Location: Sarasota
Do Not Show Listings
4190 ARROW AVE, SARASOTA, FL 34232
$499,90050 Days on yellowkey MLS ID: A4683625
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1712 Built: 1990Monthly Fee: $48 Tax: $4,612 (2025)Community: NottinghamSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,612
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to your Florida dream home!, This beautiful family residence offers the perfect blend of comfort, privacy, and lifestyle. Featuring 3 spacious bedrooms and an semi open-concept kitchen ideal for entertaining, this home is thoughtfully designed with strategic spaces to relax and enjoy everyday living. Step outside to your private screened-in pool, perfect for year-round enjoyment while keeping the area clean and bug-free. The fully fenced backyard provides a safe and peaceful setting for family gatherings and pets. The 2-car garage offers ample storage and convenience, and the quiet, walkable neighborhood is ideal for evening strolls with family and pets. Located in the heart of Sarasota, known for its paradise-like lifestyle, this home is just a short drive from world-famous beaches like Siesta Key Beach and close to major roads, shopping, dining, and top-rated schools. Enjoy the perfect balance of tranquility and accessibility in one of Florida’s most desirable coastal cities. Move-in ready and waiting for you to start creating unforgettable memories! Septic system records indicate the system was serviced on 10/30/2023. Please note that the information provided in the Seller Disclosure is inaccurate. For any questions or additional details, please contact the listing agent.
Listing is courtesy of: PARADISUS REALTY GROUP CO (941-281-4973)
Listing Agent: Oscar Jimenez Romero (941-730-1347)
5894 BENEVENTO DR, SARASOTA, FL 34238
$485,00028 Days on yellowkey MLS ID: A4684183
0 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2008 Built: 2006Monthly Fee: $443 Tax: $4,364 (2025)Community: Isles Of SarasotaSingle Family
Taxes:$4,364
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Under contract-accepting backup offers. Charming Oakmont Model with Pool in The Isles of Sarasota – Palmer Ranch Opportunity awaits in this 3-bedroom, 3-bathroom + den single-family home located in the highly sought-after Isles of Sarasota in Palmer Ranch. Built by Divosta with solid poured concrete walls, this popular Oakmont model offers a flexible, open floor plan and timeless design—ready for your special touches. Step inside to find spacious living and dining areas, a dedicated den perfect for a home office or guest space, and generous bedroom suites. The home also features a central vacuum system, abundant natural light, and extra storage space in the two-car garage. Outside, enjoy your private pool—ideal for relaxing or entertaining in the Florida sunshine. Rest easy when storm season arrives—this Divosta-built home features solid poured concrete construction and hurricane shutters for added protection. Situated in the preferred X flood zone, the property has never experienced flooding, does not require flood insurance, and is outside of an evacuation zone—providing valuable confidence and security for Florida homeowners. The Isles of Sarasota offers an active, resort-style lifestyle with an impressive array of amenities, including: Beautiful clubhouse, State-of-the-art fitness center, Resort-style community pool, Basketball court,4 Har-Tru tennis courts, 2 pickleball courts, 2 bocce courts, Tot-lot/playground, Dedicated activities director, Full-time on-site manager, Numerous community events and social activities. Perfectly located just minutes from Siesta Key Beach, dining, COSTCO, medical facilities, golf courses, the Legacy Trail, and all the cultural venues of downtown Sarasota, this home combines lifestyle, location, and value. Bring your vision and make this solidly built Palmer Ranch property your own piece of paradise.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Mary Murphy (941-685-7797)
2415 PELICAN DR, SARASOTA, FL 34237
$519,000246 Days on yellowkey MLS ID: A4659633
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1494 Built: 1950 Tax: $4,460 (2024)Community: Terrace GardensSingle Family
Taxes:$4,460
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Charming 1950s Florida Ranch-Style Home with Separate One-Bedroom Apartment in Sought-After Terrace Gardens! Don’t miss this rare opportunity to own a classic mid-century Florida ranch home in the desirable Terrace Gardens community. Situated on an expansive corner lot, this single-family residence offers exceptional flexibility, income potential, and future development possibilities. The main home features 2 bedrooms and 1 bath, showcasing original wood floors in the bedrooms, generously sized closets, and a delightful lanai-style sitting room perfect for relaxing. A beautifully carved-out one-bedroom, one-bath apartment provides a private space ideal for guests, extended family, or rental income—both units are currently rented. Whether you're looking to generate income immediately or envision building your dream home in a neighborhood filled with new construction, this property offers endless possibilities. Enjoy the unbeatable location: bike the nearby Legacy Trail, explore downtown’s vibrant restaurants and cultural scene, play at Payne Park, or spend the day at the beach—all just minutes away.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
186 MIDWEST PKWY, SARASOTA, FL 34232
$259,99043 Days on yellowkey MLS ID: TB8479924
2 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1083 Built: 1963 Tax: $2,892 (2025)Community: Eastwood OaksSpa: NoSingle Family
Taxes:$2,892
Remarks: Under contract-accepting backup offers. Concrete block home on almost ¼ acre in Flood Zone X with NO HOA. Hurricane shutters included. Zoned to allow an ADU for future flexibility or investment potential. Priced at $259,990 to reflect cosmetic updates needed. Seller is willing to install a new roof and update the electrical panel with an acceptable Contract, making this a rare opportunity to secure a solid home in Sarasota with major improvements addressed. Ideal for buyers looking to customize while gaining long-term value. Close to public transportation, Pinecraft, Legacy Trail and Easy Access to I-75 and the beautiful Beaches !!
