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$499,000
3 Beds ⋅ 2 Baths ⋅ Longwood Villas SubDv. ⋅ 34235 Zip Code
Imagine starting your morning with lake views as a roseate spoonbill visits the shoreline. Cranes, osprey and bald eagles may also be spotted in this peaceful setting. Located in Tivoli Village near University Parkway, this updated home offers natural beauty with Sarasota’s shopping, dining and entertainment close by. Natural light fills the living areas, where a double-sided fireplace connects the living and dining rooms. The kitchen features cherry wood cabinetry, quartz countertops, stainless steel appliances and a center island with seating. A screened courtyard patio provides a place to relax, entertain and enjoy the lake view. The split floor plan offers privacy for residents and guests. The spacious primary suite features vaulted ceilings, lake and landscape views, generous closet space, and an en-suite bath with dual sinks, a soaking tub and a separate shower. The guest bedrooms offer natural light and ample closet space. Additional features include hurricane-rated windows and sliding doors, plantation shutters, and a garage with a work area and storage cabinets. Association services include lawn and landscape care, exterior painting and maintenance, roof maintenance and replacement, and exterior building insurance. Longwood Run Park is within walking distance and offers a playground, tennis, and indoor and outdoor pickleball. UTC Mall, Nathan Benderson Park, SRQ Airport and downtown Sarasota are nearby, with area beaches an easy drive away. Schedule your showing and discover this peaceful Sarasota retreat.

4848 Tivoli Avenue, Sarasota

$360,000
2 Beds ⋅ 2 Baths ⋅ Sandleheath SubDv. ⋅ 34235 Zip Code
POND VIEWS IN FRONT, GOLF COURSE VIEWS IN BACK, AND NO CDD! Welcome to this well-maintained 2-bedroom, 2-bathroom home on a cul-de-sac in The Meadows, one of Sarasota’s most established and beautifully landscaped communities. Offering 1,213 sq. ft. of living space and 1,703 total sq. ft., the home brings together a quiet setting, peaceful views, and valuable upgrades. The front courtyard overlooks a pond and offers a lovely place to enjoy your morning coffee or create an outdoor sitting area. Inside, high and vaulted ceilings, two skylights, and wood flooring in the living area give the home a bright, open feel. The kitchen features quartz countertops and plenty of natural light. Flooring has replaced the carpet in both bedrooms for easier upkeep. The primary suite features plantation shutters and a walk-in closet, while the primary bathroom offers a double vanity and walk-in shower. At the back of the home, mature landscaping frames a peaceful golf course view. The owners have invested approximately $44,000 in improvements over the years, including impact windows, an assessment for the new roof installed in 2019, upgraded bedroom flooring, a Kinetico water filtration system, an ASKO dishwasher (2023), and a new 40-gallon water heater (2026). A one-car garage adds everyday convenience. The Meadows is known for its mature landscaping, lakes, walking and biking trails, and recreational and social activities. The Meadows Country Club offers optional memberships with additional golf, tennis, fitness, dining, and social opportunities. You’re also minutes from UTC shopping and dining, grocery stores, Downtown Sarasota, and SRQ Airport. Siesta Beach on Siesta Key features world-famous powdery white quartz sand that stays cool even in the hot sun. With two peaceful views, a cul-de-sac location, valuable upgrades, and no CDD, this home is an inviting opportunity to enjoy life in The Meadows. Schedule a showing today. A virtual tour is available.

3266 Sandleheath Unit 51, Sarasota

$299,950
2 Beds ⋅ 3 Baths ⋅ Central Park SubDv. ⋅ 34236 Zip Code
Virtually Staged. Virtually Staged. Offered at an outstanding value in the epicenter of Sarasota, this two-level condo puts you just steps from downtown, the bayfront, and the adjacent Legacy Trail. This 2nd & 3rd level residence features two bedrooms, two-and-a-half bathrooms, fresh paint throughout, stainless-steel appliances, a built-in microwave, and abundant storage with eight spacious closets. Enjoy two private lanais—one on each level—offering full views of the pond, swimming pool, and tennis court. Located in one of the best-positioned and quiet sections of this sought-after development, this unit represents a rare combination of exceptional value, prime location, and strong rental history—making it an incredible opportunity for homeowners and investors alike. Living at Central Park II comes with resort-style living for an active lifestyle along the Hudson Bayou, complete with a kayak launch, fishing dock, heated pool, hot tub, pickleball and tennis courts, bike sheds, kayak storage, and a clubhouse fitness center with showers. Neighborhood events by the pool make it easy to connect and enjoy the vibrant community.

