Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
332 BOB WHITE WAY, SARASOTA, FL 34236
$4,300,00022 Days on yellowkey MLS ID: A4690146
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2987 Built: 2027Monthly Fee: $110 Tax: $14,705 (2025)Community: Bird Key SubSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$14,705
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Pre-Construction. To be built. With a fresh, exciting floor plan and stylish coastal flair, this exquisite new Bird Key residence is set on a 1/3-acre homesite in one of Sarasota’s most coveted boating communities. Located just over the Ringling Bridge from the mainland, Bird Key is centrally located between the Downtown arts and cultural district and world-renowned St. Armand’s Circle. Designed by the award-winning professionals at Allegra Homes, the “Lauren Coastal” showcases 2,987 sq. ft. of open living with 3 ensuite bedrooms, a dedicated office with custom built-ins, and a poolside bonus room with wet bar. The foyer entry invites exploration into a fabulous great room, an amazing dream kitchen, and a dining area with built-in buffet. The bright, open great room features a striking volume ceiling with architectural accents, floor-to-ceiling entertainment wall with fireplace, and wide glass sliders opening to a fantastic outdoor setting. Enclosed in Clear View screening, the covered lanai is enhanced with wood tongue-and-groove ceiling, a heated saltwater pool/spa, and a grilling station with beverage center. The kitchen is a standout centerpiece, anchored by a large island and appointed with premium name brands such as Sub-Zero and Wolf, including a 42-inch refrigerator, wine cooler, 36-inch cooktop, oven, drop-down microwave, and dishwasher. The secluded owner’s suite offers casual comfortability with its dramatic headboard feature wall, roomy sitting area and stunning bath highlighted by a freestanding soaking tub, an 80” tall frameless glass shower enclosure, floating full-height mirrors, split vanities, and a private water closet. Additional features include trey ceilings with cove molding, recessed lighting, finished closets, 8-ft. solid-core interior doors, hurricane shutters, a tankless recirculating water heater, and an upgraded trim package in the great room, dining room, and foyer. A brick paver driveway leads to the 3-car garage, and the beautiful exterior façade is framed in a lush landscape with irrigation system and night lighting for added visual appeal. Residents can enjoy the Bird Key Yacht Club’s exclusive social club experience for its members with a wide array of outstanding amenities and social events focused around boating, dining and tennis in a prized bayfront setting. With completion in late 2026, the $27.5 million rebuild will include a 21,500-sq-ft clubhouse plus 3,500 sq-ft of covered outdoor decks, a new pool, relocated bocce courts, and a fourth tennis court. Bird Key is the standard for exceptional Florida living and this beautiful address is no exception. It’s the perfect opportunity to live an enviable island lifestyle in a prestigious enclave surrounded by the pristine waterways of Sarasota Bay.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
1685 LAUREL ST #3, SARASOTA, FL 34236
$849,500161 Days on yellowkey MLS ID: A4676566
REDUCED by $25,490 (2.9%) on 05/13/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1667 Built: 2005Monthly Fee: $850 Tax: $7,785 (2025)Community: The Villas On LaurelTownhouse
Taxes:$7,785
Remarks: One or more photo(s) has been virtually staged. Just one block from Burns Court and 2 more blocks to Main Street, this beautifully updated three-bedroom, three-bath townhome with loft offers a rare combination of privacy, sophistication, and truly walkable downtown living. Thoughtfully positioned within an intimate community of 9 units, this residence enjoys views of the pool and lush greenery through tall impact casement windows from nearly every room—creating a far more private and serene setting than typically found in downtown living. Spanning two thoughtfully designed levels, the home blends architectural character with modern comfort and functionality. Recent improvements include new luxury vinyl flooring, fresh interior and exterior paint, a new HVAC system, and a new roof, offering both style and peace of mind. The kitchen is designed for everyday ease and entertaining alike, featuring a gas range and complemented by the efficiency of a tankless water heater. The first floor features a private guest bedroom with a full bath just across the hall—ideal for visitors, a home office, or flexible living needs. Upstairs, the spacious primary suite and additional guest suite each offer ensuite baths, while the loft provides the perfect flex space for a media room, office, fitness area, or reading retreat. Located within a pet-friendly community, residents enjoy effortless access to acclaimed restaurants, boutiques, galleries, theaters, waterfront parks, marinas and directly adjacent to Laurel Community Park. The association has recently completed an extensive capital improvement program, significantly enhancing the long-term value and stability of the community while maintaining comparatively low HOA dues. Major completed projects include roof replacement, exterior painting, pool resurfacing with pebble quartz finish, asphalt paving, updated landscaping and irrigation systems, outdoor lighting improvements, garbage enclosure replacement, and continued preventative maintenance. A comprehensive property assessment completed in 2025 confirmed the property’s well-maintained condition and long-life asset profile, with most major systems recently renewed or significantly extended through capital investment. Additional conveniences include two dedicated parking spaces, access to a community storage room ideal for beach gear and bicycles, and shared outdoor space with room for grilling and entertaining. Elegant yet comfortable, private yet connected, this impeccably maintained residence captures the essence of refined downtown living in one of Sarasota’s most desirable neighborhoods, Historic Laurel Park.
