Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
4802 KESTRAL PARK CIR #22, SARASOTA, FL 34231
$419,900155 Days on yellowkey MLS ID: A4678273
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1570 Built: 1982 Tax: $5,739 (2024)Community: Landings Carriagehouse IiCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,739
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Enjoy the ease of maintenance-free living in this quiet corner-lot Carriagehouse II residence within The Landings, now featuring a newly installed roof, providing added value and peace of mind for years to come. Designed for comfortable everyday living and entertaining, the home offers expanded living space with two lanais, including a full-width enclosed and air-conditioned lanai as well as a spacious screened lanai overlooking mature landscaping. PGT WinGuard impact-resistant windows and sliding doors enhance both security and energy efficiency. The interior features an updated kitchen with pass-through access to the living area, renovated bathrooms, and a welcoming living room centered around a wood-burning fireplace. An attached one-car garage and nearby guest parking add convenience, while the corner location provides additional privacy and natural light. Residents of The Landings enjoy a 24-hour gated community known for its lush greenbelts, scenic lakes, nature boardwalk leading to the Intracoastal Waterway, community pool, spa, and clubhouse. Optional membership to the Racquet Club offers additional recreational opportunities. Ideally located just minutes from Siesta Key Beach, downtown Sarasota, shopping, dining, and cultural attractions, this home combines an exceptional location with valuable upgrades and a sought-after lifestyle.
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Dan Ivanov (941-544-0475)
3205 GOLDEN EAGLE LN, SARASOTA, FL 34231
$322,500158 Days on yellowkey MLS ID: A4677694
REDUCED by $2,500 (0.8%) on 06/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1268 Built: 1984Monthly Fee: $333 Tax: $2,156 (2025)Community: Eagle ChaseVilla
Taxes:$2,156
Elementary School: Gulf Gate Elementary
Tax Year: 2025
Remarks: PRICE IMPROVEMENT! Eagle Chase Villa – Sarasota. Ideally positioned in the desirable Eagle Chase community, this impeccably upgraded 2-bedroom, 2-bath villa offers 1,268 square feet of thoughtfully enhanced living space just minutes from beaches, nature, shopping, and downtown Sarasota. Located within walking distance to the 84-acre Red Bug Slough Nature Preserve and only 2.1 miles to Crescent Beach and 3 miles to Siesta Key, this home delivers the perfect blend of location, quality, and peace of mind. Inside, the residence reflects years of careful investment and pride of ownership, with over $125,000 in renovations and improvements completed since 2020. The home has undergone extensive mechanical and structural upgrades, including a near full plumbing re-pipe with the removal of old cast iron and replacement with CPVC, new electrical breakers, all-new outlets, plate covers, and modern dimmable LED lighting throughout. HVAC systems have been replaced and professionally serviced twice yearly, the roof was replaced in 2022, and impact-rated windows and doors were installed for comfort, efficiency, and storm protection. The kitchen has been beautifully updated with quartz countertops, painted cabinetry with new hardware, tile backsplash, LED under-cabinet lighting, an upgraded oven range, undermount sink, and newer appliances, creating a bright and functional space that flows effortlessly into the living areas. Both bathrooms were fully remodeled down to the studs with waterproofing, new drain lines, Moen fixtures, custom tile, rain shower heads, quartz vanities, beveled window detail in the primary bath, and LED lighting with dimmers, offering a spa-like experience. Living space was thoughtfully expanded with the creation of a stunning Florida Room, replacing the former lanai and deck. This space features impact sliding doors and windows, reinforced flooring, custom Italian tile, fresh paint, updated electrical, and a ceiling fan with remote, seamlessly blending indoor and outdoor living. New composite decking was added on a reinforced foundation along the rear of the home, with additional composite decking on the side porch, while the exterior rear stucco wall was repainted for a polished finish. Additional enhancements include plantation shutter doors throughout the hallways, bedrooms, and primary bath, refreshed interior doors and hardware, updated flooring in the primary bedroom, attic flooring for storage, and a mounted 65" Sony flat-screen TV with in-wall wiring that will convey. The home has also been meticulously maintained with comprehensive termite prevention, Sentricon bait systems, and ongoing annual inspections showing zero termite activity. Outside, the property has been transformed into a serene, park-like setting with engineered paver stone retaining walls designed to enhance drainage, extensive hardscape and landscaping improvements, indigenous Florida plantings, fruit trees, pollinator-friendly gardens, and low-maintenance decorative stone features. The location offers exceptional convenience with nearby shopping, easy access to I-75, downtown Sarasota, Venice, St. Petersburg, Tampa, and Clearwater, making this home ideal as a primary residence or refined coastal retreat. This Eagle Chase villa stands apart for its depth of upgrades, quality craftsmanship, and unmatched proximity to Sarasota’s best natural and coastal amenities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Susan Hill (603-479-8368)
1602 STICKNEY POINT RD #404, SARASOTA, FL 34231
$599,000469 Days on yellowkey MLS ID: A4643334
0 Days Off yellowkey (back on 4/29/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1128 Built: 1975 Tax: $4,849 (2024)Community: Castel Del MareCondo
Taxes:$4,849
