Location: Sarasota
Do Not Show Listings
1111 N GULFSTREAM AVE #10E, SARASOTA, FL 34236
$649,000128 Days on yellowkey MLS ID: A4686980
REDUCED by $50,000 (7.2%) on 07/24/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1575 Built: 1974 Tax: $6,085 (2025)Community: One WatergateSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,085
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Perfectly positioned on the 10th floor at One Watergate, Residence #10E offers a light-filled downtown Sarasota lifestyle with sweeping city views that extend to Sarasota Bay and the iconic John Ringling Bridge. Ideally located along Gulfstream Avenue, this residence places you just steps from the waterfront, marina, and the cultural energy that defines downtown living. Spanning approximately 1,575 square feet of interior living space, the open-concept layout is designed for both comfort and functionality. Expansive impact-rated windows and sliding glass doors (updated in 2017) frame the skyline while filling the residence with natural light. Tile flooring runs throughout, creating a cohesive flow from room to room and enhancing the ease of maintenance. The living and dining areas connect seamlessly to the kitchen, where solid-surface countertops, breakfast bar seating, and ample cabinetry support both everyday living and entertaining. Just beyond, sliding glass doors open to an oversized terrace—an inviting outdoor extension of the living space and an ideal setting to enjoy morning light or evening city views. The split-bedroom floor plan enhances privacy. The primary suite is a comfortable retreat featuring direct terrace access, an oversized walk-in closet with dressing area, additional linen storage, and an en-suite bath. The guest bedroom is positioned on the opposite side of the residence and also enjoys water views, making it ideal for visitors or flexible use as a home office. Additional highlights include two secure under-building parking spaces—an uncommon convenience for downtown living—as well as access to community laundry facilities located on each floor. One Watergate is a well-established downtown community that has recently undergone extensive renovations, further elevating its appeal. Improvements include new impact windows and exterior doors throughout the building, a new roof, renovated corridors, a refreshed lobby with updated elevator and mailroom, a new fitness center (currently being completed), conference room/library, and enhanced common areas and landscaping. Residents enjoy secure building access, on-site management, a resurfaced swimming pool with pavered sun deck, grilling area, and newly updated tennis and pickleball courts. Located in the heart of Sarasota’s Cultural Coast, this residence offers exceptional proximity to everything the city has to offer. Marina Jack, Bayfront Park, and the waterfront promenade are just moments away, while the Sarasota Opera House, Florida Studio Theatre, and Selby Gardens anchor the area’s vibrant arts scene. St. Armands Circle and Lido Beach are only minutes away, providing access to boutique shopping, waterfront dining, and Gulf-front relaxation. Residence #10E presents an opportunity to enjoy walkable downtown living with city and water views, generous interior space, and the convenience of a well-updated community in one of Sarasota’s most desirable locations.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
1300 BENJAMIN FRANKLIN DR #709, SARASOTA, FL 34236
$3,450,000307 Days on yellowkey MLS ID: A4665895
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3352 Built: 2005 Tax: $32,701 (2024)Community: The Beach ResidencesSpa: YesCondo
Taxes:$32,701
Elementary School: Southside Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Private and EPIC 180 Views! Every day is a vacation living on the beach in this Ritz-Carlton-Managed enclave on Lido Key called “The Beach Residences.” Imagine, dreams do come true at The Beach Residences, where coastal luxury meets seamless living. Enter your private elevator foyer, where floor-to-ceiling glass walls frame panoramic bay, city, sunrise, and moonrise views. This residence offers flexible living options: 3 bedrooms and 3 bathrooms, or 2 bedrooms plus a den, 10 ft. ceilings, timeless travertine flooring, and abundant natural light throughout with walls of glass wrapping around this home. The main living area opens to an oversized terrace—the perfect indoor-outdoor flow for entertaining and relaxation. An open living area with modern sophistication. The kitchen features a breakfast area and bar, a gas range, and premium appliances. The primary suite is a private sanctuary with two generous walk-in closets, a coffee bar, and sunrise vistas. The en-suite bath boasts a large shower and a garden tub. A separate guest wing offers an en-suite bedroom with bay views and terrace access. An additional study/den can be flexed to meet your needs; it is currently used as another guest suite. Relax on the expansive terrace with sparkling bay views and Sarasota’s skyline. Two pets are welcome with no weight limit. The Beach Residences delivers world-class resort-style living, a private movie theater, two guest suites available for overflow