today. The ground-floor unit lives like a home, with three bedrooms, one and a half baths, a sunroom or office, formal dining, and washer/dryer connections. Two cozy one-bedroom apartments occupy the second floor, one boasting its own sunny sunroom. Out back, off-street parking fits at least four vehicles--a true rarity in this walkable neighborhood. The location delivers. You're moments from 5 Points shopping, Riverside Publix, The Fresh Market, and Whole Foods, plus First Watch, the Winston Family YMCA, and countless restaurants and bars. With new businesses arriving and values climbing, demand stays strong. Priced to attract serious buyers chasing dependable cash flow, this Riverside gem won't last--schedule your tour today.

2652 Dellwood Avenue, Jacksonville

Listing courtesy of HILL STREET REALTY, INC..

$1,435,000
5 Beds ⋅ 4 Baths ⋅ 2148181 MLS
A rare opportunity to own a truly special home on one of Jacksonville's most desirable streets -- just a short walk to the scenic St. Johns River, and the beloved shops and restaurants of Avondale. This stunning 5-bedroom, 3.5-bath residence spans over 3,700 square feet on a generous 8,320 sq ft lot, blending timeless historic character with thoughtful modern updates. The floor plan is both elegant and livable, featuring a living room with fireplace, formal dining room, downstairs office, and an expansive kitchen that flows into a bright family room with windows throughout. A large deck off the kitchen extends seamlessly into a peaceful, private backyard. Key infrastructure updates include a roof replacement in 2017 and both HVAC systems replaced in 2020.

3590 Hedrick Street, Jacksonville

Listing courtesy of X FACTOR SUCCESS REALTY.

$1,175,000
5 Beds ⋅ 5 Baths ⋅ 2147578 MLS
Photos 6/2! One of the most commanding examples of Colonial Revival architecture in the Riverside Annex from the 1900's-1920's period, this remarkable 5 bedroom, 4/5 bath 1911 residence offers 3,677 square feet in the main house and 527 sf in the guest house for a total of over 4,200 sf of living space. The home beautifully blends historic character with extensive modern upgrades. Originally built for John Faulkner, a respected farrier, the stately front entry porch opens into a sweeping wraparound veranda adorned with a balustrade of lathe-turned spindles, while distinctive geometric window patterns further highlight the home's architectural significance. Recognized with a Restoration Award in 2009, the property showcases extraordinary craftsmanship throughout, including extensive millwork, original pocket doors, an elegant bannister, original hardwood floors on the first and second levels, soaring 10-foot ceilings downstairs, and a classic brick fireplace. (See supplement) Spanning three stories plus a finished basement, the home offers multiple living spaces designed for both comfortable daily living and impressive entertaining. The updated kitchen is appointed with marble countertops, a large island, real wood cabinetry, stainless steel appliances, an oversized pantry, a newer refrigerator, dual-fuel range with gas cooktop and convection double ovens, and a new microwave installed in 2024. Updated marble bathrooms add luxury throughout, including an oversized primary suite with a whirlpool bathtub and a spa-inspired shower featuring triple shower heads and Bluetooth-controlled speakers. A guest en-suite offers both a standup shower and soaking tub, while the finished attic bedroom adds additional flexibility and charm. Modern infrastructure and technology upgrades have been thoughtfully integrated, including updated electrical and plumbing systems completed in 2008, a replaced electrical panel in 2021, Cat 5 and speaker wiring throughout, recessed lighting, all new light fixtures, spray foam insulation, a Broadview security system with three Ring doorbells, a wall safe, and newer first- and third-floor windows. Additional updates include a tankless gas water heater installed in 2021, upstairs air conditioning replaced in 2021, and guest house AC replaced in 2020. The finished basement features a full-size laundry room, French drains, a new sump pump installed in 2026, and convenient exterior cellar-door access. A commercial-grade treadmill and rowing machine also convey with the property. The exterior grounds are equally impressive. Recent 2026 improvements include new roofs, two chimney caps, fresh interior and exterior paint, and a newly refurbished yard with fresh sod and rock landscaping. The expansive wraparound covered porch was updated in 2023 and features ceiling fans, while Trex decking enhances the portico balcony. Situated on a private corner lot within the historic district, the property includes a privacy wall and fencing, irrigation well with yard irrigation, outdoor patio lighting, French drains, a productive lemon tree, termite bond coverage, and covered outdoor parking separate from the garage. A 527 square foot detached guest house and two-car garage were added in 2016, creating exceptional versatility for guests, rental potential, or a private studio retreat. The studio apartment guest house includes its own dedicated covered entrance, while the garage features automatic doors on both sides for convenient pull-through access from the paved alleyway, along with shelving, storage units, and an additional storage closet. Located just one block from the river with no flood insurance required, this exceptional property offers easy interstate access and is within walking distance to Avondale shops, Five Points, King Street, local hospitals, nearby parks, the community garden, and the library.

