Location: Sarasota
Do Not Show Listings
7716 GENEVA LN, SARASOTA, FL 34243
$445,000365 Days on yellowkey MLS ID: A4655951
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1454 Built: 1991Monthly Fee: $188 Tax: $2,176 (2024)Community: Treetops At North FortySpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,176
Elementary School: Kinnan Elementary
High School: Southeast High
Tax Year: 2024
Middle School: Braden River Middle
Remarks: Step through the front door and into a light-filled, open great-room layout where vaulted ceilings, walls of windows, and dual sets of French doors blur the line between indoor and outdoor living. This updated 2-bedroom, 2-bath home with a flex den/office is tailor-made for both relaxed daily living and unforgettable gatherings. Stylish, Ready-to-Entertain Interior Kitchen redone in 2014: stainless-steel appliances, granite counters, breakfast bar, pantry, and a sunny nook with slider to the garden. Tile floors throughout—zero carpet for allergy-friendly, easy maintenance. Split-plan privacy: the airy primary suite enjoys pool access, dual sinks, and frameless tile shower, while the guest wing shares an upgraded bath with the den nearby. Outdoor Oasis Slide open the French doors and savor the Florida lifestyle on the screened, covered lanai overlooking a sparkling saltwater pool. Host cookouts, sip morning coffee amid the side garden, or toast another brilliant Gulf-coast sunset. Peace-of-Mind Updates & Storage Roof 2015 • Water heater 2020 Oversized 2-car garage with built-in storage shelves for toys and tools alike. Resort-Style Amenities & Prime Location Residents of Tree Tops at North Forty enjoy a community pool and tennis court, all moments from world-class golf, dining, shopping, and downtown Sarasota’s arts scene. This is the move-in-ready, low-maintenance pool home you’ve been waiting for—schedule your private tour today!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Jeff Simpson (941-504-5552)
6266 MIDNIGHT PASS RD #404, SARASOTA, FL 34242
$1,170,00053 Days on yellowkey MLS ID: A4691031
REDUCED by $10,000 (0.8%) on 06/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1263 Built: 1980 Tax: $10,169 (2025)Community: Excelsior Beach To BayCondo
Taxes:$10,169
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: RARELY AVAILABLE INCOME PRODUCING EXCELSIOR GULF FRONT UNIT This large unit has been completely updated and renovated with Impact windows and new HVAC in 2025, Upgraded kitchen and all appliances, plantation shutters, and Hunter Douglas window shades, in-unit washer/dryer, custom tile throughout, tastefully appointed with fine furnishings and all the accoutrements for the Siesta Beach lifestyle. The under-building covered parking and elevators are conveniently located the spacious gulf front patio is the perfect place to relax and enjoy the fabulous views. Excelsior is your Gulf to Bay resort residence with a Private White Sand Beach, Two Large Heated Swimming Pools, Poolside Restrooms / Hot Water Showers, Shuffleboard, Two Heated Whirlpools, Two Lighted Tennis Courts, Two Pickle Ball Courts, Fitness Center, Large Gulfside Sun Deck, Beach Loungers and Chairs, Lounges & Sunbathing Parapets' Outdoor Barbecues / Picnic Areas, Intercoastal Fishing Pier / Shaded Viewing Area, Community Room and monthly community events', Library' Walk to Shopping, Dining, Bike & Boat Rentals Located just a half mile to the S village shops, dining and marina makes this a great spot to enjoy all the best that world famous Siesta Key has to offer.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Bob Stahlschmidt Ii (941-266-2684)
$1,170,00013 Days on yellowkey MLS ID: A4695534
Bed: 2 Bath: 0.0 Liv Area Sq Ft: 1263 Built: 1980 Tax: $10,169 (2025)Community: Excelsior Beach To BayApartment
2632 SUNNYSIDE ST, SARASOTA, FL 34239
$395,00052 Days on yellowkey MLS ID: A4690325
3 Days Off yellowkey (back on 6/8/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1578 Built: 1957Monthly Fee: $17 Tax: $4,699 (2025)Community: South GateSingle Family
Taxes:$4,699
