Location: Sarasota
Do Not Show Listings
7434 35TH LN E, SARASOTA, FL 34243
$465,00085 Days on yellowkey MLS ID: A4686705
REDUCED by $10,000 (2.1%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1983 Built: 2021Monthly Fee: $188 Tax: $6,355 (2025)Community: Grady PointeSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,355
Elementary School: Kinnan Elementary
High School: Southeast High
Tax Year: 2025
Middle School: Braden River Middle
Remarks: WOW Seller contributing 10K towards buyers closing costs or lender interest rate buy down!! Stunning Former Model Home in Grady Pointe! Discover this exquisite former model home in Grady Point, featuring an array of luxurious upgrades! This spacious 3-bedroom plus den, 2-bath residence is now available and ready for you to call home. As you step inside, you're greeted by soaring high ceilings and elegant upgraded moldings that set the tone for this sophisticated space. The open floor plan is thoughtfully designed with a split layout, offering both privacy and a seamless flow for entertaining. The chef's kitchen is a true highlight, boasting 42" cabinets, stunning 3cm granite countertops with a full tile backsplash, and stainless steel appliances. A large bar area provides additional seating, making it perfect for gatherings. The oversized dining room is ideal for hosting dinner parties, while the family room features a premium entertainment package for cozy movie nights. Upgraded tile flows throughout the living areas, making maintenance a breeze. Retreat to the luxurious primary suite, designed for relaxation, complete with dual vanities, a private water closet, a walk-in shower, and an expansive walk-in closet—truly fit for royalty! The versatile den is perfect for remote work, study, or hosting guests, complete with built-ins for added convenience. Two sizable guest bedrooms and a well-appointed guest bath round out this remarkable home. Situated on one of the best home sites in Grady Point, you’ll enjoy a tranquil water view with neighbors on only one side. The property is fully fenced, ensuring privacy, and includes an indoor laundry room for added functionality. This home has been meticulously upgraded with top-tier options, from paint to cabinets to millwork. Don't miss the chance to make this dream home yours! Schedule a showing today! Grady Pointe is conveniently situated just three miles north of Downtown Sarasota, providing a serene environment surrounded by small corporate parks, private schools, golf courses, churches, and gated communities. KB Home has limited the neighborhood to fewer than 60 lots, ensuring ample green space for residents. Approximately half of the properties boast scenic views of two large lakes.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Michelle Ward (941-920-2460)
733 TAILWIND PL, SARASOTA, FL 34240
$1,325,00040 Days on yellowkey MLS ID: A4692495
1 Days Off yellowkey (back on 6/12/2026)
REDUCED by $24,000 (1.8%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2376 Built: 2022Monthly Fee: $433 Tax: $15,703 (2025)Community: Lakehouse Cove/Waterside Ph 3Spa: YesSingle Family
Taxes:$15,703
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Welcome to 733 Tailwind Place, a beautifully upgraded residence in the sought-after community of Lakehouse Cove at Waterside, where refined design meets modern convenience. This exceptional home showcases an open, light-filled layout enhanced by elegant tray ceilings, custom stacked stone wall accents, and an electric fireplace that creates a warm and inviting living space. The gourmet kitchen is designed for both everyday living and entertaining, featuring quartz countertops, GE Profile appliances, a reverse osmosis system at the sink, and a stylish built-in wine bar. Throughout the home, plantation shutters, upgraded lighting and fans, app-controlled Lutron dimmers, and custom-built closet systems add both sophistication and functionality. The spacious owner’s suite offers two walk-in closets, dual vanities, and a beautifully designed walk-in shower. A split-bedroom floor plan provides ideal privacy for both guests and family members, while a den/office just off the living area adds flexibility for work or relaxation. The outdoor living area serves as a private oasis, perfect for year-round entertaining or quiet evenings at home. Enjoy unobstructed sunset views overlooking nature and a preserve from the panoramic screened lanai. The custom-built outdoor kitchen is equipped with a grill, sink, and wine fridge, while the sparkling saltwater pool features a spa, sun shelf, and built-in table with bench seating - perfect for playing cards or enjoying a casual meal. Designed for both comfort and peace of mind, the home includes a fenced backyard, hurricane-impact windows and doors, a comprehensive security system with exterior cameras, and Safehouse Security whole-home internet. The garage has also been thoughtfully upgraded with custom storage solutions and a mini-split air conditioner added in 2025. Additional enhancements completed within the last year include a whole-home gas generator, water softener system, sealed driveway and lanai pavers, upgraded landscaping with additional palm trees and decorative rock accents, as well as fresh exterior paint. This move-in-ready home seamlessly blends luxury upgrades with practical features and is offered furnished, with a few exclusions. Lakehouse Cove residents enjoy access to an impressive amenity center featuring a resort-style pool and hot tub, clubhouse, fitness center, kayak boathouse, pickleball and bocce ball courts, dog park, and event lawn. Just minutes away, Waterside Place offers some of the area’s best dining, shopping, entertainment, and its popular farmers market. Conveniently located near I-75, University Town Center, and Lakewood Ranch Main Street, the home is also just a short drive from the pristine beaches of Siesta Key, Lido Key, and Longboat Key.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Molly Higdon, Llc (941-875-1722)
2424 ASHTON RD, SARASOTA, FL 34231
$2,442,50053 Days on yellowkey MLS ID: A4691268
