Location: Sarasota
Do Not Show Listings
2231 WOOD ST, SARASOTA, FL 34237
$1,999,000307 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,662
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2023
Middle School: Booker Middle
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 a strong six figure range income 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)
4729 WINSLOW BEACON #11, SARASOTA, FL 34235
$259,00072 Days on yellowkey MLS ID: A4694236
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1984 Tax: $2,814 (2025)Community: Winslow BeaconSpa: NoCondo
Taxes:$2,814
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Tucked beneath a canopy of lush woods with a serene pond and fountain as your backdrop, this charming ground floor condo at Winslow Beacon in The Meadows offers the kind of peaceful setting that makes coming home feel like an exhale. From the moment you step inside, the continuity of tile flooring throughout creates a clean, cohesive flow that feels both polished and easy to maintain. The kitchen has been thoughtfully updated with stainless steel appliances and refreshed cabinetry, offering a cozy and functional space that punches well above its footprint. The primary suite is a true retreat, featuring an en suite bath and a walk in closet outfitted with custom built ins designed to maximize every inch of storage. The second bedroom is equally well considered, with built in storage and a desk that make it as comfortable for overnight guests as it is for a dedicated home office. Sold turnkey furnished, this is a rare opportunity to step into a fully appointed home with nothing left to do but enjoy it. Outside your door, the community has just completed a freshly refinished pool and a brand new fitness center, and the ground floor location means effortless in and out access. The Meadows puts you minutes from Downtown Sarasota and the vibrant University Corridor, where the UTC Mall and an abundance of dining and shopping options await. Relaxed living, beautiful surroundings, and a location that keeps everything within easy reach. This one checks every box.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Christina Miller (941-713-2340)
5773 LONG SHORE LOOP, SARASOTA, FL 34238
$989,00060 Days on yellowkey MLS ID: A4695401
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2626 Built: 2022Monthly Fee: $396 Tax: $8,134 (2025)Community: Sunrise Preserve At Palmer RanchSingle Family
Taxes:$8,134
Remarks: Built in 2022, this stunning 2,626 sq. ft. residence (Jubilee Model) offers 3 bedrooms + office, 3 bathrooms, and a 3-car garage, all perfectly positioned to capture beautiful, private water views. Designed with both comfort and entertaining in mind, the large great room serves as the centerpiece of the home and seamlessly connects to the kitchen and dining areas. The upgraded kitchen overlooks these spacious entertaining areas and is a standout feature with upgraded white cabinetry with end panels, an executive kitchen layout with wall ovens and range hood, undercabinet lighting, and a contrasting island with dark cabinetry for added style and sophistication. Perfect for gatherings, the dining area just off the kitchen can easily accommodate dining arrangements of any size. The front guest bedroom is filled with natural light and features its own en suite bathroom, creating the perfect retreat for visitors. The spacious office/den at the rear of the home also enjoys abundant natural light and sliding glass doors overlooking the oversized paver lanai and serene backyard setting. The spacious primary suite is designed for comfort and relaxation, featuring large windows that bring in beautiful natural light along with an adjoining luxurious bathroom complete with separate vanities, a linen closet, glass door shower, and an enormous walk-in closet. The third bedroom offers privacy for guests and is conveniently located near the remaining full bathroom. Additional highlights include luxury vinyl flooring throughout with NO carpet, elegant crown molding, IMPACT windows and doors, and a spacious pantry complete with counters and shelving for exceptional organization. The oversized three-car garage features epoxy flooring for durability and easy maintenance as well as hanging racks for additional storage. This thoughtfully designed home combines modern finishes, practical upgrades, and peaceful waterfront living. Buyer will also receive a One Year Home Warranty! The low monthly HOA fee covers grounds maintenance, irrigation, and access to Sunrise Preserve’s outstanding amenities, including a resort-style pool, clubhouse, tennis, pickleball, bocce ball courts, and more. Ideally located near shopping, dining, beautiful Gulf beaches, and I-75—and situated within an excellent school district—this home truly offers the best of Florida living. Don’t miss your opportunity to make it yours!