Listing is courtesy of: MAPP REALTY & INVESTMENT CO (941-379-2448)
Listing Agent: Mandy Mapp (941-650-6009)
509 SPOONBILL WAY, SARASOTA, FL 34236
$4,350,00022 Days on yellowkey MLS ID: A4691908
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2987 Built: 2027Monthly Fee: $110 Tax: $6,764 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$6,764
Remarks: Under Construction. With a fresh, exciting floor plan and sophisticated modern flair, this exceptional new residence in Bird Key is perfectly positioned on an oversized quarter-acre-plus homesite within one of Sarasota’s most prestigious boating communities. Ideally located just across the John Ringling Causeway, Bird Key offers effortless access to both vibrant downtown Sarasota and the world-renowned St. Armands Circle. Crafted by the award-winning team at Allegra Homes, the stunning “Lauren Modern” design features 2,987 square feet of thoughtfully curated living space with 3 ensuite bedrooms, a private office with custom built-ins, and a versatile poolside bonus room complete with wet bar. A welcoming foyer opens into an impressive great room where soaring architectural ceilings, a dramatic floor-to-ceiling entertainment wall with fireplace, and expansive walls of glass create an atmosphere that is both refined and inviting. Wide sliding doors seamlessly connect the interior living spaces to an extraordinary outdoor retreat designed for year-round enjoyment. Enclosed with Clear View screening, the covered lanai showcases a wood tongue-and-groove ceiling, heated saltwater pool and spa, and a fully appointed outdoor grilling station with beverage center—ideal for entertaining or relaxed coastal living. At the heart of the home, the designer kitchen blends beauty and functionality with an oversized island and premium appliances from Sub-Zero and Wolf, including a 42-inch refrigerator, wine cooler, 36-inch cooktop, wall oven, microwave drawer, and dishwasher. Privately tucked away, the owner’s suite is a luxurious sanctuary featuring a dramatic feature wall, spacious sitting area, and lavish bath with freestanding soaking tub, oversized frameless glass shower, floating mirrors, split vanities, and private water closet. Additional appointments include tray ceilings with cove molding, recessed lighting, finished closets, 8-foot solid-core doors, hurricane protection, tankless recirculating water heater, and upgraded trim detailing throughout the main living areas. A circular brick paver driveway leads to the spacious 3-car garage, while professionally designed landscaping, irrigation, and evening accent lighting enhance the home’s striking curb appeal. Residents of Bird Key also enjoy the opportunity to join the exclusive Bird Key Yacht Club, offering a distinguished social lifestyle centered around boating, dining, tennis, and waterfront recreation. The club’s exciting $27.5 million transformation—scheduled for completion in late 2026—will introduce an impressive new clubhouse, expanded outdoor gathering spaces, resort-style pool, additional tennis court, and enhanced amenities. Combining luxury, location, and timeless coastal sophistication, this remarkable property presents a rare opportunity to experience the very best of Sarasota waterfront living in one of the region’s most popular island enclaves.
