Location: Sarasota
Do Not Show Listings
1305 4TH ST #401B, SARASOTA, FL 34236
$1,659,000516 Days on yellowkey MLS ID: A4637420
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1734 Built: 2026 Tax: $15,250 (2025)Community: The Gallery SarasotaCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$15,250
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under Construction. The Elevated Living Collection at The Gallery Sarasota is designed for buyers drawn to dramatic architectural volume, light-filled interiors, and a more distinctive downtown living experience. This 2-bedroom, 2.5-bath residence with dedicated office offers 1,734 square feet of interior living space, defined by extraordinary 24-foot ceilings and full-height windows that introduce scale, light, and vertical drama rarely found in boutique downtown living. Open, connected living areas create an impressive setting for everyday living and entertaining, while private spaces are designed for comfort and retreat. A private in-suite floor-to-floor elevator provides effortless access between levels, while glass-railed terraces extend the residence outdoors, including a secondary entertaining area or office with its own private terrace. Inside, the modern kitchen is anchored by a spacious gathering island, creating a natural centerpiece for entertaining. A beverage bar with Italian cabinetry and quartz countertop adds function and polish, while the primary suite offers built-in cabinetry and a freestanding soaking tub for a refined sense of retreat. The result is expansive, architectural, and distinctly modern—defined by light, volume, and ease. The Gallery Sarasota is an iconic 6-level, 60-residence boutique mid-rise located above the floodplain in a highly walkable downtown setting near the bay, Whole Foods, Main Street, The Bay Park, and the Rosemary District. Residents enjoy direct-to-outdoors entries, impeccably crafted Italian finishes, deeded private garage parking and storage, a rooftop terrace pool and social lounge with bay views, and a two-room fitness center with yoga studio. Schedule a private hardhat tour to experience the architecture, amenities, and downtown lifestyle of The Gallery Sarasota firsthand.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Chad Fonder (941-961-3865)
1305 4TH ST #101A, SARASOTA, FL 34236
$1,495,000516 Days on yellowkey MLS ID: A4637380
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1586 Built: 2026 Tax: $15,590 (2025)Community: The Gallery SarasotaCondo
Taxes:$15,590
Remarks: Under Construction. The Private Courtyard Collection at The Gallery Sarasota offers a distinctive approach to downtown living for buyers who value generous outdoor space, privacy, and the ability to host comfortably. This 2-bedroom, 2.5-bath residence offers 1,586 square feet of interior living space and is centered around 620 square feet of luxurious private outdoor living space—an expansive courtyard designed to extend everyday life outdoors. Designed for single-level living, the layout intentionally separates the primary suite and main living areas from the guest suite, creating privacy for both owners and visitors. The separate guest suite with private entry makes the residence especially well suited for frequent guests, extended stays, or shared ownership. Multiple entrances add convenience and flexibility, while 13-foot ceilings and full-height windows bring natural light, volume, and a sense of openness throughout. Inside, the spacious kitchen features a large contemporary island for everyday living and entertaining. The primary suite offers a walk-in closet and freestanding soaking tub, creating a quiet retreat within the home. The result is a private, expansive residence that feels more like an everyday getaway right in your own backyard. The Gallery Sarasota is an iconic 6-level, 60-residence boutique mid-rise located above the floodplain in a highly walkable downtown setting near the bay, Whole Foods, Main Street, The Bay Park, and the Rosemary District. Residents enjoy direct-to-outdoors entries, impeccably crafted Italian finishes, deeded private garage parking and storage, a rooftop terrace pool and social lounge with bay views, and a two-room fitness center with yoga studio. Schedule a private hardhat tour to experience the architecture, amenities, and downtown lifestyle of The Gallery Sarasota firsthand.