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Charming mid-century modern 3 bedroom, 2 bathroom home with an oversized 2-car garage, located in the established, deed-restricted South Gate neighborhood of Sarasota. Offering classic Florida style, the home features original terrazzo flooring throughout the home with the exception of ceramic tile in the kitchen and a functional layout with a spacious primary bedroom that includes an en-suite bathroom and walk-in closet. The living room features a built-in bookshelf, and an enclosed sunroom offers flexible space for a home office or additional family area. The home retains original features and offers ample storage throughout, plus a bonus workshop suitable for hobbies or projects. Recent updates include AC replacement (2023) a new garage door (2023), and brand-new toilets. Home is connected to county sewer and comes with Hurricane shutters. The optional South Gate Community Association offers access to a community pool and community center, including the architecturally significant Victor Lundy-designed property with events and weekly classes. Located in the highly sought-after Southside Elementary school district and near Southside Village, Sarasota Memorial Hospital, and just minutes to Siesta Key Beach, with convenient access to shopping, dining, and everyday amenities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Rachel Harvey (941-726-9300)
918 LA COSTA CIR #3, SARASOTA, FL 34237
$139,900110 Days on yellowkey MLS ID: A4683613
0 Days Off yellowkey (back on 6/8/2026)
REDUCED by $5,000 (3.5%) on 05/22/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 865 Built: 1972 Tax: $2,335 (2025)Community: Park ViewSpa: NoCondo
Taxes:$2,335
Elementary School: Tuttle Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Priced to sell, this beautifully furnished 2-bedroom, 1-bath condo is conveniently located just half a mile from Downtown Sarasota’s Main Street and only 4 miles to Lido Beach and St. Armands Circle. Perfect for a second home to escape those cold winters, or make it an investment property ready to rent and produce income, if you have 1031 exchange the sellers are ready to accomodate a quick closing, or make it your primary residence, you can't find a better priced condo this close to all downtown Sarasota has to offer as well as it's close proximity to the world famous white sandy beaches of Siesta Key and Lido. Situated in a secure gated community with a serene, park-like setting, residents enjoy access to two community pools (one heated), a community room with full kitchen, and a well appointed exercise room. The condo is being sold **fully furnished**, offering an easy move-in experience in one of Sarasota’s most convenient locations. The kitchen and bathroom have granite counter tops. The water heater was replaced within the past year. Don’t miss this opportunity! HOA includes water/sewer/trash and exterior maintenance.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Julie Kell (330-309-7022)
4396 WOODMANS CHART #146, SARASOTA, FL 34235
$347,00086 Days on yellowkey MLS ID: A4686620
REDUCED by $28,000 (7.5%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1551 Built: 1977 Tax: $3,023 (2025)Community: Woodmans Chart - The MeadowsVilla
Taxes:$3,023
Remarks: Elegant, delightful and move-in ready with serene pond views! This 3 bedroom, light filled end-unit villa with no shared walls offers the easy, maintenance-free lifestyle buyers are looking for; perfect for enjoying Sarasota year-round or locking up and leaving with peace of mind. Even better, the big-ticket items are already taken care of: 2025 exterior paint, 2024 roof, 2022 A/C and water heater. A private atrium, vaulted ceilings, transom windows, and an open floor plan create a bright, airy feel from the moment you enter. You’ll love the stone-look tile flooring, no-popcorn ceilings, and beautifully updated kitchen with solid-wood cabinetry, Santa Cecilia granite countertops, stainless-steel appliances, and breakfast bar. The oversized screened lanai overlooks peaceful wooded and pond views—ideal for morning coffee, relaxing, entertaining, or birdwatching. Additional highlights include an interior laundry room, abundant storage in the stand-up attic, an oversized two-car garage, block construction, and a desirable Flood Zone X location above the flood plain. Homes with this combination of privacy, updates, views, and maintenance-free convenience are hard to find; don’t miss it! All in The Meadows, a sought-after 1,600-acre park-like community just 15 minutes from downtown Sarasota. Residents enjoy 14 miles of scenic trails and access to a fitness center, Junior Olympic pool, pickleball, golf, and Har-Tru tennis. You’ll also be minutes from award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, the Legacy Trail, Mote SEA Aquarium, the future Sarasota Orchestra Music Center, and University Town Center’s shopping, dining, and entertainment. A fabulous Florida lifestyle awaits!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
