Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
6287 MIDNIGHT PASS RD #103, SARASOTA, FL 34242
$685,000139 Days on yellowkey MLS ID: A4685468
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1550 Built: 1982 Tax: $7,057 (2025)Community: Excelsior Beach To Bay 6Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,057
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Welcome to your sunny slice of paradise on Siesta Key. This bright and inviting south-facing condominium offers a great opportunity to enjoy island living just near the world-famous white quartz sand of Siesta Beach. This generously sized two-bedroom, two-bath residence has been well maintained by its original owner and occasionally occupied. The desirable southern exposure fills the condominium with natural light throughout the day, creating an open and welcoming atmosphere. The interior has been recently painted, giving the home a fresh, clean look ready for your personal touches. The unit includes several updates, including a newer stack washer and dryer, newer air-conditioning system, plus energy-efficient LED lighting. The spacious layout provides comfortable living and dining areas along with a generously sized main bedroom en suite, making it ideal for year-round living, seasonal use or take advantage of the Excelsior on-site rental program with a two-week rental minimum. Convenience is key with under-building assigned parking as well as a private storage closet for beach chairs, umbrellas and other beach essentials. This bay-to-beach complex offers an easy distance across the street to the powdery sand and turquoise Gulf waters of internationally recognized Siesta Key Beach. Residents and renters enjoy an impressive array of resort-style amenities. The property features tennis and pickleball courts, beautifully maintained grounds, bayside grilling areas, and bayside and Gulf-side swimming pools. Whether you prefer relaxing by the water, enjoying sunset walks along the beach or staying active with outdoor recreation, this community offers something for everyone. With its prime location, bright southern exposure and access to outstanding amenities, this Siesta Key condominium presents a wonderful opportunity to own a piece of Florida’s sought-after coastal lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Peg Davant (941-356-4552)
6144 MIDNIGHT PASS RD #2N, SARASOTA, FL 34242
$1,699,000280 Days on yellowkey MLS ID: A4668144
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1204 Built: 1967 Tax: $8,388 (2025)Community: Island HouseCondo
Taxes:$8,388
Remarks: It's all about THE VIEW and the Direct Beach Access!!! This first floor condominium has a Full Gulf View from the living room and glassed-in lanai. The water views are amazing, and the sunsets are gorgeous! You will walk out your front door right down to the sand to enjoy the warm Gulf water in minutes. There was no water intrusion and no water damage to this unit in past storms, as there are enough steps up from the level of the beach sand to make it elevated! Or use the ramp for easy luggage access. The windows and doors are all wind and impact-rated, so you'll have peace of mind and a quieter home. All the floors are tile for easy care. The kitchen and bathrooms have been updated, including solid surface/granite counters and the elegant tiled showers. Furnishings and appliances have been updated in the past year. This unit is move-in ready, or you can continue to rent it with a 3-night minimum for instant income (over $58,000 income after paying rental mgmt expenses in the first 9 months of 2025). On-site management is available for all your needs. The landscaping has been refreshed, there are new tables and chairs for outdoor dining or games, and beach chairs and chase lounges are provided, as well as shade under the condo's cabanas on the beach. Shuffleboard and corn-hole games await in the center greenway. The community pool is heated for your year-round enjoyment. On the occasional rainy day, you'll enjoy the games in the club room (billiards, foosball, board games and puzzles). If you want to explore the Siesta Key Village shops, restaurants or nightlife, or explore Turtle Beach, just hop on the free trolley or other free ride-share vans. A 20-minute drive will take you to downtown Sarasota, including shops, restaurants, access to off-shore fishing or tour boats, opera, symphony, art museum, ballet, and live theater. With easy access to I-75, airport, colleges, Lifelong Learning, wine and spirits-tastings, and multiple parks and the Legacy Trail for biking, jogging, or skating, Sarasota and Siesta Key have it all! This condo is your key to the fun, so bring your toothbrush and swim suit and ENJOY IT ALL!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Susan Keal (941-320-1689)
8635 MIDNIGHT PASS RD #201C, SARASOTA, FL 34242
$599,999117 Days on yellowkey MLS ID: A4688472
REDUCED by $25,000 (4.0%) on 04/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1160 Built: 1970 Tax: $5,913 (2025)Community: Bay Tree ClubCondo
Taxes:$5,913
