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$2,895,000
5 Beds ⋅ 7 Baths ⋅ Point Of Rocks Terrace SubDv. ⋅ 34242 Zip Code
There Is Only One. Point of Rocks. Crescent Beach. Captain Curt's. For generations, this stretch of Siesta Key has attracted families, vacationers, and investors alike, and that demand has endured year after year for what seems to be one simple reason: people never seem to stop coming back. Positioned just moments from beach access located at the end of the street, Point of Rocks is a professionally designed luxury residence and high-performing short-term vacation rental offering five bedrooms, seven baths, an elevator, resort-style pool and spa, waterslide, and expansive indoor-outdoor living spaces designed to accommodate up to fourteen guests. Unlike traditional vacation homes, the property was intentionally engineered for the demands of luxury short-term rentals, blending resort-style living with commercial-grade durability and operational efficiency. Whether enjoyed as a private family retreat, an income-producing asset, or a combination of both, the property offers a rare blend of lifestyle and investment potential. Only one adjoining residence is attached, creating a boutique ownership environment, while the neighboring property is also available for purchase separately for those seeking a larger footprint, future family compound opportunity, or multi-generational ownership strategy. Financial performance, rental history, ADR and RevPAR data available upon request.

6910 Midnight Pass Road Unit B, Sarasota
$595,000
2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code
Fully Funded Reserves & Passed SIRS Inspections! 2 Bedroom, 2 Bath First-Floor Condo with Screened Lanai on fabulous Siesta Key Across from Crescent Beach – Just Steps from Siesta Key Beach! This turnkey furnished, beautifully maintained 2-bedroom, 2-bathroom condo is located on the first floor and offers the perfect blend of comfort and convenience. Enjoy stunning views of the Intracoastal Waterway right from your screened lanai. The property is fully funded for reserves and has passed the required SIRS inspections, providing peace of mind for the new owner. Key Features: Turnkey Furnished: Move-in ready with everything you need. Location: Prime location on Siesta Key, just across the street from Crescent Beach and an easy walk to world-renowned Siesta Key Beach. Views: Enjoy picturesque views of the Intracoastal Waterway from your lanai. Community Amenities: Marina with dock space available for rent or purchase. Fitness center and basketball court for active living. Heated pool for year-round enjoyment. Rental Opportunities: Midnight Cove II allows 1-week rentals, offering great potential for short-term rental income. The on-site office is optionally available to handle rentals on your behalf, making it a hassle-free investment. This property is an excellent opportunity for investors or those seeking a relaxing retreat in one of Florida’s most desirable locations. Schedule your private showing today!

1800 Cove Ii Place Unit 213, Sarasota
$359,900
3 Beds ⋅ 2 Baths ⋅ Ridgewood Estates SubDv. ⋅ 34233 Zip Code
This delightful 3-bedroom, 2-bathroom single-story home offers the perfect slice of the Florida lifestyle, boasting an established vacation rental income history for savvy buyers. Centrally located for ultimate convenience, you are a quick drive from both vibrant Downtown Sarasota and the world-famous Siesta Key Beach. You will absolutely love the expansive backyard and the peaceful view across the street. Plus, you enjoy unbeatable walkability right across the street from the 55-acre Urfer Family Park, giving you instant access to nature trails, playgrounds, and fitness paths. New roof installed in 2019, new duct work in 2020, garage door in 2015, Fuse panel was replaced in 2015! From the street, mature landscaping creates immediate curb appeal. Step inside to a bright, open-concept floor plan, controlled by a modern Google Smart Home thermostat. The chef-ready kitchen comes fully equipped with gorgeous granite countertops, a large island, and updated appliances, including a new microwave and dishwasher (both installed in 2023). Down the hall, the layout features a spacious primary suite with a dedicated workstation, a flexible second bedroom, and a comfortable third bedroom—along with a newly added washer/dryer combo (2023) for ultimate convenience. Step outside into your private backyard to find a brand-new 500+ square foot concrete patio, providing the perfect blank canvas for alfresco dining, entertaining, and soaking up the Florida sunshine. This gem comes complete with hurricane impact windows and an impact garage door installed in 2015!! Whether you are looking for a profitable investment or your own private haven, this exceptional property is a must-see!

5005 Bee Ridge Road, Sarasota
$549,900
2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code
Experience the ultimate Siesta Key lifestyle in this turnkey-furnished condominium at Midnight Cove II, ideally situated on beautiful Crescent Beach. Enjoy stunning water and pool views from your private balcony while taking advantage of the community's highly sought after weekly rental program, making this an exceptional investment opportunity, vacation retreat, or personal getaway. The open floor plan creates a bright and inviting living space perfect for relaxing or entertaining. Residents and guests enjoy deeded access to the powdery crystal sands of world famous Siesta Beach, along with resort style amenities including a heated pool, tennis courts, pickleball, fitness center, barbecue area, boat docks, on-site management, and beautifully maintained grounds. Leave the car behind and hop on the trolley to Siesta Key Village or enjoy a short walk to South Village's restaurants, shops, and entertainment. Conveniently located near Sarasota and St. Armands Circle, this property offers the perfect blend of island living and mainland convenience. Whether you're looking for a beachfront escape or a proven income producing property, this is your opportunity to own a piece of paradise on Crescent Beach.

