Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,130
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2026
Middle School: Brookside Middle
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)
4003 BOOTH PL, SARASOTA, FL 34231
$375,00014 Days on yellowkey MLS ID: A4690238
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1306 Built: 1952 Tax: $2,979 (2025)Community: BrooksideSingle Family
Taxes:$2,979
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Remarks: Welcome to this centrally located 3-bedroom, 2-bath home in Sarasota! It features an updated kitchen with all new appliances, cabinets, counter tops, and fixtures. The Primary bathroom is also brand new and was renovated beautifully in March 2026. So many major updates are already complete. With a little TLC and paint the rest of the home can be made to be just as beautiful! Bring your vision and make this home your own. Relax in the spacious and peaceful LANAI and enjoy the large private yard which is shaded by beautiful mature trees. Additionally, the home includes a one-car carport under the main roof of the home, enhancing both resale value and rental potential in this highly desirable area. Located within the highly regarded Riverview School District and just minutes from Siesta Key, Sarasota’s renowned beaches, vibrant downtown, shopping, dining, and major medical facilities, this property sits in a location that consistently drives strong demand. This home offers a solid foundation for your next project, with key updates already completed. With strong location fundamentals, desirable school zoning, existing upgrades, and clear upside potential, this is an opportunity for investors or anyone who is looking for a home in a great location that they can make their own.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Julie Shaw (941-408-4760)
2486 BREAKWATER CIR, SARASOTA, FL 34231
$599,00019 Days on yellowkey MLS ID: A4689678
REDUCED by $26,000 (4.2%) on 04/24/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1474 Built: 1966Monthly Fee: $6 Tax: $4,204 (2025)Community: Gulf GateSingle Family
Taxes:$4,204
Elementary School: Gulf Gate Elementary
Remarks: Price Improvement! A newly imagined Gulf Gate Estates Gem RENOVATED and MOVE-IN READY! Updated to modern specifications this Bright & Fresh home features an inviting floor plan that offers a seamless connection between all living areas, ideal for everyday living and entertaining ~ The Stunning Kitchen Renovation serves as a central gathering space with a large Breakfast Bar (seating for 5) flowing naturally to the Dining & Family Room space that overlooks your Private Backyard Tropical Oasis ~ A separate Living room offers an intimate retreat to enjoy media, conversation or just reading that novel ~ Two distinct Master bedrooms, both w large Walk-In Closets & Ensuite Baths, will suit a variety of lifestyle needs ~ High-impact grade LOW-E Argon windows & doors throughout this home enhance your peace of mind while contributing to energy efficiency and natural light ~ A rare Oversized 1400 sqft screened Pool Cage deck has an insulated covered lanai and overlooks the beautiful PRIVATE tropically landscaped backyard. Relax or entertain as you wish, this is truly an OASIS. ~ Many UPGRADES including: ROOF '25, 3 Ton HVAC & Attic Ducting '23 (10yr transferable warranty), Both Baths Updated '20-23, Kitchen Gutted & Rebuilt w Oversized Quartz Countertop, backsplash, plumbing, wiring, and new wood soft close cabinets '22: ~ Stainless Appliances: Whirlpool Cooktop '22, Whirlpool Microwave '20, Whirlpool Wall Oven '20, Bosch Dishwasher '19, LG French door Fridge '19. ~ Steel Beam installed to Open Kitchen to Family room '22 ~ PGT IMPACT SLIDERS '22, IMPACT WINDOWS & DOORS '18, IMPACT Insulated GARAGE DOOR '18, Whirlpool Dryer '21, Hot Water Tank '21, and Samsung Washer '18 ~ Terrazzo Floors Redone '18-'20. Also Blinds '18-'20, Interior & Exterior Light Fixtures, Electrical Switches & Ceiling Fans replaced '19-'22, Interior Painted '18, Porcelain Plank Tile Floor '18 ~ Exterior Freshly Painted '20, Gutters, Fascia & Soffits '20-'21 ~ New 200 Amp Electrical Panel '20 ~ POOL: Pool Pump & Pool Filter 2020, Pebble Tec Pool Resurfaced '18, Pool Deck resealed '18, '23. New Pool Cage '21. ~ [Replacement of pipe off water meter with PVC, Replace Pipe from House to Street and Re-plumbed Overhead w/CPVC prior to '17] ~ Fencing '22, Landscaping & Irrigation '18-'25 ~ There is room to expand garage and Much More ~ LOCATION: Desirable Gulf Gate Estates has sidewalks, is well lit and has enforced deed restrictions to keep the properties nice. The low HOA $75/year is voluntary. This Modernized home is minutes away from World Renowned Siesta Beach and Legacy Trail, A+ Schools, Gulf Gate Library, the Gulf Gate Shops & Fine Restaurants. UTC Mall and Cultural Downtown are 20 minutes away. Just over 3 miles to Costco, an upcoming Whole Foods & Trader Joes. Enjoy the Florida Lifestyle in this wonderful South Sarasota Community that is quiet but minutes to everything. Make this updated home yours today ~ Furniture is Negotiable ~ Not in a Flood Zone