family and friends, a pool, spa, fitness center, social room, game room, dog run, and 24/7 concierge service. On-site is the Beach Club, directly on the beach with over 400 feet of Gulf frontage, offering Five-Star amenities like a resort-style pool, hot tub, cabanas, a tiki bar, a restaurant, and a small convenience store. There is also a Ritz-Carlton trolley that will take you to the Ritz-Carlton hotel in downtown Sarasota. You can experience Sarasota’s cultural venues, festivals, events, and restaurants. After the fun, the trolley will bring you back home. You can also immerse yourself in the charming St. Armands Circle that offers exclusive boutique shopping, casual and fine dining, art galleries, and much more. A short four-minute drive, or if you prefer to walk, just one mile away. With no waitlist for the optional Ritz Beach Club Membership, this versatile residence is designed for refined entertaining and relaxed daily living. Schedule your private showing to experience resort-like lifestyle firsthand.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Judy Kepecz-Hays (941-587-1700)
7839 LIMESTONE LN #12-204, SARASOTA, FL 34233
$264,00090 Days on yellowkey MLS ID: A4691596
REDUCED by $5,000 (1.9%) on 07/23/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1346 Built: 2008Monthly Fee: $318 Tax: $3,638 (2025)Community: Stonehaven Ph 4, 5, 6, 7 & 25Condo
Taxes:$3,638
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Virtually Staged. Clean, bright, and move-in ready, this condo offers both comfort and convenience. Recently refreshed with fresh paint and new carpet, it features an attached garage and hurricane-impact doors and windows, including the garage door. The open-concept kitchen boasts granite countertops and a newer Samsung glass-door refrigerator, flowing seamlessly into the light-filled living space. The split floorplan provides privacy, with a spacious primary suite offering an en suite bath and walk-in closet. Ceiling fans throughout and a laundry closet on the main living level add to the home’s functionality. Located in a pet-friendly, gated community, the property also includes access to a nearby pool just down the street. Ideally situated close to restaurants, shopping, and Siesta Key, this home is a perfect choice for a primary residence or second home... Easy to show and it’s priced to sell!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
6287 MIDNIGHT PASS RD #201, SARASOTA, FL 34242
$630,00054 Days on yellowkey MLS ID: A4695909
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1401 Built: 1982 Tax: $6,836 (2025)Community: Excelsior Beach To Bay 6Condo
Taxes:$6,836
Remarks: Beautiful Excelsior Beach to Bay - absolutely gorgeous condo complex and beautifully refreshed and remodeled unit. This condo lives large - plenty of room to relax and not feel cramped on a rainy day! Jumbo sized Master bedroom with private, totally remodeled and updated bath and ample sized walk in closet. Second bedroom holds two queen sized beds for multiple guests and has access to secondary, totally remodeled bathroom that includes stacked washer and dryer. Plantation shutters. New luxury vinyl flooring throughout - no carpet to catch our beautiful Siesta Key sand! Covered and enclosed lanai area off the living room. Condo complex offers access to not only the intracoastal but more importantly your private beach area on the Gulf side. Newer appliances in kitchen. New air conditioning and water heater.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Kimberlie Macdonald (941-928-1953)
5924 MIDNIGHT PASS RD #507, SARASOTA, FL 34242
$1,250,00094 Days on yellowkey MLS ID: A4689477
0 Days Off yellowkey (back on 4/24/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1195 Built: 1971 Tax: $12,802 (2025)Community: Sarasota Surf & RacquetSpa: NoCondo
Taxes:$12,802
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: An exceptional opportunity to secure a Gulf-front residence in the highly sought-after Sarasota Surf & Racquet Club on Siesta Key. Positioned on the 5th floor, this two-bedroom, two-bath condominium offers sweeping, unobstructed views of the Gulf of Mexico?the kind of breathtaking backdrop that defines true beachfront living. With 1,195 square feet of interior space plus an expansive 200-square-foot lanai, the layout provides the perfect canvas to create a custom coastal retreat tailored to your personal vision. From sunrise reflections to vivid sunset skies, the panoramic water views take center stage from the main living areas and outdoor space, delivering an ever-changing coastal experience. Sarasota Surf & Racquet Club is known for its prime beachfront location and resort-style setting, offering residents access to a wide array of amenities including tennis courts, swimming pools, fitness facilities, and direct access to Siesta Key?s world-renowned white sand beach. The community?s established reputation and desirable location continue to make it a favorite for both personal enjoyment and long-term investment. Offered at a compelling value reflective of its unique opportunity, this residence presents a rare chance to sec
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
420 BEACH RD #606, SARASOTA, FL 34242
