Location: Sarasota
Do Not Show Listings
5571 RIVERBLUFF CIR #V1, SARASOTA, FL 34231
$127,500222 Days on yellowkey MLS ID: C7517249
0 Days Off yellowkey (back on 5/12/2026)
REDUCED by $12,400 (8.9%) on 05/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1971 Tax: $2,543 (2024)Community: Strathmore Riverside ICondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,543
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: WELCOME HOME to your 55+ community with your end unit Villa that offers you water/boating access to Philippi Creek then on to Bay, Intracoastal and Gulf if you so choose, as well as community pool, clubhouse and more all in the heart of Sarasota where you'll find so much to do. This unit is waiting for you to make it sparkle once again. One car carport offers storage room behind which houses your laundry area too. The primary bedroom has en suite with tub/shower combo and walk in closet. You'll enjoy the easy flow floorplan too. This is worth your time to look, just might be what you have in mind!
Listing is courtesy of: OCEAN PARTNERS REAL ESTATE (941-627-6232)
Listing Agent: Bradley Geddeis (941-627-6232)
1929 PAR PL, SARASOTA, FL 34240
$425,00045 Days on yellowkey MLS ID: A4690285
1 Days Off yellowkey (back on 6/14/2026)
REDUCED by $14,000 (3.2%) on 06/03/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2049 Built: 1974 Tax: $3,599 (2025)Community: Sarasota Golf Club Colony 4Single Family
Taxes:$3,599
Tax Year: 2025
Remarks: Under contract-accepting backup offers. Tucked away in the heart of Sarasota, this home offers the rare feeling of peaceful country living without giving up the convenience of being close to everything. Set on a spacious 1/3-acre lot with Old Florida mature landscaping, there’s room here to breathe, unwind, and truly feel at home. Inside, you’ll find over 2,000 square feet of thoughtfully designed living space, with a split-bedroom layout that gives everyone their own sense of privacy. The open floor plan flows naturally, making it easy to gather with family or host friends. A cozy den with a built-in desk and Murphy bed adds flexibility—perfect for a home office, guest space, or both. Step outside and it only gets better. The backyard is made for Florida living, featuring a spacious lanai and a generous 15ft x 32ft pool—ideal for laps, weekend fun, or simply relaxing in the sun. This home has also been well cared for with major updates already done for you, including a new roof (2025), hurricane impact windows, a 2023 AC system, and a hurricane-rated garage door. The oversized two-car garage offers plenty of extra storage for bikes, tools, or beach gear. All of this, just minutes from I-75, great local dining, and top-rated schools—giving you the perfect balance of privacy and accessibility.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Brett Keyser, Jr (941-957-8425)
2224 CA D ORO DR, SARASOTA, FL 34238
$139,90092 Days on yellowkey MLS ID: TB8486717
REDUCED by $5,000 (3.5%) on 06/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 959 Built: 1973Monthly Fee: $190 Tax: $1,140 (2025)Community: Venetian EstatesMobile Home
Taxes:$1,140
Remarks: New Price! This 2 bedroom, 2-bath home on a perimeter lot in highly sought after Venetian Park Estates, boasts a new roof! This home is fully furnished and turn-key ready for you to start living the Florida Dream! Features indoor laundry, an enclosed Florida Room and a beautiful setting. Venetian Park Estates is an exceptional place to call home. An active 55+ resident owned community, with activities going on all the time. Shuffleboard, Bingo, Trivia, Games along with Social and Holiday Events that will surely keep you busy! Venetian Park Estates is located less than 10 miles from world famous Siesta Key Beach & Downtown Sarasota. Lowes, Kohls, Target and Costco are just blocks away. Call to see!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Katie Strand (941-928-1023)
5526 CHANTECLAIRE #31, SARASOTA, FL 34235
$449,90038 Days on yellowkey MLS ID: A4689277
REDUCED by $10,100 (2.2%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1838 Built: 1985Monthly Fee: $617 Tax: $2,477 (2025)Community: ChanteclaireVilla
Taxes:$2,477
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Virtually Staged. Welcome to this beautifully reimagined villa in the highly sought-after Meadows community, where timeless design meets modern sophistication. This fully renovated residence offers 2 bedrooms with a flexible third space that can serve as a private den, office, or easily function as a third bedroom tailored to fit your lifestyle. Every detail has been thoughtfully curated, showcasing a light, bright interior with an elegant, airy aesthetic. As reflected in the virtual staging, the open-concept design is complemented by clean lines, upscale finishes, and a seamless flow between living spaces perfect for both relaxed everyday living and effortless entertaining. Natural light fills the home, enhancing the soft, neutral palette and creating a warm yet refined ambiance throughout. Ideally located in The Meadows, known for its lush landscapes, walking trails, and proximity to dining, shopping, and Sarasota’s finest amenities, this residence offers the perfect balance of tranquility and convenience. Unlock exceptional living in one of Sarasota’s most desirable communities.