Remarks: PRICE REDUCTION! This beautifully FULLY FURNISHED END-UNIT condo is a true gem, offering an abundance of natural light and a spacious, open layout. Featuring 2 bedrooms and 2 bathrooms, this home effortlessly blends comfort and style, making it the perfect space for both relaxation and entertaining. Step outside onto your private lanai and take in breathtaking views of serene Intracoastal waters—an ideal spot to unwind and embrace the peaceful surroundings. The primary bedroom features a walk-in closet and an en-suite bathroom for added convenience and comfort. The second bedroom is spacious, perfect for guests or family members alike. The kitchen boasts beautiful granite countertops, stainless steel appliances, and shaker cabinets with soft-close features, creating a sleek and functional cooking space. Located within a Gulf to Bay Community, this second-floor condo is just steps away from the pristine beach, which includes its own assigned storage cabana to stow your beach essentials, bikes, umbrellas, and chairs. Bay Tree community offers two heated pools, BBQ areas, kayak storage and fishing pier. For boating enthusiasts, the available boat slips provide easy access to the newly reopened Midnight Pass for all your water adventures. Fully furnished and with a STRONG rental history, this condo serves as an excellent income property—making it a fantastic choice for both vacation home seekers and investors alike. Equipped with HURRICANE IMPACT WINDOWS for added peace of mind and energy efficiency, this condo offers durability while maintaining a quiet, comfortable living environment. Additionally, the completed milestone inspection ensures transparency and confidence for the next homeowner. The monthly fees also cover a variety of essential services, including common area insurance, common area flood insurance, and an annual AC inspection and onsite Property Manager. Conveniently located near the free trolley stop, you’ll have easy access to explore Siesta Village’s restaurants, shops, and the world famous Siesta Key Beach with its white quartz sand. Don’t miss your chance to own a piece of paradise in one of Siesta Key’s most desirable locations. Whether you're seeking a vacation retreat, an investment property, or a coastal haven, this condo has it all! Schedule your showing today!
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Justin Piccillo (908-670-3209)
2250 ARLINGTON ST, SARASOTA, FL 34239
$539,00024 Days on yellowkey MLS ID: A4698119
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1640 Built: 1925 Tax: $2,778 (2025)Community: La Linda TerraceSpa: NoSingle Family
Taxes:$2,778
Elementary School: Alta Vista Elementary
Remarks: Charming Key West–style bungalow in the highly desirable Arlington Park neighborhood. Beautifully updated while maintaining original character, including hardwood floors, glass doorknobs, and detailed trim. Flexible floor plan with two potential primary suites, each with en suite baths. The light and bright kitchen features stone countertops, stainless range hood, bar seating, and a secondary sink area ideal for a wet bar. Multiple living spaces include a family room with decorative fireplace, a sun-filled Florida room perfect for an office or reading space, and a versatile bonus room for a gym, playroom, or additional workspace. Formal dining room and ample storage add to the functionality. Exterior features include a carport, extended driveway with room for a boat or golf cart, and a large fenced backyard. Separate storage/workshop space with built-ins provides additional flexibility. Ideally located just steps from Arlington Park with walking trails, pool, tennis courts, playground, and dog park. Minutes to Sarasota Memorial Hospital, downtown Sarasota, and Siesta Key. A perfect primary home, vacation retreat, or investment opportunity in one of Sarasota’s most sought-after areas.
Listing is courtesy of: MELISA FRENCH (727-460-5858)
Listing Agent: Melisa French (727-460-5858)
3500 BENEVA RD #307, SARASOTA, FL 34232
$168,999211 Days on yellowkey MLS ID: A4676303
5 Days Off yellowkey (back on 7/4/2026)
REDUCED by $11,001 (6.1%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 977 Built: 1972 Tax: $1,985 (2025)Community: Beneva Village Sec 1Condo
Taxes:$1,985
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. This beautifully updated 2-bedroom, 2-bath condominium offers the perfect blend of modern finishes and an unbeatable Sarasota location. The open-concept layout creates a seamless flow between living, dining, and kitchen spaces, enhanced by new flooring and abundant natural light. The kitchen has been tastefully renovated with quartz countertops, new cabinetry, and new appliances, while both bathrooms have been thoughtfully remodeled with contemporary finishes. Every detail has been designed for comfort, style, and easy living. Ideally situated near Siesta Key Beach—renowned for its pristine sands—this residence is also conveniently close to shopping, dining, and entertainment, with downtown Sarasota just a short drive away. Whether used as a full-time home, seasonal home, or investment opportunity, this condominium delivers exceptional versatility and value in one of Sarasota’s most desirable areas.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Enrique Coletti (941-952-8164)
589 COMMONWEALTH LN, SARASOTA, FL 34242
$2,200,00087 Days on yellowkey MLS ID: R4910990
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2073 Built: 1972 Tax: $9,116 (2025)Community: Siestas Bayside Waterside EastSingle Family
Taxes:$9,116
Remarks: Welcome to your canal front pool home on beautiful Siesta Key. It is a 4 bedroom,2 full bathroom home on approximately .24 acres (10,623 sq ft).It was built in 1972 and now rebuilt in 2026. The house is 2,154 sq ft under air with a 2 car garage which is 462 sq ft. There are brand new Champion windows and sliders,throughout all hurricane impact resistant. The new HVAC system was put in in 2024, and since then the electric and plumbing systems were totally redone. The brand new flooring is a beautiful sandy tile, much like the color of the sand on world renowned Siesta Key beach. Take invigorating walks or bike rides and view the magnificent sunsets on the beach. The roof is older but has been inspected and is in excellent condition. There are lots of plush plantings and a dock right outside of the screened pool and lanai. Come see for yourself! This home should not be missed! Buy yourself a piece of paradise, there's only so much to go around!
