Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
927 CONTENTO ST, SARASOTA, FL 34242
$2,300,00036 Days on yellowkey MLS ID: A4691441
0 Days Off yellowkey (back on 4/26/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3649 Built: 2024 Tax: $13,452 (2024)Community: Siesta IslesSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$13,452
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Short Sale. Partially complete. Interior is mostly complete and needs final punch-out completed and painting.
Listing is courtesy of: REALTY EXECUTIVES GALLERY (941-376-8769)
Listing Agent: Troy Jenkins (941-376-8769)
2421 PROSPECT ST, SARASOTA, FL 34239
$629,500133 Days on yellowkey MLS ID: A4677367
0 Days Off yellowkey (back on 5/6/2026)
REDUCED by $16,400 (2.5%) on 04/30/2026
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 972 Built: 1956 Tax: $4,592 (2025)Community: Arlington ParkSingle Family
Taxes:$4,592
Elementary School: Alta Vista Elementary
Tax Year: 2025
Remarks: Under contract-accepting backup offers. Welcome to 2421 Prospect Street in Arlington Park’s Tightly Held RUSTIC LODGE…This Elegantly Refined Florida Mid-Century Retreat is Rooted in Sarasota’s Golden Era…the 1950s Marked a Time When Homes Were Designed & Built with Longevity & Craftsmanship—and 2421 Beautifully Honors That Legacy…Approached Not as a Renovation but as a Custom Crafted Rebuild…a Design-Conscious Builder Preserved the Home’s Original Vision While Elevating It for Today’s Style, Comfort & Quality…the Integrity, Proportions, and Character Remain Intact, Enhanced by Refined Finishes, Integrated Systems, Forward-Thinking Infrastructure, and City of Sarasota Code Improvements…Sleek, Clean & Effortlessly Cool—As Though the 1950s Walked Into 2026 with Style…Expansive New PGT Impact Windows, Sliders & Doors Bathe the Home in Natural Light While Preserving Tranquility…Every Detail Has Been Carefully Considered, Including All New Plumbing with Cast Iron Replacement Under the Slab, All New Electrical, HVAC Ductwork, Engineered Structural Enhancements for an Open Floorplan, Insulated Interior Walls, Blown Attic Insulation, Tankless Water Heater, White Oak Style Plank Flooring, Frameless Glass Shower Doors, Custom Walk-In Closets, and Soft-Close Cabinetry Throughout…Curated Quartz Countertops Extend Across the Gourmet Kitchen, Catering Pantry, Dry Bar, and Bathrooms…Recently Enhanced with a Brand-New Stainless Steel LG Dishwasher & GE Profile Refrigerator…Glass Tile Backsplashes, a Substantial Kitchen Island with Tile Accent Lighting, and a Vented Range Hood Complete the Kitchen Experience…Discreetly Integrated Throughout is a Fully Automated Smart Home System Offering Remote Entry Keypads, Wireless Alarm, Ring Cameras, Motion Detectors, Panic Buttons, In-Wall Safe, Remote-Control Ceiling Fans, USB-C Outlets, Nest Thermostat, and Digitally Controlled Irrigation—Allowing the Home to Be Fully Automated or Enjoyed Traditionally…A Fully Screened Lanai and Carport, Both with Custom Tongue & Groove Ceilings, Extend the Home with Over 500 SF of Covered Outdoor Living Space, Featuring New Epoxy Flooring, a Carport Hanging Swing, Direct Lanai Access to the Paver Patio, Outdoor Fire Pit & Grill Area, and a Pea Gravel Path from the Carport to the Keyed Backyard Gate…The Grounds Have Been Curated with a Six-Figure Landscape & Lighting Package, Fully Fenced, Double-Gated Privacy, Mature Junipers, Lush Clusia Hedges, Olive Trees, Bird of Paradise, and Fragrant Jasmine…A Three-Bedroom, One-and-a-Half-Bath Residence in the Heart & Soul of Arlington Park—Just Two Blocks to Arlington Park & Aquatic Center with a 50-Meter Lap Pool, 25-Yard Instructional Pool, Indoor Pickleball, Outdoor Tennis, Basketball, Fitness Amenities, Playground, Dog Park, Picnic & Seating Areas, Public Art, Restrooms, Water Features, and a Half-Mile Walking Trail…Moments to Legacy Trail, Sarasota Memorial Hospital, Downtown Sarasota, Siesta Key, Longboat Key, Anna Maria Island, UTC Mall, and Dining & Cultural Offerings Favored by Locals…Just Fifteen Minutes to Sarasota-Bradenton International Airport…Weekly Rentals Are Allowed, Not in a Flood Zone, No Storm Damage, No HOA, and Offered Turn-Key Furnished or Curated to Buyer Preferences…Passed Down Through Only Two Owners Since the 1950s, This Home Represents Stewardship, Architectural Lineage, and Forward-Thinking Living…Timeless, Intentional, and Unmistakably Rare…Schedule Your Private Tour Today & Live a Fuller Life!
