Refine Search
Sort by
4111 Sarasota Avenue, Sarasota
$419,900
2 Beds ⋅ 1 Baths ⋅ Indian Beach Map Of SubDv. ⋅ 34234 Zip Code
Now offered at a compelling new price of $419,900, this is your chance to move into the coveted Sapphire Shores neighborhood at an incredible value. This well-maintained home blends modern style with the laid-back charm of Sarasota living. Inside, the kitchen steals the show with sleek quartz countertops and premium GE Café appliances in a elegant matte finish—a setup that’s as functional as it is beautiful. Warm wood laminate flooring flows through the main living spaces, giving the home a fresh, contemporary feel that’s easy to maintain. The outdoor space is a true blank canvas. With a fully fenced yard already in place, there’s plenty of privacy for weekend hangouts, and more than enough room to put in a pool or design the tropical garden of your dreams. Just down the street, you can catch some of the best sunsets in the city at Sun Circle Park, or take a quick drive to the vibrant energy of Downtown Sarasota for world-class dining, shopping, and arts. Whether you’re looking for a stylish primary residence or a savvy investment in a prime location, this price improvement makes it a must-see. Roof 2018, A/C 2016, Water Heater 2020, Fence 2020.

4111 Sarasota Avenue, Sarasota

1755 7th Street, Sarasota
$1,895,000
4 Beds ⋅ 4 Baths ⋅ Schindler Sub SubDv. ⋅ 34236 Zip Code
A rare blend of modern luxury, income potential + lifestyle flexibility awaits in this striking custom 2023 duplex in the heart of Gillespie Park, moments from downtown Sarasota. Designed for those wanting more than just a home, this architectural standout offers 4,400+ sq ft of elevated living with two fully independent residences, each approx 2,200 sq ft featuring 2 bedrooms, 2 bathrooms, private laundry, soaring ceilings + a light-filled expansive design. Whether downsizing, creating a multi-gen retreat, or offsetting your lifestyle with income, this property delivers exceptional versatility, live in one + generate revenue from the other (currently $3,600/month). The main level showcases a chef-inspired kitchen with premium Thermador appliances, gas cooking, dual dishwashers, walk-in pantry + built-in coffee/wine bar, while the upper level offers a refined private living experience with sleek Bosch appliances+ ensuite bedrooms. Outdoor living feels like a private resort with a secluded courtyard featuring an outdoor kitchen and hot tub, plus an expansive second-level balcony ideal for relaxing. Built for efficiency + longevity with solar power, natural gas tankless water heaters, elevator access + rare 3-car alley-access garage, features seldom found this close to downtown. Zoned for short-term rentals and crafted as a high-end multigenerational retreat with full custom handicap-accessible design, delivering an exclusive lifestyle in a prime location.

1755 7th Street, Sarasota

1339 22nd Street, Sarasota
$465,000
3 Beds ⋅ 3 Baths ⋅ Cocoanut Heights SubDv. ⋅ 34234 Zip Code
Seller open to assisting with closing costs and allowable buyer expenses. Buyers may purchase discount points for a better rate. Contact agent for details. Charming Updated 3BR/2.5BA Home in Sarasota – Move-In Ready! Discover this beautifully renovated gem at 1339 22nd St, Sarasota, FL 34234 (1,681 sq ft living space on an 8,871 sq ft lot). Perfect blend of modern updates and classic Florida charm! Key Features: Prime Corner Lot with Double Street Access: Unique lot connecting to two streets (22nd & adjacent), offering exceptional curb appeal and flexibility. Ample Parking + 2-Car Attached Garage: Wide driveway spaces multiple vehicles easily – no parking hassles! Brand New Luxury Vinyl/Porcelain Tile Flooring Throughout: Sleek, durable, and easy-care for coastal living. Fully Updated Bathrooms: 2.5 modern baths with contemporary finishes. New AC System: Efficient, quiet cooling for year-round comfort. All-New Electrical & Plumbing: Complete modern rewiring and piping for safety and peace of mind. Gourmet Kitchen Shines: White shaker cabinets, stunning gray granite counters, blue subway tile backsplash, stainless steel appliances (fridge, dishwasher, range, microwave), and spacious breakfast bar open to the living/dining area. No HOA! Walk to Ringling College, minutes to Siesta Key beaches, downtown Sarasota dining/shopping, and SRQ airport. Built 1959, feels brand new inside. Zoned RSF3 – ideal for families, investors, or downsizers.