REDUCED by $200,000 (7.6%) on 06/08/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2872 Built: 2026 Tax: $5,146 (2025)Community: Phillippi CrestSpa: YesSingle Family
Taxes:$5,146
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Pre-Construction. To be built. Pre-Construction | To Be Built by E/M Custom Homes. Rare opportunity to build a custom luxury estate on a private 1-acre homesite in a highly desirable Sarasota location with no HOA, no deed restrictions, and not located in a flood zone. The property also offers the potential to be subdivided into four separate parcels, creating exceptional future investment and development opportunities. The lot is available separately for $900,000. This thoughtfully designed floor plan features an open-concept layout with a spacious great room accented by decorative coffered ceilings, a gourmet kitchen with a large center island, quartz countertops, and premium wood cabinetry. The home includes 3 bedrooms, a dedicated den, bonus room, and a 3-car garage, providing flexibility for a home office, gym, media room, or additional living space. Outdoor living is enhanced by a covered lanai and summer kitchen, perfect for entertaining and enjoying the Florida lifestyle. With no deed restrictions, there is ample room for a pool, detached garage, guest house, RV, or boat storage. Ideally located just 2.5 miles from Siesta Key Beach, minutes from Downtown Sarasota, and with convenient access to I-75. Situated within a highly rated school district with access to sought-after magnet schools. Built by E/M Custom Homes, renowned for quality craftsmanship and personalized design-build services. Buyers still have time to customize floor plans, finishes, and selections to create their dream home. Photos are of a recently completed model and are for illustrative purposes only. Other floor plans and customization options are available upon request.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Pat Rodriguez (941-685-5805)
4185 ROBERTS POINT CIR #LOT 19, SARASOTA, FL 34242
$3,400,000233 Days on yellowkey MLS ID: A4669769
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 3200 Built: 2026Community: Roberts Point 2Spa: YesSingle Family
Taxes:$0
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, masterfully designed in timeless West Indies coastal style and located in the exclusive Roberts Point enclave on Siesta Key. This exquisite residence blends architectural elegance with modern coastal engineering, offering both refined beauty and peace of mind in one of Sarasota’s most desirable island settings. Constructed to the highest coastal standards, this home exemplifies Noah Thomas Builders’ commitment to craftsmanship and durability. With solid concrete block construction, hurricane-rated impact windows and doors, metal roofing, and elevated foundation systems, it’s designed to withstand Florida’s most demanding coastal conditions while maintaining unmatched elegance. The interior features open-concept design, soaring ceilings, and expansive glass sliders that invite natural light and connect seamlessly to the outdoor living spaces. The chef’s kitchen is a showpiece with premium appliances, custom cabinetry, and a large center island ideal for entertaining. The primary suite offers a spa-like retreat with a luxurious bath with freestanding soaking tub, dual vanities, and a spacious walk-in shower. Additional guest suites each feature designer finishes and en-suite baths, while a flexible bonus room provides space for an office, gym, or media retreat. Designed for year-round enjoyment, the outdoor living area includes a fully equipped kitchen, outdoor dining terrace and a resort-style pool and spa. Every space has been designed to take full advantage of Siesta Key’s gentle breezes and year-round sunshine — creating a true outdoor sanctuary that’s both private and unforgettable. The rooftop deck, however, defines this residence. This elevated sanctuary invites you to experience Siesta Key from a completely new perspective. Imagine sunrise yoga sessions with bay breezes, afternoon lounging under a canopy, or unforgettable sunset gatherings framed by fiery Gulf skies. The rooftop deck creates a one-of-a-kind open-air retreat that feels both private and cinematic. Whether hosting guests or escaping for solitude, this rooftop oasis is where the rhythm of island life meets the art of design. Situated on the quiet north end of Siesta Key, Roberts Point is prized for its natural beauty, privacy, and proximity to Siesta Beach, Siesta Village, and downtown Sarasota. Experience West Indies coastal luxury at its finest — where superior design, outdoor living, and hurricane-rated craftsmanship unite in this extraordinary new home by Noah Thomas Builders. All images, renderings, and descriptions illustrate the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
3522 FERNDELL, SARASOTA, FL 34235
$499,000102 Days on yellowkey MLS ID: TB8482180
REDUCED by $40,000 (7.4%) on 05/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1998 Built: 1980Monthly Fee: $153 Tax: $2,457 (2025)Community: The MeadowsSingle Family
Taxes:$2,457
Elementary School: Gocio Elementary
Middle School: Booker Middle
Remarks: Virtually Staged. Sarasota’s most beloved communities — Location! Location! Motivated seller is offering exceptional value in one of Sarasota’s most sought-after neighborhoods. The Meadows, 1,600 park-like acres in an enviable location, is a resort lifestyle community 15 minutes from downtown. Residents enjoy 14 miles of trails, fun activities, fitness center, Junior Olympic pool, 10 pickleball courts, dining venues plus pay-to-play three 18-hole golf courses and a top-notch tennis complex. This inviting 3-bedroom, 2-bath home features an open, comfortable split floorplan layout designed for effortless everyday living. The kitchen offers multiple dining spaces—from a bar-height counter to a bright breakfast nook—creating the perfect setting for morning routines and casual gatherings. Expansive floor-to-ceiling sliders open the main living area to the spacious lanai and private backyard, seamlessly blending indoor comfort with Florida’s signature