$1,500,000150 Days on yellowkey MLS ID: A4683822
INCREASED by $5,000 (0.3%) on 07/20/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1316 Built: 1980 Tax: $8,066 (2025)Community: Siesta Gulf ViewSpa: NoCondo
Taxes:$8,066
Remarks: This Rare Beachfront, Classic Coastal Modern extensively renovated 2/2 condo has your Dream View! Unobstructed Beach View of 400’ of private beach on 7 acres. Offering total building area for unit is 1568 sq ft. Modern appointed living area is 1316sq ft with additional 252 sq ft Modern Private Lanai. High demand all year Monthly (12) rentals for Investor, 2nd Home or Primary Home. There are No assessments. Passed Structural Integrity. Strong, Fully Funded Reserves. Replaced cast iron to New “PVC” drains in entire building, New building roof, New clubhouse roof lowered insurance master policy. Stilted Building, Designated Parking underneath. Gated with 24 Hr Security. Condo has Brand New HVAC 2026 with R454B gov. required cooling & New Water Tank. Designed by Owner, Floor to Ceiling integrating a cohesive Classic Coastal Modern feel throughout. Enjoy your “private outdoor living” new screened 31’x8’ Beach Lanai (no houses/buildings in line of sight) Modern flooring, locking storage Door. Condo is insulated & extremely “Quiet” w/updated PGT impact Sliders and Windows. Solar Shades are see-through when down on sliders but front windows have see-through Solar Shades & Privacy Shades. The Front has Quiet Solid Core Impact Door. Wi-Fi Thermostat. Stunning Modern Polished Porcelain, Large Rectified 24” Tile for entire condo & closets. Modern Frosted Glass Framed Solid Wood 4 Interior Doors. Frosted Glass Framed Solid Wood Interior Bifolds for all 7 closets, continuing a clean line design with 8” Solid Wood, Mitered Baseboards throughout. Calming Lighting with all LED lighting dimmers throughout & all walk-in closets. All Closets designed w/Solid Wood Shelving & fitted w/thick satin nickel Rods and Brackets to All Studs for Heavy organization needs. Both Bathrooms have Moreno Gloss Floating Soft Close Drawer Vanities w/satin nickel Series Pfister Kenzo Waterfall Faucets/Shower Handel & 4 piece Towel bar set. Kohler Skirted “Chair-Height” Toilets for both. Main bath is Designed w/24” Italian Carrera Marble Tile, full size Bench & tall Niche. Guest bathroom Designed w/24” Ivory Glass Tile & Tall Abalone Tile Niche. With owners not being a chef/cook, kitchen is gently used in immaculate condition. ALL "SMART Wi-Fi" Stainless Appliance Suite, Largest Size features; “Double Oven” 5 burner w/Warming Drawer. Refrigerator “Showcase” Triple French Door, ice/water, Middle Flex Drawer, Bottom Freezer Double Drawer. Stainless “Triple Storm” Dishwasher. Kohler 36” Large Stainless Steel Apron Sink w/Kohler Pull down Stainless Faucet. Matching to Suite are Over Size Stainless "Wi-Fi" Front Load Washing Machine & Front Load Dryer on Stainless Pedestals in “walk-in” Laundry Room, stainless light, solid wood shelving w/nickel stainless rod/brackets designed for Heavy storage needs. Owner has variety remodeled Product in front closet. This beachfront condo has been gently lived in and all the Design Aspects/Appliances are in Immaculate Condition. Clubhouse w/ 25‘x40‘ Heated Swimming Pool, Tennis & Pickleball Courts, updated Fitness room, bathrooms, your private locked Storage Room. Private Beach gate to Boardwalk w/ picnic area, 2 grills & birdwatching benches. Pet friendly, designated large pet park w/bench. “Private ISLAND Style Living” A truly Coveted Opportunity awaits you- private, unobstructed view, full condo length beachfront lanai, 6 floor, 7 acre property & 400’ beachfront. Property is available for Same Day Showings.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Constantine Stratos (941-232-5251)
5450 BENTGRASS DR #5-111, SARASOTA, FL 34235
$220,00074 Days on yellowkey MLS ID: A4693500
1 Days Off yellowkey (back on 5/22/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1192 Built: 2002 Tax: $2,853 (2025)Community: Las Palmas Of SarsotaCondo
Taxes:$2,853
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. Experience the perfect blend of comfort, convenience, and resort-style living in this beautifully located first-floor condo featuring 2 bedrooms, 2 baths, and an attached 1-car garage. Designed with a desirable split-bedroom layout, this home is just steps from the pool and offers access to exceptional gated community amenities including two sparkling swimming pools, a hot tub, fitness center, billiard room, grilling areas, tennis courts, and scenic walking and biking trails. Select furnishings in the master bedroom and kitchen/dining area can stay, making this an easy move-in ready opportunity for full-time residents, seasonal owners, or investors. Ideally situated just one mile from The Mall at University Town Center with over 32 restaurants, premier shopping, and close to Nathan Benderson Park and Mote Marine Laboratory & Aquarium. Enjoy easy access to I-75, Sarasota-Bradenton International Airport, and vibrant Downtown Sarasota with its dining, arts, and waterfront attractions just minutes away. A wonderful opportunity to enjoy the Florida lifestyle year-round or seasonally.
