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1463 19th Street, Sarasota
$265,000
2 Beds ⋅ 1 Baths ⋅ Dixons F H Sub SubDv. ⋅ 34234 Zip Code
Great investment opportunity only 1.5 miles from the heart of downtown Sarasota! Bordering the Rosemary district, this home's location offers a distinct blend of historic charm, rapid revitalization, and exceptional proximity to Sarasota's best features. Sitting on an oversized lot that is located in a residential multi-family zone, the opportunities are endless. The home has multiple mature fruit trees, a metal roof, indoor laundry, and features two bonus spaces on either end of the home. The home is two miles from Marina Jacks and less than 4 miles from St. Armands Circle.

1463 19th Street, Sarasota
4805 Rilma Avenue Unit 106, Sarasota
$129,900
2 Beds ⋅ 1 Baths ⋅ Summer Lakes SubDv. ⋅ 34234 Zip Code
REMODELED, LIGHT and BRIGHT 2-Bedroom, 1-Bath Condo with a big BACK PORCH in one of the BEST LOCATIONS. AC 2022, Water heater 2024. Roof 2025 (replacement covered by HOA fees) Back porch with beautiful NATURE VIEW and PRIVACY. Summer Lake is a small, quit, cozy and PETFRIENDLY Community. Quick access to USF, Ringling College, downtown and airport. 15 min. to the beaches. Enjoy the peace and silence in your private and lush courtyard, or go for a swim in the sparkling COMMUNITY POOL. The CLUBHOUSE can be used for Parties. You also can enjoy some wildlife at the LITTLE LAKE. This FRESHLY PAINTED condo comes PARTIALLY FURNISHED (living room including TV) GREAT VALUE: granite countertops, stainless steel appliances, quality wood cabinets, beautiful ceramic tiles on all floors, luxury plantation shutters, REMODELED BATHROOM and REMODELED KITCHEN. 1 assigned parking and enough visitor parking spaces. ATTENTION INVESTORS: can be leased without waiting time – 6 months minimum. This condo has it all and is move-in ready.

4805 Rilma Avenue Unit 106, Sarasota
4631 Summerwind Drive Unit 16, Sarasota
$147,500
Summer Wind SubDv. ⋅ 34234 Zip Code
This property is currently tenant occupied at a rate of $1600/mth. Being Sold with income in place through 2028. The best value in Summer Wind is here and it won't last long. This 2 bedroom 2 bathroom condo is move-in ready and perfectly situated on the quiet West end of the community with immediate access to a private park. Summer Wind is conveniently located just 5 minutes from the SRQ Airport and 10 minutes from downtown Sarasota and area amenities. Recent HOA improvements, include new roof (2023), exterior paint and trim (2018), upgraded Pool Area, landscaped entrance, and resurfaced driveway. HOA fees include Community Pool, Exterior Maintenance, Grounds Maintenance, Pest Control, Water, Sewer, and Trash.

