Location: Sarasota
Do Not Show Listings
8501 MIDNIGHT PASS RD, SARASOTA, FL 34242
$29,995,00078 Days on yellowkey MLS ID: A4692839
Bed: 6 Bath: 8.5 Gar: 7 Liv Area Sq Ft: 12000 Built: 2024 Tax: $141,465 (2025)Community: Siesta KeySpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$141,465
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Set across nearly three acres of pristine waterfront on Siesta Key, Crystal Waters is the most significant private estate in Sarasota—a once-in-a-generation offering that redefines luxury living on Florida’s Gulf Coast. With extraordinary scale, architectural pedigree, and 217 feet of direct Sarasota Bay frontage, this landmark property represents a level of craftsmanship, beauty, and exclusivity rarely seen in the region. Designed by renowned architectural firm Stofft Cooney Architects and custom-built by Chris Jorgensen of Florida West Builders, the Palm Beach-inspired estate encompasses 10,267 square feet with five bedrooms, six full baths, and two half baths. Surrounded by lush tropical gardens and panoramic bay views, every aspect of the property has been conceived to deliver an unparalleled waterfront lifestyle. A dual-gated arrival along a Tabby seashell drive leads to a stately façade framed by towering palms and a grand porte cochère. Beyond solid mahogany doors, a magnificent foyer welcomes guests with travertine floors inlaid with cabochon stone and a sweeping staircase featuring hand-crafted Chippendale railings. Walls of impact glass dissolve the boundary between indoors and out, filling the residence with natural light and uninterrupted views of Sarasota Bay. Refined details include a natural gas fireplace with imported limestone hearth, hand-crafted Vitali European oak flooring in a warm Milano finish, custom millwork, and a serene palette of coastal hues. The kitchen is both a showpiece and gathering place, appointed with custom Campbell cabinetry, Cristallo quartzite surfaces, a custom La Cornue range, dual islands, and walk-in and butler’s pantries. A bayfront breakfast nook and formal dining room open seamlessly to expansive waterfront terraces. Nearby, the clubroom showcases hand-painted Gracie chinoiserie panels, vaulted cypress ceilings, and a wet bar. The first-floor primary suite serves as a private sanctuary overlooking the bay, with French doors opening to the pool terrace. Custom dressing rooms and spa-inspired baths surround a striking octagonal vestibule featuring New Ravenna mosaic floors, Calacatta Matarazzo quartzite, a soaking tub, and marble-clad shower. Upstairs, guest suites, a lounge, and an exercise room provide exceptional accommodations. An Old Florida-style guest residence above a four-car garage offers Pecky Cypress-lined interiors, vaulted ceilings, a full kitchen, covered balcony, and spacious bedroom suite. The main residence is further complemented by an oversized three-car garage. Outdoors, winding pathways lead through beautifully curated grounds to a spectacular 56-foot vanishing-edge saltwater pool that appears to merge with the bay beyond. A covered waterfront pavilion with fireplace, summer kitchen, and tongue-and-groove ceiling creates an elegant setting for entertaining. A private tennis court and lighted pavilion with lounge and fireplace complete the resort-caliber amenities. Along the shoreline, a 90-foot dock extends into Little Sarasota Bay and features a floating kayak launch and a 20,000-pound lift capable of accommodating a 34-foot vessel. Crystal Waters is more than a residence—it is Sarasota’s defining waterfront estate. Unmatched in scale, setting, craftsmanship, and provenance, it stands as one of the finest private properties ever created on Florida’s Gulf Coast. Available lot for sale directly across the street enjoys beach access.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
221 DADE AVE, SARASOTA, FL 34232
$575,00050 Days on yellowkey MLS ID: A4696280
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1534 Built: 1978 Tax: $1,790 (2025)Community: Greers Homeland RepSpa: NoSingle Family
Taxes:$1,790
Elementary School: None
High School: None
Middle School: None
Remarks: 221 DADE AVE. 4bd/2ba $575,000 4 bedroom, 2 bath home features an extra large circular driveway and sits on 1/3 of an acre. No deed Restrictions with plenty of room to build out and/or park vehicles, RV and boat. This one of a kind built home on a cul-de-sac has been fully remodeled inside and out. The house opens to a vaulted ceiling in the large living area and features a tongue in groove ceiling in cedar. Most renovations have been completed in the last 5 years. Brand New Oversized European Eat -In Kitchen with finished cabinet interiors and granite countertops. Mined Stone Slate tile from India throughout. 4th bedroom can be an office or den with coordinated laid stone tile work. Ikea and Floor and Décor Remodeled bathrooms and New Carpeting and new plush padding in all the bedrooms, New Modern Hunter Ceiling fans in every room and 3 fans outdoors in the screened pool lanai. Double walk in closets in the Master and Easy entry walk-in shower with floating glass wall and waterfall showerhead. New woodwork, carpentry and fixtures throughout. New Windows and Upgraded window coverings for all windows and sliding doors included for immediate privacy in this like new home built perfectly for a family. Newly completed $7,000.00 garage remodel with new ceiling and epoxy flooring. New pool surface and New pool cage 2022. Roof is less then 10 years old and a brand new electrical panel replaced with room on the panel for additions. Features a new Kinetico whole home water purification system and RO purified water in the kitchen. Kitchen Sliding doors to the pool and patio with room for an outdoor kitchen. The home comes equipped for RV hookup on the side of the house. Expansive backyard with landscape built out like the start of a tropical sanctuary. A hundred species of birds have visited the creek at the back end of the property. Home sits minutes from right between Downtown Sarasota and UTC. 14 blocks to the oceanfront, 3 miles to Lido Beach. Upgrades do not reflect on the appraisal. This is not a cookie cutter house with plastic floors and discount cheap material updating. House is solid and built with higher standards. Like stepping into Florida life with a beautifully appointed home for parties and entertaining. Home is move in ready, meticulously clean. Some furnishings may be left for an additional price and at the buyers request. No Lowball offers. Cash Buyers Welcome.