Listing is courtesy of: FULLER GROUP (941-961-3100)
Listing Agent: Bo Fuller (941-961-3100)
3300 S BENEVA RD #224, SARASOTA, FL 34232
$215,000503 Days on yellowkey MLS ID: A4634478
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1084 Built: 1980 Tax: $2,437 (2023)Community: Fairways & GreensSpa: NoCondo
Taxes:$2,437
Elementary School: Wilkinson Elementary
Tax Year: 2023
Remarks: Under contract-accepting backup offers. 0.2 mi to Publix • 3 mi to Sarasota Memorial Hospital • 5.5 mi to Siesta Key Beach • Includes Zillow 3D Tour & Matterport Tour Move-in-ready and fully furnished 2-bedroom, 2-bath condominium in a secured elevator building close to Sarasota’s key amenities. This second-floor residence offers approximately 1,084 sq ft of single-level living with a spacious 9' × 14' screened lanai overlooking the community pool. Recent improvements include hurricane-impact windows and a new roof completed last year, providing peace of mind and energy efficiency. The interior features an updated kitchen and bathrooms, wood-style flooring, and an in-unit laundry room for added convenience. The floor plan includes an open living and dining area with direct access to the pool-facing lanai, creating an ideal indoor-outdoor extension of the living space. The primary suite offers ample storage and an updated bath, while the guest bedroom and additional full bath provide flexibility for visitors or home workspace needs. This condo also includes one assigned covered parking space plus abundant guest parking throughout the community. From this central Sarasota location, reach Arlington Park (2.5 mi) for aquatic facilities, fitness center, tennis, pickleball, basketball, and walking paths. Explore Downtown Sarasota (4 mi) for dining, shops, and Bayfront Park, or head to Siesta Key Beach (5.5 mi) for world-famous coastline. Additional anchors include Legacy Trail access (2.2 mi), Walmart Neighborhood Market (0.9 mi), Starbucks (1.2 mi), Westfield Siesta Key (2.5 mi), and direct routes via US-41 (2 mi) and I-75 (3.8 mi). This furnished condominium combines an updated interior, secured lobby access, an elevator, pool views, and proximity to Sarasota’s beaches, parks, shopping, and medical services. Be sure to view the Zillow 3D Tour and Matterport walk-through for a complete look at the layout and features of Unit 224.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Jill French (941-600-8281)
2177 SUNNYSIDE PL, SARASOTA, FL 34239
$2,650,000175 Days on yellowkey MLS ID: A4674289
REDUCED by $149,000 (5.3%) on 05/05/2026
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4624 Built: 2023 Tax: $25,349 (2024)Community: Hibiscus Park 2Spa: YesSingle Family
Taxes:$25,349
Elementary School: Southside Elementary
Remarks: Everything you thought you needed—and knew you wanted—now offered with an unmatched level of value and flexibility. Recently repositioned with an attractive price improvement and now offered turnkey furnished, this exceptional newer construction residence presents a rare opportunity to step into luxury living—or a high-performing rental investment—without delay. Located within the City of Sarasota limits, this home allows for weekly (7-day minimum) rentals, making it uniquely suited for those seeking both personal enjoyment and income potential. The thoughtfully curated furnishings create an immediate, seamless transition for ownership or rental readiness, blending style, comfort, and functionality throughout. Designed to elevate both lifestyle and longevity, the home features a custom ProTee golf simulator, a two-person Equinox infrared sauna, and a Renu Therapy cold plunge, offering a private wellness retreat rarely found in residential properties. Spanning over 5,400 square feet of total living space, the home showcases a clean, contemporary design with expansive glass, natural textures, and effortless indoor-outdoor flow. The resort-style outdoor setting, complete with pool, spa, and dual covered entertaining areas, pairs perfectly with the home’s open interior spaces, state-of-the-art kitchen, and dedicated home theater—creating an environment equally suited for relaxation or hosting. Positioned between Southgate, Arlington Park, and Cherokee Park, and just moments from Southside Village, this residence delivers not only luxury and location, but now an exceptional opportunity to secure a fully realized lifestyle—ready to be enjoyed from day one.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
1035 SEASIDE DR #603, SARASOTA, FL 34242
$4,600,000195 Days on yellowkey MLS ID: A4672418
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2303 Built: 2023 Tax: $43,735 (2024)Community: Ten35 SeasideSpa: YesCondo
Taxes:$43,735