Listing is courtesy of: LUXEKEY REAL ESTATE LLC (941-404-3173)
Listing Agent: Robin Eekhof (941-504-1941)
2607 RIVERBLUFF PKWY #V145, SARASOTA, FL 34231
$229,900599 Days on yellowkey MLS ID: A4626176
REDUCED by $10,000 (4.2%) on 05/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1450 Built: 1971Monthly Fee: $725 Tax: $2,876 (2023)Community: Strathmore RiversideSpa: NoCondo
Taxes:$2,876
Tax Year: 2023
Remarks: SUBSTANCIAL PRICE REDUCTION ---REINTRODUCED AT AN ATTRACTIVE NEW PRICE POINT AND AGRESSIVELY PRICED FOR TODAY'S MARKET. Experience the perfect blend of comfort, style, and coastal living in this beautifully updated, single-level villa, steps away from all amenities, nestled within a highly desirable 55+ waterfront community. This move-in-ready residence offers 2 spacious bedrooms, 2 bathrooms, and a thoughtfully designed floor plan that combines modern finishes with timeless appeal. Step inside to discover a light-filled interior with luxury vinyl flooring, updated lighting, and elegant touches throughout. The kitchen boasts granite countertops, stainless steel appliances, and seamlessly flowing into the open-concept living/dining areas. New roof and gutters (2024) add peace of mind, while large windows fill the home with natural light, creating an inviting, airy atmosphere. This active, resort-style community offers an exceptional array of amenities only steps away, designed for recreation and relaxation. Enjoy a heated swimming pool, clubhouse, fitness center, sauna, library, and a billiards room. The on-site marina features dock available on a first-come, first-served basis for just $1,344 year, offering access to the Intercoastal, perfect for the boating enthusiast. The community’s robust social calendar includes planned activities, live entertainment, card games, and casual gatherings, fostering a vibrant and friendly neighborhood atmosphere. Perfectly situated just minutes from world-renowned Siesta Key Beach and only a short drive to downtown Sarasota. Two pets allowed (subject to HOA size). This meticulously maintained property truly embodies the Florida lifestyle—relaxed, refined, and effortlessly enjoyable. MONTHLY FESS INCLUDE TRASH REMOVAL, WATER, SEWER AND BASIC CABLE. Don't miss out on this wonderful opportunity., call to see it today and make it your home!!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Jo James, Llc (941-928-3175)
5793 ITHACA WAY, SARASOTA, FL 34238
$439,0001 Day on yellowkey MLS ID: A4696958
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1680 Built: 2002Monthly Fee: $473 Tax: $7,303 (2025)Community: VillagewalkSpa: NoVilla
Taxes:$7,303
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: New on the market is this rarely available extended Capri III Villa w/heated swimming pool! This villa has been well maintained and recently upgraded with double pane storm windows. The home was “Built Solid” by DiVosta Homes utilizing poured concrete and steel walls with a cement tile roof. Designed for full time or “lock n’ leave” seasonal owners you will enjoy virtual maintenance free living in VillageWalk. The split 2 bedroom, 2 bath floor plan offers privacy for you and your guests. Both bedroom suites offer walk-in closets w/modular organizers. The kitchen countertops and appliances have been upgraded as well. A recently installed efficient A.C. system will keep you cool for less. VillageWalk is one of Sarasota county's jewels. A true lifestyle community VillageWalk has a full time activities director, 2 heated pools, 6 HAR-TRU tennis courts, Pickleball and basketball courts plus a State-of-the-Art fitness Center and miles off walking trail's. The community TownCenter hosts a variety of activities daily activities incl. card games, club meetings, guest speakers, stretching and Pilates classes and much more. While there residents can get bite at the onsite Cafe' or visit to the gift shop or hair salon. There's even a gas station for convenience!! Schedule a showing today!
