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780 Sarabay Road Unit 16, Osprey
$424,900
2 Beds ⋅ 2 Baths ⋅ Heron Bay Club SubDv. ⋅ 34229 Zip Code
Waterfront Villa w/BOAT SLIPS - Large Private Courtyard & 2- Car Garage - Maintenance Free Living. Single story home-like living. Fish off the Pier or sit on the dock & enjoy the sunsets! NEW DOCK & PIER Welcome to Heron Bay Club, an exclusive enclave of just 25 uniquely designed villas situated on 11 acres along the Little Sarasota Bay across from Casey Key. Enjoy carefree coastal living with maintenance-free grounds and an all-inclusive HOA that covers insurance, roof, exterior maintenance, landscaping, roads, pool and tennis facilities, docks/boat slips, cable TV, high-speed internet, water, trash and sewer. This spacious 2-bedroom, 2-bath villa features a versatile bonus room—perfect for a home office, den, or even a guest bedroom. Inside, you'll find a thoughtfully updated interior with a renovated kitchen featuring raised panel maple cabinetry and new countertop, The vaulted-ceiling living room offers tranquil lake views overlooking the bay, with many evenings capped by stunning sunsets over the Bay. STORAGE! in addition to the garage there is an interior attic! Outside, a 587 sqft courtyard with a hot tub invites outdoor relaxation and entertaining and expands the indoor-outdoor living space to 2,161 sqft Community amenities include a heated bayside swimming pool, tennis court, a fishing pier, kayak launch, and dockage for 10 boats—complete with electric and water—available to residents at NO COST. This is a very private location. Located directly on Little Sarasota Bay with no fixed bridges near MIDNIGHT PASS, residents enjoy the highly sought-after Osprey location close to Siesta Key and Sarasota’s rich cultural attractions. Nokomis beach is only a few miles away. Enjoy waterfront dinning at Casey Key Fish House, The Point and Deep Lagoon Oyster House. Highly-rated medical facilities, major airports, and shopping destinations are within close driving distance. You have arrived at your final destination. FLOOD ZONE X500/X

780 Sarabay Road Unit 16, Osprey

5273 Villa Majorca Court Unit 25, Sarasota
$289,000
2 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
BRAND NEW ROOF, Completely freshly painted throughout even the garage floor, brand new carpet in the primary bedroom never lived on, this is a MUST SEE! Location Location Location want to be in the MEADOWS with a garage? Updated Kitchen with new appliances and flooring already done. Beautiful peaceful setting to enjoy year round or seasonally. Two bedroom and two bathroom with space for a potential 3rd bedroom or office. Great floorplan and flow with natural light. A short drive or bike ride to the Meadows Village Center and 15 miles of scenic walking/biking trails. Meadows residents also enjoy a new fitness/activities center with state-of-the-art equipment, an activities director, three golf courses (discounted rates to residents), roaming security throughout the community, a Junior Olympic pool, dining options, pickleball, and 17 Har-Tru tennis courts. (Membership plans for some of the amenities are required but totally optional.) There are many clubs, lectures, and social events scheduled through the Meadows Country Club. All residents receive The Meadoword, a monthly community publication which features general information as well as news and schedules of upcoming events. Conveniently located near the UTC corridor and its fabulous dining and retail options, the Meadows has easy access to the Sarasota airport, I-75, the area’s world-class beaches, and beautiful downtown Sarasota with its outstanding theatre, opera, ballet, museums, restaurants, and the award-winning Marie Selby Botanical Gardens! This villa is in a gorgeous, much-desired community. Make an appointment to tour it today! AC 2014. ROOF 2026

5273 Villa Majorca Court Unit 25, Sarasota

2301 Gulf Of Mexico Drive Unit 44N, Longboat Key
$625,000
2 Beds ⋅ 2 Baths ⋅ Islander Club Of Longboat SubDv. ⋅ 34228 Zip Code
Simply magnificent! This beautifully renovated residence offers the perfect blend of sophisticated design, comfort, and effortless coastal living. Thoughtfully updated with designer finishes throughout, this move-in-ready home features an open, light-filled floor plan highlighted by floor-to-ceiling windows and a spectacular 38-foot covered terrace overlooking lush tropical gardens. Accessible from the living room and both bedrooms, the expansive terrace is the perfect place to enjoy your morning coffee, entertain guests, or relax with refreshing Gulf breezes. The updated kitchen flows seamlessly into the dining and living areas, creating an inviting space for everyday living and entertaining. Beautiful wood flooring, custom architectural details, stainless steel appliances, and abundant natural light add warmth and elegance throughout the home. The spacious primary suite serves as a private retreat with terrace access and a beautifully renovated ensuite bath featuring light wood cabinetry and granite countertops. The generous guest bedroom also opens to the terrace and includes a built-in Murphy bed, offering exceptional flexibility for visiting family and friends or a home office. Life at The Islander Club is truly resort-inspired. Residents enjoy over 400 feet of private Gulf-front beach, a heated beachfront swimming pool, a newly renovated state-of-the-art fitness center, two new sauna rooms, a Har-Tru® tennis court, two pickleball courts, a beautifully updated social room, library, secure key-fob entry, on-site management, and exceptional lock-and-leave convenience. Adding even greater value, The Islander Club has recently completed an extensive program of capital improvements, including exterior restoration and stucco repairs, balcony waterproofing, new roofs on both residential towers, clubhouse, and carports, modernized pool facilities with new tile, resurfacing, and equipment, refreshed landscaping and lighting, hurricane-rated windows and doors, and a completely renovated fitness center. These significant investments provide both peace of mind and long-term value for future owners. Whether you are searching for a full-time waterfront residence, a seasonal escape, or an exceptional investment opportunity, this beautifully updated condominium offers the very best of Longboat Key's coveted beachfront lifestyle.