6063 BENEVENTO DR, SARASOTA, FL 34238
$479,900246 Days on yellowkey MLS ID: A4667744
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1549 Built: 2009Monthly Fee: $418 Tax: $3,450 (2024)Community: Isles Of SarasotaVilla
Taxes:$3,450
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Sarasota Middle
Remarks: Welcome to The Isles of Sarasota, a hidden gem in Palmer Ranch. This meticulously maintained home is the ONLY pool home villa currently available, offering an exceptional blend of luxury, comfort, and convenience. Step inside to a spacious great room that flows seamlessly into the dining area and a beautifully updated kitchen featuring 42” cabinetry with crown molding, gleaming quartz countertops, glass backsplash, stainless steel appliances, and new lighting. The open layout showcases stunning views of the private pool and shimmering lake, inviting you to relax on the screened lanai and enjoy Florida’s sunshine. The primary suite is a serene retreat with tranquil lake and pool views, dual sinks, a walk-in shower, private water closet, linen closet, and an expansive walk-in closet. A split bedroom design ensures privacy, with a spacious guest bedroom and full bath on the opposite side, while the third bedroom with French doors offers flexibility as a den, home office, or guest room. Additional highlights include a two-car garage, inside laundry with washer, dryer, and utility sink, paver driveway and walkway, new flooring in guest and primary bedrooms, freshly painted interior, updated lighting and fans, and accordion hurricane shutters for easy storm protection. Residents of The Isles enjoy resort-style amenities including a clubhouse with card room, fitness center, catering kitchen, geothermal heated pool, four lighted Har-Tru tennis courts, pickleball, basketball, bocce, playground, and a full-time activities director coordinating endless events - potluck dinners, trivia nights, happy hours, yoga, water aerobics, and more. Association fees include lawn care, irrigation, BlueStream Fiber internet and cable, and ADT home security. Ideally located near Siesta Key Beach, Legacy Trail, Publix, Costco, golf courses, and top dining and shopping destinations, this home offers the perfect combination of elegance, convenience, and community. Come live the lifestyle you’ve always dreamed of - come live The Isles of Sarasota!
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Tina Renta (941-600-7361)
830 HAMMOCKWOOD CT, SARASOTA, FL 34232
$500,00044 Days on yellowkey MLS ID: A4691916
REDUCED by $50,000 (9.1%) on 05/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2131 Built: 1986Monthly Fee: $65 Tax: $6,286 (2025)Community: Woodland ParkSingle Family
Taxes:$6,286
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. -Rare one-story, cul-de-sac lot backing directly to a private nature preserve — one of Woodland Park’s most secluded settings. -Upon entering you will find vaulted ceilings, rich Brazilian cherrywood floors, and walls of windows that frame preserve views from nearly every room. -A wood-burning fireplace and custom staircase anchor the main living area, while skylights flood the space with natural light throughout the day. -The outdoor living is equally impressive — a private covered and screened pool deck creates a year-round retreat that’s as suited for quiet mornings as it is for entertaining. -Recent updates include a BRAND-NEW ROOF and a replacement AC system installed in 2024, so the big-ticket items are already handled. -Low HOA fees of just $65/month. -Woodland Park — oak-canopied streets, nature preserve access, and Old Florida character that’s increasingly rare to find.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Barry Brodsky (941-313-4590)
