Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
128 GOLDEN GATE PT #301B, SARASOTA, FL 34236
$1,695,000208 Days on yellowkey MLS ID: A4662515
0 Days Off yellowkey (back on 4/30/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3000 Built: 2004 Tax: $19,933 (2024)Community: Vista Bay PointCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$19,933
Elementary School: Southside Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. A rare full-floor waterfront residence on prestigious Golden Gate Point, offering the privacy of a single-family home with the ease of luxury condo living in Sarasota. Located on the entire third floor of Vista Bay Point, this expansive 3,000 sq. ft. 4-bedroom, 3.5-bath residence delivers uninterrupted panoramic views of Sarasota Bay and the downtown skyline. With no shared walls or hallways, you’ll enjoy true exclusivity—access your home directly from your private 2-car garage via a private elevator. Inside, floor-to-ceiling glass fills the space with natural light, framing stunning water views from nearly every room. The open-concept design is ideal for both relaxed living and entertaining, anchored by a chef’s kitchen featuring custom cabinetry, granite countertops, an oversized island, premium appliances, and a gas range. The owner’s suite is a private retreat, complete with a spacious walk-in closet, spa-inspired bath, and a flexible adjoining space perfect for a home office, sitting room, or additional bedroom. Two well-appointed guest suites with en-suite baths provide comfort and privacy for visitors. Residents enjoy resort-style amenities including a heated pool and spa, fitness center, theater room, billiards lounge, club room, and guest suite. The building has been recently refreshed with a new exterior, updated windows, and a redesigned lobby—offering peace of mind and modern appeal. Perfectly positioned just minutes from downtown Sarasota, St. Armands Circle, and Lido Beach, this is a rare opportunity to own a full-floor waterfront residence in one of Sarasota’s most sought-after enclaves.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Nikki Taylor (941-587-9060)
3005 CHIANTI CT #101, SARASOTA, FL 34237
$225,00094 Days on yellowkey MLS ID: A4683079
0 Days Off yellowkey (back on 5/6/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1058 Built: 2002 Tax: $3,190 (2025)Community: VillagioCondo
Taxes:$3,190
Elementary School: Tuttle Elementary
Tax Year: 2025
Remarks: Charming and easy to enjoy, this ground-level condo is ideally located just minutes to downtown Sarasota. Thoughtfully designed with two bedrooms and two full baths, the split-bedroom layout provides comfort and privacy. The open great room and kitchen flow together seamlessly, creating a bright and welcoming area that is both cozy and functional. Enjoy the added convenience of single-level living with no stairs to climb. New HVAC (2025), newer carpet, light fixtures and ceiling fans (2021). Community roofs replaced (2021) and all buildings painted (2024). The primary suite includes an en-suite bathroom and very large walk-in closet, while the second bedroom offers two built-in closets and convenient access to the second full bathroom. An additional bonus room offers flexibility as a small office with built-in desk or generous storage space. In-unit washer and dryer add convenience. Enjoy your morning coffee or unwind in the evening on the covered lanai. One assigned covered carport plus ample guest parking. Located in the gated community of Villagio, residents enjoy resort-style amenities including a heated pool, fitness center, tennis and pickleball courts, clubhouse, playground, and on-site management. No CDD fees and low maintenance fees, this property is ideal for full-time residents, seasonal living, or as an investment opportunity. Just minutes to downtown Sarasota, St. Armands Circle, Siesta Key and Lido Key beaches, marinas, shopping, dining, I-75, Sarasota/Bradenton International Airport, and walkable to Ed Smith Stadium, spring training home of the Baltimore Orioles. A location that truly delivers the best of the Sarasota lifestyle. Don’t miss it!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Dana Cook Westmark (941-356-5091)
4420 GREENWOOD STABLES RD, SARASOTA, FL 34235
$1,250,00036 Days on yellowkey MLS ID: A4691005
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2129 Built: 1976 Tax: $7,339 (2025)Community: Not Part Of A SubdivisionSingle Family
Taxes:$7,339
Elementary School: Gocio Elementary
Remarks: A RARE find in Sarasota or Manatee County! This property has an Open Use zoning classification, which allows for a variety of uses beyond residential, and has no deed restrictions. This 2,129 sq ft pool home sits on some of the most private acreage in the area. The fenced property also includes a separate concrete building with power and water, ready to be finished to your specifications. The property backs up to a 77-acre protected preserve, ensuring privacy for years to come. Ideally situated West of I-75 and just a short distance to both downtown Sarasota and the shops and restaurants of University Town Center.
