Location: Sarasota
Do Not Show Listings
2170 ROBINHOOD ST #A4-304, SARASOTA, FL 34231
$1,125,000153 Days on yellowkey MLS ID: A4677930
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1606 Built: 2026 Tax: $46,289 (2025)Community: Sarasota Bath And Racquet Club, A CondominiumCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$46,289
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under Construction. Experience refined luxury living at Bath & Racquet Residences, where modern elegance meets Sarasota’s storied legacy. This beautifully designed three-bedroom, 2.5-bath residence features floor-to-ceiling windows, custom Italian cabinetry, quartz countertops, premium Bosch appliances, and two private balconies overlooking the tranquil park setting. A separate laundry room adds to the thoughtful design and everyday convenience. Beyond your doorstep, enjoy an unparalleled collection of resort-style amenities. The community and club feature a private pool, expansive two-acre park, dog park, playground, and a scenic 1-kilometer walking trail—perfect for an active outdoor lifestyle. Sports and wellness enthusiasts will appreciate 13 tennis courts, 2 pickleball courts, 4 padel courts, a resort-style club pool, on-site restaurant, state-of-the-art fitness center, and a full-service wellness spa. Located just 4 miles from the world-famous Siesta Key beaches and 3 miles from vibrant Downtown Sarasota, this address offers the perfect blend of luxury, convenience, and coastal sophistication. Bath & Racquet Residences presents a unique opportunity for both full-time residents and investors, with short-term rentals permitted (7-night minimum), offering flexibility and income potential. Under the guidance of Tommy Haas, former World No. 2 and official club ambassador, this iconic redevelopment reimagines the historic Bath & Racquet Club, originally founded in 1969. Once the home court of tennis legends such as Chris Evert and Martina Navratilova, the property now enters a new era—honoring its rich heritage while embracing modern elegance, wellness, and active living. Designed by Halflants + Pichette Architects, Bath & Racquet Residences and Club presents 256 luxury condominiums with low HOA fees.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Cari Miller (203-722-4509)
1203 SIESTA BAYSIDE DR #1203-D, SARASOTA, FL 34242
$498,00059 Days on yellowkey MLS ID: A4690769
REDUCED by $27,000 (5.1%) on 04/27/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 959 Built: 1988 Tax: $5,340 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$5,340
High School: Sarasota High
Remarks: Sellers Are Highly Motivated! Welcome to your slice of paradise on world famous Siesta Key, just steps from the powdery white sands of Siesta Beach, recently ranked the number one beach in the United States. This beautifully updated one bedroom, one bathroom residence is the perfect blend of comfort, style, and location, ideal as a primary home, vacation retreat, or income producing investment with weekly rentals allowed. From the moment you enter the gated community of Gulf and Bay Club Bayside, you are surrounded by lush tropical landscaping and a sense of pride in ownership that truly sets this community apart. This impeccably maintained residence offers easy single level living with a bright and open layout, finished in a warm neutral palette. The living and dining areas are enhanced with charming details such as wainscoting, while the updated kitchen features stainless steel appliances, beautiful countertops, and well-appointed cabinetry, all flowing seamlessly into the main living space. The oversized primary bedroom offers a peaceful retreat with a large walk-in closet, while the upgraded bathroom features a stunning tile shower, dual sinks with quartz countertops, and excellent storage. A private laundry area adds convenience, and with no carpet throughout, the home is clean, modern, and move in ready. The AC and water heater were both replaced in 2022. Enjoy your morning coffee in the adorable dining nook or unwind in the bright and airy lanai, the perfect place to relax at the end of the day. This residence also includes a rare one car garage and private driveway, making island living effortless. Gulf and Bay Club Bayside offers an exceptional array of resort style amenities including two heated pools, a clubhouse, fitness center, saunas, pickleball and tennis courts, BBQ areas, walking paths, scenic ponds with fountains, and a fishing pier on the Intracoastal Waterway where you can enjoy sunsets, dolphins, and passing boats. Private deeded beach access just across the street makes it easy to enjoy the turquoise waters and world-famous quartz sand whenever you choose. Ideally located between Siesta Key Village and Stickney Point Road, you are moments from top rated dining, boutique shopping, live entertainment, and water activities. The Siesta Key Trolley provides easy access across the island, making every day feel like a vacation. Offered furnished and thoughtfully updated, this residence truly lives larger than expected and is ready for immediate enjoyment. Whether you are looking to relax, entertain, or invest, this is an incredible opportunity to own in one of the most desirable communities on Siesta Key. Schedule your private showing today and experience the coastal lifestyle you have been dreaming of.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Rachelle Golden (941-538-8998)
