Location: Sarasota
Do Not Show Listings
4300 EASTERN PKWY, SARASOTA, FL 34233
$549,00035 Days on yellowkey MLS ID: N6144098
Bed: 2 Bath: 1.0 Gar: 3 Liv Area Sq Ft: 1284 Built: 1956 Tax: $3,231 (2025)Community: Shady OaksSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,231
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Rare opportunity to own a private retreat with space, flexibility, and an unbeatable location—all set on nearly an acre (.80 acres) in Sarasota. Properties like this are incredibly hard to find, offering no HOA, no CDD fees, and no deed restrictions. This well-maintained 2-bedroom, 1-bath home has been thoughtfully updated and offers excellent potential for expansion. Recent improvements include a new HVAC system, water heater, washer and dryer (2021), new kitchen appliances (2024), and a new shingle roof on the home along with a metal roof on the detached garage (2023). Set back from the road for added privacy, the property features a spacious open floor plan with flexible living options to suit a variety of lifestyles. The large lanai just off the kitchen and living area creates a perfect indoor-outdoor flow for relaxing or entertaining. One of the standout features is the impressive 30’ x 30’ detached garage, complete with two garage doors, an attached shed for additional storage, and its own electrical panel with a 220-amp receptacle—ideal for a workshop, business use, or hobbyist needs. With ample space for storage, recreation, or future customization, this property offers endless possibilities. Enjoy the privacy of a large homesite while being just minutes (approximately 5 minutes) from schools, shopping, dining, and Sarasota’s beautiful beaches. Move-in ready and full of potential—this is a truly unique opportunity you don’t want to miss.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Allison Bollero (941-451-7411)
2100 9TH ST, SARASOTA, FL 34237
$525,000150 Days on yellowkey MLS ID: A4677334
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1456 Built: 1977 Tax: $3,516 (2025)Community: Walpole Frank AApartment
Taxes:$3,516
Remarks: Investment opportunity, a corner lot duplex, located between downtown and Ringling College. Each unit has 725 sq ft with 2 bedrooms, 1 bath and the convenience of an attached carport. New Roof in 2025, Re-pipe, roof 2011. Each unit has a fenced in yard, Mango and Avocado trees in one side. Tenants are currently in place on a month to month. Being sold As Is. Please do not disturb tenants. A great investment in an unbeatable location, with all of the amenities of downtown Sarasota, local colleges, St Armands Circle, and beaches near by.
Listing is courtesy of: REALTY SOLUTIONS SRQ (941-492-0784)
Listing Agent: Luis Canaveral, Pa (941-492-0784)
3039 ORIOLE DR, SARASOTA, FL 34243
$599,000332 Days on yellowkey MLS ID: A4658139
REDUCED by $30,900 (4.9%) on 06/05/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3235 Built: 2014Monthly Fee: $88 Tax: $4,715 (2024)Community: Soleil WestSingle Family
Taxes:$4,715
Elementary School: Kinnan Elementary
High School: Southeast High
Tax Year: 2024
Middle School: Braden River Middle
Remarks: Beautifully Appointed Sarasota Home in a Prime Gated Community Situated on a desirable corner lot within the gated community of The Soleil, this expansive two-story residence offers over 3,000 square feet of beautifully designed living space, featuring 4 bedrooms, 3 full bathrooms, and a versatile bonus loft. The charming stone elevation and brick paver front porch set the tone for the elegant interiors that follow. A grand foyer opens to a formal dining room enhanced by soaring ceilings, tile flooring, and generous picture windows that fill the space with natural light. The heart of the home is the spacious family room, perfectly connected to a chef’s kitchen complete with granite countertops, stainless steel appliances, subway tile backsplash, solid wood cabinetry, a butler’s prep area, and a massive walk-in pantry. A guest bedroom and full bath with granite vanity and large tiled walk-in shower are conveniently located on the main floor. Upstairs, a generous loft provides flexible living space for a game room or second family room. The luxurious primary suite features a double-door entry, private sitting area, tray ceilings, spa-like ensuite with dual vanities, soaking tub, walk-in shower, and a spacious walk-in closet with direct access to the laundry room. Two additional bedrooms and a full bath with dual sinks and tub/shower combo complete the upper level. Outside, enjoy the privacy of a fully fenced backyard with ample space to add a pool. Residents of The Soleil enjoy premium amenities including a community pool, dog park, fitness center, bocce court, and more. Ideally located just off University Boulevard with easy access to Highway 301, Sarasota Airport, and top-tier shopping and dining.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Tom Cinquegrano (941-284-5049)