Listing Agent: Fred Sassen (404-408-5956)
136 GOLDEN GATE PT #502, SARASOTA, FL 34236
$2,600,000141 Days on yellowkey MLS ID: A4677212
REDUCED by $200,000 (7.1%) on 04/14/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3785 Built: 2001 Tax: $890 (2025)Community: The PhoenixCondo
Taxes:$890
Remarks: We are pleased to present a rare opportunity to experience panoramic, unobstructed bayfront views from your fifth-floor residence at The Phoenix—one of Golden Gate Point’s most exclusive gated enclaves. This boutique community, comprised of just 13 residences with only two per floor, offers an exceptional level of privacy and sophistication for the most discerning buyer. Designed by acclaimed architect Brent Parker of BDG Architects, Residence 502 spans nearly 4,000 square feet under air and features a distinctive circular floor plan, thoughtfully designed so every principal living space captures sweeping, unobstructed views of Sarasota Bay and the iconic John Ringling Causeway. Floor-to-ceiling, hurricane-rated glass fills the home with natural light while framing ever-changing waterfront vistas. Two expansive bayfront terraces provide the perfect setting to take in breathtaking sunsets, passing boats, and sparkling water views. A private elevator opens directly into an elegant foyer, setting the tone for the residence’s refined interiors. The great room, with 10-foot ceilings, is designed for both relaxed living and entertaining, featuring a custom dry bar complete with ice maker and wine refrigerator. The chef’s kitchen and adjoining breakfast room overlook the bay and main terrace, appointed with textured cement countertops, a six-burner gas range, double ovens with warming drawer, full-size Sub-Zero refrigerator and separate freezer, and reverse osmosis at the island bar sink. Additional highlights include a private two-car garage, custom draperies and plantation shutters, and a layout meticulously crafted to maximize both privacy and panoramic water views throughout. Most furnishings are included, offering a seamless, move-in-ready opportunity. Residents of The Phoenix enjoy a private waterfront pool overlooking a sandy beach and Sarasota Bay, a well-appointed fitness center, club room, rooftop terrace, and the security of a gated community—all just moments from the vibrant dining, shopping, marina, and cultural attractions of Sarasota.
Listing Agent: Georgina Clamage (941-586-3789)
3061 QUAIL HOLW ## 35, SARASOTA, FL 34235
$219,00043 Days on yellowkey MLS ID: A4690473
REDUCED by $6,000 (2.7%) on 04/28/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 786 Built: 1979Monthly Fee: $82 Tax: $2,437 (2025)Community: Quail HollowCondo
Taxes:$2,437
Remarks: Best Kept Secret in Sarasota:) Great Turn-Key, quaint placement of this one bedroom, one bathroom condo in the Meadows. First floor walkout onto a lovely pathway of old Florida growth trees and just near the excellent pool. Front parking to the unit and covered entry to the front door. Complete tile floors, two window bedroom to fit side desk or sitting chair additional to the bed and dresser. Pocket door from master bedroom into the full bathroom with tiled shower/bath. Main living area has dining area, living room, wonderful kitchen with breakfast bar and island for meal preparation or serving. Four panel sliders looking out through the delightful screened lanai and onto a deep glorious nature view. Pool just outside the unit with a simple walk. Washer/Dryer is stacked and an outdoor closed storage can also be locked. Community is just down the street from the Meadows Country Club, golf and tennis. Additional Olympic pool and fitness center. Many trails of old growth for walking and biking. Excellent location near UTC Mall area, Lakewood Ranch to the east, downtown Sarasota to the SW, Anna Maria Island to the NW and dining/shopping/events abound being central. The coast offers some of the finest beaches on the Gulf Coast of Florida. A lovely unit for living or leasing seasonally.
Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)
Listing Agent: Argelia Vidal (734-218-4536)
2107 CHIPPAWA PL, SARASOTA, FL 34234
$485,00058 Days on yellowkey MLS ID: A4688520
1 Days Off yellowkey (back on 5/5/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1348 Built: 1950 Tax: $5,429 (2025)Community: Sylvan ShoresSpa: NoSingle Family
Taxes:$5,429
Remarks: Under contract-accepting backup offers. Located West of the Trail in the Indian Beach / Sapphire Shores neighborhood of Sarasota, this single-family property offers flexible living with an additional efficiency. The main residence includes 2 bedrooms and 1 bathroom, featuring a newly updated kitchen, along with a separate laundry room for added convenience. Natural light and a functional layout create comfortable everyday living. The spacious backyard offers room for outdoor enjoyment and entertaining. A standout feature of the property is the separate 1 bedroom, 1 bathroom grandfathered-in efficiency with its own private entry and private yard, providing flexibility for rental use. Total living configuration includes 3 bedrooms and 2 bathrooms across both living spaces. No deed restriction. The home is located in an X flood zone where flood insurance is NOT required. No damage, water intrusion, or insurance claims from recent hurricanes. Convenient proximity to downtown Sarasota and the Rosemary District offer access to dining, shopping, and cultural amenities, while Lido Key provides nearby beach access. The property is located in proximity to nearby points of interest including Indian Beach Park along the bay, The Ringling Museum, Sarasota Jungle Gardens, Ringling College, New College, USF Sarasota-Manatee, Asolo Repertory Theatre, and The Bay. Optional Indian Beach Sapphire Shores neighborhood association offers a neighborhood newsletter, picnic, and additional social activities. Property is being sold as-is.
