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$895,000
7 Beds 6 Baths 2159802 MLS
A unique investment opportunity in the heart of historic Avondale! This well-maintained triplex sits on an oversized lot just blocks from Boone Park and some of Avondale's best restaurants and shopping, giving tenants an unbeatable lifestyle and location. The property also features a large private parking area and courtyard. Fully occupied with immediate cash flow, the unit mix includes one 3 bed/2.5 bath, a 2 bed/ 2 bath and 2 bed/1 bath units, all with updated kitchens and baths featuring quartz countertops and stainless steel appliances. The 3-bedroom unit stands out with wood floors, high ceilings, and space for a home office. With all units leased, this turnkey property delivers strong, consistent rental income in one of Jacksonville's most sought-after neighborhoods. Investors also have the flexibility to convert back to a single-family home with over 4,000 square feet, or house hack by living in the 3-bedroom unit while renting the other two. A great addition to any portfolio!

3643 Walsh Street, Jacksonville

Listing courtesy of KST GROUP LLC. 5613070671

$3,848,000
4 Beds 7 Baths 2156386 MLS
** ENTERED FOR COMP PURPOSES ** Experience luxury waterfront living in this stunning, one-of-a-kind double unit in the prestigious Villariva Condominium. Showcasing exquisite millwork and extensive crown molding throughout, this exceptional residence offers breathtaking panoramic views of the St. Johns River and the downtown Jacksonville skyline. Designed for both elegant entertaining and comfortable everyday living, the expansive floor plan features a remarkable primary suite complete with a private office/sitting room, and separate walk-in closets. Each additional bedroom offers the comfort and privacy of its own ensuite bathroom, creating an ideal layout for family and guests. A truly rare opportunity to own one of Villariva's most extraordinary residences.

2358 Riverside Avenue Unit 1001, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$1,200,000
6 Beds 5 Baths 2155505 MLS
*Luxury Live Auction! Bidding to start from $1,200,000.00!* Brand-new luxury home in Historic Avondale! Nestled on a quiet, secluded street just 7 homes from the St. Johns River, this contemporary residence offers exceptional design, flexibility, and location. Designed for elegant entertaining and comfortable everyday living, the main home features 6BR/4.5BA, 10' ceilings, wood flooring, crown molding, custom insulated windows, a marble gas fireplace, and an open-concept layout. The gourmet kitchen features quartzite countertops, an oversized island, 60'' soft-close cabinets, walk-in pantry, stainless steel appliances, and dual-fuel range. The private primary retreat offers tray ceilings, walk-in closets, a balcony, and spa-style bath with marble double vanity, soaking tub, and glass shower. A separate 1BR/1BA apartment with private entrance is ideal for guests, family, office, or rental income. Additional highlights include an elevator, wine room and three tankless gas water heaters.

1829 Powell Place, Jacksonville

Listing courtesy of LANDBRIDGE REALTY GROUP LLC.

$499,000
8 Beds 5 Baths 2155503 MLS
Riverside 4-plex with approximately $50K of identified capex, priced accordingly. Investment opportunity in Jacksonville's Riverside neighborhood, ideally located next to Riverside Park. This 4-unit multifamily property is being offered at $590,000 and provides investors with the opportunity to acquire a well-positioned asset in one of Jacksonville's most desirable rental markets. The property benefits from immediate proximity to Riverside Park, as well as nearby dining, shopping, entertainment, and major employment centers. Excellent opportunity for investors seeking a centrally located multifamily asset with strong long-term rental demand and upside potential. SF listed is approximate.

2016 Dellwood Avenue, Jacksonville

Listing courtesy of THE MULTIFAMILY ADVISORS.

$594,000
4 Beds 4 Baths 2154128 MLS
Investor opportunity in the heart of historic Riverside! LIVE IN ONE UNIT AND RENT THE OTHER! This spacious duplex features two 2BR/2BA units, each filled with the timeless charm that makes this neighborhood so desirable. Original hardwood floors, beautiful wood trim & classic architectural details create an authentic historic feel that attracts long-term tenants. Major capital improvements have already been completed w/new roof & replumbing in 2025, providing peace of mind & reducing future maintenance expenses. A rare bonus is the 5 off-street parking spaces, along with a 2-story screened porch offering generous outdoor living space for both units. Located just minutes from Riverside's popular restaurants, parks & shopping, this property is ideally positioned in one of Jacksonville's strongest rental markets. Whether you're expanding your portfolio or making your first investment, this income-producing duplex offers historic character, modern updates & outstanding long term potential