850 S Tamiami Trail Unit 530, Sarasota

$539,000
3 Beds ⋅ 3 Baths ⋅ Nautique/Waterside SubDv. ⋅ 34240 Zip Code
Welcome to this beautifully appointed lakeside, maintenance-free townhome in Nautique at Waterside in Lakewood Ranch. Ideally positioned to overlook a park-like setting and the serene Kingfisher Lake. With no obstruction of the view, this exceptional location places you walking distance or a short ferry boat ride from the vibrant Waterside Place, where dining, shopping, entertainment, and waterfront activities are easily accessible. Inside, thoughtful design and stylish finishes create a comfortable and sophisticated living space. The foyer entry welcomes you into this home featuring designer lighting, impact glass windows and doors, and tinted glass windows that provide added privacy. The spacious great room features a fireplace and opens to the lanai and courtyard, creating an inviting setting for both everyday living and entertaining. A cleverly designed under-the-stairs area provides flexibility for a work-from-home area, additional storage, or even a wine cooler. The kitchen is both beautiful and functional, featuring quartz countertops, a generous island with seating and storage, breakfast bar, stainless steel appliances, and a convenient pantry. The adjacent dining area provides an ideal space for casual meals or more formal gatherings. A separate laundry room and two-car garage with durable epoxy flooring add everyday convenience. A stylish powder room with a pedestal sink and custom finishes completes the main living level. On the second floor, the spacious primary bedroom suite offers plenty of room for a comfortable seating area, along with an en-suite bath and walk-in closet. The primary bathroom features a shower and dual vanity with two undermount sinks. Bedrooms two and three are thoughtfully located away from the primary suite and each have built-in closets and carpeting, providing privacy for family or guests. The guest bath includes a quartz countertop, undermount sink, and shower/tub combination. Step outside to enjoy the screened lanai and private courtyard, beautifully finished with pavers, decorative wood and turf flooring. Whether you're enjoying your morning coffee, entertaining friends, or simply relaxing at the end of the day, this outdoor space extends the living area and embraces the Florida lifestyle. Nautique at Waterside’s affordable HOA includes maintenance-free living, a community pool with cabana and grill, pickleball, dog park and playground. With its premier location, picturesque lake views, thoughtfully designed floor plan, and proximity to I-75, Waterside Place, UTC, Sarasota's beaches, and Downtown Sarasota, this townhome offers an exceptional opportunity to enjoy the best of lakeside living in one of the area's most desirable destinations.

7392 Cabin Lane, Sarasota

$449,000
3 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Wonderfully connected to nature! Be surrounded by mesmerizing tropical views and absolute calm in The Highlands, the crown jewel of The Meadows, a park-like oasis in a phenomenal location. Canopied streets, a paver driveway and a gated courtyard welcome you to this spotless, maintenance-free villa. Inside, you will love the natural light, an ideal split plan with high ceilings, coastal wood-look tile floors and walls of sliders overlooking majestic oaks, native palms and a glimpse of the golf course in the distance. The setting feels private, tranquil and wonderfully connected to nature. The spacious kitchen features a breakfast nook, a grilling patio and a high opening to admire the view. All just half a block to the heated community pool, near all the fun The Meadows has to offer and a five-minute ride to 90+ restaurants. Set on 1,600 lush acres just 15 minutes from Downtown Sarasota, The Meadows combines resort living with the beauty of untouched nature. Enjoy 14 miles of scenic trails, an active social calendar, a new fitness center, a Junior Olympic pool, 10 pickleball courts, two 18-hole golf courses and 15 Har-Tru tennis courts. Ideally located near award-winning beaches, cultural attractions, Nathan Benderson Park, Mote SEA Aquarium, Whole Foods, Trader Joe’s, the Legacy Trail and The Mall at University Town Center, it is a world-class destination for shopping, dining and entertainment. A fabulous Florida lifestyle awaits. Features a 2023 Trane A/C with a 10-year transferable warranty, a 2023 water heater, 2009 re-plumbing and a 2007 tile roof, which is the condo’s responsibility, a fully funded condominium association and is above flood plain in Zone X.