3002 Riverside Avenue, Jacksonville

Listing courtesy of ONE SOTHEBY'S INTERNATIONAL REALTY.

$819,000
5 Beds ⋅ 4 Baths ⋅ 2143726 MLS
In the heart of Riverside, this 1929 home offers the kind of scale, craftsmanship, and livability that have made the neighborhood's historic homes so enduring. Spanning three full stories, the home unfolds with generous proportions, abundant natural light, and a floorplan ideal for both everyday living and entertaining. From the moment you step inside, the home feels welcoming and substantial, with historic character carried throughout in the original wood floors, large windows, and thoughtfully preserved details that speak to its era while still living comfortably for today. Beginning with the wraparound porch, which invites slow evenings and conversation, this is the home you've been waiting to see! The first floor is anchored by a spacious foyer that opens into separate living and dining rooms, creating distinct yet connected spaces for gathering. The large kitchen offers exceptional workspace and storage, ready for everything from quiet mornings at home to hosting friends and family, while a separate laundry room and first-floor half bath add convenience to the layout. Just beyond, the home's outdoor spaces become a true extension of the interior. The backyard was clearly designed with entertaining in mind. A two-tiered deck overlooks the beautifully landscaped yard and outdoor kitchen complete with a built-in grill, refrigerator, and sink, creating an effortless setting for weekend gatherings, celebrations, and long dinners outdoors. Upstairs, the second floor includes three bedrooms, among them the spacious owner's suite with a walk-in closet and an ensuite bath featuring dual sinks, a soaking tub, and separate shower. An additional full bathroom serves the remaining bedrooms on the floor. The third floor continues to offer flexibility with two additional bedrooms, a half bath, and a private balcony overlooking the backyard, ideal for guests, home office space, creative studios, or additional living quarters depending on your needs. Located in the heart of Riverside with a Walk Score of 80, this home places you moments from some of the neighborhood's most loved restaurants, shops, parks, and gathering places while offering the space, character, and presence that are becoming increasingly difficult to find. Off-street parking completes this exceptional opportunity to become the next steward of a classic Riverside home.

2598 Herschel Street, Jacksonville

Listing courtesy of COMPASS FLORIDA LLC.

$460,000
5 Beds ⋅ 3 Baths ⋅ 2143582 MLS
Whether you're looking to house hack and live in one unit, rent the other or add to your investment portfolio, this move-in ready duplex is a must see! Located on a corner-lot in one of Jacksonville's beloved historic districts, you'll be just minutes from local Avondale and Riverside favorites like parks, shopping, restaurants, and coffee. The bottom floor unit features original, refinished hardwood floors, two bonus spaces, custom wood kitchen cabinetry and a gas range, built-ins for extra storage, double closets in the primary bedroom, an updated bathroom, and access to the fenced side yard. The top unit features a mix of original hardwood floors and carpet, an updated primary en-suite, and original floor and wall tile in the secondary bathroom. Both units have dining rooms, in-unit laundry, main and rear entry, and separate meters. The rear driveway leading to the large detached garage offers you off-street parking with on-street parking available as well

1067 Cherry Street, Jacksonville

Listing courtesy of ROOT REALTY LLC.

