Location: Sarasota
Do Not Show Listings
5228 CALLE MENORCA, SARASOTA, FL 34242
$2,890,00087 Days on yellowkey MLS ID: O6377280
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 1998 Built: 1965 Tax: $13,996 (2025)Community: Sarasota BeachApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$13,996
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Discover an exceptional income-generating property in the heart of coveted Siesta Key! This fully renovated multi-unit compound features two spacious 3-bedroom, 2-bathroom units (one upstairs, one downstairs), with an impressive $393,000 gross income in 2023 and $350,000 in 2024 (despite hurricane-related downtime), this turnkey investment provides immediate cash flow. The property boasts recent upgrades including brand-new AC (2025), updated flooring (2024-2025), modernized plumbing (2024), electrical (2022), and refreshed hot tubs (2021). What sets this opportunity apart is its CG zoning with a special exemption for nightly rentals—a rare advantage that not only protects your rental business but also unlocks significant development potential. Future possibilities include constructing an 85-foot building with ground-floor parking, 11 two-bedroom units, and a stunning rooftop pool. Whether you're seeking a high-performing Airbnb rental portfolio or a strategic redevelopment opportunity in one of Florida's most desirable beach destinations, this property delivers both immediate income and long-term appreciation potential. Absentee owner managed; turnkey operation available at on a 10% management fee with all staff staying in place. Can by purchased as a portfolio along with 6550 Sabal Drive.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
1150 RUSSELL AVE, SARASOTA, FL 34232
$319,900219 Days on yellowkey MLS ID: O6344789
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1979 Tax: $3,183 (2024)Community: Coffman ManorSingle Family
Taxes:$3,183
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Charming 3-bedroom, 2-bathroom single-family home in the heart of Sarasota! With approximately 1,120 sq. ft. of living space, this well-maintained home offers a bright and inviting interior, perfect for comfortable everyday living. Enjoy the spacious yard on a 9,374 sq. ft. lot, ideal for outdoor gatherings and gardening. Conveniently located close to shopping, dining, schools, and the beautiful Gulf Coast beaches, this property combines small-town charm with easy access to city amenities. Don’t miss the opportunity to make this Sarasota gem your new home!
Listing is courtesy of: HOUWZER INC (267-765-2080)
Listing Agent: Daniel Robinson (407-907-5501)
1 BENJAMIN FRANKLIN DR #55, SARASOTA, FL 34236
$895,000108 Days on yellowkey MLS ID: A4677053
5 Days Off yellowkey (back on 4/7/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1389 Built: 1968 Tax: $6,207 (2025)Community: St Armand Towers NorthSpa: NoCondo
Taxes:$6,207
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: ST. ARMANDS TOWERS NORTH - Located directly across from the sugar-white sands of Lido Beach and just one block from vibrant St. Armands Circle boutiques, galleries, and culinary experiences. This stylish northeast-facing residence on the fifth floor is sold furnished and ready for immediate enjoyment. The interior was designed for effortless elegance, featuring warm bamboo flooring, crisp crown molding, and plantation shutters that beautifully filter the Florida sun. The open-concept floor plan flows seamlessly through three sets of sliding glass doors (with new hurricane shutters) in the living room and both bedrooms, to an expansive 240 sq. ft. balcony—your private sanctuary for enjoying tropical breezes. The kitchen boasts a delightfully functional layout, with ample cabinetry, granite countertops, and stainless-steel appliances. Two full bathrooms include a primary ensuite, offering privacy for you and your guests. Convenience meets beachside luxury with an in-unit washer/dryer, large storage closet, and a dedicated covered carport space with an adjacent storage locker. The St. Armands Towers North community provides a worry-free living experience, having completed all required structural reviews. An on-site manager keeps the building in top condition; proactive maintenance keeps fees low, and the reserves are fully funded. Residents can indulge in a resort-like lifestyle with fantastic amenities, including a heated pool with Gulf views, exercise room, library, and beautiful newly remodeled community room. Location is everything, and this condo delivers. Whether you enjoy sunbathing on the sands of Lido Beach, exploring the kayak launches and nature trails of nearby South Lido Park, shopping, and dining on St. Armands, or relaxing in the splendor of your refined retreat, this property offers the ultimate island experience. A free local shuttle with a stop nearby even provides convenient transport directly to downtown Sarasota, allowing you easy access to explore the area's rich cultural offerings. Enjoy sophisticated, maintenance-free coastal living at one of Lido Key’s most desirable addresses!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Doug Parks (941-400-9087)
