Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
217 S SHADE AVE, SARASOTA, FL 34237
$1,899,000420 Days on yellowkey MLS ID: A4628117
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2561 Built: 2025 Tax: $4,777 (2023)Community: Terrace GardensSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,777
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2023
Middle School: Booker Middle
Remarks: Introducing THE RETREAT, a stunning two-story residence. FOUR (4) bedroom, THREE (3) bath. Paver driveway, 3 CAR GARAGE, LVP flooring. Home has been professionally staged. Pool is complete; size 12 x 26 , leaving plenty of green space for pets in the backyard! This exceptional new build boasts superior block construction, a durable metal roof, impact-resistant windows, doors, and sliders. Inside is a thoughtfully designed open floor plan, featuring soaring 10-foot ceilings and elegant 8-foot solid core doors that enhance the home’s impressiveness. The gourmet kitchen is complete with a 6-foot island, luxurious quartz countertops, custom shaker cabinetry, and a top-of-the-line appliance package, perfect for both daily meals and entertaining. The primary bedroom, located on the main level, is a serene retreat with stunning tray ceilings, large his/her walk-in closets, double vanity, and a spacious walk-in shower. Bedroom #2, also on the first floor, is versatile and can serve as an additional bedroom or a home office. Upstairs, you'll find two more generously sized bedrooms that share a beautifully appointed full bathroom. The home’s detailed interior is complemented by luxury vinyl plank flooring throughout both levels, providing durability and style. Outdoors, a gas-heated saltwater pool and paver deck creates the ideal setting for relaxation and entertainment. Conveniently located with easy access to downtown Sarasota, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, and the world-renowned beaches of Longboat and Siesta Keys, this home offers the perfect blend of luxury, comfort, and convenience for modern family living. Experience elevated living at its finest in "your RETREAT"!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
3535 VILLAGE GREEN DR, SARASOTA, FL 34239
$479,900144 Days on yellowkey MLS ID: A4674495
1 Days Off yellowkey (back on 4/28/2026)
REDUCED by $10,100 (2.1%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1647 Built: 1968Monthly Fee: $8 Tax: $2,805 (2024)Community: Village Green Club EstatesSingle Family
Taxes:$2,805
Elementary School: Wilkinson Elementary
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. AMAZING VALUE! BRAND NEW VINYL PRIVACY FENCE JUST INSTALLED IN BACK YARD! THIS IS THE ONE! Welcome to your Sarasota dream home in the highly sought-after Village Green Estates! This stunning, fully renovated, 3-bedroom 2-bathroom residence offers luxurious living on a premium oversized lot that sits high and dry! Step inside to discover a home where every detail has been carefully curated. The brand-new kitchen is a chef's delight, featuring sleek waterfall quartz countertops, modern soft close cabinetry, and top-of-the-line finishes. Enjoy the seamless flow of brand-new luxury vinyl plank flooring throughout the entire home, complemented by chic matte black hardware and light fixtures that add a touch of contemporary elegance. Both bathrooms have been completely transformed into spa-like retreats with exquisite tile work and designer vanities. The living space extends outdoors to a screened-in covered lanai, perfect for enjoying the Florida weather in comfort and style. The exterior is just as impressive as the interior. The property boasts new landscaping and paint that enhances its curb appeal, and significant updates ensure the home is move-in ready and low maintenance. Other key features include new impact windows/doors, newer tile roof, new HVAC duct work, and new water heater! Village Green Estates is well maintained and established community that offers the nearby golf clubhouse and no CDD fees, for only a low $100 annual fee! Join the optional golf membership at Village Green Golf Club to enjoy a day out on the course right in your back yard! This is a fabulous location close to everything - Publix Grocery Store, Walmart, Walgreens, Starbucks, Legacy Bike Trail, Downtown Sarasota, I-75, UTC Mall, and Siesta Key!