Listing Agent: Leslie Capozzi (941-248-6062)
111 GOLDEN GATE #403, SARASOTA, FL 34236
$2,000,000166 Days on yellowkey MLS ID: A4682088
REDUCED by $195,000 (8.9%) on 07/24/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2050 Built: 2024Community: EvolutionSpa: YesCondo
Taxes:$0
Remarks: New construction. No wait. No stress. Unit 403 at The Evolution is a completed 3-bedroom, 3-bath luxury residence designed by award-winning architect Mark Sultana of DSDG. Inside, you’ll find 2,050 square feet of elegant interior living and over 300 square feet of outdoor space across three private balconies, ready for move-in today. Ten-foot ceilings, imported European cabinetry, polished porcelain tile, and top-tier Sub-Zero and Wolf appliances create a timeless, functional space that’s both beautiful and easy to maintain. The primary suite opens to a shared balcony for peaceful mornings or sunset gatherings, and your private deeded 2-car garage offers extra convenience. This boutique community of just 20 residences includes a rooftop lounge with a sunset spa and fireplace, a resort-style pool with private cabanas, a fitness studio, a European sauna, an outdoor kitchen, and full-time concierge service. Located on Golden Gate Point, you’re minutes from Sarasota’s top restaurants, the arts, and stunning Gulf beaches. Let’s schedule your private tour and show you what move-in-ready luxury really feels like.
Listing Agent: Brandy Sheldon (941-724-0469)
3958 MEDITERRANEA CIR #411, SARASOTA, FL 34233
$206,00012 Days on yellowkey MLS ID: A4700011
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1212 Built: 2005 Tax: $2,652 (2025)Community: MediterraneaCondo
Taxes:$2,652
Remarks: Virtually Staged. Best value in Mediterranea! This desirable first-floor, 3-bedroom, 2-bath condominium includes a detached garage and offers a fantastic opportunity in one of Sarasota's most convenient locations. Major updates include a new roof, HVAC system, and water heater; all less than five years old. The interior has been freshly painted, and the flooring in the main traffic areas has been replaced. The HOA provides outstanding value by including pest control, gate service, water, trash, exterior maintenance, and beautifully maintained community amenities, making for easy, low-maintenance living. Owners may rent the unit immediately after purchase with HOA approval. Rentals are permitted for a minimum of 30 days, up to two times per year, or on an annual lease, with no waiting period to rent.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Mariam Bourey (941-600-8114)
4767 WINSLOW BEACON #25, SARASOTA, FL 34235
$235,000194 Days on yellowkey MLS ID: A4678249
1 Days Off yellowkey (back on 5/29/2026)
REDUCED by $8,000 (3.3%) on 05/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1984 Tax: $2,795 (2025)Community: Winslow BeaconCondo
Taxes:$2,795
Remarks: Welcome to the Winslow Beacon community located in The Meadows! Enjoy ownership of a ground floor corner unit located in the Meadows, one of the premier golf communities in Sarasota. This turn-key 2 bedroom /2 bathroom unit is tastefully decorated and includes washer and dryer, so you can move right in. The screened lanai offers privacy and a quiet, wooded setting, with the community pool only a few steps away. The master bedroom has sliding glass doors to your patio area and a walk-in closet. Brand new dishwasher and 2022 UV light AC system. The community has been well-maintained and completely renovated, including new paint and roofs on the buildings, the parking lots resurfaced, plus the pool has been resurfaced and tiled, along with the decking. The pool bathrooms have also been upgraded. The pool is just steps from your back door! The community is quiet and private with natural views. The Meadows is an award winning master planned community utilizing the natural landscape to create over 14 miles of trails, and 80 lakes with abundant wildlife. The optional Meadows Country Club offers three 18 hole golf courses, 16 lighted tennis/ pickleball courts, a jr. Olympic swimming pool with spa, and a fitness center.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Steven Howard (941-957-8511)
5780 MIDNIGHT PASS RD #210, SARASOTA, FL 34242
$999,000237 Days on yellowkey MLS ID: A4673708
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1979 Tax: $9,269 (2025)Community: Gulf & Bay Club Ph 2Condo
Taxes:$9,269
