Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
1864 GOLDENROD ST, SARASOTA, FL 34239
$1,695,00093 Days on yellowkey MLS ID: A4676645
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2307 Built: 2003 Tax: $7,463 (2024)Community: Poinsettia Park 2Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,463
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: BEST VALUE WEST OF THE TRAIL! OVER $250,000 PRICE IMPROVEMENT! This dazzling custom-built, single-level pool home is situated in the desirable "flower streets”, west of the trail in Sarasota. Featuring a new, 3 color clay tile roof and Mediterranean style design this home has timeless style combined with modern luxury. Upon entering the double doors of this one-story retreat, you will notice the open layout and quality appointments that abound with tray and coffered ceilings, custom built-ins and niches, gas fireplace, gorgeous and rare coquina stone floors. This 4 bedroom (one a custom designed office), 3 bath, 3-car garage home features a new island kitchen with custom and glass front cabinets, stainless steel appliances, decorative backsplash and beautiful quartz counters. The tranquil primary retreat overlooks the lanai and pool and features a walk-in closet with built in closet system, wood floors and an incredible ensuite bath. This newly renovated primary bath exudes luxury with custom cabinetry, upscale finishes, and features a walk-in shower for a spa-like experience. The split floor plan showcases two additional guest bedrooms (one with a custom Murphy bed and office) each with access to newly renovated bathrooms. The high ceilings and 3 sets of sliding glass doors flood the open floor plan with natural light, while custom finishes and soft contemporary décor create an atmosphere of effortless sophistication. The very private lanai with a screened pool, new pool heater, fiber optic lighting, Pebble tec finish, pool bath and outdoor shower is surrounded with lush vegetation, perfect for entertaining and outdoor relaxation. The paver driveway and side-entry 3 CAR garage adds additional built-in storage, a 2nd refrigerator and fabulous curb appeal. Within city limits, this residence offers the option of a part-time stay, allowing for potential short term rental income. When you want to enjoy the neighborhood, you are minutes away from downtown Sarasota’s cultural scene, Siesta Key Beach, Southside Village shops and restaurants. World-class health care is located steps away at Sarasota Memorial Hospital’s main campus. This home has it all -- a sanctuary feel AND all the amenities you desire at your fingertips.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Jan Jordan (941-737-4169)
5300 OCEAN BLVD #202, SARASOTA, FL 34242
$1,130,00090 Days on yellowkey MLS ID: A4678274
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1372 Built: 1973 Tax: $9,941 (2025)Community: Terrace EastCondo
Taxes:$9,941
Elementary School: Phillippi Shores Elementary
Tax Year: 2025
Remarks: Step inside and unwind in this updated, turnkey luxury condominium offering nightly sunset views of the #1 beach in the country. This is a rare opportunity to own a condominium in the vibrant heart of Siesta Key, walk to all the amenities and charm that Siesta Key village offers. The property is just steps from the world-famous quartz sands of Siesta Key Beach. Tastefully decorated and truly move in ready, this coastal retreat features a beautifully updated kitchen with custom cabinetry, granite countertops, tile backsplash, stainless steel appliances, crown molding, and thoughtful designer finishes. Luxury vinyl flooring flows throughout the condominium, creating a cohesive and low maintenance living space ideal for beachside living. Both bathrooms have been updated and showcase tile showers with elegant quartz sinks. Two spacious balconies provide the perfect setting to enjoy stunning Gulf sunsets, entertain family and friends, or take in the vibrant island atmosphere below. The island lifestyle is at your doorstep with easy access to local restaurants, live music, boutique shopping, and even a grocery store within .2 of a mile. Located in the iconic Terrace East, this 24-hour secure building offers a welcoming common area for residents and guests. The community has recently enhanced its curb appeal with updated landscaping and beautifully refreshed grounds, creating a true resort style ambiance. Residents enjoy a spacious sparkling pool with new pool furniture, an exercise room, a private tennis/pickleball court, and new stainless steel outdoor grills perfect for entertaining. Whether you are searching for a primary residence, second home, or vacation getaway, this condominium delivers luxury, comfort, and exceptional walkability in one of Florida’s most desirable beach destinations. Experience the best of Siesta Key beach lifestyle in an elevated retreat that combines iconic location, modern updates, and outstanding amenities.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Diane Goodwin (941-706-6620)