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
7549 WESTMORELAND DR, SARASOTA, FL 34243
$549,000146 Days on yellowkey MLS ID: A4684919
REDUCED by $20,000 (3.5%) on 06/08/2026
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
Tax Year: 2024
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)
2231 WOOD ST, SARASOTA, FL 34237
$1,999,000304 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
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)
5773 LONG SHORE LOOP, SARASOTA, FL 34238
$989,00057 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
$354,999427 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)
8145 GRANDE SHORES DR, SARASOTA, FL 34240
$1,599,900110 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
High School: Booker High
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)
8101 GABANNA DR, SARASOTA, FL 34231
$849,000237 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
High School: Riverview High
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 is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Tina Von Kessel (941-266-2848)
4717 E TRAILS DR, SARASOTA, FL 34232
$1,045,900131 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
$869,00070 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)
7208 GREAT EGRET BLVD, SARASOTA, FL 34241
$1,090,000130 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 is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Quire (941-993-5706)
3219 CAMBRIDGE DR, SARASOTA, FL 34232
$349,00085 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)
823 BACON AVE, SARASOTA, FL 34232
$409,00052 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
$569,00063 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
Elementary School: Southside Elementary
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)
2940 BOUGAINVILLEA ST, SARASOTA, FL 34239
$650,000104 Days on yellowkey MLS ID: A4689977
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1710 Built: 1960Monthly Fee: $17 Tax: $6,279 (2025)Community: South GateSingle Family
Taxes:$6,279
Remarks: Stunning, mid-century modern home in highly desirable South Gate with views you must see to believe! If you could have picked one of the best lots in South Gate back in the 1960’s this may have been it. The two-bedroom plus office, two bath home sits on a bluff overlooking a wide portion of Philippi Creek including a large aquatic preserve. You’ll be mesmerized by long, unobstructed views in every direction. A nature lovers delight and absolutely intoxicating. But while location is important, there are many more features in this classic home to consider. Entering through the large foyer you’ll immediately notice beautiful terrazzo floors throughout and a great room with vaulted ceilings. There’s an adjacent dining area off the kitchen and all of these spaces look out through what appears to be a “wall of glass” dedicated to the world class view of flora and fauna. The primary bedroom also has views and access to the back yard and the primary bathroom has been upgraded with a separate tub and walk in shower. The den/office can be made more private with sliding pocket doors and function as a guest bedroom. It even has a dedicated, enclosed patio and garden space. There’s an attached, oversized garage with room for your workshop and a double wide driveway with plenty of parking. While this home has been appropriately updated and improved over the years you’ll find it’s all been done with a great sensibility to the original intent, quality and “hipness” so many are learning to appreciate, again.