Listing is courtesy of: BROOKFIELD REAL ESTATE LLC (941-917-0494)
Listing Agent: Eric Collin (941-350-7775)
4494 DEL SOL BLVD S, SARASOTA, FL 34243
$460,000158 Days on yellowkey MLS ID: N6142017
0 Days Off yellowkey (back on 5/4/2026)
REDUCED by $10,000 (2.1%) on 04/18/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1808 Built: 1992Monthly Fee: $11 Tax: $4,692 (2025)Community: Del Sol Village At Longwood Run Ph 02Spa: NoSingle Family
Taxes:$4,692
Elementary School: Emma E. Booker Elementary
Remarks: PRICE IMPROVEMENT & MOTIVATED SELLER! Location, Location, Location! I know that saying is real estate cliche, but in this instance, it's absolutely true! This beautiful 3 bedroom, 2 1/2 bath, 2 car garage home with heated pool is nestled against a preserve and located in the popular and highly sought after Longwood Run subdivision. You're just minutes away from world famous beaches, first class shopping at UTC, medical facilities and a myriad of restaurants covering just about everyone's favorite dish. Easy access to I-75, US 41 and just minutes to Sarasota Bradenton International Airport (SRQ). Home updates worth noting include a new tile roof in 2020, kitchen cabinets & quartz countertops in 2025, primary, guest and pool baths all updated within the last 2 years and the pool was resurfaced in 2024. The generous room sizes and easy flow of this home will draw you in, but the peace and tranquility found enjoying your pool area/outdoor living with gorgeous preserve views will make you want to stay! One bedroom is currently being used as a den/office, but could easily have a closet added, if needed. Primary bedroom offers sliders to the pool area along with 2 walk-in closets (hers and hers, LOL), ensuite bathroom with quartz countertops, soaking tub and stand alone shower stall. An affordable HOA, superb location and a fabulous home. . . . what more could you ask for? Schedule your private viewing today and make this home yours - before someone else does!
Listing is courtesy of: SETTLES REAL ESTATE LLC (941-685-3600)
Listing Agent: Cherie De Hay (941-809-6828)
2425 ASPINWALL ST #2425, SARASOTA, FL 34237
$145,000130 Days on yellowkey MLS ID: A4679117
REDUCED by $4,900 (3.3%) on 05/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1024 Built: 1971Monthly Fee: $692 Tax: $2,293 (2025)Community: The Village Sec 2Spa: NoVilla
Taxes:$2,293
Remarks: Motivated seller! Welcome to The Village. A quaint enclave of just 18 villas surrounded by mature landscaping, yet just minutes from downtown Sarasota. This 2-bedroom, 2-bath villa offers an excellent opportunity for an investor, first-time homebuyer, or winter retreat. The open great room design features tile flooring throughout, creating a bright and inviting living space. Both bedrooms include walk-in closets and en-suite bathrooms, providing comfort and privacy. The updated kitchen boasts quartz countertops and a separate island for additional workspace—perfect for cooking and entertaining. Step outside to the covered patio, where you can enjoy garden views with a partial pond backdrop. Additional highlights include a new roof in 2025 and one assigned parking space. Ideally located just minutes from Downtown Sarasota/Main Street, St. Armand's Circle, and Lido Key, you’ll have easy access to world-class dining, shopping, cultural attractions, and beautiful beaches. Whether you’re looking for a full-time residence, vacation getaway, or rental property, this delightful home offers the perfect blend of location, lifestyle, and value.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Tina Von Kessel (941-266-2848)
132 HARRISON DR, SARASOTA, FL 34236
$1,250,000471 Days on yellowkey MLS ID: A4639921
REDUCED by $145,000 (10.4%) on 04/07/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2219 Built: 1933 Tax: $8,286 (2024)Community: Lido Beach Div B ResubSingle Family
Taxes:$8,286
Remarks: MAJOR PRICE REDUCTION! Prime Lido Beach Opportunity – Discover the potential of this Old Florida gem, located just one block from Lido Beach and less than a mile walk or bike ride to the vibrant shops and dining of St. Armands Circle. Lido Beach offers a serene coastal escape while being just minutes from the energy of downtown Sarasota. Enjoy breathtaking sunsets, peaceful morning walks along the shore, and endless opportunities for swimming, kayaking, and wildlife watching in this coastal paradise. This 3-bedroom, 2-bathroom main home features an attached 1-bedroom, 1-bathroom apartment, offering flexibility for rental income, a guest suite, or multi-generational living. Lovingly lived in by one owner for nearly 40 years, this home sits on an 8,608 sq. ft. lot, this property is zoned RMF3 - Residential, Multi-Family, providing incredible opportunities for redevelopment or investment. Whether you’re looking to renovate, expand, or build new, this lot offers endless possibilities in a prime location. While the home has sustained storm damage from Hurricane Helene, it presents an exceptional opportunity for investors or buyers looking to build equity in one of Sarasota’s most sought-after beachside communities. Don’t miss out on this rare chance to own on Lido Key. Property is being sold as-is.