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Gina Larouche (941-323-0256)
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
Elementary School: Alta Vista Elementary
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
Elementary School: Wilkinson Elementary
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.
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)
1514 S LAKE SHORE DR, SARASOTA, FL 34231
$1,895,00045 Days on yellowkey MLS ID: A4684167
REDUCED by $80,000 (4.1%) on 04/28/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2430 Built: 1953 Tax: $14,799 (2025)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$14,799
Remarks: Located in the sought-after West of Trail neighborhood of Oyster Bay Estates, this beautifully updated residence sits on nearly one-third of an acre just around the corner from the historic Field Club. The home blends timeless architectural character with extensive recent improvements, creating a refined yet relaxed retreat close to Sarasota’s most desirable destinations. A beautifully landscaped yard and newly added covered front porch with brick pavers create inviting curb appeal and lead to a charming courtyard entry. Inside, the home showcases distinctive craftsmanship and warm architectural details, including Mexican tile floors, natural wood cabinetry and baseboards, exposed ceiling beams, plantation shutters, and hand-crafted clay sconces and pendant lighting. Fresh interior and exterior paint, updated trim, solid-core doors, and impact-rated windows and doors complement the home’s original character while adding modern comfort. The main living spaces flow naturally together, with the kitchen, dining area, and living room opening through walls of glass to the expansive screened lanai. A wood-burning fireplace with carved stone mantel anchors the living room, while a newly detailed tray ceiling adds architectural interest. The kitchen combines artisanal style with high-end functionality, offering custom wood cabinetry, updated countertops, an intricate ceiling detail, and premium appliances including a Sub-Zero refrigerator and Fisher & Paykel dual-fuel range with side-by-side ovens. Privately positioned, the primary suite features vaulted ceilings with exposed wood beams and sliding glass pocket doors that open directly to the pool terrace. Two walk-in closets with newly designed systems lead to the renovated primary bath, which offers dual vanities, private water closets, and a spacious walk-in shower. Two generously sized guest bedrooms provide comfortable accommodations, each with built-in closet systems and beautifully renovated en-suite baths, creating privacy for family and guests within the home’s traditional split floor plan. Outdoor living is designed for both relaxation and entertaining. The screened lanai surrounds a 40-by-14 heated pool framed by stone columns and generous covered seating areas with wood ceilings, while an Ipe wood open deck, fire pit, and lush tropical landscaping create a private backyard sanctuary. Additional improvements include updated plumbing and HVAC throughout, new ductwork and attic insulation, LED lighting, a Sonos sound system in the main living area and covered porch, renovated laundry room with new cabinetry and appliances, epoxy garage flooring, and a propane tankless water heater with gas supplied to the kitchen range and outdoor grill. Ideally located close to shopping, dining, and just minutes from world-renowned Siesta Beach and downtown Sarasota, this Oyster Bay Estates home offers a rare blend of character, privacy, and thoughtful updates in one of Sarasota’s most established neighborhoods.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Michael Hays (941-376-1826)
5420 EAGLES POINT CIR #106, SARASOTA, FL 34231
$625,00052 Days on yellowkey MLS ID: A4684787
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2021 Built: 1993 Tax: $3,692 (2025)Community: Eagles Point At The Landings 1Condo