Remarks: Under contract-accepting backup offers. Nestled in the heart of Sarasota’s coastal paradise, this stunning TURNKEY FURNISHED PENTHOUSE offers million-dollar views and an unparalleled Florida lifestyle. *LESS THAN A MILE FROM SIESTA KEY BEACH ACCESS (.7 MILES)* Located in the coveted Castel Del Mare—nicknamed “The Hidden Jewel on the Bay”—this prime waterfront condo places you just minutes from Siesta Key’s world-famous beaches, top-tier shopping, dining, and entertainment. Step inside and be captivated by breathtaking water views that greet you upon entry. This beautifully renovated fourth-floor residence has been thoughtfully updated with high-end finishes, ensuring both style and comfort. The heart of the home is the gourmet kitchen, where quartz countertops, elegant cabinetry, a modern backsplash, and stainless steel appliances create a sleek yet functional space. Enjoy casual dining at the barstool seating or gather in the dedicated dining area for a more formal setting. The primary suite serves as a tranquil retreat, complete with a walk-in closet and a spa-like ensuite bathroom featuring a seamless glass-enclosed shower. Crown molding in the bedrooms adds a refined touch to the space. Beyond the condo, Castel Del Mare offers an impressive selection of resort-style amenities, including two heated swimming pools, tennis and pickleball courts, shuffleboard, a clubhouse, a scenic gazebo, kayak access with storage, and a picturesque boardwalk encircling the complex. Best of all, this waterfront haven is situated on the Intracoastal Waterway, where you can lounge by the bayfront pool, watch boats glide by, and take in spectacular sunsets. SOLD TURNKEY FURNISHED. Experience the best of Sarasota living—schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Keith Curcio (941-376-7683)
1931 HIGH POINT CIR, SARASOTA, FL 34236
$1,450,00062 Days on yellowkey MLS ID: A4690458
REDUCED by $45,000 (3.0%) on 06/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1712 Built: 1940 Tax: $13,413 (2025)Community: Hudson BayouSpa: NoSingle Family
Taxes:$13,413
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: FULLY FURNISHED SHORT TERM RENTAL PROPERTY. Experience the best of "West of Trail" living in this impeccably maintained, renovated pool home situated on an OVERSIZED LOT. The interior features include refinished HARDWOOD FLOORS, double-paned windows, and an UPDATED KITCHEN equipped with custom cabinetry, granite countertops, and stainless-steel appliances. The inviting main living area is highlighted by a tray ceiling, gas fireplace and French doors leading to a private outdoor area and SALTWATER POOL, perfect for the Florida lifestyle. The fully FENCED professionally landscaped yard includes a PUTTING GREEN. Significant improvements offer peace of mind and long-term value, including a new standing seam METAL ROOF (2025), NEWER A/C system (2022)/mini-split (2024), and completely REPLUMBED with PVC. The air-conditioned TWO-CAR GARAGE features new epoxy flooring and is currently utilized as a versatile game room. Ideally located in the sought-after Southside Elementary district, this residence provides quick access to Southside Village, downtown Sarasota, and the renowned beaches of Siesta and Lido Key. This property has a great rental history (over $83,000 in the first year) along with $27,000+ in future bookings, please inquire for more details
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Fred Sassen (404-408-5956)
603 TREMONT ST, SARASOTA, FL 34242
$3,690,0002 Days on yellowkey MLS ID: A4697224
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3996 Built: 2025 Tax: $7,175 (2025)Community: Waterside-Wood Siestas BaysidSingle Family
Taxes:$7,175
Remarks: Perfectly positioned in the heart of Siesta Key, this masterfully crafted New Construction estate epitomizes modern luxury and architectural brilliance. This ultimate entertainment home provides 3,996 square feet of exquisitely designed living space with 4 bedrooms, 4 full bathrooms, 1 half bath, an office, and an upstairs second living room area. From the moment you step inside, you are greeted by a breathtaking open-concept layout accentuated by soaring 20-foot ceilings, floor-to-ceiling glass windows, and sleek porcelain tile flooring, all bathed in natural light and overlooking the lushly landscaped grounds. The state-of-the-art chef’s kitchen is a masterpiece of both style and function, featuring top-of-the-line Monogram appliances, quartz countertops, custom cabinetry, walk-in butlers pantry, and wine display, seamlessly flowing into the luxurious living and dining areas. Designed for an effortless indoor-outdoor lifestyle, this home boasts multiple rooftop decks, two spacious patios, and a resort-style outdoor oasis complete with a fully equipped summer kitchen, built-in grill, pool, and hot tub spa. The primary suite is a private retreat, offering a tranquil terrace, expansive walk-in closet, and a spa-like ensuite with a soaking tub, glass-enclosed shower, and designer finishes. As you ascend the grand staircase to the upper level of the lavish property, you are greeted with a breathtaking sight of three cozy bedrooms, each with its own private ensuite bathroom and featuring private access to a rooftop deck, creating the ultimate serene escape. A second laundry room is conveniently located upstairs to service the secondary bedrooms. Elevating the home’s sophistication, additional highlights include a electric fireplace, custom walk-in closets, high-end quartz cabinetry, and a private elevator for seamless access to every level. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Just moments from world-renowned Siesta Key Beach, fine dining, and premier shopping, this extraordinary residence offers an unparalleled combination of tranquility, elegance, and modern convenience. Your dream coastal retreat awaits—contact us today for a private tour!
