Location: Sarasota
Do Not Show Listings
4956 CREEKSIDE TRL, SARASOTA, FL 34243
$500,00081 Days on yellowkey MLS ID: A4688966
REDUCED by $24,950 (4.8%) on 06/09/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2362 Built: 2000Monthly Fee: $77 Tax: $3,946 (2025)Community: Carlyle At Villages Of Palm-AireSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,946
Elementary School: Braden River Elementary
High School: Braden River High
Tax Year: 2025
Middle School: Braden River Middle
Remarks: Virtually Staged. Welcome to your next chapter in Carlyle at the Village of Palm Aire, where charm meets everyday convenience in one of Sarasota’s most centrally located communities. Shaded by majestic oak trees and accented by swaying palms, this beautiful 4-bedroom, 2-bath home invites you into the relaxed, everyday beauty of Florida living. Inside 4956 Creekside Trail, you’ll find a thoughtfully designed open split floor plan with high ceilings, tray details, and crown molding that add an elevated touch throughout. The heart of the home features a bright eat-in kitchen with a bay window and built in bench seating, all-wood cabinetry, stainless steel appliances, and a seamless flow into the family room, ideal for both everyday living and entertaining. For those who love to host, the butler's space with walk-in pantry closet creates a beautiful transition into the formal dining space, offering functionality that most homes do not have. A separate formal living and dining room combo adds flexibility for additional entertaining or relaxation space. The primary suite is at the rear of the home, complete with a garden tub, separate walk-in shower, and a spacious walk-in closet. Wood and tile flooring extend through the main living areas and primary bedroom, combining durability with timeless design. Step outside and enjoy the community, where residents have access to a heated community pool, a tennis court/ basketball court combo, a playground, and scenic sidewalks perfect for morning walks or evening strolls. With low HOA fees and no CDD, this neighborhood offers an irresistible value. Location is the next best thing! You are in close proximity to the UTC Town Center, Sarasota-Bradenton International Airport, I-75, downtown Sarasota, and some of Florida’s most renowned beaches residing on the Gulf coast. For golf enthusiasts, optional membership at Palm Aire Country Club offers access to newly renovated premier courses and amenities. If you’ve been searching for a home that combines space, location, and lifestyle, this is one you won’t want to miss. Schedule your tour with your agent or give us a call today.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Vincent Diorides (941-720-5717)
2373 PROSPECT ST, SARASOTA, FL 34239
$1,120,00016 Days on yellowkey MLS ID: A4696568
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1917 Built: 2019 Tax: $13,907 (2025)Community: Loma Linda ParkSpa: NoSingle Family
Taxes:$13,907
Elementary School: Alta Vista Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: CUSTOM-BUILT by Milano Homes in 2019, this CONTEMPORARY POOL HOME combines modern design, exceptional construction, and an unbeatable Arlington Park location. Situated on a private corner lot just blocks from Sarasota Memorial Hospital and minutes to Downtown Sarasota, Southside Village, Bayfront Park, the Legacy Trail, and Siesta Key Beach, this residence offers the ultimate Sarasota lifestyle. Inside, SOARING CEILINGS and an open-concept floor plan create a bright, airy living space designed for both everyday comfort and entertaining. The sleek EUROPEAN-STYLE KITCHEN showcases quartz countertops, glossy cabinetry, NATURAL GAS cooking, a large center island, pantry, and smart pull-out storage solutions. The spacious primary suite includes custom closet built-ins and an en suite bathroom featuring dual sinks and a walk-in shower. Enjoy seamless indoor-outdoor living with a SCREENED LANAI overlooking the PRIVATE POOL, mature landscaping, and privacy wall. A natural gas connection for grilling makes outdoor entertaining effortless year-round. Built for efficiency and peace of mind with CONCRETE BLOCK CONSTRUCTION, IMPACT WINDOWS AND SLIDERS, SMART HOME FEATURES, NATURAL GAS SERVICE, WHOLE-HOUSE GENERATOR, and an attached two-car garage. An incredible opportunity to own a newer custom-built home in sought-after Arlington Park, offering lock-and-leave convenience, contemporary style, and close proximity to Sarasota's best dining, shopping, healthcare, cultural attractions, and world-renowned beaches.
