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$2,499,999
3 Beds 3 Baths 2157510 MLS
Every once in a while, a home comes along that simply stands apart from everything else on the market. Residence 105 at VillaRiva is one of those homes. Located in one of Jacksonville's most prestigious luxury condominium communities overlooking the St. Johns River, this extraordinary home has been completely transformed over the past several years. The owners didn't simply renovate the residence; they thoughtfully reimagined it, creating a timeless living space where every finish, every light fixture & every design decision was made with exceptional attention to detail. Offering approximately 3,000 square feet with 3 bedrooms & 3 baths, Residence 105 lives more like a luxury waterfront home than a condominium. Adding to its rarity is one of only 4 private 2-car garages in the community, allowing you to park just steps from a covered entrance before making the short walk into your home. Best of all, you'll never need to take an elevator. Whether you're bringing in groceries, welcoming guests or returning from an evening out in Riverside, the ease of coming & going is something few luxury condominiums can offer. Inside, natural light pours into the expansive living spaces while beautiful views of the St. Johns River provide the perfect backdrop. The custom kitchen is as functional as it is beautiful, featuring premium appliances, custom cabinetry, designer lighting & an oversized island that naturally becomes the heart of the home. Throughout the residence you'll find timeless finishes, custom built-ins & an incredible amount of thoughtfully designed storage, including customized closets in every bedroom & beautifully integrated storage throughout. The owner's suite is a peaceful retreat with river views, a beautifully renovated spa-inspired bath & an exceptional custom-designed closet. Two additional bedrooms & baths provide privacy for family & guests while offering the flexibility today's buyers appreciate. One of the home's most unexpected features is its outdoor living space. An oversized private patio, along with a covered balcony overlooking the St. Johns River, provides multiple places to entertain, unwind or simply watch the boats pass by. VillaRiva has long been recognized as one of Jacksonville's premier luxury condominium communities. Residents enjoy beautifully maintained grounds, a guest suite, a fitness center, conference room, a Club room w/ a full kitchen & a riverfront pool. The unique three-tower design creates a true sense of community while offering an exceptional collection of amenities. Residence 105 combines the convenience of first-floor living with beautiful river views, making it one of the most desirable homes in the building. Perfectly positioned in the heart of historic Riverside, you'll enjoy one of Jacksonville's most walkable neighborhoods. Spend your evenings strolling to acclaimed restaurants, neighborhood cafés, boutique shopping, Memorial Park, the Cummer Museum & the Riverwalk before returning home to the privacy, security & elegance that make VillaRiva one of Jacksonville's most sought-after addresses. Some homes are impressive. Others are unforgettable. Residence 105 at VillaRiva is one you'll remember long after you've left.

2358 Riverside Avenue Unit 105, Jacksonville

Listing courtesy of ROUND TABLE REALTY.

$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: .

$1,849,900
6 Beds 5 Baths 2155505 MLS
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 two tankless gas water heaters. Near Five Points, St. Vincent's, dining, parks, and shopping.

1829 Powell Place, Jacksonville

Listing courtesy of LANDBRIDGE REALTY GROUP LLC.

$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.

$1,700,000
3 Beds 4 Baths 2151167 MLS
This exquisite block and stucco Mediterranean style home was designed by Marsh and Saxelby and built in 1922. It sits on a special block with underground utilities surrounded by gorgeous homes. Current owners updates include all new tile roof, 2 new HVAC, significant electrical updates, natural gas full house generator, new glass and metal doors leading to the pool and much more. A notable feature is the great floorplan with the formal dining and living rooms off the foyer and a casual family room area in the back open to kitchen and overlooking the pool. Perfection. Up the beautiful staircase with iron railing are 3 large bedrooms and 3 baths. The primary has a fireplace, two walk-in closets and doors to a private terrace. The second bedroom has an extra bonus space and newer bathroom. The 2 car garage was built roughly 12 years ago. The backyard and pool area are beautiful as well with built-in Heston gas grill and custom asado grill + pizza oven and keg fridge. It is all you need to entertain family and friends. 1856 Challen is the Avondale dream home you have been waiting for.

1856 Challen Avenue, Jacksonville

Listing courtesy of COLDWELL BANKER VANGUARD REALTY.