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
5326 LAKE ARROWHEAD TRL #7, SARASOTA, FL 34231
$289,9003 Days on yellowkey MLS ID: A4697122
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1214 Built: 1981 Tax: $1,644 (2025)Community: Lake ArrowheadCondo
Taxes:$1,644
Remarks: Discover the perfect blend of comfort, convenience, and Florida lifestyle in this spacious 1,214 sq. ft. first-floor 2-bedroom, 2-bath condominium in the highly desirable Lake Arrowhead community. This main-floor residence features a covered entryway, assigned carport, updated interior. The large-screened lanai overlooking the pond and fountain provides the perfect setting for morning coffee or evening relaxation while enjoying peaceful water views and the soothing sounds of native Florida birds. The thoughtfully designed floor plan offers generous living spaces, while the kitchen is equipped with appliances updated within the last 2–5 years. The ground-floor location provides easy access and carefree living with no stairs to navigate. Just a short walk away, enjoy the community's charming Key West-style clubhouse and heated lakeside pool. Lake Arrowhead is known for its lush landscaping, mature shade trees, cypress, willows, water lilies, fishing pier, and picturesque lake views. The clubhouse serves as a vibrant social hub for gatherings, events, and recreational activities. Outdoor enthusiasts will love the direct access to nearby Red Bug Slough Preserve, a 72-acre natural sanctuary offering scenic trails for walking, jogging, biking, birdwatching, fishing, and enjoying Florida's natural beauty. Best of all, you're only about 4 miles from world-famous Siesta Key Beach, consistently ranked among America's top beaches. Enjoy easy access to Sarasota's vibrant coastal lifestyle, including charming neighborhoods, local eateries, boutique shopping, waterfront dining, arts and entertainment, and countless opportunities to enjoy the Gulf Coast lifestyle. Whether you're seeking a full-time residence or seasonal retreat, this beautifully situated condo offers exceptional value in one of Sarasota's most desirable locations.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Peter Lasalle (941-350-0651)
5760 MIDNIGHT PASS RD ##209D, SARASOTA, FL 34242
$1,100,00036 Days on yellowkey MLS ID: A4693020
REDUCED by $75,000 (6.4%) on 06/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1981 Tax: $9,307 (2025)Community: Gulf & Bay Club Ph 4Spa: YesCondo
Taxes:$9,307
Remarks: Welcome home to Gulf & Bay Club, the premier condominium community on Siesta Key Beach. Enjoy stunning views of the freshwater lake, fountains, island lagoon, swimming pools, sandy beach, and the Gulf of America from your private lanai. Step into this beautifully remodeled Turnkey Furnished, 2-bed, 2-bath condo offering modern finishes and thoughtful upgrades throughout. The kitchen features solid white wood cabinets, granite countertops with tile backsplash, and stainless-steel appliances. A custom built in desk offers a dedicated workspace, blending functionality with high end design. Both bathrooms have been thoughtfully redesigned with contemporary finishes and feature spacious walk-in showers. The private laundry room is equipped with full size washer and dryer. A new impact-rated entry door adds peace of mind. Relax on the screened-in lanai and enjoy your morning coffee or evening cocktails. Gulf & Bay Club spans 32 acres with 800 feet of private beach and offers unmatched amenities including three heated pools, indoor spa, dry saunas, tennis, pickleball, shuffleboard, billiards, a commercial-grade fitness center, BBQ and picnic areas, electric car charging stations, a car wash area, two clubhouses, 24-hour gated security, and a guest suite that can only be rented by owners. Wi-Fi is available throughout the property. Located adjacent to the world-famous Siesta Key Public Beach, ranked #1 in the U.S. by TripAdvisor for its powdery white quartz sand. Whether you are looking for a seasonal sanctuary or a permanent piece of paradise, this condo offers a rare opportunity to enjoy resort-style living in one of Florida’s most coveted coastal communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Tina Johns (941-323-4775)
2614 CROTON AVE, SARASOTA, FL 34239
$669,00051 Days on yellowkey MLS ID: A4691649
REDUCED by $26,000 (3.7%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2110 Built: 1962 Tax: $3,703 (2025)Community: South Gate ManorSingle Family
Taxes:$3,703
Elementary School: Wilkinson Elementary
Remarks: Modern Luxury Meets Mid-Century Charm in the Heart of Southgate. Prepare to be captivated by this Mid-Century Modern gem, situated on nearly a quarter-acre in one of Sarasota’s most sought-after neighborhoods. This 3-bedroom, 2-bathroom residence with a dedicated office offers a rare combination of refined design and true “big-ticket” peace of mind. Step inside over freshly restored and sealed terrazzo floors and into a sun-drenched, open floor plan. The chef’s kitchen features crisp quartz countertops, premium Bosch appliances, and custom cabinetry. The dining area is a true conversation piece, showcasing a contemporary wood-accent wall with a seamlessly integrated jib door that reveals a brand-new, dedicated LAUNDRY SUITE (2024), complete with an abundance of custom storage and a sink. Every detail throughout the home has been thoughtfully addressed, from new baseboards to freshly painted ceilings (2026). This home has an extensive list of upgrades in recent years: Roof: brand new in 2025, including TPO on slanted surfaces. HVAC (2023), new ductwork and new full attic insulation (2024); new water heater (2025); new electrical panel/fuse box (2024). Plumbing: Pipes professionally relined (March 2024); new gutters and French drains installed. The exterior transformation (2024–2025) is equally impressive. A new circular driveway and paved walkway lead to a modern, refaced façade and a striking new front door. The front yard has been thoughtfully redesigned with new landscaping and enhanced by solar-powered exterior lighting. The oversized, fenced backyard offers exceptional space for a future pool and expansive outdoor living. A brand-new screened lanai (2024) and new shed complete this private outdoor retreat. Located just minutes from Sarasota Memorial Hospital, Southside Village, and downtown Sarasota, this Southgate standout is truly move-in ready. With so many upgrades and abundant room to personalize the outdoor space, the only thing left to do is move in and enjoy the Sarasota lifestyle!!! COME AND MAKE THIS HOUSE YOUR HOME!!!