2301 Gulf Of Mexico Drive Unit 44N, Longboat Key

2301 Gulf Of Mexico Drive Unit 45N, Longboat Key
$599,000
2 Beds ⋅ 2 Baths ⋅ Islander Club Of Longboat SubDv. ⋅ 34228 Zip Code
Experience the Longboat Key lifestyle at the highly desirable Islander Club, where Gulf-front living, resort-style amenities, and an exceptional location come together. This beautifully maintained two-bedroom, two-bath residence offers a bright, open floor plan and an expansive wraparound terrace with more than 60 feet of private outdoor living space overlooking the manicured grounds, entrance, and tennis courts providing an inviting setting for morning coffee, evening cocktails, or entertaining guests. Inside, floor-to-ceiling sliding glass doors fill the living and dining areas with natural light and create a seamless connection to the terrace. The renovated kitchen is thoughtfully appointed with KitchenAid appliances and provides a fresh, updated space for everyday living and entertaining. The spacious primary suite features direct terrace access and an en-suite bath, while the guest bedroom is ideal for visiting family and friends or a comfortable home office. Additional updates and features include hurricane-impact windows and doors, Bosch HVAC (2016), water heater (2020), an in-unit humidistat, and assigned parking. End-window replacements have also been ordered. The Islander Club has undergone extensive community improvements, including new elevators, roof, Porte cochère, fitness center, clubhouse, locker rooms with saunas, recreation room, and refreshed landscaping. Residents enjoy more than 400 feet of private Gulf beach frontage, a heated beachfront pool, fitness center, Har-Tru tennis court, two pickleball courts, two fishing piers, on-site management, and 24/7 maintenance staff. Ideally located just minutes from St. Armands Circle and Downtown Sarasota, this residence offers the opportunity to enjoy the relaxed elegance of Longboat Key beachfront living—whether as a full-time residence or your own island retreat.

2301 Gulf Of Mexico Drive Unit 45N, Longboat Key

471 Island Circle, Sarasota
$2,100,000
3 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Offered for the first time, 471 Island Circle is a private contemporary coastal retreat designed for modern luxury, effortless living and the ease of a low-maintenance Siesta Key lifestyle. Ideally positioned in the community of Palm Island, close to Siesta Beach and the charm of Siesta Village, this three-level residence offers a rare blend of privacy, quality construction and everyday comfort in one of the island’s most desirable settings. From the gated entry and walled-courtyard approach to the private pool area, the home feels wonderfully tucked away while remaining moments from the beach, boutiques, dining and the relaxed energy that makes Siesta Key so loved. Built by MGB (My Green Building) with a focus on strength, efficiency and peace of mind, the residence features solid concrete block construction, reinforced with rebar and poured concrete tied to the roof structure, impact-rated materials and a low-maintenance exterior. It is an ideal lock-and-leave island home for those who want to enjoy the beauty of coastal living without the demands of a more traditional high-maintenance property. Inside, a striking floating steel staircase with stainless steel cable detailing creates a memorable first impression, while the elevator provides easy access to all levels. The upper main living level is filled with natural light, with open dining and family spaces designed for comfortable everyday living and easy entertaining. The sleek Cucina Ricci kitchen features abundant contemporary cabinetry, quartz countertops and premium Thermador appliances, including dual ovens, an icemaker, a five-burner induction cooktop, a concealed refrigerator and wine refrigeration. A cleverly designed hidden television rotates to be viewed from both the kitchen and living areas. Just beyond, a large west-facing balcony extends the living space outdoors and offers a beautiful setting for open-air dining, sunset cocktails and evening breezes. A stylish half bath completes the main living level. The second floor offers three en suite bedrooms, each thoughtfully designed with privacy and comfort in mind. Contemporary baths feature striking tile selections, floating vanities and clean modern finishes. An additional balcony overlooks the private courtyard pool below, creating a quiet connection between the interiors and outdoor living spaces. A convenient laundry room is located nearby. Outdoors, the walled pool courtyard is designed for privacy, sunning, swimming and relaxed coastal enjoyment, offering the feel of a private resort with minimal upkeep. Additional features include two-zone air conditioning for enhanced efficiency, generous storage and a two-car tandem garage. From morning at the beach to evenings near the Village or sunset views from your own balcony, every day here feels like a vacation. When you are ready to explore beyond the island, vibrant downtown Sarasota is just a short drive away, offering world-class dining, arts and culture and entertainment.

471 Island Circle, Sarasota

3446 Beekman Place Unit 50, Sarasota
$275,000
2 Beds ⋅ 2 Baths ⋅ Forty-Three West SubDv. ⋅ 34235 Zip Code
Virtually Staged. RARELY AVAILABLE & MOVE-IN READY! Beautifully updated condo in the peaceful community of Forty-Three West. Recent updates include a new roof (2023), new HVAC (2026), luxury vinyl plank flooring in the living room and bedrooms, new tile flooring in the kitchen and baths, updated kitchen and appliances, updated baths, and a freshly painted interior. A front gate leads to a private, spacious paver-brick courtyard patio area at the front entryway. Inside, you'll find vaulted ceilings, abundant natural light, fresh neutral paint, and an open floor plan designed for comfortable living and entertaining. The kitchen features granite countertops and ample cabinetry thoughtfully redesigned to maximize storage. Kitchen sliders lead to the courtyard patio area. Rear living room sliders lead to an enclosed Florida room overlooking the large rear deck (recently rebuilt), with a long view of the pond behind—perfect for relaxing and enjoying Florida's natural beauty. The exterior sliders are hurricane impact windows for peace of mind. The split-bedroom layout provides privacy, with pocket doors leading to the guest bedroom suite. The spacious primary suite features a walk-in closet, en-suite bath with a new walk-in shower, and private access to the rear deck. Conveniently located near shopping, dining, medical facilities, major roadways, and Sarasota's renowned Gulf Coast beaches, this move-in-ready home offers comfort, convenience, and low-maintenance Florida living, with the added benefit of unusually low condo dues. Don't miss this rare opportunity - this move-in-ready home offers comfort, convenience, and low-maintenance Florida living, with the added benefit of unusually low condo dues. Conveniently located near shopping, dining, and area parks, just a short drive to downtown Sarasota or University Park, and easy access to the airport. Pet-friendly community allows up to two pets.

