Location: Sarasota
Do Not Show Listings
1435 WESTWAY DR, SARASOTA, FL 34236
$11,900,00038 Days on yellowkey MLS ID: A4697230
Bed: 5 Bath: 7.0 Gar: 4 Liv Area Sq Ft: 5759 Built: 2013Monthly Fee: $21 Tax: $134,995 (2025)Community: Lido C/Lido ShoresSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$134,995
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: At the end of Westway Drive, where Lido Shores meets the open water of New Pass, 1435 Westway Drive occupies one of Sarasota’s most extraordinary waterfront settings. Private, gated, and set on a double lot, the estate captures sweeping views across New Pass toward Longboat Key while offering direct deepwater access to the Gulf of Mexico and Sarasota Bay. This is the rare property that delivers every element of elevated coastal living in one address: boating, privacy, architectural presence, beach access, proximity to St. Armands Circle, and a level of land rarely found on Lido Key. Designed by Brian Phipps and built in 2013, the British West Indies–inspired residence blends timeless coastal architecture with modern luxury. Inside, expansive living spaces are framed by tall ceilings, walls of glass, rich wood flooring, custom millwork, and a natural connection to the water beyond. The great room opens to the waterfront terraces, creating an effortless flow between interior comfort and outdoor living. The kitchen is designed for both daily living and large-scale entertaining, with premium appliances including Sub-Zero and Wolf, generous stone surfaces, custom cabinetry, and an open connection to the main living and dining areas. Whether hosting guests after a day on the boat or enjoying a quiet evening overlooking the water, the home feels equally suited to celebration and retreat. With five bedrooms, two primary suites, and elevator service, the floor plan offers rare flexibility for owners, family, and extended guests. The upper-level owner’s retreat is a private sanctuary, complete with a sitting area, wet bar, wine refrigeration, espresso station, study, dual walk-in closets, and a terrace overlooking New Pass, the Gulf, and the lights of Longboat Key beyond. The outdoor living experience is exceptional. Covered terraces, a summer kitchen, resort-style pool, waterfall feature, and waterfront lounge spaces create a private setting designed around the view. The dock includes a 24,000-lb boat lift and additional jet ski lift, placing premier boating waters directly at your door. From here, New Pass provides immediate access to the Gulf, Sarasota Bay, Longboat Key, and the surrounding barrier islands. What truly sets the property apart is its scale. The estate spans approximately three-quarters of an acre, including an adjacent parcel that has been transformed into a lush private garden with mature landscaping, open lawn, fire pit, pond, cascading waterfall, and meandering paths. It gives the home a sense of arrival and breathing room that is almost impossible to recreate in this location. With its own gated access and generous dimensions, this portion of the property also offers future flexibility for a guest house, wellness pavilion, additional structure, or further reimagining, subject to applicable approvals. Lido Shores remains one of Sarasota’s most coveted coastal enclaves, known for its architectural pedigree, quiet streets, private beach access, and rare positioning between the Gulf, New Pass, St. Armands Circle, downtown Sarasota, and Longboat Key. Residents enjoy the privacy of a true neighborhood while remaining moments from dining, shopping, boating, beaches, and culture. Previously recognized as an HGTV Ultimate House Hunt winner for waterside living, 1435 Westway Drive is more than a waterfront residence—it is a private Sarasota estate with presence, scale, and a setting that cannot be duplicated.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Skrzypkowski (941-328-8307)
2098 PALM VIEW RD, SARASOTA, FL 34240
$944,000175 Days on yellowkey MLS ID: A4680898
2 Days Off yellowkey (back on 6/23/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3732 Built: 2004Monthly Fee: $47 Tax: $5,785 (2025)Community: Oak Ford Golf ClubSpa: YesSingle Family
Taxes:$5,785
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. If you're looking for room to breathe, privacy, and water views, look no further than 2098 Palm View Road. Set on nearly an acre in the private, deed-restricted community of Oak Ford, this updated residence offers a rare blend of openness and comfort. Overlooking 2 tranquil ponds, the property enjoys a peaceful, natural setting and offers more than 3,700 sf of living space. Recent improvements include a new roof in 2023, PGT impact windows and doors, and newer appliances, further enhancing the home’s appeal and move-in readiness. The 4 bedroom, 3 bathroom layout is designed for both comfortable everyday living and effortless entertaining. Vaulted ceilings and an open floorplan enhance the sense of scale, while PGT impact windows and doors provide added protection and efficiency. An oversized foyer creates a welcoming first impression and leads into the main living areas, where unique polished concrete flooring, a central gathering space, and a well-appointed kitchen with a gas range and island come together beautifully. The kitchen features custom solid-wood cabinetry, stone countertops, stainless steel appliances, an island with storage and seating, and generous prep space. The first-floor primary suite creates a private retreat with direct access to the screened outdoor patio and living area. Two additional bedrooms are located on the main level, while the second floor offers an expansive fourth bedroom or flexible bonus space ideal for a home office, gym, media room, or studio. Outdoor living is a standout feature of this expansive property. The screen-enclosed, heated pool and spa overlook a south-facing backyard with ample space for gardening or playing sports, with pond and lush preserve views.. A waterside fire-pit seating area and a shaded swing add additional inviting destinations and the perfect spots to end the day. This nearly one-acre homesite also includes an oversized 3-car garage and an extended driveway, allowing ample room for parking and storage. Oak Ford is known for its oversized parcels, custom-built homes, and peaceful setting. Just a short drive west, Waterside Place and Fruitville Commons offer upscale eating and activities. Just a little further, Downtown Sarasota offers acclaimed dining, arts, and waterfront experiences, while St. Armands Circle and the Gulf beaches — including Siesta Key, Lido Key, and Longboat Key — provide some of the area’s most celebrated coastal attractions. In this gorgeous home, you have access to everything Sarasota has to offer, and a sanctuary to retreat to.