Listing Agent: Kerry Mccarthy (720-233-7147)
430 KUMQUAT CT #504, SARASOTA, FL 34236
$945,0001403 Days on yellowkey MLS ID: A4543524
1 Days Off yellowkey (back on 2/3/2023)
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1153 Built: 2023Monthly Fee: $465 Tax: $9,500 (2022)Community: Villa BalladaCondo
Taxes:$9,500
Elementary School: Alta Vista Elementary
Tax Year: 2022
Remarks: Under contract-accepting backup offers. PreConstruction. Introducing Villa Ballada — the third in our series of extraordinary contemporary architectural designs in the Rosemary District by local award-winning architects, Halflants + Pichette. Villa Ballada follows our first two projects by Dunn Hospitality Group, Zahrada and Zahrada 2, just a half block away. Twenty-two residences and two retail units present an unbelievable opportunity to choose from 21 different floor plans, each offering its own unique feel and desirable to many with a lifestyle all on one level. Wide-open foyer, spacious designer kitchens with breakfast bar and welcoming dining and living rooms are the main features in all 21 designs. In this #504 penthouse condominium with two full bedrooms and two-and-a-half baths, there is a spacious balcony facing east from which to enjoy Sarasota’s spectacular sunrise. Additionally, the beautiful swimming pool/courtyard will cool you down on those hot summer days. Secure lobby and parking garage with assigned parking and optional EV charging stations keep you safe and sound. But in the end, the architecture, the location where you can experience a myriad of Sarasota’s downtown delights, such as delectable culinary opportunities, arts and culture, Florida Studio Theater, Sarasota Opera House, Westcoast B Theater and the farmers market, Whole Foods close by, the John Ringling Bridge, Marina Jack and the Sarasota waterfront. The new construction techniques, premium finishes and craftsmanship rule the day. You must come experience Villa Ballada as you won't be disappointed. Remember we are only four blocks away from our incredible new "The Bay Sarasota," a 53-acre bayfront park underway for everyone who frequents and delights in Sarasota. Your new condominium is available from $840,000 to $1,840,000 with two, three and four-bedroom designs. Completion dates - February/March 2024. See you soon! Low HOA fee includes insurance, management fees, building maintenance, Manager, a yearly exterior window cleaning, water, sewer, trash and exterior pest control.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
430 KUMQUAT CT #502, SARASOTA, FL 34236
$1,843,2001415 Days on yellowkey MLS ID: A4542246
0 Days Off yellowkey (back on 2/15/2023)
Bed: 4 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2342 Built: 2023Monthly Fee: $929 Tax: $18,432 (2022)Community: Villa BalladaCondo
Taxes:$18,432
Remarks: Under contract-accepting backup offers. PreConstruction. Introducing Villa Ballada - the third in our series of extraordinary contemporary architectural designs in the Rosemary District by local award-winning architects, Halflants + Pichette. Villa Ballada follows our first two projects by Dunn Hospitality Group - Zahrada and Zahrada 2, just a half block away. 22 residences and two retail units presenting unbelievable opportunity to choose from 21 different floor plans, each offering its own unique feel, and desirable to many with lifestyle all on one level. Wide open foyer, spacious designer kitchens with breakfast bar, and welcoming dining and living rooms are the main features in all 21 designs. In this #503 penthouse condo with four bedrooms and three-and-a-half baths, there is a spacious balcony facing west as well as a second terrace from which Sarasota’s spectacular sunsets will be enjoyed! Additionally, the beautiful swimming pool/courtyard will cool you down on those hot summer days. Secure lobby and parking garage with assigned parking and optional EV charging stations keep you safe and sound. But in the end, the architecture, the location where you can experience a myriad of Sarasota’s downtown delights, such as delectable culinary opportunities, arts and culture, Florida Studio Theater, Sarasota Opera House, Westcoast Black Theatre and the farmers market, Whole Foods close by, the John Ringling Bridge, Marina Jack and the Sarasota waterfront. the New construction techniques, premium finishes and craftsmanship rule the day. You must come experience Villa Ballada as you won't be disappointed. Remember we are only four blocks away from our incredible new “the Bay Sarasota” 53-acre bayfront park underway for everyone who frequents and delights in Sarasota. Your new condo is available from $840,000 to $1,840,000 with two-, three- and four-bedroom designs. Completion dates – February/March 2024. See you soon! Low HOA fee includes insurance, management fees, building maintenance, manager, annual exterior window cleaning, water, sewer, trash and exterior pest control.