Listing is courtesy of: MARCUS & COMPANY REALTY (941-932-8550)
Listing Agent: Brent Martin, Llc (941-231-4662)
4375 SEDLEY LN, SARASOTA, FL 34241
$750,00048 Days on yellowkey MLS ID: A4686157
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2615 Built: 1980Monthly Fee: $27 Tax: $4,228 (2025)Community: Bent Tree VillageSingle Family
Taxes:$4,228
Elementary School: Lakeview Elementary
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 3-bedroom, 3.5-bath pool home with a 3-car garage, offering 2,615 square feet of comfortable living in the highly desirable Bent Tree Village community. Perfectly situated at the end of a quiet cul-de-sac with virtually no through traffic, this home enjoys an exceptionally peaceful and private setting rarely found in the neighborhood. Surrounded by mature landscaping and overlooking serene creek and golf course views, the property offers a truly picturesque backdrop, creating a calm and inviting atmosphere both inside and out. Designed for comfortable living and entertaining, the home features spacious living and family rooms along with a large kitchen highlighted by vaulted ceilings, rich cherry cabinetry, stone countertops, stainless steel appliances, a built-in oven and microwave, separate cooktop, and a convenient pass-through window to the outdoor patio. The split-bedroom floor plan provides excellent privacy for both owners and guests, while a cozy wood-burning fireplace and east-facing exposure fill the home with warm natural light throughout the day. Step outside to the private screened lanai and pool area, where the tranquil water and golf course views create an ideal setting for relaxing, entertaining, or simply enjoying the quiet natural surroundings. Numerous updates provide peace of mind, including a 2015 roof, 2022 HVAC system, 2021 water heater, 2016 pool resurfacing, 2019 poly-pebble patio, 2022 irrigation system, 2021 hurricane shutters, and a 2017 garage door. Conveniently located near I-75, University Town Center, SRQ International Airport, Gulf beaches, Mote Marine SEA, Rothenbach Park, Urfer Family Park, and numerous golf courses, this home offers the perfect balance of privacy, scenery, and convenience—all within one of Sarasota’s most established communities.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Alex Morel Pa (941-376-4580)
4508 WOODSIDE RD, SARASOTA, FL 34242
$2,450,000141 Days on yellowkey MLS ID: A4674684
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2276 Built: 1969 Tax: $7,045 (2025)Community: Siestas Bayside Waterside WoodSpa: YesSingle Family
Taxes:$7,045
Elementary School: Phillippi Shores Elementary
Remarks: Luxury Waterfront Living Now Priced to Move Welcome to 4508 Woodside Rd, a true boater’s paradise on Siesta Key offering privacy, deep-water access, and refined coastal living. Positioned on one of the island’s deepest canals, this property provides quick access to the Intracoastal and Sarasota Bay, with 95 feet of waterfront and a 75-foot dock designed for serious boating. Inside, the home features a fully renovated interior with designer tile flooring, an open-concept layout, and expansive sliding glass doors that seamlessly connect indoor and outdoor living. The chef’s kitchen is equipped with custom cabinetry, a Viking hood system, gas cooktop, and premium appliances, while a temperature-controlled wine cellar adds a true luxury touch. The primary suite is a private retreat with a spacious layout, oversized walk-in closet, and a spa-style bathroom featuring a glass-enclosed shower and outdoor shower access. Every detail has been thoughtfully designed for comfort and functionality. Step outside to your own private resort complete with a saltwater pool and spa, lush landscaping, integrated lighting, and a covered pergola with outdoor lounge space, propane fire pit, and TV viewing area. A retractable awning and outdoor wet bar enhance the space, making it ideal for entertaining year-round. Additional highlights include a 250-gallon propane tank, 14.5 KW generator, updated HVAC, newer water heater with circulating system, epoxy-finished garage, and hurricane protection features. Originally introduced at $2,690,000, the property has undergone multiple strategic price adjustments and is now positioned to sell, presenting one of the best waterfront opportunities on Siesta Key. With nearby properties trading at significant premiums for land value alone, this offering delivers exceptional value for both end-users and investors. Also available: luxury yacht (inquire for details).