Listing is courtesy of: ENGEL + VOELKERS SARASOTA (941-388-9800)
Listing Agent: Meagan Jones (941-402-7012)
2225 FLORINDA ST, SARASOTA, FL 34231
$1,500,00030 Days on yellowkey MLS ID: A4690756
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2607 Built: 2026 Tax: $1,570 (2025)Community: Tamiami TerraceSpa: YesSingle Family
Taxes:$1,570
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Remarks: Virtually Staged. 2225 Florinda Street — arrival as destination. Pull into the driveway, pass the two car garage and follow a landscaped walkway to arrive at a gracious covered entry; decorative metal screening catches the Florida light accenting the french pattern travertine entry and frames an oversize full glass door. Step inside and the experience unfolds: Large format porcelain tile, 10' ceilings and abundant windows bathing the open plan in natural light. Gulfside Homes, a Sarasota Custom Home builder for over 25 years, crafted this over 2,600 sq ft Calista model showcase with thoughtful and custom upgrades you’ll notice throughout—builtin conveniences, premium appliances and finish selections that read like an owner’s wish list already checked. The main level is made for living and entertaining: an elegant dining area flows to a true gourmet kitchen with gas range, pot filler, LG stainless appliances, microwave drawer and an oversized quartz waterfall island. The family room sits beyond, flooded by light from large windows and glass doors that frame the ivory travertine pool deck and spa. Opposite the island and tucked under the stairs is a purposeful coffee bar and prep station with a deep sink (cuttingboard/dryingrack/colander), coordinated floating shelving, abundant storage and a twozone undercabinet beverage refrigerator—one of the many touches that make daily rituals effortless. Also on the first floor is a flexible, large en-suite guest room whose bath doubles as a powder room and provides direct access to the outdoors and access to the pool—perfect for visitors and carefree pool days. Upstairs the home is arranged for privacy and function: a split bedroom plan placing the primary suite apart from two large secondary bedrooms. The primary is a serene retreat with a spa caliber bath—soaking vessel tub, floor to ceiling Calacatta porcelain shower with double rain heads, dual vanities—and generous closet space. A dedicated laundry on the bedroom level adds convenience. A roomy office/den/media room opens to a covered deck for quiet moments or flexible workspace. Outside is your private Sarasota oasis: 12×24 pool with six person spa, travertine decking and glass waterline tile, pre-plumbed for heating and framed by an 8' fenced yard. Premium systems and Gulfside upgrades that other builders don’t automatically provide—impact windows, underground 500gal propane tank, Rinnai tankless water heater with recirculating system, large format porcelain tile on the main level, waterproof luxury vinyl plank upstairs, timber stairs with stainless cable railing, upgraded lighting and hardware, Ring cameras and low maintenance tropical landscaping—deliver comfort, security and low upkeep. Only blocks to The Landings shopping center with several restaurants, gym, and Publix. Minutes from the John and Mable Ringling Museum of Art, Sarasota Art Museum, Van Wezel Performing Arts Hall, Marina Jack, downtown dining, farmers’ markets, marinas and Siesta Key and gulf beaches, 2225 Florinda is a refined, turnkey Sarasota lifestyle crafted by an experienced custom builder. Schedule your private showing to experience the details in person.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Karen Sweat (941-323-6707)
5950 MIDNIGHT PASS RD #101, SARASOTA, FL 34242
$485,99935 Days on yellowkey MLS ID: A4694128
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 513 Built: 1957 Tax: $3,441 (2025)Community: Siesta Beach HouseCondo
Taxes:$3,441
Remarks: An exceptional opportunity to own a beautifully updated and turn-key beach condominium in the heart of Siesta Key, offering the flexibility of a strong rental investment, seasonal getaway, or your own private coastal retreat. Located within Siesta Beach House Condominiums, this residence places you just a short walk to both Siesta Beach and Crescent Beach, while also offering the rare advantage of private beach access exclusively for residents and guests. Inside, the condo has been thoughtfully upgraded and meticulously maintained, creating a bright and modern coastal atmosphere. The kitchen features quartz countertops, ceramic tile backsplash, under-cabinet lighting, stainless steel appliances, and solid wood cabinetry, all opening seamlessly into the main living space. Porcelain ceramic tile flooring runs throughout, enhancing the clean, beach-inspired feel of the home. Additional improvements provide peace of mind and long-term value, including a new elevated A/C system installed in 2024 and a brand-new electrical panel completed in 2025. Beautiful upgraded baseboards in the living room, extra hallway storage, and tasteful finishes throughout further separate this condo from many others currently available on the island. The spacious bedroom includes a walk-in closet, while the open-concept floor plan maximizes functionality and comfort within the space. Being sold fully furnished and turnkey, this property is truly ready for immediate enjoyment or rental use. The Siesta Beach House community offers a community pool and direct private beach access, all within a highly desirable location. With a flexible minimum lease period of just 3 days, this property also presents excellent income-producing potential for investors seeking short-term rental opportunities. Whether you are searching for a beachside investment property, a lock-and-leave vacation home, or a cozy private condominium steps from world-renowned beaches, this Siesta Key opportunity delivers exceptional lifestyle and value in one of Sarasota’s most sought-after coastal destinations. Schedule your private showing today and experience the island lifestyle firsthand.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