5770 MIDNIGHT PASS RD #404, SARASOTA, FL 34242
$1,350,00051 Days on yellowkey MLS ID: A4683014
1 Days Off yellowkey (back on 4/2/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1337 Built: 1980Monthly Fee: $1,647 Tax: $10,853 (2025)Community: Gulf & Bay Club Ph 3Condo
Taxes:$10,853
Remarks: Under contract-accepting backup offers. Welcome home to Gulf & Bay Club, the premier condominium community on Siesta Key Beach. Enjoy stunning views of the freshwater lake, fountains, island lagoon, swimming pools, sandy beach, and the Gulf of America from your private lanai. Step into this beautifully remodeled Turnkey Furnished, 2-bedroom, 2-bath beach condo offering modern finishes and thoughtful upgrades throughout. The kitchen is a true standout with quartz countertops and tile backsplash, solid wood soft-close cabinets with pull-out drawers, GE stainless steel appliances, a built-in desk, and a spacious island with ample storage. Enjoy the durable tile flooring throughout, plantation shutters, solid core doors, and recessed lighting that enhances the home’s clean, contemporary style. A new impact-rated entry door adds peace of mind. The private laundry room features full-size LG washer and dryer along with plenty of built-in storage cabinets. In addition to the amazing views, the primary suite also offers a well-appointed bathroom with dual sinks, generous built-in storage, and a walk-in shower. The guest bedroom has two full-size beds and includes built-in drawers for added convenience. Relax on the screened-in lanai and enjoy your morning coffee or evening cocktails. Gulf & Bay Club spans 32 acres with 800 feet of private beach and offers unmatched amenities, including three heated pools, indoor spa, dry saunas, tennis, pickleball, shuffleboard, billiards, a commercial-grade fitness center, BBQ and picnic areas, electric car charging stations, a car wash area, two clubhouses, a rentable guest suite, and 24-hour gated security. Wi-Fi is available throughout the property. Located adjacent to the world-famous Siesta Key Beach, ranked #1 in the U.S. by TripAdvisor for its powdery white quartz sand. This property offers a rare opportunity to enjoy resort-style living in one of Florida’s most coveted coastal communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Tina Johns (941-323-4775)
901 BEACH RD #205, SARASOTA, FL 34242
$649,00030 Days on yellowkey MLS ID: A4686468
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1972 Tax: $5,156 (2025)Community: La Siesta CondominiumsCondo
Taxes:$5,156
Remarks: Welcome to the iconic La Siesta Condominiums, directly across from the main beach access of Siesta Key where coastal charm meets effortless beach days. Perfectly positioned just 100 steps from the powdery sands of Siesta Key Beach, this beautifully appointed turnkey furnished second floor condo offers breathtaking Gulf views and an unmatched connection to one of the nation’s most iconic shorelines. Designed for prime vacationing, this income producing vacation rental features an updated interior with coastal-inspired finishes including a modern kitchen, luxury vinyl plank flooring and a dining area. The primary bedroom has a king bed, secondary bedroom features two twin beds, and a queen sleeper sofa in the living room. The open-concept living space is filled with that special Siesta Key sunshine that just hits differently. You are met with a seamless flow between indoors and out featuring a hurricane rated slider door that leads you to a private balcony that becomes your front-row seat to unforgettable sunsets over the Gulf of Mexico. Ideal for both personal enjoyment and income potential, this investor-friendly property allows for up to 52 weeks of rentals annually, offering exceptional flexibility and the opportunity to maximize returns in one of Florida’s most sought-after beach destinations utilizing the professional full-time rental management program. At La Siesta, you’ll enjoy resort-style amenities including a heated pool, fitness center, clubhouse, grilling stations, on-site laundry, a covered parking space and additional storage are also included. With a seven-day rental minimum and strong demand year-round, this unit offers excellent income potential, with bookings already secured into 2026. Located just minutes from the vibrant charm of Siesta Key Village and the south bridge, you’ll have easy access taking the Siesta Key trolley to boutique shopping, waterfront dining, and experience the laid-back island nightlife. Let’s make this coastal paradise a part of your story!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Ann Allen (407-949-4457)
6454 BEECHWOOD AVE, SARASOTA, FL 34231
$875,00014 Days on yellowkey MLS ID: A4688435
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2661 Built: 1971 Tax: $6,819 (2025)Community: Pine Shores Estate 5Th SecSingle Family
