Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
1216 34TH ST, SARASOTA, FL 34234
$375,00010 Days on yellowkey MLS ID: A4695350
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 2004 Tax: $3,840 (2026)Community: North Riverside ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,840
Elementary School: Bay Haven Sch of Basics Plus Elementary
High School: Booker High
Tax Year: 2026
Middle School: Booker Middle
Remarks: Looking for a fantastic investment opportunity, or your new family home, look no further. This stunning three bedroom, two bath ranch-style home nestled in the Bayou Oaks community offers an open floor plan with high ceilings, and updated flooring. The ranch-style front porch could be great for outdoor entertaining and relaxation. The large beautiful fenced back yard is an open canvas allowing space to add a grill, outdoor furniture, patio deck, and or a pool. This Sarasota property is in a prime location, making it the perfect choice for savvy investors, or future first time home owners. If you're looking to add a valuable asset to your portfolio this home is sure to attract top-notch tenants and generate impressive rental income. Conveniently located around the corner from a community park, and a community garden. Also located minutes from several parks, shopping, dining, boat ramp and Longboat Key Beach. Don't miss out on this incredible opportunity to own a piece of prime Sarasota real estate. Contact me today if you have any questions, or would like to schedule a tour today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Crystyn Cramer (941-284-4961)
1576 FAWNWOOD CIR, SARASOTA, FL 34232
$369,999307 Days on yellowkey MLS ID: N6140061
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1391 Built: 1990Monthly Fee: $45 Tax: $3,771 (2024)Community: Deer HollowSpa: NoSingle Family
Taxes:$3,771
Elementary School: Gocio Elementary
Tax Year: 2024
Remarks: Only Home for sale in this highly sought after Neighborhood! Vaulted Ceilings up to 12 feet by front door. Complete with Radiant Barrier in attic for additional savings on cooling, new AC is still under warrantee. 3 possibly 4 BEDROOM residence Extremely Viable rental portion could converted with a yet to be converted private entrance Extravagance can be reasonably priced in this tranquil neighborhood. Beautifully updated Deer Hollow Unit 4C home situated on a secluded Family oriented Circle with only limited traffic yet is minutes away from I75, Boasting 3 or possibly 4 bedrooms and 2 baths, this 1990-built residence features an oversized two car garage, a newer roof (2018), and pristine interiors perfect for entertaining. The sun-drenched wide open kitchen dazzles with unique custom epoxy countertops, ample storage in its cabinets and pantry, while the elegant and spacious master suite Over 15 feet in diameter, offers a luxurious escape with your own en suite bathroom, featuring glass-door shower and dual sinks. Imagine morning coffee on the well-manicured lawn, framed by a gorgeous landscaped path, or unwinding in the fenced backyard with a cozy firepit to enjoy with friends. Just steps from the front door, the community tot lot beckons for family fun, while nearby University Town Center Mall, Benderson Park’s boat races, and Siesta Key’s sandy shores await. With art museums, golf, and adventure courses at your fingertips, this is the family home you’ve been dreaming of. Visit today and schedule a showing! I've verified FHA FINANCING IS ASSUMABLE consult with your mortgage professional for details.