5327 MYRTLE WOOD #52, SARASOTA, FL 34235
$285,00047 Days on yellowkey MLS ID: A4689489
3 Days Off yellowkey (back on 5/4/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1239 Built: 1982 Tax: $3,208 (2025)Community: SpringlakeCondo
Taxes:$3,208
Remarks: Under contract-accepting backup offers. Tucked away in the highly sought-after Springlake enclave of The Meadows, this beautifully maintained 2-bedroom, 2-bath residence offers the perfect blend of comfort, privacy, and serene surroundings. Just a short stroll to the private community pool, the location alone is hard to beat. Step inside and you’re immediately drawn to stunning water views, showcased through triple sets of sliding glass doors that fill the home with natural light and seamlessly connect indoor and outdoor living. The spacious lanai provides the perfect setting to relax or entertain, while a second private lanai off the primary suite creates a peaceful retreat of its own. The home features generous closet space and ample storage throughout, along with an updated primary bathroom designed for both style and function. Additional highlights include a covered carport with a dedicated storage shed ideal for bikes or outdoor gear, as well as a charming private walkway entrance with a gated iron entry that adds to the home’s character and sense of seclusion. Recent upgrades bring peace of mind, including a new AC system installed in 2024 and a water heater replaced in 2021. A rare opportunity to enjoy low-maintenance living with tranquil water views in one of The Meadows most desirable neighborhoods.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Angelica Ridley (908-377-7243)
4328 LOST FOREST LN, SARASOTA, FL 34235
$685,00042 Days on yellowkey MLS ID: A4690007
0 Days Off yellowkey (back on 5/3/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2639 Built: 1979 Tax: $6,190 (2025)Community: Lost ForestSingle Family
Taxes:$6,190
Remarks: Under contract-accepting backup offers. LOOKING FOR OPTIONS? Your home-based business bulging at the seams? Need a Mother-in-Law suite? Blended Family looking for room to roam? Look no further! Situated on a quiet cul-de-sac with OVER AN ACRE of land, this multipurpose property offers possibilities hard to find anywhere else. The adaptive floor plan with a separate private entrance, bathroom, and living space is ideal for a blended family and offers the potential to welcome an ageing parent or a returning son or daughter to your home. If you have an expanding business and need room for trucks or trailers, the 1200 SF detached garage with 10-foot doors and a separate office or workshop space (10 X 31') will help you grow the business while you enjoy the comfort and convenience of working from home. Additional covered parking is great for your boat or RV. And did I mention the caged pool ideal for hours of Summertime Family Fun?! Enjoy outdoor living on the 36 X 12' lanai finished with paver-like floors, fans, and easy access from the living spaces of the home, making this the perfect place to start your day with a cup of coffee or end it with a glass of your favorite wine. There is an ensuite bedroom with a private bath, a kitchen that could easily be expanded into the family room, a formal living room, and a separate dining area. Although the home could use some TLC, ALL NEW WINDOWS are HURRICANE RATED (2022), AC is newer (2018), and the Roof was replaced in 2015. FLOOD ZONE X, Majestic Oaks make for a park-like setting, a portion of the yard is fenced for pets, and there's a 20 X 14 framed metal shed with electric, great for a detached workshop. Call for an appointment and come see what could be your pathway to the future.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Richard Capps (941-920-7500)
922 INDIAN BEACH DR, SARASOTA, FL 34234
$2,475,00029 Days on yellowkey MLS ID: A4689749
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3234 Built: 2001Monthly Fee: $75 Tax: $10,612 (2025)Community: Old OaksSingle Family
Taxes:$10,612
Elementary School: None
Remarks: This beautiful residence sits on a rare half-acre lot within Old Oaks, an exclusive enclave of just six homes, privately tucked behind lush Florida landscaping. A set of double glass doors welcomes you into a light-filled interior where refined finishes and thoughtful upgrades create a warm atmosphere designed for both everyday living and effortless entertaining. At the center of the home, the living room features a wood-burning fireplace and opens seamlessly through three sets of French doors to an expansive screened terrace. An additional fully enclosed outdoor living space with soaring ceilings overlooks a serene, botanical garden—offering a true indoor-outdoor lifestyle. The kitchen is both stylish and functional, anchored by a large island with a farmhouse sink and complemented by a dedicated breakfast area. The primary suite serves as a private retreat, complete with French doors to the lanai, dual walk-in closets, and a spa-inspired en-suite bath featuring a wall-enclosed walk-in shower, soaking tub, and custom built-in cabinetry. Upstairs, two generously sized bedrooms share a well-appointed full bath, providing comfort and privacy for family or guests. The oversized screened lanai offers ample space for entertaining, while the separate pool is surrounded by lush greenery, creating a tranquil setting for relaxation and recreation. An oversized two-car garage includes custom floor-to-ceiling storage. Ideally located in the heart of Sarasota’s cultural district, this home is just minutes from downtown, St. Armands Circle, Lido Beach, and SRQ Airport. Enjoy close proximity to the Ringling Museum, Ringling College of Art and Design, and a short walk to Indian Beach Park for breathtaking bayfront sunsets. An exceptional opportunity to experience refined Florida living with modern comfort and timeless appeal.
