Location: Sarasota, 34231
Do Not Show Listings
2323 PINE TER, SARASOTA, FL 34231
$1,299,000120 Days on yellowkey MLS ID: A4679272
1 Days Off yellowkey (back on 5/15/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2655 Built: 2017 Tax: $11,650 (2025)Community: RidgewoodSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,650
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: 2017 contemporary home by DSDG Architects & Majestik Homes with new 2024 impact windows & sliders throughout is ideally situated on a prestigious, tree-lined street in the heart of Sarasota. This 3-bedroom, 2.5-bath home blends modern design with refined comfort. Step inside to an open-concept layout highlighted by soaring 10-foot ceilings, sleek porcelain tile flooring, and expansive new windows that flood the home with natural light while framing serene views of the private backyard oasis. New sliding glass doors fully open to create seamless indoor-outdoor living, extending into an expansive entertaining space complete with a stylish poolside pergola. The tropical landscaped backyard is thoughtfully designed with low-maintenance synthetic turf, a custom putting green, and a stunning heated saltwater pool enhanced by LED color lighting. At the heart of the home, the gourmet kitchen is a true showpiece, featuring premium stainless-steel appliances, a Fisher & Paykel dishwasher, a striking waterfall quartz island with integrated breakfast bar, sleek custom cabinetry, and a built-in pantry designed for abundant storage. Upstairs, a versatile loft anchors the level, alongside two guest bedrooms connected by a Jack-and-Jill bath and a sophisticated primary suite. The primary retreat features dual custom walk-in closets and a spa-inspired ensuite. Sliding glass doors open to a private second-story balcony—an ideal setting to take in tranquil pool views and softly lit evenings. Modern elegance, indoor-outdoor living and perfectly positioned near Siesta Key, top-rated schools, shopping, dining, and downtown Sarasota, this exceptional residence offers the ultimate Florida lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Maureen Doherty (941-993-3159)
1451 REBECCA LN, SARASOTA, FL 34231
$4,550,0008 Days on yellowkey MLS ID: A4693453
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4683 Built: 2007Monthly Fee: $333 Tax: $26,090 (2025)Community: Oyster Bay LandingsSpa: YesSingle Family
Taxes:$26,090
Remarks: Commanding attention from the moment you arrive, 1451 Rebecca Lane is a masterfully re-envisioned gated elevated waterfront estate where architectural elegance meets uncompromising modern refinement crafted for the luxury buyer who demands both distinction and substance. Set behind the gates of Oyster Bay Landings, this residence has undergone a complete, high-level redesign, transforming it into a sophisticated coastal retreat defined by intentional design, elevated materials, and flawless execution. Every surface, finish, and fixture has been curated to create a timeless yet fashion-forward aesthetic—balancing warmth, drama, and livability. Inside, wide-plank wood-like flooring, bespoke millwork, and striking ceiling details create a gallery-like flow throughout the main living spaces. The living room is both refined and inviting, anchored by a sculptural fireplace and framed by expansive glass that seamlessly connects the interior to the private outdoor environment. Natural light pours in, highlighting the home’s clean lines and layered textures. The kitchen is a true work of art, designed to impress at both visual and functional levels. An oversized island takes center stage, complemented by custom cabinetry in rich designer hues, statement stone surfaces, and professional-grade stainless appliances. The dramatic backsplash and curated lighting elevate the space into a showpiece worthy of entertaining at scale, while still remaining perfectly suited for everyday living. The primary suite has been transformed into a spa-caliber retreat, offering serene views, custom-designed closets, and a magazine-worthy bathroom featuring marble finishes, a double vanity, elevated fixtures, and an expansive walk-in shower that rivals a five-star resort. Guest suites and secondary living spaces mirror the same level of craftsmanship, offering flexibility for hosting, working from home, or multigenerational living all without compromising style. Outdoors, the home unfolds into a private courtyard oasis, a hallmark of the redesign. The pool and spa are surrounded by lush tropical landscaping, refined hardscape, and multiple covered lounging areas that blur the line between indoor and outdoor living. Whether hosting elegant evening gatherings or enjoying quiet afternoons by the water, the setting is both intimate and grand. For the boating enthusiast, the property delivers an exceptional advantage: a private deep-water dock with an approximately 15,000-lb boat lift and no-bridge access to Sarasota Bay and the Gulf of Mexico— placing world-class boating just moments from your back door. Additional features include climate-controlled wine storage, thoughtfully designed bonus spaces ideal for media or fitness use, upgraded systems throughout, and a garage suited for both function and organization—ensuring the home is as practical as it is beautiful. Located minutes from downtown Sarasota, Southside Village, and the iconic beaches of Siesta Key, this residence offers a lifestyle defined by privacy, prestige, and proximity. 1451 Rebecca Lane is not simply renovated—it is reimagined, offering a rare opportunity to own a waterfront home where design excellence, quality craftsmanship, and coastal luxury converge at the highest level.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
