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$285,000
3 Beds 2 Baths 2156838 MLS
Welcome home to 968 Cherry St, a character-filled 3-bedroom, 2-bathroom residence nestled in Jacksonville's coveted Riverside neighborhood. Built in 1924, this 1,128-square-foot home blends historic charm with everyday comfort on a generous lot, complete with a large, fenced backyard perfect for pets, play, or entertaining. Step inside to find warm hardwood floors throughout the main living areas, complemented by durable vinyl flooring in select spaces. A cozy masonry fireplace anchors the living room, creating an inviting focal point for gatherings. The home is fully equipped for move-in-ready living, with a dishwasher, refrigerator/freezer, range/oven, all included. Stay comfortable year-round with forced-air electric heating and central air conditioning. An asphalt roof and covered carport parking add practical value, while the classic architectural style reflects the timeless appeal of this historic Riverside pocket.

968 Cherry Street, Jacksonville

$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

$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

$225,000
3 Beds 1 Baths 2151095 MLS
Fully reimagined & renovated, this Riverside charmer pairs timeless character with so much character inside. With a BRAND NEW Roof, a full home repipe with CPVC & a complete electrical rewire, this home is ready for it's new owner or to be utilized for it's location as a PERFECT AIRBNB investment property! Inside, you'll find a chef's kitchen with new shaker cabinets and counters, new LVP flooring throughout, fresh paint inside & out, and modern lighting creating a true move-in-ready feel. Out back, enjoy a fully fenced yard, covered carport, and a 32'x14' utility shed. The location steals the show: over a dozen restaurants & amenities in Five Points and Riverside Park being just a short walk away. Live steps from everything that makes the King Street District one of Jacksonville's most-loved neighborhoods!

703 King Street, Jacksonville

$340,000
2 Beds 2 Baths 2149944 MLS
Tucked on the charming May Street side of 1661 Riverside, this 2-bedroom, 2-bath urban loft offers the walkable lifestyle that makes Riverside one of Jacksonville's most beloved historic neighborhoods. Soaring ceilings, exposed ductwork, engineered hardwood floors, stainless steel appliances, fresh paint, and a new HVAC create a move-in ready space with industrial-chic appeal. Enjoy a peek of the St. Johns River from your private balcony or take in sweeping river, park, and skyline views from the rooftop terrace. In-unit washer and dryer and garage parking add everyday convenience. Spend evenings watching the sunset over Memorial Park, bike or stroll beneath Riverside's canopy of majestic oak trees, browse local art and fresh finds at the Riverside Arts Market, or wander the riverfront gardens of the Cummer Museum. Minutes from Five Points, King Street, downtown Jacksonville, and Ascension St. Vincent's, this home places the best of Riverside living right outside your door.

1661 Riverside Avenue Unit 313, Jacksonville

$495,000
3 Beds 3 Baths 2149820 MLS
Stunning renovated Riverside home with rare 5.5% FHA assumable loan is convenient to 5 points, St Vincents, and the King street district. It is located in the center of desirable Riverside. This 2-story home has 3 bedrooms and 3 full baths with a covered front porch to enjoy and relax. The home features the original refinished wood floors, spacious bedrooms with great closet space and updated bathrooms. The chef will love the beautiful kitchen that features 42'' wood cabinets, granite countertops, an eat-in breakfast bar, stainless steel appliances, and ample cabinet storage with rollout drawers. The living and dining rooms have ample room for all of your furniture to entertain your family and friends. All the appliances stay including the washer and dryer. The large backyard is mostly fenced and has an oversized shed and room for children and pets to play. You will love the historic and modern touches of this special home. Fireplace is non-working,

2647 Forbes Street, Jacksonville

$320,000
3 Beds 2 Baths 2149411 MLS
This charming 1920s bungalow features original hardwood floors, coffered ceilings, an enclosed front porch and spacious lot! This house is full of character! New Riverside is a beloved and popular Jacksonville historic neighborhood! Located in the heart of this sought-after area, you'll find an amazing community with trendy cafes, restaurants and pubs, boutiques, locally-owned businesses, farmers markets and parks. Award-winning Carmine's Pie House is just a few doors down! Other nearby local favorites include Black Sheep, Hawkers & The Bread & Board. The Cummer Museum of Art and Gardens and Riverside Elementary School are conveniently located nearby as well. The prime location and charm, presents an amazing opportunity to establish a short term rental, long term rental or residence. Updates include: Fresh interior and exterior paint, renovated kitchen and guest bathroom, retreated wood floors, new silicone roof coating (20+ year warranty), dishwasher installed, new appliances, new tankless water heater, laundry area added, new AC, new ductwork, new concrete driveway lanes, new fencing and cleared back yard!

2656 Forbes Street, Jacksonville

$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

$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

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