1339 22nd Street, Sarasota

4123 Bay Shore Road, Sarasota
$10,888,000
5 Beds ⋅ 7 Baths ⋅ Indian Beach SubDv. ⋅ 34234 Zip Code
An architectural landmark of contemporary design and sustainable luxury, this award-winning estate redefines coastal living in Sarasota’s coveted Museum Area. Honored as SRQ Magazine’s Home of the Year across multiple categories in 2023, the gated property sits on over an acre with nearly 180 feet of Sarasota Bay frontage and panoramic water views that stretch across every sightline. The generous lot leaves room to expand further, including space for a future guest house. Crowned by a powerful solar array atop its concrete roof, the home is capable of fully off-grid operation — a rare feat of engineering paired seamlessly with striking design. An oversized glass pivot entrance sets the tone, opening to a suspended staircase with solid wood treads, a private elevator, and floor-to-ceiling impact glass throughout. Water views greet you from every room, while a sweeping covered terrace blurs the line between indoor and outdoor living. The sleek chef’s kitchen transitions effortlessly from an open-concept entertaining space to an intimate private retreat. The primary suite and all four guest suites open onto a full-length veranda overlooking the bay, giving every bedroom its own front-row seat to the water. Downstairs, a spacious bonus room, abundant storage, a shaded lounge, and a four-car garage all connect to a dramatic 60-foot heated wet-edge lap pool — an entertainer’s dream and a private oasis in one. Blending European sensibility with coastal Florida architecture, this solar-powered sanctuary is where design, innovation, and nature meet in perfect harmony.

4123 Bay Shore Road, 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

5023 Village Gardens Drive Unit 29, Sarasota
$230,000
2 Beds ⋅ 2 Baths ⋅ Village Gardens Apt SubDv. ⋅ 34234 Zip Code
Move-in ready and not impacted by recent storms, according to the owner. In the desirable Village Gardens community, this beautifully updated home is set within a lush, park-like environment with mature tree canopy and exceptional recreational amenities. Residents enjoy access to a heated pool, pickleball and tennis courts, and an active clubhouse. Ideally just north of downtown Sarasota and minutes from the University Parkway corridor, providing convenient access to Sarasota-Bradenton International Airport, UTC Mall, Interstate 75, and renowned cultural destinations including Ringling Museum of Art & Design, Asolo Theatre, Sarasota Ballet, Ringling College of Art & Design and USF. This rare Palm model features a screened-in Florida room, making it one of the larger floor plans in the community. The home was extensively updated in 2023 with new electrical, renovated baths, an updated kitchen, new flooring, baseboards and fresh interior paint, creating a modern and inviting interior. Additional improvements include a paver patio added in 2025, ideal for outdoor relaxation. Inside, the home offers a welcoming foyer entry, a spacious great room with vaulted ceilings and clerestory windows. The kitchen has been renovated with beautiful cabinets, countertops and backsplash. The primary suite includes a walk-in shower, and direct access to the Florida room. The second bedroom has plenty of room and the guest bath includes a tub for soaking. An interior utility room offers additional storage along with a washer and dryer. Additional highlights include roof replaced in 2014 and air conditioner approximately 6–8 years old The HOA covers exterior maintenance and the roof, providing low-maintenance living in one of Sarasota’s charming and convenient communities. A rare opportunity to enjoy easy Florida living in a beautifully maintained neighborhood so move right in!

