Refine Search
Sort by
2653 22nd Street, Sarasota
$534,900
3 Beds ⋅ 3 Baths ⋅ Lenray Heights SubDv. ⋅ 34234 Zip Code
Virtually Staged. TWO LIVING SPACES + $4,100/MONTH IN CURRENT RENTAL INCOME! A unique opportunity in Sarasota offering a beautifully updated main residence plus a private, separate-entry attached 1-bedroom, 1-bath in-law suite. The property is currently occupied by long-term tenants and generates $4,100 per month in combined rent. The main residence rents for $2,600/month, while the attached 1-bedroom suite rents for $1,500/month. The suite features its own private entrance, kitchen, living area, bedroom, bathroom and laundry, giving the property exceptional flexibility for rental income, multigenerational living, extended family, guests or a private work-from-home space. Inside, the home has been thoughtfully updated with modern finishes and offers a comfortable, move-in-ready interior. Outside, enjoy a spacious yard, mature trees and NO HOA, providing added flexibility for owners and investors alike. Located just minutes from Downtown Sarasota, shopping, dining, major roadways and everything Sarasota has to offer. Whether you’re looking for a primary residence with additional income potential, a multigenerational setup, or an investment property with established tenants already in place, this property offers something most homes in this price range simply do not: two separate living spaces and immediate income from day one. Tenant occupied. Please do not disturb tenants. Showings by appointment only. Photo digitally enhanced to remove personal property/clutter. No permanent property features altered.

2653 22nd Street, Sarasota

4021 Via Mirada, Sarasota
$534,000
2 Beds ⋅ 2 Baths ⋅ Marbella SubDv. ⋅ 34238 Zip Code
Experience the best of Florida living in this beautifully updated waterfront residence in Marbella, a peaceful, gated community within highly desirable Palmer Ranch. This thoughtfully designed home offers two bedrooms, two bathrooms, a versatile den and approximately 1,689 square feet of bright, comfortable living space. The functional, flowing floor plan welcomes you with soaring ceilings, elegant crown molding throughout, beautiful new white wide-plank tile and abundant natural light. Spacious living and dining areas connect seamlessly, creating an inviting setting for everyday living and entertaining. Pocket sliding glass doors frame picturesque water views and provide effortless access to the lanai and solar-heated pool. The remodeled kitchen combines style and functionality with granite countertops, custom white soft-close dovetail cabinetry, and a newer dishwasher. A convenient eat-in area is perfect for casual meals, while the adjoining dining room provides an elegant setting for dinner parties, holiday gatherings, and special occasions. Step outside to the separate sitting area and enjoy morning coffee surrounded by peaceful tropical scenery. A private corridor leads to the primary suite, creating a quiet retreat separated from the main living areas. The suite features beautiful water views, direct access to the pool and lanai, and separate his-and-hers walk-in closets complete with custom California Closets systems. The en-suite bathroom offers custom cabinetry, dual sinks, a dedicated makeup vanity, granite countertops, a relaxing soaking tub and a frameless glass walk-in shower. The guest bedroom and beautifully appointed guest bathroom provide comfort and privacy for visiting family and friends. The guest bath features a tiled walk-in shower with dramatic floor-to-ceiling tile. The versatile den is ideal for a home office, media room, hobby area or occasional guest accommodations. Step outside to your private waterfront oasis, where new lanai pavers and a sparkling solar-heated pool with a PebbleTec finish create an inviting setting for relaxing, entertaining and enjoying Florida’s year-round outdoor lifestyle. Lush tropical landscaping enhances the serene, resort-like atmosphere, while separate sitting and dining areas provide multiple places to unwind and take in the peaceful water views. Additional highlights include a newer Carrier HVAC system with blue-light air purification, an interior laundry room, an attached two-car garage, utility sink and generous storage throughout. Marbella offers low-maintenance living in an established gated community with convenient access to the Legacy Trail, TPC Prestancia, Gulf Gate Library, shopping, dining, Costco and I-75. World-renowned Siesta Key Beach and the cultural attractions of downtown Sarasota are only minutes away. Combining scenic waterfront views, refined interior finishes, flexible living spaces and exceptional outdoor living, this inviting Palmer Ranch residence captures the relaxed Sarasota lifestyle. Schedule your private showing today.

4021 Via Mirada, Sarasota

192 Tall Trees Court, Sarasota
$530,000
3 Beds ⋅ 2 Baths ⋅ Oak Court SubDv. ⋅ 34232 Zip Code
A Hidden Gem in the Heart of Sarasota! Tucked behind the tropical gates of Oak Court is 192 Tall Trees Ct, an intimate Sarasota community, in a setting that feels worlds away from the activity just beyond the entrance. A peaceful, tree-lined loop winds beneath a canopy of mature trees draped in Spanish moss, while lush tropical landscaping creates an atmosphere reminiscent of Old Florida. Beautifully maintained and tucked away, this charming neighborhood offers residents a heated community pool and a sense of tranquility that’s increasingly difficult to find. Yet just outside the gates, you’re minutes from I-75, the best shopping, dining, downtown Sarasota and the area’s award winning Gulf beaches. Welcome to 192 Tall Trees Court, where rich Brazilian cherry wood floors, soaring ceilings, and an open, flowing floor plan create a warm and inviting atmosphere from the moment you enter. The spacious living areas are complemented by elegant crown molding, architectural details, and beautiful wood finishes that bring warmth and character to the home. The generous great room opens seamlessly to the kitchen, creating an inviting space for everyday living and entertaining. An expansive breakfast bar offers casual seating, while the formal dining room and charming breakfast nook provide inviting settings for everything from leisurely morning coffee and casual lunches to memorable dinners with family and friends. Sliding glass doors extend the living space to an expansive screened lanai patio, where indoor and outdoor living come together effortlessly. With generous room for outdoor dining, lounging, and entertaining, this inviting retreat overlooks a fenced backyard offering privacy that’s surrounded by lush tropical greenery, including a mature avocado tree that produces an abundance of fruit during the season. Whether enjoying your morning coffee, hosting an evening gathering, or simply relaxing in the shade, the setting captures the essence of Florida living. The thoughtfully designed single-story floor plan offers comfortable bedrooms, flexible living spaces, and the convenience of everything on one level. A newer roof installed in 2025 and new water heater in 2026 adds peace of mind, while the home’s established landscaping and welcoming surroundings complete the picture. At 192 Tall Trees Ct, it’s not just about the home—it’s about the feeling of coming home. A tropical retreat behind the gates, a heated community pool nearby, and all the conveniences of Sarasota within easy reach.