1005 GREYSTONE LN, SARASOTA, FL 34232
$325,00018 Days on yellowkey MLS ID: A4688734
0 Days Off yellowkey (back on 4/7/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1834 Built: 1988Monthly Fee: $75 Tax: $2,361 (2025)Community: GreystoneSpa: NoSingle Family
Taxes:$2,361
Remarks: This property is being sold AS IS and requires a Full Rehab—perfect for investors or buyers looking to create their dream home. A New Roof and AC were installed in 2025, but most other aspects of the home will need updating. Due to the condition, please enter and view with caution. Seller will only consider Cash Offers. Nestled in Intimate Community of just 21 Homes all on a Cul-de-Sac Street, this rare opportunity offers incredible potential in a highly convenient location. Just minutes from I-75, with easy access to Shopping, Dining, Benderson Park, Fruitville Park, and the 17th Street Dog Park. Owned by the same Homeowner for over 25 years, this 3-Bedroom, 2-Bathroom residence with a 2-car Garage features 1,834 square feet under air and a desirable split floor plan. The spacious Great Room boasts high ceilings and flows seamlessly to the Lanai through French Doors, also accessible from the French Doors in the Primary Bedroom—ideal for Indoor-Outdoor Living. The Kitchen includes a breakfast bar and an eat-in nook with a charming bay window. Situated on a corner lot with a circular driveway, the property also includes an In-Ground Pool and Lanai—both ready to be reimagined. Interior features include a Foyer Entry, Interior Utility Room, tile and concrete flooring (old damaged carpet has been removed), and a functional layout ready for customization. Bring your vision and unlock the potential of this property!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Mike Bridges (941-316-6530)
7336 CURLEW ST, SARASOTA, FL 34241
$1,570,00036 Days on yellowkey MLS ID: A4686587
REDUCED by $400,000 (20.3%) on 04/07/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2126 Built: 1986 Tax: $5,595 (2025)Community: Lakewood Tr CSpa: YesSingle Family
Taxes:$5,595
Remarks: Tucked away off Clark Road in Sarasota, this extraordinary property is more than a home, it’s a private sanctuary for those who value space, serenity, and possibility. Set on just over six lush acres with a winding, tree-lined driveway, the experience begins the moment you arrive. With over 400 mature trees, this one-of-a-kind place feels like your own botanical retreat. A rich variety of avocado, mango, eucalyptus, jacaranda, macadamia, lychee, starfruit, jackfruit, and Thai jujube trees create a vibrant, ever-changing landscape filled with color, texture, and life. This setting is both inspiring and rare. In the southwest corner of the property lies a picturesque one-acre private lake, offering tranquil water views and a sense of calm that’s hard to find. The expansive grounds, zoned 2-acre Open Use Estate, provide incredible flexibility for those seeking a private retreat, a multi-use property, or simply room to breathe and grow. The two-story residence is light and bright, blending indoor and outdoor living seamlessly. Strategically placed windows invite natural light to pour in while capturing beautiful views of the surrounding landscape from nearly every room. The result is a home that feels open, airy, and deeply connected to its environment. Every corner of this property has been designed to embrace the outdoors and enhance the sense of privacy and escape. One of the most compelling aspects of this offering is the freedom it provides. With no deed restrictions, no CDD fees, and no homeowners association, you have the flexibility to truly make this property your own. Bring your RV, boat, trailers, and toys—there’s ample space and no limitations holding you back. Properties like this are exceptionally rare in Sarasota—a peaceful, private oasis with acreage, natural beauty, and unlimited potential, all within reach of the area’s renowned amenities, beaches, and lifestyle. Located 7 short minutes away from I-75 and just 25 minutes from the sugar soft sands of Siesta Key. This is not just a place to live—it’s a place to create, to unwind, and to experience Florida in its most authentic and inspiring form. As Mark Twain once said, “Buy land, they're not making it anymore.”
