Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
3140 ESPANOLA DR, SARASOTA, FL 34239
$529,80012 Days on yellowkey MLS ID: A4694405
0 Days Off yellowkey (back on 5/30/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2248 Built: 1969 Tax: $2,515 (2025)Community: Frst Lakes Country Club EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,515
Elementary School: Wilkinson Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Rare opportunity in Forest Lakes Country Club Estates! Nestled within one of Sarasota’s most established and desirable neighborhoods, this 3-bedroom, 2.5-bath pool home offers great bones, an exceptional layout, new roof and endless potential to create a spectacular custom residence. Homes rarely become available in this sought-after community, cherished for its mature tree-lined streets, oversized lots, country club ambiance, and unbeatable central location. Ideally situated within an A-rated school district, this home places you just minutes from downtown Sarasota’s vibrant arts and cultural scene, world-class dining, boutique shopping, St. Armands Circle, and the renowned white sand beaches of Siesta Key and Lido Beach. Enjoy easy access to the Legacy Trail, golf, marinas, waterfront parks, Sarasota Memorial Hospital, and countless entertainment and lifestyle amenities that make Sarasota one of Florida’s most coveted coastal destinations. Inside, spacious living areas are filled with opportunity and charm. The home presents an exceptional opportunity for remodeling and personalization, allowing the next owner to elevate the property into a sophisticated Florida retreat tailored to their own vision and style. Step outside to enjoy the expansive and private lot, framed by mature trees and lush landscaping with no direct rear neighbors. The backyard offers endless possibilities to enhance the existing pool area or create an extraordinary outdoor oasis ideal for entertaining, relaxing, and enjoying Sarasota’s year-round sunshine. With its prestigious location, generous floor plan, privacy, and incredible potential, this property is a rare offering in one of Sarasota’s most sought-after communities — an exceptional opportunity to transform a well-built residence into a luxurious coastal dream home.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Leah George (941-780-0597)
2647 SYDELLE ST, SARASOTA, FL 34237
$699,0005 Days on yellowkey MLS ID: A4695270
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1856 Built: 1954 Tax: $1,295 (2025)Community: Paver Park Estates 1St AddSpa: YesSingle Family
Taxes:$1,295
Elementary School: Alta Vista Elementary
Middle School: Booker Middle
Remarks: Welcome to Paver Park Estates, one of Sarasota's fastest-growing and most sought-after neighborhoods, where modern renovations meet an unbeatable location. Just minutes from Downtown Sarasota, Sarasota Bay, Payne Park, and the Legacy Trail, this beautifully renovated 4-bedroom, 2-bath residence offers approximately 1,850 square feet of thoughtfully designed living space in the heart of the city. Completely transformed with extensive updates throughout, the home features a bright, open-concept floor plan highlighted by luxury vinyl plank flooring, recessed lighting, impact-rated windows, and a stunning shaker-style kitchen designed for both everyday living and entertaining. The kitchen boasts quartz countertops, a large center island, custom tile backsplash, and a full suite of Frigidaire appliances. The spacious primary and guest bathrooms have been tastefully updated with custom tile work, quartz countertops, and premium rain shower fixtures, creating a spa-like atmosphere. Additional improvements include shaker-style interior doors, updated lighting and ceiling fans, a new HVAC system with all-new ductwork, upgraded electrical service with underground power, and numerous modern finishes throughout. Step outside to your private backyard retreat featuring a newly constructed saltwater pool and spa, providing the perfect setting for relaxing, entertaining, or enjoying Sarasota's year-round sunshine. Located less than a mile from Downtown Sarasota, residents can easily bike or walk to the city's vibrant dining, shopping, arts, and cultural attractions, including the Sarasota Opera, Marina Jack, Bayfront Park, and countless restaurants and boutiques. The world-renowned beaches of Siesta Key and Lido Key are only a short drive away. Surrounded by new construction homes and luxury redevelopment, Paver Park continues to emerge as one of Sarasota's most exciting neighborhoods, making this property an exceptional opportunity for full-time residents, seasonal owners, or investors seeking a prime location with strong long-term upside.
