Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
4034 ROBERTS POINT RD, SARASOTA, FL 34242
$8,500,00034 Days on yellowkey MLS ID: A4693305
Bed: 5 Bath: 4.5 Gar: 6 Liv Area Sq Ft: 5458 Built: 1990 Tax: $52,899 (2025)Community: Elliot M Prop Siesta KeySpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$52,899
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: A rare offering on the exclusive enclave of Roberts Point Road, this fully remodeled in 2023 waterfront estate embodies refined coastal luxury, encompassing 5,458 square feet with 5 bedrooms, 4 full bathrooms, and 1 half bath. Showcasing water frontage on both the front and rear with direct, no-bridge access to Sarasota Bay, the home is set on a private 0.64-acre homesite. The property features a brand-new seawall and two exclusive dock settings, including a 16,000 lb boat lift and jet ski lift, along with a private waterfront seating area designed for effortless enjoyment of the serene surroundings. Underground utilities preserve uninterrupted water views, while soaring ceilings and a signature eagle’s nest vantage point elevate the home’s architectural presence and capture breathtaking vistas. Inside, the residence has been masterfully transformed with a refined open-concept design, anchored by a fully redesigned chef’s kitchen featuring Sub-Zero refrigeration, a gas range, new appliances and countertops, and exceptional craftsmanship throughout. Custom millwork, designer lighting, shiplap detailing, and elegant new railings define the home’s modern coastal aesthetic. The thoughtfully designed floor plan offers three distinct kitchen spaces—including a main kitchen, outdoor kitchen, and private guest suite kitchen—along with a private-entry guest residence and a versatile ground-floor loft with dual Murphy beds, providing exceptional flexibility for both everyday living and elevated entertaining. A private elevator services the home, while a new glass front entry door—currently being installed—further enhances its modern coastal presentation. Curated for both comfort and performance, the home is equipped with three new AC systems, a new well, enhanced irrigation and landscaping, a whole-home Generac generator, reverse osmosis and Kinetico water systems, and full smart home integration through Control4 automation, Sonos audio, and a high-end AV infrastructure. Outdoors, a resort-style pool and spa with both gas and electric heating and full app-based control ensure year-round enjoyment. Additional features include a six-car garage with epoxy floors, a bespoke outdoor bar and kitchen, screened enclosure, kayak storage, and a private sand area—culminating in a truly turnkey, design-forward waterfront estate in one of Sarasota’s most coveted locations.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
603 TREMONT ST, SARASOTA, FL 34242
$3,690,00089 Days on yellowkey MLS ID: A4685407
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: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
8800 MIDNIGHT PASS RD, SARASOTA, FL 34242
$3,690,000Listed 06/15/2026 5:27PM MLS ID: A4697104
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3676 Built: 2025Monthly Fee: $25 Tax: $8,084 (2025)Community: Tortoise EstatesSpa: YesSingle Family
Taxes:$8,084
Remarks: With gulf sunset views, and walkable private beach access, this New Construction Modern Beach House on Siesta Key mixes a sought-after location with modern luxury. Experience the best of coastal living in this brand-new 4 bed, 4.5 bath home with walking access to Turtle Beach. With 3,676 SF of thoughtfully designed space, this home offers ocean views throughout, multiple outdoor patios and terraces, rooftop deck, and seamless indoor-outdoor flow. Feel the sea breeze in the spacious backyard, including a pool, hot tub, and outdoor kitchen. Enjoy light-toned engineered hardwood floors, a chef’s kitchen with top-tier appliances, and spacious en-suite bedrooms, including a stunning primary suite with a private terrace and spa-like bath. Additional features include a 3-car garage, and 6 covered carport spaces for recreational utility vehicles such as, jet skis, golf carts, or a boat, with easy gate access. Enjoy an elevator included layout, and high-end finishes throughout—all just minutes from Siesta Village’s shops and dining. 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. Whether for full-time living or a coastal getaway, this is Siesta Key luxury at its finest.