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Kathryn Plosica (908-489-2010)
7549 WESTMORELAND DR, SARASOTA, FL 34243
$569,00051 Days on yellowkey MLS ID: A4684919
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1410 Built: 1956Monthly Fee: $3 Tax: $2,912 (2024)Community: Whitfield Estates Unit 1Single Family
Taxes:$2,912
Remarks: West of the Trail in Whitfield Estates, this mid-century gem captures the charm and character that define classic Florida architecture. From the original terrazzo floors to the preserved kitchen design, the home reflects the clean lines and simplicity that make mid-century residences so desirable. The spacious great room with fireplace serves as the heart of the home, offering natural light and comfortable gathering space while maintaining its authentic architectural appeal. Situated on a rare double lot, the property offers exceptional flexibility and long-term potential. Expand the footprint, design a custom pool, add a detached garage, or simply enjoy the privacy and space that are increasingly rare west of the Trail. Located on sought-after Westmoreland Drive, just across from multi-million-dollar bayfront estates, this property blends historic charm with premier positioning. Residents of Whitfield Estates have the unique opportunity to enjoy dining at nearby Sara Bay Country Club. For an optional annual HOA fee of just $35, owners may obtain a culinary membership granting full access to the clubhouse for dining and social events (golf privileges not included; membership subject to club approval). Minutes to Sarasota Bay, IMG Academy, SRQ Airport, and downtown Sarasota — this is authenticity, land, and lifestyle in one of the area’s most established West of the Trail neighborhoods.
Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)
Listing Agent: Lisa Kartz (941-587-3602)
3236 FOUNDERS CLUB DR, SARASOTA, FL 34240
$5,999,999170 Days on yellowkey MLS ID: A4670256
Bed: 5 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 7149 Built: 2022Monthly Fee: $443 Tax: $21,818 (2024)Community: Founders ClubSpa: YesSingle Family
Taxes:$21,818
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. There is simply nothing else like this in Sarasota. Sold turnkey furnished with full price offer. Built in 2022 and thoughtfully designed from the ground up, this custom modern estate in The Founders Club represents the pinnacle of what Southwest Florida luxury living has become and what most buyers searching this market quietly wish they could find. At 7,149 sq. ft. of air-conditioned living on a 25,000+ sq. ft. homesite, the scale alone is exceptional. But scale without soul is just square footage. Here, every decision, the glass-and-wood floating staircase, the temperature-controlled feature wine wall, the soaring volume ceilings and lake views through walls of glass, was made with intention. The chef's kitchen is anchored by an oversized waterfall island and equipped with Wolf appliances, dual dishwashers, custom cabinetry, and a fully outfitted butler's pantry with a dedicated Miele coffee station. Two private offices, a home gym, and a dedicated theater address how high-net-worth buyers actually live and work today. Outside, the resort environment rivals anything in the region: a lap-lane pool with raised spa, sun shelf, and submerged seating, a fire-pit lounge, a covered lanai with fireplace, and a full summer kitchen, all oriented toward peaceful preserve and lake views. Full Crestron-integrated smart home automation governs lighting, climate, security, audio, and pool systems, backed by more than $250,000 in A/V infrastructure and impact windows and doors throughout. A 4-car garage completes the package. The Founders Club offers optional golf membership, no CDD fees, and a location that puts Siesta Key and Lido Beach within a short drive, along with the dining and boutiques of St. Armands Circle, the cultural venues of downtown Sarasota, Waterside Place, UTC, and Lakewood Ranch. This is the listing your most discerning buyer has been waiting for. Private showings available by appointment, your clients deserve to experience this one in person.