$920,000
5 Beds ⋅ 4 Baths ⋅ 2139405 MLS
This charming historic English Cottage and Colonial Revival home sits on one of the most beautiful streets in all of Avondale. With original 1927 historic details still intact, this home bursts with charm and character but all the modern updates have been done! Oak wood floors, arched openings, soaring 12 foot ceilings, original windows, hardware and mouldings add to the beauty, Formal living room, office/sunroom, formal dining, butler's pantry, gourmet kitchen, sitting and tv rooms, and a separate breakfast room show the expansive floorplan for family and entertaining. The primary suite with large sitting area and walk-in closet is a sanctuary (and plenty of room to add an en-suite). Upstairs is 3 more bedrooms and a jack-and-jill bathroom.. The screened porch overlooking the gorgeous pool and spa - is perfect for apertivo hour, reading, or playing games. The Cottage Guest House has a bed & bath, office/workshop, and a storage room for pool/garden/outdoor equipment. This is home!

1418 Avondale Avenue, Jacksonville

Listing courtesy of BETTER HOMES & GARDENS REAL ESTATE LIFESTYLES REALTY.

Selling Office: .

$820,000
5 Beds ⋅ 4 Baths ⋅ 2138712 MLS
Back on market through no fault of the seller! Step into the enchanting embrace of this historic Avondale home, where classic charm intertwines seamlessly with modern luxury. As you approach, a picturesque front porch adorned with a swing beckons you to linger a while and savor the tranquil ambiance. Crossing the threshold, you'll discover a meticulously updated interior that exudes warmth and sophistication. Original wood floors grace the living spaces, evoking a sense of timeless elegance that is further accentuated by freshly painted walls throughout. The newly updated secondary bathroom adds a touch of contemporary flair, blending seamlessly with the home's traditional aesthetic. Prepare to be captivated by the gourmet kitchen, where sleek black stainless steel appliances, quartz countertops, and ample cabinet space converge to create an epicurean's paradise.

2772 Riverside Avenue, Jacksonville

Listing courtesy of ONE SOTHEBY'S INTERNATIONAL REALTY.

$785,000
5 Beds ⋅ 3 Baths ⋅ 2138802 MLS
GREAT INVESTMENT OPPORTUNITY! This triplex is fully updated with all units occupied and cash flowing. Unit 1 is currently renting at $1,100.00. Unit 2 is currently renting at $1,430.00. Unit 3 is currently renting at $1,450.00. Walking distance to St. Johns Avenue and Boone Park. Please reach out to the listing agent if interested in touring!

3628 Oak Street, Jacksonville

Listing courtesy of NETWORTH REALTY OF JACKSONVILLE, LLC.

$835,000
5 Beds ⋅ 6 Baths ⋅ 2136923 MLS
**OPEN HOUSE SUNDAY 8/02 FROM 11am-1pm** Welcome to The Frogmore, a timeless 1904 historic estate where rich character and thoughtful renovation come together in one extraordinary home. From the moment you arrive, you're greeted by classic architectural details that have stood the test of time--original hardwood floors, soaring ceilings, five fireplaces, and two grand staircases that speak to the home's storied past. Every corner offers a sense of history, beautifully preserved and seamlessly enhanced for modern living. At the heart of the home, a custom renovated kitchen blends form and function with curated finishes, opening to a charming butler's pantry--perfect for entertaining and everyday ease. Endless cabinet storage, lovely countertops, multiple dishwashers, refrigerators, double ovens, a wine fridge and so much more make this every chef's dream! A stunning formal dining room will quickly become the center of gatherings and holidays. Through the original pocket doors, you will find the formal living room with built in bookshelves and unique inlays that are hard to come by these days. A charming full bath on the main level is perfect for guests, showcasing timeless character with a classic clawfoot tub and original sink. Tucked beneath the staircase, a thoughtfully designed wine cellar makes beautiful use of the space. Upstairs, the home continues to impress with a layout that balances elegance and functionality. Three spacious bedrooms each feature their own private full bath, offering comfort and privacy for family and guests alike. An additional bedroom provides flexibility as a library, playroom, or creative space, while a separate flex room is ideal for a home office. A second-story laundry room adds both convenience and valuable storage. The entire third floor is dedicated to a truly exceptional primary suite retreat. Featuring custom paneling, cedar walk-in closets, and a private balcony, this space offers a serene escape to begin or end your day. The well-appointed primary bathroom provides ample space and storage, while an additional room on this level offers versatility as an office, home gym, or expansive dressing room. A half bath and additional storage complete this floor. Before stepping outside, take note of the full basement--a rare and valuable feature in Florida. A finished back porch just off the main living area creates the perfect setting for morning coffee or quiet evenings. Outdoors, the property is designed for both relaxation and creativity. Enjoy a saltwater pool, a detached pool house, and two separate workshops--ideal for hobbies, storage, or studio use. The expansive fenced yard offers endless possibilities for entertaining or unwinding. Just a short distance to the shops, restaurants, and happenings of Five Points as well as hospitals and major interstates, convenience is key. The Frogmore is more than a home--it's a rare opportunity to own a piece of history, thoughtfully updated for today's lifestyle while preserving the charm and craftsmanship of a bygone era. Buyer to verify square footage.