3446 Beekman Place Unit 50, Sarasota

210 Park Boulevard N Unit 129, Venice
$164,900
1 Beds ⋅ 1 Baths ⋅ Bristol North SubDv. ⋅ 34285 Zip Code
Discover the best of the Island of Venice lifestyle with this exceptional turnkey-furnished, ground-floor residence, ideally located just two blocks from both the renowned VENICE BEACH and the vibrant Historic Downtown Venice district. Offering the convenience of single-level living with no stairs, this beautifully maintained home features spacious, inviting interiors with ceramic tile flooring throughout most living areas, complemented by brand-new carpeting(2024) and updated closet doors(2024) in the bedroom. Recent improvements include a new hot water heater(2024) and stylish new window treatments in both the living room and bedroom. Tastefully furnished and truly move-in ready, this bright and impeccably cared-for residence also includes a sleeper sofa, providing additional flexibility for guests. Whether you're seeking a primary residence, seasonal retreat, or investment property, this outstanding opportunity delivers exceptional value in one of Venice's most desirable locations. Schedule your private showing today and experience firsthand the convenience, charm, and coastal lifestyle this remarkable property has to offer.

210 Park Boulevard N Unit 129, Venice

2600 Harbourside Drive Unit R-13, Longboat Key
$400,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
Stunning Sarasota Bay Views! An easy access slip with the views to go along with the superb amenity package, Slip R-13 at Longboat Key Club Moorings Marina provides one of the most desired locations as a Yacht Club Member slip in the Marina. With the slip measuring 80 x 23.5, and a usable beam of 19 feet and extra wide finger pier. This is a desired 'inside the T-head' slip location. The Longboat Key Club Moorings Marina is a World Class deep water marina providing direct access to Sarasota Bay and ICW. Yacht Club membership at the Longboat Key Club Moorings provides members access to the private clubhouse, which is well appointed with TV, conference room, private pool area, outside seating and tables, grill, and bathhouse all in a relaxing atmosphere. Additionally, the Longboat Key Club offers multiple restaurants, world class tennis, pickleball and golf facilities, fitness center, with spa and beach access. The Marina is also located within close proximity to Publix, CVS, and world class shopping at St. Armand's Circle. The longest vessel this slip will accommodate is 75 feet. Beam depends on the vessel type and measure. Membership in the Longboat Key Club is required.

2600 Harbourside Drive Unit R-13, Longboat Key

316 Wexford Terrace Unit 167, Venice
$359,000
2 Beds ⋅ 2 Baths ⋅ Augusta Villas At Plan SubDv. ⋅ 34293 Zip Code
Step into luxury with this completely updated, turnkey 2-bedroom, 2-bathroom villa in Augusta Villas at The Plantation. Ready for immediate enjoyment, this beautifully furnished home includes everything you see and offers breathtaking lake and golf course views from nearly every room, creating the perfect blend of modern elegance and tranquil surroundings. Designed for comfort and privacy, the villa features dual primary suites, each with its own en-suite bathroom and sliding glass doors leading to outdoor living spaces. Recent upgrades include 2024 impact windows and sliders, custom window treatments, stainless steel appliances, soft-close cabinetry, sleek quartz countertops, and a 2025 washer and dryer. The new A/C provides year-round comfort, while the main ductwork was replaced in January 2023. Additional updates include a 2019 water heater. Enjoy Florida living at its finest in the private courtyard, accessible through sliding glass doors and perfect for outdoor dining, entertaining, or grilling. A separate laundry and storage room adds convenience, while recent exterior improvements include a newer roof and carport. Located in a vibrant, non-age-restricted community just minutes from The Plantation clubhouse, residents enjoy access to golf, tennis, pickleball, a resort-style pool, dining, and an active social calendar. Membership is available but not mandatory and requires a separate fee. Ideally situated near Wellen Park, Historic Venice Island, and the Gulf Coast's beautiful beaches, this villa offers the ultimate Florida lifestyle. HOA amenities include cable TV, community pool, exterior maintenance and repairs, professional management, pest control, pool maintenance, private roads, and trash service for truly worry-free living.

316 Wexford Terrace Unit 167, Venice

814 Guild Drive, Venice
$497,000
2 Beds ⋅ 2 Baths ⋅ Country Club Estates SubDv. ⋅ 34285 Zip Code
Location! Location! Location! Located in the highly sought-after heart of Venice Island, this charming home at 814 Guild Dr offers the perfect blend of coastal comfort and unbeatable convenience. And high and dry, never flooded! Step inside to find a beautifully designed interior that feels incredibly light, bright, and open, creating an inviting and airy atmosphere perfect for relaxing or entertaining. Beyond the front door, you are perfectly positioned to enjoy the very best of Venice: The Legacy Trail: Just steps away! A quick 2-minute walk (approx. 0.1 miles) connects you directly to this premier paved trail for miles of biking, walking, and running. Historic Downtown Venice: Only a 3-minute drive or a scenic 15-minute walk (approx. 0.7 miles) to incredible boutique shopping, award-winning dining, and local theater. Publix Super Market (Venice Shopping Center): An effortless 2-minute drive or 7-minute walk (approx. 0.4 miles) makes grocery runs a absolute breeze. Live where everything is just around the corner—beaches, parks, and daily conveniences are all within easy reach!

814 Guild Drive, Venice

9320 Clubside Circle Unit 2209, Sarasota
$319,000
2 Beds ⋅ 2 Baths ⋅ Stoneybrook Clubside SubDv. ⋅ 34238 Zip Code
Welcome to Stoneybrook Golf & Country Club, where resort-style living meets breathtaking golf course and water views. This beautifully remodeled 2-bedroom, 2-bathroom condominium is offered turnkey furnished and showcases extensive upgrades throughout. The open-concept floor plan features luxury vinyl plank flooring, a stunning chef’s kitchen with white shaker cabinetry, abundant drawer storage, quartzite countertops, a center island, and stainless-steel appliances. The kitchen seamlessly flows into the dining and living areas, creating an ideal space for entertaining while enjoying panoramic pond and golf course views. The spacious primary suite offers private lanai access through sliding glass doors, tranquil water views, a walk-in closet, and a tastefully updated en-suite bath. A split-bedroom layout provides privacy for guests, with a generously sized guest bedroom and nearby full bath. Additional conveniences include an in-unit laundry closet, assigned carport parking, and a private storage unit. Enjoy peaceful mornings and relaxing evenings from the north-facing screened lanai, perfectly positioned to avoid direct afternoon sun while still offering beautiful sunset views. Residents of Clubside enjoy access to a private community pool, tennis and pickleball courts, and a grilling area. As an added value, the seller has paid the 2024 golf course modernization assessment in full, representing a savings of more than $6,000 for the new owner. Stoneybrook Golf & Country Club offers an exceptional amenity-rich lifestyle featuring a recently renovated 18-hole championship golf course, Har-Tru tennis courts, pickleball, bocce ball, fitness center, walking trails, clubhouse, full-service restaurant, bar, and numerous social activities. Ideally located near the Legacy Trail and just minutes from Nokomis Beach, Siesta Key Beach, shopping, dining, and entertainment, this property offers the perfect combination of coastal convenience, active living, and country club luxury. Move right in and start enjoying the Florida lifestyle you've been dreaming of. Nowhere but here, Stoneybrook Golf & Country Club.