845 BENJAMIN FRANKLIN DR #302, SARASOTA, FL 34236
$429,000101 Days on yellowkey MLS ID: A4685441
REDUCED by $15,000 (3.4%) on 05/13/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 756 Built: 1974 Tax: $5,928 (2025)Community: Presidential TheCondo
Taxes:$5,928
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: QUICK SALE NEEDED! Seller will entertain any reasonable offer. BEACH LOVERS WANTED! You can experience the Lido Key lifestyle daily in this updated 1-bedroom + den 3rd floor Condo with pool and peakaboo view of the Gulf of Mexico. Ideally located directly across from Lido Beach and a short walk to St. Armand Circle, Ted Sperling Park, and Lido Beach Park. Perfect for easy beach-to-door living!! With only 40 Units, this Boutique Community is your perfect hideaway. The property abounds with palm trees and exotic plants. There is elevator access or two sets of stairs. Recent Condo updates include custom reclaimed wood kitchen & bathroom cabinetry (from the Brooklyn Shipyard), newer appliances-stone tiled bathroom- air conditioning-hot water heater-and impact sliding doors. Being offered completely furnished (*except some artwork, antiques)- just bring your suitcases! The Bayrunner Trolley stops out front and is free. Enjoy Sarasota's extensive Arts, Restaurants and nightlife without ever worrying about parking after your day in the sun. Make an appointment to see this gem now.
Listing Agent: Wayne Fastzkie (941-315-0442)
1015 VILLAGIO CIR #202, SARASOTA, FL 34237
$189,00078 Days on yellowkey MLS ID: A4688276
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 822 Built: 2002 Tax: $2,414 (2025)Community: VillagioCondo
Taxes:$2,414
Elementary School: Tuttle Elementary
High School: Booker High
Remarks: Welcome to the desired Villagio Condominiums, close to downtown Sarasota. This bright and spacious 1/1 unit, located on the second floor, features modern vinyl flooring throughout the living spaces, giving the unit a fresh feel. You’ll like the high tray ceilings in the living and dining combo room. Glass sliding doors lead out to the covered lanai and bring in lots of natural light. The kitchen has plenty of storage and the breakfast bar adds to the open feel. The primary bedroom has a roomy walk-in closet and the bathroom with bathtub has entrances from the bedroom and the living space. A laundry room off the kitchen with washer and dryer and an office/storage nook in the center of the unit will help keeping everything organized. The unit is nestled within the gated Villagio condominium association, minutes away from downtown Sarasota, shopping and the beautiful beaches, with easy access to 301, I75 and public transportation. Community amenities include a heated resort-style pool, tennis court, playground and gym. The whole community had new roofs installed in 2021 and all the buildings painted in 2024. Perfect for full time or part time residents, as well as investors.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Corinne Gillett (941-321-8330)
1249 DOCKSIDE PL #110, SARASOTA, FL 34242
$825,00084 Days on yellowkey MLS ID: A4687526
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1217 Built: 1982 Tax: $7,705 (2025)Community: Harbour TowneCondo
Taxes:$7,705
Remarks: Welcome to your slice of paradise on Siesta Key! This beautifully maintained two-bedroom, two-bath first-floor end unit offers a blend of comfort, convenience and coastal living with no stairs to climb and easy access throughout. Ideally just a short two-block stroll to world-famous Siesta Key Beach, you’ll enjoy powdery quartz sand that stays cool underfoot, even on warmest days. This well-maintained island condominium features a roomy layout and comes fully furnished, making it move-in ready or ideal as an income-producing rental. The generous screened lanai overlooks the peaceful marina, creating a spot to relax with your morning coffee or unwind at sunset. Boating enthusiasts will appreciate the sought-after deeded boat dock, providing direct water access to the Intracoastal Waterway. The private garage with overhead storage offers plenty of extra space for beach, fishing gear and more. Within the desirable Harbour Towne community, residents enjoy a host of amenities including a heated swimming pool, spa, tennis and pickleball courts, plus a welcoming clubhouse known for its friendly, social atmosphere. Whether you're seeking a seasonal getaway or investment opportunity, this condominium checks every box. Enjoy the laid-back Siesta Key lifestyle with dining, shopping and entertainment just minutes away, all while living near one of the world’s celebrated beaches.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Peg Davant (941-356-4552)