Listing Agent: Barbara May (404-822-9264)
7212 N SERENOA DR, SARASOTA, FL 34241
$789,000106 Days on yellowkey MLS ID: O6398816
0 Days Off yellowkey (back on 6/6/2026)
REDUCED by $26,000 (3.2%) on 05/25/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2692 Built: 1993Monthly Fee: $83 Tax: $5,320 (2024)Community: SerenoaSingle Family
Taxes:$5,320
Remarks: Under contract-accepting backup offers. Rarely does a property combine a premier '18th-hole' vantage point with a completely reimagined, turnkey interior. This Serenoa crown jewel provides breathtaking, unobstructed panoramic views of the fairway and greens from your private, heated pool oasis. Inside, the home feels light and bright boasting a 2022 transformation featuring sophisticated high-end tile, plush designer carpeting, and a crisp, modern color palette throughout. From the morning light hitting the greens to the high-efficiency pool heater (2022) ensuring year-round relaxation, every detail of this residence has been curated for the discerning buyer seeking the ultimate Sarasota golf-course lifestyle. You will enjoy the wildlife from the pool deck and the interior will fill your everyday with abundant natural light. If you are seeking serenity and tranquility, this home is for you, will sell furnished if preferred. Buyer's agents welcome.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
5316 CREEKSIDE TRL, SARASOTA, FL 34243
$649,90060 Days on yellowkey MLS ID: A4695087
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2539 Built: 2002Monthly Fee: $82 Tax: $3,756 (2025)Community: Carlyle At Villages Of Palm-AireSingle Family
Taxes:$3,756
Remarks: Welcome to this beautiful home located in the Carlyle subdivision at Palm Aire of Sarasota. This stunning 4-bedroom, 3-bathroom home, complete with a den, offers a harmonious blend of style, comfort, and convenience. Nestled in a prime location, this property provides an unparalleled lifestyle enriched by splendid amenities and easy access to Sarasota's finest attractions. This exceptional home boasts an array of features designed to ensure peace of mind and enhance your living experience: Upgrades include, Hurricane Impact Windows and Sliding Doors: Offering safety and security during Florida's stormy seasons. Security System: Provides an added layer of protection for your family and home. Epoxy Flooring in the Garage: Ensures durability and easy maintenance. Saltwater Heated Pool: Perfect for year-round enjoyment and relaxation. The Roof was replaced in 2019. With 2,538 square feet of thoughtfully designed living space, this home is the ideal retreat for those seeking the Florida lifestyle. The split-plan layout maximizes privacy and functionality, while the inviting eat-in kitchen seamlessly flows into the family room, creating a delightful space for entertaining. Both the family room and the primary bedroom feature sliding doors that open to the pool area, enhancing the indoor-outdoor living experience. The third bathroom also opens to the pool area, making it perfect for guests. The primary suite is large, measuring a generous 20 x 15 feet. It features two spacious walk-in closets and an en-suite bathroom equipped with a separate tub and a large shower, offering a spa-like experience in your own home. Living in Carlyle at Palm Aire means enjoying an active and vibrant community lifestyle. Residents have access to: Private Heated Community Pool, Tennis Court and a Playground. These amenities come with a low HOA fee and no CDD. For golf enthusiasts, membership at the nearby Palm Aire Country Club is available, offering two 18-hole championship courses, Har-Tru tennis courts, pickleball courts, a state-of-the-art fitness center, an Olympic-sized swimming pool, and a beautiful clubhouse. Convenience is at your doorstep with the University Parkway/UTC Mall corridor just a short drive away, offering an array of shopping, dining, and entertainment options. Downtown Sarasota, St. Armand's Circle, and the world-renowned beaches of Siesta Key, Lido Key, and Longboat Key are just 10 miles away, with Anna Maria also within easy reach. Plus, the Sarasota-Bradenton International Airport is just a quick drive away, making travel a breeze. With I-75 only 3 miles away, cities like Tampa, St. Petersburg, and Venice are easily accessible. Don't miss the opportunity to make this wonderful property your next home, where you can enjoy the best of Florida living in the sought-after community of Carlyle at Palm Aire.
Listing Agent: Jon Buice (941-962-7443)
8613 SANDPOINT ST, SARASOTA, FL 34240
$3,479,87553 Days on yellowkey MLS ID: A4695779
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3632 Built: 2027Monthly Fee: $632Community: Wild BlueSpa: YesSingle Family
Taxes:$0
Remarks: Under Construction. Perfectly set on a peaceful preserve homesite, this custom Arthur Rutenberg Lago floor plan showcases the exceptional craftsmanship, quality, and attention to detail for which this builder is renowned. Offering 3,632 square feet of thoughtfully designed living space, the residence features three bedrooms, three-and-a-half baths, a private den, bonus room, and expansive great room, creating spaces equally suited for everyday living and sophisticated entertaining. Hurricane-impact windows and doors provide both peace of mind and energy efficiency while enhancing the home's refined architectural appeal. The owner's retreat serves as a private sanctuary, complete with a spa-inspired bath, freestanding soaking tub, and direct access to the lanai. At the heart of the home, the open kitchen showcases abundant workspace, a generous walk-in prep pantry, and seamless connection to the dining and living areas. A wet bar, outdoor kitchen, fireplace, and resort-style pool and spa extend the living experience outdoors, creating the perfect setting for gathering with family and friends. Completing the home is a spacious three-car garage and the enduring quality expected from one of Florida's most respected luxury builders. Located within Wild Blue, Lakewood Ranch's newest luxury community, residents enjoy a maintenance-free lifestyle complemented by an impressive collection of amenities. The Midway Sports Complex offers opportunities for active recreation, while the private residents-only clubhouse features dining, a state-of-the-art fitness center, golf simulator, social gathering spaces, and a vibrant calendar of activities designed to elevate this exclusive lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Katina Shanahan (941-702-0437)
