Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
4305 HIGHLAND OAKS CIR, SARASOTA, FL 34235
$799,000110 Days on yellowkey MLS ID: A4676006
REDUCED by $20,000 (2.4%) on 04/23/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2612 Built: 1990Monthly Fee: $196 Tax: $6,993 (2025)Community: The HighlandsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,993
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Walk through the front gate and courtyard to discover refined Florida living in a beautifully updated 3 bedroom, 3 bath pool home located in the heart of The Meadows, a golf course community in Sarasota. This move in ready residence blends comfort, functionality, and lifestyle driven design, making it ideal for full time living or a seasonal retreat. Inside, the home offers a thoughtful layout with generous living spaces, an open concept dining room/living room combination with a peaceful and private view of the saltwater pool. Need to work from home? A spacious private office featuring sliders that open directly to the pool, perfect for today’s work from home lifestyle. An additional pool and game room with wine fridge and bar area creates an inviting space for entertaining guests, hosting game nights, or relaxing after a day at the beach. Recent updates elevate the home throughout, including a resurfaced saltwater pool with new lighting, a new dishwasher, new ceiling fans, updated bathroom vanities, and upgraded landscaping that enhances curb appeal and outdoor enjoyment. There is even a clean well irrigation system for ease of maintenance. The backyard is designed for easy Florida living, complete with a dedicated dog run and plenty of space to lounge, entertain, or soak up the sun. Located within The Meadows, residents enjoy a serene, established community known for mature landscaping, walking and biking trails, golf, and a central Sarasota location close to University Town Center, Nathan Benderson Park, shopping, dining, downtown Sarasota, and Gulf Coast beaches.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Diane Goodwin (941-706-6620)
2342 MARGARET ST, SARASOTA, FL 34237
$317,49887 Days on yellowkey MLS ID: A4680575
REDUCED by $1 (0.0%) on 03/31/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 945 Built: 1957 Tax: $3,175 (2025)Community: Ethan Allen SubSingle Family
Taxes:$3,175
Elementary School: Tuttle Elementary
Remarks: INVESTORS***Property is currently leased for one year, furnished***Buy at today's lower price, receive rent to cover expenses and sell when Market Increases. Charming Sarasota home located at 2342 Margaret Street, Sarasota offering 2 bedrooms plus a bonus room that can easily be converted into a third bedroom. Features include a beautifully updated kitchen with granite countertops and breakfast bar, bamboo flooring throughout, and a spacious family room with a unique bamboo ceiling that adds warmth and character. Ideal as a short term rental, vacation home, or primary residence. No deed restrictions and no flood insurance required. Newer A/C. An A+ Location conveniently located near Downtown Sarasota with its Shopping, Dining, Theatres and incredible amenities. Just minutes to University Parkway and UTC (University Town Center Mall), Restaurants, Shopping galore and the new Sarasota Aquarium. Just 8 miles to the world-famous Siesta Key Beach. A Location that can't be Beat! No HOA and endless potential—don’t miss this opportunity! Don't Miss the Virtual Tour. Don't Miss This investment opportunity.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Geri Scheckner (941-356-0652)
5974 SAN MICHELLE DR, SARASOTA, FL 34243
$369,90094 Days on yellowkey MLS ID: N6142540
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1531 Built: 1987Monthly Fee: $87 Tax: $2,850 (2024)Community: Longwood Run Ph 3 Pt ASpa: NoSingle Family
Taxes:$2,850
Elementary School: Emma E. Booker Elementary
Tax Year: 2024
Remarks: Experience serene lakefront living in this beautifully maintained 3-bedroom, 2-bath residence, thoughtfully designed as either a true three-bedroom home or a two-bedroom plus den to suit your lifestyle. Set on a tranquil lake, this home offers captivating water views and a peaceful backdrop where native wildlife and dreamy Florida afternoons take center stage. A screened front entry welcomes cooling breezes throughout the home, creating an effortless indoor-outdoor flow without the nuisance of insects. Inside, the open, airy floor plan is filled with natural light and designed for both relaxation and entertaining, perfectly capturing the essence of Florida living. Located on a quiet cul-de-sac along San Michele in the desirable Longwood Run community, this home enjoys a prime position along the University Parkway corridor—minutes from Sarasota’s world-class beaches, SRQ International Airport, downtown Sarasota, and Main Street Lakewood Ranch. Additional highlights include low annual HOA fees and a flexible rental policy allowing a minimum six-month lease once per year with no waiting period. Offered as the owners relocate to be closer to family, this is a rare opportunity to own a stunning lakefront home in an exceptional Sarasota location.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Vince Fuda (941-615-8000)
4925 SILK OAK DR, SARASOTA, FL 34232
$400,0006 Days on yellowkey MLS ID: A4690754
0 Days Off yellowkey (back on 4/23/2026)
REDUCED by $15,000 (3.6%) on 04/22/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1261 Built: 1977 Tax: $3,580 (2025)Community: Brentwood EstatesSingle Family
Taxes:$3,580
Elementary School: Brentwood Elementary
Remarks: Under contract-accepting backup offers. Block construction with no deed restrictions. Ready for immediate occupancy, this split-plan home offers privacy and functionality, plus a large private backyard perfect for relaxing or entertaining..