916 PATTISON AVE, SARASOTA, FL 34237
$399,90042 Days on yellowkey MLS ID: A4693771
REDUCED by $9,100 (2.2%) on 06/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1044 Built: 1961 Tax: $4,185 (2025)Community: Robin Hood WoodsSpa: NoSingle Family
Taxes:$4,185
Remarks: Don't let this one pass you by. Tucked in one of Sarasota's most sought-after locations, this beautifully updated single-family home offers the perfect blend of timeless neighborhood charm, modern comfort, and an active lifestyle — with no HOA to slow you down. Inside, a fully remodeled kitchen showcases quartz countertops, stainless steel appliances, and custom cabinetry, while two tastefully renovated bathrooms reflect the same attention to detail and designer touch found throughout. Natural light pours through the open layout, creating a warm, inviting atmosphere whether you're entertaining guests or simply settling in after a day at the beach. The big-ticket work is already behind you. A newer roof, updated HVAC, plumbing, and electrical mean you're stepping into genuine peace of mind — not a project. Outside, a spacious screened lanai and fenced backyard invite you to slow down, let the pets roam, tend the garden, or simply enjoy a warm Gulf evening in complete privacy. All of this, just minutes from the energy of downtown Sarasota — world-class dining, boutique shopping, pristine parks, and the Gulf's most celebrated beaches, world-renowned Yoders Marketplace, or a quick trip to the UTC area for outstanding retailers, Mote Marine, parks, walking trails, and more. Whether you're planning your starter home, escaping the winters, or adding a smart investment to your portfolio, this home checks every box. Stylish. Updated. Move-in ready. This is Sarasota living at its finest. Call today for your personal tour.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Kathleen Long (813-470-0047)
3317 BOUGAINVILLEA ST, SARASOTA, FL 34239
$445,00037 Days on yellowkey MLS ID: A4694271
REDUCED by $5,000 (1.1%) on 06/19/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1514 Built: 1962 Tax: $4,960 (2025)Community: South Gate ManorSpa: NoSingle Family
Taxes:$4,960
Elementary School: Wilkinson Elementary
Remarks: Virtually Staged. Southgate Charm + Space to Dream in One of Sarasota’s Most Established Neighborhoods. Situated on an oversized lot in the sought-after South Gate community, this 3-bedroom, 2-bath home offers the kind of outdoor potential that is increasingly hard to find in Sarasota. With beautiful curb appeal and a welcoming layout featuring a sunroom, spacious living areas, and dedicated dining space, this property is ready for everyday living now with room to create something extraordinary later. The expansive backyard provides ample space for a future resort-style pool, outdoor entertaining area, or private tropical retreat. Inside, the floor plan balances functionality and flexibility with multiple gathering spaces, generous bedroom sizes, pantry storage, and a sun-filled bonus room perfect for morning coffee, hobbies, or additional living space. The oversized lot offers privacy and possibilities whether you envision lush landscaping, an outdoor kitchen, or a custom backyard oasis. Residents love the central Sarasota location with convenient access to Siesta Key Beach, downtown Sarasota, shopping, dining, medical facilities, and everyday conveniences. This is an opportunity to own in a neighborhood known for mature trees, character, and proximity to the best of Sarasota living.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Nick Salzwedel (208-305-2923)
5544 DINAH LN, SARASOTA, FL 34231
$1,895,00041 Days on yellowkey MLS ID: A4693403
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4433 Built: 1995 Tax: $9,270 (2025)Community: Terra Bea SubSingle Family
Taxes:$9,270
Middle School: Sarasota Middle
Remarks: You’ll love entertaining guests and embracing the tranquility of waterfront living in this one-of-a-kind classic Key West home on Philippi Creek Bayou. Enter through mahogany doors to soaring cathedral ceilings that fill the home with natural light and create an open, airy atmosphere. Expansive water views can be enjoyed in most rooms, while the outdoor deck provides the perfect setting to relax and take in stunning sunset skies. Inside, the Key West coral fireplace, luxury vinyl plank flooring and thoughtful architectural details create warmth and character throughout. The kitchen is designed for gathering and entertaining, featuring stainless steel appliances, a stainless-steel chef’s cooking area, quartz countertops and a wraparound bar that encourages memorable moments with family and friends. The enormous primary suite serves as a private retreat with its own water-view balcony, charming gas fireplace and bay windows. The spa-inspired en suite bath offers dual vanities and a relaxing spa tub. Dedicated office space provides flexibility for working from home or creating a quiet study area for the kids. Upstairs, you’ll find four bedrooms, a balcony and two full baths. The lower level features an expansive entertaining area ideal for a growing family, game room, gym or play space, along with a convenient pool bath for hosting guests. Outside, enjoy the private open pool area positioned at the water’s edge with long, peaceful canal views. The waterfront lifestyle continues with a kayak launch, Jet Ski floats and a newer composite boat dock with a 13,000-pound lift ready for boating adventures. Adding even more appeal for boating enthusiasts, the county is currently dredging the canal to further improve water access and navigation. The home has also been thoughtfully updated with a newer roof and freshly repainted interior and the property has been well maintained with no known storm-related damage or water intrusion. Just minutes from Philippi Shores Elementary and Riverview High School, this exceptional property is ideal for a growing family that loves the outdoors. A treasured Suncoast oasis where privacy, comfort and waterfront living come together beautifully.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Thomas Hedge, Jr (941-587-6660)