Listing is courtesy of: LUXURY & BEACH REALTY INC (727-800-5906)
Listing Agent: Belinda Parker (727-742-8326)
4014 HINA DR, SARASOTA, FL 34241
$400,0009 Days on yellowkey MLS ID: A4689030
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1296 Built: 1984 Tax: $3,515 (2025)Community: Lake SarasotaSingle Family
Taxes:$3,515
Elementary School: Lakeview Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Welcome home to this charming, move-in ready 3-bedroom, 2-bathroom retreat nestled in one of Sarasota's most sought-after neighborhoods with NO HOA, NO CDD, and NO flood insurance required. From the moment you step inside, natural light pours through large windows into a warm and inviting living room anchored by a stunning rock-lined electric fireplace, the perfect centerpiece that gracefully separates the living and dining areas. The thoughtfully designed floor plan flows seamlessly from the dining space into a bright, sun-filled Florida room, offering endless possibilities as a second living area, home office, playroom, or creative studio. From the Florida room you have access to your own private backyard oasis, complete with a brand-new privacy fence ideal for entertaining, gardening, or simply unwinding in the Florida sunshine. With 1,216 square feet of well-appointed living space, a 1-car garage, and major systems already updated for your peace of mind, this home checks every box: NEW ROOF (2021) with transferable warranty, NEW WATER HEATER (2021), NEW AC (2018), NEW EXTERIOR PAINT (2021) & HURRICANE WINDOWS & DOORS. This is a cream puff, and won't last long!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Philip Pisano, Iii (941-468-8603)
3182 HATTON ST, SARASOTA, FL 34237
$575,00042 Days on yellowkey MLS ID: A4684851
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
Middle School: Brookside Middle
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 is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Philip Graber (941-320-5451)
3118 KEY WAY, SARASOTA, FL 34239
$599,00040 Days on yellowkey MLS ID: A4685119
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2370 Built: 1961 Tax: $2,942 (2025)Community: SouthgateSpa: NoSingle Family
Taxes:$2,942
Elementary School: Wilkinson Elementary
Remarks: One or more photo(s) has been virtually staged. Beautifully updated 4-bedroom, 2-bath pool home in the desirable Southgate neighborhood of Sarasota offering the ideal blend of indoor comfort and outdoor Florida living. The home features a bright open layout with expansive pocket sliding glass doors that fully open to an oversized open-air pool and patio, perfect for entertaining and relaxing. The updated kitchen includes extensive custom cabinetry with built-in pantry storage and a discreetly integrated laundry area. The home offers four spacious bedrooms and two bathrooms, including a guest bath with a soaking tub. Outside, the property features a large additional paved parking pad along with the driveway and garage, providing ample space for multiple vehicles and recreational equipment. With minimal deed restrictions, the property allows RV and boat parking, with additional space along the side of the home. The backyard also includes a custom playground area. Conveniently located just minutes from Siesta Key Beach, downtown Sarasota, shopping, dining, and parks.