2583 Post Street, Jacksonville

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

$4,525,000
6 Beds 8 Baths 2152292 MLS
Built during the Roaring Twenties, this Georgian Revival has been beautifully preserved and enhanced. A historical Avondale masterpiece was taken to the studs & has never flooded. The 2016 comprehensive remodel includes new electrical, plumbing, kitchen, pantry, baths, floors, walls & more to incorporate the latest fit & finish, while retaining the artistry & character of the past. The gourmet kitchen is a culinary delight, equipped with professional SubZero & Wolf appliances, Taj Mahal quartzite counters, inset cabinetry, a decorative backsplash, & center island, with an adjacent scullery/pantry, laundry/mud room & drop zone. The social spaces are gracious & inviting with wide plank, sand & finish oak hardwood floors. The .93 acre site is gated with a private entry, which showcases ancient Spanish moss draped, majestic Oaks. A guest house features flex space/bedroom & full bath, plus separate 2 car garage & additional parking. Extensive Customization throughout offers

3110 St Johns Avenue, Jacksonville

Listing courtesy of RE/MAX SPECIALISTS PV.

Selling Office: .

$1,399,000
16 Baths 2151628 MLS
The Rubel & College Portfolio is a 20-unit, two-property portfolio in Jacksonville's coveted Riverside Historic District. Two masonry multifamily properties at Rubel & College Streets offer a mix of sixteen studios and four one-bedroom units. Ownership invested over $400,000 in interior and systems upgrades, delivering turn-key cash flow with room to grow rents to market. Every unit features quartz counters, shaker cabinetry, tile finishes, in-unit washer/dryer, and separately metered utilities paid directly by tenants. Most windows have been replaced. Roofs replaced 2017 and 2020. Located approximately one mile from Ascension St. Vincent's Riverside and minutes from Five Points, Brooklyn, and Downtown, the asset sits amid more than $5 billion in announced urban-core development. Total current monthly revenue totals approximately $21,000 at full occupancy. See current RR. PRICING ON THIS LISTING IS FOR ONE PROPERTY, HOWEVER BOTH 2892 COLLEGE & 931 RUBEL MUST BE PURCHASED TOGETHER.

931 Rubel Street, Jacksonville

Listing courtesy of MCADOO MULTIFAMILY ADVISORS LLC.

$525,000
6 Beds 6 Baths 2151459 MLS
Charming Riverside 4-plex situated in a highly walk able neighborhood just steps from local shops, restaurants, and everyday conveniences. This character-rich property features a classic facade with mature trees and timeless architectural details that enhance curb appeal. The four units offer a desirable mix for investors or owner-occupants, with strong rental appeal due to the unbeatable location. Residents enjoy easy access to dining, retail, and neighborhood amenities, while still being close to transit and major corridors. A rare opportunity to own a multi-family property in a vibrant, pedestrian friendly area with long-term upside and consistent demand. Roof replaced in 2021! ** NEW Plumbing, Sewer line & hot water heaters **

2633&2627 Post Street Unit 1-4, Jacksonville

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

Selling Office: .

$1,050,000
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.

Selling Office: .

$3,000,000
2145217 MLS BROOKLYN ROYAL BLDG.
EMERALD TRAIL! UNLIMITED HEIGHT! ALREADY ENTITLED! CCBD! MIXED USE! TOWER ECONOMICS! =.42 acres. 18,354 Sq ft (The whole block is open to offers 1+acre) CCBD in an ''Unlimited Height'' section on the Emerald Trail. 365 Park St. & 914 Price St. in Jacksonville, Florida 32204. 3 major frontages, & 2 major corners; Park St., Price St., & Oak St. Marriott Ext Stay Residence Inn is at 357 Oak St. on the opposite corner. A $108M Multi-Family project is approved adjacent at 380 Park St. 2 more hotels are approved .2 mi away. Completed & approved institutional development is all around. Bring your engineer & site plans. The sky is truly the limit! The 1927 built Original Brooklyn Royal Dance Warwhouse is still there & can offer adaptive re-use. It is a 9054 sq ft building in a great LIVE WORK PLAY corridor encouraged by DIA. University of Florida is building a campus .7 mi. away. Seller may consider JVs or creative financing. Navigate projects here: https://share.google/oKx

365 Park St. Street, Jacksonville

Listing courtesy of 1 REALTY CORP.