5544 DINAH LN, SARASOTA, FL 34231
$1,895,00039 Days on yellowkey MLS ID: A4693403
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4433 Built: 1995 Tax: $9,270 (2025)Community: Terra Bea SubSingle Family
Taxes:$9,270
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: You’ll love entertaining guests and embracing the tranquility of waterfront living in this one-of-a-kind classic Key West home on Philippi Creek Bayou. Enter through mahogany doors to soaring cathedral ceilings that fill the home with natural light and create an open, airy atmosphere. Expansive water views can be enjoyed in most rooms, while the outdoor deck provides the perfect setting to relax and take in stunning sunset skies. Inside, the Key West coral fireplace, luxury vinyl plank flooring and thoughtful architectural details create warmth and character throughout. The kitchen is designed for gathering and entertaining, featuring stainless steel appliances, a stainless-steel chef’s cooking area, quartz countertops and a wraparound bar that encourages memorable moments with family and friends. The enormous primary suite serves as a private retreat with its own water-view balcony, charming gas fireplace and bay windows. The spa-inspired en suite bath offers dual vanities and a relaxing spa tub. Dedicated office space provides flexibility for working from home or creating a quiet study area for the kids. Upstairs, you’ll find four bedrooms, a balcony and two full baths. The lower level features an expansive entertaining area ideal for a growing family, game room, gym or play space, along with a convenient pool bath for hosting guests. Outside, enjoy the private open pool area positioned at the water’s edge with long, peaceful canal views. The waterfront lifestyle continues with a kayak launch, Jet Ski floats and a newer composite boat dock with a 13,000-pound lift ready for boating adventures. Adding even more appeal for boating enthusiasts, the county is currently dredging the canal to further improve water access and navigation. The home has also been thoughtfully updated with a newer roof and freshly repainted interior and the property has been well maintained with no known storm-related damage or water intrusion. Just minutes from Philippi Shores Elementary and Riverview High School, this exceptional property is ideal for a growing family that loves the outdoors. A treasured Suncoast oasis where privacy, comfort and waterfront living come together beautifully.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Thomas Hedge, Jr (941-587-6660)
445 N ORANGE AVE #309, SARASOTA, FL 34236
$524,90058 Days on yellowkey MLS ID: A4691486
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 644 Built: 2009 Tax: $5,193 (2025)Community: Citrus Square Ph 1Condo
Taxes:$5,193
Remarks: Exceptionally reimagined 1-bedroom, 1.5-bath residence in Sarasota’s coveted Rosemary District, delivering a downtown lifestyle where refined design, intentional functionality, and effortless walkability converge. Every single inch of this condo has been thoughtfully built out with precision and purpose, blending charm with elevated design to create a home that lives far larger than its footprint. Soaring 10' ceilings amplify natural light and volume, while light coastal engineered oak floors, leathered marble countertops, timeless sophistication. Luxury upgrades are extensive and cohesive, including Brizo plumbing fixtures, a newly reappointed primary shower, new vanities and toilets in both the primary bath and powder room, custom plantation-style closet doors, California Closets throughout, custom living-room built-ins, designer lighting, custom drapery, a new stackable washer/dryer, new hot water heater, new AC supply covers, and fresh interior paint, doors, baseboards, and casing. The result is a residence that feels bespoke, intentional, and flawlessly finished—move-in ready for immediate enjoyment. Adding to the home’s exceptional livability are two private balconies—one off the living area and one off the bedroom—perfect for welcoming the fresh Florida bay breeze and extending living space outdoors. These open-air retreats, combined with the soaring ceilings and abundant light, create an airy, expansive feel that makes the home live large and undeniably special—ideal for morning coffee, sunset unwinding, or simply opening the doors to let the coastal air flow through. Beyond the front door lies one of Sarasota’s most vibrant and evolving cultural corridors. The Rosemary District is celebrated for its artistic energy, chef-driven dining, live music, galleries, and a dynamic events keep downtown engaged year-round. Moments away are Rosemary & Thyme, Hanami Sushi, Blvd Café, Te Bella, Arts & Central, Station 400, and a mix of cultural pop-ups. Publix & Whole Foods Market nearby. Outdoor enthusiasts and pet lovers will appreciate proximity to Sarasota Bay Park and Marina Jack, offering green spaces, waterfront paths, shaded seating, and easy access for morning jogs, sunset strolls, or relaxed dog walks along the bay. With year-round sunshine and access to open space woven effortlessly into daily life. For beach lovers, Lido Beach is just 3.64 miles away and easily accessed via the free Sarasota Bay Runner trolley, which runs daily from downtown to Lido Beach and St. Armands Circle. Whether heading to the Gulf’s sugary sand and turquoise waters, boutique shopping, or waterfront dining, the trolley makes car-free coastal living simple and sustainable. While the residence includes one assigned covered parking space, many find that true urban chic living means being able to walk or trolley nearly everywhere. Frequent travelers will appreciate proximity to SRQ Airport, approximately 8 mi away. Sarasota continues to draw discerning residents seeking year-round sunshine, cultural richness, entrepreneurial opportunity, and a refined coastal lifestyle—key reasons so many are flocking here to live, work, and play. A rare RENOVATED 1-bedroom plus powder room configuration in downtown Sarasota, impeccably styled and ideally positioned for those seeking a lock-and-leave residence, vibrant entertainment, waterfront green spaces, and elevated living in one of Sarasota’s most walkable neighborhoods (Walk Score 94)
Listing Agent: Christine Del Monte (941-266-6733)
5122 NORTHRIDGE RD #210, SARASOTA, FL 34238
$175,000189 Days on yellowkey MLS ID: A4674657
REDUCED by $10,000 (5.4%) on 06/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1164 Built: 1999 Tax: $2,888 (2024)Community: Serenade On Palmer RanchCondo
Taxes:$2,888
Elementary School: Ashton Elementary
Tax Year: 2024
Remarks: PRICE IMPROVEMENT!! Welcome to your sun-filled sanctuary at Serenade on Palmer Ranch, a pet-friendly and gated community. This impeccable 2nd floor, 2-bedroom, 2-bathroom condominium is offered fully and beautifully turnkey furnished. Each bedroom has a walk-in closet and private bathroom. The full-size washer and dryer are conveniently located in the pantry adjacent to the kitchen. Located just outside the entry door is additional storage space. Upgraded protection includes hurricane impact entrance door, slider, and windows which tilt inward for easy cleaning. These features render the unit much quieter and safer than the original construction. Additional upgrades include electrical, hardware, ceiling fans with wall switch control, new microwave and dishwasher. Resort style amenities include two sparkling swimming pools, a recently refurbished hot tub, BBQ grills, 24-hour fitness center, clubhouse, library, re-surfaced tennis court, business office, and car wash station. All building roofs were recently replaced, adding to the safety and security of the community. The Special Assessment has been paid. Serenade is close to Publix, dining options and other services. It is a short drive to Siesta Beach and access to I-75 is convenient. Cyclists will appreciate that the Legacy Trail is close by. This well-managed condominium offers a relaxed lifestyle, excellent location, and is perfectly suited for permanent residence or a vacation home. Recently appraised at $195,000. Simply bring your suitcase and start living the Florida dream!!
