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4811 Woodbrook Drive, Sarasota
$354,999
2 Beds ⋅ 3 Baths ⋅ Woodbrook SubDv. ⋅ 34243 Zip Code
One or more photo(s) has been virtually staged. Home has an active annual lease with tenants moving in on June 15, 2026. This beautiful Key West–style courtyard home in the highly desirable gated community of Woodbrook offers exceptional value with over $35,000 in recent improvements and updated mechanicals throughout. Ideally located on a premium lot directly across from open green space, this two-story residence features a rare and versatile layout with two private en-suite bedrooms, making it ideal for guests, multi-generational living, or a dedicated work-from-home setup. The bright, open-concept main level showcases 18"x18" tile flooring throughout the living, dining, and kitchen areas, along with a well-appointed kitchen featuring Cumberland cherry wood cabinetry, solid-surface countertops, new stainless-steel appliances, a large center island, breakfast bar, and a spacious walk-in pantry. A convenient half bath and laundry closet with newer washer and dryer complete the first floor. Upstairs, both bedrooms are generously sized with full baths, including a spacious primary suite with vaulted ceilings, an oversized walk-in closet, and a private balcony overlooking peaceful green-space views; carpeting was updated in 2022. The private brick-paved courtyard offers an ideal outdoor retreat for dining, relaxing, or gardening and provides direct access to the detached two-car garage with its own A/C and additional storage. Recent upgrades include a Trane HVAC system (2024), ductwork cleaning and sealing (2025), new ceiling fans (2024), a new hot water heater (11/2025), an updated electrical panel (2026), and window seal replaced 4/26, allowing for true move-in-ready convenience. Residents of Woodbrook enjoy low HOA fees, no CDD, and access to resort-style amenities including a pool, spa, cabana, grills, playground, and park, all just minutes from UTC, Lakewood Ranch, downtown Sarasota, Nathan Benderson Park, I-75, golf, shopping, dining, St. Barbara’s, and the Gulf beaches.

4811 Woodbrook Drive, Sarasota

170 Roosevelt Drive Unit 5, Sarasota
$349,000
1 Beds ⋅ 1 Baths ⋅ Pelican Gardens SubDv. ⋅ 34236 Zip Code
Welcome to 170 Roosevelt Dr. Unit #5,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 downtown Sarasota’s arts and cultural scene. Low HOA fees, a pet-friendly policy, and a well-maintained community complete the package for units 8,17,19. Whether you’re looking for a vacation getaway or a smart investment, Unit #5 is move-in ready and waiting for you.

170 Roosevelt Drive Unit 5, Sarasota

7150 N Tamiami Trail Unit S-600, Sarasota
$95,000
1 Beds ⋅ 1 Baths ⋅ Sarasota Cay Club Condo SubDv. ⋅ 34243 Zip Code
Best value in Sarasota Cay Club—waterfront resort condo, fully furnished with vacation rental flexibility and recently reduced to $95,000. Ideal for a cost-effective Florida getaway or short-term rental use, this beautifully renovated 1-bedroom, 1-bath Studio unit is clean, updated, and turnkey. Features include 2 queen beds, 70" TV, workspace, microwave, coffee station, and an updated bathroom with walk-in shower and stone-top vanity. This is being sold furnished & turnkey. Enjoy resort-style living by day with a heated bayfront pool, marina access, waterfront restaurant and tiki bar, fitness center, game room, and walking paths. Mornings and evenings are best spent relaxing in your beautifully renovated, tastefully decorated private retreat. HOA includes all utilities—electric, water, sewer, cable, internet, phone, trash—plus exterior and common area maintenance, management, pest control, and access to resort amenities, making ownership simple and predictable. On-site management available for bookings, cleaning, and maintenance. Prime Sarasota location just minutes to SRQ airport, downtown, and beaches including Siesta Key, Lido Key, and Longboat Key. Hotel-condo use only: not permitted for full-time residence or long-term leasing.

7150 N Tamiami Trail Unit S-600, Sarasota

7150 N Tamiami Trail Unit S510, Sarasota
$90,000
1 Baths ⋅ Sarasota Cay Club Condo SubDv. ⋅ 34243 Zip Code
PRICE ADJUSTMENT.......updated first-level condo at the Sarasota Cay Club! This unit offers easy hotel access and season bookings. Featuring brand new flooring, new A/C, fresh paint and modern furnishings, this unit is located within the Ramada by Wyndham Sarasota Waterfront Resort. The condo is perfect for short-term rentals with no minimum leasing restrictions, allowing you to use it for your own vacations and earning rental income during the rest of the year. Enjoy the hotel amenities including a remodeled onsite restaurant and tiki bar, heated waterfront pool, fitness room, roaming security, and community laundry. Ideally located near some of the country’s best beaches—Siesta Key, Holmes Beach, Coquina, and Lido—plus close to Sarasota/Bradenton Airport. Monthly HOA fees cover electric, water, internet, cable, sewer, and trash. Time to wrap this one up!