Remarks: BEST VALUE AT SIESTA KEY BEACH GULF & BAY CLUB. Imagine living in Paradise…Welcome to your dream home on Siesta Key, where every day feels like a vacation. This beautiful beachfront corner unit in the prestigious GULF & BAY CLUB is located on the #1 Beach in America per Trip Advisor. Step into this stunning two-bedroom, two-bathroom unit, filled with natural light from expansive windows. Enjoy breathtaking sunrise and sunset views as part of your daily routine. The renovated interior features high ceilings, a gourmet kitchen with an office, modern bathrooms, smart storages and elegant details. Gulf & Bay Club is the gated resort community on the key. The serene property spans on 32 acres with 800 feet of private quartz sand beach, offering exceptional living. Beyond your home, Gulf & Bay Club offers world-class amenities, including scenic pathways to a freshwater lake with a rustic footbridge, a lush tropical courtyard with 3 heated pools, 6 pickleball courts, 4 tennis courts, 2 clubhouses and barbecue grills for social gatherings. Fitness enthusiasts can access a commercial gym, sauna, and media facility, while EV charging stations promote eco-friendliness. With an on-site rental management for one-month minimum rentals, this property is perfect for luxurious living and smart investment. Make this waterfront oasis your home where warm hospitality and serenity await.
Listing Agent: Maurice Menager (941-238-8119)
433 CENTRAL AVE, SARASOTA, FL 34236
$749,0004 Days on yellowkey MLS ID: A4700912
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1475 Built: 2008 Tax: $9,672 (2025)Community: 5Th & Central CondoSpa: NoCondo
Taxes:$9,672
Remarks: Experience the best of downtown Sarasota living in this exceptional luxury condominium, where sophisticated design, walkable convenience, and the vibrant energy of the Rosemary District come together in one remarkable residence. This beautifully appointed TURNKEY two-bedroom, two-and-a-half-bath home is located in an exclusive boutique building with only six private residences, offering a level of privacy rarely found in the heart of downtown. Designed with timeless elegance, the open-concept floor plan showcases soaring ceilings, real hardwood flooring throughout, designer Italian cabinetry, granite countertops, stainless steel appliances, a new refrigerator, and a built-in wine bar with beverage refrigerator. Both bedrooms feature luxurious ensuite bathrooms, while the spacious primary suite opens to a private balcony overlooking the Rosemary District and downtown skyline. Thoughtfully upgraded throughout, this residence includes custom California Closets, remote-controlled blinds, new HVAC systems installed in 2024 and 2025, and a new water heater installed in 2025, all backed by transferable warranties for added peace of mind. Residents enjoy assigned covered parking, elevator access, gated entry, and additional storage, all just moments from Sarasota's most celebrated destinations. Stroll to The Bay Park, Bayfront Marina, Whole Foods, Main Street, the Saturday Farmers Market, art galleries, award-winning restaurants, live entertainment, and the flourishing Rosemary Arts District, or spend the afternoon at Lido Key Beach, just minutes away. Offering an unmatched combination of luxury finishes, boutique living, recent high-value upgrades, and one of Sarasota's most desirable walkable locations, this exceptional residence delivers the very best of downtown Sarasota living.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Nico Guillen (571-524-3613)
2155 WOOD ST #A26, SARASOTA, FL 34237
$135,0004 Days on yellowkey MLS ID: A4700899
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1959 Tax: $2,491 (2025)Community: Park LaneCondo
Taxes:$2,491
Remarks: This is the one! Two bedroom, two bathroom, first floor, back corner unit, directly adjacent to Payne Park in highly desirable Downtown Sarasota at the Retro Chic Park Lane community! Split floor plan for privacy means a primary bedroom with ensuite bath & dedicated full bath for guests. Vintage details include custom built ins and original terrazzo floors! Open living area with glass sliders leads to an enclosed lanai overlooking the lushly landscaped courtyard with inground pool. Recent updates include a New Stove, Microwave, Refrigerator, Water Heater, Roof, Sewer Line & Parking Lot! Embrace the best of Sarasota living with the beautiful Payne Park at your doorstep featuring 29 acres of recreation & relaxation complete with walking trails, bike path, skate park, playground, frisbee golf, tennis courts & more! Dedicated parking space in front of unit, separate & secure storage space & two laundry facilities on site. Adjacent to Publix supermarket, & close proximity to Selby Botanical Gardens, amazing restaurants and urban amenities like the Bayfront Park, weekly farmers market & so much more including the boutiques of St. Armand's circle, white sands of Lido Beach & the world renowned Siesta Key! Perfect choice for a snowbird's winter retreat, in town escape, affordable primary residence or investment property!