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Beverly Perez (941-323-4600)
3514 24TH PKWY, SARASOTA, FL 34235
$377,0009 Days on yellowkey MLS ID: A4689497
REDUCED by $10,000 (2.6%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1568 Built: 1961 Tax: $1,415 (2025)Community: Kensington ParkSingle Family
Taxes:$1,415
Remarks: Beautiful pool home offering comfort, versatility, and a great location near UTC. This block construction property features 3 bedrooms, 2 bathrooms, former garage has been coverted to finished storage with full bath and wetbar. The home has been remodeled and is move-in ready with a newer roof and A/C, providing peace of mind for the next owner. Enjoy the spacious, private fenced backyard with a pool—ideal for entertaining or relaxing. With no deed restrictions, there is plenty of room for all your toys, including boats, RVs, or additional vehicles. Conveniently located near UTC, shopping, dining, and major roadways, this property offers both flexibility and lifestyle. Ready for immediate occupancy—schedule your private showing today!
719 MALDIVES TRL, SARASOTA, FL 34234
$1,024,990285 Days on yellowkey MLS ID: A4659082
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2903 Built: 2024Monthly Fee: $185Community: Gracewater At SarasotaSpa: YesSingle Family
Taxes:$0
Remarks: Current Model Home available , 6 month leaseback in the sought after Gracewater Community right in the heart of Sarasota. Our Bay Haven model home offers generous living space for the whole family to enjoy. With 4 bedrooms, 3.5 bathrooms, office and loft/bonus room, there’s plenty of room for everyone to have their own space. And when it’s time to come together, the open kitchen and great room provide the perfect setting for gathering and entertaining. The attached two-car garage offers convenience and peace of mind for storing vehicles and equipment. The lanai and double-entry laundry room add even more convenience to this already impressive home. And let’s not forget the bonus room – it can serve as a playroom, office, or whatever suits your needs.
Listing is courtesy of: PRIVADA REALTY (941-233-6000)
Listing Agent: Perry Pope (941-737-9124)
5188 MARSH FIELD LN #93, SARASOTA, FL 34235
$245,00084 Days on yellowkey MLS ID: A4681000
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1323 Built: 1981 Tax: $3,046 (2025)Community: Heronmere IiSpa: NoCondo
Taxes:$3,046
Remarks: One or more photo(s) has been virtually staged. Welcome to your beautifully updated condominium in the Heronmere II section of the Meadows!This stunning 2-bedroom, 2-bathroom condominium offers breathtaking views of the pond and of the 16th Fairway of the Meadows Country Club.As you approach your new condominium, you'll be greeted by well manicured landscaping and a contemporary style exterior. Step inside andprepare to be amazed by the modern upgrades and attention to detail. The updated kitchen features gorgeous wood cabinets with soft-closedrawers and doors, stunning quartz countertops, and stainless steel appliances. The spacious living areas, including the great room, dining room,and screened lanai, offer a comfortable and inviting atmosphere. The bathrooms have been tastefully updated to create to complete theexperience. The master suite is a true sanctuary, boasting a generous bedroom with wood ventilated shelving in the walk-in closet and anupdated bathroom featuring custom cabinets, granite countertops, undermount sink, decorative mirror, lights, plumbing fixtures, and customshower with tiled walls and floor. The updated guest bath features custom cabinets, granite counters, undermount sink custom mirror, decorativemirror, light, plumbing fixtures, and custom shower with tiled walls. Step outside to your very own oasis. The spacious screened lanai area andopen patio provide the perfect spot to relax and enjoy the Florida sunshine. And with a stunning golf course and pond view as your backdrop,you'll feel like you're on vacation every day. Updated windows and impact resistant sliding glass doors. Newer stainless steel appliances in kitchen, HVAC and water heater in 2019, Carpet in master bedroom, secondary bedroom in 2020 and 2021,bathrooms 2022, kitchen cabinets, quartz countertops in 2024, luxury vinyl plank flooring in the foyer, living room, dining room and kitchen 2024 . A convenient one covered carport and additional guest parking gives you the parking you need for family and friends. Don't miss your chance to own this incredible condominium in theMeadows. Just minutes to the Meadows Country Club. Meadows homeowners are eligible for a Renaissance Access Card to the Meadows CountryClub. Additional memberships to the Meadow Country Club are available for additional fees.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Matt Cannon Llc (941-228-2030)