4913 ALMANZA AVE, SARASOTA, FL 34235
$419,90024 Days on yellowkey MLS ID: A4694051
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1640 Built: 1980 Tax: $3,822 (2025)Community: De Soto LakesSingle Family
Taxes:$3,822
Elementary School: Emma E. Booker Elementary
Remarks: Ideally located near shopping, dining, the new Mote Marine Aquarium at UTC and the Sarasota-Bradenton International Airport, this move-in ready home offers the perfect blend of comfort, convenience, and freedom. Just minutes from Nathan Benderson Park with miles of walking and biking trails, kayaking, rowing, and year-round community events. Enjoy true Florida living with NO CDD fees, NO HOA fees, NO deed restrictions, and NO flood insurance required — not located in a flood zone. Bring all your Florida toys with plenty of room for your RV, boat, jet-skis, and more! This spacious 3-bedroom, 2-bath split floor plan features both living & family rooms, an updated kitchen & bathrooms and a private primary suite with walk-in closet and en-suite bath. Recent major updates include a NEW roof and NEW AC in 2026, NEW hot water heater 2020, plus repiping completed in 2020 for added peace of mind. Step outside to the lanai overlooking a large fenced backyard — perfect for entertaining or pets. Complete with a 2-car garage and centrally located near Sarasota’s best amenities, this property is ideal for full-time residents, seasonal owners, or investors alike.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Mike Bridges (941-316-6530)
2839 OLYMPIC ST, SARASOTA, FL 34231
$426,000131 Days on yellowkey MLS ID: A4680914
REDUCED by $13,900 (3.2%) on 06/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1955 Tax: $2,877 (2025)Community: Sarasota Venice Co 09 37 18Single Family
Taxes:$2,877
Remarks: Beautiful!! Completely rehabbed with nice finishes throughout,New Ac and much more , this move-in-ready home offers modern updates, quality craftsmanship, and a bright, welcoming interior. Ideally located near top Sarasota schools, shopping, and dining, and just minutes from Siesta Key Beach, this property delivers both comfort and convenience in one of Sarasota’s most desirable areas. The neighborhood features new construction homes selling at significantly higher prices, making this an exceptional value. Enjoy a spacious, fully fenced patio—including the front yard—for absolute privacy, with plenty of room for an RV, multiple vehicles, or a boat. Schedule your showing today and explore the possibilities for yourself.
Listing is courtesy of: GENESIS JC REALTY LLC (941-281-8829)
Listing Agent: Juan Reyes (941-281-8829)
3543 65TH AVENUE CIR E, SARASOTA, FL 34243
$323,00024 Days on yellowkey MLS ID: A4694314
REDUCED by $6,000 (1.8%) on 06/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1211 Built: 1988Monthly Fee: $29 Tax: $2,737 (2025)Community: Centre Lake SubSpa: NoSingle Family
Taxes:$2,737
Remarks: Welcome to this charming 3 bedroom home featuring an open floor plan and inviting indoor-outdoor living spaces. Once you walk in, you'll appreciate the seamless flow between the living room, dining room, and kitchen, while the vaulted ceiling creates a bright and airy feel throughout the main living area. Enjoy Florida living from both the screened lanai and adorable screened front porch - perfect for relaxing with morning coffee or unwinding in the evenings. Additional features include a newer roof, washer, dryer, stove, and dishwasher. With an HOA of only $350/year, you'll enjoy affordability along with convenience and charm. Ideally located just 6 miles from both downtown Bradenton and Sarasota, 8 miles from Lido Beach and St. Armands Circle, and only 5 miles from all of the shopping and dining at UTC—this home offers an amazingly convenient location while still feeling like a peaceful retreat. Full of character, this home is ready for its next owner to add their personal touches. **This property qualifies for a Lender Credit of 1% Discount Point that can be used towards closing costs or buying down the rate if using preferred lender. Inquire for more details** Schedule your showing today!
