Location: Sarasota , 34231
Do Not Show Listings
2170 ROBINHOOD STREET #A3-301, SARASOTA, FL 34231
$483,7901189 Days on yellowkey MLS ID: A4558370
0 Days Off yellowkey (back on 4/8/2023)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 754 Built: 2023Community: Sarasota Bath And Racquet, A CondominiumCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Pre-Construction. To be built. One or more photo(s) has been virtually staged. Preconstruction. To be built…Welcome Home to the Active lifestyle of the new Bath and Racquet Community available now for pre-sale. The new iconic First of its kind, Bath and Racquet Residences and Club consists of 256 condominiums featuring 1,2, and 3 bedroom units built around the Brand new Bath and Racquet tennis facility & state of the art Pickleball courts. This beautiful complex features a residences swimming pool, 1 kilometer walking trail, playground, dog park, cabanas, and the option to be a member of the exclusive Bath and Racquet Club, which will feature multiple Tennis and Pickleball courts, Resort style swimming pool, a restaurant and a fitness center. Pickleball courts will be available both outdoor and indoor. We are approximately 4 miles to the award winning Siesta Key beaches, 3 miles to downtown Sarasota, right next to Trader Joe's Grocery, and walking distance to CineBistro Cinemas and many restaurants. This luxurious community features floor to ceiling windows, a superb kitchen appliance package, Quartz countertops and a washer and dryer hook up in all of the units. Elevators and covered parking is also part of this world class project. Priced from the mid $400,000s, Homebuyers have a selection of 29 different floor plans and the option to lease their unit for seven night minimum stay.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Michelle Shiver (352-895-5779)
2170 ROBINHOOD STREET #A3-205, SARASOTA, FL 34231
$477,4401189 Days on yellowkey MLS ID: A4558331
3 Days Off yellowkey (back on 4/25/2023)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 744 Built: 2023Community: Sarasota Bath And Racquet, A CondominiumCondo
Remarks: Pre-Construction. To be built. One or more photo(s) has been virtually staged. Preconstruction. To be built…Welcome Home to the Active lifestyle of the new Bath and Racquet Community available now for pre-sale. The new iconic First of its kind, Bath and Racquet Residences and Club consists of 256 condominiums featuring 1,2, and 3 bedroom units built around the Brand new Bath and Racquet tennis facility & state of the art Pickleball courts. This beautiful complex features a residences swimming pool, 1 kilometer walking trail, playground, dog park, cabanas, and the option to be a member of the exclusive Bath and Racquet Club, which will feature multiple Tennis and Pickleball courts, Resort style swimming pool, a restaurant and a fitness center. Pickleball courts will be available both outdoor and indoor. We are approximately 4 miles to the award winning Siesta Key beaches, 3 miles to downtown Sarasota, right next to Trader Joe's Grocery, and walking distance to CineBistro Cinemas and many restaurants. This luxurious community features floor to ceiling windows, a superb kitchen appliance package, Quartz countertops and a washer and dryer hook up in all of the units. Elevators and covered parking is also part of this world class project. Priced from the $400,000s, Homebuyers have a selection of 29 different floor plans and the option to lease their unit for seven night minimum stay.
Listing Agent: Tanya Keith (817-995-1559)
2170 ROBINHOOD STREET #A3-201, SARASOTA, FL 34231
$483,7901189 Days on yellowkey MLS ID: A4558304
4 Days Off yellowkey (back on 5/2/2023)
2170 ROBINHOOD STREET #A1-405, SARASOTA, FL 34231
$1,006,2251189 Days on yellowkey MLS ID: A4558143
3 Days Off yellowkey (back on 12/18/2023)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1381 Built: 2023Community: Sarasota Bath And Racquet, A CondominiumCondo
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. One or more photo(s) has been virtually staged. Preconstruction. To be built…Welcome Home to the Active lifestyle of the new Bath and Racquet Community available now for pre-sale. The new iconic First of its kind, Bath and Racquet Residences and Club consists of 256 condominiums featuring 1,2, and 3 bedroom units built around the Brand new Bath and Racquet tennis facility & state of the art Pickleball courts. This beautiful complex features a residences swimming pool, 1 kilometer walking trail, playground, dog park, cabanas, and the option to be a member of the exclusive Bath and Racquet Club, which will feature multiple Tennis and Pickleball courts, Resort style swimming pool, a restaurant and a fitness center. Pickleball courts will be available both outdoor and indoor. We are approximately 4 miles to the award winning Siesta Key beaches, 3 miles to downtown Sarasota, right next to Trader Joe's Grocery, and walking distance to CineBistro Cinemas and many restaurants. This luxurious community features floor to ceiling windows, a superb kitchen appliance package, Quartz countertops and a washer and dryer hook up in all of the units. Elevators and covered parking is also part of this world class project. Homebuyers have a selection of 29 different floor plans and the option to lease their unit for seven night minimum stay.
