Location: Sarasota
Do Not Show Listings
5122 CREEKSIDE TRL, SARASOTA, FL 34243
$519,000102 Days on yellowkey MLS ID: A4683017
REDUCED by $6,000 (1.1%) on 05/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1807 Built: 2002Monthly Fee: $82 Tax: $5,830 (2024)Community: Carlyle At Villages Of Palm-AireSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,830
Elementary School: Robert E Willis Elementary
High School: Braden River High
Tax Year: 2024
Middle School: Braden River Middle
Remarks: Welcome to the highly, sought-after community of Carlyle at The Villages of Palm-Aire, which is strategically located in North Sarasota near the Palm Aire Golf & Country Club. Click on the Virtual Tour Link 2 for a 3D/360 view of this property. In this quaint and secluded community, this property provides the perfect blend of elegance, style, and serenity featuring a recently updated 3-bedroom, 2-bathroom home, and 1800 square foot home which includes a formal dining room with custom, glass-paneled French Doors, an Air-Conditioned Safe Room, a spacious 2-car garage and a vinyl, privacy fenced yard for your pets. Recent updates include a 2026 Gas Hot Water Heater, a 2025 Roof with a transferable warranty, new Kitchen Aid Stainless-Steel Refrigerator and Dishwasher, a Broan Range Hood, Fresh Paint throughout the home, new Ceiling Fans and Landscaping. The Open Floor plan encompasses the chef's kitchen with a breakfast bar, granite countertops, an eat-in space, a large island for food preparation, a GE (5) burner gas stove, a GE Profile Built-In Convection Oven and Microwave Oven and custom cabinetry including (4) Glass Door Cabinets with pull Up Doors, a roll-out trash cabinet and a Lazy Susan lower cabinet. The kitchen intertwines with the living room providing an excellent option for family gatherings and entertaining. The split floor plan offers privacy and functionality, with the primary suite providing a peaceful retreat complete with a double vanity, new lighting, a soaking tub, shower and a custom-built, walk-in closet. The guest bathroom provides direct access to the lanai for you and your guests while entering on the lanai. The laundry is separated from the kitchen with a pocket door and is equipped with brand new LG Thin Washer and Dryer appliances with additional storage cabinets. Step outside to your backyard paradise—a plant lover’s dream—with a large, screened and covered lanai, fountain pond water feature, and lush landscaping that creates a serene retreat for relaxing or entertaining. Located in an amenity-rich community, you’ll enjoy pickleball, tennis courts, a sparkling community pool, and a playground. Ideally situated near the vibrant University Parkway/UTC Mall corridor, this home is just minutes from Downtown Sarasota, St. Armand’s Circle, and world-class beaches. Sarasota International Airport is only 15 minutes away, ensuring effortless travel. With its excellent location, thoughtful upgrades, and community perks, this home is a rare find. Schedule your private tour today and start LIVING YOUR BEST FLORIDA LIFE ON THE GULF COAST!
Listing is courtesy of: LESLIE WELLS REALTY, INC. (941-776-5571)
Listing Agent: Christopher Weiss (410-382-9570)
5309 CHARLIE BROWN LN, SARASOTA, FL 34233
$749,00023 Days on yellowkey MLS ID: A4691590
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2768 Built: 2016Monthly Fee: $261 Tax: $6,961 (2025)Community: Luna BaySpa: NoSingle Family
Taxes:$6,961
Elementary School: Ashton Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Opportunities like this are rare in Luna Bay, an intimate Sarasota neighborhood of just 21 homes—offering a true sense of privacy and community that’s hard to find. This beautifully appointed 4-bedroom, 3.5-bath residence is offered fully furnished, making it completely turnkey for immediate enjoyment or investment. The open floor plan features a desirable downstairs primary suite, a den/office and an upstairs loft ideal for a playroom, study area, or TV room. From the moment you arrive, the barrel tile roof, paver driveway, and covered front porch create impressive curb appeal. Inside, the home is bright and inviting with wood cabinetry, granite countertops, generous closet space, and numerous upgrades throughout. Step outside to a south-facing covered lanai overlooking the screened, heated pool with a paver deck, all set within a fenced backyard that offers complete privacy—perfect for relaxing, entertaining, or pets. Enjoy a low-maintenance lifestyle with HOA-covered yard maintenance. Ideally located within the highly sought-after Ashton Elementary school district and just minutes from top-rated Sarasota schools, this home also offers exceptional proximity to Siesta Key Beach, I-75, and a wide array of shopping and dining options. This is a rare opportunity to own a fully furnished home in a boutique community in one of Sarasota’s most desirable locations.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Quire (941-993-5706)