7150 N Tamiami Trail Unit S510, Sarasota

3416 W Chelmsford Court Unit 2, Sarasota
$420,000
2 Beds ⋅ 2 Baths ⋅ Chelmsford Close SubDv. ⋅ 34235 Zip Code
This beautiful villa sits at the end of a dead-end street, a few steps from the community pool and has stunning lake and golf course views. As you enter the walkway you are greeted by a gated entry gaining access to the front loggia that is accented with pavers and leads to your private entrance. The grand foyer is large and is the perfect space to display your art or family heirlooms. The kitchen has been professionally updated with stunning finishes and features high-end appliances. There is an office or den off the kitchen through dual pocket tiffany doors. The guest bedroom is spacious and provides a view to the front lanai. The living room and dining room provide for gracious living and entertaining allowing expansive views of the golf course and lake. Golf views are also from the primary suite with its large bathroom and walk-in closet. This home features high ceilings throughout, extensive levels of crown moldings, elegant features and finishes and is perfect for year-round living or as a wonderful getaway home for seasonal or frequent visitors.

3416 W Chelmsford Court Unit 2, Sarasota

1744 10th Street, Sarasota
$625,000
2 Beds ⋅ 1 Baths ⋅ Schindler Sub SubDv. ⋅ 34236 Zip Code
RARE _L_A_N_D_ prime development opportunity in #GillespiePark . this Downtown Edge zoning district is ripe with new development and investment everywhere you turn. perfect placement for walk.bike.uber to THE BAY new 53 acre park-Gillespie Park-Bayfront Park & Marina-Ringling College of Art-Ringling Museum-Downtown District-Rosemary District-Van Wezel-St Armands cooridor-Lido Key cooridor-Longboat Key cooridor. Oh don’t forget transportation hub SRQ Sarasota Bradenton Airport proximity. Interstate 75 via straight shot down Fruitville Rd. note: this lot currently hosts a single family home and month to month tenant-but-the Florida Live Local Act-possible housing credits-and new Sarasota density bonuses could allow for greater multifamily density OR rebuild your next spec single family. this is your chance to be a part of reshaping the next 100 years in DTE. muy importante-FLOOD zone X. all information presented within listing is believed to be accurate but buyer must verify for themselves.

1744 10th Street, Sarasota

5209 Manorwood Drive Unit 3A, Sarasota
$449,900
3 Beds ⋅ 3 Baths ⋅ Grande Oaks Preserve SubDv. ⋅ 34235 Zip Code
COMPARE PRICE, LOCATION and ASSOCIATION FEES of this LUXURY condo to any EQUIVALENT condo, you will be CONVINCED his condo should be your number ONE choice. This RARELY available FULLY FURNISHED, LARGE END UNIT, has 3-bedrooms, 3-full bathrooms, and nice open floor plan! ADD in the IMPACT GLASS sliders on the lanai overlooking the preserve and you have a total of 2727sq ft of living space! Kitchen is very bright with dining area with large windows overlooking the heated pool area and 2 hot tubs. Large inside laundry room has ample storage space, the ENTIRE home has so very much storage space which makes for great organization! Some of the upgrades in this lovely home include high tray ceiling, crown molding, arched openings with columns, neutral tile, engineered hardwood flooring, TILE floors in the living room and kitchen. The kitchen has granite countertops, a dine-in area and breakfast bar, custom wood cabinets with rollouts, built-in desk for convenient use such as cookbooks. The ensuite primary bedroom has a huge, customized, walk-in closet and a large bath with soaking tub, walk-in shower, dual sinks, and stone counters. There are two assigned parking spaces under the buildings' gated garage and an extra air-conditioned, secured storage area. LOCATION, LOCATION, LOCATION! This is a MUST SEE if you are looking for a lavish gated community with WALKING PATHS, MAJESTIC OAKS and a PRESERVE WITH WILDLIFE! GRANDE OAKS PRESERVE offers a fitness center, tennis courts and a clubhouse and resort style heated pool and spa! You could walk to the UTC Mall, or Benderson Park with International rowing facilities. SARASOTA S' INTERNATIONAL AIRPORT is only a short drive. Access to I75 is so close! Downtown Sarasota, St. Armands Circle, for fabulous shopping, world famous Siesta Key beach and Lido Key Beach, cultural activities, numerous golf courses, and medical facilities. Come see and don't miss this beautiful home!