Listing is courtesy of: ANDRE LECLAIR PROPERTIES LLC (603-234-6480)
Listing Agent: Andre Leclair (603-234-6480)
1864 GOLDENROD ST, SARASOTA, FL 34239
$1,595,000163 Days on yellowkey MLS ID: A4676645
0 Days Off yellowkey (back on 6/23/2026)
REDUCED by $100,000 (5.9%) on 05/21/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2307 Built: 2003 Tax: $7,463 (2024)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$7,463
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. BEST VALUE WEST OF THE TRAIL! HUGE PRICE IMPROVEMENT! This dazzling custom-built, single-level pool home is situated in the desirable "flower streets”, west of the trail in Sarasota. Featuring a new, 3 color clay tile roof and Mediterranean style design this home has timeless style combined with modern luxury. Upon entering the double doors of this one-story retreat, you will notice the open layout and quality appointments that abound with tray and coffered ceilings, custom built-ins and niches, gas fireplace, gorgeous and rare coquina stone floors. This 4 bedroom (one a custom designed office), 3 bath, 3-car garage home features a new island kitchen with custom and glass front cabinets, stainless steel appliances, decorative backsplash and beautiful quartz counters. The tranquil primary retreat overlooks the lanai and pool and features a walk-in closet with built in closet system, wood floors and an incredible ensuite bath. This newly renovated primary bath exudes luxury with custom cabinetry, upscale finishes, and features a walk-in shower for a spa-like experience. The split floor plan showcases two additional guest bedrooms (one with a custom Murphy bed and office) each with access to newly renovated bathrooms. The high ceilings and 3 sets of sliding glass doors flood the open floor plan with natural light, while custom finishes and soft contemporary décor create an atmosphere of effortless sophistication. The very private lanai with a screened pool, new pool heater, fiber optic lighting, Pebble tec finish, pool bath and outdoor shower is surrounded with lush vegetation, perfect for entertaining and outdoor relaxation. The paver driveway and side-entry 3 CAR garage adds additional built-in storage, a 2nd refrigerator and fabulous curb appeal. Within city limits, this residence offers the option of a part-time stay, allowing for potential short term rental income. When you want to enjoy the neighborhood, you are minutes away from downtown Sarasota’s cultural scene, Siesta Key Beach, Southside Village shops and restaurants. World-class health care is located steps away at Sarasota Memorial Hospital’s main campus. This home has it all -- a sanctuary feel AND all the amenities you desire at your fingertips.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Jan Jordan (941-737-4169)
464 GOLDEN GATE PT #702, SARASOTA, FL 34236
$4,295,000258 Days on yellowkey MLS ID: A4667652
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3377 Built: 2006 Tax: $51,212 (2025)Community: La BellasaraSpa: YesCondo
Taxes:$51,212
High School: Booker High
Middle School: Booker Middle
Remarks: REFRESHED & MODERNIZED! FOREVER UNOBSTRUCTED BAY & DOWNTOWN CITY VIEWS! Experience luxury waterfront living at La Bellasara on Golden Gate Point. This 7th-floor, 3-bedroom plus den, 4.5-bath residence captures breathtaking, panoramic forever views of Sarasota Bay and the glittering city skyline from every room, blending sophistication with the relaxed coastal lifestyle. A private elevator opens to a grand double-door foyer, where stone floors lead through expansive living spaces with 9–11 ft. ceilings. The main living area features rich wood built-ins and flows seamlessly into the updated gourmet kitchen—complete with custom white cabinetry, top-tier appliances, a 6-burner gas range, center island, and walk-in pantry. The open layout connects to the dining area and breakfast nook, all oriented toward the water. Step outside to the 42-ft. bayfront terrace, ideal for entertaining with its built-in summer kitchen. A separate library with custom bookcases offers a quiet retreat or optional guest space. The private primary suite features two luxurious bathrooms, dual walk-in closets, a morning bar, and terrace access for sunrise views over the bay. Two guest suites, each with ensuite baths, custom closets, and private terraces, are thoughtfully positioned for privacy. Additional highlights include a private 2-car garage with extra storage conveniently located near the elevator—offering the feel of a private home with the ease of condominium living. Community amenities include concierge services, a heated pool and spa, fitness center, theater, social and meeting rooms, and a courtesy day dock. La Bellasara is a gated, pet-friendly enclave offering luxury, comfort, and an unbeatable bayfront lifestyle. Furnishings available separately.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
3800 FLORES AVE, SARASOTA, FL 34239
$4,495,00021 Days on yellowkey MLS ID: A4695844
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4106 Built: 2026 Tax: $10,023 (2025)Community: GranadaSpa: YesSingle Family
Taxes:$10,023