Listing is courtesy of: BEYOND REALTY LLC (941-467-4673)
Listing Agent: Darren Dowling (941-204-0493)
5501 ROSEHILL RD #103, SARASOTA, FL 34233
$185,000111 Days on yellowkey MLS ID: A4676093
REDUCED by $5,000 (2.6%) on 04/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1112 Built: 2002 Tax: $2,618 (2024)Community: Admirals WalkCondo
Taxes:$2,618
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: The most affordable two-bedroom residence currently offered in the community presents an exceptional opportunity for buyers seeking comfort, value, and location. With a motivated seller, this move-in-ready first-floor home features, stair-free access, and upgrades rarely found at this price point, making it an outstanding option within this well-established Sarasota community. Inside, the home features a bright, open floor plan with 1,112 square feet of living space designed for everyday comfort and functionality. The living and dining areas flow seamlessly together, making the space ideal for relaxing or entertaining, while large windows allow natural light to fill the home. The kitchen offers ample cabinetry and a functional layout with an eating space that connects naturally to the main living areas. Recent improvements include a newer range and dryer, along with a new HVAC installed in 2023, providing added peace of mind. The split-bedroom design provides privacy and flexibility, with two spacious ensuite bedrooms, each featuring a walk-in closet and its own private bathroom. The primary suite is thoughtfully positioned for comfort, while the second bedroom is perfect for guests or extended stays. Flooring throughout includes a combination of ceramic tile and luxury vinyl, offering both durability and easy maintenance. Admirals Walk is known for its strong community feel and impressive amenities, including a resort-style pool, clubhouse, fitness center, gated community and well-maintained sidewalks throughout the neighborhood. Condo fees include exterior maintenance, grounds care, pool maintenance, water, sewer, and management, allowing for a truly low-maintenance lifestyle. Pet lovers will appreciate the community’s pet-friendly policies. The location is exceptional—minutes to shopping, dining, parks, I-75, and the Legacy Trail, one of Sarasota’s most popular outdoor recreation destinations. Enjoy all the great amenities of being so close to the Ashton Trailhead and Ashton Park. Whether you’re seeking a full-time residence, seasonal getaway, or investment opportunity, this first-floor condo offers comfort, value, and ease of living in the heart of Sarasota. With its functional layout, recent mechanical updates, resort-style amenities, and desirable location, this Admirals Walk residence presents a fantastic opportunity. This is the best value in Admirals walk at this time! Please let me prove that to you!
Listing Agent: Rachel Tritschler (941-993-5892)
4142 CENTRAL SARASOTA PKWY #1415, SARASOTA, FL 34238
$165,000265 Days on yellowkey MLS ID: A4660699
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 759 Built: 1998 Tax: $1,772 (2024)Community: Bella Villino IvCondo
Taxes:$1,772
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Just minutes from world-famous Siesta Key Beach, this inviting first-floor condo offers the perfect blend of location, comfort, and affordability in the highly desirable Bella Villino community. 759 square feet of well-designed living space, this residence is ideal as a full-time home, seasonal getaway, or investment opportunity. The open-concept layout features a dedicated dining area and a spacious primary suite with dual closets and a private en-suite bath. Enjoy the convenience of in-unit laundry with a washer and dryer included, plus easy ground-floor access with no stairs or elevators. A deeded garage space and additional guest parking add everyday practicality, while the property’s Flood Zone X designation means no flood insurance is required. Bella Villino is a gated, resort-style community offering an impressive array of amenities, including a heated pool and spa, clubhouse with lounge, kitchen, and business center, fully equipped fitness center, indoor basketball and racquetball courts, tennis courts, gas grills, lakeside walking trail, pet stations, car care station, and on-site management. The monthly fee covers water, sewer, trash, exterior maintenance, grounds care, and amenities, making for truly low-maintenance living. Ideally located in the heart of Palmer Ranch, you’re less than 10 minutes to Siesta Key Beach and close to the Legacy Trail, shopping, dining, golf, and everyday conveniences. With easy access to I-75 and downtown Sarasota, this condo delivers both lifestyle and location at an unbeatable price point. Schedule your private showing today and experience the Bella Villino lifestyle for yourself.
3024 WILLIAMSBURG ST, SARASOTA, FL 34231
$248,00045 Days on yellowkey MLS ID: C7521739
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 837 Built: 1965 Tax: $925 (2025)Community: Golden Acres 2Nd AddSingle Family
Taxes:$925
Remarks: This ranch-style home offers potential on a lot close to town. This property presents a compelling investment opportunity with much potential. The two-bedroom, one-bathroom configuration offers flexibility for renovation and customization to suit various needs. The single-level design provides practical living convenience while allowing for creative updates and improvements. With thoughtful renovation, this home could be transformed into an attractive residence that maximizes its inherent possibilities and location advantages. Schedule your showing today to explore this ranch home's potential and spacious layout. This is a Fannie Mae Homepath property.