9320 Clubside Circle Unit 2209, Sarasota

908 Villas Drive Unit 29, Venice
$325,000
1 Beds ⋅ 1 Baths ⋅ Venice Villas SubDv. ⋅ 34285 Zip Code
Fully furnished turn key condo! Unique complex on the Gulf! Enjoy a private access to this quiet beach only steps from your front door. 1BR, 1B condo renovated in 2026 including appliances, HVAC, hot water heater, flooring and cabinets. Large community pool with plenty of seating and an outdoor grill area just outside the pool. You can enjoy the pool while doing your laundry close by. Stunning sunsets from your kitchen or a few feet away on the beach. Grab a glass of wine or a beach dinner and enjoy it nightly. Dolphins, manatees, birds and lots of wildlife can be enjoyed. Sharks teeth and shelling are a favorite on this beach. INVESTOR ALERT - these units may be rented by the week. Seasonal rentals are very lucrative with no limit on how many times a year you may rent. There is a rental management company onsite. Very desirable location on the beach. Water, Sewer, Trash and Pest control are included.

908 Villas Drive Unit 29, Venice

15986 Cutting Horse Trail, Myakka City
$1,650,000
3 Beds ⋅ 4 Baths ⋅ Sarasota Ranch Club SubDv. ⋅ 34251 Zip Code
Set on just over 10 acres in the gated Sarasota Ranch Club, this 2004 estate gives you privacy and room to spread out, with direct access to the community's horse trails. The single-story home runs 3,532 square feet with three bedrooms, four full baths, and a dedicated media room. Cathedral ceilings and an open floor plan run throughout, and a split-bedroom layout keeps the primary suite on the main level, where the spa-style bath has dual vanities, a soaking tub, and a walk-in shower. Each additional bedroom has its own en-suite bath. The kitchen opens to the family room, with stone counters throughout and a fireplace anchoring the main living space. Outside, manicured grounds and a private courtyard surround the home, and a five-car garage handles vehicles and equipment. Close to Sarasota conveniences while still feeling a world away, this is acreage living with the finishes to match.

15986 Cutting Horse Trail, Myakka City

908 Villas Drive Unit 31, Venice
$365,000
1 Beds ⋅ 1 Baths ⋅ Venice Villas SubDv. ⋅ 34285 Zip Code
Gulf view from your kitchen!!! Unique complex on the Gulf! Enjoy a private access to this quiet beach only steps from your front door. 1BR, 1B condo renovated in 2026 including appliances, HVAC, hot water heater, flooring and cabinets. Large community pool with plenty of seating and an outdoor grill area just outside the pool. You can enjoy the pool while doing your laundry close by. Stunning sunsets from your kitchen or a few feet away on the beach. Grab a glass of wine or a beach dinner and enjoy it nightly. Dolphins, manatees, birds and lots of wildlife can be enjoyed. Sharks teeth and shelling are a favorite on this beach. INVESTOR ALERT - these units may be rented by the week. Seasonal rentals are very lucrative with no limit on how many times a year you may rent. There is a rental management company onsite. Very desirable location on the beach. Water, Sewer, Trash and Pest control are included. This villa is now being furnished, pics coming soon.

908 Villas Drive Unit 31, Venice

6910 Midnight Pass Road Unit A, Sarasota
$2,750,000
5 Beds ⋅ 7 Baths ⋅ Point Of Rocks Terrace SubDv. ⋅ 34242 Zip Code
There Is Only One. Crescent Beach House was purpose-built for a different kind of ownership experience. One where beach days, family gatherings, and investment performance can coexist under the same roof. Positioned in one of Siesta Key's most enduring vacation corridors, this is the type of property people return to year after year, and increasingly, seek to own. Sited at the mouth of the Point of Rocks’ beach access located at the end of the street, Crescent Beach House 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, and expansive indoor-outdoor living spaces designed to accommodate large groups with ease. 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 performance. 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 A, Sarasota

161 Golden Gate Point, Sarasota
$2,995,000
4 Beds ⋅ 4 Baths ⋅ Golden Gate Point SubDv. ⋅ 34236 Zip Code
One of the Last Remaining Legacy Properties on Golden Gate Point | Rare Trophy Ownership, Redevelopment & Strategic Hold Opportunity A truly rare offering in one of Sarasota’s most exclusive and rapidly evolving luxury enclaves. With no true single-family homes currently remaining on Golden Gate Point and only a small handful of original legacy properties left, 161 Golden Gate Point represents one of the final opportunities to control a meaningful piece of “old Golden Gate” before the peninsula is fully transformed. Positioned in the heart of downtown Sarasota, across from the Ritz-Carlton and adjacent to Marina Jack, the property currently consists of a fully updated Four-unit building featuring newer central A/Cs, five-piece stainless kitchens, quartz countertops, new roof (2025), separate electrical meters, gated courtyards, hot tub, and gazebo — offering immediate usability and meaningful interim income while future plans are explored. Located within the City of Sarasota weekly vacation rental zone, this creates a rare opportunity not commonly found in downtown Sarasota — operate the property similarly to a boutique hotel. For the visionary buyer, this may represent a once-in-a-generation opportunity to create what could become Golden Gate Point’s only true single-family estate — a one-of-one trophy residence in the heart of downtown Sarasota. The property also presents compelling redevelopment potential. Golden Gate Point benefits from alternative development standards intended to support a more urban, pedestrian-friendly environment, including reduced setbacks, increased building coverage allowances, and flexible dimensional standards — enhancing redevelopment possibilities in this highly sought-after peninsula location. Similar RMF-5 sites on Golden Gate Point have supported boutique luxury residential concepts, while the adjacent rear assemblage totaling approximately 21,600 SF is also available, creating a rare opportunity for a larger strategic assemblage in one of Sarasota’s most supply-constrained luxury micro-markets. 161 also represents a compelling long-term hold opportunity. As Golden Gate Point continues its luxury transformation — and remaining legacy properties disappear — the opportunity to control irreplaceable downtown Sarasota land becomes increasingly rare. Just moments to Marina Jack, downtown Sarasota dining, St. Armands Circle, Lido Beach, and Sarasota’s transformative bayfront destination, The Bay. Whether envisioned as: • Rare short-term rental building where you control the entire property • One of Golden Gate Point’s final legacy holdings • A future one-of-one single-family estate • A boutique luxury redevelopment site • A strategic assemblage opportunity • A family office or long-term scarcity hold • Or a rare downtown Sarasota land play with meaningful interim income potential …opportunities of this nature are becoming increasingly difficult to replicate.

