Location: Sarasota
Do Not Show Listings
6628 DRAW LN #122, SARASOTA, FL 34238
$274,99976 Days on yellowkey MLS ID: A4693276
REDUCED by $15,001 (5.2%) on 06/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1535 Built: 1979 Tax: $3,143 (2025)Community: Sunrise Golf Club Ph IiiCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,143
Elementary School: Ashton Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: One or more photo(s) has been virtually staged. Enjoy a peaceful setting within Sunrise Golf Club in this THREE BEDROOM END UNIT, offering the ease of single level living with NO RESIDENCE ABOVE. One of the LOWEST HOA FEES in the area for a one level condo. Open concept, split floor plan with primary bedroom including a walk in closet and en suite bath. Living room with vaulted, wood beamed ceilings and dining/kitchen area with stand alone island. Washer and dryer inside unit for added convenience. Large screened lanai for extra space to relax or entertain and for enjoying the Florida weather. This building is in the Phase III section located directly across from the large lake providing water views just outside your door. Deeded carport directly in front with a storage closet for bikes and beach chairs and plenty of nearby guest parking available. Amenities include tennis/pickleball courts, a heated community pool and walking trails. Conveniently located close to plenty of shopping and dining on Clark Rd. Approximately 15 minutes drive to the world famous Siesta Key beach and 20 minutes to downtown Sarasota’s cultural venues, Bayfront park, Selby Gardens, and more dining and shopping options. Schedule your showing today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Michelle Silva (941-993-8993)
5246 MANORWOOD DR #4C, SARASOTA, FL 34235
$345,000112 Days on yellowkey MLS ID: A4688263
REDUCED by $5,000 (1.4%) on 06/25/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1997 Built: 2007Monthly Fee: $1,285 Tax: $3,889 (2025)Community: Grande Oaks PreserveCondo
Taxes:$3,889
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: LOCATION, LOCATION, LOCATION! BEAUTIFULLY FURNISHED SPACIOUS PENTHOUSE living minutes from University Town Center-Gated resort amenities and almost NO maintenance responsibilities. Truly lock and leave. Elevated living in exquisite penthouse residence sitting high amongst Oak trees, situated within the highly sought-after Grande Oaks Preserve, just moments from the vibrant UTC. This is a rare opportunity to own the only penthouse currently available in this gated enclave, where solid block construction ensures both enduring quality and peace of mind. Upon entering, you are welcomed into a beautifully appointed three-bedroom, two-bathroom home defined by soaring 12-foot ceilings, elegant tray ceilings in both the kitchen and primary suite, intricate crown molding, and stately 8-foot doors that enhance the home’s light-filled, refined ambiance. The thoughtfully designed third bedroom offers versatility as a private study or guest retreat. Expansive French doors lead to a generously sized, screened lanai featuring impact-rated sliders and serene fountain views, creating an ideal setting for both quiet relaxation and effortless entertaining. The chef’s kitchen and spa-inspired baths showcase rich solid wood cabinetry, blending timeless craftsmanship with sophisticated style. Additional highlights include two spacious assigned indoor garage parking spaces and an oversized climate-controlled storage unit, providing both convenience and comfort. Residents of Grande Oaks Preserve enjoy an exceptional lifestyle INCLUDING access to resort-style amenities, including a sparkling pool and 2 spas, a fully equipped fitness center, clay tennis courts and pickleball courts, and beautifully maintained grounds within a secure, gated environment as well as water/sewer & trash removal. Perfectly positioned in one of Sarasota’s most desirable corridors, Grande Oaks Preserve offers an exceptional location that seamlessly blends convenience with an upscale, tranquil setting. Just moments away, University Town Center presents a premier destination for luxury shopping, fine dining, and entertainment, featuring renowned retailers and an array of top-tier restaurants. Residents enjoy effortless access to everyday conveniences, from boutique grocers to cafes and wellness services, all within a short distance. The community is also ideally situated near Nathan Benderson Park, a picturesque waterfront destination known for its walking trails, rowing events, and outdoor activities. A short drive brings you to the cultural and coastal treasures that define Sarasota living, including the pristine shores of Siesta Key Beach, consistently ranked among the finest beaches in the country. Downtown Sarasota, with its vibrant arts scene, theaters, galleries, and marina, is also easily accessible, offering an unmatched blend of sophistication and leisure. With convenient proximity to major roadways and just 12 minutes from Sarasota-Bradenton International Airport, travel is effortless, whether for business or pleasure. This extraordinary location places the very best of the region—shopping, dining, recreation, and world-class beaches—right at your doorstep while preserving the privacy and serenity of an exclusive gated community. This extraordinary penthouse offers a seamless blend of luxury, location, and lifestyle—an exceptional offering not to be missed.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Tami Cashi (941-527-9088)