843 MOLLY CIR, SARASOTA, FL 34232
$784,99970 Days on yellowkey MLS ID: A4680444
REDUCED by $4,001 (0.5%) on 04/16/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2812 Built: 2015Monthly Fee: $240 Tax: $6,666 (2025)Community: Whitaker ParkSingle Family
Taxes:$6,666
Remarks: WELCOME TO YOUR FLORIDA PARADISE, THE LARGEST LAYOUT IN WHITAKER PARK!! ***BRING ON THE OFFERS, AS LONG AS THEY ARE FAIR, THEY WILL BE CONSIDERED*** Situated in a prime Sarasota location, this beautifully maintained lakefront residence is nestled within the intimate and highly desirable Whitaker Park community, comprised of just 80 homes. Offering 4 bedrooms and 3.5 bathrooms, this home features a stunning pool and a thoughtfully designed layout that perfectly balances comfort, style, and functionality. Just minutes from UTC shopping, dining, and countless attractions, as well as Downtown Sarasota, the location is truly exceptional. Nearby Bay Park provides unlimited free activities, while the Van Wezel Performing Arts Hall is only minutes away, making this home ideal for those who value both convenience and culture. The Ringling Museum, Opera House, and Ballet are also just moments away. The main living level features a primary suite on the first floor, creating a private and convenient retreat. The first-floor primary suite offers a spa-like bathroom complete with a Jacuzzi tub, walk-in shower, and an expansive walk-in closet, providing a peaceful escape from the rest of the home. Upstairs, a spacious loft and bonus area deliver flexible living space, ideal for a media room, home office, or additional family area. Three additional bedrooms are located on the second level, two with walk-in closets, along with two full bathrooms—one shared and one en suite—making the layout perfect for guests or multi-generational living. Ample storage throughout the home is an added bonus. Upon entry, an open foyer welcomes you and flows seamlessly into the heart of the home—an expansive kitchen and great room designed for both everyday living and entertaining. Soaring ceilings, quality finishes, generous counter space, and a large center island make this space ideal for hosting gatherings or enjoying relaxed family meals. Glass sliders extend the living space outdoors to a screened lanai featuring a perfectly sized swimming pool with night lighting and a tranquil fountain, all overlooking a serene lake and pond setting. The lanai is well-lit and equipped with a ceiling fan for added evening comfort. The home’s west-facing orientation allows the sun to rise over the lanai in the morning and move away by the afternoon, creating comfortable, shaded outdoor living during the warmer parts of the day—perfect for dining, lounging, or unwinding poolside. Mature tropical landscaping enhances privacy while complementing the peaceful lakefront backdrop. Residents enjoy a well-maintained community with HOA-provided lawn care, including weekly mowing and monthly edging, allowing for truly low-maintenance living, along with top-tier pest control and an integrated sprinkler system. Certain furniture pieces and decorative items may be available for additional cost with a qualified buyer. Centrally located near world-class white quartz sand beaches such as Siesta Key and Lido Beach, along with premier shopping, dining, cultural attractions, and SRQ Airport, this lakefront home delivers exceptional convenience and lifestyle appeal in one of Sarasota’s most desirable communities. Ideally situated just minutes from I-75, this home offers exceptional convenience for commuting and travel while still providing a quiet, comfortable setting without the noise or disruptions often associated with highway living.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Gerry Tomchinsky (941-577-5184)
2231 WOOD ST, SARASOTA, FL 34237
$1,999,000212 Days on yellowkey MLS ID: A4666469
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2731 Built: 2024 Tax: $4,662 (2023)Community: Poms Park 3Spa: YesSingle Family