Listing is courtesy of: PREMIER PLUS REALTY (941-228-0077)
Listing Agent: June Mceleavy (941-228-8139)
1389 TANGIER WAY, SARASOTA, FL 34239
$5,985,000192 Days on yellowkey MLS ID: A4677509
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5310 Built: 2003 Tax: $39,106 (2025)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$39,106
Elementary School: Southside Elementary
Remarks: Virtually Staged. Step into a private, gated waterfront estate in Sarasota offering deep-water boating access, refined coastal architecture, and an unsurpassed location just minutes to Siesta Key Beach, Southside Village, and downtown Sarasota. Located in the coveted San Remo Estates community, this exceptional residence blends timeless elegance with modern functionality—perfect for buyers searching for a luxury Sarasota waterfront home with privacy and proximity to the city’s best dining, shopping, and beaches. Designed by renowned architect Walter Hamm and built by Bill McGinness, the home is engineered for lasting stability with construction supported by 54 concrete pilings, a powerful value point for buyers seeking a well-built coastal property. Set on a sprawling private lot with mature landscaping and serene surroundings, the home captures panoramic water views and features a protected deep-water harbor, ideal for boaters who want quick access to Sarasota Bay and Gulf. Inside, the home showcases a bright, open layout filled with natural light, elevated by custom millwork, coffered ceilings, rich wood flooring, and polished travertine. The gourmet kitchen is designed for both entertaining and everyday living, featuring an oversized center island, quartz countertops, premium wood cabinetry, granite perimeter counters, subway tile backsplash, and stainless-steel appliances, along with an inviting breakfast nook that overlooks the water. The adjacent family room creates a warm gathering space, while the formal dining room is ideal for hosting. A private office provides a quiet, dedicated workspace, ideal for today’s lifestyle. The primary suite on the main level is a true waterfront retreat with oversized windows framing tranquil views, two custom walk-in closets, and a spa-style bath with a floating vanity, illuminated mirrors, a freestanding soaking tub, and an oversized walk-in shower. Upstairs, the second level is designed for comfort and entertaining with three generous bedroom suites, a TV/game room, a convenient kitchenette, and a terrace that overlooks the pool and peaceful waterscape, perfect for guests, multi-generational living, or extended stays. Outdoor living is equally impressive, featuring an expansive travertine pool deck, a heated pool and spa, a fenced and spacious yard, and lush tropical landscaping that creates a resort-style environment with exceptional privacy. Andersen sliding doors and windows enhance the indoor-outdoor connection and raise the overall quality of the home. A comprehensive renovation completed in 2015 elevated the interiors with sophisticated, updated finishes, while key improvements include a new roof (2020) and updated AC systems (2023 & 2024). Additional features include an ADT security system, generous storage, abundant closet space, a large laundry room, provisions for an elevator, and an oversized three-car garage. Sought-after San Remo Estates is positioned at the heart of Sarasota, just before the north bridge to Siesta Key, making it one of the most desirable locations for those wanting a Sarasota luxury waterfront home with both convenience and privacy. This exceptional coastal estate delivers the ultimate Florida lifestyle: deep-water boating, serene water views, and effortless access to Sarasota’s beaches, culture, and world-class amenities.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
6204 MIDNIGHT PASS RD #205, SARASOTA, FL 34242
$775,000199 Days on yellowkey MLS ID: A4676979
REDUCED by $4,000 (0.5%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1173 Built: 1979Monthly Fee: $1,243 Tax: $6,173 (2025)Community: Siesta Dunes BeachCondo
Taxes:$6,173
Remarks: Welcome to your slice of paradise at Siesta Dunes Beach Community. This beautifully maintained 2-bedroom, 2-bath end-unit is located on the second floor and is offered turnkey furnished, making it ideal as a vacation getaway, investment property, or full-time residence. Being an end unit, the condo is filled with extra natural light and offers a charming peek-a-boo ocean view to remind you just how close you are to the beach. Enjoy peace of mind with recent upgrades, including a newer AC, newer roof, and brand-new impact windows (2025). The unit includes a covered parking space and the community provides private beach access and beach chairs, so you’re ready to enjoy the Siesta Key lifestyle from day one. With weekly rentals allowed, this property offers excellent rental potential in a highly desirable beachfront community. Whether you’re relaxing on the sand or generating income, this Siesta Dunes condo checks all the boxes for coastal living which will not disappoint.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Christine Green (941-914-2463)