4799 OAK FOREST DR W #43, SARASOTA, FL 34231
$305,000190 Days on yellowkey MLS ID: A4671738
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1456 Built: 1984 Tax: $3,333 (2025)Community: Oak Forest VillasSpa: NoSingle Family
Taxes:$3,333
Elementary School: Wilkinson Elementary
Remarks: One or more photo(s) has been virtually staged. You will love Oak Forest with all the mature trees and grassy landscaped areas and its LOCATION! Just minutes to Siesta Key Beaches, Downtown shopping, restaurants, social events and theater. This community is impeccably maintained and modernized. Conveniently located directly across from the community pool and tennis courts, the entire interior of this end unit was just painted and all of the popcorn has been removed. The guest bathroom totally remodeled with a walk-in shower. New never been used stainless steel appliances: refrigerator, stove and dishwasher are included. Tile flooring throughout the villa with vinyl flooring for easy maintenance in the guest bedroom. Primary bedroom has brand new carpet and offers two walk-in custom designed closets for maximum efficiency. Primary bathroom designed with dual sinks and a walk-in shower with glass doors. The Primary Bedroom, Living Room and Kitchen have sliding glass doors to access the extended private lanai. This community is not an age restricted community, is pet friendly and offers tennis, pickleball, heated pool and clubhouse. Whether you are a snow bird or a full-time resident this property checks desired boxes for your new home. Association replaced the roofs about two years ago, painted all exteriors and installed paver driveways. AC was replaced in 2025. The Association remains diligent regarding their finances and are fully reserved. No CDD fees!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Midge Mccarthy (941-809-3800)
4074 REDBIRD CIR, SARASOTA, FL 34231
$769,000312 Days on yellowkey MLS ID: A4658582
REDUCED by $27,000 (3.4%) on 05/08/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2368 Built: 1990 Tax: $4,111 (2024)Community: Phillippi HiSingle Family
Taxes:$4,111
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. As featured on Fox 4. MAJOR Price Adjustment, Motivated Seller! Welcome to 4074 Redbird Cir—a home that has a LOT of personality and curb appeal. This stunning 4-bedroom, 2.5-bath has been completely renovated. This beautiful move-in-ready home combines classic farmhouse charm with the ease and sophistication of modern living. Nestled on an expansive third of an acre corner lot in one of Sarasota’s most desirable neighborhoods, this stunning home is a masterclass in light, space, and timeless style. This home is surrounded by many other beautiful homes, some just off the Shady Creek with boating access. The property is impressive with a large front yard and u-shaped driveway perfect for any guest parking. First, you are welcomed by a quaint front porch where you can enjoy a morning coffee or peaceful evenings with loved ones. Step inside to find an airy, sun-kissed interior thoughtfully designed with open-concept living and seamless indoor-outdoor flow. Vaulted ceilings and oversized windows bathe every room in natural light, highlighting the beautifully updated finishes throughout—from wide-plank floors to designer fixtures and a sleek, contemporary kitchen. The home is extremely light, bright and airy. The main living room space is sizeable and versatile with many options for configuration. The kitchen is expansive, with plenty of storage and counter space, along with space for at least 8 guests with barstool seating. The sleek modern kitchen's centerpiece is a quartz waterfall island. All appliances are brand new stainless steel. Gas is available. The fireplace and hearth create an elegant and warm dynamic. The dining nook area also features a bay window. There is an adorable half bath under the stairs. The laundry room is located on the 1st floor and has a wash sink and 2 cabinets. The master ensuite is located on the primary level but tucked away from the main entertaining space for added privacy. The suite features high ceilings, a large walk-in closet with built-ins, master bath with a spacious and open modern walk-in shower, and double vanity. The additional bedrooms are all located upstairs with a full bathroom with tub/shower combo and a double vanity. All of the bedrooms have new ceiling fans with light. The spacious layout offers both comfort and flexibility, perfect for entertaining guests or simply enjoying everyday moments. Every inch has been meticulously upgraded, blending rustic warmth with contemporary finish. Outside, the generous corner lot provides room to roam, play, garden, or even add a small pool—your personal Florida retreat awaits. The majority of the property has simplified shell landscaping. There is a large screened-in lanai with fans to enjoy evenings in the backyard and space for a jacuzzi. Plenty of space on the back patio to grill. Fantastic yard with mature landscaping and a 2-car garage. The garage has many built-in cabinets and shelving perfect for a workshop or man cave. Side yard fenced, perfect for pets. Brand new roof, complete repaint inside and out, newer AC, and much of the plumbing was updated to PVC. Stellar location just minutes to Siesta Key Beach—frequently rated the BEST beach in America, Siesta Key. Close to A+ schools, downtown Sarasota, major shopping, Cinebistro, Trader Joe's and many high-end restaurants and steakhouses. Seller open to a rate buy-down scenario or a crypto purchase please consult for more details! Bring a contract today!