Listing is courtesy of: TOWN CENTER REALTY (941-929-9333)
Listing Agent: Scott Albert (941-929-9333)
540 N TAMIAMI TRL #804, SARASOTA, FL 34236
$2,500,00019 Days on yellowkey MLS ID: A4691950
REDUCED by $400,000 (13.8%) on 06/08/2026
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3676 Built: 2020Monthly Fee: $4,332 Tax: $40,630 (2025)Community: The Blvd SarasotaSpa: YesCondo
Taxes:$40,630
Remarks: Welcome to BLVD Sarasota. This exceptional 8th-floor residence offers nearly 3,700 square feet of open living space with three bedrooms and four-and-a-half baths, while a private elevator opens directly into the residence. Floor-to-ceiling glass, expansive sliding doors, and 11-foot ceilings fill the home with natural light and create an open, inviting atmosphere throughout. The spacious living and dining areas flow seamlessly to a large wraparound terrace overlooking the downtown skyline. The kitchen is equipped with professional-grade appliances, custom cabinetry, and a large island with seating. Porcelain flooring, modern finishes, and thoughtful design details give the residence a clean, contemporary style. The primary suite features terrace access, dual owner-suite baths, a soaking tub, walk-in shower, and generous closet space. Each guest bedroom includes an ensuite bath and access to outdoor living areas. Residents at BLVD Sarasota enjoy two levels of luxury amenities, including a rooftop pool deck with cabanas and fire pits, fitness center, golf simulator, wine storage, pet grooming station, two assigned parking spaces, and concierge services. Ideally located just moments from The Quay Sarasota, Ocean Prime, Sarasota Bayfront Park, shopping, dining, theaters, and Sarasota’s vibrant arts scene. Call the listing agent for your private showing.
Listing Agent: Keith Kleppinger (941-525-2937)
6285 MIDNIGHT PASS RD #403, SARASOTA, FL 34242
$643,000402 Days on yellowkey MLS ID: A4651246
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1306 Built: 1981 Tax: $6,349 (2024)Community: Excelsior Beach To Bay 5Spa: YesCondo
Taxes:$6,349
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Tremendous value for this 4th-floor condo at the Excelsior Beach to Bay complex on Siesta Key. Coveted for its soaring ceilings and the opportunity to add a bona fide upper-level third bedroom, this bayside penthouse offers exciting potential to create a luxurious full-time residence or home away from home. It is lovely as-is,with some thoughtful updates over the years including granite countertops, stainless appliances, updated flooring and carpeting, plus a 2025 AC system and water heater. A pre-listing home inspection has been completed and is available for review. This south-facing unit is filled with natural light and enhanced by clerestory windows. Owned by the same family since construction, the condo has been smoke-free, pet-free, and extremely well maintained. The screened lanai overlooks the grounds and could easily be enclosed if desired. Each condo includes a locked storage unit, and one assigned underbuilding parking spot with additional open/carport parking available for owners with a second car. Excelsior is rich with amenities, including two large heated swimming pools, poolside restrooms, hot-water showers, two hot tubs, tennis courts, pickleball courts, fitness center, gulf-side sun deck, beach lounge chairs, outdoor grills, Intracoastal fishing pier, community room with seassonal events, library, and catering kitchen. Walk to shopping, dining, bike rentals, and boat rentals. This ideal location offers direct deeded beach access to Siesta Beach renowned for its quartz sand that stays cool in the summer and feels like talcum underfoot. Enjoy easy on-and-off island access at the south Stickney Point Bridge, with the increasingly popular Gulf Gate neighborhood just over the bridge offering eclectic restaurants, grocers, pubs, and shops. Units here have a two week minimum an onsite Rental Manager. Absolutely one of the best values and opportunities at Excelsior, and perhaps on Siesta Key itself. A remarkable offering with these features and at this price which does not come along often.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Joan Winters (941-536-1714)
8377 38TH STREET CIR E #106, SARASOTA, FL 34243
$285,00046 Days on yellowkey MLS ID: A4691814