Listing is courtesy of: AGGRESSIVE REAL ESTATE (941-468-3605)
Listing Agent: Brennan Mccarthy (941-468-3605)
5174 MARSH FIELD LN #86, SARASOTA, FL 34235
$289,50073 Days on yellowkey MLS ID: TB8484850
REDUCED by $500 (0.2%) on 06/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1444 Built: 1981 Tax: $3,593 (2025)Community: Heronmere IiSpa: NoCondo
Taxes:$3,593
Tax Year: 2025
Remarks: Welcome to this beautifully updated corner-unit condo in the highly desirable Heronmere II community within The Meadows in Sarasota. Offering 2 bedrooms, 2 bathrooms, and approximately 1,444 square feet of living space, this light-filled residence blends timeless architecture with modern comfort. Designed with an open and airy layout, the home is filled with natural light from multiple exposures, enhancing the spacious living and dining areas. The updated kitchen features ample cabinetry, generous workspace, and large windows—perfect for both everyday living and entertaining. The primary suite offers a private retreat with a walk-in closet and renovated en-suite bath, while the second bedroom provides flexibility for guests or a home office. An enclosed lanai invites you to relax and enjoy peaceful golf course and lush landscape views year-round. Additional highlights include new HVAC with warranty, completely freshly painted, an in-unit laundry room, covered parking, and access to a community pool. Residents of The Meadows enjoy scenic walking trails, mature landscaping, and optional memberships for golf, tennis, and social amenities. Ideally located just minutes from shopping and dining at University Town Center, with convenient access to I-75 and only a short drive to downtown Sarasota’s vibrant arts scene and Gulf Coast beaches, this move-in-ready condo offers the perfect combination of lifestyle, location, and value.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Adam Arucas (813-380-1840)
939 N LOCKWOOD RIDGE RD, SARASOTA, FL 34237
$325,00031 Days on yellowkey MLS ID: A4693769
0 Days Off yellowkey (back on 5/17/2026)
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1078 Built: 1960 Tax: $3,337 (2025)Community: Avion OfSingle Family
Taxes:$3,337
Elementary School: Tuttle Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Charming and well-maintained, this cute cottage-style home offers character, updates, and a central Sarasota location just minutes from downtown, area beaches, the UTC Mall, dining, and shopping. Set on an oversized 0.31-acre lot with a huge backyard and ample parking, the home features a distinctive pecky cypress exterior. Inside, you’ll find light and inviting rooms, a refreshed kitchen with new quartz countertops and brand-new stainless steel appliances, double-paned windows with new screens, and a recently renovated, stylish bathroom. Fresh interior paint enhances the move-in ready feel with NO CARPET anywhere. Major systems have been updated, including a metal roof installed in 2023, HVAC in 2021, and an updated electrical panel in 2024. Outdoors, the fully-fenced property offers an expansive backyard ideal for play, pets, or future outdoor enhancements (buyer to verify), along with an exterior shed for extra storage and a convenient outdoor shower for rinsing off after beach days.
Listing is courtesy of: PREMIER PROPERTIES OF SRQ LLC (941-526-3113)
Listing Agent: Pamela Williams, Pllc (941-718-3669)
1720 COUNTRY MEADOWS DR, SARASOTA, FL 34235
$355,00017 Days on yellowkey MLS ID: A4695223
0 Days Off yellowkey (back on 6/5/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1321 Built: 1994Monthly Fee: $46 Tax: $3,808 (2025)Community: Country MeadowsSingle Family
Taxes:$3,808
