Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
4611 FRUITVILLE RD, SARASOTA, FL 34232
$999,90071 Days on yellowkey MLS ID: A4689166
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1495 Built: 1950 Tax: $5,698 (2025)Community: Acreage & UnrecSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,698
Elementary School: Ashton Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Three bedroom , 2 bathroom residence sits on this amazing piece of property with just over 1 acre of land! You have frontage on Fruitville road and a 2nd way to access the property from Simmons ave. Great opportunity goes with this amazing location! So much can be done with this zoning or you can just rent out the home for income until you are ready. Owner is agent
Listing is courtesy of: MEADOWS REAL ESTATE SERVICES (941-556-9440)
Listing Agent: Joseph Knight (941-556-9440)
1354 WESTWAY DR, SARASOTA, FL 34236
$3,785,000246 Days on yellowkey MLS ID: A4668129
REDUCED by $200,000 (5.0%) on 05/04/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3364 Built: 1962 Tax: $41,246 (2025)Community: Lido ShoresSpa: YesSingle Family
Taxes:$41,246
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: In the coveted enclave of Lido Shores, a community celebrated for its architectural innovation, this striking modern residence stands as a true work of art by renowned architect Guy Peterson. A symphony of clean lines, open volumes, and coastal serenity, the home captures the very essence of Sarasota’s modernist heritage while embodying an effortless sense of luxury and calm. Walls of glass dissolve boundaries between interior and exterior, flooding every space with natural light and blurring the line between home and horizon. In 2022, a thoughtful transformation elevated both form and function, introducing a new dining area, a versatile family room that doubles as a library, enhanced storage, and a dedicated laundry space, all executed with Peterson’s signature restraint and precision. Outdoors, the living experience unfolds across three distinct retreats, each its own expression of tranquility. A Japanese-inspired front courtyard with a water feature welcomes guests with meditative grace. At the center, a lap pool and heated spa anchor the heart of the home, surrounded by lush gardens, a Wolf outdoor grill, and generous lounge areas ideal for entertaining. A third, private garden extends from the primary suite, offering an intimate sanctuary designed for reflection and repose. Inside, refined simplicity defines every space. The open-concept plan seamlessly connects the main living area, dining room, and gourmet kitchen, outfitted with Wolf and Sub-Zero appliances, custom maple cabinetry, and white quartz surfaces that echo the home’s modern aesthetic. The primary suite, with direct access to its secluded courtyard, features a bespoke closet system and serene ambiance that completes this private retreat. Set within a community offering exclusive access to a private Gulf-front beach, this residence transcends the notion of home. It is an architectural statement, an emblem of modern Sarasota design and a rare opportunity to own a piece of its enduring legacy.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
3908 CENTER GATE CIR #27, SARASOTA, FL 34233
$315,000160 Days on yellowkey MLS ID: A4677107
0 Days Off yellowkey (back on 5/4/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1462 Built: 1979Monthly Fee: $475 Tax: $3,442 (2025)Community: Center Gate Village 1Villa
Taxes:$3,442
Remarks: Under contract-accepting backup offers. Are you looking for a move in ready, maintenance free villa that you don't have to renovate, replace floors, rip out carpet, repaint, and drain your bank account? This is the property for you! There isn't much that hasn't been updated, upgraded, redone or replaced in this Center Gate home just south of Bee Ridge in Sarasota. All of the major items have been replaced including: Roof 2023 *** Hurricane Impact Cat 5 Windows, Doors, Steel Garage Door and Sliders 2023 ($45,000) *** Kitchen Appliances all new since 2024 *** LG Washer and Dryer 2025 *** Water Heater 2025 *** Brick Pavers on lanai and Porches 2023 *** Garage Floor Epoxy and Fire Door Added 2024 *** Lanai Ceiling Remodel 2023 *** And wait there is more... Owners also made these upgrades: Garbage Disposal, Kitchen Light and Faucet, Toilets, Bathroom Faucets, Painted Guest Bathroom and Living Room, Most of the Fans and Fixtures in the house, Blackout Drapes, and just had the grout professionally cleaned. Don't bother with these fixer uppers, bring your suitcase, drop it at the house, and head to the beach because you won't be lifting a finger. Center Gate has reasonable fees, a stable budget and reserves, community pool, and fees include cable, lawn maintenance, community pool, and building insurance. You will be hard pressed to find a cleaner property than this one on the market today.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Cody Craig (941-497-6060)
