Location: Sarasota
Do Not Show Listings
988 BLVD OF THE ARTS #1011, SARASOTA, FL 34236
$849,000233 Days on yellowkey MLS ID: A4669131
REDUCED by $88,000 (9.4%) on 06/14/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1555 Built: 1982Monthly Fee: $878 Tax: $12,775 (2024)Community: Condo On The Bay Tower IiSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,775
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: New price! New look! Indulge in premier bayfront living in this 10th-floor residence offering direct, unobstructed water and sunset views that will never be blocked. Boat slips are currently available for lease. Situated on a private, gated peninsula with 24-hour security, Condo on the Bay delivers an exclusive waterfront lifestyle walkable to downtown Sarasota and the Bay Park next door. From the extra-wide screened balcony, enjoy sweeping views of the bridge, boats, and coastal wildlife. Boat and kayak slips, a fishing pier, and immediate water access place the bay at your doorstep. Inside, the residence features a refined KitchenAid kitchen with granite countertops, a wine bar with cooler, full-size washer and dryer, and modern mechanical upgrades. The primary ensuite boasts endless water views and many custom closets. The spacious guest room, with a queen size murphy bed, also doubles as office space. The HOA fee covers all utilities except for electricity. Resort-style amenities include two heated pools, two new state-of-the-art fitness centers, tennis and pickleball courts, concierge service from 8–6 daily, and a full calendar of organized social activities. Next door is the Bay Park, a 52 acre paradise with walking trails, a beach, Performing Arts Center, a marina, concerts, kayak launch, snack bar, yoga, zumba and more. Downtown is down the street where you can choose from many restaurants, art galleries and events. Condo on the Bay offers a rare combination of unobstructed bay views, luxury amenities, walkable downtown access, and timeless waterfront elegance, this is an exceptional opportunity no buyer should pass up.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Deborah Huffman (570-419-1116)
6543 WATERFORD CIR, SARASOTA, FL 34238
$550,00017 Days on yellowkey MLS ID: A4696234
0 Days Off yellowkey (back on 6/14/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2025 Built: 1981Monthly Fee: $25 Tax: $2,097 (2025)Community: Gulf Gate EastSpa: YesSingle Family
Taxes:$2,097
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2-bathroom home with a 2-car garage in the highly desirable Gulf Gate East community. From the moment you step into the spacious foyer, you'll appreciate the bright, open layout designed for comfortable living and entertaining. The expansive great room with vaulted ceilings features a stunning fireplace and flows seamlessly into the renovated kitchen, showcasing quartz countertops, stainless steel appliances, Shaker-style cabinetry, subway tile backsplash, and a large center island with a sink and breakfast bar. Thoughtful upgrades throughout the home include crown molding, recessed lighting, wood-look laminate and tile flooring, and a coffered ceiling in the sunroom/family room. The fenced backyard offers added privacy and outdoor enjoyment, allowing you to relax in your above-ground hot tub, surrounded by the screened lanai. The spacious primary suite offers a custom built walk-in closet and an updated ensuite bathroom with dual vanities and a walk-in shower. The guest bathroom has been beautifully renovated with a spa-inspired design. A well-equipped laundry room includes a washer, dryer, utility sink, storage cabinetry, and an open pantry. Major improvements provide exceptional peace of mind, including: New roof (2024), New gutters with leaf guard (2024), A/C system (2023) and ductwork (2016), Garage door opener (2026), Newer well and updated irrigation system, NEWER windows, sliding doors, front door, and skylight. Residents enjoy low HOA fees and no CDD fees, while being conveniently located minutes to Siesta Key Beach, downtown Sarasota, shopping, dining, hospitals, airports, and I-75. This move-in-ready home combines modern upgrades, stylish finishes, and an unbeatable location.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Susan Retzke (941-544-5558)
5240 HYLAND HILLS AVE #1426, SARASOTA, FL 34241
$275,000254 Days on yellowkey MLS ID: A4668470
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2000 Tax: $3,323 (2024)Community: Veranda 4 At Heritage OaksCondo
Taxes:$3,323
