Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
2442 WOOD ST, SARASOTA, FL 34237
$449,000192 Days on yellowkey MLS ID: A4678152
REDUCED by $23,000 (4.9%) on 05/28/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1279 Built: 1951 Tax: $5,715 (2025)Community: Hudson ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,715
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Live in one of Sarasota’s most desirable neighborhoods! Priced to sell. This charming home offers two generously sized bedrooms plus a versatile third space that can serve as a sunroom, office, or private in-law suite/studio. This additional area includes its own bathroom, kitchenette, closet, and separate rear entrance—perfect for guests or rental potential. Inside, you’ll find a cozy layout with a welcoming kitchen nook and comfortable living area, ideal for relaxing and unwinding. The home has been thoughtfully updated with a remodeled kitchen, a newer roof (2018), granite vanity top and sink with brushed nickel fixtures (2020), a brand-new water heater (2025), upgraded lighting (2025), and numerous additional improvements throughout. Enjoy your morning coffee on the inviting front porch or entertain and relax on the back patio. The backyard features a two-car carport, storage sheds, and a newly completed, eye-catching stone fence that adds both ambiance and privacy. Conveniently located just minutes from downtown Sarasota, shopping, dining, and the world-famous Siesta Key Beach, as well as other nearby beaches, this home offers both comfort and accessibility. Additional highlights include RV parking and multi-family zoning, providing excellent flexibility and investment potential. Schedule your private showing today and experience everything this beautiful home has to offer!
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
2170 ROBINHOOD STREET #C2-306, SARASOTA, FL 34231
$1,069,175800 Days on yellowkey MLS ID: A4611061
0 Days Off yellowkey (back on 5/17/2024)
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 1463 Built: 2024Community: Sarasota Bath And Racquet, A CondominiumCondo
Taxes:$0
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2024
Remarks: Pre-Construction. To be built. One or more photo(s) has been virtually staged. Preconstruction. To be built…Welcome Home to the Active lifestyle of the new Bath and Racquet Community available now for pre-sale. The new iconic First of its kind, Bath and Racquet Residences and Club consists of 256 condominiums featuring 1,2, and 3 bedroom units built around the Brand new Bath and Racquet tennis facility & state of the art Pickleball courts. This beautiful complex features a residences swimming pool, 1 kilometer walking trail, playground, dog park, cabanas, and the option to be a member of the exclusive Bath and Racquet Club, which will feature multiple Tennis and Pickleball courts, Resort style swimming pool, a restaurant and a fitness center. Pickleball courts will be available both outdoor and indoor. We are approximately 4 miles to the award winning Siesta Key beaches, 3 miles to downtown Sarasota, right next to Trader Joe's Grocery, and walking distance to CineBistro Cinemas and many restaurants. This luxurious community features floor to ceiling windows, a superb kitchen appliance package, Quartz countertops and a washer and dryer hook up in all of the units. Elevators and covered parking is also part of this world class project. Homebuyers have a selection of 29 different floor plans and the option to lease their unit for seven night minimum stay.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Joanna Petriccione, Pllc (941-929-3212)
2170 ROBINHOOD STREET #C2-402, SARASOTA, FL 34231
$1,070,225773 Days on yellowkey MLS ID: A4613803
0 Days Off yellowkey (back on 6/13/2024)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1461 Built: 2024Community: Sarasota Bath And Racquet, A CondominiumCondo
Remarks: Pre-Construction. To be built. One or more photo(s) has been virtually staged. Preconstruction. To be built…Welcome Home to the Active lifestyle of the new Bath and Racquet Community available now for pre-sale. The new iconic First of its kind, Bath and Racquet Residences and Club consists of 256 condominiums featuring 1,2, and 3 bedroom units built around the Brand new Bath and Racquet tennis facility & state of the art Pickleball courts. This beautiful complex features a residences swimming pool, 1 kilometer walking trail, playground, dog park, cabanas, and the option to be a member of the exclusive Bath and Racquet Club, which will feature multiple Tennis and Pickleball courts, Resort style swimming pool, a restaurant and a fitness center. Pickleball courts will be available both outdoor and indoor. We are approximately 4 miles to the award winning Siesta Key beaches, 3 miles to downtown Sarasota and walking distance to CineBistro Cinemas and many restaurants. This luxurious community features floor to ceiling windows, a superb kitchen appliance package, Quartz countertops and a washer and dryer hook up in all of the units. Elevators and covered parking is also part of this world class project. Homebuyers have a selection of 29 different floor plans and the option to lease their unit for seven night minimum stay.