Remarks: NEW CONSTRUCTION - Experience the pinnacle of Sarasota luxury in this newly completed, move-in-ready residence, ideally located within the City of Sarasota and attractively priced for today's market. Offering 4 bedrooms, a private den, 4.5 baths, and 4,106 square feet of thoughtfully designed living space, this exceptional home seamlessly blends contemporary elegance with relaxed coastal living. Crafted for effortless indoor-outdoor enjoyment, the home features two expansive lanais overlooking a private resort-style pool and spa, creating the perfect setting for entertaining or unwinding in complete privacy. Inside, refined finishes and modern conveniences abound, including engineered hardwood flooring, quartz countertops throughout, a chef-inspired kitchen with an oversized walk-in pantry, and the rare convenience of dual laundry rooms. Open-concept living spaces are filled with natural light and designed to accommodate both everyday living and grand-scale gatherings. Nestled in a peaceful, private setting, yet just minutes from world-famous Siesta Key Beach, premier golf courses, downtown Sarasota, St. Armands Circle, and an array of fine dining and cultural attractions, this residence offers the ideal balance of luxury, location, and lifestyle. A rare opportunity to own a brand-new custom home in one of Florida's most desirable coastal communities. (Some Photos are Virtually Staged)
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Joshua Freed (941-577-5121)
3695 COUNTRY PLACE BLVD, SARASOTA, FL 34233
$719,00033 Days on yellowkey MLS ID: A4694382
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2350 Built: 1982Monthly Fee: $50 Tax: $7,982 (2025)Community: Country PlaceSpa: NoSingle Family
Taxes:$7,982
Remarks: Virtually Staged. Back on the market due to financing--Beautifully updated home, situated on an oversized half-acre fenced lot in the desirable Country Place subdivision-- Offering both modern luxury and a prime central location! With four bedrooms, three baths, AND a pool, it’s split plan layout is ideal for entertaining or family living. Originally transformed inside and out in 2015, the home features top-tier finishes—from a magnificent chef’s kitchen with a Wolf range, Thermador fridge and walk in pantry, to impact windows, hvac, electric, and plumbing. Roof was replaced in 2010. Large Primary bedroom with large dual walk-in closets and an oversized custom walk in shower. The jumbo two car garage has plenty of space for 2 cars plus tons of storage for your toys or hobbies. Nestled in a pedestrian-friendly neighborhood, it’s just minutes from Siesta Key Beach, top-rated schools, and convenient shopping.
Listing is courtesy of: PEPPERTREE BAY REALTY INC (941-914-3380)
Listing Agent: Eliza Miller (941-914-3380)
2462 CLEMATIS ST, SARASOTA, FL 34239
$829,000Listed 06/23/2026 2:35PM MLS ID: A4697812
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1780 Built: 1957 Tax: $4,522 (2025)Community: South GateSingle Family
Taxes:$4,522
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bath Sarasota home offering flexible living space and exceptional outdoor entertaining. Features include a formal living room, dining room, office with built-in bookcases and safe, Florida room, and oversized utility room with custom storage and workspace. The remodeled kitchen showcases cherry cabinetry, quartz countertops, stainless steel appliances, gas range, and a pass-through window to the outdoor bar. Porcelain Acacia tile flooring runs throughout the home, while both bathrooms have been tastefully updated with custom tile and quartz finishes. Step outside to a spacious covered lanai with quartz bar, tropical landscaping, mature mango and avocado trees, pavilion with bar seating, garden shed, RV storage pad, and extensive paver walkways. Additional highlights include a circular driveway, 2-car carport, irrigation well, and whole-house tankless gas water heater. Ideally located just a 3-minute walk to Arlington Park, and only minutes from Downtown Sarasota, UTC, Ed Smith Stadium, shopping, dining, and Gulf Coast beaches, this property offers the perfect combination of indoor comfort, outdoor Florida living, and an unbeatable location.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
3439 TALLYWOOD LN #7139, SARASOTA, FL 34237
$172,500119 Days on yellowkey MLS ID: A4683744
REDUCED by $10,000 (5.5%) on 06/23/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1668 Built: 1983 Tax: $1,289 (2025)Community: Tallywood Ph 1 & 2Spa: NoVilla
Taxes:$1,289
Remarks: Reduced! 1668 sq. ft. living area PLUS a carport with storage closet priced below $120 per sq. ft. A charming end-unit villa with real wood floors in the living and dining area. The versatile third bedroom (or bonus room) upstairs, offers a tranquil greenbelt view and HUGE walk-in closet. Spacious open plan with split bedrooms downstairs, a dining room off the living room and a breakfast nook in the roomy kitchen. The furniture is negotiable too! Tucked deep in Tallywood, a charming, wooded and peaceful village located a few minutes from shopping, a few miles from downtown and a couple more to the beaches. Beautiful wood floors run through the living room and dining room. Lovely vistas of trees and sprawling lawns from several rooms. Set at the end of a quiet cul-de-sac with a carport and storage closet, plus guest parking spaces just a few steps from the front door. Tallywood is a 55+ community with loads of amenities and activities set on 25 acres of lushly treed and green space. Enjoy the spacious screened-in and heated pool. The grand clubhouse offers a fitness center, kitchen, covered lanai and a gas grill. Compare to another Tallywood 1668 sq. ft. villa that sold in January for $298,000!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Kim Gilliland (941-809-5151)
1864 CLEMATIS ST ST, SARASOTA, FL 34239
$1,799,50016 Days on yellowkey MLS ID: A4696114
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2330 Built: 1925 Tax: $14,946 (2025)Community: Lot 13 & W 25 Ft Of Lot 15 Blk C Desota ParkSpa: YesSingle Family
Taxes:$14,946