$1,200,000
4 Beds 4 Baths 2150770 MLS
This home is the pinnacle of elegance, character, and timeless Avondale charm. Originally built in 1917 and thoughtfully renovated from top to bottom, this remarkable residence seamlessly blends historic beauty with modern luxury. From the moment you step inside, you'll be captivated by the rich hardwood floors, intricate crown molding, soaring ceilings, and exquisite craftsmanship found throughout. Two elegant fireplaces serve as beautiful focal points, adding warmth, ambiance, and undeniable character to the living spaces. The kitchen is truly a dream come to life. Featuring stunning quartz countertops, a classic marble backsplash, top-of-the-line chef-quality appliances, a gas cooktop, wine chiller, oversized custom cabinetry, and ambient lighting, this exceptional space was designed for both everyday living and unforgettable entertaining. Open to the dining area, it effortlessly becomes the heart of the home and the backdrop for gatherings with family and friends. The oversized first-floor primary suite offers a peaceful retreat, overlooking a charming garden adorned with a fountain, lanterns, and an abundance of blooming flowers and mature landscaping. Relax with a morning coffee on the expansive covered front porch, greet neighbors strolling by, or simply soak in the beauty of one of Jacksonville's most beloved historic neighborhoods. Additional features include a gated driveway for convenient off-street parking and numerous updates to the home's major mechanical systems, allowing you to move in with confidence and peace of mind. Step outside to your private outdoor oasis, where a massive illuminated custom pergola and a brand-new summer kitchen create the perfect setting for entertaining year-round. No detail has been overlooked in this thoughtfully designed outdoor living space. Located just moments from the Shoppes of Avondale, local restaurants, parks, and the St. Johns River, this extraordinary property offers more than a home--it offers a lifestyle. Enjoy evening walks beneath majestic oak canopies, a vibrant community atmosphere, and the rare opportunity to own a beautifully restored piece of Avondale history.

3012 Oak Street, Jacksonville

Listing courtesy of UNITED REAL ESTATE GALLERY.

$1,299,000
5 Beds 4 Baths 2148181 MLS
Beautifully maintained historic home on one of Jacksonville's most desirable streets - a quiet, tree-lined picturesque block steps from the St. Johns River and the shops of Avondale. Behind its classic brick exterior, this 1940 home offers 5 bedrooms, 3.5 baths, and over 3,700 square feet, rich with the character of the era. The floor plan blends traditional charm with the way people live today: a living room with fireplace, formal dining room, and downstairs office open to a bright, open - concept kitchen and family room with new wood floors-designed for both comfortable living and entertaining. A large deck extends into a peaceful, fully fenced backyard framed by mature landscaping. Recent updates bring peace of mind - a 2017 roof and both HVAC replaced in 2020 - plus a deep attached garage with generous storage. Walkable to riverfront parks, with easy access to interstates and downtown. A rare opportunity to own a truly special home in a highly sought-after neighborhood.

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.

$1,190,000
2146116 MLS
Great Location! 3529 Plymouth Street is a warehouse/industrial property located in Jacksonville, Florida, within the Murray Hill/Riverside industrial submarket. The property offers convenient access to Jacksonville's established industrial corridors, with close proximity to I-10, Roosevelt Boulevard (US-17), and a variety of surrounding commercial and industrial businesses. Fenced front and back, offers an investment opportunity with two separate units available for leasing, along with two separate loading docks. Both units are equipped with 240 volts and 200 amps. One unit features 3-phase power, while the other has 2-phase power with the capability for a 3-phase setup. Two separate electrical meters are also available for individual billing purposes. Additionally, the property includes one large commercial water meter and one standard water meter. The building features high 15+ foot ceilings and a natural skylight partial clear roof panel, helping reduce electricity costs. This presents an excellent opportunity for investors seeking to capitalize on Jacksonville's growing market.

3529 Plymouth Street, Jacksonville

Listing courtesy of HUSKY REALTY INC.

$3,000,000
2145217 MLS Dance Warehouse Club Royal BLDG.
Entitled for ''High Rise, with 3 frontages & 2 corners. 2 assemblage parcels, totaling .42 acres. 18,354 Sq ft lot ZONED CCBD in an ''Unlimited Height'' section on the Emerald Trail. 365 Park St. & 914 Price St. in Jacksonville Florida 32204. There are 3 major frontages, & 2 major corners; Park St., Price St., & Oak St. Marriott Ext Stay Residence Inn is at 357 Oak St. on the opposing 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. Unlimited commercial potential! Originally the nostalgic DANCE WAREHOUSE BROOKLYN ROYAL that is still there & can be revitalized. It is a 9054 sq ft building in a great walk score corridor encouraged by DIA. University of Florida is building a campus .7 mi. away. Seller may consider JVs or creative comversations. Navigate projects here: https://share.google/oKx3qWddWVH

365 Park St. Street, Jacksonville

Listing courtesy of ONE REALTY CORP.