1500 Cove Ii Place Unit 531, Sarasota
$5,500,000
6 Beds ⋅ 6 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
Set on a premier waterfront lot in the Sarasota/Bradenton area, this single-family estate offers panoramic water views of Sarasota Bay, a separate guest house, and the kind of indoor-outdoor living buyers expect at the luxury level. The main residence (3806 sq ft) is designed for entertaining and everyday comfort, with expansive living spaces, a well-appointed kitchen, and seamless access to the pool and outdoor areas, while the guest house (2409 sq ft) provides ideal accommodations for visitors, extended family, or a private office retreat. Comfortable luxury living on a combined 1+ acre lot (there are 2 parcels included in this offering) with a spectacular panoramic water view. Beautifully kept grounds accented by Royal palms create the feel of a family compound that elegantly states, "You've made it!" The three-story main house has a twin grand winding staircase and an elevator to the second-floor main level. Tall double-trey ceilings w/ uplighting and massive impact glass windows and doors provide an absolutely breathtaking view of the swimming pool and the Sarasota Bay. Built on 38 concrete and steel reinforced pilings, the main house was constructed in 2001, and the windows and doors were upgraded to hurricane standards. In fact, the owner has a flood policy on the main house for just $1,200 per year. There is an oversized 3 car garage with an expanded work area and 220V power if you have an electric car. Plus, a massive unfinished storage and fun area with non-conforming pool bath below the main living area elevated approximately 18' above. The completely separate guest house also with views of the bay includes an additional 3 bedrooms, great room, dining room, full kitchen, office and attached 2 car garage. The guest house was built in 1950 and remodeled to mimic the Coastal Mediterranean style of the main house. The pool ranges from 3' to 7' in depth and includes remote control lighting and a water feature. The pool and outdoor area create the perfect setting for parties or special events. The pool is surrounded by a huge concrete deck that extends as a patio under the cover of the massive main observation and entertainment deck above. There are rough ins for an outdoor kitchen on the ground floor patio. There is also an additional observation deck off the 3rd floor living room that, with a slight zoom on your camera, provides a nice view of John Ringling bridge. Longboat Key provides night lights beyond the bay, and your own private Osprey nest adds to the natural symphony of life on the water. Boaters, you are less than a mile away from Sara Bay Marina. Commuters, you are less than 3 miles away from SRQ. Beach goers, you are less than 10 miles from Lido Beach and St Armands Circle. Professionals, you are less than 7 miles from downtown Sarasota. Kayakers, walk to the Riprap and launch! Be sure to watch the individual videos showing each interior. They are not just slideshows. This is the first time this property has been offered for sale since the builder owned it. An acre of mainland bayfront land is rare in the Sarasota/Manatee waterfront community. Don't Daydream and miss out on your Dream home. The main home is being sold partially furnished with a few exclusions. The guest house is unfurnished. Capture the Zen of waterfront living for yourself and future generations now.

7524 Westmoreland Drive, Sarasota
$545,000
2 Beds ⋅ 2 Baths ⋅ South Gate SubDv. ⋅ 34239 Zip Code
Established furnished, turn-key vacation rental in the heart of Sarasota. This beautifully decorated 2 bedroom, 2 bathroom home has lots of natural ight and living space. Metal roof installed in 2011- resembling tile roof, fenced in backyard, stainless steel appliances, marble countertops, updated AC, water heater and garage door motor in large 2 car garage with built in storage cabinets. Minutes away from downtown and world renowned Siesta Key Beach. Optional HOA with access to Southgate pool.

2521 Webber Street, Sarasota
$624,900
2 Beds ⋅ 2 Baths ⋅ Sea Village SubDv. ⋅ 34242 Zip Code
Wake up to breathtaking uninterrupted Gulf views, watch as dolphins swim and boats pass, and enjoy legendary Siesta Key sunsets from this beautifully maintained 2-bed, 2-bath, perfectly positioned condo in Sea Village, a small community located exactly 1 mile north of Siesta Key Village and 1 mile from the #1 Beach in America Unobstructed GULF VIEWS are forever YOURS! Floor-to-ceiling glass sliders flood the open living area and primary bedroom with natural light, leading to your private screened lanai. The primary bedroom features ample closet space and an ensuite bath with separate vanity. With 1,200 ft² of living space, this second-floor residence comes with an in-unit washer/dryer, as well as a free community laundry room and storage. The second bedroom is perfect for guests and family, and the well-appointed kitchen has upgraded appliances and a pass-through to the living area. This unit has a new A/C (2025), brand new Washer/Dryer (2026), is MOVE IN READY and can come partially furnished if you wish (a full list of items is available). HOA covers just about everything! Bring your suitcase, your toothbrush and your bathing suit! Bike, walk, or use your golf cart to get around the island, and a free trolley stop is nearby. Monthly HOA covers Community Pool, Escrow Reserves, Insurance, Exterior Maintenance (to include the roof), Maintenance of the Grounds, as well as Water, Sewer and Trash. The complex is PET FRIENDLY and offers two heated Gulf Front pools and a brand-new fishing dock. All assessments have been paid. This exceptional unit has had just one owner and has been in the family since the complex was built. Renowned for its vibrant coastal lifestyle, Siesta Key Village is bustling with restaurants, cafes, shops, and miles of crystalline beaches. Downtown Sarasota’s Bayfront, with its world-class shopping, dining, & cultural events is 5 miles away. Nature lovers, sports enthusiasts, and patrons of the arts have the best of Sarasota at their fingertips with outdoor activities that include waterfront dining, boating, biking, golfing, hiking & fishing nearby. With easy access to state-of-the-art medical facilities, Sarasota International Airport, Downtown Sarasota, and the I-75, the location of this property offers the perfect blend of serenity & convenience and offers an extraordinary opportunity to LIVE YOUR BEST LIFE, whether it be used as a private retreat for your own personal enjoyment, or a seasonal or annual rental, with excellent income potential. This is the BEST PRICED GULF-FRONT CONDO on SIESTA KEY, with the LOWEST HOA.

