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$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.

$475,000
4 Beds 3 Baths 2117084 MLS
Priced below appraisal! Calling all cash investors, builders or visionaries ready to restore this Craftsman Style Riverside classic! Situated on a huge lot with alleys on both sides—a rare find in this area—this 1915 historic home offers incredible potential for renovation, restoration, expansion or redevelopment. Step inside the grand foyer and be inspired by tall ceilings, original wood floors, a sweeping staircase and three gas fireplaces serving as focal points in separate rooms. Natural light floods the interior through 50+ windows and multiple sun porches on both levels, creating a bright airy feel throughout the day.A full basement and walk-up attic provide even more possibilities for customization or added living space. Ideally located near Five Points, parks, hospitals, and minutes from Downtown Jacksonville, with Park & King's restaurants and shops just steps away. Property is being sold ''As Is'' and priced accordingly.

1130 Acosta Street, Jacksonville

Listing courtesy of COLDWELL BANKER VANGUARD REALTY.

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: .

$1,233,000
8 Beds 4 Baths 2114562 MLS
Welcome to 3865 St. John's Avenue, a charming four-unit multifamily property nestled in one of Jacksonville's most desirable and walkable neighborhoods. Located just minutes from the shops and dining of Avondale and Riverside, this property combines historic character with modern updates—making it an ideal addition to any investor's portfolio. Two of the four units have been thoughtfully renovated, featuring updated kitchens, modern finishes, and refreshed interiors that maintain the building's original architectural charm. Three units are currently tenant-occupied, providing immediate cash flow for the new owner. Situated on a tree-lined street just blocks from the St. Johns River, this property offers strong rental potential in a high-demand area known for its vibrant community, local events, and proximity to downtown Jacksonville.

3865 St Johns Avenue, Jacksonville

Listing courtesy of REAL BROKER LLC.

Selling Office: .

$2,500,000
4 Beds 3 Baths 2106383 MLS
Multiple Offers Received! Best and Final by Friday, 2pm, 1/30/26. Welcome to this classic Avondale riverfront home in the highly sought-after Historic District. Situated on a 140x343 lot the home offers great entertainment spaces & expansive river views. Featuring a grand 2-story entry hall with a beautiful staircase, spacious living/dining areas, sunroom/den, powder room, cheery breakfast room & sun-filled kitchen. Upstairs are 4bedrooms, 2baths and paneled office/den with fireplace. In addition, there is a 1bedroom, 1bath guest apartment over the 2-car detached garage. Other highlights include soaring ceilings, newer hardwood floors, leaded glass windows, spacious rooms, French doors, 3 fireplaces, & an expansive terrace across the back of the house. New roof in 2024, whole house generator in 2023, HVAC 2019....See FEATURE sheet for updates. Walk or bike to popular neighborhood restaurants & shops, parks, & The Cummer Museum--OR simply relax & enjoy the river views & river breezes!

3030 St Johns Avenue, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$1,500,000
FC312152 MLS
711 Cassat Avenue, located in Jacksonville, Florida, offers a vibrant and convenient location for various uses. This property features a spacious layout with ample square footage, providing flexibility for retail, office or industrial use purposes. Its prominent position on Cassat Avenue ensures high visibility and accessibility, making it an ideal spot for businesses looking to attract foot traffic. The surrounding neighborhood is well-established, with a mix of residential and commercial amenities, including shopping centers, restaurants and schools, contributing to a thriving community atmosphere. The property offers off-street parking options and is easily accessible from major highways, enhancing its appeal for both customers and employees. With its strategic location, versatile design and potential for growth, 711 Cassat Avenue is an excellent opportunity for investors or business owners looking to make an impact in Jacksonville's dynamic market.

711 Cassat Avenue, Jacksonville

Listing courtesy of COLDWELL BANKER VANGUARD REALTY. 904-269-7117

$1,500,000
2105205 MLS
711 Cassat Avenue, located in Jacksonville, Florida, offers a vibrant and convenient location for various uses. This property features a spacious layout with ample square footage, providing flexibility for retail, office or industrial use purposes. Its prominent position on Cassat Avenue ensures high visibility and accessibility, making it an ideal spot for businesses looking to attract foot traffic. The surrounding neighborhood is well-established, with a mix of residential and commercial amenities, including shopping centers, restaurants and schools, contributing to a thriving community atmosphere. The property offers off-street parking options and is easily accessible from major highways, enhancing its appeal for both customers and employees. With its strategic location, versatile design and potential for growth, 711 Cassat Avenue is an excellent opportunity for investors or business owners looking to make an impact in Jacksonville's dynamic market.

711 Cassat Avenue, Jacksonville

Listing courtesy of COLDWELL BANKER VANGUARD REALTY.

$1,200,000
2105052 MLS
Don't miss this rare opportunity to own a versatile 15,551 SF warehouse/office facility situated on 0.9 acres in the highly desirable Riverside area of Jacksonville which is strategically located near Downtown Jacksonville, with immediate access to I-95, I-10, and key commercial corridors. The Riverside district is known for its strong infrastructure, business-friendly environment, and proximity to amenities, making this an unbeatable location. This facility offers a strategic blend of approximately 2,700 square feet of modern office space and 12,851 square feet of open, functional warehouse space, making it an ideal solution for logistics, distribution, manufacturing, growing business in need of flexible workspace, or service-oriented businesses. Warehouse space has high-clearance with 4 loading docks for efficient logistics.

2670 Phyllis Street, Jacksonville

Listing courtesy of 7 STAR REALTY, INC..

Selling Office: .

$2,704,700
5 Beds 6 Baths 2082782 MLS
Step into this amazing home filled with incredible water views from almost every room! Lots of outdoor covered verandas to enjoy a cup of coffee or enjoy a crisp glass of Sancerre! There is a 187 feet on the water providing lots of privacy with this double lot. There is a large chef's kitchen and a smaller kitchen downstairs and 2 laundry rooms too . Great cellar area to store your wine collection. There is a dishwasher on each floor and house has a generator. With over 7, 000 square feet, there is room for everyone, entertaining guests, children and grandchildren. Exquisite attention to detail in this home especially the fireplaces, moldings, stairway and arches throughout the home. This home was renovated in 2000 and plumbing, electrical, roof and windows were included. Walk to the shops, restaurants and parks in Avondale. This house has an historic designation. Buyer to verify all measurements.

1849 Willow Branch Terrace, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$2,000,000
5 Beds 5 Baths 2078660 MLS
True Avondale Historic gem!!! A Classic Tudor Revival built by Marshall Saxelby in 1925. An S-curve iconic estate. 2/3 acre size. Outside is 100 years old, inside is BRAND NEW. Taken to the studs this is an inspiring renovation where historic charm meets modern functionality and efficiency w\Water Furnace Series 7 geothermal HVAC w/integrated hot water heating, whole house Generac generator, new electric to house /garage, new gas lines to French Lacanche range, generator and fireplaces, whole house water filtration system, fully insulated w/spray foam including crawl. Gourmet kitchen w/quartz, Butlers pantry w/magnificent arched windows. The house has new bathrooms for all bedrooms. 3rd floor has full BR/full bath used as office plus ''yoga''/workout space/plenty of room for au pair, teenager. New roofs & gutters. New plumbing including sewer line to street. Pavered drive, 2 car garage/storage. Extra parking, corner lot, lots of trees. THIS IS ONE TO SEE AND BEHOLD...QUITE AMAZING!

3855 St Johns Avenue, Jacksonville

Listing courtesy of JANIE BOYD & ASSOCIATES REAL ESTATE SERVICES LLC.

Selling Office: .

$535,000
6 Beds 4 Baths 2072811 MLS
Charming & Fully Renovated Duplex located in the High-Demand Riverside area! Don't miss this incredible investment opportunity! This cash-flowing duplex brings in $3,875 per month total and is perfectly situated in the heart of Riverside, just five minutes from the Riverside Arts Market, local shops, top-rated restaurants, and entertainment. Each unit features 3 spacious bedrooms and 1.5 bathrooms (Total 6 bedrooms, 2 full baths, and 2 half baths), blending modern upgrades with timeless historic charm. Enjoy beautifully renovated kitchens and bathrooms while still appreciating the Historic character of original hardwood floors, elegant arches, and a classic brick exterior with a massive front porch! Whether you're an investor looking for a turnkey rental or a homeowner wanting to live in one unit while renting the other, this property offers the perfect blend of location, style, & income potential. Opportunities like this don't last long!

2915 Sydney Street, Jacksonville

Listing courtesy of MOMENTUM REALTY.

Selling Office: .