4851 HAMLETS GROVE DR, SARASOTA, FL 34235
$450,00044 Days on yellowkey MLS ID: A4690584
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1828 Built: 1992Monthly Fee: $88 Tax: $4,839 (2025)Community: Hamlets GroveSingle Family
Taxes:$4,839
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to The Grove at Beekman Place, an inviting, deed-restricted community of just 98 homes known for its friendly, close knit atmosphere. This well-maintained 3 bedroom, 2 bath residence offers a thoughtfully designed split bedroom floor plan with vaulted ceilings and wide plank LVP flooring throughout the main living areas. The open-concept kitchen features granite countertops, stainless steel appliances, a breakfast bar, and stylish pendant lighting, seamlessly connecting to the living and dining spaces...perfect for everyday living and entertaining. Enjoy peaceful lake views from the Florida room overlooking the fenced backyard, or relax on the screened lanai just off the primary suite. The spacious primary bedroom includes sliding glass doors to the lanai, a walk-in closet, and an ensuite bath with double sink vanity, soaking tub, and separate shower. Additional highlights include a 2 car attached garage, roof replaced in 2018, new water heater, and updated A/C compressor for added peace of mind. Ideally located just minutes from world renowned beaches including Siesta Key Beach, as well as downtown Sarasota’s vibrant dining, arts, and cultural scene, featuring theaters, museums, the opera house, ballet, and the Florida Orchestra. Convenient access to I-75 allows for easy travel to Tampa, Orlando, Fort Myers, and Naples. Enjoy the perfect blend of comfort, convenience, and Florida lifestyle living in this charming Sarasota home.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Kendall Rodesiler (419-344-6711)
4937 LANDINGS CT, SARASOTA, FL 34231
$1,625,00054 Days on yellowkey MLS ID: A4689027
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3504 Built: 1985Monthly Fee: $29 Tax: $8,703 (2025)Community: The LandingsSpa: NoSingle Family
Taxes:$8,703
Elementary School: Phillippi Shores Elementary
Remarks: Soaring ceilings and an abundance of natural light define this spacious 4-bedroom, 4-bath residence, thoughtfully designed and custom built by the original owner for both everyday living and effortless entertaining. Rich Cypress siding, elegant crown molding, plantation shutters, and imported Italian porcelain tile add warmth, architectural refinement, and timeless style throughout the home. The open floor-plan creates a seamless flow between living spaces, while a striking floor-to-ceiling white brick wood-burning fireplace serves as a dramatic focal point in the great room. Clerestory windows and skylights enhance the bright, airy ambiance, and custom built-in cabinetry compliments the home's clean, coastal-inspired design. Step outside to a private pool with an inviting setting for relaxing or hosting guests. A flexible office/den provides the ideal space for working from home or enjoying a quiet retreat, while generously sized bedrooms ensure comfort and privacy for family and visitors alike. Located within The Landings, a highly sought-after and gated West-of-Trail community, residents enjoy a lush, park-like environment with mature landscaping, scenic walking trails, and access to the Intracoastal Waterway. Community amenities include a kayak launch, kayak racks (as available), and a fishing pier situated at the end of a scenic nature trail, perfect for embracing Sarasota's waterfront lifestyle. Optional membership to the Landings Racquet Club offers tennis courts, a fitness center, clubhouse, and a vibrant social calendar. Ideally situated just minutes from downtown Sarasota, fine dining, shopping, and the world-renowned beaches of Siesta Key, The Landings offers an exceptional blend of privacy, natural beauty, and active living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Mary Pat Phillips Radford (941-587-9905)
8143 36TH ST E, SARASOTA, FL 34243
$489,90074 Days on yellowkey MLS ID: A4685741
REDUCED by $5,100 (1.0%) on 05/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1804 Built: 2012Monthly Fee: $183 Tax: $6,132 (2025)Community: University Groves Estates ReserveSingle Family
Taxes:$6,132