Taxes:$6,819
High School: Riverview High
Remarks: LOCATION, LOCATION, LOCATION....a bridge away from Siesta Key! SPACIOUS and CONVENIENT this residence features 3 generously sized bedrooms plus a versatile bonus room---perfect for a home office, playroom, or 4th bedroom. The OPEN FLOOR PLAN, offers multiple sitting areas, ideal for both relaxing and entertaining. The eat-in kitchen is a chef's delight, complete with stainless steel appliances, a center island, and plenty of room for gathering. Cozy up in the den for movie nights or family game time. Step outside to your own tropical oasis. Enjoy the fully enclosed caged pool deck surrounded by swaying palm trees, string lights, and various seating areas that create a magical ambiance. There is a built-in barbeque and ample yard space outside of the pool cage allowing plenty of room for your dogs to run freely. The yard is fully enclosed with a brand new fence. All windows and doors are IMPACT and FULL ROOF REPLACEMENT one year ago. Additional features include indoor laundry, generous closet space, and extra outdoor storage. Enjoy the proximity to the world-famous crystal sand beach of Siesta Key, restaurants, boat rentals & shopping. Whether you are looking for a full-time residence or a place for family vacations that you can rent out when not in use, this home offers the perfect blend of comfort, space and location. Come live the Florida lifestyle in a beautiful family home where you can truly spread out and enjoy! Comes FULLY - FURNISHED.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
1773 SOUTHWOOD ST, SARASOTA, FL 34231
$600,00095 Days on yellowkey MLS ID: A4677227
0 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1431 Built: 1986 Tax: $4,655 (2025)Community: FlorenceSingle Family
Taxes:$4,655
Remarks: Under contract-accepting backup offers. Charming Remodeled Home in beautiful Sarasota. Welcome to this recently remodeled 3-bedroom, 2-bath home ideally located at 1773 Southwood Street in Sarasota, just moments from the natural beauty and walking trails, fishing piers and kayak launch of Phillippi Estate Park. Renovated in 2022, this residence blends modern updates with a warm, inviting coastal vibe. The bright and open interior features a stylish, updated kitchen with crisp white cabinetry, sleek countertops, stainless steel appliances, and a striking tile backsplash—perfect for everyday living and entertaining alike. Recessed lighting and thoughtful finishes throughout enhance the home’s clean, contemporary feel. The spacious layout offers three comfortable bedrooms and two updated bathrooms, providing flexibility for family, guests, or a home office. Durable flooring and neutral tones create a move-in-ready space that’s both functional and stylish. Outside, the home’s cheerful exterior color, mature landscaping, and private driveway add curb appeal and character, while the quiet neighborhood setting offers a peaceful retreat close to everything Sarasota has to offer. Conveniently located near beaches, fishing piers, dining, shopping, and downtown Sarasota, this home is an excellent opportunity to enjoy Florida living with modern comforts in a prime location. Home can not convey until April 1.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Tracey Larsen (847-533-8708)
4360 SWIFT RD, SARASOTA, FL 34231
$320,00043 Days on yellowkey MLS ID: A4684014
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1139 Built: 1984 Tax: $2,008 (2025)Community: Forest HillsSingle Family
Taxes:$2,008
Remarks: Under contract-accepting backup offers. Prime Investment Opportunity in Central Sarasota, and perfect for first-time buyers! No HOA. Strong potential, solid upgrades, and a location that consistently attracts tenants! This 2-bedroom, 2-bath property checks the boxes for investors seeking reliable returns. Start your mornings by opening the sliding glass doors to the porch, coffee in hand, Florida sunshine all around. Updated between 2008-2010, the home features double-pane windows, granite countertops, and solid wood cabinetry in the kitchen and bathrooms, along with smooth ceilings and crown moldings for a clean, polished finish. Major capital improvements are already completed: new roof (2020), new A/C and water heater (2022), reducing near-term expense risk. Hurricane bracing on the rear of the garage door adds additional structural value. No HOA means fewer restrictions and greater flexibility for a long-term rental strategy. Centrally located near top-rated schools, Downtown Sarasota, and just minutes to area beaches, a high-demand rental corridor with consistent occupancy appeal. This property offers strong rental potential, long-term upside, or the perfect opportunity to personalize and make it your own. Opportunities in this price point and location are limited. Secure your next income-producing asset today!