4631 Summerwind Drive Unit 16, Sarasota
1703 N Tamiami Trail Unit 210, Sarasota
$449,999
1 Beds ⋅ 2 Baths ⋅ The Strand Of Sarasota SubDv. ⋅ 34234 Zip Code
Established short-term rental performance, excellent guest reviews, and the option to retain current management make Unit B210 at The Strand of Sarasota a compelling opportunity for investors seeking documented rental history in a desirable waterfront community. From 2023 through 2026 YTD, the property has generated more than $174,000 in platform payouts under current management, including approximately $40,000 in 2023, $55,000 in 2024, $41,000 in 2025, and $38,000 in 2026 YTD. The unit has earned Guest Favorite recognition on short-term rental platforms, with an outstanding average guest rating of 4.95 out of 5 stars. This established performance and guest feedback provide valuable insight into its appeal to Sarasota visitors and vacation renters. Buyers may retain current management for continuity in rental operations. Rental history, ratings, and payout figures are provided for informational purposes only; past performance does not guarantee future rental income or results. B210 enjoys a desirable and more private setting overlooking beautifully maintained gardens, with views of the resort-style pool, fitness center, and spa. Its location offers convenient enjoyment of the amenities without the heavier foot traffic often associated with residences directly facing the main amenity areas. Inside, this well-maintained condo features a comfortable and inviting layout ideal for vacation stays, a seasonal Sarasota retreat, or a full-time residence. Buyers have the flexibility to pursue rental use, personal enjoyment, or a combination of both. The Strand sits along Whitaker Bayou, which connects to Sarasota Bay and onward to the Gulf. This waterfront setting allows residents and guests to enjoy kayaking and the coastal lifestyle right from home. Owners residing at The Strand may also purchase boat docks as they become available for sale from other owners. Resort-style amenities enhance the community's appeal to residents and vacation renters alike. Enjoy the pool and spa, fitness center, onsite dog park and dog run, fire pit and outdoor gathering areas, BBQ grills, beautifully maintained grounds, and a kayak launch providing convenient access to Whitaker Bayou. These amenities complement Florida's year-round outdoor lifestyle. The Strand places owners and guests just minutes from Downtown Sarasota and the Rosemary District, with convenient access to St. Armands Circle, Sarasota-Bradenton International Airport, shopping, dining, entertainment, cultural attractions, and popular Gulf Coast beaches. Enjoy easy access to Lido Key, Siesta Key, Longboat Key, Sarasota Bay, and the attractions that make Sarasota a desirable coastal destination. For investors, B210 combines documented rental performance, strong guest satisfaction, resort-style amenities, privacy, and a prime Sarasota location. For buyers seeking a seasonal getaway or full-time residence, it offers waterfront living with an established rental history and added flexibility. Garden and pool views, reduced foot traffic, a waterfront community, onsite dog park, kayak launch, resort-style amenities, a 4.95/5 guest rating, Guest Favorite recognition, and more than $174,000 in historical platform payouts come together in one exceptional property. Schedule your private showing to explore B210's investment potential and experience The Strand lifestyle.

1703 N Tamiami Trail Unit 210, Sarasota
4631 Summerwind Drive Unit 16, Sarasota
$147,500
2 Beds ⋅ 2 Baths ⋅ Summer Wind SubDv. ⋅ 34234 Zip Code
This property is currently tenant occupied at a rate of $1600/mth. Being Sold with income in place through 2028. The best value in Summer Wind is here and it won't last long. This 2 bedroom 2 bathroom condo is move-in ready and perfectly situated on the quiet West end of the community with immediate access to a private park. Summer Wind is conveniently located just 5 minutes from the SRQ Airport and 10 minutes from downtown Sarasota and area amenities. Recent HOA improvements, include new roof (2023), exterior paint and trim (2018), upgraded Pool Area, landscaped entrance, and resurfaced driveway. HOA fees include Community Pool, Exterior Maintenance, Grounds Maintenance, Pest Control, Water, Sewer, and Trash.

4631 Summerwind Drive Unit 16, Sarasota
2121 33rd Street, Sarasota
$184,900
3 Beds ⋅ 1 Baths ⋅ Sarasota Estates SubDv. ⋅ 34234 Zip Code
Well maintained Sarasota 3BR/1BA block home featuring a brand new permitted well and pump, approximately 11-year-old roof, fresh interior and exterior paint, updated fixtures, reglazed tub and shower tile, attached laundry room, and large screened lanai. The home features a functional layout, spacious backyard, good windows, plumbing, electrical, and HVAC, along with very low annual property taxes that help keep ownership costs down. Property is on well and septic. Tenant currently in place through February 2027 paying approximately $1,700/month, providing flexibility for future plans or continued rental income. Please do not disturb tenant.