2170 ROBINHOOD STREET #A1-207, SARASOTA, FL 34231
$1,167,6801189 Days on yellowkey MLS ID: A4558136
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 1768 Built: 2023Community: Sarasota Bath And Racquet, A CondominiumCondo
2170 ROBINHOOD STREET #A1-206, SARASOTA, FL 34231
$1,153,7101189 Days on yellowkey MLS ID: A4558135
5 Days Off yellowkey (back on 6/28/2023)
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 1746 Built: 2023Community: Sarasota Bath And Racquet, A CondominiumCondo
Remarks: Under contract-accepting backup offers.Pre-Construction. To be built. One or more photo(s) has been virtually staged. Preconstruction. To be built…Welcome Home to the Active lifestyle of the new Bath and Racquet Community available now for pre-sale. The new iconic First of its kind, Bath and Racquet Residences and Club consists of 256 condominiums featuring 1,2, and 3 bedroom units built around the Brand new Bath and Racquet tennis facility & state of the art Pickleball courts. This beautiful complex features a residences swimming pool, 1 kilometer walking trail, playground, dog park, cabanas, and the option to be a member of the exclusive Bath and Racquet Club, which will feature multiple Tennis and Pickleball courts, Resort style swimming pool, a restaurant and a fitness center. Pickleball courts will be available both outdoor and indoor. We are approximately 4 miles to the award winning Siesta Key beaches, 3 miles to downtown Sarasota, right next to Trader Joe's Grocery, and walking distance to CineBistro Cinemas and many restaurants. This luxurious community features floor to ceiling windows, a superb kitchen appliance package, Quartz countertops and a washer and dryer hook up in all of the units. Elevators and covered parking is also part of this world class project. Priced from the mid $400,000s, Homebuyers have a selection of 29 different floor plans and the option to lease their unit for seven night minimum stay.
2170 ROBINHOOD STREET #A1-201, SARASOTA, FL 34231
$695,2451189 Days on yellowkey MLS ID: A4558062
5 Days Off yellowkey (back on 8/23/2023)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1087 Built: 2023Community: Sarasota Bath And Racquet, A CondominiumCondo
Remarks: Under contract-accepting backup offers.Pre-Construction. To be built. One or more photo(s) has been virtually staged. Pre-construction. To be built…Welcome Home to the Active lifestyle of the new Bath and Racquet Community available now for pre-sale. The new iconic First of its kind, Bath and Racquet Residences and Club consists of 256 condominiums featuring 1,2, and 3 bedroom units built around the Brand new Bath and Racquet tennis facility & state of the art Pickleball courts. This beautiful complex features a residences swimming pool, 1 kilometer walking trail, playground, dog park, cabanas, and the option to be a member of the exclusive Bath and Racquet Club, which will feature multiple Tennis and Pickleball courts, Resort style swimming pool, a restaurant and a fitness center. Pickleball courts will be available both outdoor and indoor. We are approximately 4 miles to the award winning Siesta Key beaches, 3 miles to downtown Sarasota, right next to Trader Joe's Grocery, and walking distance to CineBistro Cinemas and many restaurants. This luxurious community features floor to ceiling windows, a superb kitchen appliance package, Quartz countertops and a washer and dryer hook up in all of the units. Elevators and covered parking is also part of this world class project. , Homebuyers have a selection of 29 different floor plans and the option to lease their unit for seven night minimum stay.