3018 ARLINGTON ST, SARASOTA, FL 34239
$399,90064 Days on yellowkey MLS ID: A4689348
REDUCED by $14,100 (3.4%) on 06/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1626 Built: 1952 Tax: $3,869 (2025)Community: Cottage In The PinesSpa: YesSingle Family
Taxes:$3,869
Remarks: Storybook Charm Meets Modern Luxury in Highly Desirable Arlington Park! Nestled in the unique, tree-lined "Cottage in the Pines" section of south downtown Sarasota, this beautifully updated 1952 residence perfectly blends timeless mid-century character with smart, modern improvements. From the moment you arrive, the brand-new vinyl siding and welcoming farmer’s porch create undeniable curb appeal, while the wide stone driveway offers plenty of extra parking. Step inside to discover a bright and spacious 3-bedroom, 2-bathroom, 1,626-sqft floor plan designed for effortless living. Durable tile flooring sweeps through the main living areas, leading to a charming kitchen complete with a closet pantry, custom tile backsplash, and a convenient pass-through window to the dining area. Safety and efficiency are already taken care of with hurricane-impact windows installed across the front and bedrooms. The expansive primary suite is a true private retreat, boasting an extended sitting area, a large walk-in closet, a remodeled spa-like bath, and private sliding door access to the backyard. Outside, your personal Florida oasis awaits. The fully fenced, oversized 0.21-acre lot features a relaxing hot tub, a handy utility shed, and endless space to design a future pool or gardening paradise. Located just minutes from downtown Sarasota, the world-class sands of Siesta Key, Sarasota Memorial Hospital, and the vibrant recreation at Arlington Park, this home offers unparalleled central convenience. Schedule your private tour today and fall in love!
Listing is courtesy of: TREND REALTY (941-928-3449)
Listing Agent: Liz Wiggins (941-666-3964)
1173 MYRTLE ST, SARASOTA, FL 34234
$375,000247 Days on yellowkey MLS ID: TB8436061
REDUCED by $14,900 (3.8%) on 05/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1950 Tax: $4,523 (2024)Community: Ford SubSingle Family
Taxes:$4,523
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: **SHORT TERM RENTALS PERMITTED** This beautiful property is conveniently located within the city limits of Sarasota, allowing for short-term rentals with a minimum of 7 days—offering a lucrative opportunity for investors. This updated home highlights a 3-bedroom, 2-bath layout featuring a separate primary suite complete with a luxurious new bathroom and kitchenette, providing the perfect setup if this space is used as a separate 1-bedroom, 1-bath studio—ideal for high-demand rentals in the area. Option #2 offers an incredible family retreat with plenty of privacy and a resort getaway feel right at home. With its own separate entrance, this flexible space also doubles as a fantastic in-law suite. Together, the spaces provide 1,361 square feet of refreshed living area. Step inside to discover new flooring throughout, a modern kitchen and updated bath, and stylish new lighting that enhances the home’s bright, open feel—all beautifully upgraded with new appliances, AC, water heater, and roof for lasting comfort and value. This property also boasts a generous yard—perfect for those who crave extra outdoor space. Whether you envision a private garden, play area, or space for family pets, this oversized side yard offers endless possibilities. Mature landscaping provides both beauty and privacy, creating a peaceful setting for outdoor relaxation. The outdoor area is made for Florida living—featuring an expansive, oversized pool perfect for lap swimming, entertaining, and making lasting memories. A huge screened lanai invites relaxation and provides plenty of space to host poolside gatherings and parties. A mini golf green adds a playful touch for family and friends. Whether you’re looking for a home with extra income potential or a flexible multi-use property, this one checks all the boxes. Conveniently located near downtown Sarasota, St. Armands Circle, Siesta Key Beach, the Sarasota-Bradenton Airport, and the UTC shopping district, you’ll be right in the heart of everything the Gulf Coast has to offer. A rare opportunity to enjoy a move-in-ready home and an income-producing asset—all in one desirable Sarasota location! **Free 1/0 Interest Rate Buy Down available when using our preferred lender.**
