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"TIMELESS CHARM, MODERN LUXURY, UNMATCHED FREEDOM"... Surrounded by beautifully restored residences and architecturally impressive custom modern homes, this exceptional property is perfectly positioned in Sarasota's desirable "Flower Streets" neighborhood, within the coveted 34239 ZIP code— an established community, admired for its distinctive character and lasting appeal. Enjoy prime "East of the Trail" living, near top-rated schools, in high demand, including SOUTHSIDE Elementary just over a half mile away. Arlington Park & Aquatic Complex is also nearby, offering scenic walking trails, swimming pools, tennis courts, fitness facilities, a playground, and a dog park. Major renovations completed in this move-in-ready, modern coastal-style home. Sitting on a 10,734 SF oversized lot, in desired Flood Zone X, NO HOA, NO CDD fees, NO DEED RESTRICTIONS, with the flexibility to accommodate a boat or small RV, subject to local regulations. Natural light floods the great room, into the chef-inspired kitchen, with soft-close custom shaker cabinetry, new stainless steel appliances, premium quartz countertops, and an island designed for effortless entertaining. The indoor laundry room includes shaker cabinetry, quartz countertops, and new washer and dryer. The split-bedroom plan offers optimal privacy, with the spacious primary suite on one side, serving as a private-retreat, with a custom-designed, spa-inspired en-suite bath, custom walk-in closet, and French doors opening directly to the outdoor patio. The two guest rooms and upscale guest bath are situated on the opposite wing, ensuring total comfort for visitors. 2026 updates: a new metal roof, hurricane-impact windows and doors, new aluminum fascia, luxury vinyl plank flooring, upscale porcelain tile, high-end quartz countertops, fresh interior/exterior paint, new stucco, new insulation, repiped plumbing and all new updated plumbing fixtures, updated electrical rewiring and all new electrcial fixtures w/designer LED lighting, a one-car garage with impact-rated door, in addition to the generous amount of driveway parking. Endless possibilities to "bring your backyard dreams to life"! High-quality PVC fencing ensures total privacy for the massive backyard, a spectacular canvas ready to be transformed into the ultimate outdoor entertaining space! Envision a resort-style oasis w/custom pool, spa, and cabana-style pavilion with an outdoor kitchen. 5 minutes to Southside Village and Sarasota Memorial Hospital. Less than 10 minutes from Downtown SRQ, known for fine dining, theater, live music, rooftop bars, and vibrant nightlife. Nestled minutes from Marina Jack, Sarasota Bayfront, and the iconic John Ringling Bridge, this prime location puts boutique shopping, world-class performing arts and spectacular sunset walks right at your fingertips. Sarasota is renowned for the arts & cultural districts, festivals, boating and our award-winning, powder-sand beaches with crystal-clear turquoise gulf waters. Siesta Key, Lido Key, Longboat Key and SRQ International Airport are less than 15 min away, and still close by UTC and Lakewood Ranch. Whether you're searching for a primary residence, seasonal retreat, or vacation rental investment, this phenomenal home offers the rare combination of location, flexibility, and timeless modern coastal design— check off your bucket list by experiencing the Sarasota lifestyle at its finest.

3 Beds ⋅ 2 Baths ⋅ Long Meadow SubDv. ⋅ 34239 Zip Code

"TIMELESS CHARM, MODERN LUXURY, UNMATCHED FREEDOM"... Surrounded by beautifully restored residences and architecturally impressive custom modern homes, this exceptional property is perfectly positioned in Sarasota's desirable "Flower Streets" neighborhood, within the coveted 34239 ZIP code— an established community, admired for its distinctive character and lasting appeal. Enjoy prime "East of the Trail" living, near top-rated schools, in high demand, including SOUTHSIDE Elementary just over a half mile away. Arlington Park & Aquatic Complex is also nearby, offering scenic walking trails, swimming pools, tennis courts, fitness facilities, a playground, and a dog park. Major renovations completed in this move-in-ready, modern coastal-style home. Sitting on a 10,734 SF oversized lot, in desired Flood Zone X, NO HOA, NO CDD fees, NO DEED RESTRICTIONS, with the flexibility to accommodate a boat or small RV, subject to local regulations. Natural light floods the great room, into the chef-inspired kitchen, with soft-close custom shaker cabinetry, new stainless steel appliances, premium quartz countertops, and an island designed for effortless entertaining. The indoor laundry room includes shaker cabinetry, quartz countertops, and new washer and dryer. The split-bedroom plan offers optimal privacy, with the spacious primary suite on one side, serving as a private-retreat, with a custom-designed, spa-inspired en-suite bath, custom walk-in closet, and French doors opening directly to the outdoor patio. The two guest rooms and upscale guest bath are situated on the opposite wing, ensuring total comfort for visitors. 2026 updates: a new metal roof, hurricane-impact windows and doors, new aluminum fascia, luxury vinyl plank flooring, upscale porcelain tile, high-end quartz countertops, fresh interior/exterior paint, new stucco, new insulation, repiped plumbing and all new updated plumbing fixtures, updated electrical rewiring and all new electrcial fixtures w/designer LED lighting, a one-car garage with impact-rated door, in addition to the generous amount of driveway parking. Endless possibilities to "bring your backyard dreams to life"! High-quality PVC fencing ensures total privacy for the massive backyard, a spectacular canvas ready to be transformed into the ultimate outdoor entertaining space! Envision a resort-style oasis w/custom pool, spa, and cabana-style pavilion with an outdoor kitchen. 5 minutes to Southside Village and Sarasota Memorial Hospital. Less than 10 minutes from Downtown SRQ, known for fine dining, theater, live music, rooftop bars, and vibrant nightlife. Nestled minutes from Marina Jack, Sarasota Bayfront, and the iconic John Ringling Bridge, this prime location puts boutique shopping, world-class performing arts and spectacular sunset walks right at your fingertips. Sarasota is renowned for the arts & cultural districts, festivals, boating and our award-winning, powder-sand beaches with crystal-clear turquoise gulf waters. Siesta Key, Lido Key, Longboat Key and SRQ International Airport are less than 15 min away, and still close by UTC and Lakewood Ranch. Whether you're searching for a primary residence, seasonal retreat, or vacation rental investment, this phenomenal home offers the rare combination of location, flexibility, and timeless modern coastal design— check off your bucket list by experiencing the Sarasota lifestyle at its finest.