Listing is courtesy of: CHARITY & WEISS INTERNATIONAL LLC (941-365-0022)
Listing Agent: Rudi Weiss (941-284-1013)
5495 CYNTHIA LN, SARASOTA, FL 34235
$611,00039 Days on yellowkey MLS ID: TB8498165
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2198 Built: 1993Monthly Fee: $31 Tax: $5,889 (2025)Community: Deer HollowSingle Family
Taxes:$5,889
Remarks: Stop your search—this is the MOVE-IN READY gem you’ve been waiting for! Tucked away in the quiet, family-friendly enclave of Deer Hollow, this 3-bedroom, 2-bathroom pool home sits on an exceptionally SPACIOUS AND PRIVATE LOT at the end of a peaceful cul-de-sac. Every inch of this residence has been meticulously revitalized, boasting a BRAND NEW ROOF, new water heater, and updated AC and appliances for total peace of mind. Inside, you’ll find a FULLY UPDATED KITCHEN AND BATHROOMS, fresh designer paint inside and out, modern flooring, and upgraded lighting throughout. The versatile Florida room provides that essential ADDITIONAL LIVING SPACE for a home gym or private office, while the outdoor oasis beckons with a RECENTLY RESURFACED POOL and cozy fire pit area. Perfectly positioned near UTC MALL, BENDERSON PARK, AND DOWNTOWN SARASOTA, this home also features HURRICANE SHUTTERS to ensure AFFORDABLE INSURANCE. It truly is the TOTAL PACKAGE!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Krisztina Juhasz (571-423-8772)
540 N TAMIAMI TRL #701, SARASOTA, FL 34236
$3,350,000163 Days on yellowkey MLS ID: A4675649
REDUCED by $199,000 (5.6%) on 04/24/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3698 Built: 2020 Tax: $36,727 (2024)Community: The Blvd SarasotaSpa: NoCondo
Taxes:$36,727
Remarks: Enjoy refined elevated Living at The BLVD offering more than a home—this northwest corner 4-bedroom unit delivers a premier vantage to Sarasota’s spectacular bay and city skyline views from sunrise to sunset. Perfectly positioned in the Bayfront District, this modern masterpiece rises above the ordinary to bestow a stunning expression of Sarasota living. Expansive floor-to-ceiling glass along with a 1,356 sq ft wraparound balcony reveal sweeping unobstructed bay vistas and glittering city views. A private elevator entry introduces a flowing 3,698 sq ft layout with tons of natural light designed to showcase the view from nearly every space. The generous great room is designed for both comfort and entertaining, highlighted by soaring tray ceilings, a custom wooden slatwall, and wood-planked tile flooring. The kitchen serves as a striking focal point, blending refined cabinetry and a tailored tile backsplash for a clean, contemporary aesthetic. A quartz-clad island provides abundant workspace and storage, while premium Thermador appliances—including convection cooktop, built-in wall oven, wine refrigerator, and dual pantries with custom shelving—cater to both everyday living and elevated culinary pursuits. The primary suite offers a tranquil retreat, featuring two walk-in closets and a spa-inspired bath complete with a soaking tub and an expansive glass-enclosed shower featuring luxurious his-and-her Rain Head, enhanced with integrated steam for a spa-like retreat. An additional oversized bedroom suite currently used as a bonus room could become the primary bedroom. Two additional bedroom suites each enjoy private terrace access and indulgent en-suite baths. A stylish powder room and a well-appointed laundry room complete the interior. BLVD is an intimate, boutique residence with just forty-nine homes, distinguished by its curated, hotel-inspired amenities and full-time concierge services. Residents enjoy an elegant social lounge with service bar, a state-of-the-art fitness center, conference facilities, a temperature-controlled wine room with private secured storage, an indoor driving range, and a dedicated dog grooming suite. An expansive outdoor terrace provides additional lounge spaces and thoughtfully designed pet amenities. At the pinnacle of the building, Sarasota’s premier rooftop retreat offers an unmatched setting for relaxation and entertaining, featuring a stunning zero-horizon pool, inviting lounge areas, a covered summer kitchen, and a fire pit overlooking the bay. Residence 701 reflects the very essence of the Sarasota lifestyle—where refined luxury and effortless sophistication converge. And COMING SOON - 1000 NORTH Sarasota, an exclusive members-only club located on the bottom floor of the BLVD and centered in the heart of the city’s cultural corridor. This private retreat will offer refined dining and handcrafted cocktails. From waterfront strolls and acclaimed dining to world-class arts and cultural events just moments away, BLVD is as much a destination as it is a home.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Francoise Borel (941-228-3768)
724 CROSSWIND AVE, SARASOTA, FL 34240
$1,595,000145 Days on yellowkey MLS ID: A4673669
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2688 Built: 2021Monthly Fee: $419 Tax: $20,062 (2025)Community: Lakehouse Cove At WatersideSpa: YesSingle Family