2420 FLOYD ST, SARASOTA, FL 34239
$2,190,00011 Days on yellowkey MLS ID: A4696046
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3350 Built: 2024 Tax: $20,326 (2025)Community: Rustic LodgeSpa: YesSingle Family
Taxes:$20,326
Elementary School: Alta Vista Elementary
Remarks: Introducing an exquisite New Construction, 3,356 sq. ft. home in the heart of Sarasota. *Pool installation is in progress. This stunning residence offers an unparalleled combination of luxurious comfort and unbeatable location, minutes from Downtown. As you enter this dazzling property, you will be greeted by an open and spacious floor plan that features high ceilings, natural light, and high quality finishes throughout. The home features an elegant kitchen with top-of-the-line Fulgor Milano appliances, quartz countertops, and custom cabinetry. Two patios with an outdoor kitchen and additional island seamlessly blend indoor and outdoor living and lush landscaping. The master bedroom of this gorgeous home is a true sanctuary, offering a plush and peaceful retreat after a long day. With a high-ceiling and large windows to let in unrestricted natural light, providing a bright and airy feel that's perfect for relaxation. The room also features two generously sized walk-in closets. The master bathroom is equally impressive, featuring a soaking tub and a separate shower that's great for unwinding after a long day. The opulent finishes and high-end materials used throughout the space add to the lavish feel of this spectacular master suite, making it the best place to recharge and rejuvenate. The home also features several storage closets, and a large laundry room. As you ascend the grand staircase to the upper level of the home, you are met with a second living room area, large balcony, and three cozy bedrooms with en-suite bathrooms. This setup is perfect for families or groups of friends looking to stay together in comfort and convenience. Situated between Siesta Key and Downtown Sarasota, you will have easy access to some of the best beaches, restaurants, and shopping. Whether you are looking for a day at the beach, a night out on the town, or a quiet evening at home, this home has everything you need.
1646 STICKNEY POINT RD #1646-101, SARASOTA, FL 34231
$379,900136 Days on yellowkey MLS ID: O6376065
REDUCED by $7,500 (1.9%) on 06/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1036 Built: 1975Monthly Fee: $993 Tax: $3,529 (2025)Community: Castel Del MareSpa: NoTownhouse
Taxes:$3,529
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Escape to Saltwater Daydreams, your own slice of paradise just steps from the best of Siesta Key and Sarasota. A beautifully remodeled 2-bedroom, 1.5-bath townhome just across the south bridge from Siesta Key. Crescent Beach (access #12) in Siesta Key and multiple restaurants and shops are a short 10-MINUTE WALK! Fully updated in 2022 with new furnishings, in-unit washer/dryer, a screened lanai, and a private patio off the master bedroom. Located in the sought-after Castel Del Mare complex, you'll enjoy two pools (one right on the Intracoastal Waterway), tennis, pickleball, shuffleboard, a mangrove walk, and gazebo views of the waterway. The off-island location is a bonus during peak season — easy in-and-out without the bridge traffic. Townhome features tranquil and private greenbelt views from both levels. Assigned parking is located directly in front of the home, with ample guest parking nearby. The HOA fee covers exterior and roof maintenance, landscaping, amenities, on-site management, strong reserves, cable TV, water, sewer, trash recycling, and weekly pest control! Whether as a primary residence, seasonal getaway, or investment opportunity, this home offers privacy, comfort, and the ultimate Siesta Key lifestyle! With flexible rental guidelines, you can offset ownership costs by renting out part of the year, and take advantage of lucrative peak-season rental revenues!” Near public transit with easy access to Siesta Key Beach, Siesta Village dining, and the Stickney Point Bridge. Nearby dining includes Merci Café and La Dolce Vita. Publix and Detwiler's Farm Market within 1 mile. Red Bug Slough Preserve and Gulf Gate Village nearby.