Remarks: Discover the epitome of luxury living at this stunning beachfront residence, offering an unparalleled blend of modern elegance and coastal serenity. Situated on the penthouse level overlooking the pristine quartz sand of Siesta Key’s Crescent Beach, this exclusive location promises breathtaking Gulf views, stunning sunsets, direct beach access, world class amenities and is perfect for those seeking the ultimate in sophistication and relaxation. Every inch of the 2,562 total square feet of this three bedroom, three and one half bathroom condo has been thoughtfully designed to curate comfort and convenience. The living space, adorned with fetching furnishings and charming décor, offers an open concept with seamless indoor to outdoor integration to the spacious patio and outdoor kitchen with panoramic views of the horizon and when privacy or shade is in order, utilize the advantageous motorized blinds for added comfort. The chef’s kitchen, featuring top of the line cabinetry draped in quartz countertops and state of the art appliances featuring a Wolf gas range, is a masterpiece where inspired coastal cuisine will be a pleasure to create. Preserve your prized wine collection in the attractive wine refrigerator. A true retreat, the luxurious primary suite offers mesmerizing views, a spacious walk-in closet and a spa-inspired ensuite bathroom complete with dual sinks and a glass enclosed shower with multiple shower heads. The two additional bedrooms are generously sized, each offering ample closet space and easy access to elegant ensuite guest bathrooms. From the handsome natural wood flooring to the eye-catching and dazzling light fixtures, this Siesta Key dwelling is intentional in its purpose of granting a tranquil island paradise to you, your loved ones and your furry family members as pets are welcome. For the owner with an interest in income potential, a full service on site rental manage
1349 GRAND BLVD #1006, SARASOTA, FL 34232
$299,000208 Days on yellowkey MLS ID: A4670997
REDUCED by $26,000 (8.0%) on 05/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1308 Built: 1972 Tax: $849 (2024)Community: Forest Pines 10Villa
Taxes:$849
Remarks: Welcome to Forest Pines, a friendly 55+ community in the heart of Sarasota’s Pinecraft area. This light-filled villa offers a comfortable, open layout with tile flooring throughout and spacious bedrooms for easy living. The floor plan includes a dedicated laundry room with utility sink, covered entry and carport with extra storage, and a paver patio out back for relaxing outdoors. The primary suite features a makeup vanity and generous closet space. Added peace of mind: this property is not in a flood zone and has had no flooding during recent storms. Residents enjoy a low-maintenance lifestyle with access to community amenities and a welcoming neighborhood atmosphere. Association fees include cable TV, common area taxes, community pool, escrow reserves, lawn and grounds care, management, pool maintenance, and private road upkeep. Conveniently located just minutes from restaurants, shopping, parks, downtown Sarasota, beaches, and The Legacy Trail, this villa offers comfort, value, and an easy Florida lifestyle in one of Sarasota’s most walkable and social locations.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
6146 MIDNIGHT PASS RD #12S, SARASOTA, FL 34242
$1,500,000117 Days on yellowkey MLS ID: A4680754
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1204 Built: 1967 Tax: $11,612 (2025)Community: Island HouseCondo
Taxes:$11,612
Remarks: Best beachfront value on Siesta Key!!! This second-floor condo features two bedrooms and two bathrooms, including a primary ensuite with a king-size bed and a guest bedroom. The interior offers a spacious living area, a formal dining space, and a fully equipped kitchen with granite countertops. Residents and guests can enjoy spectacular views of the Gulf of Mexico and sunsets from the private lanai. The property has recently benefited from refreshed landscaping and updated outdoor furniture. On-site amenities include a year-round heated pool, private beach access with cabanas and lounge chairs provided. A beachfront courtyard with shuffleboard, cornhole, gas grills and shaded seating are ideal for relaxation while watching sunsets. The recreation room offers air hockey, ping pong and more. Located in Island House, well known to be the top rental income producer, this unit is not only a beautiful 2nd home or vacation destination but also a highly valuable, appreciating assest/investment property. While the 2024 and 2025 seasons were impacted by hurricanes resulting in an average rental income of $80,000 a year over the last several years, these units are capable of well over $100,000. With exceptional water views and professional on-site management, this property represents a marriage of functionality, income and beauty.