Listing Agent: Kristy Gentile (941-720-6699)
7800 CENTAURUS WAY, SARASOTA, FL 34241
$743,10988 Days on yellowkey MLS ID: A4686768
REDUCED by $50,000 (6.3%) on 06/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2999 Built: 2026Monthly Fee: $251Community: Cassia At Skye RanchSingle Family
Taxes:$0
High School: Riverview High
Remarks: Under Construction. What's Special: Cul-de-Sac Lot | Corner Lot | Pond View | Dedicated Study. New Construction - July Completion! Built by America's Most Trusted Home Builder. Welcome to the Montauk at 7800 Centaurus Way in Cassia at Skye Ranch! This thoughtfully designed two-story home offers flexible, functional living with four bedrooms, three-and-a-half baths and a spacious open layout. The kitchen, dining area and great room come together beautifully and extend onto the covered lanai for easy indoor–outdoor living. A private first-floor primary suite features a spa-inspired bath and a generous walk-in closet, while a bright study and convenient laundry room sit just off the foyer. Upstairs, a cheerful game room, three secondary bedrooms and two bathrooms create plenty of room for everyday moments and fun gatherings. All of this is set within the welcoming Cassia community, where friendly streets and thoughtful amenities enhance daily living. Skye Ranch sits in a prime Sarasota location at Clark and Lorraine Roads, offering a vibrant setting with access to the Skye Ranch K-8 school. The community preserves natural beauty with grand oaks, palms, wetlands, lakes, and native wildlife. Miles of trails connect you to nature, parks, and exceptional on-site amenities. Additional Highlights Include: gourmet kitchen, tray ceiling package, game room, interior 8' doors, pocket sliding glass door in gathering room, pre-plumb for laundry tub, study, apron front kitchen sink, extra flush mount lighting throughout, three kitchen pendant lights, upgraded quartz countertops, upgraded luxury vinyl flooring throughout first floor, and upgraded cabinets throughout with 42" cabinets in the kitchen. Photos are or representative purposes only. MLS#A4686768
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
10839 ECLIPSE ST, SARASOTA, FL 34241
$678,429104 Days on yellowkey MLS ID: A4684534
REDUCED by $21,000 (3.0%) on 06/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2395 Built: 2026Monthly Fee: $251Community: Cassia At Skye RanchSingle Family
Remarks: Under Construction. What's Special: Close to Amenities | Dedicated Study | Corner Lot | Conservation View. New Construction - August Completion! Built by America's Most Trusted Home Builder. Welcome to the Longboat at 10839 Eclipse Street in Cassia at Skye Ranch! This thoughtfully designed new home blends comfort with elevated style thanks to whole house impact windows, upgraded flooring, and upgraded cabinets throughout. At the heart of the home, the open-concept great room connects seamlessly to the dining area and the gourmet kitchen, complete with an apron-front sink, quartz countertops, a center island, and walk-in pantry. From the great room, step out to the covered lanai for easy indoor-outdoor living. Two secondary bedrooms, a full bathroom, and the laundry room sit just off the kitchen, while another secondary bedroom suite with a private bath and a dedicated study is located off the foyer. The primary suite is tucked away and offers a spa-inspired bathroom and a large walk-in closet with direct access to the laundry room. Skye Ranch sits in a prime Sarasota location at Clark and Lorraine Roads, offering a vibrant setting with access to the Skye Ranch K-8 school. The community preserves natural beauty with grand oaks, palms, wetlands, lakes, and native wildlife. Miles of trails connect you to nature, parks, and exceptional on-site amenities. Additional Highlights Include: Gourmet kitchen, study in place of flex, door at primary closet to laundry, 8' interior doors, tray ceilings package, impact windows, and pool and spa prewire. MLS#A4684534
7875 INTERSTELLAR AVE, SARASOTA, FL 34241
$649,81160 Days on yellowkey MLS ID: A4690233
REDUCED by $41,000 (5.9%) on 06/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2582 Built: 2026Monthly Fee: $251Community: Cassia At Skye RanchSpa: NoSingle Family