192 Tall Trees Court, Sarasota

6725 41st Street Circle E, Sarasota
$530,000
2 Beds ⋅ 2 Baths ⋅ Cascades At Sarasota SubDv. ⋅ 34243 Zip Code
MOTIVATED SELLER! Welcome to 6725 41st Street Circle, a truly exceptional home in the desirable Royal Cascade 55+ active community in Sarasota. This immaculate two-bedroom, two-bath residence features a versatile den/office and has been meticulously maintained. Beautiful porcelain tile and hardwood flooring flow throughout the home, with carpeting only in the primary bedroom.Some items of furniture will convey with the home. The comfortable and inviting floor plan is enhanced by two sets of sliding glass doors that open to a large lanai, creating a wonderful indoor-outdoor living experience and offering fabulous, peaceful views overlooking the lake. Royal Cascade is a vibrant community designed for an active and social Florida lifestyle, with an impressive array of resort-style amenities. Residents enjoy both indoor and outdoor swimming pools, tennis courts, pickleball, and bocce ball, along with a state-of-the-art fitness center/gymnasium. The exceptionally large clubhouse is the heart of the community and features billiards, kitchen facilities, gathering spaces, and plenty of room for residents to come together. A wonderful variety of social activities and events are scheduled throughout the year, making it easy to stay active, meet neighbors, and enjoy the many friendships and activities that make community living so special. Combining an absolutely immaculate interior, flexible living space, beautiful lake views, a spacious lanai, and the outstanding lifestyle offered by Royal Cascade, this home presents a wonderful opportunity to enjoy Sarasota.Also a number of furniture items will convey with the sale of the property. Whether you're looking for a year-round residence or the perfect Florida retreat, 6725 41st Street Circle delivers comfort, recreation, relaxation, and a true sense of community. Come experience this exceptional home and discover the Royal Cascade lifestyle for yourself!

6725 41st Street Circle E, Sarasota

5516 Cartagena Drive, Sarasota
$530,000
3 Beds ⋅ 2 Baths ⋅ Ashton Pointe SubDv. ⋅ 34233 Zip Code
Welcome to 5516 Cartagena Drive, a beautifully maintained 3-bedroom, 2-bath lakefront home with 1,842 square feet in the COMPLETELY MAINTENANCE FREE intimate gated community of Ashton Pointe, a private 49-home enclave with quiet cul-de-sac streets. The open-concept interior features tile flooring, crown molding, and a spacious kitchen with stainless steel appliances, granite countertops, a large island, and generous pantry. The primary suite offers a walk-in closet and en suite bath with granite double vanity, walk-in shower, and soaking tub. Enjoy peaceful lake views from the backyard, along with a gated area. Additional features include a dedicated laundry room and true two-car garage with storage racks. Major upgrades include a new high-efficiency, two-stage Comfort-Maker heat pump A/C system with all-new duct-work installed September 2025, backed by a 10-year warranty, plus an Air Scrubber purification system, electronic air cleaner, and new attic insulation for enhanced efficiency and comfort. Conveniently located just off Clark Road near shopping, dining, I-75, and Sarasota’s Gulf beaches, this home combines lakefront living, privacy, significant recent upgrades, and an excellent Sarasota location. Strategically priced, the sellers’ firm asking price reflects the home’s exceptional value. I can also tighten this further into a more punchy **MLS-style version** while keeping all the major upgrades.

5516 Cartagena Drive, Sarasota

5858 Midnight Pass Road Unit 13, Sarasota
$530,000
2 Beds ⋅ 2 Baths ⋅ Beachaven SubDv. ⋅ 34242 Zip Code
Welcome to your tropical retreat at Beachaven, a highly desirable beachfront community on Siesta Key! This turnkey charming 2-bedroom, 2-full-bathroom villa spans 813 sq. ft., offering the ultimate beach escape. Nestled just steps from the pristine powdery white sands and crystal-clear waters, this villa provides unparalleled access to sun-soaked beaches and breathtaking Gulf views. Enjoy your morning coffee or unwind in the evenings on your private lanai, where you can immerse yourself in the sounds of the ocean and the vibrant coastal atmosphere. Beachaven features a heated pool overlooking the ocean, perfect for relaxing while soaking in the sun or enjoying a refreshing dip. The community boasts a unique monthly rental program, allowing you to generate rental income with minimal fees while maintaining the flexibility of using your villa as a personal getaway. This property is ideal for investors or those looking to offset ownership costs. Experience a relaxed lifestyle in this serene community, with easy access to Siesta Key Village, where you can explore boutique shops, delightful restaurants, and lively farmers markets. This villa is more than just a home; it’s a gateway to a vibrant coastal lifestyle. Don’t miss your opportunity to own a piece of paradise in this sought-after location! **This villa offers new appliances, air conditioner was installed in 2022. The metal roof is approximately 20 years old, and is still in good condition. However, due to the age of the roof, the seller is willing to either replace it or provide a credit at closing for a new roof.**

5858 Midnight Pass Road Unit 13, Sarasota

2874 Davis Boulevard, Sarasota
$530,000
3 Beds ⋅ 2 Baths ⋅ Patricia Manor SubDv. ⋅ 34237 Zip Code
Reimagined from top to bottom under a fully permitted renovation, completed in 2021- This move-in-ready home blends modern updates with an unbeatable location on a quiet dead-end street. The open-concept layout is anchored by a kitchen featuring custom cabinetry, a large island and granite countertops, with a full suite of Samsung stainless steel appliances. Two sliding doors provide access to a fully screened lanai where you can relax, overlooking a fenced yard that opens onto a wide green corridor along the west side-offering exceptional sunset views and privacy. Both the primary en suite and guest bathrooms feature custom vanities with quartz tops. Big-ticket items are completely done: hurricane impact window and doors throughout, full interior re-pipe, upgraded electrical panel, luxury vinyl flooring throughout, 2019 Roof, 2018 HVAC, and 2021 water heater make this property a real standout with a rare combination of upgrades and updates. The renovation included full interior and exterior paint, all-new doors and sliders, new garage door and opener with a battery back-up. Smart-homes features include a smart thermostat, video doorbell and keyless entry controlled with a hub or smartphone. Ideally located just minutes from downtown Sarasota, the Bayfront, and world-famous Siesta Key beaches. With strong rental and resale fundamentals in a fast-appreciating ZIP, this turnkey home is ready for its next owner. Schedule your showing today!