Listing is courtesy of: LPT REALTY LLC (813-359-8990)
Listing Agent: Andrew Duncan (813-359-8990)
2974 CAPTIVA GARDENS DR #17, SARASOTA, FL 34231
$269,90068 Days on yellowkey MLS ID: A4688730
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1206 Built: 1975 Tax: $1,511 (2025)Community: Captiva GardensSpa: NoVilla
Taxes:$1,511
Remarks: It's time for you to start enjoy living in Captiva Gardens, a small community located on 7 plus acres in the popular Gulf Gate area of Sarasota. This 2b/2b villa is a great unit and no noise from street traffic currently available in the community. The 1206 SF under air provides spacious living space with the fully applianced kitchen has ample storage with a pass through to the screened lanai and views of the private rear garden area. From the kitchen, you enter a "Extra" room. Visualize a formal dining room, a room for crafts or watching TV or maybe a home office. It's up to you! The living room allows for various furniture arrangements. You will be comfortable in the large ensuite master bedroom which has both a walk-in and double-door closet. Guests will enjoy the light and bright second bedroom and its easy access to the guest bath. The one car attached garage provides quick access to your home and conveniently includes the laundry with separate washer and dryer. This is a wonderful opportunity! Don't miss out. Call today for a personal tour of your new home.
Listing is courtesy of: SHORE TO SHORE R.E. (941-357-7076)
Listing Agent: Jim Claydon (941-504-3398)
5715 WOODLAND SAGE DR, SARASOTA, FL 34238
$699,00057 Days on yellowkey MLS ID: A4689452
REDUCED by $50,000 (6.7%) on 06/05/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3377 Built: 2022Monthly Fee: $268 Tax: $6,935 (2025)Community: Promenade Estates Ph 2Spa: NoSingle Family
Taxes:$6,935
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Nestled within the gated community of Promenade Estates, this exceptional 4-bedroom, 3-bathroom, two-story home offers privacy, style, and 3,377 square feet of beautifully designed living space. Completed in 2022, the home welcomes you with a grand, extended foyer that sets the tone for this move-in-ready property. Clean lines, an open-concept layout, and abundant natural light create a seamless flow throughout. Designed for both comfort and functionality, the main level features a guest bedroom, full bathroom, kitchen, and spacious living area—ideal for everyday living and convenient single-level functionality. The gourmet chef’s kitchen anchors the home, featuring quartz countertops, stainless steel appliances, a walk-in pantry, and a large central island highlighted by stunning Patagonia quartzite—perfect for entertaining and gathering. Upstairs, you’ll find a versatile bonus living space, along with the primary bedroom and bathroom, two additional bedrooms and a third full bathroom, providing the perfect layout for guests, family, or flexible use. The primary suite is a true retreat, showcasing unobstructed views of a protected preserve, serene forest, and expansive native pond, along with a relaxing soaking tub. With its southern exposure from the rear of the home, the home enjoys a bright, tranquil atmosphere and exceptional privacy. Located within the nationally acclaimed Pine View School district, this home offers a rare blend of comfort, privacy, modern design, and beautifully maintained community amenities—all just minutes from area beaches and parks.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Quire (941-993-5706)
3315 BAY SHORE RD, SARASOTA, FL 34234
$22,000,000192 Days on yellowkey MLS ID: A4673690
Bed: 5 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 10871 Built: 1987 Tax: $89,363 (2024)Community: Indian Beach Map OfSingle Family
Taxes:$89,363