3443 CLARK RD #242, SARASOTA, FL 34231
$169,00067 Days on yellowkey MLS ID: A4688551
REDUCED by $4,000 (2.3%) on 06/01/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 555 Built: 1974 Tax: $1,883 (2025)Community: SiennaCondo
Taxes:$1,883
Elementary School: Gulf Gate Elementary
Tax Year: 2025
Remarks: Great investment opportunity! This 1 bedroom 1 bathroom 2nd floor unit comes Turn Key furnished! Long term rental has the potential net ROI over 6%. The low $365 monthly fee includes: water, sewer, trash collection, building insurance and outside maintenance including the roof and grounds. Upgrades includes: open and updated kitchen and bathroom, no carpet. Enjoy access to amenities such as swimming pool, fenced doggie park, BBQ grill and fitness center. Minutes from the famous Siesta Beach, shopping, dining, entertainment and the highway.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Julianna Kovacs (941-518-6485)
2609 WOODGATE LN #K4, SARASOTA, FL 34231
$159,90062 Days on yellowkey MLS ID: N6143915
REDUCED by $5,000 (3.0%) on 06/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1982Monthly Fee: $588 Tax: $2,358 (2025)Community: Pinewood Village IxCondo
Taxes:$2,358
Remarks: You're five miles from one of the best beaches in America. You just didn't know you could afford to live this close. Ground floor, pool-facing, fully furnished 2BR/2BA in Pinewood Village. Walk out your lanai and you're at the pool. Walk out the front door and Siesta Key Beach, St. Armands Circle, Marina Jack, and downtown Sarasota are minutes away. The best-priced unit in the community — and better than anything else available right now. Ground floor instead of stairs. Tile throughout instead of carpet. Fully furnished and move-in ready the day you close. The only comparable unit in this section spent 385 days on the market and just went pending. This one won't last that long. Flood Zone X. No flood insurance required — a real financial advantage in today's Sarasota market. Outside your door, Sarasota delivers everything. Sarasota Memorial Hospital three miles away. Phillippi Estate Park around the corner. The Van Wezel, the Asolo, the Ringling, the Opera — ten minutes from your front door. The restaurants, the boutiques of St. Armands, the farmers markets, the sailing — all of it yours. Pinewood Village itself overdelivers at this price. Heated pool, fitness center, sauna, shuffleboard, full clubhouse with kitchen. HOA covers cable, water, sewer, trash, pest control, exterior maintenance and building insurance. Phillippi Shores Elementary, Brookside Middle, Riverview High. Association approval required. Sold As-Is. Seller motivated.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Jeffery K. Twigg, Pa (941-412-6505)
2222 FLORINDA ST, SARASOTA, FL 34231
$299,99921 Days on yellowkey MLS ID: A4693347
3 Days Off yellowkey (back on 6/1/2026)
Bed: 2 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 871 Built: 1929 Tax: $2,017 (2025)Community: Tamiami TerraceSingle Family
Taxes:$2,017
Remarks: Under contract-accepting backup offers. This charming Florida cottage sits on a spacious corner lot with no HOA and is full of character and warmth. Featuring a durable metal roof, beautiful hardwood floors, and a cozy wood-burning fireplace, this inviting home blends classic charm with everyday comfort. Natural light pours into the living area through multiple oversized windows, creating a bright and airy atmosphere throughout the home. The open-concept kitchen includes a breakfast bar, stove, dishwasher, and washer/dryer space, making it both functional and welcoming. A split-bedroom layout provides added privacy for guests, while the oversized bathroom offers extra convenience and comfort. Outside, the property includes a 20’ x 20’ two-bay garage along with an additional 10’ x 10’ storage shed. Next to the garage is a separately fenced area ideal for pets, recreational vehicles, boats, or extra outdoor space for entertaining and play. Conveniently located north of Proctor Rd. near School Ave., this home is within walking distance to highly rated Phillippi Shores Elementary School and only minutes from Siesta Key Beach and Downtown Sarasota. A truly appealing home with location, charm, and flexibility all in one package.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