3477 Hadfield Greene Unit 2, Sarasota

$416,900
2 Beds ⋅ 2 Baths ⋅ Broadway Promenade SubDv. ⋅ 34236 Zip Code
Imagine Trading Winter for Sarasota - Imagine a January morning when there is no windshield to scrape or heavy coat waiting by the door. Instead, you step outside into a warm Sarasota morning and decide whether the day begins with coffee downtown, a workout, pickleball or a walk along the waterfront. That is life at Broadway Promenade, whether one chooses this property for an oasis getaway, or a perfectly delightful full time residence. This beautifully updated 2 bedroom, 2 bath residence offering 1,084 square feet is more than a Sarasota home. It is a place to escape to, return to and perhaps, eventually, never want to leave. Bright, open and inviting, the residence features a comfortable floor plan equally suited to everyday living and entertaining. The split bedroom design provides privacy for owners and guests, making it ideal as a full time residence or seasonal Sarasota retreat. Step onto the covered balcony overlooking the landscaped courtyard, mature greenery and fountain, and mornings become a little slower and evening glasses of wine seem to last a little longer. A particularly valuable downtown luxury comes with the residence: two assigned and deeded garage parking spaces (#142, #456 - a large benefit), along with additional storage just down the hall for beach chairs, bicycles, golf clubs and everything that accompanies the Florida lifestyle. Broadway Promenade surrounds you with resort style amenities including a heated pool and spa, fitness center, sauna, library, billiards room, community room, outdoor kitchen and grilling areas, beautifully maintained common spaces, 24 hour concierge service and security. Community guest accommodations provide additional convenience when family and friends come to visit. Then there is the location. Pioneer Park and its public tennis, pickleball and basketball courts are just outside your door, with Publix conveniently simply steps away. Downtown Sarasota's acclaimed restaurants, cafés, boutiques, galleries, theaters and Farmers Market are all within easy reach. Just moments away is The Bay, Sarasota's extraordinary 53 acre waterfront park, offering walking trails, gardens, kayak launches, performance spaces and year round events along Sarasota Bay. The Van Wezel Performing Arts Hall and Sarasota's celebrated waterfront are also nearby. For those coming from Northern climes, perhaps the greatest luxury is simply the change in rhythm. Winter coats give way to sandals. Snow covered sidewalks become waterfront walking paths. Weekends spent indoors become mornings beside the pool, afternoons enjoying Sarasota and evenings deciding which downtown restaurant to try next. And should the time come to head north, simply lock the door and go. No lawn waiting to be maintained and no private pool demanding attention while you are hundreds of miles away. It is the freedom that makes condominium living so appealing to seasonal owners, combined with the space, parking, storage and amenities that allow this residence to work equally well as a full time Sarasota home.

1064 N Tamiami Trail Unit 1206, Sarasota

$289,900
3 Beds ⋅ 2 Baths ⋅ Riviera Club Village At Longwood SubDv. ⋅ 34243 Zip Code
Virtually Staged. Charming end-unit villa featuring three bedrooms, two full bathrooms, an attached two-car garage, and a covered outdoor patio. The home offers a bright, comfortable layout with fresh interior paint, crown molding, large baseboards, and convenient parking in both the garage and driveway. Recent upgrades include a new HVAC system installed in 2024 and a new Culligan whole-home water filtration and softening system with reverse osmosis drinking water. Major appliances, including the washer and dryer, are included. Exterior maintenance and lawn care are covered by the HOA, providing an easy, low-maintenance lifestyle. The community has no age restrictions, allows cats and small dogs, and is conveniently located near Longwood Park, UTC shopping, restaurants, and entertainment. HOA approval and a background check are required.

5706 Monte Rosso Road, Sarasota

$169,900
3 Beds ⋅ 3 Baths ⋅ Shadybrook Village Condo SubDv. ⋅ 34243 Zip Code
Welcome home to Shadybrook Village! This spacious 3-bedroom, 2.5-bath townhome offers an incredible amount of living space and a comfortable, residential feel in a convenient location between Bradenton and Sarasota. Step inside to an open, inviting floorplan designed for everyday living and easy entertaining. The remodeled kitchen opens to the living and dining areas, while sliding glass doors bring in natural light and lead to your own lush backyard retreat. A private deck and hot tub create the perfect spot to relax, entertain, or enjoy Florida's year-round outdoor lifestyle. A convenient half bath completes the first floor. Upstairs, all three bedrooms are thoughtfully located together along with two full baths and a laundry closet—no carrying baskets up and down the stairs! The generous layout provides plenty of room for family, guests, a home office, or simply the extra space you've been looking for. Shadybrook Village residents enjoy a community pool, clubhouse, playground and tennis courts, while the association provides water, sewer and trash service along with common-area and building maintenance and insurance. This building also features a newer roof, and a dedicated parking space is conveniently located just outside your door. Ideally positioned with easy access to both Manatee and Sarasota counties, this townhome delivers the space and feel of a home at a value that's increasingly hard to find. Rental restrictions, including a 20% community cap and one-year leasing requirement, help support a more stable residential environment. The association is also under new management. If you've been searching for an affordable 3-bedroom home with generous living space, outdoor space and community amenities, this Shadybrook Village townhome deserves a closer look. A one year home warranty provides additional peace of mind.