outdoor lifestyle. Whether hosting friends or enjoying quiet evenings, the flow feels natural and relaxed. A true split floor plan provides privacy for guests, while the spa-inspired primary suite offers a calming retreat with a sunken whirlpool tub and custom vanity area. Thoughtful finishes throughout add warmth, comfort, and character. Major updates include a 2023 roof and 2025 HVAC, offering valuable peace of mind. Tucked away on a quiet cul-de-sac, this home places you minutes from Siesta Key Beach, Mote Marine Aquarium, Sarasota’s vibrant arts and theater district, UTC Mall, Benderson Park, Lakewood Ranch Waterside, and SRQ Airport—giving you access to the best of Sarasota living. Homes that combine lifestyle, comfort, and community at this new price point are rare. Motivated seller — schedule your private showing today. Quick move-in available.Photos have been virtually stages to illustrate the property's potential
Listing is courtesy of: RE/MAX REALTY UNLIMITED (813-684-0016)
Listing Agent: Marilyn Gioffre (347-802-5489)
2345 BAHIA VISTA ST, SARASOTA, FL 34239
$820,000170 Days on yellowkey MLS ID: A4672606
REDUCED by $29,000 (3.4%) on 06/11/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2141 Built: 2023 Tax: $8,758 (2024)Community: Avon Heights 2Single Family
Taxes:$8,758
Elementary School: Alta Vista Elementary
High School: Sarasota High
Remarks: Virtually Staged. New construction and under $1m in the sought after Southside school district this is very rare, but you have found it right here and your opportunity is knocking. Custom Luxury Living Near Downtown Sarasota! Welcome home to this exquisite, 4 bed 2 and a half bath custom-built residence designed by renowned Piper Navy! This two-story traditional model offers unparalleled craftsmanship and exceptional amenities just moments from Sarasota's vibrant core. Step inside to discover a truly thoughtful design, featuring soaring 9'4'' ceilings and elegant crown molding. The gourmet kitchen is a chef's dream, boasting an entertaining island, all-wood cabinetry, and stunning quartz countertops. Beautiful wood flooring flows seamlessly throughout the entire home. Constructed with block on both floors and featuring upgraded underground electric service, this residence is built for lasting quality. Enjoy peace of mind and abundant natural light thanks to custom hurricane PGT Florida Impact Rated windows and doors. The floor plan includes a gorgeous master suite on the ground floor, with a beautiful ensuite bathroom with carrara tile flooring and free standing bath to wallow the night away in after a hard day, there is also a versatile loft, with ample storage space, Upstairs is a further three guest bedrooms with luxurious bathroom and a bonus landing area that can be utlized and made into an open plan office space, should you need to work from home. Relax or entertain guests on the expansive rear concrete lanai with fenced in mature private gardens. There is also room to build a pool,should you wish to in the future The exterior is completed with an irrigation system, St. Augustine grass, and a paver front driveway, providing beautiful curb appeal.This property offers an unbeatable Sarasota lifestyle! With the boutique area of Hillview around the corner ,Siesta key beach and You are less than 5 minutes from downtown Sarasota's beautiful Marina, cultural attractions, and fine dining. Less than 10 minutes to reach the world-renowned St. Armands Circle and the pristine sands of Lido Beach, offering upscale shopping and entertainment, you are in the best central location you could ask for.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rory Mcdonald (941-961-7247)
2369 BAHIA VISTA ST, SARASOTA, FL 34239
$820,000165 Days on yellowkey MLS ID: A4676532
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2141 Built: 2023 Tax: $7,964 (2025)Community: Avon Heights 2Spa: NoSingle Family
Taxes:$7,964
Elementary School: Southside Elementary
Remarks: Discover the ultimate in luxury living just a short drive from downtown Sarasota, St. Armands Circle, and Lido Beach! Designed by Arrow Homes, this inviting custom-built 2 story residence offers 4 bedrooms and 21/2 baths. Don’t miss the elegant traditional design and exceptional craftsmanship. Enjoy impressive 9’-4” ceilings, spacious owners suite, bonus loft area, custom PGT Florida Impact Rated windows and doors, oversized 2 car garage, and immaculate wood flooring and beautiful crown molding throughout the home. The open airy gourmet kitchen boasts wood cabinetry, complete with an entertainer’s island, and elegant quartz countertops highlighting the custom feel. The spacious first floor owners suite is an oasis of calm with tray ceiling, crown molding, walk in closet and a custom attached bath featuring a glass enclosed shower and freestanding soaking tub. Upstairs is the loft area along with 3 additional bedrooms and a full bath. The loft area offers desirable extra space for an office, sitting room, or kids TV area. Outside the oversized raised lanai invites you to fully enjoy the Florida way of life with plenty of room for an outdoor kitchen, hot tub, and more! The exterior of the home offers a private backyard beautifully designed landscaping, St Augustine grass, a dedicated irrigation meter and system, and a paver drive and walkway. This fantastic location is in the Southside school district with quick access to high-end shopping, dining, and entertainment opportunities. There is also room for a pool should you wish to add to the property. LOCATION, LOCATION, LOCATION! Perfectly situated to enjoy all that Sarasota has to offer. You are just minutes from the vibrant energy of Downtown Sarasota, the exclusive shopping and dining of St. Armands Circle, and the iconic shores of Lido Beach. Enjoy a short drive to world-famous Siesta Beach and the charm of Pinecraft. Exceptional proximity to top-tier medical facilities, being only half a mile to Sarasota Memorial Hospital PLUS the interstate all within 3-5 miles or just steps to public transportation. This is the exceptional lifestyle and quality home you have been waiting for!
