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$709,900

Move-in ready and full of Avondale charm, this special brick home sits on one of the neighborhood's most desirable streets. At the time of listing, it's the only move-in ready home in Avondale or Riverside on the MLS offering this rare combination: a private pool, two-car garage with abundant off-street parking, and a loft-style ADU/garage apartment of approximately 400 square feet. The ADU offers wonderful flexibility for guests, extended family, band room, a college student, au pair, creative workspace, or potential rental income. And the best part? May 2026 appraisal came in at 740,000- instant equity! Major improvements include a brand-new sewer line, HVAC systems installed in 2023 and 2025, roofs replaced in 2012 and 2023, two new water heaters in 2025, updated plumbing, and the removal and replacement of all cloth wiring in 2025. Previous contracts didn't reach closing for reasons unrelated to the home's current condition. It's ready and waiting for its next chapter

3 Beds ⋅ 2 Baths ⋅ 2157999 MLS

Move-in ready and full of Avondale charm, this special brick home sits on one of the neighborhood's most desirable streets. At the time of listing, it's the only move-in ready home in Avondale or Riverside on the MLS offering this rare combination: a private pool, two-car garage with abundant off-street parking, and a loft-style ADU/garage apartment of approximately 400 square feet. The ADU offers wonderful flexibility for guests, extended family, band room, a college student, au pair, creative workspace, or potential rental income. And the best part? May 2026 appraisal came in at 740,000- instant equity! Major improvements include a brand-new sewer line, HVAC systems installed in 2023 and 2025, roofs replaced in 2012 and 2023, two new water heaters in 2025, updated plumbing, and the removal and replacement of all cloth wiring in 2025. Previous contracts didn't reach closing for reasons unrelated to the home's current condition. It's ready and waiting for its next chapter

1361 Challen Avenue, Jacksonville

Listing courtesy of COWFORD REALTY & DESIGN LLC.

Selling Office: .

$875,000

*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.

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: .

$390,000

Located in the highly sought-after Avondale community, this charming single-family home offers a rare opportunity to enjoy one of Jacksonville's most affluent historic districts, celebrated for its architectural diversity, scenic views of the St. Johns River, and picturesque oak-lined streets. Built in 1948, this one-story residence features 3 bedrooms and 3 bathrooms, blending classic character with everyday functionality in a setting that continues to attract discerning buyers. Inside, the home showcases timeless hardwood flooring that adds warmth and character throughout. The kitchen is equipped with essential appliances including a dishwasher, electric range, microwave, and refrigerator, providing a practical layout for both daily living and entertaining. The interior offers comfortable living spaces with a layout that supports both privacy and flow, while the inclusion of an in-law suite presents added flexibility for guests, extended family, or potential rental income. The exterior features a fully fenced backyard, ideal for outdoor enjoyment, pets, or gardening. A rear patio creates a perfect space for relaxing or hosting gatherings, while the overall property maintains the charm expected in a historic Avondale home. The lot offers space to enjoy outdoor living while still being manageable, and the additional structure enhances the property's versatility. Conveniently positioned near Park Street, this home provides quick access to some of Jacksonville's most popular destinations. Nearby healthcare options include Ascension St. Vincent's Riverside, Baptist Medical Center Jacksonville, and UF Health Jacksonville. Shopping and dining are just minutes away at Shoppes of Avondale, Roosevelt Square, and Five Points, with several Florida State College at Jacksonville campuses also nearby. This home combines historic charm, practical features, and an unbeatable location in one of Jacksonville's most desirable neighborhoods. With its flexible living spaces, inviting outdoor areas, and proximity to everything Avondale has to offer, this property is ready for its next owner. Now available for showings, it presents an excellent opportunity to experience the lifestyle and convenience that make this area so special.