4793 OAK FOREST DR W #46, SARASOTA, FL 34231
$305,00081 Days on yellowkey MLS ID: N6144200
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1456 Built: 1984Monthly Fee: $633 Tax: $3,467 (2025)Community: Oak Forest VillasVilla
Taxes:$3,467
High School: Riverview High
Remarks: One or more photo(s) has been virtually staged. Just minutes from world-famous Siesta Key, this beautifully updated maintenance-free villa offers the perfect blend of comfort, convenience, and Florida lifestyle living. Nestled in a peaceful, tree-lined community with lush mature landscaping, you’ll enjoy being close to shopping, dining, entertainment, and everything you could want in Sarasota. This spacious 2-bedroom, 2-bath residence is thoughtfully designed for both everyday living and entertaining. The bright and inviting enclosed lanai and additional living room provides flexible bonus space ideal for a home office, hobby room, formal dining area, or simply relaxing while taking in tranquil wooded views. Inside, you’ll find numerous upgrades and features, including all new flooring, an updated kitchen and new appliances in (2024) enhanced with skylights for abundant natural light, updated bathrooms, and generous walk-in closets in both the primary and guest bedrooms. Major improvements include a new paver driveway and front walkway (2024), and a new roof (2021). Additional highlights include an oversized laundry room complete with cabinetry, folding station, and utility sink, plus a 2-car attached garage. Whether you’re seeking a year-round residence or seasonal retreat, this charming villa offers low-maintenance living in an exceptional location. This fantastic community is not an age restricted community, is pet friendly and offers tennis, pickleball, heated pool and clubhouse. Schedule your private showing today and discover why this delightful community is such a wonderful place to call home. Located NOT in a flood zone and NO CDD fees.
Listing is courtesy of: CORNERSTONE R.E OF SW FL (941-404-4620)
Listing Agent: Ashley Leroy (941-724-1621)
1503 CLOWER CREEK DR #259, SARASOTA, FL 34231
$530,00031 Days on yellowkey MLS ID: A4697181
0 Days Off yellowkey (back on 7/1/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1219 Built: 1979Monthly Fee: $842 Tax: $4,473 (2025)Community: Pelican Cove XvSpa: YesCondo
Taxes:$4,473
Elementary School: Gulf Gate Elementary
Remarks: Gorgeous Bay front condo, with the best view in Pelican Cove! You will love this very private 2 bedroom/2 bathroom with its own staircase to entrance and story book views from every window. The glassed-in large lanai overlooks Sarasota Bay and to the side 2 oversized windows in living/dining room open up to a beautiful Nature preserve. The east-west orientation is the one you want to have, it offers an abundance of natural light all day and incredible sunsets over the water. Cathedral ceilings, clerestory windows, steps to swimming pool and just around the corner to yacht basin, yes this is a one-of-a-kind condo. Light and bright Bedrooms are separated by a long hallway and the two bathrooms, so privacy is ensured. Kitchen has maple cabinets with large pot drawers and under cabinet lighting, granite counters, double stainless under-mount sink, stainless steel appliances & track lighting. Bathrooms have vanities with granite tops and clear frameless shower doors, AC 2020 & Water heater 2017. Pelican Cove is one of Sarasota’s most popular gated, waterfront communities; resort style living in a tropical, Old Florida setting on 75 acres along Little Sarasota Bay. Enjoy the 6 swimming pools, 4 tennis courts, private Marina with 87-boat slips, sailboat water, kayaking, canoeing, and fishing pier. Three clubhouses, lighted tennis and pickleball courts, shuffleboard, basketball, dog walking areas, and over 5 miles of walking trails and boardwalks. For creative minds enjoy the many clubs and art studios, a pottery and sculpture room and woodwork shop. Visit the classes the Pelican Cove University is offering, concerts with jazz, rock, folk or classical music and other cultural events. Pelican Cove is a well-managed community with on-site management. Centrally located with easy access to nearby beaches and a short drive to everything Downtown Sarasota has to offer. Shopping is a breeze with Sprouts, Costco, soon to open Trader Joe’s and Whole Foods or enjoy dining out in a variety of nearby restaurants. Don't delay on this one, Call today for a private showing.
