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$599,000
3 Beds ⋅ 2 Baths ⋅ Highland Pines SubDv.
Tucked away West of the Trail near Indian Beach, this beautifully reimagined tropical bungalow delivers style, comfort, and location in equal measure. Thoughtfully remodeled with curated designer selections, the home blends timeless charm with modern updates — ideal for those seeking a low-maintenance coastal lifestyle close to everything Sarasota has to offer. Inside, an open, light-filled layout spans 1,352 square feet and showcases wood plank flooring throughout, creating a seamless and sophisticated flow. The kitchen is both functional and inviting, featuring solid wood cabinetry, granite countertops, gas cooking and an island with seating — opening through French doors to the outdoor living space and effortless indoor-outdoor entertaining. The split floor plan provides privacy and flexibility with three bedrooms and two beautifully updated baths. The primary suite offers a spa-like retreat with a stunning remodeled marble bath and walk-in shower, while two additional guest suites share a equally impressive secondary bath. Outdoors, lush tropical landscaping surrounds an oversized, fully fenced backyard designed for relaxation and gathering — complete with extended living space, fire pit and boho outdoor shower. Whether hosting friends or enjoying quiet evenings - this private setting captures the essence of Florida living. Recent updates including a newer metal roof and hot water heater add peace of mind, while the unbeatable location places you just steps from Sarasota Bay, minutes to downtown Sarasota and SRQ airport and a short drive to world-class beaches. Perfectly suited for downsizing, seasonal living, or a stylish full-time residence - this home offers character, thoughtful updates, and a coveted "close to downtown" lifestyle in one compelling package.

838 Highland Street, North Sarasota
$525,000
2 Beds ⋅ 2 Baths ⋅ Highland Pines SubDv.
Recently renovated mid-century cottage just west of Tamiami Trail in the coveted Indian Beach Sapphire Shores neighborhood. This 2-bedroom, 1.5-bath home features terrazzo floors, shiplap ceilings, and warm wood accents, with mature tropical landscaping framing the home. The renovated kitchen pairs white shaker cabinets, butcher block counters, and stainless steel appliances with a sunlit breakfast nook that flows into the dining area. Plantation shutters throughout. Ready to move in as a seasonal retreat, short-term rental or primary residence. Blocks to Indian Beach, minutes to downtown Sarasota, the Ringling Museum, and St. Armands Circle. A rare mid-century gem in one of Sarasota's most-loved neighborhoods.

845 Highland Street, North Sarasota
$340,000
4 Beds ⋅ 3 Baths ⋅ Highland Pines SubDv.
You are in for a real treat when you see this unique Craftsman-style bungalow where comfort and ease unite with old Florida charm. This is a superb income producing property located in the city limits. Ringling College of Art and Design is in the neighborhood and Sarasota's vibrant downtown scene is minutes away. The ample full-fenced lot with its natural plantings offers easy upkeep and a parklike environment in which to de-compress under calm and peaceful towering trees. Upon entering the foyer of the main home (house is 750 sf), you will find a reading nook (could be a bedroom if wall opening is closed) and guest bedroom. Next is the main living area featuring cathedral pine ceilings over an open concept kitchen/dining/living area with abundant natural light. Primary bedroom is off this space. There is an attached enclosed screened lanai and an open deck (with outdoor shower) offering a wonderful place for al fresco dining or your morning coffee. Built in 1933 in the Highland Pines area of the Bayou Oaks neighborhood, this cozy well-preserved home with its tasteful modern updates is sure to be a hit for you and your fur babies. The detached guest cottage with 300 sf includes one bedroom, one bath and combo living, dining, and kitchen areas. The cottage could be used as an art studio or home office if not used as a rental. The cottage has its own screen porch. The primary house and guest house share laundry facilities. For additional storage, there is a shed adjacent to the guest cottage. Come enjoy the world-class beaches with crystal sand and turquoise waters of Lido Key, Siesta Key and Longboat Key. Sarasota offers many cultural offerings including the Ringling Museum, Asolo Repertory Theatre, Sarasota Opera House, Sarasota Ballet, The Van Wezel Performing Arts and more. Sarasota has an international airport, excellent hospitals, plenty of fine restaurants, golf courses, Selby Botanical Gardens and the like. Located in Flood Zone X. Additional Info: Electric, water & wifi is shared between two buildings. Mini Splits approx 5 years old, hot water heater 2025, guest house roof 2017 (guest house built 2017), primary house roof 2021, primary house electrical panel 2016 and all plumbing is PVC. Rental history 2024 April through September for primary house $2600 monthly and for the guest house $2500 monthly. Rental history for 2025, the primary house rented for $3000 monthly. Sold turn-key furnished. Zoned: RTD9 - RESIDENTIAL TRANSITION DISTRICT 9 Call to see this magical oasis.