Listing Agent: Maryna Haiduk (954-732-4122)
8977 MIDNIGHT PASS RD #519, SARASOTA, FL 34242
$585,90015 Days on yellowkey MLS ID: A4694054
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1233 Built: 1974 Tax: $6,490 (2025)Community: Sunrise Cove Sec 3Spa: NoCondo
Taxes:$6,490
Remarks: Wake Up Above Sarasota Bay — Penthouse Views, Coastal Living, and Endless Horizons! Imagine beginning each day from your top-floor residence with breathtaking panoramic views of Sarasota Bay and glimpses of the Gulf of Mexico beyond. From morning coffee to spectacular sunsets reflecting across the water, this exceptional 2-bedroom, 2-bath condominium offers a front-row seat to Sarasota's coastal beauty. Perched on the top level, this light-filled residence showcases expansive water views, abundant natural light, and an inviting floor plan designed for comfortable living and effortless entertaining. Watch sailboats glide across the bay, spot dolphins at play, and enjoy the ever-changing scenery from the comfort of your own home. Whether you're searching for a year-round residence, seasonal retreat, or investment in one of Sarasota's most desirable locations, this residence offers the perfect blend of luxury, convenience, and waterfront charm. Ideally located near world-renowned beaches, vibrant downtown Sarasota, exceptional dining, shopping, arts, and cultural attractions, you'll enjoy the very best of Florida's Gulf Coast lifestyle. Top Floor opportunities with sweeping bay views and Gulf vistas are rare. Experience elevated living where every day begins and ends with unforgettable views. If it can't get any better than this, January and Feburary are rented bringing immediate income to future owner!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Amy Disalvo (941-780-8080)
2111 HAWTHORNE ST, SARASOTA, FL 34239
$2,139,000272 Days on yellowkey MLS ID: A4658635
REDUCED by $56,000 (2.6%) on 06/16/2026
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3703 Built: 2024 Tax: $4,500 (2024)Community: La Linda TerraceSpa: YesSingle Family
Taxes:$4,500
Elementary School: Alta Vista Elementary
Remarks: Virtually Staged. Move in Ready New Construction Contemporary Gem is now available with a fantastic location just minutes to Downtown Sarasota, Southside Village, the Barrier Islands and more! Step into refined contemporary living with this brand-new, custom-built MAKO Home. Designed for both style and comfort, this exceptional residence features four generously sized bedrooms, each with a private en-suite bath and walk-in closet with built-ins, along with two powder baths for added convenience (one on each floor). The 3 guest rooms are located upstairs with the primary suite located on the first floor and thoughtfully designed with an expansive walk-in closet that includes built-in cabinetry and shelving, a soaking tub, walk-in shower and his and hers vanity! The open-concept layout flows effortlessly into a sleek, light-filled kitchen at the rear of the home. The beautifully designed kitchen is outfitted with two-tone solid wood cabinetry, SS Appliances (Cafe/GE), soft close drawers and doors, Quartz Countertops and an oversized centerpiece island with waterfall edge! Step outside through the hurricane impact sliders and enjoy a private, resort-style setting with views of the inviting saltwater heated pool/spa and fenced in lush backyard. Upstairs, a flexible secondary living area/loft opens onto a spacious covered terrace—perfect for quiet mornings, evening gatherings, or simply soaking in the peaceful surroundings. Included in the upstairs living is a wet bar with storage and wine fridge. The home includes hurricane impact glass throughout with natural light pouring in, an epoxy finished 2-car garage and Dual laundry rooms, one on each level for added convenience. Located just East of Tamiami Trail, this home puts you in the center of it all—walkable to medical facilities, minutes from Downtown Sarasota, and just a short drive to Siesta Key’s world-renowned beaches! A remarkable residence that is well-built for your use as a primary residence, vacation home or amazing investment opportunity as the City of Sarasota allows 7-Day rentals! Every detail of this home was crafted with purpose—offering an unmatched combination of luxury, location, and livability. Reach out today to schedule a tour to see for yourself! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
926 PATTISON AVE, SARASOTA, FL 34237
$319,0006 Days on yellowkey MLS ID: A4696804
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1136 Built: 1964 Tax: $3,472 (2025)Community: Robin Hood WoodsSingle Family
Taxes:$3,472