Listing is courtesy of: OCEAN PARTNERS REAL ESTATE (941-627-6232)
Listing Agent: Bradley Geddeis (941-627-6232)
4038 OLIVE AVE, SARASOTA, FL 34231
$354,90065 Days on yellowkey MLS ID: A4683151
REDUCED by $15,000 (4.1%) on 04/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1568 Built: 1989 Tax: $4,559 (2025)Community: Flora VillaSingle Family
Taxes:$4,559
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT!! This charming 3-bedroom, 2-bath home combines warmth, functionality, and an unbeatable location. Inside, you’ll find durable LVP flooring throughout and a thoughtfully remodeled kitchen featuring custom cabinetry, ample counter space, and a seamless flow into the formal dining area—perfect for hosting gatherings or everyday meals. The spacious primary suite is conveniently located on the first floor, offering privacy and ease of living, while two additional bedrooms, a full bath, and an airy open loft await upstairs—ideal for a home office, media room, or play space. Soaring vaulted ceilings fill the home with natural light and create an inviting, open atmosphere. A 2-car garage with extra storage provides plenty of room for vehicles, tools, and recreational gear. Step outside to your own private backyard retreat, surrounded by lush tropical landscaping—perfect for relaxing evenings or weekend barbecues. Ideally situated just minutes from Bee Ridge Park and a short drive to the powdery sands of Siesta Key Beach, this home also offers convenient access to top-rated schools, shopping, dining, and everyday essentials. Enjoy the best of Florida living in a location that truly has it all.
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
901 S LOCKWOOD RIDGE RD, SARASOTA, FL 34237
$399,00094 Days on yellowkey MLS ID: A4678246
0 Days Off yellowkey (back on 3/2/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1625 Built: 1975 Tax: $5,814 (2025)Community: Acreage & UnrecSingle Family
Taxes:$5,814
Remarks: Under contract-accepting backup offers. Take a look at this 1600 sq ft 3 bedroom, 2 bath home. This home is currently set up as a 2/1 with an additional 1/1 mother in law suite, but can be turned back into a 3/2. Stay in one side and rent out the other, or use for a weekly Airbnb since it's in the city limits. Plenty of room for a pool, or large patio in the backyard! All major updates have been completed: new PGT vinyl impact windows, new roof, new AC, new electrical service, and new hot water heater. Both sides have access to the laundry room. Big backyard and within biking distance to Pinecraft, Locklear Park, and the Legacy Trail. Come check out this home before it's gone!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Caitlin Dennis (941-250-5804)
1190 LONGFELLOW WAY #135C, SARASOTA, FL 34243
$109,000426 Days on yellowkey MLS ID: N6137352
2 Days Off yellowkey (back on 3/12/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1408 Built: 1978Monthly Fee: $476 Tax: $1,948 (2024)Community: Shadybrook Village AmdTownhouse
Taxes:$1,948
Elementary School: Florine J. Abel Elementary
High School: Southeast High
Middle School: Electa Arcotte Lee Magnet
Remarks: Under contract-accepting backup offers. Discover maintenance-free living in the heart of Shadybrook Village! This spacious townhouse features a kitchen beautifully updated with granite countertops, stylish cabinetry, and stainless steel appliances. The first floor showcases an open floor plan with laminate flooring and a half bathroom, ideal for entertaining or relaxing. Upstairs, the primary suite and two additional bedrooms provides generous space and comfort. Outside, you’ll enjoy a private, fully fenced backyard, perfect for gardening, grilling, or unwinding. Take advantage of the community’s fantastic amenities, including a pool, playground, tennis courts, basketball court, and both assigned and guest parking. Situated just minutes from Lido Beach, Downtown Sarasota, St. Armands Circle, UTC, and Sarasota Airport, this townhome offers the ideal blend of comfort, convenience, and coastal charm—a wonderful opportunity for first-time buyers, investors, or snowbirds alike.See it for yourself! Schedule a showing today and imagine the possibilities. Must own for 2 years prior to leasing the unit.