Listing Agent: Kelly Rosenberg (941-961-4948)
2232 GROVE ST, SARASOTA, FL 34239
$2,350,000268 Days on yellowkey MLS ID: A4670786
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3800 Built: 2025 Tax: $9,281 (2024)Community: Blossom BrookSpa: YesSingle Family
Taxes:$9,281
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under Construction. Imagine waking up to the soft glow of Florida sunlight streaming through expansive windows, the aroma of morning coffee drifting from your open-concept kitchen, and laughter echoing from your backyard oasis. Welcome to your future home at 2232 Grove Street — a place where innovative design meets effortless family living. Nestled in the heart of Sarasota, this custom modern residence has been thoughtfully envisioned for both comfort and connection. The design balances clean architectural lines with natural warmth — soaring ceilings, elegant finishes, and light-filled living spaces that open seamlessly to outdoor areas. Here, every detail invites gathering and togetherness — from the spacious chef’s kitchen perfect for Sunday breakfasts, to the inviting great room where memories unfold. Step outside to a private backyard oasis, backing up to large single-family parcels that ensure peace and privacy. There’s room for play, and for the simple joys of Florida living. Whether it’s hosting friends under the stars or watching the kids chase fireflies at dusk, this home was made for moments that matter. Just minutes from downtown Sarasota, top-rated schools, and Siesta Key’s pristine beaches, 2232 Grove Street offers more than a home — it’s the foundation for your next chapter. Write your story here, where modern luxury and approachable comfort are seamles.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
9296 STARRY NIGHT AVE, SARASOTA, FL 34241
$2,090,000157 Days on yellowkey MLS ID: A4683429
REDUCED by $110,000 (5.0%) on 06/23/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4877 Built: 2022Monthly Fee: $251 Tax: $18,536 (2025)Community: Cassia At Skye RanchSpa: YesSingle Family
Taxes:$18,536
Elementary School: K-8 At Clark And Lorriane
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Experience elevated living in the highly sought-after Skye Ranch community of Sarasota. Perfectly positioned on Starry Night Avenue, this expanded Beacon Model offers an impressive 4,877 square feet under air across two thoughtfully designed levels, showcasing refined finishes, extensive upgrades, and exceptional attention to detail throughout. Meticulously maintained and beautifully appointed, this four-bedroom residence features four full baths and two half baths, including three private ensuite bedrooms and a fourth bedroom with Jack-and-Jill bath access. The main living areas are enhanced by soaring ceilings, elegant flooring, and expansive open spaces designed for both everyday comfort and effortless entertaining. At the heart of the home, the gourmet kitchen is a culinary showpiece, appointed with a Monogram six-burner gas range top with pot filler, double dishwashers, a separate beverage refrigerator with pass-through to the formal dining room, a generous quartz-topped island with touchless faucet, walk-in pantry, and a casual dining area overlooking the stunning outdoor living space. The main level also offers a private office and dedicated media room, providing flexibility for work, relaxation, or recreation. The spacious primary suite provides the perfect retreat to unwind, offering direct access to the lanai and pool area. Your private retreat area is complimented by two custom walk-in closets and a spa-inspired bath designed for relaxation. Upstairs, the second level is ideal for guests or multigenerational living, featuring a spacious bonus room with wet bar, beverage refrigerator, dishwasher, half bath, and a private ensuite bedroom. Outdoor living is truly resort-inspired. The expansive lanai with travertine flooring frames a graciously sized pool and spa with built-in waterfall, firepit, and sunshelf. A fully equipped summer kitchen and serene preserve views create a private, tranquil setting perfect for entertaining or relaxing year-round. Additional highlights include a spacious laundry room and a three-car garage offering ample storage. Ideally located near The HUB Amenity Center and the new Skye Ranch School, residents enjoy access to exceptional community amenities including a resort-style pool, fitness center, clubhouse, café, dog park, scenic trails, sports courts, playgrounds, and a vibrant calendar of events. Convenient to I-75, shopping, dining, and Sarasota’s renowned Gulf Coast beaches. A remarkable opportunity to embrace refined Florida living in one of Sarasota’s most desirable communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Judy Wright, Pa (941-232-8041)
3440 GULFMEAD DR, SARASOTA, FL 34242
$12,900,000189 Days on yellowkey MLS ID: A4679384
REDUCED by $1,050,000 (7.5%) on 06/23/2026
Bed: 5 Bath: 5.0 Gar: 6 Liv Area Sq Ft: 6596 Built: 2008 Tax: $58,421 (2025)Community: Gulfmead EstatesSpa: NoSingle Family
Taxes:$58,421