115 PASS KEY RD #115, SARASOTA, FL 34242
$399,000125 Days on yellowkey MLS ID: A4685793
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 656 Built: 1973Monthly Fee: $1,203 Tax: $2,447 (2025)Community: Sandy Cove IiiCondo
Taxes:$2,447
Elementary School: None
High School: None
Middle School: None
Remarks: Virtually Staged. Welcome to Sandy Cove III, a highly sought-after waterfront community on the pristine Gulf shores of Siesta Key. Ideally located within a short stroll to both Siesta Key Village and the beach, this beautifully renovated ground-floor condo offers the perfect blend of coastal living and convenience. This 1-bedroom, 1-bath unit has been thoughtfully updated with all-new stainless steel appliances, cabinetry, bathroom vanity and shower, water heater, and fresh interior paint. Tile flooring throughout enhances the bright, open living space, while both the kitchen and bedroom provide direct access to a screened side porch perfect for relaxing. The rear patio overlooks a tropical garden creating a peaceful setting for dining and entertaining. Sandy Cove III is a pet-friendly, boutique community of just 16 units featuring a heated pool and a tranquil, park-like waterfront setting. Residents enjoy access to a private clubhouse, fishing pier, kayak storage, and both bay and Gulf water access. Whether you're seeking a full-time residence, vacation getaway, or investment opportunity with monthly rental potential, this property delivers. Experience breathtaking sunsets and the laid-back island lifestyle that make every day feel like a vacation on Siesta Key. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Tim Yocum, Sr (941-915-4545)
3361 CROSS CREEK DR #3361, SARASOTA, FL 34231
$277,500135 Days on yellowkey MLS ID: A4685552
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1027 Built: 1984Monthly Fee: $632 Tax: $2,667 (2025)Community: Crooked Creek Sec 7Condo
Taxes:$2,667
Elementary School: Wilkinson Elementary
Middle School: Brookside Middle
Remarks: Welcome to one of the best locations in Crooked Creek! This beautifully updated first-floor 2 bedroom, 2 bath split-plan condominium is ideally situated in the building directly next to the heated pool and just steps from the private community gate leading into the stunning Red Bug Slough Preserve. Light, bright, and open, the residence features expansive floor-to-ceiling windows that bring the outdoors in, showcasing peaceful views of Crooked Creek, a charming footbridge, and lush Florida landscaping filled with native foliage and wildlife. Enjoy your morning coffee or evening beverage from one of two serene lanais surrounded by nature. The Interior has been COMPLETELY UPDATED IN 2021, and now has a BRAND NEW A/C UNIT just installed May 2026. This stunning home offers a MODERN UPDATED KITCHEN with solid surface counters, stylish cabinetry, updated appliances, recessed and under-cabinet lighting, along with new laminate and tile flooring throughout. Both BATHROOMS were BEAUTIFULLY RENOVATED, and the home also features fresh interior paint, plantation shutters, and recessed lighting in the kitchen, dining area, and guest bedroom. The versatile guest room includes a Murphy bed with built-in desk, making it perfect for visitors or a convenient home office. Crooked Creek residents enjoy numerous community improvements including NEW ROOFS (2019-2021), CARPORTS, EXTERIOR PAINT (2025), RESURFACED HEATED POOL (2025), and an updated poolside COMMUNITY KITCHEN (2025). Each unit includes covered parking and a private storage locker in a large community shed. Outdoor amenities include a heated pool, large pool deck with covered pergolas. A gazebo area with gas grills for BBQ gatherings, and a tennis/ pickleball court. Designed by RENOWNED ARCHITECT TIM SEIBERT of Sarasota School of Architecture, the Crooked Creek community is thoughtfully nestled within nature, with winding paths and tranquil surroundings that make it a true hidden gem. A must-see for nature lovers seeking peaceful Florida living just moments from everything Sarasota has to offer.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Phyllis Coviello (941-408-3265)