Listing is courtesy of: PREMIER AGENT NETWORK (877-663-9366)
Listing Agent: Stephanie Hawkins (941-587-4337)
3953 PRAIRIE DUNES DR, SARASOTA, FL 34238
$975,0008 Days on yellowkey MLS ID: A4689054
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3182 Built: 1985Monthly Fee: $137 Tax: $6,809 (2025)Community: Country Club Of Sarasota TheSpa: YesSingle Family
Taxes:$6,809
Elementary School: Gulf Gate Elementary
Remarks: Welcome to 3953 Prairie Dune Drive, located within the gated Country Club of Sarasota, where a fully staffed security gate operates twenty four hour access control. Set along the second hole, this residence offers a private setting with wide golf course views and meaningful updates, including a new roof and replumbing. Low HOA fees further enhance long-term value. The interior is defined by high ceilings, generous natural light, and a layout that promotes easy movement between indoor and outdoor spaces. Two separate living areas support both entertaining and daily comfort. The formal dining room with its bay window provides a welcoming setting for gatherings and sits adjacent to the family room, which includes a wet bar. The kitchen is designed for practical function and features a breakfast room, large pantry closet, extensive wood cabinetry, bar seating, a cooking island, and a pass-through window to the lanai. The primary suite upstairs creates a quiet retreat with three closets, seperate tub and shower, dual sinks with seperate makeup station, and a loft with a view of the fairway and the main living level. With five bedrooms, four bathrooms, and two flexible bonus spaces, the home supports a range of living needs, including multigenerational arrangements, private workspaces, or comfortable guest quarters. Outdoor living centers on the covered patio, pool, and spa, set within a private environment that captures the full expanse of the course. The location places you less than five miles from Siesta Key, home of the number one beach in America. Nearby conveniences include Costco, Sprouts, Publix, and Target, along with a soon to open Whole Foods, Chipotle, and additional retail and dining. Optional membership to the TPC Prestancia Golf or Sports Club provides access to tennis and pickleball courts, fitness facilities, a lap pool, and a clubhouse with dining, bar, and social venues. These amenities are currently under renovation and scheduled to reopen soon. Discounted member rates available before reopening present a timely opportunity. 3953 Prairie Dune Drive blends privacy, convenience, and community in one of Sarasota’s most established neighborhoods. Schedule a private showing to fully appreciate all that this property offers.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Julianna Burns (941-800-7653)
SARASOTA, FL 34241
$1,119,0009 Days on yellowkey MLS ID: A4688115
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3051 Built: 2025Monthly Fee: $141 Tax: $7,152 (2025)Community: Skye Ranch Neighborhood Four SouthSingle Family
Taxes:$7,152
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Welcome to your dream home, nestled within the serene, gated community of Esplanade at Skye Ranch. This exquisite 4-bedroom, 3-bathroom residence spans 3,051 square feet, offering a harmonious blend of luxury and comfort. Step inside to discover a spacious layout with high ceilings and elegant flooring that flow seamlessly throughout the home. The living area welcomes you with its airy ambiance, perfect for both relaxation and entertaining. The chef’s kitchen is a culinary delight and features an oversized custom island equipped with modern stainless steel appliances and gas heat, ready to inspire your culinary creations. Outdoors, the property features a common space perfect for leisure and recreation, with an amazing water view in the rear of the home outside of any flood zones. The attached garage provides ample parking and storage options. The owner has enhanced the original design with numerous upgrades, including an upgraded front elevation and a gourmet kitchen. Additional features include rough-in for an outdoor kitchen, elegant 8' interior doors, impact windows for added security, pre-plumbing for a water softener, and many, many more. Beyond the beauty of this home, the gated community truly shines with its impressive amenities. Residents can look forward to enjoying a resort-style pool, several parks, walking trails, a dog park, pickleball and bocce ball courts, along with well-lit sidewalks and streetlights. The community also boasts its own brand new K-8 school, making it an ideal choice for families.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Rich Siskie (941-557-8290)
6836 ROXBURY DR, SARASOTA, FL 34231
$575,0008 Days on yellowkey MLS ID: A4686601