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Stacey Andrews (941-504-1649)
4811 WOODBROOK DR, SARASOTA, FL 34243
$354,999430 Days on yellowkey MLS ID: A4652272
REDUCED by $5,000 (1.4%) on 04/03/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1516 Built: 2012Monthly Fee: $173 Tax: $4,817 (2025)Community: Woodbrook Ph ISingle Family
Taxes:$4,817
Elementary School: Robert E Willis Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: One or more photo(s) has been virtually staged. Home has an active annual lease with tenants moving in on June 15, 2026. This beautiful Key West–style courtyard home in the highly desirable gated community of Woodbrook offers exceptional value with over $35,000 in recent improvements and updated mechanicals throughout. Ideally located on a premium lot directly across from open green space, this two-story residence features a rare and versatile layout with two private en-suite bedrooms, making it ideal for guests, multi-generational living, or a dedicated work-from-home setup. The bright, open-concept main level showcases 18"x18" tile flooring throughout the living, dining, and kitchen areas, along with a well-appointed kitchen featuring Cumberland cherry wood cabinetry, solid-surface countertops, new stainless-steel appliances, a large center island, breakfast bar, and a spacious walk-in pantry. A convenient half bath and laundry closet with newer washer and dryer complete the first floor. Upstairs, both bedrooms are generously sized with full baths, including a spacious primary suite with vaulted ceilings, an oversized walk-in closet, and a private balcony overlooking peaceful green-space views; carpeting was updated in 2022. The private brick-paved courtyard offers an ideal outdoor retreat for dining, relaxing, or gardening and provides direct access to the detached two-car garage with its own A/C and additional storage. Recent upgrades include a Trane HVAC system (2024), ductwork cleaning and sealing (2025), new ceiling fans (2024), a new hot water heater (11/2025), an updated electrical panel (2026), and window seal replaced 4/26, allowing for true move-in-ready convenience. Residents of Woodbrook enjoy low HOA fees, no CDD, and access to resort-style amenities including a pool, spa, cabana, grills, playground, and park, all just minutes from UTC, Lakewood Ranch, downtown Sarasota, Nathan Benderson Park, I-75, golf, shopping, dining, St. Barbara’s, and the Gulf beaches.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lynn Clement (941-650-1138)
1627 BOATHOUSE CIR #127, SARASOTA, FL 34231
$535,000270 Days on yellowkey MLS ID: A4667413
1 Days Off yellowkey (back on 6/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1216 Built: 1979Monthly Fee: $842 Tax: $4,015 (2024)Community: Pelican Cove IxSpa: YesCondo
Taxes:$4,015
Tax Year: 2024
Remarks: Experience the epitome of coastal living in the Pelican Cove, where this breathtakingly updated condo offers unparalleled harbor views. Revel in the natural light that pours in through the side/end windows and expansive sliding glass doors, illuminating the craftsmanship within. The kitchen boasts granite countertops, a timeless backsplash and neutral cabinets, complemented by top-of-the-line stainless steel appliances. Modern conveniences abound, including a newer A/C system, recessed lighting, upgraded electric service, and etched-glass front door, and remodeled bathrooms with stylish granite vanities and enclosed shower in master bath. Unwind on your glass-enclosed lanai as you soak in panoramic harbor views while immersing yourself in nature's splendor. Spread across 75 acres of pristine, gated waterfront property, Pelican Cove is a tropical oasis teeming with amenities. Discover an 86-slip boat harbor, six heated swimming pools, a hot tub, three clubhouses, lighted tennis and pickleball courts, shuffleboard, basketball, dog walking areas, and over 5 miles of walking trails and boardwalks. Unleash your creativity with art studios, a pottery classroom, woodworking, and sculpting, or attend classes at Pelican Cove University. Choose from over 37 clubs, including photography, fiber art, biking, yoga, Tai Chi, culinary arts, and card clubs. The community also offers evening jazz and classical music concerts, ensuring an enriched lifestyle for all. Award-winning landscaping and superior management set Pelican Cove apart as the ultimate adult sanctuary. Just minutes from Siesta Key Beach, fine dining, and shopping, this stunning condo is your ticket to a life of luxury and leisure by the harbor/bay.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Judy Limekiller (941-374-4802)
4845 BOCA RATON AVE, SARASOTA, FL 34234
$42,000414 Days on yellowkey MLS ID: A4655608