Remarks: Welcome to Heritage Oaks Golf & Country Club—this beautifully appointed second-floor end unit offers exceptional space, abundant natural light, and turnkey furnishings for an effortless move-in experience. Inside, you’ll find updated luxury flooring throughout the living areas, bedrooms, and den. The bright, open-concept layout seamlessly connects the kitchen, dining, and living spaces, creating an inviting setting for both everyday living and entertaining. The spacious primary suite features two walk-in closets and an en-suite bath complete with a soaking tub, walk-in shower, and oversized vanity. A well-sized guest bedroom also includes a walk-in closet, while the den/office provides flexible use as a third bedroom or dedicated workspace. Step out to the screened lanai and take in peaceful lake views overlooking the 14th hole of the championship golf course—an ideal spot to unwind and enjoy the Florida lifestyle. A private one-car garage with storage adds convenience and value. Heritage Oaks is a premier private, gated golf community spanning over 500 acres and featuring a redesigned championship golf course, pro shop, and practice facilities. Residents enjoy five heated pools, a state-of-the-art fitness center with a full-time director, four tennis courts, and scenic walking trails. The full-service clubhouse offers both fine and casual dining, along with convenient takeout options. Perfectly located near I-75 and University Town Center, and just a short drive to world-class beaches, downtown Sarasota, Lakewood Ranch, and more—this home offers the best of resort-style living in an unbeatable location.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Rick Trapp (605-728-8521)
8341 38TH STREET CIR E #305, SARASOTA, FL 34243
$205,00018 Days on yellowkey MLS ID: A4695738
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 742 Built: 2005Monthly Fee: $287 Tax: $2,394 (2026)Community: Serenata Sarasota CondominiumCondo
Taxes:$2,394
Tax Year: 2026
Remarks: Under contract-accepting backup offers. SERENATA Condominium is a gated community with a resort-style setting, centered around a scenic lake with fountains and walking path. The property offers a 24-hour fitness center a heated swimming pool, lighted tennis courts, a clubhouse, free WIFI and library. Ideally located off University Blvd, it provides convenient access to shopping malls, dinning, SRQ Airport and the beautiful Gulf Coast beaches. This unfurnished 1-bedroom, 1-bath condo is on the third floor and features an open floor plan with 10-foot callings, oversized hurricane-resistance windows, quality appliances, buil-in shelves, laundry room and screened lanai with an attached storage room. The bedroom includes a spacious walk-in closet. It is a great investment opportunity. Downtown Sarasota, St Armand's Circle and Siesta beach are just minutes away.
Listing is courtesy of: IMPULSE REALTY INTERNATIONAL (941-284-4242)
Listing Agent: Marika Kalnoky (941-320-7836)
6730 W COUNTRY CLUB LN, SARASOTA, FL 34243
$509,00021 Days on yellowkey MLS ID: A4693351
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2088 Built: 2002Monthly Fee: $82 Tax: $2,010 (2025)Community: Carlyle At Villages Of Palm-AireSpa: NoSingle Family
Taxes:$2,010
Elementary School: Robert E Willis Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Welcome to your dream home in the sought-after community of Carlyle at the Villages of Palm Aire. With no CDD and low HOA, minutes from UTC Mall and downtown Sarasota, this residence is the ultimate in value and convenience. This beautifully maintained, spacious 2,000+ sq. ft. home, features 3 bedrooms, 2 bathrooms, family room, and interior lanai/gallery with triple sliding glass doors that overlooks a garden patio surrounded by lush landscaping with towering Areca palm trees that affords total privacy. Step inside to a contemporary ceramic tiled open floor plan comprising a spacious living and dining area with tray ceilings that amplify the sense of light and space. The updated eat-in kitchen has stainless steel appliances, and granite on countertops and kidney shaped island. The master suite features a walk-in closet and en-suite bathroom with dual vanities, shower and oversized tub. Important upgrades include hurricane impact windows (2025), hot water tank (2025), A/C-heat system (2024), and roof (2022). The community of Carlyle includes for its residents an artfully designed free-form pool, tennis/pickle ball court, basketball court and playground. Golfers may be interested in joining Palm Aire Country Club located in the community. Priced to sell, a property of this caliber is rarely on the market for long—schedule your private tour today and experience this amazing home for yourself now.