5023 Village Gardens Drive Unit 29, 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

721 Anegada Lane, Sarasota
$925,000
4 Beds ⋅ 4 Baths ⋅ Gracewater SubDv. ⋅ 34234 Zip Code
This brand new luxury Bay Haven model from Privada Homes located in the amenity-rich community of Gracewater will be ready for occupancy soon and has touches that even the most sophisticated buyer will enjoy. Starting with the location, Gracewater is located just 3 miles from downtown Sarasota and is convenient to Gulf Beaches, shopping and dining as well as the I-75 corridor. This gated community will feature an excellent amenity center- “The Pura Vida Club” which will offer a beach entry resort style pool with cabanas, a full-time social director to promote community interactions, fitness center to focus on your health, and pickle ball courts for non-stop fun. For your furry friends there is also a dog park. This brand new home features top-of-the-line construction with all impact glass doors and windows, storm-rated 8 foot garage doors, and all the latest building code standards. Inside, you’ll be drawn to water views and sunsets nightly from the rear of the home, and a host of upscale features such as Kitchen-Aid natural gas range, 42 inch uppers and soft close cabinetry in the kitchen, tile backsplash and Moen fixtures. The Bay haven offers a large and luxurious primary suite with oversized walk-in closet and bath with dual vanities. The main living level also features a dedicated office and open concept kitchen/living area. The upstairs area offers a bonus room, and full ensuite bedroom, and two additional bedrooms with shared bath. This home also comes with a heated pool and spa package and screened cage! Take advantage of new and now- schedule your private showing of this fine home today!

721 Anegada Lane, Sarasota

5370 Royal Palm Avenue Unit 5370, Sarasota
$214,900
2 Beds ⋅ 2 Baths ⋅ Royal Palm Villas SubDv. ⋅ 34234 Zip Code
WELCOME to this beautifully maintained 2 bedroom, 2 bath villa located in the desirable Royal Palm Villas community of Sarasota!! As you enter, you are greeted by a fully UPDATED kitchen featuring granite countertops, stainless steel appliances, and ample cabinetry, seamlessly opening to the dining area and spacious living room which is perfect for both everyday living and entertaining. The living room offers a two panel sliding glass door that leads to the SCREENED, fully TILED lanai overlooking a PRIVATE backyard, creating a peaceful indoor-outdoor living experience. The primary suite features its own sliding doors to the lanai, an updated ENSUITE bathroom with a single vanity, and a walk-in tiled shower. A second bedroom and a full guest bathroom with a tub/shower combo provide comfortable accommodations for guests or family. Enjoy relaxing evenings in the screened lanai or take advantage of the community pool with covered seating, ideal for gathering with friends and neighbors. The home was renovated with hurricane resistant materials for added durability and peace of mind. Whether you’re searching for a full-time residence, seasonal retreat, or investment opportunity, this home is perfectly located near Sarasota-Bradenton International Airport, the Ringling Museum and College, the Van Wezel Performing Arts Hall, downtown Sarasota, fine dining, shopping, and the FAMOUS Gulf beaches...you truly can’t beat this location!! Don't wait to make this your HOME and begin your FLORIDA Lifestyle!