2160 Oak Street, Jacksonville

Listing courtesy of ROOT REALTY LLC.

$849,000
5 Beds ⋅ 3 Baths ⋅ 2128436 MLS
This distinguished historic residence offers over 3,000 square feet of living space with 5 bedrooms and 3 baths, designed for both daily comfort and lively entertaining. Set on a prominent corner lot in one of Jacksonville's most sought-after historic neighborhoods, this Mediterranean Revival-style home blends architectural character with modern functionality. The spacious front porch sets a welcoming tone, perfect for unwinding at the end of the day. Inside, tasteful upgrades and abundant natural light highlight every room. A formal entry leads to the living room, framed by a graceful arched opening that reflects the home's timeless design. At the heart of the main level, the chef's kitchen offers the scale and features for both everyday living and memorable gatherings, complemented by a walk-in pantry with wet bar and wine fridge. The adjoining dining room provides a seamless flow for entertaining. The primary suite, privately located on the first floor, includes an en suite bath, sunroom, and walk-in closet. A laundry room completes the main level, with space available for a future half bath if desired. Upstairs, four additional bedrooms offer flexibility for family or guests, along with a dedicated office space. The fenced backyard provides ample room to create your ideal outdoor retreat. Combining historic craftsmanship, expansive living spaces, and a prime setting within Jacksonville's architectural heritage, this property stands out in the historic market. With its rare scale, flexible floor plan, and opportunity for both indoor and outdoor living tailored to your lifestyle, it is a true luxury offering.

1492 Avondale Avenue, Jacksonville

Listing courtesy of COMPASS FLORIDA LLC.

$555,000
5 Beds ⋅ 5 Baths ⋅ 2124965 MLS
Excellent quadplex investment opportunity in the heart of Avondale/Riverside. This 4-unit property is perfect for an investor or owner-occupant looking to live in one unit and rent out the others. The property is fully set up for short-term rentals, offering strong income potential in one of Jacksonville's most desirable neighborhoods. The downstairs unit features a spacious 2 bedroom, 2 bathroom layout plus an additional room ideal for a third bedroom or office, and includes central HVAC. The remaining units are equipped with window AC/heater units. All units except the garage unit are fully furnished and will convey with the sale, making this a largely turnkey investment. Conveniently located near Riverside and Avondale shops, dining, parks, and entertainment, this property offers excellent rental demand and long-term upside. The property is fully vacant and easy to show.

1438 Dancy Street, Jacksonville

Listing courtesy of THIRDSTONE PROPERTIES LLC.

Selling Office: .

$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: .

$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.

$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.

$695,000
5 Beds ⋅ 3 Baths ⋅ 2111253 MLS
1914 historic home in the heart of Riverside. 3 stories with ample space to make an office, library or kids play room. Boasting 5 bedrooms, 3 full bathrooms, hardwood floors and original chandeliers. Large wooden deck in back yard with lots of room for pets or kids to play. Screened in front porch that catches the morning and evening breeze and a bonus second screened in porch on the 2nd floor off of bedroom with a beautiful view of backyard. This is one of the few areas located in a non flood zone. Walkable shopping and dining awaits you around the corner. Minutes from downtown.

2756 Oak Street, Jacksonville

Listing courtesy of IRON VALLEY REAL ESTATE NORTH FLORIDA.