Listing Agent: Rick Tritschler, Jr. (941-928-1292)
3837 CAMINO REAL, SARASOTA, FL 34239
$1,045,000158 Days on yellowkey MLS ID: A4672440
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1887 Built: 2003 Tax: $6,901 (2025)Community: GranadaSpa: YesSingle Family
Taxes:$6,901
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Spanish Mediterranean home located in Granada subdivision. This courtyard home comes complete with a Casita with great flex space… maybe you need an art studio, separate guest quarters, a caregiver’s suite or a home office. The possibilities are endless. The main house is a two bedroom, two bath residence. The Casita is a one bedroom, one bath space. Both are connected with the central courtyard with potted garden, Mexican tile accents and a spa. The living areas in the home have beautiful vantage points. Kitchen has wood cabinets, stainless appliances, stone counters ,a breakfast bar and direct access to the sitting and dining rooms. The main living room has access to the private back garden with pergola. All bedroom suites are separate private quarters. High ceilings, columns, crown moldings, profile baseboards, led lights, and decorator color palate are some of the features throughout the residence. Home and gardens are meticulously maintained. Granada is minutes to downtown Sarasota, Siesta Key beach, area dining and shopping. Wonderful old oaks trees and sidewalks remain in this Historic Neighborhood.
Listing Agent: Tammy Garner (941-374-4161)
5855 MIDNIGHT PASS RD #314, SARASOTA, FL 34242
$455,000261 Days on yellowkey MLS ID: A4660419
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 751 Built: 1976Monthly Fee: $572 Tax: $3,783 (2024)Community: Harbor Towers Y & RCondo
Taxes:$3,783
Remarks: Attention Boaters, Kayakers and Tennis players! Located in the heart of Siesta Key overlooking the Sarasota Little Bay, the Harbor Towers Yach and Racquet Club is a resort-style community offering a long list of amenities including two heated pools, club house with adjacent outdoor grilling patio, state-of-the-art Fitness Center with treadmills, elliptical trainers, free weights, and sauna; Har-Tru Tennis Courts, that are maintained daily, Marina with 40 boat slips available on a first-come, first-served basis, Kayak dry dock with direct launch to intercoastal waters, and Bicycle storage. The complex backs to an intercoastal canal where you can enjoy sitting on benches or relaxing in the shade of Gazebo enjoying water views. Residents also enjoy complimentary access to the Siesta Key Open Air Trolley, making it easy to explore the island, with easy access to the world-famous Siesta Key beach with its quartz sand and stunning sunsets, as well as the Siesta Key Village, offering an array of boutique shopping and dining options. The building just underwent full renovation, including new stucco, new impact glass windows and sliding doors. This 1 bedroom, 1 bath unit located on 3rd floor with elevators is being offered turnkey furnished. It was updated a few years ago and the owner recently put up new vinyl flooring and new closet doors. The spacious living area and the glass and screen enclosed balcony offers partial views of the intracoastal waterway, and the apartment features a plenty of closet space (2 hallway closets and 2 closets in the bedroom), plus the lockable storage space outside of the unit on the same floor. You may enjoy this property for personal use and/or take advantage of the 2-week rental policy to generate income. If you decide to rent, you can take do it on your own or utilize HT onsite rental office. Rental history of this unit is available. Come to experience living in paradise! This complex was just featured in local newspaper!
Listing is courtesy of: FLORIDA & NEW YORK REAL ESTATE (941-321-2383)
Listing Agent: Monika Szkorupova (941-321-2383)
916 HIGHLAND ST, SARASOTA, FL 34234
$1,195,00091 Days on yellowkey MLS ID: O6375499
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2852 Built: 2024 Tax: $12,713 (2025)Community: Highland PinesSpa: YesSingle Family
Taxes:$12,713
Remarks: Welcome to this exceptional home built in 2024, located in the highly sought-after Indian Beach–Sapphire Shores neighborhood of Sarasota. This thoughtfully designed residence offers 5 bedrooms and 4 full bathrooms, blending modern elegance with relaxed coastal living. The primary suite is conveniently situated on the first floor, providing comfort and privacy, while a first-floor guest suite is ideal for visitors or multigenerational living. Upstairs, two generously sized bedrooms are connected by a versatile loft, creating a shared flex space perfect for a media lounge, home office, or play area. An open-concept floor plan filled with abundant natural light creates a seamless space for everyday living and entertaining. Step outside to your private outdoor oasis, featuring a heated pool and spa, fully screened for year-round enjoyment. The expansive lanai is perfect for outdoor dining, entertaining, or unwinding poolside with family and friends. Ideally located just 3 miles from Downtown Sarasota, 5 miles from St. Armands Circle and Lido Beach, and 10 miles from the world-renowned Siesta Key Beach. Enjoy easy access to premier dining, shopping, and cultural attractions, or take a short 5-minute walk to the Bayfront to enjoy breathtaking sunsets. Sarasota-Bradenton International Airport is only a short drive away, making travel effortless. This 2024-built home combines modern design, a prime location, and seamless indoor-outdoor Florida living—perfect as a primary residence, vacation retreat, or investment property.