4660 Ocean Boulevard Unit Q2, Sarasota
$137,900
1 Beds ⋅ 1 Baths ⋅ Vistas On Beneva SubDv. ⋅ 34232 Zip Code
AS PROMISED! Extra large 1 bedroom upper level condo has brand new carpet and newly painted walls and ceilings. Light and bright open floor plan has combined living and dining room with French doors opening onto an open deck overlooking the large pool area. Oversized bedroom offers room for a king bed, dresser, small desk and also has a walk-in closet. The kitchen has a window overlooking the pool area, and a pass through/breakfast bar plus plenty of cabinet space. The large bath actually offers 2 rooms - one has the tub/shower combo and the commode, while the other has the sink and linen closet. There is a stack unit washer and dryer in the hallway outside the bedroom. Well-run community with on-site manager (limited hours during certain times), community pool, beautiful clubhouse with state of the art fitness center (get rid of that gym membership fee), large community room and kitchen. This complex is centrally located near shopping and dining and with easy access to downtown, Siesta Key beach, and offering easy access to I-75. Monthly maintenance fee includes water, sewer, trash pickup and reserve funds. The absolutely perfect place for year-round living, or as a vacation getaway. Very pet friendly as well.

1841 Parakeet Way Unit 1101, Sarasota
$1,700,000
34233 Zip Code
7680 SF Industrial building Zoned I. Located North of Clark Rd on Sarah Ave. Two tenants presently, both on Month to Month leases. Owner would consider possible Owner Financing. Tenants may be willing to stay with a new lease. Building is on Well and Septic. Septic is in the rear of the building. Parking is on the North side of the building. Building is Air Conditioned. Many offices and nice conference room. One tenant is in 2000 SF and the other is in 5600 SF +/-. 3 over head doors. Another has been boxed in. Extra small OH door on South side of building.

5654 Sarah Avenue, Sarasota
$304,990
3 Beds ⋅ 3 Baths ⋅ Gardens At Bay Street SubDv. ⋅ 34238 Zip Code
Under Construction. Receive up to $5,000 towards options & up to $10,000 towards closing costs with the use of our preferred lender - Now through Wednesday, September 30th. Experience comfortable, low-maintenance townhome living at The Gardens at Bay Street. Offering open-concept floor plans, energy-efficient features and high-end finishes, this townhome community is perfect for many lifestyles. The Pearson floor plan offers spacious, modern living with 3 bedrooms, 2.5 bathrooms, and a 1-car garage with 2-car driveways. Step inside and discover an open-concept layout designed for today’s lifestyle, complemented by high-end finishes and energy-efficient features throughout. The kitchen comes equipped with a stainless-steel appliance package, including a range, microwave, refrigerator, dishwasher, and laundry machines. Quartz countertops in both the kitchen and bathrooms add an elegant finishing touch. All-concrete-block construction is utilized for both the first and second floor. Make The Gardens At Bay Street Your Home!

12704 Iris Blossom Road, Sarasota
$245,000
3 Beds ⋅ 3 Baths ⋅ Hidden Hollow Condominium SubDv. ⋅ 34243 Zip Code
BEAUTIFUL TOWNHOUSE TOTALLY REMODELED EXCELLENT LOCATION. VERY WELL MAINTAINED. COME AND SEE IT.

4394 Sandner Drive, Sarasota
$430,738
2 Beds ⋅ 2 Baths ⋅ Esplanade At Skye Ranch SubDv. ⋅ 34241 Zip Code
Under Construction. What's Special: No Rear Neighbors | Close to Amenities | Close to Trails. New Construction - November Completion! Welcome to the Ibis at 7536 Moonbeam Avenue in Esplanade at Skye Ranch! This thoughtfully designed home features an open-concept layout where the great room, dining area, and kitchen flow seamlessly together for comfortable everyday living and entertaining. The kitchen showcases quartz countertops, a large island, apron-front sink, and 42" cabinetry, all overlooking the covered lanai and screened patio. Tucked away for privacy, the primary suite offers a well-appointed bath and spacious retreat. A secondary bedroom and versatile study provide flexibility for guests, hobbies, or a home office. Luxury laminate flooring and whole-house impact windows add style and peace of mind throughout. Additional Highlights Include: tray ceiling package, pocket doors at study, 8' interior doors, pre-plumb for laundry sink, and garage floor seal with flakes and clear coat. Photos are for representative purposes only. MLS#A4696564. Live your dream vacation every day at Esplanade at Skye Ranch! This resort-style community offers access to the Hub, Rendezvous Park, Turner Park, and future amenities at The Venue. Enjoy a Bahama Bar and Grill, resort-style pool, fitness center, bocce courts, Bark Park, sports fields, and community parks. Designed for wellness, recreation, and connection.