Selling Office: .

$750,000
5 Beds ⋅ 5 Baths ⋅ 2109570 MLS
Welcome to 1600 Osceola St, a beautifully updated historic home in the heart of Riverside! Only a few blocks to the St. Johns river, you can also walk to coffee shops and local eateries close by. Tall ceilings, rooms with amazing proportions & lots of windows make this home extra special! Extensive updates include newer windows, new wiring, new plumbing & insulation in the walls which make the home especially energy efficient! The modern floorplan features an updated kitchen that's open to the family room, a generously sized dining room, laundry room & downstairs bedroom with en suite bath. Upstairs there's a large sitting room & 3 bedrooms in addition to a fabulous primary suite with huge walk in closet. Original hardwood floors, soaring ceilings, & architectural details highlight the home's timeless character. With a large parking area in the rear & a huge ''drop zone'' area in the back. Stroll to the river or take a quick bike ride to restaurants, shops, & grocery stores.

1600 Osceola Street, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$568,000
5 Beds ⋅ 3 Baths ⋅ 2109019 MLS
HUGE RIVERSIDE TRIPLEX! RECENTLY APPRAISED AT $653,000 (report available)! Full inspection report available. This is the one that checks all your boxes! This exceptional property has been fully modernized where it matters—ALL water supply and drain lines replaced in units and to the street, copper wiring, brand-new roof (2024), newer HVACs and water heaters. Each unit features in-unit washer/dryer plus rare off-street parking. Unit mix: one massive 3BR/1BA (~1,450 SF) on the first floor, plus two stylish 1BR/1BA units (~700 SF each) upstairs. The upper units have been tastefully renovated with shaker cabinetry, quartz countertops with backsplash, modern fixtures, fresh paint, and stunning refinished hardwoods. Endless flexibility for investors or owner-occupants in one of Jacksonville's most desirable historic neighborhoods. A rare find—tour today before it's gone!

2716 Green Street, Jacksonville

Listing courtesy of MCADOO MULTIFAMILY ADVISORS LLC.

Selling Office: .

$160,000
5 Beds ⋅ 2 Baths ⋅ 2102180 MLS
Charming 5-bedroom, 1.5-bath single-story home offering a spacious and functional layout. This single-family residence features a combination of LVP flooring and carpet throughout, providing both durability and comfort. The large living areas and ample bedroom space make it ideal for a variety of household needs. With its single-level design, this home offers easy accessibility and everyday convenience.

1233 Denaud Street, Jacksonville

Listing courtesy of ENTERA REALTY LLC.

Selling Office: .

$595,000
5 Beds ⋅ 2 Baths ⋅ 2101426 MLS
This fully restored and remodeled duplex is located in the heart of the Riverside-Avondale Historic District. Walking distance to 5 Points, Memorial and Riverside parks and just 3 short blocks to the St Johns River. Each unit is flat - downstairs is a 2/1 with open floorplan, great closets and a private outdoor patio. Upstairs is a 3/1 traditional floorplan with its own private courtyard. Both units have high ceilings, wood mouldings, great kitchens and baths. Recent improvements include total replacement of plumbing, wiring and other pertinent systems. Each apartment with in unit waher-dryer. Great for an owner occupant or multi-generational family. It has great curb appeal and is truly a Must See!

2218 Herschel Street, Jacksonville

Listing courtesy of TRADITIONS REALTY LLC.

Selling Office: .

$500,000
5 Beds ⋅ 3 Baths ⋅ 2101181 MLS
Prime Investment Opportunity in the Heart of Riverside! Very clean, income-generating triplex sits in one of Jacksonville's most desirable and walkable neighborhoods. The property blends historic charm with modern updates, featuring original hardwood floors, oversized windows, and craftsman-style trim. Each of the three units is separately metered, offering flexibility for both seasoned investors and owner-occupants. Whether you're looking to live in one unit and rent out the others or fully lease all three, this rare multi-family opportunity delivers steady cash flow and long-term appreciation. Turnkey Upgrades with Major Mechanical Peace of Mind Enjoy the benefits of a newer roof (approx. 1 year old), & two newer HVAC systems (one is approx. 1 year old and the other is approx. 5 years old). Recent renovations throughout all three units include refreshed kitchens, refreshed bathrooms, and well-maintained common areas.