2115 SHADOW OAKS RD, SARASOTA, FL 34240
$775,000220 Days on yellowkey MLS ID: A4670853
2 Days Off yellowkey (back on 5/4/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2186 Built: 1979 Tax: $6,683 (2025)Community: Shadow OaksSpa: YesSingle Family
Taxes:$6,683
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Discover this tranquil lifestyle; Imagine coming home at the end of the day to a peaceful retreat with over an acre of land and a private pond. This one-owner two-story pool home is perfectly situated at the end of a quiet cul-de-sac in the heart of Sarasota. This residence offers privacy and charm with tranquil pond views from the backyard and direct water access for kayaking or relaxing by nature. Inside, you'll find three spacious bedrooms and two-and-a-half bathrooms with luxury vinyl plank flooring throughout the main living areas. The inviting family room features a cozy fireplace, while the living and dining room combination creates the ideal setting for entertaining or every day living. The eat-in kitchen provides plenty of space for casual meals with a view of the pool and yard. Recent updates include a NEW AIR CONDITIONING SYSTEM (2025) and IMPACT WINDOWS for peace of mind. The two-car garage includes the laundry area and plumbing already in place for a future half bath that connects conveniently to the pool area; perfect for outdoor gatherings. Step outside to your private screened pool and patio, surrounded by mature trees and lush landscaping, creating a serene outdoor retreat. No CDD or HOA fees, so bring your boat or RV! Only a short drive to Siesta Key, Lakewood Ranch, Downtown Sarasota and located in a top school district; this home blends solid construction, modern comfort, and a quiet cul-de-sac setting for the perfect Florida Lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Angela Adams (941-809-9760)
1821 LINCOLN DR, SARASOTA, FL 34236
$5,425,000212 Days on yellowkey MLS ID: A4669453
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3906 Built: 2026 Tax: $4,417 (2024)Community: Avondale RepSpa: YesSingle Family
Taxes:$4,417
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Under Construction. This exceptional, boater’s residence is ideally positioned on Hudson Bayou, designed to impress at every turn. Showcasing the very best of Sarasota’s waterfront lifestyle, the property features outstanding boating amenities, including 80 feet of new concrete seawall and cap, a private dock with lift and davit, and convenient bay and Gulf access beneath two fixed bridges. Spanning 3,906 square feet, the “Callie” model blends modern elegance with effortless livability. From the moment you arrive at 1821 Lincoln Drive, handcrafted iron doors open to a dramatic foyer with soaring ceilings and a striking open staircase. Beyond, captivating sightlines lead through the home to the sparkling pool, lush landscaping, and tranquil bayou. Light-filled interiors highlight refined finishes and distinctive architectural details. The great room, complete with an entertainment wall and formal dining area, is enhanced by a full wall of pocketing glass doors that seamlessly connect indoor and outdoor living spaces. The outdoor retreat is equally impressive, featuring a heated saltwater pool and spa, a covered cooking area, dining space, and additional screened seating—perfect for both lively gatherings and peaceful relaxation. At the heart of the home, the sleek island kitchen boasts high-end appliances, quartz countertops, solid wood cabinetry, and a butler’s pantry. The expansive primary suite occupies the full depth of the home, offering a private sanctuary with a dedicated study, oversized walk-in closet, and a luxurious bath with a freestanding soaking tub and glass-enclosed shower. Additional highlights include a downstairs bonus room with pool bath, a secluded guest suite with private bath, and a planned elevator shaft for easy access to the upper level, where additional ensuite bedrooms and a game room await. Located in the historic Avondale neighborhood, just south of downtown Sarasota, this home is surrounded by majestic, tree-lined streets and multi-million-dollar estates. It also lies within the highly regarded Southside School District, known for its exceptional academic offerings. Combining a prime waterfront location, state-of-the-art features, and impeccable design, this residence represents a rare opportunity. Crafted by the award-winning team at Allegra Homes, it stands as a statement of refined living and a lasting investment for the discerning buyer.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