Listing is courtesy of: CHARITY & WEISS INTERNATIONAL LLC (941-365-0022)
Listing Agent: Annabel Serio (941-894-7929)
2627 DUEBY ST, SARASOTA, FL 34231
$375,00038 Days on yellowkey MLS ID: A4697585
0 Days Off yellowkey (back on 7/2/2026)
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1951 Built: 1961 Tax: $4,579 (2025)Community: Sarasota Manor Vacating PlatSingle Family
Taxes:$4,579
Remarks: Under contract-accepting backup offers. Rarely does a property offer this much flexibility, privacy, and future potential. This unique 3-bedroom, 3-bathroom home combines a traditional Florida ranch layout with a studio suite, creating endless possibilities for multi-generational living, rental income, a private guest retreat, or a home office. Add in no deed restrictions and room for all your toys, and you've found a truly rare opportunity. The main residence features 3 bedrooms and 2 bathrooms, while the studio suite offers its own bathroom, private deck, and plumbing already stubbed for a future kitchenette. Thoughtfully designed to balance connection and privacy, the layout is ideal for extended family, guests, a home office, or additional income opportunities. Throughout the home, you'll find an updated kitchen, a renovated primary bathroom, low-maintenance travertine and terrazzo floors, a spacious one-car garage, and an oversized laundry room with built-in storage. Major improvements have already been completed, including impact-rated Energy Star windows installed in 2021, a brand-new HVAC system, a sewer lateral replacement completed shortly before ownership, additional drain and supply line plumbing updates in 2022, underground utilities by FPL, and a new garage door opener installed in 2022. Beyond the living spaces, the expansive backyard unlocks endless possibilities. There's ample room for a pool, playground, garden, orchard, boat and RV parking, or simply enjoying the extra space and privacy that are becoming increasingly difficult to find. Situated on county water and sewer along a quiet single-lane road in an established neighborhood, this property also offers strong long-term upside as surrounding homes continue to be remodeled and rebuilt. Best of all, you're less than 3 miles from Siesta Key Public Beach, placing world-famous beaches and Gulf Coast sunsets just minutes from your doorstep, while everyday convenience is equally strong with The Landings just 1.5 miles away offering fitness facilities, grocery stores, shopping, and dining. Outdoor recreation is close at hand with Red Bug Slough Preserve and Phillippi Estate Park both only 2 miles away, the latter featuring a waterfront setting, playground, kayak launch, and scenic green space, while Lido Key Beach is approximately 8 miles from home. Sarasota-Bradenton International Airport is a convenient 9-mile drive, premier shopping, dining, and entertainment at University Town Center are just 12 miles away, Sarasota Memorial Hospital is approximately 3 miles away providing quick access to top-tier healthcare, and vibrant downtown Sarasota is just 4 miles away offering arts, dining, waterfront parks, and cultural attractions. With its versatile floor plan, extensive updates, oversized lot, and exceptional location, this is a rare opportunity to enjoy the flexibility and freedom that today's buyers are seeking. Schedule your private showing today.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
2630 WOODGATE LN #G3, SARASOTA, FL 34231
$189,000305 Days on yellowkey MLS ID: TB8431315
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1981 Tax: $1,248 (2024)Community: Pinewood Village ViCondo
Taxes:$1,248
Tax Year: 2024
Remarks: Like new and upgraded gorgeous condo. Minutes from world famous Siesta Key Beach and safely located in flood zone X. All new vinyl plank flooring in living areas and new carpet in bedrooms. Both bathrooms are newly renovated, freshly painted inside and out, along with a total makeover of the kitchen in 2025. Located in the rear of the development this condo is very quiet and secure. New washer and dryer, make this as good as a new unit. Ceiling fans and skylights keep it light and bright inside. Community heated pool and fitness center are open to the residents at their leisure. Clubhouse includes kitchen, fitness center, pool table and rest rooms with showers. Lanai features fully enclosed glass windows with screens, new storm doors front and rear. Gardener's paradise in the rear with lush tropical plants. In front enjoy your reserved private parking spot. Close to shopping and some of the best restaurants in Sarasota.This condo has been in the same family since it was built, pride in ownership shows.
Listing is courtesy of: DENNIS REALTY & INV. CORP. (813-949-7444)
Listing Agent: John Pinta (813-390-4918)
2411 GULF GATE DR, SARASOTA, FL 34231
$460,00096 Days on yellowkey MLS ID: A4690632
36 Days Off yellowkey (back on 7/2/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1291 Built: 1962Monthly Fee: $6 Tax: $4,318 (2025)Community: Gulf GateSingle Family
Taxes:$4,318
Remarks: Under contract-accepting backup offers. Location, convenience, and charm! This delightful 2-bedroom, 2-bath home is ideally situated just two blocks from the shops and restaurants of the sought-after Gulf Gate community. Enjoy an open floor plan that flows seamlessly to a lovely screened-in pool area—perfect for relaxing or entertaining. NEW POOL PUMP & HEATER, NEW A/C in the last two years and IMPACT WINDOWS. The fully fenced yard offers plenty of space for pets to run and play. Features include terrazzo floors throughout, a circular driveway, and a FRESHLY PAINTED EXTERIOR. A wonderful opportunity to enjoy the Gulf Gate Lifestyle.
Listing Agent: Ingrid Caruso (941-539-6233)
8456 MIDNIGHT PASS RD, SARASOTA, FL 34242
$1,490,000103 Days on yellowkey MLS ID: TB8497342
REDUCED by $410,000 (21.6%) on 07/02/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 966 Built: 1962 Tax: $7,269 (2025)Community: Heron Lagoon Lodge SubSingle Family
Taxes:$7,269
Remarks: Rare Opportunity: Last Unrestricted Deed Waterfront Property on Midnight Pass Siesta Key’s Heron Lagoon. Discover one of the most unique waterfront opportunities left on the Turtle Beach end of Siesta Key. This last unrestricted deed property on legendary Midnight Pass sits directly on the serene Heron Lagoon side, offering unparalleled flexibility with no HOA and endless possibilities for your dream coastal retreat. The existing home is a charming 2-bedroom, 1-bathroom Old Florida bungalow (966 sq ft) that has been thoughtfully remodeled while preserving its authentic island character. Oak trees frame the property, and the one story design blends seamlessly with the natural surroundings on this oversized 0.39-acre lot (approximately 47 ft of direct lagoon frontage). Step outside to your private dock complete with shower and electricity — perfect for kayaking, paddle boarding, straight into Heron Lagoon with quick, effortless access to the Gulf of America via Midnight Pass. Enjoy breathtaking west-facing sunsets every evening as the sky paints vibrant colors over the ocean — a year-round spectacle right from your backyard. Whether you envision keeping the classic bungalow, adding a pool, expanding the home, or building new under Siesta Key’s flexible zoning, this rare unrestricted parcel delivers the ultimate blank canvas. Property Highlights: 2 beds | 1 bath | 966 sq ft living area, 0.39-acre lot with direct Heron Lagoon frontage, Private boat dock with shower & electric, No HOA — unrestricted deed, West-facing Gulf sunsets, Remodeled Old Florida charm, Prime southern Siesta Key location on one of Florida’s most coveted barrier islands, and the recently opened Midnight Pass intercoastal passage to the Gulf. Don’t miss your chance to own a true piece of Siesta Key history and lifestyle. This one-of-a-kind waterfront gem will not last.
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
2171 ORCHID ST, SARASOTA, FL 34239
$370,000265 Days on yellowkey MLS ID: A4670904
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1471 Built: 1952 Tax: $4,111 (2024)Community: Washington Heights/ SouthgateSingle Family
Taxes:$4,111
Remarks: Under contract-accepting backup offers. FIXER UPPER WITH LOCATION, LOCATION, LOCATION, SOUTHGATE Location - 1 block North of Siesta Drive on East side of Trail. This rare dead end street has a walking trail and is very private. Area is undergoing redevelopment with many homes in area being totally renovated or torn down and new homes being built. Walk to shopping center, restaurants & Brookside school and so much more. Sought after Southside Elementary is 5 minutes away. You can be at world famous Siesta Key beach in about 10 minutes. The home has 3 bedrooms, 2 baths, a nice back yard with stately trees. Bring your creativity, vision and love of the area or bring your building plans and have the home of your dreams in the neighborhood you love. This is either a redo or rebuild.