Remarks: This Spanish Mediterranean style home built in 1925 is nestled in the coveted "West of Trail" subdivision of DeSota Park in the South Poinsettia park Neighborhood just two blocks from the fine dining and boutique shopping offered in Southside Village. This home is ideally located outside of any flood zones and weathered the 2024 hurricane season without any damage. This listed historic home with detached casita is rich with character. The beautifully designed residence offers 2,330 square feet of living space. The home boasts a total of 12 rooms featuring a spacious entry, open plan living area including a formal dining room, living space and chef's kitchen and a versatile family room located directly off the pool area. The 3 bedroom main house has 2 bedrooms with their own en-suite bathrooms plus an additional 3rd bedroom/office/flex space, updated hurricane rated windows and whole home tankless hot water heater. The casita offers the 4th bedroom with en suite bath and kitchenette. Upon entering the tiled courtyard you are invited to step inside and discover an abundance of architectural details like the hurricane rated pecky cypress entry door, arched doorways, pecky cypress beams and fireplace mantel, custom built-ins and original architectural details that all add up to the unique touches of sophistication. The northern exposure fills the home with natural light, highlighting the garden views through casement dual pane hurricane rated windows adorned with tasteful and functional window treatments. Inside the spacious foyer your attention is drawn to the custom window treatments and new flooring and opens to an expansive open plan living room featuring a working fireplace with a pecky cypress mantel that adds warmth and ambiance and pecky cypress beams. The living space is flanked by a light filled dining room that opens to a second private courtyard and the recently renovated gourmet chef's kitchen that includes custom cabinetry, Taj Mahal quartzite countertops, zellige tile backsplash and top of the line appliances - SubZero refrigerator, Thermador warming drawer and Italian Fulgor Milano gas range. Down the hall the main floor primary suite includes a large ensuite bathroom with a separate shower, four closets for ample storage and a convenient laundry space. The second bedroom suite is tucked away with dual closets, dressing area, its own courtyard and private access to the pool. At the back of the home the 3rd bedroom/office/flexroom is located off a large and comfortable family room with pecky cypress beams and tile flooring that opens up through a wall of hurricane rated stack glass back doors to the pool area. The pool area is a tropical paradise featuring a heated pool and hot tub with a new remote controlled electronic system. The pool cage encompasses plenty of space for lounging and dining and includes the entry to the casita and full bath with mini split unit, tile flooring and wooden beams, includes built-in murphy bed and a dedicated generator. Outside the casita is a large paver courtyard with a custom outdoor cooking area that includes a plumbed 36" natural gas grill with rotisserie and pizza oven accessories and an outdoor refrigerator. This "West of Trail" home is ideally located in the Southside Elementary School district, convenient to Sarasota Memorial Hospital and located just steps away from Morton's Gourmet Grocery and some of Sarasota's best restaurants, shopping and art galleries.
Listing Agent: Tra Raines, Iii (941-415-2508)
8315 GLENROSE WAY #1414, SARASOTA, FL 34238
$275,000158 Days on yellowkey MLS ID: A4678065
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 1999 Tax: $1,904 (2025)Community: Pinestone At Palmer RanchCondo
Taxes:$1,904
Elementary School: Gulf Gate Elementary
Remarks: Located in the highly sought-after Palmer Ranch area, within the amenity rich, gated resort-style community of Pinestone, this beautifully updated move in ready, main-floor, 2-bedroom, 2-bath split-bedroom condominium is just minutes from the world-famous Siesta Key Beach. This thoughtfully designed residence features custom soft-close cabinetry, stainless steel appliances, and granite countertops; a quality upgrade rarely found compared to standard thermafoil finishes. Luxury vinyl flooring throughout creates a seamless, modern feel and enhances the open floor plan. The spacious primary suite offers a walk-in closet and a private, tiled ensuite bath, while the guest bedroom and bath provide comfort and privacy for visitors. Enjoy your morning coffee or unwind with a good book on the enclosed lanai, offering peaceful views and added living space. Additional highlights include inside laundry with a brand-new stackable washer and dryer, private storage area, storm shutters, ample guest parking, and a private assigned carport conveniently located just outside your front door. The unit has also been replumbed, providing peace of mind for years to come. Residents of Pinestone enjoy an unparalleled resort-style lifestyle with premium amenities, including a state-of-the-art fitness center, pickleball courts, lighted tennis courts, basketball court, junior Olympic-sized pool and spa, billiards room, shuffleboard courts, spa, and a banquet hall for gatherings. Relax by the fire pit, grill with friends in the barbecue areas featuring new poly furniture, or enjoy movie nights in the private theater with stadium seating and popcorn machine. Water, Sewer, Trash, exterior and grounds maintenance, and exterior building maintenance are all included, offering true low-maintenance living. Ideally located near Potter Park, the Legacy Trail, beaches, downtown Sarasota, shopping, and dining, this condo delivers the perfect blend of convenience, comfort, and Florida lifestyle. Schedule your private tour today!