Listing Agent: Keiko Donnelly (941-544-4664)
1035 SEASIDE DR #404, SARASOTA, FL 34242
$2,650,000146 Days on yellowkey MLS ID: A4672742
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1646 Built: 2023 Tax: $18,228 (2024)Community: Ten35 SeasideCondo
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 and is already completely booked for the current season, 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 Agent: Jeff Lauer (941-441-6555)
2227 GROVE ST, SARASOTA, FL 34239
$375,00050 Days on yellowkey MLS ID: A4683681
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1002 Built: 1957 Tax: $4,790 (2025)Community: South GateSingle Family
Taxes:$4,790
Remarks: Discover timeless charm at 2227 Grove Street, Sarasota, FL 34239 a stunning mid-century modern gem infused with an authentic Old Florida vibe. Step inside to admire the beautifully preserved original terrazzo floors, radiating the character of the 1950s. Nestled in a prime location, this home offers effortless access to the pristine beaches and vibrant downtown Sarasota, perfectly blending classic style with modern convenience. Your slice of Sarasota paradise awaits.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Robert Krasow (941-363-6507)
2448 CLUBHOUSE DR #201, SARASOTA, FL 34232
$179,90070 Days on yellowkey MLS ID: A4680827
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1013 Built: 1972 Tax: $2,121 (2025)Community: Forest Lakes Village 1Condo
Taxes:$2,121
Elementary School: Wilkinson Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to Forest Lakes Village! This 55+ community offers a great opportunity to own a 2-bedroom, 2-bath second-floor end unit with extra natural light, added privacy, and a comfortable split-bedroom floor plan. The spacious living and dining areas open to the screened lanai, which overlooks the community pool and a peaceful lawn and garden area—perfect for morning coffee or relaxing evenings. This well-maintained condo features impact glass windows and an impact sliding door, 2023 appliances, and a convenient exterior storage closet. The primary suite offers an en-suite bath and generous closet space, while the guest bedroom and bath are ideal for visitors or a home office. Lowest-priced unit currently available in the community and includes a covered carport. End-unit windows add to the bright, airy feel throughout. Forest Lakes Village is centrally located near shopping, dining, parks, and Sarasota’s beautiful beaches, and offers excellent amenities including a community pool, clubhouse, and fitness center—ideal for full-time living or a seasonal retreat.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Janice Melzer Langa (941-404-0802)
5855 MIDNIGHT PASS RD #227, SARASOTA, FL 34242
$499,00089 Days on yellowkey MLS ID: TB8463933
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1976 Tax: $4,947 (2025)Community: Harbor Towers Y & RCondo
Taxes:$4,947
Remarks: Have you been searching for your own slice of tropical paradise on Siesta Key? Look no further than this pet-friendly, 2-bedroom, 2-bathroom residence in the perfectly located Harbor Towers Yacht & Racquet Club. This updated home feels fresh and inviting with new luxury vinyl wood-plank style flooring and brand-new hurricane impact-resistant windows for total peace of mind. Harbor Towers is a well-established community situated right in the heart of "The Key," just across the way from the world-famous Siesta Key Beach and a short distance from vibrant shopping and dining. Life here feels like a permanent vacation with access to a resort-style swimming pool, an oversized hot tub, three Har-Tru tennis courts, a fitness center, and a social room with a catering kitchen. Boaters will especially love the on-site marina, where boat slips are available on a first-come, first-served basis for a nominal monthly hook-up fee. Whether you are looking for a primary residence, a seasonal getaway, or a smart investment with a documented rental history, this hidden gem is ready for you. Come and see what makes this such a special place to live!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Steven Weiss (845-242-5473)
1540 HILLVIEW DR, SARASOTA, FL 34239
$7,900,00078 Days on yellowkey MLS ID: A4679306
Bed: 4 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 7074 Built: 2000Monthly Fee: $21 Tax: $93,548 (2024)Community: Harbor Acres Sec 2Single Family
Taxes:$93,548
Remarks: This exceptional 4-bedroom, completely renovated in 2020, highlights this waterfront estate in prestigious Harbour Acres offering 100 feet of prime Sarasota Bay frontage with private dock and lift. This masterpiece features 7074 Sq ft of living space with sweeping Bay views, a light filled open floor plan, and exceptional indoor-outdoor flow. A grand entry with dramatic staircase, opens to expansive living and dining areas, framed by floor to ceiling windows overlooking the water. The Italian modern gourmet kitchen offers premium Miele appliances, generous island seating, and a striking double sided gas fireplace shared with the living room - ideal for entertaining. This home provides rare flexibility with primary suites on both the main and upper-level levels, each with en suite baths and walk-in