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$895,000
6 Beds 4 Baths 2153181 MLS
Iconic 1919 Craftsman in the heart of historic Riverside, thoughtfully restored to preserve its architectural charm while incorporating modern updates. A celebrated wraparound porch welcomes you to this exceptional 3,198 square foot home featuring 6 bedrooms, including 2 first-floor primary suites, and 3.5 beautifully renovated baths. Natural light fills the home through restored leaded-glass diamond-pane windows. Soaring coffered ceilings, original wood floors, two fireplaces and a stunning bay window with built-in seating, create warm, inviting living spaces. The custom kitchen features marble countertops, a breakfast bar, high-end appliances, abundant custom cabinetry, and generous workspace. The renovated bathrooms blend classic style with modern finishes, showcasing custom tile and quality workmanship. The flexible floor plan offers 2 primary suites on the main level, providing convenience for guests or multigenerational living. Upstairs, you'll find 4 spacious bedrooms and a ful bath, offering plenty of room for family, home offices, media or hobby spaces. Back on the main level, a large laundry and mudroom with floor to ceiling built-ins, cubbies and hooks, keep life's clutter organized. Outside, the deeply shaded porch provides the perfect place to relax, entertain, and enjoy one of Riverside's most picturesque streets, while the paver sidewalk and driveway enhance the home's classic curb appeal. All major systems have been updated. This classic Craftsman style residence offers the rare opportunity to own a true historic landmark where timeless elegance, and modern comfort come together in one remarkable home.

2301 Oak Street, Jacksonville

Listing courtesy of KELLER WILLIAMS JACKSONVILLE.

$718,999
6 Beds 5 Baths 2152196 MLS
The seller is offering up to $10,000 in buyer concessions with an acceptable offer! Timeless Riverside charm meets modern luxury in this beautifully reimagined 1926 duplex with an additional 520 sq. ft. above-garage ADU, creating a rare income-producing or multi-generational living opportunity. Thoughtfully renovated from top to bottom, this property features a new roof, updated A/C systems, tankless water heaters, fully rewired electrical with new panels, and updated plumbing, blending historic character with today's modern conveniences. The main home is currently configured as separate upstairs and downstairs residences, each offering a private primary suite, spacious light-filled living areas, fully equipped kitchens with luxurious quartz countertops, brand-new stainless-steel appliances, and designer-selected finishes throughout. Every bathroom showcases its own unique style with custom tilework and carefully chosen vanities. Generous closet space and well-designed layouts ensure both comfort and functionality. The detached ADU adds even more flexibility for rental income, guest accommodations, or a private home office. Laundry hookups are conveniently located within each unit. Whether you're an investor seeking strong income potential or an owner-occupant looking to offset expenses, this one-of-a-kind Riverside property delivers the perfect blend of history, luxury, and versatility.

2916 Post Street, Jacksonville

Listing courtesy of LPT REALTY LLC.

$875,000
6 Beds 4 Baths 2145159 MLS
*Open House Sat, 5/23 & Sun 5/24 11A-1P* HISTORIC AVONDALE CHARM with over 4000 square feet meets modern functionality on an oversized 50' x 240' lot! This beautifully maintained property offers a rare combination of character, space, and flexibility with a 2829 square foot main house, DETACHED 4-CAR GARAGE and an 1178 square foot, FULL 2 BEDROOM APARTMENT perfect for guests, multigenerational living, rental income, or a home office setup. The main home welcomes you with a covered front porch and timeless historic details. The UPDATED KITCHEN features leathered granite countertops, farmhouse sink, built-in refrigerator, double drawer refrigerator, pot filler, and gas stove. MULTIPLE FLEX SPACES provide endless options for a home office, playroom, gym, or additional living areas. The living room is equipped with surround sound speakers, and the upstairs AC has been recently replaced. The DETACHED APARTMENT includes a kitchen, full bathroom, 2 bedrooms, great room, all-in-one washer/dryer, and abundant storage space. Step outside to enjoy the covered back patio, expansive green space between the home and garage, gated driveway and irrigation system. With ROOM FOR A POOL and an unbeatable Avondale location close to shopping, dining, parks, and the St. Johns River, this property is truly one-of-a-kind. Step outside to enjoy the covered back patio, expansive green space between the home and garage, gated driveway and irrigation system. With ROOM FOR A POOL and an unbeatable Avondale location close to shopping, dining, parks, and the St. Johns River, this property is truly one-of-a-kind.

1405 Challen Avenue, Jacksonville

Listing courtesy of KELLER WILLIAMS JACKSONVILLE.

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: .

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

2160 Forbes Street, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

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6+ Bedroom Riverside Real Estate