Listing Agent: Randy Fallon (941-321-0997)
3085 GOLDENROD ST, SARASOTA, FL 34239
$454,000Listed 06/02/2026 4:33PM MLS ID: A4695719
0 Days Off yellowkey (back on 6/2/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1608 Built: 1965 Tax: $5,029 (2025)Community: South GateSingle Family
Taxes:$5,029
Remarks: Under contract-accepting backup offers. This rejuvenated residence sits on a ¼-acre in the heart of Southgate, a treasured community sought-after by families for its top-ranked school system. Locals appreciate the ideal proximity to downtown Sarasota’s arts and cultural venues, prized beaches, tons of recreational activities, and a wide variety of shopping and dining experiences. With 1,608 square feet of openness, this recently refreshed and upgraded home features 3 bedrooms and 3 baths. Casually comfortable interiors offer a pleasing neutral palette of beiges and creams that surround you in a quiet softness for easy Florida living. Natural light permeates this efficiently designed one-level home illuminating its modern conveniences and visual appeal. Adjacent to the living and dining area, the well-planned kitchen is highlighted by granite-topped island, hardwood cabinets, amazing backsplash, smooth surface cooktop, and stainless appliances including a side-by-side fridge, a built-in microwave and oven, a dishwasher, double sink and range hood. The baths feel luxurious with fully tiled walls matching the floors, vanities with granite countertops, and rich wood cabinetry. The three nicely-sized bedrooms are equipped with private baths and walk-in closets. Glass sliders open to a covered screen-enclosed porch that’s cozy and relaxing with a modern fire table adding a sparkle to cooler star-lit evenings. The fenced yard provides a large work shed, play area with swing set for the kiddos, ample area for barbecues with family and friends, or leisurely spot to kick back and enjoy life’s simpler moments. Everything throughout the home is new including ceiling fans, fixtures and finishes, solar panels for energy efficiency, high-volume water heater (2021), kitchen appliances (2019), ROOF, A/C, windows, PIPES LINED 2026 WITH A TRANSFERABLE WARRANTY, and tile flooring (2018). The newly-created ambiance of warmth and style has been done to perfection and will welcome you home with graciousness. Take the time to explore the many amenities at 3085 Goldenrod. Homes in this vicinity are in high demand and often sell quickly. Don’t miss this opportunity to make it yours. It might very well become your ideal place for years to come!
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
4925 PRIMROSE PATH, SARASOTA, FL 34242
$1,795,000Listed 06/02/2026 7:20AM MLS ID: A4695589
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2609 Built: 1969 Tax: $16,475 (2025)Community: HarmonySpa: NoSingle Family
Taxes:$16,475
Elementary School: Phillippi Shores Elementary
Remarks: Experience the best of waterfront island living in this exceptional 4-bedroom, 2.5-bath residence, perfectly positioned just minutes from the world-famous shores of Siesta Key Beach. Situated on a sprawling corner lot of approximately 22,000 square feet — with 80 feet of canal frontage — the property is enveloped by mature tropical landscaping that creates an incredibly private, resort-like sanctuary you have to see to believe. This home has been completely and thoughtfully updated — truly move-in ready with select furnishings included. New hurricane impact-rated windows and sliding doors (2023) provide both security and peace of mind, while the Tesla Solar System with battery backup delivers energy efficiency and independence. Step outside and discover your own private paradise. A tiki hut, freeform pool with cascading waterfall, and stunning outdoor living spaces make entertaining effortless, while your private dock with boat lift puts boating, fishing, kayaking, and paddleboarding right at your doorstep. The sheer size and lush privacy of this lot is a rare find — expansive, tranquil, and beautifully landscaped. No HOA. Just freedom, flexibility, and the Florida lifestyle at its absolute finest — minutes from the boutique shops, acclaimed dining, and laid-back charm of Siesta Key Village.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Stephen Johnston (941-302-8080)
4576 BLISS RD, SARASOTA, FL 34233
$395,00078 Days on yellowkey MLS ID: A4685762
REDUCED by $15,000 (3.7%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1475 Built: 1978 Tax: $3,533 (2025)Community: Sarasota HighlandsSpa: NoSingle Family
Taxes:$3,533
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Welcome to 4576 Bliss Road a beautifully updated home blending classic Sarasota charm with modern comforts. This inviting 3-bedroom, 2-bathroom residence features a smart split floor plan that offers both privacy and an open flow. Step inside to discover brand new plumbing and stunning luxury vinyl plank flooring throughout, providing durability and style. The bathrooms have been thoughtfully remodeled, combining elegance and functionality to create a spa-like retreat. Outside, enjoy the privacy and security of a fully fenced yard, perfect for outdoor living, entertaining, or play. This home is a wonderful opportunity to experience the timeless character of old Sarasota with contemporary updates that meet today's lifestyle needs. Don't miss out on making 4576 Bliss Road your new sanctuary!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Robert Krasow (941-363-6507)
2223 BENEVA TER #2222, SARASOTA, FL 34232
$175,000Listed 06/02/2026 3:18PM MLS ID: A4695362