6535 DRAW LN #85, SARASOTA, FL 34238
$314,900138 Days on yellowkey MLS ID: TB8484206
REDUCED by $9,090 (2.8%) on 06/25/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1374 Built: 1978 Tax: $2,318 (2025)Community: Sunrise Golf Club Ph IiCondo
Taxes:$2,318
Remarks: One or more photo(s) has been virtually staged. GREAT LOCATION!!! Welcome Home to Sunrise where you can enjoy a carefree lifestyle away from the hustle and bustle yet close enough to the interstate to make traveling easily accessible, whether traveling north toward Tampa and St Petersburg or south toward Naples and Fort Myers. Sunrise is a quaint and quiet community where you can enjoy the nearby pool with annual access, converse with fellow pickleball and tennis players, shoot some hoops, or take a quiet and peaceful stroll on the walking paths adjacent to a pond while enjoying the abundance of the natural habitat. If the sand and salt water are calling, head out to the most beautiful beach; Siesta Key which is just minutes away. Relax in Sunrise in this magnificent condominium with many recent updates, totaling nearly $35,000, in this must-see condominium to appreciate it. Some of these renovations include an updated and beautiful Primary Bathroom, upgraded stainless steel appliances, new washer and dryer 2024, an Air Conditioning system, 2024 and Water Heater, 2025. Additionally, a fresh coat of paint adorns the walls and there are also nice new ceiling fans, and another must mention is the waterproof luxury vinyl and tile floors throughout making cleaning day much easier - no carpet in the home! The new window treatments provide even more privacy in this quiet neighborhood. Even the electrical system had aesthetical updates including modern decora switches and outlets! The soaring ceilings make this condominium feel even more open and grand. This is a true split bedroom floorplan with both bedrooms featuring en suite bathrooms providing privacy for all. The primary bathroom has a nice walk-in shower with decorative tile and raindrop tinted glass shower doors. The en suite bath in the second bedroom has a tub/shower combination should you like to soak the day away. Watch the birds and other wildlife from the extensive cover screened and paneled spacious rear patio at the back of the home. There are two assigned parking spaces one is a carport covered parking and the other is uncovered. This maintenance free condominium has lawn care including the bushes providing more time to enjoy all the fun things that life brings. This condominium is ground level and has no units above it.
Listing is courtesy of: ALLEN COLLINS REALTY INC (727-800-9929)
Listing Agent: Allen Collins (727-800-9929)
3363 CROSS CREEK DR #3363, SARASOTA, FL 34231
$259,000179 Days on yellowkey MLS ID: A4680117
REDUCED by $20,000 (7.2%) on 06/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1027 Built: 1984Monthly Fee: $632 Tax: $2,727 (2025)Community: Crooked Creek Sec 7Condo
Taxes:$2,727
Remarks: Welcome to Crooked Creek, a hidden gem in Sarasota with its own private gated access to the Red Bug Slough Preserve. This beautifully maintained 2-bedroom, 2-bath 2nd floor residence was completely updated in 2021 and offers serene views of Crooked Creek, a charming wooden bridge, and lush park-like surroundings. The open and airy floor plan features hardwood floors and tile throughout, plantation shutters, a skylight at entry, and modern finishes. The updated kitchen includes white cabinetry, solid surface countertops with a large peninsula, tile backsplash, smart stainless steel appliances ( fridge and dishwasher 2025, oven and microwave 2021), a spacious pantry, and a garden window. Additional updates are water heater 2018, and reverse osmosis for kitchen sink 2025. The primary suite enjoys peaceful water, a walk-in closet, linen closet and sliding doors to a covered screened lanai. The updated bath has a washer/ dryer (2021)in separate laundry closet, as well as tile floors, a modern vanity, and tile shower . The guest bedroom offers flexible use with a built-in workstation and queen-size Murphy bed. Additional features include two screened covered lanais, reverse osmosis water system for kitchen sink, covered carport, and ample guest parking. Crooked Creek is a 78-unit community offering a heated resurfaced pool, updated poolside kitchen, gazebo with seating, gas and charcoal grills, tennis/pickleball court, community storage with individual lockers, newer roofs (2021), new carports, and recently painted buildings. HOA fees have been reduced by $69 per month from 2025, reflecting strong reserves and excellent financial management. Conveniently located minutes from Siesta Key Beach, Gulf Gate, downtown Sarasota, shopping, and dining. A true nature lover’s paradise.