Taxes:$20,062
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. MAJOR PRICE IMPROVEMENT - Welcome to 724 Crosswind Avenue, an elegant custom-built Lee Wetherington home that reflects timeless craftsmanship and thoughtful design. In a quiet, private enclave surrounded by lush preserves and vibrant wetlands, this 2,688-square-foot, single-story residence offers breathtaking views of abundant wildlife, including waterfowl, birds, deer and majestic eagles, creating a serene setting. Designed for relaxation and entertaining, the home features three spacious bedrooms, a private den and three full baths. From the moment you enter through the double glass doors, you’re greeted by a seamless, open flow and refined details throughout. The gourmet kitchen is a chef’s dream, showcasing top-of-the-line Monogram appliances, a gas cooktop, built-in ovens, custom wood cabinetry with deep drawers, quartz countertops and backsplash walls, a large walk-in pantry, and an oversized island with breakfast bar seating, ideal for casual dining and gatherings. The great room serves as the heart of the home, highlighted by soaring ceilings, built-in display shelving, and a dramatic wall of sliding glass doors that flood the space with natural light while opening to the lanai and preserving panoramic views of the surrounding landscape. The open-concept coastal design flows effortlessly into the dining area and kitchen, creating a warm, inviting atmosphere ideal for entertaining. A formal dining room is conveniently off the kitchen and features glass doors that lead to an outdoor dining area. The private den or office provides a peaceful retreat, complete with French doors for added privacy. The primary suite is a luxurious sanctuary featuring two custom-designed walk-in closets and a spa-inspired en-suite bath with dual vanities, a soaking tub and a floor-to-ceiling tiled walk-in shower. Two additional guest suites, each with its bath and generous closet space, ensure comfort and privacy for family and visitors alike. Step outside to your resort-style outdoor oasis designed for the ultimate Florida lifestyle. This exceptional space includes a heated saltwater pool and spa, a fully equipped outdoor kitchen, two covered loggias offering multiple entertaining areas and a panoramic screen enclosure with uninterrupted preserve views. Enjoy peaceful mornings on the lanai as you take in breathtaking sunrises and tranquil surroundings. Additional features include impact-resistant windows and doors, high and tray ceilings, crown molding, engineered hardwood and tile flooring throughout with no carpet, a spacious laundry room with ample storage, a separate climate-controlled storage room, and a three-car side-load garage with epoxy flooring. Plantation shutters, custom window treatments, built-in speakers, lush tropical landscaping, and accent lighting further enhance the home’s elegance and curb appeal. This custom Lee Wetherington home exemplifies a fusion of design and functionality, promising a life of unparalleled luxury and comfort all in Lakehouse Cove at Waterside. Lakehouse Cove community at Waterside boasts 20 serene shorelines, nature preserves and trails. Residents of Lakehouse Cove enjoy a richly appointed amenity center featuring a resort-style pool, spa, clubhouse with kitchen and scenic outdoor verandas, fire pits, pickleball courts, meeting and game room, and state-of-the-art fitness facility. Catch the Lakehouse Cove water taxi to Waterside Place Marina every Sunday for the farmers market.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Charles Totonis (941-524-8299)
1274 MAY LN, SARASOTA, FL 34236
$1,350,000135 Days on yellowkey MLS ID: A4678371
REDUCED by $225,000 (14.3%) on 05/03/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2291 Built: 2019Monthly Fee: $635 Tax: $14,493 (2025)Community: Valencia Rosemary Place TownshSpa: NoTownhouse
Taxes:$14,493
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT!!!!!!! This perfectly positioned in the heart of downtown Sarasota, this refined three-story residence in the coveted enclave of Valencia Rosemary Place embodies the essence of modern luxury living. Tucked along a quiet private lane with tranquil park views, the home offers 2,291 square feet of impeccably curated interiors, including three private bedroom suites, 3.5 baths, and a luminous main living level designed for effortless everyday living and sophisticated entertaining. A charming terrace off the primary suite adds a serene outdoor escape. Every detail has been elevated with thoughtful intention. Rich hardwood flooring, soaring ceilings, crown molding, premium plaster-finished walls, and designer lighting create a warm, contemporary elegance throughout. The reimagined chef’s kitchen serves as the home’s centerpiece—an artful blend of style and function—featuring quartz surfaces, solid wood cabinetry, Moroccan tile accents, open shelving, KitchenAid appliances, a gas range, and an inviting island with expanded pantry storage. The primary suite offers a peaceful retreat with its own private terrace, while two additional guest suites provide exceptional comfort and privacy for family or visitors. A two-car garage, generous storage on every level, and low-maintenance living further enhance the home’s appeal for both full-time and seasonal residents. All of this is just minutes from Sarasota’s celebrated dining, boutique shopping, performing arts venues, and The Bay waterfront—creating a rare opportunity to enjoy refined, lock-and-leave living in one of the city’s most vibrant and walkable neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Julie Lojacono Mackie (773-704-1438)