Remarks: Set on 2.4 gated acres with an impressive 240 feet of pristine waterfront, this rare Sarasota compound offers over 10,000 square feet of pure privacy, serenity, and elevated coastal living. Perfectly positioned in the heart of the city yet worlds away, this estate delivers unobstructed, panoramic views of Sarasota Bay from nearly every room. Designed for both grand entertaining and intimate living, the residence welcomes you with a double-height foyer, cascading natural light, and a sense of scale that is both dramatic and warm. Across sixteen thoughtfully curated rooms, floor-to-ceiling windows frame endless water vistas, bringing the outdoors in and creating an atmosphere of true waterfront elegance. The estate features five spacious bedrooms and nine beautifully appointed bathrooms, including a breathtaking owners’ suite, a private, calming retreat with sweeping bay views, a spa-inspired bath, and a luxe outdoor shower surrounded by lush privacy landscaping. For those who value lifestyle and amenities, this property offers it all: A private tennis court tucked away behind mature tropical landscaping A well-appointed guest house ideal for extended stays A dedicated pool house for effortless entertaining A four-car garage for collectors and hobbyists Expansive terraces and outdoor lounging areas that overlook Sarasota’s most dramatic sunsets
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Inbal August (917-957-8111)
4489 LONGMEADOW #74, SARASOTA, FL 34235
$275,0008 Days on yellowkey MLS ID: A4695783
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1278 Built: 1984 Tax: $2,792 (2025)Community: Woodland Grove - The MeadowsCondo
Taxes:$2,792
Remarks: One or more photo(s) has been virtually staged. Yes, you can have it all, phenomenal location, enchanting views, quality upgrades and the peace of mind only hurricane windows can provide. In a park-like setting near UTC Mall and just 15 minutes from downtown, you will be pampered every day by soul-nurturing views of trees with a manicured golf course beyond, and $100,000 in upgrades including premium solid bamboo floors, 5-inch baseboards, crown molding, troweled ceilings without popcorn, custom storage and closet systems, soaking tub, a gorgeous kitchen with off-white cabinetry, Linen Cream quartz countertops, and stainless steel appliances including a slide-in stove and cabinet-depth refrigerator. Plus, you’ll enjoy the silence of no one above you, and the peace of mind knowing you’ll be secure with hurricane-impact windows and sliders. Imagine starting your morning on the private lanai, coffee in hand, immersed in the serene view, or ending the day curled up with a book or entertaining friends in effortless Florida style. All with ideal southern exposure, and just 400 feet to the community pool and one mile to all the fun The Meadows has to offer. On 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and available fitness center, Junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll be minutes to award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, Legacy Trail, the future Sarasota Orchestra and University Town Center, a favorite shopping, entertainment and dining destination. A 2022 air-conditioning system, 2019 water heater, 2013 tile roof which is the condominium’s responsibility, one assigned parking spot plus ample guest parking, and above flood plain in Zone X.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
3244 RINGWOOD MDW #77, SARASOTA, FL 34235
$309,000270 Days on yellowkey MLS ID: A4663917
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1351 Built: 1981Monthly Fee: $564 Tax: $3,971 (2024)Community: Villas Of PapillonVilla
Taxes:$3,971
Remarks: Price Reduced! Lovely location on a cul-de-sac of swaying palms, Papillon consists of private enclaves of maintenance-free villas in The Meadows. You will be greeted by a paver sidewalk leading to the front entry with sidelight. Upon entry, wood flooring from the living room and dining room flow to form a cohesive foundation. The kitchen has a breakfast nook or space for cozy family dining. The living room with high ceilings leads to a wall of sliders opening onto a spacious glassed-in lanai offering you gorgeous water views framed by mossy Live Oak trees. The lanai floor was raised to allow flow from the living room and expands the living space and peaceful views. A fireplace with convenient electric insert provides ambiance on those cooler evenings. The spacious primary bedroom features an ensuite bathroom featuring split