161 Golden Gate Point, Sarasota

1505 Gondola Park Drive Unit 1505, Venice
$345,000
3 Beds ⋅ 2 Baths ⋅ Courtyards At Gondola Park SubDv. ⋅ 34292 Zip Code
Step inside and discover the open floor plan featuring stunning cherry wood cabinetry, stainless steel appliances, including a double oven, ceramic tile flooring, awe-inspiring granite countertops, plantation shutters, and impact windows. The spacious split-bedroom layout is designed for both privacy and functionality. Both bathrooms have been beautifully redesigned with stylish finishes and quality craftsmanship. The luxurious primary bath serves as a private retreat, featuring a spa-inspired jetted soaking tub, perfect for unwinding after a day of enjoying the Florida lifestyle. Every room reflects pride of ownership and meticulous attention to detail, creating a move-in-ready home that is both inviting and sophisticated. The oversized enclosed garage offers ample space for two vehicles, as well as additional room for storage, hobbies, or a workshop area. Whether entertaining guests or enjoying a quiet evening at home, you’ll appreciate the blend of luxury finishes and comfortable living spaces that make this condominium truly special. Residents of The Courtyards at Gondola Park enjoy an impressive array of amenities, including a heated community pool, a recently renovated clubhouse, and a library that provides a welcoming place to relax and socialize. The community continues to invest in its future, with a tennis/pickleball court currently under construction. Most importantly, all roofs have recently been replaced, providing added value and peace of mind for homeowners. Ideally situated in one of Venice’s most desirable communities, this exceptional residence is just minutes from historic downtown Venice, where you’ll find charming boutiques, outstanding restaurants, cultural attractions, and the world-renowned Gulf beaches. Golf enthusiasts will appreciate the numerous nearby courses, with Capri Isles Golf Club just around the corner. This is an outstanding opportunity to enjoy the very best of Southwest Florida living. Furthermore, the location offers convenient access to I-75 and is just minutes from the state-of-the-art Sarasota Memorial Hospital–Venice, providing exceptional convenience for travel, healthcare, and everyday living. Don’t miss your chance to own this beautifully upgraded home in a well-maintained community that combines exceptional amenities, quality improvements, and an unbeatable location. As the saying goes, be sure to tell your family and friends, “I live where you vacation!”

1505 Gondola Park Drive Unit 1505, Venice

908 Villas Drive Unit 14, Venice
$325,000
1 Beds ⋅ 1 Baths ⋅ Venice Villas SubDv. ⋅ 34285 Zip Code
Unique complex on the Gulf! Enjoy a private access to this quiet beach only steps from your front door. 1BR, 1B furnished condo renovated in 2026 including appliances, HVAC, hot water heater, cabinets and keyless entry. Large community pool with plenty of seating and an outdoor grill area just outside the pool. You can enjoy the pool while doing your laundry close by. Stunning sunsets only a few feet away. Grab a glass of wine or a beach dinner and enjoy it nightly. Dolphins, manatees, birds and lots of wildlife can be enjoyed. Sharks teeth and shelling are a favorite on this beach. INVESTOR ALERT - these units may be rented by the week. Seasonal rentals are very lucrative with no limit on how many times a year you may rent. There are rentals on the books for 2027 season. There is a rental management company onsite. Very desirable location on the beach.

908 Villas Drive Unit 14, Venice

360 N Point Road, Osprey
$1,445,000
3 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
Virtually Staged. A unique offering! This like-new, never lived in Spanish mission style home is a rare find. Move in ready and set on a private .63 acre lot in The Oaks Preserve, the open floor plan includes 3 en suite bedrooms and 3.5 baths. Thoughtfully designed, it welcomes you with a circular driveway, porte cochere, and a detached 2 car garage equipped with an electric vehicle charger. Inside, soaring ceilings, neutral tile and wood flooring, recessed lighting, and an electric fireplace create a warm, refined ambiance. Built to current codes with impact glass and a new roof, the home offers peace of mind and the efficiency of modern construction. The chef’s kitchen, with Bosch stainless appliances, a gas 5 burner cooktop, soft close cabinetry, a center island with wine storage, and stylish tile finishes, has a breakfast bar and opens to the dining room. The luxurious master suite features a vaulted ceiling, spacious walk-in closet, and a spa inspired bath complete with freestanding tub, glass enclosed shower, dual vanities, bidet, and exquisite tilework. A central brick paver courtyard provides a private tropical retreat with ample room to add a pool. Sarasota’s premier golf and country club, The Oaks Club’s unmatched amenities include two championship 18-holf golf courses, 12 tennis courts and 4 pickleball courts, the state-of-the-art WellFit Center, a junior Olympic pool, a celebrated social calendar, and a wide array of dining options and recreational activities. There is currently no waiting list for either Golf or Sports/Social membership