7536 Moonbeam Avenue, Sarasota
$428,883
2 Beds ⋅ 2 Baths ⋅ Esplanade At Skye Ranch SubDv. ⋅ 34241 Zip Code
Under Construction. What's Special: No Rear Neighbors | Close to Amenities | Close to Trails | Popular Plan | Dedicated Study. New Construction - November Completion! Welcome to the Ibis at 7524 Moonbeam Avenue in Esplanade at Skye Ranch! This thoughtfully designed single-story home features an open-concept layout where the great room, dining area, and kitchen create an inviting space for everyday living and entertaining. The kitchen offers functional design with easy access to the covered lanai and screened patio, perfect for enjoying Florida's indoor-outdoor lifestyle. Tucked away for privacy, the primary suite features a spacious bath and walk-in closet, while a secondary bedroom and full bath provide comfortable accommodations for guests. A dedicated study is ideal for a home office or hobby room, while the laundry room and 2-car garage add everyday convenience. Additional Highlights Include: tray ceilings, pocket doors at study, 8' interior doors, whole-house impact windows, and pre-plumb for a future laundry sink. Photos are for representative purposes only. MLS#A4696561. Live your dream vacation every day at Esplanade at Skye Ranch! This resort-style community offers access to the Hub, Rendezvous Park, Turner Park, and future amenities at The Venue. Enjoy a Bahama Bar and Grill, resort-style pool, fitness center, bocce courts, Bark Park, sports fields, and community parks. Designed for wellness, recreation, and connection.

7524 Moonbeam Avenue, Sarasota
$431,038
2 Beds ⋅ 2 Baths ⋅ Esplanade At Skye Ranch SubDv. ⋅ 34241 Zip Code
Under Construction. What's Special: Close to Amenities | Dedicated Study | No Rear Neighbors | Garden View. New Construction – November Completion! Welcome to the Ibis at 7528 Moonbeam Avenue in Esplanade at Skye Ranch! This thoughtfully designed home offers an open-concept layout where the great room, dining area, and spacious kitchen come together to create an inviting space for everyday living and entertaining. The private primary suite features a large walk-in closet, dual-sink vanity, and oversized shower. A secondary bedroom, full bath, and private study with pocket doors provide flexibility for guests or a home office. Enjoy indoor-outdoor living on the extended screened lanai, while whole-house impact windows with blinds provide comfort and peace of mind. Additional Highlights Include: tray ceiling package, 8' interior doors, and laundry sink pre-plumb. Photos are for representative purposes only. MLS#A4696557. Live your dream vacation every day at Esplanade at Skye Ranch! This resort-style community offers access to the Hub, Rendezvous Park, Turner Park, and future amenities at The Venue. Enjoy a Bahama Bar and Grill, resort-style pool, fitness center, bocce courts, Bark Park, sports fields, and community parks. Designed for wellness, recreation, and connection.

7528 Moonbeam Avenue, Sarasota
$925,000
5 Beds ⋅ 4 Baths ⋅ Promenade Estates SubDv. ⋅ 34238 Zip Code
Owner will finance - OWC with down payment interest to be negotiated. Owner can finance the loan in 1st trust deed position. Lowest Priced MI home in Promenade Estates. Bring you plans and build the pool of your dreams! This is a 5 bedroom with a loft and office. Pool sized backyard have plans and estimate. Built in 2021, this MI home offers over 2,400 sq. ft. on the first floor, plus a fifth bedroom and loft upstairs (approx. 600sqft). Set on a pool-sized lot with peaceful lake and nature trail views, it’s just beyond the gates from the world-famous Legacy Trail, perfect for biking, walking, skating, and more. Conveniently close to shopping, major roads, the bay, beaches, water activities, and the remodeled Costco in Palmer Ranch, it’s also near Pine View—ranked the #1 public magnet school in Florida and top 25 in the nation—within Sarasota’s highly regarded school district. The only Columbia Model in Promenade Estates with a full loft and extra bed/bath upstairs, it features 8-ft doorways, four bedrooms plus an office downstairs, a split bedroom layout, and a primary suite at the rear. Bedrooms two and three share a Jack-and-Jill bath, while the fourth sits near the garage. Stylish modern quartz countertops, farmhouse tile floors, and carpeted bedrooms add comfort. With five full bedrooms and potential for seven through small conversions, this energy-efficient home keeps utility bills low. Promenade Estates offers gated access, a pool, gym, volleyball, and basketball courts, along with family-friendly events. Pre-plumbed and wired for a pool, it also boasts a large driveway, split three-car garage, hurricane shutters, a lanai with sunset views, and easy access to wildlife, shopping, the bay, and major routes. Just two miles to Pine View and Legacy Trail, with bus routes to Sarasota’s top schools. Seller may include furnishings. Owner is a licensed real estate broker; proof of funds or pre-approval required for appointments. Buyer to verify all MLS data - square footage, schools, HOA rules etc. Easy to show. Please call or text to show.

12571 Night View Drive, Sarasota
$750,000
2 Beds ⋅ 2 Baths ⋅ Essex House SubDv. ⋅ 34236 Zip Code
Experience breathtaking panoramic views of Sarasota Bay, the Ringling Bridge, Big Pass, the Gulf of Mexico, downtown Sarasota, and spectacular sunsets from this seventh-floor residence. From passing boats to sparkling city lights, the ever-changing scenery provides a stunning backdrop from nearly every room. This 2-bedroom, 2-bath condominium features an open floor plan, a screened balcony, impact windows, in-unit laundry, secure garage parking, and a private storage area. The versatile second bedroom easily adapts to your needs as a guest room, home office, media room, or creative space. The sweeping views are the true centerpiece of this residence, offering a rare opportunity to create a home that is distinctly your own. Residents enjoy a wealth of amenities including a heated saltwater pool, expansive sun deck, grilling area, gazebo, club room, fitness center, workshop, secure building access, and on-site manager. Ideally located in downtown Sarasota, you'll be just moments from restaurants, theaters, art galleries, Selby Gardens, Burns Court, the farmers market, waterfront parks, and vibrant cultural events. A remarkable residence offering captivating views, outstanding amenities, and an exceptional walkable lifestyle.