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Evan Roberts (857-919-0894)
500 N JEFFERSON AVE #B-5, SARASOTA, FL 34237
$135,0004 Days on yellowkey MLS ID: A4700881
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 847 Built: 1974 Tax: $825 (2024)Community: Jefferson ClubCondo
Taxes:$825
Remarks: Back on market and vacant! Stylish & Light-Filled Condo Near Downtown Sarasota with a brand new roof! This beautifully updated 2-bedroom, 1-bath condo offers a bright, open feel with vaulted ceilings, skylights, and large windows that bring in tons of natural light. Upgraded with luxury vinyl flooring and fresh interior paint, the space feels modern and inviting. The kitchen and bathroom feature sleek matching granite countertops, while ample storage ensures everything has its place. Enjoy the convenience of a brand-new AC with a 10-year transferable warranty, plus front and back porches perfect for relaxing outdoors. Just minutes from downtown Sarasota, this move-in-ready home is an incredible opportunity for an investment or new home in a prime location!
Listing Agent: Michael Broadfoot (941-730-5847)
4312 RUM CAY PL #11, SARASOTA, FL 34233
$216,5004 Days on yellowkey MLS ID: A4700637
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1350 Built: 1983 Tax: $1,809 (2025)Community: Center Gate Estate Vill 1Condo
Taxes:$1,809
Remarks: CENTER GATE ESTATES VILLAGE IS A DESIRABLE 55+ COMMUNITY IDEALLY LOCATED NEAR SHOPPING, DINING, AND EVERYDAY CONVENIENCES. THIS SPACIOUS 2 BEDROOM HOME OFFERS BOTH COMFORT AND TRANQUILITY IN A PEACEFUL SETTING. THE KITCHEN OFFERS PLENTY OF CABINET SPACE WITH A PASS THRU TO THE DINING/LIVING ROOM AREA. YOU WILL ENJOY THE LIGHT AND BRIGHT ENCLOSED 16X9 LANAI. A HUGE SCREENED IN PATIO IS THE PERFECT SPOT FOR ENTERTAINING FAMILY AND FRIENDS. THERE IS STORAGE GALORE THROUGHOUT WITH AMPLE CLOSETS. EACH BATHROOM HAS A SKYLIGHT PROVIDING NATURAL LIGHT. THE LARGE PRIMARY SUITE OFFERS A GREAT WALK IN CLOSET. CONVENIENTLY LOCATED WITH EASY ACCESS TO I-75 AND JUST A SHORT 20 MINUTE DRIVE TO THE AREA'S BEAUTIFUL BEACHES, THIS HOME OFFERS THE PERFECT BLEND OF COMFORT, LOCATION, AND LIFESTYLE. NEW ROOF IN 2022.
Listing Agent: Audrey Sullivan, Pa (941-504-1797)
220 PASS KEY RD #220, SARASOTA, FL 34242
$509,0004 Days on yellowkey MLS ID: A4700657
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 998 Built: 1973 Tax: $4,968 (2025)Community: Sandy Cove IiiCondo
Taxes:$4,968
Remarks: Opportunities to own in Sandy Cove are rare—and this residence presents the perfect chance to create your own island retreat in one of Siesta Key's most sought-after waterfront communities. Bring your vision and transform this well-located residence into the coastal getaway you've always imagined. Whether you're looking for a winter escape from the cold, a seasonal home to enjoy for years to come, or an investment in one of Florida's premier beach destinations, the value here lies in the location, lifestyle, and potential. Designed by renowned Sarasota architect Frank Folsom Smith, Sandy Cove is a boutique waterfront community celebrated for its timeless mid-century architecture, lush tropical landscaping, private shell beach, fishing pier, heated pool, kayak launch, and Gulf-front sunsets. Best of all, you're just a short stroll from Siesta Key Village, where local restaurants, boutiques, live music, and island charm await. Unlike buying someone else's renovation, this home offers the rare opportunity to update the interior to reflect your own style while investing in a community where demand remains consistently strong. Enjoy the property today, renovate at your own pace, and own a piece of Siesta Key in a location that continues to attract vacationers, seasonal residents, and investors alike. When the address is this exceptional, the possibilities are endless. Schedule your private showing today!