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 966 Built: 1967 Tax: $1,328 (2025)Community: Terraces Of Forest LakesCondo
Taxes:$1,328
Middle School: None
Remarks: Renovated, Turn-Key Furnished Ground-Floor Condo - Rare Find in the Heart of Sarasota Welcome to 2223 Beneva Ter #2222, a beautifully renovated 2-bedroom, 2-bath ground-floor end unit in the sought-after Terraces of Forest Lakes. With no steps to climb and just under 1,000 square feet of easy, single-level living, this one checks the boxes for comfort and convenience alike. Best of all, it's being sold turn-key furnished, so you can move right in and start enjoying it from day one. A major 2025 renovation means there's nothing left to do but unpack. The kitchen shines with new soft-close shaker-style cabinetry, countertops, a tile backsplash, and a stainless-steel sink. Luxury vinyl flooring runs throughout, complemented by the fresh coastal light grey walls and glossy white baseboards, crown molding, and all new interior panel doors and sliding closet doors. Both bathrooms feature new vanities, and behind the scenes, new water supply lines and stack vents add lasting peace of mind. Additional updates include a new front exterior door in 2018 and HVAC in 2015. From your screened, covered lanai, step out into the large backyard with lush green views where you can enjoy nature at its best – squirrels, rabbits, Sand Hill cranes, ducks and even parrots – your own private, peaceful bird sanctuary! Golfers will appreciate the proximity to The Palms Golf Club at Forest Lakes and sharpening your game at the aquatic driving range. The Palms has several flexible membership options. The Terraces of Forest Lakes is a delightful, no age restricted community with 53 units, block construction and “garage-like” carports with covered roof from the carport to your front door. With Siesta Key under 4 miles away, you’ll appreciate the spacious storage closet for beach chairs, bikes, golf clubs or whatever you need to store. The location is hard to beat. You're truly in the center of it all, within 5-20 minutes of Siesta Key and Lido Key beaches, Downtown Sarasota, the UTC Mall, the Legacy Trail, The Palms Golf Club at Forest Lakes, and quick I-75 access. Available units in Terraces of Forest Lakes are few and far between - don't miss your chance to make this one yours.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Julie Larson, Llc (941-284-9826)
854 NORSOTA WAY, SARASOTA, FL 34242
$1,325,000253 Days on yellowkey MLS ID: A4665123
REDUCED by $74,000 (5.3%) on 06/02/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1667 Built: 1979 Tax: $10,506 (2024)Community: Bay IslandSpa: YesSingle Family
Taxes:$10,506
Tax Year: 2024
Remarks: Welcome to your dream family home on Bay Island, located on the premier north end of Siesta Key. This inviting 2-bedroom, 2-bathroom residence is nestled among beautiful homes on Norsota Way, one of Sarasota's most coveted streets, offering a perfect blend of comfort and elegance. Located in an exclusive neighborhood with multimillion-dollar homes, this property presents an incredible value opportunity. This solidly built block construction home offers peace of mind and durability without sacrificing old school Florida charm. The main living level is elevated on the second story and features a spacious open floor plan designed for ease and relaxation, including partial water views of Sarasota Bay from the upstairs bedrooms and a wrap-around deck, perfect for enjoying your morning coffee. This home includes approximately 1,527 additional square feet on the first floor, which is not included in the main living space square footage. From here, step outside through the sliding doors to discover a recently resurfaced pool and spa with brand new pool and pump equipment (2025), set in a captivating garden oasis. This gem is adorned with numerous updates, including a new hot water heater (2024), upstairs and downstairs HVAC systems (2024), a new furnace (2024), a new refrigerator (2024), a new washer and dryer (2024) and fresh landscaping. Just steps away, you'll find a gorgeous park with unobstructed views of passing sailboats, friendly dolphins, breathtaking sunsets, the Ringling Bridge and Sarasota skyline. Shell Beach is only a short stroll away or hop on your bike or golf cart and ride to Siesta Beach, Siesta Village, Southside Village, or to the Field Club for family-friendly entertainment. Sarasota Memorial Hospital, Out of Door Academy, Southside Elementary School are also less than two miles away. Don’t miss your chance to own a piece of paradise in this exclusive enclave! Schedule your private tour today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Wendy Egan (941-444-0446)
137 AVENIDA MESSINA #3, SARASOTA, FL 34242
$625,000126 Days on yellowkey MLS ID: A4680216
REDUCED by $15,000 (2.3%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1966 Tax: $5,716 (2024)Community: Villa NavarraCondo
Taxes:$5,716
Remarks: Discover this beautiful upstairs furnished condo in a highly desirable complex that is ideally situated in the Mira Mar neighborhood adjacent to the Siesta Key Village! Just a short stroll to the beach and mere moments from top dining, shopping, and nightlife, this unit is the ultimate coastal escape. Enjoy worry-free living with impact windows and sliding doors, a 2024 washer/dryer in the unit, and a 2022 water heater. NEW ROOF, no assessments, and no flooding concerns make this an exceptional find! Both the bathrooms and the kitchen have been tastefully renovated with sleek quartz countertops. The entire unit features neutral ceramic plank-tile flooring and a cohesive neutral palette throughout. Unwind on your screened in lanai, enveloped by lush palms and tropical greenery. Leave your car at home and soak in the beauty of Siesta Key Beach—ranked the #1 beach in the U.S. You are just 2/10 of a mile away from Sunset Pier where pristine white quartz sand, crystal-clear waters, and breathtaking sunsets await. Whether you're seeking a primary residence or the perfect island getaway, this beautifully maintained boutique community of just 16 condos offers an unbeatable location. Don’t miss this rare opportunity!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jackie De Manio Eberley (201-233-1959)