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 450 Built: 1968Monthly Fee: $137 Tax: $2,712 (2024)Community: Tri-Par Estates Unit 3Mobile Home
Taxes:$2,712
Elementary School: Emma E. Booker Elementary
High School: Booker High
Remarks: This Tri-Par Estates lot is almost ready for your new home. Buyer is responsible for removing trailer. This home has been flooded and mold is present. Selling for land value only. This site offers a great private location with no neighbors behind you and within walking distance to the many amenities available at this great community; a large pool, spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and clubhouse. RV and boat storage are available. Convenient to Sarasota’s downtown, world class beaches, UTC mall, and truly minutes from the airport. Low annual fees and land ownership are two big advantages to this community.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Midyett (941-556-5151)
8145 GRANDE SHORES DR, SARASOTA, FL 34240
$1,599,900113 Days on yellowkey MLS ID: A4688226
0 Days Off yellowkey (back on 6/7/2026)
REDUCED by $99,100 (5.8%) on 05/04/2026
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3579 Built: 2019Monthly Fee: $433 Tax: $16,441 (2025)Community: Lakehouse CoveSpa: YesSingle Family
Taxes:$16,441
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Striking coastal elegance and exceptional upgrades define this beautifully designed Tideland model, set on a PRIVATE PRESERVE homesite in the highly sought-after Lakehouse Cove at Waterside. With 3 bedrooms, 3½ baths, a dedicated office, and an EXPANSIVE SECOND FLOOR BONUS SUITE, this home offers a rare combination of sophistication, space, and versatility. From the moment you arrive, the inviting front porch, manicured landscaping, and SIDE-FACING THREE CAR GARAGE create a polished first impression. Inside, soaring ceilings, 8-foot doors, and wood-look tile flooring throughout establish a light, airy feel, while the open-concept design flows effortlessly from one space to the next. The great room is a true centerpiece, featuring a COFFERED CEILING, custom FEATURE WALL, glass shelving, and a sleek marble-look tile-accented electric FIREPLACE. The GOURMET KITCHEN is both stunning and highly functional, anchored by a LARGE QUARTZ ISLAND WITH SEATING FOR SIX, and complemented by a new gas cooktop, new refrigerator, walk-in pantry, tile backsplash, and abundant cabinetry—perfect for entertaining or everyday living. The primary suite offers a luxurious retreat with a FREE-STANDING SOAKING TUB, spacious walk-in shower, dual vanities with built-in seating, and custom closets. Two additional bedrooms, a private office with double doors and serene preserve views, and a well-designed laundry room complete the main level. Upstairs, a generous bonus area with full bath provides ideal space for guests, hobbies, or a private getaway. Step outside and experience resort-style Florida living at its finest. The HEATED SALTWATER POOL AND SPA and generously-sized lanai overlook a lush, private preserve, while the expansive shellstone paver lanai creates a seamless indoor-outdoor lifestyle designed for both relaxation and entertaining. Additional highlights include a whole-house generator, tankless gas water heater, water softener system, custom closets throughout, and a functional mudroom/drop zone. Located in one of Waterside’s premier communities, Lakehouse Cove residents enjoy a lakeside clubhouse, resort-style pool and spa, fitness center, pickleball courts, scenic trails, and water taxi access to Waterside Place—offering dining, shopping, and entertainment just minutes from home.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Vanessa Fauquier (941-402-9209)
777 JOHN RINGLING BLVD #32, SARASOTA, FL 34236
$599,000186 Days on yellowkey MLS ID: A4679487
0 Days Off yellowkey (back on 3/24/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 882 Built: 1965Monthly Fee: $1,186 Tax: $3,320 (2025)Community: Sarasota Harbor EastCondo
Taxes:$3,320
Elementary School: Southside Elementary
Remarks: Imagine living in a prime, unique waterfront community with an amazing location—maybe the best Bayfront community in Sarasota! You’re just a short walk from downtown, St. Armands Circle, Lido Beach, and the Sarasota Yacht Club. Sarasota Harbor East is a 55+ waterfront community with all the perks of maintenance-free living. This THIRD-FLOOR unit gives you stunning views of Sarasota Bay and the city. It has 2 bedrooms and 2 full baths, perfect for you to make your own. Plus, you’ll have an enclosed four-season glass lanai and high-impact sliding glass doors and windows. The clubhouse has been updated and includes a fully equipped kitchen, a new metal roof, a library, full bathrooms, and a large lap pool with Bayfront views. There’s even a