117 PASS KEY RD #117, SARASOTA, FL 34242
$425,000244 Days on yellowkey MLS ID: A4672470
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 656 Built: 1973Monthly Fee: $1,198 Tax: $4,157 (2024)Community: Sandy Cove IiiSpa: NoCondo
Taxes:$4,157
Tax Year: 2024
Remarks: Virtually Staged. Enjoy the best of Siesta Key living in beautiful Sandy Cove 3, an intimate and highly desirable community of just 16 units with a heated pool and exceptional Gulf-side amenities. This fully renovated 1-bedroom, 1-bath residence features all-new stainless-steel appliances, wood cabinetry, quartz countertops, a new bathroom vanity, an updated shower, and fresh interior paint. Tile flooring flows throughout the open floor plan, creating a bright and cohesive living space. Both the primary bedroom and kitchen open to a charming side porch overlooking the pool, perfect for relaxing and enjoying the coastal breeze. The lush, tropical grounds include a kayak rack and a historic clubhouse for residents to enjoy. End each day with magnificent Gulf sunsets from Sandy Cove’s private fishing pier and park-like waterfront setting. This pet-friendly community is within walking distance to Siesta Key Village, offering restaurants, entertainment, shopping, and more. Whether you’re looking for a great rental opportunity or a place to call home, this property invites you to experience the best of Siesta Key. Schedule your showing today!
1240 DOLPHIN BAY WAY #401, SARASOTA, FL 34242
$1,199,000301 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
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
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 is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Ethel Lovelace (941-586-7390)
5880 MIDNIGHT PASS RD #906, SARASOTA, FL 34242
$1,150,000269 Days on yellowkey MLS ID: A4670194
REDUCED by $45,000 (3.8%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1642 Built: 1982 Tax: $7,217 (2024)Community: CasarinaCondo
Taxes:$7,217
Remarks: The least expensive unit in the sought-after Casarina on Siesta Key with another price reduction of $50,000! This Top-floor unit offers stunning views of Siesta Beach and all the comforts of home. The interior has been tastefully updated with modern finishes and stylish decor. The unit is being sold furnished (minus few staging items). The kitchen has newer cabinets and upgraded appliances. Enjoy the spaciousness of the living/dining combination area and be drawn to the expansiveness of the enclosed patio where you can enjoy evening sunsets. The 17-by-12-foot primary bedroom has luxury vinyl flooring and room for a small desk area. The primary bath has new vanities, mirrors and lighting. Casarina has seven acres of newly planted tropical landscaping and 200 feet of private beach. The main lobby has recently been updated. Spend your days swimming in the heated pool, soaking in the spa, playing tennis, pickleball, basketball or simply enjoying the quiet beauty of the #1 Siesta Key Beach. With covered parking, a secure lobby and an on-site manager, everything you need is right here. Enjoy being close to the shops and restaurants of Siesta Village and only minutes from downtown Sarasota’s arts, dining and world-class healthcare. This is your chance to own and live in beautiful Sarasota. Owner has paid all the present assessments for the new upgrades to the property and building.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Robert Sherman (941-313-1301)
509 GOLDEN GATE PT #2, SARASOTA, FL 34236
$2,295,000907 Days on yellowkey MLS ID: A4598042
1 Days Off yellowkey (back on 6/30/2026)
REDUCED by $200,000 (8.0%) on 04/02/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2439 Built: 2024 Tax: $33,175 (2025)Community: En PointeSpa: NoCondo
Taxes:$33,175
Remarks: Brand-new, custom-built, and move-in ready, this full-floor condominium residence at En Pointe offers a rare blend of privacy, design, and elevated coastal living on Golden Gate Point. Set within a limited four-residence boutique condominium between the Ringling Bridge and downtown Sarasota, it delivers all the qualities of custom-home living with the ease and convenience of a lock-and-leave lifestyle. The residence captures views of Sarasota Bay, the marina, the downtown skyline, and the Ringling Bridge. Inside, the residence offers 2,439 square feet with 3 bedrooms and 3.5 bathrooms, plus two private covered terraces of approximately 350 square feet each—adding 700 square feet of exceptional outdoor living space. Designed as true extensions of the residence, the terraces easily accommodate open-air dining, a grill, and a generous lounge setting with TV hookup, creating an effortless indoor-outdoor lifestyle. Conceived in a neo-modern style by Echt Architects, the residence