REDUCED by $2,000 (0.7%) on 05/07/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 742 Built: 2005Monthly Fee: $287 Tax: $2,729 (2025)Community: Serenata SarasotaCondo
Taxes:$2,729
Remarks: FIRST FLOOR. NO STAIRS !!! LOW HOA FEE !! LAKE VIEW condo in RESORT STYLE SETTING being sold FULLY FURNISHED. Complex has new roofs on all buildings. Welcome to this beautifully updated 1-bedroom, 1-bathroom condo perfectly located just off University Parkway and Tuttle Avenue. Situated in the gated community of Serenata Sarasota close to downtown Sarasota and Bradenton, this property offers convenience to shopping, dining, entertainment, and the world-renowned Gulf beaches. Inside, you’ll find a spacious open floor plan with high ceilings, luxury vinyl flooring FRESH NEW PAINT, NEW HVAC installed in 2024. The unit also features a private screened-in lanai with extra storage. This well-designed layout is ideal for comfortable and low-maintenance living. Residents enjoy resort-style amenities including a RESORT STYLE swimming pool, tennis courts, fitness center, and walking paths around the community. This pet-friendly community offers ample parking with boat parking also available, secure gated entry, making it a fantastic choice for a primary residence, investment property, or second home. Don’t miss the opportunity to enjoy the Florida lifestyle in one of Sarasota’s most convenient and desirable locations.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Scott Curtin (941-756-7727)
2135 DATURA ST, SARASOTA, FL 34239
$1,725,00092 Days on yellowkey MLS ID: A4685791
REDUCED by $75,000 (4.2%) on 05/08/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2539 Built: 2021 Tax: $7,357 (2025)Community: Grove Lawn RepSingle Family
Taxes:$7,357
Elementary School: Southside Elementary
Remarks: This beautifully crafted custom home combines modern farmhouse style with exceptional craftsmanship and designer finishes throughout. Featuring 3 bedrooms, 2.5 baths, and an open-concept floor plan, the residence offers a perfect balance of comfort, style, and functionality. Eye-catching curb appeal begins with a cypress wood garage door, cypress porch accents, and a dramatic glass entryway that sets the tone for the thoughtfully designed interior. Filled with natural light, the two-story home showcases European oak flooring, recessed lighting, and a warm, inviting atmosphere throughout. The spacious great room features soaring 12-foot vaulted ceilings accented by a decorative cypress beam and a sleek electric fireplace, creating a stunning focal point ideal for everyday living and entertaining. The chef’s kitchen is both stylish and functional, featuring a Fulgor Milano dual-fuel range, Silestone quartz countertops, custom soft-close wood cabinetry, a large waterfall-edge island, floating cypress shelves, brass fixtures, and a generous walk-in pantry. The primary suite offers a peaceful retreat with a spacious bedroom, custom walk-in closet, and a spa-inspired bath complete with dual showers, double vanities, and custom cypress shelving. Additional highlights include beautiful wood staircases with wrought iron railings leading to a second-story bonus room, along with a spacious laundry and mudroom combination offering extensive storage and workspace. Step outside to a large private backyard with plenty of room for a future pool, surrounded by a six-foot cypress shadowbox fence ideal for pets, entertaining, and outdoor living. Ideally located east of the Trail in Sarasota, this exceptional home is just moments from Sarasota Memorial Hospital, Southside Village, and Southside Elementary School, while downtown Sarasota’s dining, arts, culture, and world-famous Gulf beaches are only a short drive away.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Jennifer Thompson, Pa (941-928-0790)
5362 CICERONE ST, SARASOTA, FL 34238
$750,00015 Days on yellowkey MLS ID: A4693858
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1918 Built: 2021Monthly Fee: $519 Tax: $6,333 (2025)Community: Esplanade/Palmer Ranch Ph 4CSingle Family
Taxes:$6,333