6234 MIDNIGHT PASS RD #307, SARASOTA, FL 34242
$1,100,00048 Days on yellowkey MLS ID: A4692040
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1105 Built: 1979 Tax: $9,703 (2025)Community: Siesta Dunes BeachCondo
Taxes:$9,703
Elementary School: Phillippi Shores Elementary
Remarks: Siesta Key offer this Two Bedroom, Two Bath home with Full Views of the Gulf of Mexico. Turnkey furnished. Carport and storage closet. Screened lanai. Weekly rental can give you extra income. Both bedrooms have walk-in closets. Impact windows. You can enjoy the beach chairs and lounges on the famous "White Sand Beach", Gulf front circular pool that is the centerpiece of the community. On-site management. This centrally located community is near shopping and restaurants. It is a short trolley ride to Siesta Key Village.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Marlene Marshall (941-539-8850)
50 CENTRAL AVE #14B, SARASOTA, FL 34236
$1,400,000231 Days on yellowkey MLS ID: A4670232
REDUCED by $60,000 (4.1%) on 05/04/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1671 Built: 2005 Tax: $15,286 (2024)Community: Plaza At 05 Points ResidencesSpa: YesCondo
Taxes:$15,286
Remarks: Back on market following a busy rental season, and seller is motivated! Experience the essence of Sarasota’s urban living in this exquisitely updated two-bedroom, two-bath residence at Five Points Plaza, one of the city’s most sought-after addresses. Spanning 1,671 square feet, this beautifully appointed home combines elegant design, modern upgrades, and an unmatched downtown location. The chef-inspired kitchen is a masterpiece of coastal refinement, featuring GE Profile stainless steel appliances, Kohler fixtures, and an Ann Sacks designer tile backsplash. Polished quartz countertops create a sleek, inviting surface for entertaining, while the open-concept layout flows effortlessly into the dining and living areas. A custom solid maple built-in adds architectural warmth and sophistication, perfect for displaying art, books, or media. Step outside to your expansive private terrace, accessible from both bedrooms and the living room, offering stunning views of Sarasota Bay and the vibrant city skyline. The terrace extends your living space, ideal for morning coffee, dining al fresco, or cocktails at sunset. The primary suite is a tranquil retreat featuring a cozy sitting area that doubles as a reading nook or home office. A motorized window shade provides effortless privacy and light control, creating a restful atmosphere day or night. Both bathrooms showcase Kohler fixtures and sinks, while the guest bath features a custom solid oak vanity with artisan craftsmanship. At Five Points Plaza, every detail reflects convenience and peace of mind. Enjoy 24-hour concierge service, on-site management, secure garage parking, and resort-style amenities including a heated pool, state-of-the-art fitness center, and spacious entertainment areas. This property represents a rare opportunity to own a piece of downtown Sarasota’s lifestyle where, convenience, location, and livability converge.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Melissa Perrigoue (941-894-7165)
3576 SAN REMO TER, SARASOTA, FL 34239
$5,799,995405 Days on yellowkey MLS ID: A4652012
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 6091 Built: 2009Monthly Fee: $13 Tax: $23,607 (2024)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$23,607