Listing is courtesy of: BECKMANN REAL ESTATE (941-346-3500)
Listing Agent: Josh Beckmann (941-321-3500)
5940 DRIFTWOOD AVE #15, SARASOTA, FL 34231
$319,00028 Days on yellowkey MLS ID: A4692199
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973 Tax: $2,407 (2025)Community: Baywood Colony Sec 1Villa
Taxes:$2,407
High School: Riverview High
Remarks: Experience the ease of coastal living just minutes from the world-renowned shores of Siesta Key with this inviting, free-standing villa, an ideal retreat for buyers seeking comfort, convenience, and value. Perfectly positioned in Sarasota's desirable 34231 corridor, this residence offers a rare opportunity to enjoy the beach lifestyle without the premium price typically associated with island living. Designed for relaxed, low-maintenance ownership, the villa features a spacious, open-concept layout with abundant natural light, neutral finishes, and easy-care ceramic tile flooring throughout. Recent updates include new HVAC in 2024, roof 2019, water heater and Impact windows in 2022. The well-appointed kitchen provides ample cabinetry and workspace, flowing seamlessly into the main living and dining areas, with functionally elegant built-ins with storage, and perfect for entertaining or hosting seasonal guests. Generous bedroom accommodations offer privacy and comfort, while updated baths enhance the home's move-in-ready appeal. A highlight of the property is the private outdoor living space, ideal for morning coffee, evening cocktails, or simply enjoying the coastal breezes. Residents also enjoy serene sunsets on Sarasota Bay, access to community amenities such as a pool, clubhouse, and beautifully maintained grounds, perfect for a lock-and-leave seasonal.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Adrian Mociran (941-302-8603)
3300 BENEVA #214, SARASOTA, FL 34232
$199,999122 Days on yellowkey MLS ID: O6371947
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1084 Built: 1980 Tax: $2,279 (2025)Community: Fairways & GreensCondo
Taxes:$2,279
Remarks: ROI OPPORTUNITY – INCOME-PRODUCING PROPERTY WITH TENANT IN PLACE. Exceptional opportunity to own a 2-BEDROOM, 2-BATH condominium in the highly sought-after Fairways & Greens Condo community in Sarasota. This FIRST-FLOOR UNIT offers a bright and functional open-concept layout designed for comfortable living and effortless entertaining. The well-appointed kitchen features STAINLESS STEEL APPLIANCES and flows seamlessly into the dining and living areas, creating an inviting atmosphere filled with natural light. The spacious primary suite offers direct access to a PRIVATE ENCLOSED PATIO overlooking the COMMUNITY POOL and beautifully landscaped grounds. The second bedroom is generously sized and ideal for guests, a home office, or flexible living space. Additional highlights include a SECOND FULL BATHROOM, in-unit laundry closet with WASHER & DRYER, one ASSIGNED COVERED PARKING SPACE, and ample guest parking. TENANT-OCCUPIED WITH AN ACTIVE ONE-YEAR LEASE IN PLACE, making this a TURNKEY INVESTMENT with IMMEDIATE RENTAL INCOME from day one. Ideally located in CENTRAL SARASOTA, just 0.2 miles from Publix, 3 miles from Sarasota Memorial Hospital, and only 5.5 miles from the world-famous SIESTA KEY BEACH. Conveniently close to Arlington Park, Downtown Sarasota, Legacy Trail, premier shopping, dining, and major highways including US-41 and I-75. Perfect for investors seeking a WELL-LOCATED, INCOME-PRODUCING PROPERTY in one of Sarasota’s most desirable areas.
Listing is courtesy of: NOBSKA REAL ESTATE LLC (689-276-1593)
Listing Agent: Laura Teixeira, Pa (941-962-2413)
191 VISTA HERMOSA CIR, SARASOTA, FL 34242
$570,000116 Days on yellowkey MLS ID: A4680721
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 993 Built: 1971Monthly Fee: $1,104 Tax: $4,566 (2025)Community: Vista HermosaVilla
Taxes:$4,566
Remarks: One or more photos have been virtually staged. Welcome to your maintenance free, dream beach retreat on Siesta Key! This charming and meticulously remodeled 2-bedroom, 2-bath villa offers the perfect blend of luxury and convenience, just a short stroll from the pristine sands of Crescent Beach. Enjoy cooking in a stunning kitchen featuring brand new quartz countertops, stainless steel appliances, and stylish light fixtures. Experience comfort year-round with newly installed HVAC and energy-efficient tankless water heater. Luxury vinyl panel floors flows seamlessly throughout, offering both durability and aesthetic appeal. Relax in the attached, screened-in lanai, complete with No-See-Um screen, aluminum framing and a new Hunter, wet-rated ceiling fan, perfect for warm island evenings. Both bathrooms have been beautifully remodeled providing a fresh, contemporary feel. Located just a few steps from the Clubhouse, heated pool, outside grilling areas and laundry facility. Walking distance to shops, restaurants and entertainment. Enjoy the easy, island lifestyle with access to the free trolley service to Siesta Key Village for even more shopping and dining experiences. Ideal for a second home, rental investment, or full-time residence. Don't miss this great opportunity to own a piece of paradise! Schedule your showing today and embrace the Siesta Key lifestyle!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Denise Barbato (941-400-8773)
157 VISTA HERMOSA CIR, SARASOTA, FL 34242
$569,000126 Days on yellowkey MLS ID: A4677280
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1036 Built: 1971Monthly Fee: $1,041 Tax: $3,568 (2025)Community: Vista HermosaVilla
Taxes:$3,568
Remarks: Completely renovated in 2025, this 2 bedroom/2 bath, maintenance free villa is walking distance to the powdery sands of beautiful Crescent beach on Siesta Key. Great opportunity for a second home, vacation rental or full-time residence. 2-week minimum, 26 times a year rental policy. All kitchen upgrades include new cabinets, quartz countertop, sink and all new stainless steel appliances including, microwave, refrigerator, stovetop and dishwasher. Convenient all new washer and dryer in unit! New tile flooring throughout. Amenities include a renovated clubhouse with full kitchen, heated swimming pool and outdoor grilling areas. This well-managed island retreat is located just a short distance to restaurants, shopping, entertainment and water sports. Enjoy the stress free, beach lifestyle of Siesta Key!
4183 ROBERTS POINT CIR #LOT 18, SARASOTA, FL 34242
$3,400,000219 Days on yellowkey MLS ID: A4669711
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3200 Built: 2027 Tax: $11,511 (2024)Community: Roberts Point 2Spa: YesSingle Family
Taxes:$11,511
Remarks: Pre-Construction. To be built. Joint-Venture opportunity partnering with investors up and down Florida's coast. Brought to you by Noah Thomas Builders — where modern luxury meets timeless coastal elegance. A masterclass in luxury homebuilding, this Noah Thomas Builders contemporary coastal home offers an exceptional blend of modern aesthetics and is built to FEMA's latest standards. Step inside this 3240 sqft home offering four bedrooms, four bathrooms, an open-concept floor plan with high ceilings and premium finishes throughout. It features all hurricane-rated windows and doors and is constructed to be as hurricane and flood-proof as possible-giving you peace of mind while living steps from the water. The kitchen boasts quartz countertops, top-tier appliances, and a spacious island perfect for entertaining. Retreat to the luxurious master suite with spa-inspired bath and expansive walk-in closets. Endless sunshine, gentle breezes, and your own private pool and spa — relax, unwind, and entertain in your personal outdoor oasis. Additional highlights include a private elevator, gas generator and wine room. The rooftop deck, however, defines this residence. This elevated sanctuary invites you to experience Siesta Key from a completely new perspective. Your private escape above it all — a space built for sunsets, sea breezes, and unforgettable gatherings. Situated on the quiet north end of Siesta Key, Roberts Point is prized for its natural beauty, privacy, and proximity to Siesta Beach, Siesta Village, and downtown Sarasota. All images, renderings, and descriptions illustrate the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
1169 W PEPPERTREE DR #118A, SARASOTA, FL 34242
$615,00090 Days on yellowkey MLS ID: A4683913
REDUCED by $34,000 (5.2%) on 05/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1083 Built: 1974 Tax: $4,521 (2025)Community: Peppertree Bay IiiCondo
Taxes:$4,521
Remarks: Under contract-accepting backup offers. Discover this impeccable, light-filled second-floor End unit in Peppertree Bay, offering serene views of the tranquil pond. Meticulously remodeled and lovingly maintained over 20 years, this residence exudes pride of ownership. Featuring two bedrooms and two bathrooms, the unit is complete with impact windows throughout, ensuring safety and comfort. Every square inch of this home has been tastefully enhanced, and the furnishings are included for your convenience. Enjoy the added convenience of an in-unit washer and dryer. Residents of Peppertree Bay benefit from a wealth of resort-style amenities, including a private beach with lounge chairs, two heated swimming pools, a fitness center, saunas, tennis and pickleball courts, barbecue grills, a fishing pier, and dedicated on-site management. Ideally located just a short stroll from Siesta Village’s shops and dining, and a quick drive to Sarasota’s cultural attractions, this property embodies coastal living at its best. Whether you’re seeking a full-time residence, a winter retreat, or an investment opportunity with rental income potential, this exceptional beachfront property meets all your needs. Don’t miss your chance to embrace the Siesta Key lifestyle—where every day feels like a vacation.