5124 HARPERS CROFT #7, SARASOTA, FL 34235
$238,000130 Days on yellowkey MLS ID: A4679022
REDUCED by $7,000 (2.9%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1024 Built: 1981 Tax: $2,613 (2025)Community: Harpers CroftCondo
Taxes:$2,613
Remarks: Introducing a beautiful, furnished, two-bedroom, two bath, ground floor condominium unit in the Harpers Croft condominium community, located within the larger community of The Meadows, in north Sarasota, Florida. It is move-in ready, with everything you need but your clothes! Looking out your back lanai sliders, you can watch golfers enjoying the well-maintained golf course. Included on site within steps of your front door, is a beautiful swimming pool with restrooms, tables, umbrellas, and lounge chairs. The Meadows offers 14 miles of walking and biking trails, and for a minimal fee, residents may use the golf course, up-to-date fitness center, a junior Olympic swimming pool, Tennis courts, Pickleball courts, a playground, a dog park for large and small dogs, and much more. One of the three golf courses is open currently to residents, with plans to open the others in discussions. This highly desirable community is conveniently located between Sarasota stunning beaches, the beautiful downtown area, the up-scale St Armands Shopping Circle, and I-75. It is also adjacent to the popular University Towne Center shopping corridor, featuring numerous restaurants, specialty shops, the UTC Mall, as well as the newly built Mote Marine Museum. It offers the perfect combination of a relaxed, but active, Florida lifestyle that you have always dreamed of! Schedule a viewing today!
Listing is courtesy of: BARRETT REALTY, INC (941-745-9999)
Listing Agent: Janine Poppa (941-929-5643)
1350 5TH ST #306, SARASOTA, FL 34236
$950,000180 Days on yellowkey MLS ID: A4673354
REDUCED by $49,000 (4.9%) on 05/01/2026
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 1836 Built: 2019Monthly Fee: $1,840 Tax: $13,815 (2024)Community: Risdon On 5ThSpa: NoCondo
Taxes:$13,815
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. This is the LOWEST-PRICE two-story condominium among comparable units! Welcome to Risdon on 5th! This luxurious, gated residence is ideally located in downtown Sarasota’s most coveted area, the Rosemary District. Rarely available, Risdon on 5th was just built in 2019 and offers a sleek, contemporary living experience within award-winning architecture designed by the renowned Halfants & Pichette. Semi-private elevators whisk you to the third floor of this modern END-UNIT residence. In 2019 the sellers spared no expense upgrading this spacious two-story condominium that offers 3 bedrooms and 3.5 bathrooms, highlighted by energy-efficient IMPACT WINDOWS and DOORS, soaring ceilings, and premium designer finishes throughout. An airy loft bathed in natural light enhances the home’s open, sophisticated feel. The custom-built kitchen showcases premium JennAir appliances, exquisite Irpinia soft-close cabinetry, and a striking centerpiece island highlighted by a 2 inch waterfall-edge Quartz countertop. All 3 bedrooms feature private en-suite bathrooms, with an additional half bath conveniently located on the main floor. Entertain your guests with amenities that include a heated rooftop pool, two rooftop terraces with panoramic Sarasota Bay views and plenty of available onsite parking. Experience the ultimate downtown living with not 1, but 2 private balconies facing North and South, perfectly positioned for spectacular sunrises and unforgettable sunsets. The monthly fees include cable, internet, water, trash, sewer, insurance, reserves, and owners can have 2 pets. This premier building holds a spacious courtyard that is gated and secured, providing 1 designated covered parking spot for owners, plenty of flex parking spaces for owners and guests, and ample street parking. Enjoy the luxury of the close proximity to the Farmers Market, Artisan Cheese Co, Whole Foods, art galleries, Marina Jack, Van Wezel, Ringling Bridge and a short 1.5 blocks from the new Bay Park, Sarasota's beautiful new waterfront park with weekly outdoor entertainment. Comparable units are priced at $1.7 million in the Rosemary District, so act quickly and call for your showing today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Angela Lista (941-544-6255)
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