2253 Herschel Street, Jacksonville

Listing courtesy of ONE REALTY CORP.

Selling Office: .

$1,053,000
5 Beds ⋅ 3 Baths ⋅ 2091443 MLS
A Rare Blend of Charm and Comfort in Historic Avondale Built in 2019 by award-winning local builder Bold City Properties, this beautiful home offers the perfect mix of classic character and modern ease all tucked away on a quiet cul-de-sac across from Boone Park. From the moment you arrive, the curb appeal is undeniable. Two spacious porches, one on each level invite you to slow down and enjoy the view. Whether it's morning coffee or sunset gatherings, these porches set the tone for a home that's meant to be lived in and loved. Inside, thoughtful details shine through: custom trim work, a welcoming layout, and five true bedrooms with three full bathrooms provide space for everyone to spread out. The vibe is both timeless and fresh, with a warmth that feels instantly like home. Out back, a rare lot-and-a-half gives you room to grow. The turf yard makes for easy upkeep, and the current play area could easily transform into the pool of your dreams. A modern pergola-covered... deck offers a shaded spot to relax or entertain, and the oversized two-car garage has space for extra storage or even a home gym. Just steps from Boone Park where you can enjoy tennis, pickleball, shaded playgrounds, or quiet walks under the trees and only a short stroll to the heart of Avondale, where local shops and restaurants bring the neighborhood to life. Homes like this rarely come along in Avondale. Come see it for yourself.

3678 Boone Park Avenue, Jacksonville

Listing courtesy of COWFORD REALTY & DESIGN LLC.

Selling Office: .

$708,000
5 Beds ⋅ 5 Baths ⋅ 2086816 MLS
1% Lender Credit towards closing costs available when using our Preferred Lender. DSCR loan options available! See private remarks and documents. Rare investment opportunity to own a fully renovated duplex in one of the BEST neighborhoods in Jacksonville! Don't miss your chance to own a fully renovated historic duplex offering nearly 3,100 square feet of living space. Property underwent a near full gut job renovation in 2024/2025. Major upgrades include all-new electrical systems (panels, meters, full rewire), plumbing, new roof, HVAC systems with new ductwork and attic insulation, hot water heaters, interior and exterior paint, and a nearly complete interior renovation. Thoughtful design choices preserve original architectural elements like arched doorways, wood-burning fireplaces, and beautifully refinished hardwood floors, while incorporating stylish, modern finishes that honor the home's historic character. The generous layout and floor plan make it feel like two Unit A: 2 bedrooms, 1.5 baths Unit B: 3 bedrooms, 1 full bath, plus two half bath, including an en suite half bath. Each unit has their own washer / dryer hook up. In the back yard there is a large wooden shared deck. A 350 sq ft shed in the provides ample storage, perfect for owners or tenants. Whether you're looking to live in one unit and rent the other, lease both for long-term income, or operate a short-term rental, this property offers flexible potential in a prime location. This location can't be beat! Situated on a quiet street walking distance to downtown Historic Avondale, Boone Park, and so much more! In less than 10 minutes walk you can find coffeeshops, restaurants, shopping, local businesses, parks, pickleball courts--you name it!

3577 Valencia Road, Jacksonville

Listing courtesy of COWFORD REALTY & DESIGN LLC.

Selling Office: .

$290,000
5 Beds ⋅ 2 Baths ⋅ 2083077 MLS
Discover your charming new home nestled in the heart of Riverside's vibrant community, just a few blocks from King Street. This 3-bedroom, 1-bath wood shingle home with brick accents offers the perfect blend of timeless character and potential for personalization. Relish the tranquility of a large, rare 0.22-acre lot complete with the convenience of off-street parking. Imagine relaxing on the screened front porch, swinging gently on the porch swing as you sip your morning coffee. Step inside to find wood flooring, a cozy brick fireplace for those cooler evenings, and built-in shelving that adds a touch of character to the living room. Host gatherings in the formal dining room or enjoy casual meals in the eat-in kitchen. The bedrooms are generously sized, offering a comfortable retreat for family and guests. Adding even more value, there is a two-bedroom, one-bathroom apartment located behind the primary home. Needs a full renovation.