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
236 DAVIS BLVD, SARASOTA, FL 34237
$699,000352 Days on yellowkey MLS ID: A4652150
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1940 Built: 1966 Tax: $6,731 (2024)Community: Ringling ParkSingle Family
Taxes:$6,731
Remarks: Three-Bedroom Pool Home with Great Potential in Ringling Park Located in Sarasota’s established Ringling Park neighborhood, this 3-bedroom, 2-bath home offers solid potential and a fantastic opportunity to make it your own. Set on a spacious pie-shaped lot, the property includes a BRAND-NEW roof, an in-ground caged pool, and ample yard space, fully fenced—perfect for outdoor living or pets. Inside, the layout features a bonus room that can serve as a home office, or flex space. The kitchen is equipped with newer appliances. There is a 1-car garage, extra storage plus a large driveway providing plenty of parking. The location of this home is a true standout—just minutes from downtown Sarasota, local parks, and schools. Whether you're looking for a primary residence, investment, or renovation project, this property offers a great foundation in a highly desirable area. This home is currently rented.
2306 VALENCIA DR, SARASOTA, FL 34239
$1,260,0007 Days on yellowkey MLS ID: A4691100
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1949 Built: 1955 Tax: $4,130 (2026)Community: South GateSingle Family
Taxes:$4,130
Elementary School: Southside Elementary
Tax Year: 2026
Remarks: Welcome home to the heart of Sarasota's Southgate neighborhood! This stunning, fully rebuilt residence blends modern comfort with timeless appeal. Featuring 3 bedrooms 2.5 baths, the home showcases a bright open-concept floor plan with 10 ft.ceilings creating a light and bright atmosphere throughout. The impressive kitchen features custom soft-close cabinetry, premium appliances, a dedicated bar area, and a spacious breakfast bar ideal for casual gatherings. The master bedroom has a spa inspired bathroom with generous closet space. Sliding doors throughout this lovely home invites you outdoors to your private oasis. The maintenance-free yard features a sparkling heated large pool and spa enhanced with a sunshelf. The shaded patio is perfect for relaxing and casual entertaining. Lush landscaping provides complete privacy enclosed by a full fence for your pets enjoyment too. Southgate is a well renowned sought after area located in the Southside School district, just a few minutes from Sarasota Memorial Hospital, down town area, and the beach. This amazing house could be your....."Home sweet Home"
Listing is courtesy of: JOSEPH RUSSO, LICENSED R.E. BROKER (941-928-1613)
Listing Agent: Joseph Russo (941-928-1613)
111 S PINEAPPLE AVE #904, SARASOTA, FL 34236
$1,260,00013 Days on yellowkey MLS ID: A4689993
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1513 Built: 2019 Tax: $11,635 (2025)Community: Mark Sarasota CondoSpa: NoCondo
Taxes:$11,635
Remarks: Experience elevated urban living in this sophisticated and impeccably designed two-bedroom, two-and-a-half-bath residence with a versatile den at The Mark in the heart of Downtown Sarasota. Designed for both comfort and style, the expansive great room is framed by a striking wall of glass filling the space with natural light, offering captivating views of prestigious State Street. The home features custom-installed closet systems and Porcelain flooring throughout, complemented by blackout shades for effortless light and privacy control. The modern kitchen is a true showpiece, featuring Nolte soft-close cabinetry, quartz countertops, and a designer tile backsplash. Premium JennAir appliances—including an induction oven, dishwasher, microwave drawer, and refrigerator—are paired with under-cabinet lighting and an inviting island with seating, perfect for entertaining. Step outside to your private outdoor terrace, perfectly positioned to take in sweeping views of the Sarasota skyline and facing east—an ideal setting to enjoy breathtaking sunrises and morning coffee or afternoon cocktails with a birds-eye view of the sidewalk café scene. The