2486 BREAKWATER CIR, SARASOTA, FL 34231
$587,00066 Days on yellowkey MLS ID: A4689678
1 Days Off yellowkey (back on 5/16/2026)
REDUCED by $12,000 (2.0%) on 05/12/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1474 Built: 1966Monthly Fee: $6 Tax: $4,204 (2025)Community: Gulf GateSingle Family
Taxes:$4,204
Remarks: Under contract-accepting backup offers. Price Improvement! A newly imagined Gulf Gate Estates Gem RENOVATED and MOVE-IN READY! Updated to modern specifications this Bright & Fresh home features an inviting floor plan that offers a seamless connection between all living areas, ideal for everyday living and entertaining ~ The Stunning Kitchen Renovation serves as a central gathering space with a large Breakfast Bar (seating for 5) flowing naturally to the Dining & Family Room space that overlooks your Private Backyard Tropical Oasis ~ A separate Living room offers an intimate retreat to enjoy media, conversation or just reading that novel ~ Two distinct Master bedrooms, both w large Walk-In Closets & Ensuite Baths, will suit a variety of lifestyle needs ~ High-impact grade LOW-E Argon windows & doors throughout this home enhance your peace of mind while contributing to energy efficiency and natural light ~ A rare Oversized 1400 sqft screened Pool Cage deck has an insulated covered lanai and overlooks the beautiful PRIVATE tropically landscaped backyard. Relax or entertain as you wish, this is truly an OASIS. ~ Many UPGRADES including: ROOF '25, 3 Ton HVAC & Attic Ducting '23 (10yr transferable warranty), Both Baths Updated '20-23, Kitchen Gutted & Rebuilt w Oversized Quartz Countertop, backsplash, plumbing, wiring, and new wood soft close cabinets '22: ~ Stainless Appliances: Whirlpool Cooktop '22, Whirlpool Microwave '20, Whirlpool Wall Oven '20, Bosch Dishwasher '19, LG French door Fridge '19. ~ Steel Beam installed to Open Kitchen to Family room '22 ~ PGT IMPACT SLIDERS '22, IMPACT WINDOWS & DOORS '18, IMPACT Insulated GARAGE DOOR '18, Whirlpool Dryer '21, Hot Water Tank '21, and Samsung Washer '18 ~ Terrazzo Floors Redone '18-'20. Also Blinds '18-'20, Interior & Exterior Light Fixtures, Electrical Switches & Ceiling Fans replaced '19-'22, Interior Painted '18, Porcelain Plank Tile Floor '18 ~ Exterior Freshly Painted '20, Gutters, Fascia & Soffits '20-'21 ~ New 200 Amp Electrical Panel '20 ~ POOL: Pool Pump & Pool Filter 2020, Pebble Tec Pool Resurfaced '18, Pool Deck resealed '18, '23. New Pool Cage '21. ~ [Replacement of pipe off water meter with PVC, Replace Pipe from House to Street and Re-plumbed Overhead w/CPVC prior to '17] ~ Fencing '22, Landscaping & Irrigation '18-'25 ~ There is room to expand garage and Much More ~ LOCATION: Desirable Gulf Gate Estates has sidewalks, is well lit and has enforced deed restrictions to keep the properties nice. The low HOA $75/year is voluntary. This Modernized home is minutes away from World Renowned Siesta Beach and Legacy Trail, A+ Schools, Gulf Gate Library, the Gulf Gate Shops & Fine Restaurants. UTC Mall and Cultural Downtown are 20 minutes away. Just over 3 miles to Costco, an upcoming Whole Foods & Trader Joes. Enjoy the Florida Lifestyle in this wonderful South Sarasota Community that is quiet but minutes to everything. Make this updated home yours today ~ Not in Flood Zone.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Gina Larouche (941-323-0256)
1701 SOUTHWOOD ST #1701, SARASOTA, FL 34231
$260,000216 Days on yellowkey MLS ID: A4671475
REDUCED by $5,000 (1.9%) on 03/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1164 Built: 1981Monthly Fee: $1,273 Tax: $3,371 (2024)Community: Baywood ColonySpa: NoCondo
Taxes:$3,371
