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$1,160,000
3 Beds ⋅ 3 Baths ⋅ Corwood SubDv. ⋅ 34234 Zip Code
Built in 1910, this original Lexington model Sears, Roebuck and Co. kit house offers a rare opportunity to own a remarkable piece of Sarasota history. Once ordered by mail from the famed Sears catalog, the residence has been extensively renovated and lovingly maintained while preserving its architectural integrity, timeless character and enduring charm. The original doorbell and stately double-door entry offer a memorable welcome, immediately transporting you to an earlier era. Inside, original heart pine floors, a gas fireplace and thoughtful period details reflect the home’s rich heritage. Filled with natural light, the beautifully appointed sunroom opens to an outdoor deck, creating a seamless connection between the interior and the surrounding landscape. Designed for both comfortable living and effortless entertaining, the kitchen is complemented by an impressive butler’s pantry. Upstairs, a versatile bonus room provides a quiet retreat, while an additional office, bedroom and full bathroom offer flexibility for guests or working from home. The luxurious primary suite features a private terrace, an expansive walk-through closet and a beautifully appointed bathroom. Current owner is using the 3rd bedroom as an office. Outside, multiple levels of decking overlook a large swimming pool surrounded by lush tropical landscaping, creating a private backyard oasis ideal for relaxing and casual entertaining. A two-car garage and whole-house generator complete this truly exceptional residence. The home is set within Indian Beach–Sapphire Shores, one of Sarasota’s most distinctive and architecturally diverse neighborhoods and just steps from Indian Beach Park where dramatic sunsets are a nightly occurrence. Often referred to as the Museum District, this established bayfront community is known for its canopy-lined streets, Old Florida character and proximity to Sarasota Bay, The Ringling, Ca’d’Zan and the Asolo Repertory Theatre. Just minutes from downtown Sarasota, the neighborhood offers an exceptional combination of history, culture and coastal living.

4451 Charles Lane, Sarasota
$469,000
1 Beds ⋅ 2 Baths ⋅ The Strand Of Sarasota SubDv. ⋅ 34234 Zip Code
The Strand sits along Whitaker Bayou, which connects to Sarasota Bay and onward to the Gulf. Welcome to The Strand of Sarasota, where resort-style waterfront living meets an exceptional Sarasota location. Unit B210 offers a desirable and more private setting overlooking the beautifully maintained gardens, while still providing views of the resort-style pool, fitness center, and spa. Its location offers the benefit of enjoying the community 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 a full-time residence, seasonal Sarasota retreat, or investment property. The unit has also established an impressive track record as a short-term rental and has earned Guest Favorite recognition on short-term rental platforms, with an outstanding average guest rating of 4.95 out of 5 stars. This strong guest history highlights the property's appeal to Sarasota visitors and vacation renters. 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. This historical performance provides prospective buyers with valuable insight into the property's rental potential. Rental history, ratings, and payout figures are provided for informational purposes only; past performance does not guarantee future rental income or results. The Strand of Sarasota is a waterfront community situated along Whitaker Bayou, offering access to Sarasota Bay and the Gulf beyond. The waterfront setting is a defining feature of the community, allowing residents to enjoy kayaking and the coastal lifestyle right from home. Owners residing at The Strand have the opportunity to purchase boat docks as they become available for sale from other owners. The community offers an impressive collection of resort-style amenities designed to complement Florida's year-round outdoor lifestyle. Residents and guests can enjoy the resort-style 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 area providing convenient access to Whitaker Bayou. The Strand places you 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 some of the area's most popular Gulf Coast beaches. Enjoy convenient access to Lido Key, Siesta Key, Longboat Key, Sarasota Bay, and the many attractions that make Sarasota one of Florida's most desirable coastal destinations. Whether you're searching for a full-time Sarasota residence, seasonal getaway, or investment opportunity with an established rental history, Unit B210 offers an outstanding combination of location, privacy, waterfront living, amenities, and flexibility. Garden and pool views, waterfront community, resort-style amenities, onsite dog park, kayak launch, reduced foot traffic, a 4.95/5 average guest rating, Guest Favorite recognition, established rental history, and a prime Sarasota location—all in one exceptional property. Schedule your private showing and experience The Strand lifestyle for yourself. The buyer will have the option to keep the current management.