dual sinks, shower/tub combo, and ample walk-in closet. The guest bedroom is large and just steps away from the guest bathroom with shower/tub combo. A laundry closet houses the full-size washer and dryer and extra storage. Two car garage with extra depth for storage or workbench space and water heater 2017. Peace of mind with block construction and new tile roof 2012, exterior painted, new downspouts and window shutters, HVAC 2017. Above flood plain in zone x. Enjoy the most delightful resort-style heated community pool just steps away on its own private island for a quick dip or meet neighbors for an outdoor happy hour. Walk to The Meadows Shopping Village for restaurants, new neighborhood bar and restaurants , hair salon, massage therapist, and other convenient services. Papillon HOA has fully-funded reserves and takes pride in a well-managed neighborhood. Live in a friendly and very active community with 24 hour safety patrol and enjoy the carefree Florida lifestyle! The Meadows offers pay-to-play golf, a highly regarded tennis complex with 15 lighted Har-Tru courts, Jr. Olympic swimming pool with spa, private dog park, basketball, new fitness center, and 10 new pickleball courts. All located within 1,650 acres of tropical mature landscaping with miles of trails, wildlife preserves and over 80 lakes and ponds, while convenient to all that Sarasota offers! Minutes to luxury shopping and dining at UTC Mall, Mote SEA, Nathan Benderson Park for water sports and miles of recreational opportunities, downtown Sarasota for art and cultural activities and world class Gulf beaches.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Terry Hayes (941-302-3100)
8861 DAYBREAK ST, SARASOTA, FL 34241
$246,0008 Days on yellowkey MLS ID: C7526970
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1222 Built: 2023Monthly Fee: $175 Tax: $5,413 (2025)Community: Skye Ranch Nbrhd 2 Twnhms NortTownhouse
Taxes:$5,413
Remarks: Welcome to Skye Ranch in Sarasota! Built in 2023, this beautifully maintained end-unit townhouse offers 2 bedrooms, 2.5 bathrooms, and is being sold fully furnished—making it truly move-in ready. All furnishings and current contents of the home are included, allowing you to start enjoying the Florida lifestyle from day one. Step inside to an inviting open-concept floor plan featuring a spacious living room, well-appointed kitchen with modern appliances, breakfast bar, and dining area, perfect for everyday living and entertaining. A convenient half bath is also located on the first floor. Upstairs, you'll find two comfortable bedrooms, each with access to a full bathroom, along with a laundry closet complete with washer and dryer. As an end unit, the home offers additional privacy and natural light throughout. Residents of Skye Ranch enjoy access to a community pool and the convenience of exterior maintenance included through the association. Ideally located just a short drive from the world-famous Siesta Key Beach, with easy access to I-75, shopping and dining. Whether you're seeking a primary residence or seasonal getaway, this furnished townhouse is ready to welcome you home.
Listing is courtesy of: GENSTONE REALTY (305-974-1801)
Listing Agent: Helen Marks (239-284-2497)
11818 FIORE LN, SARASOTA, FL 34238
$649,0008 Days on yellowkey MLS ID: A4696065
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2201 Built: 2006Monthly Fee: $443 Tax: $6,537 (2025)Community: Isles Of SarasotaSingle Family
Taxes:$6,537
Remarks: Welcome to this beautifully appointed Oakmont model, offering 3 bedrooms, 3 bathrooms, a versatile den/home office, and an oversized 2-car garage in one of the area's most desirable communities. Built by Divosta with their renowned "Built Solid" concrete block construction, this exceptional home combines lasting quality, energy efficiency, and timeless appeal. Step inside to discover soaring ceilings, abundant natural light, neutral paint throughout, and an open-concept floor plan designed for both comfortable everyday living and effortless entertaining. Bamboo hardwood flooring enhances the bedrooms, while hurricane-impact sliding glass doors with automated shades provide peace of mind and modern convenience. The upgraded kitchen serves as the heart of the home, offering stylish finishes and functional design that will appeal to even the most discerning buyer. The spacious living areas are being offered fully furnished, featuring tasteful