Remarks: You will LOVE the CENTRAL LOCATION of this Immaculate Home in north Sarasota that already has EVERYTHING YOU WANT! Pond View - Check. Gorgeous White Kitchen with a new GAS RANGE and Granite Counters - Check. Crown Molding Throughout - Check. No Carpet - Check. Open Concept Layout - Check. Landscaping is Maintenance Free w/ hoa - Check. AC is only 2 years old - Check. CHECK CHECK CHECK!!! Every Box will be CHECKED! Welcome Home to a Beautiful and Contemporary 3 Bedroom, 2 Bath, 2 Car Garage Home with 1,804sf that was built in 2012, and has a TILE ROOF. Over $45,000 in recent Improvements and Upgrades! Too many to list! In addition to the “checks” above include: 2 Sets of Motorized Blinds, EV Charging and Cabinets in the Garage, Accordion "Quick-Close" Storm Shutters, Large Walk-In Pantry Closet, Kitchen Pull-Out Drawers, and the GRAND FINALE is a unique, custom Statement Piece: a stunning, etched-glass, lighted “DOLPHIN DOOR” to the Wine/Liquor/Bar/Pantry! This is a focal point between the kitchen and great room, providing a WOW FACTOR when entertaining, and setting the perfect tone for a home close to the beach! This immaculate home’s layout is OPEN CONCEPT with split bedrooms and your screened lanai looks out onto a charming pond and surrounding lush lawn – serenity and nature abound with a wide variety of birds & ducks, as well as turtles & fish. You’ll also enjoy PEACE OF MIND: with the lowest category Flood Zone X, Block Construction and Recently-Installed “Easy Close and Lock” Accordion Storm Shutters on every window and glass patio doors! Your storm prep will be done in minutes! The HOA fees are low (which includes owners landscaping) and there are no CDD fees. LOCATION IS KEY – this home is WALKABLE to multiple restaurants, grocery plaza, coffee, banks and so much more. The central location in north Sarasota gives excellent proximity to many conveniences and lifestyle favorites: SRQ Airport, UTC Mall, World-Class Beaches, Downtown Sarasota, Lakewood Ranch, Art/Cultural Venues, St. Armand's Circle, Waterfront Dining, Live Music, Longboat Key, Siesta Key, AND of course Pickleball, Golf, Boating, Tennis, Kayaking, Fishing, and more! The Photos and the Location of this home will peak your interest, and your appointment to see it in person will seal the deal!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Janine Kloiber (941-539-7522)
1111 RITZ CARLTON DR #1205, SARASOTA, FL 34236
$2,245,00039 Days on yellowkey MLS ID: A4691044
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2011 Built: 2001 Tax: $21,532 (2025)Community: The ResidencesCondo
Taxes:$21,532
Elementary School: Alta Vista Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Perched above the sparkling waters of Sarasota Bay, Residence #1205 at The Ritz-Carlton Residences delivers an elevated standard of luxury defined by world-class service, refined design, and an unmatched downtown location. Designed for both privacy and flexibility, this residence features two expansive primary suites—a rare and highly desirable split layout ideal for multigenerational living, hosting guests, or effortless seasonal use. The primary suite is a true sanctuary, finished in marble with a spa-inspired jacuzzi soaking tub and separate shower. In addition to the walk-in closet, the suite is appointed with custom-designed built in wardrobes. The second suite mirrors this level of comfort with dual sinks and a dedicated makeup vanity area, offering a private retreat for family or guests. Light-filled living spaces open to a generous private terrace, where panoramic Sarasota Bay views and vibrant sunsets create a stunning everyday backdrop. The seamless indoor-outdoor flow is ideal for both relaxed living and elegant entertaining. Ownership includes access to the full suite of amenities at The Ritz-Carlton Sarasota, offering a true hotel-lifestyle experience with 24-hour concierge, valet, in-residence dining, and a newly renovated spa. Residents also enjoy a waterfront pool and sun deck, private boat dock, exclusive residential entry, climate-controlled storage, and private club spaces. Just steps away, enjoy renowned dining within the hotel at Jack Dusty and Rufa, along with the vibrant energy of downtown Sarasota. Ideally positioned near The Quay and The Bay Sarasota, residents are moments from waterfront parks, cultural venues, boutique shopping, and acclaimed restaurants. With two covered parking spaces and a flexible rental policy, Residence #1205 offers both a luxurious personal retreat and a compelling investment opportunity—delivering the very best of Sarasota’s waterfront lifestyle within the iconic Ritz-Carlton brand.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Stacey King (646-734-5014)
1320 MOONMIST DR #B-11, SARASOTA, FL 34242
$1,200,000129 Days on yellowkey MLS ID: A4679270