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1530 Built: 1969 Tax: $5,635 (2025)Community: Gulf GateSingle Family
Taxes:$5,635
Remarks: A fantastic opportunity to own a home in the highly desirable Gulf Gate community. This property also offers 1% lender credit at closing. Featuring 2 bedrooms, 2 bathrooms, and a spacious one-car garage with a circular driveway, this home provides both comfort and convenience. The interior showcases an open-concept living and dining area with tile flooring throughout, creating a bright and inviting space. The kitchen has been updated with granite countertops, and both bedrooms include walk-in closets for ample storage. A versatile bonus room offers flexibility as a home office or potential third bedroom. Upgrades include a 2021 roof, updated ductwork, improved underground plumbing, a new AC system installed in 2024, and an upgraded main electrical panel to a new 200-amp panel in 2024. The property also features a newly installed sprinkler system covering the entire landscape, along with landscape lighting with a timer in the backyard, both added in 2024. Step outside to enjoy the fully renovated saltwater heated pool and screened lanai—perfect for relaxing or entertaining. Ideally located just minutes from Siesta Beach, the Legacy Trail, shopping, dining, and the neighborhood library, this home is surrounded by everyday conveniences. Gulf Gate also features sidewalks, streetlights, and is within walking distance to top-rated Gulf Gate Elementary School.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
6719 PASEO CASTILLE, SARASOTA, FL 34238
$560,000125 Days on yellowkey MLS ID: A4673922
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2547 Built: 1990Monthly Fee: $125 Tax: $3,547 (2025)Community: MarbellaSingle Family
Taxes:$3,547
Remarks: Located in the Marbella Community of Palmer Ranch, this villa style detached home supports the Sarasota lifestyle. Sunlight pours into the dramatic 18’ ceilings of the living room, where a cozy fireplace invites quiet evenings and four-panel sliders open wide to the pool and lanai, creating a seamless backdrop for relaxed afternoons and effortless entertaining. The heated pool was completely refinished, making it easy to spend long days outdoors, while the flexible layout—with main level master bedroom, a den that can double as a bedroom, and two large bedrooms upstairs—offer privacy and versatility for guests, family, or work-from-home living. The kitchen is where daily life unfolds, anchored by a chef’s-grade refrigerator, induction stove, convection oven, and generous storage. An extra wide garage with workshop space keeps bikes, paddleboards, and projects neatly tucked away. Thoughtful updates an all new 2 phase primary air conditioner, a 27 solar panel system, and a new fiberglass double front door help keep the electric bill low. A newer tile roof quietly and poured slab construction supports comfort, efficiency, sound proofing, and peace of mind. Set at the end of a quiet cul-de-sac with no neighbor on one side and an HOA owned preserve behind, the home feels calm and private, surrounded by mature landscaping within the gated community of Marbella, known for its friendly feel, exquisite landscaping, and tranquil streets less than 5 miles to the nearest beach. From morning rides on the Legacy Trail only 1 mile away to sunset dinners in Gulf Gate and beach days on Siesta Key, this home places you right where Sarasota life is meant to be lived—easy, connected, and deeply enjoyable
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Sean Ready (813-326-6074)
2332 SEWARD DR, SARASOTA, FL 34234
$345,00043 Days on yellowkey MLS ID: D6146339
REDUCED by $5,000 (1.4%) on 04/03/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 928 Built: 1985 Tax: $2,904 (2025)Community: Spring OaksSpa: NoSingle Family
Taxes:$2,904
Elementary School: Emma E. Booker Elementary
High School: Booker High
Remarks: Short Sale. Welcome to this unique 2-bedroom, 2-bath pool home in beautiful North Sarasota, Florida! This charming property backs up to a peaceful preserve, offering added privacy with no rear neighbors — no one can build behind you. The home features fresh exterior paint, giving it great curb appeal, along with a fully fenced yard perfect for pets, entertaining, or simply enjoying your own private outdoor space. Conveniently located near shopping, dining, and entertainment, you’ll love the easy access to everything Sarasota has to offer while still enjoying a quiet neighborhood setting. This is a wonderful opportunity for first-time homebuyers, seasonal residents, or anyone looking for a cozy Florida retreat with a pool and privacy. Don’t miss your chance to make this North Sarasota gem your own!