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Desiree Doggett (941-900-6380)
4301 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$859,000181 Days on yellowkey MLS ID: A4672535
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3406 Built: 1970 Tax: $8,304 (2024)Community: Flora VillaSpa: NoSingle Family
Taxes:$8,304
Remarks: A welcoming Sarasota residence that blends spacious indoor living with a true resort-style outdoor oasis, all positioned in one of the most convenient and desirable locations in Sarasota County. Thoughtfully decorated and beautifully maintained, this home opens with a charming courtyard entrance that sets an immediate tone of warmth and sophistication. Inside, Brazilian hardwood floors flow throughout the living spaces, complementing abundant natural light and an open, flexible layout. The home offers large bedrooms and two versatile flex rooms ideal for a den, office, playroom, hobby studio, gym, storage, or an additional guest suite. Upgraded interior doors add a refined touch, while the master bedroom features a custom built-in closet system for exceptional organization. The kitchen impresses with an epoxy river kitchen-island countertop paired with a copper farmhouse sink, creating a stunning focal point for both cooking and entertaining. Additional highlights include Mexican tile accents, a generous walk-in pantry, and thoughtful design that blends character with function. Step outside to discover the crown jewel of the property: a private, resort-style lagoon pool designed for the ultimate Florida lifestyle. This expansive 20,000-gallon saltwater pool showcases a rockwall waterfall, a dolphin fountain, bench seating, and a sun shelf for lounging. With outstanding sun exposure perfect for sunbathing, the pool is surrounded by an oversized pavered patio offering abundant space for lounge seating and entertaining. A 340-sq-ft screened lanai with a ceiling fan extends the indoor living space and provides a comfortable transition to the home’s breathtaking outdoor retreat. Mature tropical landscaping creates lush privacy, enhancing the serene ambiance and delivering the feeling of a secluded paradise. Completing the outdoor experience is a tiki bar with bartop seating and built-in lighting, ideal for evening cocktails, weekend celebrations, and memorable nights under the Florida sky. The property also includes a wired utility and workshop shed, plus an irrigation system for easy landscape maintenance. Beyond its impressive features, the location elevates this home even further. Residents are less than 10 minutes from Downtown Sarasota’s world-class dining, boutique shopping, waterfront parks, and vibrant cultural arts district. The world-famous Siesta Key Beach, renowned for its powdery white quartz sand, is approximately 10 minutes away, offering effortless beach days. The upscale UTC Mall and surrounding dining and entertainment district are about 15 minutes away, while St. Armands Circle and Lido Beach are roughly 20 minutes away for oceanfront dining and luxury leisure. Everyday conveniences, including Sarasota Memorial Hospital, grocery stores, parks, boat ramps, and I-75, are all within minutes, making this home a rare combination of comfort, style, and accessibility. Beautifully updated, move-in ready, and enhanced with an outdoor living experience rarely found in this location, this property presents an exceptional opportunity to embrace the best of Sarasota living! ROOF 2020. Two of three HVACs 2023. PVC plumbing throughout.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Janette Schafer (954-298-7791)
5639 BLOUNT AVE, SARASOTA, FL 34231
$385,00034 Days on yellowkey MLS ID: A4690414
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1695 Built: 1984 Tax: $654 (2025)Community: Sarasota Venice Co 09 37 18Single Family
Taxes:$654
Elementary School: None
High School: None
Middle School: None
Remarks: Homes like this one do not come up often in this location at this price. 5639 Blount Avenue is a 3-bedroom, 2-bath, 1,695 square foot Sarasota home sitting on a generous, fully fenced lot just minutes from the world-famous white quartz sands of Siesta Key Beach. No HOA. No restrictions. No monthly fees. Just a well-built, character-filled Florida home with the space, the layout, and the location that buyers in this market have been searching for. Pull up and you immediately notice the lot. Large, lush, and fully fenced, the yard offers the kind of outdoor space that is increasingly rare inside Sarasota proper. Mature trees provide natural shade and a sense of privacy that makes the property feel like a private retreat tucked away from the pace of the city. Step inside and the home opens up. Vaulted ceilings lift the living spaces and flood the interior with natural light, creating an airy, welcoming feel that photographs cannot fully capture. You have to stand in it to understand how spacious it actually is. The living room features warm wood-paneled walls and a stone fireplace, the kind of old Florida charm that adds genuine character and personality to a home. Light wood floors flow throughout, tying the rooms together in a clean, cohesive aesthetic. The split floor plan is one of the most practical and desirable layouts in residential real estate, and this home executes it well. The primary suite is separated from the two guest bedrooms, offering true privacy for owners and guests alike. The primary bedroom is genuinely spacious, with vaulted ceilings, excellent natural light, and direct access to the rear of the home through French doors. The Florida room is a standout feature and one of the most versatile spaces in the home. Bright, open, and connected to the main living area via classic French doors, it functions beautifully as a second living room, a home office, a playroom, a creative studio, or a casual entertaining space. The possibilities are as flexible as you need them to be. The kitchen is well laid out with granite countertops, stainless steel appliances, and an abundance of cabinet storage. A window above the sink looks out to the lush greenery of the backyard, making even everyday tasks feel a little more Florida. The 2022 roof provides peace of mind and real value. The well and septic system eliminate monthly water and sewer utility bills entirely, a meaningful and ongoing financial advantage that adds up significantly over time. The garage provides covered parking and additional storage. The fully fenced yard is ready for pets, play, or simply enjoying the Sarasota sunshine in complete privacy. For buyers searching for a Sarasota home near Siesta Key with no HOA, a large yard, and strong bones at an attainable price point, 5639 Blount Avenue delivers exactly that. 5639 Blount Avenue · Sarasota FL 34231 · Sarasota County · Near Siesta Key Beach