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Jeff Lauer (941-441-6555)
5400 OCEAN BLVD ##15 1-4, SARASOTA, FL 34242
$4,000,0004 Days on yellowkey MLS ID: A4698001
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 2374 Built: 1969 Tax: $30,871 (2025)Community: The TerraceCondo
Taxes:$30,871
Remarks: Perched 15 floors above the Gulf of Mexico within The Terrace—Frank Folsom Smith's iconic beach-front landmark on Siesta Key—two corner residences were combined to create an extraordinary 2,365-SF home. Completely reimagined by award-winning architect Michael Halflants of Halflants + Pichette Studio for Modern Architecture, the residence received the prestigious AIA Florida/Caribbean Honor Award of Excellence in Interior Design and was featured in Sarasota Magazine's Dream Homes issue. Original interior walls were removed to reveal uninterrupted vistas that extend along the shoreline of Siesta Key, across Sarasota Bay, and to the downtown Sarasota skyline. The result is a flowing two-bedroom, two-and-a-half-bath residence where panoramic views, exceptional materials, and thoughtful design exist in perfect balance. At the center of the home, a sculptural Etimoe hardwood core houses the kitchen, storage, primary bath, and an expansive walk-in closet, bringing warmth and architectural definition to the open floor plan. Floor-to-ceiling, seven-panel bi-fold glass doors disappear completely at the corners, creating a seamless connection to the Gulf and inviting coastal breezes into the living spaces. Custom folding partitions provide privacy between the primary suite and main living areas without compromising the home's openness or visual continuity. Thoughtful custom details continue throughout the residence, including a custom steel desk overlooking the Gulf of Mexico, creating a work-from-home setting few could rival. The raw concrete ceiling from Smith's original 1969 design was scraped and clear-coated to a soft sheen, transforming a defining element of the building into a striking contemporary feature. Large-format porcelain tile, custom steel detailing, and carefully selected wood finishes complete a sophisticated material palette that feels both timeless and contemporary. Residents of The Terrace enjoy private access to Siesta Key's renowned beach and are just moments from the shops, restaurants, and energy of Siesta Village. More than a luxury beachfront residence, this is a rare opportunity to own an award-winning home within one of Sarasota's most recognizable waterfront landmarks, where exceptional architecture and Gulf-front living are seamlessly intertwined.
Listing Agent: Mickey Kiernan (941-402-9115)
5683 SUMMERSIDE LN #25A, SARASOTA, FL 34231
$200,00087 Days on yellowkey MLS ID: A4692227
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1125 Built: 1984 Tax: $2,426 (2025)Community: SummersideCondo
Taxes:$2,426
Elementary School: Gulf Gate Elementary
Remarks: Virtually Staged. Welcome to Summerside, a quiet, tree-canopied community tucked just minutes from the sugar-sand beaches of Siesta Key and the easy rhythm of Sarasota's Gulf Coast. This ground-level end unit is ready for some TLC, offered as-is as a blank canvas for the right buyer to renovate to their own taste. Being an end unit means no upstairs neighbor and no shared ceiling overhead, just a private, all-on-one-floor layout wrapped in mature tropical landscaping and swaying palms. For an investor looking to flip, craft a seasonal getaway, or add an income-producing rental to the portfolio, the bones, the layout, and above all the location make this one worth a close look. Inside, soaring cathedral ceilings and a skylight pull natural light across an open living and dining space that flows toward a screened lanai out back. Tile runs through the main living areas, both bedrooms are laid in wood-look plank flooring, and the home lives larger than its two-bedroom, two-bath plan suggests. The kitchen sits at the heart of it all with generous cabinetry, a pass-through breakfast bar open to the gathering space, and a sliding door to one of two private, fenced outdoor retreats. The primary suite is its own corner of calm, complete with a walk-in closet, a private bath, and sliding-glass access to the screened lanai. The second bedroom shares that indoor-outdoor connection with a slider to its own fenced patio and a full bath close by. A dedicated interior laundry room and a covered front entry with a gated courtyard round out the everyday practicality. Beyond your doorstep, Summerside offers a sparkling community pool framed by a wide paver sun deck, plenty of lounge chairs, and a shaded pavilion tucked beneath grand oak trees, the kind of low-key gathering spot that makes a neighborhood feel like home. Assigned carport parking and a friendly, established setting round out the appeal. With a little vision and some finishing work, this retreat can become exactly what you imagine, all moments from Siesta Key's world-famous shoreline and within quick reach of Sarasota's dining, shopping, and signature Gulf Coast lifestyle. Bring your vision and make it your own. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