2121 33rd Street, Sarasota
708 42nd Street, Sarasota
$619,000
3 Beds ⋅ 2 Baths ⋅ Indian Beach SubDv. ⋅ 34234 Zip Code
Come see this charming and peaceful Old Florida gem with detached cottage ideally situated in the desirable Indian Beach/Sapphire Shores neighborhood located west of the trail. Here is a rare opportunity to own two meticulously maintained homes within the city limits in Indian Beach/Sapphire Shores, a community rich with art, culture, and history. This property has been a high-yielding asset for the seller. The seller gets a high volume of applicants, and it has required minimal effort to lease. Picture tree-lined streets, character-filled homes, and being just moments from the shimmering Sarasota Bay. You are in for a treat as you enter the main home through a central air-conditioned enclosed front porch into a home with all of its original, timeless character including glass doorknobs, lovely baseboards and trim, vintage light fixtures, painted heart of pine floors, and functional double-hung windows. This original 1930s home (732 sf) features two bedrooms (freestanding wardrobes), one bath, and a spacious combination dining/living area. An additional wonderful highlight is the central air conditioned detached guest cottage (478 sf) with kitchen, living area, one bathroom and bedroom alcove along with a screened porch and patio, and attached one-car garage. This cottage is ideal for multi-generational living or Airbnb or full-time lease opportunities. All furnishings and fixtures convey: the front unit is partially furnished; the back unit is turn-key furnished. The property includes a very nice new 12x16 Tuff Shed ideal for an artist’s studio, workshop, or just additional storage. Set on a lush 12,000+ square foot lot, the property is spacious with plenty of room for parking, entertainment and other possibilities. You are sure to enjoy the established vegetable and flower gardens. Adding to the charm, you may catch sight of the neighborhood's colorful wild peacocks who love to display their feathers. Excellent location just minutes from the Ringling Museum, SRQ Airport, and downtown Sarasota as well as close proximity to Lido Key Beach, St. Armands Circle, and Siesta Key. Two high-end homes are currently under construction on the block. This sweet property is waiting to fit your needs whether as live-in residences, a rental investment, multi-generational living, or any combination thereof. This peaceful neighborhood in "Turks Cap" (sometimes referred to as the Museum District) has a rural feel with narrow, tree-lined streets and roaming peacocks. This is a no through street with no traffic. If you want quiet and relaxed, you have found the neighborhood.

708 42nd Street, Sarasota
708 42nd Street, Sarasota
$619,000
3 Beds ⋅ 2 Baths ⋅ Indian Beach SubDv. ⋅ 34234 Zip Code
Come see this charming and peaceful Old Florida gem with detached cottage ideally situated in the desirable Indian Beach/Sapphire Shores neighborhood located west of the trail. Here is a rare opportunity to own two meticulously maintained homes within the city limits in Indian Beach/Sapphire Shores, a community rich with art, culture, and history. Picture tree-lined streets, character-filled homes, and being just moments from the shimmering Sarasota Bay. You are in for a treat as you enter the main home through a central air-conditioned enclosed front porch into a home with all of its original, timeless character including glass doorknobs, lovely baseboards and trim, vintage light fixtures, painted heart of pine floors, and functional double-hung windows. This original 1930s home (732 sf) features two bedrooms (freestanding wardrobes), one bath, and a spacious combination dining/living area. An additional wonderful highlight is the central air conditioned detached guest cottage (478 sf) with kitchen, living area, one bathroom and bedroom alcove along with a screened porch and patio, and attached one-car garage. This cottage is ideal for multi-generational living or Airbnb or full-time lease opportunities. All furnishings and fixtures convey: the front unit is partially furnished; the back unit is turn-key furnished. The property includes a very nice new 12x16 Tuff Shed ideal for an artist’s studio, workshop, or just additional storage. Set on a lush 12,000+ square foot lot, the property is spacious with plenty of room for parking, entertainment and other possibilities. You are sure to enjoy the established vegetable and flower gardens. Adding to the charm, you may catch sight of the neighborhood's colorful wild peacocks who love to display their feathers. Excellent location just minutes from the Ringling Museum, SRQ Airport, and downtown Sarasota as well as close proximity to Lido Key Beach, St. Armands Circle, and Siesta Key. Two high-end homes are currently under construction on the block. This sweet property is waiting to fit your needs whether as live-in residences, a rental investment, multi-generational living, or any combination thereof. This peaceful neighborhood in "Turks Cap" (sometimes referred to as the Museum District) has a rural feel with narrow, tree-lined streets and roaming peacocks. This is a no through street with no traffic. If you want quiet and relaxed, you have found the neighborhood.