Listing is courtesy of: CENTRAL FLORIDA GROUP REALTY LLC (407-491-8425)
Listing Agent: Jasmine Rodriguez (407-271-5176)
5462 CYNTHIA LN, SARASOTA, FL 34235
$377,00022 Days on yellowkey MLS ID: A4688208
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1410 Built: 1994Monthly Fee: $31 Tax: $2,019 (2025)Community: Deer Hollow Unit 6Single Family
Taxes:$2,019
Remarks: Under contract-accepting backup offers. Nestled on a quiet cul-de-sac in the sought-after Woods community, this charming 3-bedroom, 2-bathroom home offers 1,410 square feet of comfortable Florida living — priced at appraised value and ready for its next chapter. From the moment you arrive, the wide concrete driveway, mature tropical landscaping, and inviting curb appeal set the tone. Step inside to a bright, open living space with soaring vaulted ceilings and ceiling fans that keep the Florida breeze flowing year-round. Neutral carpet and a clean, move-in-ready palette make it easy to envision your personal touch throughout. The kitchen is both stylish and functional, featuring white shaker-style cabinetry, rich dark granite countertops, a double stainless steel sink, and white appliances — all bathed in natural light from a garden window overlooking the lush backyard. A convenient dining nook with light wood flooring and pendant lighting sits just off the kitchen, perfect for everyday meals or entertaining. All three bedrooms are generously sized with ceiling fans and plush carpet. The primary suite is a true retreat, boasting direct access through sliding glass doors to the screened lanai, a walk-in closet, and a private en-suite bath with a wood vanity, stone countertop, brushed nickel fixtures, and a glass-enclosed walk-in shower. Out back, the screened lanai with its own ceiling fan is the ideal spot to enjoy Sarasota's beautiful weather in comfort — overlooking a private back yard with storage shed. A spacious 2-car garage with built-in workbench rounds out this home's practical appeal. Located just minutes from Benderson Park, University Town Center, and Bobby Jones Golf Course, and with easy access to I-75 and all that Sarasota has to offer — this one checks every box. Don't miss your chance to own in The Woods at appraised value!