Remarks: Under Construction. What's Special: Multi-Gen Suite | Corner Lot | Close to Park | Close to Trails. New Construction - August Completion! Built by America's Most Trusted Home Builder. Welcome to the Anastasia at 7875 Interstellar Avenue in Cassia at Skye Ranch! This new home offers a thoughtfully crafted layout that feels bright, comfortable, along with whole house impact windows for added peace of mind. From the front porch, the angled foyer leads you past a dedicated study on one side and the two-car garage entry on the other before opening into the heart of the home. The gourmet kitchen stands out with quartz countertops, an apron front sink, pendant lighting, generous counter space, and a spacious pantry, all overlooking the dining area and great room. Pocket sliding doors open to a covered lanai, extending your living space outdoors for relaxed everyday moments. Tucked just off the dining area are the laundry room and powder room, while the main level primary suite offers backyard views, a walk-in closet, and a comfortable en-suite bath. Upstairs, two secondary bedrooms share a full bathroom, a private secondary bedroom suite features its own en-suite bath and two walk-in closets, and a spacious game room and loft give you flexible space to gather, unwind, or play. Skye Ranch sits in a prime Sarasota location at Clark and Lorraine Roads, offering a vibrant setting with access to the Skye Ranch K-8 school. The community preserves natural beauty with grand oaks, palms, wetlands, lakes, and native wildlife. Miles of trails connect you to nature, parks, and exceptional on-site amenities. Additional Highlights Include: Gourmet kitchen, alternate study location, pocket sliding door at great room, upstairs secondary suite, game room, tray ceiling pkg, 8' interior doors, pocket door at primary bed to bath, upgraded cabinets and flooring, and impact windows. Photos are for representative purposes only. MLS#A4690233
7549 WESTMORELAND DR, SARASOTA, FL 34243
$549,000102 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
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)
5780 MIDNIGHT PASS RD #210, SARASOTA, FL 34242
$999,000194 Days on yellowkey MLS ID: A4673708
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1979 Tax: $9,269 (2025)Community: Gulf & Bay Club Ph 2Condo
Taxes:$9,269
Elementary School: Phillippi Shores Elementary
Remarks: BEST VALUE AT SIESTA KEY BEACH GULF & BAY CLUB. Imagine living in Paradise…Welcome to your dream home on Siesta Key, where every day feels like a vacation. This beautiful beachfront corner unit in the prestigious GULF & BAY CLUB is located on the #1 Beach in America per Trip Advisor. Step into this stunning two-bedroom, two-bathroom unit, filled with natural light from expansive windows. Enjoy breathtaking sunrise and sunset views as part of your daily routine. The renovated interior features high ceilings, a gourmet kitchen with an office, modern bathrooms, smart storages and elegant details. Gulf & Bay Club is the gated resort community on the key. The serene property spans on 32 acres with 800 feet of private quartz sand beach, offering exceptional living. Beyond your home, Gulf & Bay Club offers world-class amenities, including scenic pathways to a freshwater lake with a rustic footbridge, a lush tropical courtyard with 3 heated pools, 6 pickleball courts, 4 tennis courts, 2 clubhouses and barbecue grills for social gatherings. Fitness enthusiasts can access a commercial gym, sauna, and media facility, while EV charging stations promote eco-friendliness. With an on-site rental management for one-month minimum rentals, this property is perfect for luxurious living and smart investment. Make this waterfront oasis your home where warm hospitality and serenity await.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Melanie Albaric (941-233-0957)
4306 MADEIRA CT #3335, SARASOTA, FL 34233
$269,00038 Days on yellowkey MLS ID: TB8506253
REDUCED by $20,999 (7.2%) on 06/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1083 Built: 1998Monthly Fee: $418 Tax: $2,555 (2025)Community: Casa Del Sol SarasotaSpa: NoCondo