$1,998,000
4 Beds 5 Baths 2141901 MLS
A rare opportunity to own one of Avondale's most distinctive residences. Originally built in 1922 and thoughtfully restored, this timeless Tudor seamlessly 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 is appointed with Wolf and Sub-Zero appliances, custom cabinetry, and flows effortlessly into the home's inviting living and entertaining spaces. The expansive third-floor retreat offers remarkable flexibility for a media room, home office, guest quarters, fitness space, or creative studio. Outside, enjoy a private backyard oasis featuring 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.

3338 Riverside Avenue, Jacksonville

Listing courtesy of ENGEL & VOLKERS FIRST COAST.

$1,325,000
4 Beds 3 Baths 2142430 MLS
Perfectly positioned on one of the most coveted streets in Historic Avondale, this lovely home built in the 70's offers a rare blend of timeless charm & modern livability. Set along a picturesque, tree-lined street just across from the St. Johns River, the Richmond St. address is coveted. Inside, a thoughtful layout features four bedrooms, including a desirable first-floor primary suite. The open kitchen flows into the family room w/ fireplace, creating an ideal space for everyday living & entertaining. The bedrooms are large and there's incredible storage space. The attached two-car garage is exceptionally rare in the Historic District and is exceptionally convenient. Outside, enjoy a fully fenced yard with a large brick patio that's covered by shade trees Walk to the many shops and restaurants that make Avondale such a vibrant neighborhood. You've also got amazing walkability to several riverfront parks and easy access to the interstates and to downtown Jacksonville. Don't miss it!

3559 Richmond Street, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

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.

$1,070,000
4 Beds 3 Baths 2132593 MLS
What an amazing opportunity to live in the heart of Historic Avondale in one of the finest examples of architectural integrity from the 1920's. Stunning facade with incredible curb appeal, this home invites you in from the minute you pull up! Extra tall ceilings, lots of natural light and completely updated systems are just a few of the things that will be waiting for you. There are four bedrooms each of which share a jack and Jill bath. There's a delightful Charleston garden style backyard with an extra tall and beautiful fence. A darling potting shed is another great feature. The guest house has an additional 456 Square feet with a bedroom and bath. This is a great spot for an au pair, college age children or aging parents. Next to the garage is a very large storage room - perfect for bikes, strollers or gardening equipment. The house was completely re-wired recently and re-painted with neutral colors. What a lovely place to call home!

2973 St Johns Avenue, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$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: .

$1,045,000
2 Beds 3 Baths 2131027 MLS
Experience breathtaking, unobstructed St. Johns River views from this exceptional 4th-floor residence in VillaRiva, one of Historic Riverside's premier luxury condominiums. Freshly updated with all-new interior wall paint, this one-owner home offers 2,275 SF with 2 bedrooms, 3 full baths, plus a dedicated office/den that could be a 3rd Bedroom. Secure ''C'' Tower entry opens to a semi-private elevator lobby shared with just one neighboring residence. Built in 2005, the home features engineered hardwood floors, a Tabby Stone gas fireplace, formal dining, and a spacious riverfront terrace showcasing spectacular sunsets. The gourmet kitchen offers granite counters, island, pantry, pull-outs, gas cooktop, and wall oven. Owner's suite with terrace access, dual closets and oversized shower. HVAC 2022, water heater 2019. Includes 2 garage spaces, gated entry, pool, fitness center, marina/dock, on-site management, security system, and Leak Defense. This one-owner unit has updated several key components a new HVAC in 2022 and water heater in 2002. Kitchen appliance replacements includes refrigerator, dishwasher and microwave and is a wonderfully functional kitchen with original gas range with electric oven plus a second wall oven custom cabinets rich dark granite and an amazing river view from the breakfast area. Unit comes with two assigned garage parking spaces and climatized storage unit in garage area. Condo association dues include water, sewer, trash, piped gas, lawn/pool service, and basic cable TV.

2358 Riverside Avenue Unit 405, Jacksonville

Listing courtesy of COLDWELL BANKER VANGUARD REALTY.