pairs refined craftsmanship with clean architectural lines and exceptional livability. A secured elevator opens directly into your private foyer, where walls of glass, expansive living spaces, and a chef-inspired kitchen create a residence that feels both sophisticated and welcoming. Spend evenings on the west terrace beneath the glow of the sunset, and begin the day on the east terrace with morning light over the marina—an elegant daily rhythm that feels distinctly Sarasota. The primary suite is spacious and serene, featuring a large walk-in closet, dual vanities, a soaking tub, an oversized shower, and direct access to the sunset terrace. Two additional en-suite bedrooms provide comfort and privacy for guests. Amenities at En Pointe include a heated saltwater pool, elevated decks for lounging and dining, two covered parking spaces, an EV charger, and ground-level bike storage. Just minutes to Main Street, St. Armands Circle, and Lido Beach, this is an exceptional opportunity to own a brand-new architectural condominium residence in one of downtown Sarasota’s most desirable settings.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Brittany Perrone (941-685-1598)
2753 ORCHID OAKS DR #104, SARASOTA, FL 34239
$269,00026 Days on yellowkey MLS ID: A4698416
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1365 Built: 1980 Tax: $1,287 (2025)Community: Orchid Oaks ICondo
Taxes:$1,287
Remarks: Welcome to this beautifully updated 2-bedroom, 2-bathroom condo in the highly sought-after Orchid Oaks community. This spacious, wheelchair-accessible ground-floor residence combines comfort, convenience, and peace of mind, making it the perfect place to call home. Designed for long-term peace of mind, this home includes hurricane-impact windows, upgraded plumbing and electrical systems, a newer AC system and water heater, and the added benefit of being elevated above flood level. One of the standout features of this unit is its exceptional accessibility. The assigned carport is the very first parking space directly in front of the condo, making unloading groceries, luggage, or everyday essentials incredibly easy. With no stairs to navigate, this home offers effortless living for all. Inside, you'll find 1,365 square feet of thoughtfully updated living space featuring luxury vinyl plank flooring throughout and an open-concept floor plan filled with natural light. The remodeled kitchen boasts modern appliances, generous counter space, and abundant cabinetry, while both bathrooms have been tastefully renovated with contemporary finishes and fixtures. Enjoy your morning coffee or unwind in the evening on the screened lanai overlooking peaceful Phillippi Creek—a tranquil setting just minutes from Sarasota's renowned shopping, dining, and Gulf Coast beaches. Additional features include: Spacious primary suite with updated, spacious en-suite bathroom, Luxury vinyl plank flooring throughout, Pet friendly community with nearby dog park and Community walking paths. Condo fees include clubhouse, pool, insurance, exterior maintenance, pest control, water, sewer and trash! Located in the desirable Orchid Oaks community, this move-in-ready condo offers low-maintenance living in an ideal Sarasota location. Whether you're looking for a full-time residence or a seasonal retreat, this beautifully updated home is ready for you to move in and enjoy.
Listing is courtesy of: CENTURY 21 ALLPOINTS REALTY (239-415-5881)
Listing Agent: Alison Cochran (913-638-7667)
4859 WINSLOW BEACON #54, SARASOTA, FL 34235
$169,90023 Days on yellowkey MLS ID: A4699012
0 Days Off yellowkey (back on 7/12/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 582 Built: 1985Monthly Fee: $83 Tax: $1,922 (2025)Community: Winslow BeaconCondo
Taxes:$1,922
Elementary School: Gocio Elementary
Remarks: Under contract-accepting backup offers. First Floor 1 Bedroom- 1 Bath condo with a very private setting. Vaulted ceilings in the living room overlooking a spacious glassed-in lanai that can be opened up to a screened lanai. You will enjoy the eat in kitchen with a breakfast bar overlooking the living room/glassed in lanai. Large master bedroom with a large closet. Ceramic tile throughout the entire property. Large storage closet for extra storage off the lanai area. Heated community pool located near the condo. Low HOA fees, community shopping center located just a few blocks away with restaurant's, dentist, and so much more! The location to this subdivision is very hard to beat, you are just minutes away from UTC mall, over 30 restaurants, doctors' offices, SRQ airport, near downtown Sarasota, and Downtown LWR. Location Location Location! This would make a great investment that can be rented seasonally or annually or your primary residence.