Listing is courtesy of: CENTURY 21 SUNBELT REALTY (941-625-6120)
Listing Agent: Jayson Burtch (941-626-5432)
539 AVENIDA DEL NORTE, SARASOTA, FL 34242
$5,499,00085 Days on yellowkey MLS ID: A4679096
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4195 Built: 2026 Tax: $7,935 (2025)Community: Archibald ResubSpa: YesSingle Family
Taxes:$7,935
Elementary School: Phillippi Shores Elementary
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. EXQUISITE NEW CONSTRUCTION ON SIESTA KEY: ISLAND LUXURY REDEFINED | Estimated to be substantially completed by 4/30/2026 | A rare opportunity to own a meticulously designed custom residence on a prime corner parcel of approximately one-quarter acre, just blocks from world-renowned Siesta Key Beach. Easily accessible from both the north and south bridges, this exceptional new build delivers the ultimate coastal lifestyle where refined interiors meet effortless outdoor living. | SIESTA Key Beach is frequently recognized as one of the best beaches in the U.S. and worldwide, celebrated for its powder quartz sand and crystal-clear waters. Its global reputation has been affirmed by TripAdvisor’s Travelers’ Choice Best of the Best Beaches and Dr. Beach’s annual rankings, making this location as iconic as it is desirable. | MOMENTS from Siesta Key Village, enjoy efficient access to boutique shopping, coffee shops, and acclaimed dining while still benefiting from an extraordinary amenity, your own private boat dock access on the canal just across the street. Spend the day boating and return home with ease, parking your vessel at your own dock, a true island luxury. | THIS thoughtfully curated residence reflects the vision of a hands-on developer deeply involved in every aspect of design, from interior finish selections to landscaping and amenities. Created for buyers who appreciate craftsmanship and fine detail, the home offers 4,195 sq ft of interior living space and an additional 3,756 sq ft of outdoor living, seamlessly blending indoor and outdoor environments. | THE chef’s kitchen is designed for both entertaining and everyday ease, complete with a “dirty kitchen” for behind-the-scenes preparation. The light-filled great room opens to a nearly 50-foot wraparound terrace, creating a spectacular setting for hosting family and friends. | TWO bedrooms are located on the main living level, ideal for guest suites or a secondary primary. Take the stairs or elevator one level up to access the private primary suite featuring a truly custom bath with bespoke tile, finishes, soaking tub and spacious shower that creates a spa-like retreat. Two additional bedrooms with a shared bath complete the upper-level.| FLEXIBLE, elegant, and intelligently executed, the suite of spaces within this home allows effortless tailoring to any family’s lifestyle from multi-generational living to a dynamic entertainer’s paradise. | IMAGINE a home where the luxuries of island beach life blend with a private, resort-style retreat: *Inground pool & spa for cooling off or casual lounging*Rooftop deck for sunset cocktails and starlit conversation*Private boating access just steps from your front door. | AND, when you’re ready for a taste of city life, Downtown Sarasota’s rich cultural tapestry with its farmers markets, arts, galleries, festivals, waterfront parks, and world-class dining is only a short drive away. |THIS is more than a home, it’s an invitation to own your piece of the new Siesta Key lifestyle: elevated, effortless, and extraordinary.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Lisa Otte (941-281-5472)
8555 HERON LAGOON CIR, SARASOTA, FL 34242
$2,725,000380 Days on yellowkey MLS ID: A4646820
INCREASED by $1,350,000 (98.2%) on 04/06/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2568 Built: 1951Monthly Fee: $75 Tax: $12,703 (2024)Community: Heron Lagoon LodgesSingle Family
Taxes:$12,703
Remarks: Pre-Construction. To be built. Rare Opportunity on Siesta Key – Expansive Corner Lot with Private Beach Access + Custom Coastal Estate by SeaSafe Homes. A truly rare opportunity to build your dream home on one of the largest privately owned parcels on Siesta Key. Situated on an expansive over ¾-acre corner lot with nearly 37,000 square feet, this exceptional homesite offers private beach access via an exclusive pedestrian bridge leading directly to your own slice of Siesta Key’s sugar-sand shoreline. Located within an intimate enclave of only 13 homes along Heron Lagoon, this hidden gem offers unmatched privacy, serenity, and exclusivity on the south end of the island, while remaining just minutes from Siesta Key Village Featured here is the Wave Crest Model by SeaSafe Homes, thoughtfully designed for elevated coastal living. Built for luxury and resilience, this home features a superior 2x12 floor system and 2x6 wall construction, engineered to withstand winds up to 180 MPH, exceeding typical coastal building standards and providing peace of mind. With advanced off-site construction methods, build time can be reduced by up