2874 Davis Boulevard, Sarasota

6157 Midnight Pass Road Unit F22, Sarasota
$529,900
2 Beds ⋅ 3 Baths ⋅ Bay Oaks Estates SubDv. ⋅ 34242 Zip Code
This property is a rare find, featuring two master suites upstairs, each with its own private balcony. The home is tastefully decorated and is being sold Turnkey, making it an excellent opportunity for immediate use or investment. Notably, the property already has a strong track record of rental income with several future bookings already in place. The Bay Oaks community offers a serene setting with mature landscaping and a wide array of amenities, including a heated pool, tennis courts, recreation room and a fishing pier. It also provides the convenience of on-site management and a picnic area with Barbeques for your enjoyment. Located less than a mile from Crescent Beach, the property offers easy access to the world-renowned powdery, quartz sand of Siesta Key, recently ranked as the #4 beach in the world by Tripadvisor in 2025. The area is a premier destination spot. Additionally, the trolley stops directly in front of the complex providing easy transportation to the various dining, shopping and nightlife options Siesta Key is famous for.

6157 Midnight Pass Road Unit F22, Sarasota

805 Molly, Sarasota
$529,900
3 Beds ⋅ 2 Baths ⋅ Whitaker Views SubDv. ⋅ 34232 Zip Code
SELLER MOTIVATED! LARGE PRICE REDUCTION! BRING OFFERS! Looking for a great location in Sarasota? Look no further than this 2016 built 3-bedroom, 2-bathroom, waterfront home nestled in the Whitaker Park Community. When you step inside you immediately notice the welcoming, open, floor plan with its massive Living & Dining rooms, overlooking and with direct access to the Lanai and backyard. The heart of the home, the kitchen, has gorgeous, higher level GRANITE countertops, an oversized island with pendant lighting, pantry, hood vent, & tile backsplash. An added feature is the BONUS ROOM, offering space for an office, den, or gaming room. The Owner’s Bedroom is adorned with a large, tray ceiling, enormous 12’ closet, an en-suite bathroom with dual sinks, HUGE fully tiled shower that is durable & easy to maintain, private water closet, and a convenient linen closet. Outside there’s not only a screened and covered lanai, there’s also a large patio for outdoor grilling, tanning, or container garden. The property has public water & public sewer, there is NO FLOOD INSURANCE REQUIRED, and the home is 100% hurricane protected. Low monthly HOA fee of $219 includes lawncare! Quiet neighborhood, yet minutes to the I-75, and University Town Center, this ideal locality is convenient for daily commutes, school runs, shopping, medical care, and to the #1 rated beach in American, Siesta Key Beach. Don’t wait on this Florida gem, get your slice of paradise before it’s gone!

805 Molly, Sarasota

1990 Main Street Unit 3, Sarasota
$529,000
2 Beds ⋅ 2 Baths ⋅ Cityscape At Courthouse Centre SubDv. ⋅ 34236 Zip Code
Experience a distinctive downtown lifestyle from this rare two-story penthouse residence at Cityscape at Courthouse Centre. Offering 2 bedrooms, 2 bathrooms, secure building access, elevator service, assigned under-building parking, and a thoughtfully designed multi-level floor plan, this unique residence combines the character of an urban loft with the comfort and privacy of a traditional home. Exposed ductwork adds an industrial-chic aesthetic, while the private balcony offers city views and the perfect place to enjoy your morning coffee or unwind at the end of the day. The separation between the living areas and private bedroom level creates an ideal balance for everyday living, entertaining, and hosting overnight guests. Perfectly positioned above Main Street, you'll find yourself immersed in the energy of downtown Sarasota, where award-winning restaurants, sidewalk cafés, artisan coffee shops, boutiques, theaters, galleries, fitness studios, and everyday conveniences are all just steps from your front door. Whether enjoying a morning walk along Sarasota Bay, an evening performance at the Sarasota Opera House, cocktails overlooking the marina, or one of the city's many art festivals and cultural events, this location places the very best of Sarasota within easy reach. Bayfront Park, Marina Jack, Marie Selby Botanical Gardens, Lido Beach, and the renowned shopping and dining of St. Armands Circle are all just minutes away. Thoughtfully maintained and freshly updated, the residence has been freshly painted and features new vinyl flooring, creating a clean, move-in-ready feel while preserving the distinctive architectural appeal of this rarely available floor plan. Hunter Douglas blinds are installed throughout, providing a sophisticated finishing touch along with enhanced comfort, privacy, and control of natural light. Whether you're seeking a full-time residence, a seasonal escape, or an elegant lock-and-leave retreat, this penthouse delivers an exceptional combination of location, style, comfort, and value in the heart of one of Florida's most desirable downtown destinations. Opportunities to own a two-story penthouse in Cityscape at Courthouse Centre are few and far between. Discover the possibilities, embrace Sarasota's vibrant urban lifestyle, and make this exceptional residence your own.

1990 Main Street Unit 3, Sarasota

2520 E Milmar Drive, Sarasota
$529,000
4 Beds ⋅ 4 Baths ⋅ Paver Park Estates SubDv. ⋅ 34237 Zip Code
*** INVESTORS *** MULTIGENERATIONAL BUYERS *** 5 Minutes to Downtown. This 4-bedroom, 4 bath is on one level on a large, flat lot. A special feature is that 3 of the bedrooms have en suite bathrooms and are located in a separate corner of the house for privacy. The floorplan lends itself to extended families or investors due to the entire back of the house being separated by French doors which can be used as mother-in-law quarters or any flexible living arrangement. Or, rent out a room(s) for income. The back area has a private living room, bedroom, full bathroom, closet, and 2 exterior entrances to the yard. This is no common new-build house. There is tons of character in the Mediterranean style of arched doorways, heavy lathe texture walls, and original Saltillo tile floors. The open floor plan centers around a spacious living and dining area, perfect for entertaining. Or, sit at the granite kitchen countertop. Kitchen has original wood cabinetry. Stainless appliances. Mature shade trees and tropical landscaping surround the private patio and flat, fully fenced, private backyard that is large enough for a pool, badminton, sports court, or large dog run. Located on a quiet, peaceful street just 3 blocks from the famous Legacy Trail and Payne Park. Enjoy an active lifestyle of biking, walking, tennis, skateboarding, running on paths, or picnicking. Easy access to restaurants, shopping, recreation, and our stunning Gulf Coast beaches. If all that is not enough, the house has A BRAND-NEW ROOF, NEW SKYLIGHTS (September 2026), NEW WATER HEATER, AND NEW AIR CONDITIONING MOTOR. Another big plus: NO HOMEOWNER’S ASSOCIATION! NO HOA DUES AND RESTRICTIONS! House is clean and move-in ready. Endless possibilities. Your creativity is the limit inside and out. Schedule your private showing today!