Taxes:$4,662
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2023
Remarks: This exquisite new-construction modern residence by Milano Homes, situated on an expansive double lot in the heart of Sarasota, blends elegance, convenience, and investment opportunity. Located within Sarasota city limits, this property qualifies for weekly rentals in one of the area’s most in-demand markets—a highly desirable option that allows for strong income in $160K to $180K range annually. This single-story home offers the ultimate in comfort with no stairs to navigate, featuring four spacious bedrooms, three-and-a-half designer bathrooms, and a two-car garage. The outdoor living space is a private sanctuary, complete with a sparkling pool and spa, outdoor shower, and a large fenced yard ideal for both relaxation and entertaining. As with all Milano Homes, the interiors showcase exceptional craftsmanship and imported Italian finishes. From the state-of-the-art kitchen—equipped with Subzero refrigeration, a Wolf induction cooktop, and Wolf oven—to the custom Italian cabinetry, fixtures, and flooring, every detail exudes sophistication. The open-concept living area flows seamlessly into the outdoor retreat, creating the perfect setting for gatherings and indoor-outdoor living. Perfectly positioned, this property offers easy access to the newly extended Legacy Trail, making it a haven for bikers, runners, and nature lovers. Downtown Sarasota’s vibrant arts, dining, and marina scene is just minutes away, while Siesta Key’s award-winning beaches and St. Armands Circle’s luxury shopping and dining are only a five-minute drive. Whether you’re seeking a full-time residence, seasonal retreat, or an income-producing short-term rental, this home offers an unmatched opportunity to enjoy and invest in the Sarasota lifestyle. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
1350 MAIN ST #502, SARASOTA, FL 34236
$495,00056 Days on yellowkey MLS ID: A4684303
REDUCED by $19,000 (3.7%) on 04/14/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 705 Built: 2007 Tax: $5,070 (2025)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$5,070
Elementary School: Southside Elementary
Remarks: Price improved. This never-rented one-bedroom residence at 1350 Main is the quintessential urban pied-à-terre in downtown Sarasota. Offering a "lock-and-leave" lifestyle with 24/7 concierge, the 5th-floor unit is defined by its premier address and impeccable maintenance. Expansive North-facing windows flood the interior with natural light, while sliding glass doors open to invite in the city breeze. Motorized sun shades provide effortless control over the home’s atmosphere. The kitchen features stainless steel appliances, including a KitchenAid range and dishwasher and a newer refrigerator, opening into a living area. In the bedroom with ample light, custom built-in shelving provides an organized lifestyle, and for those seeking a transition of total ease, the furnishings are available by separate offer. Ownership includes the "gold standard" of downtown living, featuring an assigned parking space in the private garage and a storage locker located on the same floor. Step outside the lobby to explore the galleries of Palm Avenue or take a scenic stroll to Marina Jack’s and the Sarasota bayfront. With Whole Foods, First Watch, the Opera House and many theaters just steps away, this is a rare invitation to inhabit a ready-for-you residence above all your dining and cultural needs. 1350 Main is celebrated for its 24-hour concierge service, meticulous cleanliness, and resort-style amenities including a fitness center, heated lap pool, spa, fire pit, BBQ grill, steam rooms, library, conference rooms, guest suite and stylish clubroom. The reserves are fully funded.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: John Forberger (305-905-1842)
5623 MONTE ROSSO RD, SARASOTA, FL 34243
$365,00012 Days on yellowkey MLS ID: A4689751
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1090 Built: 1994Monthly Fee: $325 Tax: $1,369 (2025)Community: Riviera Club Village At Longwood Run Ph 02Spa: NoVilla
Taxes:$1,369