445 N ORANGE AVE #309, SARASOTA, FL 34236
$524,90060 Days on yellowkey MLS ID: A4691486
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 644 Built: 2009 Tax: $5,193 (2025)Community: Citrus Square Ph 1Condo
Taxes:$5,193
Elementary School: None
High School: None
Middle School: None
Remarks: Exceptionally reimagined 1-bedroom, 1.5-bath residence in Sarasota’s coveted Rosemary District, delivering a downtown lifestyle where refined design, intentional functionality, and effortless walkability converge. Every single inch of this condo has been thoughtfully built out with precision and purpose, blending charm with elevated design to create a home that lives far larger than its footprint. Soaring 10' ceilings amplify natural light and volume, while light coastal engineered oak floors, leathered marble countertops, timeless sophistication. Luxury upgrades are extensive and cohesive, including Brizo plumbing fixtures, a newly reappointed primary shower, new vanities and toilets in both the primary bath and powder room, custom plantation-style closet doors, California Closets throughout, custom living-room built-ins, designer lighting, custom drapery, a new stackable washer/dryer, new hot water heater, new AC supply covers, and fresh interior paint, doors, baseboards, and casing. The result is a residence that feels bespoke, intentional, and flawlessly finished—move-in ready for immediate enjoyment. Adding to the home’s exceptional livability are two private balconies—one off the living area and one off the bedroom—perfect for welcoming the fresh Florida bay breeze and extending living space outdoors. These open-air retreats, combined with the soaring ceilings and abundant light, create an airy, expansive feel that makes the home live large and undeniably special—ideal for morning coffee, sunset unwinding, or simply opening the doors to let the coastal air flow through. Beyond the front door lies one of Sarasota’s most vibrant and evolving cultural corridors. The Rosemary District is celebrated for its artistic energy, chef-driven dining, live music, galleries, and a dynamic events keep downtown engaged year-round. Moments away are Rosemary & Thyme, Hanami Sushi, Blvd Café, Te Bella, Arts & Central, Station 400, and a mix of cultural pop-ups. Publix & Whole Foods Market nearby. Outdoor enthusiasts and pet lovers will appreciate proximity to Sarasota Bay Park and Marina Jack, offering green spaces, waterfront paths, shaded seating, and easy access for morning jogs, sunset strolls, or relaxed dog walks along the bay. With year-round sunshine and access to open space woven effortlessly into daily life. For beach lovers, Lido Beach is just 3.64 miles away and easily accessed via the free Sarasota Bay Runner trolley, which runs daily from downtown to Lido Beach and St. Armands Circle. Whether heading to the Gulf’s sugary sand and turquoise waters, boutique shopping, or waterfront dining, the trolley makes car-free coastal living simple and sustainable. While the residence includes one assigned covered parking space, many find that true urban chic living means being able to walk or trolley nearly everywhere. Frequent travelers will appreciate proximity to SRQ Airport, approximately 8 mi away. Sarasota continues to draw discerning residents seeking year-round sunshine, cultural richness, entrepreneurial opportunity, and a refined coastal lifestyle—key reasons so many are flocking here to live, work, and play. A rare RENOVATED 1-bedroom plus powder room configuration in downtown Sarasota, impeccably styled and ideally positioned for those seeking a lock-and-leave residence, vibrant entertainment, waterfront green spaces, and elevated living in one of Sarasota’s most walkable neighborhoods (Walk Score 94)
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Christine Del Monte (941-266-6733)
5122 NORTHRIDGE RD #210, SARASOTA, FL 34238
$175,000191 Days on yellowkey MLS ID: A4674657
REDUCED by $10,000 (5.4%) on 06/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1164 Built: 1999 Tax: $2,888 (2024)Community: Serenade On Palmer RanchCondo
Taxes:$2,888
Elementary School: Ashton Elementary
Tax Year: 2024
Remarks: PRICE IMPROVEMENT!! Welcome to your sun-filled sanctuary at Serenade on Palmer Ranch, a pet-friendly and gated community. This impeccable 2nd floor, 2-bedroom, 2-bathroom condominium is offered fully and beautifully turnkey furnished. Each bedroom has a walk-in closet and private bathroom. The full-size washer and dryer are conveniently located in the pantry adjacent to the kitchen. Located just outside the entry door is additional storage space. Upgraded protection includes hurricane impact entrance door, slider, and windows which tilt inward for easy cleaning. These features render the unit much quieter and safer than the original construction. Additional upgrades include electrical, hardware, ceiling fans with wall switch control, new microwave and dishwasher. Resort style amenities include two sparkling swimming pools, a recently refurbished hot tub, BBQ grills, 24-hour fitness center, clubhouse, library, re-surfaced tennis court, business office, and car wash station. All building roofs were recently replaced, adding to the safety and security of the community. The Special Assessment has been paid. Serenade is close to Publix, dining options and other services. It is a short drive to Siesta Beach and access to I-75 is convenient. Cyclists will appreciate that the Legacy Trail is close by. This well-managed condominium offers a relaxed lifestyle, excellent location, and is perfectly suited for permanent residence or a vacation home. Recently appraised at $195,000. Simply bring your suitcase and start living the Florida dream!!