2520 E Milmar Drive, Sarasota

8977 Midnight Pass Road Unit 219, Sarasota
$529,000
2 Beds ⋅ 2 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code
Experience true waterfront living at Sunrise Cove with spectacular Intracoastal Waterway views, breathtaking sunrises each morning, and beautiful moonrises each evening. This TURNKEY FURNISHED 2- bedroom, 2-bath condo is located on the second floor and offers the perfect blend of comfort, convenience, and resort-style amenities. The spacious living room features sliding glass doors that open to a screened-in lanai, creating the perfect setting to relax and enjoy panoramic Intracoastal views throughout the day. The primary bedroom offers a walk-in closet and en-suite bath, while the second bedroom also features a walk-in closet and beautiful views toward the Gulf of Mexico and the beach across the street. The hall bathroom includes a walk-in shower and tile flooring. The kitchen features a convenient pass-through to the dining and living areas, making entertaining effortless. Sunrise Cove offers an impressive array of amenities, including two heated swimming pools, an Olympicsize pool with restrooms and a covered lounge area, pickleball and tennis courts, a state-of-the-art fitness center, and a game room. On-site management and 30-day minimum rentals provide flexibility and excellent income-producing potential. Turtle Beach is directly across the street, while the free Siesta Key Breeze trolley stops nearby approximately every 15 minutes, making it easy to explore Siesta Key. Two popular waterfront restaurants, Turtles on the Bay and Ophelia’s on the Bay, are conveniently located right next door. Additional features include an extra storage closet conveniently located near the elevators in the laundry room. Recent community improvements include new roofs, new docks, and newly completed carports. Whether you’re looking for a vacation getaway, income-producing property, or full-time residence, this fabulous waterfront condo offers an exceptional opportunity to enjoy the best of Siesta Key living.

8977 Midnight Pass Road Unit 219, Sarasota

10012 Lake Wales Circle, Sarasota
$529,000
2 Beds ⋅ 2 Baths ⋅ Grand Park SubDv. ⋅ 34241 Zip Code
Virtually Staged. Nestled behind the gates of Grand Park, this beautifully appointed lake-view home offers a perfect blend of comfort, privacy, and resort-style living. This desirable move-in ready residence offers a serene and light palate throughout with premium finishes and appliances. The screened lanai, accessible from the main living area, invites you to relax and unwind while taking in the panoramic view. This inviting and spacious outdoor living area provides the opportunity to add an outdoor kitchen. The primary bedroom is generously sized, offering a peaceful retreat complete with two spacious closets and a well-appointed ensuite bathroom featuring dual vanities and walk-in shower. Inside, high ceilings elevate the sense of openness, filling the home with natural light and an airy ambiance. The thoughtfully designed floor plan promotes a smooth, effortless flow between spaces, making everyday living as well as entertaining feel both comfortable and refined. The spacious kitchen is equipped with abundant counter space and ample cabinetry, ideal for preparing meals or hosting gatherings, while the adjoining great room serves as a welcoming hub for dining and relaxation. Within the community, you'll find plenty to keep you busy between the resort-style pools, nature trails, courts for pickleball, tennis, and basketball, playground, and dog park. When you do decide to venture out, you will not be far from the area's most-coveted destinations like Siesta Key, St. Armands Circle, The Ringling Museum, and Mote SEA Aquarium. This residence is zoned for Skye Ranch School for K-8 and Riverview for high school. Whether you're enjoying quiet mornings on the lanai, hosting friends and family, or taking advantage of the plentiful amenities and social offerings within Grand Park, this home presents an exceptional opportunity to embrace the very best of the maintenance-free Florida lifestyle.

10012 Lake Wales Circle, Sarasota

1350 5th Street Unit 106, Sarasota
$529,000
1 Beds ⋅ 1 Baths ⋅ Risdon On 5th SubDv. ⋅ 34236 Zip Code
Experience contemporary living in Sarasota’s vibrant Rosemary District at The Risdon on 5th, a 22-residence mixed-use condominium community recognized for its award-winning European-inspired architecture and design. **SELLER IS NOW OFFERING FINANCING OPTION TO QUALIFIED BUYERS OF BUYING DOWN INTEREST RATE to four and one half percent.** Positioned in one of downtown Sarasota’s accessible neighborhoods, this modern one-bedroom residence places an active lifestyle, culinary delights, the arts, wellness and entertainment just moments away. Designed for an active urban lifestyle, residents enjoy a solar-heated rooftop pool with unobstructed city views, two shaded lounge areas, and a spacious, secure gated courtyard providing one designated parking spot for owners and plenty of flex parking spaces for owners and guests. Inside, the open-concept floor plan features 12-foot ceilings, upgraded tile flooring throughout, energy-efficient impact glass walls and a streamlined modern aesthetic that maximizes natural light and functionality. The kitchen is appointed with stainless steel appliances, solid surface countertops and a waterfall-edge island designed for easy everyday living and entertaining. Plus, experience Florida’s outdoor lifestyle on your small patio near the front door. Near Sarasota’s renowned cultural and waterfront destinations, The Risdon on 5th offers convenient access to Whole Foods Market, the Sarasota Farmers Market, Marina Jack, the Sarasota Bay Park, Selby Library, art galleries, downtown shopping and acclaimed restaurants. The Ringling Bridge, St. Armands Circle, Sarasota Bay and Longboat Key are all within close reach, especially on the free BayRunner Trolley, creating an ideal setting for buyers seeking a connected, low-maintenance lifestyle in the center of downtown Sarasota.