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Jason R. White, Pa (508-333-2356)
4660 OCEAN BLVD #Q2, SARASOTA, FL 34242
$624,90054 Days on yellowkey MLS ID: A4692194
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1971 Tax: $6,131 (2025)Community: Sea VillageSpa: NoCondo
Taxes:$6,131
Remarks: BEST PRICED GULF-FRONT CONDO ON SIESTA KEY, in terms of VIEW, CONDITION, SIZE, AMENITIES and PROXIMITY to Siesta Key Village, the #1 BEACH IN America, and DOWNTOWN SARASOTA! Not ONE, but TWO heated GULF FRONT POOLS. Brand NEW fishing dock. This lovely unit can come partially furnished if you wish (a full list of items is available) and has a BRAND-NEW A/C. MOVE IN READY! Unobstructed GULF VIEWS, forever YOURS! And it’s PET FRIENDLY! HOA covers just about everything! Bring your suitcase, your toothbrush and your bathing suit! Wake up to breathtaking Gulf views, watch as dolphins swim, and enjoy legendary Siesta Key sunsets from this beautifully maintained 2-bed, 2-bath, perfectly positioned condo in a charming Gulf front community. Floor-to-ceiling glass sliders flood the open living area and primary bedroom with natural light, leading to your private screened lanai, where uninterrupted Gulf views are yours to behold. The primary bedroom features ample closet space and an ensuite bath with separate vanity. With 1,200 ft² of living space, this second-floor residence comes with an in-unit washer/dryer, as well as a free community laundry room and storage. The second bedroom is perfect for guests and family, and the well-appointed kitchen has upgraded appliances and a pass-through to the living area. This exceptional unit has had just one owner and has been in the family since the complex was built. Sea Village is a small community located exactly 1 mile north of Siesta Key Village and 1 mile to the #1 Beach in America. Amenities include two heated gulf front pools, a newly constructed fishing pier, and designated covered parking. ALL assessments have been PAID. Monthly HOA covers Community Pool, Escrow Reserves, Insurance, Exterior Maintenance (to include the roof), Maintenance of the Grounds, as well as Water, Sewer and Trash. Renowned for its vibrant coastal lifestyle, Siesta Key Village is bustling with restaurants, cafes, shops and miles of crystalline beaches. Downtown Sarasota’s Bayfront, with its world-class shopping, dining, & cultural events is 5 miles away. Nature lovers, sports enthusiasts, and patrons of the arts have the best of Sarasota at their fingertips with outdoor activities that include waterfront dining, boating, biking, golfing, hiking & fishing nearby. With easy access to state-of-the-art medical facilities, Sarasota International Airport, and the I-75, the location of this property offers the perfect blend of serenity & convenience and offers an extraordinary opportunity to LIVE YOUR BEST LIFE, whether it be used as a private retreat for your own personal enjoyment, or a seasonal or annual rental, with excellent income potential.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Robin Leonardi (941-685-6270)
707 S GULFSTREAM AVE #307, SARASOTA, FL 34236
$749,000125 Days on yellowkey MLS ID: A4683134
REDUCED by $46,000 (5.8%) on 06/16/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1247 Built: 1974 Tax: $6,546 (2025)Community: Essex HouseCondo
Taxes:$6,546
Remarks: One or more photo(s) has been virtually staged. " MOTIVATED SELLER" PRICE IMPROVEMENT!! FRESHLY PAINTED!! DOWNTOWN BAYFRONT !! Experience the best of downtown Sarasota living in this stunning 2-bedroom, 2-bath corner residence at Essex House, perfectly positioned on Sarasota Bay. This rare unit offers breathtaking, unobstructed panoramic water views through floor-to-ceiling hurricane-resistant windows and one of the few downtown condos with no future development to block your scenery. Just steps from the bay, you'll enjoy effortless access to art galleries, charming coffee shops, top-rated restaurants, Bayfront Park, Marina Jack, Selby Gardens, Burns Court Cinema, Main Street, and more. Inside, the home features an updated kitchen with marble backsplash and stone countertops, beautifully renovated bathrooms with marble-tiled showers, and a spacious primary suite with an upgraded walk-in closet. Step onto your west-facing balcony to savor spectacular sunsets shimmering over the bay. Resort-style amenities include a social room, heated pool, fitness center, outdoor kitchen and gazebo, plus covered assigned parking offering the perfect blend of luxury, lifestyle, and location in the heart of Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Shannon Book (941-390-8711)
7927 LONGBAY BLVD, SARASOTA, FL 34243
$3,200,00040 Days on yellowkey MLS ID: A4693426
REDUCED by $250,000 (7.2%) on 06/18/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3027 Built: 2019 Tax: $11,276 (2025)Community: Ballentine Manor EstatesSpa: YesSingle Family
Taxes:$11,276