Listing Agent: Debbie Ciomei (207-479-9002)
1709 N TAMIAMI TRL #416, SARASOTA, FL 34234
$525,00064 Days on yellowkey MLS ID: A4690932
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 855 Built: 2022 Tax: $6,366 (2025)Community: The Strand Of SarasotaCondo
Taxes:$6,366
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Exceptional opportunity to experience a premier waterfront lifestyle in this contemporary condo, located just minutes from the vibrant energy of downtown Sarasota and our award-winning local beaches. Amazing water views from sunrise to sunset right outside your door. This gated community offers a suite of high-end amenities, including a state-of-the-art fitness center, a serene pool, and direct water access—perfect for launching a kayak or paddleboard through Whitaker Bayou into Sarasota Bay. A community dog park and fire pit are also available. The residence itself features modern styling with clean lines and is complemented by practical luxuries such as custom designer shades and curtains throughout and a large organized walk in closet in the owners suite. Additional features of this property include: -Den/Office with built in closet. - Dedicated underground parking space, additional storage, and secure elevator access. - A full-size front-load washer and dryer conveniently located adjacent to the owner's suite walk-in closet. - Significant investment potential, with the rare benefit of permitting weekly rentals. Whether you are seeking a personal sanctuary or a high-performing income-generating property, this residence is an ideal choice.
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Anne Friedland (941-894-7248)
218 PASS KEY RD #218, SARASOTA, FL 34242
$645,00077 Days on yellowkey MLS ID: A4689143
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1175 Built: 1973Monthly Fee: $1,323 Tax: $5,091 (2025)Community: Sandy Cove IiiCondo
Taxes:$5,091
Remarks: Enjoy the best of Siesta Key living in the highly sought-after Sandy Cove III, an intimate waterfront community of just 16 residences. This beautifully maintained, turnkey-furnished 2-bedroom, 2-bath condo offers comfort, style, and an unbeatable location just moments from Siesta Key Village and the Gulf. The open-concept main living area features tile flooring throughout and a thoughtfully updated kitchen with upgraded cabinetry and countertops, perfect for entertaining. Storm-rated sliding glass doors provide peace of mind while bringing in abundant natural light. An indoor laundry area adds convenience to everyday living. The second level includes a spacious guest bedroom, full bath, and a versatile bonus room currently used as an additional sleeping space—ideal for guests or a home office.Surrounded by lush tropical landscaping, Sandy Cove III offers a true coastal retreat with amenities including a heated community pool, kayak storage, and a charming historic clubhouse. Residents enjoy access to a private fishing pier and shell beach, where you can take in breathtaking Gulf views and unforgettable sunsets.This pet-friendly community is just a short walk to Siesta Key Village, known for its vibrant dining, shopping, and entertainment. Plus, you’re only a short drive to downtown Sarasota and St. Armands Circle for world-class shopping, dining, and cultural attractions. Whether you’re looking for a full-time residence, vacation getaway, or investment opportunity, this property checks all the boxes. Schedule your private showing today and experience the very best of Siesta Key living.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Tim Yocum, Sr (941-915-4545)
4750 TIVOLI AVE, SARASOTA, FL 34235
$473,00091 Days on yellowkey MLS ID: A4687861
REDUCED by $22,000 (4.4%) on 05/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1911 Built: 1989Monthly Fee: $894 Tax: $5,542 (2025)Community: Longwood VillasSpa: YesSingle Family
Taxes:$5,542
Remarks: Tucked away in the quiet back section of the well maintained community of Tivoli Village in Longwood Run, this beautifully updated 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and serene Florida living. The highlight of this exceptional property is the breathtaking lake view framed by majestic oak trees—creating a private, park-like, peaceful backdrop that truly sets this home apart. From the moment you arrive, you’ll be captivated by the fresh, light exterior paint, lush tropical landscaping, and a stately oak tree that sets the tone for the tranquil setting. The HOA is responsible for landscaping, roof repair & replacement and painting of all exterior walls. HOA fees include: property insurance, landscaping, mowing, irrigation, admin fees, roof replacement & repairs, and exterior painting. Step inside to a warm, inviting entry that opens into a bright, airy open-concept floor plan featuring soaring vaulted ceilings. Stunning Spanish-inspired tile flooring flows throughout most of the home, creating a cohesive and elegant feel. The recently updated kitchen is a true centerpiece, featuring sleek modern cabinetry, matching appliances, unique concrete countertops, a chic tile backsplash, and a stainless refrigerator—perfect for both everyday living and entertaining. A top of the line reverse osmosis in the kitchen, adds an extra layer of comfort and quality. The thoughtfully designed split floor plan offers privacy for guests, with two guest bedrooms and a conveniently located bathroom. One bedroom features French doors, making it