Remarks: RECENT PRICE ADJUSTMENT - MOTIVATED SELLERS! Rare Opportunity in Prestigious West of the Trail - Welcome to an exceptional corner residence just steps from the Intracoastal Waterway, nestled within the highly desirable Baywood Colony Southwood community. This beautifully updated 2-bedroom, 2-bath end unit is filled with natural light, enhanced by an abundance of windows complemented with elegant plantation shutters throughout. The front screened lanai has been fully enclosed with sliding glass panels and additional plantation shutters, creating a stylish and versatile space ideal for year-round enjoyment. Inside, the home presents like a model, featuring a stunning open-concept kitchen with granite countertops, a generous breakfast bar, stainless steel appliances, and premium soft-close wood cabinetry accented by under-cabinet lighting. A washer and dryer are conveniently located inside the residence, and elegant tile flooring extends throughout. Major improvements provide peace of mind, including a new A/C system (2018), a roof replacement by the HOA (2019), and a recently re-plumbed building. This ground-floor unit offers the added convenience of a covered parking space directly behind the residence, along with a secondary private entry from the carport. Residents enjoy an exceptional Florida lifestyle with access to a heated saltwater pool, tennis and pickleball courts just steps away, and tranquil walks to the Baywood Colony fountain—perfect for taking in spectacular bayfront sunsets. With only 32 residences, the community offers a rare sense of privacy and boutique-style living. The location is unbeatable: just 2.2 miles from beach access with an easy bike ride, and within walking distance to Phillippi Estate Park—a picturesque 60-acre waterfront preserve offering kayaking, fishing, scenic trails, a playground, a weekly Wednesday farmers market, and a variety of community events including art fairs and concerts. This pet-friendly, maintenance-free community includes basic cable, exterior and grounds maintenance, roof and window coverage, and pest control—all included in the low monthly fee of $1,273. Best of all, the community is not age-restricted. Experience the perfect blend of comfort, convenience, and coastal elegance in this truly special Sarasota residence.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Jo James, Llc (941-928-3175)
5543 ASHTON WAY #5543, SARASOTA, FL 34231
$275,00091 Days on yellowkey MLS ID: N6143396
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1993Monthly Fee: $315 Tax: $3,561 (2025)Community: Ashton Lakes 8Spa: YesCondo
Taxes:$3,561
Remarks: Welcome to this charming 2 bedroom, 2 bath walk up condominium in the highly desirable Ashton Lakes community. This light and bright residence features high ceilings that create a spacious and open feel throughout the home. Enjoy relaxing on the screened lanai while taking in peaceful lake views and the natural beauty of the surroundings. The comfortable floor plan includes a spacious primary bedroom with a walk in closet and private ensuite bath, creating a quiet and inviting retreat. The guest bedroom is conveniently located near the second bathroom and can easily serve as a guest room or home office. Additional features include an inside laundry room and an assigned carport. Ashton Lakes is set on 33 acres of beautifully maintained grounds with four scenic lakes and offers a resort style lifestyle with a wide range of amenities. Residents enjoy two heated swimming pools, including one large pool with a lap lane, tennis courts, pickleball courts, shuffleboard courts, grilling areas, and a welcoming clubhouse that hosts an active social calendar during the winter season. The community is connected by a convenient footbridge to Merchants Mart shopping center where you will find CVS, Ace Hardware, a liquor store, Dollar Store, and the popular Detwiler’s Farm Market. Ideally located just 3.5 miles from the world famous Siesta Key Beach, this home also offers easy access to I 75 and US 41. Shopping, dining, schools, and hospitals are all within a short drive. The condominium fee includes cable TV, internet, water, trash, exterior and grounds maintenance, and an on site manager, providing convenience and peace of mind. Whether you are looking for a winter retreat or a full time residence, this lake view condominium offers a wonderful opportunity to enjoy the Florida lifestyle in a prime and convenient location.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rick Tritschler, Jr. (941-928-1292)
5811 CAVANO DR, SARASOTA, FL 34231