Listing is courtesy of: ANDRE LECLAIR PROPERTIES LLC (603-234-6480)
Listing Agent: Andre Leclair (603-234-6480)
1864 GOLDENROD ST, SARASOTA, FL 34239
$1,595,000165 Days on yellowkey MLS ID: A4676645
0 Days Off yellowkey (back on 6/23/2026)
REDUCED by $100,000 (5.9%) on 05/21/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2307 Built: 2003 Tax: $7,463 (2024)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$7,463
Elementary School: Southside Elementary
Remarks: Under contract-accepting backup offers. BEST VALUE WEST OF THE TRAIL! HUGE PRICE IMPROVEMENT! This dazzling custom-built, single-level pool home is situated in the desirable "flower streets”, west of the trail in Sarasota. Featuring a new, 3 color clay tile roof and Mediterranean style design this home has timeless style combined with modern luxury. Upon entering the double doors of this one-story retreat, you will notice the open layout and quality appointments that abound with tray and coffered ceilings, custom built-ins and niches, gas fireplace, gorgeous and rare coquina stone floors. This 4 bedroom (one a custom designed office), 3 bath, 3-car garage home features a new island kitchen with custom and glass front cabinets, stainless steel appliances, decorative backsplash and beautiful quartz counters. The tranquil primary retreat overlooks the lanai and pool and features a walk-in closet with built in closet system, wood floors and an incredible ensuite bath. This newly renovated primary bath exudes luxury with custom cabinetry, upscale finishes, and features a walk-in shower for a spa-like experience. The split floor plan showcases two additional guest bedrooms (one with a custom Murphy bed and office) each with access to newly renovated bathrooms. The high ceilings and 3 sets of sliding glass doors flood the open floor plan with natural light, while custom finishes and soft contemporary décor create an atmosphere of effortless sophistication. The very private lanai with a screened pool, new pool heater, fiber optic lighting, Pebble tec finish, pool bath and outdoor shower is surrounded with lush vegetation, perfect for entertaining and outdoor relaxation. The paver driveway and side-entry 3 CAR garage adds additional built-in storage, a 2nd refrigerator and fabulous curb appeal. Within city limits, this residence offers the option of a part-time stay, allowing for potential short term rental income. When you want to enjoy the neighborhood, you are minutes away from downtown Sarasota’s cultural scene, Siesta Key Beach, Southside Village shops and restaurants. World-class health care is located steps away at Sarasota Memorial Hospital’s main campus. This home has it all -- a sanctuary feel AND all the amenities you desire at your fingertips.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Jan Jordan (941-737-4169)
464 GOLDEN GATE PT #702, SARASOTA, FL 34236
$4,295,000260 Days on yellowkey MLS ID: A4667652
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3377 Built: 2006 Tax: $51,212 (2025)Community: La BellasaraSpa: YesCondo
Taxes:$51,212
High School: Booker High
Middle School: Booker Middle
Remarks: REFRESHED & MODERNIZED! FOREVER UNOBSTRUCTED BAY & DOWNTOWN CITY VIEWS! Experience luxury waterfront living at La Bellasara on Golden Gate Point. This 7th-floor, 3-bedroom plus den, 4.5-bath residence captures breathtaking, panoramic forever views of Sarasota Bay and the glittering city skyline from every room, blending sophistication with the relaxed coastal lifestyle. A private elevator opens to a grand double-door foyer, where stone floors lead through expansive living spaces with 9–11 ft. ceilings. The main living area features rich wood built-ins and flows seamlessly into the updated gourmet kitchen—complete with custom white cabinetry, top-tier appliances, a 6-burner gas range, center island, and walk-in pantry. The open layout connects to the dining area and breakfast nook, all oriented toward the water. Step outside to the 42-ft. bayfront terrace, ideal for entertaining with its built-in summer kitchen. A separate library with custom bookcases offers a quiet retreat or optional guest space. The private primary suite features two luxurious bathrooms, dual walk-in closets, a morning bar, and terrace access for sunrise views over the bay. Two guest suites, each with ensuite baths, custom closets, and private terraces, are thoughtfully positioned for privacy. Additional highlights include a private 2-car garage with extra storage conveniently located near the elevator—offering the feel of a private home with the ease of condominium living. Community amenities include concierge services, a heated pool and spa, fitness center, theater, social and meeting rooms, and a courtesy day dock. La Bellasara is a gated, pet-friendly enclave offering luxury, comfort, and an unbeatable bayfront lifestyle. Furnishings available separately.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
3439 TALLYWOOD LN #7139, SARASOTA, FL 34237
$172,500121 Days on yellowkey MLS ID: A4683744
REDUCED by $10,000 (5.5%) on 06/23/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1668 Built: 1983 Tax: $1,289 (2025)Community: Tallywood Ph 1 & 2Spa: NoVilla
Taxes:$1,289
Remarks: Reduced! 1668 sq. ft. living area PLUS a carport with storage closet priced below $120 per sq. ft. A charming end-unit villa with real wood floors in the living and dining area. The versatile third bedroom (or bonus room) upstairs, offers a tranquil greenbelt view and HUGE walk-in closet. Spacious open plan with split bedrooms downstairs, a dining room off the living room and a breakfast nook in the roomy kitchen. The furniture is negotiable too! Tucked deep in Tallywood, a charming, wooded and peaceful village located a few minutes from shopping, a few miles from downtown and a couple more to the beaches. Beautiful wood floors run through the living room and dining room. Lovely vistas of trees and sprawling lawns from several rooms. Set at the end of a quiet cul-de-sac with a carport and storage closet, plus guest parking spaces just a few steps from the front door. Tallywood is a 55+ community with loads of amenities and activities set on 25 acres of lushly treed and green space. Enjoy the spacious screened-in and heated pool. The grand clubhouse offers a fitness center, kitchen, covered lanai and a gas grill. Compare to another Tallywood 1668 sq. ft. villa that sold in January for $298,000!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Kim Gilliland (941-809-5151)