generously sized owner’s suite offers a serene retreat, complete with two closets, including a spacious walk-in. The spa-inspired bathroom boasts a double vanity with quartz countertops, a private water closet with a Kohler toilet, and a walk-in shower with a seamless glass enclosure. A heated towel rack adds an extra layer of luxury. A well-appointed guest suite with its own en-suite bath provides comfort and privacy for visitors, while the den offers excellent flexibility as a home office or potential third bedroom. An elegant powder room completes this exceptional residence. Residents of The Mark enjoy premium lifestyle amenities including 24-hour concierge service, a resort-style heated saltwater pool and spa, state-of-the-art fitness center with a dedicated spin room, a club room with catering kitchen, fireplace and billiards, as well as outdoor lounging areas with fire pits, grills, and dining spaces — all just steps from the Saturday Farmers Market, Whole Foods, Bayfront Park, shopping, dining, galleries and Sarasota’s renowned cultural venues. Living in the heart of downtown Sarasota, residents are in close proximity to the waterfront, including Marina Jack and Oleary’s, outdoor art, food and music festivals, and the Bay Runner shuttle to the beach. Experience a full rounded Floridian lifestyle at The Mark.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lynn Morris, Pllc (941-400-4526)
2545 BROWNING ST, SARASOTA, FL 34237
$750,00015 Days on yellowkey MLS ID: A4687679
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1726 Built: 1958 Tax: $8,379 (2025)Community: Hudson ParkSingle Family
Taxes:$8,379
Remarks: Welcome to this charming home in the conveniently located Alta Vista neighborhood, just minutes from Downtown Sarasota and the best the area has to offer. This move-in ready 3-bedroom, 2-bathroom home sits on a rare double lot on a quiet dead-end street, offering a spacious private backyard with plenty of room to relax, entertain, or expand. With no deed restrictions, you have the flexibility to make this property your own, including space for boat or RV parking. The fenced backyard provides added privacy and functionality, perfect for outdoor living. Inside, you’ll find an open split floor plan filled with natural light, creating a warm and inviting atmosphere. The home has been updated with new plumbing, a remodeled kitchen and bathrooms, and easy-maintenance flooring throughout. Additional features include pavers, modern finishes, and functional living spaces designed for comfort and convenience. The property may be sold furnished, making it a great option for a primary residence, seasonal use, or investment. The double lot also offers future possibilities for expansion or new construction. Enjoy being just a short walk to the Legacy Trail, along with close proximity to Downtown Sarasota, shopping, dining, and the beautiful beaches, including Siesta Key. Schedule your private showing today!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Beverly Perez (941-323-4600)
3259 BENEVA RD #101, SARASOTA, FL 34232
$203,00029 Days on yellowkey MLS ID: A4687468
REDUCED by $10,000 (4.7%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 876 Built: 1975 Tax: $1,509 (2025)Community: Village Brooke Sec 1Condo
Taxes:$1,509
Remarks: This move-in ready, model-like condo features impact windows and sliders and tile flooring throughout. The fully remodeled kitchen offers quartz countertops, updated cabinetry, stainless steel appliances, and a new A/C system for added comfort and efficiency. Located in a well-managed community with some of the lowest fees in Sarasota, residents enjoy excellent amenities including two community pools, two tennis courts, pickleball, a fitness center, shuffleboard, and a clubhouse. The picturesque grounds feature tree-lined streets, tranquil ponds, gazebos, and barbecue areas. Perfectly situated in a central location, just minutes from Sarasota Memorial Hospital, downtown Sarasota, world-class beaches, and the Legacy Trail, along with premier arts, dining, and shopping. Maintenance-free living at its finest.