Listing is courtesy of: MEADOWS REAL ESTATE SERVICES (941-556-9440)
Listing Agent: Mike Babiarz (941-373-5064)
4260 CENTRAL SARASOTA PKWY #213, SARASOTA, FL 34238
$239,000249 Days on yellowkey MLS ID: A4672755
REDUCED by $11,000 (4.4%) on 06/25/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 957 Built: 1998 Tax: $2,916 (2024)Community: Plaza De FloresCondo
Taxes:$2,916
Remarks: Under contract-accepting backup offers. Virtually Staged. Fantastic opportunity to live on Palmer Ranch in the beautiful community of Plaza de Flores. The Mediterranean courtyard welcomes you into the first floor condo with a split floor plan. The open kitchen boasts granite countertops, stainless steel appliances, and Kraftmaid cabinetry. The unit has been recently painted inside and out, with brand new tile roofs in 2023 and new paving and carports in 2025. The community offers a heated pool and hottub, tennis court, fitness room, and clubhouse with kitchen, library and complimentary internet. Cable, water, trash, and sewer are all included in the monthly fee. Only 6 miles to the world-famous Siesta Key beach. Shopping (including Costco) is right around the corner, so you can easily find everything you are looking for. Conveniently located between downtown Sarasota with all of its restaurants, culture, arts and events, and Nokomis and Venice to the south. Great opportunity, great location! Come claim your new slice of Paradise today!
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Tammy Horner (941-539-4703)
825 S OSPREY AVE #108, SARASOTA, FL 34236
$475,000144 Days on yellowkey MLS ID: A4684762
REDUCED by $20,000 (4.0%) on 07/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1985 Tax: $5,113 (2025)Community: Central ParkCondo
Taxes:$5,113
Elementary School: Southside Elementary
Remarks: Welcome to Central Park I in the heart of downtown Sarasota, where sophisticated design meets an exceptional location. This beautifully renovated 2-bedroom, 2-bath residence presents an effortless, move-in-ready opportunity in one of Sarasota’s most desirable boutique buildings. Offered partially furnished, the thoughtfully reimagined interior features a bright, open-concept layout complemented by refined finishes and curated upgrades throughout. The designer kitchen is both striking and functional, showcasing elegant quartzite countertops and backsplash paired with premium Italian appliances by Bertazzoni and Fulgor Milano—a space equally suited for everyday living and stylish entertaining. The kitchen flows seamlessly into the main living and dining areas, creating an inviting atmosphere filled with natural light. Just beyond, a sunlit alcove provides a serene place to relax and unwind after a day enjoying all that downtown Sarasota has to offer. The living space opens to a southern-facing terrace overlooking Hudson Bayou and the community pool, while a covered portion allows for comfortable year-round outdoor enjoyment. The spacious primary suite serves as a private retreat, featuring elegant French doors leading to a bright east and south-facing terrace. The renovated en-suite bath offers a spa-like experience with a walk-in shower, stone vanity and a generous walk-in closet. A split guest bedroom and full bath provide ideal privacy and flexibility for visiting guests, a home office, or additional living space. Ideally situated in the sought-after Central Park I building, residents enjoy a coveted downtown lifestyle just moments from Southside Village, Palm Avenue’s renowned galleries, Marina Jack, Selby Gardens, and walking distance to the vibrant Sarasota Bayfront. Whether as a full-time residence or a refined seasonal retreat, this fully furnished, impeccably renovated condominium offers a rare blend of luxury, comfort, and walkable coastal living.
Listing Agent: Dave Hall (646-256-6524)
6146 MIDNIGHT PASS RD #12S, SARASOTA, FL 34242
$1,500,000173 Days on yellowkey MLS ID: A4680754
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1204 Built: 1967 Tax: $11,612 (2025)Community: Island HouseCondo
Taxes:$11,612
Remarks: Best beachfront value on Siesta Key!!! This second-floor condo features two bedrooms and two bathrooms, including a primary ensuite with a king-size bed and a guest bedroom. The interior offers a spacious living area, a formal dining space, and a fully equipped kitchen with granite countertops. Residents and guests can enjoy spectacular views of the Gulf of Mexico and sunsets from the private lanai. The property has recently benefited from refreshed landscaping and updated outdoor furniture. On-site amenities include a year-round heated pool, private beach access with cabanas and lounge chairs provided. A beachfront courtyard with shuffleboard, cornhole, gas grills and shaded seating are ideal for relaxation while watching sunsets. The recreation room offers air hockey, ping pong and more. Located in Island House, well known to be the top rental income producer, this unit is not only a beautiful 2nd home or vacation destination but also a highly valuable, appreciating assest/investment property. While the 2024 and 2025 seasons were impacted by hurricanes resulting in an average rental income of $80,000 a year over the last several years, these units are capable of well over $100,000. With exceptional water views and professional on-site management, this property represents a marriage of functionality, income and beauty.