2111 HAWTHORNE ST, SARASOTA, FL 34239
$2,195,000265 Days on yellowkey MLS ID: A4658635
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3703 Built: 2024 Tax: $4,500 (2024)Community: La Linda TerraceSpa: YesSingle Family
Taxes:$4,500
Elementary School: Alta Vista Elementary
Tax Year: 2024
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. Move in Ready New Construction Contemporary Gem is now available with a fantastic location just minutes to Downtown Sarasota, Southside Village, the Barrier Islands and more! Step into refined contemporary living with this brand-new, custom-built MAKO Home. Designed for both style and comfort, this exceptional residence features four generously sized bedrooms, each with a private en-suite bath and walk-in closet with built-ins, along with two powder baths for added convenience (one on each floor). The 3 guest rooms are located upstairs with the primary suite located on the first floor and thoughtfully designed with an expansive walk-in closet that includes built-in cabinetry and shelving, a soaking tub, walk-in shower and his and hers vanity! The open-concept layout flows effortlessly into a sleek, light-filled kitchen at the rear of the home. The beautifully designed kitchen is outfitted with two-tone solid wood cabinetry, SS Appliances (Cafe/GE), soft close drawers and doors, Quartz Countertops and an oversized centerpiece island with waterfall edge! Step outside through the hurricane impact sliders and enjoy a private, resort-style setting with views of the inviting saltwater heated pool/spa and fenced in lush backyard. Upstairs, a flexible secondary living area/loft opens onto a spacious covered terrace—perfect for quiet mornings, evening gatherings, or simply soaking in the peaceful surroundings. Included in the upstairs living is a wet bar with storage and wine fridge. The home includes hurricane impact glass throughout with natural light pouring in, an epoxy finished 2-car garage and Dual laundry rooms, one on each level for added convenience. Located just East of Tamiami Trail, this home puts you in the center of it all—walkable to medical facilities, minutes from Downtown Sarasota, and just a short drive to Siesta Key’s world-renowned beaches! A remarkable residence that is well-built for your use as a primary residence, vacation home or amazing investment opportunity as the City of Sarasota allows 7-Day rentals! Every detail of this home was crafted with purpose—offering an unmatched combination of luxury, location, and livability. Reach out today to schedule a tour to see for yourself! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
3295 ALEX FINDLAY PL, SARASOTA, FL 34240
$879,00055 Days on yellowkey MLS ID: A4690562
REDUCED by $20,000 (2.2%) on 06/09/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2273 Built: 1992Monthly Fee: $369 Tax: $4,365 (2025)Community: Laurel Oak Estates Sec 02Spa: YesSingle Family
Taxes:$4,365
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: One or more photo(s) has been virtually staged. Positioned on a spacious corner homesite of more than half an acre along a quiet cul-de-sac, this courtyard pool residence in Laurel Oak Estates offers a rare sense of privacy, flexibility, and classic Florida living. A double glass door entry opens into an expansive screened courtyard, where the pool and spa create a private outdoor centerpiece designed for both relaxation and entertaining. The layout is centered around this space, with multiple sets of pocketing sliding glass doors that disappear completely—seamlessly blending indoor and outdoor living while filling the home with natural light from its desirable southeastern exposure. The main residence features a two-bedroom, two-bath configuration with open living and dining areas, a spacious kitchen with solid wood cabinetry, and a casual dining nook that connects easily to the courtyard. The primary suite includes direct access to the outdoor living space, along with a large bay window with a built-in window seat, adding character and charm. A detached one-bedroom, one-bath casita provides exceptional versatility, offering a comfortable and private space for guests, a home office, or extended family living. Additional highlights include an oversized two-car garage with extra length to accommodate a golf cart and ample storage, along with a large storage closet. The home has been consistently maintained, with regularly serviced A/C systems, updated mechanicals, and a long-standing maintenance history that supports confidence in ownership. Outdoor living extends beyond the courtyard with an additional screened patio accessible from the main living areas and primary suite, offering even more space to enjoy the surrounding grounds. The property presents a wonderful opportunity for a new owner to personalize while benefiting from a well-cared-for structure and a highly functional floor plan. Located within the guard-gated community of Laurel Oak Estates, residents enjoy mature landscaping and optional membership to Laurel Oak Country Club, featuring two championship golf courses, tennis, pickleball, dining, and a vibrant social environment. Conveniently positioned east of I-75, the home is just minutes from Waterside Place at Lakewood Ranch, UTC’s shopping and dining district, and a short drive to downtown Sarasota’s cultural venues and Gulf beaches—bringing together privacy, space, and accessibility in one of the area’s most established communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
6300 MIDNIGHT PASS RD #21, SARASOTA, FL 34242
$869,000139 Days on yellowkey MLS ID: A4678951
REDUCED by $30,000 (3.3%) on 05/26/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1253 Built: 1969 Tax: $5,276 (2025)Community: Crystal Sands 1Villa
Taxes:$5,276
Elementary School: Phillippi Shores Elementary
Remarks: Everything is brand new in this beautifully renovated, turnkey furnished two bedroom, two bath end-unit villa offering an exceptional Siesta Key beach lifestyle just steps from the Gulf. The desirable split floor plan features spacious bedrooms, generous closets, and an open-concept living area filled with natural light, enhanced by a sun-lit Florida room. The updated kitchen is thoughtfully designed with granite countertops, a coordinating backsplash, soft-close cabinetry, and new stainless steel appliances. The primary suite offers a wall-to-wall closet, transom window, and sliding glass doors opening to the Florida room. Additional highlights include luxury vinyl plank flooring, all-new furnishings, and an attached one-car garage with washer and dryer plus ample storage for beach gear. Whether enjoyed as a private coastal retreat or a lock-and-leave rental opportunity, this residence truly offers the best of both worlds. Crystal Sands is a well-managed, financially stable beachfront community that has remained highly desirable since 1969 due to consistent upkeep and thoughtful renovations. The condominium comprises a collection of one, two, and three bedroom villas along with a Gulf-front high-rise tower, all set within beautifully maintained grounds. Residents and guests enjoy private beach access with umbrellas and loungers, two heated swimming pools, a clubhouse, on-site rental management, and night security, all just moments from Siesta Key’s renowned dining and shopping.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Bev Murray (941-724-4995)
101 WHISPERING SANDS DR #107, SARASOTA, FL 34242
$475,000190 Days on yellowkey MLS ID: A4674069
REDUCED by $20,000 (4.0%) on 05/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969 Tax: $5,864 (2024)Community: Whispering SandsCondo
Taxes:$5,864
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! Welcome to affordable GULF FRONT living! This is the BEST PRICED CONDO in Whispering Sands. The sellers are also willing to offer a $60,000 SELLER CREDIT with an acceptable offer, to offset any future improvements or assessments. This recently updated, 2 bed/2 bath, DOUBLE LANAI CORNER unit is nestled in the southwest corner of the popular Tropic View building, the Whispering Sands midrise closest to the Gulf and 800' of your own private beach! The freshly painted interior features NEW luxury vinyl plank flooring, NEW interior doors, and NEW overhead designer lighting and fans. Four sets of floor-to-ceiling sliders open from the living areas and bedrooms into TWO separate 24’ glassed and screened lanais – complete with epoxy flooring and NEW ceiling fans to capture the coastal breezes. After a full day at the beach, meal prep is easy in your partially open kitchen featuring NEW granite countertops, farmhouse style stainless sink, and NEW 2025 Whirlpool and GE stainless appliances. The spacious primary bedroom includes a nice walk-in closet and an ensuite bath, while the generous second bedroom comfortably accommodates up to two queen beds and boasts a full wall of closet space. Both updated bathrooms feature NEW cabinets, vanities, & fixtures, with glassed walk-in showers and recessed lighting. Brand NEW 2026 HVAC system and 2025 water heater. The unit also comes with its own assigned storage locker located just across the hall, ideal for storing all of your beach essentials. Conveniently located next door to the colorful shops and restaurants of Siesta Key Village, Whispering Sands is a premiere 55+ Gulf front property offering two heated pools, beachside Tiki Hut and gas grills, shuffleboard, canoe/kayak storage, and 800' of PRIVATE quartz sand beach. The clubhouse is currently undergoing complete remodeling. Upon completion in 2026, it will include a full catering kitchen, fitness rooms, large screen TV, and an elegant space for community wide or private social events. New landscaping plan for the building and throughout the entire 25-acre property is currently underway. Attractively priced below market, this unit represents a great investment. Don’t miss this opportunity to experience the ease of island living at Whispering Sands!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
3247 WOODMONT DR, SARASOTA, FL 34232
$385,00055 Days on yellowkey MLS ID: A4690534
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1186 Built: 1979 Tax: $4,642 (2025)Community: Ridgewood Estates 19Th AddSingle Family
Taxes:$4,642
Elementary School: Brentwood Elementary
Remarks: Move-in ready and thoughtfully updated, this Sarasota home offers an open floorplan designed for comfortable everyday living and easy entertaining. The interior features an updated kitchen and bathrooms, along with impact windows and doors for added peace of mind. Recent improvements include a newer roof, updated electrical panel, and new ductwork. Whole house water filtration system. Step outside to enjoy the new lanai (2019) overlooking a fully fenced backyard—perfect for relaxing or entertaining. Additional highlights include a large carport with an attached tool shop, providing extra storage and workspace. Easy to show!
Listing Agent: Marlin Yoder (941-893-7406)
1260 DOLPHIN BAY WAY #404, SARASOTA, FL 34242
$1,395,000191 Days on yellowkey MLS ID: A4673762
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2200 Built: 1997 Tax: $12,793 (2025)Community: Dolphin BaySpa: YesCondo
Taxes:$12,793
Remarks: ENJOY SERENE INTRA-COASTAL WATER VIEWS from this this 4th floor, end unit, 3 bedroom, 3 full bath condo at Dolphin Bay. This community lives life to the fullest! Lots of social activities and friendly and caring neighborhood. Take a new look and enjoy the fresh new decor and new high impact windows and sliders, all added in 2025! Reduced condo fees. This meticulously maintained condo lives like a single family home with charm and character. The kitchen was custom built by Yoder Construction, a well-known local company, highly respected for their craftsmanship. Living room and dining area are bright and spacious. The large primary bedroom has a walk-in closet and ensuite with shower and separate soaking tub. There are two other ensuite bedrooms. All three bedrooms have California Closet systems. All windows have custom plantation shutters, adding to the charm and comfort of this amazing condo. You will want to spend your day on the light filled lanai, perfect for entertaining or simply relaxing. Dolphin Bay is a highly desirable, gated, pet friendly, 50-unit complex with a fun filled community atmosphere with three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier and kayak access. Dolphin Bay is well maintained with a freshly updated exterior and new elevators in 2024 and beautifully landscaped grounds. Just a short walk to the world famous, white crystal sands of Siesta Key beach.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mina Johnson (941-404-9347)
1240 DOLPHIN BAY WAY #401, SARASOTA, FL 34242
$1,199,000255 Days on yellowkey MLS ID: A4658380
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2200 Built: 1998 Tax: $12,546 (2025)Community: Dolphin BaySpa: YesCondo
Taxes:$12,546
Remarks: Huge Price Reduction!!! Fourth-floor end unit offering breathtaking views of the intracoastal waterway, featuring three spacious bedrooms and three full ensuite baths. Newly installed luxury vinyl plank flooring graces the entire unit. The expansive glassed lanai boasts recently replaced sliding doors, complete with accordion shutters on the inner doors and impact-resistant glass on the outer ones. The kitchen has been thoughtfully opened up and reconfigured for optimal enjoyment. The living and dining areas are bright and roomy. Dolphin Bay is a sought-after, gated, pet-friendly community with only 50 units, each having its own private underbuilding garage, and well-known for its vibrant atmosphere. Amenities include three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier, and kayak access. The complex is well-maintained, with a freshly updated exterior and new elevators in 2024, set amidst beautifully landscaped grounds. Just a short stroll to the world-renowned, white crystal sands of Siesta Key beach. Condo fees at Dolphin Bay are being lowered in 2026.
Listing Agent: Ethel Lovelace (941-586-7390)
8501 MIDNIGHT PASS RD, SARASOTA, FL 34242
$29,995,00031 Days on yellowkey MLS ID: A4692839
Bed: 6 Bath: 8.5 Gar: 7 Liv Area Sq Ft: 12000 Built: 2024 Tax: $141,465 (2025)Community: Siesta KeySpa: YesSingle Family
Taxes:$141,465
Remarks: Set across nearly three acres of pristine waterfront on Siesta Key, Crystal Waters is the most significant private estate in Sarasota—a once-in-a-generation offering that redefines luxury living on Florida’s Gulf Coast. With extraordinary scale, architectural pedigree, and 217 feet of direct Sarasota Bay frontage, this landmark property represents a level of craftsmanship, beauty, and exclusivity rarely seen in the region. Designed by renowned architectural firm Stofft Cooney Architects and custom-built by Chris Jorgensen of Florida West Builders, the Palm Beach-inspired estate encompasses 10,267 square feet with five bedrooms, six full baths, and two half baths. Surrounded by lush tropical gardens and panoramic bay views, every aspect of the property has been conceived to deliver an unparalleled waterfront lifestyle. A dual-gated arrival along a Tabby seashell drive leads to a stately façade framed by towering palms and a grand porte cochère. Beyond solid mahogany doors, a magnificent foyer welcomes guests with travertine floors inlaid with cabochon stone and a sweeping staircase featuring hand-crafted Chippendale railings. Walls of impact glass dissolve the boundary between indoors and out, filling the residence with natural light and uninterrupted views of Sarasota Bay. Refined details include a natural gas fireplace with imported limestone hearth, hand-crafted Vitali European oak flooring in a warm Milano finish, custom millwork, and a serene palette of coastal hues. The kitchen is both a showpiece and gathering place, appointed with custom Campbell cabinetry, Cristallo quartzite surfaces, a custom La Cornue range, dual islands, and walk-in and butler’s pantries. A bayfront breakfast nook and formal dining room open seamlessly to expansive waterfront terraces. Nearby, the clubroom showcases hand-painted Gracie chinoiserie panels, vaulted cypress ceilings, and a wet bar. The first-floor primary suite serves as a private sanctuary overlooking the bay, with French doors opening to the pool terrace. Custom dressing rooms and spa-inspired baths surround a striking octagonal vestibule featuring New Ravenna mosaic floors, Calacatta Matarazzo quartzite, a soaking tub, and marble-clad shower. Upstairs, guest suites, a lounge, and an exercise room provide exceptional accommodations. An Old Florida-style guest residence above a four-car garage offers Pecky Cypress-lined interiors, vaulted ceilings, a full kitchen, covered balcony, and spacious bedroom suite. The main residence is further complemented by an oversized three-car garage. Outdoors, winding pathways lead through beautifully curated grounds to a spectacular 56-foot vanishing-edge saltwater pool that appears to merge with the bay beyond. A covered waterfront pavilion with fireplace, summer kitchen, and tongue-and-groove ceiling creates an elegant setting for entertaining. A private tennis court and lighted pavilion with lounge and fireplace complete the resort-caliber amenities. Along the shoreline, a 90-foot dock extends into Little Sarasota Bay and features a floating kayak launch and a 20,000-pound lift capable of accommodating a 34-foot vessel. Crystal Waters is more than a residence—it is Sarasota’s defining waterfront estate. Unmatched in scale, setting, craftsmanship, and provenance, it stands as one of the finest private properties ever created on Florida’s Gulf Coast. Available lot for sale directly across the street enjoys beach access.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
1966 WISTERIA ST, SARASOTA, FL 34239
$3,349,000239 Days on yellowkey MLS ID: A4668324
0 Days Off yellowkey (back on 6/9/2026)
REDUCED by $51,000 (1.5%) on 05/15/2026
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3934 Built: 2026 Tax: $9,291 (2025)Community: Desota ParkSpa: YesSingle Family
Taxes:$9,291
Remarks: Under contract-accepting backup offers. Set within the coveted West of the Trail enclave, this newly constructed estate is a striking statement of contemporary design and quality craftsmanship. Thoughtfully designed with clean architectural lines and seamless indoor-outdoor flow. Exceptional attention to detail throughout the residence with 4-bedrooms + office/den + bonus loft and 6-bathrooms. European engineered hardwood and porcelain tile flooring, 9-foot interior doors, recessed ceilings and lighting, and a Level 5 wall finish. PGT impact-resistant, Low-E windows and expansive sliding glass doors flood the interiors with natural light. The open-concept great room is a dramatic focal point, featuring a soaring double-height ceiling and a striking slatted wood accent wall. State-of-the-art kitchen with premium Thermador appliance package, custom Studio Luxe cabinetry by Miralis, quartz countertops, and a waterfall island with designer breakfast bar seating. Opening seamlessly to the dining area and covered lanai, creating an ideal setting for entertaining. Large walk-in pantry, dedicated laundry room with Electrolux washer and dryer, elevator-ready storage space, and private office ensure everyday convenience is met with elegance. The main-level primary suite serves as a private retreat, featuring a spa-inspired bathroom and professionally designed, boutique-style custom closet. The second level offers three en-suite bedrooms, each with beautifully finished bathrooms and walk-in closets. Bathrooms are appointed with quartz countertops, LED mirrors, frameless glass shower enclosures, designer tilework, multiple shower heads, built-in niches, and integrated bench seating. A spacious loft lounge includes a wet bar with beverage refrigerator. Two expansive balconies provide additional space for relaxation or entertaining. Enjoy serene moments by the heated saltwater pool and integrated spa, covered lanai with summer kitchen, including grill, sink and refrigerator, and a dedicated poolside half bath. The backyard is fully enclosed with a six-foot privacy fence and includes green space suitable for pets or gardening. The pool area is screen-enclosure ready for year-round enjoyment. Ideally located just minutes from downtown Sarasota, top-rated schools, dining, shopping, and cultural attractions, this exceptional residence offers a rare opportunity to enjoy sophisticated West of Trail living with uncompromising design integrity and quality. Offering a one-year full developer warranty.
Listing Agent: Linda Driggs (941-374-2920)
1931 HIGH POINT CIR, SARASOTA, FL 34236
$1,495,00055 Days on yellowkey MLS ID: A4690458
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1712 Built: 1940 Tax: $13,413 (2025)Community: Hudson BayouSpa: NoSingle Family
Taxes:$13,413
Remarks: FULLY FURNISHED SHORT TERM RENTAL PROPERTY. Experience the best of "West of Trail" living in this impeccably maintained, renovated pool home situated on an OVERSIZED LOT. The interior features include refinished HARDWOOD FLOORS, double-paned windows, and an UPDATED KITCHEN equipped with custom cabinetry, granite countertops, and stainless-steel appliances. The inviting main living area is highlighted by a tray ceiling, gas fireplace and French doors leading to a private outdoor area and SALTWATER POOL, perfect for the Florida lifestyle. The fully FENCED professionally landscaped yard includes a PUTTING GREEN. Significant improvements offer peace of mind and long-term value, including a new standing seam METAL ROOF (2025), NEWER A/C system (2022)/mini-split (2024), and completely REPLUMBED with PVC. The air-conditioned TWO-CAR GARAGE features new epoxy flooring and is currently utilized as a versatile game room. Ideally located in the sought-after Southside Elementary district, this residence provides quick access to Southside Village, downtown Sarasota, and the renowned beaches of Siesta and Lido Key. This property has a great rental history along with future bookings, please inquire for more details.
Listing Agent: Fred Sassen (404-408-5956)
2111 FAIRFIELD AVE, SARASOTA, FL 34232
$349,9003 Days on yellowkey MLS ID: O6414126
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1166 Built: 1978 Tax: $3,813 (2025)Community: Sarasota SpgsSpa: NoSingle Family
Taxes:$3,813
Remarks: This charming 3-bedroom, 2-bathroom single-story home offers a highly functional, stairs-free layout that ensures broad, long-term market appeal. The heart of the home features an efficient kitchen beautifully equipped with a sleek suite of stainless steel appliances, perfectly paired with durable, low-maintenance laminate countertops. Moving through the residence, the private quarters serve as a warm and quiet retreat, with plush carpeting in all the bedrooms to provide maximum comfort and sound dampening underfoot. Complete with an attached 1-car garage that provides secure parking and excellent extra storage space, this classic ranch-style home is designed for easy, comfortable living.
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
2904 ARCH DR, SARASOTA, FL 34232
$324,9003 Days on yellowkey MLS ID: O6414119
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1086 Built: 1977 Tax: $3,347 (2025)Community: Sarasota SpgsSingle Family
Taxes:$3,347
Remarks: Welcome to this three-bedroom, two-bathroom home located in the desirable Sarasota Springs neighborhood! This home features a classic, traditional floor plan that provides distinct and comfortable living spaces. The updated kitchen is beautifully appointed with sleek countertops and stainless-steel appliances, making it a highly functional space for daily cooking. The primary bedroom boasts a large walk-in closet for ample storage, while the exterior offers a spacious backyard that provides a great space for outdoor activities and relaxation. Located just minutes from the Legacy Trail, 10 miles from Siesta Key Beach, and 6.7 miles from Downtown Sarasota, this property delivers peaceful seclusion with exceptional access to dining, entertainment, and outdoor recreation. Schedule your private showing today!
2605 BOTANY AVE, SARASOTA, FL 34239
$555,0003 Days on yellowkey MLS ID: A4696274
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1669 Built: 1962 Tax: $2,373 (2025)Community: South Gate ManorSpa: NoSingle Family
Taxes:$2,373
Remarks: This delightful 2-bedroom, 2-bathroom home, plus space to create an office/guest house offers 1,669 square feet of inviting living space. It’s the perfect place to enjoy the laid-back Florida lifestyle. As you step inside, you’re greeted by charming terrazzo floors that bring a touch of retro style to the home. The spacious eat-in kitchen is ideal for entertaining or enjoying a quiet dinner at home. Hurricane impact windows throughout and new roof provide added storm protection, energy efficiency and peace of mind. Retreat to the primary bedroom suite that offers a comfortable and private retreat with generous closet space and an en-suite bath designed with clean finishes. Retreat outside to your private backyard oasis. The fully fenced back yard features lush gardens, creating a tranquil and picturesque setting ideal for relaxing or entertaining. The stand-alone building has been built with hurricane standards and has so many possibilities to enhance your life. Come make it your own -
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Judy Limekiller (941-374-4802)
2945 UPPER TANGELO DR, SARASOTA, FL 34239
$660,00045 Days on yellowkey MLS ID: A4690742
2 Days Off yellowkey (back on 6/9/2026)
REDUCED by $35,000 (5.0%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1439 Built: 1960 Tax: $6,132 (2025)Community: South GateSpa: NoSingle Family
Taxes:$6,132
Remarks: A rare offering within Sarasota’s desirable South Gate community, this meticulously restored Atomic Ranch embodies the essence of authentic Mid-Century Modern design. Revered as one of the foundational architectural styles of the 20th century, this residence has been thoughtfully preserved and elevated by discerning owners who understood the importance of honoring its original integrity. Ideally positioned in the heart of Sarasota, the home offers effortless access to world-class beaches, premier shopping and dining, top-rated schools, Sarasota Memorial Hospital, and the vibrant downtown district. The residence unfolds with a seamless, open-concept design, featuring three spacious bedrooms and two bathrooms, an inviting eat-in kitchen area, and expansive living areas designed for both comfort and entertaining. Walls of vintage sliding glass doors dissolve the boundary between indoors and out, opening to a generous pool terrace. Both covered and open-air, this creates a true indoor-outdoor lifestyle synonymous with classic Florida modernism. Authentic details remain beautifully intact, including original terrazzo flooring throughout, vintage architectural elements, and curated mid-century finishes that speak to the home’s heritage. An oversized garage, along with substantial fenced exterior space, provides flexibility for additional parking, including room for a boat or recreational vehicles. The home has been featured on Sarasota’s renowned “MOD Tour,” celebrated for its originality and preservation. As noted during the tour, the residence showcases vintage sliding glass walls, vibrant period kitchens and baths, and a fluid connection to the pool area. Carefully selected furnishings that reflect the era enhance the spirit of 1960s design. This is a truly special opportunity to own a piece of architectural history. Thoughtfully restored, exceptionally located, and ready to be experienced.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