Remarks: Step into this beautifully refreshed 2-bedroom, 2-bath villa in the highly desirable Riviera Club Village at Longwood Run, offering a turnkey furnished, move-in ready experience with a rare two-car garage. This home features a 1% lender credit at closing and has been thoughtfully renovated to showcase a bright, airy living space with vaulted ceilings, a central skylight, and sliding doors leading to a charming enclosed lanai. The redesigned kitchen is a standout, featuring sleek soft-close cabinetry, premium stainless steel appliances—including a contemporary range hood—and quartz countertops that blend high function with modern style. Consistent tile flooring flows throughout every room, complemented by tailor-made blinds fitted to each window for a refined finish. Both bathrooms have been elegantly remodeled, with the guest bathroom tiled to the ceiling for a luxurious, modern look and upgraded with a bidet for added comfort. The primary suite boasts a modern double vanity, high-end fixtures, and an upgraded walk-in closet with a stylish sliding door. The guest bedroom also features an additional wardrobe, offering enhanced storage and flexibility. Residents may also enjoy access to nearby country club amenities, including a pool and golf course. With its low-maintenance design and stylish upgrades, this villa offers a refined living environment in a vibrant, tropical setting. This listing is also available for lease or lease-to-own.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
125 S BLVD OF PRESIDENTS, SARASOTA, FL 34236
$2,999,00084 Days on yellowkey MLS ID: A4680622
REDUCED by $101,000 (3.3%) on 04/15/2026
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3043 Built: 1956 Tax: $37,828 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$37,828
Remarks: Welcome to this beautiful and fabulous 5 bedroom residence in one of Sarasota's most sought-after neighborhoods. Total renovation and additions done in 3 stages from 2019 to 2020 to adhere FEMA guidelines blends effortless style, thoughtful design and everyday functionality. Perfect for entertaining guests or simply enjoying relaxing Florida living, this home has been meticulously updated with high-end finishes and quality craftsmanship throughout. Open concept living area that flows seamlessly from the living room to the chef's kitchen. Large center island with seating-perfect for casual meals and entertaining. Designer Italian tile covers most living areas. 4 en-suite bedrooms and one bedroom with bath across the hall. One bedroom upstairs could be second private primary. St Armand's is steps from Lido Beach with its sugar-white sand, calm water and stunning sunsets. You have quick access to downtown Sarasota with arts, dining, and marina. A true European-style circle with upscale boutiques, galleries and locally owned shops. Excellent restaurants ranging from casual cafes to fine dining that are walkable and lively. With St Armand's Circle boasting upscale lifestyle, proximity to beaches, dining and boutique shopping keeps the circle very lively and vibrant.
Listing is courtesy of: PRECISE REALTY CORP (941-400-0374)
Listing Agent: Jennifer Le Blanc (941-400-0374)
128 GOLDEN GATE PT #301B, SARASOTA, FL 34236
$1,695,000175 Days on yellowkey MLS ID: A4662515
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3000 Built: 2004 Tax: $19,933 (2024)Community: Vista Bay PointCondo
Taxes:$19,933
Remarks: Rare full-floor residence on Golden Gate Point offering unmatched privacy, scale, and panoramic Sarasota Bay views. Occupying the entire third floor of Vista Bay Point, this 3,000 sq. ft. 4BR/3.5BA home lives like a private waterfront estate in the sky. Enter from your private 2-car garage and ride your private elevator directly into the residence—no shared hallways or neighbors. Inside, walls of glass flood the space with natural light and showcase sweeping water and skyline views. The chef’s kitchen features custom cabinetry, granite countertops, an oversized island, premium appliances, and gas range, opening to expansive living and dining areas ideal for entertaining. The owner’s suite is a private retreat with walk-in closet, spa-style bath, and adjacent flex space for office or bedroom. Two guest suites with en-suite baths offer comfort and separation. Amenities include heated pool/spa, fitness center, theater, billiards, club room, and guest suite. Recently refreshed building with new exterior, windows, and lobby. Minutes to Downtown Sarasota, St. Armands Circle, and Lido Beach. A rare opportunity for full-floor waterfront living.