2441 WEBBER ST, SARASOTA, FL 34239
$1,599,00021 Days on yellowkey MLS ID: S5149848
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2726 Built: 2025 Tax: $3,584 (2025)Community: Orange ParkSpa: YesSingle Family
Taxes:$3,584
Elementary School: Southside Elementary
Remarks: Completely reimagined contemporary pool home in the heart of Sarasota offering bold modern design, luxury finishes, and exceptional indoor-outdoor living just minutes from Downtown Sarasota, Siesta Key Beach, Southside Village, and top dining and shopping destinations. This custom-built residence features striking modern architecture with clean flat rooflines, concrete block construction, impact-rated windows and doors, professionally landscaped grounds, and a private resort-style backyard with a heated pool and spa. Inside, the open-concept layout is filled with natural light from oversized sliders and expansive windows, complemented by soaring ceilings, large-format porcelain tile flooring, and designer lighting throughout. The chef’s kitchen showcases premium appliances, sleek custom cabinetry, quartz countertops, and a dramatic waterfall island designed for both entertaining and everyday living. Offering approximately 2,726 Sq Ft under air, the single-story floor plan includes 4 spacious bedrooms and 3.5 bathrooms, including a luxurious primary suite with spa-inspired bath and custom-built walk-in closets. Bedrooms feature custom window treatments, while additional built-out closets throughout the home provide exceptional storage and functionality. A rare opportunity to own a modern luxury home in one of Sarasota’s most desirable locations with no HOA or CDD fees.
Listing is courtesy of: GRAND STATE REALTY (305-781-9202)
Listing Agent: Oleksandr Blekherov (305-781-9202)
6821 CHLOE CT, SARASOTA, FL 34241
$664,99082 Days on yellowkey MLS ID: TB8486434
REDUCED by $35,000 (5.0%) on 04/09/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2627 Built: 2026Monthly Fee: $160 Tax: $6,217 (2026)Community: Lakeview CrossingSingle Family
Taxes:$6,217
Elementary School: Lakeview Elementary
Tax Year: 2026
Remarks: Under Construction. You’ll be delighted by the attention to detail and expert design of The Hemphill, 2-story floor plan by David Weekley Homes in the brand new, suburban lifestyle community of Lakeview Crossing in Sarasota. Open-concept family and dining spaces showcase our LifeDesign? refinements that grant this floor plan exceptional style and livability. This home offers 3 bedrooms, 2 full baths, 1 half bath, a study, upstairs retreat and a 3-car tandem garage. Prepare, present and enjoy your culinary masterpieces on the designer kitchen center island overlooking the open gathering spaces. Pamper yourself in the spa-inspired Owner’s Bath and explore the wardrobe potential of the large walk-in closet before retiring to the lovely first floor Owner’s Retreat. Also on the first level, you'll find the office with french doors as well as a convenient powder room and indoor laundry. Make your way upstairs to privacy and personality, making each extra bedroom and the retreat a great place to thrive. In the fully gated community of Lakeview Crossing, you are conveniently located close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles). Come see what quality construction and thoughtful design looks like for yourself and make this David Weekly Home yours today. **This property offers a limited-time interest rate incentive.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
2632 SUNNYSIDE ST, SARASOTA, FL 34239
$395,00041 Days on yellowkey MLS ID: A4690325
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1578 Built: 1957Monthly Fee: $17 Tax: $4,699 (2025)Community: South GateSingle Family
Taxes:$4,699
Remarks: Charming mid-century modern 3 bedroom, 2 bathroom home with an oversized 2-car garage, located in the established, deed-restricted South Gate neighborhood of Sarasota. Offering classic Florida style, the home features original terrazzo flooring throughout the home with the exception of ceramic tile in the kitchen and a functional layout with a spacious primary bedroom that includes an en-suite bathroom and walk-in closet. The living room features a built-in bookshelf, and an enclosed sunroom offers flexible space for a home office or additional family area. The home retains original features and offers ample storage throughout, plus a bonus workshop suitable for hobbies or projects. Recent updates include AC replacement (2023) a new garage door (2023), and brand-new toilets. Home is connected to county sewer and comes with Hurricane shutters. The optional South Gate Community Association offers access to a community pool and community center, including the architecturally significant Victor Lundy-designed property with events and weekly classes. Located in the highly sought-after Southside Elementary school district and near Southside Village, Sarasota Memorial Hospital, and just minutes to Siesta Key Beach, with convenient access to shopping, dining, and everyday amenities.