Remarks: A rare fixer-upper opportunity in a highly sought-after neighborhood where homes typically range from $300k to $600k, with some nearby properties selling for over $1M. While the surrounding homes are beautifully maintained, this property is ready for TLC. Key features and recent updates include: - Systems: The AC was replaced within the last two years, and the electrical system has been updated from fuses to a modern panel. - Roof: The Florida room roof was replaced 1–2 years ago; the main roof is approximately 10 years old with no known leaks. -Terrazzo floors throughout main home with no cracks, only need a good buffing. - Layout Potential: The large Florida room has served as a third bedroom and could be converted into a mother-in-law suite or student apartment with a separate entrance. Additionally, the spacious laundry room could easily become a second bathroom to create a full 3/2 configuration. - Outdoor Space: The property features a large backyard The location is exceptional, situated just one block from Payne Park and a short distance from downtown Sarasota and Siesta Key beaches. It is also only a mile from the historic Pinecraft neighborhood, known for its serene atmosphere, shops, artisan woodworking and restaurants Bring offers
Listing is courtesy of: BECKMANN REAL ESTATE (941-346-3500)
Listing Agent: Josh Beckmann (941-321-3500)
3684 FESCUE LN, SARASOTA, FL 34232
$499,00087 Days on yellowkey MLS ID: A4687168
REDUCED by $10,900 (2.1%) on 06/16/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1980 Built: 2018Monthly Fee: $345 Tax: $5,339 (2025)Community: Enclave/Frst LakesTownhouse
Taxes:$5,339
Remarks: Location is everything and this exceptional townhome in Enclave at Forest Lakes delivers. Ideally in the heart of Sarasota, this gated community offers unmatched convenience with two public golf courses nearby, direct access to the Legacy Trail just beyond the Webber Street gate, and seamless connectivity in every direction, north, south, east and west. Inside the community, residents enjoy a welcoming gathering area, resort-style pool and dog park, ideal for relaxation and an active lifestyle. Built in 2018, this residence stands out as one of Mattamy’s finest offerings, showcasing a range of thoughtful upgrades and refined finishes throughout. Engineered hardwood flooring adds warmth and durability underfoot, while the French Country–inspired kitchen features rich cabinetry with bronze accents, elegant granite countertops, a stacked stone backsplash, wall-mounted oven and microwave, and a sleek electric cooktop. Designed for everyday living and entertaining, the open layout includes a breakfast bar with seating for three, a spacious dining area accommodating up to six, and a comfortable living room that opens through sliding glass doors to a fully covered lanai, ideal for year-round enjoyment. Architectural details such as solid wood and wrought iron stair railings add character and sophistication. Upstairs, a versatile loft and additional flex space provide endless possibilities, whether used as a media room, home office, fitness area or creative studio. Two generously sized bedrooms offer comfort and privacy, complemented by a well-appointed bath with granite countertops, French Country cabinetry, and a tub/shower combination. The primary suite, conveniently on the main floor, is a retreat featuring crown molding, a spacious dual-sink vanity with extended granite countertop and an oversized walk-in closet with ample dressing space. In the garage is a new whole-house water purifying system by WaterExpress. This is more than just a home, it’s a lifestyle. Discover the comfort, quality and convenience waiting for you at Enclave at Forest Lakes.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Catherine Seress (941-928-1187)
1428 PINE BAY DR, SARASOTA, FL 34231
$1,915,00014 Days on yellowkey MLS ID: A4695249
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2820 Built: 1978 Tax: $13,390 (2025)Community: Pine BaySpa: YesSingle Family
Taxes:$13,390
Remarks: A rare opportunity within the coveted West of Trail enclave of Pine Bay, this beautifully renovated residence is nestled on a quiet dead-end street near the historic Field Club and offers the perfect blend of privacy, sophistication, and convenience. Designed for effortless Florida living, this 4-bedroom, 3.5-bath home is filled with natural light, soaring vaulted ceilings, clerestory windows, and dramatic walls of glass. Twelve sets of sliding doors blur the line between indoors and out, wrapping around a stunning screened courtyard with a heated pool and spa to create a private resort-like setting rarely found at this price point. The thoughtfully redesigned interior showcases quartz countertops, custom cabinetry, designer finishes, induction cooking, rich engineered hardwood flooring, custom built-ins, and integrated smart home technology. Every space has been curated for both comfortable daily living and elegant entertaining. Outside, mature tropical landscaping surrounds the renovated pool and spa, featuring new tile, resurfacing, 2026 pump, expanded deck areas, upgraded drainage, landscape lighting, irrigation, and a remote-controlled privacy screen, creating an extraordinary outdoor retreat for gatherings, relaxation, or movie nights under the stars. Peace of mind comes with substantial recent improvements including 2020 renovated kitchen and baths, 2020 tile roof on the main residence, Miami/Dade hurricane-rated glass and doors, 2024 Kohler whole house generator, Savant smart home system with electric blinds, whole house Puronics water purification system, seamless gutters with gutter guards, updated electrical panel, and a 3 car garage with an air conditioned bay. Just minutes from Siesta Key Beach, Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and world class dining, shopping, and cultural attractions, this exceptional West of Trail residence delivers the privacy of a hidden enclave with the convenience of Sarasota’s most desirable destinations at your doorstep.