Remarks: Under contract-accepting backup offers. Opportunity knocks in Sarasota! This lovely 3BD/2BA in Country Meadows featuring FRESHLY PAINTED interior with NEW CARPET, is conveniently located near UTC and The Meadows Country Club, with easy access to I-75 via Fruitville Rd or University Pkwy. This home features a split bedroom floor plan, stunning cathedral ceiling, eat-in space in kitchen and additional dining room space in an expansive great room, a primary bedroom suite with private en-suite bathroom and a very generous sized walk-in closet, interior laundry room, spacious 2-car garage, and fully enclosed lanai to enjoy morning coffee or evening dinners at sunset. Approximately 5 miles to Downtown Sarasota, 8 miles to St. Armands Circle/Lido Key, 11 miles to the award winning beaches on Siesta Key, and just 7 miles to Ringing Museum, Asolo Repertory Theatre, and SRQ airport for easy commuting. This well maintained home is competitively priced to sell. Don’t wait! Schedule your exclusive showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Elizabeth Mock (941-330-6200)
1563 4TH ST, SARASOTA, FL 34236
$1,695,00093 Days on yellowkey MLS ID: A4685670
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1624 Built: 1927 Tax: $10,987 (2025)Community: Owen BurnsSingle Family
Taxes:$10,987
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. A rare opportunity to own a single-family residence in Sarasota’s sought-after Rosemary District. Set on a beautifully landscaped property, this home features a towering century-old oak tree that anchors the backyard and creates a distinctive outdoor setting rarely found in downtown locations. Spanish and Mediterranean architectural elements introduce the residence, offering classic Old World character paired with solid construction and an elevation of approximately 25 feet above sea level. The property is in Flood Zone X, where flood insurance is not required. Inside, the home features high ceilings, hardwood flooring and extensive crown molding throughout. A gas fireplace adds warmth and character to the living area during cooler winter evenings. Multiple windows allow natural light to flow throughout the interior spaces. The residence includes three bedrooms, with one configured as an office or study and featuring a separate exterior entrance, offering flexibility for work-from-home use or private guest access. Outdoor living spaces include a spacious garden area, an oversized patio and a pergola surrounded by mature landscaping, creating a private setting for dining and entertaining. In the heart of the Rosemary District, the home places residents within proximity to many culinary delights, Sarasota’s cultural amenities, including galleries, theaters and live music venues. More than 65 restaurants, cafés and shops are within approximately a six-block radius. The Bay Park waterfront district, a 53-acre public park along Sarasota Bay, is just five blocks away. Payne Park, the Legacy Trail for recreation and biking, Sarasota Farmers Market and Whole Foods Market are all nearby. The John Ringling Bridge provides convenient access to St. Armands Circle and Lido Beach. The property is zoned DTE, which offers future redevelopment potential, subject to city approvals. Owners may choose to enjoy the residence as a private downtown home while maintaining long-term flexibility for future planning. Or alternatively, since this is DTE zoning, this is ideal property for a restaurant possibility, just something else to consider! A unique opportunity to experience downtown Sarasota living in one of the city’s vibrant and evolving neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
5204 MYRTLE WOOD #2, SARASOTA, FL 34235
$239,00073 Days on yellowkey MLS ID: A4688658
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1064 Built: 1981 Tax: $3,047 (2025)Community: SomersetCondo
Taxes:$3,047
Remarks: This move-in-ready villa offers effortless Florida is located within The Meadows, an active outdoor lifestyle community.. Steps from one of the community pools, walk to the pool from your Lanai, or sip your morning cup of coffee looking out to the pool. This condo offers both privacy and access to everything that makes The Meadows. The property is partially furnished, including kitchen utensils. The split-bedroom floor plan offers privacy and flexibility, with a private primary The main bedroom has a walk-in shower. The Meadows has a 1,650-acre park-like community with over 14 miles of trails, lakes, and an optional membership to golf, tennis, pickleball, and a fitness center. Just minutes from shopping and dining, downtown Sarasota, and the beaches of Siesta Key and Lido Key. Perfect for that seasonal owner or year-round resident.