360 N Point Road, Osprey

1829 Bougainvillea Street, Sarasota
$3,850,000
4 Beds ⋅ 4 Baths ⋅ Poinsettia Park SubDv. ⋅ 34239 Zip Code
Some homes are built to follow a trend. Others possess a character that transcends time. Welcome to The Bougainvillea House, a Sarasota original with a story more than a century in the making. Dating to 1925, this enchanting Tudor residence captures an era of individuality, craftsmanship and enduring beauty. Set across three lots on one of Sarasota's beloved Flower Streets, it has been thoughtfully reimagined for modern living while preserving the details that make it irreplaceable. In a market defined by new construction, The Bougainvillea House offers something refreshingly rare: authenticity, personality, and a sense of place that cannot be replicated. Spanning 4,857 square feet, the home balances its architectural heritage with the comfort of modern luxury. Hardwood floors, intricate millwork, elegant crown moldings, soaring ceilings, and carefully chosen lighting create interiors as inviting as they are distinctive. Generous living and entertaining spaces feel at once open and intimate, each revealing another layer of the home's character. At its heart, the beautifully appointed chef's kitchen pairs high-end stainless steel appliances with rich granite countertops, custom cabinetry, and a generous central island made for everything from everyday meals to memorable celebrations. The spacious first-floor primary suite offers abundant natural light, generous storage, and a luxurious ensuite with dual vanities and a beautifully appointed walk-in shower. Additional bedrooms and flexible living areas offer room for family, hobbies, work, and whatever the next chapter may bring. A private guest accommodation with its own entrance, bedroom, fully equipped kitchen, and bathroom adds exceptional flexibility for extended family, long-term guests, or independent living. And then there are the gardens. Beneath the verdant canopy of mature trees, lush tropical landscaping and vibrant bougainvillea frame charming, secluded courtyards, inviting patios, and a private swimming pool and spa. The grounds feel like a sanctuary in the heart of Sarasota, where every corner invites you to linger, from slow mornings with coffee to sunny afternoons by the pool and evenings entertaining under the Florida sky. Here, architecture and landscape come together in a way that makes this home unforgettable. Behind the timeless exterior are meaningful upgrades, including a newer roof, two recently installed A/C units, replacement front-facing windows, and plumbing and electrical updates. Historic character and modern convenience coexist beautifully. The coveted West of Trail setting places Southside Village's independent restaurants, cafés, and boutiques just moments away, along with Sarasota Memorial Hospital, downtown's cultural attractions, and Siesta Key's celebrated beaches. This is Old Sarasota at its finest, where established streets, mature trees, and distinctive architecture create a sense of place increasingly difficult to find. Yet the most extraordinary qualities of The Bougainvillea House can't be measured in square footage or finishes. They're found in the history within its walls, the generations of memories made here, and a home that has evolved gracefully without losing its identity. The Bougainvillea House isn't a reproduction of Old Sarasota. It is an authentic piece of it, and a rare chance to become part of its next chapter. A century of character. A story still being written.

1829 Bougainvillea Street, Sarasota

2224 Bahia Vista Street Unit E6, Sarasota
$165,000
2 Beds ⋅ 2 Baths ⋅ Cordova Gardens SubDv. ⋅ 34239 Zip Code
Welcome to maintenance-free living the the heart of Sarasota! This beautifully maintained 2-bedroom, 2-bath condominium offers an ideal blend of comfort, convenience and location. The spacious floor plan is light filled and has a great split bedroom floor plan and an ideal blend of comfort, convenience and location. In addition to the bright living areas, a functional kitchen and generously sized bedrooms there is a private primary suite with en suite bath. Enjoy relaxing mornings on one of 2 private lanais and take advantage of the community pool. Located just minutes from downtown and minutes to world class Siesta Key Beach and Village as well as South Side Village with many restaurants and shops as well as Sarasota Memorial Hospital. Whether you're looking for a year-round residence, seasonal retreat, or investment opportunity, this move-in ready condo is a fantastic value in a highly desireable location. New AC

2224 Bahia Vista Street Unit E6, Sarasota

3606 Beneva Road Unit 504, Sarasota
$230,000
2 Beds ⋅ 2 Baths ⋅ Beneva Village SubDv. ⋅ 34232 Zip Code
Location, location, location! Welcome to this beautifully renovated 2-bedroom, 2-bath condo ideally situated in one of Sarasota’s most convenient and desirable areas. Just minutes from the world-famous Siesta Key Beach, the upscale shopping and dining of St. Armands Circle, vibrant downtown Sarasota, and countless restaurants, boutiques, grocery stores, and entertainment options. This home places the very best of the Gulf Coast lifestyle right at your doorstep. Golf enthusiasts will love the location, with a nearby golf course just moments away, offering easy access to a round of golf whenever the mood strikes. Whether you're spending the day on the greens, at the beach, or exploring Sarasota’s renowned dining and cultural attractions, everything you need is within reach. Inside, you'll find stylish updates, a bright and inviting layout, and comfortable living spaces designed for easy Florida living. A new roof is currently being put on all of the Condos in the development. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this move-in-ready condo offers exceptional flexibility and value. Residents enjoy access to a community pool and a pet-friendly atmosphere, while the affordable $625 monthly condo fee includes insurance, water, internet, cable, and exterior maintenance. Located in a thriving area experiencing continued growth and demand, this is a rare opportunity to own a beautifully updated Sarasota property in an unbeatable central location close to beaches, golf, shopping, dining, and everything that makes Southwest Florida so desirable. Schedule your private showing today and experience the best of Sarasota living at 3606 Beneva Road!

3606 Beneva Road Unit 504, Sarasota

5800 Hollywood Boulevard Unit 112, Sarasota
$129,000
1 Beds ⋅ 1 Baths ⋅ Baywood Colony Gdn Apts SubDv. ⋅ 34231 Zip Code
Welcome to effortless Sarasota living at 5800 Hollywood Blvd—an inviting 1-bedroom, 1-bath condo ideally positioned for both comfort and convenience. This well-appointed residence offers a light and functional layout, perfect as a primary home, seasonal retreat, or investment opportunity—your chance to own a piece of paradise. Enjoy a relaxed coastal lifestyle just minutes from the world-renowned Siesta Key Beach, where powdery white sands and turquoise Gulf waters await. Everyday conveniences are at your doorstep, with an array of shopping, dining, and entertainment options nearby, creating the perfect balance of tranquility and accessibility. The interior offers a comfortable living space with a seamless flow, providing a welcoming environment to unwind or entertain. Whether you're enjoying a quiet morning or returning after a day at the beach, this residence delivers easy, low-maintenance living in a highly desirable location. An exceptional opportunity to own a piece of paradise in Sarasota at an attractive price point, close to everything that makes this area so sought after.