707 S Gulfstream Avenue Unit 705, Sarasota
$1,131,567
3 Beds ⋅ 4 Baths ⋅ Esplanade At Skye Ranch SubDv. ⋅ 34241 Zip Code
Under Construction. What's Special: Pool Included | Corner Lot | Close to Wetland | Close to Amenities | Fireplace. New Construction - November Completion! Welcome to the Cascata at 7427 Moonbeam Avenue in Esplanade at Skye Ranch! This thoughtfully designed single-story home providesan open layout with a spacious great room, dining area, and gourmet kitchen featuring a large island and generous pantry. A private study provides flexibility for a home office or hobby room, while the split-bedroom design creates privacy for everyone. The primary suite serves as a relaxing retreat with a luxurious bath and walk-in closet, while two secondary bedroom suites provide comfortable accommodations for guests or family. The extended lanai creates the perfect space for indoor-outdoor living and overlooks the included pool and spa. Additional Highlights Include: 10' ceilings, tray ceilings, outdoor kitchen rough-in, 8' interior doors, impact windows, pool and spa, powder room, dedicated laundry room, and 3-car garage. MLS#A4696546. Live your dream vacation every day at Esplanade at Skye Ranch! This resort-style community offers access to the Hub, Rendezvous Park, Turner Park, and future amenities at The Venue. Enjoy a Bahama Bar and Grill, resort-style pool, fitness center, bocce courts, Bark Park, sports fields, and community parks. Designed for wellness, recreation, and connection.

7427 Moonbeam Avenue, Sarasota
$425,000
2 Beds ⋅ 2 Baths ⋅ Stoneybrook Fairway Verandas SubDv. ⋅ 34238 Zip Code
Don't miss this great chance at an updated Abbey Condo with its top shelf views of the 4th fairway to the green and lake! The sunny and bright glassed-in lanai for your daily sunsets boasting this corner unit, 2 bedrooms and Den with updated kitchen and baths and 6 impact windows!  Entering the home through the front lanai area you will find the updated kitchen with stainless steel appliances, a brand-new refrigerator in June '26, stylish quartz counters, engineered wood floors, backslash, large drawers for easy access and a bay window in the dinette area.  Large Primary suite with its own views of the course and lake and a slider to the lanai area, twin walk-in closets, updated tile throughout the Bath with modern glass walk-in shower and separate soaking tub, twin sinks.  Lovely Den with twin doors and the corner building impact window, additional doorway to guest quarters.  The guest quarters feature a modern shower bath along with its own walk-in closet. The open floor plan with its living/dining room combination has soaring ceilings and functional dry bar for entertaining.  Laundry room offers side by side units and ample storage.  One-car garage with its pull-down stairs for additional storage. Partially furnished unit. Community pool nearby with a screened in area for entertaining and relaxing.  Stoneybrook of Sarasota, A premier member-owned country club is only a short distance from Siesta Key and offers easy access to shopping and borders the Legacy Trail. Ownership in Stoneybrook Golf and Country Club includes a completely updated 18 hole golf course in 2024, clubhouse and restaurant, Har-Tru tennis facility, well-equipped fitness center and additional club pool and spa.  Nestled between Downtown Sarasota and Downtown Venice.

9641 Castle Point Drive Unit 1226, Sarasota
$427,433
2 Beds ⋅ 2 Baths ⋅ Esplanade At Skye Ranch SubDv. ⋅ 34241 Zip Code
Under Construction. What's Special: No Rear Neighbors | Close to Amenities | Popular Plan. New Construction - November Completion! Welcome to the Ibis at 7532 Moonbeam Avenue in Esplanade at Skye Ranch! This thoughtfully designed home offers an open-concept layout where the kitchen, dining area, and great room flow seamlessly together, creating an inviting space for everyday living and entertaining. The kitchen features a spacious U-shaped design with ample storage and convenient access to the lanai and screened patio for effortless indoor-outdoor living. The private primary suite includes a spacious walk-in closet and spa-inspired bath with dual vanities and a walk-in shower. A secondary bedroom, full bath, and private study provide flexibility for guests, hobbies, or a home office. Additional Highlights Include: extended lanai, tray ceilings, French doors at study, 8' interior doors, impact windows, and all appliances included. Photos are for representative purposes only. MLS#A4696536. Live your dream vacation every day at Esplanade at Skye Ranch! This resort-style community offers access to the Hub, Rendezvous Park, Turner Park, and future amenities at The Venue. Enjoy a Bahama Bar and Grill, resort-style pool, fitness center, bocce courts, Bark Park, sports fields, and community parks. Designed for wellness, recreation, and connection.