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Traci Bolen (941-914-5159)
5929 MURDOCK AVE, SARASOTA, FL 34231
$449,97742 Days on yellowkey MLS ID: A4687404
0 Days Off yellowkey (back on 5/14/2026)
REDUCED by $14,973 (3.2%) on 05/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1711 Built: 1957 Tax: $1,644 (2025)Community: Golden Acres 1St AddSingle Family
Taxes:$1,644
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. From the moment you arrive, you will immediately notice the combination of an oversized driveway, garage, and covered carport. With room for multiple vehicles, guests, a boat, or weekend toys, this is the type of flexibility you hope for. That's not a stone roof either.... It's an ALL NEW Decra metal roof which gives the home a clean, updated look while adding long-term value and protection. Located at 5929 Murdock Ave, this Sarasota home has been fully renovated with the updates that matter most. Inside, you’ll find new vinyl flooring throughout, fresh paint, updated bathrooms, and hurricane-impact sliders that bring in natural light while adding peace of mind during storm season. The major systems have already been addressed as well, including all new electrical and plumbing that has been professionally scoped, giving the next owner confidence in what they’re walking into. Every update was made with everyday living in mind — creating a home that feels fresh, functional, and ready to enjoy from day one. More than just cosmetic improvements, this is a home where the work has already been done, allowing its next owner to simply move in and make it their own in Sarasota. Updates: 2019 Permit - Mechanical change out - HVAC System - new heat pump - rear unit, 2021 All new LVP flooring throughout the main house, 2021 Installed fence around back yard, 2022 New dishwasher, 2023 Permit - Re-Roof - Decra stone coated metal roof Installed by RoofTech Roofing & Waterproofing, Inc, 2023 New garbage disposal, 2023 Septic tank pumped with full inspection & maintenance, 2023 Installed all new water valves throughout the house, Bathrooms, kitchen & laundry room, 2024 Permit - Rewiring the entire house, new electrical panel, outlets, switches & all new fixtures. Also installed a whole house surge protector at the panel, 2024 Installed new tankless water heater, 2024 Installed new door between the garage and kitchen to meet FBC (was glass door before), 2024 New upgraded stainless steel kitchen sink, 2024-25 Re-screened rear porch, 2025 Full master bathroom remodel, 2026 Full hall bathroom remodel, 2026 Interior Paint, 2026 Exterior paint, 2026 Installed new impact glass sliding doors in living room & master bedroom.
Listing Agent: Vincent Diorides (941-720-5717)
254 SOUTHWINDS DR, SARASOTA, FL 34231
$139,00044 Days on yellowkey MLS ID: A4688832
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 471 Built: 1967Monthly Fee: $195 Tax: $1,467 (2025)Community: South Winds Mhp Co-OpMobile Home
Taxes:$1,467
Remarks: Living the Easy Life is RIGHT HERE at 254 Southwinds Dr, in desirable South Winds Mobile Home Park Co-Op! Just a few ( 5 ) minutes to Siesta Key! The amenities in this charming 55t community include a Clubhouse and Cpmmunity Pool, with plenty of activies to enjoy!! South Winds Mobile Home Park Co-Op has an on site office and manager. HOA fee also includes Lawn Care, Cable TV, Water - YES all this and more for a low monthly HOA fee of $195. This sweet mobile home is a 2 bedroom, 2 bath with central AC just 3 years old, an eat in kitchen, plus a living room/dining room combo. Being sold furnished. OF course the residents here are so happy and friendly - with everything this lovingly cared for Co-Op community offers - it is truly a model of how Mobile Home Parks should look and be managed!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Marcia Morse (941-374-0442)
2902 CAPTIVA GARDENS DR #3, SARASOTA, FL 34231
$279,90014 Days on yellowkey MLS ID: A4692905
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1206 Built: 1975Monthly Fee: $650 Tax: $2,243 (2025)Community: Captiva GardensSpa: NoSingle Family
Taxes:$2,243
Remarks: Looking for a Value Priced "Updated" Villa in Captiva Gardens with or without furniture? You've found it! All of these updates within the last 3 years: Luxury Vinyl Flooring*Hurricane Windows*Kitchen Appliances*Interior Freshly Painted*Walk-in Tub/Shower*LG Washer all in on*Recessed lighting & More! This villa has Coastal Fixtures and Decor and the furniture is optional! The layout is wonderful with two distinct living areas, providing ample space for relaxation and entertainment. Beautiful shell landscaping with decorative pots and a Lanai with a brick patio, which is a great place to unwind. Residents have full access to the Pool and the well maintained Clubhouse that is perfect for events and social gatherings with all of the friendly neighbors. The pool offers a refreshing escape and is ideal for soaking up the Florida sun or doing a leisurely swim. The location of this community is superb and it is within minutes to World Renowned Siesta Key Beaches, Gulf Gate Library, Legacy Trail, Gulf Gate Shops and Restaurants, Several Fitness Centers, A+ Schools and Shopping. UTC Mall is only 20 minutes away, as well as cultural downtown Sarasota with great nightlife, fine restaurants, opera, movie theaters and more. The one car garage is an added bonus that provides not only parking convenience but also adds additional storage options. You'll love living in sought-after South Sarasota. Whether you want to explore local parks, shop, hop on over to Siesta Key or take a walk or bike ride ... South Sarasota always has something to do. Make this one yours but don't wait!