5800 Hollywood Boulevard Unit 112, Sarasota

3663 Square West Lane Unit 12, Sarasota
$485,000
3 Beds ⋅ 3 Baths ⋅ Palmer Square West SubDv. ⋅ 34238 Zip Code
Virtually Staged. One or more photo(s) was virtually staged. Welcome to this beautifully updated 3-bedroom, 2.5-bath townhouse nestled in a private, beautifully landscaped community on a quiet dead end street. This unique residence features the convenience of a private elevator inside the unit, offering easy access to all levels. Enter through your charming gated courtyard entrance and step into a spacious open-concept first floor designed for comfortable living and entertaining. The kitchen, dining, and living areas flow seamlessly together, creating a bright and inviting atmosphere. A two-car garage provides ample storage and convenience. Enjoy peaceful views of the beautiful fountain area in the back, adding to the tranquil setting of this exceptional home. With its combination of privacy, functionality, and elegant surroundings, this townhouse offers the perfect Sarasota lifestyle.

3663 Square West Lane Unit 12, Sarasota

2644 Moss Oak Drive Unit 47, Sarasota
$390,000
3 Beds ⋅ 3 Baths ⋅ Woodbridge SubDv. ⋅ 34231 Zip Code
1ST QTR ASSOCIATION DUES COVERED BY OWNER and Lender paid 1-0 Buydown Interest Rate by using our preferred lender! Welcome to Woodbridge Estates, where peaceful surroundings and natural beauty meet convenience and comfort. This VILLA feels like a single family home. Spacious 3-bedroom, 2 full and 1 half bath home has a large 2 car garage, offers an open floor plan with vaulted ceilings designed for easy Florida living and entertaining. The large living area flows seamlessly into the dining space and kitchen, creating an inviting atmosphere filled with natural light. The eat-in kitchen features stainless steel appliances, a pocket door for added privacy, an eat-at pass-through to the dining area, and a slider leading to a private courtyard—perfect for enjoying your morning coffee or evening relaxation. Sliders from both the living area and the primary suite open to a sunroom, extending your living space and bringing the outdoors in. The primary suite is a true retreat with a large walk-in closet and an en suite bath complete with dual sinks, a garden tub, separate shower, and private water closet. Bedrooms two and three each have sliders to a screened porch, providing private outdoor access and peaceful views. A convenient half bath is located off the foyer, while the laundry room includes a utility sink for added functionality. Surrounded by mature oak trees and lush landscaping, this pet-friendly community is ideal for walking and enjoying the outdoors. Residents of Woodbridge Estates enjoy access to a pond, pickleball and tennis courts, a HEATED community swimming pool, and an Association Manor House for social gatherings and events. Tucked away in a quiet setting yet just minutes from shopping, I-75, city conveniences, and some of the best beaches in the United States, this home offers the perfect balance of tranquility and accessibility. Gates are open 7am to 7pm daily

2644 Moss Oak Drive Unit 47, Sarasota

1211 Gulf Of Mexico Drive Unit 105, Longboat Key
$1,648,000
2 Beds ⋅ 2 Baths ⋅ Promenade SubDv. ⋅ 34228 Zip Code
Exceptional opportunity to own this beautifully reimagined first-floor residence at The Promenade on Longboat Key, where luxury coastal living meets sophisticated modern design. Completely gutted and renovated from top to bottom, this stunning condominium offers nearly 400 feet of private beach frontage and partial Gulf of Mexico views from almost every room. This spacious two-bedroom, two-bath split floor plan showcases a bright, open-concept design ideal for both entertaining and relaxed everyday living. The designer kitchen flows seamlessly into the expansive living and dining areas and features custom cabinetry, premium countertops with full-height backsplash, and top-tier appliances. A custom dry bar with built-in wine cooler and under-shelf lighting adds an elegant touch for effortless entertaining. Enjoy breathtaking northwest sunset views from the great room or unwind on the private balcony overlooking the Gulf. The luxurious primary suite offers direct balcony access, a large custom walk-in closet, and a spa-inspired en-suite bath complete with a soaking tub, rain shower system, and large-format designer tile creating a true retreat-like atmosphere. The generously sized guest bedroom provides comfort and flexibility for visitors. Every inch of this residence has been thoughtfully curated with exceptional craftsmanship and attention to detail, balancing modern sophistication with everyday comfort. The Promenade offers a true resort-style lifestyle with a 24-hour staffed gatehouse, concierge services, secure under-building assigned parking, heated Gulf-front pool and spa, expansive sundeck with gazebo and grilling area, four Har-Tru tennis courts, fitness center, craft room, and inviting social spaces. Private beach access lined with charming tiki huts completes this extraordinary Longboat Key experience. Rarely does a completely renovated residence of this caliber become available in one of Longboat Key’s most desirable Gulf-front communities. Experience the ultimate in beachfront living, where every day feels like a vacation.