1703 N Tamiami Trail Unit 210, Sarasota
$1,849,000
4 Beds ⋅ 5 Baths ⋅ Schindler Sub SubDv. ⋅ 34236 Zip Code
The Gillespie Park Casa del Sol Is Finally on the Market! Nestled beneath a canopy of majestic oaks in Sarasota's beloved and historic Gillespie Park, Casa del Sol is an extraordinary Mediterranean-inspired estate where timeless architecture, modern luxury, and resort-style living come together just moments from the heart of downtown. Built in 2007 with solid masonry construction, this remarkable property offers 3,338 total square feet, including a 2,854-square-foot main residence, a beautifully appointed 484-square-foot detached studio casita resting above the spacious detached 2 car garage w/covered carport. This 4 bedrooms, 4.5 bathrooms, is offered for well under $2 million. Designed to capture the romance of an authentic Mediterranean villa, the home showcases imported Colombian roof tiles, handcrafted Colombian brick pavers, rich hardwood flooring, elegant French doors, a chef's kitchen with stainless steel appliances, a gas range and fireplace, dual-zone HVAC, a tankless water heater, and a convenient second-floor laundry room. Every detail reflects exceptional craftsmanship while blending seamlessly with today's modern lifestyle. Step outside to your own private tropical retreat, where lush landscaping, a sparkling heated pool (with fountain water feature), and a newly installed privacy fence create an atmosphere of serenity and effortless entertaining. The detached studio casita offers outstanding flexibility as a luxurious guest suite, executive office, fitness studio, creative space, or income-producing accommodation. It is separately metered for convenience. Just a 2 min walk from the 10-acre John Hamilton Gillespie Park and a 2 minute drive (or short walk or bike ride) from Downtown Main Street and Sarasota's award-winning restaurants, boutiques, theaters, galleries, waterfront, and renowned Farmers Market, Casa del Sol places the very best of Sarasota at your doorstep. Located within the desirable Downtown Neighborhood (DTN) zoning district allowing one-week minimum short-term rentals, the property presents a rare opportunity as a primary residence, seasonal escape, or exceptional investment. Rarely does a home provide this level of architectural distinction, walkable downtown convenience, investment flexibility, and resort-inspired living. Casa del Sol is finally on the market, offering an extraordinary opportunity to experience one of Sarasota's most coveted lifestyles.

1719 7th Street, Sarasota
$1,125,000
5 Beds ⋅ 3 Baths ⋅ Desoto Acres SubDv. ⋅ 34234 Zip Code
One of Sarasota’s most unique and sought-after acreage communities, DeSoto Acres combines country living with all the city conveniences! No HOA and No CDD makes this a unique choice for freedom. This stunning county estate is nestled on 2.24 acres of land that’s fully fenced and gated. This private estate features a beautifully updated main residence, a fully equipped guest house, sparkling pool, tranquil pond, fire pit gathering area, oversized workshop shed, and room to truly live the Florida lifestyle. The main home offers over 2,300 square feet of updated living space including a spacious living and dining area overlooking the pool, granite countertops throughout the home, custom cabinetry with pull-out shelving and built-in appliance storage. A convenient breakfast nook area with built-in seating and additional storage. Flexible office/den space that can serve as a fifth bedroom., and an outdoor private shower off of the primary suite which is also accessible to the pool. The guest house is perfect for guests, multigenerational living, rental income, or a private home office. The guest house is approximately 800-square-feet and includes a full kitchen, panty, spacious living room, large bedroom with walk in closet, and full bath. It also features a dedicated laundry room, screened lanai, and its own yard and garden areas. Step outside and enjoy your own private Sarasota retreat including a sparkling pool, scenic pond, fire pit overlooking the water, mature landscaping and a large shed with power. Half of the shed has been converted into a large chicken coop with room for 20+ chickens with its own run. This rare piece of paradise offers room for gardens, animals, RVs, boats, and is ready for your vision. Conveniently located near Sarasota's stunning beaches, SRQ airport, UTC and so much more! Additional Features include- • Fully fenced and gated 2.24 acres • Two separate gated entrances • 3-car side-entry garage • 2-car carport • Pull-through garage bay • Wind-rated garage doors • Two HVAC systems • Well with newer pump • Water softener, filtration, and aerator systems • Tankless water heaters • Workshop with dog wash station • X Flood Zone The neighborhood’s historic agricultural overlay allows horses, chickens, roosters, and many other farm animals while remaining just minutes from shopping, dining, medical facilities, downtown Sarasota, University Town Center, and Gulf Coast beaches. Rarely does a property offer this much land, flexibility, privacy, and value this close to everything Sarasota has to offer! Whether you’re seeking multigenerational living, a private retreat, space for a home-based business, hobby farm, or simply room to breathe, this property delivers opportunities that are increasingly difficult to find in Sarasota.