2120 CRAFT LN, SARASOTA, FL 34239
$699,00048 Days on yellowkey MLS ID: A4696329
1 Days Off yellowkey (back on 7/6/2026)
REDUCED by $50,000 (6.7%) on 06/22/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1570 Built: 1956Monthly Fee: $17 Tax: $6,826 (2025)Community: Norwood ParkSingle Family
Taxes:$6,826
Elementary School: Southside Elementary
Remarks: Under contract-accepting backup offers. Beautifully remodeled coastal cottage in one of Sarasota’s most coveted locations—just minutes to Siesta Key, downtown Sarasota, and steps from Arlington Park and in the sought after Southside School District. Completely renovated late 2024, this move-in ready residence offers peace of mind with a substantial plumbing upgrade (37K) -with full repipe of all cast iron and all new hot and cold water lines. Additional all new IMPACT windows, beautiful new tile flooring throughout, and a fully transformed kitchen designed to impress. WOW that kitchen!! Quartz countertops, stylish cabinetry, designer lighting and backsplash, and effortless flow into the living spaces, the kitchen serves as the true heart of the home—perfect for everyday living and entertaining alike. All new appliances. Warm honey-toned wood-look tile creates a seamless, elevated feel throughout, while the desirable split floor plan offers both comfort and privacy. Tucked away from the guest bedrooms, the spacious primary suite feels like a private retreat and offers a rare feature for a home of this era—a generously sized closet along with a beautifully updated ensuite bath. Additional bedrooms provide flexibility for guests, family, or a stylish home office, including one space ideal for built-in workspace potential. The bright, welcoming living area invites relaxation, while the peaceful lanai, shaded beneath mature trees, creates the perfect backdrop for morning coffee, evening cocktails, or unwinding after a day at the beach. And then there is the location—truly exceptional. Just minutes to the world-famous Siesta Key, vibrant downtown Sarasota, waterfront dining, boutique shopping, arts, and entertainment. Even better, Arlington Park is only moments away, offering pools, pickleball, tennis courts, walking trails, playgrounds, and lush green space right in your neighborhood. Whether you are seeking a full-time residence, winter retreat, or investment opportunity, this home delivers the quintessential Sarasota lifestyle with style, convenience, and coastal charm.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Danelle Haag (941-806-9821)
603 TREMONT ST, SARASOTA, FL 34242
$3,690,00040 Days on yellowkey MLS ID: A4697224
0 Days Off yellowkey (back on 7/3/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3996 Built: 2025 Tax: $7,175 (2025)Community: Waterside-Wood Siestas BaysidSingle Family
Taxes:$7,175
Remarks: Under contract-accepting backup offers. Perfectly positioned in the heart of Siesta Key, this masterfully crafted New Construction estate epitomizes modern luxury and architectural brilliance. This ultimate entertainment home provides 3,996 square feet of exquisitely designed living space with 4 bedrooms, 4 full bathrooms, 1 half bath, an office, and an upstairs second living room area. From the moment you step inside, you are greeted by a breathtaking open-concept layout accentuated by soaring 20-foot ceilings, floor-to-ceiling glass windows, and sleek porcelain tile flooring, all bathed in natural light and overlooking the lushly landscaped grounds. The state-of-the-art chef’s kitchen is a masterpiece of both style and function, featuring top-of-the-line Monogram appliances, quartz countertops, custom cabinetry, walk-in butlers pantry, and wine display, seamlessly flowing into the luxurious living and dining areas. Designed for an effortless indoor-outdoor lifestyle, this home boasts multiple rooftop decks, two spacious patios, and a resort-style outdoor oasis complete with a fully equipped summer kitchen, built-in grill, pool, and hot tub spa. The primary suite is a private retreat, offering a tranquil terrace, expansive walk-in closet, and a spa-like ensuite with a soaking tub, glass-enclosed shower, and designer finishes. As you ascend the grand staircase to the upper level of the lavish property, you are greeted with a breathtaking sight of three cozy bedrooms, each with its own private ensuite bathroom and featuring private access to a rooftop deck, creating the ultimate serene escape. A second laundry room is conveniently located upstairs to service the secondary bedrooms. Elevating the home’s sophistication, additional highlights include a electric fireplace, custom walk-in closets, high-end quartz cabinetry, and a private elevator for seamless access to every level. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Just moments from world-renowned Siesta Key Beach, fine dining, and premier shopping, this extraordinary residence offers an unparalleled combination of tranquility, elegance, and modern convenience. Your dream coastal retreat awaits—contact us today for a private tour!