8152 LONGBAY BLVD, SARASOTA, FL 34243
$3,250,00018 Days on yellowkey MLS ID: A4695175
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4383 Built: 2001Community: Benatovich-DitomasoSpa: NoSingle Family
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: Discover timeless European elegance and exceptional gated waterfront living at this meticulously remodeled bay-front residence. This 4-bedroom, 3.5-bath home offers 4,383 square feet of refined living space on a spacious 37,800-square-foot lot with 100 feet of direct Sarasota Bay frontage. Enjoy breathtaking water views in a private, natural setting protected by mangroves, mature landscaping, and specimen plantings. The property sustained no flood damage during the 2024 storm season. Built in 2001 and fully transformed in 2016, the home features exceptional craftsmanship, handsome millwork, and thoughtful custom updates throughout. Soaring ceilings, an impressive entryway, engineered scraped maple and porcelain tile flooring, and abundant natural light create an open, inviting atmosphere ideal for both grand entertaining and relaxed everyday living. On the main floor, the home features a spacious living room with electric fireplace, a separate dining room which could double as an office, the kitchen and breakfast area, and a well-designed laundry room, plus 2 generous bedrooms that connect to a den/sitting area and a wet bar. The gourmet kitchen is a chef’s masterpiece, boasting quartz countertops, two islands, a pot filler, a large walk-in pantry, and premium appliances including a Sub-Zero refrigerator, Bosch dishwasher and gas range with custom hood, Samsung Duo-zone oven, microwave, and under-counter wine/beverage cooler. It also features solid wood custom cabinetry and a beautiful farmhouse double sink. A generous laundry room offers LG front-loading washer and dryer, solid wood cabinetry, a custom drying rack, and a built-in ironing board. The upstairs primary suite is a true retreat, complete with its own entry gallery and a private sitting room featuring a cathedral ceiling. Step out onto the large private balcony overlooking the pool, lush gardens, and sailboats on Sarasota Bay. The luxurious primary bath includes a large shower, double vanity, a separate built-in dressing table, and a spacious 13’ x 16’ his-and-her's walk-in closet with custom organization and display features. The versatile fourth bedroom functions as a garage apartment, offering a main-floor living room and kitchenette, plus a large second-floor bedroom and bath with its own private balcony—perfect for guests, a caregiver, or extended family. Outside, resort-style living awaits on the expansive covered patio overlooking a 45’ x 15’ private pool, beautiful landscaping, and panoramic Sarasota Bay views. Additional highlights include a full irrigation system with well, a 2018 standing seam metal roof, tankless water heater, updated HVAC systems, and a well-positioned outdoor kitchen with a Blaze grill. Perfectly located just three miles north of downtown Sarasota, this exceptional bay-front home is minutes from the Ringling Museum, Ringling College of Art and Design, SRQ International Airport, fine dining, cultural venues, St. Armands Circle, and the pristine Gulf Coast beaches.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Julie Klick (941-780-6001)
1356 POINT CRISP RD, SARASOTA, FL 34242
$4,495,00041 Days on yellowkey MLS ID: A4692551
2 Days Off yellowkey (back on 5/12/2026)
Bed: 5 Bath: 5.5 Gar: 6 Liv Area Sq Ft: 7443 Built: 2005 Tax: $61,095 (2025)Community: Point Crisp AddSpa: YesSingle Family
Taxes:$61,095
Remarks: Virtually Staged. Ideally positioned on the exclusive Point Crisp Peninsula of Siesta Key, this waterfront estate offers a rare blend of privacy, scale, and direct boating access, with sweeping views spanning both Little Sarasota Bay and the Intracoastal Waterway. Set on over 230 feet of water frontage, the property features a newly constructed T-shaped dock (2025) and allows for effortless arrival by land or water, all complemented by the rare advantage of nearby beach access. Spanning more than 7,400 square feet of interior living space, the five-bedroom residence is designed for elevated coastal living, where expansive entertaining areas and walls of glass frame panoramic water views throughout. Freshly painted and ready for personal customization, the two-story interior is defined by high coffered and tray ceilings, crown molding, solid-core doors, and a blend of marble and wood flooring. A grand double-door entry opens to a soaring living area with a cathedral ceiling and statement fireplace, while floor-to-ceiling sliding glass doors create a seamless connection to the outdoor living spaces. The multi-level outdoor setting is designed for both gathering and relaxation, featuring an extended travertine deck, covered lounge areas, an outdoor gas fireplace, a summer kitchen with built-in grill and wraparound bar, an additional grilling station, and a heated pool and spa—all overlooking the tranquil waterfront. At the center of the home, the gourmet kitchen was redesigned in 2022 with quartzite countertops, custom cabinetry, professional-grade appliances, and an oversized island with seating. The adjacent family room offers built-in features and direct access to the outdoor entertaining areas, creating a natural flow for everyday