Taxes:$3,692
Remarks: One or more photo(s) has been virtually staged. Experience the relaxed elegance of life in Eagles Point at The Landings, where beautiful waterfront surroundings, vibrant amenities, and breathtaking sunsets create a lifestyle that feels like a year-round retreat. Positioned to capture colorful nightly skies and holiday fireworks, this first-floor corner residence invites you to enjoy the view from the comfort of your enclosed Florida Room, complete with hurricane-rated sliders and a western-exposure balcony. Just outside, an open terrace offers additional space for outdoor lounging, morning coffee, or evening gatherings. Inside, the 3-bedroom residence feels light, airy, and inviting, offering spacious living areas and a thoughtfully designed layout. The open dining and living areas flow seamlessly together, creating an ideal setting for entertaining or relaxed everyday living. Elegant touches elevate the space, including Brazilian cherry wood flooring, crown molding, plantation shutters, Luminette drapes, and a striking Swarovski crystal chandelier in the dining room. The well-appointed kitchen blends style and function with a granite-topped island, stainless steel appliances, white raised-panel cabinetry, abundant storage, a reverse osmosis water system, and a cozy eat-in area for casual dining. A convenient pass-through keeps the kitchen connected to the dining space. Privately situated off the living room, the owner's retreat also opens to the Florida Room, allowing you to wake up to peaceful views each morning. The spacious suite includes a walk-in fitted closet, dual-sink vanity, garden tub, and separate shower. Two additional guest bedrooms offer eastern exposures, welcoming the warm glow of the morning sun. Additional conveniences include a spacious laundry room with utility sink and extra storage, an assigned parking space in the secure garage, and a private storage room. Pets up to 25 pounds are welcome. Life in Eagles Point offers more than a beautiful home —it’s a lifestyle. Residents enjoy a private community pool and grilling area, perfect for relaxed afternoons with neighbors and friends. Beyond Eagles Point, The Landings is a gated community known for its vibrant social atmosphere and exceptional amenities. Residents enjoy membership to the Landings Racquet Club, featuring eight Har-Tru tennis courts, pickleball, a resort-style pool and spa, fitness center, library, and community room. Nature lovers will appreciate the scenic trail leading to the fishing pier on the Intracoastal Waterway, along with kayak storage and launch access. Whether you’re seeking a full-time residence or the perfect winter retreat, this home offers the opportunity to embrace The Landings lifestyle—where sunsets, recreation, and coastal serenity become part of everyday living.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
4939 PEREGRINE POINT WAY, SARASOTA, FL 34231
$1,685,00092 Days on yellowkey MLS ID: A4680225
REDUCED by $114,000 (6.3%) on 04/07/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3828 Built: 2000Monthly Fee: $196 Tax: $8,043 (2025)Community: The LandingsSingle Family
Taxes:$8,043
Remarks: A Masterpiece in The Landings' Most Coveted Enclave. Presenting a rare opportunity to acquire an impeccably crafted residence on the sought-after cul-de-sac of Peregrine Point Way. Built in 2002 with meticulous attention to feng shui principles, this single-level sanctuary spans over 3,800 square feet of thoughtfully designed living space, offering the perfect blend of sophistication, flow, and modern convenience. Grand First Impressions A circular driveway sets the stage for this distinguished residence. Pass through custom wooden gates into an impressive formal Florida entry courtyard, where a striking bronze fountain creates an unforgettable "wow factor" for arriving guests. This exceptional entry experience speaks to the caliber of craftsmanship found throughout. Exquisite Interior Details Marble flooring flows gracefully throughout the main living areas, establishing an elegant foundation for refined living. The thoughtful split floor plan ensures both privacy and space, while the single-level design provides effortless flow, a rare find in the homes of this caliber. The formal living room exemplifies true feng shui design, creating a seamless visual and physical connection to the resort-style outdoor spaces beyond. An adjacent formal dining room provides the perfect setting for sophisticated entertaining, whether hosting