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
2747 JEFFERSON CIR, SARASOTA, FL 34239
$850,00079 Days on yellowkey MLS ID: A4692671
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1560 Built: 1961 Tax: $2,392 (2025)Community: South GateSingle Family
Taxes:$2,392
Remarks: Nestled in the highly desirable Southgate neighborhood, this charming 2 bedroom/2 bath, midcentury built home, welcomes you with gorgeous terrazzo floors and warm, custom cherry wood built-ins and cabinetry. 2747 Jefferson Circle offers the perfect blend of comfort, versatility, and a prime location. You will also enjoy a bonus/flex room that currently serves as an office but could easily be a studio, home gym, or third bedroom. The 2 car attached garage is air-conditioned space, providing additional climate controlled storage. Step outside, and you'll find not one, but TWO screened lanais—one leading to a serene backyard and BBQ area and the other feels like a dreamy, sunny greenhouse. Step into the spacious backyard and you will find a 400 square foot detached, air-conditioned garage currently used as a workshop and office. Dreaming of an accessory dwelling unit (ADU) or mother in-law suite? This detached workshop, with its own separate, gated driveway and entrance, is ready for your transformation. This home can adapt effortlessly to all your needs. Inside the home, recent updates will provide you with peace of mind. Impact windows were installed in 2019. No cast iron here! Plumbing and supply lines were replaced in 2016, and a new AC was installed in 2023. It doesn’t get much better than living in the heart of Sarasota. Relish in being just 2.5 miles from the powder-soft sands of Siesta Key Beach and live just minutes from the vibrance of Downtown Sarasota. You can delight in world-class beaches, world class dining, shopping, and cultural experiences all within minutes. Plus, a Sarasota locals favorite, Arlington Park, is merely a 4 minute bike ride OR 4 minute drive and less than 15 minute walk away, offering access to a public pool, tennis courts, racquetball, and shady walking trails. This is more than just a home; it’s your ticket to the ultimate Sarasota lifestyle.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Worth Fiers Iii (941-812-3380)
1035 SEASIDE DR #404, SARASOTA, FL 34242
$2,600,000248 Days on yellowkey MLS ID: A4672742
REDUCED by $50,000 (1.9%) on 06/22/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1646 Built: 2023 Tax: $18,228 (2024)Community: Ten35 SeasideSpa: YesCondo
Taxes:$18,228
Remarks: Experience beachfront ownership that works for you. Residence 404 at Ten35 Seaside offers a rare opportunity to own a fully operational, income-producing property on Siesta Key’s Crescent Beach — one of the most sought-after vacation rental destinations in Florida. This residence is enrolled in the community’s on-site professional rental management program, providing immediate revenue and eliminating the uncertainty, setup time, and operational burden typical of vacation rental ownership. Owners benefit from a true turnkey investment: marketing, guest services, housekeeping, and day-to-day management are handled on-site, allowing you to generate income while still reserving personal use. Inside, the unit is designed specifically for both durability and guest appeal. Floor-to-ceiling hurricane-rated glass fills the open living space with natural light, while porcelain wood-look flooring, custom finishes, and curated furnishings create the upscale coastal experience today’s renters actively seek and review highly. The kitchen features quartz countertops and premium Wolf appliances, opening seamlessly to the living area — ideal for group stays and longer bookings. The flexible floor plan maximizes occupancy potential, with a spacious primary suite, guest bedroom, and an integrated Italian fold-down bed system that expands sleeping capacity without sacrificing aesthetics — an important driver of rental performance. The private covered lanai captures panoramic Gulf views, a major booking advantage and