1864 CLEMATIS ST ST, SARASOTA, FL 34239
$1,799,50018 Days on yellowkey MLS ID: A4696114
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2330 Built: 1925 Tax: $14,946 (2025)Community: Lot 13 & W 25 Ft Of Lot 15 Blk C Desota ParkSpa: YesSingle Family
Taxes:$14,946
Remarks: This Spanish Mediterranean style home built in 1925 is nestled in the coveted "West of Trail" subdivision of DeSota Park in the South Poinsettia park Neighborhood just two blocks from the fine dining and boutique shopping offered in Southside Village. This home is ideally located outside of any flood zones and weathered the 2024 hurricane season without any damage. This listed historic home with detached casita is rich with character. The beautifully designed residence offers 2,330 square feet of living space. The home boasts a total of 12 rooms featuring a spacious entry, open plan living area including a formal dining room, living space and chef's kitchen and a versatile family room located directly off the pool area. The 3 bedroom main house has 2 bedrooms with their own en-suite bathrooms plus an additional 3rd bedroom/office/flex space, updated hurricane rated windows and whole home tankless hot water heater. The casita offers the 4th bedroom with en suite bath and kitchenette. Upon entering the tiled courtyard you are invited to step inside and discover an abundance of architectural details like the hurricane rated pecky cypress entry door, arched doorways, pecky cypress beams and fireplace mantel, custom built-ins and original architectural details that all add up to the unique touches of sophistication. The northern exposure fills the home with natural light, highlighting the garden views through casement dual pane hurricane rated windows adorned with tasteful and functional window treatments. Inside the spacious foyer your attention is drawn to the custom window treatments and new flooring and opens to an expansive open plan living room featuring a working fireplace with a pecky cypress mantel that adds warmth and ambiance and pecky cypress beams. The living space is flanked by a light filled dining room that opens to a second private courtyard and the recently renovated gourmet chef's kitchen that includes custom cabinetry, Taj Mahal quartzite countertops, zellige tile backsplash and top of the line appliances - SubZero refrigerator, Thermador warming drawer and Italian Fulgor Milano gas range. Down the hall the main floor primary suite includes a large ensuite bathroom with a separate shower, four closets for ample storage and a convenient laundry space. The second bedroom suite is tucked away with dual closets, dressing area, its own courtyard and private access to the pool. At the back of the home the 3rd bedroom/office/flexroom is located off a large and comfortable family room with pecky cypress beams and tile flooring that opens up through a wall of hurricane rated stack glass back doors to the pool area. The pool area is a tropical paradise featuring a heated pool and hot tub with a new remote controlled electronic system. The pool cage encompasses plenty of space for lounging and dining and includes the entry to the casita and full bath with mini split unit, tile flooring and wooden beams, includes built-in murphy bed and a dedicated generator. Outside the casita is a large paver courtyard with a custom outdoor cooking area that includes a plumbed 36" natural gas grill with rotisserie and pizza oven accessories and an outdoor refrigerator. This "West of Trail" home is ideally located in the Southside Elementary School district, convenient to Sarasota Memorial Hospital and located just steps away from Morton's Gourmet Grocery and some of Sarasota's best restaurants, shopping and art galleries.
Listing Agent: Tra Raines, Iii (941-415-2508)
8315 GLENROSE WAY #1414, SARASOTA, FL 34238
$275,000160 Days on yellowkey MLS ID: A4678065
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 1999 Tax: $1,904 (2025)Community: Pinestone At Palmer RanchCondo
Taxes:$1,904
Elementary School: Gulf Gate Elementary
Remarks: Located in the highly sought-after Palmer Ranch area, within the amenity rich, gated resort-style community of Pinestone, this beautifully updated move in ready, main-floor, 2-bedroom, 2-bath split-bedroom condominium is just minutes from the world-famous Siesta Key Beach. This thoughtfully designed residence features custom soft-close cabinetry, stainless steel appliances, and granite countertops; a quality upgrade rarely found compared to standard thermafoil finishes. Luxury vinyl flooring throughout creates a seamless, modern feel and enhances the open floor plan. The spacious primary suite offers a walk-in closet and a private, tiled ensuite bath, while the guest bedroom and bath provide comfort and privacy for visitors. Enjoy your morning coffee or unwind with a good book on the enclosed lanai, offering peaceful views and added living space. Additional highlights include inside laundry with a brand-new stackable washer and dryer, private storage area, storm shutters, ample guest parking, and a private assigned carport conveniently located just outside your front door. The unit has also been replumbed, providing peace of mind for years to come. Residents of Pinestone enjoy an unparalleled resort-style lifestyle with premium amenities, including a state-of-the-art fitness center, pickleball courts, lighted tennis courts, basketball court, junior Olympic-sized pool and spa, billiards room, shuffleboard courts, spa, and a banquet hall for gatherings. Relax by the fire pit, grill with friends in the barbecue areas featuring new poly furniture, or enjoy movie nights in the private theater with stadium seating and popcorn machine. Water, Sewer, Trash, exterior and grounds maintenance, and exterior building maintenance are all included, offering true low-maintenance living. Ideally located near Potter Park, the Legacy Trail, beaches, downtown Sarasota, shopping, and dining, this condo delivers the perfect blend of convenience, comfort, and Florida lifestyle. Schedule your private tour today!