Listing is courtesy of: BEAR TEAM REAL ESTATE (407-228-1112)
Listing Agent: Bethanne Baer (407-228-1112)
5440 RIVERBLUFF CIR #87, SARASOTA, FL 34231
$219,00019 Days on yellowkey MLS ID: A4695042
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 864 Built: 1971Monthly Fee: $622 Tax: $2,033 (2025)Community: Strathmore Riverside ISpa: YesVilla
Taxes:$2,033
Remarks: Fully renovated and move-in ready, this charming 1-bedroom, 1-bathroom standalone villa in the highly sought-after 55+ Strathmore Riverside Villas community is the Florida lifestyle opportunity you have been waiting for. Whether you are pursuing the snowbird dream or making the permanent move to paradise, this turnkey gem is ready for you right now. Fresh 2025 upgrades include a brand new kitchen, new flooring throughout, and new plumbing — no projects, no headaches, just move in and start living. The bright open-concept layout offers comfortable and easy living with an in-unit washer and dryer, covered carport, and attached storage room. The community is where the magic happens. Start your morning with a swim in the large heated pool maintained at a year-round 85 degrees, spend your afternoon on the fishing dock, and end your day watching the sun set over Phillippi Creek. Boating enthusiasts will love the community marina with direct access to the Intracoastal Waterway and the Gulf of Mexico — boat slips available through the association. Additional amenities include a clubhouse, fitness room, shuffleboard courts, billiards, library, and two saunas. HOA fee includes cable TV, water, sewer, exterior building and grounds maintenance, building insurance, escrow reserves, and onsite management. Conveniently located near Publix, Detwiler's Farm Market, Sarasota Memorial Hospital, Phillippi Farmhouse Market, and just minutes to world-famous Siesta Key Beach. At this price with these upgrades in this community, this one will not last long. Schedule your showing today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Evona Poplawski (941-228-9455)
813 IDLEWILD WAY, SARASOTA, FL 34242
$3,795,00012 Days on yellowkey MLS ID: A4694937
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 4161 Built: 1969Monthly Fee: $17 Tax: $22,147 (2025)Community: Siesta Isles Unit 5Spa: YesSingle Family
Taxes:$22,147
Remarks: Tucked away near the end of a quiet cul-de-sac on an oversized, private waterfront lot in Siesta Isles with 109 feet of frontage on Siesta Key's Grand Canal, this exceptional 4,161-square-foot residence offers a rare combination of privacy, expansive living spaces, extensive upgrades, and breathtaking water views. Positioned at the canal's coveted "Big Bend," the home enjoys panoramic open-water vistas enhanced by neighboring county-owned green space, creating a lush natural backdrop and a remarkable sense of seclusion. Designed for both grand entertaining and everyday comfort, the light-filled floor plan features four bedrooms+bonus room, three full baths, multiple living areas, and rich wood flooring throughout. At the heart of the home is a gourmet chef's kitchen appointed with premium appliances, seamlessly connecting to an expansive great room where floor-to-ceiling glass frames stunning waterfront views. A separate entertaining bar features illuminated cabinetry, a wine refrigerator, sink, second Bosch dishwasher, and pass-through window to the lanai, making indoor-outdoor hosting effortless. The great room easily accommodates a dining table for ten while offering multiple gathering spaces to relax and enjoy the ever-changing waterfront scenery. The spacious primary suite serves as a private retreat, featuring a newly replaced waterfront deck and captivating water views from nearly every angle. Extensively upgraded with an emphasis on durability and peace of mind, the home features impact-rated windows and doors, recently replaced metal and flat roofs, two elevated HVAC systems, an elevated whole-house generator, mini-split air conditioning in the garage, two water heaters, extensive electrical upgrades, and all cast-iron sewer lines replaced with PVC. Outside, the resort-style living experience continues with expansive travertine patios, a heated saltwater pool and spa, multiple covered and open-air seating areas, and exceptional boating amenities including a new dock, 10,000-pound boat lift, and additional double jet ski/kayak lift. Professionally designed landscaping and architectural lighting enhance the home's tropical setting, creating a beautiful ambiance both day and night. With quick access to Roberts Bay and the Intracoastal Waterway, this property is perfectly suited for boating enthusiasts. Located just one mile from world-famous Siesta Key Beach and minutes from Sarasota's renowned dining, shopping, and cultural attractions, this extraordinary waterfront retreat offers the perfect blend of luxury, comfort, boating lifestyle, and privacy. This is truly A HOME FOR JOYFUL GATHERINGS!