1350 5th Street Unit 106, Sarasota

4333 Charing Cross Road, Sarasota
$527,500
3 Beds ⋅ 2 Baths ⋅ Bent Tree Village SubDv. ⋅ 34241 Zip Code
Located in Bent Tree Village, this immaculately maintained 3-bedroom, 2-bath split-plan home sits within a beautifully kept golf course community. A new roof and impact windows, both completed within the past three years, add lasting peace of mind. The great room features a vaulted ceiling that heightens the bright, airy feel. The updated kitchen centers on a spacious island and opens through a slider to the screened lanai. The primary bedroom has its own slider to the lanai, so indoor and outdoor living connect easily. The fully fenced backyard is spacious and private, with no neighbors to the east—an ideal setting for quiet mornings and relaxed evenings. Mature, tree-lined streets frame the golf-club atmosphere, and optional membership in Bent Tree Country Club is available if you want it. Shopping, dining, top-rated schools, Sarasota’s beaches, and I-75 are all an easy drive away. Don’t miss this opportunity—schedule your showing today.

4333 Charing Cross Road, Sarasota

3491 74th Avenue Circle East, Sarasota
$525,000
3 Beds ⋅ 2 Baths ⋅ Palm-Aire SubDv. ⋅ 34243 Zip Code
Welcome to your own private tropical paradise. Subject to buyer qualification, lender approval and applicable VA requirements, eligible veteran buyers can secure a 3.125 fixed interest rate via VA loan assumption with full substitution of entitlement. This beautifully maintained three-bedroom, two-bath home offers the Florida lifestyle you’ve been looking for, highlighted by an exceptional outdoor living space and panoramic nature-filled waterfront view with spectacular sunsets, an oversized yard and a true lap pool that makes this home anything but ordinary. The heart of the home opens directly to a backyard tropical haven. Go outside and discover your retreat featuring beautiful resort-style landscaping, a pristine, oversized heated saltwater pool, expansive paved lanai enclosed by a premium screened cage — framing spectacular unobstructed views of the lake — perfect for swimming laps, entertaining friends or simply relaxing in the Florida sunshine. Inside, the home is inviting, comfortable and move-in ready. The ultimate split floor plan delivers privacy and seamless indoor-outdoor living. New interior blind lanai sliders create an easy flow for everyday living and entertaining. The primary suite has been refreshed with a new vanity, and new carpeting has been installed in the primary and guest bedrooms. A 40-inch mounted TV in the guest room conveys the home. The kitchen features an oversized island, white subway-tile backsplash, Whirlpool stainless steel appliances, and a new washer and dryer. Major improvements provide peace of mind, featuring a whole-house Culligan water softener and reverse-osmosis system, whole-house exterior security cameras, a gutter system, upgraded digital Rain Bird irrigation system, including new, large oscillating heads and an irrigation filtration system. The curb appeal continues with a paved driveway and elegant landscaping, while the two-car garage offers additional storage and convenience. A refrigerator and Gladiator storage rack in the garage convey with the home. This highly coveted boutique community features a dual dog park with benches and waste stations maintained by the HOA. The quarterly HOA fee includes Wi-Fi and Direct TV. No current assessments. Rental restrictions include a seven-month minimum rental period per year. Location, location, location! Enjoy easy access to everything that makes the Sarasota lifestyle so desirable. Spend the day shopping, dining, and exploring the incredible University Town Center (UTC) area, offering an impressive collection of shops, boutiques, restaurants, and entertainment, including the Mote Science Education Aquarium. When the Gulf is calling, head to the world-famous, beautiful beaches of Lido Key, Siesta Key, and Anna Maria Island for white sand, sunshine, and unforgettable Florida sunsets. Enjoy the boutiques, restaurants and atmosphere of nearby St. Armands Circle and downtown Sarasota. Experience arts, culture, and history at The Ringling Museum and the Van Wezel Center for Performing Arts. Visit parks and the outdoor adventure of Myakka River State Park and kayaking/paddleboarding at the Mangrove Tunnels. Whether you are starting the morning with a swim in your own lap pool, spending the afternoon shopping and dining at UTC, or ending the day watching the sunset, this home puts the absolute best of Sarasota at your fingertips. This is not simply a home, it’s the Sarasota lifestyle you’ve been waiting for!

3491 74th Avenue Circle East, Sarasota

1518 Pelican Point Drive Unit 257, Sarasota
$525,000
2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Little Sarasota Bay, right outside your living room. This light-filled, second-floor, 2-bedroom, 2-bath condo in Pelican Cove captures unobstructed views of Little Sarasota Bay through huge glass sliders, bringing the beauty of the water into your everyday living space. The updated kitchen opens to the living and dining areas, creating an inviting space for entertaining while keeping those beautiful water views in sight. Both bathrooms have been updated, and built-in cabinetry in the laundry room provides valuable additional storage. The split-bedroom layout offers privacy and comfortable accommodations for owners and guests alike. Set along the Intracoastal Waterway, Pelican Cove is a 75-acre gated and guarded community surrounded by lush tropical landscaping and an impressive collection of amenities. Residents enjoy an 87-slip harbor with no fixed bridges to the Gulf, a kayak and canoe launch, six heated pools, three clubhouses, lighted tennis and pickleball courts, a fitness center, art studios, and more than five miles of scenic walking trails and boardwalks. The location is another standout. Just west of the Tamiami Trail, Pelican Cove is conveniently located near a revitalized shopping plaza bringing Whole Foods, the highly anticipated Trader Joe's, additional shopping and dining options to the area. Siesta Key and Turtle Beach are just minutes away, with downtown Sarasota a short drive north. Whether you're looking for a full-time residence, seasonal retreat, or easy lock-and-leave getaway, this is an opportunity to enjoy waterfront living in one of Sarasota's most established and amenity-rich communities.