Listing Agent: Kris Niehaus (941-376-4950)
1137 N LAKE SHORE DR, SARASOTA, FL 34231
$6,495,000516 Days on yellowkey MLS ID: A4641614
REDUCED by $200,000 (3.0%) on 04/20/2026
Bed: 6 Bath: 6.5 Gar: 5 Liv Area Sq Ft: 6462 Built: 2004Monthly Fee: $17 Tax: $39,148 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$39,148
Remarks: Virtually Staged. Panoramic Sarasota Bay views, a gated West of Trail setting in Oyster Bay Estates and an exceptional boating lifestyle define this remarkable waterfront residence overlooking the downtown Sarasota skyline and open waters. Blending timeless architectural details with expansive entertaining spaces and resort-inspired living, the home presents a rare opportunity to experience one of Sarasota’s most sought-after waterfront addresses. Brand-new impact-rated windows and doors are scheduled for installation in August/September 2026, further enhancing the property’s long-term value and storm readiness. A grand arrival sets the tone with travertine stairs leading to stately double entry doors framed by an arched transom window. Inside, expansive living and dining spaces are highlighted by intricate coffered ceilings, artisanal millwork, wainscoting-lined hallways and walls of sliding glass doors designed to maximize natural light while showcasing breathtaking water views. A carved stone gas fireplace anchors the main living area, while seamless indoor-outdoor flow enhances the home’s elevated waterfront atmosphere. Designed for both entertaining and everyday living, the chef’s kitchen features an oversized center island with prep sink, granite countertops, custom wood cabinetry and premium Viking® appliances paired with a Sub-Zero® professional refrigerator. A walk-in pantry with custom organization and an adjoining butler’s pantry with beverage cooler, dishwasher drawers and glass-front cabinetry create exceptional functionality for hosting. Breakfast and casual dining spaces are positioned to capture spectacular waterfront and skyline views from nearly every angle. The great room is surrounded by windows framing Sarasota Bay, lush tropical scenery and the downtown Sarasota skyline, while multiple entertaining bars with beverage coolers, prep sinks, dishwasher drawers and granite countertops provide ideal gathering spaces for family and guests. The primary suite serves as a luxurious private retreat featuring windows overlooking the water, a custom sitting area and a spa-inspired bath with travertine finishes, dual vanities, jetted soaking tub, oversized walk-in shower and custom-designed walk-in closet. A dramatic wood staircase leads to four additional en-suite guest bedrooms, each with access to an enormous balcony showcasing stunning downtown and water views. A three-stop elevator provides convenient access throughout all levels of the residence. The ground-level bonus area seamlessly connects to the resort-style pool deck, creating exceptional flexibility for indoor-outdoor waterfront living. Above the garage, a private guest apartment with separate staircase access offers a living area, kitchenette, spacious bedroom, full bath and private balcony, ideal for extended guests or multigenerational living. Additional highlights include hardwood flooring, plantation shutters, crown molding, custom tray and coffered ceilings, a central vacuum system and extensive architectural detailing throughout. Located minutes from Siesta Key, Southside Village and vibrant downtown Sarasota, this extraordinary Sarasota waterfront estate offers a rare combination of luxury bayfront living, boating access, panoramic sunset views and timeless coastal elegance in one of Sarasota’s premier West of Trail neighborhoods.
1035 SEASIDE DR #503, SARASOTA, FL 34242
$4,650,000193 Days on yellowkey MLS ID: A4677354
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2518 Built: 2023 Tax: $48,319 (2025)Community: Ten35 SeasideSpa: YesCondo
Taxes:$48,319
Remarks: One-of-a-Kind Gulf-Front Luxury at Ten35 Seaside! Welcome to Unit #503—an extraordinary, custom-designed Gulf-front residence on South Siesta Key. Thoughtfully reimagined with over $400,000 in bespoke upgrades, this one-of-a-kind home delivers a level of luxury, craftsmanship, and exclusivity rarely offered. From the moment you arrive, convenience meets prestige with two deeded parking spaces and one of only eleven private storage lockers in the building. Inside, a reconfigured layout maximizes sweeping, unobstructed Gulf views, while curated finishes include exquisite precious stone slabs, advanced AV and home automation, and custom acoustic paneling for a truly immersive living experience. The chef’s kitchen is a showpiece, featuring a backlit precious stone backsplash, premium appliances, and custom cabinetry designed for both beauty and performance. An adjacent wet bar—complete with custom shelving, a full-size Sub-Zero wine refrigerator, and beverage cooler—sets the stage for effortless entertaining. The Gulf-front primary suite is a serene retreat with panoramic views, a spacious walk-in closet, and a spa-inspired en-suite bath with dual vanities and an expansive walk-in shower. Three additional guest suites provide luxurious comfort and privacy for family and guests alike. Outdoor living is equally impressive, with a generous Gulf-front terrace and custom outdoor kitchen, ideal for alfresco dining while taking in the sights and sounds of the shoreline. Residents of Ten35 Seaside enjoy a resort-style lifestyle with beach attendants, a Gulf-front pool, fire pits and grilling areas, a state-of-the-art fitness center, on-site property management, and an optional on-site rental program offering income potential. A rare offering at one of Siesta Key’s most coveted addresses, Unit #503 represents the pinnacle of Gulf-front living—where exceptional design, unparalleled customization, and breathtaking views come together. This is more than a residence; it’s a coastal masterpiece.