7223 CLOISTER DR #111, SARASOTA, FL 34231
$250,000220 Days on yellowkey MLS ID: C7517166
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1257 Built: 1984Monthly Fee: $525 Tax: $2,876 (2024)Community: Gulf Gate GardensCondo
Taxes:$2,876
Elementary School: Gulf Gate Elementary
Tax Year: 2024
Remarks: This thoughtfully updated and coveted corner/end unit is ready for you to call it home! A rare 2 Bedroom 2-1/2 bath townhome that boasts newer updates which include granite countertops and soft close cabinetry throughout, a stylishly designed dining room ceiling, luxury vinyl plank flooring, and an enclosed rear porch so you can enjoy the outdoors in comfort 365 days a year. Conveniently close parking and a community pool are just steps away from your door! With an abundance of shopping and restuarants in the area as well as plans for more in the old Sarasota mall location, there will be no shortage of activities. Located approximately 6 miles away from the white sands of Siesta Key beach, know that you picked a great location with all of SW Florida's prized amenities at an excellent price point! Book your showing today!
Listing is courtesy of: ERA ADVANTAGE REALTY, INC. (941-255-5300)
Listing Agent: Khari Nixon (317-503-5350)
350 GOLDEN GATE PT #62, SARASOTA, FL 34236
$1,175,000189 Days on yellowkey MLS ID: A4674150
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1677 Built: 1969 Tax: $9,359 (2024)Community: Bay Point AptsCondo
Taxes:$9,359
Remarks: The first thing you notice is the view: a full sweep of Sarasota Bay through a wall of windows that defines the main living space. Natural light fills the open living and dining areas, where the water, the John Ringling Bridge, and the downtown skyline sit in clear, uninterrupted sight. A sizeable, light-filled great room anchors the floor plan, offering generous space for living, dining, and relaxing. The kitchen is designed for function and ease, with quartz countertops, white soft-close cabinetry, glass-front display cabinets, and stainless-steel appliances. A peninsula with bar seating connects the kitchen to the main living area, and a built-in desk overlooks the bay as an ideal workspace or breakfast bar with a true waterfront backdrop. The primary suite continues the same water-facing views, offering a wide picture window, recessed lighting, and an en-suite bath with a dual-sink vanity, quartz countertops, tall storage cabinetry, and a seamless-glass walk-in shower. The guest bedroom offers bay views as well, and a second full bathroom features an updated vanity and walk-in shower. Tile flooring runs throughout, maintaining a cohesive flow from room to room. Bay Point Apartments offers a relaxed waterfront lifestyle with a community pool, outdoor lounging space, and a day dock for fishing, launching kayaks, or welcoming friends arriving by boat. Located on quiet Golden Gate Point, the building is minutes to downtown Sarasota, St. Armands Circle, and Lido Beach.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
800 BENJAMIN FRANKLIN DR #304, SARASOTA, FL 34236
$715,00027 Days on yellowkey MLS ID: A4694518
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 900 Built: 1978 Tax: $8,856 (2025)Community: Lido AmbassadorSpa: NoCondo
Taxes:$8,856
Remarks: Welcome to Unit 304 at Lido Ambassador — a beautifully appointed 1-bedroom, 1.5-bath residence where coastal elegance and comfort come together. This exceptional residence is located within an intimate community of just 74 residences, offering a more private and relaxed lifestyle in one of the best locations directly on Lido Key Beach. The stunning kitchen features quartz countertops, designer light fixtures, and a stylish modern feel, perfect for everyday living or entertaining. The inviting living room offers a versatile sectional which can be arranged as two twin beds for guests, while the dining area is enhanced with lovely Serena & Lily dining chairs that complement the home's relaxed coastal aesthetic. The coastal vibe continues into the spacious primary bedroom featuring a king-size bed designed for comfort and relaxation. Step outside onto your private balcony and take in stunning Gulf views while enjoying the sea breeze. Additional features include private storage, assigned parking space, and a recently installed new A/C for added comfort and peace of mind. Residents enjoy a community pool with exciting upgrades nearing completion, a fitness room, and a recreational room complete with a pool table and gathering space for community activities and social events. Ideally situated next door to Lido Beach Resort and within walking distance to St. Armands Circle and the beautiful beaches of Lido Key, this residence represents an exceptional value and offers one of the best locations on Lido Key Beach. Paradise is calling-unpack and start living the dream! Being sold Turn-key furnished for a seamless transition to beachside living!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Kathryn Dieter (941-299-2089)