Listing is courtesy of: MANGROVE REALTY ASSOCIATES (941-957-0080)
Listing Agent: Lori Madden (941-780-8443)
5830 MIDNIGHT PASS RD #29, SARASOTA, FL 34242
$545,00027 Days on yellowkey MLS ID: A4694023
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1962Monthly Fee: $1,226 Tax: $3,460 (2025)Community: Jamaica RoyaleCondo
Taxes:$3,460
Remarks: SIESTA KEY INVESTMENT! Live the ultimate beachfront lifestyle in this beautifully renovated condo located on world-famous Siesta Key, home to the #1 beach in the United States. Completely updated with stylish modern finishes, this coastal retreat offers the perfect blend of comfort, luxury, and location. Enjoy direct access to the powdery quartz sand beaches and stunning Gulf sunsets just yards away. Whether you are looking for a vacation getaway, investment opportunity, or full-time residence, this property offers excellent rental potential in one of Florida’s most sought-after beach destinations. A rare opportunity to own a fully renovated slice of paradise on iconic Midnight Pass Road.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Cristina Campbell, Pa (561-239-1498)
5012 HIGEL AVE, SARASOTA, FL 34242
$2,249,000325 Days on yellowkey MLS ID: A4658844
REDUCED by $200,000 (8.2%) on 04/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3541 Built: 1959 Tax: $16,035 (2024)Community: Harmony SubSpa: NoSingle Family
Taxes:$16,035
Tax Year: 2024
Remarks: Virtually Staged. Discover this FULLY RENOVATED four-bedroom, three-bathroom sanctuary spanning 3,541 square feet, where luxury living meets WATERFRONT tranquility. Situated on almost a half acre lot, with rear views facing west for colorful sunsets, this meticulously crafted residence boasts a heated pool, a floating dock and long seawall inviting water enthusiasts to enjoy exploring the canals which lead out to the open waters of Sarasota Bay. The heart of this distinguished home features an expansive open-concept main living area, chef's kitchen and spacious dining space, thoughtfully designed to accommodate family and guests while offering sweeping views of the sparkling pool and canal. The seamless flow of the layout and blending of the outdoor and indoor space creates an entertainer's paradise, perfect for culinary adventures and memorable gatherings. Retreat to the luxurious primary bedroom, where panoramic canal vistas provide a serene backdrop for morning coffee or evening reflection. Unwind in the spa-like bathroom featuring a soaking tub, walk-in shower, dual vanities and frosted sliding glass doors to the outdoor shower. The SPLIT FLOORPLAN ensures ease and privacy for all. Bedroom 2 features an en-suite bathroom and long water views! Bedroom 3 has double doors and can be utilized as a den or office space if desired. Bedroom 4 has a private entrance with sliding glass doors overlooking the sunny front courtyard. This thoughtful layout offers many options for use of the generous space. The coral stone tiled pool and lanai area transforms into your personal oasis, where gentle breezes dance across the water's surface, creating an atmosphere of pure indulgence after sun-soaked beach days. The fully fenced yard, greenspace, winding walkways, outdoor shower, 2 car garage with extended driveway and parking space complete this comfortable retreat. The property's exceptional LOCATION places you moments (just .6mi) to the vibrant Siesta Village, where boutiques and acclaimed dining establishments await your discovery. (Just .7mi) to the nearest beach access! The main entrance to World-renowned Siesta Beach, celebrated for its powdery white sands and crystal-clear waters, beckons just over a mile away. This remarkable residence represents more than mere accommodation; it embodies a lifestyle where every detail has been carefully considered. From the quality construction evident throughout to the thoughtful integration of indoor and outdoor living spaces, this home promises years of comfort in one of Sarasota's most coveted waterfront communities.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rachelle Tirey (941-301-9187)
590 GOLDEN GATE POINT #907, SARASOTA, FL 34236
$7,200,000137 Days on yellowkey MLS ID: A4680118
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3308 Built: 2026Community: Amara On Sarasota BaySpa: YesCondo
Taxes:$0
Elementary School: Southside Elementary
High School: Booker High