$1,250,000
3 Beds 3 Baths 2130056 MLS
Exceptional high-rise residence in Riverside's historic district, located in one of Jacksonville's most coveted luxury buildings where availability is rare. Built in 2005, the solid construction blends timeless elegance with modern design. Offered by its original owner, this pristine home has been meticulously maintained and presents as virtually untouched. Located on the third floor, unobstructed south river views immediately impress upon entry. Two elevators lead to a semi-private lobby shared with only one other residence, offering remarkable privacy. The spacious open floor plan lives like a private home, featuring a living room with multiple seating areas anchored by a fireplace and mantle. A separate dining room provides an elegant setting for entertaining.The split bedroom layout includes three bedrooms, each with its own private bath. Step outside to a wide private terrace with expansive river views and stunning sunsets. 2 assigned parking spaces in Bldg garage. (SEE MORE) Ideally situated in the center tower with concierge and amenities including a beautiful social room, kitchen & outdoor terrace (reserve for private party), resort-style pool, riverfront dock, gazebo, and seating areas, full service gym and a building guest suite to reserve for overflow guests. Two assigned garage parking spaces in building garage convey along with storage for Unit #304. Guests parking is available and offers easy access to entrance. Riverside is filled with quaint shops, museums and a weekly outdoor market. Walk to Publix or quick drive to Fresh Market & Whole Foods. Avondale nearby featuring boutiques, coffee shops and fine dining. The tree lined streets are filled with beautiful historic homes.

2358 Riverside Avenue Unit 304, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$1,035,000
4 Beds 4 Baths 2129856 MLS
Located on a picture perfect block this 1920's brick home is 2,403sqft + a large 540sqft guest house and garage built in 2005. The home has all the updates you are searching for including new roof in 2024, full rewire in 2024, new variable speed HVAC 2025, a spacious and open kitchen with great storage, brick backyard patio and artificial turf for entertaining. The main house has a lovely entry foyer, living room, a private office area, half bath, plus a large sun-room and open kitchen-dining room. 3 bedrooms are upstairs along with 2 bathrooms and the laundry area. All with large closets. The brick garage has another washer dryer, then upstairs full bath, a kitchenette and hardwood floors and siding. Another major upgrade is the full brick exterior on both, brick fencing and brick patio. There is almost 3,000 sqft of living space overall plus a small basement for added storage. There is a permanent sense of quality in this home that is easy to fall in love with.

3527 Riverside Avenue, Jacksonville

Listing courtesy of COLDWELL BANKER VANGUARD REALTY.

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: .

$1,250,000
3 Beds 3 Baths 2126946 MLS
Built in 1924 and thoroughly and thoughtfully renovated in 2018 with continued upgrades through 2025, this exceptional historic home blends timeless character with modern luxury in one of Avondale's most sought-after locations. Classic charm welcomes you in the formal living room, complete with a gas fireplace, and continues into the spacious formal dining room—perfect for hosting memorable gatherings. At the heart of the home is a large, open kitchen and family room designed for both everyday living and effortless entertaining. The gorgeous chef's kitchen features incredible cabinetry, lengthy countertop space, commercial grade appliances, a dedicated bar area ideal for buffet-style entertaining, and an expansive island with prep space and bar seating for four to six. The kitchen opens seamlessly to a generous family room with a gas fireplace, custom built-ins, and French doors that lead directly to the pool patio—allowing indoor entertaining to flow beautifully outdoors. The private owner's suite is a true retreat, featuring four large closets offering incredible storage, a stunning spa-like bathroom, and a pristine, thoughtfully designed laundry room with brand new washer and dryer. Two additional guest bedrooms, two full guest bathrooms, and a private office or study easily convertible back to a fourth bedroom provide flexibility for guests, family, or work-from-home needs. Outside, enjoy a sparkling pool and expansive patio perfect for hosting gatherings or relaxed poolside cookouts. The professionally designed and meticulously maintained landscaping includes custom lighting, while the recently relocated and newly poured driveway offers ample off-street parking for multiple vehicles. A recently built two and a half car garage completes the property. Located just one block from Avondale's vibrant shops and restaurants, this home offers the rare opportunity to enjoy a beautifully refinished historic residence with a private backyard and pool, all just around the corner from some of the best dining and entertainment in town.

3632 Pine Street, Jacksonville

Listing courtesy of MILLER & COMPANY REAL ESTATE.

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.

$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: .

$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.

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