ideal as a home office, den, or art studio. The home features vaulted ceilings throughout creating an open, airy feel. The spacious primary suite is a true sanctuary, complete with laminate flooring, a large walk-in closet, and sliding glass doors that lead directly to the pool patio. The en suite bathroom offers dual sinks, solid surface countertops, and a large soaking tub perfectly positioned to take in peaceful lake views. In addition, 2 skylights infuse the primary bathroom with soft, natural light. Indoor-outdoor living is seamless, with multiple sliding doors from the main living area opening to the expansive screened pool patio. This inviting space is ideal for relaxing, entertaining, or working from home in a tranquil setting. Enjoy the sparkling pool, shaded awnings for cool comfort, and picturesque surroundings that make alfresco dining a daily pleasure. Ideally located near UTC shopping and dining, with easy access to Lakewood Ranch, world-renowned Gulf beaches, and Sarasota-Bradenton International Airport, this home offers both convenience and a coveted Florida lifestyle. Don’t miss the opportunity to own this move-in ready gem in one of the area’s most desirable communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Heather Gehan (941-893-0213)
115 PASS KEY RD #115, SARASOTA, FL 34242
$399,00094 Days on yellowkey MLS ID: A4685793
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 656 Built: 1973Monthly Fee: $1,203 Tax: $2,447 (2025)Community: Sandy Cove IiiCondo
Taxes:$2,447
Remarks: Virtually Staged. Welcome to Sandy Cove III, a highly sought-after waterfront community on the pristine Gulf shores of Siesta Key. Ideally located within a short stroll to both Siesta Key Village and the beach, this beautifully renovated ground-floor condo offers the perfect blend of coastal living and convenience. This 1-bedroom, 1-bath unit has been thoughtfully updated with all-new stainless steel appliances, cabinetry, bathroom vanity and shower, water heater, and fresh interior paint. Tile flooring throughout enhances the bright, open living space, while both the kitchen and bedroom provide direct access to a screened side porch perfect for relaxing. The rear patio overlooks a tropical garden creating a peaceful setting for dining and entertaining. Sandy Cove III is a pet-friendly, boutique community of just 16 units featuring a heated pool and a tranquil, park-like waterfront setting. Residents enjoy access to a private clubhouse, fishing pier, kayak storage, and both bay and Gulf water access. Whether you're seeking a full-time residence, vacation getaway, or investment opportunity with monthly rental potential, this property delivers. Experience breathtaking sunsets and the laid-back island lifestyle that make every day feel like a vacation on Siesta Key. Schedule your private showing today.
4220 CENTRAL SARASOTA PKWY #1214, SARASOTA, FL 34238
$295,000132 Days on yellowkey MLS ID: A4682488
REDUCED by $4,000 (1.3%) on 06/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 2001Monthly Fee: $560 Tax: $2,979 (2025)Community: Plaza De FloresCondo
Taxes:$2,979
Remarks: Paradise awaits in this fully updated 2-bedroom, 2-bath condo located in the highly desirable Palmer Ranch. This light and bright ground-floor residence features tile floors throughout—NO CARPET—granite countertops, a smart split-bedroom layout, newer washer, and neutral, timeless finishes that allow you to MOVE RIGHT IN with ease. You’ll love entertaining, relaxing, or simply watching nature from your OVERSIZED screened lanai, complete with tile flooring that extends your living space and overlooks a tranquil pond. Located in the gated community of Plaza De Flores, residents enjoy an active social calendar and resort-style amenities including a sparkling pool, tennis courts, fitness center, and clubhouse. You will find cable, water, trash, and sewer are all included in the monthly fee. New roof, painting, carports, paving and no special assessments outstanding! With close proximity to shopping, restaurants, world-class beaches, and The Legacy Trail, this is the perfect location to embrace the Sarasota lifestyle—whether as a full-time residence or seasonal retreat.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Sabrina Hurt, Pllc (941-413-6099)
1257 S PORTOFINO DR #307, SARASOTA, FL 34242
$419,900153 Days on yellowkey MLS ID: A4679704
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 929 Built: 1968 Tax: $4,583 (2025)Community: Siesta Harbor ISpa: YesCondo
Taxes:$4,583
Remarks: PRICED TO SELL! LOWEST PRICE RENOVATED 2 bedroom 2 bath condo is Siesta Harbor! So many upgrades, granite counters, stainless appliances, ceramic tile, impact sliders, turnkey Furnished! Water views from the living room, main bedroom and lanai, screened in lanai, great active clubhouse, heated pool, outdoor spa, out door shower, shuffleboard, barbecue area and outdoor shower. Private Beach access directly across the street. Siesta Harbor is located on the deepest point of the main intracoastal. Deep canal, boat slip up to 30' boat (check for availability, reasonable annual pricing.) Stunning Dock for fishing or relaxing ..... walk to all, restaurants, shops, easy on and off the key, the Trolley and scat right outside your door! One of the best parts being on the intracoastal with Beach Access! This has it all, just bring your toothbrush and be in paradise! Or rent it out, its a 30 day rental 12 times a year!!