closet, along with additional guest suites, private office, sophisticated wine room, elevator, and dedicated fitness room. Outdoor living is a highlight, featuring a saltwater pool and spa, multiple terraces, outdoor kitchen, and professionally landscaped grounds leading to a concrete seawall and boat dock with a 30,000 pound boat lift, electric, water and fish cleaning station. Southwest exposure delivers stunning sunsets and quick access to Sarasota Bay. Spacious four-car garage complete with an electric charging station - this estate seamlessly blends opulence with modern convenience. Perfectly situated near Sarasota‘s renowned beaches, fine dining, vibrant arts scene, and top-tier medical facilities, this residence offers an unparalleled living experience in one of the most coveted waterfront communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Fernanda Girard (941-504-4327)
2544 ORSOVA WAY, SARASOTA, FL 34231
$499,000179 Days on yellowkey MLS ID: A4668849
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1545 Built: 1964 Tax: $4,430 (2023)Community: Phillippi Gardens 14Single Family
Taxes:$4,430
Tax Year: 2023
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT TO $509,000. SELLER LOOKING FOR OFFERS!!! This amazing property is nestled in a highly sought-after South Sarasota location. It is located off Constitution Blvd. just south of Proctor Road. This unique location provides serenity and privacy yet close to endless dining options and shops. Located just 1 mile from Siesta Key’s world-renowned beaches! It’s a place where luxury meets practicality, creating a perfect balance for modern living. This cozy home is equipped with modern WALL TO WALL TILE, an upgraded SECOND BATH with no expense spared, a large heated pool (RECENTLY resurfaced), newly RESCREENED pool cage, a BRAND NEW ROOF ( FALL 2025) with 15 year warranty, new hurricane windows (FALL 2025), and lastly an over-sized two-car garage. One side of two-car garage is currently using a portion for a game room/ storage/office and can continue to be utilized in this manner or SELLER will remove the walls at buyers request to revert back to the standard garage. NEW PAINT and landscaping complete this wonderful home making it ready to call your own. It’s an ideal setting for hosting gatherings and creating unforgettable memories with friends and family. No HOA, no deed restrictions and no CDD. Some photos are virtually staged.Seller is updating MBA please be patient and cautions as work is in progress.
Listing is courtesy of: D'AGOSTINO REAL ESTATE CONSULTING LLC (941-320-0044)
Listing Agent: Kenneth Dagostino (941-320-0044)
1701 SOUTHWOOD ST #1701, SARASOTA, FL 34231
$260,000154 Days on yellowkey MLS ID: A4671475
REDUCED by $5,000 (1.9%) on 03/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1164 Built: 1981Monthly Fee: $1,273 Tax: $3,371 (2024)Community: Baywood ColonyCondo
Taxes:$3,371
Remarks: RECENT PRICE ADJUSTMENT - MOTIVATED SELLERS! Rare Opportunity in Prestigious West of the Trail - Welcome to an exceptional corner residence just steps from the Intracoastal Waterway, nestled within the highly desirable Baywood Colony Southwood community. This beautifully updated 2-bedroom, 2-bath end unit is filled with natural light, enhanced by an abundance of windows complemented with elegant plantation shutters throughout. The front screened lanai has been fully enclosed with sliding glass panels and additional plantation shutters, creating a stylish and versatile space ideal for year-round enjoyment. Inside, the home presents like a model, featuring a stunning open-concept kitchen with granite countertops, a generous breakfast bar, stainless steel appliances, and premium soft-close wood cabinetry accented by under-cabinet lighting. A washer and dryer are conveniently located inside the residence, and elegant tile flooring extends throughout. Major improvements provide peace of mind, including a new A/C system (2018), a roof replacement by the HOA (2019), and a recently re-plumbed building. This ground-floor unit offers the added convenience of a covered parking space directly behind the residence, along with a secondary private entry from the carport. Residents enjoy an exceptional Florida lifestyle with access to a heated saltwater pool, tennis and pickleball courts just steps away, and tranquil walks to the Baywood Colony fountain—perfect for taking in spectacular bayfront sunsets. With only 32 residences, the community offers a rare sense of privacy and boutique-style living. The location is unbeatable: just 2.2 miles from beach access with an easy bike ride, and within walking distance to Phillippi Estate Park—a picturesque 60-acre waterfront preserve offering kayaking, fishing, scenic trails, a playground, a weekly Wednesday farmers market, and a variety of community events including art fairs and concerts. This pet-friendly, maintenance-free community includes basic cable, exterior and grounds maintenance, roof and window coverage, and pest control—all included in the low monthly fee of $1,273. Best of all, the community is not age-restricted. Experience the perfect blend of comfort, convenience, and coastal elegance in this truly special Sarasota residence.