1108 Colleton Drive, North Sarasota
$340,000
4 Beds ⋅ 3 Baths ⋅ Highland Pines SubDv.
You are in for a real treat when you see this unique Craftsman-style bungalow where comfort and ease unite with old Florida charm. The ample fully-fenced lot with its natural plantings offers easy upkeep and a parklike environment in which to de-compress under calm and peaceful towering trees. Ringling College of Art and Design is in the neighborhood and Sarasota's vibrant downtown scene is minutes away. Upon entering the foyer of the main home (house is 750 sf), you will find a reading nook (could be a bedroom if wall opening is closed) and guest bedroom. Next is the main living area featuring cathedral pine ceilings over an open concept kitchen/dining/living area with abundant natural light. Primary bedroom is off this space. There is an attached enclosed screened lanai and an open deck (with outdoor shower) offering a wonderful place for al fresco dining or your morning coffee. Built in 1933 in the Highland Pines area of the Bayou Oaks neighborhood, this cozy well-preserved home with its tasteful modern updates is sure to be a hit for you and your fur babies. The detached guest cottage with 300 sf includes one bedroom, one bath and combo living, dining, and kitchen areas. The cottage could be used as an art studio or home office if not used as a rental. The cottage has its own screen porch. The primary house and guest house share laundry facilities. For additional storage, there is a shed adjacent to the guest cottage. Come enjoy the world-class beaches with crystal sand and turquoise waters of Lido Key, Siesta Key and Longboat Key. Sarasota offers many cultural offerings including the Ringling Museum, Asolo Repertory Theatre, Sarasota Opera House, Sarasota Ballet, The Van Wezel Performing Arts and more. Sarasota has an international airport, excellent hospitals, plenty of fine restaurants, golf courses, Selby Botanical Gardens and the like. Located in Flood Zone X. Additional Info: Electric, water & wifi is shared between two buildings. Mini Splits approx 5 years old, hot water heater 2025, guest house roof 2017 (guest house built 2017), primary house roof 2021, primary house electrical panel 2016 and all plumbing is PVC. Rental history 2024 April through September for primary house $2600 monthly and for the guest house $2500 monthly. Rental history for 2025, the primary house rented for $3000 monthly. Bedroom & bathroom count on listing includes the guest house (square footage is for the primary house only). Sold turn-key furnished. Zoned: RTD9 - RESIDENTIAL TRANSITION DISTRICT 9 Call to see this magical oasis.

1108 Colleton Drive, North Sarasota
$285,000
3 Beds ⋅ 1 Baths ⋅ Highland Pines SubDv.
Charming and updated Blanding bungalow is move-in ready! The main house has three bedrooms and one bath PLUS there is a detached accessory unit with a second bathroom providing an additional 254 square feet of living space. 2025 updates include a NEW shingle roof with a transferrable 10-year warranty, refinished hardwood floors and fresh paint inside and out! There is also an updated electrical panel, 2014 tankless water heater and 2018 HVAC. There is a spacious rear screened porch that is private and ideal for outdoor living. The porches and metal awnings give this home a classic Old Florida vibe. The screened front entry includes a laundry area with a washer and dryer tucked behind a unique, solid wood wall. The fully-fenced backyard includes mature palm trees, lady palms and iron ferns. In addition to the metal shed, there is also a bike shed and a covered patio space connected to the detached unit. This home is located on a quiet street that is a short bike ride to downtown Gainesville and the University of Florida. It is also only a couple blocks from Reserve Park! Amazingly, this has rare termite warranties that protect the house indefinitely! Such a sweet space to call home. Come take a look!

927 Ne 7th Avenue, Gainesville
$100,000
Highland Pines SubDv.
7,385 sq ft lot (51’ x 145’) with a favorable 16 ft elevation and no flood zone. A prime build site in a thriving area, just a short walk to Ringling College, as well as an array of bars, restaurants, and amenities. The neighborhood is experiencing robust growth, with convenient access to downtown—only about a 6-minute drive.

1107 Putnam Drive, North Sarasota