designated area for storing kayaks and bicycles! You’ll have one covered parking space and plenty of guest parking. The community is very neat and tidy, and the maintenance fees cover everything from docks and exterior building to cable TV, a heated community pool, building insurance, internet, exterior maintenance, ground maintenance, a manager, exterior pest control, pool maintenance, sewer, trash, and water. Deep-water boat slips are available on a first-come, first-served basis, and all costs are included in the maintenance fee. (Slips are currently available.) The boat slip can accommodate up to a 30’ powerboat or sailboat. Leasing is not allowed for one year after purchase. Pets permitted with valid service or support animal documentation.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
8101 GABANNA DR, SARASOTA, FL 34231
$849,000240 Days on yellowkey MLS ID: A4673093
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2106 Built: 2016Monthly Fee: $570 Tax: $6,729 (2025)Community: Esplanade By Siesta KeySingle Family
Taxes:$6,729
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to the ideally located and coveted Esplanade by Siesta Key—where convenience meets luxury living. Located just minutes from the crystal-sand beaches of Siesta Key, this comfortable, maintenance-free home sits on a large lot at the end of a quiet cul-de-sac. The Taylor Morrison–built Farnese model offers a practical and inviting layout, featuring two en-suite bedrooms, and a den that can easily serve as a third bedroom. The gourmet kitchen is a highlight, boasting a large granite island, solid wood cabinetry, a gas cooktop, and a bright breakfast nook. The spacious primary suite has bay windows overlooking the serene pond, while the primary bathroom includes neutral countertops, double sinks, and a generous walk-in shower. The den provides an ideal office, reading room, or guest retreat. From the great room, sliding glass doors lead to the expansive lanai, where you can enjoy peaceful mornings taking in pond views and local wildlife. Additional features include an outdoor kitchen, tray ceilings, a large laundry room with cabinetry, a half bath, and a two-car garage. Notable upgrades—impact windows and sliders plus a whole-house Generac generator—provide peace of mind during hurricane season. The community’s exceptional amenity center offers a state-of-the-art fitness facility, on site manager, social spaces, a resort-style pool and spa, tennis court, pickleball courts, bocce ball, and a Paw Park. Whether you prefer an active lifestyle or relaxing with friends and neighbors, Esplanade has something for everyone. Centrally located, the community offers convenient access to downtown Sarasota, shopping, dining, and the world-famous Siesta Key. This home delivers the perfect blend of comfort, convenience, and luxury—enhanced by tranquil pond views, abundant recreation, and effortless access to everything the area provides.
Listing Agent: Tina Von Kessel (941-266-2848)
4717 E TRAILS DR, SARASOTA, FL 34232
$1,045,900134 Days on yellowkey MLS ID: R4910753
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3037 Built: 1989Monthly Fee: $172 Tax: $8,625 (2025)Community: Lakes Estates 3 Of SarasotaSingle Family
Taxes:$8,625
Remarks: Welcome home to The Lakes 111. Where mature Oak trees surround this picturesque neighborhood. The Lakes has two community pools one heated with heated spas. A gym, a basketball court, playground, two tennis courts, and walking trails around a beautiful lake. Truly making you feel like you are in a different world. Nestled in the back of this highly desirable neighborhood. You will find a beautifully updated modern 5 bed plus office / 3.5 bath home. This expansive home has nearly 3100 ft.² of freshly painted beauty. It features an updated kitchen and bathrooms, quartz countertops, high end stainless steel kitchen appliances with a wine fridge. The quartz wood burning fireplace is a must for chilly winter nights. You will fall in love with the master suite. It encompasses the whole right wing of the house with 3 closets and master bathroom. New mechanicals, including HVAC two years old, energy efficient heat pump/water heater less than one year old and energystar pool pump that is three months old. Hurricane rated garage door, windows and doors. Here you can truly live the indoor outdoor lifestyle with 3 fully opening pocket slinging glass doors. These doors open onto the expansive patio/pool deck. Fully screened in pool cage, outdoor kitchen with quartz countertops , outdoor shower and both shaded or sunny lounging areas. Take your pic. Or you can sit by the custom out door fire pit and overlook the picturesque views of Phillipee Creek with its abundant wildlife. No neighbors behind you!!