Remarks: Welcome to the highly coveted Esplanade on Palmer Ranch, Sarasota’s premier gated community offering maintenance-free resort-style living. You will love the beautiful water views from this impressive 3-bedroom plus den, 2-bathroom Arezzo model blending luxury with effortless functionality, complete with an extended two-car garage, enlarged waterfront lanai and IMPACT-RATED windows & sliders for absolute peace of mind. Step inside to find an airy, open-concept design featuring high ceilings, crown moulding and coastal modern wood-look plank tile throughout the entire home. The main living and dining areas connect to the chef's kitchen featuring premium Cambria stone countertops, designer backsplash, gas range, stainless steel appliances and a reverse osmosis filtration system, flowing seamlessly into The heart of the home opens to a private outdoor paradise. The enlarged lanai is completely enclosed by a panoramic screen cage with unobstructed lake views and equipped with remote-controlled storm shades. The spacious primary suite serves as a spa-inspired retreat with serene water views, large dual vanities, a frameless glass walk-in shower, and dual walk-in closets. Two additional bedrooms share a full bath, while the versatile den makes a perfect home office or gym. A dedicated laundry room offers gas or electric dryer hookups. Live like you are on vacation every day, just steps from all amenities: a resort-style pool, the Bahama Bar, a fitness center, sports courts, dog parks, and private access to the Legacy Trail. You are also just minutes from Siesta Key Beach, downtown Sarasota, Venice, and countless dining and shopping options. Experience ultimate Sarasota living in beautiful Esplanade on Palmer Ranch. Schedule your private showing today, you'll be glad you did!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Sam Bennett (727-710-1334)
5697 LONG SHORE LOOP, SARASOTA, FL 34238
$899,00011 Days on yellowkey MLS ID: A4695601
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2293 Built: 2022Monthly Fee: $397 Tax: $8,291 (2025)Community: Sunrise Preserve Ph 5Spa: YesSingle Family
Taxes:$8,291
Remarks: Resort-style waterfront living meets designer luxury in this extensively upgraded Sunrise Preserve residence, where every detail has been thoughtfully curated for comfort, elegance, and effortless Florida living. Step inside and you'll immediately notice the bright, open living spaces designed to capture natural light and showcase breathtaking water views. Every room feels both sophisticated and inviting, creating the perfect balance between everyday comfort and elegant entertaining. Stunning glass tile flooring extends through the main living areas, complemented by crown molding, custom LED recessed lighting, designer fixtures, and sophisticated finishes throughout. The gourmet kitchen is a standout feature, boasting KitchenAid and Bosch appliances, abundant cabinetry, and a spacious walk-in pantry designed for both functionality and style. The generously sized Owner’s Suite serves as a private retreat, featuring dual vanities, an oversized walk-in closet, and a beautifully appointed bath. A welcoming guest bedroom and full bath are thoughtfully positioned at the front of the home, while the versatile third bedroom—ideal as an office, den, or guest space—offers abundant natural light and excellent storage. Outdoor living is equally impressive. The expansive paver lanai overlooks a spectacular heated saltwater pool and spa, creating the perfect setting for relaxation and entertaining. Enjoy tranquil water views, abundant wildlife, breathtaking sunsets, or an evening cocktail by the pool. Premium pool features include a PebbleTec finish, 4- to 6-foot depth, deep-end bench with umbrella holder, decorative bowl waterfall, LED lighting, and enhanced spa jets. Additional highlights include a garage with epoxy flooring, custom storage systems, workbench, and water softener. Beyond your front door, Sunrise Preserve offers a vibrant resort-style lifestyle where neighbors become friends. Residents enjoy a beautifully appointed clubhouse, fitness center, resort-style pool, tennis and pickleball courts, bocce ball, fire pit gathering areas, and a full calendar of social events and activities. Just minutes from Siesta Key Beach, premier dining, shopping, and healthcare, this exceptional residence offers the rare opportunity to enjoy luxury, convenience, and resort-style living in one of Sarasota's most desirable communities Select furnishings may be available for purchase under a separate agreement, offering a seamless opportunity to enjoy this beautifully appointed home as presented
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Lynn Gray (941-441-8413)