111 S PINEAPPLE AVE #806, SARASOTA, FL 34236
$1,795,00034 Days on yellowkey MLS ID: A4687850
REDUCED by $50,000 (2.7%) on 04/22/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1891 Built: 2019 Tax: $12,679 (2025)Community: Mark Sarasota CondoCondo
Taxes:$12,679
Remarks: Experience refined downtown living at Sarasota’s premier address, The Mark. This 8th-floor end unit offers 2 bedrooms plus a den, 2.5 bathrooms, and abundant natural light with a desirable south-facing terrace and additional east and west views. The thoughtfully designed floor plan features two private terraces, including a unique triangular terrace off the main living area and a second terrace off the primary suite. Interior highlights include porcelain tile and engineered hardwood flooring, a spacious walk-in closet with custom built-ins in the primary bedroom, custom built-ins in the guest bedroom, and remote-controlled shades throughout. The kitchen showcases a modern European design with glossy white upper cabinetry, wood-grain lower cabinets, a full-height backsplash, and top-of-the-line appliances. Enjoy unmatched walkability with shops, restaurants, and galleries just steps from your door, offering the ultimate downtown Sarasota lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Amber Watson (229-392-8892)
1200 SIESTA BAYSIDE DR #1200G, SARASOTA, FL 34242
$450,00044 Days on yellowkey MLS ID: A4685175
REDUCED by $25,000 (5.3%) on 04/28/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 845 Built: 1988 Tax: $4,441 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$4,441
Remarks: Welcome to the world-famous Siesta Key! Now available a second-floor one-bedroom, one-bath condominium in the desirable Gulf and Bay Club Bayside. This particular condo had zero flood or storm damage. This home is just waiting for your personal touch! Enjoy direct deeded beach access just across the street to Siesta Key Beach and live a true resort-style life with wonderful amenities at your fingertips. An open floor plan greets you with tile on the diagonal, a spacious living/dining area, and a balcony overlooking the community pool. The unit is complete with a private one-car garage, indoor laundry with a brand-new stackable washer and dryer, and turnkey furnished and ready for you or your guests. Gulf and Bay Club Bayside features: Two resort-style pools Tennis and pickleball courts Newly renovated fishing dock Walking paths, boat loading zones, and four BBQ areas Clubhouse for private parties and events. This weekly-rental-friendly community also offers onsite management (directly below the unit), making it a great income opportunity for investors or those seeking a snowbird property. Location cannot be beat you just cross the road for beach access or take the free trolley to explore Siesta Key Village or South Siesta! Live the island lifestyle at Gulf and Bay Club Bayside. Tenant occupied best showing time Saturday but with enough notice we can manage a showing. Must be scheduled and approved by tenants.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Jessica Ross, Pa (941-321-9000)
4538 CITATION LN #D, SARASOTA, FL 34233
$269,90059 Days on yellowkey MLS ID: A4684506
REDUCED by $18,000 (6.3%) on 04/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1505 Built: 1992 Tax: $3,330 (2025)Community: Calumet At Centergate 1Condo
Taxes:$3,330
Elementary School: Ashton Elementary
Remarks: This light-filled residence lives like a single-family home and offers soaring vaulted ceilings in every room, creating an open and airy feel throughout. The spacious living, dining, and kitchen areas flow seamlessly together, making everyday living and entertaining effortless. Consistent tile flooring runs throughout the entire home for a clean, cohesive look and easy maintenance. A large, bright, temperature-controlled sunroom overlooks a peaceful garden setting and brings in abundant natural light — the perfect space for morning coffee, reading, or additional living area. Both bedrooms are spaciously sized and feature walk-in closets and private en-suite bathrooms, offering comfort and privacy for owners and guests alike. An attached garage plus additional driveway space provide convenient parking and storage. Set among mature oak trees that canopy the community and frame the front yard, this home offers charm, shade, and a true neighborhood feel. Located just one minute from the Bee Ridge/I-75 corridor, you’ll enjoy quick access to shopping, dining, and daily conveniences, with a straight shot west to the world-renowned Siesta Key beaches and north to UTC. Low-maintenance living, an open layout, and an unbeatable central Sarasota location — this is one you don’t want to miss.