living. The primary suite, located on the main level, serves as a private retreat with expansive water views, a custom walk-in closet, and a spacious en-suite bath. An additional guest suite on this level provides flexibility for a study, fitness room, or nursery. The second level is dedicated to guest accommodations and recreation, offering a home theater, an oversized game room with wraparound bar, multiple terraces, and three additional bedroom suites—one of which is generously scaled to function as a second primary suite—each with access to outdoor living spaces. The ground level includes a six-car split garage with multiple storage and utility rooms, supporting both functionality and flexibility. Located within one of Siesta Key’s most sought-after enclaves, this residence offers the unique combination of close beach access and protected boating waters. Just minutes away, Siesta Key Village provides dining and boutique shopping, while downtown Sarasota offers a vibrant cultural scene with theaters, galleries, waterfront parks, and marinas—delivering a lifestyle that balances coastal tranquility with everyday convenience.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
1817 6 TH ST, SARASOTA, FL 34236
$999,99925 Days on yellowkey MLS ID: A4694609
REDUCED by $95,001 (8.7%) on 06/12/2026
Bed: 8 Bath: 3.0 Liv Area Sq Ft: 2211 Built: 1932 Tax: $12,519 (2025)Community: Gillespie Park SubSpa: NoSingle Family
Taxes:$12,519
Remarks: Build your downtown Sarasota legacy on one of the largest and most strategically positioned parcels to come to market in Gillespie Park in years. This rare ±19,400 SF double lot (100' x 194') sits in the heart of one of Sarasota's most actively transforming neighborhoods, offering a blank canvas for contractors, custom builders, developers, and end users ready to capitalize on the city's most compelling infill corridor. DTN (Downtown Neighborhood) zoning allows for this ±0.45-acre site the potential to support approximately 5 residential units, a luxury single-family estate, a multi-generational compound, or a boutique townhome project (buyer to verify all uses with the City of Sarasota). The two combined lots create a 100-foot-wide buildable footprint that is extraordinarily rare at this proximity to downtown. Located in Flood Zone X, the property carries no mandatory flood insurance requirement and faces none of the elevation and construction cost burdens that affect so much of coastal Sarasota — a significant competitive advantage for any development pro forma. The site is clean and ready for permitting. Gillespie Park is not an emerging neighborhood — it has arrived. Adjacent to the Rosemary District (Sarasota's most walkable neighborhood with a Walk Score of 88), the area is surrounded by completed and ongoing new construction. Residents walk to Main Street dining, the Sarasota Farmers Market, Whole Foods, Sprouts, Regal Cinema, the Van Wezel Performing Arts Hall, and The Bay — Sarasota's transformative 53-acre waterfront park. Siesta Key Beach is approximately 20 minutes away. Opportunities to acquire nearly half an acre with this zoning flexibility, this location, and this lot dimension do not come along often. Whether you are a developer looking for your next high-margin project or a buyer ready to build a custom urban oasis, this is the site.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Vincent Lamaida (941-416-5654)
119 MCKINLEY DR, SARASOTA, FL 34236
$6,195,00068 Days on yellowkey MLS ID: A4688706
REDUCED by $100,000 (1.6%) on 06/12/2026
Bed: 10 Bath: 11.0 Gar: 4 Liv Area Sq Ft: 4443 Built: 2023 Tax: $69,719 (2025)Community: Lido BeachSpa: YesSingle Family
Taxes:$69,719
Elementary School: Fruitville Elementary
Remarks: Coastal luxury meets exceptional investment opportunity on Lido Key. Just steps from the white sands and turquoise waters of Lido Beach, this custom one of a kind residence offers 10 bedrooms, 10 full baths, and 2 half baths in a beautifully designed turnkey furnished setting. Built with a sophisticated contemporary aesthetic, the home features an open concept floor plan spanning multiple living levels, designed for both effortless entertaining and comfortable everyday living. The chef’s kitchen is a true centerpiece, complete with a large quartz island, walk in pantry, panel ready refrigerator, premium appliances, and custom lighting. Each of the 10 bedrooms includes its own ensuite bath, creating a private and luxurious experience for guests and making the home ideal for large gatherings or vacation rental use. Thoughtful design elements, including unique accent walls and upscale finishes, add character and cohesion throughout. Outdoor living is equally impressive, with multiple balconies, an expansive patio, and a private pool and spa that create a true resort-style atmosphere. The upper level offers an additional entertaining space with a wet bar, while the rooftop terrace delivers stunning views and the perfect setting to relax or host guests. An elevator services the home for added convenience, and the spacious primary suite provides a serene retreat with a double vanity, walk-in shower, and a freestanding soaking tub. Located just minutes from St. Armands Circle and a short drive to downtown Sarasota’s dining, shopping, and cultural attractions, this property offers the best of coastal living with strong income potential.