Remarks: Virtually Staged. Pre-Construction. To be built. The allure of Amara is as diverse as it is extraordinary—an unmatched residential experience shaped by its coveted Golden Gate Point address. Here, one of Sarasota’s rarest natural enclaves offers a vantage point unlike any other, gazing across the bay and back toward the shimmering city skyline. These are once in a lifetime views, yours to enjoy every single day. Every detail reflects the artistry of MHK Architecture and DWJA Landscape Architects, paired with the elevated interior vision of Lillian Wu Studio, NYC. Amara features 54 architecturally refined residences, each wrapped in floor to ceiling glass to frame unobstructed vistas over Sarasota Bay. Thoughtfully designed floor plans range from 2,272 to 3,429 square feet, all complemented by expansive sunset terraces that extend your living space outdoors. On level two, a limited collection of only five one of a kind terrace residences offers exceptionally private outdoor sanctuaries, complete with personal pools and spas elevated above the lush esplanade and marina. Residences are finished with the finest materials and craftsmanship, including Wolf and Sub Zero appliances, Gessi fixtures, Neff cabinetry, and stone countertops with waterfall islands and full-height backsplashes. Outdoor summer kitchens come fully equipped with built in Artisan gas grills, making alfresco dining effortless. Beyond the residences, Amara delivers an unparalleled amenity collection. A breathtaking infinity saltwater pool, social lounge with billiards table, private marina with dedicated boat slips, kayak and paddleboard launch, firepits, intimate waterfront seating, bocce court, putting green, and dog park all invite connection with land and sea. The state of the art fitness center features TechnoGym equipment, hot and cold plunges, steam and sauna rooms, a yoga garden, massage treatment room, and dual locker suites. By the water, in the water, or overlooking the water—your lifestyle flows effortlessly at Amara. It is, without question, Sarasota’s most exciting and exceptional residential offering to date.
Listing is courtesy of: RONTO REALTY, LLC (941-210-0987)
Listing Agent: Vanroy Osborne (239-206-9796)
550 GOLDEN GATE POINT #503, SARASOTA, FL 34236
$3,995,000137 Days on yellowkey MLS ID: A4679727
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2272 Built: 2026Community: Amara On Sarasota BaySpa: YesCondo
550 GOLDEN GATE POINT #404, SARASOTA, FL 34236
$5,670,000137 Days on yellowkey MLS ID: A4679730
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2938 Built: 2026Community: Amara On Sarasota BaySpa: YesCondo
590 GOLDEN GATE POINT #706, SARASOTA, FL 34236
$5,670,000137 Days on yellowkey MLS ID: A4680052
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3054 Built: 2026Community: Amara On Sarasota BaySpa: YesCondo
7647 SANDERLING RD, SARASOTA, FL 34242
$2,998,00091 Days on yellowkey MLS ID: TB8486392
REDUCED by $302,000 (9.2%) on 05/13/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4006 Built: 1961Monthly Fee: $450 Tax: $23,004 (2025)Community: Sanderling ClubSpa: YesSingle Family
Taxes:$23,004
Remarks: The Ness House | A Rare Architectural Offering in Sanderling A rare opportunity has emerged on Siesta Key. The Ness House, masterfully designed by renowned architect Tim Seibert, is a timeless expression of the Sarasota School of Architecture — where clean lines, natural light, and a seamless connection to the outdoors define every moment. Privately nestled within the gated enclave of Sanderling, this architecturally significant residence embodies understated luxury, privacy, and intentional design. Expansive walls of glass blur the boundary between indoors and out, inviting sunlight to pour through the interiors while framing tranquil natural surroundings. Thoughtfully designed to capture coastal breezes and effortless livability, the home offers a serene experience that feels both grounded and elevated. Just moments away, the powder-soft quartz sands and turquoise waters of Siesta Key create one of the most celebrated beach lifestyles in the world perfect for morning walks, sunset evenings, and the kind of everyday beauty most only dream of. Now thoughtfully repositioned, The Ness House presents an increasingly rare opportunity to acquire a home of architectural pedigree, location, and lasting design significance at exceptional value. As properties of this caliber become more difficult to find, this offering stands apart for buyers who appreciate authenticity, vision, and timeless architecture. For the buyer who understands design and recognizes true long-term value, this is a moment worth paying attention to. Private showings available by appointment.