2329 Rose Street, Sarasota

$400,000

East of the Trail on a 10,806 SF lot, this lovingly maintained home has been cherished by one-owner since 1998. Ideally located just minutes from Southside Elementary, Brookside Middle, Siesta Key, Downtown Sarasota, Sarasota Memorial Hospital, and an abundance of shopping and dining. This inviting residence features 2 bedrooms plus a den, 2 beautifully updated bathrooms, and an updated kitchen with wood cabinetry, crown molding, and under-cabinet lighting. The spacious living room is enhanced with plantation shutters, while plaster walls and ceilings add timeless character. Enjoy Florida living year-round from the welcoming front porch or the screened lanai overlooking the lush backyard. Major improvements provide peace of mind, including a metal roof (2023), A/C (2016), hot water heater (2018), double-pane windows (2006), hurricane shutters, underground electric service, and a private well for irrigation. Additional conveniences include a utility room off the one car garage and a fully fenced yard. The yard is truly a gardener's paradise, featuring an impressive collection of mature tropical and native plants, including a mango trees, avocado tree, live oak, gumbo limbo, red-tipped coco plum, cabbage palm, shell midden prickly pear cactus, pineapple, sugar cane, and Dendrobium orchids. Outdoor amenities include a trellis, swing arbor, walking paths, rainwater collection barrels, a cistern, and additional water storage—creating a peaceful retreat unlike any other. A rare opportunity to own a meticulously maintained home with exceptional updates, an incredible landscape, and an unbeatable Sarasota location.

2 Beds ⋅ 2 Baths ⋅ Long Meadow SubDv. ⋅ 34239 Zip Code

East of the Trail on a 10,806 SF lot, this lovingly maintained home has been cherished by one-owner since 1998. Ideally located just minutes from Southside Elementary, Brookside Middle, Siesta Key, Downtown Sarasota, Sarasota Memorial Hospital, and an abundance of shopping and dining. This inviting residence features 2 bedrooms plus a den, 2 beautifully updated bathrooms, and an updated kitchen with wood cabinetry, crown molding, and under-cabinet lighting. The spacious living room is enhanced with plantation shutters, while plaster walls and ceilings add timeless character. Enjoy Florida living year-round from the welcoming front porch or the screened lanai overlooking the lush backyard. Major improvements provide peace of mind, including a metal roof (2023), A/C (2016), hot water heater (2018), double-pane windows (2006), hurricane shutters, underground electric service, and a private well for irrigation. Additional conveniences include a utility room off the one car garage and a fully fenced yard. The yard is truly a gardener's paradise, featuring an impressive collection of mature tropical and native plants, including a mango trees, avocado tree, live oak, gumbo limbo, red-tipped coco plum, cabbage palm, shell midden prickly pear cactus, pineapple, sugar cane, and Dendrobium orchids. Outdoor amenities include a trellis, swing arbor, walking paths, rainwater collection barrels, a cistern, and additional water storage—creating a peaceful retreat unlike any other. A rare opportunity to own a meticulously maintained home with exceptional updates, an incredible landscape, and an unbeatable Sarasota location.

2230 Bougainvillea Street, Sarasota

$390,000

An exceptional opportunity to build in one of Sarasota’s most sought-after locations. This completely cleared, just under 8,000 sq. ft. lot, places you at the center of everything Sarasota has to offer. Located within the highly desirable Southside Elementary School District, this property combines premier location with everyday convenience. Enjoy being just minutes from Siesta Key’s #1 rated beach & Downtown Sarasota offering you top-rated restaurants, boutique shopping, and nightlife - all without sacrificing a great residential setting for your new home! Adding even more value, this lot includes ready-to-go building plans, allowing you to move forward quickly and confidently with construction. Whether you’re a builder, investor, or future homeowner, this is a rare chance to secure a prime homesite in a location where new construction opportunities are increasingly limited.

Long Meadow SubDv. ⋅ 34239 Zip Code

An exceptional opportunity to build in one of Sarasota’s most sought-after locations. This completely cleared, just under 8,000 sq. ft. lot, places you at the center of everything Sarasota has to offer. Located within the highly desirable Southside Elementary School District, this property combines premier location with everyday convenience. Enjoy being just minutes from Siesta Key’s #1 rated beach & Downtown Sarasota offering you top-rated restaurants, boutique shopping, and nightlife - all without sacrificing a great residential setting for your new home! Adding even more value, this lot includes ready-to-go building plans, allowing you to move forward quickly and confidently with construction. Whether you’re a builder, investor, or future homeowner, this is a rare chance to secure a prime homesite in a location where new construction opportunities are increasingly limited.

2119 Bougainvillea Street, Sarasota