Listing Agent: Jo James, Llc (941-928-3175)
9265 BLIND PASS RD, SARASOTA, FL 34242
$3,000,00079 Days on yellowkey MLS ID: A4676249
1 Days Off yellowkey (back on 2/22/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 3186 Built: 1998 Tax: $13,081 (2025)Community: Acreage & UnrecSingle Family
Taxes:$13,081
Remarks: Under contract-accepting backup offers. Gulf-to-Bay elegance meets relaxed coastal sophistication in this elevated, sailboat-access waterfront retreat, ideally positioned within one of Siesta Key’s most exclusive gated enclaves. Set in a rare peninsula neighborhood offering true Gulf-to-Bay living, this Caribbean-inspired residence delivers exceptional privacy, sweeping water views, and direct boating access with no bridges to the Intracoastal Waterway. With the newly reopened Midnight Pass just minutes away, access to the Gulf is effortless, making this an extraordinary opportunity for boaters and beach lovers alike. Surrounded by mature tropical landscaping and located on a quiet dead-end street, the home enjoys both Gulf views and a tranquil basin setting with a private dock. Inside, a vaulted-ceiling great room anchors the main living level, filled with natural light and framed by sliding glass doors that open to expansive covered terraces on both the east and west sides—perfect for sunrise mornings and sunset evenings overlooking the water. The open-concept kitchen is designed for entertaining and everyday living, featuring premium appliances including a Sub-Zero refrigerator and generous workspace. The primary suite is located on the main living level, offering terrace access and serene water views, while additional guest accommodations provide flexibility for family and friends. Above, a rooftop observation deck—accessible via spiral staircase—offers breathtaking 360-degree vistas spanning the Gulf, bay, and coastline, creating a truly unforgettable vantage point. Thoughtfully constructed on pilings with storm-conscious design, the home blends timeless island style with peace of mind. The ground level provides covered parking for multiple vehicles, abundant storage, and space for kayaks, paddleboards, and beach gear. An elevator shaft is already in place for future installation, and pool plans are available. With deeded beach access just steps away and a private dock at your back door, this is one of the few properties on Siesta Key where you can enjoy the beach in front and your boat behind. Beach, boating, privacy, and views converge in this exceptional offering—capturing the essence of Gulf-to-Bay living on Siesta Key. From morning experiences along the shoreline to breathtaking sunsets over the Gulf, every day on Siesta Key feels like a vacation. And when you're ready to explore beyond the island, downtown Sarasota is just a short drive away, offering world-class dining, arts and culture, including the Ringling Museum, Van Wezel Performing Arts Hall, and St. Armands Circle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
850 S TAMIAMI TRL #704, SARASOTA, FL 34236
$275,00044 Days on yellowkey MLS ID: A4679957
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 980 Built: 1998 Tax: $4,195 (2025)Community: Central Park IiCondo
Taxes:$4,195
Remarks: Central Park II is perfectly named—this ground-floor, corner 2-bedroom, 2-bath condo puts you at the center of everything. Just minutes from the bayfront, beaches, downtown, bike trails, shopping, dining, the hospital, and the water--this location is hard to beat. The community offers waterfront access, including a new high-tech kayak launch and fishing dock, along with lighted tennis and pickleball courts, a heated pool with new lighting and a hot tub. The adjacent clubhouse features a fitness room, showers, kitchen, library, and meeting space. There is also bike sheds and kayak storage. A side-gate gives fast access to the bayfront and downtown. Inside, the condo features tile flooring throughout, a new air-conditioning system, and abundant natural light thanks to its corner location. Two private lanais extend the living space, and two separate storage rooms provide exceptional convenience. Central Park II is an active, welcoming community known for game nights, social events, karaoke parties, and strong resident committees. Enjoy country-club-level amenities without country-club fees. Even better, monthly dues were just reduced, and there are no planned assessments. This is Sarasota living at its best—comfortable, connected, and community-driven. Easy to rent!