3 Beds ⋅ 3 Baths ⋅ 2140556 MLS

Located in the highly sought-after Avondale community, this charming single-family home offers a rare opportunity to enjoy one of Jacksonville's most affluent historic districts, celebrated for its architectural diversity, scenic views of the St. Johns River, and picturesque oak-lined streets. Built in 1948, this one-story residence features 3 bedrooms and 3 bathrooms, blending classic character with everyday functionality in a setting that continues to attract discerning buyers. Inside, the home showcases timeless hardwood flooring that adds warmth and character throughout. The kitchen is equipped with essential appliances including a dishwasher, electric range, microwave, and refrigerator, providing a practical layout for both daily living and entertaining. The interior offers comfortable living spaces with a layout that supports both privacy and flow, while the inclusion of an in-law suite presents added flexibility for guests, extended family, or potential rental income. The exterior features a fully fenced backyard, ideal for outdoor enjoyment, pets, or gardening. A rear patio creates a perfect space for relaxing or hosting gatherings, while the overall property maintains the charm expected in a historic Avondale home. The lot offers space to enjoy outdoor living while still being manageable, and the additional structure enhances the property's versatility. Conveniently positioned near Park Street, this home provides quick access to some of Jacksonville's most popular destinations. Nearby healthcare options include Ascension St. Vincent's Riverside, Baptist Medical Center Jacksonville, and UF Health Jacksonville. Shopping and dining are just minutes away at Shoppes of Avondale, Roosevelt Square, and Five Points, with several Florida State College at Jacksonville campuses also nearby. This home combines historic charm, practical features, and an unbeatable location in one of Jacksonville's most desirable neighborhoods. With its flexible living spaces, inviting outdoor areas, and proximity to everything Avondale has to offer, this property is ready for its next owner. Now available for showings, it presents an excellent opportunity to experience the lifestyle and convenience that make this area so special.

1316 Rensselaer Avenue, Jacksonville

Listing courtesy of MOMENTUM REALTY.

Selling Office: .

$735,000

Timeless Avondale charm meets modern luxury in this beautifully reimagined 1924 cedar shake home. Featuring over $175,000 in curated updates, this residence preserves its original inlay wood floors while offering the conveniences today's buyers expect. Light-filled living spaces include a private downstairs suite with full bath and adjacent Florida room, ideal for guests, office, or multigenerational living. The kitchen opens to the dining area and features white cabinetry, quartz and walnut countertops, stainless appliances, gas range with pot filler, and a custom walnut pantry door. Upstairs, the redesigned primary suite offers a large custom closet and spa-like bath, plus two additional bedrooms and hall bath. Fenced backyard, garage with workshop, and restored greenhouse. Close to Avondale, Riverside, Murray Hill, and King Street.

4 Beds ⋅ 3 Baths ⋅ 2121942 MLS

Timeless Avondale charm meets modern luxury in this beautifully reimagined 1924 cedar shake home. Featuring over $175,000 in curated updates, this residence preserves its original inlay wood floors while offering the conveniences today's buyers expect. Light-filled living spaces include a private downstairs suite with full bath and adjacent Florida room, ideal for guests, office, or multigenerational living. The kitchen opens to the dining area and features white cabinetry, quartz and walnut countertops, stainless appliances, gas range with pot filler, and a custom walnut pantry door. Upstairs, the redesigned primary suite offers a large custom closet and spa-like bath, plus two additional bedrooms and hall bath. Fenced backyard, garage with workshop, and restored greenhouse. Close to Avondale, Riverside, Murray Hill, and King Street.

1365 Belvedere Avenue, Jacksonville

Listing courtesy of ROUND TABLE REALTY.

Selling Office: .

$4,250,000

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.

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: .

$1,152,200

A stunning 1922 Mediterranean Revival style home located in the sought-after historic Avondale District. This stunning POOL home was showcased on both the 2007 & 2023 Riverside Avondale Preservation's annual Tour of Homes & is truly one of Avondale's finest homes! Features a gourmet kitchen, with separate bar area, that opens to a large family room with breakfast room, leading outside to the pool area. Home offers a spacious living room, separate dining room, downstairs library/office & charming, screened porch. Upstairs is the primary suite with fireplace, ensuite bathroom & large walk-in closet (was a former bedroom) 2 other bedrooms & bath, and a STUDIO/OFFICE. PLUS, there is a separate 1/1 apartment/guest suite with kitchenette, ATTACHED 2 car garage & basement! This one has it all!

5 Beds ⋅ 4 Baths ⋅ 1236658 MLS

A stunning 1922 Mediterranean Revival style home located in the sought-after historic Avondale District. This stunning POOL home was showcased on both the 2007 & 2023 Riverside Avondale Preservation's annual Tour of Homes & is truly one of Avondale's finest homes! Features a gourmet kitchen, with separate bar area, that opens to a large family room with breakfast room, leading outside to the pool area. Home offers a spacious living room, separate dining room, downstairs library/office & charming, screened porch. Upstairs is the primary suite with fireplace, ensuite bathroom & large walk-in closet (was a former bedroom) 2 other bedrooms & bath, and a STUDIO/OFFICE. PLUS, there is a separate 1/1 apartment/guest suite with kitchenette, ATTACHED 2 car garage & basement! This one has it all!

1605 Avondale Avenue, Jacksonville

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .