Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
6300 MIDNIGHT PASS RD #21, SARASOTA, FL 34242
$869,000154 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,276
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
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)
3324 THORNWOOD RD #3324, SARASOTA, FL 34231
$295,000100 Days on yellowkey MLS ID: A4686421
REDUCED by $12,000 (3.9%) on 06/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1450 Built: 1981 Tax: $4,017 (2025)Community: Crooked Creek Sec 1Condo
Taxes:$4,017
Elementary School: Wilkinson Elementary
High School: Riverview High
Remarks: Welcome to this beautifully updated ground-floor condo in the quiet, wooded community of Crooked Creek—locally referred to as “the hidden gem” of Sarasota. Surrounded by the 72-acre Red Bug Slough nature preserve, with private community access, this 2-bedroom, 2-bath residence offers the perfect blend of serenity and convenience, just minutes from everything Sarasota has to offer. Crooked Creek’s original two buildings, designed by Sarasota School of Architecture Modernist master architect Tim Siebert, FAIA, are constructed of CMU with stucco and reflect the clean, timeless lines of this iconic design movement. Inside, the home showcases a contemporary coastal aesthetic filled with natural light and thoughtful design. Hardwood floors flow throughout the main living spaces, complemented by stone flooring, built-ins, detailed molding, and plantation shutters, creating a refined and cohesive look. Four sets of French doors open to a stone-floored Florida room, allowing sunlight to pour into the home while offering peaceful views of the surrounding wooded landscape. Just off the kitchen, a private patio provides an additional outdoor space ideal for morning coffee or quiet relaxation. The kitchen features a recessed ceiling, granite countertops, stainless steel appliances, and a stone backsplash—blending both style and functionality. The spacious primary suite easily accommodates a sitting area or workspace and includes a beautifully appointed ensuite bath with double vanity sinks, stone basins and backsplash, tiled walls and floors, and a soaking tub with an overhead rainfall shower. The great room offers custom built-in shelving and a cozy electric fireplace, creating a warm and inviting space for relaxing or entertaining. This home also includes a security system for added peace of mind. Residents enjoy a range of community amenities including a pool, pool house with kitchen, gazebo, grills, tennis and pickleball courts, carport, storage room, and charming pedestrian bridge—all set within a lush, park-like environment. Located in a peaceful natural environment yet just minutes from world-renowned Siesta Key Beach, as well as shopping, dining, and entertainment, this Crooked Creek condo delivers the very best of Sarasota living.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Laura Rode (941-724-9957)
8501 MIDNIGHT PASS RD, SARASOTA, FL 34242
$29,995,00046 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
$3,349,000254 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
Elementary School: Southside Elementary
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)
5547 ASHTON LAKE DR #5547, SARASOTA, FL 34231
$299,500102 Days on yellowkey MLS ID: A4686214
3 Days Off yellowkey (back on 4/26/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1225 Built: 1990Monthly Fee: $550 Tax: $3,248 (2025)Community: Ashton Lakes 01 & 02Condo
Taxes:$3,248
Elementary School: Gulf Gate Elementary
Remarks: Location, Location, Location! Only 3.5 miles to the world-famous Siesta Key Beach. Close to I-75 and rte.41, shopping, hospital, schools and restaurants. A much sought after 2-bedroom, 2 bath, ground floor unit, garage, front porch, screened lanai with a captivating view of spring fed Sunnyside Lake and fountains can be yours. Bright & airy. Partially furnished. Ashton Lakes Community is located on 33 acres of luscious greenery, with 4 lakes, a combination of 2 tennis courts & 4 pickleball courts, 2 heated pools, one large with a lap lane, shuffleboard, clubhouse, grilling stations, and other amenities. we are connected to Merchants mart shopping center by a foot bridge. Shops include CVS, ACE hardware, liquor, Dollar store, restaurants and the famous Detwillers farm market for your shopping convenience. Come, make this slice of heaven your paradise in the sun. Disclosures attached. Roof 2010, Water heater 2015, Air handler 2022.
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
2945 UPPER TANGELO DR, SARASOTA, FL 34239
$660,00060 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)
1280 DOLPHIN BAY WAY #503, SARASOTA, FL 34242
$1,589,00097 Days on yellowkey MLS ID: A4687031
3 Days Off yellowkey (back on 6/8/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2217 Built: 1998Monthly Fee: $1,985 Tax: $13,269 (2025)Community: Dolphin Bay-Siesta Key Sec ACondo
Taxes:$13,269
Remarks: Under contract-accepting backup offers. Experience endless panoramic views of downtown Sarasota and Sarasota Bay from the climate-controlled balcony of this newly renovated top-floor residence in the gated community of Dolphin Bay on Siesta Key. This spacious condo offers over 2,200 square feet of beautifully updated living space, featuring 2 bedrooms, 2 bathrooms, and a den, all enhanced by vaulted ceilings that create an open and airy coastal atmosphere. Enjoy stunning sunsets over Siesta Key Beach from the front entryway each evening, and wake to beautiful sunrises from the primary bedroom and lanai—an exceptional feature of this remarkable home. Residents of Dolphin Bay enjoy a true waterfront lifestyle with access to a private community dock, clubhouse, tennis courts, fitness center, and a resort-style pool. A private one-car garage, with epoxy flake floors, is conveniently located just steps from the elevator. Perfectly situated within minutes of the beach, shops, and restaurants, this residence combines luxury, convenience, and the best of Siesta Key living. Enjoy the waterfront lifestyle at its finest in this exceptional move-in-ready home. Contact me for a private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Maryana Zilinskiy (941-744-6065)
6308 MIDNIGHT PASS RD #6, SARASOTA, FL 34242
$995,000359 Days on yellowkey MLS ID: A4657483
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1232 Built: 1965Monthly Fee: $1,005 Tax: $5,582 (2025)Community: Crescent ArmsSpa: NoVilla
Taxes:$5,582
Remarks: Coastal Luxury Villa with Thai-Inspired Elegance Now Offered at $995,000 Experience the best of Siesta Key living in this beautifully renovated two-bedroom, two-bath villa located in the highly sought-after, gated beachfront community of Crescent Arms. Now priced at $995,000, this is a compelling opportunity recently adjusted from $1,075,000 to reflect today’s market and create immediate value. This thoughtfully updated residence blends custom coastal finishes with subtle Thai-inspired design, creating a warm, serene atmosphere throughout. The open-concept layout offers seamless flow between the kitchen, dining, and living areas ideal for both everyday living and entertaining. The gourmet kitchen features quartz countertops, stainless steel appliances, and generous workspace, all opening into a bright and inviting living area. Both bathrooms have been tastefully updated with spa-like finishes, including a walk-in shower and modern fixtures. Step outside to your private patio perfect for relaxing, grilling, or enjoying the tropical surroundings just moments from the beach. Crescent Arms offers exclusive private beach access to world-famous Siesta Key Beach, along with onsite management making this an excellent option for personal use, vacation rental income, or a combination of both. This property has a proven rental history with strong year-round bookings. Whether you’re searching for a coastal retreat, investment opportunity, or both, this villa delivers location, lifestyle, and value. Sold turnkey move right in or start generating income immediately.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
2304 RINGLING BLVD #101, SARASOTA, FL 34237
$139,000238 Days on yellowkey MLS ID: A4670262
REDUCED by $6,000 (4.1%) on 05/11/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 552 Built: 1965Monthly Fee: $577 Tax: $1,641 (2024)Community: Garden AptsSpa: NoCondo
Taxes:$1,641
Tax Year: 2024
Remarks: **!! SELLER SAYS……SELL !!** Seller will cover the remaining monthly fees for the rest of 2026 with an acceptable offer. THE BUYER WILL SAVE OVER $3,000.00!! Welcome to this charming ground floor, 1 bed 1bath condo within walking distance of all of Sarasota’s splendor! This unit is in excellent condition and boasts tile floors throughout. Newer kitchen appliances, counter tops and cabinets. This condo is light, spacious and accessible. This home also has its own reserved parking space and there is guest parking on site. The association has just updated the laundry facility with brand new washers and dryers. It is perfect as a weekend get-a-way, or as your primary residence. It is also in a rental friendly community and has an excellent long-term rental history. Whether you are an investor or an empty nester, this condo is ready for occupancy!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: David Dangelo (941-587-7268)
3117 JAMAICA ST, SARASOTA, FL 34231
$369,900136 Days on yellowkey MLS ID: A4681988
0 Days Off yellowkey (back on 6/8/2026)
REDUCED by $9,600 (2.5%) on 06/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1800 Built: 1980 Tax: $1,935 (2025)Community: The WlySpa: NoSingle Family
Taxes:$1,935
Remarks: Outstanding Sarasota location for this truly unique lakefront home, complete with a small private dock. Nestled on a wooded, private lot, the setting offers a peaceful retreat that feels worlds away—yet is just minutes from everything Sarasota has to offer. Inside, generous living areas and soaring ceilings create an open, airy atmosphere ideal for both everyday living and entertaining. There is ample space for gatherings, along with a versatile bonus area perfect for a study, den, or gallery. The main-floor primary suite features a walk-in closet for added comfort and convenience. The two-car garage is currently configured as a one-car garage with additional flex space that could serve as a bedroom or office and can easily be converted back to a full two-car garage. Two spacious upstairs bedrooms share a conveniently located bathroom. A large enclosed, air-conditioned lanai with French doors opens to a serene back patio, offering tranquil lake views and abundant wildlife. This home radiates warmth and character, reflecting years of cherished family and friend gatherings. Located just one block from Bee Ridge Park, which offers basketball, volleyball, softball fields, and a shaded playground, and within a highly sought-after school district for elementary, middle, and high school. Sarasota Memorial Hospital is only three miles away, downtown Sarasota just five miles, and world-famous Siesta Key Beach approximately seven miles away—featuring exceptional dining, shopping, and cultural attractions. This property has never flooded and sits well above sea level.
Listing is courtesy of: ANMARK REALTY LLC (941-363-1043)
Listing Agent: Andrey Markov (941-363-1043)
3246 MAIDEN LN, SARASOTA, FL 34231
$524,90085 Days on yellowkey MLS ID: A4688107
REDUCED by $24,600 (4.5%) on 06/05/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2170 Built: 1983 Tax: $4,622 (2025)Community: Kallas SubSingle Family
Taxes:$4,622
Remarks: **This is The One!** Prime Sarasota location just minutes to Siesta Key Beach, Downtown Sarasota, and more! This property offers strong potential as a primary residence, seasonal home, or investment opportunity. **NEW Roof in 2021** Functional layout with solid bones and opportunity to update or customize to maximize value. Private outdoor space and convenient access to shopping, dining, medical facilities, and I-75 add to the appeal. Ideal for buyers looking to capitalize on location and long-term upside in a highly desirable area. **NO HOA or Deed Restrictions** The Florida room provides the perfect spot to enjoy your morning coffee or unwind in the evening, and it opens to a spacious outdoor area—ideal for taking full advantage of Florida’s beautiful weather year-round. This property offers a versatile bonus space currently set up as a workshop **Potential to turn bonus space into living space/in-law suite with private entrance**, along with an additional climate-controlled room perfect for a home gym or flex space. Equipped with a 2-car attached garage PLUS an extra driveway on the side **Ample room for storing a Boat, Trailer, Lawn equipment, or other recreational vehicles.** Enjoy the freedom to truly make the space your own with endless possibilities. In addition, enjoy tons of storage space for all your holiday decorations and any additional items you may need to tuck away. Don't miss out on this incredible property - Reach out to schedule your private tour today! **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)
8101 GABANNA DR, SARASOTA, FL 34231
$849,000205 Days on yellowkey MLS ID: A4673093
0 Days Off yellowkey (back on 6/7/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2106 Built: 2016Monthly Fee: $570 Tax: $6,729 (2025)Community: Esplanade By Siesta KeySingle Family
Taxes:$6,729
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to the ideally located and coveted Esplanade by Siesta Key—where convenience meets luxury living. Located just minutes from the crystal-sand beaches of Siesta Key, this comfortable, maintenance-free home sits on a large lot at the end of a quiet cul-de-sac. The Taylor Morrison–built Farnese model offers a practical and inviting layout, featuring two en-suite bedrooms, and a den that can easily serve as a third bedroom. The gourmet kitchen is a highlight, boasting a large granite island, solid wood cabinetry, a gas cooktop, and a bright breakfast nook. The spacious primary suite has bay windows overlooking the serene pond, while the primary bathroom includes neutral countertops, double sinks, and a generous walk-in shower. The den provides an ideal office, reading room, or guest retreat. From the great room, sliding glass doors lead to the expansive lanai, where you can enjoy peaceful mornings taking in pond views and local wildlife. Additional features include an outdoor kitchen, tray ceilings, a large laundry room with cabinetry, a half bath, and a two-car garage. Notable upgrades—impact windows and sliders plus a whole-house Generac generator—provide peace of mind during hurricane season. The community’s exceptional amenity center offers a state-of-the-art fitness facility, on site manager, social spaces, a resort-style pool and spa, tennis court, pickleball courts, bocce ball, and a Paw Park. Whether you prefer an active lifestyle or relaxing with friends and neighbors, Esplanade has something for everyone. Centrally located, the community offers convenient access to downtown Sarasota, shopping, dining, and the world-famous Siesta Key. This home delivers the perfect blend of comfort, convenience, and luxury—enhanced by tranquil pond views, abundant recreation, and effortless access to everything the area provides.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Tina Von Kessel (941-266-2848)
5940 DRIFTWOOD AVE #15, SARASOTA, FL 34231
$319,00053 Days on yellowkey MLS ID: A4692199
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973 Tax: $2,407 (2025)Community: Baywood Colony Sec 1Villa
Taxes:$2,407
Remarks: Experience the ease of coastal living just minutes from the world-renowned shores of Siesta Key with this inviting, free-standing villa, an ideal retreat for buyers seeking comfort, convenience, and value. Perfectly positioned in Sarasota's desirable 34231 corridor, this residence offers a rare opportunity to enjoy the beach lifestyle without the premium price typically associated with island living. Designed for relaxed, low-maintenance ownership, the villa features a spacious, open-concept layout with abundant natural light, neutral finishes, and easy-care ceramic tile flooring throughout. Recent updates include new HVAC in 2024, roof 2019, water heater and Impact windows in 2022. The well-appointed kitchen provides ample cabinetry and workspace, flowing seamlessly into the main living and dining areas, with functionally elegant built-ins with storage, and perfect for entertaining or hosting seasonal guests. Generous bedroom accommodations offer privacy and comfort, while updated baths enhance the home's move-in-ready appeal. A highlight of the property is the private outdoor living space, ideal for morning coffee, evening cocktails, or simply enjoying the coastal breezes. Residents also enjoy serene sunsets on Sarasota Bay, access to community amenities such as a pool, clubhouse, and beautifully maintained grounds, perfect for a lock-and-leave seasonal.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Adrian Mociran (941-302-8603)
5790 MIDNIGHT PASS RD #506, SARASOTA, FL 34242
$1,200,000105 Days on yellowkey MLS ID: A4686142
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1335 Built: 1979Monthly Fee: $1,647 Tax: $10,130 (2025)Community: Gulf & Bay Club Ph 1Condo
Taxes:$10,130
Remarks: Gulf-front views at the Gulf & Bay Club, resort living on Siesta Key! Ideally on the fifth floor of the A Building in Gulf & Bay Club, this expansive two-bedroom residence showcases sweeping Gulf views and the signature lifestyle only Siesta Key ownership provides. With 1,335 square feet of interior living space and private lanai, this property delivers coastal elegance and remarkable comfort in one of Sarasota’s loved beachfront addresses. An open floor plan with tranquil Gulf/beach views. New luxury vinyl wood flooring through main living space and comfortable carpet in both bedrooms. Designed for effortless entertaining, the open living and dining areas connect seamlessly to a stunning Gulf-facing view, ideal for sunset gatherings or quiet mornings with ocean breezes. The new updated kitchen pairs functionality with style, offering solid wood cabinetry, stone counters, a center island and all new stainless appliances. The primary suite is a private retreat, complete with walk-in closet, lanai access, and a luxurious updated en-suite bath featuring dual vanities and a large shower. The guest suite is a generously sized bedroom which provides privacy for family and visitors. An additional feature is a spacious laundry room. The Gulf & Bay Club on Siesta Key delivers unmatched amenity experience. The building boasts an array of amenities designed to elevate everyday living, including on-site management for added convenience. Two electric vehicle charging stations that are available, three large heated pools with Wi-Fi including one lap pool, 800 feet of private soft white sandy beach, six tennis courts including one Har-Tru court, six pickleball courts, basketball/racquetball/pickleball courts, shuffleboard court, organized seasonal golf for men and women, State-of-the-art fitness center, including free weights and yoga room, six dry saunas, hot tub, two clubhouses, library with books, bar, pool table and TVs. Numerous social activities during season, and the world-famous Siesta Key Beach directly on the beautiful Gulf of Mexico, featuring spectacular sunsets. This property serves as a tranquil retreat in an exceptional location whether you're seeking a permanent residence or a vacation getaway.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lisa Gullick (941-364-4000)
3191 LAKE PARK LN #2, SARASOTA, FL 34231
$374,000157 Days on yellowkey MLS ID: A4678896
REDUCED by $15,000 (3.9%) on 04/28/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1738 Built: 1987 Tax: $1,047 (2025)Community: Park Place VillasSpa: NoVilla
Taxes:$1,047
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! You will discover comfort, style, and Florida living at its best in this beautifully maintained 2-bedroom, 2-bath villa perfectly situated in central Sarasota - just minutes from the area's pristine beaches, vibrant downtown shopping, and fine dining options. As you enter the home, you are welcomed by a light and bright interior featuring soaring vaulted ceilings, skylights, and an inviting open layout that enhances the spacious feel. A new tile roof (2023) and new A/C system (2025) provide peace of mind and year-round comfort. The living area opens to a relaxing lanai with impact-resistant sliders where you can unwind while taking in the serene lake view and lush, mature landscaping. Two charming bay windows also offer picturesque water views, filling the home with natural light. The primary suite offers a tranquil retreat with stylish LVP flooring, a custom closet system, and an ensuite bathroom with multiple grab bars and zero entry shower. Whether you're seeking a seasonal getaway or a year-round residence, this lakefront villa offers the perfect blend of convenience, beauty, and low-maintenance living - all in one of Sarasota's most desirable locations.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Nancy Moore (941-313-5159)
6204 MIDNIGHT PASS RD #205, SARASOTA, FL 34242
$775,000168 Days on yellowkey MLS ID: A4676979
REDUCED by $4,000 (0.5%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1173 Built: 1979Monthly Fee: $1,243 Tax: $6,173 (2025)Community: Siesta Dunes BeachCondo
Taxes:$6,173
Remarks: Welcome to your slice of paradise at Siesta Dunes Beach Community. This beautifully maintained 2-bedroom, 2-bath end-unit is located on the second floor and is offered turnkey furnished, making it ideal as a vacation getaway, investment property, or full-time residence. Being an end unit, the condo is filled with extra natural light and offers a charming peek-a-boo ocean view to remind you just how close you are to the beach. Enjoy peace of mind with recent upgrades, including a newer AC, newer roof, and brand-new impact windows (2025). The unit includes a covered parking space and the community provides private beach access and beach chairs, so you’re ready to enjoy the Siesta Key lifestyle from day one. With weekly rentals allowed, this property offers excellent rental potential in a highly desirable beachfront community. Whether you’re relaxing on the sand or generating income, this Siesta Dunes condo checks all the boxes for coastal living which will not disappoint.
Listing Agent: Christine Green (941-914-2463)
1775 STAPLETON ST, SARASOTA, FL 34239
$1,499,000239 Days on yellowkey MLS ID: A4670359
REDUCED by $26,000 (1.7%) on 06/02/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2853 Built: 2007Monthly Fee: $568 Tax: $8,620 (2024)Community: Granada ParkSingle Family
Taxes:$8,620
Remarks: Between North Siesta Key and Oyster Bay, this coastal craftsman contemporary residence offers the leisure of a maintenance-free lifestyle in a desirable location. Visit nearby shopping and dining, or just a quick drive to Siesta Key Beach or downtown Sarasota. Positioned across from the community pool, the home offers easy-care landscaping complemented by a charming herb garden. Built of solid concrete block construction for lasting durability, recent improvements include new UV purification in air-conditioning units, a new roof and fresh exterior paint. The well-designed floor plan offers four bedrooms and three baths, with a flowing open layout that connects the great room, dining area and kitchen beneath high ceilings filled with natural light. A private guest suite above the garage provides flexible space for multi-generational living, a studio or fitness retreat. Throughout the home, refined details like solid-wood cabinetry, deep-trimmed windows and fine millwork reflect craftsmanship and quality. The great room impresses with a two-story ceiling and fireplace, while the kitchen showcases shaker cabinetry, quartz countertops, a center island, stainless-steel appliances and a walk-in pantry. Living in Granada Park provides the ease of a lock-and-go lifestyle in a gated, established neighborhood. This pleasant haven is conveniently just .3 miles from Publix, .5 miles to CineBistro, 1.3 miles to Southside Village, two miles to Sarasota Memorial Hospital, 2.6 miles to downtown Sarasota and five miles to Siesta Key Beach. It’s the best of Sarasota living, wrapped in a maintenance-free, West of Trail lifestyle.
Listing Agent: Andrew Tanner (941-539-0998)
5469 RIVERBLUFF CIR #42, SARASOTA, FL 34231
$249,900123 Days on yellowkey MLS ID: A4683312
REDUCED by $10,000 (3.8%) on 05/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1971Monthly Fee: $725 Tax: $2,459 (2025)Community: Strathmore RiversideSpa: NoCondo
Taxes:$2,459
Remarks: MOTIVATED SELLERS — BRING OFFERS! A rare chance to own a beautifully updated villa in Strathmore Riverside, one of Sarasota’s most desirable 55+ waterfront communities with direct Gulf access via Phillippi Creek. Just 1.9 miles to the Siesta Key South Bridge, you’re minutes from world-famous beaches, dining, and the beloved Detwiler’s Farm Market. Step inside this light, bright, and stylishly renovated 2-bed, 2-bath villa featuring a smart floor plan and luxury vinyl plank flooring throughout. The modern kitchen shines with quartz countertops, wood cabinetry, stainless steel appliances, and a generous entertaining island that anchors the space. Enjoy the serenity of no rear neighbors and peaceful open green-space views—your own private oasis. Both bathrooms are tastefully updated, and plantation shutters add a polished, coastal feel. Additional perks include updated windows, a covered carport, attached laundry room, and extra storage. Seller will provide a homeowner's warranty effective the day of closing at no additional cost to buyers; for one year. Strathmore Riverside offers a true resort-style lifestyle with a heated pool, clubhouse, fitness center, sauna, and a full calendar of social activities. Easy access to Sarasota's artistic events such as symphony, ballet, opera and Broadway shows. Boat slips are available for $1344.00/year, (first come first served) making this a dream for boating enthusiasts. Monthly dues include basic cable, water, trash, and sewer, ensuring easy, low-maintenance living. This is the Florida lifestyle buyers are searching for—don’t let it slip away. Call to see it today!!!
Listing Agent: Jo James, Llc (941-928-3175)
8773 MIDNIGHT PASS RD #102G, SARASOTA, FL 34242
$550,000203 Days on yellowkey MLS ID: A4674136
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1303 Built: 1981 Tax: $3,925 (2025)Community: Island Reef 11 Ph 1 & 2Spa: NoCondo
Taxes:$3,925
Remarks: Welcome to Island Reef, a fantastic Beach to Bay Luxury Resort-Style Complex on South Siesta Key. This rarely available first floor condo offers it's owners the ultimate in convenience with easy parking at the front door. Step out your back glassed lanai to the pool and tennis /pickleball courts, and beautiful courtyard. This 2 bedroom/2 bathroom condo is fully furnished and has been used as a vacation home and part-time rental. There is an open floor plan with split bedrooms, a glassed lanai, kitchen dinette, inside laundry, and a pass-through kitchen to the Living and Dining area. Recent updates include luxury vinyl plank through-out, and tile floors in the lanai. New area rugs and coastal furnishings create a comfortable, easy-care setting. There is ample storage with full-wall closets in the guest bedroom, a walk-in closet in the Master Bedroom, and a linen and entry closet and large storage room off the foyer. Amenities at Island Reef are second to none. Enjoy a swim or aerobics class in a choice of 2 heated pools. The updated clubhouse can be reserved for personal use and is the site of the many social events. Other amenities include; a game room, library, fitness room, dock, beach frontage, pickleball and tennis courts, shuffleboard, kayak and bike storage and an active social program. There is an inhouse rental program and on-site manager. If you want to head to the Siesta Key Beach, the SK Village, and beyond, you can pick up the free Trolley from the Island Reef Entrance. Walk to Turtles Restaurant or Turtle Beach Park or rent a boat from the nearby Marina. If you have always wanted to live in Paradise, here is your opportunity at a great price! This unit is SOLD AS-IS. The dock is in the process of being rebuilt and will be done in June. There is a short waiting list for those who would want to rent a dock.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Carolyn Francis (941-400-0083)
1248 NORTHPORT DR, SARASOTA, FL 34242
$2,500,000249 Days on yellowkey MLS ID: A4668459
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3250 Built: 1959Monthly Fee: $293 Tax: $13,819 (2025)Community: Royal Palm HarborSpa: NoSingle Family
Taxes:$13,819
Remarks: One or more photo(s) has been virtually staged. Siesta Key, island living at its best. Welcome to your waterside home where you’ll enjoy a carefree, tropical lifestyle all year long. This home has been nicely maintained along with an extensive addition completed in 2015. The original home included two guest bedrooms with adjoining Jack and Jill bath plus a primary suite. The 1,200-square-foot addition included an oversized en suite with double sinks and vanity area, walk-in closet, three-headed walk-in shower plus a wall of linen closets. The addition also included a flex room used as an office, plus a 22-by-20-foot pantry/laundry area. A truck-friendly spacious garage with room to accommodate four vehicles and 8-foot high garage door was also part of the expansion. New can lighting installed in living room, dining area and kitchen in 2016 along with a new generous-sized kitchen island. The entire home has low maintenance polished concrete flooring that flows seamlessly throughout. Walls of sliding glass doors surround the oversized screened-in lanai and oversized pool. It’s easy to open up the entire house to the great outdoors when entertaining friends and family. For the boating enthusiast, the home sits on a canal with direct access to the Intracoastal Waterway and offers a 27-foot dock equipped with a 10,000-pound boat lift plus a dual jet ski lift. This home exemplifies the best of island living and don’t forget, world famous Siesta Key Beach is only a short distance away.
Listing Agent: Peg Davant (941-356-4552)
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