Remarks: Discover a rare opportunity to enjoy pristine Gulf views, aquamarine waters, and a deep-water dock on the very North end of Siesta Key, just minutes to downtown Sarasota. One of Siesta Key’s most stunning and secluded waterfront sites — a residence offering a rare combination of historic significance, panoramic views of Big Pass, and exceptional structural integrity. Located approximately 200 feet south of civic leader Henry Higel’s early 20th-century Higelhurst Hotel, the pioneering developer’s beloved coastal breezes still beckon family and friends to enjoy swimming, water sports, boating, fishing, shoreline picnics, and direct, no-bridge access to the sparkling Gulf. Multiple covered porches and expansive windows provide front-row views of vivid sunsets and frolicking dolphins. Named for its pineapple stair finials symbolizing welcome, the Pineapple House was built in 2008 with an engineer-homeowner’s meticulous eye for detail. Constructed on pilings and grade beams, the home is set on a 31,293-square-foot lot and encompasses 6,596 square feet under air, with more than 13,000 total square feet. Designed by Diane Weinman with a refined Boca Grande aesthetic and built by ML Collingwood, the dwelling projects enduring quality, thoughtful engineering, and elevated coastal living. Enter through the impressive double doors to a sensual treat of symmetry and light. Main-level windows crowned with transoms frame views of the tropical blue sky. Walnut engineered flooring, Jerusalem stone, eight-foot doors, custom millwork, and generous closets enhance both functionality and beauty throughout. Scaled to feel both warm and elegant, the interiors are enriched with refined finishes and thoughtful architectural detailing. Living spaces encompass a formal dining room with butler’s pantry, living room, bookcase-lined library or sitting room, private office with built-in desk and cabinetry, dedicated home gym, and a flexible gathering room. A second primary or guest suite on the main level offers a private sitting area, breakfast bar, screened porch, and picture-perfect water views. An elevator conveniently serves all three floors. The chef’s kitchen anchors the main living areas with honed granite countertops, Sub-Zero appliances, custom Campbell cabinetry, and a walk-in pantry, opening to casual dining spaces and sun-filled outdoor porches. Upstairs, the primary suite is a tranquil retreat featuring a spa-inspired bath, oversized walk-in closet, shaded terrace, and outdoor shower. The expansive dock features two boat lifts: one 22,000-pound lift suitable for a 32- to 36-foot vessel and a second 10,000-pound lift. A humidity-controlled four-car tandem garage and a separate two-car garage accommodate up to six vehicles along with extensive marine and recreational gear. Solar panels and a 30kW generator underscore the home’s focus on energy efficiency and resilience. Outdoor living is highlighted by a 20,000-gallon heated saltwater lap pool surrounded by Shellcrete patios and Ipe decking. A perched beach with fire pit and swings welcomes gatherings overlooking Big Pass, while a 75-foot rear setback ensures privacy within a lushly landscaped yard. Rich in history, resilient and luxurious, intimate and refined, this is Sarasota waterfront living at its most authentic and coveted. Photos 1 and 2 reflect the new colors that the home is being painted.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Jennifer Linehan (941-266-7555)
2121 33RD ST, SARASOTA, FL 34234
$189,90083 Days on yellowkey MLS ID: O6406141
REDUCED by $10,000 (5.0%) on 06/23/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1960 Tax: $1,308 (2025)Community: Newtown FarmsSingle Family
Taxes:$1,308
Remarks: Well maintained Sarasota 3BR/1BA block home featuring a brand new permitted well and pump, approximately 11-year-old roof, fresh interior and exterior paint, updated fixtures, reglazed tub and shower tile, attached laundry room, and large screened lanai. The home features a functional layout, spacious backyard, good windows, plumbing, electrical, and HVAC, along with very low annual property taxes that help keep ownership costs down. Property is on well and septic. Tenant currently in place through February 2027 paying approximately $1,700/month, providing flexibility for future plans or continued rental income. Please do not disturb tenant.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
4211 64TH AVE E, SARASOTA, FL 34243
$465,00038 Days on yellowkey MLS ID: A4697827
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1710 Built: 2006Monthly Fee: $577 Tax: $5,325 (2025)Community: Cascades At Sarasota Ph IiiaSingle Family
Taxes:$5,325
Remarks: Two bedrooms, a den, and water views in one of Sarasota's most active 55+ communities — and no CDD fees. This home in Cascades at Sarasota has been well cared for and is completely carpet-free, with tile and luxury vinyl plank throughout. The layout works: an eat-in kitchen with updated finishes, a separate dining area, two comfortable bedrooms, and a den that works well as a home office or hobby room. The extended screened lanai has water views, sunsets, and enough room to actually entertain — not just two chairs and a side table. Cascades is a gated, maintenance-free community with lawn care included and no CDD fees. The 25,000-square-foot clubhouse was recently renovated and includes a heated indoor-outdoor pool, fitness center, banquet hall, six Har-Tru tennis courts with a full-time pro, pickleball, bocce, and an arts and crafts room with two pottery kilns. There's a full activity calendar if you want it, or you can keep to yourself — the community supports both. Location-wise, you're about 15 minutes from downtown Sarasota, the Ringling Museum, and Selby Gardens. Siesta Key, Lido Key, and Longboat Key are all within easy reach. UTC Mall and St. Armands Circle are close for shopping and dining, and Sarasota International Airport is convenient for traveling.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dawn Merrill (941-915-7126)