1518 Pelican Point Drive Unit 257, Sarasota

4598 Cactus Avenue, Sarasota
$525,000
3 Beds ⋅ 2 Baths ⋅ Flora Villa Final Survey SubDv. ⋅ 34231 Zip Code
Virtually Staged. Welcome to this updated three-bedroom, two-bath home in Flora Villa, tucked onto a quiet dead-end street beneath mature trees and spread across an oversized 0.29-acre lot. This charming home has curb appeal to spare with a sweeping front porch that invites you to sit a spell, and have a cold glass of ice tea. Inside, the one-story plan opens easily from a generous living room with a wood-burning fireplace through to the renovated kitchen, where granite counters, solid wood cabinetry, stainless appliances, and a breakfast nook make cooking and dining a real joy. A flexible bonus room works just as well as an office, den, playroom, or extra guest space, and waterproof, scratch-resistant vinyl plank flooring runs throughout the home. Both bathrooms have been renovated, the primary bath includes a fabulous spa shower plus a lovely vanity with double sinks, and both the primary as well as one of the guests bedrooms have roomy well organized walk-in closets. The backyard is where you will truly enjoy Florida living. The yard is fully fenced, the pavers create a true outdoor living floor, and the pergola turns the space into a shaded room for morning coffee, long dinners, and weekend gatherings without leaving home. It is private and perfect for pets and children, large enough to linger, and set up as an extension of the house rather than an afterthought. Out front, a French drain and gutter guards help keep the property tidy, and the exterior has fresh paint. The oversized side-load two-car garage includes an EV charger, newly painted floor, and a newer garage door opener. Practical updates continue inside with whole-house water filtration/water softener and reverse osmosis in the kitchen (sink and refrigerator), added attic insulation, whole-house surge protection, a newer washer, microwave, brand new garbage disposal, kitchen faucet, and laundry cabinet. There are no deed restrictions here, so you can make this home and lot your own without an association dictating paint colors, parking, or how you use your backyard. This home sits in FEMA Flood Zone X, which means it is mapped outside the high-risk floodplain. In practical terms, that is one of the strongest flood designations you can have in this part of Sarasota: federally backed lenders typically do not require flood insurance the way they do in coastal A and V zones, and the mapped flood risk is far lower than homes closer to the water. You still get a short drive to Siesta Key, Lido Beach, and St. Armands Circle, without taking on that high-risk beach flood zone. Bee Ridge Park is a walk away for playground time, sand volleyball, baseball, and basketball, and everyday shopping and dining line the Bee Ridge and Clark Road corridors. HCA Florida Sarasota Doctors Hospital is nearby on Bee Ridge Road, with Sarasota Memorial a short drive toward downtown. What really sets the location apart is how close the Gulf is: Siesta Key’s world-famous quartz sand is a short drive west, Lido Beach and St. Armands Circle are close enough for an after-work sunset or a Saturday on the water, and downtown Sarasota’s bayfront, dining, and arts scene is an easy trip when you want the city without living in the middle of it.

4598 Cactus Avenue, Sarasota

4942 Oldham Street, Sarasota
$525,000
3 Beds ⋅ 2 Baths ⋅ Wellington Chase SubDv. ⋅ 34238 Zip Code
Short Sale. Location. Location. Location. And yes, the location is that good. Tucked away in Wellington Chase, just south of Clark Road and west of Honore Avenue on the edge of Palmer Ranch, this three-bedroom, two-bath POOL home puts you in one of Sarasota’s most convenient locations. Just a few miles to Siesta Key and less than ½ mile to the Legacy Trail. Add a beautiful private preserve view—where nothing will be built—and a sparkling pool, and you have a combination that is hard to beat. Inside, more than 2,000 square feet provides plenty of room for everyday living and gathering with family and friends. The spacious kitchen offers miles of counter space, a breakfast bar, dinette area and pantry closet, and opens directly to the family room overlooking the pool. A separate living room and dining area create another generous space for entertaining or simply spreading out. An original owner home, the home is in good, move-in condition and ready for you to make it your own over time. Whether you are looking for a place to settle in, a Sarasota home for your family, or an opportunity to create something that reflects your own style, there is plenty of potential here. And the practical updates are already in place: roof 2018, A/C 2019 and replumbed in 2017. Wellington Chase also offers LOW annual HOA fees, making this a community worth a closer look—especially for buyers who want a great Sarasota location without a long list of ongoing fees. Great location. Private preserve. Pool. Room to grow. And the freedom to make it yours. A short sale, subject to lender approval.

4942 Oldham Street, Sarasota

5489 Downham Meadows, Sarasota
$525,000
3 Beds ⋅ 2 Baths ⋅ Meadows The SubDv. ⋅ 34235 Zip Code
Virtually Staged. Imagine starting your day with coffee on the spacious screened lanai, taking in peaceful lake views with the fairways of The Meadows Golf Course stretching beyond. Set on an oversized 0.29-acre lot in desirable Devonshire Place, this spacious 3-bedroom, 2-bath home offers 80 feet of lake frontage, a generous backyard with plenty of room for a pool, and a private irrigation well for watering the lawn. Inside, more than 2,100 square feet of living space feels open and inviting, with high ceilings, crown molding, laminate wood flooring, and double-pane windows. The generously sized kitchen offers abundant counter space, stainless steel appliances, and a sunny dinette overlooking the outdoors, while a separate formal dining room provides the perfect setting for entertaining. The primary suite features a walk-in closet and an en-suite bath with a soaking tub and separate shower. An interior laundry room and two-car garage add everyday convenience. Even better, a new tile roof with a 15-year transferable warranty offers added peace of mind. There is no CDD, and the home is located in Flood Zone X. But life in The Meadows is about much more than the house. Spend your mornings on the golf course, take evening walks along miles of sidewalks and trails winding past lakes and mature landscaping, or simply enjoy the relaxed, established feel of one of Sarasota’s most distinctive communities. An optional Meadows Country Club membership opens the door to championship golf, tennis and pickleball, a Junior Olympic pool and hot tub, and a fitness center. The community also offers a playground, dog park, basketball courts, and a storage lot for trucks, RVs, and boats. Just minutes away, Nathan Benderson Park offers additional waterfront trails and world-class rowing events, while UTC, I-75, Mote Marine Aquarium, Sarasota-Bradenton International Airport, downtown Sarasota, and the Gulf beaches are all within easy reach. With lake and golf course views, an oversized homesite, room for a pool, and a location that puts so much of Sarasota at your fingertips, this is more than a place to live—it’s an opportunity to enjoy the Florida lifestyle every day.