Listing Agent: Lenore Treiman (941-356-9642)
3018 BROWNING ST, SARASOTA, FL 34237
$649,000112 Days on yellowkey MLS ID: A4684131
0 Days Off yellowkey (back on 5/13/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1344 Built: 1958 Tax: $7,071 (2025)Community: Bellevue TerraceSingle Family
Taxes:$7,071
Remarks: Under contract-accepting backup offers. Versatile pool home in a prime central Sarasota location — ideal for both full-time living and income potential. This 3-bedroom, 2-bath residence offers a rare blend of character, functionality, and opportunity. The south-facing heated saltwater pool and private, landscaped backyard create a true Florida outdoor lifestyle setting with excellent sun exposure and year-round enjoyment. A screened lanai expands the living space and provides the perfect transition between indoor and outdoor entertaining. Inside, the home features a comfortable, well-designed layout with a spacious primary suite and two additional bedrooms suited for family, guests, or a home office. The distinctive design elements give the property personality and presence, while the practical floor plan supports everyday living. Located just minutes to Downtown Sarasota, Pinecraft, Siesta Key, Lido Beach, UTC shopping and dining, golf courses, and SRQ Airport, this home offers both lifestyle convenience and strong rental appeal in one of Sarasota’s most accessible areas. Whether you’re looking for a primary residence, seasonal retreat, or investment opportunity, 3018 Browning St delivers flexibility, location, and long-term potential.
Listing Agent: Marlin Yoder (941-893-7406)
6140 MIDNIGHT PASS RD #603, SARASOTA, FL 34242
$1,174,00076 Days on yellowkey MLS ID: A4688546
REDUCED by $25,000 (2.1%) on 06/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1521 Built: 1967 Tax: $11,779 (2025)Community: Horizons WestCondo
Taxes:$11,779
Remarks: Perched on the 6th floor with sweeping, unobstructed western views of the Gulf and world famous Crescent Beach, this spectacular Siesta Key condo delivers front row sunsets and frequent dolphin sightings, stretching from Point of Rocks to north Siesta Key. Ideally positioned above the gulf front pool and spa, this partially furnished island retreat is move in ready and features a full length enclosed balcony for added living space, along with impact windows and doors for peace of mind. Located in Horizons West, a coveted gulf to bay resort community spanning over 7 lushly landscaped acres, residents enjoy 300 feet of deeded private beach with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock perfect for kayaking, paddleboarding, fishing, or relaxing among the mangroves. Conveniently access Siesta Key Village dining, shopping, and entertainment via the free island trolley and embrace the ultimate carefree coastal lifestyle. Come see what Island Life is all about.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Suki Scollo (941-587-2289)
2551 WILKINSON RD, SARASOTA, FL 34231
$399,9007 Days on yellowkey MLS ID: A4696791
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1469 Built: 1955 Tax: $3,559 (2025)Community: Forest HillsApartment
Taxes:$3,559
Remarks: Virtually Staged. A Piece of Sarasota History Meets Modern Opportunity: The "Siesta Key Style" Duplex with TWO separate electrical panels! Own a landmark piece of Sarasota history. Nestled on an expansive, wooded double lot at the western end of Wilkinson Road, this "Siesta Key style" bungalow offers a rare blend of timeless character and modern updates. Surrounded by a lush, quarter-acre canopy of mature bamboo, majestic oaks, and tropical palms, this property is a private sanctuary just minutes from the best of the Gulf Coast. Two units, endless potential and fully remodeled between 2023 and 2024, this versatile duplex is an ideal setup for savvy investors, multi-generational families, or those looking to "house-hack". Unit 1: A spacious 2-bedroom, 2-bathroom layout. Unit 2: A charming 1-bedroom, 1-bathroom retreat. Modern Upgrades & Peace of Mind: Every major system has been addressed so you can enjoy "turn-key" living or immediate rental income. Roof: New commercial-grade TPO membrane roof (2022) with a 30-year life. Climate: Brand new, energy-efficient mini-split AC systems in both units. Infrastructure: New plumbing throughout and separate electrical panels for each side. Interior: A fresh mix of new and restored flooring, newer appliances in unit 1, and stylish finishes. Exterior: Extra storage in the outdoor shed and plenty of room to roam & garden on the oversized lot. Location is Everything!!! Whether you’re heading to the beach, to work or to the city, you are perfectly positioned: 5 Minutes to the North Siesta Key Bridge. 12 Minutes to the vibrant culture and dining in Downtown Sarasota. 11 Minutes to the freeway for easy commuting. Don't miss this rare chance to own a functional, fully updated landmark in one of Sarasota’s most convenient locations. Some photos are visually staged. Schedule your private tour today!