Listing is courtesy of: BETHANY MARTONE (401-265-0960)
Listing Agent: Bethany Martone (401-265-0960)
803 BEL AIR STAR PKWY, SARASOTA, FL 34240
$869,00073 Days on yellowkey MLS ID: A4694152
REDUCED by $20,000 (2.2%) on 05/28/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2335 Built: 2000Monthly Fee: $117 Tax: $4,393 (2025)Community: Bel-Air EstatesSpa: NoSingle Family
Taxes:$4,393
Remarks: This is one of the best opportunities for usable acreage in the Sarasota area — ~5 acres with pool, room for barn/workshop, and rural zoning for animals - and only a short drive to Sarasota and white sandy beaches! Set within a rural community where neighbors keep horses, cows, goats and chickens, this well-maintained property offers practical acreage living with the space and flexibility many buyers are craving today. The land is open and usable, with an existing concrete pad already in place, ideal for a future barn, detached garage/workshop or guest house. Not heavily wooded, so fencing could be easily added to create defined areas for animals, gardening or additional structures as desired. Zoning (and HOA) allows for horses, livestock and outbuildings, giving the next owner the opportunity to tailor the property to their imagination. Inside, this bright and functional home offers 2,355 sq feet of comfortable living space, including 3 bedrooms in a split layout, plus a flex room suitable for an office, hobby space or nursery. There are 2 full baths and a half / cabana bath adjoining the second bedroom. The open plan kitchen with stainless appliances and two islands overlooks the pool and the large combined dining / living / family room - plenty of space to host a crowd. Outside, enjoy the pool and screened lanai, along with a smaller fenced area for pets or play. The surrounding area offers the natural beauty that draws many to rural Sarasota - frequent deer and sandhill crane sightings, open skies and peaceful nights under the stars. Located within an HOA community that supports rural living, the property offers a balance of space and neighborhood, and the area is known for it's laid-back, country feel while still being within a easy reach of town. Major improvements include new vinyl flooring throughout, water heater, and dishwasher (2025), pool resurface, lanai paving, exterior/interior paint and hurricane shutters (2023) and roof and A/C (2017). If you've been looking for usable acreage with flexibility and potential, this property is worth a closer look.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Rachel Pearson (917-821-6441)
5126 BLUE ASH AVE, SARASOTA, FL 34241
$375,000120 Days on yellowkey MLS ID: A4687578
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1572 Built: 1998Monthly Fee: $436 Tax: $4,045 (2025)Community: Heritage Oaks Golf & Country ClubVilla
Taxes:$4,045
Remarks: This maintenance free club home offers two bedrooms, two baths, and a flexible den with pocket doors, along with a tranquil lake view that is not commonly found in many of the villas. A skylight fills the den with natural light, adding to the home’s bright and airy feel. The attached two car garage provides convenience and additional storage. Inside, the kitchen and baths have been updated with granite countertops, and plantation shutters add timeless appeal throughout. The home shows clean, bright, and move-in ready. Furniture may be included if desired. Another especially desirable feature is the lovely green space across the street, creating a more open and attractive setting, as many villas in the community face other residences. The screened lanai with tile flooring and hurricane shutters provides a comfortable outdoor retreat to relax and enjoy Florida’s year round sunshine while taking in the tranquil lake view. Additional updates include replumbing, a hot water heater installed in 2018, an approximately eight year old air conditioning system, and kitchen appliances replaced within the last six or so years. Ownership includes bundled golf membership, giving residents access to the beautifully maintained course, tennis, fitness, swimming, dining, and an active social calendar. Roof and exterior maintenance are included, making it even easier to enjoy a relaxed, low-maintenance lifestyle. Located in Flood Zone X, this property offers added peace of mind. Perfectly positioned in Sarasota, this home offers convenient access to everyday essentials, dining, and shopping, with nearby destinations such as Publix, Waterside at Lakewood Ranch, and the UTC shopping district. You are also just a short drive from downtown Sarasota, renowned cultural venues, and the area’s world-famous Gulf beaches. Whether you are seeking a full time residence or seasonal getaway, this is an exceptional opportunity to enjoy the Heritage Oaks lifestyle in one of Sarasota’s most desirable guard gated communities. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-487-1492)
Listing Agent: Margot Leonard (941-387-5050)
7208 GREAT EGRET BLVD, SARASOTA, FL 34241
$1,090,000133 Days on yellowkey MLS ID: A4686940
REDUCED by $10,000 (0.9%) on 05/19/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4057 Built: 2022Monthly Fee: $235 Tax: $8,941 (2025)Community: Heron LandingSingle Family
Taxes:$8,941
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Better than new and built in 2022, this ENERGY STAR® certified custom Ashwood II in the gated community of Heron Landing offers the perfect blend of space, style, and efficiency, with serene east facing lake views and top of the line upgrades throughout. The main living areas feature 32x32 marble look tile, a custom stone fireplace, and a showpiece kitchen with a waterfall quartz island. The primary suite is a true retreat with a spa like bath, waterfall quartz vanity, and floor to ceiling tiled showers. Flexible living spaces include a den, loft, and a custom dining room included with the purchase. Plantation shutters and solar shades on the sliders add style and everyday functionality. Step outside to enjoy lake views and a backyard ready for seamless indoor outdoor living, complete with a private pool bath. The 3 car garage with epoxy coated floors and additional custom finishes make this home truly move in ready. Located in a private, gated community of just 95 homes, you will enjoy privacy and tranquility while being minutes from Siesta Key Beach, Downtown Sarasota, Palmer Ranch, Lakewood Ranch, shopping, dining, and top rated schools. Homes with this level of design, upgrades, and location do not come around often, so schedule your showing today.