4003 BOOTH PL, SARASOTA, FL 34231
$355,90059 Days on yellowkey MLS ID: A4690238
REDUCED by $19,100 (5.1%) on 05/02/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1306 Built: 1952 Tax: $2,979 (2025)Community: BrooksideSingle Family
Taxes:$2,979
Remarks: Welcome to this FRESH and Bright centrally located home in Sarasota! It offers 3 bedrooms, 2 bathrooms, and valuable updates that provide both comfort and peace of mind. A BRAND NEW ROOF is scheduled for installation in mid-June 2026, while the freshly painted interior (May 2026), finished in a soft/neutral white, creates a light-filled and inviting atmosphere throughout the home. The beautifully updated kitchen features newer appliances, cabinetry, white quartz countertops, and fixtures, blending style and functionality for everyday living and entertaining. The spacious primary suite is complemented by a stunning bathroom renovation completed in March 2026, showcasing modern finishes and thoughtful design. The water softener is also new. UPDATED PHOTOS WILL BE TAKEN after the new roof is completed. Step outside and enjoy the spacious screened lanai, an ideal setting for morning coffee, evening relaxation, or gathering with family and friends. The large private backyard is shaded by mature trees, offering both beauty and privacy. A one-car carport under the main roofline adds convenience and enhances the property's overall value. Located within the highly sought-after Riverview School District, this home is just minutes from Siesta Key's world-famous beaches, vibrant downtown Sarasota, premier shopping and dining, parks, and major medical facilities. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this exceptional location offers enduring appeal. With many of the major improvements already completed—including the new roof, fresh interior paint, updated kitchen, renovated primary bathroom, and new water softener—this property presents an outstanding opportunity to enjoy the Sarasota lifestyle from day one. Combining desirable updates, a prime location, and room to make it your own, this home is ready to welcome its next owner.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Julie Shaw (941-408-4760)
1221 N PALM AVE #202, SARASOTA, FL 34236
$425,00029 Days on yellowkey MLS ID: A4693884
0 Days Off yellowkey (back on 6/14/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 663 Built: 1924 Tax: $4,361 (2025)Community: Frances CarltonCondo
Taxes:$4,361
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Virtually Staged. Own a piece of downtown Sarasota history. Set along iconic Palm Avenue, the Frances Carlton is a 1924 Mediterranean Revival landmark listed on the National Register of HISTORIC Places, placing theaters, galleries, dining, and the marina nearby, while offering a sense of character and permanence rarely found today. This intimate boutique building of just 19 residences is thoughtfully maintained, with FULLY FUNDED RESERVES, completed Structural Integrity Inspection, and amenities including a private pool, garden areas, and gated assigned parking. This FULLY REMODELED second-floor residence has never been lived in since its renovation and offers a clean, modern interpretation of the building’s historic charm. With windows on three sides, a rare feature in condominium living, the home is filled with natural light throughout the day. The layout reflects its European-influenced design, with defined spaces, arched windows, and a sense of proportion setting it apart from more conventional layouts. The bright sunroom extends the living space and overlooks the pool below, ideal as a reading room, office, or quiet retreat. The residence offers one assigned, secured parking space. This is your opportunity to own a thoughtfully updated home in one of Sarasota’s most recognizable historic buildings, in a truly walkable downtown location. Don't let this one get away!
Listing Agent: Justyna Michalowska (941-567-7300)
2131 PALM TER, SARASOTA, FL 34231
$309,9001 Day on yellowkey MLS ID: A4697017
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1008 Built: 1950 Tax: $3,179 (2025)Community: Harbor OaksSingle Family
Taxes:$3,179
Remarks: Come and make your this nice house. Only minutes to our wonderful Siesta Key Beach. This house offer great possibilities. Make an offer. Seller very motivated and could help with some buyers closing cost.