REDUCED by $100,000 (7.7%) on 04/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1790 Built: 1968 Tax: $5,819 (2025)Community: Polynesian GardensCondo
Taxes:$5,819
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Rarely available direct bayfront 2/2 maintenance free villa in Polynesian Gardens. Magnificent views of the Intracoastal/Little Sarasota Bay. Watch the manatees and boats go by from your paved patio directly on the water. Spacious 2 bedrooms/2 full baths with very large great room. Updated kitchen and baths with new cabinetry, granite and stainless-steel appliances. Plenty of closet space. Garage with plenty of storage plus an extra driveway allows for 2 parking spaces. Newer washer/dryer in garage. Beautiful landscaping. Community has a heated pool, clubhouse and fishing pier. Close to shops, dining and America's #1 Beach - Siesta Key. Free trolley stops directly in the front of the community on Midnight Pass Road. Two pets allowed any size.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Helene Hyland (941-685-2274)
505 S ORANGE AVE #901, SARASOTA, FL 34236
$1,595,00065 Days on yellowkey MLS ID: A4683398
0 Days Off yellowkey (back on 5/18/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3003 Built: 2007 Tax: $22,215 (2025)Community: KanayaCondo
Taxes:$22,215
Remarks: Under contract-accepting backup offers. This spacious condominium is a hidden gem in a quiet part of Sarasota, offering breathtaking views of Sarasota Bay out to the Gulf of Mexico and overlooking the Burns Court area. It's just a short walk from Selby Gardens, the Farmers Market, shops, and cafes. The residence features an elevator that opens into your private foyer with double French doors leading into the unit. This expansive three bedrooms, three and one-half baths layout lives like a single family home. Entering the unit through the private elevator, which opens to your own foyer, you'll find a kitchen that is a chef’s dream. It features a Sub-Zero refrigerator, KitchenAid cooktop, double wall oven, a large walk-in butler’s pantry, an island, granite countertops, and a desk area built-in. The Impressive Great Room with a wall of windows including a Sliding Glass Door with Access to the Balcony expanding the length of the room Offering Amazing Views! The Expansive Owner’s Suite is Truly Spectacular with Large Windows Highlighting Views of the Waterfront, Along with Bringing in an Abundance of Natural Light! The Suite also features Tray Ceilings, Plantation Shutter Window Shades, a French Door To the Balcony, and a Large Custom Designed Walk In Closet. The Stunning En Suite Bathroom Dual Vanities, Water Closet, and Linen Closet. Conveniently Located Adjacent to the Owner’s Suite is a Den/Office. On the opposite end of the unit are two additional guest suites, each offering private bathrooms, walk-in closets, and access to a balcony. A Well Equipped Laundry Room, a Half Bath, and Loads of Storage which include an Air Conditioned Closet, Garage Level Storage and Bike Storage, as well as 2 Parking Spaces, all Blend Together Creating this One of A Kind Condo! The living space includes three bedrooms, three and a half baths, an office, and a laundry room. The large kitchen and walk-in pantry open to a great room, which encompasses a living and dining area complete with a built-in entertainment center and a wine bar. Additionally, there is a front glass wall of sliding impact windows and doors. The unit offers two balconies: the front provides sweeping views of the city and the Sarasota Bay bridge, while the back overlooks Laurel Park. For storage, there is a walk-in unit outside the residence in addition to large storage spaces connected to every room inside. The building is constructed of solid concrete and includes a lap pool, exercise room, kitchen, and meeting room. The fully finished and furnished roof is perfect for hosting parties or watching the sunset. For peace of mind, there are two generators to maintain power during inclement weather, and every residence includes two indoor parking spaces. Kanaya's amenities include the rooftop with 2 outdoor kitchens and a sitting area, allowing you to overlook the city or look out to the Gulf of Mexico. Enjoy the 59 foot lap pool, work out in the gym, lounge on the 4,000-square-foot deck by the pool, fire pit and barbecue, or entertain guests all on the 3rd floor common area. Kanaya is a hidden gem and consider this unit for one of the best prices with this fantastic view in all of Sarasota. Walk to the Marina, Selby Gardens, the Opera House, the movies and your favorite restaurants. The best view of fireworks and the Boat Parade from the Kanaya roof.