Listing Agent: Ray Collins (941-228-0091)
1575 EASTBROOK DR, SARASOTA, FL 34231
$4,700,000398 Days on yellowkey MLS ID: A4643636
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4087 Built: 2025 Tax: $10,428 (2025)Community: Kentwood EstatesSingle Family
Taxes:$10,428
Remarks: Construction and staging have been completed in this stunning new home by award-winning Trinity Custom Homes. Discover luxury and innovation in this remarkable four-bedroom-plus-den, 5.5-bath, West-of-the-Trail home. This custom-designed residence showcases superior craftsmanship, offering a sophisticated blend of modern design and top-tier functionality. Every detail has been meticulously planned, from the gourmet kitchen, which features Thermador appliances, a 42-inch refrigerator, a five-burner gas cooktop, double ovens, and abundant pantry storage, to the great room plan with a soaring, vaulted ceiling, wood trusses with LED uplighting and fireplace, ideal for fabulous entertaining and everyday living. The dining area features an entertainment center that includes a U-Line wine cooler and ice maker, as well as an Elkay water bottle filler and chiller. No detail was overlooked, from the Level 5 drywall finishes on walls and ceilings to the custom cabinetry in the great room, office, and bedroom closets. The outdoor space offers a resort-style retreat overlooking a serene, spring-fed lake, featuring a PebbleTec surfaced pool and spa, a lanai cage with a Clearview enclosure, and a motorized sunshade screen. The outdoor kitchen, complete with a gas grill, elevates the alfresco dining experience. Advanced technology includes a whole-house alarm system with seven-camera surveillance, a Sonos multiple-zone audio system, and motorized shades. Dual Navien tankless water heaters, equipped with a circulation loop and open-cell foam insulation, ensure optimal energy efficiency. Two Trane variable-speed HVAC systems provide zoned climate control for enhanced comfort. Built for resilience and convenience, the home includes Anderson windows and doors, a 26-kilowatt Kohler generator, and a 1,000-gallon propane tank to support the entire house. The 400-amp electrical system, featuring two 200-amp panels, ensures reliable performance. Additional upgrades include custom-built-ins, wireless internet access points, and energy-efficient features such as advanced insulation and zoned HVAC. The split three-plus-car garages and a circular paver driveway provide ample space for vehicles and storage. Ideally located in the private community of Kentwood Estates, this home offers privacy and tranquility while being minutes from Siesta Key’s renowned beaches and downtown Sarasota’s vibrant entertainment, cultural attractions, shopping, and fine dining. This exceptional property presents a rare opportunity to experience unparalleled luxury and thoughtful design in one of Sarasota’s sought-after neighborhoods. Schedule your private showing today to envision your future in this extraordinary residence.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
915 SEASIDE DR #310, SARASOTA, FL 34242
$1,399,00015 Days on yellowkey MLS ID: A4686908
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1900 Built: 2009 Tax: $14,651 (2025)Community: Siesta Key Beach Residences IiCondo
Taxes:$14,651
Remarks: Welcome to Unit 310 at the exclusive Hyatt Residence Club Siesta Key Beach—where elevated coastal living meets one of the most sought-after addresses on Siesta Key. Set directly on the powdery white sands of world-renowned Siesta Key Beach, this premier residence offers a rare opportunity to own within a luxury, resort-style community backed by the trusted Hyatt brand and known for its exceptional service, amenities, and strong rental demand. This beautifully updated 3-bedroom, 3-bath condominium is currently utilized as investment property and professionally managed offering a seamless, turnkey experience designed to maximize both convenience and performance. Perfectly positioned on world-famous Siesta Key Beach—consistently ranked among the top beaches in Florida, the U.S., and the world—this property benefits from steady, year-round demand for high-end vacation rentals. Whether you're seeking a dedicated income-producing asset, a future vacation retreat, or a combination of both, Unit 310 offers exceptional flexibility and long-term value. Inside, the residence features a bright, open-concept layout with three bedrooms and three full bathrooms, designed to comfortably accommodate owners and guests. Spacious living and dining areas create a welcoming environment, while the private lanai offers an additional space to relax. Residents and guests enjoy access to resort-style amenities, including a sparkling pool, fitness center, concierge services, and professional management options. With direct beach access, close proximity to Siesta Key Village, and strong, consistent rental appeal, Unit 310 presents an exceptional opportunity in the Siesta Key market. Positioned as one of the best values currently available, it is competitively priced to sell—making it an ideal choice for both investors and end users looking to capitalize on location, lifestyle, and long-term potential.