Listing is courtesy of: GULF COAST PARADISE REALTY INC (941-536-3039)
Listing Agent: Carmen Melendez (941-536-3039)
4316 CALLISTA LN, SARASOTA, FL 34243
$449,0001 Day on yellowkey MLS ID: A4696912
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1930 Built: 2005Monthly Fee: $243 Tax: $4,352 (2025)Community: Callista VillageVilla
Taxes:$4,352
Elementary School: Emma E. Booker Elementary
Remarks: Welcome to Callista Village, an intimate community of just 32 homes ideally located west of UTC Mall, where shopping, dining, entertainment, and everyday conveniences are just minutes away. This light-filled residence offers an inviting open-concept floor plan with a spacious kitchen that flows seamlessly into the great room, creating the perfect setting for both everyday living and entertaining. Featuring 2 bedrooms, 2 bathrooms, a dedicated office/den, and an attached 2-car garage, this home offers the ideal blend of comfort, functionality, and low-maintenance living. The kitchen is equipped with newer stainless-steel appliances, while the spacious owner's suite serves as a relaxing retreat complete with an oversized walk-in closet. Low community fees enhance the value and include lawn and shrub maintenance, sprinkler and soaker systems, and front entrance upkeep. Just beyond Longwood Park, residents enjoy convenient access to an impressive array of recreational amenities including pickleball, tennis, basketball, baseball fields, a playground, picnic pavilion, recreation building, gymnasium, and dog-friendly areas—all within walking distance. Adding to the convenience, a local bus stop located just outside the community provides easy access to UTC, downtown Sarasota, Sarasota-Bradenton International Airport, shopping, and more. Whether you're looking for a full-time residence or seasonal retreat, this home offers exceptional value in one of Sarasota's most convenient locations.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Brenda Wilson (941-321-8686)
33 S GULFSTREAM AVE #404, SARASOTA, FL 34236
$375,0001 Day on yellowkey MLS ID: A4695460
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 754 Built: 1964 Tax: $4,270 (2025)Community: Gulfstream TowersSpa: NoCondo
Taxes:$4,270
Remarks: Discover the ultimate downtown Sarasota lifestyle from this beautifully maintained fourth-floor condominium offering partial Sarasota Bay, Bayfront Park, and Marina Jack views. Perfectly positioned at the coveted corner of Main Street and Gulfstream Avenue, this residence places the very best of Sarasota just outside your front door. Step inside to find expansive living spaces, wood-look tile flooring throughout, abundant natural light, and a warm modern aesthetic that complements the building's timeless mid-century architecture. The spacious primary suite offers comfort and privacy, while the retro-inspired bathroom preserves the character and charm that make this residence truly unique. Enjoy spectacular sunset skies from the comfort of your living room or take a short stroll to Sarasota's vibrant waterfront, renowned restaurants, boutique shopping, theaters, art galleries, farmers market, and year-round cultural events. Whether enjoying morning walks along the bayfront or evenings dining downtown, every day feels like a vacation. This well-maintained community offers exceptional amenities including a resort-style pool and expansive sun deck, social room with kitchen and dining area, refurbished lobby and common areas, updated elevators, impact-resistant windows, and attractive brick paver decking. Ideal as a primary residence, seasonal retreat, or investment opportunity, this is a rare chance to own in one of Sarasota's most desirable downtown locations where waterfront living, walkability, and urban convenience come together seamlessly.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Joseph Mcdonald, Llc (941-375-9646)
510 N OSPREY AVE, SARASOTA, FL 34236
$947,000115 Days on yellowkey MLS ID: A4682221
REDUCED by $50,000 (5.0%) on 04/24/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1354 Built: 1954 Tax: $6,459 (2025)Community: Inwood Park First AddSingle Family
Taxes:$6,459
Remarks: Buyer to verify all measurements
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Rex Glasson (941-587-6135)
4478 STREAMSIDE CT #1506, SARASOTA, FL 34238
$322,00067 Days on yellowkey MLS ID: A4689139
REDUCED by $3,000 (0.9%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1554 Built: 2005 Tax: $4,008 (2025)Community: Arielle/Palmer Ranch Sec IvCondo
Taxes:$4,008
Elementary School: Gulf Gate Elementary