2632 SUNNYSIDE ST, SARASOTA, FL 34239
$395,00049 Days on yellowkey MLS ID: A4690325
3 Days Off yellowkey (back on 6/8/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1578 Built: 1957Monthly Fee: $17 Tax: $4,699 (2025)Community: South GateSingle Family
Taxes:$4,699
Remarks: Under contract-accepting backup offers. Charming mid-century modern 3 bedroom, 2 bathroom home with an oversized 2-car garage, located in the established, deed-restricted South Gate neighborhood of Sarasota. Offering classic Florida style, the home features original terrazzo flooring throughout the home with the exception of ceramic tile in the kitchen and a functional layout with a spacious primary bedroom that includes an en-suite bathroom and walk-in closet. The living room features a built-in bookshelf, and an enclosed sunroom offers flexible space for a home office or additional family area. The home retains original features and offers ample storage throughout, plus a bonus workshop suitable for hobbies or projects. Recent updates include AC replacement (2023) a new garage door (2023), and brand-new toilets. Home is connected to county sewer and comes with Hurricane shutters. The optional South Gate Community Association offers access to a community pool and community center, including the architecturally significant Victor Lundy-designed property with events and weekly classes. Located in the highly sought-after Southside Elementary school district and near Southside Village, Sarasota Memorial Hospital, and just minutes to Siesta Key Beach, with convenient access to shopping, dining, and everyday amenities.
Listing Agent: Rachel Harvey (941-726-9300)
830 HAMMOCKWOOD CT, SARASOTA, FL 34232
$500,00041 Days on yellowkey MLS ID: A4691916
REDUCED by $50,000 (9.1%) on 05/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2131 Built: 1986Monthly Fee: $65 Tax: $6,286 (2025)Community: Woodland ParkSingle Family
Taxes:$6,286
Elementary School: Fruitville Elementary
Remarks: Under contract-accepting backup offers. -Rare one-story, cul-de-sac lot backing directly to a private nature preserve — one of Woodland Park’s most secluded settings. -Upon entering you will find vaulted ceilings, rich Brazilian cherrywood floors, and walls of windows that frame preserve views from nearly every room. -A wood-burning fireplace and custom staircase anchor the main living area, while skylights flood the space with natural light throughout the day. -The outdoor living is equally impressive — a private covered and screened pool deck creates a year-round retreat that’s as suited for quiet mornings as it is for entertaining. -Recent updates include a BRAND-NEW ROOF and a replacement AC system installed in 2024, so the big-ticket items are already handled. -Low HOA fees of just $65/month. -Woodland Park — oak-canopied streets, nature preserve access, and Old Florida character that’s increasingly rare to find.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Barry Brodsky (941-313-4590)
217 S SHADE AVE, SARASOTA, FL 34237
$1,799,000462 Days on yellowkey MLS ID: A4628117
REDUCED by $100,000 (5.3%) on 05/12/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2561 Built: 2025 Tax: $4,777 (2023)Community: Terrace GardensSingle Family
Taxes:$4,777
Tax Year: 2023
Remarks: Introducing THE RETREAT, a stunning two-story residence. FOUR (4) bedroom, THREE (3) bath. Paver driveway, 3 CAR GARAGE, LVP flooring. Home has been professionally staged. Pool is complete; size 12 x 26 , leaving plenty of green space for pets in the backyard! This exceptional new build boasts superior block construction, a durable metal roof, impact-resistant windows, doors, and sliders. Inside is a thoughtfully designed open floor plan, featuring soaring 10-foot ceilings and elegant 8-foot solid core doors that enhance the home’s impressiveness. The gourmet kitchen is complete with a 6-foot island, luxurious quartz countertops, custom shaker cabinetry, and a top-of-the-line appliance package, perfect for both daily meals and entertaining. The primary bedroom, located on the main level, is a serene retreat with stunning tray ceilings, large his/her walk-in closets, double vanity, and a spacious walk-in shower. Bedroom #2, also on the first floor, is versatile and can serve as an additional bedroom or a home office. Upstairs, you'll find two more generously sized bedrooms that share a beautifully appointed full bathroom. The home’s detailed interior is complemented by luxury vinyl plank flooring throughout both levels, providing durability and style. Outdoors, a gas-heated saltwater pool and paver deck creates the ideal setting for relaxation and entertainment. Conveniently located with easy access to downtown Sarasota, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, and the world-renowned beaches of Longboat and Siesta Keys, this home offers the perfect blend of luxury, comfort, and convenience for modern family living. Experience elevated living at its finest in "your RETREAT"!
Listing Agent: Ingrid Caruso (941-539-6233)
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