Listing is courtesy of: AMI REALTY GROUP (941-794-0204)
Listing Agent: George Desear (941-725-7163)
2715 INGOT PL, SARASOTA, FL 34235
$349,90026 Days on yellowkey MLS ID: A4694449
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1516 Built: 1959 Tax: $3,026 (2025)Community: Kensington ParkSingle Family
Taxes:$3,026
Remarks: Under contract-accepting backup offers. Virtually Staged. Owner Occupy or Investor opportunity! Located in Kensington Park with NO HOA Fees. This Single story 3 bed Pus Den, 3 full bath home features a Separate Private Entry In-Law apartment with its own full bath and Kitchenette for potential rental income or Multi-Gen living. This is a decorators dream! The Open Concept floor plan with large windows offer natural light throughout every room. The beautiful vaulted ceilings with wood beams make an impression and feel of a much larger home. The Bedrooms all feature wood look Vinyl Plank flooring and the continuation of the high vaulted ceilings. Tile floors throughout the main living area and custom tile work in the kitchen and bathroom finish of the space with a neutral style. Enjoy the best of Floridas weather in front screened Lanai finished with Pavers. The fenced backyard gives privacy and an opportunity to create and enjoy the outdoor lifestyle with gardens or activities. The storage shed located in the backyard provides extra storage. Walking distance to playgrounds and just 10 minutes from golf courses, museums, shopping, restaurants and downtown Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Mark Massaro (860-268-2790)
8452 EAGLE PRESERVE WAY, SARASOTA, FL 34241
$679,000120 Days on yellowkey MLS ID: A4682732
REDUCED by $10,000 (1.5%) on 05/26/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2594 Built: 1995Monthly Fee: $183 Tax: $839 (2025)Community: Misty CreekSpa: YesSingle Family
Taxes:$839
Remarks: Under contract-accepting backup offers. Don't let this one get away! * Location, location, location * A-RATED SCHOOL DISTRICT * This EXECUTIVE FAMILY HOME BOASTS A VERY PRIVATE SETTING BACKING TO A 62 ACRE PRESERVE - no neighbor to the rear! * PREMIUM ESTATE-SIZED Lot is almost 1/2 Acre * It's a special opportunity to live in the sought after GATED NEIGHBORHOOD of MISTY CREEK * ROOF 2015 * NEW A/C 2019 * ALMOST ALL APPLIANCES ARE 2 YEARS OLD * Volume ceilings * Split plan design * Spacious Primary Suite with a Spa-style Bath featuring a walk-in shower, tub & dual sinks * Formal Living Room & Formal Dining Room * Chef's Kitchen with granite counter-tops is open to the Family Room with a GAS Fireplace * A great home for entertaining or simply relaxing in your slice of paradise * CUSTOM POOL & SPA * OVERSIZED COVERED LANAI * VERY PRIVATE SETTING * Custom landscaping * Yard irrigation with private yard well * Gated neighborhood with 24/7 security * Misty Creek Country Club is including 1 month free golf membership with the sale of this home * Membership to Golf & Country Club is NOT mandatory * LOW HOA FEES! * Country feel yet 5 minutes to the NEW Publix shopping plaza & Rothenbach Park * Short 15 minute drive to Siesta Key Beach or UTC Mall * A-RATED SCHOOL DISTRICT * One look & you'll fall in love!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Brown (941-330-7774)
2712 NANCY ST, SARASOTA, FL 34237
$715,00027 Days on yellowkey MLS ID: A4694325
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2035 Built: 1956 Tax: $4,097 (2025)Community: Paver Park Estates 2Nd AddSpa: YesSingle Family
Taxes:$4,097
Remarks: Incredible Sarasota Property Featuring Two Homes near Downtown. Rare Sarasota opportunity with private guest quarters and direct access to the Legacy Trail! Welcome to 2712 Nancy Street, a unique and versatile property offering a spacious 3-bedroom, 2-bath main, 1-Carport residence plus separate guest quarters complete with an additional 4th bedroom, 1.5 baths, kitchen, and custom built-ins — ideal for multigenerational living, extended family, guests, rental income, or a private home office setup. Blending timeless 1950s charm with thoughtful updates, New A/C 2026, the home showcases beautiful Amish craftsmanship throughout, including custom built-ins, detailed carpentry, arched doorways, and classic barrel ceilings. Recent updates include a newer roof (3 years old), luxury vinyl flooring, granite kitchen countertops, and stainless steel appliances that are approximately 3 years old. The spacious Primary Suite offers exceptional flexibility with a walk-in closet, private bath, hobby room, and sitting room that can easily adapt to a variety of lifestyle needs. Outside, the property is designed for convenience and entertaining. A U-shaped driveway with pavers in both the front and backyard provides excellent and secure parking for a golf cart, boat, RV, or multiple vehicles. The fully fenced backyard features a storage shed and an entertainer’s dream setup complete with a covered patio/bar area and hot tub. With minimal grass cutting required and irrigation in the front yard, the outdoor spaces are both functional and low maintenance. Perfectly positioned in the heart of Sarasota, this home offers an unbeatable lifestyle with the Legacy Trail directly behind the property. Hop on your bike from the backyard and reach Payne Park, Publix, Alta Vista Elementary, Sarasota High School, Arlington Park, and Pinecraft in 15 minutes or less. Downtown Sarasota is just 2 miles away, while Lido Beach and Sarasota’s world-famous beaches are only a short drive away. This location combines convenience and recreation like few others. Walk to events at the Sarasota Fairgrounds without the hassle of parking, enjoy fireworks views from Bayfront Park, or take a quick bike ride for pizza or ice cream in nearby Pinecraft. Sarasota Memorial Hospital is less than 2 miles away, making everyday living exceptionally convenient. Situated on a quiet street where many neighbors have lived there for over 40 years, the neighborhood offers a welcoming atmosphere and a rich blend of cultures and backgrounds that truly make this area special. Whether you are searching for a primary residence, investment opportunity, or flexible multigenerational property, this home delivers location, lifestyle, character, and versatility all in one exceptional Sarasota address.