708 42nd Street, Sarasota
1621 Dr Martin Luther King Way, Sarasota
$525,000
4 Beds ⋅ 3 Baths ⋅ Newtown Heights SubDv. ⋅ 34234 Zip Code
This multi-tribe property at 1621 Dr Martin Luther King Way is a fantastic investment opportunity. Open concept layout with an elegant fireplace in the living room and a kitchen design for entertaining with stainless steel appliances and granite countertops. Conveniently located near shopping, dining, and public transportation. This home is 10 minutes from Sarasota's nearest award winning sugar sand beach, the library, Van Wenzel performing Art Hall, restaurants, walking distance to downtown Sarasota, hospital, major shopping Mall, Ringling Museum and Ringling Art school, five minutes from Sarasota - Bradenton airport. The property provides easy access to everything the area has to accord. The exterior boasts well-maintained landscaping, providing a welcoming first impression. Don't miss the chance to own this versatile income-producing property. The home has two bedrooms with attached bathrooms, one on the first floor, and the other on the second floor.

1621 Dr Martin Luther King Way, Sarasota
4628 Ashberry Drive, Sarasota
$275,000
2 Beds ⋅ 2 Baths ⋅ Spring Oaks SubDv. ⋅ 34234 Zip Code
Welcome to this charming 1985 concrete block ranch home offering nearly 1,000 square feet of living space — all on one level. Featuring 2 bedrooms and 2 bathrooms, the layout is comfortable and functional, providing a wonderful foundation to update at your own pace. This home has been lovingly maintained by its original owner and was originally the model home for the development. Major improvements are already complete, including impact windows and doors throughout, a brand-new roof (2025), new hot water heater (2025), and A/C replaced in 2021 — offering peace of mind on the big-ticket items. Tucked away on a quiet street, yet just minutes to SRQ Airport, Downtown Sarasota, shopping, dining, beaches, and major thoroughfares, the location offers both privacy and convenience. While cosmetic updates would enhance the space, the home offers solid block construction, pride of ownership, and long-term potential in a central Sarasota location. Being sold As-Is. A rare opportunity to personalize a well-cared-for home with exceptional fundamentals already in place. Please be aware that the home does smell like cigarette smoke.

4628 Ashberry Drive, Sarasota
1010 Indian Beach Drive Drive, Sarasota
$599,000
2 Beds ⋅ 1 Baths ⋅ Indian Beach SubDv. ⋅ 34234 Zip Code
Vintage Style Executives' Paradise. Walk to Beach from "Upper SRQ" location, in Historic Coastal Community, near Little Indian Beach-Neighborhood Beach. This 1947 built authentic original, in the Ringling Museum Area is near to SRQ Airport, and close to Sarasota's various Downtown attractions. Expansive room sizes, well built, and on oversized treed lot boasting huge front porch( 50' x 8' ), and semi private rear deck ( 20' x 10' ) for sunbathing. Walk to public transit, short walk to Sunsets on the Bay, fishing, kayaking, relaxing by the beautiful waters of Sarasota's Bayfront. Mature mango tree, china cherry trees, shady oaks, tropical palm trees and various exotic lush landscaping. Tough metal roofing system, post and rail fencing system, and security lighting surround this Stately Home. Huge rooms for entertaining and relaxing plus an oversized private office space/Art Studio, or possible 'in-law studio/library' etc. is away from the action, for the professional to work quietly. Chef's kitchen is spaciously oversized and cooks with natural gas stove and oven. Natural gas is also energy efficient for the larger than most 40 gal.water heater. Total package is efficient and in a most unusually spacious historic type of home. *NOTE- Portable Kitchen Island + Fresh Produce Storage Bins + Bakers Rack can be included in sale. Pedestal sink and original porcelain tiles grace this oversized shower stall bathroom. White with blue color bathroom. Ceramic tiles throughout the home make this easy to keep, hygienic and clean. At end of day stroll out the front door to your 50' front porch, or take a short walk on shady tree lined sidewalk to watch the colorful sunsets on the waterfront. Come home to "The Beachouse" . ( Potential as a handicap accessible residence dependant upon individual needs. Please preview for access to property amenities and interior rooms maneuverability. Wide Hallway is 4' 3" x 11' 6" .to go between bedrooms and bathroom side of the home. ..Thankyou ) • Please note: Broker/Owner occupies access to premises until closing. Quick-Close possible. Information is deemed reliable or accurate, but is not guaranteed.