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Jason R. White, Pa (508-333-2356)
4660 OCEAN BLVD #Q2, SARASOTA, FL 34242
$624,90056 Days on yellowkey MLS ID: A4692194
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1971 Tax: $6,131 (2025)Community: Sea VillageSpa: NoCondo
Taxes:$6,131
Remarks: BEST PRICED GULF-FRONT CONDO ON SIESTA KEY, in terms of VIEW, CONDITION, SIZE, AMENITIES and PROXIMITY to Siesta Key Village, the #1 BEACH IN America, and DOWNTOWN SARASOTA! Not ONE, but TWO heated GULF FRONT POOLS. Brand NEW fishing dock. This lovely unit can come partially furnished if you wish (a full list of items is available) and has a BRAND-NEW A/C. MOVE IN READY! Unobstructed GULF VIEWS, forever YOURS! And it’s PET FRIENDLY! HOA covers just about everything! Bring your suitcase, your toothbrush and your bathing suit! Wake up to breathtaking Gulf views, watch as dolphins swim, and enjoy legendary Siesta Key sunsets from this beautifully maintained 2-bed, 2-bath, perfectly positioned condo in a charming Gulf front community. Floor-to-ceiling glass sliders flood the open living area and primary bedroom with natural light, leading to your private screened lanai, where uninterrupted Gulf views are yours to behold. The primary bedroom features ample closet space and an ensuite bath with separate vanity. With 1,200 ft² of living space, this second-floor residence comes with an in-unit washer/dryer, as well as a free community laundry room and storage. The second bedroom is perfect for guests and family, and the well-appointed kitchen has upgraded appliances and a pass-through to the living area. This exceptional unit has had just one owner and has been in the family since the complex was built. Sea Village is a small community located exactly 1 mile north of Siesta Key Village and 1 mile to the #1 Beach in America. Amenities include two heated gulf front pools, a newly constructed fishing pier, and designated covered parking. ALL assessments have been PAID. Monthly HOA covers Community Pool, Escrow Reserves, Insurance, Exterior Maintenance (to include the roof), Maintenance of the Grounds, as well as Water, Sewer and Trash. Renowned for its vibrant coastal lifestyle, Siesta Key Village is bustling with restaurants, cafes, shops and miles of crystalline beaches. Downtown Sarasota’s Bayfront, with its world-class shopping, dining, & cultural events is 5 miles away. Nature lovers, sports enthusiasts, and patrons of the arts have the best of Sarasota at their fingertips with outdoor activities that include waterfront dining, boating, biking, golfing, hiking & fishing nearby. With easy access to state-of-the-art medical facilities, Sarasota International Airport, and the I-75, the location of this property offers the perfect blend of serenity & convenience and offers an extraordinary opportunity to LIVE YOUR BEST LIFE, whether it be used as a private retreat for your own personal enjoyment, or a seasonal or annual rental, with excellent income potential.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Robin Leonardi (941-685-6270)
1203 SIESTA BAYSIDE DR #1203-D, SARASOTA, FL 34242
$498,00067 Days on yellowkey MLS ID: A4690769
REDUCED by $27,000 (5.1%) on 04/27/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 959 Built: 1988 Tax: $5,340 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$5,340
Remarks: Under contract-accepting backup offers. Sellers Are Highly Motivated! Welcome to your slice of paradise on world famous Siesta Key, just steps from the powdery white sands of Siesta Beach, recently ranked the number one beach in the United States. This beautifully updated one bedroom, one bathroom residence is the perfect blend of comfort, style, and location, ideal as a primary home, vacation retreat, or income producing investment with weekly rentals allowed. From the moment you enter the gated community of Gulf and Bay Club Bayside, you are surrounded by lush tropical landscaping and a sense of pride in ownership that truly sets this community apart. This impeccably maintained residence offers easy single level living with a bright and open layout, finished in a warm neutral palette. The living and dining areas are enhanced with charming details such as wainscoting, while the updated kitchen features stainless steel appliances, beautiful countertops, and well-appointed cabinetry, all flowing seamlessly into the main living space. The oversized primary bedroom offers a peaceful retreat with a large walk-in closet, while the upgraded bathroom features a stunning tile shower, dual sinks with quartz countertops, and excellent storage. A private laundry area adds convenience, and with no carpet throughout, the home is clean, modern, and move in ready. The AC and water heater were both replaced in 2022. Enjoy your morning coffee in the adorable dining nook or unwind in the bright and airy lanai, the perfect place to relax at the end of the day. This residence also includes a rare one car garage and private driveway, making island living effortless. Gulf and Bay Club Bayside offers an exceptional array of resort style amenities including two heated pools, a clubhouse, fitness center, saunas, pickleball and tennis courts, BBQ areas, walking paths, scenic ponds with fountains, and a fishing pier on the Intracoastal Waterway where you can enjoy sunsets, dolphins, and passing boats. Private deeded beach access just across the street makes it easy to enjoy the turquoise waters and world-famous quartz sand whenever you choose. Ideally located between Siesta Key Village and Stickney Point Road, you are moments from top rated dining, boutique shopping, live entertainment, and water activities. The Siesta Key Trolley provides easy access across the island, making every day feel like a vacation. Offered furnished and thoughtfully updated, this residence truly lives larger than expected and is ready for immediate enjoyment. Whether you are looking to relax, entertain, or invest, this is an incredible opportunity to own in one of the most desirable communities on Siesta Key. Schedule your private showing today and experience the coastal lifestyle you have been dreaming of.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Rachelle Golden (941-538-8998)
400 GOLDEN GATE PT #31, SARASOTA, FL 34236
$1,195,000280 Days on yellowkey MLS ID: A4658356
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1388 Built: 1965 Tax: $12,193 (2024)Community: Harbor House SouthCondo
Taxes:$12,193
Remarks: Experience Exquisite living at Harbor House South, where every moment is framed by breathtaking 180-degree Southerly views across Sarasota Bay. This stunning 3rd-floor, 2-bedroom, 2-bath end unit offers an expansive array of windows, the large one incorporates a cozy window seat that invites you to savor ever-changing vistas of the bay. From the privacy of your home, witness marine wildlife, yachts, and sailboats gliding by, all while enjoying the stunning daily show of sunrises and sunsets. Elegant and thoughtfully designed, this home boasts high-end finishes including porcelain tile, crown molding, plantation shutters, solid core doors, and spa-inspired bathrooms. Ideal for both entertaining and relaxation, the open and well-appointed floor plan features a spacious living and dining area, as well as a built-in office perfectly positioned to face the water. The chef's kitchen is a culinary dream with soft-close wood cabinets, quartz countertops, a state-of-the-art induction cooktop with stainless steel hood, a built-in convection oven, microwave, and a striking counter-to-ceiling glass-tiled accent wall. Perfectly situated near Marina Jack, the Ringling Bridge, and Downtown Sarasota, this private oasis is just minutes from everything Sarasota has available. Discover the perfect blend of luxury, privacy, and convenience. Add this exceptional residence to your must-have list today!