Listing is courtesy of: BECKMANN REAL ESTATE (941-346-3500)
Listing Agent: Josh Beckmann (941-321-3500)
1350 SIESTA BAYSIDE DR #1350B, SARASOTA, FL 34242
$949,000158 Days on yellowkey MLS ID: A4683073
REDUCED by $26,000 (2.7%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1495 Built: 1988 Tax: $8,303 (2025)Community: Gulf & Bay Club BaysideSpa: NoCondo
Taxes:$8,303
Remarks: Experience turnkey island living in this second-floor, three-bedroom townhome residence at Gulf & Bay Club Bayside on Siesta Key. Offered fully furnished and operating as an active rental with strong income history, this two-story getaway presents an outstanding opportunity for personal enjoyment and investment potential in one of Sarasota’s most desirable beach communities. Spanning nearly 1,500 square feet, the light-filled layout features tile flooring throughout the main living areas, high ceilings, and an open living/dining design ideal for gathering and entertaining. The updated granite kitchen is equipped with stainless-steel appliances, custom cabinetry, breakfast bar seating, built-in planning desk, and a sunny dining nook with additional storage. French doors open to the screened terrace, where added windows transform this space into a true year-round Florida room—an upgrade not commonly found in many Bayside residences. This enhancement expands the usable living area and allows you to enjoy the outdoor setting in every season, whether hosting guests or relaxing after a day at the beach. The primary suite is conveniently positioned on the main level and offers a walk-in closet, granite-appointed en-suite bath, and direct access to the enclosed terrace. Upstairs, a versatile loft provides flexible living space, while two guest bedrooms share a full bath—creating an ideal layout for visiting family or rental guests. This residence includes a deeded garage space and benefits from weekly rental flexibility, further enhancing its income-producing appeal. Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in the same building on the first floor. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multi-generational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year. Gulf & Bay Club Bayside is known for its coastal architecture and resort-style amenities. Residents enjoy heated swimming pool, tennis and pickleball courts, fitness center, clubhouse, grilling stations, and a fishing dock on the Intracoastal Waterway. Deeded beach access directly across the street places Siesta Beach’s renowned quartz sands and Gulf waters just moments away. Located in the heart of Siesta Key, this residence offers convenient access to Siesta Village’s restaurants, boutiques, and live music. Boating, paddle boarding, and waterfront dining are close by, while downtown Sarasota—home to the Sarasota Opera House, Selby Gardens, The Bay Park, and St. Armands Circle—is just a short drive away. Whether seeking a beach retreat, a rental investment, or the flexibility of dual-unit ownership on Siesta Key, this Gulf & Bay Club Bayside residence delivers location, versatility, and exceptional lifestyle value.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
8977 MIDNIGHT PASS RD #519, SARASOTA, FL 34242
$585,90054 Days on yellowkey MLS ID: A4694054
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1233 Built: 1974 Tax: $6,490 (2025)Community: Sunrise Cove Sec 3Spa: NoCondo
Taxes:$6,490
Remarks: Wake Up Above Sarasota Bay — Penthouse Views, Coastal Living, and Endless Horizons! Imagine beginning each day from your top-floor residence with breathtaking panoramic views of Sarasota Bay and glimpses of the Gulf of Mexico beyond. From morning coffee to spectacular sunsets reflecting across the water, this exceptional 2-bedroom, 2-bath condominium offers a front-row seat to Sarasota's coastal beauty. Perched on the top level, this light-filled residence showcases expansive water views, abundant natural light, and an inviting floor plan designed for comfortable living and effortless entertaining. Watch sailboats glide across the bay, spot dolphins at play, and enjoy the ever-changing scenery from the comfort of your own home. Whether you're searching for a year-round residence, seasonal retreat, or investment in one of Sarasota's most desirable locations, this residence offers the perfect blend of luxury, convenience, and waterfront charm. Ideally located near world-renowned beaches, vibrant downtown Sarasota, exceptional dining, shopping, arts, and cultural attractions, you'll enjoy the very best of Florida's Gulf Coast lifestyle. Top Floor opportunities with sweeping bay views and Gulf vistas are rare. Experience elevated living where every day begins and ends with unforgettable views. If it can't get any better than this, January and Feburary are rented bringing immediate income to future owner!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Amy Disalvo (941-780-8080)
1280 DOLPHIN BAY WAY #504, SARASOTA, FL 34242
$1,500,000126 Days on yellowkey MLS ID: A4686981
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1840 Built: 1998 Tax: $11,483 (2025)Community: Dolphin Bay-Siesta Key Sec ACondo
Taxes:$11,483