1211 Gulf Of Mexico Drive Unit 105, Longboat Key

4244 Central Sarasota Parkway Unit 726, Sarasota
$250,000
2 Beds ⋅ 2 Baths ⋅ Plaza De Flores SubDv. ⋅ 34238 Zip Code
One or more photo(s) has been virtually staged. Welcome to Plaza De Flores, a gated Mediterranean-style community of 200 residences in the heart of Palmer Ranch, where palm-lined courtyards, a tiered fountain, and lakeside gazebos set a calm, resort-like tone from the moment you arrive. This second-floor two-bedroom, two-bath condo is move-in ready, with the big-ticket items already handled, including a 2024 tile roof, a 2025 tankless water heater, fresh paint throughout, and new ceiling fans. Solid block construction keeps the home quiet and well insulated, and water and sewer are included in the HOA, so ownership stays simple whether you are looking for a full-time residence, a seasonal home, or a low-maintenance investment. Soaring vaulted ceilings and neutral tile set on the diagonal open up a bright great room with clear sightlines from the kitchen to the lanai. The updated kitchen features granite counters, white shaker cabinetry, a tumbled stone backsplash, a stainless steel range and refrigerator, open wood shelving, and a window over the sink, along with an added custom cabinet with a pull-out for extra storage. A breakfast bar offers casual seating and keeps whoever is cooking part of the conversation. The primary suite opens directly to the lanai through its own sliding glass doors and includes two walk-in closets and an updated ensuite with a dual-sink vanity and a custom marble walk-in shower with a frameless glass enclosure and built-in niche. The guest bedroom and second full bath with a tub and shower combination give visitors comfortable, private space. An in-unit laundry closet with a newer washer and dryer adds everyday convenience. The large screened lanai is accessible from both the living room and the primary suite and is finished with tile flooring, ceiling fans, new screening, and custom pull-down shades for sun and privacy, creating easy extra living space framed by palms and mature trees. Community amenities include a pool and spa, a tennis court, gazebos overlooking the lakes and fountains, and a clubhouse with a fitness room, library, full kitchen, and covered patio. Newer carports and freshly repaved parking reflect a well-maintained community. Palmer Ranch puts everyday needs close to home, with groceries and shopping within about a mile and quick access to US-41 and I-75. The Legacy Trail, Oscar Scherer State Park, and nearby kayak launches make it easy to get outside, while Gulf Gate dining and downtown Sarasota are an easy drive. Siesta Key is roughly 15 minutes away, with Nokomis, Venice, and Caspersen Beach also within reach. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.*

4244 Central Sarasota Parkway Unit 726, Sarasota

3960 Lakeside Road Unit 156, Sarasota
$210,000
2 Beds ⋅ 2 Baths ⋅ Glen Oaks Ridge Villas SubDv. ⋅ 34232 Zip Code
Wake up every morning to unobstructed lake views from every main living area in this Popular 55+ villa community in Sarasota. This beautiful waterfront villa offers one of the most desirable locations in Glen Oaks Ridge...With approximately 1,550 square feet of living space, you'll enjoy panoramic waterfront vistas from the spacious living room, dining room, kitchen, Florida room, family room, and even the foyer, creating a peaceful backdrop for everyday living as the sun sparkles across the lake. This freshly painted two-bedroom, two-bath residence features generously sized rooms, an air-conditioned Florida room, updated kitchen cabinetry, quartz countertops, modern lighting, and an oversized laundry, utility, and storage room. COVERED PARKING, private driveway, Direct Lakefront and abundant guest parking provide added convenience. Ideally located just steps from Bobby Jones Golf Club and only minutes from downtown Sarasota, UTC, St. Armand's Circle, Lido Beach, shopping, dining, and medical facilities, you'll also enjoy easy access to the newly renovated 17th Street Park, a 96-acre Sarasota County recreational destination with walking and biking trails, fitness areas, and numerous outdoor amenities. Condo fees include water, sewer, trash, basic cable, exterior building maintenance (roof repairs, building painting and power washing), grounds maintenance, and access to the clubhouse, social activities, library, heated pool, fitness room, shuffleboard, billiards, ping pong, putting green, and clubhouse rental for private events. Here are your bullet point features about this home: * Water views * Peaceful setting * Wildlife/birds * Morning coffee overlooking the lake * Maintenance-free lifestyle * Community amenities * Sarasota location * Proximity to beaches, restaurants, shopping, medical facilities, etc. If you've been dreaming of an affordable waterfront lifestyle with million-dollar views in an unbeatable Sarasota location, this exceptional villa is offered at just $210,000 (Just $146 per square foot ON A LAKE, WITH A CARPORT & Driveway.)

3960 Lakeside Road Unit 156, Sarasota

1064 N Tamiami Trail Unit 1304, Sarasota
$449,000
2 Beds ⋅ 2 Baths ⋅ Broadway Promenade SubDv. ⋅ 34236 Zip Code
Offering an immediate opportunity for investors seeking an income-producing property in downtown Sarasota. Annual tenant in place through August 1, 2027. This isn’t just a home—it’s a lifestyle. Come live where others only vacation! Experience the perfect blend of upscale downtown living, resort-style amenities, and exceptional value at Broadway Promenade in the heart of Sarasota. Ideally located near Sarasota’s renowned cultural district, world-class performances, art galleries, exceptional restaurants, waterfront dining, the public boat ramp, Marina Jack Yacht Basin, and The Ritz-Carlton Sarasota, this residence places you in the center of it all. The Bay Park is just steps away, offering 53 acres of beautifully designed green space with concerts, yoga, kayaking, dining, and a scenic mangrove bayou. The nearby Rosemary District adds even more appeal with trendy cafés, boutique shopping, and wellness studios. Inside Broadway Promenade, residents enjoy an impressive array of resort-style amenities, including 24-hour concierge service, a heated pool and spa, BBQ areas, fitness center, saunas, massage room, business center, social lounges, guest suites, and community activities. On-site conveniences such as Publix, a UPS Store, and salons make everyday living remarkably easy. This beautifully remodeled 2-bedroom, 2-bath residence, updated in 2019, offers a stylish and comfortable retreat in one of Sarasota’s most desirable downtown locations. The residence includes one under-building parking space and additional same-floor storage. Secure, fob-controlled entrances, a pet-friendly community, and leasing flexibility add convenience and versatility.

1064 N Tamiami Trail Unit 1304, Sarasota

170 Roosevelt Drive Unit 8, Sarasota
$325,000
1 Baths ⋅ Pelican Gardens SubDv. ⋅ 34236 Zip Code
Welcome to 170 Roosevelt Dr. Unit #8,at Pelican Gardens a beautifully updated studio/efficiency, one-bath condo located just steps from the powdery sands of Lido Beach and the world-class shopping and dining of St. Armand's Circle. Completely remodeled in November 2024, this light and bright ground-floor unit offers a fresh, modern coastal aesthetic with new flooring, stylish fixtures, and a sleek kitchen featuring stainless steel appliances and quartz countertops. Perfect as a beachside getaway or an investment property with excellent rental potential, this turnkey condo offers the ultimate Sarasota lifestyle. Enjoy morning strolls along the Gulf, sunset views, and the convenience of being minutes from St. Armands, downtown Sarasota’s arts and cultural scene. Low HOA fees, and a well-maintained community complete the package for units 5,17,19. Whether you’re looking for a vacation getaway or a smart investment, Unit #8 is move-in ready and waiting for you.

170 Roosevelt Drive Unit 8, Sarasota

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