Remarks: One or more photo(s) has been virtually staged. 3576 San Remo Terrace – A Waterfront Masterpiece in Sarasota Discover the pinnacle of coastal luxury at this exquisite estate, nestled in the highly sought after San Remo Estates. Offering the best views over Roberts Bay, this 6,091-square-foot residence seamlessly blends timeless elegance, modern sophistication, and unparalleled waterfront access. With an unrivaled location & architectural grandeur it is positioned just over the North Bridge to Siesta Key, this estate delivers spectacular bay views without the flood risks or accessibility challenges often associated with barrier island living. Set on the preferred side of San Remo Terrace, the home enjoys mesmerizing sunset panoramas, deep-water access to the Gulf, and a private, tree-lined setting. A grand custom entryway welcomes you into a world of refined luxury, where turquoise water vistas and the gentle movement of passing boats create an immediate sense of tranquility. The circular paver driveway, lush tropical landscaping, and striking architectural design set the tone for an extraordinary living experience. Designed for entertaining and everyday indulgence. The expansive open floor plan is tailored for both grand gatherings and intimate moments. A grand salon, spacious family room, and a fireplace-accented dining space establish an inviting atmosphere for hosting. The chef’s kitchen is a culinary masterpiece, featuring dual islands with exotic stone countertops, a six-burner gas stove with griddle, double ovens, warming drawer, and an oversized refrigerator/freezer—crafted for culinary excellence. A wet bar and 625-bottle climate-controlled wine room provide the ultimate setting for connoisseurs and casual entertainers alike. With 4 bedrooms, 4.5 baths, an oversized office, and a versatile upstairs entertaining space, this home offers unmatched comfort and functionality. The primary suite on the main floor serves as a serene haven, complete with a luxurious en suite bath, while a private guest suite on the second floor ensures exclusivity for visitors. Step outside into a world of unparalleled alfresco luxury. A resort-style infinity-edge pool takes center stage, surrounded by an expansive paver deck with multiple seating and dining areas—perfect for sun-drenched afternoons or moonlit gatherings. Lush landscaping wraps this serene retreat, creating an oasis for relaxation or playful indulgence. For boating enthusiasts, this estate presents unmatched access to Sarasota’s famed waterways. Brand-new dock & 10,000-lb boat lift Kayak & paddleboard access Fortified seawall The Best of Sarasota Living! This home offers effortless proximity to downtown Sarasota, Siesta Key’s award-winning beaches, fine dining, top-tier schools, and world-class healthcare facilities. Don’t miss the rare opportunity to make this timeless, Tuscan, luxurious waterfront estate your own!
Listing is courtesy of: COMPASS FLORIDA LLC (305-851-2820)
Listing Agent: Deanalita Edelson (941-343-7677)
5302 LAS ROSAS, SARASOTA, FL 34242
$725,000323 Days on yellowkey MLS ID: A4659614
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1184 Built: 1962Monthly Fee: $4 Tax: $3,190 (2024)Community: Sarasota BeachSingle Family
Taxes:$3,190
Remarks: Welcome to Palm Island, the Heart of Siesta Key!! Palm Island is an Island on an Island, located a short walk to World Famous Sugery Sands of Siesta Key Beach (Beach Access 10) and Siesta Village. With only one small humpback bridge on & off, this beachy neighborhood is a quiet oasis that is close the beach, restaurants and nightlife that makes this area so desirable. Great opportunity to build your dream home or use the current home as an investment or just enjoy the Island lifestyle. Current home has 2 bedrooms, 2 baths and a 2-car garage. Terrazzo floors throughout. The fenced back yard is a Tropical Paradise for taking in the soothing Gulf Breeze.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Dan Miller (941-376-7442)
3700 S OSPREY AVE #219, SARASOTA, FL 34239
$209,000124 Days on yellowkey MLS ID: A4682528
REDUCED by $15,900 (7.1%) on 04/29/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,688 (2025)Community: Plaza GardensCondo
Taxes:$2,688
Remarks: West of the Trail location perfect for going to the beach or Downtown. Perfect for a winter getaway or full time living. 2nd floor unit with enclosed patio. Beautiful gardens and trees surround the property. 2 bedroom 1 bath (room for another 1/2 bath), dual sinks, on-site laundry, elevator and pets are welcome! A Washer & Dryer may be installed in the unit.One designated parking spot and guest parking available. Water and basic cable included.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Kelly Anderson (941-320-6115)
7809 ALLEN ROBERTSON PL, SARASOTA, FL 34240
$995,00062 Days on yellowkey MLS ID: A4690162
2 Days Off yellowkey (back on 4/29/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2432 Built: 1995Monthly Fee: $742 Tax: $5,049 (2025)Community: Laurel Oak Estates Sec 07Spa: NoSingle Family
Taxes:$5,049