Listing is courtesy of: THE SARASOTA REAL ESTATE COMP. (941-321-5595)
Listing Agent: David Lehrman (941-321-5595)
5830 CAVANO DR, SARASOTA, FL 34231
$699,90025 Days on yellowkey MLS ID: TB8488712
1 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1905 Built: 2014Monthly Fee: $287 Tax: $6,780 (2025)Community: Esplanade By Siesta KeyVilla
Taxes:$6,780
Remarks: Welcome to one of the most beautiful villas in Esplanade by Siesta Key—an impeccably maintained and professionally decorated three-bedroom, two-bath residence with a den, offering the perfect blend of luxury, comfort, and maintenance-free living. From the moment you step inside, you’ll notice the elegant details, including tray ceilings, crown molding, and high-end laminate flooring paired with tile throughout. The gourmet kitchen is a true centerpiece, featuring stunning new quartz countertops, custom wood cabinetry, stainless steel appliances, and a spacious peninsula ideal for casual dining, morning coffee, or gathering with guests. The open-concept layout flows effortlessly into the dining and living areas, creating an inviting space for entertaining. Natural light pours in through glass doors that lead to a generous screened-in lanai, where you can unwind while enjoying peaceful lake views right in your backyard. The outdoor kitchen, complete with a sink and stainless steel refrigerator, makes alfresco dining a breeze. The spacious owner’s suite is a private retreat, offering a large walk-in closet with professionally designed custom cabinetry. The ensuite bathroom features a dual granite vanity with a dedicated makeup area, along with a walk-in shower, custom glass enclosure, and built-in bench. Designed with privacy in mind, the split floor plan places the additional bedrooms away from the primary suite. Each guest room is generously sized and well-appointed with quality finishes and ceiling fans. The versatile den provides the perfect space for a home office, library, or quiet reading room, and also offers a built in murphy bed. Even the laundry room impresses, offering abundant cabinetry, a utility sink, and ample counter space. The garage has been thoughtfully upgraded with custom storage cabinets and overhead metal racks, maximizing organization. Additional upgrades include hurricane shutters, a widened driveway, and an extended paver walkway. Recent improvements add peace of mind, including a water heater (2021), new HVAC (2025), and a new Bosch dishwasher and refrigerator (2026). This home is truly move-in ready. Residents of Esplanade by Siesta Key enjoy resort-style amenities, including a beautifully appointed clubhouse, state-of-the-art fitness center, tennis court, pickleball court, and a stunning pool and outdoor living area. This gated, meticulously landscaped community offers a lifestyle of ease, elegance, and year-round enjoyment. *ALL information is believed to be accurate, but must be verified by the buyer and the buyer's agent*
Listing is courtesy of: HOMESMART (407-476-0461)
Listing Agent: Brett Tate (727-240-7318)
671 AVENIDA DEL NORTE, SARASOTA, FL 34242
$3,200,00015 Days on yellowkey MLS ID: A4687911
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2875 Built: 2026 Tax: $6,423 (2025)Community: Sarasota BeachSingle Family
Taxes:$6,423
Remarks: Under Construction. Custom Canal-front home underway by Salt Wave Construction, ideally located just a stroll from Siesta Key Beach and Village. Built entirely with solid block construction, this home showcases high-quality materials throughout, including hurricane-impact windows. Designed with durability in mind, its island-style construction ensures lasting strength and resilience.Thoughtfully designed to maximize its waterfront setting, the home showcases expansive porches and a spectacular rooftop deck spanning the entire roofline, offering panoramic views of the wide canal and surrounding Siesta Key landscape. This approximately 3,000-square-foot home features 4 spacious bedrooms, each with its own en-suite bath, delivering both comfort and privacy. The primary suite is a true retreat, boasting a luxurious oversized bathroom, an expansive walk-in closet, and a private canal view loggia with a fireplace—perfect for relaxing evenings. Crafted with a seamless blend of sophisticated design and high-quality finishes, this residence provides an unparalleled sanctuary. The outdoor living space includes an open pool area, ideal for entertaining, unwinding, or enjoying direct access to Sarasota’s scenic waterways. Located just minutes from world-renowned white sand beaches, vibrant dining, shopping, and entertainment, this home perfectly balances tranquility and convenience in one of Sarasota’s most desirable neighborhoods. Estimated completion: approximately 10-12 months.
Listing Agent: Jessica Hoffman (941-400-5778)
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