5370 Royal Palm Avenue Unit 5370, Sarasota

2653 22nd Street, Sarasota
$534,900
3 Beds ⋅ 3 Baths ⋅ Lenray Heights SubDv. ⋅ 34234 Zip Code
Virtually Staged. TWO LIVING SPACES + $4,100/MONTH IN CURRENT RENTAL INCOME! A unique opportunity in Sarasota offering a beautifully updated main residence plus a private, separate-entry attached 1-bedroom, 1-bath in-law suite. The property is currently occupied by long-term tenants and generates $4,100 per month in combined rent. The main residence rents for $2,600/month, while the attached 1-bedroom suite rents for $1,500/month. The suite features its own private entrance, kitchen, living area, bedroom, bathroom and laundry, giving the property exceptional flexibility for rental income, multigenerational living, extended family, guests or a private work-from-home space. Inside, the home has been thoughtfully updated with modern finishes and offers a comfortable, move-in-ready interior. Outside, enjoy a spacious yard, mature trees and NO HOA, providing added flexibility for owners and investors alike. Located just minutes from Downtown Sarasota, shopping, dining, major roadways and everything Sarasota has to offer. Whether you’re looking for a primary residence with additional income potential, a multigenerational setup, or an investment property with established tenants already in place, this property offers something most homes in this price range simply do not: two separate living spaces and immediate income from day one. Tenant occupied. Please do not disturb tenants. Showings by appointment only. Photo digitally enhanced to remove personal property/clutter. No permanent property features altered.

2653 22nd Street, Sarasota

359 N Shore Drive, Sarasota
$4,950,000
5 Beds ⋅ 6 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
Virtually Staged. JUST COMPLETED! What a rare opportunity to own a stunning brand new, "State of the Art" home just next to a historic landmark, the Ringling Museum, which defines Sarasota's culture. Built by Seaward Homes, this residence is in the final stage of completion but still offers enough time to add your own ideas or touches, before occupancy. Enjoy the ultimate Sarasota lifestyle in the Museum Area. Designed by Lear Studio Architecture, this home epitomizes exceptional quality and attention to details. This domicile offers 4 en-suite bedrooms, and almost 4,000 sq ft of air-conditioned living space, including a multipurpose room that can be tailored for wellness, fitness, or a variety of additional lifestyle needs. The wide-open floor plan, generous room sizes, and large impact-rated safety glass sliding doors and windows fill the home with natural light. Terraces on the main and second floors provide ideal spaces to enjoy the outdoor lifestyle, plus a spacious rooftop terrace for great sunset views. The interior finishes include European oak wood flooring, fine cabinetry with quartz countertops, a custom floating steel-and-wood staircase, three high-efficiency mechanical systems, a top-of-the-line appliance package. Exterior features include solid concrete and masonry construction on the first floor, and premium architectural facade details with Travertine porcelain wall cladding. The resort-like pool area and custom spa are surrounded by a lush tropical landscape package. Downtown Sarasota and the Sarasota/Bradenton International Airport are just a few minutes away. Embrace the opportunity to own this unparalleled residence and experience luxury Florida living.

359 N Shore 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

3315 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

1755 8th Street Unit West, Sarasota
$1,100,000
4 Beds ⋅ 3 Baths ⋅ Gillespie Park Sub SubDv. ⋅ 34236 Zip Code
Under Construction. **New Construction Luxury Half Duplex in Gillespie Park – Walkable to Downtown Sarasota** Discover a rare opportunity to own a newly constructed luxury residence in Sarasota's highly sought-after Historic Gillespie Park neighborhood. This three-story, all-block half duplex offers more than 2,500 square feet of thoughtfully designed living space, featuring 4 bedrooms, 3 bathrooms, a spacious third-floor flex room, and an expansive rooftop-style balcony ideal for entertaining, working remotely, or enjoying Sarasota's year-round sunshine. Currently in the drywall phase of construction, this home presents a unique chance for buyers to personalize interior finishes, fixtures, and materials before completion. Major infrastructure is already in place, including electrical, plumbing, hurricane-rated PGT impact windows, and a durable EPDM roofing system. The versatile third-floor space can serve as a home office, media room, game room, art studio, fitness area, or private retreat. Located just four homes from Gillespie Park and only blocks from Downtown Sarasota, residents will enjoy convenient access to award-winning restaurants, boutique shopping, cultural venues, theaters, farmers markets, waterfront attractions, and the vibrant downtown lifestyle that makes Sarasota one of Florida's most desirable places to live. Priced at $1.1 million, this property offers the rare combination of new construction, customizable finishes, modern hurricane-resistant construction, and an unbeatable walkable location near downtown Sarasota. **Important:** This offering is for the west-side residence only. The property is currently situated on a single parcel. Sale is contingent upon final municipal approval, recording of the lot split, and issuance of a separate Parcel ID prior to closing. Schedule your private tour today and secure one of the most unique new construction opportunities currently available in Gillespie Park and Downtown Sarasota.