$795,000
9 Baths 2055566 MLS
Rare value-add opportunity in the Avondale Historic District. This 10,803 SF, three-story building with full basement was originally built in 1924 as a hospital and later operated as an assisted living facility, offering 27 bedrooms and 9 bathrooms on a ±0.22-acre lot. Steps from Ascension St. Vincent's Riverside and the Shoppes of Avondale. The building retains an elevator shaft, former commercial kitchen with walk-in cooler, and a fire sprinkler system, none confirmed in working order and sold strictly as-is. Recent cosmetic updates include fresh paint, new carpeting, updated plumbing fixtures, and laminate flooring in several bathrooms. Zoned RMD-D, permitting a range of residential and community uses including multi-family and elderly housing. Buyer to verify redevelopment potential and required entitlements with the City of Jacksonville. Seller will consider seller financing or a joint venture structure for the right buyer. been initiated regarding a potential multi-family conversion in the range of approximately 8-17 units, subject to City of Jacksonville approvals. A zoning exception or related entitlement process may be required depending on the final scope and design. In addition to multi-family, permitted, and exception uses, may include housing for the elderly, foster care facilities, residential treatment facilities, bed and breakfasts, churches, and group care homes. This is a substantial infill opportunity in one of Jacksonville's most desirable historic districts -- ideal for an investor or developer seeking scale, location, and flexibility with multiple potential exit strategies.

2751 St Johns Avenue, Jacksonville

Listing courtesy of BELLE EPOQUE REALTY SERVICES LLC.

$4,250,000
7 Beds 9 Baths 2053150 MLS
This extremely rare gem in the heart of Historic Avondale, a neighborhood full of tree lined streets, local shops, restaurants, and parks all within walking distance, has hit the market! Renovated top to bottom, this estate spans almost 3/4 of an acre, with panoramic views of the St. John's River and downtown Jacksonville. The upstairs features 6 guest suites and a full guest house above the garage. Each room is expansive and airy, yet intimate and inviting. Natural light pours through each room and the expansive porch spans the entire length of the house allowing for all levels of entertaining. The location of this home is spectacular. Not only close to all the fun of Avondale, but also within 20-30 minutes of all major medical centers, the airport, and even the beaches! You must come see this remarkable home for yourself; words and photos truly can't capture it's greatness.

1875 Avondale Circle, Jacksonville

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

Selling Office: .

$1,900,000
4 Beds 5 Baths 108989 MLS
Rare opportunity to own a home that is both classic and comfortable, both charming and elegant. Situated on the St. John’s River in historic Riverside with 100 ft of river frontage on a generous almost half acre lot, it is the only home on River Blvd with direct river frontage. This 3781 sq ft. home can both entertain friends and nurture a family. Facing southwest, the large front porch allows glorious mornings and evenings as well as a comfortable place to nap in the river breeze. It is an oasis with views generating an island feel while having 4 bedrooms, 4.5 baths, three car garage, and centrally located 5 mins from each of downtown, San Marco and the village shops of Avondale. Built in 1922(with the Leon Cheek Castle as its next door neighbor) in that way that “they don’t build them anymore”. A 660 square foot one bedroom apartment over the 3-car garage can serve as a mother-in-law suite, a teenager’s hideout, or, as it does now, the home’s theatre and hangout space/guest bedroom. The home has been lovingly preserved and updated with chef’s kitchen, new sprinkler system, new driveway gate, and many other features. The current owners have invested as if they’d own it forever in including recently encapsulating and waterproofing the crawlspace and upgrading the primary bath and the secondary east facing porch. Spend your evenings relaxing in the heated plunge pool with a cocktail while experiencing amazing river views. This is a rare opportunity, the current owners have decided it's time to downsize, act quick before they change their mind!

2311 River Boulevard, Jacksonville

Listing courtesy of REAL BROKER LLC.

Selling Office: NON-MEMBER.

$1,306,000
12 Baths 2045161 MLS The Willowbranch Apartments BLDG.
Rare opportunity to secure 12 Units in Riverside/Avondale submarket. Investment opportunity consists of (2) 6-unit properties- 1257 & 1267 McDuff. Each property contains 6 units- a quadruplex with a detached duplex. All units are 1/1. 100% occupied. HUGE UPSIDE ON RENTS- Current Gross Rent is $3,500-$4000/month below market. INCREASE INCOME IMMEDIATELY WITHOUT CAPEX REQUIREMENTS. Large, off-street parking lot providing distinct parking spaces, Bonus carports and storage units. Over $200K in extensive CAPEX improvements since 2021 including kitchen/bath, flooring, plumbing, electrical. New fencing, landscaping and outdoor grilling pit. Re-roof in 2019. Riverside/Avondale is known for high tenant quality and is one of the most googled zip codes for apartment seekers in Jacksonville. ***PLEASE NOTE - THE PRICING ON THIS LISTING IS FOR BOTH PROPERTIES ***

1257 Mcduff Avenue S, Jacksonville

Listing courtesy of WARREN & COMPANY.