$1,948,000
4 Beds 5 Baths 2141901 MLS
SELLER MOTIVATED | ASSUMABLE 5.6% VA LOAN A rare opportunity to own one of Avondale's most distinctive residences. Originally built in 1922 and thoughtfully updated, this timeless Tudor blends historic character with modern luxury across 3,764 square feet. Rich architectural details include herringbone oak floors, mahogany doors, restored windows, and exceptional craftsmanship throughout. The chef's kitchen features Wolf and Sub-Zero appliances, custom cabinetry, and seamless flow into the home's inviting living and entertaining spaces. The expansive third floor offers exceptional flexibility for a media room, home office, guest quarters, fitness space, or creative studio. Outside, enjoy a private backyard retreat with a heated/chilled saltwater pool, outdoor kitchen, covered cabana, putting green, and beautifully landscaped grounds. Ideally located in the heart of historic Avondale near the St. Johns River, parks, dining, and shopping. Seller is motivated and ready to consider offers.

3338 Riverside Avenue, Jacksonville

Listing courtesy of ENGEL & VOLKERS FIRST COAST.

$600,000
9 Beds 7 Baths 2142456 MLS
Investor's Dream on 1.25 acres! This gated property features multiple structures currently used as separate living spaces. The main house offers 4 bedrooms and 3 bathrooms--ideal for a primary home or rental. The detached second structure provides 3 bedrooms and 3 bathrooms, while an additional 2-bedroom, 1-bath structure adds flexibility. With plenty of space and separate entrances, this property offers excellent potential for short- or long-term rental use. The roofs were replaced in 2022 for peace of mind. Whether for multigenerational living, Airbnb, or passive income, this property is a must-see opportunity! Rear portion of the property (separate parcel) is not included in the sale and will be divided prior to closing. Use, zoning, and permit status to be verified by buyer.

6878 Lenox Avenue, Jacksonville

Listing courtesy of FLORIDA HOMES REALTY & MTG LLC.

Selling Office: .

$1,999,000
12 Beds 12 Baths 2139502 MLS
*****PRICE REDUCED***** Introducing River Breeze Apartments situated in the sought-after Riverside Historic District in Jacksonville, FL. This exceptional 12-unit apartment community offers oversized 800+ SF one-bedroom units with in-unit washer/dryer and central HVAC. The property's prime location provides a Walk Score of 89/100, allowing residents easy access to dining, retail, and entertainment options in the surrounding area, including proximity to major employment centers like Ascension St. Vincent's Riverside hospital. Investors have a compelling value-add opportunity to renovate 11 of the 12 units with modern premium finishes, unlocking significant rental upside while benefiting from the enduring appeal of the historic district. With limited supply in this prestigious neighborhood, River Breeze Apartments offers a rare chance to acquire a well-located asset in one of Jacksonville's premier locations.

2761 St Johns Avenue, Jacksonville

Listing courtesy of MCADOO MULTIFAMILY ADVISORS LLC.

$799,000
5 Beds 6 Baths 2136923 MLS
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.