Listing is courtesy of: LA ROSA REALTY LLC (941-248-2233)
Listing Agent: Rosa Arroyo (786-205-7223)
1045 FOX CREEK DR, SARASOTA, FL 34240
$3,400,00019 Days on yellowkey MLS ID: A4694380
Bed: 4 Bath: 5.0 Gar: 5 Liv Area Sq Ft: 6721 Built: 2007Monthly Fee: $25 Tax: $12,620 (2025)Community: Fox Creek AcresSingle Family
Taxes:$12,620
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Exclusively situated on 5.1 expansive acres, this custom-built Sarasota estate is masterfully designed as a fully self-contained private family enclave. Completely insulated from the outside world, the property is introduced by a long, palm-lined approach and a sweeping circular paver driveway, where total privacy and the Florida lifestyle are immediately evident. The primary residence spans 6,721 square feet of luxurious living space, making a grand architectural statement the moment you enter a foyer flanked by towering 24-foot ceilings. The estate showcases abundant natural light, French doors and rich maple built-ins throughout. At the heart of the home, the epicurean kitchen features elite millwork by Campbell Cabinetry, a spacious L-shaped island, a butler's pantry, and professional-grade Wolf and Sub-Zero appliances—including dual ovens and a specialized warming drawer. The fluid floor plan offers unmatched versatility, hosting a formal dining room with custom tray ceilings, a magnificent Great Room with fireplace under a 22-foot ceiling, two separate private offices, one of which has a wood-beamed cedar ceiling, and a spectacular, approximately 1,000-square-foot recreation wing outfitted with its own full kitchen and bath. Retreat to the first-floor owner’s suite, an elegant sanctuary featuring a private sitting area, a spa-inspired bath, and peaceful views overlooking the estate and pool. Outdoor living captures the estate-style relaxation, with a vast screened lanai and a sparkling saltwater pool overlooking open lawns and mature perimeter landscaping that naturally buffers the property. Recreational amenities are premier, featuring an integrated basketball court and a dedicated section of the driveway already marked for pickleball. The sprawling grounds serve as a grand retreat, anchored by an exceptional detached multi-car garage pavilion. Perfect for collectors or specialized hobbyists, this secondary structure features oversized 11-foot doors, a dedicated RV and boat storage area, carport, and a versatile, fully plumbed auxiliary suite with a full shower, ideal as a detached executive workspace or private retreat. Unequaled in structural integrity, the home functions as a fortified private fortress engineered with poured-concrete construction, comprehensive rebar reinforcement, elevated foundation, standby generator, salt-and-carbon water filtration system, separate sprinkler well, and advanced 13-camera security system. Providing space perfectly zoned to accommodate equestrian pursuits, miniature horses, alpacas, or exotic hobby collections, the OUE1 acreage offers absolute lifestyle freedom, all while being securely situated in Flood Zone X, with an exceptionally low annual HOA fee and no CDD. Positioned at the absolute center of convenience, the estate sits just 3.5 miles from Waterside Place, 4 miles from the University Town Center district, and 4.5 miles from Main Street Lakewood Ranch—placing championship golf courses, premier dining, luxury shopping, and active community calendars right at your fingertips. Surrounded by the tranquility of your private sanctuary, allure of downtown Sarasota and world-renowned Gulf Coast beaches await just moments beyond your gates.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Judi Taulbee (941-544-6227)
5207 WILLOW LINKS #34, SARASOTA, FL 34235
$223,00056 Days on yellowkey MLS ID: A4689155
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1145 Built: 1980 Tax: $572 (2025)Community: Willow LinksSpa: NoCondo
Taxes:$572