intimate dinners or grand celebrations. Luxurious Private Quarters The expansive primary suite serves as a serene retreat, featuring a spa-inspired marble bath with a soaking tub, dual vanities, and a walk-in shower. A generously proportioned custom walk-in closet provides exceptional organization and storage. Each of the home's four bedrooms includes an ensuite bathroom, a hallmark of luxury living that ensures privacy and comfort for family and guests alike. Custom-built closets throughout reflect the meticulous attention to detail. The fourth bedroom, currently appointed as an office with custom built-in cabinetry, offers flexibility for those who work from home or desire a private study. Resort-Style Outdoor Living. Step outside to discover your private oasis. The expansive screened-in lanai extends your living space into nature, perfect for year-round entertaining in comfort. The stunning pool area features a dramatic tall tile fountain whose soothing sounds create an atmosphere of tranquility. Mature landscaping artfully balances sun and shade, while a covered seating area invites quiet contemplation or spirited conversation. This is outdoor Florida living at its finest designed for those who appreciate the art of entertaining and the beauty of serene moments alike. The Landings Lifestyle. Peregrine Point Way's naturally serene cul-de-sac location is among the most desirable in The Landings. This prestigious community offers winding tree-canopied roads, pristine lakes, nature trails, and Roberts Bay access an idyllic backdrop for an elevated lifestyle.
Listing Agent: Judy Greene (941-350-0451)
5201 AVENIDA DEL MARE, SARASOTA, FL 34242
$1,495,00085 Days on yellowkey MLS ID: A4680975
REDUCED by $65,000 (4.2%) on 04/01/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2802 Built: 2008 Tax: $6,145 (2025)Community: Sarasota BeachSpa: NoSingle Family
Taxes:$6,145
Remarks: WELCOME to one of Siesta Key's hidden gems. From this Key West style home, you can walk or bike ride to the soft, quartz sands of Siesta Beach or the quaint Siesta Village in minutes. This exceptional home offers high end finishes throughout. The native yard features beach sunflowers and other native plants and shrubs. The front door entrance invites you into the main level with an easy flow between the living room and the dining room. The gourmet kitchen features wood cabinets, granite countertops, stainless steel appliances and French Door refrigerator. The guest bath, laundry room and bonus room complete the downstairs. The backyard is a fenced, private oasis with a pool surrounded by stone pavers with room for lounge chairs, grill and an outdoor table setting. Mature royal palm trees and smaller palms create a beautiful habitat for birds and other wildlife. The second floor has two comfortable bedrooms, one with a private balcony. A full bath completes this level. The top level offers a spacious Primary Bedroom and En Suite Bathroom retreat with exceptional amenities, a large bathroom with granite countertops, wrap-around walk-in shower, and separate garden tub, with a screened-in balcony overlooking the pool area. The top level is completed by an additional Bedroom with an en suite Bathroom with walk-in shower, linen closet, and granite countertops. Additional features include solar panels (paid in full), a security system, stone paved driveway and walkway, along with an oversized 2 car garage. This open, sunny home is located in a quiet neighborhood at the end of the street and has so many quality features. It is definitely worth a visit.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Mary Kassen (941-900-9776)
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)
2763 WOODGATE LN #111, SARASOTA, FL 34231
$129,00090 Days on yellowkey MLS ID: A4680629
1 Days Off yellowkey (back on 4/28/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 874 Built: 1979 Tax: $2,081 (2024)Community: Pinewood Village IiCondo
Taxes:$2,081
Tax Year: 2024
Remarks: Looking for a lovely condo to call your own? Pinewood Village offers a cozy residence to live in. This Freshly painted, very clean, 2 bedroom, 2 bathroom home will bring comfort for you and your loved ones. The unit is located on the first floor which is ideal for those who are not in love with stairs. The community pool is right outside for your convenience. Ideally located off Proctor Rd. restaurants, shopping, medical facilities, good school districts & fine beaches are close by. In your spare time you are more than welcome to enjoy the large community swimming pool and fitness center. HOA fee/features include basic cable, water, pest control, maintenance grounds, maintenance exterior, fitness center, clubhouse, and shuffleboard courts. There is one designated parking spot per unit. Schedule your showing today.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Leland Howard (502-548-9618)