Remarks: Welcome to Arielle on Palmer Ranch, where everyday living feels like a private escape in one of Sarasota's most desirable gated communities. This ground-floor residence offers the ease of single-level living with no stairs, making everyday access simple and convenient while blending comfort and practicality in a beautifully maintained setting. Recent improvements include brand-new luxury vinyl plank flooring installed in May 2026 throughout the main living areas, creating a bright, modern, and cohesive look. The home also features a brand-new Carrier air conditioning system installed in 2025, complete with a new thermostat and transferable warranty, providing energy-efficient comfort and valuable peace of mind for years to come. Being sold turnkey furnished, the residence comes fully equipped with furniture, housewares, and essentials for an effortless move-in. With over 1,554 square feet under air and 1,987 total square feet, this spacious two-bedroom plus enclosed den, two-bath condominium lives comfortably like a single-family home while offering the convenience of condominium ownership. The condominium association fee includes water, internet service, basic cable, exterior maintenance, roof maintenance, and professional landscaping, providing exceptional value while simplifying everyday living. The living room is furnished with a high-end Natuzzi leather sofa and coordinating leather recliner, delivering both quality and comfort. Inside, three sets of sliding glass doors invite natural light to fill the home, brightening the living room, kitchen, and primary suite while creating a seamless connection to the outdoors. The generous layout features defined living spaces that offer both comfort and functionality, creating an ideal flow for everyday living and entertaining. The spacious screened lanai extends the living area, providing a peaceful setting to enjoy morning coffee or unwind in the evening while overlooking a lush preserve backdrop with tranquil pond and creek views nestled among mature Florida foliage. The natural setting creates a sense of privacy and serenity rarely found in condominium living. The flexible enclosed den is ideal as a home office, media room, hobby room, or additional guest space. The primary suite features two walk-in closets, abundant natural light, and peaceful preserve views with glimpses of the pond beyond. A separate indoor laundry room adds everyday convenience. An attached one-car garage, extended two-car driveway, and abundant guest parking provide a rare level of ease and practicality. Residents of Arielle enjoy a beautifully maintained gated community featuring a heated pool overlooking a serene pond and barbecue areas perfect for outdoor gatherings. Just outside the gates, the Legacy Trail offers miles of scenic pathways connecting downtown Sarasota to downtown Venice, ideal for biking, walking, and enjoying Florida's outdoor lifestyle. Ideally located less than five miles from Siesta Key Beach, this home also places you within easy reach of downtown Sarasota, St. Armands Circle, Lido Key, and Nokomis Beach. Surrounded by exceptional dining, shopping, recreation, and coastal attractions, this residence presents an outstanding opportunity to enjoy the very best of Sarasota living.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Tanya Agle (484-904-5588)
3755 AMHERST WAY #34, SARASOTA, FL 34232
$117,9008 Days on yellowkey MLS ID: N6144594
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 936 Built: 1972 Tax: $1,409 (2025)Community: Fairway OaksTownhouse
Taxes:$1,409
Remarks: Affordable Sarasota living is becoming increasingly difficult to find and this move-in ready townhome offers an opportunity buyers won't want to overlook. Located in Fairway Oaks, this 2-bedroom, 1.5-bath home combines affordability, convenience, and everyday comfort in one of Sarasota's most accessible locations. With impact-resistant windows already in place and a newer A/C system, many of the major improvements have already been completed. Inside, you'll find a spacious living and dining area, a functional kitchen with ample cabinet storage, and a convenient half bath on the first floor. Upstairs, two comfortable bedrooms and a full bath provide privacy and flexibility for homeowners, guests, or tenants. Residents enjoy access to community amenities including a pool, tennis courts, playground, and clubhouse, all while being just minutes from downtown Sarasota, UTC, shopping, dining, Sarasota-Bradenton International Airport, and the beautiful Gulf Coast beaches. Whether you're searching for a primary residence, winter retreat, or investment opportunity, this home offers exceptional value in today's Sarasota market. Affordable. Convenient. Move-in ready. Schedule your showing today.
Listing is courtesy of: WELLEN REALTY (941-367-9997)
Listing Agent: Sheli Rodriguez (941-223-9200)
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