Remarks: Super Clean and move in Ready! Outstanding unit in the Meadows. Enjoy the view every day! Wonderful view of Golf Course and pond, just outside your window. The Meadows offers loads of activities and this unit has a Wonderful Water View/Golf Course View from this second floor end unit condo. This condo has been well maintained and lovely cared for by its long time owner. Enjoy your morning coffee from your second floor enclosed lanai overlooking the well maintained 18 hole golf course, managed by Benderson Properties. Lanai has A/C vents for heating and cooling. Stack washer/dryer is in the unit. A/C is well maintained with Ultra Violet light. Super clean and easy to maintain with tile throughout. (NO Carpet). The kitchen has been updated with lots of pull out storage. This end unit is light and bright with morning sun shine. One assigned parking space but many guest spaces available. The Meadows is a fantastic community featuring an exceptional 1,600 acres offering miles of walking and bike paths, shopping steps from your door featuring Spas, Salons, Pub, Restaurant, Dental Services and so much more. Your quarterly condo fee includes a Health & Wellness Center membership. The Renaissance card entitles you to participate in a selection of activities including an Olympic Size Pool, Pickle Ball & Tennis Courts, Aerobics Classes and numerous social activities including Ice Cream Social, Art Show, Photo Show, Arts & Craft events, Special Lectures on popular topics and so much more. Never a dull moment in Season when you visit the Farmers Market on Sundays. This beautiful Community boasts of abundance of canopied oaks, over 85 lakes and waterways, 14 miles of walking and bike trails and 54 holes of Golf. The Meadows is conveniently located close to I-75, University Town Center, Nathan Benderson Park and a short drive the SRQ Airport. Contact The Meadows for information about joining.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kim Klee (941-400-8922)
988 BLVD OF THE ARTS #1710, SARASOTA, FL 34236
$1,499,00027 Days on yellowkey MLS ID: A4690864
REDUCED by $1,000 (0.1%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1555 Built: 1982 Tax: $15,696 (2025)Community: Condo On The Bay Tower IiSpa: YesCondo
Taxes:$15,696
Remarks: Mesmerizing, unobstructed views of Sarasota Bay and the Gulf of Mexico set a breathtaking stage from this towering 17th-floor residence at Condo on the Bay, where sky, water and city lights create an ever-changing coastal panorama. Perfectly positioned on a private peninsula in the heart of Sarasota, this home captures elevated waterfront living with a rare sense of openness and tranquility. From sunrise reflections over the bay to golden sunsets across the Gulf, every moment is framed by water. Expansive windows and floor-to-ceiling glass sliders draw your eye outward, while a spacious, covered balcony offers a front-row seat to passing boats, seabirds and Sarasota’s natural shoreline. Upon entry, the view takes center stage, complemented by a custom built-in buffet with a wine cooler as well as French oak plank flooring. The renovated kitchen features new stainless steel appliances, updated fixtures, Campbell solid wood cabinetry and striking Cambria quartz countertops that extend seamlessly along the full wall, creating a clean, modern statement. A pass-through design connects the kitchen to the dining and living areas, enhancing light and flow, with additional built-in cabinetry providing generous storage. The living space is thoughtfully designed with a floating media cabinet, a Samsung Frame TV and a Sonos sound bar included. In the primary suite, custom details continue with floating nightstands, a wood canopy bed and a spacious walk-in closet with built-ins, while a wall of windows showcases sweeping views of the bay, Longboat Key and the Gulf beyond. Both baths have been fully updated with new cabinetry, tile and countertops and the guest bedroom features an oversized closet with custom built-ins. Tinted glass entry doors throughout the residence add a refined contemporary touch. Residents of Condo on the Bay enjoy a secure, gated environment with 24-hour concierge and security, along with amenities that include two resort-style pools, tennis courts, two fitness rooms, social spaces and a private marina with boat slips available for lease. Kayak launches, a fishing pier and waterfront walking paths further enhance the coastal lifestyle. Directly next to The Bay, Sarasota’s transformative 50-plus-acre waterfront park, residents have immediate access to scenic trails, performance venues, open green space and year-round cultural programming. Downtown Sarasota’s renowned dining, arts and cultural scene is just moments away, along with St. Armands Circle and the white sand beaches of Lido Key. Whether as a full-time residence or seasonal retreat, this is a rare opportunity to own a premier position in Sarasota’s skyline, offering panoramic water views, exceptional amenities and unmatched proximity to downtown coastal living. Furnishings are available on a separate schedule.