5285 TWINFLOWER LN, SARASOTA, FL 34233
$614,90038 Days on yellowkey MLS ID: A4697830
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2231 Built: 2019Monthly Fee: $212 Tax: $5,997 (2025)Community: Reserve/HonoreSingle Family
Taxes:$5,997
Elementary School: Ashton Elementary
Remarks: Virtually Staged. Welcome to 5285 Twinflower Lane, a beautifully maintained and thoughtfully upgraded home in the highly desirable Reserve at Honore community. Built in 2019, this 3-bedroom, 2-bath residence offers 2,231 square feet of modern living space designed for both everyday comfort and effortless entertaining. From the moment you enter, you'll appreciate the bright, open-concept floor plan, soaring 10 to 11-foot ceilings, and luxury vinyl flooring that flows throughout the main living areas. The spacious kitchen serves as the heart of the home, featuring elegant quartz countertops, abundant cabinetry, and ample workspace for meal preparation, gatherings, and entertaining guests. The generous living and dining areas are filled with natural light and seamlessly connect to the outdoor living space, creating an inviting indoor-outdoor lifestyle that Florida homeowners love. The primary suite provides a private retreat with ample space to relax, while two additional bedrooms offer flexibility for family, guests, a home office, or hobby room. What truly sets this home apart is its impressive list of upgrades focused on efficiency, comfort, and peace of mind. Solar panels help reduce energy costs, while a whole-home generator provides dependable backup power during storms and unexpected outages. Additional enhancements include a blue-light HVAC purification system designed to improve indoor air quality, a 6-foot PVC privacy fence surrounding the backyard, and an extended lanai that creates the perfect setting for outdoor dining, entertaining, or simply enjoying the Florida sunshine. The exterior offers attractive curb appeal, a spacious 2-car garage, and a private backyard with peaceful patio views. Major systems reflect the home's newer construction, including a 7-year-old roof and 7-year-old air conditioning system, allowing buyers to enjoy the benefits of modern building standards and reduced maintenance concerns. Located in Reserve at Honore, this home places you close to shopping, dining, parks, top-rated schools, medical facilities, and the many attractions that make Sarasota one of Florida's most sought-after places to live. Whether you're searching for a primary residence, seasonal retreat, or move-in-ready home with valuable upgrades already in place, 5285 Twinflower Lane delivers the ideal combination of style, functionality, energy efficiency, and location. Don't miss this opportunity to own a newer Sarasota home featuring solar power, whole-home generator protection, an extended lanai, privacy fencing, and modern finishes throughout. Schedule your private showing today and experience everything this exceptional property has to offer.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Emerson Robbins (941-404-0382)
2629 WATERFRONT CIR, SARASOTA, FL 34240
$1,199,00038 Days on yellowkey MLS ID: A4696784
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2828 Built: 2026Monthly Fee: $352 Tax: $3,070 (2025)Community: Monterey/Lakewood RanchSpa: NoSingle Family
Taxes:$3,070
Remarks: **Rare Never-Occupied Lakefront Selby in Monterey at Lakewood Ranch** Experience a rare ready-now opportunity in Monterey at Lakewood Ranch with this never-occupied Toll Brothers Selby. This 4-bedroom, 3.5-bath Transitional-style residence offers the appeal of new construction without the current build wait. Set on a premium lakefront homesite with no neighbor directly behind, the home offers a peaceful waterfront backdrop and a greater sense of privacy than many traditional homesites. For buyers seeking immediate ownership in Monterey, this property presents a compelling opportunity in a community where no quick move-in homes are currently available. The Selby floor plan was designed for beauty, function, and sophistication, with the refined flow luxury buyers expect. A grand foyer creates a memorable first impression and leads into an open great room designed for gathering, natural light, and everyday comfort. The kitchen overlooks the casual dining area and great room, creating a central living space that feels equally suited for entertaining, hosting guests, or enjoying quiet evenings at home. A large center island, generous cabinet and counter space, and walk-in pantry further enhance the kitchen’s livability. The primary suite offers a private retreat with dual walk-in closets and a relaxing bath featuring dual sinks, a luxe shower, linen storage, and a private water closet. Two secondary bedrooms include roomy closets and share a hall bath, while an additional secondary bedroom features a walk-in closet and private