7532 Moonbeam Avenue, Sarasota
$499,000
3 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
One of a kind! Welcome to this beautifully updated villa on the 14th fairway of the Meadows Golf Course. Enjoy stunning golf course views from the builder’s choice lot in Chanteclaire. Fully updated in 2023, the interior features luxury vinyl flooring, crown molding and abundant natural light. The open kitchen boasts stainless-steel appliances, Malibu quartz countertops, a new tile backsplash and Oxford Maple soft-close cabinetry with direct access to the grilling patio. Perfect for entertaining, the living room includes new custom cabinetry, a matching quartz countertop and a built-in wine fridge. The spacious primary suite serves as a true retreat, complete with a custom walk-in closet and a sliding door that opens to peaceful nature views. The present owners have added extensive premium updates for ultimate comfort and peace of mind. The home features full-height, custom PGT hurricane-rated windows and doors throughout, powered aluminum hurricane shutters and plantation shutters in the dining room and bedrooms. Mechanical and structural upgrades include a high-efficiency Trane variable-speed HVAC unit and a new shingle roof installed in 2025 with 71 additional joist clips for enhanced wind protection. This property sits at a 33-foot elevation in Flood Zone X, making it the perfect choice for a secure, lock-and-leave Florida lifestyle. Outside, a quiet cul-de-sac location, paver driveway and charming courtyard welcome you home. Mature shade trees, colorful sunsets and a daily parade of local birds frame the golf course views. The villa is also just a short distance from two heated community pools. The comprehensive HOA fee covers exterior insurance, maintenance-free yard care, irrigation, pest control, exterior cleaning and painting, roof maintenance, dryer vent cleaning, neighborhood pools and basic cable. Set within the 1,600 park-like acres of The Meadows, this resort-style community offers an active social calendar, 14 miles of scenic trails, championship golf courses, a junior Olympic pool, pickleball, Har-Tru tennis and a fitness center. You are just 15 minutes from downtown Sarasota, Bradenton, Lakewood Ranch and Sarasota International Airport and mere minutes from Whole Foods, Trader Joe’s, Nathan Benderson Park, the Legacy Trail and premier dining at University Town Center. Experience worry-free Florida living at its finest!

5475 Chanteclaire Unit 58, Sarasota
$174,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
OAKWOOD MANOR — WHERE FUN AND FRIENDSHIPS BEGIN! VALUE, LOCATION AND PRICED TO PERSONALIZE AND MAKE IT YOUR OWN!! Welcome to Oakwood Manor, Sarasota's only resident-owned 55+ community within the city limits—where affordability, convenience, and an active social lifestyle come together. This spacious 2-bedroom, 2-bath home offers 1,344 square feet of living space and is situated on a desirable lot within the community. A large covered and screened Florida room welcomes you home and provides the perfect space for morning coffee, entertaining friends, or simply enjoying Florida's beautiful weather year-round. The attached oversized shed houses the washer and dryer and offers plenty of additional storage or room for hobbies and projects. This home is priced to give you options: • Move in and enjoy as-is • Update and personalize to your own style • Create the Florida retreat you've always wanted Major Updates Already Completed: • A/C replaced in 2021 • Electrical panel replaced in 2026 Oakwood Manor spans 90 beautifully maintained acres and is known for its low maintenance fees, strong sense of community, and welcoming atmosphere. You'll be hard-pressed to find a better value anywhere within the City of Sarasota. Community Amenities Include: • Clubhouse with fitness center, dance floor, and library • Heated swimming pool and hot tub • Mini golf, bocce ball, shuffleboard, and cornhole • Ping-pong and pool table • Shaded gathering areas and picnic park with grill • Full calendar of social activities, events, and clubs Love pickleball? Public courts are just a short bike ride away via the Legacy Trail, located adjacent to the community. Conveniently located just minutes from downtown Sarasota, world-famous Gulf beaches, shopping, dining, cultural attractions, and major medical facilities, you'll have everything you need right at your fingertips. Community Restrictions: No pets, motorcycles, or trucks permitted

3329 Oakwood Boulevard S, Sarasota
$789,000
3 Beds ⋅ 3 Baths ⋅ Deer Creek SubDv. ⋅ 34238 Zip Code
One or more photo(s) has been virtually staged. Welcome to 4391 Maplewood Lane in Deer Creek. Located in the heart of Palmer Ranch in the sought-after subdivision of Deer Creek, this superior-quality Arthur Rutenberg home sits at the entrance to a quiet cul-de-sac. It offers the peace, privacy, and exceptional construction you’ve been looking for. The current owners have invested over $100,000 in thoughtful upgrades and improvements. Standout recent features and upgrades by current Owners include: New Hot Water Heater (2026) New Freshly Painted Home - Inside and Outside (2025) Storm Doors (2025) Storm Windows (2023) A/C System installed (2022) Luxury Vinyl Floors (2022) Pool Heater (2021) Water Filtration System (2020) Washer and Dryer (2022) Oven and Dishwasher (2020). The home also features a beautiful primary bathroom with a luxurious walk-in shower boasting six spray heads, custom cabinetry, and a Vitabath spa experience. It is fully plumbed for a second vanity, offering flexibility for future customization. The modern gourmet kitchen shines with solid wood cabinetry and premium appliances, including all appliances. Spacious main living areas and bedrooms offer cathedral and vaulted ceilings, a wood-burning fireplace, and clerestory windows that create a bright, open feel. Outside, enjoy a private backyard oasis with a large covered lanai, paver pool deck, and pool featuring a Pebble Tec surface, fountain, custom LED lighting, and a newer pool heater. Although never used by the current home owners, options for propane and solar are also available to the new home owners if they so choose. The home also features an independent reclaimed water sprinkler system. This beautifully maintained 3-bedroom + office/4th bedroom, 2.5-bath home (approx. 2,513 sq ft) perfectly blends timeless Arthur Rutenberg quality with modern high-value updates in one of Palmer Ranch’s most desirable neighbourhoods. Truly a turn key home. Ready for its next chapter — schedule your private showing today!