Listing is courtesy of: PREMIER SOTHEBY'S INTL REALTY (727-595-1604)
Listing Agent: Janet Moore (813-892-0998)
3215 PINE VALLEY DR, SARASOTA, FL 34239
$749,90012 Days on yellowkey MLS ID: A4695558
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3299 Built: 1970 Tax: $8,106 (2025)Community: Frst Lakes Country Club EstatesSpa: NoSingle Family
Taxes:$8,106
Elementary School: Wilkinson Elementary
Remarks: Classic Estate-Style Home with Pool & Golf Course Views! Welcome to this stately 5-bedroom, 3.5-bath residence in Forest Lakes Country Club Estates, offering timeless curb appeal, generous living space and peaceful golf course views in the heart of Sarasota. Set on a spacious 0.37-acre lot, the home makes a lasting first impression with its classic brick-style exterior look, white columns, mature landscaping, circular brick driveway and ample parking, including additional driveway space along the side of the home. Inside, the grand two-story foyer showcases the home’s architectural character with a sweeping curved wood staircase, iron balusters, chandelier detail and elegant traditional design that sets the tone for the rest of the home. Thoughtfully refreshed, the home features a new shingle roof in 2026, fresh interior paint throughout and meaningful upstairs updates, including new LVP flooring throughout the upstairs hallway and bedroom areas. The main level features formal living and dining areas, a wood-burning fireplace and an oversized eat-in kitchen with solid wood cabinetry, pull-out storage, granite countertops, stainless steel appliances and a walk-in pantry. Designed for indoor-outdoor Florida living, sliding doors and a pass-through window connect the kitchen to the expansive covered lanai and large screened pool area, creating an ideal setting for relaxing, entertaining and enjoying the peaceful green views. The flexible floor plan also includes a family room, private office/study with exterior access and a downstairs bedroom suite with ensuite bath and private pool access, perfect for guests, extended family or multigenerational living. Upstairs, the refreshed living quarters provide room for everyone to spread out. The oversized primary suite extends from the front of the home to the back and features a walk-in closet, generous natural light and beautiful views of the golf course setting. The upstairs improvements continue with recently replaced custom bathroom vanities in all three upstairs bathrooms, new ceramic tile in both upstairs bathrooms, a new bathtub and a renovated upstairs shower completed in 2024. New windows were also installed in April 2026 in all upstairs bedrooms, along with two new downstairs front-facing windows. Additional highlights include a February 2025 water heater, pool cage installed in 2008 and rescreened in 2021 and a pool that was remarcited in 2017. Forest Lakes Country Club Estates is loved for its central Sarasota location, established neighborhood feel, larger lots and convenient access to some of the area’s best everyday amenities. From this location, you are close to shopping, dining, grocery stores, medical facilities, schools, parks, downtown Sarasota, Southside Village, Arlington Park, Gulf Gate, Siesta Key Beach and major roadways connecting you throughout Sarasota and Manatee counties. With its grand architecture, screened pool, updated roof, refreshed interior, golf course views, generous lot size and unbeatable central location, this classic Forest Lakes home offers space, character and the Sarasota lifestyle buyers are looking for. Schedule your private showing today!