bath, creating excellent flexibility for guests, family, or work-from-home needs. The covered lanai extends the home’s living space outdoors and is accessed from the great room through multi-slide doors, allowing the lakefront setting to become part of daily living. Premium selections include an alternate kitchen layout, epoxy-coated garage floor, whole-house gutters, spray foam insulation, masonry core foam insulation package, pool prep package, and outdoor kitchen prep package. Monterey at Lakewood Ranch is a private gated Toll Brothers community designed around luxury homes, natural Florida ponds and lakes, and an elevated amenity lifestyle. Future community amenities are planned to include a resort-style pool, tennis courts, pickleball courts, fitness center, walking trails, dog park, open green space, and more. Located within the highly regarded Lakewood Ranch area, Monterey offers access to the broader lifestyle the region is known for, including nearby dining, shopping, recreation, events, golf, polo, and Gulf Coast beaches. For the buyer who wants a never-occupied Toll Brothers home, lakefront setting, no rear neighbor, documented upgrades, and the ability to move without waiting for a future build, this Selby residence is an exceptional opportunity in Monterey at Lakewood Ranch.
Listing is courtesy of: QUARTZ COAST REALTY INC (941-504-3874)
Listing Agent: Joy Eakins (417-612-1491)
3508 LA PALOMA AVE, SARASOTA, FL 34242
$2,200,000128 Days on yellowkey MLS ID: A4686192
REDUCED by $50,000 (2.2%) on 06/22/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3195 Built: 2004 Tax: $24,862 (2025)Community: Siesta Rev OfSpa: NoSingle Family
Taxes:$24,862
Elementary School: Phillippi Shores Elementary
Remarks: Price Reduced! Spacious island living, strong weekly rental income, and a prime north Siesta Key location come together in this beautifully maintained 5-bedroom, 3-bath furnished home just steps from beach access No. 1 at Shell Road on Big Pass. Built above base flood elevation of 11 feet, this property offers a valuable advantage on Siesta Key, along with the comfort, privacy, and usability today’s buyers are looking for. Fully gated and walled, the home sits on a generous lot surrounded by lush tropical landscaping, with an oversized 3-car garage and large paver driveway providing ample space for vehicles, beach gear, and a golf cart. Inside, the home offers large, open living spaces ideal for gathering and entertaining, featuring 12-foot ceilings, crown molding, arched openings, travertine flooring, and a spacious living room with gas fireplace. The kitchen includes stainless steel appliances, oak cabinetry, a breakfast nook overlooking the backyard oasis, and easy flow to the separate dining area and main living spaces. French doors open to a large terrace overlooking the tropical backyard, while an additional side terrace offers a private place to relax. The main-floor primary suite is a standout, offering direct terrace access, an oversized bedroom, two walk-in closets, and a luxurious en-suite bath with dual vanities, soaking tub, walk-in shower, and floor-to-ceiling travertine. Two additional bedrooms and a full bath are also located on the first floor, creating a functional and flexible layout. Upstairs, two generous guest bedrooms, a full bath, and a wet bar with beverage fridge provide an ideal retreat for visitors, with one bedroom opening to a private terrace overlooking the backyard. Designed for indoor-outdoor island living, the backyard is a true tropical oasis with mature landscaping, a heated saltwater pool with fountain, paver deck, large turf area, outdoor shower, and an exceptional tiki hut bar and outdoor kitchen complete with a built-in gas grill, two bar fridges, and porcelain countertops. An additional fenced side yard offers extra space for pets or outdoor enjoyment. Offered turn-key furnished, with a five-bedroom layout, generous lot size, multiple terraces, abundant storage, central vacuum, and expected 2026 rental income of $190,000. This home is an outstanding opportunity for those seeking a private Siesta Key retreat, income-producing investment, or both. Ideally located near world-renowned Siesta Key Beach and just a short drive to downtown Sarasota’s restaurants, shopping, and cultural attractions, this property offers the best of island living with convenience, comfort, and flexibility.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Robert Ruiz (941-544-3299)
7522 CONSERVATION CT, SARASOTA, FL 34241
$1,499,000149 Days on yellowkey MLS ID: A4684574
REDUCED by $96,000 (6.0%) on 05/15/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3898 Built: 2006Monthly Fee: $495 Tax: $9,365 (2025)Community: Preserve At Heron LakeSpa: YesSingle Family
Taxes:$9,365
Elementary School: Lakeview Elementary