Listing Agent: Harry Knight, Llc (917-446-5773)
3987 MACEACHEN BLVD #133, SARASOTA, FL 34233
$154,90087 Days on yellowkey MLS ID: A4688227
REDUCED by $15,000 (8.8%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 978 Built: 1978 Tax: $1,907 (2025)Community: Tregate EastCondo
Taxes:$1,907
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to 3987 Maceachen Blvd, Unit 133, an updated condo located in a desirable 55+ community in Sarasota. This 2-bedroom, 2-bathroom residence offers 978 square feet of living space with bamboo hardwood flooring throughout. The primary suite features a walk-in closet and an updated en-suite bathroom with a quartz vanity and tile walk-in shower. The guest bathroom has also been remodeled and includes a quartz vanity. The kitchen has been updated with quartz countertops, new cabinetry, a built-in sink with neck faucet, and canned recessed lighting. Enjoy the private terrace overlooking the community pool and park. The building includes elevator access for added convenience. The property is conveniently located near Publix, is approximately 6 miles to Siesta Key Beach, and 5 miles to downtown Sarasota, providing easy access to shopping, dining, and entertainment. This move-in-ready condo is suitable for full-time or seasonal living within a well-located Sarasota community.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Vincent Lamaida (941-416-5654)
7653 MOONBEAM AVE, SARASOTA, FL 34241
$649,019171 Days on yellowkey MLS ID: A4677159
1 Days Off yellowkey (back on 6/23/2026)
REDUCED by $50,000 (7.2%) on 06/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1843 Built: 2025Monthly Fee: $390Community: Esplanade At Skye RanchSpa: NoSingle Family
Taxes:$0
Elementary School: Lakeview Elementary
Remarks: What's Special: Close to Amenities | Close to Trails | West Facing Patio. New Construction – Ready Now! Built by America's Most Trusted Homebuilder. Welcome to the Sereno at 7653 Moonbeam Avenue in Esplanade at Skye Ranch! Sun-soaked spaces and effortless living. Step through the inviting porch and airy foyer into an open-concept design where the great room flows into the kitchen, dining area, and a lanai—perfect for savoring Florida’s natural beauty. Tucked away, the private primary suite offers a spa-inspired bath and a generous walk-in closet, creating a serene retreat. Toward the front of the home, you’ll find two welcoming bedrooms, a full bath, a convenient powder room, and a laundry space to keep life organized. Additional Highlights Include: Gourmet kitchen, waterfall edge island, powder bath in place of storage, 8' interior doors, covered extended lanai, pool, and outdoor kitchen rough-in. MLS#A4677159 Live your dream vacation every day in Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day!
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
9293 TEQUILA SUNRISE DR, SARASOTA, FL 34241
$1,299,00057 Days on yellowkey MLS ID: A4691812
2 Days Off yellowkey (back on 6/23/2026)
REDUCED by $50,000 (3.7%) on 05/16/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3519 Built: 2023Monthly Fee: $220 Tax: $13,550 (2025)Community: 3409 - Skye Ranch Neighborhood TwoSpa: YesSingle Family
Taxes:$13,550
Remarks: Under contract-accepting backup offers. Located in Cassia at Skye Ranch, this 2023-built 5 bedroom, 4.5 bathroom 3-car garage home offers 3,519 sq ft with a first-floor primary suite on an oversized pie-shaped lot with wide lake views. Open-concept layout with a spacious great room featuring a custom fireplace wall, wood beam ceiling detail, tray ceilings, and crown molding. Pocket sliding glass doors open fully to the lanai for seamless indoor-outdoor living. Kitchen includes gas cooking, oversized island, quartz countertops, white cabinetry, stainless appliances, and ample seating. First-floor primary suite with wood beam ceiling detail, massive walk-in closet, dual vanities, soaking tub, and separate shower. Upstairs offers additional bedrooms, en-suite baths, and flexible living space. Screened lanai with saltwater heated pool and spa, upgraded panoramic screen enclosure, and extended paver walkway to the backyard with private lake views. Additional features include a custom built drop zone, plantation shutters, front porch, ceiling fans throughout, upgraded landscaping, large laundry room, and a 3-car garage with ample storage. Residents of Skye Ranch enjoy access to The Hub, a resort-style amenity center featuring a clubhouse, resort pool, lap pool, splash pad, kiddie pool, fitness center, movement studio, indoor basketball court, rock climbing wall, and social spaces including a café, demonstration kitchen, and game room. Outdoor amenities include pickleball, tennis, bocce ball, sand volleyball, and over 25 miles of trails and parks. Turner Park offers additional soccer and baseball fields, playgrounds, and open space. A K-8 school is located within the community. Future amenities include The Cove, planned to feature a lazy river, resort pool, and waterslide. Conveniently located just minutes to Waterside Place, UTC shopping and dining, downtown Sarasota, and Siesta Key beaches, with easy access to major roadways.
Listing Agent: Carissa Pelczynski (631-872-3411)
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