Pottery Barn furnishings in the living room, creating a warm and inviting atmosphere from the moment you arrive. Fully insulated construction helps maintain year-round comfort while helping keep energy costs low. Enjoy seamless indoor-outdoor living on the extended enclosed paver lanai, complete with a SunSetter shade for added comfort and enjoyment throughout the day. Surrounded by mature landscaping, this private outdoor retreat is ideal for relaxing or entertaining guests. An extra-long driveway provides ample parking, making gatherings and entertaining easy and convenient. Ideally situated within close proximity to the community amenity center, you'll enjoy convenient access to all the neighborhood's recreational offerings. Beautifully maintained and thoughtfully upgraded, this move-in-ready Oakmont offers the perfect blend of quality construction
Listing is courtesy of: GULF COAST REALTY & MANAGEMENT (941-782-1559)
Listing Agent: Jaime Barcelo (941-275-3233)
639 OAKFORD RD, SARASOTA, FL 34240
$3,635,0008 Days on yellowkey MLS ID: A4695890
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4555 Built: 2026 Tax: $5,115 (2025)Community: Not Part Of A SubdivisionSpa: YesSingle Family
Taxes:$5,115
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under Construction. Escape the constraints of master-planned communities without sacrificing proximity or luxury. Masterfully curated by Camlin Custom Homes and JKing Designs, this bespoke 5-acre estate offers the rare luxury of true breathing room with absolutely no HOA restrictions. Zoned OUE1, this private acreage canvas is located just minutes from the premier dining, shopping, and convenience of the Lakewood Ranch area. Spanning over 4,500 SF under air, the architectural design features a soaring two-story great room, a lavish main-level owner’s sanctuary, and a resort-style pool/spa oasis with a custom outdoor kitchen. Skip the typical multi-year custom build stress: completion is approx. 7 months from contract. To save the discerning buyer invaluable time and effort, a flawless, high-end finish palette has already been pre-selected by a professional design team, with select opportunities to customize remaining. Uncompromising quality, space, and convenience.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Ashley Guttridge-Sanders (941-685-1704)
5572 SHADOW LAWN DR, SARASOTA, FL 34242
$4,795,0008 Days on yellowkey MLS ID: A4695248
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3523 Built: 2027Monthly Fee: $17 Tax: $5,171 (2026)Community: Siesta IslesSpa: YesSingle Family
Taxes:$5,171
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2026
Middle School: Brookside Middle
Remarks: Under Construction. An exceptional opportunity to own a brand-new waterfront residence in the highly sought-after Siesta Isles community. Expertly crafted by Nutter Custom Construction, this British West Indies-inspired custom home offers 3,568 square feet of air-conditioned living space and 5,725 total square feet designed for luxurious coastal living. Situated on a 14,300-square-foot lot with 104 feet of waterfront and a brand-new seawall, this thoughtfully designed residence features 4 bedrooms, 4.5 bathrooms, a 2-car garage, private pool and spa, and an expansive outdoor living area complete with a summer kitchen. Interior features include soaring 23.5-foot ceilings in the entry & foyer, 11.4-foot ceilings throughout the main living areas, custom wood beam details, wide-plank wood flooring, custom cabinetry, natural stone finishes, and a premium Thermador appliance package. The well-designed floor plan offers a first-floor primary suite, spacious great room, and seamless indoor-outdoor living. Upstairs, a flexible bonus room showcases dramatic glass corner sliders opening to a waterfront balcony with sunset views. The luxurious primary suite features a private lanai, spa-inspired bath with outdoor shower, and oversized walk-in closets. Located just minutes from Siesta Key Village and world-renowned Siesta Key Beach, this exceptional property combines the best of waterfront living with convenient access to dining, shopping, and entertainment. Buyers may have the opportunity to make select finishes and customization choices depending on the stage of construction. Estimated completion February 2027. Experience the unmatched craftsmanship and attention to detail that define every Nutter Custom Construction home.