Remarks: This Preserve at Heron Lake Estate Home was built by Arthur Rutenberg in 2008 by the owners. Pride of ownership abounds. On a ¾-acre corner lot with four bedrooms, 3 ½ baths, the split floor plan offers plenty of space to spread out and live large! The home has an open kitchen/family room, bar area, walk-in pantry and eat-in dining area with an aquarium window looking out onto the saltwater pool and spa, complete with travertine decking. A formal dining room, living room with fireplace and family room that opens out to the pool deck with triple sliding doors that pocket, creating indoor/outdoor living. The kitchen has a Viking cooktop, GE Profile appliances, double convection ovens, built-in microwave and a double drawer under-island refrigerator. The owner’s suite is something to behold with sitting area space, large dual custom closets, owners bath with tub and Roman walk-in shower, dual vanity sink areas and private water closet. New luxury vinyl plank in owner’s suite and Jack and Jill bedrooms. Custom closets, soft-close custom cabinetry and custom lighting throughout, wood plantation shutter window treatments. Four-tray ceilings with Venetian plaster. Entire exterior painted in 2023. Leaf Guard gutter system. Zoned for three AC. Garage has built-in cabinetry and air conditioner has been added. Owners customized the three-car garage, a closet in the owner's suite and the formal dining area, all are larger than original floor plan.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Candria Crisp, Pa (941-726-5822)
4221 HEARTHSTONE DR, SARASOTA, FL 34238
$649,00062 Days on yellowkey MLS ID: A4693372
2 Days Off yellowkey (back on 6/22/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2430 Built: 1993Monthly Fee: $140 Tax: $4,743 (2025)Community: Huntington PointeSingle Family
Taxes:$4,743
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Under contract-accepting backup offers. Your Updated and Beautifully move-in-ready home awaits! There are Brand New luxury vinyl floors and fresh paint throughout! There are shiny modern baseboards and cove moldings, new vanities and fixtures in the 2 guest bathrooms. You'll feel the openness immediately. The lake view as you walk through the front double doors will help you relax and feel right at home. This spacious home offers 4 bedrooms and 3 bathrooms in a split plan that provides privacy for owners and guests. The 4th bedroom suite could easily be a mother-in-law suite or nanny's quarters, with pool access. High ceilings, crown moldings, French doors, and a flexible floor plan all combine to appeal to any size family - or extended family! The spacious kitchen features generous size granite counters, luxury appliances, and an open view to the family room, so everyone is involved in the dinner details! The butler pantry cabinet helps make food prep or buffet service easy! Informal dining is right there too, with a view through the aquarium window to the pool and double lanai space. The primary bedroom suite has pool access and features a large walk-in closet with built-in shelves and drawers. His and hers sink cabinets provide space and storage. The glass-block-surrounded walk-in shower will rinse off the tension from your day. There's plenty of room for sun bathing by the pool, and the lanai offers privacy and shade for relaxing, with fans and lights for your evening enjoyment. Tucked in the middle of a gated neighborhood on Palmer Ranch, this house will entice you with its details, location, and open feeling. The location is close to lots of shopping and restaurants, the Legacy biking and walking trail, Oscar Scherer State Park, Siesta Key's world-famous snow-white quartz sand beach, Nokomis Beach, churches, libraries, Pine View School for Gifted Students, and marinas and accesses to Sarasota Bay for boating, fishing, and kayaking to watch the manatees and dolphins. The new and original Sarasota Memorial hospital campuses are not far away. Four Bedrooms, two updated living spaces, three bathrooms, an inviting pool, and a lake view!!! What are you waiting for?
Listing Agent: Susan Keal (941-320-1689)
3467 COMPOUND CT, SARASOTA, FL 34240
$2,199,00052 Days on yellowkey MLS ID: A4695665
Bed: 3 Bath: 3.0 Gar: 12 Liv Area Sq Ft: 3459 Built: 2019Monthly Fee: $190 Tax: $8,764 (2025)Community: Hampton LakesSpa: NoSingle Family
Taxes:$8,764
Remarks: Welcome to 3467 Compound Court — an extraordinary custom residence where luxury, scale, and versatility come together in a way that is rarely available. Designed for those who expect more from their home, this exceptional property offers refined living paired with one of its most impressive features: an expansive additional garage with six doors and the capacity to accommodate an extensive vehicle collection and so much more. Whether you are a car enthusiast, collector, business owner, RV owner, or simply value exceptional storage and flexibility, the massive secondary garage delivers endless possibilities. With room for multiple vehicles, recreational equipment, boats, workshop space, and oversized storage, this is a true estate-style amenity that sets the property apart. Inside, the home continues to impress with spacious interiors, thoughtfully designed gathering spaces, and elevated finishes throughout. Open-concept living areas create effortless flow for entertaining and everyday comfort, while generous windows invite natural light and showcase the surrounding setting. 3467 Compound Court is more than a luxury home—it’s a destination property built for those who need exceptional garage capacity without sacrificing elegance, comfort, or style.Rarely does a property offer this level of sophistication combined with such remarkable utility. A one-of-a-kind opportunity to own a residence where your lifestyle—and your collection—finally have room to grow.