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Ronald Pepka (941-877-1488)
2948 CLARK RD #121, SARASOTA, FL 34231
$155,00014 Days on yellowkey MLS ID: A4691902
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 888 Built: 1973 Tax: $2,139 (2025)Community: Trinity VillageSpa: NoCondo
Taxes:$2,139
Remarks: Welcome to Trinity Village — the best value currently available in the community! This beautifully updated 2-bedroom, 2-bath condo offers 888 SQFT of comfortable living space and stands out as the most affordable opportunity on the market in Trinity Village. Freshly painted and thoughtfully improved for today’s buyer, this move-in ready unit features new impact windows, updated ceiling fans, modern lighting, and upgraded electrical throughout for added style, comfort, and peace of mind. Previously used as a successful investment property, the condo has consistently generated between $1,500–$1,750 a month in annual rental income, making it an excellent option for both investors and owner-occupants alike. Residents of Trinity Village enjoy low HOA fees and an unbeatable location directly across the street from grocery stores, restaurants, shopping, and everyday conveniences. Plus, you’re only a short bike ride away from the world-famous Siesta Key beaches.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Kevin Bruinsma (616-308-7965)
3165 REGATTA CIR, SARASOTA, FL 34231
$459,000108 Days on yellowkey MLS ID: A4683961
REDUCED by $5,900 (1.3%) on 06/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1193 Built: 1964Monthly Fee: $6 Tax: $3,638 (2025)Community: Gulf GateSingle Family
Taxes:$3,638
Remarks: Completely remodeled with all work permitted and completed to the highest standards, this move-in ready Gulf Gate home lives large and showcases exceptional quality, thoughtful design, and true craftsmanship. Live where others vacation — perfectly positioned just 2.4 miles from the nearest Siesta Key beach access, placing world-renowned white sand beaches and breathtaking Gulf sunsets just minutes from your doorstep! The designer-curated kitchen features solid wood white shaker cabinetry, premium quartz countertops, a custom tile backsplash, and new stainless-steel appliances. Just off the kitchen, a spacious dining area is anchored by a beautifully crafted custom solid wood banquette with an integrated bookcase, bench seating, and built-in storage — a rare and functional design feature. Both full bathrooms have been beautifully renovated with new vanities, updated countertops, and custom tiled showers. Additional interior upgrades include new luxury vinyl plank flooring, fresh interior and exterior paint, new doors and trim, and updated lighting & fixtures. Indoor laundry adds everyday convenience. Major system improvements provide peace of mind, including new PVC underground sewer drain lines, new water lines, a new water heater, updated electrical panel, HVAC (2020), and a *BRAND NEW ROOF* (2026)! All windows are equipped with hurricane shutters. Designed for seamless indoor/outdoor living, multiple sliding glass doors open to a spacious screened and covered back porch featuring upgraded Trex decking — the perfect space for morning coffee or relaxed evenings under the twinkle lights. The backyard is truly special, highlighted by a custom PAVER FIRE PIT with built-in bench seating. Enjoy fresh landscaping, a new front paver walkway, and a large fenced backyard. Covered carport parking includes an outdoor storage closet, plus an additional shell parking space which provides plenty of parking. Centrally located on a quiet circle in prime Gulf Gate, this home offers easy access to world-famous Siesta Key Beach and is within walking or biking distance to an array of local restaurants and shopping in Gulf Gate. Publix, Trader Joe’s and Costco are all just minutes away, and Gulf Gate Elementary School is right around the corner. Turnkey furnishing option is also available which could make for an easy second home. Bright, cheerful, and beautifully finished — this home is truly move-in ready! Buyer’s agent to verify all MLS information including room sizes, utilities and HOA if applicable.