one of the most requested amenities among Siesta Key vacationers. Ten35 Seaside functions as a boutique resort for guests and owners alike, offering: • Direct beach access to Crescent Beach • Gulf-front pool and spa • Private cabanas • Fitness center • Fire pit and gathering areas • Daily beach chair and umbrella service Rental parameters allow one-week minimum stays in the off-season and two-week minimums during peak season, striking an ideal balance between revenue generation and property preservation. Located moments from Siesta Key’s South Village dining and shopping, the property consistently attracts repeat visitors — a key factor in maintaining strong occupancy. Whether you are expanding a portfolio, completing a 1031 exchange, or seeking a vacation home that offsets ownership costs, Unit 404 offers a combination rarely found on Siesta Key: Gulf-front location, professional management, and immediate rental income from day one.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Jeff Lauer (941-441-6555)
1387 HARBOR DR, SARASOTA, FL 34239
$5,590,00037 Days on yellowkey MLS ID: A4697052
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4013 Built: 1950Monthly Fee: $13 Tax: $20,477 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$20,477
Remarks: Pre-Construction. To be built. Welcome to effortless coastal luxury in the coveted Harbor Acres neighborhood, where timeless glamour meets breezy, tropical elegance. The Royal Palm is Heritage Builder’s latest creation. The Palm Beach–style residence is a masterclass in relaxed yet refined living—light-filled, airy, and designed for seamless indoor-outdoor enjoyment. Framed by lush, palm-lined landscaping and defined by its crisp, clean aesthetic, this 4-bedroom, 4 full bath, and 1 half bath home offers a serene, resort-like lifestyle. Inside, soft neutrals, pops of color, natural textures, and polished finishes create an inviting, ocean-kissed atmosphere that feels both elevated and effortlessly comfortable. The primary suite, thoughtfully located on the main level, is a true private retreat—spacious and serene, featuring two walk-in closets and a spa-inspired ensuite bath with a freestanding soaking tub and large glass-enclosed shower. A second guest suite downstairs provides flexibility and comfort for visitors, while an elevator ensures convenient access to every level. Upstairs, a VIP experience awaits. The luxurious suite with a private balcony offers tranquil treetop views, complemented by an ensuite with dual vanities. Designed for both relaxation and entertaining, the upper level also features a media room with a wet bar and a second utility space, enhancing both function and ease of living. Step outside into your own private, resort-style oasis, where a sparkling open-air pool is surrounded by lush, mature landscaping that creates a sense of serenity and seclusion. Framed by swaying palms and vibrant greenery, the outdoor living spaces feel both inviting and tranquil—perfect for sun-soaked afternoons, al fresco dining, or relaxed evenings under the stars. Every detail is designed to capture that breezy, tropical elegance, making it easy to feel at home in a setting that lives like a luxury retreat. Ideally located in the heart of Harbor Acres, this residence offers unparalleled access to Sarasota’s most desirable destinations. Just minutes from downtown, Selby Gardens, and the Gulf’s world-renowned beaches, you’ll enjoy the best of coastal living. Nearby Southside Village adds to the charm with its fun, friendly atmosphere, boutique shopping, and local dining—bringing together convenience, community, and lifestyle in one exceptional location. Every detail of this home reflects casual sophistication and coastal chic design, blending crisp lines with organic warmth. Whether hosting guests or enjoying quiet moments, this residence embodies the essence of Palm Beach-inspired living—bright, breezy, and beautifully refined. Experience Harbor Acres at its finest—where elegance meets ease in a home designed to live like a year-round retreat.