$1,205,000
4 Beds 4 Baths 2133607 MLS
On a prominent corner in the heart of Riverside stands the John Ball House, a rare three-story historic residence with both architectural character and exceptional flexibility. Zoned CRO (Commercial Residential Office), the property offers unique possibilities for residential living, a live-work environment, or a professional office in one of Jacksonville's most beloved historic neighborhoods. Originally saved and relocated to this site through the early preservation efforts of Riverside Avondale Preservation, the home carries both historic significance and enduring charm. From the moment you arrive, the home's presence is unmistakable. The expansive front porch stretches across the façade, a welcoming place for morning coffee, evening cocktails, and long conversations on the porch swing while the neighborhood moves gently around you. With a Walk Score of 90, the best of Riverside's dining, parks, and shopping are just moments away. Inside, the home unfolds across three thoughtfully designed levels filled with natural light and historic character. Original hardwood floors run throughout, while stained glass windows in the stairwell and above the front door add color and artistry to the home's architectural story. Pocket doors in the study remain intact, offering both beauty and flexibility. The foyer is finished with new tile, and the interior has been freshly painted to complement the home's historic details. The first floor offers a wonderful balance of formal and informal living spaces that can easily adapt to your lifestyle. A gracious dining room anchors the home for gatherings and celebrations, while multiple living areas provide options for a study, office, or relaxed family space. The kitchen has been completely renovated and thoughtfully customized, featuring all new appliances, beautiful finishes, and an adjoining pantry that enhances both storage and function. Custom lighting fixtures elevate the kitchen, dining room, and half bath, while custom drapery adds warmth and polish to the main living spaces. Casual breakfast dining overlooks the outdoor areas, and the updated half bath completes the level. Upstairs, the second floor hosts three generous bedrooms filled with natural light. The owner's suite is a true retreat, highlighted by an extraordinary custom walk-in closet designed for both beauty and organization, along with a private ensuite bath. Two additional bedrooms share a well-appointed hall bathroom. The third floor offers remarkable flexibility. Whether used as a private guest suite, a creative studio, a home office, or an additional living area, the space easily adapts to your needs. A full bathroom on this level adds even greater versatility. Outdoor living is equally inviting. Beyond the iconic front porch, the property offers several distinct outdoor spaces to enjoy. The backyard has been thoughtfully enhanced with new pavers and stonework, creating multiple areas for gathering, entertaining, or quiet evenings outdoors. A side porch, back patio, paved entertaining space, and green lawn provide a variety of settings to enjoy the Florida climate. An electric driveway gate adds both convenience and privacy. Historic significance, architectural character, and an unbeatable Riverside location come together in this rare offering. The John Ball House offers the opportunity to live surrounded by history while enjoying the walkable, vibrant lifestyle that makes Riverside one of Jacksonville's most sought-after neighborhoods. The current owners have been fantastic stewards, and now this home is ready for the next one!

1526 Copeland Street, Jacksonville

Listing courtesy of COMPASS FLORIDA LLC.

Selling Office: .

$2,683,000
6 Beds 5 Baths 2129445 MLS
On one of Avondale's most admired streets, this extraordinary St Johns Avenue estate stands as a true expression of luxury living in a historic setting. Featured in Jacksonville's Architectural Heritage, this remarkable residence is recognized as a prominent landmark and a celebrated example of Mediterranean Revival design. Designed by architect Jefferson D. Powell shortly after his return from Venice, the home draws direct inspiration from the palaces lining Italy's Grand Canal and was originally built for Max Knauer, a prominent Jacksonville hardware dealer. Just moments from the Shoppes of Avondale, it commands attention with architectural distinction, presence, and a sense of arrival that feels both grand and deeply rooted in place. The Venetian influence is unmistakable. The projecting two story entrance pavilion features a dramatic ogee arch and a star wheel motif inspired by the Palazzo Contarini Fasan. Arched windows of varying forms, columns, stylized leaded glass, brick and cast stone ornamentation, and crenelated parapets define the exterior. Even the chimneys are adorned with arched openings, all beneath a mission tile roof that completes the authentic Mediterranean profile. This is architecture with intention, artistry, and lasting significance. The main residence offers four bedrooms, a dedicated office, two full baths upstairs, and a gracious powder room on the main level. A finished basement provides additional living space with an additional bedroom and a full bathroom, ideal for guests or extended stays. Connected by a covered walkway, the private casita apartment includes its own full bath and thoughtful upgrades, creating a refined retreat that feels both separate and seamlessly integrated. Inside, every space reflects the careful stewardship of the current owners. The kitchen anchors the home with Sub Zero refrigeration, Wolf double ovens and a six burner gas range, Fisher and Paykel dishwasher, a built in pantry, and elevated finishes that balance performance with quiet elegance. Lighting has been curated throughout, systems thoughtfully enhanced, and modern functionality introduced with respect for the home's architectural integrity. Outdoors, the property unfolds into a private resort setting. The grounds have been completely reimagined with professional landscaping, extensive landscape lighting, upgraded drainage, and a reengineered irrigation system that keeps the property pristine year round. A striking pool and spa serve as the centerpiece, complemented by a custom summer kitchen, paver entertaining areas, and a natural gas fire pit. Integrated audio, app controlled pool features, and seamless indoor outdoor flow create an environment designed for both grand entertaining and everyday enjoyment. Behind the scenes, the home is equally impressive. Newer air conditioning systems, upgraded electrical, a dedicated communications closet, enhanced security, a water softener, and meticulously maintained roof and mechanicals reflect a level of care rarely seen. Improvements were completed by respected local professionals, reinforcing confidence in both the beauty and performance of the home. Celebrated in Jacksonville Magazine and featured on the RAP Home Tour, this is not simply a luxury home in Avondale. It is a landmark residence of architectural importance, thoughtfully elevated for modern living while honoring the character and craftsmanship that make it truly irreplaceable. A genuine jewel on St Johns Avenue, ready for its next steward.