4391 Maplewood Lane, Sarasota
$300,000
3 Beds ⋅ 2 Baths ⋅ Rio Vista SubDv. ⋅ 34239 Zip Code
Virtually Staged. Located in a highly desirable Sarasota area, this residence offers a comfortable layout with inviting living spaces and a functional floor plan designed for everyday living. The interior provides a natural flow that works well for both relaxation and entertaining. This home presents a great opportunity for a buyer looking to personalize and make improvements. Outdoor space adds flexibility for gardening, outdoor activities, or future enhancements. Conveniently situated near shopping, dining, beaches, and downtown Sarasota, this property offers access to some of the area’s most sought-after amenities.

2817 Hawthorne Street, Sarasota
$800,000
4 Beds ⋅ 3 Baths ⋅ Avon Heights SubDv. ⋅ 34239 Zip Code
Beautifully remodeled property with amazing pool. Currently operates successfully as an AirBNB and can be a great rental or owner occupied home. Comes with a 1 bed 1 bathroom in-law suite, and 3 bed 2 bath main living area. Kitchen has new cabinets and quartz counter tops.

2547 Bahia Vista Street, Sarasota
$690,000
2 Beds ⋅ 2 Baths ⋅ Alinari SubDv. ⋅ 34236 Zip Code
All the luxury of new construction in this fully remodeled and fully furnished residence in Alinari featuring high-end finishes without the new-build price. It’s the best value in downtown Sarasota. Located in the Rosemary District, you’re moments from downtown’s premier dining, shopping and cultural attractions. Cross the street to the Quay and The Bay waterfront park or take a quick drive over the Ringling Bridge to St. Armands Circle and the powder-soft sands of Lido Beach. Urban energy and coastal tranquility, all within reach. The split two-bedroom, two-bath residence offers 1,323 square feet of open living space appointed with today’s most sought-after finishes, including luxury vinyl plank flooring in white oak, solid-wood cabinetry, quartz countertops, LED lighting with dimmers, premium fixtures and hardware, Lutron automated window shades and stone accent walls in the foyer and dining room. The great room opens to a private balcony overlooking Alinari’s expansive green space. The kitchen features soft-close solid-wood shaker cabinets with designer brass hardware, Cambria quartz countertops, an Elysium glass backsplash and under-cabinet lighting. The primary suite offers a generous walk-in closet, a dedicated coffee bar and an en-suite bath with a dual-sink vanity, honed marble tile and a frameless glass walk-in shower. Alinari is a well-run association with an active social community. Resort-style amenities include concierge service, a heated pool and spa with a sun deck, a private park, a fitness center, a sauna, a theater room, a social room, a billiards room, a business center, indoor bicycle storage and guest suites for visiting family and friends. Wine enthusiasts will appreciate the climate-controlled wine room with personal storage lockers. See it, love it and nothing to do but move right in.

800 N Tamiami Trail Unit 312, Sarasota
$244,900
2 Beds ⋅ 2 Baths ⋅ Swifton Villas SubDv. ⋅ 34231 Zip Code
Fabulous Value! This UPDATED, END-UNIT, ground floor, single-story 2 BEDROOM / 2 BATHROOM condo is perfectly situated in a desirable 55+ community. Being sold TURN-KEY FURNISHED, you can move right in and start enjoying the Florida lifestyle! Major upgrades include a wonderful kitchen complete with soft-close cabinets with pull-out shelves. You will love the bonus Florida Room! It is the perfect space for relaxing, reading or entertaining. Brand NEW full-size WASHER & DRYER. A carport adds convenience right outside your front door. Enjoy LOW CONDO FEES (only $407/mo) that INCLUDE WATER, SEWER, TRASH, BASIC CABLE, EXTERIOR MAINTENANCE AND ROOF, making carefree living a reality. Community amenities include a beautiful, heated pool and a welcoming clubhouse with an active social calendar. Located just 3 miles from Siesta Key, and easy access to shopping, dining, and more. Whether you're looking for a full-time residence or a winter retreat in the sunshine, this condo checks all the boxes. Book your showing today!