5489 Downham Meadows, Sarasota

Lot 16 Cassata Road, Sarasota
$525,000
Casa Di Compagni SubDv. ⋅ 34240 Zip Code
Nearly five acres. Gated. Private. And increasingly hard to find in Sarasota. This 4.79-acre homesite in Casa Di Compagni offers a rare opportunity to build in an intimate community of just 16 estate-sized homesites with NO CDD fees. Surrounded by impressive custom homes and generous acreage, the property offers a sense of space and privacy without giving up the convenience of Sarasota living. Nearly five acres provides an exceptional setting to bring your vision to life while enjoying the exclusivity of a small, established community. Peaceful and private, yet conveniently located near Sarasota’s shopping, dining, beaches and everyday amenities. Bring your builder and create something truly your own in one of Sarasota’s distinctive acreage communities.

Lot 16 Cassata Road, Sarasota

2598 Wood Street, Sarasota
$525,000
3 Beds ⋅ 2 Baths ⋅ Hudson Park SubDv. ⋅ 34237 Zip Code
Turnkey Furnished. Experience the charm of Sarasota in this beautifully updated 3-bedroom, 2-bath home with a den and a 2-car garage, ideally located just minutes from downtown. The open-concept living and dining areas flow effortlessly into a gourmet kitchen featuring brand-new appliances, ample cabinetry, and a convenient eat-in countertop that overlooks the cozy living room. The spacious primary suite boasts a custom walk-in closet and a beautifully updated en-suite bathroom with a walk-in shower. Two guest bedrooms share a sleek, modern bathroom, also with a walk-in shower. Step outside to your private backyard oasis—fully fenced and designed for relaxation. Enjoy a stunning paver patio and a beautiful, tranquil koi pond, creating the perfect setting for peaceful mornings or evening entertaining. Located within walking distance to the Legacy Trail, YMCA, and the iconic Yoder’s Amish Village. Just a short drive to Siesta Key Beach, Lido Beach, St. Armands Circle, museums, shopping, and dining. Short-term rentals are allowed, making this home ideal as a primary residence, vacation getaway, or investment property.

2598 Wood Street, Sarasota

295 Londonderry Drive, Sarasota
$525,000
3 Beds ⋅ 3 Baths ⋅ Tatum Ridge SubDv. ⋅ 34240 Zip Code
Welcome to this spacious 3 bedroom PLUS an office, 3 bathroom home offering nearly 2,400 square feet of interior living space and a 3 car garage in the gated community of Tatum Ridge. Built by Centex Homes, this beautifully maintained neighborhood features mature landscaping, scenic lakes, sidewalks, and abundant greenspace throughout. Step inside the foyer, where vinyl plank flooring flows into the dining and living areas, highlighted by high ceilings and ample natural light. The kitchen features espresso cabinetry, granite countertops, stainless steel appliances, and a breakfast nook overlooking the lanai. The oversized owner’s suite offers tray ceilings, plush carpeting, private lanai access, and a large walk-in closet with a custom organization system. The ensuite bathroom includes dual sinks set in a granite-topped vanity, a soaking tub, and a separate glass-enclosed shower. Two additional generously sized bedrooms and two full bathrooms provide plenty of space and privacy. An indoor laundry room provides added convenience. Step through the sliding glass doors to the screened-in lanai and spacious backyard, where there is plenty of room to add a pool and the permitting process has already been started. Additional features include a 2018 roof, 2025 generator, 2025 water heater, whole-house water filtration system installed in 2026, and newer refrigerator and dishwasher. Residents enjoy a maintenance-free lifestyle with landscaping, irrigation, and exterior pest control included in the HOA fee, plus no CDD fees. Located less than 4 miles from Waterside Place and just seconds from Fruitville Road, this home offers easy access to I-75, downtown Sarasota, UTC, SRQ Airport, grocery stores, restaurants, fitness centers, and the area’s renowned Gulf beaches. Schedule your showing today!

295 Londonderry Drive, Sarasota

10233 Lake Wales Circle, Sarasota
$525,000
2 Beds ⋅ 2 Baths ⋅ Grand Park SubDv. ⋅ 34241 Zip Code
Whole House natural gas Generator included with purchase. Nestled in an exclusive gated villa community within the gated community of Grand Park, this well-built Neal Homes villa presents a unique opportunity to own a piece of luxury. With concrete block construction, tile roof, brick paver driveway & entry walkway, upgrades include Hurricane Impact windows & triple pocket sliders, new top-of-the-line whole house Kinetico Water filtration system. This villa boasts tons of beautiful upgrades & high-end fixtures. Two spacious bedrooms plus an office/den with French doors, upgraded tiled floors that extend throughout the entire home. A custom tray ceiling in the great room features real stained wood 12-ft ceiling beams, high end wood ceiling fans, upgraded 8-ft doors throughout, and elegant high-end designer lighting & ceiling fans. A custom built-in bar & wine cooler adds a touch of elegance, while a stylish architectural brick wall, wainscotting, & walnut wood wall features highlight the luxurious finishes expected in this level of home. Plantation shutters were added to every window as well as a custom honeycomb cellular shade on the triple sliders. Custom his & hers closets with 8-ft glass barn doors provide organized storage in the primary. The well-appointed kitchen features shaker soft-close cabinets, two upgraded glass China cabinet doors, & two sets of triple-stack pot drawers. The seamless quartz countertops highlight a beautiful center island with custom moldings, & a large stainless steel single bowl sink & stainless-steel appliances are included. There is a large walk-in pantry with an upgraded 8-ft glass door providing additional storage space that completes the kitchen area. The guest bedroom includes a new queen size Murphy bed. The laundry room includes a new washer & gas dryer with added cabinet storage, laundry sink & upgraded faucet. Relax on your private extended brick paver lanai while enjoying the protected conservation & nature views. Observe wildlife such as deer and cranes roaming within this park-like setting. The professionally landscaped property includes micro drip irrigation to all plants & trees. The front brick paver driveway leads to an upgraded screened porch, while the oversized two-car garage boasts high ceilings & epoxy floors. The garage features high-end diamond plate storage cabinets, a workstation, & two 4ft x 8ft overhead storage racks. No need for any hot attic storage. Grand Park is a nature-focused, resort-style maintenance free community. This private upscale Villa community HOA includes the exterior roof, stucco & exterior paint (see declaration), along with maintenance assist landscaping, irrigation, & tree trimming, allowing more time to enjoy the generous open spaces with miles of conservation walking & biking trails. You'll love strolling around the lakes & discovering the abundance of nature sharing this beautifully planned community. Amenities include an active clubhouse with full-time social director, resort-style tropical pools, full fitness center, pickleball & tennis courts, & two dog parks all a short walk from your new home, all with a very low HOA fee. You're just a short ride to downtown Sarasota's comedy clubs, cultural events, beaches & active downtown entertainment.