Listing Agent: Nikki Taylor (941-587-9060)
2425 ASPINWALL ST #2425, SARASOTA, FL 34237
$149,90097 Days on yellowkey MLS ID: A4679117
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1024 Built: 1971Monthly Fee: $692 Tax: $2,293 (2025)Community: The Village Sec 2Spa: NoVilla
Taxes:$2,293
Remarks: Welcome to The Village. A quaint enclave of just 18 villas surrounded by mature landscaping, yet just minutes from downtown Sarasota. This 2-bedroom, 2-bath villa offers an excellent opportunity for an investor, first-time homebuyer, or winter retreat. The open great room design features tile flooring throughout, creating a bright and inviting living space. Both bedrooms include walk-in closets and en-suite bathrooms, providing comfort and privacy. The updated kitchen boasts quartz countertops and a separate island for additional workspace—perfect for cooking and entertaining. Step outside to the covered patio, where you can enjoy garden views with a partial pond backdrop. Additional highlights include a new roof in 2025 and one assigned parking space. Ideally located just minutes from Downtown Sarasota/Main Street, St. Armand's Circle, and Lido Key, you’ll have easy access to world-class dining, shopping, cultural attractions, and beautiful beaches. Whether you’re looking for a full-time residence, vacation getaway, or rental property, this delightful home offers the perfect blend of location, lifestyle, and value.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Tina Von Kessel (941-266-2848)
3425 TALLYWOOD LN #7135, SARASOTA, FL 34237
$143,000117 Days on yellowkey MLS ID: A4676132
1 Days Off yellowkey (back on 4/23/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1109 Built: 1983 Tax: $2,199 (2025)Community: Tallywood Ph 1 & 2Spa: NoCondo
Taxes:$2,199
Remarks: Under contract-accepting backup offers. Short Sale. Welcome to Tallywood Condos! Come enjoy great value in a 55+ maintenance free community. This charming 2 bed, 2 bath unit is within close proximity to SRQ airport, UTC town center, Ringling Museum, downtown Sarasota, St Armands Circle and the area’s finest beaches. Beautiful mature oak trees are abundant within this 46-acre cozy community. Activities and amenities await centered around the clubhouse complete with a library, community pool, shuffleboard, and dog park. Call for a showing today and start your journey to a wonderful Sarasota lifestyle!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Robert T Anderson (941-350-8671)
464 GOLDEN GATE PT #702, SARASOTA, FL 34236
$4,295,000200 Days on yellowkey MLS ID: A4667652
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3377 Built: 2006 Tax: $51,212 (2025)Community: La BellasaraSpa: YesCondo
Taxes:$51,212
Remarks: Experience luxury waterfront living at La Bellasara on Golden Gate Point. This 7th-floor, 3-bedroom plus den, 4.5-bath residence captures breathtaking, panoramic forever views of Sarasota Bay and the glittering city skyline from every room, blending sophistication with the relaxed coastal lifestyle. A private elevator opens to a grand double-door foyer, where stone floors lead through expansive living spaces with 9–11 ft. ceilings. The main living area features rich wood built-ins and flows seamlessly into the updated gourmet kitchen—complete with custom white cabinetry, top-tier appliances, a 6-burner gas range, center island, and walk-in pantry. The open layout connects to the dining area and breakfast nook, all oriented toward the water. Step outside to the 42-ft. bayfront terrace, ideal for entertaining with its built-in summer kitchen. A separate library with custom bookcases offers a quiet retreat or optional guest space. The private primary suite features two luxurious bathrooms, dual walk-in closets, a morning bar, and terrace access for sunrise views over the bay. Two guest suites, each with ensuite baths, custom closets, and private terraces, are thoughtfully positioned for privacy. Additional highlights include a private 2-car garage with extra storage conveniently located near the elevator—offering the feel of a private home with the ease of condominium living. Community amenities include concierge services, a heated pool and spa, fitness center, theater, social and meeting rooms, and a courtesy day dock. La Bellasara is a gated, pet-friendly enclave offering luxury, comfort, and an unbeatable bayfront lifestyle. Furnishings available separately.