$565,00028 Days on yellowkey MLS ID: R4911277
0 Days Off yellowkey (back on 5/31/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1639 Built: 2014Monthly Fee: $287 Tax: $3,523 (2025)Community: Esplanade By Siesta KeyVilla
Taxes:$3,523
Remarks: One or more photo(s) has been virtually staged. Location, Location, Location — Minutes to world-famous Siesta Key Beach and all that culturally rich Sarasota offers: Theater, Van Wezel Performing Arts Hall, Ringling Museum to mention a few, fine and casual dining, Main Street shopping, UTC Mall, Legacy Trail, SRQ airport, hospital, and I-75. This attractive, split-plan 2-bedroom + den, 2-bath villa sits in Esplanade by Siesta Key a gated, maintenance-free community with resort-style amenities: heated zero-entry pool with lap lane, heated spa, pickleball, tennis, bocce, grass volleyball/badminton court, firepit, fitness center, community room with kitchen, fenced dog park and full-time property manager. HOA covers exterior maintenance, landscaping and roof care. The open great room plan flows to a screened, extended lanai with water views — perfect for entertaining, sunsets and bird watching. Primary suite features an ensuite bath with built-in shower bench, private water closet, dual-sink granite vanity. Guest bedroom with ensuite bath. Dining room includes a custom mirrored buffet with upper and lower cabinetry. The den is ideal for a home office, library or craft room. Upgrades and interior highlights: Mohawk wood plank flooring, new carpeting in bedrooms, large tile in kitchen, baths and laundry, tray ceilings in living and dining rooms, crown molding, recessed lighting, granite bath counters, Corian kitchen counters with integrated sink, tile backsplash with listello tile accent, custom kitchen and laundry cabinets (laundry includes utility sink), custom bedroom closets, ceiling fans, custom garage storage, plantation shutters, hurricane panels and security system. Located on a cul-de-sac with an extra long paver driveway. ALL information is believed to be accurate, but must be verified by the buyer and the buyer's agent* Don’t miss this dream home in Sarasota.
Listing is courtesy of: JOSELLE D. CULP (941-374-1274)
Listing Agent: Joselle Culp (941-374-1274)
5381 PALOS VERDES DR, SARASOTA, FL 34231
$1,299,000158 Days on yellowkey MLS ID: A4677221
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1956 Built: 1952 Tax: $7,868 (2025)Community: River ForestSingle Family
Taxes:$7,868
Remarks: Exceptional waterfront living on Phillippi Creek. This is a boater’s paradise with rare, unobstructed access to Phillippi Creek. This exceptional waterfront property offers 202 feet of solid seawall with no mangroves, expansive water views, and the privacy of a tucked-away cul-de-sac location. With ample space to park a boat or RV and a long private driveway, this home is perfectly suited for those who value both convenience and a true Florida waterfront lifestyle. A paver brick entry welcomes you to this Spanish Mediterranean–style residence, highlighted by a striking curved front door and timeless architectural details throughout. Inside, the open floor plan features tile flooring, graceful archways, wood crown molding, and wood beams in the living room. Large windows and sliding glass doors fill the home with natural light while framing stunning views of Phillippi Creek. The kitchen is designed for both functionality and entertaining, offering granite countertops, a large breakfast bar, custom cabinetry, and a spacious butler’s pantry. A separate laundry room includes built-in cabinetry for additional storage. The primary suite features sliding glass doors leading outdoors, creating a seamless connection to the waterfront setting. Step outside to enjoy a lagoon-style pool and the tranquil sights and sounds of the creek, ideal for relaxing or hosting guests. With direct water access, generous outdoor space, and a peaceful yet central location just minutes from Siesta Key, downtown Sarasota, and central Sarasota, this is a rare opportunity to own a private waterfront retreat with exceptional boating access and enduring architectural appeal. All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.