Listing is courtesy of: CARMEL PROPERTIES (941-416-6300)
Listing Agent: Jonah Wright (941-932-1661)
1865 ORCHID ST, SARASOTA, FL 34239
$1,795,00073 Days on yellowkey MLS ID: A4688669
REDUCED by $100,000 (5.3%) on 06/15/2026
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2252 Built: 1953 Tax: $17,715 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$17,715
Remarks: Welcome to your dream home in Sarasota’s coveted West of Trail neighborhood—one of the area’s most sought-after locations, known for its quiet, tree-lined streets, upscale homes, and unbeatable proximity to the water. This beautifully designed 4-bedroom, 3-bathroom residence offers the perfect blend of comfort, style, and income potential, complete with a spacious garage for added convenience. Inside, you’ll find a thoughtfully curated layout that effortlessly balances everyday living with entertaining, featuring open, inviting spaces filled with natural light. Step outside to your own private retreat. The brand-new heated pool and spa create a true Florida oasis—perfect for relaxing afternoons, entertaining guests, or enjoying warm evenings year-round. Living West of Trail means being just moments from the best of Sarasota. You’re minutes to the powdery white sands of Siesta Key Beach, consistently ranked among the top beaches in the country, as well as the vibrant culture, dining, and shopping of Downtown Sarasota. The area is prized for its blend of coastal charm, walkability, and access to top-rated schools, making it highly desirable for both homeowners and vacation guests. Whether you’re seeking a personal retreat, a luxury vacation home, or a high-performing investment property, this residence delivers on every level. Don’t miss the opportunity to own a move-in-ready home in one of Sarasota’s premier locations.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Tina Ellis (512-550-1117)
5880 MIDNIGHT PASS RD #804, SARASOTA, FL 34242
$1,350,000136 Days on yellowkey MLS ID: A4680425
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1498 Built: 1982 Tax: $11,821 (2025)Community: CasarinaSpa: YesCondo
Taxes:$11,821
Remarks: An unusual price for an unusual seaside residence. Completely renovated with stunning views from every window. Enjoy your morning coffee on the lanai and relish the downtown skyline as well as the Gulf of Mexico and Siesta Beach. Renovations include completely repainted, impact resistance windows, new interior doors, closet organizers and new front door. Casarina amenities include heated pool/spa, pickle ball/tennis courts, exercise room, gas grills, etc. This is worth a visit to see everything you can bring into your life.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Linda Stowe (941-228-5685)
3310 MINEOLA DR, SARASOTA, FL 34239
$665,000161 Days on yellowkey MLS ID: A4676490
0 Days Off yellowkey (back on 5/25/2026)
REDUCED by $10,000 (1.5%) on 05/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1818 Built: 1958Monthly Fee: $17 Tax: $3,383 (2025)Community: South GateSpa: YesSingle Family
Taxes:$3,383
Remarks: Under contract-accepting backup offers. How will you keep cool this Summer? With a pool of course! Waterfront pool home for those who love nature and will enjoy overlooking the Jaffa Canal. Manatees will visit your backyard when dredging is complete. Connected to Phillippi Creek, you will have access out to Little Sarasota Bay, the Intercoastal Waterway & Gulf Waters! County dredging project underway of creek and canal behind this home! Discover Paradise in this home built on 1/3 acre on an island & private cul-de-sac. It is ideal for a full-time homestead or seasonal residence, located in the highly desirable South Gate neighborhood & Southside Elementary school district! Relax in your own outdoor oasis with 31'x14' & 8’ deep with aerating fountains and a 7’x7’ built in heated Spa! The open floor plan of this home makes it flexible for your needs with 2 larger bedrooms and 3rd used as a den with built-ins in closet. Master suite has custom walk-in closet and Travertine updated bath, glass-enclosed shower, large vanity & cabinet w/pull-outs. The French doors open to beautiful palm trees giving privacy to the outdoor spa area! The flex/family room also opens up to the 59’x24’ screened pool area, covered lanai and pool deck! Use the flex room as a den, art studio/craft room, informal dining & family room. Entry hall closet also has built-in shelving/drawers. French doors can be open or closed to afford privacy to the great room and adjacent updated kitchen with granite counters, wood cabinets & stainless steel appliances *New Refrigerator 2025 *New Air Conditioner 2025 *Shingle Roof 2019 *Sewer Connect 2015 **Pool added in 1999 ~ Re-marcited in 2013, Pool/Spa Heat pump 2015, Pool Motor 2019 *Two Water heaters (on each end of home installed 10/2022 & 8/2016) *Many additional updates since original build include electrical switches/outlets, 5" baseboards, wood casing detail, doors, hardware, windows & underground utilities *Well for irrigation of lush tropical, low-maintenance Florida friendly landscaped yard on this 13,000 sq. ft. lot. with seawall. The 460 sq. ft. 2 car garage has built in work bench & additional laundry room w/storage closet. Located just minutes to Sarasota Memorial Hospital, Downtown Sarasota, Shopping, Southside Village, St. Armand's Circle, World-famous Siesta Key and Lido Beaches! *HOA is optional only $200/year ~ Schedule your visit today!
Listing is courtesy of: LPT REALTY LLC (813-359-8990)
Listing Agent: Solveiga Spalvins (941-320-6860)
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