Remarks: Tucked along a quiet cul-de-sac in the Lakeside section of Laurel Oak Estates, this residence is defined by its peaceful setting highlighted by beautiful lake and golf course views that unfold beyond the backyard. From the moment you step inside, the home draws your attention outward—framing the pool, lush landscaping, water, and fairway in a way that feels both open and inviting. Offering more than 2,400 square feet of living space, the three-bedroom layout is designed for comfortable everyday living with an easy flow between spaces. High ceilings, crown molding, and a thoughtful floorplan create a sense of volume, while the main living areas connect seamlessly for both casual living and entertaining. The kitchen serves as a natural gathering point, featuring solid wood cabinetry, built-in elements, a center island, and a casual dining area that opens to the great room. Large windows and sliding glass doors bring in natural light and maintain a constant connection to the outdoor setting. The primary suite offers a private retreat with an en-suite bath, dual vanities, and a walk-in closet. Two additional bedrooms, one bedroom is currently utilized as a flexible office or den, provide space for guests or work-from-home needs. A series of thoughtful updates—including a newer A/C system, hot water tank, plantation shutters, and refreshed interior finishes—enhance the home’s overall appeal. Outdoor living is where this property truly stands out. The screened lanai opens to a beautifully landscaped setting with a heated pool, layered lighting, and a striking outdoor fireplace that creates a natural gathering space in the evenings. Beyond, the lake and golf course provide a wide, tranquil backdrop. Located within the guard-gated community of Laurel Oak Estates Lakeside, residents enjoy a maintenance-free lifestyle for added peace of mind and optional membership to Laurel Oak Country Club, offering two championship golf courses, tennis, dining, and an active social calendar. Conveniently positioned near I-75, the home is just a short drive from Waterside Place, UTC’s shopping and dining district, downtown Sarasota’s cultural amenities, and the Gulf beaches—bringing together privacy, accessibility, and the best of Sarasota living.
Listing Agent: Roger Pettingell (941-387-1840)
5855 MIDNIGHT PASS RD #227, SARASOTA, FL 34242
$499,000153 Days on yellowkey MLS ID: TB8463933
1 Days Off yellowkey (back on 5/2/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1976 Tax: $4,947 (2025)Community: Harbor Towers Y & RCondo
Taxes:$4,947
Remarks: Under contract-accepting backup offers. Have you been searching for your own slice of tropical paradise on Siesta Key? Look no further than this pet-friendly, 2-bedroom, 2-bathroom residence in the perfectly located Harbor Towers Yacht & Racquet Club. This updated home feels fresh and inviting with new luxury vinyl wood-plank style flooring and brand-new hurricane impact-resistant windows for total peace of mind. Harbor Towers is a well-established community situated right in the heart of "The Key," just across the way from the world-famous Siesta Key Beach and a short distance from vibrant shopping and dining. Life here feels like a permanent vacation with access to a resort-style swimming pool, an oversized hot tub, three Har-Tru tennis courts, a fitness center, and a social room with a catering kitchen. Boaters will especially love the on-site marina, where boat slips are available on a first-come, first-served basis for a nominal monthly hook-up fee. Whether you are looking for a primary residence, a seasonal getaway, or a smart investment with a documented rental history, this hidden gem is ready for you. Come and see what makes this such a special place to live!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Steven Weiss (845-242-5473)
1168 WESTWAY DR, SARASOTA, FL 34236
$3,250,000147 Days on yellowkey MLS ID: A4677843
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2858 Built: 2002Monthly Fee: $42 Tax: $28,934 (2025)Community: Lido ShoresSpa: NoSingle Family
Taxes:$28,934