Listing is courtesy of: BOUDRIE REAL ESTATE GROUP INC (941-730-5674)
Listing Agent: Rebekah Boudrie (941-730-5674)
3537 S SCHOOL AVE, SARASOTA, FL 34239
$690,00042 Days on yellowkey MLS ID: A4691686
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1988 Built: 1961Monthly Fee: $17 Tax: $3,895 (2025)Community: South GateSpa: NoSingle Family
Taxes:$3,895
Remarks: PRICE ADJUSTMENT of $25k. Private Oasis Awaits! This home is perfect for year round living, a Florida get away or an income generating property. It offers 3 bedrooms and 2 bathrooms and just under 2,000 square feet of comfortable living. The layout is thoughtfully designed, with 3 separate sitting areas with an abundant natural light through the large windows. The tiled flooring provides a clean, modern aesthetic, complemented by the neutral color palette. The updated kitchen is spacious, with ample wood cabinetry and a quartz countertop, providing plenty of storage and preparation space. The primary bedroom is generously sized with a bathroom, offering a comfortable retreat and a door to walk out onto covered lanai. Additional features include an inside laundry room, newer appliances, energy-efficient double-pane windows, tile roof only 10 years old and plantation shutters throughout for added charm. The outdoor space is perfect private oasis for relaxation while enjoying the sparkling resurfaced pool with a screened enclosure. The oversized lot features lush landscaping and spacious paved driveway, creating a welcoming outdoor atmosphere. In addition, the backyard is fenced in for pets with plenty of room to store watercraft. If desired, the property is Airbnb-ready and is within city limits so weekly rentals are approved. The city location makes for an ideal choice to call home to escape and relax on Siesta Key beaches or explore downtown Sarasota and all it has to offer.
Listing Agent: Kimberly Mcmahon (941-812-5092)
558 VENICE LN, SARASOTA, FL 34242
$4,485,00069 Days on yellowkey MLS ID: A4689132
REDUCED by $164,900 (3.5%) on 06/16/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4132 Built: 2025Monthly Fee: $33 Tax: $4,509 (2025)Community: Siestas Bayside Waterside EastSpa: YesSingle Family
Taxes:$4,509
Remarks: Newly completed and move-in ready, this Coastal Contemporary waterfront residence on Siesta Key by award-winning Heritage Builders offers 4,132 sq ft with 5 bedrooms, 4.5 baths, a private study, loft, and elevator—perfectly blending luxury, functionality, and coastal living. The main level features white oak wood floors, soaring beamed ceilings, and a bright open-concept layout designed for both everyday living and entertaining. The gourmet kitchen and expansive great room flow seamlessly through 10’ impact-resistant sliding glass doors to the outdoor living area, showcasing tranquil views of the pool and Grand Canal. A dedicated private office, a luxurious primary suite with a spa-inspired bath, and an additional ensuite guest bedroom complete the first floor. Upstairs, a spacious loft provides an ideal secondary gathering space. The VIP suite features a private balcony overlooking the water, while the fifth bedroom offers flexibility as a media room, fitness studio, or guest retreat. A custom wet bar enhances the upper level, creating the perfect setting for entertaining. Set along the scenic canals of Siesta Key, this property offers exceptional boating opportunities with easy access to open water—ideal for enjoying the best of Florida’s waterfront lifestyle right from your backyard. The outdoor living space is designed as a private retreat, complete with a sparkling pool, spa, and peaceful water views. Quick out to the expensive Intracoastal waterways for boaters. Florida living at its finest — sunset views, alfresco dining, and cozy evenings by the outdoor fireplace. A beautiful patio and grill setup that feels like a dream come true. Located just minutes from Siesta Key Beach, this home provides quick access to world-renowned beaches, dining, and the vibrant coastal lifestyle that makes Siesta Key one of the most desirable destinations in Florida. Exceptional opportunity to own a brand-new waterfront home with boating access in one of Sarasota’s premier locations.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Andrew Haddad (941-313-1218)
1732 SHORELAND DR, SARASOTA, FL 34239
$1,995,000124 Days on yellowkey MLS ID: A4682616
0 Days Off yellowkey (back on 6/16/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3790 Built: 2018 Tax: $20,697 (2025)Community: Shoreland Woods SubSpa: YesSingle Family
Taxes:$20,697