Listing Agent: Mark Quire (941-993-5706)
5246 MARSH FIELD LN #1, SARASOTA, FL 34235
$259,000281 Days on yellowkey MLS ID: A4669210
REDUCED by $12,000 (4.4%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1127 Built: 1982 Tax: $2,898 (2024)Community: Wedgewood LakeCondo
Taxes:$2,898
Elementary School: Gocio Elementary
Remarks: Welcome to this beautiful 2-bed, 2-bath first-story end unit in the sought-after Wedgewood Lake community within The Meadows! Conveniently located in the heart of University Center. A perfect balance of peaceful privacy and prime location. Inside, you’ll find an open floor plan with updated floors throughout and abundant natural light. The screened lanai offers a serene spot to relax and enjoy the lush surroundings year-round. The spacious primary suite includes recently remodeled en-suite bath and large walk-in closet, your perfect retreat. The Meadows is an outdoor paradise with 85+ lakes, 14 miles of trails, and a heated pool. Perfect for an active lifestyle! Minutes from I-75, UTC shopping, dining, and entertainment. Benderson Park and nature trails are just around the corner. This is the lifestyle you’ve been waiting for. Schedule your private showing today before it’s gone!
Listing Agent: Ashley Goldstein (941-587-3876)
3219 CAMBRIDGE DR, SARASOTA, FL 34232
$349,00088 Days on yellowkey MLS ID: A4692358
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1116 Built: 1961 Tax: $3,420 (2025)Community: Sarasota SpgsSingle Family
Taxes:$3,420
Elementary School: Brentwood Elementary
Remarks: Lovely, well maintained 3 Bed/2 Bath home located on quiet street in established neighborhood convenient to everything! Large yard with room for pool or create your own backyard oasis. 3rd bedroom could be office/studio. New roof 2024 , updated electrical panel, newer windows. This home is in perfect condition. Move in ready!
Listing is courtesy of: GOOD CHOICE REALTY INC. (941-355-8282)
Listing Agent: James Good (941-355-8282)
2050 BENJAMIN FRANKLIN DR #B704, SARASOTA, FL 34236
$2,495,000254 Days on yellowkey MLS ID: A4672363
REDUCED by $155,000 (5.8%) on 06/07/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2936 Built: 2005 Tax: $21,527 (2024)Community: Orchid Beach Club ResidencesSpa: YesCondo
Taxes:$21,527
Remarks: Turnkey furnished executive residence set high on the seventh floor of Orchid Beach Club, this Lido Key beachfront condominium captures sweeping Gulf, bay, and downtown Sarasota views from the moment of arrival. Designed for elevated coastal living, the nearly 3,000-square-foot layout offers three bedrooms, three full baths, private elevator access, and multiple terraces that create a seamless indoor-outdoor lifestyle. A residents-only elevator opens directly into a private lobby, where double iron filigree doors introduce a refined interior filled with natural light. High cove ceilings with inset lighting, custom millwork, wood paneling, motorized window treatments, and thoughtfully updated finishes establish a polished, modern aesthetic. Walls of impact glass frame unobstructed water and city vistas, enhancing every living space. The gourmet kitchen blends clean design with functionality, featuring quartz countertops, sleek cabinetry, center island with seating, breakfast bar, and premium Bosch and Dacor appliances, including a six-burner gas range and warming drawer. The kitchen flows effortlessly into the great room and dining area, creating an ideal setting for both entertaining and everyday living. The Gulf-front primary suite offers a private retreat with terrace access, dual walk-in closets, and a renovated bath featuring marble-inspired finishes, dual vanities, soaking tub, and walk-in shower. Two guest suites are positioned in a split layout for privacy—one with terrace access and the other with its own private balcony—providing comfortable accommodations for visitors. Three terraces extend the living experience outdoors. The expansive bay-facing terrace features a full summer kitchen with a new (2024) built-in gas grill, generous dining area, and ample seating space for sunset entertaining. A Gulf-facing terrace is shared by the primary suite and third bedroom, while the second guest suite enjoys its own secluded balcony. Orchid Beach Club is an exclusive Gulf-front community of just 54 residences, offering a full-service lifestyle with 24-hour gated entry, concierge services, and a recently updated clubhouse featuring a social room, catering