903 Byron Lane, Sarasota

$2,299,000
3 Beds ⋅ 3 Baths ⋅ Condo On The Bay SubDv. ⋅ 34236 Zip Code
10-FT CEILINGS, versus 8 ft on other floors. FLOOD CONCERNS? This elevated end unit sits HIGH & DRY above and behind two pool walls. Largest 3 BEDROOM floor plan. TWO KITCHENS, including a scullery chef's prep kitchen normally found only in far pricier new construction. WIDE-WATER AND BRIDGE VIEWS that photos can't capture, so watch the video tour. 1,800 SF PRIVATE PET-FRIENDLY TERRACE with a gated stairway straight to the pools, sauna, fitness center and marina with boat lifts. It's condo living with the yard of a single-family home, and no elevator needed. Largest 3BR in the community. 24-hr guard gate, with a 53-acre park and a BEACH just outside. NEW roofs, NEW exterior, NEW landscaping and pool. LOW HOA. Be sure to watch the VIDEO tour attached.

988 Blvd Of The Arts Unit 109, Sarasota

$429,000
3 Beds ⋅ 2 Baths ⋅ Oakley Green SubDv. ⋅ 34235 Zip Code
Welcome to 4449 Oakley Greene, a spacious three-bedroom, two-bath end-unit villa in the desirable Meadows community of Sarasota. Offering added privacy and natural light, this inviting residence provides a wonderful opportunity to enjoy the relaxed Florida lifestyle in one of Sarasota’s most established and beautifully landscaped communities. The versatile three-bedroom floor plan offers plenty of space for guests, a home office or hobby room. The primary suite features an updated bath, creating a comfortable private retreat. As an end unit, the villa enjoys a more open feel and additional privacy, ideal for year-round living or a seasonal Sarasota getaway. Life in The Meadows is about so much more than your home. This vibrant community is known for its miles of recreational and biking trails, mature landscaping, lakes and natural surroundings, creating a peaceful setting for an active Florida lifestyle. Residents can enjoy the community’s many recreational and social opportunities, with golf, tennis, pickleball and additional amenities available through The Meadows Community. The location is exceptional. Just minutes from University Town Center (UTC), you'll have an impressive selection of shopping, restaurants and entertainment nearby. Downtown Sarasota, cultural attractions, medical facilities and the area's renowned Gulf Coast beaches are also within easy reach. Whether you're looking for a full-time residence or a Florida retreat, 4449 Oakley Greene offers the space, location and lifestyle that make The Meadows such a sought-after Sarasota community.

4449 Oakley Greene Unit 1, Sarasota

$450,000
2 Beds ⋅ 2 Baths ⋅ Presidential The SubDv. ⋅ 34236 Zip Code
Welcome to island living on beautiful Lido Key! This charming first-floor, 2-bedroom, 2-bath end-unit condo at The Lido Presidential offers the perfect blend of comfort, convenience, and an unbeatable location just steps from the beautiful sand of Lido Beach. Enjoy deeded beach access, a relaxing pool view, and the ease of first-floor living—all while being just minutes from the shopping, dining, and entertainment of iconic St. Armands Circle. Inside, the residence offers a bright and inviting layout ready to become your own coastal retreat. Spend your mornings walking the beach, afternoons lounging by the community pool, and evenings catching unforgettable Gulf Coast sunsets. Whether you're searching for a full-time residence, seasonal escape, or your own piece of paradise on Lido Key, Unit 101 offers an incredible opportunity to enjoy the Sarasota lifestyle in one of the area's most desirable beach communities. Your Lido Key lifestyle starts here!

845 Benjamin Franklin Drive Unit 101, Sarasota

$280,000
2 Beds ⋅ 3 Baths ⋅ Courtyard Villas SubDv. ⋅ 34233 Zip Code
Welcome to Courtyard Villas, where easy, low-maintenance living meets an incredibly convenient Sarasota location. This inviting villa offers the comfort and privacy of a home with the simplicity of a condominium lifestyle—perfect for a full-time residence, seasonal retreat, or those looking to downsize without giving up the things that matter. Step inside to a bright, updated, comfortable living space designed for relaxed Florida living. New AC unit and newer appliances provide peace of mind! Enjoy your morning coffee or unwind at the end of the day on the large and private screened outdoor living area, while the attached garage provides the convenience and storage that's often difficult to find in a condo. Located in the heart of Sarasota, Courtyard Villas puts shopping, dining, medical facilities and everyday conveniences just minutes from your door. And when it's time to enjoy the Florida lifestyle, the world-famous beaches of Siesta Key, downtown Sarasota, golf, entertainment and cultural attractions are all within easy reach. Whether you're escaping cold winters, simplifying your lifestyle, or looking for a Sarasota home you can enjoy year-round, this villa offers an appealing combination of location, convenience and low-maintenance living. Come see why Courtyard Villas could be the Sarasota home you've been waiting for. Schedule your private showing today!