Listing Agent: Thomas Netzel (941-539-0633)
5631 PIPERS WAITE #12, SARASOTA, FL 34235
$515,000213 Days on yellowkey MLS ID: A4671983
25 Days Off yellowkey (back on 6/5/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2122 Built: 1984Monthly Fee: $175 Tax: $4,183 (2024)Community: Pipers WaiteSpa: NoVilla
Taxes:$4,183
Remarks: Welcome to 5631 Piper Waite, a captivating villa that seamlessly blends modern sophistication with cozy comfort. Situated in the sought-after Pipers Waite subdivision within The Meadows, this beautifully renovated 3-bedroom, 2-bathroom home offers 2,122 square feet of expertly crafted living space—perfect for both peaceful retreat and vibrant entertaining. Step inside to a stunning new kitchen adorned with sleek, contemporary finishes and spacious countertops that invite culinary creativity and memorable gatherings. The fully upgraded bathrooms embody luxury, boasting elegant fixtures and refined details that transform everyday routines into moments of indulgence. Throughout the home, gorgeous new LVP flooring stretches gracefully, marrying style with durability. Large windows bathe the interiors in natural sunlight, creating a bright, airy atmosphere that instantly relaxes the senses. The inviting living room features a modern electric fireplace, radiating warmth and charm, ideal for intimate evenings or lively social occasions. Outside, the expansive screened-in lanai offers a peaceful oasis—a perfect spot to curl up with a favorite book or host guests amid tranquil surroundings. This generous outdoor living area invites you to savor Florida’s beautiful climate while enjoying plenty of space for entertaining and making cherished memories. Experience unparalleled comfort and elegant living at 5631 Piper Waite—where every detail is designed with you in mind.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Robert Krasow (941-363-6507)
5294 HUNTINGWOOD CT #59, SARASOTA, FL 34235
$249,90032 Days on yellowkey MLS ID: A4693268
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1656 Built: 1987 Tax: $2,152 (2025)Community: HuntingwoodCondo
Taxes:$2,152
Remarks: Located in sought-after The Meadows, this adorable 3-bedroom, 2.5-bath villa with a coveted GARAGE offers comfort, charm, and stunning golf -course views surrounded by mature landscaping. The updated kitchen features newer granite countertops, stainless steel appliances, and convenient access to a darling private courtyard through sliding glass doors — perfect for morning coffee or casual outdoor dining. The spacious combination living and dining area boasts high ceilings and multiple sliding doors that fill the home with natural light while seamlessly connecting indoor and outdoor living spaces. Relax on the back porch overlooking the golf course or unwind in the covered and screened lanai, an ideal setting for afternoon reading or meditation. The primary suite is conveniently located on the first floor and includes an en-suite bath. Downstairs also features a laundry closet and adjacent half bath for guests. Upstairs, you’ll find two additional bedrooms and a full bath, offering plenty of space for family or out-of-town guests. This amenity-rich community offers a pool, tennis, fitness center, golf, and so much more. Conveniently located just minutes from University Town Center for shopping and dining, and close to Nathan Benderson Park with walking trails, biking paths, and year-round events. A wonderful opportunity to enjoy the Florida lifestyle in an unbeatable location!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Kristina Waskom (941-266-8658)
1173 MYRTLE ST, SARASOTA, FL 34234
$375,000250 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
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)
3315 BAY SHORE RD, SARASOTA, FL 34234
$22,000,000195 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)
639 OAKFORD RD, SARASOTA, FL 34240
$3,635,00011 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
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)
750 N TAMIAMI TRL #1007, SARASOTA, FL 34236
$525,00015 Days on yellowkey MLS ID: A4695449
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 815 Built: 2001 Tax: $5,845 (2025)Community: Renaissance 1Condo
Taxes:$5,845
Remarks: Come experience Downtown Sarasota with your own 10th-Floor, 1Bedroom/1Bath unit. Experience BAY VIEWS from your private balcony, in a building with all the luxuries of a high-priced hotel. This 17-story high-rise condo building has extensive amenities, reception desk, 24/7 security, keyless fob entry system, and on-site manager. The location cannot be beat as you are only steps away from the new 53-acre waterfront Bayfront Park, offering music events, kayak rentals, and scenic paths, as well as Sarasota’s own Van Wezel Performing Arts Hall. Within the condominium outdoor grounds is a 70-foot luxury pool, jetted spa, barbeque grill and tables, and a meditation garden with reflection pond. The garage parking is electronically secured and there is generous visitor parking for guests to park. The location cannot be beat since you are only steps away from the new Bayfront Park, a lively 53-acre waterfront park offering music events, kayak rentals, and scenic paths, as well as Sarasota’s own Van Wezel Performing Arts Hall. Restaurants of local flavor and more exotic bistros are close by via walking or with golf-cart taxis available, so you never need to drive. The local Publix grocery store is steps away, and driving three short miles, or riding the Downtown trolley, will bring you to St Armands Circle, with more restaurants, world-class shopping, and Sarasota's famous Lido Beach. This is Florida living at its finest! Additional photo coming soon.