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)
3191 LAKE PARK LN #2, SARASOTA, FL 34231
$374,000100 Days on yellowkey MLS ID: A4678896
REDUCED by $15,000 (3.9%) on 04/28/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1738 Built: 1987 Tax: $1,047 (2025)Community: Park Place VillasSpa: NoVilla
Taxes:$1,047
Remarks: Discover comfort, style, and Florida living at its best in this beautifully maintained 2-bedroom, 2-bath villa perfectly situated in central Sarasota - just minutes from the area's pristine beaches, vibrant downtown shopping, and fine dining options. Step inside to a light and bright interior featuring soaring vaulted ceilings, skylights, and an inviting open layout that enhances the spacious feel. A new tile roof (2023) and new A/C system (2025) provide peace of mind and year-round comfort. The living area opens to a relaxing lanai with impact-resistant sliders where you can unwind while taking in the serene lake view and lush, mature landscaping. Two charming bay windows also offer picturesque water views, filling the home with natural light. The primary suite offers a tranquil retreat with stylish LVP flooring, a custom closet system, and an ensuite bathroom with multiple grab bars and zero entry shower. Whether you're seeking a seasonal getaway or a year-round residence, this lakefront villa offers the perfect blend of convenience, beauty, and low-maintenance living - all in one of Sarasota's most desirable locations.
Listing Agent: Nancy Moore (941-313-5159)
2414 VACCARO DR, SARASOTA, FL 34231
$983,000112 Days on yellowkey MLS ID: A4677299
REDUCED by $57,000 (5.5%) on 04/04/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2330 Built: 2014Monthly Fee: $570 Tax: $6,350 (2025)Community: Esplanade By Siesta KeySingle Family
Taxes:$6,350
Remarks: NEW PRICE Best Value in the Neighborhood. Live the Florida lifestyle. Located behind the gates of the sought-after Esplanade by Siesta Key, a beautifully appointed 3-bedroom, 3-bath residence with den and extended lanai, showcasing the highly desirable Lazio VII floor plan with tranquil water views. Curb appeal is enhanced by a striking stone façade, an expansive paver driveway, and lush landscaping supported by an automated sprinkler system with reclaimed water—along with ground maintenance, all included in the HOA. Step inside to discover an open-concept design ideal for both entertaining and everyday living, highlighted by new luxury vinyl flooring throughout main living area. The casual yet elegant kitchen is the heart of the home, featuring upgraded cabinetry with hidden hinges, decorative dentil molding, soft-close sliding drawers, granite countertops, a large gathering island, stainless steel appliances, double ovens, and a natural gas cooktop. This home offers three newly updated bathrooms, thoughtfully designed for modern living with high-end finishes and outstanding features. Additional upgrades include Low-E double-pane windows for energy efficiency, hurricane shutters, and Kevlar hurricane panels for the lanai and front door, providing peace of mind and easy storm preparedness. Recent improvements include new exterior waterproof paint, a new A/C system with UV light, a whole-house carbon water filtration system, and a reverse osmosis system under the kitchen sink. Elegant architectural details abound, including tray ceilings, tall interior doors, plantation shutters, and crown molding. The spacious primary suite features an oversized walk-in closet with custom built-in cabinetry.Perfectly situated just minutes from premier shopping, dining, and world-class entertainment—and only a short drive to the powdery sands of Siesta Key Beach—this meticulously maintained home offers luxury, comfort, and location in one remarkable package
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Ellen Wilson (704-651-6322)
6518 MIDNIGHT PASS RD #310, SARASOTA, FL 34242
$899,000136 Days on yellowkey MLS ID: A4675259
0 Days Off yellowkey (back on 4/28/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1215 Built: 1975 Tax: $7,724 (2025)Community: House SunCondo
Taxes:$7,724