Taxes:$2,555
Elementary School: Brentwood Elementary
Middle School: Oak Park School South
Remarks: AMAZING AND RARE OPPORTUNITY TO OWN A FIRST FLOOR END UNIT WITH NO STAIRS!!! THIS APARTMENT AT 4306 MADEIRA CT UNIT 3335 SARASOTA FL 34233, FEATURES 2 BEDROOMS 2 BATHROOMS AND 1083 SQFT, FULLY RENOVATED WITH MARBLE COUNTERTOPS, CALACATTA FLOORS, SPACIOUS CLOSETS. LAUNDRY WITH BRAND NEW APPLIANCES. JUST 10 MINUTES AWAY FORM FLORIDA FINEST BEACHES AND NATIONWIDE FAMOUS SIESTA KEY BEACH, CLOSE TO SHOPPING, RESTAURANTS, GOLF COURSES, THE HOSPITAL, DOWNTOWN, SARASOTA AIRPORT, AND 5 MINUTES AWAY FROM UTC MALL. ONLY ONE MILE AWAY FROM EXIT 207 OF I 75, THE ASSOCIATION IS A PET FRIENDLY COMMUNITY, ADMIRAL WALK IS FULLY GATED COMMUNITY, WITH SECURITY ENTRANCE. HOA HAS RESONABLE FEES THAT ALSO INCLUDES WATER & SEWER UTILITY. THERE IS A LOVELY CLUB HOUSE WITH LAKE VIEW, POOL AND SPA, FITNESS ROOM, BATHROOMS, GAME ROOMS AND TENNIS COURT. CALL TODAY FOR A SHOW, YOUR IDEAL HOME AWAITS!!
Listing is courtesy of: NIZZ REALTY INC (954-526-5105)
Listing Agent: Karelys Diaz (813-997-6775)
5647 MONTE ROSSO RD, SARASOTA, FL 34243
$295,90043 Days on yellowkey MLS ID: A4692218
REDUCED by $2,000 (0.7%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1115 Built: 1994Monthly Fee: $332 Tax: $2,714 (2025)Community: Riviera Club Village At Longwood Run Ph 02Spa: NoVilla
Taxes:$2,714
Remarks: Price Reduction!! Welcome to this 1,658 sq ft single-family home offering 2 bedrooms, 2 full bathrooms, a 2-car garage and a Florida room. This move-in-ready Villa has 1,115 sq ft of heated living space and a rare courtyard for outdoor living and gardening. The new roof (2020), new water heater (2022), new Central AC (2023), new ductwork, new electrical wiring, and security cameras are some of the upgrades for a stress-free living. You will love the skylight-filled living space with cathedral ceilings, which cuts down the electricity bill. A sliding door leads to the Florida room in the rear. Both bedrooms have wood-looking laminate floors. Granite counters and an eating space in the kitchen add to the ease of living. Other features include new ceiling fans and modern lighting. The all-ages Riviera Club Village is a highly sought-after community with low HOA fees and NO CDD. Trash charges are part of the property tax. The monthly HOA fee ($331.67) is comparatively low considering that it covers the maintenance and repairs of the roof, driveway, sidewalks, gutters, exterior painting, landscaping, tree trimming and street lights. This area was not affected by any of the recent hurricanes. The Longwood Park Community Center, owned and maintained by Sarasota County, is just around the corner and offers plenty of recreation facilities and amenities for all ages. Therein are playgrounds and rides, a gymnasium, indoor rooms for meetings and celebrations, Pickleball courts, Tennis courts, a Basketball court, a Baseball field, and dog-walks. For a healthier lifestyle, you can become a member of Sarasota's well-known Palm-Aire Country Club across the University Pkwy, which has one of the best swimming pools, spa, and recreation facilities like tennis, pickleball, 18-hole Golf Club, etc. For beach-lovers, the world-famous Siesta Key Beach is about 13 miles away, and it is only 10 miles to the idyllic Lido Key Beach. Living near several breathtaking blue keys, busy marinas, and extensive waterways of Sarasota is a dream come true. Think of yet another attraction, the European-styled St. Armands Circle, famous for high-end outdoor shopping, galleries, restaurants and a central park with circus-themed statues. Just behind the Riviera Club Village sits the reputed Foundations Christian Montessori Academy for K-12 graders. It takes barely 5-8 minutes to the sprawling University Town Center (UTC) Mall, Sarasota's upscale shopping and dining destination. Located close to the Sarasota-Bradenton International Airport, downtown Sarasota, the University of South Florida, New Florida State College, Ringling College of Art, and the Ringling Museum of Art, this place is one of the best locations to enjoy Florida's endless summer. Come and make it yours, and don’t miss this rare opportunity!