4040 CROCKERS LAKE BLVD #1717, SARASOTA, FL 34238
$220,000184 Days on yellowkey MLS ID: A4679678
0 Days Off yellowkey (back on 7/23/2026)
REDUCED by $9,000 (3.9%) on 06/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1350 Built: 1989 Tax: $2,117 (2025)Community: Vintage GrandCondo
Taxes:$2,117
Remarks: Under contract-accepting backup offers. Through no fault of the seller or property, this sought-after condo is back on the market and ready for its next owner. Turnkey Vacation Home. Fully remodeled and ready to move in. This unit is being sold with high end furnishings including a 50 bottle wine cooler and tropical designer decor. This great investment opportunity offers exceptional value. This spacious Floreta floor plan is one of the largest units in Vintage Grand, offering 3 bedrooms, 2 baths with no stairs. This condo has been lightly used and was foreigner owned, the guest bedrooms have hardly been used at all. Vintage Grand has recently completed a full exterior renovation, featuring hurricane-rated energy-efficient windows, enhanced stucco, new gutters, and refreshed landscaping—ensuring lasting value as improvements near completion. The location is unbeatable: walk to Costco right across the street. Explore miles of nearby trails, including the Legacy Trail, or enjoy world-famous Siesta Key Beach just minutes away. Community amenities include two resort-style pools, spas, tennis courts, clubhouse, and a fully equipped fitness center. This is the nicest unit within Vintage Grande. Schedule your showing today
Listing is courtesy of: YORKSHIRE INTERNATIONAL R.E. (941-366-0000)
Listing Agent: Jules Roman (941-366-0000)
4820 KESTRAL PARK CIR #18, SARASOTA, FL 34231
$499,00066 Days on yellowkey MLS ID: A4694438
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1570 Built: 1982 Tax: $5,710 (2025)Community: Landings Carriagehouse IiCondo
Taxes:$5,710
Remarks: Welcome to one of The Landings' best-kept secrets. Tucked inside the intimate Carriage House community, this 2-bedroom, 2-bath plus spacious den residence delivers the feel of a single-family home wrapped in the ease of maintenance-free living and its move-in ready. Inside, tile flooring flows throughout, anchoring a bright, open layout that feels larger than its footprint suggests. The updated kitchen impresses with a modern aesthetic, solid surface counters, and finishes that feel fresh and intentional, not dated. Both bathrooms have been thoughtfully remodeled, featuring solid surface counters and elegant tile enclosures. A wood-burning fireplace adds warmth and character, making this home as livable as it is lovely. The very spacious den offers the flexibility to serve as a home office, guest room, or hobby space, whatever your lifestyle calls for. An additional den space provides even more room to spread out, work, or create. Your private one-car garage sits just beyond a charming paver driveway shared with only one neighbor — a quiet, neighborly setup that feels nothing like a typical condo. When it comes to outdoor living, this home truly delivers: an expansive screened-in patio sets the stage for year-round enjoyment, while a separate open-air patio offers a sun-drenched spot to relax, garden, or simply soak in the Florida lifestyle. Peace of mind comes standard: a brand-new 2026 roof means this home is as solid as it is stylish. Offered unfurnished and ready for immediate occupancy. Residents of Carriage House II enjoy access to a beautiful pool and clubhouse, all set amid lush, manicured grounds surrounding a tranquil lake with fountains, turtles, and ducks. Membership to The Landings Racquet Club is available but not included or required — a wonderful option for those who want the full lifestyle package. The Landings' coveted location west of the Trail puts everything within easy reach.
Listing Agent: Judy Greene (941-350-0451)
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