Listing is courtesy of: JUDITH GUZZI & ASSOCIATES LLC (914-490-9032)
Listing Agent: Judith Guzzi (914-490-9032)
130 MIMOSA DR, SARASOTA, FL 34232
$639,900205 Days on yellowkey MLS ID: A4673876
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2239 Built: 1978Monthly Fee: $19 Tax: $4,497 (2024)Community: Beechwood Estates SubSingle Family
Taxes:$4,497
Elementary School: Fruitville Elementary
High School: Sarasota High
Middle School: McIntosh Middle
Remarks: Virtually Staged. Set on a quarter-acre corner lot within a deed-restricted Sarasota community, this four-bedroom, two-bath residence blends comfort with modern enhancements. Constructed with concrete block and new hurricane-impact windows and doors, the home offers peace of mind and long-term value. The split floor plan delivers privacy and function, with primary suite positioned at the north end. The updated primary bath and expansive walk-in closet provide a refined retreat. At heart of the home, the open-concept kitchen showcases granite countertops, soft-close cabinetry, and bar seating that opens to a large dining area and vaulted family room with lake views and a travertine-clad wood-burning fireplace. Travertine and wood flooring extend throughout. Three-panel sliding doors reveal a screened lanai ideal for entertaining, offering serene lake views and a fountain feature. Additional highlights include 2025 hurricane-rated garage door, a 2019 air-conditioning system, new ductwork, and an oversized two-car garage with storage. The exterior has been transformed into a private oasis, complete with upgraded landscaping and paver patio designed for Florida living. This meticulously maintained home provides a rare combination of style, structure, and setting, all minutes from downtown Sarasota and the gulf beaches.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
117 PASS KEY RD #117, SARASOTA, FL 34242
$425,000213 Days on yellowkey MLS ID: A4672470
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 656 Built: 1973Monthly Fee: $1,198 Tax: $4,157 (2024)Community: Sandy Cove IiiSpa: NoCondo
Taxes:$4,157
Remarks: Virtually Staged. Enjoy the best of Siesta Key living in beautiful Sandy Cove 3, an intimate and highly desirable community of just 16 units with a heated pool and exceptional Gulf-side amenities. This fully renovated 1-bedroom, 1-bath residence features all-new stainless-steel appliances, wood cabinetry, quartz countertops, a new bathroom vanity, an updated shower, and fresh interior paint. Tile flooring flows throughout the open floor plan, creating a bright and cohesive living space. Both the primary bedroom and kitchen open to a charming side porch overlooking the pool, perfect for relaxing and enjoying the coastal breeze. The lush, tropical grounds include a kayak rack and a historic clubhouse for residents to enjoy. End each day with magnificent Gulf sunsets from Sandy Cove’s private fishing pier and park-like waterfront setting. This pet-friendly community is within walking distance to Siesta Key Village, offering restaurants, entertainment, shopping, and more. Whether you’re looking for a great rental opportunity or a place to call home, this property invites you to experience the best of Siesta Key. Schedule your showing today!