10233 Lake Wales Circle, Sarasota

5830 Midnight Pass Road Unit 29, Sarasota
$525,000
1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code
SIESTA KEY INVESTMENT! Live the ultimate beachfront lifestyle in this beautifully renovated condo located on world-famous Siesta Key, home to the #1 beach in the United States. Completely updated with stylish modern finishes, this coastal retreat offers the perfect blend of comfort, luxury, and location. Enjoy direct access to the powdery quartz sand beaches and stunning Gulf sunsets just yards away. Whether you are looking for a vacation getaway, investment opportunity, or full-time residence, this property offers excellent rental potential in one of Florida’s most sought-after beach destinations. A rare opportunity to own a fully renovated slice of paradise on iconic Midnight Pass Road.

5830 Midnight Pass Road Unit 29, Sarasota

1621 Dr Martin Luther King Way, Sarasota
$525,000
4 Beds ⋅ 3 Baths ⋅ Newtown Heights SubDv. ⋅ 34234 Zip Code
This multi-tribe property at 1621 Dr Martin Luther King Way is a fantastic investment opportunity. Open concept layout with an elegant fireplace in the living room and a kitchen design for entertaining with stainless steel appliances and granite countertops. Conveniently located near shopping, dining, and public transportation. This home is 10 minutes from Sarasota's nearest award winning sugar sand beach, the library, Van Wenzel performing Art Hall, restaurants, walking distance to downtown Sarasota, hospital, major shopping Mall, Ringling Museum and Ringling Art school, five minutes from Sarasota - Bradenton airport. The property provides easy access to everything the area has to accord. The exterior boasts well-maintained landscaping, providing a welcoming first impression. Don't miss the chance to own this versatile income-producing property. The home has two bedrooms with attached bathrooms, one on the first floor, and the other on the second floor.

1621 Dr Martin Luther King Way, Sarasota

156 Tall Trees Court, Sarasota
$525,000
3 Beds ⋅ 2 Baths ⋅ Oak Court SubDv. ⋅ 34232 Zip Code
PRICE ADJUSTMENT! MOTIVATED SELLER. Nestled in an enclave of 62 homes just off of Fruitville Road, tucked back behind gates, this charming home features three bedrooms, two bathrooms in an impeccably cared for setting. The home has a large living dining area, a separate family room, kitchen with island and granite countertops and a breakfast nook adjacent to the kitchen. The primary bedroom suite features a large walk in closet, dual sinks with granite countertops, huge garden bath and walk in shower. There is also a large walk in closet, just off the primary bedroom. The other two bedrooms are separated from the primary and feature large spaces and built in closets. Outside, the home has a huge screened garden just outside the sliding doors and a large outdoor garden with ample trees and landscaping. The community features a pool and cabana on a lake with a fountain. This home is located just a couple miles to downtown Sarasota and easy access to I-75.

156 Tall Trees Court, Sarasota

5948 Mirror Lake Road, Sarasota
$525,000
2 Beds ⋅ 2 Baths ⋅ Gulf Gate SubDv. ⋅ 34238 Zip Code
Welcome to your dream home or investment property in one of Sarasota’s most desirable neighborhoods—Gulf Gate! This beautifully partially updated 2 bedroom, 2 bathroom pool home is brimming with charm and designer-inspired furnishings, making it completely turnkey and ready for immediate enjoyment or rental income. Step inside to discover a bright and spacious layout, thoughtfully styled with modern touches and coastal elegance. The living and dining areas are beautifully separated by a stylish built in bookshelf, providing defined yet connected spaces for relaxing and entertaining. Outside, you’ll find your own private retreat—a large sparkling pool surrounded by lush landscaping, a very spacious fenced-in backyard and plenty of room for outdoor lounging or entertaining. Just minutes from the world-renowned Siesta Key Beach, as well as premier shopping, dining, and entertainment options, this home offers the perfect blend of convenience and lifestyle. Whether you’re seeking a permanent residence, a vacation getaway, or a high-performing rental (with an impressive income history), this property is a rare opportunity in the heart of Sarasota. Recent updates include new 8x10 shed, new vinyl privacy fencing, lanai cage and lanai resurfacing (2019), new AC (2023), newer appliances, updated landscaping (2024), new washer and dryer (2024), a a roof that is only 6 years old—offering peace of mind and move-in-ready confidence. Don’t miss your chance to own a piece of paradise—schedule your private showing today!

5948 Mirror Lake Road, Sarasota

2142 Waldemere Street, Sarasota
$524,900
3 Beds ⋅ 2 Baths ⋅ La Linda Terrace SubDv. ⋅ 34239 Zip Code
Virtually Staged. Discover the best of Sarasota living at 2142 Waldemere Street, a turnkey furnished home ideally located within the city limits of Sarasota. Offering the flexibility to serve as a full time residence, seasonal retreat, or income producing property, this home combines an exceptional location with valuable recent improvements. Located in Flood Zone X, updates include a new metal roof (2026), new screened porch enclosure (2026), outdoor shower (2026), newer washer and dryer (2025/2026), HVAC system (2023), kitchen appliances (2023), and PVC plumbing. Designed for indoor and outdoor Florida living, the home features a private fenced backyard, spacious screened porch with an outdoor TV, outdoor shower, and mature tropical landscaping. Previously operated as a successful short term rental, the property generated approximately $50,157 in gross rental revenue in 2025 and $55,323 in 2024, with January through April historically renting for approximately $8,000 per month. The location is a standout. Situated within Sarasota city limits, the property allows for 7 day minimum rentals and is conveniently located near Sarasota Memorial Hospital, Hillview's popular dining and shopping, and Arlington Park with its nature trails, tennis courts, dog park, fitness amenities, and community pool. Downtown Sarasota is just minutes away, with Siesta Key and Sarasota's Gulf beaches also within easy reach. Whether you're searching for a full time residence, seasonal Sarasota retreat, or your next investment, this property offers recent improvements, inviting outdoor living, rental flexibility, and a central Sarasota location that is difficult to replicate. Sold as-is. Additional photos coming 10/13.

2142 Waldemere Street, Sarasota

How much is your home worth?

Get instant property value now!