Listing Agent: Reeny Kaney (941-954-5454)
2414 VACCARO DR, SARASOTA, FL 34231
$969,000159 Days on yellowkey MLS ID: A4677299
REDUCED by $14,000 (1.4%) on 05/29/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2330 Built: 2014Monthly Fee: $570 Tax: $6,350 (2025)Community: Esplanade By Siesta KeySingle Family
Taxes:$6,350
Remarks: NEW PRICE Best Value in the Neighborhood. Motivated sellers bring all offers. Live the Florida lifestyle. Located behind the gates of the sought-after Esplanade by Siesta Key, a beautifully appointed 3-bedroom, 3-bath residence with den and extended lanai, showcasing the highly desirable Lazio VII floor plan with tranquil water views. Curb appeal is enhanced by a striking stone façade, an expansive paver driveway, and lush landscaping supported by an automated sprinkler system with reclaimed water—along with ground maintenance, all included in the HOA. Step inside to discover an open-concept design ideal for both entertaining and everyday living, highlighted by new luxury vinyl flooring throughout main living area. The casual yet elegant kitchen is the heart of the home, featuring upgraded cabinetry with hidden hinges, decorative dentil molding, soft-close sliding drawers, granite countertops, a large gathering island, stainless steel appliances, double ovens, and a natural gas cooktop. This home offers three newly updated bathrooms, thoughtfully designed for modern living with high-end finishes and outstanding features. Additional upgrades include Low-E double-pane windows for energy efficiency, hurricane shutters, and Kevlar hurricane panels for the lanai and front door, providing peace of mind and easy storm preparedness. Recent improvements include new exterior waterproof paint, a new A/C system with UV light, a whole-house carbon water filtration system, and a reverse osmosis system under the kitchen sink. Elegant architectural details abound, including tray ceilings, tall interior doors, plantation shutters, and crown molding. The spacious primary suite features an oversized walk-in closet with custom built-in cabinetry.Perfectly situated just minutes from premier shopping, dining, and world-class entertainment—and only a short drive to the powdery sands of Siesta Key Beach—this meticulously maintained home offers luxury, comfort, and location in one remarkable package
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Ellen Wilson (704-651-6322)
1622 KENILWORTH ST, SARASOTA, FL 34231
$3,495,000170 Days on yellowkey MLS ID: A4676310
REDUCED by $205,000 (5.5%) on 04/30/2026
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 4058 Built: 2017 Tax: $28,823 (2025)Community: Johnson EstatesSpa: YesSingle Family
Taxes:$28,823
Remarks: Located West of Trail near the historic Field Club, this stunning residence is a refined interpretation of British West Indies architecture, offering over 4,000 square feet of thoughtfully designed single-level living. Set on an estate lot, the home blends timeless coastal elegance with exceptional craftsmanship and seamless indoor–outdoor flow. A dramatic great room welcomes you with vaulted wood ceilings, fireplace, and expansive pocketing sliders that frame views of the lushly landscaped pool and spa. The open-concept design flows effortlessly into the chef’s kitchen, appointed with premium Thermador and Wolf appliances, custom solid-wood cabinetry, quartz surfaces, and an oversized island—perfectly complemented by a separate dining area and custom dry bar with wine refrigeration. Designed for both privacy and versatility, the residence features four en-suite bedrooms, office, and a spacious TV lounge or bonus room that opens directly to the outdoor living areas. The private primary suite is a serene retreat with a vaulted wood ceiling, dual walk-in closets, and direct access to the covered lanai. Its spa-inspired bath showcases dual vanities, a soaking tub, and an expansive glass-enclosed shower. Outdoor living is a true centerpiece, with a generous travertine lanai, fully equipped outdoor kitchen, dining verandah, and a large gas- and electric-heated saltwater pool and spa with waterfall—ideal for entertaining or quiet relaxation amid tropical landscaping and architectural lighting. Additional highlights include hurricane-rated impact windows and doors, a whole-house generator, brand new metal roof, dual on-demand water heaters, an expansive paver motor court, low maintenance & fenced yard, and a rare four-car garage configuration, including an owner’s garage with EV outlet and climate control. Ideally located minutes from Siesta Key, Southside Village, Sarasota Bay, and downtown Sarasota, this exceptional home offers privacy, design integrity, and proximity to the best of the Sarasota lifestyle