Listing is courtesy of: HARTMAN REAL ESTATE & COMPANY (941-500-4547)
Listing Agent: Zain Hartman (941-735-6415)
5237 TURTLE CREEK LN, SARASOTA, FL 34232
$799,00070 Days on yellowkey MLS ID: A4683092
0 Days Off yellowkey (back on 3/3/2026)
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3932 Built: 1979 Tax: $8,468 (2025)Community: Turtle CreekSpa: NoSingle Family
Taxes:$8,468
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Rare Multi-Family Estate on 1 Acre in Turtle Creek, Sarasota – No HOA or Deed Restrictions Don’t miss this exceptional multi-family property in Sarasota’s Turtle Creek area—a rare opportunity offering space, flexibility, and income potential all on 1 private acre with no deed restrictions and no HOA. The main residence features 3 bedrooms, 3 bathrooms, and 2,719 sq ft under air with a spacious open floor plan designed for comfortable living and entertaining. The large kitchen flows seamlessly into the main living area and formal dining room, while an additional bonus/flex room offers the versatility to serve as a fourth bedroom, home office, or media room. The roof and fascia were replaced in 2022, providing added peace of mind. Step outside to a fully fenced backyard with a generous 30x18 deck, ideal for outdoor dining, entertaining, or relaxing in total privacy. There is also an above-ground pool, with ample room to add a custom in-ground pool if desired. The separate guest house is a true standout feature—offering 2 bedrooms, 2 bathrooms, and 1,216 sq ft under air with its own private entrance and dedicated electrical panel. The guest home includes a spacious kitchen, living room, and a large 25x22 screened lanai, creating the perfect setup for multigenerational living, extended guests, or rental income. Behind the guest house, you’ll find a 16x12 workshop, ideal for hobbies or storage. Located in the highly desirable Sarasota, Florida market, this property is just minutes to Downtown Sarasota, near Sarasota Memorial Hospital, and surrounded by premier shopping and dining. Enjoy being only 15 minutes from Siesta Key Beach, consistently ranked among the best beaches in the United States. Properties offering a main home plus guest house on acreage in Sarasota are increasingly difficult to find—especially without HOA restrictions. Whether you're seeking multi-generational living, investment potential, or space to spread out in a prime Sarasota location, this Turtle Creek property delivers unmatched versatility and value.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Jane Ebury Sinclair, Pa (941-726-9360)
1934 DATURA ST, SARASOTA, FL 34239
$1,600,00087 Days on yellowkey MLS ID: A4680304
REDUCED by $25,000 (1.5%) on 04/22/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3091 Built: 2002 Tax: $9,130 (2025)Community: Desota ParkSingle Family
Taxes:$9,130
Remarks: A striking residence on one of Sarasota's treasured streets West of Trail, crowned with a NEW BARREL STYLE METAL ROOF, showcasing a raised front porch and grand double-door entry, all enveloped by a lush, resort-style tropical garden. This expansive home just freshly painted and professionally staged, offers four generously sized bedrooms, one boasting it's own large patio in the treetops. With over 3,000 square feet of thoughtfully designed living space, the home blends timeless elegance with comfort, creating an inviting setting for upscale entertaining and everyday living. Be welcomed by a grand two-story vaulted living and dining space, highlighted by an elegant curved staircase and open catwalk above. The spacious chef’s kitchen features a center island and breakfast bar, flowing seamlessly into the family room and through expansive sliding glass doors to a screened patio that evokes the feel of a private tropical paradise. The primary suite is conveniently on the main level, offering soaring ceilings and direct access to the patio. It includes a custom walk-in closet and a spa-inspired bath with dual vanities, a garden tub and a separate shower. Recent updates include NEW CARPETING IN ALL BEDROOMS, NEWER DUAL ZONED AIR CONDINTIONG SYSTEMS for optimal comfort, a NEW HOT WATER TANK and a COMPLETE WHOLE HOUSE RE-PLUMB, offering peace of mind and modern efficiency. ROOM FOR A POOL. Just steps away from Morton's Market, Veronica's, and other neighborhood favorites. Located in the highly regarded Southside Elementary School district, the home offers the very best of the West of Trail lifestyle, walkable to restaurants, boutiques shops, Sarasota Memorial Hospital, with easy access to downtown Sarasota and our world-famous beaches.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Christine Mazur (941-374-4015)
253 GOLDEN GATE POINT #703, SARASOTA, FL 34236
$4,400,00092 Days on yellowkey MLS ID: A4680332
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3068 Built: 2025Monthly Fee: $3,084 Tax: $19,307 (2025)Community: Peninsula SarasotaSpa: YesCondo
Taxes:$19,307