Listing is courtesy of: TAMARA M BERRYMAN LLC (941-954-0900)
Listing Agent: Tammy Berryman (941-954-0900)
4751 SWEETSHADE DR, SARASOTA, FL 34241
$559,80094 Days on yellowkey MLS ID: A4684345
0 Days Off yellowkey (back on 6/1/2026)
REDUCED by $10,000 (1.8%) on 04/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2116 Built: 2005Monthly Fee: $79 Tax: $6,338 (2025)Community: Secluded OaksSingle Family
Taxes:$6,338
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT!! Nestled in the sought-after Secluded Oaks, a charming small enclave, this beautifully maintained 2,116 sq. ft. pool home offers the perfect blend of comfort and elegance. Featuring 3 spacious bedrooms, 2 full baths, and a versatile den, the home also includes formal living and dining rooms along with a generous family room highlighted by a cozy gas fireplace. The open floorplan is enhanced by high and tray ceilings, crown molding, and decorative touches throughout. Custom cherry wood cabinetry and travertine tile flooring elevate the main living areas with timeless style. Sliding doors from the family room, living room, and primary bedroom seamlessly open to the inviting pool area, creating an ideal setting for indoor-outdoor living and entertaining.
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
1260 DOLPHIN BAY WAY #404, SARASOTA, FL 34242
$1,395,000181 Days on yellowkey MLS ID: A4673762
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2200 Built: 1997 Tax: $12,793 (2025)Community: Dolphin BaySpa: YesCondo
Taxes:$12,793
Remarks: ENJOY SERENE INTRA-COASTAL WATER VIEWS from this this 4th floor, end unit, 3 bedroom, 3 full bath condo at Dolphin Bay. This community lives life to the fullest! Lots of social activities and friendly and caring neighborhood. Take a new look and enjoy the fresh new decor and new high impact windows and sliders, all added in 2025! Reduced condo fees. This meticulously maintained condo lives like a single family home with charm and character. The kitchen was custom built by Yoder Construction, a well-known local company, highly respected for their craftsmanship. Living room and dining area are bright and spacious. The large primary bedroom has a walk-in closet and ensuite with shower and separate soaking tub. There are two other ensuite bedrooms. All three bedrooms have California Closet systems. All windows have custom plantation shutters, adding to the charm and comfort of this amazing condo. You will want to spend your day on the light filled lanai, perfect for entertaining or simply relaxing. Dolphin Bay is a highly desirable, gated, pet friendly, 50-unit complex with a fun filled community atmosphere with three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier and kayak access. Dolphin Bay is well maintained with a freshly updated exterior and new elevators in 2024 and beautifully landscaped grounds. Just a short walk to the world famous, white crystal sands of Siesta Key beach.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mina Johnson (941-404-9347)
4514 TRAILS DR, SARASOTA, FL 34232
$630,000145 Days on yellowkey MLS ID: A4676981
1 Days Off yellowkey (back on 4/27/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2148 Built: 1987Monthly Fee: $177 Tax: $3,485 (2025)Community: TimberlakesSingle Family
Taxes:$3,485
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Wake up to shimmering lake views, tranquil mornings, and effortless Sarasota living. Perfectly positioned in The Lakes, this residence offers a rare blend of serenity, convenience, and low-maintenance comfort—ideal for those who value lifestyle as much as location. Vaulted ceilings and expansive windows create a light-filled interior that feels open and welcoming, while the ever-changing lake backdrop brings a calming connection to nature throughout the day. Whether enjoying a quiet coffee on the lakeside deck, hosting sunset gatherings, or unwinding after a long day, this home is designed to elevate everyday living. Life here extends well beyond your front door. Residents of The Lakes enjoy access to two community pools, clubhouse, recreation center with exercise equipment, tennis courts, playground, basketball half-court, and walking paths—creating a true sense of community while keeping maintenance minimal and weekends free. Peace of mind comes standard with a newer roof (2020) and newer A/C system (2024), allowing you to focus on enjoying the Florida lifestyle rather than future projects. Centrally located just minutes from downtown Sarasota, beaches, shopping, dining, and major routes, this home offers effortless access to everything that makes Sarasota so desirable. Come experience lakefront living that feels relaxed, refined, and refreshingly easy—this is a home best discovered and appreciated in person.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Gerard Healy (941-961-2240)
1240 DOLPHIN BAY WAY #401, SARASOTA, FL 34242
$1,199,000245 Days on yellowkey MLS ID: A4658380
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2200 Built: 1998 Tax: $12,546 (2025)Community: Dolphin BaySpa: YesCondo
Taxes:$12,546
Remarks: Huge Price Reduction!!! Fourth-floor end unit offering breathtaking views of the intracoastal waterway, featuring three spacious bedrooms and three full ensuite baths. Newly installed luxury vinyl plank flooring graces the entire unit. The expansive glassed lanai boasts recently replaced sliding doors, complete with accordion shutters on the inner doors and impact-resistant glass on the outer ones. The kitchen has been thoughtfully opened up and reconfigured for optimal enjoyment. The living and dining areas are bright and roomy. Dolphin Bay is a sought-after, gated, pet-friendly community with only 50 units, each having its own private underbuilding garage, and well-known for its vibrant atmosphere. Amenities include three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier, and kayak access. The complex is well-maintained, with a freshly updated exterior and new elevators in 2024, set amidst beautifully landscaped grounds. Just a short stroll to the world-renowned, white crystal sands of Siesta Key beach. Condo fees at Dolphin Bay are being lowered in 2026.