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Brian Ward (941-650-7721)
2746 HIBISCUS ST, SARASOTA, FL 34239
$475,00027 Days on yellowkey MLS ID: O6404525
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1819 Built: 1959 Tax: $8,555 (2025)Community: South GateSpa: NoSingle Family
Taxes:$8,555
Remarks: One or more photo(s) has been virtually staged. Fully renovated Southgate home, set on a spacious, tree-lined corner lot. Ideally located just minutes from Siesta Key Beach, St. Armands Circle, and vibrant downtown Sarasota. Step inside to an open, light-filled layout designed for both comfort and entertaining. This 3-bedroom, 3-bathroom home features a desirable split floor plan, providing privacy for family and guests alike, along with a fenced backyard perfect for relaxing or hosting gatherings. The main bedroom is a true retreat, complete with a walk-in closet and a beautifully updated en-suite bathroom featuring a modern walk-in shower. Two additional bedrooms and full bathrooms complement the home—offering flexibility and convenience for family and guests. The interior showcases brand-new flooring and a beautifully updated kitchen equipped with sleek stainless steel appliances, elegant stone countertops, and a striking island with a suspended exhaust hood—perfect for those who love to cook and entertain. Designer lighting throughout adds a refined, modern touch. The spacious living area centers around a cozy wood-burning fireplace, creating a warm and inviting atmosphere that truly feels like home. This is a rare opportunity to own a move-in-ready home in one of Sarasota’s most desirable locations.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Christine Landrau (407-949-1421)
2938 CLARK RD #203, SARASOTA, FL 34231
$172,00046 Days on yellowkey MLS ID: O6399686
REDUCED by $17,000 (9.0%) on 05/05/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 888 Built: 1973 Tax: $1,865 (2026)Community: Trinity VillageSpa: NoCondo
Taxes:$1,865
Elementary School: Gulf Gate Elementary
Tax Year: 2026
Remarks: Bottom floor end unit with updated kitchen and bath. Nice open layout with kitchen overlooking the living room and outdoor Florida room. #06398108,#06399746, #06399693, #06399737 #06398095
Listing is courtesy of: FRAKES REALTY (508-717-2752)
Listing Agent: Derek Frakes (508-717-2752)
6281 MIDNIGHT PASS RD #6281, SARASOTA, FL 34242
$1,145,000304 Days on yellowkey MLS ID: A4654454
0 Days Off yellowkey (back on 5/5/2026)
REDUCED by $50,000 (4.2%) on 05/01/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1770 Built: 1981 Tax: $12,490 (2024)Community: Excelsior Beach To Bay 4Condo
Taxes:$12,490
Remarks: Under contract-accepting backup offers. Investment opportunity with strong rental potential—this Siesta Key waterfront villa offers two-week minimum rentals, private deeded beach access, and an oversized private 2-car garage, an exceptionally rare combination. Located in Excelsior Beach to Bay, this updated 2-bedroom, 2-bath residence is set directly on the Intracoastal Waterway and elevated above its garage, capturing panoramic bay views from nearly every room. The fully furnished, light-filled home features an open floor plan, floor-to-ceiling hurricane-impact glass doors, tile flooring throughout, a remodeled kitchen with white cabinetry and stainless appliances, and a dry bar for easy entertaining. The primary suite enjoys sweeping water views. Recent updates include a new HVAC system (2024). Store your kayak right under the building for easy access to launching your boat. This community offers convenient access to the south bridge, placing Sarasota's dining, shopping, cultural venues, and medical services just minutes away. This Villa offers the best of coastal living. This pet-friendly, resort-style community offers pools, tennis and pickleball courts, a fitness center, fishing pier, and private deeded access to Siesta Key Beach. Ideally located near the South Bridge with quick access to Sarasota dining, shopping, and culture—making it equally well suited as a luxury vacation rental, seasonal income property, or personal waterfront retreat.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jackie De Manio Eberley (201-233-1959)
3416 MONTILLA CT #8405, SARASOTA, FL 34232
$269,00091 Days on yellowkey MLS ID: A4684174
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1498 Built: 1978 Tax: $1,496 (2025)Community: Village Plaza Sec 4Villa