1755 8th Street Unit West, Sarasota

355 S Shore Drive, Sarasota
$2,295,000
3 Beds ⋅ 3 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
Build Your Dream Home on Sarasota Bay in Sapphire Shores! Set on an expansive 0.34-acre (14,665-sq.-ft.) waterfront lot, this property presents a rare opportunity to create a custom Sarasota residence in one of the city’s most desirable West-of-Trail neighborhoods. Perfectly positioned on a protected inlet that opens directly to Sarasota Bay, this oversized homesite offers stunning water views and the ideal setting for a modern coastal estate with private dockage and outdoor living space. Nestled among multi-million-dollar properties in the sought-after Sapphire Shores community, the location captures both tranquility and convenience. Just minutes from downtown Sarasota, residents enjoy easy access to world-class dining, boutique shopping, cultural landmarks, and vibrant nightlife. Nearby attractions include The Ringling Museum of Art, Sarasota Jungle Gardens, and the Van Wezel Performing Arts Hall, while Lido Beach, Longboat Key, and St. Armands Circle are only a short drive away. Offering a coveted combination of bay proximity, generous lot size, and prime positioning within Sarasota’s prestigious museum district, this property is ready for new vision—whether you imagine a coastal contemporary retreat or timeless Sarasota modern. Opportunities of this caliber are increasingly rare in today’s market—seize the chance to build your dream home in one of Sarasota’s most storied waterfront enclaves.

355 S Shore Drive, Sarasota

4035 Bay Shore Road, Sarasota
$7,400,000
8 Beds ⋅ 9 Baths ⋅ Indian Beach Map Of SubDv. ⋅ 34234 Zip Code
Commanding one of Sarasota's most spectacular bayfront settings, this gated estate is built like nothing else on the market. Set on 55 deep concrete piles driven 30 feet into the ground and built in 2021 entirely of cast-in-place concrete and masonry, including every slab and the roof, the home is a true hurricane fortress designed to stand for generations. An 8-car garage sits beneath the elevated residence on an oversized, fully fenced lot, offering privacy and security. Inside, the open floor plan has no interior bearing walls, only a few discreet columns per floor, allowing the layout to be reconfigured freely to suit any lifestyle. A full Control4 automation system runs throughout the home, and an elevator serves every level, including the roof, which offers the potential for a panoramic rooftop with sweeping views of Sarasota Bay and the city skyline. Outdoors, the property feels like a private resort. The waterfront pool features sunken seating and a swim-up bar, perfect for entertaining or soaking in Sarasota's sunsets over the bay, with direct bay access and unobstructed water views. Now significantly reduced, this is a rare opportunity on Sarasota Bay. The home is fully livable today, finished with simple, functional materials throughout rather than the luxury appointments a residence of this scale invites. The current price leaves a substantial budget to select every finish, fixture and surface to the owner's own taste, add an amazing pool deck and complete the rooftop to the highest standard. The engineering, the automation, the lot and the location are already in place. At this price, the next owner has the means to make it extraordinary.

4035 Bay Shore Road, Sarasota

377 S Shore Drive, Sarasota
$2,390,000
3 Beds ⋅ 3 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
Amazing opportunity to create your waterfront estate in Sapphire Shores, where history, culture, and growth meet. This 16,378 sq. ft. lot offers 87 feet of water frontage, a private dock, and direct access to Sarasota Bay. Positioned along a quiet shoreline, it overlooks an almost 900-foot-wide deep-water basin, providing both privacy and natural beauty. Sapphire Shores combines legacy estates, striking new builds, and proximity to cultural landmarks such as The Ringling Museum and Asolo Theatre. With the North Trails ongoing transformation, including new developments, zoning updates, Ringling Colleges expansion the neighborhood is emerging as a prime location for luxury residences. Whether for a custom estate or a speculative project, this is a rare chance to secure a large waterfront property in one of Sarasota's most dynamic luxury neighborhoods.