Listing Agent: Peter Lasalle (941-350-0651)
2121 PALM TER, SARASOTA, FL 34231
$625,000104 Days on yellowkey MLS ID: A4684433
REDUCED by $5,000 (0.8%) on 06/12/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1681 Built: 1950 Tax: $5,120 (2025)Community: Harbor OaksSingle Family
Taxes:$5,120
Remarks: Backyard retreat + income-producing detached studio + steps to Trader Joe’s! Quiet dead-end street near Siesta Key & Downtown Sarasota—privacy meets prime location. Extensively updated and ideally located, this Sarasota home offers the perfect blend of lifestyle and convenience—just minutes to Downtown, Siesta Key Beach, Sarasota Memorial Hospital, and SRQ Airport. The private backyard is a true highlight, featuring lush landscaping, custom hardscaping, a pergola, and a striking mural—fully fenced (2023) for privacy and perfect for entertaining or relaxing outdoors year-round. Inside, the home is move-in ready with fresh paint, custom feature wall, built-in closets, blackout blinds, and hurricane-rated windows and doors for peace of mind and natural light. The kitchen includes a Bosch dishwasher (2025), Samsung range and microwave (2023), plus LG washer/dryer (2023). Additional upgrades include whole-home water filtration with reverse osmosis (2022), air purification (2024), generator with transfer switch (2025), updated plumbing, maintained HVAC, and a new 28-gallon water heater (2026). The upgraded garage features waterproof flooring, built-ins, insulation, and mini-split AC (2025)—ideal for a gym, workshop, or flex space. The detached studio adds exceptional versatility with a private entrance, outdoor space, kitchenette, full bath, washer/dryer, and dedicated AC (2023). The studio has been successfully rented, offering strong income potential or flexibility for guests or a private office. A rare opportunity combining privacy, flexibility, and a highly desirable Sarasota location. SELLER IS NOW OFFERING $5,000 TOWARDS CLOSING COSTS AND RATE BUY DOWN.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Samantha Markbreit (845-558-4828)
2271 PINE VIEW CIR, SARASOTA, FL 34231
$474,900419 Days on yellowkey MLS ID: A4649803
1 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1920 Built: 1980Monthly Fee: $7 Tax: $4,966 (2024)Community: Gulf Gate PinesSingle Family
Taxes:$4,966
Remarks: Under contract-accepting backup offers. Welcome to your perfect Sarasota retreat! Nestled in the beloved Gulf Gate Pines neighborhood, this lovingly maintained three-bedroom, two-bath home provides a rare combination of space, comfort, and unbeatable location. With 1,920 square feet of thoughtfully designed living space, this home is filled with natural light that brings a peaceful, happy energy to every room. Whether you are a city dweller or a beach lover, this is the ideal location in south Sarasota! Step inside and discover spacious living areas perfect for gatherings or quiet moments. Generous closets, a two-car garage, and a practical split-bedroom floor plan provides everyday convenience, while charming touches like a cozy wood-burning fireplace and a screened lanai invite you to slow down and savor the Florida lifestyle. Tucked away on a quiet street, yet minutes from the quartz sands of Siesta Key-recently voted #1 Beach in the United States for 2025 (again), vibrant shopping, delicious dining, parks, and all of life's necessities, this home makes everyday living feel like a getaway. It's easy to imagine morning coffee on the lanai, afternoon beach adventures, and evenings under the soft glow of the setting sun — all from a home filled with wonderful memories and ready for yours. Well-cared for and ready to welcome its next chapter, this is truly a home with great bones, great energy, and endless possibilities. Whether you're looking for a full-time residence, a winter retreat, or a smart investment, 2271 Pine View Circle is waiting to welcome you home. Very low HOA fees lend this home to many options and freedom of living. Designated for Flood Zone X (to be verified by buyer) is a relief for many concerned with owning a piece of Florida paradise! Seller is not interested in owner-financing so please stop asking.
Listing Agent: Christine Williams (941-287-5112)
2559 E PAULSTAN CT, SARASOTA, FL 34237
$469,9006 Days on yellowkey MLS ID: A4696590
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1287 Built: 1952 Tax: $5,125 (2025)Community: Paver Park EstatesSingle Family
Taxes:$5,125
Remarks: Great 2 bedroom and 2 bath home close to downtown and the Legacy Trail. Super quiet street. This home is on large lot size of 9000 square feet making it perfect lot for future new home, with tearing down existing home and putting up a new multi million dollar home. This area has several multi million dollar homes going up and the entire area has new homes going up with all in the million dollar plus range. Or stay there or rent out home till your ready for the new home to go up. Home features large custom kitchen, newer windows, extra large inside laundry room with storage shelfs, new ceramic tile floors in the bedrooms, bath, and hallway. Home also has large concrete front porch, new extra large rear porch, brick paver drive way, shell from yard, separate shed, fenced in rear yard, and more. Great location for riding your bike downtown or walking your dog to the paved Legacy Trail. You can also take The Legacy Trail about 1 mile East and go to the new 12 public pickleball courts behind the Sarasota Fairgrounds! If not familiar with area, its definitely worth taking a look at the location and seeing the multi million dollar homes going up. A unique opportunity to own a home with large lot close to downtown with huge potential to redevelop now or later.