Listing is courtesy of: SARASOTA TRUST REALTY COMPANY (941-366-1619)
Listing Agent: Renee Preininger (941-400-4235)
2907 MARSHALL DR, SARASOTA, FL 34239
$675,000279 Days on yellowkey MLS ID: A4669618
INCREASED by $75,001 (12.5%) on 06/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1138 Built: 1954 Tax: $6,643 (2025)Community: Orange ParkSpa: YesSingle Family
Taxes:$6,643
Middle School: Brookside Middle
Remarks: Investor Alert! Rare opportunity to own a turnkey income-producing property in a prime location! This fully furnished gem features a brand-new pool, all-new impact windows, and a strong rental history with future bookings already in place, cash flow from day one! Don’t miss your chance to add this high-performing asset to your portfolio. Schedule your showing today, opportunities like this don’t last!
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Inbal August (917-957-8111)
5311 CREEK DR, SARASOTA, FL 34231
$580,000574 Days on yellowkey MLS ID: A4633792
REDUCED by $10,000 (1.7%) on 06/22/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1816 Built: 1978 Tax: $5,683 (2024)Community: Phillippi CrestSingle Family
Taxes:$5,683
Remarks: This 3-bedroom, 2.5-bathroom home is just 15 minutes from one of the best beaches in the USA. With a custom-made playhouse, heated pool, and custom outdoor shower, this home is perfect for families. The kitchen features granite countertops, and there are two AC units. The one-car garage can be converted into a two-car garage, and there are two hidden storage areas in the master suite. Recent updates include a new roof(2022), laminate flooring(2023), fresh interior paint(2022), a new water heater in 2022, a new dishwasher(2025)New disposal(2024), and a new fence installed(2024). This home was also converted from a well setup for water to a city water hookup in 2024. Located in one of the best school districts in Sarasota County, this home offers comfort and luxury in a prime location. Schedule your showing today.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-923-5835)
Listing Agent: Mario Petitti (941-822-6500)
3524 S SCHOOL AVE, SARASOTA, FL 34239
$925,00076 Days on yellowkey MLS ID: A4693494
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3037 Built: 1957 Tax: $9,338 (2025)Community: South GateSingle Family
Taxes:$9,338
Remarks: From the moment you arrive, you’ll fall in love with the charm, warmth, and unbeatable location of this tropical Mediterranean retreat in Sarasota’s highly desirable South Gate neighborhood, located within the coveted Southside School District. Perfectly situated in the heart of it all, this home places you just minutes from the world-renowned Siesta Key Beach while also being steps away from your favorite restaurants, boutique shopping, grocery stores, gyms, movie theater, and everyday conveniences. This is the rare opportunity to enjoy a true walkable lifestyle while still having the privacy and comfort of a spacious family home. Light-filled and inviting, this beautifully maintained single-story residence offers an open and airy floor plan designed for both relaxing and entertaining. With four spacious bedrooms, two remodeled bathrooms, multiple living and dining areas, a breakfast nook, sunroom, and dedicated home theater room, there is space for everyone to gather while still enjoying privacy and comfort. Large sliding glass doors, solar tubes, and gorgeous porcelain marble-look flooring fill the home with natural light and create a bright, welcoming atmosphere throughout. Step outside and discover your own private backyard paradise. The newly added heated pool with paver deck, lush tropical landscaping, fenced yard, and multiple entertaining spaces create the perfect setting for enjoying Florida living year-round. Whether you’re unwinding by the electric fireplace, soaking in the jetted tub, hosting friends and family, or biking to Siesta Key for sunset, this home offers the lifestyle buyers dream about. Thoughtful updates include a 2022 roof, newer flooring throughout, updated bathrooms, and a new water heater. The oversized two-car garage with space for a workshop, spacious laundry room, circular paver driveway, and sprinkler system on well water add both convenience and value. Currently operating as a successful vacation rental with weekly rentals allowed within city limits, the property also presents exceptional income-producing potential or flexibility for a future in-law suite. Offering one of the lowest costs per square foot in South Gate, this exceptional property combines location, lifestyle, and versatility in one unforgettable home buyers will instantly fall in love with.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Seth Westerberg (941-342-7653)
742 SHORECREST DR, SARASOTA, FL 34232
$550,000146 Days on yellowkey MLS ID: A4684004
3 Days Off yellowkey (back on 6/22/2026)
REDUCED by $25,000 (4.3%) on 06/11/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2295 Built: 2002Monthly Fee: $55 Tax: $6,781 (2025)Community: The Oaks At Woodland Park Ph 1Single Family
Taxes:$6,781
Elementary School: Fruitville Elementary
Remarks: Under contract-accepting backup offers. ***3 Bed 2 bath with Flex Room, living room and den*** Gorgeous lakeside residence in The Oaks at Woodland Park, tucked away on a winding road under a canopy of majestic oaks. The setting is incredibly peaceful with constant bird activity around the lake. With its recent price reduction, peaceful water views, this property stands out as a rare opportunity for buyers seeking lifestyle and location in one complete package. The updated kitchen, master bathroom and the guest bathroom have gorgeous quartz countertops throughout with new cabinetry. The kitchen has a beautiful breakfast bar that looks out to the lake. The master bathroom has a large frameless shower with a French style tub and dual closets. A new HVAC system was installed in 2024 and the roof was replaced in 2021. Beautiful landscaping enhancements have been made in the front yard. The lanai overlooks the water and creates the perfect place to relax, dine, or enjoy Sarasota’s year-round sunshine. The sense of serenity in the home is unmatched, even though you’re just minutes from downtown Sarasota, world class beaches, and easy I-75 access.