Remarks: In the sought-after Lido Shores community with deeded beach access, this striking contemporary residence is a rare architectural offering designed by renowned Swiss architect Hans Ritschard. Thoughtfully updated while honoring its modernist roots, the home seamlessly blends timeless design with today’s lifestyle. At the heart of the home is a dramatic atrium, an architectural centerpiece designed for year-round enjoyment. Sixteen-foot floor-to-ceiling windows on three sides frame tranquil views of the 54ftx 18ft covered patio, the lap pool and lush palm-filled grounds, while clerestory windows introduce warm, indirect sunset light from the fourth side. A state-of-the-art climate control system ensures comfort in every season, making this space ideal for gathering, relaxing and entertaining, rain or shine. The newly renovated gourmet kitchen anchors the living spaces, featuring sleek finishes and an open-concept layout that overlooks the atrium, ideal for everyday living and hosting guests while preparing a favorite meal. The residence offers three bedrooms and three baths, along with a versatile ground-level flex space that can easily serve as an additional bedroom, home office or private gym. The lower level includes a walk-out family room with sliding glass doors that open directly to the outdoor living areas, enhancing the home’s seamless indoor-outdoor connection. A two-car garage provides ample storage, including a dedicated closet for beach gear, bikes and recreational equipment.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Kimberly Ide (401-487-6928)
2586 TAMI SOLA ST, SARASOTA, FL 34237
$445,000141 Days on yellowkey MLS ID: A4679191
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1314 Built: 1947 Tax: $5,836 (2025)Community: Avon Heights 2Spa: NoSingle Family
Taxes:$5,836
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 3-bedroom, 2-bathroom home ideally positioned on a spacious corner lot just blocks from Arlington Park featuring a RARE assumable VA mortgage at an incredibly low rate of 2.875%. Inside, you’ll find an inviting open floor plan with luxury vinyl plank flooring throughout and thoughtfully renovated kitchen and bathrooms designed for modern living. Major updates have already been completed for peace of mind, including a newer roof (2019), A/C (2022), and a brand-new 200-amp electrical panel (2025). Step outside to enjoy the spacious, fully fenced backyard—perfect for entertaining or relaxing—with a large wooden deck and paver patio complete with a cozy fire pit. Location truly sets this home apart. Perfectly situated to enjoy the best of Sarasota living, you’re just minutes from the vibrant energy of Downtown Sarasota, the shopping and dining of St. Armands Circle, and the beautiful shores of Lido Beach and Siesta Key. The charm of Pinecraft is also just a short drive away. Enjoy exceptional convenience with Sarasota Memorial Hospital less than half a mile away, easy interstate access within minutes, and public transportation nearby. You’ll also love being within close proximity to Arlington Park and the Sarasota YMCA. With established rental history, this home also presents an excellent opportunity for investors seeking a property in a highly desirable location. Whether you’re searching for a primary residence, seasonal retreat, or income-producing investment, this home offers the ideal combination of updates, location, and lifestyle. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ashley Wallace (941-302-2586)
3337 SPRING MILL CIR, SARASOTA, FL 34239
$489,000317 Days on yellowkey MLS ID: A4660789
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1989 Built: 1971Monthly Fee: $8 Tax: $3,196 (2024)Community: Village Green Club EstatesSingle Family
Taxes:$3,196
Elementary School: Wilkinson Elementary
Remarks: Price Reduced! Beautifully Updated GOLF COURSE Frontage Home with the ABSOLUTE BEST LOT and BEST Panoramic PRIVATE NATURE GOLF COURSE VIEWS in all of Village Green Club Estates! This Lovely HOME FEATURES: 3 Bedrooms, 2 Baths, 3rd Bedroom makes a perfect Den/Flex Room, Master Suite w/Updated Private Bath w/Granite Counters, Walk-in Closet w/Built-ins plus Slider to Covered Lanai, Open Living Room w/Gorgeous Private Panoramic Golf Course Views, Formal Dining Area, Family Room Area, Updated Kitchen w/Granite Counters and Eating Bar, Stainless Appliances, Pantry Closet; Breakfast Nook w/Slider to Screened Lanai, Updated Hall Bath w/Tub and Granite Counters, HUGE Laundry Room Large Enough to be Used as an Office, House Re-Plumb, Updated w/Windows w/Hurricane Shutters, (2007) Roof, (2022-2023) AC and Hot-Water Heater, Porcelain Tile in all areas except the Master Suite and One Guest Bedroom, Oversized 2 Car Garage, Private Paver Patio Shaded by a Majestic Oak Tree and Designer Landscaping w/Irrigation. COMMUNITY FEATURES: Golf Clubhouse is Close-by. NO CDD Fees plus SUPER Low $100 Annual HOA Fees! This is a Fabulous Location close to Everything - Publix Grocery Store, Walmart, Walgreens, Starbucks, Legacy Bike Trail, Downtown Sarasota Restaurants, I-75, UTC Mall and the Siesta Key Beaches!