Listing is courtesy of: AUTHORITY REALTY INC (941-752-0295)
Listing Agent: Jeffrey Wall (941-724-5333)
4204 PRAIRIE VIEW DR, SARASOTA, FL 34232
$625,0005 Days on yellowkey MLS ID: A4694531
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1503 Built: 1987Monthly Fee: $39 Tax: $4,635 (2025)Community: Settlement TheSpa: YesSingle Family
Taxes:$4,635
Remarks: This is the One! See for yourself this wonderful spacious pool home on a rare half-acre lakefront lot in a prime Sarasota location! This split-bedroom floor plan offers the perfect blend of comfort, privacy, and outdoor living. Inside, you'll find vaulted ceilings in the living room, wood-look ceramic tile flooring throughout the main living areas, and a beautifully appointed kitchen featuring granite countertops, stainless steel appliances, a tiled backsplash and ceiling-height cabinetry. The family room centers around a cozy wood-burning fireplace, creating a warm and inviting space for gathering with family and friends. Head over to the primary suite designed as a private retreat with French doors, a custom closet, granite vanity, and a custom walk-in shower - the perfect set up to both unwind and start your days! Step outside to the expansive screened lanai with a covered entertaining area overlooking the lake. Enjoy the resort-style outdoor living with an in-ground solar heated pool and spa, paver patio, fenced backyard, fire pit area, and stunning views. Ideal location just minutes from Downtown Sarasota, Lido Beach, St. Armands Circle, UTC, Nathan Benderson Park, and I-75, this exceptional property offers space, convenience, and the Florida lifestyle you've been searching for! Call now to schedule a tour for yourself!
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
4321 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$750,00033 Days on yellowkey MLS ID: O6405845
REDUCED by $140,000 (15.7%) on 06/11/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1602 Built: 1972 Tax: $2,392 (2025)Community: Flora VillaSingle Family
Taxes:$2,392
Remarks: Welcome to this charming 3-bedroom, 2-bath home located in the heart of Sarasota! This inviting residence features a bright and spacious layout with a versatile Florida room for relaxing, entertaining, or working from home. The open living and dining areas flow naturally, creating a warm and comfortable atmosphere. Enjoy the convenience of a central location just minutes from shopping, dining, and Sarasota’s beautiful beaches. Whether you are a first-time homebuyer, seasonal resident, or investor, this property presents excellent potential in a highly desirable area. Don’t miss the chance to own this Sarasota home.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
2355 BAHIA VISTA ST, SARASOTA, FL 34239
$820,000207 Days on yellowkey MLS ID: A4672605
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2086 Built: 2023 Tax: $8,758 (2024)Community: Avon Heights 2Single Family
Remarks: Virtually Staged. UNRIVALED LUXURY LIVING IN PRIME SARASOTA LOCATION! Experience the epitome of luxury with this stunning custom 4 bed 2 and a half bath residential masterpiece! This immaculate two-story traditional home boasts unrivaled craftsmanship and top-tier amenities throughout. Every detail exudes sophistication, from the soaring 9’4” ceilings and elegant crown molding to the pristine wood flooring that extends throughout the home. The gourmet kitchen is an entertainer’s dream, featuring a generous island, all-wood cabinetry, and gorgeous quartz countertops. The gorgeous ground-floor master suite offers the ultimate in convenience and privacy. Indulge in the beautiful ensuite bath, featuring elegant Carrara tile flooring and a free-standing soaking tub, perfect for unwinding after a long day. Upstairs, find three generous guest bedrooms, a luxurious full bathroom, and a versatile loft area with ample storage. The bonus landing area is perfectly designed to be utilized as a dedicated open-plan office space for remote work. Constructed for superior durability and peace of mind, this home features solid block construction and an upgraded underground electric service. Enjoy the enhanced protection and natural light provided by custom PGT Florida Impact Rated windows and doors. Step outside to the expansive concrete rear lanai and embrace the true Florida lifestyle. The meticulously maintained landscaping includes lush St. Augustine grass and is effortlessly maintained by a separate irrigation meter and system. There is also room for a pool should you wish to add to the property. LOCATION, LOCATION, LOCATION! Perfectly situated to enjoy all that Sarasota has to offer. You are just minutes from the vibrant energy of Downtown Sarasota, the exclusive shopping and dining of St. Armands Circle, and the iconic shores of Lido Beach. Enjoy a short drive to world-famous Siesta Beach and the charm of Pinecraft. Exceptional proximity to top-tier medical facilities, being only half a mile to Sarasota Memorial Hospital PLUS the interstate all within 3-5 miles or just steps to public transportation. This is the exceptional lifestyle and quality home you have been waiting for!
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