Remarks: Under contract-accepting backup offers. Reduced 30K! The Best Views Currently Available at House of the Sun! Rarely available 3rd-floor unit in the always desirable and impeccably managed House of the Sun on Siesta Key. Positioned far forward on the north side of the building, this residence enjoys some of the best Gulf and beach views currently on the market. From both the living room and the lanai, take in sweeping views of the Gulf and Siesta Key’s world-famous white sand beach. House of the Sun offers 100 feet of direct beachfront and an exceptional location just 500 feet south of the Stickney Point Bridge, providing quick and easy access to and from the mainland. The property is also within walking distance of a wide variety of restaurants, clubs, and everyday conveniences including gourmet food and fish markets, coffee and ice cream shops, liquor store, clothing and gift shops, salons, postal and shipping services, and beach, sport, and boat rentals. Popular local favorites such as Captain Curt’s and Daiquiri Deck are just steps away. This unit has seen significant recent updates (2023–2025) including new hurricane-impact sliding glass doors and bedroom windows, a new rooftop A/C system, fresh interior paint in common areas, and new LVT flooring throughout the living areas and bedrooms. The kitchen has been upgraded with new stainless steel appliances, and additional improvements include a new master bedroom mattress, window shades, rugs, and bedding. Additional features include an in-unit washer and dryer, owner’s closet, and under-building parking. House of the Sun has also undergone extensive common-area improvements (2024–2025), including new elevators, a new hurricane-impact roof, updated pool and tennis court, enhanced pool-area common room with new exercise equipment, new gas grill stations, refreshed outdoor seating areas, landscaping, hallway paint, carpet, lighting, and upgraded Wi-Fi throughout the building. The complex is pet-friendly for owners and is known for having one of the best-run on-site rental programs on Siesta Key, offering a three-night minimum rental policy. This unit performed well in its first year in the rental pool and offers an excellent balance of personal enjoyment and rental income potential. Sale subject to future bookings.
Listing is courtesy of: TIDELINE REAL ESTATE BROKERS (941-587-1669)
Listing Agent: Mike Winger (941-228-3390)
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 Agent: Rudy Dudon (941-234-3991)
1684 PINTAIL WAY, SARASOTA, FL 34231
$599,900176 Days on yellowkey MLS ID: A4670640
REDUCED by $19,100 (3.1%) on 04/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1705 Built: 1984Monthly Fee: $1,000 Tax: $4,258 (2024)Community: Landings South Ii, The LandingsVilla
Taxes:$4,258
Remarks: Discover an exceptional opportunity to own a beautifully renovated residence in the highly sought-after Portside Villas, located within the lush, gated enclave of The Landings. This 1,705-square-foot home combines modern elegance with timeless comfort, offering a seamless blend of style and functionality—perfect for both relaxed living and entertaining. Step inside to an open, light-filled layout featuring volume ceilings, neutral ceramic tile flooring, and a western wall of windows framing serene lake views and breathtaking sunsets. The expansive living room flows effortlessly into the dining areas, providing a perfect setting for gatherings both large and intimate. The chef-inspired kitchen is sure to impress, boasting 42-inch soft-close cabinetry, Quartz countertops, and brand-new Thermador stainless steel appliances. A formal dining room, cozy breakfast nook, and elegant dry bar with glass cabinetry offer versatile dining and entertaining options. The primary suite provides a private retreat with tranquil water views, generous closet space, and a luxurious en-suite bath. Two additional bedrooms offer flexibility for guests, a home office, or creative pursuits. Every detail has been thoughtfully curated—from fresh paint and new fixtures to hurricane-rated impact glass windows and doors and brand-new HVAC, ensuring peace of mind and lasting quality. Additional highlights include a spacious two-car garage and full hurricane protection for enhanced safety and convenience. Residents of The Landings enjoy exclusive membership to the Landings Racquet Club, featuring eight Har-Tru tennis courts, pickleball facilities, a heated swimming pool, fitness center, meeting rooms, and a well-stocked library. The community also provides 24-hour gated security and access to the natural beauty of Sarasota Bay.