Listing is courtesy of: THE SARASOTA REAL ESTATE COMP. (941-321-5595)
Listing Agent: David Lehrman (941-321-5595)
1035 SEASIDE DR #305, SARASOTA, FL 34242
$4,275,000535 Days on yellowkey MLS ID: A4632248
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2232 Built: 2023 Tax: $40,381 (2023)Community: Ten35 SeasideSpa: YesCondo
Taxes:$40,381
Tax Year: 2023
Remarks: Discover Coastal Luxury at Ten35 Seaside! Welcome to Ten35 Seaside on Siesta Key, where elegance meets the Gulf of Mexico. Unit #305 is a direct Gulf-front retreat offering 3 bedrooms, 3.5 bathrooms, and 2,232 square feet of beautifully designed living space. This residence is the epitome of modern coastal living, featuring an open-concept floor plan with seamless transitions between spaces. The gourmet kitchen, featuring high-end appliances, seamlessly transitions into the dining and living areas, leading to a 38-foot private terrace with stunning Gulf views. Floor-to-ceiling hurricane-impact windows fill the space with natural light, while automatic shades offer comfort and ease. The large primary bedroom is a luxurious sanctuary, offering stunning Gulf views, a spacious walk-in closet, and a spa-inspired en suite bathroom with dual vanities and a walk-in shower. This serene retreat is designed to make every day feel like a vacation. Step onto your private terrace and immerse yourself in the serene beauty of the Gulf, whether enjoying morning coffee, watching vibrant sunsets, or entertaining guests. With private beach access, you can take full advantage of the pristine shoreline, complete with personalized beach service where attendants set up your chairs and umbrellas for ultimate relaxation. Ten35 Seaside offers an array of luxurious amenities, including on-site property management, fitness center, beachfront pool and spa, grilling stations, fire pit, and private cabanas for your enjoyment. Located on the peaceful south end of Siesta Key, this exceptional property is close to many dining options and gift shops, while Siesta Key Village is just a short drive away. A piece of Siesta Key paradise awaits you at Ten35 Seaside. Don’t miss the opportunity to make this Gulf-front dream home yours. Schedule your private tour of Unit #305 today!
Listing is courtesy of: THE SARASOTA REAL ESTATE COMP. (941-867-9866)
3246 MAIDEN LN, SARASOTA, FL 34231
$524,900116 Days on yellowkey MLS ID: A4688107
1 Days Off yellowkey (back on 7/2/2026)
REDUCED by $24,600 (4.5%) on 06/05/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2170 Built: 1983 Tax: $4,622 (2025)Community: Kallas SubSingle Family
Taxes:$4,622
Remarks: Under contract-accepting backup offers. **This is The One!** Prime Sarasota location just minutes to Siesta Key Beach, Downtown Sarasota, and more! This property offers strong potential as a primary residence, seasonal home, or investment opportunity. **NEW Roof in 2021** Functional layout with solid bones and opportunity to update or customize to maximize value. Private outdoor space and convenient access to shopping, dining, medical facilities, and I-75 add to the appeal. Ideal for buyers looking to capitalize on location and long-term upside in a highly desirable area. **NO HOA or Deed Restrictions** The Florida room provides the perfect spot to enjoy your morning coffee or unwind in the evening, and it opens to a spacious outdoor area—ideal for taking full advantage of Florida’s beautiful weather year-round. This property offers a versatile bonus space currently set up as a workshop **Potential to turn bonus space into living space/in-law suite with private entrance**, along with an additional climate-controlled room perfect for a home gym or flex space. Equipped with a 2-car attached garage PLUS an extra driveway on the side **Ample room for storing a Boat, Trailer, Lawn equipment, or other recreational vehicles.** Enjoy the freedom to truly make the space your own with endless possibilities. In addition, enjoy tons of storage space for all your holiday decorations and any additional items you may need to tuck away. Don't miss out on this incredible property - Reach out to schedule your private tour today! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
3182 HATTON ST, SARASOTA, FL 34237
$575,000145 Days on yellowkey MLS ID: A4684851
2 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1530 Built: 1957 Tax: $2,876 (2025)Community: Bellevue Terrace RevSingle Family
Taxes:$2,876
Remarks: Under contract-accepting backup offers. Totally remediated and beautifully remodeled 3-bedroom, 2-bath pool home located in Bellevue Terrace, just off Bahia Vista, in the heart of Sarasota. This home was taken down to the studs and completely rebuilt, including all new electrical, plumbing, and sheetrock. Additional upgrades include all new interior doors, cabinetry, kitchen appliances, air conditioning system, hot water heater, and washer and dryer. Porcelain tile flooring throughout enhances the bright, open, and spacious feel of the home. The expansive screened pool area features a tropical setting and a large covered lanai, ideal for outdoor entertaining and year-round enjoyment. Bellevue Terrace offers a prime central location near Locklear Park, the YMCA, Pinecraft with its Amish Restaurants, downtown Sarasota, and the Bayfront neighborhoods. Enjoy a friendly community with no HOA, no rental restrictions, and easy access to everything Sarasota has to offer. Easy to show and a must see.
Listing Agent: Philip Graber (941-320-5451)
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