3404 St Johns Avenue, Jacksonville

Listing courtesy of COMPASS FLORIDA LLC.

Selling Office: .

$1,725,000
4 Beds 4 Baths 2129569 MLS
This fully custom home was designed by award-winning architect William Leuthold totals over 3750 sqft with a clear guiding vision: to feel serene, refined, and elegant while remaining warm, human, and deeply livable. From the street, the home is intentionally understated, carefully scaled to respect both the lot and the historic character of the neighborhood. Its presence reveals itself gradually, most strikingly from the Big Fishweir Creek side, where sweeping water and marsh views frame the home and hand-carved exterior corbels reward a closer look. The sense of arrival unfolds quietly, creating a lasting impression. Inspired by early 20th-century architecture, the house was conceived to feel as though it had been built in the 1920s, then thoughtfully updated for modern life. Interior selections were chosen for longevity rather than trend, resulting in spaces that feel cohesive, calm, and enduring. Every material and finish reflects a commitment to quality and restraint rather than fleeting design statements. The kitchen is the home's one intentional contemporary moment, featuring Henrybuilt custom cabinetry crafted in Seattle and nationally recognized for balancing clean modern lines with warmth and natural materials. It functions beautifully within the home's classic framework, offering a refined contrast without disrupting the overall sense of timelessness. Abundant windows fill the interiors with natural light and ever-changing views of marsh, water, and wildlife. Daily life here is shaped by the rhythms of nature, from birds in flight to reflections on the creek. The layout offers both openness and flexibility, with front and rear living spaces that can be separated by sliding glass-paneled doors, allowing the home to feel equally suited to quiet evenings or entertaining. Built with uncommon care, the home reflects a level of construction that is both thoughtful and substantial. Craftsmanship and long-term performance were clearly prioritized, resulting in a residence that feels as solid as it is beautiful. The home was recognized with Riverside Avondale Preservation's 2009 Preservation Award for Most Historically Compatible New Construction and the Jacksonville Historic Preservation's 2009 Preservation Award for Architecturally Compatible New Construction, rare distinctions that speak to its respect for context as much as its quality of execution. Set within Avondale's Arden enclave, the home feels immersed in nature while remaining easily accessible to Fishweir Elementary, parks, and some of Jacksonville's most beloved locally owned shops and restaurants. During the 2009 RAP Home Tour, a visitor was overheard saying, "I didn't know wild places like this existed in Avondale." That sentiment still resonates today. This is not a replica and not a trend-driven build. It is a home designed with intention, built with integrity, and rooted deeply in its place. One that reveals itself slowly, rewards attention, and stays with you long after you leave.

3899 Arden Street, Jacksonville

Listing courtesy of COMPASS FLORIDA LLC.

Selling Office: .

$1,799,000
5 Beds 4 Baths 2122052 MLS
Following a 3.5-year restoration completed in 2025, this 1922 corner-lot estate in Riverside Historic District pairs original architecture with a rebuilt chef's kitchen. Five bedrooms, four bathrooms, 3,964 square feet, with a reading room, butler's pantry, and sunroom, each a distinct, named space rather than an open floor plan. Inlaid wood floors, plaster walls, 10+ foot ceilings, Wolf and SubZero appliances, and a custom imported range hood anchor the kitchen. Original cast-iron clawfoot tubs remain in both the main house and the 325-square-foot carriage house, which has its own full bath. Garage plus multi-car driveway and a private carriage house give this Riverside lot parking flexibility most historic homes can't match. River views from the front porch, steps from the Cummer Museum. Riverside Historic District, Jacksonville, Florida.

1718 Osceola Street, Jacksonville

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

$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: .

$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: .

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