3648 BENEVA OAKS BLVD, SARASOTA, FL 34238
$949,000471 Days on yellowkey MLS ID: A4643238
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2747 Built: 1980Monthly Fee: $96 Tax: $4,995 (2025)Community: Beneva OaksSpa: NoSingle Family
Taxes:$4,995
Remarks: One or more photo(s) has been virtually staged. In the gated, exclusive community of Beneva Oaks, this two-story residence is a Sarasota gem that offers a rare combination of privacy, space and convenience. One of Sarasota’s sought-after neighborhoods, Beneva Oaks is an enclave of just 49 uniquely designed custom homes, each on spacious half-acre to one-acre homesites, creating an atmosphere of tranquility, safety and prestige. With majestic 100-year-old oaks and towering palms, this community is one of Sarasota’s hidden treasures, offering an abundance of space and a park-like setting while being just minutes from the heart of town. On the northern edge of Palmer Ranch, this home provides easy access to Interstate 75, Siesta Key Beach, Gulf Gate’s vibrant restaurant and shopping district, and a new Publix. A great place for a growing family, it also sits in the highly rated school districts of Gulf Gate Elementary, Sarasota Middle School, and Riverview High School, and the top high school in Florida, Pine View School for the Gifted, is 15 minutes away. Inside, the first floor offers a spacious living room, kitchen, dining area and half bath. The attached office and bedroom with adjacent full pool bath are ideal for use as an in-law or au pair suite. Upstairs, the expansive primary bedroom boasts a sitting area, walk-in shower, soaking tub and dual pedestal sinks, creating a serene retreat. Three additional guest bedrooms and a full bath complete the second level. The outdoor living space is a private oasis as French doors lead to an elevated deck with new railings illuminated by solar lights, stepping down to a sparkling blue pool surrounded by pavers. The backyard enjoys scenic, serene views, backing up to Matheny Creek and a green space easement for added privacy. Energy efficiency meets sustainability with environmentally friendly photovoltaic solar panels, keeping electric costs low. In addition, County water and septic ensure predictable low utility expenses, and a buried 120-gallon propane tank fuels the gas stove. Other features include a speaker system, fiber-optic high-speed internet, original Spanish tile and charming stained-glass accents in the front entry and stairwell. 2 AC units replaced in 2025/2026 with new smart thermostats, roof and skylights 2018, 2013 pool resurfaced and retiled with paver patio added, pool pump 2021, water heater 2022. This is a rare opportunity to own in one of Sarasota’s distinguished neighborhoods, where estate-sized properties, lush landscapes and an unbeatable location create a special place to call home. Zillow flood information is incorrect, and per FEMA and the Sarasota GIS flood maps no buildings intersect flood zones. Flood insurance is NOT required. The structure is entirely within zone X, with a finished floor elevation of 23 feet. The edge of the lot bordering the creek is in Zone AE with a base flood elevation of 16.4 feet.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
1751 HAWTHORNE ST, SARASOTA, FL 34239
$2,495,00076 Days on yellowkey MLS ID: A4689684
1 Days Off yellowkey (back on 6/14/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3875 Built: 2006 Tax: $33,343 (2025)Community: Hudson BayouSpa: YesSingle Family
Taxes:$33,343
Elementary School: Southside Elementary
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Step into a home that feels more like a private gallery and retreat than a traditional residence—where modern design, light, and location come together in a way that’s nearly impossible to replicate in Sarasota. Located just one block from Southside Village and minutes to downtown, this West of Trail architectural residence is designed for the cosmopolitan buyer—someone who values design, art, walkability, and a lifestyle that blends indoor and outdoor living seamlessly. From the moment you enter, you’re greeted by a dramatic two-story great room with soaring ceilings, polished concrete floors, and a striking mid-century modern fireplace. A wall of glass draws your eye straight through to the sun-drenched, Palm Springs-inspired pool and lush tropical backdrop—creating that immediate “this is different” feeling. The scale and clean lines offer the perfect canvas for an art collector, with expansive walls that invite statement pieces. The kitchen is both functional and beautifully integrated—designed for someone who entertains without wanting to be separated from the experience. Custom cabinetry, a professional-grade 48" Jenn-Air gas range, double ovens, and a wet bar all open directly to the living and dining spaces, including a character-rich built-in banquet booth that feels both classic and intentional. On the main level, a guest suite with large sliders opens to a covered, screened lanai—ideal for outdoor dining or evening lounging without interruption. There’s also a dedicated office for the not-quite-retired, a bright and airy laundry room, and thoughtful storage throughout. Upstairs, the home continues to surprise. A lofted lounge creates separation for guests or quiet moments, while a spacious