to 75%, minimizing weather-related construction delays and allowing you to enjoy your new home sooner. The thoughtfully designed floor plan offers 4 bedrooms, 3.5 bathrooms, and an open-concept layout ideal for full-time living, seasonal enjoyment, or luxury rental potential. The spacious kitchen flows seamlessly into the living and dining areas and includes a large walk-in pantry and extended island, perfect for entertaining. The primary suite features direct porch access, a spa-inspired bath and walk-in closet. A secondary en-suite bedroom with optional private exterior entrance offers ideal flexibility for guests or lockout rental use. Every SeaSafe home also includes energy-efficient sealed systems and upgraded insulation as standard, combining strength, efficiency, and thoughtful design. Whether you envision a legacy family estate, luxury island getaway, or investment opportunity, this extraordinary homesite paired with a premier coastal build offers a once-in-a-lifetime chance to own something truly special on Siesta Key. Private tours, lot walks, and builder consultations available upon request.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Conner Ashley (941-374-1024)
12028 LEGACY ESTATES BLVD, SARASOTA, FL 34238
$1,349,50054 Days on yellowkey MLS ID: A4682813
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2862 Built: 2017Monthly Fee: $560 Tax: $7,835 (2025)Community: Legacy Estates On Palmer RanchSingle Family
Taxes:$7,835
Remarks: Experience Florida luxury in this exquisite fully furnished 2862 square feet, 3-bedroom, 3.5-bath with 3 car garage residence, nestled in the gated maintenance free enclave of Legacy Estates at Palmer Ranch. This meticulously designed home combines unparalleled comfort, offering complete peace of mind with a robust emergency generator, whole-house impact glass windows and roll down hurricane screens. Entertainers will delight in an open floor plan that leads to the opulent outdoor kitchen, featuring a professional 60,000 BTU gas burner—the perfect setting for creating culinary masterpieces under the Florida sun. The inviting en-suite primary bedroom features two walk-in closets. Designed for a care-free lifestyle, the open floor plan flows seamlessly, highlighting elegant finishes throughout. This home features a gourmet kitchen with an expansive quartz island, tray ceilings and extended covered outdoor lanai. Residents enjoy exclusive access to resort-style amenities, including dog parks, 8 Pickleball courts, 2 tennis courts, splash park, a stunning pool, spa, fitness center, and a dedicated lifestyle manager. This home offers the perfect blend of security, convenience, and luxury living in one of Sarasota's most sought-after communities, close to beaches and top-tier dining. Convenient Sarasota location with easy access to Pine View Gifted School, Costco, Legacy bike and walking trail. Nearby Whole Foods and Trader Joes opening soon. Make your life easy and elevate your lifestyle today.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Valentina Pippin (407-900-1001)
2767 17TH ST, SARASOTA, FL 34234
$279,90015 Days on yellowkey MLS ID: A4688191
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1098 Built: 1984 Tax: $847 (2025)Community: Lenray HeightsSingle Family
Taxes:$847
Remarks: Under contract-accepting backup offers. Come see this great starter/investment home with a great location near all of the great amenities Sarasota has to offer including downtown Sarasota, Ed Smith Stadium, SRQ airport and UTC. Newer roof (2023), new hot water heater (2026) and HVAC (2020), help to keep carrying costs low along with no HOA, no CDD and NO FLOOD ZONE! Owners renovated kitchen with granite and solid wood cabinetry offering tons of counter space. Battery back-up system installed that can power your 110V items if power ever goes out. Beautiful backyard with cozy sitting area on a spacious elevated deck. Ready for your personal touches, come see this home today!
Listing Agent: Anthony Rudolph (702-286-5251)
3711 EAGLE HAMMOCK DR, SARASOTA, FL 34240
$929,900198 Days on yellowkey MLS ID: A4664546
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3506 Built: 2004Monthly Fee: $138 Tax: $6,413 (2024)Community: HammocksSpa: YesSingle Family
Taxes:$6,413
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: This is the one * QUALITY BUILT BY PRUETT HOMES AND LOCATED BEHIND THE GATES OF THE RARELY AVAILABLE HAMMOCKS NEIGHBORHOOD, WHERE YOUR DREAM HOME AWAITS * 'A' RATED SCHOOL DISTRICT * Lovingly cared for, and the PRIDE OF OWNERSHIP SHOWS * This FAMILY ESTATE HOME is LOCATED ON A PREMIUM CUL DE SAC * 1/3 ACRE LOT IS A MUST-SEE PRIVATE SETTING * NO THROUGH TRAFFIC * This BEAUTIFUL home backs to VIEWS of Laurel Oak Golf Course and a lovely Lake * NO NEIGHBORS BEHIND YOU * This IMMACULATE 2 Story Home is a MUST-SEE * This Split Plan Design boasts a total of 5 Bedrooms PLUS Office/Den & 3 Baths * 2nd Floor features 2 Guest Bedrooms, 1 Bath & a 27x19 Bonus Room for entertaining and is perfect for kids or