Listing Agent: Ethel Lovelace (941-586-7390)
5701 BENTGRASS DR #18-104, SARASOTA, FL 34235
$354,000Listed 05/31/2026 6:43PM MLS ID: A4695155
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1559 Built: 2002 Tax: $3,435 (2025)Community: Las Palmas Of SarasotaSpa: NoCondo
Taxes:$3,435
Elementary School: Emma E. Booker Elementary
Remarks: Welcome to an exceptional opportunity in the heart of Sarasota’s desirable 34235 area. This inviting condominium offers a comfortable and well-designed layout filled with natural light, creating a warm and welcoming atmosphere from the moment you enter. Perfectly positioned within a peaceful and established community, this home combines convenience and lifestyle—just minutes from shopping, dining, golf courses, and everyday essentials, with easy access to Sarasota’s stunning beaches and vibrant cultural scene. Whether you’re looking for a full-time residence, seasonal retreat, or a smart investment, this property offers the ideal blend of comfort, location, and value. A true Sarasota lifestyle opportunity—ready for you to make it your own. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Rosa Mesia (941-962-0041)
1143 LONGFELLOW RD, SARASOTA, FL 34243
$165,500136 Days on yellowkey MLS ID: A4678360
1 Days Off yellowkey (back on 6/1/2026)
REDUCED by $9,495 (5.4%) on 05/08/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1408 Built: 1979 Tax: $1,093 (2024)Community: Shadybrook Village AmdCondo
Taxes:$1,093
Elementary School: Florine J. Abel Elementary
High School: Southeast High
Middle School: Electa Arcotte Lee Magnet
Remarks: Under contract-accepting backup offers. Welcome to 1143 Longfellow Rd, widely regarded as the most desirable unit in Shadybrook Village. This beautifully maintained 3-bedroom, 3-bathroom home offers a warm, inviting ambiance that instantly feels like home. From the moment you step inside, you’re greeted by neutral tones, tile flooring, and abundant natural light that enhances every space. The kitchen is both stylish and functional, featuring solid maple cabinetry, granite countertops, stainless steel appliances, and a customized walk-in pantry with built-in shelving. Elegant tray ceilings add architectural charm and a custom touch to the main living area. The first level includes a full bathroom for guests and residents alike, complete with thoughtful built-in features that will impress even the most discerning buyer. Durable vinyl flooring flows seamlessly up the staircase and throughout the entire second level. Just off the stairs, the first bedroom offers an incredible water view, while the second bedroom includes additional storage access for added convenience. The owner’s suite is a true retreat, boasting two separate closets, a tastefully shiplapped vanity, and a private shower and toilet area. Step outside to a peaceful, private patio with a paved pathway and ample space to create the garden oasis of your dreams. Tucked away behind a fence, this serene outdoor setting offers your own slice of paradise. Shadybrook Village residents enjoy a host of amenities, including a swimming pool, tennis and basketball courts, clubhouse, and playground area. Ideally located just 8 miles from University Town Center shopping and dining, 10 miles from the beach, and only minutes from Sarasota Airport, this home is perfectly suited as a primary residence or seasonal getaway. Don’t miss your opportunity to own one of Shadybrook’s finest homes.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Molly Higdon, Llc (941-875-1722)
1229 MOONMIST CIR #P6, SARASOTA, FL 34242
$650,000Listed 06/01/2026 11:47AM MLS ID: G5112987
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1015 Built: 1968Monthly Fee: $1,035 Tax: $4,713 (2025)Community: Polynesian GardensSpa: NoCondo