kitchen, library, billiards, and lounge. The wellness amenities include a fitness center, sauna, spa room, and massage services. Outdoors, the Gulf-side pool and spa are surrounded by a spacious sun deck, with direct access to Lido Beach’s soft sand and turquoise waters. Ideally located near St. Armands Circle, Longboat Key, and downtown Sarasota, residents enjoy close proximity to fine dining, boutique shopping, marinas, and renowned cultural venues including the Van Wezel Performing Arts Hall, Sarasota Opera House, and The Ringling Museum. This turnkey furnished executive residence offers a rare opportunity to experience beachfront living with exceptional views, privacy, and convenience on Lido Key.
Listing Agent: Roger Pettingell (941-387-1840)
823 BACON AVE, SARASOTA, FL 34232
$409,00055 Days on yellowkey MLS ID: A4696033
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1201 Built: 2020 Tax: $2,877 (2025)Community: Highland Crest 2Single Family
Taxes:$2,877
Remarks: Built in 2020 and thoughtfully designed for today's lifestyle, this move-in-ready Sarasota home offers the rare combination of modern construction, stylish finishes, and the freedom of no HOA restrictions. From the moment you step inside, you'll appreciate the bright, open-concept layout that brings together the kitchen, dining area, and living space in a way that feels both comfortable and connected. White shaker cabinetry, stone countertops, stainless steel appliances, luxury vinyl flooring, and abundant natural light create a clean, contemporary aesthetic that feels welcoming from the start. The split-bedroom floor plan provides privacy and functionality, with a spacious primary suite featuring a walk-in closet and beautifully finished bath. A comfortable guest bedroom and second full bath offer flexibility for visitors, a home office, or everyday living. Outside, the lifestyle continues. The screened lanai creates the perfect space for morning coffee or evening gatherings, while the fully fenced backyard offers room to entertain, garden, play, or simply enjoy Florida's year-round sunshine. The pool adds a fun and refreshing outdoor retreat, creating a backyard that feels larger and more versatile than many homes in this price range. Located in the heart of Sarasota, you'll enjoy convenient access to Fruitville Road, I-75, shopping, dining, parks, top-rated schools, downtown Sarasota, and the area's world-renowned Gulf Coast beaches. Whether you're a first-time buyer, seasonal resident, downsizing, or simply looking for a newer home with modern finishes and minimal maintenance, this property offers an exceptional opportunity. Built in 2020. No HOA. No flood insurance required. Just modern Sarasota living, exactly the way it should be.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Liz Vasconcelos Roos (985-789-0512)
2165 SUNNYSIDE LN, SARASOTA, FL 34239
$569,00066 Days on yellowkey MLS ID: A4690142
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1022 Built: 1952 Tax: $5,683 (2025)Community: Hibiscus Park 1Spa: NoSingle Family
Taxes:$5,683
Remarks: Great Opportunity to own your own Mid Century block built cottage near Sunnyside Park, Arlington Park and Sarasota Memorial Hospital, Or build NEW on the 9681 sq ft lot.... Ready to move right in, this 2 bedroom 1 bath home ...Enjoy the great back yard. AC 2014, Roof 2019.. Hot Water Heater 2020.....Located within the City of Sarasota limits, this home allows for weekly (7-day minimum) rentals, making it uniquely suited for those seeking both personal enjoyment and income potential.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Jonathan Woods (941-356-7583)
5589 CANNES CIR #4-102, SARASOTA, FL 34231
$679,000115 Days on yellowkey MLS ID: A4689088
REDUCED by $40,000 (5.6%) on 05/14/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1745 Built: 2022 Tax: $7,339 (2025)Community: Phillippi Landings CTownhouse
Taxes:$7,339