Listing is courtesy of: DEBBIE HERING REALTY & ASSOC. (941-320-1070)
Listing Agent: Debbie Hering (941-320-1070)
5474 RIVERBLUFF CIR #V35, SARASOTA, FL 34231
$219,900211 Days on yellowkey MLS ID: A4669393
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1971 Tax: $2,363 (2024)Community: Strathmore Riverside IVilla
Taxes:$2,363
Remarks: Welcome to Strathmore Riverside Villas, a vibrant 55+ community perfectly situated in the heart of Sarasota. This spacious two-bedroom, two-bath villa offers the ideal blend of comfort, convenience, and endless potential. Light, bright, and airy, the home features an open-concept layout with generous room sizes and an inviting flow throughout. The enclosed lanai, complete with both windows and screens, provides a wonderful year-round living space; perfect for morning coffee, relaxing afternoons, or entertaining friends. The villa also includes a one-car carport and a separate storage and laundry area, offering privacy, security, and plenty of extra space. With just a touch of personalization, this residence can truly shine. The community itself is beautifully maintained and lushly landscaped, creating a serene and welcoming atmosphere surrounded by green space. Strathmore Riverside Villas is known for its active lifestyle and warm sense of community. Residents enjoy a wealth of amenities, including a heated geothermal pool overlooking the marina, clubhouse, fitness center, library, meeting rooms, sauna, and billiards. There’s always something happening here; social events, card games, bingo nights, potlucks, concerts, dancing, and more. Boat docks are available on a first-come, first-served basis for just $1,344 per year, and the community is pet-friendly. The location couldn’t be better; just minutes from shopping, hospitals, and the world-famous Siesta Key Beach, as well as the rich cultural attractions of downtown Sarasota, including opera, ballet, symphony, and live theatre. Whether you’re looking for a full-time residence or a seasonal getaway, this villa lives like a single-family home and offers the perfect opportunity to enjoy Florida’s relaxed coastal lifestyle. Don’t wait; schedule your private tour today and discover the charm of Strathmore Riverside Villas.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Rachelle Golden (941-538-8998)
1621 MEMORY LN, SARASOTA, FL 34231
$3,980,000136 Days on yellowkey MLS ID: A4677041
Bed: 5 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 4626 Built: 2027 Tax: $16,466 (2025)Community: Not Part Of A SubdivisionSpa: YesSingle Family
Taxes:$16,466
Remarks: Pre-Construction. To be built. 1621 Memory Lane presents a rare opportunity to build a custom bayfront estate on Little Sarasota Bay in the Bayview Acres neighborhood, one of Sarasota’s most strategically positioned mainland waterfront communities. Situated on a quiet no-through street south of Stickney Point Road and west of Tamiami Trail, this expansive .47-acre parcel offers approximately 100 feet of direct frontage on the bay and the scale to design a significant coastal residence with generous outdoor living areas, pool, and the ability to construct a private pier, subject to permitting. The property is offered as a vacant lot for $1,480,000 or as a to-be-built custom residence by The Vision Group priced at $3,980,000, providing flexibility for buyers to bring their own builder or move forward with a fully designed plan. The setting delivers privacy and calm while remaining just minutes from the south bridge to Siesta Key and equally convenient to downtown Sarasota’s dining, arts, and cultural amenities. Continued investment along the U.S. 41 and Siesta Drive corridor, including Benderson’s planned retail and mixed-use development, further strengthens the long-term appeal of this location. The property is especially well suited for buyers transitioning off the barrier islands who want mainland accessibility without sacrificing water views, as well as inland residents ready to elevate to a true bayfront setting without HOA constraints. With limited remaining buildable bayfront parcels of this size and frontage—and new construction next door on a comparable lot estimated at $6 million in value—the economics present a compelling opportunity to build at a meaningful discount to neighboring new construction.