2809 Swifton Drive Unit 4, Sarasota
$1,775,000
4 Beds ⋅ 3 Baths ⋅ Mcclellan Park SubDv. ⋅ 34239 Zip Code
This Spanish Mediterranean style home built in 1925 is nestled in the coveted "West of Trail" subdivision of DeSota Park in the South Poinsettia park Neighborhood just two blocks from the fine dining and boutique shopping offered in Southside Village. This home is ideally located outside of any flood zones and weathered the 2024 hurricane season without any damage. This listed historic home with detached casita is rich with character. The beautifully designed residence offers 2,330 square feet of living space. The home boasts a total of 12 rooms featuring a spacious entry, open plan living area including a formal dining room, living space and chef's kitchen and a versatile family room located directly off the pool area. The 3 bedroom main house has 2 bedrooms with their own en-suite bathrooms plus an additional 3rd bedroom/office/flex space, updated hurricane rated windows and whole home tankless hot water heater. The casita offers the 4th bedroom with en suite bath and kitchenette. Upon entering the tiled courtyard you are invited to step inside and discover an abundance of architectural details like the hurricane rated pecky cypress entry door, arched doorways, pecky cypress beams and fireplace mantel, custom built-ins and original architectural details that all add up to the unique touches of sophistication. The northern exposure fills the home with natural light, highlighting the garden views through casement dual pane hurricane rated windows adorned with tasteful and functional window treatments. Inside the spacious foyer your attention is drawn to the custom window treatments and new flooring and opens to an expansive open plan living room featuring a working fireplace with a pecky cypress mantel that adds warmth and ambiance and pecky cypress beams. The living space is flanked by a light filled dining room that opens to a second private courtyard and the recently renovated gourmet chef's kitchen that includes custom cabinetry, Taj Mahal quartzite countertops, zellige tile backsplash and top of the line appliances - SubZero refrigerator, Thermador warming drawer and Italian Fulgor Milano gas range. Down the hall the main floor primary suite includes a large ensuite bathroom with a separate shower, four closets for ample storage and a convenient laundry space. The second bedroom suite is tucked away with dual closets, dressing area, its own courtyard and private access to the pool. At the back of the home the 3rd bedroom/office/flexroom is located off a large and comfortable family room with pecky cypress beams and tile flooring that opens up through a wall of hurricane rated stack glass back doors to the pool area. The pool area is a tropical paradise featuring a heated pool and hot tub with a new remote controlled electronic system. The pool cage encompasses plenty of space for lounging and dining and includes the entry to the casita and full bath with mini split unit, tile flooring and wooden beams, includes built-in murphy bed and a dedicated generator. Outside the casita is a large paver courtyard with a custom outdoor cooking area that includes a plumbed 36" natural gas grill with rotisserie and pizza oven accessories and an outdoor refrigerator. This "West of Trail" home is ideally located in the Southside Elementary School district, convenient to Sarasota Memorial Hospital and located just steps away from Morton's Gourmet Grocery and some of Sarasota's best restaurants, shopping and art galleries.

1864 Clematis St Street, Sarasota
$344,900
3 Beds ⋅ 2 Baths ⋅ Sarasota Springs SubDv. ⋅ 34232 Zip Code
This charming 3-bedroom, 2-bathroom single-story home offers a highly functional, stairs-free layout that ensures broad, long-term market appeal. The heart of the home features an efficient kitchen beautifully equipped with a sleek suite of stainless steel appliances, perfectly paired with durable, low-maintenance laminate countertops. Moving through the residence, the private quarters serve as a warm and quiet retreat, with plush carpeting in all the bedrooms to provide maximum comfort and sound dampening underfoot. Complete with an attached 1-car garage that provides secure parking and excellent extra storage space, this classic ranch-style home is designed for easy, comfortable living.

2111 Fairfield Avenue, Sarasota
$859,000
3 Beds ⋅ 4 Baths ⋅ Tatum Ridge SubDv. ⋅ 34240 Zip Code
Welcome to this stunning, impeccably maintained two-story single-family home that has the potential to create a 4th bedroom (12’ x 13’9”) with a full bathroom in lieu of the large flex room upstairs. It offers luxury living in a serene, resort-style setting. Nestled on a private, oversized homesite with breathtaking views of the Tatum Ridge Golf Course and framed by majestic oak trees, this residence exudes tranquility and elegance at every turn. From the moment you arrive, you’re greeted by a grand entryway with soaring ceilings that set the tone for the spacious and open layout. The formal living and dining areas seamlessly flow into a large family room and gourmet kitchen, making this home ideal for entertaining guests or enjoying quiet family moments. The first-floor primary suite is a true retreat, boasting two generous walk-in closets and a luxurious en-suite bath. Upstairs, you’ll find two additional bedrooms, including a guest suite with a private bath and a third bedroom with a Jack-and-Jill bath connecting to a versatile large flex room with a wet bar and loft area—perfect for an additional 4th bedroom, game room or home theater. Key features and upgrades include: 3-car garage, Newer roof (2020), Newer Carrier 16 SEER A/C 2 units (2019), Whole-home water softener and filtration system (2021), Upgraded stainless steel appliances including double ovens, refrigerator, microwave, and dishwasher (2021), Saltwater sports pool and spa (14’ x 28’) with volleyball net, basketball hoop, and newer heater (2021), Screened pool enclosure with titanium screws (2018), Luxon exterior paint by Sherwin-Williams (2022), High-end Benjamin Moore interior paint (2022), Reinforced upstairs flooring with sound insulation, Bose surround sound system in family room, Reverse osmosis water system for kitchen sink and refrigerator. Step outside to your private backyard paradise, complete with a paver walkway leading to a charming pergola, ideal for sipping morning coffee or enjoying an evening glass of wine. The wrought-iron and wood railing staircase, crown molding, and custom touches throughout make this home a rare find. Located in a gated community known for its oversized lots, natural preserves, and scenic lakes, this home combines luxurious living with the peace and privacy of nature. Don’t miss the opportunity to experience this exceptional property for yourself.

7915 Kavanagh Court, Sarasota
$274,900
2 Beds ⋅ 2 Baths ⋅ Pinestone At Palmer Ranch SubDv. ⋅ 34238 Zip Code
Experience Resort-style living within 15 minutes to Siesta Key with this stylish FIRST FLOOR unit with tranquil LAKE VIEW. The unit has an open, bright, and cheerful layout-perfect for entertaining guests. This is the ideal property for both full and part-time residents who want a maintenance-free lifestyle close to the beach and downtown Sarasota. Property is being sold TURN KEY FURNISHED-just pack a suitcase! This community offers tons of amenities, including an Olympic-sized pool, shuffleboard, a grilling area, and lighted tennis/pickleball courts. The clubhouse features a gym, 32-seat movie theater, library, and pool tables.

8360 Wingate Drive Unit 811, Sarasota