Listing is courtesy of: NEXTHOME IN THE SUN (941-706-1717)
Listing Agent: George Raju (507-722-6331)
1280 DOLPHIN BAY WAY #503, SARASOTA, FL 34242
$1,589,00085 Days on yellowkey MLS ID: A4687031
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2217 Built: 1998Monthly Fee: $1,985 Tax: $13,269 (2025)Community: Dolphin Bay-Siesta Key Sec ACondo
Taxes:$13,269
Remarks: Under contract-accepting backup offers. Experience endless panoramic views of downtown Sarasota and Sarasota Bay from the climate-controlled balcony of this newly renovated top-floor residence in the gated community of Dolphin Bay on Siesta Key. This spacious condo offers over 2,200 square feet of beautifully updated living space, featuring 2 bedrooms, 2 bathrooms, and a den, all enhanced by vaulted ceilings that create an open and airy coastal atmosphere. Enjoy stunning sunsets over Siesta Key Beach from the front entryway each evening, and wake to beautiful sunrises from the primary bedroom and lanai—an exceptional feature of this remarkable home. Residents of Dolphin Bay enjoy a true waterfront lifestyle with access to a private community dock, clubhouse, tennis courts, fitness center, and a resort-style pool. A private one-car garage, with epoxy flake floors, is conveniently located just steps from the elevator. Perfectly situated within minutes of the beach, shops, and restaurants, this residence combines luxury, convenience, and the best of Siesta Key living. Enjoy the waterfront lifestyle at its finest in this exceptional move-in-ready home. Contact me for a private showing today.
Listing Agent: Maryana Zilinskiy (941-744-6065)
300 GARDEN LN, SARASOTA, FL 34242
$2,790,000282 Days on yellowkey MLS ID: A4662830
REDUCED by $209,000 (7.0%) on 05/21/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3256 Built: 1975Monthly Fee: $10 Tax: $12,545 (2024)Community: Siesta Rev OfSpa: NoSingle Family
Taxes:$12,545
Remarks: A Rare Opportunity on North Siesta Key with exceptional weekly income, prime location 350 Feet of Waterfront! Discover this unique multi-family income producing single-story property on Bay Island, offering both beauty and potential. High and dry, the home remained unaffected by recent storms, with 4–5 feet of elevation to spare. Set on a tranquil, tropical lot, this historic location on Garden Lane—once home to the Siesta Key Fish Market—with easy fast access to the bay and Big Pass it is truly a boater’s and fisherman’s paradise. Just a few steps to Shell Beach and its breathtaking sunsets, minutes from the world famous Siesta Beach, Siesta Village with restaurants, shopping, nightlife, quick access to downtown, and St. Armands Circle. You have it all! The property features a classic Florida ranch-style 4-bedroom, 2-bathroom home with a pool, large deck, and lush backyard designed for entertaining, plus a detached 2-bedroom, 2-bathroom guest house. Whether you choose to renovate, rebuild, or divide the lot (buyers to verify with the City), the possibilities are endless with this property!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Holly Parry (941-809-8050)
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