ensuite bedroom provides comfort and privacy. Then, a true conversation piece—the observatory, accessed via a winding staircase—offers a unique escape that feels both playful and sophisticated. The primary suite is expansive and light-filled, with generous closet space, dressing areas, and a bathroom that carries through the home’s mid-century modern aesthetic. Outdoors, the experience is equally refined. Low-maintenance designer rock beds are complemented by mature palms and lush landscaping, framing a private resort-style pool and spa. A detached 400 sq. ft. studio/guest house adds flexibility—perfect as an art studio, fitness space, guest suite, or private office with its own entrance. The garage is oversized with a two-car door but space for much more—cars, e-bikes, paddleboards, even a golf cart—supporting an active, coastal lifestyle. This is not a home for everyone—and that’s exactly the point. It’s for the buyer who has outgrown the ordinary, who appreciates architecture and design, who wants to be close to everything yet live in one of Sarasota’s most desirable residential neighborhoods. Because the reality is—homes like this rarely come available. And when they do, they don’t last. If you’ve been waiting for something that actually feels different… this is it.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Mark Coppens (941-444-0436)
7327 38TH COURT EAST, SARASOTA, FL 34243
$599,00043 Days on yellowkey MLS ID: A4693655
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2239 Built: 2001Monthly Fee: $21 Tax: $5,406 (2024)Community: Matoaka HgtsSingle Family
Taxes:$5,406
Remarks: This beautifully updated, move-in-ready home offers a bright and spacious 3-bedroom, 2-bath split floor plan with a versatile den. Thoughtfully renovated from top to bottom, the home features a completely updated kitchen and both bathrooms, brand-new flooring throughout, fresh interior and exterior paint, and a new sprinkler system. The oversized kitchen is a true entertainer’s dream, flowing seamlessly into the formal dining room. Cathedral ceilings add volume and elegance, while the living room showcases a stunning new fireplace and TV feature wall as its centerpiece. The generous master suite includes a luxurious bath with separate shower and soaking tub, plus a large walk-in closet. Outside, relax on the expansive screened lanai overlooking peaceful lake views. Additional highlights include a 2-car garage and an unbeatable location just minutes from UTC, with easy access to Lakewood Ranch’s top shops, dining, and amenities. Perfect blend of modern updates, comfortable living, and prime location — schedule your showing today!
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Vlado Konatar (941-718-8293)
3122 REGATTA CIR, SARASOTA, FL 34231
$685,000141 Days on yellowkey MLS ID: A4680447
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1642 Built: 1965 Tax: $5,399 (2025)Community: Gulf Gate WestSpa: NoSingle Family
Taxes:$5,399
Remarks: Gulf Gate transformation in this meticulously renovated 3-bedroom, 2-bathroom sanctuary. Situated on a quiet circle just minutes from the world-class sands of Siesta Beach, this home has been professionally redesigned from top to bottom with uncompromising attention to detail. Enjoy total peace of mind with a comprehensive list of 2022–2025 upgrades, including a new roof, HVAC and ductwork, PEX plumbing, and new sewer lines. The exterior features durable Hardie siding, fresh paint, and hurricane-impact windows and doors at the front, ensuring both efficiency and protection. Designer Interiors The heart of the home is a chef’s kitchen featuring Level 4 Cambria Quartz, solid wood shaker cabinetry, and a custom built-in banquet. Modern luxury vinyl flooring flows through the open living spaces, leading to a charming shiplap-accented living room with an electric fireplace. Both bathrooms have been fully redone with high-end vanities, fixtures, and custom tile. Private Backyard Oasis Step outside to a brand-new inground pool with a custom water feature, all framed by a new wood privacy fence. The grounds are completed by professional landscaping, new lighting, and a modern irrigation system. Fully permitted and ready for its next chapter, this "better-than-new" gem offers the luxury of a custom build in an established, sought-after Sarasota location.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Deanna Boileau Gilman (860-884-7198)
9397 MIDNIGHT PASS RD #905, SARASOTA, FL 34242
$729,000250 Days on yellowkey MLS ID: A4669008
REDUCED by $20,000 (2.7%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1348 Built: 1975 Tax: $5,944 (2025)Community: Pointe On Midnight PassSpa: YesCondo
Taxes:$5,944
Elementary School: Phillippi Shores Elementary