Taxes:$1,496
Remarks: Welcome to 3416 Montilla Court, a beautifully maintained furnished villa tucked within the desirable 55+ community of Village Plaza Condominiums in Sarasota, Florida. Offering maintenance-free living and move-in-ready convenience, this residence allows you to settle in with ease and begin enjoying the Florida lifestyle right away. Step inside to a light-filled, thoughtfully designed floor plan that lives comfortably for both everyday living and entertaining. The spacious living and dining areas flow seamlessly, creating a welcoming atmosphere from the moment you enter. The kitchen is well positioned with ample cabinetry and workspace, making meal preparation both practical and efficient. The primary suite provides a peaceful retreat with generous closet space and an en-suite bath, while the additional bedroom offers flexibility for guests, a home office, or hobbies. A private outdoor space invites you to enjoy morning coffee or unwind in the evening while embracing Sarasota’s year-round sunshine. Residents enjoy a wide array of amenities including a clubhouse with kitchen and community meeting room, heated pool, fitness center, sauna and locker rooms with showers, billiards room, library, shuffleboard courts, community BBQ grilling area, and pickleball with a lined court and portable net. The community is conveniently located near shopping and the bus line, and is approximately one mile from the 18.5-mile Legacy Trail for walking and biking. Sarasota’s renowned beaches, dining, and cultural attractions are just a short drive away. Whether you are seeking a seasonal retreat or a full-time residence, this furnished villa offers comfort, convenience, and an active lifestyle in one of Sarasota’s well-established 55+ communities.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Gwenda Kelty (941-413-6486)
5430 EAGLES POINT CIR #105, SARASOTA, FL 34231
$625,000116 Days on yellowkey MLS ID: A4681273
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1936 Built: 1995Monthly Fee: $163 Tax: $6,408 (2025)Community: Eagles Point At The Landings 2Condo
Taxes:$6,408
Remarks: Welcome to Eagles Point at The Landings, one of Sarasota’s established and sought-after gated waterfront communities, is known for its lush landscaping, privacy and resort-style amenities. This spacious and sun-filled three-bedroom, two-and-a-half-bath residence enjoys peaceful west-facing views over mangroves, where soaring birds and nightly sunsets create a constantly changing natural backdrop. A screened lanai and private terrace extend your living space outdoors, ideal for morning coffee or evening wine. Inside, the layout lives large with generous rooms and great flow. The dine-in gourmet kitchen features an island, built-in desk, abundant cabinetry and newer appliances. The primary bedroom suite offers a retreat with dual sinks, whirlpool tub, walk-in shower, separate water closet and walk-in closet. Two additional bedrooms provide ideal flexibility for guests, a home office or hobbies. A rare bonus, two dedicated parking spaces, plus ample guest parking. Residents of Eagles Point Circle enjoy their private pool and grilling area, along with full access to The Landings Racquet Club, featuring eight Har-Tru tennis courts, pro shop, Junior Olympic pool, spa, fitness center, and an active calendar of social and educational events. Nature enthusiasts will appreciate the community's path leading to kayak storage with easy launching access to the Intracoastal Waterway. Private. Sunny. Move-in ready. A relaxed, maintenance-free lifestyle in the heart of Sarasota.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Joan Koplin (941-315-3221)
1749 LINCOLN PARK CIR, SARASOTA, FL 34236
$3,575,000171 Days on yellowkey MLS ID: A4674729
REDUCED by $175,000 (4.7%) on 05/05/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3020 Built: 2001Monthly Fee: $600 Tax: $30,176 (2024)Community: Lincoln Park On Hudson BayouSingle Family
Taxes:$30,176