Listing is courtesy of: ALLISON JAMES ESTATES & HOMES (941-500-4922)
Listing Agent: Marion Fitzpatrick (941-284-8323)
8023 WATERBEND TRL, SARASOTA, FL 34240
$1,599,00012 Days on yellowkey MLS ID: A4695424
0 Days Off yellowkey (back on 6/4/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2675 Built: 2023Monthly Fee: $433 Tax: $18,322 (2025)Community: Lakehouse CoveSpa: YesSingle Family
Taxes:$18,322
Remarks: With beautiful WATER VIEWS across Lake Ibis and an impressive collection of upgrades, this exceptional Islander model in Lakehouse Cove at Waterside offers 2,675 square feet of thoughtfully designed living space with 3 bedrooms, 3 full baths, a private office with glass-front doors, and a spacious 3-CAR AIR-CONDITIONED SIDE GARAGE. Inside, soaring ceilings, ENGINEERED HARDWOOD FLOORING throughout, and abundant natural light create an inviting atmosphere that is both elegant and comfortable. The open-concept floor plan is centered around a beautifully appointed CHEF'S KITCHEN featuring GE Monogram appliances, a built-in refrigerator, natural gas cooktop, quartz countertops, extensive cabinetry, a striking full-height backsplash, under-cabinet and up-lighting, an impressive kitchen island, and a dedicated beverage center with wine/beverage fridge. The great room serves as the heart of the home, highlighted by an ELECTRIC FIREPLACE WITH A SLEEK, STACKED-STONE SURROUND, custom glass display shelving, with accent lighting that creates a warm and inviting atmosphere day or night. The private office provides a stylish and functional workspace, while the LUXURIOUS PRIMARY SUITE offers a peaceful retreat with spa-inspired bath accommodations and serene views of the water and sliding doors provide direct access to the lanai. Two additional bedrooms and baths provide comfort and privacy for family and guests. With no carpet anywhere in the home, every space reflects the home's clean, upscale design. Outdoor living takes center stage. The expansive TRAVERTINE LANAI showcases a HEATED SALT WATER POOL AND SPA overlooking Lake Ibis, creating a spectacular backdrop for relaxing, entertaining, or simply enjoying the beauty of the setting. The EXPANSIVE WATER BACKDROP creates a wonderful sense of openness and privacy, making the outdoor living space feel truly special. A rough-in for a future outdoor kitchen provides additional opportunity to customize the space to your lifestyle. Designed with both luxury and functionality in mind, additional features include IMPACT GLASS, a whole-house GENERATOR, natural gas service, designer finishes, and an oversized 3-car garage featuring a polyaspartic floor coating, extensive built-in storage cabinetry, and a dedicated mini-split air-conditioning system. Located in highly sought-after Lakehouse Cove at Waterside, residents enjoy resort-style amenities and the convenience of being just a short walk or golf-cart ride from Waterside Place, where dining, shopping, entertainment, waterfront parks, community events, and the popular farmers market create one of the most vibrant lifestyles in Lakewood Ranch. This is a rare opportunity to enjoy luxury living, exceptional outdoor spaces, and one of the community's most beautiful water-view settings.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Vanessa Fauquier (941-402-9209)
3410 CHELMSFORD CT #3, SARASOTA, FL 34235
$417,50088 Days on yellowkey MLS ID: A4686671
2 Days Off yellowkey (back on 6/4/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1649 Built: 1991 Tax: $2,746 (2025)Community: Chelmsford CloseVilla
Taxes:$2,746