214 GAINES AVE, SARASOTA, FL 34243
$680,00018 Days on yellowkey MLS ID: A4688411
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1992 Built: 1955 Tax: $6,877 (2025)Community: Whitfield Estates Unit 1Spa: NoSingle Family
Taxes:$6,877
High School: Bayshore High
Remarks: Experience the best of Sarasota living in this beautifully updated single-story ranch home with pool, nestled in sought-after Whitfield Estates—a Manatee County gem with a Sarasota address. Situated near Sarasota Bay, this home sits among multi-million-dollar residences and offers the perfect blend of comfort, charm, and opportunity. This 3-bedroom, 3-bath home welcomes you with bright, open living spaces filled with natural light. The primary bedroom and 2nd bedroom both feature walk-in closets and ensuite baths. The open-concept floorplan connects the living, dining, and kitchen areas—ideal for entertaining or relaxing by the cozy fireplace. A stylish kitchen bar provides extra seating and a central gathering spot. Step outside to your private Florida oasis: a heated pool with screened enclosure, surrounded by lush landscaping on a spacious 1/3-acre lot. Enjoy morning coffee on the front patio with peek-a-boo views of Sarasota Bay, or take an evening stroll to the bay and watch the sunset. Whether you’re searching for a full-time residence, seasonal retreat, or short-term rental investment, this property offers endless possibilities in one of Sarasota’s most desirable neighborhoods. This property is built of concrete block construction, has impact windows, and sits in the desirable X flood zone (flood insurance is not required). Roof is membrane material (2017). AC (2023). For an optional annual HOA fee of just $35, homeowners in Whitfield Estates may obtain a culinary membership at Sara Bay Country Club, granting full access to the clubhouse for dining and social events (golf privileges not included; membership subject to club approval). You and your guests will have plenty of entertainment and convenience options within a short drive including Sarasota Bay, IMG Academy, SRQ Airport, University Towne Center Mall, downtown Sarasota, St. Armands Circle, Lido Key and gulf beaches.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Christine Pope (941-685-5565)
4557 KINGSMERE #23, SARASOTA, FL 34235
$297,00038 Days on yellowkey MLS ID: A4685751
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1188 Built: 1987 Tax: $3,813 (2025)Community: KingsmereVilla
Taxes:$3,813
Remarks: Spectacular golf course views, partially furnished and priced to sell! Easy living in this spotless, maintenance-free one-story villa with natural light and tranquil golf views in The Meadows, a park-like oasis in a phenomenal location. A canopied street and charming pergola welcome you home. Inside, you will love the cathedral ceilings, new skylights that bathe the great room with soft light, and a relaxing Florida room overlooking the golf course with a preserve in the distance. No neighbors in sight. The kitchen features stainless steel appliances, white shaker cabinetry, Mykonos White quartz countertops and direct access to the private grilling patio. The primary suite pampers you with a walk-in closet and a gorgeous zero-entry Roman shower with mosaic flooring. All just 100 feet to the heated pool, 1.5 miles to Whole Foods and Trader Joe’s and convenient to all The Meadows has to offer. Set on 1,600 park-like acres, The Meadows is a resort-style community only 15 minutes from downtown Sarasota. Residents enjoy 14 miles of scenic biking and walking trails, and, for a low resident fee, a new fitness center, Junior Olympic-size pool, pickleball courts, golf courses and a top Har-Tru tennis complex. Plus, close to the country's award-winning beaches, remarkable arts and culture, and just two miles from Nathan Benderson Park, the new Mote SEA Aquarium, the future Sarasota Orchestra and The Mall at University Town Center, a world-class fashion and dining destination. A fabulous Florida lifestyle awaits. With 2024 shingle roof and above flood plain in zone X.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
2529 RUSTIC OAK CT CT, SARASOTA, FL 34232
$479,00084 Days on yellowkey MLS ID: A4680552
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2026 Built: 1986Monthly Fee: $47 Tax: $3,225 (2024)Community: Colonial OaksSingle Family
Taxes:$3,225
Remarks: One or more photo(s) has been virtually staged. Welcome to this rare Colonial Oaks cul-de-sac gem, offering serene lake views and an ideal blend of comfort, style, and location. This beautifully updated 3-bedroom, 2-bath home with a dedicated office/den is nestled in one of Sarasota’s most sought-after communities. Step through the formal entry into a spacious family room highlighted by a cozy wood-burning fireplace—perfect for relaxing or entertaining. New luxury vinyl plank flooring runs throughout the home, adding both elegance and durability. The fully updated kitchen features modern finishes and a separate eat-in space ideal for casual dining. The primary suite serves as a private retreat, complete with a generous walk-in closet and a spa-like bathroom featuring a large soaking tub. Sliding glass doors open to a private patio where you can enjoy your morning coffee while overlooking the tranquil pond. Additional sliders from the living room and third bedroom lead to a screened-in lanai, creating seamless indoor-outdoor living. With ample yard space, there’s plenty of room to personalize and make this home your own. Major upgrades include a new roof (July 2021) and a new AC system (2020), providing peace of mind for years to come. Located just minutes from downtown Sarasota, you’ll enjoy easy access to vibrant shopping, dining, world-class beaches, parks, and endless amenities. This is a rare opportunity to own a lakeview home in an unbeatable location—don’t miss your chance to make this Sarasota dream home yours!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Michael Pietron (701-213-2740)
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