Remarks: Downtown Waterfront with a straight route to Sarasota Bay and the Gulf of Mexico! Making this home a rare find is the deeded slip, 10,000-pound lift, space for a 30-foot boat, and a meticulously maintained dock by the HOA. Located in the mature-tree lined and cool shaded setting of Lincoln Park on Hudson Bayou, this intimate enclave of just eight residences is serene yet perfectly positioned between downtown Sarasota and Southside Village, placing Morton’s, Veronica’s, Marie Selby, Farmers Market, theatre, dining, shopping, recreation, all within minutes by foot. As you arrive at the park-like setting, the home's Craftsman-style architecture immediately captures attention. A freshly painted exterior featuring HardieBoard siding and accents delivers timeless appeal with low maintenance living in mind. Inside, the residence strikes a perfect balance between comfort and modern sophistication. Every detail reflects the owner's discerning eye for design. A charming brick-lined front porch leads to an inviting entry and a versatile sitting room ideal as a home office, reading nook, or a sunlit spot to enjoy morning coffee. The curated eat-in kitchen is the centerpiece of the home, appointed with upgraded Bosch appliances, a gas cooktop, and thoughtful finishes that elevate both form and function. Adjacent, the spacious living room features a custom built-in entertainment center and offers the perfect setting for relaxed evenings, family gatherings, or conversation with friends. French doors open to a true waterfront sanctuary-an outdoor retreat complete with Brazilian Ipe decking, a heated pool and spa, and peaceful bayou views. The primary suite is conveniently located on the main level, offering a luxurious, spa-inspired bathroom with custom tile work. Upstairs, three generously sized guest bedrooms provide ample space and flexibility. One functions beautifully as a second primary suite, featuring a stunning custom bath that rivals the main suite. A fourth bedroom is currently configured as a den with an armoire and custom cabinetry. It would be remiss not to mention your choice of award-winning beaches a few minutes' drive away. Private showings available by appointment.
Listing Agent: Michael Hays (941-376-1826)
5345 SIESTA CT, SARASOTA, FL 34242
$1,160,00082 Days on yellowkey MLS ID: A4685607
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2272 Built: 1977Monthly Fee: $45 Tax: $5,278 (2025)Community: Siesta Cove SubSingle Family
Taxes:$5,278
Remarks: Welcome to Siesta Cove on Siesta Key, just minutes from world famous Siesta Key Beach. This bright, well maintained home offers comfortable island living in one of the area’s most desirable neighborhoods. The layout provides excellent flexibility with both a living room and a separate family room, giving you plenty of space to relax or entertain guests. Oversized windows throughout the home bring in natural light and offer beautiful views of the mature tropical landscaping, creating an inviting atmosphere. Built in cabinetry and shelving add character to the living room, while the two skylights in the family room bring in beautiful natural light throughout the day. The kitchen offers granite countertops, a large island with seating, and generous cabinet storage. The cabinets are real maple with soft close drawers and doors, crown molding, and lighted glass display cabinets. Additional conveniences include under cabinet lighting and pull out drawers, making storage easy and accessible. The primary suite serves as a comfortable private retreat. It features a large walk in closet with built in organization and an en-suite bathroom with dual vanities, granite countertops, and a spacious tiled shower. After spending the day at Siesta Key Beach, you can rinse off at the outdoor shower before heading inside. Two outdoor living areas allow you to enjoy Florida’s coastal climate: a front entrance lanai and a private lanai off the family room, both ideal for morning coffee or relaxing in the evening. The side load two car garage enhances the home’s curb appeal and provides additional storage space. Several major systems have already been updated. The roof was replaced in 2020, including two skylights. The home also features PVC sewer lines, the air conditioning system was replaced in 2022, and the water heater was replaced in 2023. Best of all, the property experienced no damage during the recent storms, providing additional peace of mind for buyers. This is a wonderful opportunity to enjoy the relaxed lifestyle of Siesta Key, just minutes from the beach, dining, and everything the island has to offer.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Fred Sassen (404-408-5956)
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