Selling Office: .

$1,078,000
11 Baths 2040810 MLS
Discover the charm of historic Riverside, Jacksonville with this exquisite CRO property w offering three income-producing apartments. Ideally situated in one of Jacksonville's most sought-after neighborhoods, this property blends historic elegance with modern convenience. Nestled in the heart of Riverside, known for its tree-lined streets, historic homes, and vibrant community atmosphere. Publix, Memorial Park, Five Points, Cummer Museum, and more within walking distance. The main building, features 10 bedrooms/offices, each with their own en suite baths. Three well-maintained apartments generating steady rental income, ideal for investors seeking a profitable opportunity. Previously the Inn at Oak Street, this property is well-poised to be be transformed back to a short term rental, event space, or maintain its status as prime office space! Whether you're looking to invest in income property or establish your business in a prime location, this Riverside gem offers a unique opportunit to own a piece of Jacksonville's historic charm. Schedule a showing today to experience all that this property has to offer!

2114 Oak Street, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$1,078,000
10 Beds 11 Baths 2040809 MLS
Discover the charm of historic Riverside, Jacksonville with this exquisite commercial property offering three income-producing apartments. Ideally situated in one of Jacksonville's most sought-after neighborhoods, this property blends historic elegance with modern convenience. Nestled in the heart of Riverside, known for its tree-lined streets, historic homes, and vibrant community atmosphere. Publix, Memorial Park, Five Points, Cummer Museum, and more within walking distance. The main building, features 10 bedrooms, each with their own en suite baths. Three well-maintained apartments generating steady rental income, ideal for investors seeking a profitable opportunity. Previously the Inn at Oak Street, this property is well-poised to be be transformed back to a short term rental, event space, or maintain its status as prime office space! Whether you're looking to invest in income property or establish your business in a prime location, this Riverside gem offers a unique opportunity t Whether you're looking to invest in income property or establish your business in a prime location, this Riverside gem offers a unique opportunity to own a piece of Jacksonville's historic charm. Schedule a showing today to experience all that this property has to offer!

2114 Oak Street, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$653,000
6 Beds 6 Baths 2039322 MLS
Rare opportunity to secure 12 Units in Avondale. Investment opportunity consists of (2) 6-unit properties- 1257 & 1267 McDuff. Each property contains 6 units- a quadruplex with a detached duplex. All units are 1/1. ***PLEASE NOTE - THE PRICING ON THIS LISTING IS FOR ONE PROPERTY BUT BOTH 1257 & 1267 ARE REQUIRED TO PURCHASE. OFFER PRICE IS $1,495,000. 1267 McDuff MLS# 2039321. *** 100% occupied. HUGE UPSIDE ON RENTS- Current Gross Rent is $3,500-$4000/month below market. INCREASE INCOME IMMEDIATELY WITHOUT CAPEX REQUIREMENTS. Large, off-street parking lot was recently reworked and graveled, providing distinct, permeable parking spaces, Bonus carports under the duplexes for cars or storage. Both properties have had extensive CAPEX improvements over the years of ownership including kitchen/bath, flooring, plumbing, electrical. New fencing and Outdoor Grilling area with picnic tables installed in 2024. 1257 McDuff,1267 Mcduff re-roof in 2019.

1257 Mcduff Avenue S, Jacksonville

Listing courtesy of WARREN & COMPANY.

Selling Office: .

$653,000
6 Beds 6 Baths 2039321 MLS
Rare opportunity to secure 12 Units in Avondale. Investment opportunity consists of (2) 6-unit properties- 1257 & 1267 McDuff. Each property contains 6 units- a quadruplex with a detached duplex. All units are 1/1. ***PLEASE NOTE - THE PRICING ON THIS LISTING IS FOR 6 UNITS AT THIS ADDRESS. THE PRICE FOR BOTH PROPERTIES IS $1,550,000 *** 100% occupied. There are 3 units MTM and many are well below market rents. Large, off-street parking lot was recently reworked and graveled, providing distinct, permeable parking spaces, Bonus carports under the duplexes for cars or storage. Both properties have had extensive CAP-EX improvements over the years of ownership including kitchen/bath, flooring, plumbing, electrical. New fencing and Outdoor Grilling area with picnic tables installed in 2024. 1257 McDuff re-roof in 2019. 1267 Mcduff re-roof in 2022. 1257 McDuff also listed under a separate MLS number.

1267 Mcduff Avenue S, Jacksonville

Listing courtesy of WARREN & COMPANY.

Selling Office: .

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