4820 KESTRAL PARK CIR #18, SARASOTA, FL 34231
$499,00027 Days on yellowkey MLS ID: A4694438
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1570 Built: 1982 Tax: $5,710 (2025)Community: Landings Carriagehouse IiCondo
Taxes:$5,710
Remarks: Welcome to one of The Landings' best-kept secrets. Tucked inside the intimate Carriage House community, this 2-bedroom, 2-bath residence delivers the feel of a single-family home wrapped in the ease of maintenance-free living ? and it's move-in ready. Inside, tile flooring flows throughout, anchoring a bright, open layout that feels larger than its footprint suggests. The updated kitchen impresses with a modern aesthetic, solid surface counters, and finishes that feel fresh and intentional, not dated. Both bathrooms have been thoughtfully remodeled, featuring solid surface counters and elegant tile enclosures. A wood-burning fireplace adds warmth and character, making this home as livable as it is lovely. Your private one-car garage sits just beyond a charming paver driveway shared with only one neighbor. This quiet, neighborly setup that feels nothing like a typical condo. Step outside and enjoy two generous lanais plus a courtyard patio designed for the kind of everyday outdoor living that makes Sarasota so irresistible. Peace of mind comes standard: a brand-new 2026 roof means this home is as solid as it is stylish. Offered unfurnished and ready for immediate occupancy. Residents of Carriage House II enjoy access to a beautiful pool and clubhouse, all set amid lush, manicured grounds surrounding a tranquil lake with fountains, turtles, and ducks. Membership to The Landings Racquet Club is available but not included or required ? a wonderful option for those who want the full lifestyle package. The Landings' coveted location west of the Trail puts everything within easy reach.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Judy Greene (941-350-0451)
7217 CLOISTER DR #203, SARASOTA, FL 34231
$150,000169 Days on yellowkey MLS ID: A4675102
REDUCED by $24,999 (14.3%) on 05/22/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 701 Built: 1984 Tax: $745 (2025)Community: Gulf Gate GardensCondo
Taxes:$745
Elementary School: Wilkinson Elementary
Middle School: Pine View School
Remarks: This thoughtfully updated end-unit condo in Gulf Gate Gardens is ready for you to make it home! This 1 bedroom, 1 bathroom residence offers a welcoming blend of modern comfort and everyday convenience, with the added benefit of an extra window that fills the space with abundant natural light. The interior has been tastefully refreshed with a brand-new AC unit, tankless water heater, luxury vinyl plank flooring throughout, new stainless-steel appliances, and sleek, beautiful kitchen countertops; creating a clean, contemporary feel from top to bottom. The enclosed rear porch provides a bright and relaxing additional living area where you can enjoy the outdoors year-round, all while appreciating the privacy of no rear neighbors. Convenient parking is located just steps from your door, and the community pool is nearby for easy access. You’ll also appreciate the private downstairs storage space, perfect for beach chairs and other coastal essentials. Located just miles from the white sands of Siesta Key Beach and minutes from downtown Sarasota, I-75, and the UTC Mall area, this condo places you close to everything while remaining tucked into a peaceful community. Move-in ready, light-filled, and perfectly located; this is Sarasota living made easy!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Mairead Smialek (847-334-4848)
5450 BENTGRASS DR #5-111, SARASOTA, FL 34235
$220,00035 Days on yellowkey MLS ID: A4693500
1 Days Off yellowkey (back on 5/22/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1192 Built: 2002 Tax: $2,853 (2025)Community: Las Palmas Of SarsotaCondo
Taxes:$2,853
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. Experience the perfect blend of comfort, convenience, and resort-style living in this beautifully located first-floor condo featuring 2 bedrooms, 2 baths, and an attached 1-car garage. Designed with a desirable split-bedroom layout, this home is just steps from the pool and offers access to exceptional gated community amenities including two sparkling swimming pools, a hot tub, fitness center, billiard room, grilling areas, tennis courts, and scenic walking and biking trails. Select furnishings in the master bedroom and kitchen/dining area can stay, making this an easy move-in ready opportunity for full-time residents, seasonal owners, or investors. Ideally situated just one mile from The Mall at University Town Center with over 32 restaurants, premier shopping, and close to Nathan Benderson Park and Mote Marine Laboratory & Aquarium. Enjoy easy access to I-75, Sarasota-Bradenton International Airport, and vibrant Downtown Sarasota with its dining, arts, and waterfront attractions just minutes away. A wonderful opportunity to enjoy the Florida lifestyle year-round or seasonally.