Remarks: Also available as a seasonal rental! Welcome to 9397 Midnight Pass Rd #905 Sarasota, FL 34242 at The Pointe on Siesta Key, a fully renovated 1,348 SF, 2-bedroom, 2-bathroom luxury condo offering breathtaking Little Sarasota Bay and Intracoastal waterway views from the 9th floor. This stunning residence underwent a complete custom renovation in 2023, setting it apart from every other unit in the building. The open-concept kitchen features quartz countertops, vaulted ceilings with a bold rock-and-metal aesthetic, and a one-of-a-kind handcrafted glass-art backsplash, with bar seating connecting seamlessly to the dining and living areas, a custom layout rarely found at The Pointe. Luxury vinyl plank flooring flows throughout every room including the lanai, while wood acoustical paneling enriches both the living space and primary suite. Additional upgrades include HD-mounted televisions, a 2023 AC system, and a new LG washer and dryer, making this unit nearly turnkey and move-in ready. Step onto your private lanai, protected by hurricane-grade sliders, and take in tranquil water views of Little Sarasota Bay, where dolphins, manatees, and sailboats pass through calm Intracoastal waters daily. As a resident of The Pointe's gated five-acre community, enjoy resort-style amenities including boat docks, kayak and canoe access, a heated pool and spa, sauna, tennis and pickleball courts, BBQ gazebos, a clubhouse, and a fitness center with panoramic Intracoastal views. Located just minutes from Turtle Beach, Siesta Key Village, waterfront dining, local marinas, and coastal cafés, this property is ideal whether you're seeking a luxury Siesta Key waterfront residence, a vacation condo, or a Sarasota investment property. Negotiable furnishings available. Schedule your private showing today.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Emerson Robbins (941-404-0382)
1541 CARIBBEAN DR, SARASOTA, FL 34231
$5,500,00022 Days on yellowkey MLS ID: A4695466
Bed: 5 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 6035 Built: 2004 Tax: $41,012 (2025)Community: Coral CoveSpa: YesSingle Family
Taxes:$41,012
Remarks: Perfectly positioned on approximately 130 feet of deep sailboat water, this exceptional waterfront estate offers an extraordinary opportunity to experience the very best of Sarasota’s luxury lifestyle. Encompassing over 6,100 square feet, the residence was thoughtfully designed to balance grand-scale entertaining with comfortable everyday living. A dramatic two-story living room, sweeping staircase, extensive custom millwork, and walls of glass create a sense of timeless elegance while framing breathtaking water views throughout the home. The gourmet kitchen serves as the heart of the residence, seamlessly connecting to multiple gathering spaces and opening effortlessly to the expansive waterfront terrace. Corner sliding glass doors dissolve the boundaries between indoors and out, revealing a resort-style infinity-edge pool, summer kitchen, covered entertaining areas, and sparkling bay views beyond. The luxurious primary suite is a private waterfront retreat featuring a separate dressing room, generous dual closets, and serene water vistas. Additional guest suites provide exceptional comfort and privacy for family and visitors alike. Designed for both recreation and relaxation, the home also features a private office/library, elevator access, media and game room with full bar, and a four-car split garage. Outside, the lifestyle continues with a private dock, boat lift, fishing pier, and immediate access to Sarasota Bay. Whether enjoying sunset cruises, waterfront dining, or simply relaxing poolside while watching dolphins and boats pass by, every day feels like a vacation. Rarely does a property combine this level of space, waterfront presence, boating access, and location. Just minutes from downtown Sarasota, St. Armands Circle, and the area’s renowned beaches, this is a home designed for those who expect the very best.
Listing Agent: Daria Fairchild (941-650-7207)
8750 OLDE HICKORY AVE #9305, SARASOTA, FL 34238
$369,00050 Days on yellowkey MLS ID: A4692691
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1238 Built: 1996Monthly Fee: $605 Tax: $2,892 (2025)Community: Stoneybrook Terrace 1Condo
Taxes:$2,892
Remarks: Come and get wowed by this 3rd Floor updated Terrace unit with endless views of the 9th fairway and lakes. Enjoy the endless Florida Sunsets and the High End upgrades, Impact windows and sliders, matching plank tile flooring throughout the Home, Chef's kitchen with exotic Granite Counters, tiled Backsplash, LG Stainless Steel Appliances, Island design with the original kitchen walls removed, coffee bar. Plantation shutters throughout! Offered partially furnished, the Glassed-in Lanai flows right from the living area, Primary Bedroom with walk-in closets, redesigned bath has been opened up and quarts counters. Guest Suite has Granite counters and offer separation from the Primary. The Terraces boasts upgraded and updated Tile Roofs, fresh paint colors and elevator has been updated recently. Each unit has its own carport spot and separate storage space. Community pool, pickleball/tennis court, grill areas and the neighbors almost nightly gather. Love of community and pride in ownership abound at the Terraces. Stoneybrook of Sarasota A premier member-owned country club, is only a short distance from Siesta Key and offers easy access to shopping and borders the Legacy Trail. Ownership in Stoneybrook Golf and Country Club includes a completely updated 18 hole golf course in 2024, clubhouse and restaurant, Har-Tru tennis facility, well-equipped fitness center and additional club pool and spa. Nestled between Downtown Sarasota and Downtown Venice.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kenneth Ipox (941-993-7279)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.