Remarks: "The Ultimate Resilient Estate" – Experience the rare combination of coastal luxury, modern construction, and true peace of mind on Sarasota Bay. Built in 2019 to stringent CAT 5 wind standards and positioned at an impressive 14-foot elevation, this exceptional single-level waterfront residence offers a unique blend of luxury, resilience, and financial advantages, including no flood insurance requirement and low annual premiums. Notably, the home experienced no flooding during the 2024 hurricane season. This custom-designed 4-bedroom, 4.5-bath residence showcases soaring ceilings, rich cypress wood detailing, and walls of glass framing breathtaking panoramic views of Sarasota Bay. The thoughtfully designed floor plan features a luxurious primary suite with dual bathrooms and dual walk-in closets, creating a private retreat rarely found in waterfront homes. Outdoor living is equally impressive, highlighted by a spectacular 180-degree panorama of Sarasota Bay, a caged heated pool and spa, newer seawall, private dock, and direct access to boating, fishing, kayaking, paddleboarding, and other waterfront activities. A whole-house generator and spacious three-car garage further enhance comfort and convenience. Ideally situated within Sarasota's coveted North Bayfront Corridor and "West of the Trail" location, residents enjoy easy access to some of the region's most desirable destinations. More than a waterfront home, this is a resilient luxury estate designed for those who seek the very best of Sarasota Bay living. Offering a rare blend of luxury waterfront living and investment potential, this exceptional Sarasota Bay residence is located in a community that permits weekly rentals, creating unique flexibility for owners and investors alike. The property's direct bayfront setting, private dock and boat lift, expansive water views, resort-style pool, and newer construction make it highly desirable for luxury vacation guests seeking a premier Sarasota experience. Conveniently located near IMG Academy, downtown Sarasota, Longboat Key, St. Armands Circle, world-class beaches, and SRQ Airport, this property is well-positioned to attract seasonal visitors, boating enthusiasts, and extended-stay guests throughout the year. Whether enjoyed as a private waterfront retreat or utilized as an income-producing asset, this home presents an outstanding opportunity in Sarasota's luxury waterfront market.Optional culinary membership Sara Bay Country Club $35 per year.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Alexis Ainslie Brown (941-228-7183)
4147 AUGUSTINE AVE, SARASOTA, FL 34231
$395,000Listed 06/23/2026 1:33PM MLS ID: A4697916
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1500 Built: 1958 Tax: $4,984 (2025)Community: Floral Park HomesteadsSingle Family
Taxes:$4,984
Remarks: Situated on a premium quarter-acre lot with no HOA or CDD fees, this 3 bedroom 2 bath concrete block home perfectly blends modern design with everyday functionality. The sleek, chef-inspired kitchen serves as the anchor for an expansive open floor plan, making entertaining effortless.Designed for elegant living, the layout features a private home office, surround sound wiring, a cozy fireplace, and an exceptionally large Primary Suite with a spa-style bath. Practical upgrades include a tankless water heater, new roof, AC with warranty and a spacious inside laundry room. Abundant storage throughout. Outside, a massive lanai offers the perfect backdrop for Florida relaxation, and a newer fenced in yard for privacy. Plenty of room for parking a boat or RV. Located on a quiet side street close to downtown Sarasota, hospital,shopping and Siesta Key Beach. This turnkey-ready home is perfect as a primary residence, second home, or as a lucrative investment.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Laurine Gauthier (941-586-3929)
1203 SIESTA BAYSIDE DR #1203-D, SARASOTA, FL 34242
$498,00065 Days on yellowkey MLS ID: A4690769
REDUCED by $27,000 (5.1%) on 04/27/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 959 Built: 1988 Tax: $5,340 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$5,340
Remarks: Under contract-accepting backup offers. Sellers Are Highly Motivated! Welcome to your slice of paradise on world famous Siesta Key, just steps from the powdery white sands of Siesta Beach, recently ranked the number one beach in the United States. This beautifully updated one bedroom, one bathroom residence is the perfect blend of comfort, style, and location, ideal as a primary home, vacation retreat, or income producing investment with weekly rentals allowed. From the moment you enter the gated community of Gulf and Bay Club Bayside, you are surrounded by lush tropical landscaping and a sense of pride in ownership that truly sets this community apart. This impeccably maintained residence offers easy single level living with a bright and open layout, finished in a warm neutral palette. The living and dining areas are enhanced with charming details such as wainscoting, while the updated kitchen features stainless steel appliances, beautiful countertops, and well-appointed cabinetry, all flowing seamlessly into the main living space. The oversized primary bedroom offers a peaceful retreat with a large walk-in closet, while the upgraded bathroom features a stunning tile shower, dual sinks with quartz countertops, and excellent storage. A private laundry area adds convenience, and with no carpet throughout, the home is clean, modern, and move in ready. The AC and water heater were both replaced in 2022. Enjoy your morning coffee in the adorable dining nook or unwind in the bright and airy lanai, the perfect place to relax at the end of