377 S Shore Drive, Sarasota

1744 10th Street, Sarasota
$625,000
2 Beds ⋅ 1 Baths ⋅ Schindler Sub SubDv. ⋅ 34236 Zip Code
RARE _L_A_N_D_ prime development opportunity in #GillespiePark . this Downtown Edge zoning district is ripe with new development and investment everywhere you turn. perfect placement for walk.bike.uber to THE BAY new 53 acre park-Gillespie Park-Bayfront Park & Marina-Ringling College of Art-Ringling Museum-Downtown District-Rosemary District-Van Wezel-St Armands cooridor-Lido Key cooridor-Longboat Key cooridor. Oh don’t forget transportation hub SRQ Sarasota Bradenton Airport proximity. Interstate 75 via straight shot down Fruitville Rd. note: this lot currently hosts a single family home and month to month tenant-but-the Florida Live Local Act-possible housing credits-and new Sarasota density bonuses could allow for greater multifamily density OR rebuild your next spec single family. this is your chance to be a part of reshaping the next 100 years in DTE. muy importante-FLOOD zone X. all information presented within listing is believed to be accurate but buyer must verify for themselves.

1744 10th Street, Sarasota

3301 Bay Shore Road, Sarasota
$3,600,000
3 Beds ⋅ 3 Baths ⋅ Indian Beach SubDv. ⋅ 34234 Zip Code
Exotic and extremely private bay front property on the market for the first time in 40 years. In fact, this is only the third time it’s been available in 100 years. Travel back in time to find ancient oaks and large palms, Banyans, and cedars. It’s an idyllic paradise reminding us of why people have come to these shores for millennia. Even the beachfront appears unadulterated as do several others along Sarasota’s north shore. Although this is direct waterfront, most of the land is not in the flood zone creating many possibilities for new structures on or near grade. What is most unique is the 444-foot lot depth. This is almost 4 times that of other bayfront parcels being redeveloped in the area. This extreme distance provides complete privacy from Bay Shore Road and with each adjacent property a multi-acre estate, the feeling of spaciousness and seclusion is complete. Leave the world behind on the long, winding shell drive through tree canopy and lush vegetation. At “the end of the road” is the original homesite on a small bluff directly on and overlooking Sarasota Bay. Your views are of Longboat and Lido Key and out New Pass to the Gulf of Mexico. Looking south you see our bustling little city of Sarasota and the John Ringling Bridge. Enjoy sea breezes in the afternoon and sunsets all year round. The original home on property evokes a bygone era but land values, building codes and FEMA regulations point toward new construction. A parcel like this is an architects dream providing the size necessary to create what anyone might want, elevation allowing cascading terraces down to the waterfront and multiple, potential “footprints” for accessory dwellings, accessory structures and more. Bay Shore Road has become an eclectic location for the grandest homes in Sarasota. This has led to sales over 10 million dollars and have exceeded 15 million. But you could not put a price on the most spectacular neighbor, Ca’ d Zan. John Ringling’s gilded Venetian palace anchors the neighborhood to the north and downtown Sarasota is just 2 miles south. Other nearby cultural & educational institutions include the Ringling Museum of Art, the Asolo Theater of Performing Arts, the Sarasota Ballet, the Ringling College of Art & Design and our newest amenity, The Bay Park Conservancy redeveloping 53 acres of City waterfront into a world class public park.

3301 Bay Shore Road, Sarasota

How much is your home worth?

Get instant property value now!