Taxes:$4,713
Remarks: Renovated in 2025 and offered fully furnished, THIS FREE STANDING VILLA ON SIESTA KEY IS TRULY TURN KEY-ideal as a personal retreat or a high-demand seasonal rental. Nestled in the highly desirable Polynesian Gardens along the Intracoastal Waterway, this villa offers a rare combination of privacy and convenience. One of only ten villas overlooking the expansive community pool, enjoy your own private entrance just steps from the fresh air terrace and screened lanai. Positioned at one of the highest elevations in the community, it adds both appeal and peace of mind. Unwind in your private outdoor oasis with lush tropical landscaping and a cozy LP gas fire pit—perfect for relaxing evenings. NEW ROOF 2024, NEW HVAC SYSTEM 2023, WATER HEATER 2025, PROGRAMMABLE NEST THERMOSTAT, PROGRAMMABLE AND REMOTE ENTRY TOUCH KEY LOCK, REMOTE CAMERA SYSTEM, AND NEW GUTTERS 2025. Spend your days fishing or watching dolphins and manatees from the community dock/fishing pier on the INTRACOASTAL WATER WAY. Walk to local favorites including dining, shopping, coffee spots, and nightlife at Captain Curt’s, plus nearby grocery stores and marina access. Just across the street is world-famous Siesta Key Beach with its cool, powdery white quartz sand beach. Bike, golf cart, or take the free trolley to The Village for even more to explore. This charming 2-bedroom, 2-bath villa with covered carport and screened lanai lives like a single-family home, offering spacious outdoor living with the ease of low-maintenance, lock-and-leave convenience. RENTAL HISTORY IN ATTACHMENTS. ENJOY THE ULTIMATE SIESTA KEY LIFESTYLE--MOVE IN, RENT OUT, OR SIMPLY RELAX.
Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)
Listing Agent: Jo Leen Howe (352-267-0770)
3696 QUIET POND LN, SARASOTA, FL 34235
$450,00098 Days on yellowkey MLS ID: A4683404
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1800 Built: 1987Monthly Fee: $50 Tax: $4,759 (2025)Community: Heather LakesSpa: NoSingle Family
Taxes:$4,759
Elementary School: Gocio Elementary
Remarks: Welcome to 3696 Quiet Pond Lane, a warm and inviting two story home tucked into one of the prettiest, tree filled neighborhoods around. The layout just makes sense. The primary suite is on the main floor, giving you privacy and convenience, while two additional bedrooms are upstairs, perfect for family, guests, or a home office setup. The primary bedroom is truly oversized, with plenty of room for a sitting area, reading nook, or whatever retreat space you have been dreaming about. Downstairs features durable and stylish LVP flooring, ideal for everyday living. The kitchen has been thoughtfully updated with a newer dishwasher, and the home also includes a newer washer and dryer. Big ticket items have already been taken care of, including a roof replaced in 2022, AC in 2021, and a water heater in 2024. Even the screens and gutters have been updated, so you can move in without a long to do list. Step outside and you will find a backyard that feels like your own private escape. The pool overlooks a peaceful pond through a canopy of trees, creating a serene and private setting that is hard to find. Whether you are hosting friends or enjoying a quiet morning coffee, this space delivers. The neighborhood itself is lush and beautifully landscaped, filled with mature trees and plantings that give it character and charm. You are centrally located, just a short drive to downtown and the beaches, so you can enjoy the best of everything without sacrificing tranquility at home. If you are looking for space, updates, and a backyard that feels special, 3696 Quiet Pond Lane is one you will want to see in person.