Remarks: Enjoy sweeping golf course and lake views from this inviting 2BR/2BA + den villa with a 2-car garage and charming courtyard entry. The open living area flows seamlessly to an air-conditioned enclosed lanai, creating an airy, expanded space ideal for both relaxing and entertaining. A light-filled kitchen features a breakfast nook, solid- surface counters, stainless appliances, soft-close drawers, and convenient pull-out shelving. The primary suite is a peaceful retreat with scenic views, a spacious walk-in closet, and a tiled walk-in shower with a separate dressing area. A split-bedroom layout provides privacy for guests. Neutral tile flooring and classic plantation shutters add style and continuity throughout the home. A community pool is just steps away. Located within The Meadows, tropical resort-style setting, where residents enjoy miles of scenic trails, a fitness center, a Junior Olympic pool, pickleball, dining, golf, and a premier tennis complex with Har-Tru courts. Just minutes to UTC, Whole Foods, Fresh Market, Nathan Benderson Park, and a short drive to Sarasota’s award-winning beaches, arts, and culture—offering the very best of the Florida lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Marci Mcfarland (941-961-3390)
5216 WILLOW LINKS #82, SARASOTA, FL 34235
$199,900108 Days on yellowkey MLS ID: A4684221
REDUCED by $10,000 (4.8%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1145 Built: 1980Monthly Fee: $89 Tax: $2,532 (2025)Community: Willow LinksCondo
Taxes:$2,532
Remarks: PRICE REDUCED! Here is your opportunity to pick up a desirable Meadows address at a great price! This Willow Links 2nd-floor (walk-up) 2/2 condo has had the flooring replaced throughout with luxury vinyl plank. Enjoy a serene water view from your generous screened lanai. Walk across the street to the Meadows Shopping Village to enjoy a variety of dining options and services. The UTC district and its vast dining and shopping options are a 5 minute drive. Easy access to I-75 and Sarasota-Bradenton International Airport. 20 minutes to downtown and 20-30 minutes to area beaches. The Meadows offers 3 golf courses, 14 miles of walking trails, an active community center, and fitness, pickleball, and other amenities through the Renaissance Plan. Great potential for annual and seasonal rental. Offered as-is.
Listing is courtesy of: MOUNT VERNON PROPERTY MGMT INC (941-957-4663)
Listing Agent: Jennifer Herman (941-957-4663)
2950 N NORTH ORIENTE AVENUE AVE N #N/A, SARASOTA, FL 34235
$479,000355 Days on yellowkey MLS ID: TB8395844
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1665 Built: 2018 Tax: $4,692 (2024)Community: Acreage & UnrecSpa: NoSingle Family
Taxes:$4,692
Remarks: Welcome to 2950 North Orient Avenue — Where Style Meets Comfort Step inside this spectacular home and experience an inviting space designed to inspire. A neutral color palette creates a calming backdrop that effortlessly complements any style, allowing your personal décor vision to shine. A Chef’s Dream Kitchen Sleek stainless steel appliances provide both beauty and functionality. A stylish accent backsplash and central island the perfect canvas for culinary creativity and entertaining guests. Outdoor Living Redefined Host memorable evenings or enjoy your morning coffee on the covered patio — perfect for all-weather outdoor living. A fully fenced backyard provides privacy and security, ideal for families, pets, or weekend gatherings. Modern Comfort & Convenience Outfitted with brand-new appliances throughout, ensuring ease of living and long-term value. Thoughtfully designed spaces blend style, functionality, and comfort, making this home move-in ready. A Place to Create Lasting Memories This home offers the perfect fusion of elegance and livability — whether you’re hosting friends, spending quiet evenings with loved ones, or creating lifelong memories. Every detail has been crafted with care to make your dream lifestyle a reality. Don’t miss this opportunity — schedule your private tour today and discover why 2950 North Orient Avenue is the perfect place to call home!
Listing is courtesy of: UNITED AMERICA REAL ESTATE LLC (941-400-2325)
Listing Agent: Oscar Hernandez, Jr. (813-833-5783)
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