Listing Agent: Leslie Capozzi (941-248-6062)
1700 COVE II PL #324, SARASOTA, FL 34242
$824,90090 Days on yellowkey MLS ID: A4686403
0 Days Off yellowkey (back on 5/22/2026)
REDUCED by $25,000 (2.9%) on 05/17/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1720 Built: 1979 Tax: $7,965 (2025)Community: Midnight Cove IiCondo
Taxes:$7,965
Remarks: Under contract-accepting backup offers. 3 BEDROOMS ON SIESTA KEY! ONE WEEK RENTALS! DEEDED BEACH ACCESS! WATER VIEWS! DOCKS AVAILABLE! Fantastic 3 bedroom townhouse at Midnight Cove II. 2nd and 3rd floor with lovely views and deeded beach access. Plenty of room for family and friends. Large sized living, dining and kitchen area. Perfect for family gatherings! Midnight Cove II offers deeded beach access directly across the street, marina with slips available, beautiful grounds, grilling area, tennis, pickleball, basketball court, fitness center and a large, heated pool. And bring the large pup too! Great association with onsite rental and management office. Fully funded reserves, milestone inspections complete! Turnkey furnished too! Walk to nearby dining, shopping, water sports and more. See this unit today!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Kim Sheridan (941-313-0262)
5152 NORTHRIDGE RD #302, SARASOTA, FL 34238
$153,00028 Days on yellowkey MLS ID: A4694456
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 843 Built: 1999Monthly Fee: $414 Tax: $1,810 (2025)Community: Serenade On Palmer RanchCondo
Taxes:$1,810
Elementary School: None
High School: None
Middle School: None
Remarks: New everything, 10 foot ceilings in this beautiful third floor condo. Washer/dryer closet. Screened patio. Storage closet in hallway. New vinyl floors throughout, fresh paint, new granite kitchen and bath countertops, all new stainless kitchen appliances, new bathroom vanity , new kitchen cabinets including extra top row of cabinets for extra storage! New sinks, door hardware, fans, light fixtures, etc. shows amazing. This gated community offers 2 pools including one right next to the building only steps away. Gas grill and charcoal grill. Spa, tennis, excellent gym, clubhouse. Located walking distance to Publix, shopping, restaurants, and only 6.5 miles to siesta key.
Listing is courtesy of: ONE STEP AHEAD REALTY INC (561-951-7332)
Listing Agent: Joseph Stephens (941-400-9084)
1703 STARLING DR #1703, SARASOTA, FL 34231
$699,000244 Days on yellowkey MLS ID: A4668895
REDUCED by $50,000 (6.7%) on 05/22/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2172 Built: 1993 Tax: $4,481 (2024)Community: Villas At Eagles PointCondo
Taxes:$4,481
Remarks: Welcome to carefree living in The Landings. This beautifully remodeled townhome makes carefree living an absolute dream! Not an inch has gone untouched, showcasing modern luxury finishes. Whether you're looking to winter in Sarasota or enjoy all that The Landings Racquet Club has to offer all year long, you are sure to relish coming home. The first-floor primary bedroom is very spacious, with an equally comfortable en suite and custom walk-in closet. The large back lanai features perfect privacy. There is a loft or family room upstairs, just outside the additional two bedrooms; perfect for an office, playroom, or sitting area. The neighborhood offers a 24-hr manned security gate, a world-class tennis and pickleball facility, pool, fitness center, and clubhouse. You'll never need to leave! But when you choose to venture out, popular restaurants and shopping are just outside the gates!