Listing Agent: Beth Helvey Pa (941-330-3600)
2609 WOODGATE LN #K4, SARASOTA, FL 34231
$159,90047 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)
5507 NAPA DR, SARASOTA, FL 34243
$299,900131 Days on yellowkey MLS ID: A4677894
REDUCED by $15,100 (4.8%) on 05/11/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1818 Built: 2009Monthly Fee: $200 Tax: $5,030 (2024)Community: Sonoma Ph ITownhouse
Taxes:$5,030
Elementary School: Kinnan Elementary
Remarks: Welcome to Sonoma, a gated residence located just off University Park; west of I-75 and less than 5 min from the UTC Mall ! Townhome with 3 bedrooms, 2,5 baths, and double car garage. Other features include an open kitchen with formica countertops, breakfast bar, crown molding, and solid wood cabinets. All 3 bedrooms are upstairs with a large master suite, walk-in shower, separate tub and dual sinks. very short distance to the community pool. Sonoma is a peaceful community to call home located less than 2 miles to the new Mall at University Town Center and walking distance to the conservatory park. Also just minutes from the ockwood ridge plaza, the University Golf & County Club, lakewood ranch, restaurants, I-75, downtown Sarasota and the airport. Tenant occupied until June 30th 2026.
Listing is courtesy of: ORQUERA FLORIDA INVESTMENTS (941-203-8135)
Listing Agent: Greg Orquera (941-735-9098)
5519 NAPA DR, SARASOTA, FL 34243
$375,000136 Days on yellowkey MLS ID: A4678466
REDUCED by $20,000 (5.1%) on 05/11/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2121 Built: 2010Monthly Fee: $200 Tax: $5,700 (2024)Community: Sonoma Ph ITownhouse
Taxes:$5,700
Remarks: Large 2121 square feet corner unit in Sonoma. 3 bedroom, 2 1/2 bath, 2 car garage townhome. The first floor has entry, family room, den/office, kitchen, eat-in area, 1/2 bath and covered lanai. The second floor has master suite with sliding glass door opening onto a balcony + bath, 2 guest rooms with bath and washer/dryer area. The community provides a pool, sport court and playground. This beautiful home located just off of University Parkway is convenient to restaurants, shopping, the airport, downtown Sarasota, I-75 and excellent schools. Tenant occupied.
4627 TRAILS DR, SARASOTA, FL 34232
$897,77710 Days on yellowkey MLS ID: TB8500816
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2407 Built: 1988Monthly Fee: $195 Tax: $5,886 (2025)Community: Lakes Estates 3 Of SarasotaSpa: NoSingle Family
Taxes:$5,886
Remarks: A Very Special Home with Full Renovation An elegant path leads to the charming front porch of this beautifully renovated family home, positioned on a large corner lot amid a peaceful and lush setting in the highly desirable Lakes Estates neighborhood of Sarasota. Built by Lee Wetherington and fully renovated, this one-story open-floor plan creates an ideal balance of private and gathering spaces, with three large bedrooms, an additional fourth bedroom/office, two full baths, one half bath, formal dining and vaulted living rooms with a lovely newly updated electric fireplace and mantle. Interior and exterior painting were included in the renovation. A neutral beachy/ocean color palette and volume ceilings create a feeling of openness, with new ceramic tile flooring throughout the home. Four sets of floor to ceiling sliding patio doors bring an abundance of light into the home. The newly renovated open kitchen is complete with stylish cabinetry and mother-of-pearl cabinet handles. Updates include a huge nine-by-five island, new natural stone counters, decorative tile backsplashes, and new stainless-steel appliances. The kitchen also boasts a large bar area with decorative upper and lower cabinets and a stainless-steel wine refrigerator. All bathrooms, laundry room, and kitchen include neutral matching natural stone countertops and new cabinetry. Decorative steel plantation shutters were added to the living room, bedrooms, laundry room, and primary bathroom. New light fixtures, chandeliers, and fans were replaced throughout the interior and exterior of the home. Step outside and you will find an oversized screened lanai and private pool, all enveloped by lush Floridian foliage. Complete repainting of the interior and exterior of the home was completed. A new pool deck and a saline system, pool pump, and pool heater were included in the recent renovation. A two-car, side-entry garage with new epoxy floor coating and extra storage space completes the picture of relaxed living. Extensive landscaping was included in the renovation of this home. The Lakes Estates is a highly desirable Sarasota community with a low monthly HOA fee, offering canopied sidewalks and rich landscaping. Residents enjoy a lakeside pool, fitness center, clubhouse, and tennis courts, all within easy reach of Gulf Coast beaches, restaurants, shopping, and cultural attractions. The house may be purchased as furnished and turn-key or unfurnished.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
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