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
1709 N TAMIAMI TRL #318, SARASOTA, FL 34234
$675,00019 Days on yellowkey MLS ID: A4689244
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1332 Built: 2022 Tax: $7,906 (2024)Community: The StrandSpa: YesCondo
Taxes:$7,906
Remarks: This is the lowest-priced unit in The Strand with direct, unobstructed open water views offering over 1,300 square feet of living space per the builder's floorplan. This is one of the largest units in The Strand. Experience waterfront luxury and a boating lifestyle in this modern, turnkey, furnished residence completed in 2022, offering exceptional value, views and amenities. This expansive end unit features hurricane-rated sliding glass doors and windows that frame breathtaking water views and abundant wildlife. Inside, the open-concept kitchen, dining and living areas are thoughtfully designed for both style and functionality. The kitchen showcases upgraded glossy white cabinetry, quartz countertops, a spacious island with modern lighting and a breakfast bar perfect for casual dining. The great room is highlighted by two sets of sliding glass doors that open to a large private balcony, ideal for entertaining or relaxing while enjoying stunning sunsets over the water. The primary suite offers a large walk-in closet with custom organizers and a luxurious en-suite bath featuring upgraded tile, quartz countertops and a glass-enclosed shower. A versatile den, which could be used as the second bedroom, features barnyard doors complete with a triple closet and pullout sofa. Additional features include luxury vinyl plank flooring, impact glass windows and doors, upgraded ceiling fans and lighting, Alfa closet systems, a spacious laundry room with added storage and high-end turnkey furnishings including flat-screen TVs. The Strand allows weekly rentals (7-day minimum), making this an excellent opportunity for full-time living, a seasonal getaway, or an investment property. Residents enjoy a vibrant, pet-friendly community with resort-style amenities including a heated pool and spa, fitness center, EV charging stations, gas grills, a fire pit and access to a floating dock for kayaking. Ideally located just minutes from downtown Sarasota, St. Armands Circle, Lido Beach, waterfront parks, dining and entertainment, The Strand offers the perfect blend of luxury, convenience, and lifestyle. Don’t miss this exceptional opportunity. Schedule your private showing today. Owner is a licensed Florida REALTOR®, and the property is not homesteaded.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Charles Totonis (941-524-8299)
2052 BENJAMIN FRANKLIN DR #D702, SARASOTA, FL 34236
$4,175,000101 Days on yellowkey MLS ID: A4672832
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3654 Built: 2005 Tax: $53,274 (2025)Community: Orchid Beach Club ResidencesSpa: YesCondo
Taxes:$53,274
Remarks: Located within Orchid Beach Club, the premier direct-beachfront building on the south end of Lido Beach, this expansive 3BR/3.5BA, 3,654-square-foot residence offers an exceptional blend of luxury, privacy, and coastal elegance. A private elevator lobby and double-door entry open to a light-filled floor plan designed for both everyday living and effortless entertaining. Main living areas feature soaring 10-foot ceilings, clean architectural lines, and generous wall space ideal for displaying artwork, all flowing seamlessly to the outdoors. The expansive beachfront terrace is a standout feature, showcasing unobstructed Gulf & sunset views and a built-in grill, perfect for al fresco dining, hosting guests, or just relaxing to the sound of the waves cascading on the shoreline. The gourmet kitchen is thoughtfully designed for culinary enthusiasts, offering a five-burner gas range, warming drawer, and spacious walk-in pantry. The primary suite serves as a peaceful retreat with a sitting area, wet bar, and sweeping panoramic views from Siesta Key to Longboat Key. Its spa-inspired bath includes dual vanities, a soaking tub with city views, an oversized walk-in shower with dual shower heads, and two private water closets. Two guest suites, each with en-suite baths, share access to a private terrace overlooking South Lido Park, with scenic vistas toward downtown Sarasota and St. Armands Circle, providing comfort, privacy, and memorable scenery. A rare and highly desirable offering, this residence includes a private two-car under-building garage just steps from the elevator with direct access to the unit, offering unmatched convenience, security, and ease of access rarely found in beachfront condominiums. Orchid Beach Club residents enjoy world-class amenities, including a 24-hour manned security gate, concierge services, and two elegant guest suites. Additional features include a heated beachfront pool and spa with private cabanas, a state-of-the-art fitness center with steam room and sauna, dedicated massage and treatment rooms, a social lounge with bar, fireside library, game room, and even an on-site dog run for that special pet. Just outside your door, you are moments from the sand and within walkable distance of South Lido Park and the Ted Sperling Nature Trail, while downtown Sarasota’s vibrant dining, arts, and culture are just around the bend. This exceptional residence offers a front-row Gulf Coast lifestyle, blending resort-style luxury with the tranquility of a private island enclave at one of Lido Beach’s most coveted addresses.