guests. DOWNSTAIRS: Primary Suite, 2 Guest Bedrooms, Den, Formal Living Room & Formal Dining Room with Gas Fireplace * Private Master Suite is LARGE with a HUGE Oasis Bath, Dual Sinks, Soaking Tub & a Separate Walk-in Shower * Gorgeous Chef's Kitchen opens to the Family Room with VIEWS to the Private, Heated Pool & Spa * This DREAM KITCHEN showcases a Pantry, Breakfast Bar, Nook/Dinette with Aquarium Glass, Wood Cabinets, Granite Counters, Gas Cook-top & Double Oven * Excellent home to entertain in or just relax in your slice of paradise * 3 car Garage allows for plenty of room for all the toys * Paver Brick Driveway * The Hammocks is a 24 hour gated community with low annual HOA fees * It has that country feel yet you are minutes to Siesta Key Beach, excellent schools, shopping & dining * Rothenbach Park & Publix Plaza are nearby * All the luxury features you desire are here! * One look & you'll fall in Love *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Brown (941-330-7774)
5619 NEW YORK AVE, SARASOTA, FL 34231
$399,000188 Days on yellowkey MLS ID: A4664577
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1577 Built: 1959 Tax: $3,645 (2025)Community: Sun HavenSingle Family
Taxes:$3,645
Remarks: Welcome to 5619 New York Avenue, a charming Sarasota retreat where comfort, style, and convenience come together beautifully. Nestled in a quiet neighborhood with no HOA, this home offers the freedom to truly make it your own while being just minutes from Siesta Key Beach, Downtown Sarasota, and all the coastal lifestyle has to offer. As you arrive, refreshed tropical landscaping and a welcoming curb appeal set the tone. Step inside to find a bright, open layout designed for easy living and connection. Natural light fills every corner, reflecting off tile floors that create a clean and calming atmosphere. The kitchen opens to the living space, perfect for entertaining or relaxed family gatherings, while large sliding doors invite you to step outside and experience the home’s centerpiece, your private backyard oasis. Out back, the sparkling pool is surrounded by lush greenery, offering a peaceful escape where you can unwind, host weekend barbecues, or simply soak up the Florida sun. The fenced yard provides privacy and room for pets or gardening, creating a perfect blend of relaxation and functionality. Whether you are looking for a full time residence, a seasonal getaway, or an investment opportunity, this home captures what makes Sarasota living so desirable. You are close to the area’s top beaches, shopping, dining, and cultural attractions, yet tucked away in a neighborhood that feels like your own personal retreat. This is your chance to own a pool home in Sarasota that combines character, comfort, and location while giving you the freedom of no HOA restrictions. Experience the lifestyle you have been dreaming of at 5619 New York Avenue.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jesse Bauer (941-465-8583)
1240 HILLVIEW DR, SARASOTA, FL 34239
$16,950,0007 Days on yellowkey MLS ID: A4688990
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4852 Built: 1992 Tax: $80,000 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$80,000
Elementary School: Southside Elementary
Remarks: Introducing “Gatsby Manor,” set along Hillview Drive, one of Sarasota’s most coveted bayfront addresses, often compared to Port Royal for its exclusivity and waterfront lifestyle, this rare Harbor Acres estate property spans nearly three-quarters of an acre on deep, boatable water with sweeping, unobstructed Sarasota Bay views stretching south toward Siesta Key and the Gulf of Mexico, representing one of the neighborhood’s most distinguished open-bay offerings where only a select few residences achieve true estate scale. Encompassing more than 8,000 square feet of air-conditioned space with four bedrooms and three-and-a-half baths. The residence is complemented by a grand motor court accommodating 15+ vehicles beneath a canopy of majestic grand oaks. Privately approached through wrought-iron gates and a sweeping circular drive anchored by a multi-tiered fountain, the home opens to a dramatic two-story foyer framing the water beyond. Interiors are defined by soaring ceilings up to 22 ft. in height, exceptional millwork, multiple fireplaces, a striking two-story wood-paneled library, formal dining with 12-foot ceilings, and a wetbar—perfectly blending elegant entertaining with comfortable daily living. The chef’s kitchen is designed to support both everyday living and large-scale gatherings, featuring double 36-inch Sub-Zero refrigerators with dual freezer drawers, two dishwashers, and a 60-inch Wolf gas range with six burners and infrared dual griddle. The owner’s suite occupies the entire east wing of the main living level, creating a private waterfront retreat complete with a gas fireplace, sitting area overlooking the pool and bay, dual walk-in closets, and a spa-inspired bath highlighted by a sculptural copper soaking tub, dual vanities, and a dedicated