2515 49th Street, Sarasota
$444,000
1 Beds ⋅ 2 Baths ⋅ The Strand Of Sarasota SubDv. ⋅ 34234 Zip Code
A MUST SEE, sold TURNKEY AND FURNISHED (tastefully) and PRICED TO SELL! Welcome to this captivating condominium in the waterfront community: The Strand of Sarasota, built in 2022. The seller's thoughtful decor is inspired by a famous artist (Salvador Dali) with many upgrades including stone counters in kitchen and baths, luxury vinyl flooring, backsplash in kitchen, designer light fixtures and fans, upgraded LG washer in dryer, high end furnishings including a split king adjustable bed with massage capability, thoughtful designer finishes and the property has been lovingly maintained. Nine foot ceilings, impact rated doors and windows. Approximately 1 mile to downtown Sarasota and conveniently located to The Bay, Sarasota's arts, theater, shopping, restaurants, boutiques, bay front entertaining, marina, St. Armand's Circle and Sarasota's famous pristine white powdery sand beaches. Take a stroll along The Strand's 47 boat docks and enjoy the colorful and peaceful sunsets along Whitaker Bayou. The view from your spacious private balcony overlooks the serene azure heated pool and spa. Amenities include a gated community, on site management, waterfront community, fitness center, a parking garage space, additional storage space, ample guest parking, EVCSs, gas grills, fire pit, dog friendly community with dog park, kayak launch/storage. Investors are welcome as there is 1 week minimum rentals/ 52 times per year. This could be your full time home, a vacation getaway or an investment property in an affordable conveniently located waterfront community just minutes to downtown Sarasota.

1703 N Tamiami Trail Unit 306, Sarasota
$454,990
2 Beds ⋅ 2 Baths ⋅ Gracewater SubDv. ⋅ 34234 Zip Code
Welcome to The Bishop, a luxury villa in the gated community of Gracewater, where timeless design meets picturesque water and amenity center views. This thoughtfully designed home features 2 bedrooms, a spacious flex room, and an open-concept layout that perfectly balances comfort, functionality, and style. From the moment you step inside, you'll be captivated by the abundance of natural light streaming through the many windows that grace the entry, dining room, and family room, creating a bright and inviting atmosphere throughout. The spacious flex room offers endless possibilities as a home office, hobby space, media room, or guest retreat. At the heart of the home, the designer kitchen serves as a beautiful gathering place where favorite recipes are shared, conversations linger, and everyday moments become cherished memories. Overlooking the dining and family rooms, this elegant space is ideal for both entertaining and everyday living. A stunning wall of sliding glass doors opens to the extended lanai, seamlessly blending indoor and outdoor living. Here, tranquil water views and views of the beautifully appointed amenity center create the perfect backdrop for morning coffee, evening relaxation, or entertaining guests. Come home to The Bishop—where every detail is designed for comfort, togetherness, and the simple joy of living well. **This property offers a limited time 7% employee pricing incentive.

2820 Marrakesh Lane, 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
$22,000,000
5 Beds ⋅ 11 Baths ⋅ Indian Beach Map Of SubDv. ⋅ 34234 Zip Code
Three dwellings set on 2.4 gated acres with an impressive 240 feet of pristine waterfront, this rare Sarasota compound offers over 10,000 square feet of pure privacy, serenity, and elevated coastal living. Perfectly positioned in the heart of the city yet worlds away, this estate delivers unobstructed, panoramic views of Sarasota Bay from nearly every room. Designed for both grand entertaining and intimate living, the residence welcomes you with a double-height foyer, cascading natural light, and a sense of scale that is both dramatic and warm. Across sixteen thoughtfully curated rooms, floor-to-ceiling windows frame endless water vistas, bringing the outdoors in and creating an atmosphere of true waterfront elegance. The estate features five spacious bedrooms and nine beautifully appointed bathrooms, including a breathtaking owners’ suite, a private, calming retreat with sweeping bay views, a spa-inspired bath, and a luxe outdoor shower surrounded by lush privacy landscaping. For those who value lifestyle and amenities, this property offers it all: A private tennis court tucked away behind mature tropical landscaping A well-appointed guest house ideal for extended stays A dedicated pool house for effortless entertaining A four-car garage for collectors and hobbyists Expansive terraces and outdoor lounging areas that overlook Sarasota’s most dramatic sunsets

3315 Bay Shore Road, Sarasota