1211 Cherry Street, Jacksonville

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS SOUTHSIDE.

Selling Office: .

$980,000
5 Beds ⋅ 3 Baths ⋅ 2081163 MLS
Step into an exceptional blend of refined elegance and historic character in this one-of-a-kind, custom-built Craftsman-style residence. Completed in 2022 and meticulously curated by a renowned London-based interior designer, this five-bedroom, three-bath home with a dedicated office exudes refinement at every turn. Perfectly positioned on a quiet cul-de-sac within Riverside's coveted historic district, this architectural gem is set on a rare street lined with newer, thoughtfully designed homes—offering the unique benefit of modern construction within a legacy neighborhood. Inside, natural light floods through expansive windows, highlighting wide-plank hardwood floors, bespoke finishes, and a designer kitchen outfitted with top-tier appliances, custom cabinetry and a butler's pantry. The open-concept layout flows seamlessly into open kitchen with soapstone island, living room and dinning room, perfect for entertaining and relaxing with loved ones. Upstairs, a serene primary suite, offering a private retreat with elegant details and spa-like comforts. Additionally, upstairs you will find three bedrooms, thoughtfully designed with surprises such as a ladder to a play area in one bedroom and cozy reading nook by window sill. Enjoy the walkable lifestyle of Riverside timeless architecture and a vibrant communityall just moments from acclaimed dining, boutique shopping, and picturesque parks. This is more than a home; it's a rare opportunity to own a piece of artful living in one of the city's most desirable enclaves.

1266 Lydia Court, Jacksonville

Listing courtesy of CROSSVIEW REALTY.

Selling Office: .

$2,704,700
5 Beds ⋅ 6 Baths ⋅ 2082782 MLS
Step into this amazing home filled with incredible water views from almost every room! Lots of outdoor covered verandas to enjoy a cup of coffee or enjoy a crisp glass of Sancerre! There is a 187 feet on the water providing lots of privacy with this double lot. There is a large chef's kitchen and a smaller kitchen downstairs and 2 laundry rooms too . Great cellar area to store your wine collection. There is a dishwasher on each floor and house has a generator. With over 7, 000 square feet, there is room for everyone, entertaining guests, children and grandchildren. Exquisite attention to detail in this home especially the fireplaces, moldings, stairway and arches throughout the home. This home was renovated in 2000 and plumbing, electrical, roof and windows were included. Walk to the shops, restaurants and parks in Avondale. This house has an historic designation. Buyer to verify all measurements.

1849 Willow Branch Terrace, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$625,000
5 Beds ⋅ 3 Baths ⋅ 2080996 MLS
Charming Turn-Key Triplex in the Heart of Riverside! —just minutes from the area's best restaurants, bars, coffee shops, and boutique shopping. This versatile property is perfect for house hacking, investing, or short-term rentals. Qualifies for FHA financing—live in one unit and rent out the others with as little as 3.5% down! The front duplex features eye-catching blue doors and a freshly painted exterior, spacious front porches, and timeless character. The lower unit (1523 Osceola) welcomes you with original hardwood floors, crystal doorknobs, and a light-filled living room. The primary bedroom is warm and inviting, and the kitchen boasts butcher block countertops, original brick accents, and ample prep space. A second bedroom, bathroom, laundry room, and covered back porch complete the layout. The upper unit (1521 Osceola) mirrors the downstairs with the same thoughtful layout, real hardwood floors throughout and offers great rental income potential or flexibility for extended family living. The third unit is a charming detached studio with a single car garage. Walk through the double front doors to the spacious entry with office and laundry space. Upstairs offers a stylish kitchen overlooking the living room, bedroom space and a full bathroom with fun wallpaper, updated lighting, and plenty of closet space. Bonus: This unit comes fully furnished with an accepted offer! With endless possibilities and prime location, this triplex is the investment you've been waiting for. Schedule your private showing today!

1521 Osceola Street, Jacksonville

Listing courtesy of KELLER WILLIAMS ST JOHNS.

Selling Office: .

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