luxury makeup area. Upstairs, a second primary-style suite and two additional guest bedrooms are accessed via the grand staircase or three-stop elevator, offering privacy and flexibility for family and guests. The 3,800+ square-foot ground-level bonus area serves as the home’s ultimate entertaining environment, featuring a remarkable speakeasy lounge and an impressive 700+ bottle wine room. This expansive space functions as a true extension of the residence’s living experience—ideal for hosting gatherings, intimate evenings, or celebrations on a grand scale. Outdoor living is equally exceptional, centered around an expansive marble terrace surrounding the 25’ × 60’ heated saltwater pool with integrated sun shelf and spa. A brand new deep-water dock with a 20,000 lb. boat lift and seawall replaced in 2017 further enhance the property’s boating capabilities and long-term value. Additional highlights include hurricane-rated garage doors, elevator access to all three levels, a drive-through three-car garage, and extensive storage throughout. Perfectly positioned just a short stroll to Southside Village’s restaurants and boutiques, minutes from downtown Sarasota’s celebrated arts and cultural district, and only four blocks from Sarasota Memorial Hospital. Gatsby Manor offers a truly rare opportunity to enjoy estate-scale open-bay living with deep water, privacy, and exceptional walkability in one of Sarasota’s most prestigious waterfront neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
418 EDWARDS DR, SARASOTA, FL 34243
$440,000206 Days on yellowkey MLS ID: A4665321
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1403 Built: 1950 Tax: $2,880 (2024)Community: Uplands TheSingle Family
Taxes:$2,880
Remarks: Charming Sarasota Bay-View Cottage with Timeless Character and Modern Comforts 418 Edwards Dr, Sarasota, FL 34243 2 Beds | 1 Bath | 1,403 Sq Ft | .39 Acre Lot | No HOA Welcome to a slice of Sarasota’s coastal charm! Nestled right along the shimmering waters of Sarasota Bay and across from the Sarasota-Bradenton International Airport, this beautifully maintained 1950s single-family cottage offers the rare blend of original character, recent updates, and flexible use potential—all on an expansive .39-acre lot with NO HOA restrictions. Step onto the welcoming front porch and into a light-filled living room, where oversized windows, a cozy wood-burning fireplace, and a built-in bookcase instantly make you feel at home. The open-concept flow continues through a dedicated dining space and into the modernized kitchen—fully remodeled in 2018 with sleek cabinetry, updated appliances, and plenty of counter space to bring your culinary ideas to life. The home’s engineered bamboo flooring, installed throughout in 2018, brings warmth and continuity to the entire home. A central hallway leads to two well-appointed bedrooms, thoughtfully separated for privacy. The updated full bathroom with stand alone shower and a tub, conveniently located at the start of the hallway, makes it convenient for guests and everyday use for the residents. Out back, you’ll find where this home truly shines. The generously sized backyard, surrounded by a new fence (2024), features a deck right of the kitchen exit, which was installed in 2019—perfect for hosting family gatherings or quiet evenings under the stars. The family’s favorite memories were made here, from backyard parties to playing with their children & pets, and now it’s ready for the next chapter. Enjoy a partial view of Sarasota Bay, mature landscaping, and a sense of peaceful seclusion—all while having room to build a detached garage, store your RV or boat. Although this home has never been rented out, BUYERS SHOULD EXPLORE THE PROPERTY’S POTENTIAL AS AN INCOME-PRODUCING RENTAL OR AIRBNB, making it a fresh opportunity for a savvy investor or someone looking to enjoy Florida living full-time. Major System & Structural Highlights: New HVAC system and attic insulation (2024) New fencing (2024) Roof replaced (2015) Water heater (2018) Updated electrical (2017) Updated plumbing (2018) Water filtration system (2021) 9 impact-resistant hurricane windows (2019) Exterior painted (2023) All appliances included—washer/dryer too! LOCATION, LOCATION, LOCATION! Perfectly positioned near it all—enjoy: Walkable paths to the Powell-Crosley Estate & USF Sarasota/Manatee Campuses. 1 min to SRQ Airport 5 mins to Ringling Museum & New College of Florida 10 mins to Downtown Sarasota 15 mins to St. Armands Circle & Lido Beach Easy access to University Town Center, shops, and dining Minutes to cultural hubs, marinas, parks, and more! Whether you’re looking for a peaceful Florida retreat, a strategic investment, or a home with room to grow, this lovingly maintained residence checks all the boxes—with no HOA limits to your imagination. Don’t miss the chance to own a truly special home in one of Sarasota’s most convenient and scenic locations!
Listing Agent: Paula Mccabe (941-313-0864)
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