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Shaune Harper Kimbler (941-586-1394)
7219 COACHLIGHT ST, SARASOTA, FL 34243
$735,000106 Days on yellowkey MLS ID: TB8497612
REDUCED by $10,000 (1.3%) on 06/03/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2895 Built: 1998Monthly Fee: $118 Tax: $4,166 (2025)Community: Palm AireSpa: NoSingle Family
Taxes:$4,166
Elementary School: Robert E Willis Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Located in the sought-after Arbor Lakes Estates at Mote Ranch, this inviting 4BR/3BA home blends comfort, style, and effortless Florida living. Inside, soaring ceilings and abundant natural light create a bright, open feel, enhancing the home's thoughtfully designed layout. At the center of the home, the oversized kitchen features ample counter space, generous cabinetry, and plenty of room to gather. It opens seamlessly to the main living and dining areas, creating a warm, connected environment ideal for hosting or relaxing. The primary suite provides a peaceful retreat, complete with an updated spa-inspired bath. With elegant finishes and a calming atmosphere, it's the perfect place to unwind. Additional bedrooms are well-sized, ideal for guests, family, or a home office. Step outside to the expansive lanai, where indoor-outdoor living takes center stage, designed for year-round enjoyment, overlooking a private park-like green space. Being located minutes from UTC shopping and dining, as well as Palm Aire Country Golf Club, this home balances peaceful living with everyday convenience.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (813-251-2002)
Listing Agent: Selina Fioretti (941-408-6970)
2912 HAWTHORNE ST, SARASOTA, FL 34239
$299,99990 Days on yellowkey MLS ID: R4911184
REDUCED by $40,000 (11.8%) on 06/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1016 Built: 1945 Tax: $2,186 (2025)Community: Rio VistaSingle Family
Taxes:$2,186
Remarks: This cute bungalow style home is looking for someone to make it their own little paradise in Sarasota. The front boasts an enclosed patio and the drive way can accommodate many cars and even an R.V. with some tree trimming! The 2 bedrooms and 2 baths are separated for privacy and there is a bonus den/office for extra room. The above ground pol is surrounded by a manufactured patio and the zero scape yard means no lawn mowing around here! A shed and beautiful flowering plants surround the private fenced in yard.
Listing is courtesy of: PREMIER PLUS REALTY (941-228-0077)
Listing Agent: Dawn Cohen (941-228-0077)
5726 WANETA PL, SARASOTA, FL 34231
$470,00041 Days on yellowkey MLS ID: A4697396
1 Days Off yellowkey (back on 6/21/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1504 Built: 1958 Tax: $4,927 (2025)Community: Phillippi Gardens 02Single Family
Taxes:$4,927
Remarks: Under contract-accepting backup offers. Exceptional location, extensive updates, and a private pool combine to make this Phillippi Gardens home a standout opportunity. Just minutes from Siesta Key Beach, downtown Sarasota, Sarasota Memorial Hospital, shopping, dining, and everyday conveniences, this property offers the ideal balance of accessibility and comfort. The costly improvements have already been completed, providing years of peace of mind. Triple-pane PGT impact-rated windows and a sliding glass door installed in 2018 deliver storm protection, energy efficiency, and potential insurance savings. The home's plumbing system was fully re-piped with PVC in 2018, and the septic system was replaced and connected to city sewer the same year—a rare and valuable upgrade. Additional improvements include a newer A/C system (2023), new water heater (2026), fresh interior and exterior paint (2026), updated flooring, and a newer screened pool enclosure. Inside, the thoughtfully designed three-bedroom, two-bath floor plan offers open living spaces that flow seamlessly from room to room, creating an inviting environment for both daily living and entertaining. Large windows and sliding glass doors bring in natural light while providing views of the outdoor living area. Step outside to a spacious screened lanai and pool area that serves as a private retreat for relaxing, dining, or gathering with family and friends. The generously sized backyard provides additional outdoor space with room to enjoy Florida's year-round sunshine. With no deed restrictions, a desirable school district, and major system upgrades already completed, this move-in-ready home offers exceptional value in one of Sarasota's most convenient locations.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
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