Listing Agent: Rachel Harvey (941-726-9300)
2531 WISTERIA ST, SARASOTA, FL 34239
$2,497,0006 Days on yellowkey MLS ID: A4694903
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3203 Built: 2026 Tax: $4,502 (2025)Community: South GateSpa: YesSingle Family
Taxes:$4,502
Remarks: Perfectly positioned in the heart of the highly sought-after South Gate neighborhood, this exceptional new construction residence by Park Residences LLC masterfully blends timeless architecture, designer-curated finishes, and state-of-the-art functionality to create an extraordinary family retreat. Offering 5 bedrooms, 5 bathrooms, and an uncompromising level of craftsmanship throughout, every detail of this luxury home has been thoughtfully designed for elevated everyday living. From the moment you enter, you are welcomed by refined interiors highlighted by 7 1/4-inch white oak engineered hardwood flooring flowing throughout, complemented by level 4 drywall finishes, custom feature walls, and stunning Visual Comfort lighting and ceiling fans, hand-selected by our interior designer. A dramatic living area showcases a sleek horizontal fireplace flanked by custom shelving creating a warm yet elegant focal point ideal for entertaining or relaxing with family. The gourmet chef’s kitchen is both elegant and functional, featuring custom white oak soft-close cabinetry, exquisite quartzite surfaces, a custom-built pantry, and a premium suite of luxury appliances. Culinary enthusiasts will appreciate the Thermador 48-inch built-in smart French door refrigerator/freezer with integrated custom paneling, Thermador dishwasher with custom cabinetry front, Fisher & Paykel 48-inch induction range with convection oven, and Sharp smart microwave drawer. Every element has been selected to combine beauty, innovation, and performance seamlessly. A custom staircase with 1 1/4-inch solid wood stair treads, beautifully stained and brushed, adds architectural character while leading to spacious secondary living areas and bedrooms. Custom closets throughout the home provide exceptional organization and storage, while pre-wiring for sound allows for effortless integration of modern smart-home living. Built with superior quality and efficiency in mind, the residence features PGT impact windows and Thermatru doors, spray foam insulation in the roof deck, garage, and lanai ceilings, and a durable steel tile roof with a lifetime warranty. Two Daikin 15 Seer heat pump air conditioning systems with Nest thermostats provide year-round comfort, while two water heating systems — including a tankless instant hot water heater and a 55-gallon Rheem Gladiator with leak detection — ensure convenience and peace of mind. Outdoor living is equally impressive with a resort-inspired heated saltwater pool and spa featuring a gunite finish, elegant waterline tile, sun shelf, autofill system, and expansive marble pool decking. A 6ft fully fenced creates a private oasis perfect for entertaining, pets, or family gatherings. Combining luxury finishes, advanced construction quality, and impeccable design in one of the area’s most desirable family neighborhoods, this remarkable South Gate residence offers a rare opportunity to own a truly remarkable new construction home where sophistication, comfort, and functionality come together effortlessly.