Listing Agent: Stephanie Church (941-724-5448)
2544 ORSOVA WAY, SARASOTA, FL 34231
$499,000194 Days on yellowkey MLS ID: A4668849
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1545 Built: 1964 Tax: $4,430 (2023)Community: Phillippi Gardens 14Single Family
Taxes:$4,430
Tax Year: 2023
Remarks: One or more photo(s) has been virtually staged. SELLER LOOKING FOR OFFERS!!! PRICE IMPROVEMENT TO $499,000. This amazing property is nestled in a highly sought-after South Sarasota location. It is located off Constitution Blvd. just south of Phillippi Creek. This unique location provides serenity and privacy yet close to endless dining options and shops. Located just 1 mile from Siesta Key’s world-renowned beaches! It’s a place where luxury meets practicality, creating a perfect balance for modern living. This cozy home is equipped with modern WALL TO WALL TILE ceramic , an upgraded SECOND BATH with no expense spared, a large heated pool (RECENTLY resurfaced), newly RESCREENED pool cage, a BRAND NEW ROOF ( FALL 2025) with 15 year warranty, new hurricane windows (FALL 2025), and lastly an over-sized two-car garage. NEW PAINT and landscaping complete this wonderful home making it ready to call your own. It’s an ideal setting for hosting gatherings and creating unforgettable memories with friends and family. No HOA, no deed restrictions and no CDD. Some photos are virtually staged. Seller has updated MASTER BATH with new tile and cabinets.
Listing is courtesy of: D'AGOSTINO REAL ESTATE CONSULTING LLC (941-320-0044)
Listing Agent: Kenneth Dagostino (941-320-0044)
1347 LANDINGS DR #6, SARASOTA, FL 34231
$685,000317 Days on yellowkey MLS ID: A4656077
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2564 Built: 1981Monthly Fee: $167 Tax: $8,028 (2024)Community: Landings TreehouseSpa: NoCondo
Taxes:$8,028
Remarks: Tucked away in the highly sought-after community of The Landings, this inviting townhouse on the boardwalk, a very special location, offers the perfect blend of privacy, natural beauty and comfort. Surrounded by matures and lush foliage, this home provides a serene, wooded setting with partial bay views. Inside, you'll find a contemporary style throughout the 3 bedrooms, 2.5 baths and generous sized bonus room ideal for a home office, media space or guest quarters. Large windows and sliding glass doors fill the interior with an abundance of natural light, offering seamless views of the surrounding greenery and opening onto an expansive deck - perfect for outdoor entertaining or quiet relaxation. Enjoy the community amenities, including a sparkling pool, scenic nature trail and direct bay access, all while being minutes from the area's best dining, shopping, beaches and downtown Sarasota. Membership to the Landings Racquet Club is voluntary, offers additional amenities and a center for social activities.
Listing Agent: Kristina Rain (941-320-2639)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.