Remarks: Welcome to 5589 Cannes Circle—an exceptional waterfront townhome in the gated community of Phillippi Landings, where refined design meets effortless Florida living. Perfectly positioned along Phillippi Creek, this residence offers breathtaking water views and a rare sense of privacy, all just minutes from The Landings Shopping Center, Siesta Key, and downtown Sarasota. This impeccably maintained three-story home features 4 bedrooms, 3 full baths, and a bright, open-concept layout designed for both everyday comfort and entertaining. Soaring ceilings, abundant natural light, and thoughtfully selected finishes create a clean, contemporary aesthetic throughout. The designer kitchen is equipped with solid surface countertops, stainless steel appliances, 42” cabinetry and perfectly appointed island that flows seamlessly into the main living space. Multiple outdoor living areas—including two private lanais—invite you to enjoy the peaceful creek views and lush tropical surroundings. A private elevator provides access to all levels, while the oversized garage offers generous storage for boats, kayaks, beach gear and more. Built with quality and efficiency in mind, the home includes impact-rated windows, energy-efficient systems, LED lighting, and durable finishes such as beautifully maintained engineered wood flooring throughout. Additional upgrades include Moen fixtures, Kohler plumbing features, and professionally designed landscaping within the community. Offered in immaculate, move-in ready condition, this residence is available to purchase furnished for a turnkey experience or unfurnished to suit your personal style—making it an ideal full-time home, seasonal retreat, or turnkey investment opportunity. Furnishings offered separately. Residents of Phillippi Landings enjoy a resort-style lifestyle with amenities including a heated pool, fitness center, dog park, clubhouse, kayak launch, and a scenic boardwalk along the water. The adjacent Phillippi Harbor Club marina offers convenient access for boating enthusiasts. This is a rare opportunity to own a waterfront-facing home in one of Sarasota’s most desirable communities. Call today for a private showing!
Listing Agent: Evan Danzig (941-350-1248)
1221 N PALM AVE #106/107, SARASOTA, FL 34236
$800,000168 Days on yellowkey MLS ID: A4682388
REDUCED by $50,000 (5.9%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1593 Built: 1924 Tax: $3,860 (2025)Community: Frances CarltonCondo
Taxes:$3,860
Remarks: One or more photo(s) has been virtually staged. Tucked inside the historic 1924 Frances Carlton on Palm Avenue, this fully reimagined residence offers something rarely found in downtown Sarasota, the character of a vintage building paired with the comfort of a completely rebuilt interior. Created by combining two residences, the home spans almost 1,600 square feet and lives more like a private apartment than a typical condominium. High ceilings, original arched windows, and defined rooms preserve the architectural charm, while a comprehensive renovation brings the home entirely into the present. You enter directly into a generous, open kitchen, an unexpected feature in a building of this era, designed for daily living and gathering rather than passing through. Custom cabinetry, stone surfaces, Café appliances, and thoughtful lighting create a space that is both refined and welcoming. Plantation shutters throughout soften the natural light while maintaining privacy. The living areas flow naturally toward the sunroom overlooking Palm Avenue, where warm southwest afternoon light fills the space. At the opposite end of the home, the primary suite offers a different experience entirely. Positioned at the rear of the residence, it extends into a second enclosed sunroom overlooking a small garden courtyard. Accessible through the bedroom, this space becomes a quiet retreat, ideal for morning coffee, reading, or a peaceful workspace. The renovation extends well beyond cosmetics. Flooring, kitchen, baths, electrical, plumbing, lighting, and finishes have all been rebuilt, complemented by two new air-conditioning systems and a tankless water heater. The result preserves the building’s architectural soul while providing the reliability of a much newer home. The residence includes in-unit laundry, two assigned secured parking spaces, and access to the community pool within an intimate building of twenty residences. From here, downtown Sarasota is part of everyday life. Florida Studio Theatre, Sarasota Opera, restaurants, cafés, and evening drinks are just one or two blocks away, with the Bayfront and marina a short walk beyond. For those seeking amenities and high-rise living, downtown offers many options. For those seeking charm, history, walkability, and a home that feels genuinely unique, opportunities like this are very rare.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Justyna Michalowska (941-567-7300)
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