Remarks: Newly completed, Peninsula Sarasota is ideally positioned in the coveted Golden Gate Point neighborhood, offering a peaceful residential retreat just moments from the vibrancy of downtown Sarasota. Designed by Blu Interiors, each residence showcases contemporary modern elegance with calming, sophisticated palettes, soaring ceilings, and expansive wraparound terraces that seamlessly blend indoor and outdoor living. Every element reflects a thoughtful commitment to refined luxury. State-of-the-art kitchens feature sleek European cabinetry, gas cooktops, and quartz countertops, complemented by premium Wolf and Sub-Zero appliances. Additional highlights include hardwood flooring throughout, floor-to-ceiling windows that flood the home with natural light, and a private terrace equipped with a gas grill—perfect for effortless entertaining. The spacious owner’s retreat serves as a true sanctuary, complete with generous walk-in closets, dual vanities, a soaking tub, and an oversized walk-in shower for spa-like relaxation. Residents enjoy on-site concierge services and secure, access-controlled underground parking for two vehicles, including an EV charging station. A private foyer and dedicated elevator provide direct access to exceptional amenities such as a resort-style pool and state-of-the-art fitness center, while the elegant owner’s club room offers private wine storage for each residence. The communal rooftop terrace sets the stage for unforgettable gatherings, boasting sweeping panoramic and sunset views. Peninsula Sarasota delivers a truly elevated lifestyle within a lush, tropical setting—just minutes from Sarasota’s celebrated arts, culture, dining, and award-winning beaches. A rare opportunity to experience sophisticated coastal living. Schedule your tour today!
Listing Agent: Georgia Salaverri (954-661-8968)
1540 HILLVIEW DR, SARASOTA, FL 34239
$7,900,00093 Days on yellowkey MLS ID: A4679306
Bed: 4 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 7074 Built: 2000Monthly Fee: $21 Tax: $93,548 (2024)Community: Harbor Acres Sec 2Spa: YesSingle Family
Taxes:$93,548
Remarks: Under contract-accepting backup offers. This exceptional 4-bedroom, completely renovated in 2020, highlights this waterfront estate in prestigious Harbour Acres offering 100 feet of prime Sarasota Bay frontage with private dock and lift. This masterpiece features 7074 Sq ft of living space with sweeping Bay views, a light filled open floor plan, and exceptional indoor-outdoor flow. A grand entry with dramatic staircase, opens to expansive living and dining areas, framed by floor to ceiling windows overlooking the water. The Italian modern gourmet kitchen offers premium Miele appliances, generous island seating, and a striking double sided gas fireplace shared with the living room - ideal for entertaining. This home provides rare flexibility with primary suites on both the main and upper-level levels, each with en suite baths and walk-in closet, along with additional guest suites, private office, sophisticated wine room, elevator, and dedicated fitness room. Outdoor living is a highlight, featuring a saltwater pool and spa, multiple terraces, outdoor kitchen, and professionally landscaped grounds leading to a concrete seawall and boat dock with a 30,000 pound boat lift, electric, water and fish cleaning station. Southwest exposure delivers stunning sunsets and quick access to Sarasota Bay. Spacious four-car garage complete with an electric charging station - this estate seamlessly blends opulence with modern convenience. Perfectly situated near Sarasota‘s renowned beaches, fine dining, vibrant arts scene, and top-tier medical facilities, this residence offers an unparalleled living experience in one of the most coveted waterfront communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Fernanda Girard (941-504-4327)
1168 WESTWAY DR, SARASOTA, FL 34236
$3,250,00098 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)
2304 RINGLING BLVD #217, SARASOTA, FL 34237
$160,000108 Days on yellowkey MLS ID: A4677209
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 552 Built: 1965 Tax: $610 (2025)Community: Garden AptsSpa: NoCondo
Taxes:$610
Remarks: One or more photo(s) has been virtually staged. This is one of those places that just makes sense the minute you walk in, and it carries architectural pedigree to match. Designed by Sarasota pioneer Ruth Richmond, this residence blends clean mid-century lines with smart, livable design just minutes from downtown. Inside, you’ll find a bright, easy one-bedroom layout with luxury vinyl plank flooring throughout, an updated kitchen that feels clean and current, and a refreshed bathroom ready to enjoy from day one. No projects. No “someday” list. Just unpack and get on with living. Richmond was known for creating efficient, light-filled spaces that live larger than their square footage, and this home delivers exactly that. Location is the real flex. Less than a mile to downtown Sarasota means coffee, restaurants, work, and events are right there. Lido Beach is just 4.7 miles away, close enough for spontaneous sunset runs without living in full tourist mode. It’s a smart fit for a downtown employee who wants convenience without the downtown price tag. It also checks the boxes as an investment property with strong rental appeal, or a low-maintenance snowbird retreat you can lock and leave without a second thought. Architectural history. Modern updates. In the middle of everything. These are the ones that don’t sit around for long.