Listing is courtesy of: NCC PROPERTIES LLC (941-924-1868)
Listing Agent: Morgan Marziali (941-806-7214)
3603 PINE POINT CT #120, SARASOTA, FL 34238
$225,0008 Days on yellowkey MLS ID: A4695869
0 Days Off yellowkey (back on 6/4/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1353 Built: 1984 Tax: $3,571 (2025)Community: Village Des Pins IVilla
Taxes:$3,571
Remarks: Welcome to Village Des Pins! This unit is priced to sell. Weekly rentals allowed in this Beautiful Resort Community that is only 6 miles from Siesta Key Beach. This Maintenance-Free 2-bedroom 2-bathroom villa has soaring ceilings and a great floor plan. Kitchen has been updated. Refrigerator, microwave, dishwasher in 2021, Brand new AC system. Situated on a very quiet cul-de-sac with a large screened in lanai for privacy. This home was used as a private residence and well cared for. Come relax on one of the abundant loungers by the heated pool or spa, Play pool at the clubhouse, shuffleboard, tennis, pickleball and practice your golf putts at the utting green. BBQ by the duck pond. Village Des Pins is a well-maintained, pet-friendly community with shady walking paths. Fantastic South Sarasota Location! Short drive to multiple beaches. Easy access to downtown Sarasota, Sarasota Barrier Islands and shopping. Perfect opportunity for a fulltime home in sunny paradise or use as an investment property.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Laurine Gauthier (941-586-3929)
5855 MIDNIGHT PASS RD #108, SARASOTA, FL 34242
$799,0008 Days on yellowkey MLS ID: O6413896
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1976Monthly Fee: $572 Tax: $5,002 (2025)Community: Harbor Towers Y & RCondo
Taxes:$5,002
Remarks: Rare Opportunity in the Heart of Siesta Key – Harbor Towers, Unit 108 2 Bedrooms | 2 Bathrooms | 1,152 Sq Ft A/C + 540 Sq Ft Private Patio Experience luxury waterfront living at its finest. This beautifully designed, fully furnished unit features soaring 9-ft ceilings, hurricane impact windows, and stunning floor-to-ceiling sliders valued at $100,000 — all framing breathtaking panoramic marina views. Step outside to your private 540 sq ft patio, your personal oasis overlooking the marina. Harbor Towers offers world-class amenities including a full Precor fitness center, heated pool, club lounge, marina, kayak launch, BBQ area, waterside pavilion, and 3 lighted har-tru tennis courts. All assessments paid. This is your chance to own a piece of paradise on one of the most sought-after keys in Florida. Schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Andres Ospina Rivera (321-821-8446)
2224 BAHIA VISTA ST #E6, SARASOTA, FL 34239
$215,0008 Days on yellowkey MLS ID: A4695961
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 982 Built: 1979 Tax: $2,936 (2025)Community: Cordova Gardens IiCondo
Taxes:$2,936
Elementary School: Alta Vista Elementary
Remarks: Welcome to maintenance-free living the the heart of Sarasota! This beautifully maintained 2-bedroom, 2-bath condominium offers an ideal blend of comfort, convenience and location. The spacious floor plan is light filled and has a great split bedroom floor plan and an ideal blend of comfort, convenience and location. In addition to the bright living areas, a functional kitchen and generously sized bedrooms there is a private primary suite with en suite bath. Enjoy relaxing mornings on one of 2 private lanais and take advantage of the community pool. Located just minutes from downtown and minutes to world class Siesta Key Beach and Village as well as South Side Village with many restaurants and shops as well as Sarasota Memorial Hospital. Whether you're looking for a year-round residence, seasonal retreat, or investment opportunity, this move-in ready condo is a fantastic value in a highly desireable location. New AC
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Lena Oberwetter (608-444-9009)
2542 22ND ST, SARASOTA, FL 34234
$319,9008 Days on yellowkey MLS ID: A4695742
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1320 Built: 1986 Tax: $3,189 (2025)Community: Lorraine Park Rep Of PtSpa: NoSingle Family
Taxes:$3,189
Remarks: Welcome home! Nestled in a quiet, established Sarasota neighborhood on a dead end street, this charming 3-bedroom, 1-bath single-family home offers comfort, convenience, and plenty of outdoor space This 3 bedroom 1 bathroom was originally rehabbed 2018 and remodeled 2026 move in ready. Garage door 2018, new sewer service 2018, new roof 2018, new fence 2026 Seller ordered new impact windows will be installed in 6 weeks ((Front Window is PHOTO Changed Not Installed Yet! )) No HOA here Conveniently located minutes away from downtown Sarasota and Lido Beach. You are minutes away from world-class Gulf beaches, local parks, premier shopping, and the Sarasota-Bradenton International Airport