the day. This residence also includes a rare one car garage and private driveway, making island living effortless. Gulf and Bay Club Bayside offers an exceptional array of resort style amenities including two heated pools, a clubhouse, fitness center, saunas, pickleball and tennis courts, BBQ areas, walking paths, scenic ponds with fountains, and a fishing pier on the Intracoastal Waterway where you can enjoy sunsets, dolphins, and passing boats. Private deeded beach access just across the street makes it easy to enjoy the turquoise waters and world-famous quartz sand whenever you choose. Ideally located between Siesta Key Village and Stickney Point Road, you are moments from top rated dining, boutique shopping, live entertainment, and water activities. The Siesta Key Trolley provides easy access across the island, making every day feel like a vacation. Offered furnished and thoughtfully updated, this residence truly lives larger than expected and is ready for immediate enjoyment. Whether you are looking to relax, entertain, or invest, this is an incredible opportunity to own in one of the most desirable communities on Siesta Key. Schedule your private showing today and experience the coastal lifestyle you have been dreaming of.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Rachelle Golden (941-538-8998)
4356 CAMINO MADERA, SARASOTA, FL 34238
$585,000202 Days on yellowkey MLS ID: D6145024
REDUCED by $10,000 (1.7%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3009 Built: 1988Monthly Fee: $833 Tax: $6,032 (2024)Community: Villa PalmerasVilla
Taxes:$6,032
Remarks: Welcome to your new home in the highly sought-after Prestancia Golf & Country Club, an exclusive gated community tucked within Sarasota’s renowned Palmer Ranch. This beautifully maintained, maintenance-free 3-bedroom, 2-bathroom single-family villa offers the perfect blend of comfort, style, and luxury living—all with landscaping, exterior maintenance, cable, and high-speed internet included in the HOA for true lock-and-leave convenience. Step inside and you’ll immediately appreciate the fresh 2025 interior paint, creating a clean, modern atmosphere throughout. The completely updated kitchen shines with quartz countertops, stainless steel appliances, new cabinetry, and a bright, functional layout ideal for cooking and entertaining. A charming bar area with custom-built-ins adds even more style and practicality, perfect for hosting guests or unwinding at home. The primary suite is a true retreat, featuring a beautifully built-out master closet offering exceptional storage and organization. One of the standout features of this villa is the enclosed lanai, equipped with a new mini-split A/C system and offering an additional 374 sq ft of climate-controlled living space not included in public records—an incredible bonus for year-round enjoyment. From here, you’ll enjoy beautiful golf course views, creating a serene and picturesque backdrop for relaxing or entertaining. For added peace of mind, the villa includes Rolladen rolling shutters, providing security, shade, and easy storm protection. A new whole-house A/C unit installed in 2024 ensures comfort and efficiency throughout the seasons. Nestled within Prestancia, residents enjoy access to renowned championship golf courses, lushly landscaped grounds, and a private community pool just steps away. All of this, plus proximity to Sarasota’s pristine beaches, shopping, dining, and vibrant cultural attractions, makes this villa an exceptional opportunity in one of the area’s most desirable communities.
Listing is courtesy of: RE/MAX PALM REALTY OF VENICE (941-208-5246)
Listing Agent: Kathi Obendorfer, Pa (941-445-3775)
5031 PRESTON WAY, SARASOTA, FL 34232
$364,900Listed 06/23/2026 10:06AM MLS ID: A4697720
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 928 Built: 1986 Tax: $2,921 (2025)Community: Cedar Hollow Unit 3Spa: NoSingle Family
Taxes:$2,921
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: Set at the end of a quiet cul-de-sac on a generous .26-acre fenced lot in central Sarasota, this beautifully updated single-story home blends easy Florida living with move-in-ready finishes. Natural light pours in all day across an open layout where vaulted ceilings and warm wood-look flooring carry from the living room into a dining space made for gathering. The renovated kitchen shines with white cabinetry, granite countertops, a subway-tile backsplash, and stainless steel appliances. Both bedrooms offer walk-in closets, and the primary suite — with en-suite bath — opens through sliding glass doors to a private, lushly landscaped garden. Off the living area, more sliders lead to a screened lanai and brick-paver patio that's hot-tub ready, overlooking a big, fully fenced backyard with room to roam and one mature shade tree. Big-ticket peace of mind comes from a metal roof, a 2-year-old HVAC, and a newer washer, dryer, and dishwasher, plus an attached garage with a bonus second refrigerator. Whether you're after a full-time residence, a seasonal escape, or a vacation getaway, the central location delivers — 10–15 minutes from downtown Sarasota, 15–20 from Gulf beaches, and surrounded by shopping and dining.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
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