7538 WESTMORELAND DR, SARASOTA, FL 34243
$1,700,00053 Days on yellowkey MLS ID: A4696134
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1730 Built: 1948 Tax: $3,408 (2025)Community: Whitfield Estates Unit 1Single Family
Taxes:$3,408
Remarks: A rare opportunity to create a legacy property along the shores of Sarasota Bay. Set on over half an acre in the heart of historic Whitfield Estates, 7538 Westmoreland Drive offers one of the area’s most compelling waterfront redevelopment opportunities. Framed by breathtaking bay views and unforgettable sunsets, this expansive homesite is where vision, architecture, and lifestyle come together. Westmoreland Drive is widely regarded as one of Whitfield Estates most desirable waterfront streets, where classic Spanish-inspired residences and Old Florida charm are giving way to stunning custom-built bayfront estates. Surrounded by multi-million-dollar homes, this property presents the ideal canvas to design and build the luxury waterfront residence you’ve always imagined. The existing home is being sold for land value, allowing the next owner to unlock the full potential of this exceptional setting. With over half an acre of bayfront property, opportunities of this scale and location have become increasingly difficult to find. Perfectly positioned just minutes from IMG Academy, Sarasota-Bradenton International Airport, downtown Sarasota, world-renowned beaches, waterfront dining, and the vibrant cultural amenities that make Sarasota one of Florida’s most sought-after destinations. Whitfield Estates also offers a voluntary neighborhood association for only $40/year, providing culinary access to the Sara Bay Country Club. Whether you’re building your forever home, a family compound, or a signature waterfront estate, this is a chance to secure a premier piece of Sarasota Bay and bring your vision to life. Waterfront homesites of this caliber are few and far between. The next chapter begins here.
Listing Agent: Jessie Bonner (941-356-3182)
1829 BOUGAINVILLEA ST, SARASOTA, FL 34239
$4,100,00053 Days on yellowkey MLS ID: A4695800
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4857 Built: 1925 Tax: $13,902 (2024)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$13,902
Remarks: Experience the timeless charm and distinctive elegance of this West of Trail luxury cottage, with modern finishes that remain true to its original allure, at 1829 Bougainvillea Street. Occupying three lots, it is nestled gracefully in Sarasota's most cherished neighborhood. Set on a tranquil, tree-lined avenue, moments from vibrant Southside Village, Sarasota Memorial Hospital, and the renowned sands of Siesta Key, this thoughtfully enhanced residence exudes a rare character and allure that newer homes simply cannot replicate. From the moment you step inside, you're captivated by a refined blend of historic charm and contemporary luxury. Rich hardwood flooring, detailed crown moldings, and designer lighting create a warm and refined ambiance throughout the spacious, open-concept layout. Anchoring this home is a beautifully reimagined gourmet chef's kitchen, showcasing high-end stainless steel appliances, luminous granite countertops, bespoke cabinetry, and an expansive island—ideally suited for gatherings both grand and intimate. The luxurious master suite is a serene retreat, illuminated by abundant natural light and offering generous closet space alongside a spa-inspired ensuite with a sumptuous walk-in shower and dual vanities. Additional bedrooms and versatile living areas effortlessly accommodate family, guests, or a tailored home office. Unique to this remarkable residence is the thoughtfully designed separate living quarters, complete with a private entrance, an inviting bedroom, a fully equipped kitchen, and a full bathroom. Ideal for hosting guests, housing extended family, or offering privacy to long-term visitors, these quarters are unique. Outside, the magic only continues—enchanting gardens burst with colorful bougainvillea, and mature greenery surrounds an inviting patio that effortlessly extends the living space outdoors, perfect for sunlit gatherings or quiet moments beneath Sarasota's famous skies. With meticulous care and modern upgrades, including a newer roof, advanced HVAC systems with two newly installed air conditioning units, recently replaced front-facing windows, and fully updated plumbing and electrical infrastructure, this home blends historic character with contemporary convenience, ensuring comfort, efficiency, and peace of mind. 1829 Bougainvillea Street represents more than just a renowned address; it offers a rare opportunity to own a property rich in Sarasota history and charm, distinctively set apart from uniformity and infused with authentic character. Welcome home to an extraordinary residence awaiting your personal story. Its roots run deep into our community. The prior owners have all remained friends to this day, and the resurgence of the modern cottage is now at the forefront of interior design and architecture. This property embodies that trend in a way no other home can. A true one-of-a-kind that will never be replicated.
Listing Agent: Ryan Skrzypkowski (941-328-8307)
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