Listing Agent: Tracy Leclair (941-209-0549)
4037 CROCKERS LAKE BLVD #25, SARASOTA, FL 34238
$149,90073 Days on yellowkey MLS ID: C7524221
REDUCED by $9,100 (5.7%) on 05/22/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 688 Built: 1989 Tax: $1,570 (2025)Community: Vintage GrandCondo
Taxes:$1,570
Remarks: Several photos have been virtually staged. The property is back on the market through no fault of the property, the previous buyer's personal situation changed before performing any inspections. It’s the larger of the two 1-bedroom, 1-bath models in the community and features a separate dining area, giving it a more open and functional layout. The unit has been recently updated and is truly move-in ready. Kitchen Granite Countertop with new Pull Handles, new Garbage Disposal, new LED Flat Panel Kitchen Light, new Bathroom Vanity, new Sink, new Faucet, new Toilet, new Bedroom Blind, new Contemporary Ceiling Fans with Lights and Remotes, new Door Hardwares - including new Hinges, new matching designer Handles plus new Entry Door Lock. No Carpet - Sleek Flooring throughout home. You’ll find a full-size washer and dryer inside, vaulted ceilings that add to the spacious feel, and fresh interior paint throughout. There’s also a private storage closet off the screened balcony, complete with a sun shade—perfect for enjoying the Florida lifestyle. The monthly HOA fee is just $362 and covers internet, trash, exterior maintenance, landscaping, interior & exterior pest control, common area insurance and full access to all community amenities. Major updates have already been taken care of, including new impact windows, a new roof, and fresh exterior paint. Location is hard to beat—just a few miles from Siesta Key Beach, and within walking distance to Costco right across the street. Plus, the nearby Sarasota Square redevelopment is set to bring in popular additions like Trader Joe’s and Whole Foods. Opportunities like this don’t come around often—schedule your showing today before it’s gone.
Listing is courtesy of: ANYTIME REALTY LLC (941-564-6358)
Listing Agent: Joseph Ciarla (941-730-1247)
5240 HYLAND HILLS AVE #1415, SARASOTA, FL 34241
$275,000248 Days on yellowkey MLS ID: A4668246
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1433 Built: 2000 Tax: $1,674 (2024)Community: Veranda 4 At Heritage OaksCondo
Taxes:$1,674
Remarks: Stunning golf course and lake views await you in this beautifully renovated ground floor, fully furnished 2BR + den, 2BA condo in the highly desirable Heritage Oaks Golf & Country Club. Overlooking the signature 14th hole and a peaceful lake, this move-in ready home features a remodeled kitchen with granite countertops, modern appliances, and a classic open floor-plan. Both bathrooms have been tastefully updated with granite vanities and frameless glass walk-in showers. A brand-new AC unit ensures year-round comfort, and the private one-car garage adds convenience and storage. Offered fully furnished, this unit is perfect as a seasonal retreat or full-time residence. Heritage Oaks offers a Ron Garl–designed 18-hole championship golf course, 5 heated pools, 4 tennis courts, fitness center, scenic walking trails, and a 20,000 sq. ft. clubhouse with a full-service restaurant. Don't miss your chance to own one of the best views in this amenity-rich, gated Sarasota community.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Mitchell Helmuth (941-302-4212)
445 N ORANGE AVE #210, SARASOTA, FL 34236
$435,000157 Days on yellowkey MLS ID: A4677633
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 494 Built: 2009 Tax: $4,379 (2025)Community: Citrus SquareSpa: NoCondo
Taxes:$4,379
Elementary School: Alta Vista Elementary
Remarks: One or more photo(s) has been virtually staged. NEW PRICE!! Now offered at $435,000. Ideally located in the heart of downtown Sarasota, this well-maintatined Citrus Square condominium offers elevated second floor living with a private balcony overlooking the courtyard and surrounding treetops. The residence features high ceilings, an open living and kitchen layout with granite countertops, wood cabinets, stainless appliances, and in-unit laundry. Solid concrete construction, secured parking, elevator access, and walkable proximity to restaurants, theaters, shopping, and the bayfront complete this inviting downtown lifestyle opportunity.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Clifford Pierce (941-928-0018)
1330 GLEN OAKS DR E #269D, SARASOTA, FL 34232
$130,00056 Days on yellowkey MLS ID: A4691075
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1978 Tax: $2,013 (2025)Community: Glen Oaks Garden Apts 2Condo
Taxes:$2,013
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated turnkey corner unit in the desirable 55+ community of Glen Oaks! This light and bright residence features newer flooring throughout and offers the ease of low-maintenance living. Enjoy the convenience of on-floor storage and common laundry, plus elevator access for added comfort. Ideally located just one building from the pool, you’ll have quick access to relaxation and social spaces. Glen Oaks is a sought after neighborhood with an active lifestyle and entertainment. The property includes a dedicated carport along with ample guest parking, perfect for entertaining friends and family. Centrally situated, you’re just minutes from UTC shopping and dining, downtown Sarasota, and the area’s world-renowned beaches. A fantastic opportunity to enjoy the Florida lifestyle in a vibrant and convenient location!