Listing Agent: Daniel Treiman (917-657-7495)
2802 SWIFTON DR #V102, SARASOTA, FL 34231
$195,00017 Days on yellowkey MLS ID: A4692282
2 Days Off yellowkey (back on 5/14/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 934 Built: 1971 Tax: $1,006 (2025)Community: Swifton VillasCondo
Taxes:$1,006
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Looking for simple, stress-free living minutes from the beach? This bright and airy end-unit in Swifton Villas offers the perfect blend of comfort and convenience. With 2 bedrooms, 2 baths, and a one-story layout, it’s ideal for easy everyday living or a seasonal getaway. Sip your morning coffee in the enclosed lanai, enjoy updated features like a refreshed kitchen and new A/C, and take advantage of a welcoming 55+ community with a pool, shuffleboard, and clubhouse with an active social scene. Other bonus features include tile floors, a retractable front door screen, sliding windows on the lanai, storm rated windows and new ceiling fans. Best of all—you’re just minutes from the beach and can walk to shopping, restaurants, and more. Low maintenance. Great location. Pet friendly. = Relaxed Florida lifestyle.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Marcia Nelson (941-321-6691)
3049 GYPSY ST, SARASOTA, FL 34231
$425,00014 Days on yellowkey MLS ID: A4693010
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 980 Built: 1981 Tax: $3,612 (2025)Community: Madison ParkSingle Family
Taxes:$3,612
Remarks: Welcome to 3049 Gypsy Street, a beautifully updated, coastal-inspired retreat being offered turnkey furnished (minus personal property), making it the perfect opportunity for a first-time homebuyer, snowbird or savvy investor looking for immediate income potential. Previously operated as a highly rated Airbnb, this charming Sarasota home is move-in ready and set up to continue generating rental income from day one. Inside, discover a light and bright interior featuring luxury vinyl plank flooring throughout, a spacious living and dining area and a stunning remodeled kitchen complete with white cabinetry, stainless steel appliances, a farmhouse sink, a beautiful white 3D backsplash and all appliances included. The split-bedroom layout offers two spacious bedrooms and two completely renovated baths. The primary suite features a brand-new bath with a large walk-in shower, while the guest bedroom comfortably accommodates multiple guests with a full and twin bed. Outdoor living shines with a charming covered coastal-style lanai complete with a ceiling fan, shell paver patio area, fully fenced backyard, new landscaping and plenty of room for a future pool. There is also separate RV/boat parking on the side of the home for added flexibility or plenty of room for a pool. Additional highlights include a new roof (2022), a sewer connection completed in 2021, a one-car garage with a washer, dryer, utility sink and storage. Turnkey furnished opportunity: this was previously a successful Airbnb with a rental history. Ideally near all Sarasota has to offer, including world-famous beaches, dining, shopping, arts and entertainment, this adorable coastal getaway offers a blend of lifestyle and investment opportunity.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Jaci Krawtschenko (941-284-3789)
1860 SOUTHPOINTE DR, SARASOTA, FL 34231
$849,000429 Days on yellowkey MLS ID: A4643081
Bed: 0 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 1993 Built: 1972Monthly Fee: $21 Tax: $6,409 (2023)Community: Southpointe ShoresApartment
Taxes:$6,409
Tax Year: 2023
Remarks: Property Size: 1,993 SF Total, +/- 996 SF Units This exceptional duplex offers an excellent investment opportunity in Sarasota, FL. With two spacious units, each featuring 2 bedrooms and 2 bathrooms, this property is perfect for owner-occupants or investors looking for rental income potential. The property boasts a rare RV full hookup pad, a two-car garage, and access to a community boat dock, adding to its unique appeal and versatility. 2 units, each with 2 bedrooms and 2 bathrooms RV full hookup pad 2-car garage Access to community boat dock
Listing is courtesy of: AMERICAN PROPERTY GROUP (941-923-0535)
Listing Agent: Leslye Seidel (941-544-8780)
6725 ROXBURY DR, SARASOTA, FL 34231
$439,000100 Days on yellowkey MLS ID: A4682016
REDUCED by $10,900 (2.4%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1718 Built: 1970Monthly Fee: $6 Tax: $5,286 (2025)Community: Gulf GateSingle Family
Taxes:$5,286
Remarks: This beautifully updated Gulf Gate residence is a true standout, offering the perfect blend of comfort, style, and high-impact upgrades. Plus, enjoy a 1% lender credit at closing. Step inside to a bright, open layout enhanced by crown molding, modern coastal lighting, and a fully remodeled kitchen designed for both everyday living and entertaining. The kitchen features granite countertops, upgraded stainless LG appliances (2022–2023), an induction range, convection microwave with air-fry capability, oversized refrigerator, and bar-height seating that keeps you connected with guests. Major system upgrades provide exceptional peace of mind, including a brand-new roof (2024), new electrical panel (2021) with generator transfer switch, whole-house surge protection, EV charging outlet, hot water heater (2020), upgraded R25 attic insulation, and a smart attic fan. A new 2025 HVAC system with UV light enhances air quality and efficiency, while split AC units (2023) in the family room and third bedroom offer flexible climate control. Both bathrooms have been tastefully updated with granite countertops, and additional features like a storm-rated garage door, clear storm shutters, Ring doorbell, and tri-fuel generator add an extra layer of security and convenience. The garage is thoughtfully equipped with built-in cabinetry, a laundry sink, and motion-sensor lighting. Enjoy Florida living at its best with a spacious fenced backyard and paver patio, perfect for relaxing or entertaining. Located in deed-restricted Gulf Gate, residents enjoy sidewalks, streetlights, and close proximity to shopping, dining, and the local library. You’re just minutes from Gulf Gate Village, Siesta Key Beach, Legacy Trail, top-rated schools, fitness centers, and the vibrant arts and theater scene of downtown Sarasota. This is a move-in-ready home where the big-ticket items are already done — schedule your private showing today.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