Listing Agent: Anne Thomas, Pa (941-993-7700)
3217 TEAL AVE, SARASOTA, FL 34232
$319,900114 Days on yellowkey MLS ID: A4682931
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1096 Built: 1956 Tax: $2,238 (2025)Community: Sarasota SpringsSpa: NoSingle Family
Taxes:$2,238
Elementary School: Brentwood Elementary
Remarks: Welcome to your move-in-ready Sarasota home offering easy, low-maintenance living with terrazzo flooring throughout and a bright Florida room that adds flexible space for dining, lounging, or work-from-home needs! A newer roof and other upgrades await! A spacious backyard provides room to relax or customize to your vision. Centrally located near shopping, dining, Downtown Sarasota, and top rated beaches, this property is an excellent option for an income-producing rental, a first-time homebuyer, or someone looking to downsize without sacrificing comfort or convenience. Call to schedule a time to see this fantastic property for yourself! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
5028 WILLOW LEAF WAY, SARASOTA, FL 34241
$750,000129 Days on yellowkey MLS ID: A4681847
0 Days Off yellowkey (back on 5/1/2026)
REDUCED by $25,000 (3.2%) on 04/06/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3716 Built: 1980Monthly Fee: $60 Tax: $5,163 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$5,163
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. ** PALATIAL ESTATE HOME WITH BREATHTAKING LAKE VIEWS FROM ALMOST EVERY ROOM! ** Located on a quiet, tree-lined street in one of Sarasota's most popular neighborhoods, this home has the three things upon which savvy buyers refuse to compromise: LOCATION, LOCATION, LOCATION. Soaring ceilings, sweeping views, and an enormous screened lanai with a perfect southern exposure come together in a blank canvas on which the right buyers can create their perfect forever home. Windows everywhere make the big rooms light, bright, open, and airy; it's freshly painted with new carpets, two distinct built-in offices, and a reader's loft complete with bookshelves and a librarian's ladder. This is a truly spectacular property. ** HOME FEATURES: * SPLIT PLAN LAYOUT * 1/3 ACRE LOT * Big Rooms * Cathedral Ceilings * ENORMOUS EN-SUITE MASTER WITH OVERSIZED WALK-IN CLOSET, ATRIUM, and GARDEN TUB * Roof 2022 * New Carpets and Paint * Oversized Laundry Room w/ Fridge, Mud Sink, and Storage * TONS OF WINDOWS OVERLOOKING THE LAKE * Gorgeous Tree-Lined Street * ENORMOUS AND PRIVATE LANAI ** COMMUNITY FEATURES: Bent Tree Village is a beautifully maintained neighborhood with tree-lined streets, oversized parcels, and a gated entrance! It's perfectly located near restaurants and shopping without giving up the 'nowhere but here' charm that's almost impossible to find these days.
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Alex Krumm (941-234-3597)
1269 SIESTA BAYSIDE DR #1269C, SARASOTA, FL 34242
$719,00049 Days on yellowkey MLS ID: A4690832
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 1988Monthly Fee: $1,647 Tax: $7,639 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$7,639
Remarks: A first-floor 2-bedroom, 2-bath residence in Gulf and Bay Club Bayside with no unit above, offering added privacy and direct access. An optional second garage is available for purchase under a separate bill of sale. Located on Siesta Key, an eight-mile barrier island consistently recognized among the top beach destinations in the United States and globally, Siesta Beach has been ranked the #1 beach in the United States and #4 in the world by Tripadvisor’s Travelers’ Choice Awards and has also been included on Travel + Leisure’s list of the World’s 50 Best Beaches as the top-ranked beach in the U.S. This unit offers 1,280 square feet and is being sold turnkey furnished. The interior has been recently updated and includes a kitchen with new appliances. Luxury vinyl flooring runs throughout the main living areas and the lanai, with tile flooring in the bathrooms and kitchen. The layout provides functional living space suitable for full-time use, seasonal occupancy, or rental use. A full-size washer and dryer are located within the unit. The living area opens to views of a protected nature preserve. The community allows weekly rentals, providing income potential. The property was not impacted by recent hurricanes. Ownership includes one private garage, with a second garage available for purchase under a separate bill of sale. Residents have private beach access to Siesta Key’s shoreline, known for its quartz sand and calm Gulf waters, along with community amenities including two pools, tennis courts, and a gated entrance with on-site management. This property may be used as a primary residence, seasonal property, or income-producing rental.