Listing is courtesy of: SARASOTA TRUST REALTY COMPANY (941-366-1619)
Listing Agent: Renee Preininger (941-400-4235)
2121 CLEMATIS CT, SARASOTA, FL 34239
$2,775,00014 Days on yellowkey MLS ID: A4692569
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3881 Built: 2026 Tax: $3,632 (2024)Community: Arlington ParkSpa: YesSingle Family
Taxes:$3,632
Remarks: Not just another house but a carefully curated masterpiece by Segatto Property Solutions Inc. Come experience a blend of modern luxury, sophisticated design, and effortless Florida living in this stunning, newly completed custom residence. This move-in-ready, two-story block home offers four bedrooms and 4.5 baths plus an office, thoughtfully designed with impeccable attention to detail, soaring ceilings, and an open-concept layout ideal for everyday living and elevated entertaining. From the moment you enter, you’re greeted by 10-foot ceilings throughout, with dramatic 22-foot ceilings in the great room that create a grand, light-filled space. The office and primary suite also feature 12-foot ceilings, adding an extra layer of refinement and comfort. The designer kitchen is the heart of the home, showcasing quartz countertops, all Moen fixtures in bronze gold, and matte black, a premium KitchenAid appliance package, custom cabinetry, walk-in pantry, and an oversized island that flows seamlessly into the great room and dining areas. Expansive sliders open to the outdoor living space, delivering the ultimate indoor-outdoor lifestyle. Go outside to your fully fenced, private oasis featuring a heated saltwater pool, a fully equipped covered outdoor kitchen with grill and refrigerator, and an outdoor shower, ideal for entertaining or unwinding in total privacy. The first floor primary suite offers a spa-like retreat with luxurious finishes, generous space and a beautifully appointed bath, featuring dual shower heads, free-standing tub and an oversized walk-in closet. Upstairs, two additional en suites and a versatile loft area with a wet bar provide the ideal setting for a media room, lounge or guest retreat. Practicality meets luxury with a well-appointed first-floor laundry room featuring LG smart washer and dryer, additional built-in storage and a utility sink. Every detail of this home reflects quality craftsmanship and modern elegance, delivering the feel of a high-end model home without the wait. Ideally in Arlington Park, near shopping, dining, beaches and everything Sarasota has to offer, this exceptional home is ready for its first owners. Schedule your private showing today. Homes of this caliber, completed and move-in ready, are a rare opportunity.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
2231 WOOD ST, SARASOTA, FL 34237
$1,999,000249 Days on yellowkey MLS ID: A4666469
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2731 Built: 2024 Tax: $4,662 (2023)Community: Poms Park 3Spa: YesSingle Family
Taxes:$4,662
Tax Year: 2023
Remarks: This exquisite new-construction modern residence by Milano Homes, situated on an expansive double lot in the heart of Sarasota, blends elegance, convenience, and investment opportunity. Located within Sarasota city limits, this property qualifies for weekly rentals in one of the area’s most in-demand markets—a highly desirable option that allows for strong income in $160K to $180K range annually. This single-story home offers the ultimate in comfort with no stairs to navigate, featuring four spacious bedrooms, three-and-a-half designer bathrooms, and a two-car garage. The outdoor living space is a private sanctuary, complete with a sparkling pool and spa, outdoor shower, and a large fenced yard ideal for both relaxation and entertaining. As with all Milano Homes, the interiors showcase exceptional craftsmanship and imported Italian finishes. From the state-of-the-art kitchen—equipped with Subzero refrigeration, a Wolf induction cooktop, and Wolf oven—to the custom Italian cabinetry, fixtures, and flooring, every detail exudes sophistication. The open-concept living area flows seamlessly into the outdoor retreat, creating the perfect setting for gatherings and indoor-outdoor living. Perfectly positioned, this property offers easy access to the newly extended Legacy Trail, making it a haven for bikers, runners, and nature lovers. Downtown Sarasota’s vibrant arts, dining, and marina scene is just minutes away, while Siesta Key’s award-winning beaches and St. Armands Circle’s luxury shopping and dining are only a five-minute drive. Whether you’re seeking a full-time residence, seasonal retreat, or an income-producing short-term rental, this home offers an unmatched opportunity to enjoy and invest in the Sarasota lifestyle. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
4471 TRAILS DR, SARASOTA, FL 34232
$550,00096 Days on yellowkey MLS ID: A4683777
REDUCED by $25,000 (4.3%) on 05/18/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1721 Built: 1987Monthly Fee: $193 Tax: $3,485 (2025)Community: TimberlakesSpa: NoSingle Family
Taxes:$3,485
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Fresh new price, same incredible lifestyle. Welcome to this beautifully maintained 3-bedroom, 2-bath single-family home in The Lakes, a sought-after community in the heart of Sarasota. Offering 1,721 square feet of comfortable living space, this residence features a thoughtfully designed split-bedroom floor plan that balances privacy with everyday functionality. Enjoy added peace of mind with a 2023 roof and hurricane protection, including impact windows and/or shutters, providing both security and energy efficiency. The spacious living and dining areas flow seamlessly to a screened porch — the perfect spot for morning coffee or relaxing evenings overlooking the private, tree-lined backyard. The serene outdoor setting creates a peaceful retreat with plenty of room to entertain, garden, or simply unwind. Residents of The Lakes enjoy an impressive array of amenities, including one clubhouse and two community pools, tennis and basketball courts, a fitness center, and scenic walking trails. Ideally located in central Sarasota, you’re just minutes from world-class beaches, exceptional dining, premier shopping, and the area’s vibrant cultural attractions.