Remarks: Under contract-accepting backup offers. Welcome to modern West of Trail living — where space, style, and location come together in one of Sarasota’s most desirable family neighborhoods. Designed for the buyer who wants room to grow without sacrificing lifestyle or convenience, this stunning newer construction home offers the perfect balance of luxury, functionality, and everyday ease. From the moment you arrive, the quiet, tree-lined streets and classic white-picket-fence charm of the neighborhood set the tone. Surrounded by multi-million-dollar homes and a true community feel, this is the kind of place where families ride bikes in the evenings, walk to school, and enjoy a relaxed yet refined Sarasota lifestyle. Step through the front door and into a dramatic, light-filled foyer that immediately showcases the home’s modern aesthetic and open, airy design. Soaring ceilings, sleek lines, and expansive glass create a sense of volume and energy, while the open-concept floor plan delivers the flexibility today’s families need. The main living space flows effortlessly into a designer kitchen featuring an oversized island, premium appliances, custom cabinetry, and abundant storage — ideal for casual family dinners or entertaining friends. With five bedrooms plus a dedicated office and a spacious bonus room/loft, this home was designed around real life. Whether you need guest space, a media room, playroom, or homework zone, there is room for everyone to spread out while still feeling connected. One of the most unique features is the flexibility of having a choice of a primary suite on the first or second floor, making the home ideal for multi-generational living, long-term flexibility, or simply choosing the layout that best fits your lifestyle. Outside, the lifestyle continues. The heated pool and outdoor kitchen create an effortless indoor-outdoor flow perfect for weekend gatherings or quiet evenings at home. Unlike many tropical properties, the landscaping is intentionally low-maintenance, giving you the beauty of a resort-style setting without endless upkeep — more time enjoying, less time working. Built above the flood plain, this home offers an important advantage for peace of mind and long-term savings: no flood insurance required. Modern construction standards, quality materials, and hurricane-rated features ensure durability and efficiency for years to come. Location is everything, and this one is hard to beat. Walk to highly rated Southside Elementary and the boutiques and restaurants of Southside Village. Enjoy dinner just a block away at some of Sarasota’s most loved restaurants. Spend your weekends at Siesta Key Beach or downtown Sarasota — both just about eight minutes away — then return home to a quiet, suburban setting that feels private, safe, and unmistakably family-friendly. This is more than just a beautiful modern home — it’s a lifestyle designed around space, comfort, and connection in one of Sarasota’s most coveted neighborhoods. If you’ve been searching for a move-in-ready home with bedrooms to spare, a pool, modern design, and a location that checks every box, this is the one. Schedule your private showing and experience West of Trail living at its best.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Mark Coppens (941-444-0436)
5855 MIDNIGHT PASS RD #510, SARASOTA, FL 34242
$689,0007 Days on yellowkey MLS ID: A4696548
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1976Monthly Fee: $750 Tax: $5,794 (2025)Community: Harbor Towers Yacht & Racquet ClubSpa: NoCondo
Taxes:$5,794
Remarks: **Resort Style Living in the Heart of Siesta Key, For Those Who Desire The Active Life Style** Experience the best of Siesta Key living at Harbor Towers Yacht & Racquet Club, a premier waterfront community overlooking Little Sarasota Bay with one of the lowest HOA's on the Key. This beautifully maintained turn-key furnished **2-bedroom, 2-bath residence** features a desirable **split floor plan** and is ideally positioned on the **5th floor**, offering tranquil **Intracoastal Waterway views**. Inside, you’ll find thoughtful updates including **new wood-look vinyl plank flooring in both bedrooms**, along with a **new electric range and microwave** in the kitchen. Enjoy the convenience of a **deeded covered carport**, providing protected parking and added value. Harbor Towers is renowned for its resort-style amenities, including **two heated pools**, a clubhouse with outdoor grilling patio, and a **state-of-the-art fitness center** with cardio equipment, free weights, and sauna. Tennis enthusiasts will appreciate the meticulously maintained **Har-Tru courts**, serviced daily for optimal play. The in house Rental Agency is there to help you rent, with a 2 week minimum rental policy. For boating and water lovers, the on-site **marina with 40 slips equipped with water/electric available on first-come, first-served basis**, along with kayak storage and launch, offers direct access to the Intracoastal Waterway. Residents can relax along the scenic waterway, enjoy shaded seating, or unwind in the waterfront gazebo. Additional perks include bicycle storage and **complimentary access to the Siesta Key Open-Air Trolley**, making it easy to explore the island. You’re just moments from **world-famous Siesta Key Beach**, known for its powdery quartz sand and breathtaking sunsets, as well as Siesta Key Village with its vibrant dining, shopping, and entertainment. The community has recently undergone significant upgrades, including **new stucco exterior, impact-resistant windows, and sliding glass doors**, offering enhanced beauty and peace of mind.
Listing Agent: Julie Kell (330-309-7022)
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