Remarks: At the pinnacle of an intimate, gated community on world-renowned Siesta Key, this penthouse condominium offers a rare opportunity to enjoy sweeping bayfront living with breathtaking views stretching across the water to the skyline of Sarasota. Offered turnkey furnished, this beautifully maintained residence is ready for immediate enjoyment, whether as a full-time home or a luxurious island retreat. Inside, vaulted ceilings and tile floors enhance the light-filled interior, while plantation shutters add timeless coastal elegance throughout. The thoughtfully designed layout features two bedrooms with walk-in closets and two baths, including an oversized primary suite that provides a spacious and relaxing retreat. Near the dining area is a private den with sleeper sofa for extra guests. The kitchen features white wood cabinets with solid surface countertops and eat-in dining space. A wet bar just off the kitchen can be used as a dedicated coffee station or wine bar. The sunroom extends the living area, inviting you to unwind while enjoying spectacular sunset views over the bay. Go outside to enjoy one of the two covered front patios, ideal for morning coffee or evening breezes. The residence also includes the convenience of a private single-car garage, a desirable feature for island living. With only 50 residences, this gated waterfront community offers a rare sense of privacy and exclusivity. Residents enjoy an exceptional collection of amenities, including a resort-style pool and spa, three desired Har-Tru tennis courts, fitness center and community grilling area, all supporting the vibrant and social lifestyle the community is known for. The day dock and kayak launch provide direct access to the bay for fishing, paddleboarding, kayaking, or simply docking and enjoying the waterfront setting. Experience the best of Siesta Key penthouse living, where panoramic bay views, resort-style amenities and an active waterfront lifestyle come together in one extraordinary residence.
4640 WEYBRIDGE #12, SARASOTA, FL 34235
$230,000196 Days on yellowkey MLS ID: A4677826
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1060 Built: 1985 Tax: $2,785 (2025)Community: WeybridgeSpa: NoCondo
Taxes:$2,785
Remarks: This second floor unit, located in the desirable Meadows Community, is move in ready with Panoramic views of the golf course, lakes, and tree top views from the glassed-in lanai. Weybridge is walking distance from Benderson Park, Shopping & Dinning at the UTC, Mote Marine Aquarium and just a short drive to downtown Sarasota and the Gulf Beaches. The Community heated pool is resort style with a large paver deck with plenty of room for the many social events that Weybridge hosts during the year. Make this unit your full time home, seasonal home or a great investment property.
Listing is courtesy of: STOKES PROP MGMT & REAL ESTATE (941-355-4880)
Listing Agent: Gene Stokes (941-355-4880)
5300 HYLAND HILLS AVE #U2016, SARASOTA, FL 34241
$274,000242 Days on yellowkey MLS ID: A4673371
REDUCED by $46,000 (14.4%) on 05/24/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2003Monthly Fee: $901 Tax: $3,405 (2024)Community: Heritage Oaks GccCondo
Taxes:$3,405
Elementary School: Lakeview Elementary
Remarks: This is a first floor, corner unit ABBEY floor plan: the largest of the Veranda Condos at 1684 square feet overlooking the green of the Signature 14th Island Hole. In addition to the standard floor plan, this unit has a wet bar in the Living Room and a built in desk/bookcase/ computer unit in the Den and is offered fully turnkey furnished, just waiting for exactly the right person to come along and upgrade with their own personal touch - a blank slate to make your designer alter ego come to fruition. it's all about Location, Location, Location and in a gated golfing community. Heritage Oaks Golf and Country Club is a 500 acre, Audubon Certified community which features an 18-hole, Azinger-Lewis designed championship golf course, complemented by a Master's style Pro Shop. The recently remodeled clubhouse features the expanded 19th Hole Bar & Grille with several other smaller dining rooms for private parties, a multi-use room, card room, and an outdoor Al Fresco dining area. In addition, the club's extensive amenities include 4 Har-Tru surface, lighted tennis courts, a newly remodeled equipped fitness facility staffed by a full-time director and guest instructors who provide numerous classes. There are five pools, including the main, Jr Olympic pool and Spa, disbursed throughout the community. The condo's one car detached garage, in addition to the car or golf cart, has some extra storage space. Driving to the other venues, Sarasota is usually within twenty minutes: the Siesta Key beach, the downtown area, the Ringling Bridge to St. Armand's Circle, Longboat Key, and Anna Maria Island; Venice to the south and talc, sandy beaches along the entire coastline. This is not just a house on the street: Heritage Oaks has an active lifestyle with a plethora of physical amenities, but also many social activities in which to participate. Come join un in Sunny Sarasota and live the country club experience.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: R Glen Ridgeway (941-302-2376)
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