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Nikki Weiss (941-468-9551)
2635 MOSS OAK DR #55, SARASOTA, FL 34231
$490,00028 Days on yellowkey MLS ID: A4694301
0 Days Off yellowkey (back on 5/21/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1985 Built: 1989 Tax: $1,966 (2025)Community: Woodbridge EstatesSpa: NoCondo
Taxes:$1,966
Remarks: Woodbridge Estates at its finest! End unit, with total privacy, vaulted ceilings in almost every room, wood and ceramic tile floorings throughout, including the two screened porches. This villa style home lives like a single-family home, with everything remodeled in the last few years. The eat-in-kitchen has wooden cabinets, stainless steel appliances, Quartz countertops, under mount sink, back splash tile and pass-through to the dining room. Living room has wood burning fireplace, and opens up to a large, screened porch. Master bedroom has a huge walk-in -closet and totally renovated bathroom with walk-in-shower and soaking tub, dual counter sinks with Quartz countertops, The den-office is located off the dining room and has access to the guest bathroom. The second bedroom opens up to a small, screened porch as well. The 2-car garage is oversized, and both garage door and side entrance door were replaced in 2023 and extra space for a work bench. Woodbridge is located on 13 acres, with 60 villas and the amenities are tennis/pickleball courts, Manor house with 2 suites available to rent for guests and heated swimming pool. The community is gated from 7pm to 7am. The location is perfect for getting to the beach, shopping and 5 miles to I-75.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Dede Curran (941-928-3255)
3506 AUBURN CT #230, SARASOTA, FL 34231
$270,00028 Days on yellowkey MLS ID: TB8510245
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1515 Built: 1978Monthly Fee: $367 Tax: $3,013 (2025)Community: Village In The PinesSpa: NoCondo
Taxes:$3,013
Remarks: Welcome to this charming condo/villa located in the highly desirable Village in the Pines North, a friendly 55+ community in the heart of Sarasota. This spacious 2-bedroom, 2-bathroom residence features a split floor plan, offering privacy and comfort for both owners and guests. The bright kitchen is equipped with stainless steel appliances, and the home includes a convenient laundry room, just off the garage entry, with washer and dryer plus plenty of room for storage. A standout feature is the elegant Waterford crystal pineapple chandelier that adds a touch of sophistication to the dining area. Enjoy Florida living year-round in the large, enclosed patio, perfect for relaxing, entertaining, or creating a cozy garden retreat. There is an additional, fenced-in patio just off the kitchen, perfect for enjoying a cup of coffee in the morning or dinner outside as well as a courtyard off of the dining room, perfect for plants or a garden. The attached 2-car garage provides ample storage and convenience. This home offers tremendous potential and is priced to sell, making it an excellent opportunity for buyers looking to personalize a space in a wonderful community. Residents enjoy access to a sparkling community pool and clubhouse, just minutes from Sarasota’s beautiful beaches, top-rated restaurants, shopping, and easy highway access.
Listing is courtesy of: CENTURY 21 CIRCLE (813-643-0054)
Listing Agent: Michelle Utter (815-483-8968)
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