280 GOLDEN GATE PT #600, SARASOTA, FL 34236
$5,600,000196 Days on yellowkey MLS ID: A4668258
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4101 Built: 2016 Tax: $72,785 (2025)Community: AquaSpa: YesCondo
Taxes:$72,785
Remarks: Discover the pinnacle of direct bayfront excellence blending sculptural modern form with water views. Full-floor residence at AQUA is one of only eight in Sarasota’s most exclusive boutique building found on Golden Gate Point. Perched on the sixth floor with 180° views of Sarasota Bay and the iconic Ringling Bridge, this home offers a level of elegance and customization rarely found—even in new construction. From the moment you step off your private elevator into the foyer, the residence unfolds with simple, clean lines spotlighting floor-to-ceiling 10-foot glass walls which frame the Bay & Sunsets like living artwork. More than $500,000 in curated upgrades elevate the interiors, transforming this barely lived in 4,100+ sq ft space into a truly one-of-a-kind lifestyle rarely found in Sarasota’s market. Open-concept layout lives like a single-family home with distinct entertaining areas, a stunning waterfront dining room, and a bespoke wet bar. Chef’s kitchen is a study in form and function, seamlessly integrated into the living space while offering top-tier appliances and finishes: Wolf cooktop and ovens, 2 Miele dishwashers , Sub-Zero refrigerator, Cuisines Laurier cabinetry with a 9 ft expansive island topped with striking Cielo quartzite. Private primary suite is designed as a serene escape, featuring stunning water views, custom walk-in closets uniquely designed with two separate individual sections of sleek Cuisimax poly-gloss doors and packing station. Elevated features in the spa-style bathroom include dual vanities topped with striking azure crystal marble, a soaking tub, and a large glass-enclosed shower Two generous guest suites offer en-suite privacy, while a fourth bedroom currently serves as a sleek office. With discreet concierge services found only in a 5-star boutique style building, Aqua offers an enclosed oversized private two-car garage with an EV charging station & dehumidifier, private boat dock that accommodates 36' boat + flat kayak lift, temperature-controlled wine storage/wine tasting room, fitness studio, heated pool and spa and meeting room. Be part of vibrant downtown living in a secluded quiet location.
101 SUNSET DR #301, SARASOTA, FL 34236
$1,300,00047 Days on yellowkey MLS ID: A4685269
REDUCED by $150,000 (10.3%) on 04/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1778 Built: 1978 Tax: $11,034 (2025)Community: Lawrence Pointe ISpa: YesCondo
Taxes:$11,034
Remarks: Live every day as if aboard a private yacht with sweeping, unobstructed panoramic views placing you directly above the sparkling waters of Sarasota Bay. This exceptional two-bedroom, two-bath, third-floor corner residence in the sought-after Lawrence Point community immerses you in the rhythm of the bay, from graceful sailboats and sleek yachts to playful dolphins and soaring seabirds, a living symphony of coastal life. Meticulously renovated and designed to capture every ounce of natural light, this contemporary home blends modern sophistication with relaxed waterfront living. The terrace has been thoughtfully enclosed, adding nearly 200 square feet of versatile living space while two additional private balconies offer serene retreats to savor Sarasota’s signature sunsets and gentle bay breezes. Inside, imported Italian porcelain tile flows throughout an open, light-filled layout complemented by contemporary recessed lighting and designer finishes. The gourmet kitchen is a showcase of Italian cabinetry, quartz countertops, and a stone tile backsplash, combining elegant style with abundant storage and functionality. The primary suite provides a peaceful sanctuary with its own private balcony and ample room for a sitting area. The second bedroom offers flexible options complete with a Murphy bed and built-in desk, ideal for guests, a home office, or a creative retreat. Custom built-ins and generous closets throughout ensure impeccable organization and effortless living. Lawrence Point is an intimate, gated bayfront enclave renowned for its tranquil setting and some of downtown Sarasota’s lowest condominium fees. Residents enjoy a heated bayfront pool, meticulously landscaped grounds, on-site management, and a prime location just moments from the cultural heart of Sarasota, the weekend Farmers Market, and the scenic John Ringling Bridge leading to St. Armands Circle and Lido Beach. Covered under-building parking adds daily convenience steps from your door. This is a rare opportunity to own a refined waterfront residence where spectacular views, elegant design, and the effortless Sarasota lifestyle converge.
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.