4096 Center Pointe Place Unit 20B, Sarasota

$325,000
1 Beds ⋅ 1 Baths ⋅ Pelican Gardens SubDv. ⋅ 34236 Zip Code
LIDO BEACH STUDIO EFFICIENCY — RENOVATED & IDEAL FOR PERSONAL USE OR INCOME Discover an excellent opportunity to own a completely renovated studio efficiency in one of Sarasota’s most desirable beachside locations. Located at 170 Roosevelt Drive, Unit 17, this charming property is just a short walk from beautiful Lido Beach, St. Armands Circle, and Ted Sperling Park, putting dining, shopping, recreation, and the beach lifestyle right outside your door. Completely renovated in 2025, the unit offers a fresh, updated space that is well suited for a personal beach getaway, investment property, or a combination of both. The property has been rented frequently since 2014, providing an established history of rental use. The listing agent is also the property manager and can provide prospective buyers with information regarding rental income and expenses. Whether you're looking for your own Sarasota retreat or an opportunity to generate rental income when you're not using it, this efficiently designed studio offers flexibility in a fantastic location. Enjoy easy access to the Gulf beaches, St. Armands Circle, parks, restaurants, shops, and everything that makes Sarasota's barrier-island lifestyle so appealing. A rare opportunity to own a renovated, low-maintenance beach-area studio in a highly sought-after location

170 Roosevelt Drive Unit 17, Sarasota

$1,595,000
5 Beds ⋅ 5 Baths ⋅ Gillespie Park Sub SubDv. ⋅ 34236 Zip Code
LOCATION, LOCATION, LOCATION! If you are seeking a premier home which is steps from the dining, culture, boutiques, and waterfront recreation of Downtown Sarasota/Main St, The Bay Park, the Rosemary District, Five Points Park, and Gillespie Park, this is the one! This beautifully renovated, Key West–inspired 5-bedroom, 2938 sf pool home welcomes you with a magnificent oak tree and gorgeous tropical landscaping. Inside, the chef-owner’s kitchen is a culinary dream complete with a professional Forno gas range, custom soft-close cabinetry, and sleek quartz countertops. High-end finishes elevate the open living areas, including rich hardwood floors, an electric fireplace, and a custom temperature-controlled wine room. A flexible downstairs bonus area with a half bath and closet can easily convert to a luxurious primary suite/5th bedroom. A 600 sf guest apartment, The Pineapple Loft, is consistently ranked 5 stars on Airbnb and features a vaulted ceiling, full kitchen, induction cooking, laundry, and a private balcony— fully qualifying for high-demand weekly rentals! The exterior features a screened courtyard lanai and a heated pool with a waterfall, while the local 10-acre park provides tennis, pickleball, walking trails, and a lively neighborhood scene. Don't miss this perfect blend of historic character, modern luxury, and ultimate flexibility in an incredible location.

1685 6th Street, Sarasota

$239,900
3 Beds ⋅ 2 Baths ⋅ Spring Lake SubDv. ⋅ 34235 Zip Code
POND-FRONT LIVING IN THE MEADOWS! This beautifully updated 3-bedroom, 2-bath villa offers 1,596 sq. ft. of comfortable living space and a floor plan designed for flexibility. The first-floor primary suite provides convenient single-level living, while two additional bedrooms upstairs create plenty of space for guests, a home office, or seasonal visitors. The spacious living area is filled with natural light from large sliding glass doors that frame tranquil pond views, creating a peaceful backdrop for everyday living and entertaining. Recent improvements include new A/C systems, new water heater, new refrigerator, new microwave, laminate wood flooring, and stylish decorative chandeliers. A detached covered carport adds convenient, sheltered parking. Located in The Meadows, one of Sarasota's most desirable communities, residents enjoy access to golf, tennis, fitness facilities, and scenic walking and biking trails. Just minutes from UTC Mall, downtown Sarasota, popular restaurants and shopping, and the Gulf beaches, this location makes it easy to experience the best of Sarasota. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, this move-in-ready villa combines a desirable pond-front setting, thoughtful updates, flexible living space, and an exceptional Sarasota location. Don't miss the opportunity to make this Meadows villa your own!

3813 Fishing Trail Unit 62, Sarasota

$399,000
2 Beds ⋅ 2 Baths ⋅ Broadway Promenade SubDv. ⋅ 34236 Zip Code
Location, Location, Location! Welcome to Broadway Promenade, where downtown Sarasota living meets exceptional value. This beautifully maintained first floor residence offers the perfect combination of comfort, convenience, and lifestyle in Sarasota's highly sought after Arts and Theater District. Directly across the street from the Van Wezel Performing Arts Hall and The Bay Sarasota, this is your opportunity to own in one of the city's most exciting and rapidly evolving waterfront neighborhoods. Just outside your door, The Bay Sarasota is transforming 53 acres of waterfront into a spectacular public destination featuring expansive bayfront lawns, walking trails, waterfront dining, outdoor art installations, live entertainment, family gathering spaces, fitness activities, kayaking, community events, and year round concerts. Enjoy the very best of Sarasota with downtown restaurants, boutiques, galleries, theaters, Marina Jack, and the waterfront all within walking distance. Inside, this spacious two bedroom, two bathroom residence offers an inviting open floor plan with soaring ceilings, rich dark wood flooring, large bathrooms, beautiful stone countertops, quality wood cabinetry, stainless steel appliances, and a kitchen that opens seamlessly to the living and dining areas, making it ideal for everyday living and entertaining. The oversized private courtyard patio extends your living space outdoors and creates the perfect setting for morning coffee, evening cocktails, or dining al fresco. Conveniently located within the building, this residence also includes two assigned parking spaces under the building, abundant additional owner and guest parking, and a private storage room located just down the hall, providing plenty of space for bicycles, beach gear, and seasonal items. Broadway Promenade offers an exceptional collection of resort style amenities, including 24 hour concierge service, a heated swimming pool and spa, a well equipped fitness center, separate men's and women's locker rooms with private saunas, beautifully renovated hallways, and inviting common areas that create a true sense of community. Whether you are searching for a full time residence, a seasonal retreat, or an outstanding investment opportunity, this property checks every box. The residence is currently leased to an exceptional tenant who would love to remain, offering immediate rental income for investors while still providing flexibility for future occupancy. Downtown Sarasota continues to grow, and opportunities like this are becoming increasingly rare. Offering an unbeatable location, outstanding amenities, generous living space, and exceptional value, this is one of the best opportunities available in downtown Sarasota. Schedule your private showing today and experience everything Broadway Promenade and Sarasota have to offer.

1064 N Tamiami Trail Unit 1122, Sarasota

$399,000
3 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Soul-nurturing pond views framed by an Old Florida preserve create a serene setting in one of The Meadows desirable enclaves, a park-like oasis in a phenomenal location. Meandering, canopied streets, a paver driveway and gated courtyard welcome you home. Inside, high ceilings, abundant natural light, hardwood floors in the great room and a shimmering Marina glass-mosaic fireplace set the stage, while tranquil pond and preserve views provide a beautiful backdrop to everyday living. The primary suite is a relaxing retreat with a shaker-style dual vanity topped with Bianco Carrara quartz, a glass-enclosed step-in shower and a generous walk-in closet with a custom organizer system. The Florida room may quickly become your favorite spot, ideal for relaxing, entertaining or simply enjoying the peaceful views and daily parade of birds. Truly special! On 1,600 lush acres just 15 minutes from downtown Sarasota, The Meadows offers a resort lifestyle with 14 miles of scenic trails, an active social calendar, and at a reasonable fee, a fitness center, Junior Olympic pool, 10 pickleball courts, two 18-hole golf courses and a top-notch tennis complex. Ideally near award-winning beaches, cultural attractions, Nathan Benderson Park, Mote SEA Aquarium, Whole Foods, Trader Joe’s, the Legacy Trail and The Mall at University Town Center, a world-class destination for shopping, dining and entertainment. A fabulous Florida lifestyle awaits. A 2023 air-conditioning system, 2018 re-plumbing, 2007 tile roof, which is the condominium’s responsibility, and above flood plain in zone X.

3331 Hadfield Greene Unit 49, Sarasota

$208,900
3 Beds ⋅ 3 Baths ⋅ Beneva Ridge SubDv. ⋅ 34233 Zip Code
Investor Alert! *** Tenant Occupied End Unit *** 3 bedroom, 2.5 bath townhouse condo in recently updated Beneva Ridge complex. Excellent Sarasota location close to amenities, shopping, public transportation, etc. Unit is currently occupied by wonderful tenants with lease running through 5-14-27. Monthly rent $1,900. Many updates including granite kitchen countertops, newer central air, brand new stove and washing machine. Also, a brand new tiled shower and glass door was just installed in the primary bathroom. All bedrooms and two full bathrooms are upstairs. Kitchen, dinette, living room and half bathroom are on first level. Unit is near the clubhouse and pool with pool view from primary bedroom. Storage closet at entry door and fenced patio at rear of the unit. Owner is listing agent. Listing photographs were taken prior to tenant occupancy but give a general idea of condition.

