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$449,000
5 Beds ⋅ 3 Baths ⋅ 2,338 SqFt. ⋅ 40 DOM
With fresh exterior paint and historic charm galore, this corner lot duplex is a must see! Live in one and rent the other: separately metered 3/2 upstairs and 2/1 downstairs with a flex room offering potential for an en-suite conversion. Both units have original hardwood floors, in-unit laundry, ample storage throughout, and access to the fenced side yard. Upstairs features picture rail molding, coved ceilings, and a picture perfect hall bathroom with original tile. Downstairs features charming built-ins, two closets in the primary bedroom, custom wood kitchen cabinetry and a gas range. A double ribbon driveway leads to the large detached garage. Located in the beloved Riverside/Avondale historic district, live just minutes from parks, restaurants, shopping and more.

1067 Cherry Street, Jacksonville
$389,000
5 Beds ⋅ 2 Baths ⋅ 2,344 SqFt. ⋅ 66 DOM
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
$474,900
5 Beds ⋅ 4 Baths ⋅ 2,824 SqFt. ⋅ 87 DOM
New price!! Fully leased Riverside triplex with significant rental upside offering house hackers and investors an estimated pro-forma gross income of $47.4K - $47.7K annually. 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.

2652 Dellwood Avenue, Jacksonville
$799,000
5 Beds ⋅ 6 Baths ⋅ 5,750 SqFt. ⋅ 170 DOM
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
$1,799,000
5 Beds ⋅ 4 Baths ⋅ 3,964 SqFt. ⋅ 11 DOM
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
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