Listing is courtesy of: HB REALTY GROUP INC. (941-378-3983)
Listing Agent: Sara Boudarga (941-321-6352)
6287 MIDNIGHT PASS RD #103, SARASOTA, FL 34242
$685,000138 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
Taxes:$7,057
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
$1,699,000279 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
$599,999116 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
$539,00023 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
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)
2822 SAFE HARBOR CIR, SARASOTA, FL 34231
$369,90065 Days on yellowkey MLS ID: A4694591
0 Days Off yellowkey (back on 7/5/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1224 Built: 1970Monthly Fee: $6 Tax: $3,108 (2025)Community: Gulf GateSpa: NoSingle Family
Taxes:$3,108
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. Virtually Staged. Affordable home in Gulf Gate and the seller has contracted for a Main Roof and Flat Roof to be installed first/second week of July!. Look no further for this "priced to sell" home that is available for immediate occupancy! Split Plan, "Built by Richmond", Air conditioner (York 14 Seer 2.5 ton Package unit w/8kw heat kit) replaced 2019 & the plumbing replaced overhead 1995. The location is on a quiet cul-de-sac and is ideal with little traffic. Primary Bedroom Suite offers a bay window and is 20 x 11 with a walk-in-closet. Both bathrooms are large. Wonderful neighbors and the enforced deed restricted community keeps the homes nice. Membership is optional at $75 a year but the deed restrictions must be followed. Sidewalks line the neighborhood and Gulf Gate is a community of good neighbors! World renowned Siesta Key beaches are within 10 minutes and cultural downtown Sarasota is only 20 minutes away and it offers fine dining, entertainment, shopping, movie theaters, opera, Selby Gardens and more! Make this Gulf Gate Gem yours today!
Listing is courtesy of: DEBBIE HERING REALTY & ASSOC. (941-320-1070)
Listing Agent: Debbie Hering (941-320-1070)
2440 VALENCIA DR, SARASOTA, FL 34239
$549,00096 Days on yellowkey MLS ID: A4690679
REDUCED by $10,000 (1.8%) on 06/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1330 Built: 1956 Tax: $3,188 (2025)Community: South GateSpa: NoSingle Family
Taxes:$3,188
Remarks: Priced to sell in one of Sarasota’s most convenient and desirable locations, this charming 2-bedroom, 2-bath Sarasota home offers over 1,300 square feet of living space, a one-car garage, and a fully fenced backyard. Located in the highly sought-after Southside Elementary School district, this residence is an excellent opportunity for buyers seeking a primary home, seasonal retreat, or investment property in the heart of Sarasota. Inside, beautiful terrazzo floors, integrated built-ins, and a light-filled Florida room create a warm and inviting atmosphere with flexible space for relaxing, entertaining, or working from home. The home’s midcentury character and classic Florida style give it a timeless appeal, while the functional layout and low-maintenance setting make everyday living easy. The motivated seller has positioned this home as a compelling value for today’s Sarasota real estate market. Ideally located near downtown Sarasota, Southside Village, Sarasota Memorial Hospital, restaurants, shopping, parks, and world-famous Gulf Coast beaches, this property offers the perfect blend of charm, convenience, and location. If you are searching for a well-priced Sarasota home for sale near downtown, Southside Elementary, Sarasota Memorial, and the beaches, this is an opportunity worth seeing.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
3500 BENEVA RD #307, SARASOTA, FL 34232
$168,999210 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
$2,200,00086 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
$5,985,000191 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
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 Agent: Joel Schemmel (941-587-4894)
6204 MIDNIGHT PASS RD #205, SARASOTA, FL 34242
$775,000198 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
$305,00080 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
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
$530,00030 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
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)
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