Listing Agent: Mary Pat Phillips Radford (941-587-9905)
300 GARDEN LN, SARASOTA, FL 34242
$2,790,000271 Days on yellowkey MLS ID: A4662830
REDUCED by $209,000 (7.0%) on 05/21/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3256 Built: 1975Monthly Fee: $10 Tax: $12,545 (2024)Community: Siesta Rev OfSpa: NoSingle Family
Taxes:$12,545
Remarks: A Rare Opportunity on North Siesta Key with exceptional weekly income, prime location 350 Feet of Waterfront! Discover this unique multi-family income producing single-story property on Bay Island, offering both beauty and potential. High and dry, the home remained unaffected by recent storms, with 4–5 feet of elevation to spare. Set on a tranquil, tropical lot, this historic location on Garden Lane—once home to the Siesta Key Fish Market—with easy fast access to the bay and Big Pass it is truly a boater’s and fisherman’s paradise. Just a few steps to Shell Beach and its breathtaking sunsets, minutes from the world famous Siesta Beach, Siesta Village with restaurants, shopping, nightlife, quick access to downtown, and St. Armands Circle. You have it all! The property features a classic Florida ranch-style 4-bedroom, 2-bathroom home with a pool, large deck, and lush backyard designed for entertaining, plus a detached 2-bedroom, 2-bathroom guest house. Whether you choose to renovate, rebuild, or divide the lot (buyers to verify with the City), the possibilities are endless with this property!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Holly Parry (941-809-8050)
280 GOLDEN GATE PT #600, SARASOTA, FL 34236
$5,500,000233 Days on yellowkey MLS ID: A4668258
REDUCED by $100,000 (1.8%) on 06/02/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4101 Built: 2016 Tax: $72,785 (2025)Community: AquaSpa: YesCondo
Taxes:$72,785
Remarks: NO CONDO FEES FOR 2026!!! Discover the pinnacle of direct bayfront excellence blending sculptural modern form with dazzling water views. This full-floor 3-bedroom + office/den or 4th bedroom residence at AQUA, one of the only residential towers in Southwest Florida designed by highly acclaimed award-winning architect, Guy Peterson, of the Sarasota School of Architecture, is one of only eight in the most exclusive boutique building found on Golden Gate Point. Perched on the sixth floor with 180° views of Sarasota Bay and the iconic Ringling Bridge, this home offers a level of elegance and customization rarely found—even in new construction. From the moment you step off your private elevator into the foyer, the residence unfolds with simple, clean lines spotlighting floor-to-ceiling 10-foot glass walls which frame the Bay & Sunsets like living artwork. More than $500,000 in curated upgrades elevate the interiors, transforming this barely lived in 4,100+ sq ft space into a truly one-of-a-kind lifestyle rarely found in Sarasota’s market. Open-concept layout lives like a single-family home with distinct entertaining areas, a stunning waterfront dining room, and a bespoke wet bar. Chef’s kitchen is a study in form and function, seamlessly integrated into the living space while offering top-tier appliances and finishes: Wolf cooktop and ovens, 2 Miele dishwashers, Sub-Zero refrigerator, Cuisines Laurier cabinetry with a 9 ft expansive island topped with striking Cielo quartzite. Private primary suite is designed as a serene escape, featuring stunning water views, custom walk-in closets uniquely designed with two separate individual sections of sleek Cuisimax poly-gloss doors and packing station. Elevated features in the spa-style bathroom include dual vanities topped with striking azure crystal marble, a soaking tub, and a large glass-enclosed shower Two generous guest suites offer en-suite privacy, while a fourth bedroom currently serves as a sleek office. With discreet concierge services found only in a 5-star boutique style building, Aqua offers an enclosed oversized private two-car garage with an EV charging station & dehumidifier, private boat dock that accommodates 36' boat + flat kayak lift, temperature-controlled wine storage/wine tasting room, fitness studio, heated pool and spa and meeting room. Be part of vibrant downtown living in a secluded quiet location.