Listing Agent: Tiffany Nisbet (941-809-0889)
361 S BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$12,500,00065 Days on yellowkey MLS ID: A4689343
Bed: 6 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 7037 Built: 1997 Tax: $53,773 (2025)Community: Lido Beach Div BSpa: YesSingle Family
Taxes:$53,773
Remarks: A stunning, fully reimagined coastal residence where elevated design meets modern functionality. Rebuilt to the studs and thoughtfully curated throughout, this expansive home showcases exceptional craftsmanship, custom finishes, and seamless indoor-outdoor living—all in a premier location just moments from the pristine Gulf beaches and the world-class shopping and dining of St. Armands Circle. Inside, light-filled interiors feature level 5 smooth walls, engineered hardwood floors, custom coffered ceilings, and extensive crown molding. The main living areas are anchored by two striking gas fireplaces with imported designer tile, while bifold and accordion glass doors open to expansive terraces, creating effortless flow for entertaining. The chef’s kitchen is a true showpiece with leathered granite countertops, a large island with bar seating, and top-tier appliances including a Wolf 6-burner gas range, Sub-Zero refrigerator, Miele built-in coffee system, dual dishwashers, and JennAir convection/steam oven. Custom cabinetry and a walk-in pantry complete the space. Designed for both relaxation and entertaining, the home features a private movie theater with Sony projection, B&W surround sound, and Octane seating, along with a game room, multiple office spaces, wet bar, and a 72-bottle wine display. The primary suite offers a private retreat with terrace access, tray ceiling, and a spa-like bath with marble floors, soaking tub, dual vanities, and a walk-in shower. Upstairs bedrooms feature ensuite or Jack-and-Jill baths. Smart features include electric shades, Sonos audio & Lutron Homeworks, central vacuum, and elevator access. Outdoor living shines with a resort-style saltwater pool and spa, waterfall, sun shelf, and integrated audio. The main terrace includes a gas grill, beverage fridge, beer tap, and firepit, with additional upper-level terraces & spectacular water views from every level. Boaters will appreciate the private dock with a 10,000 lb lift, dual jet ski lifts, and the rare ability to accommodate a 64-foot yacht. Additional highlights include impact windows and doors, Tesla charger, epoxy garage floors, and tankless water heaters. This exceptional property blends luxury, technology, and coastal living just moments from the best of Sarasota.
Listing Agent: Kim Ogilvie (941-951-6660)
5830 MIDNIGHT PASS RD #61, SARASOTA, FL 34242
$598,000205 Days on yellowkey MLS ID: A4672481
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1963 Tax: $3,746 (2025)Community: Jamaica RoyaleCondo
Taxes:$3,746
Remarks: Welcome to a place where mornings begin with the sound of gentle waves and evenings settle into sunsets that linger long after the sky fades. This ground-level villa places you within steps of the Gulf in one of Siesta Key’s most cherished beachfront communities. The interior of this home has been completely transformed with a full remodel, bringing a fresh, modern feel to every room. This renovation was done with both comfort and longevity in mind, creating a space that is truly ready for its next chapter with a new owner. Updates include state-of -the art impact resistant doors and windows, a re-imagined kitchen with new lower cabinets and granite countertops, an upgraded primary bathroom, new base trim and interior doors, and all-new furniture and appliances, including a new dishwasher, refrigerator, washer, dryer, AC, and water heater. Jamaica Royale is known for its private white-sand beach, three heated pools, serene garden pathways, and welcoming coastal atmosphere. Not only do residents enjoy true maintenance-free living in Jamaica Royal, but cable, internet, water, and sewer are also included in association dues. The convenience continues with optional in-house rental management, allowing owners to easily generate income when they are away while keeping their home professionally cared for. Everything you need is within easy reach, yet every moment here feels like a getaway. Spend your days stretched out on the sand in a private cabana, making new friends while wandering the shoreline at sunset, or grilling up the day's fresh catch on the beachside BBQ. Then, when it's time for venturing out, public transportation makes it easy to head to downtown Sarasota, Gulf Gate, or Siesta Village for dining, music, and local coastal charm. If you have been waiting for the perfect home by the beach, that has already been beautifully updated and offers the full island lifestyle, this villa is the one. Schedule your private showing and experience what makes Jamaica Royale such a special place to call home. A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
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