4001 Beneva Road Unit 349, Sarasota

$695,000
2 Beds ⋅ 3 Baths ⋅ Rosemary Park SubDv. ⋅ 34236 Zip Code
Experience the best of downtown Sarasota living in this exceptional luxury condominium, where sophisticated design, walkable convenience, and the vibrant energy of the Rosemary District come together in one remarkable residence. This beautifully appointed TURNKEY two-bedroom, two-and-a-half-bath home is located in an exclusive boutique building with only six private residences, offering a level of privacy rarely found in the heart of downtown. Designed with timeless elegance, the open-concept floor plan showcases soaring ceilings, real hardwood flooring throughout, designer Italian cabinetry, granite countertops, stainless steel appliances, a new refrigerator, and a built-in wine bar with beverage refrigerator. Both bedrooms feature luxurious ensuite bathrooms, while the spacious primary suite opens to a private balcony overlooking the Rosemary District and downtown skyline. Thoughtfully upgraded throughout, this residence includes custom California Closets, remote-controlled blinds, new HVAC systems installed in 2024 and 2025, and a new water heater installed in 2025, all backed by transferable warranties for added peace of mind. Residents enjoy assigned covered parking, elevator access, gated entry, and additional storage, all just moments from Sarasota's most celebrated destinations. Stroll to The Bay Park, Bayfront Marina, Whole Foods, Main Street, the Saturday Farmers Market, art galleries, award-winning restaurants, live entertainment, and the flourishing Rosemary Arts District, or spend the afternoon at Lido Key Beach, just minutes away. Offering an unmatched combination of luxury finishes, boutique living, recent high-value upgrades, and one of Sarasota's most desirable walkable locations, this exceptional residence delivers the very best of downtown Sarasota living.

433 Central Avenue, Sarasota

$125,000
2 Beds ⋅ 1 Baths ⋅ Jefferson Club SubDv. ⋅ 34237 Zip Code
Back on market and vacant! Stylish & Light-Filled Condo Near Downtown Sarasota with a brand new roof! This beautifully updated 2-bedroom, 1-bath condo offers a bright, open feel with vaulted ceilings, skylights, and large windows that bring in tons of natural light. Upgraded with luxury vinyl flooring and fresh interior paint, the space feels modern and inviting. The kitchen and bathroom feature sleek matching granite countertops, while ample storage ensures everything has its place. Enjoy the convenience of a brand-new AC with a 10-year transferable warranty, plus front and back porches perfect for relaxing outdoors. Just minutes from downtown Sarasota, this move-in-ready home is an incredible opportunity for an investment or new home in a prime location!

500 N Jefferson Avenue Unit B-5, Sarasota

$1,099,000
6 Beds ⋅ 3 Baths ⋅ Serenoa SubDv. ⋅ 34241 Zip Code
Welcome to 7389 Serenoa Drive, a spacious six-bedroom, three-bathroom residence offering 4,429 square feet of living space in the established Serenoa golf-course community. Situated on an oversized lot of just over half an acre, this thoughtfully updated 1988 home combines generous interior spaces, high ceilings, abundant natural light, and exceptional indoor-outdoor living. The expansive floor plan features multiple living and gathering areas, ceiling fans throughout, oversized closets with built-in shelving, and a combination of wood, porcelain tile, and laminate flooring. Sliding glass doors from nearly every main living area provide direct access to the pool and outdoor entertaining spaces, creating a seamless connection between the interior and private backyard. At the heart of the home is a newly remodeled chef’s kitchen featuring extensive floor-to-ceiling cabinetry, abundant storage and preparation space, new stainless-steel appliances, and beautiful wood flooring. The open layout connects naturally with the surrounding living and dining areas, making it ideal for everyday living and entertaining. Two full bedrooms are located upstairs with access to a private balcony overlooking the pool and peaceful pond. This elevated outdoor space is ideal for watching the sunrise with a morning cup of coffee or relaxing with a book in the afternoon while enjoying the tranquil views. The outdoor living area is designed to embrace the Florida lifestyle. A resort-sized saltwater pool is complemented by a spacious covered seating area, while the expansive backyard provides plenty of room for recreation, entertaining, pets, or simply enjoying the natural surroundings. A large private dog run is located along the side of the home, offering a dedicated outdoor space for pets. The oversized homesite provides exceptional separation and privacy from neighboring homes on both sides. Mature oak trees, established landscaping, and the generous width of the lot create a peaceful and private setting rarely found in traditional residential communities. Serenoa offers a welcoming, family-oriented atmosphere with holiday gatherings held throughout the year, along with monthly social events for adults. Beautiful walking pathways wind through the community, offering a shaded and peaceful setting for walking pets, spending time with family, or enjoying a relaxing morning or evening stroll beneath the canopy of mature oak trees. The property offers golf-course views from the front and a tranquil pond view from the backyard. Serenoa is also known for its natural preserves, established landscaping, mature trees, and abundant Florida wildlife. A three-car garage provides ample parking and storage. The home also includes a distinctive mother-in-law suite, offering valuable flexibility for multigenerational living, extended guests, a private workspace, or additional accommodations. With six bedrooms, multiple living areas, a remodeled chef’s kitchen, extensive storage, direct pool access from much of the home, an upstairs balcony, a resort-sized saltwater pool, a private dog run, and a rare multigenerational layout, this exceptional Serenoa residence offers remarkable space, privacy, versatility, and a strong sense of community.