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
3515 LA PALOMA AVE, SARASOTA, FL 34242
$1,800,00056 Days on yellowkey MLS ID: A4689037
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2233 Built: 1985 Tax: $15,834 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Taxes:$15,834
Remarks: Positioned on the highly desirable north end of Siesta Key within the city limits, 3515 La Paloma Ave is a fully reimagined coastal retreat blending luxury living with exceptional flexibility and income potential. Just moments from Siesta Key Village, the beach, and the North Bridge, this elevated property offers the ideal balance of privacy, accessibility, and island lifestyle. This rare 5-bedroom coastal property offers nearly 3,000 total square feet of thoughtfully designed living space, beautifully renovated with designer finishes, open-concept living, and a bright modern coastal aesthetic throughout. The resort-style backyard showcases a screened pool, tropical landscaping, multiple entertaining areas, and seamless indoor-outdoor living. A detached mother-in-law suite with private entrance includes an additional bedroom, full bathroom, walk-in closet, and dry bar, creating exceptional flexibility for guests, multigenerational living, or income-producing opportunities. Offered turnkey furnished and move-in ready, this is a unique opportunity to own a high-producing coastal retreat in one of Siesta Key’s most sought-after locations.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
1731 CUNLIFF LN, SARASOTA, FL 34239
$2,750,00089 Days on yellowkey MLS ID: A4684577
REDUCED by $45,000 (1.6%) on 06/02/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3239 Built: 1948 Tax: $9,273 (2025)Community: Mcclellan ParkSpa: NoSingle Family
Taxes:$9,273
Remarks: Hidden behind lush, curated gardens on a rare .34-acre parcel in McClellan Park, west of Osprey, this is more than a home—it’s a private in-town compound designed for those who value beauty, privacy, and a deeply connected lifestyle. A winding approach reveals a residence that unfolds with intention, where indoor and outdoor living exist in perfect harmony. At its heart, a 2024 architectural addition creates a breathtaking great room, where walls of glass disappear and the home opens entirely to a serene poolside setting—blurring the line between interior elegance and natural surroundings. The kitchen, dining, and living spaces flow effortlessly together, framed by garden views and natural light, creating an atmosphere that is both refined and grounding. This charming in-city home combines historic character with modern living. The property underwent a complete back-to-studs renovation, bringing it fully up to current Florida building codes with an official build date of 2013. You’ll enjoy the best of both worlds: a classic foundation refined by modern systems and standards. The main home spans 3,239 square feet with three bedrooms and three baths, fully customized with all the details valued by today’s buyers. Bonus rooms include an office/den, plus a sitting room in the primary suite. The striking 2024 addition, designed by Jimmy Thornton, features an open-concept great room, dining and kitchen with zero-corner, fully pocketing sliding glass doors, a dramatic architectural detail that opens the living space completely to the pool and outdoor areas. The kitchen is a true showpiece. It features high ceiling, super-organized European cabinetry with illuminated interiors, high-profile quartz and marble countertops, a glass window backsplash, and clerestory windows. Custom walnut open shelving add artistic flair. Appliance garages, interior drawers, workstation sink with two faucets, and oversize eat-in island add high-end functionality. The outdoors is incredibly lush and functional for an in-town location. Outdoor living rooms, fruit trees, trellises, native flowers, and an expansive food garden…plus a tree house for charm and fun. A heated saltwater pool anchors the backyard, while the detached guest house adds flexibility for recreation, home office, studio or guests. Energy independence is a standout advantage with a roof solar system, two-car solar carport, and backup batteries. It’s a home that powers itself confidently and efficiently. Location is a major benefit here, and one you’ll appreciate every day. From this quiet McClellan Park street, you can walk to Southside School (or the Pine View bus stop), reach Southside Village in 0.5 mile, and be at Sarasota Memorial Hospital in 1.0 mile. Everyday convenience continues just beyond the neighborhood with shopping centers, restaurants, Downtown Sarasota and Gulf beaches all within five miles. And for buyers who love being on the water, you can roll your kayaks to the bay. There’s a convenient put-in at the end of the street. McClellan park homes like this one are few and far between. Quiet street, large lot, guest house and a full renovation already done. If you want Sarasota West of Trail without compromise, this is your moment.
Listing Agent: Andrew Tanner (941-539-0998)
2165 SUNNYSIDE LN, SARASOTA, FL 34239
$569,0008 Days on yellowkey MLS ID: A4690142
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1022 Built: 1952 Tax: $5,683 (2025)Community: Hibiscus Park 1Spa: NoSingle Family
Taxes:$5,683
Remarks: Great Opportunity to own your own Mid Century block built cottage near Sunnyside Park, Arlington Park and Sarasota Memorial Hospital, Or build NEW on the 9,861 sq ft lot.... Ready to move right in, this 2 bedroom 1 bath home ...Enjoy the great back yard. AC 2014, Roof 2019.. Located within the City of Sarasota limits, this home allows for weekly (7-day minimum) rentals, making it uniquely suited for those seeking both personal enjoyment and income potential.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Jonathan Woods (941-356-7583)
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