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Michel Ruiz (941-914-2460)
1395 HARBOR DR, SARASOTA, FL 34239
$5,750,0008 Days on yellowkey MLS ID: A4691667
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4940 Built: 2027 Tax: $8,003 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$8,003
Elementary School: Southside Elementary
Remarks: Under Construction. Situated on a prized 1/3-acre homesite in the prestigious Harbor Acres community, this extraordinary custom residence by the award-winning team at Allegra Homes masterfully blends timeless coastal elegance with modern luxury. The two-story “Lakeshore Traditional” floor plan offers the ease and comfort of exceptional living with nearly 5,000 square feet of impeccably designed interiors. Featuring five bedrooms, five full baths, a powder bath, a dedicated office with custom built-ins and a game room with wet bar, every detail of this residence has been intentionally crafted to deliver a sophisticated yet effortless lifestyle. This solidly constructed home is enhanced with a brick paver motor court, a three-car garage, and professionally designed landscaping with irrigation and architectural lighting adding to its tropical ambiance. A dramatic great room serves as the centerpiece of the home, highlighted by soaring architecturally detailed ceilings, a stunning entertainment feature wall with fireplace, and expansive glass sliders that seamlessly connect the indoor living spaces to the spectacular outdoor retreat. Designed for year-round enjoyment, the beautifully finished lanai showcases a heated saltwater pool and spa, outdoor kitchen with grilling station and beverage center, and enclosed with Clear View screening that elevates the home’s refined coastal aesthetic. The gourmet kitchen is both functional and striking, anchored by an oversized island and appointed with an exceptional suite of Sub-Zero and Wolf appliances, including a 42-inch refrigerator, wine cooler, 36-inch cooktop, oven, and drop-down microwave—creating an ideal setting for entertaining and everyday living alike. Privately positioned, the luxurious owner’s suite offers a tranquil retreat with elegant wall detailing, a custom headboard feature wall, sitting area, and an indulgent bath featuring a freestanding soaking tub, oversized frameless glass shower, floating mirrors, split vanities, and a private water closet. Additional features include hurricane-impact windows and shutters, tankless recirculating water heater, tray ceilings with cove molding, recessed lighting, finished closets, 8-foot solid-core doors, and outdoor shower. Harbor Acres is widely considered one of Sarasota’s most established and prestigious waterfront neighborhoods — an ultra-prime West of the Trail enclave in one of Sarasota’s most desirable intown settings. Live moments from world-class boating, beaches, dining, and arts scene in a spectacular home designed to capture the essence of coastal luxury.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
129 TYLER DR #101, SARASOTA, FL 34236
$425,0008 Days on yellowkey MLS ID: A4695729
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 766 Built: 1979Monthly Fee: $1,000 Tax: $4,533 (2025)Community: Lido RoyaleCondo
Taxes:$4,533
Remarks: Experience the ultimate beachside living in this updated one-bedroom, one-bathroom condo, located just steps from the pristine sands of Lido Beach. This first-floor unit features a spacious, open-concept layout with tile flooring throughout. The kitchen and bathroom have been thoughtfully updated, offering modern amenities and stylish finishes. Step outside onto your private coved balcony, where you can enjoy breathtaking views of the beach and the serene surroundings. Whether you're enjoying a morning coffee or evening sunset, this peaceful retreat is the perfect place to unwind. Ideally located, this condo is close to the famous St. Armands Circle, where you'll find a variety of high-end shops, dining, and entertainment options. Downtown Sarasota is just a short drive away, offering even more attractions and cultural experiences.
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Mirjana Spurnic (973-234-8065)
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