Listing is courtesy of: ALLEN REAL ESTATE SERVICES INC (941-923-7777)
Listing Agent: John Allen, Pa (941-923-7777)
1475 LANDINGS CIR #43, SARASOTA, FL 34231
$629,00025 Days on yellowkey MLS ID: A4694471
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2040 Built: 1982 Tax: $674 (2025)Community: Landings TreehouseTownhouse
Taxes:$674
Remarks: There's no place quite like it in Sarasota. Tucked into the canopy of a lush, jungle-like landscape at The Landings, this three-story Treehouse townhome delivers the rare combination of absolute privacy and natural beauty that defines one of the Gulf Coast's most beloved communities. Soaring above the native palms and mossy oaks, this 2,040 sq ft, 3-bedroom, 2-bath + powder room residence has been thoughtfully updated while preserving the treetop retreat feeling that makes these homes so coveted. The 2025 renovated kitchen features fresh cabinetry and all-new washer and dryer ? move-in ready with nothing to do but settle in and listen to the breeze. A wood-burning fireplace anchors the living space with warmth and character, while multiple decks off each level bring the outdoors in at every turn. A private garage, generous lanai, and verdant views from nearly every window complete the picture. Exterior maintenance is included, so the only thing on your to-do list is enjoying it. And for those who travel with four-legged family members ? pets are welcome here with no weight restrictions. The Landings is a gated waterfront community offering residents access to Har-Tru tennis courts, a community pool, and the private Landings Yacht, Golf & Tennis Club (optional membership). All just minutes from world-class dining, the arts, and the sugar sands of Siesta Key. This is more than a home ? it's a lifestyle hiding in plain sight.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Judy Greene (941-350-0451)
5544 DINAH LN, SARASOTA, FL 34231
$1,895,00031 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)
3361 CROSS CREEK DR #3361, SARASOTA, FL 34231
$277,50094 Days on yellowkey MLS ID: A4685552
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1027 Built: 1984Monthly Fee: $632 Tax: $2,667 (2025)Community: Crooked Creek Sec 7Condo
Taxes:$2,667
Elementary School: Wilkinson Elementary
Remarks: Welcome to one of the best locations in Crooked Creek! This beautifully updated first-floor 2 bedroom, 2 bath split-plan condominium is ideally situated in the building directly next to the heated pool and just steps from the private community gate leading into the stunning Red Bug Slough Preserve. Light, bright, and open, the residence features expansive floor-to-ceiling windows that bring the outdoors in, showcasing peaceful views of Crooked Creek, a charming footbridge, and lush Florida landscaping filled with native foliage and wildlife. Enjoy your morning coffee or evening beverage from one of two serene lanais surrounded by nature. The Interior has been COMPLETELY UPDATED IN 2021, and now has a BRAND NEW A/C UNIT just installed May 2026. This stunning home offers a MODERN UPDATED KITCHEN with solid surface counters, stylish cabinetry, updated appliances, recessed and under-cabinet lighting, along with new laminate and tile flooring throughout. Both BATHROOMS were BEAUTIFULLY RENOVATED, and the home also features fresh interior paint, plantation shutters, and recessed lighting in the kitchen, dining area, and guest bedroom. The versatile guest room includes a Murphy bed with built-in desk, making it perfect for visitors or a convenient home office. Crooked Creek residents enjoy numerous community improvements including NEW ROOFS (2019-2021), CARPORTS, EXTERIOR PAINT (2025), RESURFACED HEATED POOL (2025), and an updated poolside COMMUNITY KITCHEN (2025). Each unit includes covered parking and a private storage locker in a large community shed. Outdoor amenities include a heated pool, large pool deck with covered pergolas. A gazebo area with gas grills for BBQ gatherings, and a tennis/ pickleball court. Designed by RENOWNED ARCHITECT TIM SEIBERT of Sarasota School of Architecture, the Crooked Creek community is thoughtfully nestled within nature, with winding paths and tranquil surroundings that make it a true hidden gem. A must-see for nature lovers seeking peaceful Florida living just moments from everything Sarasota has to offer.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Phyllis Coviello (941-408-3265)
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