1010 Indian Beach Drive Drive, Sarasota
4511 Bay Shore Road, Sarasota
$7,995,000
6 Beds ⋅ 8 Baths ⋅ Indian Beach SubDv. ⋅ 34234 Zip Code
Nestled on 1.1 acres of pristine bayfront along Sarasota Bay, Etowah stands as a timeless icon of Sarasota’s rich architectural heritage, offering sweeping, wide-open bay views to the north and south, from the manicured lawn at the water’s edge all the way to the distant skyline of downtown Sarasota, with glowing sunset views that unfold nightly across the horizon. Originally built in 1925, this distinguished two-story Mediterranean Revival estate spans over 6,500 square feet and commands captivating views across the bay, all while being just 10 minutes from downtown Sarasota. Following an extensive year-long restoration, Etowah has been meticulously renewed from the inside out. Every major system of the home has been comprehensively replaced or upgraded, including all new electrical, plumbing, heating and air-conditioning systems, roofing, insulation, and drywall, ensuring modern performance while preserving historic integrity. A significant west-side addition by renowned local architect Frank Folsom Smith in 1992 introduced a gracious primary suite, a sophisticated bar area, and a grand great room—enhancements that seamlessly complement the home’s historic character. Upon entry, a vaulted ceiling sets a dramatic and welcoming tone, guiding you into the formal living room anchored by the home’s original fireplace. The adjacent dining room, surrounded by windows crafted with original glass sourced from the nearby Ringling era, creates an extraordinary setting for entertaining and comfortably accommodates gatherings of 12 or more. Designed for both elegance and performance, the chef’s kitchen is outfitted with top-of-the-line Thermador appliances, a Sub-Zero refrigerator, and every modern convenience, while the sun-filled eat-in area offers the perfect spot for morning coffee overlooking the grounds. The west wing of the home unfolds around a serene courtyard, with the great room and owner’s suite positioned on either side—creating a seamless indoor-outdoor living experience. The owner’s suite features sweeping bay views, dual walk-in closets, and a spacious spa-like bath. Upstairs, a second primary bedroom offers its own wood-burning fireplace, picturesque bay vistas, and generous closet space. 3 additional bedrooms on this level are well-proportioned and thoughtfully laid out, complemented by a sunken office or den tucked quietly at the end of the hall. The grounds are equally exceptional, highlighted by a heated, resort-style 15’ x 50’ swimming pool—perfect for both relaxation and entertaining. Completing the waterfront setting is a 4’ x 50’ dock, providing direct access to Sarasota Bay for boating, paddleboarding, and waterfront enjoyment. Completing the property is the original detached garage with an adjoining workshop, gardening space, laundry facilities, and private guest quarters—ideal for visitors or staff. A rare offering of architectural significance and modern luxury, Etowah is a one-of-a-kind estate that seamlessly bridges historic Florida elegance with contemporary living, all set against the unparalleled beauty of Sarasota Bay.

4511 Bay Shore Road, Sarasota