7389 S Serenoa Drive, Sarasota

$979,900
3 Beds ⋅ 4 Baths ⋅ Emerald Landing Waterside SubDv. ⋅ 34240 Zip Code
Seller offering Buyer incentives for closing costs/rate buy down with competitive offer! Live the dream lifestyle yourself or add this to your investment portfolio with a projected $80,000+ annual gross income. Rare Opportunity to own in this prime location offering unobstructed water views of Kingfisher Lake and directly across from your resort style amenities in vibrant and active Waterside Place. This immaculate 2024 David Weekley Rainwater model, tri-level city home, provides luxurious modern living in the heart of Emerald Landing. Fully furnished with chic designer furnishings crafted to perfectly showcase each living space. Plenty of natural light throughout this East facing townhome allows you to enjoy morning sunrises on your pavered private balcony overlooking the peaceful water views. Chef's kitchen boasts focal point 10ft center island for entertaining with Quartz countertops, two-tone custom cabinets, Kitchen Aid stainless steel appliances including GAS cooktop and built-in wall ovens, wine refrigerator, mosaic backsplash, and 42" cabinetry providing ample storage along with your desired closet pantry. Powder room off main living space for guests. Each bedroom boasts its own private ensuite bath and walk-in closets for storage. Relax and enjoy the tranquil water views in your third floor Primary bedroom featuring trey ceiling and huge dream separate walk-in closets fit for any fashionista! Spa-like Primary ensuite bath offers double shower heads including Rainfall, dual Quartz sink vanity, private water closet, and linen storage. Third floor laundry room provides ease and convenience. Energy efficient updates include high impact hurricane windows for peace of mind, tankless Gas water heater, and Ecowater softener system. The oversized attached 2 car garage provides extra storage space and versatility. Spend more time enjoying the Waterside lifestyle with maintenance free living that includes all your exterior landscaping, irrigation and exterior maintenance. Emerald Landing offers resort style amenities such as heated lap pool, clubhouse for social activities, pickleball courts, fire pits, dog park, playground, and kayak launch onto Kingfisher Lake. Live the exciting Waterside lifestyle by taking the water taxi that departs directly across from your front door at the community dock to Waterside Place—home to the Waterside Place farmers market, various restaurants and dining options, shopping, volleyball, splash pad, and plenty of fitness and social activities including live music for all ages to enjoy!

1528 Skysail Lane, Sarasota

$269,000
2 Beds ⋅ 2 Baths ⋅ Riviera Club Village At Longwood SubDv. ⋅ 34243 Zip Code
Virtually Staged. **Maintenance-Free Luxury Living in Riviera Club.** Welcome to this beautifully maintained 2-bedroom, 2-bath attached single-family home, where an open, light-filled floor plan, soaring vaulted ceilings, and tranquil POND VIEWS create an inviting retreat. The home also features valuable updates including FRESH INTERIOR PAINT throughout (2026), a newer roof (2020), exterior painting (2021), and water heater (2024), offering added peace of mind for years to come. Designed for effortless Florida living, the spacious brick-paver COURTYARD offers the perfect setting for entertaining or relaxing outdoors, while glass doors from the living room open to a PRIVATE PATIO overlooking the water. The split-bedroom layout provides comfort and privacy, complemented by a spacious primary suite featuring an en suite bath and walk-in closet, along with indoor laundry, generous storage, and a spacious TWO-CAR GARAGE. Enjoy the ease of maintenance-free living with HOA-covered exterior maintenance, roof maintenance, and lawn care. Just steps away, Longwood Park offers pickleball and tennis courts, a gymnasium, playgrounds, walking paths, and more. Perfectly positioned near premier shopping and dining by the University Town Center Mall (UTC), plenty of pristine golf clubs such as Palm Aire Country Club, Sarasota-Bradenton International Airport, downtown Sarasota, St. Armands Circle, and the world-renowned beaches of Siesta Key and Lido Key, this move-in-ready home offers the ideal blend of luxury, convenience, and the coveted Florida lifestyle. Schedule your private showing today before it’s gone!

5626 Monte Rosso Road, Sarasota

$289,000
2 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
BRAND NEW ROOF, Completely freshly painted throughout, 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

5273 Villa Majorca Court Unit 25, Sarasota

$284,000
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

$3,495,000
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

$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