1575 EASTBROOK DR, SARASOTA, FL 34231
$4,720,00014 Days on yellowkey MLS ID: A4692922
0 Days Off yellowkey (back on 5/13/2026)
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4087 Built: 2025 Tax: $10,011 (2025)Community: Kentwood EstatesSpa: YesSingle Family
Taxes:$10,011
Remarks: Under contract-accepting backup offers. Behind one of Sarasota’s highly coveted Kentwood Estates, this extraordinary custom-built estate by award-winning Trinity Custom Homes delivers a level of luxury, craftsmanship, and architectural sophistication rarely seen in today’s market. From the moment you arrive along the sweeping circular driveway, the residence commands attention with its striking stone facade, dramatic rooflines, and manicured grounds, evoking the presence of a five-star private resort. Perfectly positioned on a serene lakefront homesite just moments from Siesta Key and Sarasota’s renowned waterfront lifestyle, this one-of-a-kind property was masterfully designed for the buyer who expects exceptional quality, timeless design, and elevated everyday living. Built with superior construction standards and cutting-edge technology, the home showcases Timberstrand engineered framing for long-term structural integrity, precision layout using a Trimble HP printer robot, and expert masonry by BMMI (Bob Miller Masonry), ensuring both durability and refined exterior detail. Andersen windows and exterior doors provide energy efficiency, storm resilience, and timeless design, while ISO insulation, enhances year-round comfort and performance. Inside, soaring vaulted ceilings with exposed architectural beams create a breathtaking first impression, while walls of glass frame tranquil water views and flood the home with natural light. The expansive open-concept floor plan blends warmth and sophistication, featuring wide-plank engineered hardwood flooring, solid custom poplar trim, solid-core Trustile interior doors, designer lighting, and curated high-end finishes throughout. The great room is anchored by a dramatic floor-to-ceiling stone fireplace, flowing seamlessly into the showpiece chef’s kitchen. Designed to rival the finest luxury residences, the gourmet kitchen features oversized dual waterfall islands, solid-ply Crystal Cabinetry, premium appliances, elegant stone countertops, designer backsplash details, double wall ovens, and a fully equipped wet bar—ideal for entertaining at the highest level. The luxurious owner’s retreat offers a private sanctuary with serene lake views, direct outdoor access, custom ceiling details, and a spa-inspired bath complete with dual vanities, a freestanding soaking tub, oversized walk-in shower featuring a Kerdi waterproofing system, and sophisticated designer finishes. Four additional bedrooms, a private den, and 5.5 beautifully appointed bathrooms provide exceptional comfort and flexibility for family and guests. Outdoor living is equally impressive, with an expansive screened lanai showcasing a resort-style pool and spa overlooking sparkling lake views and lush tropical landscaping. A fully equipped outdoor kitchen and multiple covered lounge areas create the perfect setting for both grand entertaining and quiet relaxation. Additional features include a whole-home generator, oversized garage space, and a PEX plumbing system for enhanced efficiency, durability, and long-term reliability. Located west of the Trail in one of Sarasota’s most desirable luxury neighborhoods, Kentwood Estates offers unparalleled proximity to Siesta Key Beach, Southside Village, downtown Sarasota, premier dining, shopping, marinas, golf courses, and top-rated schools. This is more than a home, it is a statement property defined by elite craftsmanship, advanced building techniques, and luxury living in the heart of Sarasota.
5800 HOLLYWOOD BLVD #115, SARASOTA, FL 34231
$160,00022 Days on yellowkey MLS ID: A4691508
REDUCED by $10,000 (5.9%) on 05/07/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 679 Built: 1976 Tax: $2,106 (2025)Community: Baywood Colony Garden AptsCondo
Taxes:$2,106
Remarks: Discover your dream condo in the highly sought-after West of Trail location! Experience the ultimate Florida lifestyle with this stunning 1-bedroom, 1-bath condo just minutes from the pristine sands of Siesta Key. Situated on the first floor, this gem boasts brand-new luxury vinyl flooring, sleek stainless steel appliances, and new hurricane-impact windows. This condo offers modern comfort with peace of mind. Step outside, and you're only a short walk from the serene Phillippi Estate Park, where you can enjoy scenic nature trails, a fishing pier, a playground, and a charming gazebo—ideal for relaxing and soaking in the Florida lifestyle. Whether you are looking for an investment opportunity with great rental potential or a quiet retreat to call home, this condo offers unparalleled access to all the amenities, dining, shopping, and attractions Sarasota is known for. Don’t miss out on the chance to own a piece of paradise in one of the most desirable locations in town! NEW ROOF!! The seller is offering a generous $5,000 credit toward buyer closing costs or a mortgage rate buy-down.
Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)
Listing Agent: Joleisy Machado-Gonzales (941-915-9251)
4891 PEREGRINE PT E, SARASOTA, FL 34231
$1,650,00046 Days on yellowkey MLS ID: A4688143
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3843 Built: 1983Monthly Fee: $29 Tax: $7,611 (2025)Community: The LandingsSingle Family
Taxes:$7,611
Remarks: Tucked within the winding, tree-lined streets of one of Sarasota's most coveted west of trail communities, this architectural gem offers a rare opportunity to own a signature custom home in The Landings. With over 3,800 square feet of living space, four bedrooms, four full baths, and a powder room, this 1983 residence is the epitome of elevated design - where bold architectural character meets serene, sanctuary-style living. Soaring vaulted ceilings and dramatic spiral stairwells set the tone from the moment you enter. An elevated library nook invites quiet retreat, while custom stained glass windows cast beautifully filtered light throughout the day. A dedicated meditation space adds a dimension of wellness rarely found in residential design - your own private escape to find balance and calm. The outdoor living experience has been thoughtfully reimagined. A resurfaced private pool anchors the expansive lanai, now complemented by a generous outdoor kitchen ideal for entertaining or simply savoring the Florida lifestyle in style. Life at The Landings extends well beyond your front door. Winding roads shaded by mature canopy trees, neighborhood lakes, parks, and nature trails create an idyllic backdrop for morning walks, cycling, and quiet reflection. Residents enjoy direct access to Roberts Bay, and the community's optional Racquet Club offers swimming, tennis, and lessons just a short bike ride away — a lifestyle as active or as tranquil as you choose. This is more than a home. It is a retreat, a statement, and a community.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mickey Kiernan (941-402-9115)
4001 GROVELAND AVE, SARASOTA, FL 34231
$1,500,00022 Days on yellowkey MLS ID: A4691652
Bed: 10 Bath: 0.0 Liv Area Sq Ft: 4291 Built: 1974 Tax: $13,014 (2025)Community: Grove ParkSpa: NoApartment
Taxes:$13,014
Remarks: LOCATION LOCATION LOCATION! Sarasota's hottest zip code is Presenting a strong multifamily investment opportunity just minutes from Siesta Key, this 5-unit hotel/ motel property offers current income, flexible rental options, and long-term upside in one of Sarasota’s most desirable rental markets. Located in a non-flood zone approximately 4 miles from Siesta Key Beach, the property is well positioned for long-term tenants, seasonal rentals, or potential short-term rental strategies. The building includes five 2-bedroom, 1-bath units, each offering broad tenant appeal and turnkey convenience. Long-term tenants are currently in place, while the property has the availability to hold a motel/hotel license, creating additional flexibility for future ownership and rental operations. Investor-friendly features include individually metered utilities, public water and sewer, paved parking, no required flood insurance, and reported general liability insurance of approximately $460. Recent improvements include exterior paint in 2024, remodeled kitchens in Units 2, 3, and 4 in 2024, updated bathrooms, major plumbing replacement completed in 2009 and 2010, roof replacement in 2014, blown-in roof insulation. The property also offers private amenities that help set it apart from typical multifamily options, including a heated and cooled swimming pool, screened patio room, and tropical outdoor space designed to enhance tenant or guest enjoyment. With current income, multiple rental strategy options, turnkey units, and a prime Sarasota location near Siesta Key, this property is a compelling opportunity for investors seeking cash flow, flexibility, and long-term appreciation potential. Schedule your private showing today.
Listing Agent: Rachel Tritschler (941-993-5892)
1899 BUCCANEER CIR, SARASOTA, FL 34231
$1,749,900548 Days on yellowkey MLS ID: A4629706
3 Days Off yellowkey (back on 5/11/2026)
REDUCED by $250,000 (12.5%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2135 Built: 1986Monthly Fee: $58 Tax: $12,833 (2024)Community: Buccaneer BaySingle Family
Taxes:$12,833
Remarks: Another STUNNING RENOVATION by Mako Homes! This gorgeous WATERFRONT residence is a true masterpiece, featuring a new 8,000-pound boat lift with NO BRIDGES to the bay, providing direct access to the newly re-opened Midnight Pass in just 10 minutes from your dock. Designed with style, comfort, entertaining, and privacy in mind, this home has been completely transformed. The spacious, OPEN KITCHEN is a chef’s dream, equipped with top-of-the-line appliances and seamlessly connected to a welcoming family area complete with a wet bar—perfect for entertaining guests. A large, ELEGANT FORMAL LIVING ROOM adds to the home's inviting and luxurious atmosphere. With COMPREHENSIVE UPGRADES throughout, you’ll enjoy peace of mind for years to come. New PEX waterlines, an On-demand water heater, a durable STANDING SEAM METAL ROOF, and IMPACT windows ensure long-term reliability. The newly VAULTED ceilings and fully replaced INSULATED DUCTWORK enhance the air conditioning system’s efficiency, while a complete overhaul of the electrical system includes modern, high-end fixtures. Step outside to your PRIVATE OASIS: a covered patio overlooking a huge pool with a new pebble tech coating and stylish tiled decking. The outdoor space continues with an open PAVER BRICK PATIO, leading to a lighted staircase down to the dock, which is equipped with electric and water hookups for ultimate convenience. As you arrive, the long, NEW and SEALED driveway welcomes you to the pristine, SOPHISTICATED LANDSCAPING designed for both beauty and privacy. The property’s lush greenery is maintained effortlessly with a NEW WELL and IRRIGATION system covering the 20,000+ square foot lot. Nestled in the serene neighborhood of Buccaneer Bay, this home is just minutes from major shopping destinations, restaurants and the world-famous Siesta Key Beach, offering the best of waterfront living in a prime location. Home is HIGH & DRY in ZONE X with NO DAMAGE FROM RECENT STORMS!
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Jeff Cashmore (941-356-5780)
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