Listing Agent: Beth Helvey Pa (941-330-3600)
2177 SUNNYSIDE PL, SARASOTA, FL 34239
$2,799,000143 Days on yellowkey MLS ID: A4674289
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4624 Built: 2023 Tax: $25,349 (2024)Community: Hibiscus Park 2Spa: YesSingle Family
Taxes:$25,349
Remarks: Everything you thought you needed—and knew you wanted—now offered with an unmatched level of value and flexibility. Recently repositioned with an attractive price improvement and now offered turnkey furnished, this exceptional newer construction residence presents a rare opportunity to step into luxury living—or a high-performing rental investment—without delay. Located within the City of Sarasota limits, this home allows for weekly (7-day minimum) rentals, making it uniquely suited for those seeking both personal enjoyment and income potential. The thoughtfully curated furnishings create an immediate, seamless transition for ownership or rental readiness, blending style, comfort, and functionality throughout. Designed to elevate both lifestyle and longevity, the home features a custom ProTee golf simulator, a two-person Equinox infrared sauna, and a Renu Therapy cold plunge, offering a private wellness retreat rarely found in residential properties. Spanning over 5,400 square feet of total living space, the home showcases a clean, contemporary design with expansive glass, natural textures, and effortless indoor-outdoor flow. The resort-style outdoor setting, complete with pool, spa, and dual covered entertaining areas, pairs perfectly with the home’s open interior spaces, state-of-the-art kitchen, and dedicated home theater—creating an environment equally suited for relaxation or hosting. Positioned between Southgate, Arlington Park, and Cherokee Park, and just moments from Southside Village, this residence delivers not only luxury and location, but now an exceptional opportunity to secure a fully realized lifestyle—ready to be enjoyed from day one.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
4672 ALEXANDER POPE LN, SARASOTA, FL 34241
$949,000162 Days on yellowkey MLS ID: A4672673
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3838 Built: 1978 Tax: $8,264 (2024)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$8,264
Remarks: Welcome to this exceptional 5 bedroom, 3.5 bath home perfectly positioned at the end of a peaceful cul-de-sac on Bent Tree Golf Club. Designed for both upscale entertaining and comfortable everyday living, this residence offers a rare combination of privacy, elegance, and modern upgrades. Step inside to find formal living and dining rooms, crown molding throughout, and two charming wood-burning fireplaces that add warmth and character. The large designer kitchen features premium finishes, generous counter space, and seamless flow to the main living areas—ideal for gatherings of any size, a full wet bar elevates your hosting experience. The home features a NEW ROOF, NEW POOL CAGE and FULLY PAID SOLAR SYSTEM which provide unmatched efficiency and value for years to come. This smart home also includes a home gym, comprehensive security system, water softener/filtration, and thoughtful upgrades throughout. Outside, enjoy breathtaking sunset views from your private screened lanai and sparkling pool—your own serene retreat overlooking a manicured golf course. A rare opportunity to own a beautifully upgraded, move-in ready home in one of the area’s most sought-after neighborhoods.
Listing is courtesy of: ANDRE LECLAIR PROPERTIES LLC (603-234-6480)
Listing Agent: Christian Higgins (772-532-8857)
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