5209 Manorwood Drive Unit 3A, Sarasota

5701 Soldier Circle Unit 104, Sarasota
$265,000
3 Beds ⋅ 2 Baths ⋅ Admirals Walk SubDv. ⋅ 34233 Zip Code
***Amazing and Rare opportunity to own a FIRST FLOOR End Unit with NO STAIRS, 1295 sqft, 3 Bedroom/2 Bathroom condo at Admirals Walk, a desirable pet friendly community located in the Best Sarasota School District, at a few minutes driving from the gorgeous and nationwide famous Siesta Key Beach, close to Shopping, Restaurants, Legacy Trail access, Golf Courses, and Exit 205 of I-75 for your commutes. During the last few years the HOA replaced Roof, Windows, Siding, Front Door in the WHOLE community! Admiral Walk is a fully gated community with secured entrances. HOA has Reasonable Fees that include also Water & Sewer Utility, it has no debts and there are no special assessments at this moment. You will love the charming Clubhouse with a Lake View Resort Style Heated Pool and Spa, Fitness Room, Bathrooms, Game Room with Billiard and Card table, Kitchenette for your parties, Manager onsite. Call today for a showing and make it YOURS. Unit is currently tenant occupied; the tenant WILL VACATE the property at the closing. Photos reflect the status when the unit was vacant.

5701 Soldier Circle Unit 104, Sarasota

7861 Pine Trace Drive Unit 7861, Sarasota
$325,000
2 Beds ⋅ 2 Baths ⋅ Pine Terrace SubDv. ⋅ 34243 Zip Code
Virtually Staged. Find your FOREVER home in Pine Trace in Palm Aire. This community is charming and close to Palm Aire Country club which offers a variety of membership. Golf,tennis,pickleball,swimming, dinning and social are all part of this excellent facility. UTC Mall, Sarasota Airpot, St. Armands,downtown Sarasota (with cultural events and venues) unparalleled beaches, and tourist attractions are all close by. This home is updated with new flooring and paint and a fenced in yard with lush tropical foliage. The kitchen is large with stainless steal appliances and lots of storage. Two outdoor seating areas are just right for entertaining.IT IS A PERFECT HOME IN A PERFECT LOCATION TO LIVE THE FLORIDA LIFESTYLE. EASY TO SHOW. SELLER WILL INCLUDE A ONE YEAR WARRANTY.

7861 Pine Trace Drive Unit 7861, Sarasota

5103 Greencroft Road, Sarasota
$295,000
2 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Resort-style, maintenance-free living in The Meadows—complete with HOA-covered landscaping and tile-roof maintenance. Welcome to The Vivienda, a desirable enclave in one of Sarasota’s most sought-after golfing communities. This affordable spacious 2-bedroom, 2-bath home with an attached garage offers a flexible layout featuring a welcoming living room plus an open-concept kitchen, family, and dining area. Unwind on the lanai overlooking a tranquil greenbelt, while the generous front yard and setting without direct-facing neighbors provide added privacy. Major updates include an HVAC system (2021), refrigerator (2022), water heater (2023), and washing machine (2024). HOA reserves are in place for future landscaping and tile-roof care, adding confidence to the ease of ownership. The Meadows lifestyle puts you close to golf, racquet sports, fitness, swimming, dining, social activities, and 14 miles of scenic walking and biking trails, with downtown Sarasota, UTC Mall, and I-75 just minutes away. Come experience the comfort, privacy, convenience, and carefree Sarasota lifestyle this home offers—schedule your showing today.

5103 Greencroft Road, Sarasota

3410 Spanish Oak Terrace, Sarasota
$155,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Welcome to this beautifully maintained two bedroom, two bath sanctuary—perfect for your second home or retirement dreams. Begin your mornings on the spacious enclosed front lanai, savoring your coffee and the serene surroundings. This charming home features an open floor plan with a bright and airy living room, ideal for entertaining guests or unwinding after a day of activities. The modern kitchen boasts ample counter space and a cozy breakfast nook, making meal prep a delight. The master bedroom offers a peaceful retreat with an en-suite bathroom and a walk-in closet, while the second bedroom is perfect for guests or a home office. You’ll appreciate the convenience of plenty of parking under the carport and a full-size laundry in the shed at the back of the carport. Nestled in the vibrant, gated 90-acre Oakwood Manor community—the only land-owned manufactured home community in the City of Sarasota—this home is a treasure trove of amenities designed to enrich your lifestyle. For a reasonable monthly fee of $210, enjoy a large clubhouse with a commercial kitchen, event stage, fitness room, cozy library, and more. Unwind in the heated pool with a handicap ramp, relax in the spacious hot tub, or partake in outdoor activities like bocce ball, ping pong, and picnicking under beautiful oak trees. This age-restricted social haven is conveniently located next to the scenic Legacy Trail and city pickleball courts. Just a short trip from downtown Sarasota, stylish St. Armands Circle, and the world-renowned Siesta Key Beach, this community offers the ultimate in Florida living. Live where others vacation and make every day a delightful adventure! Please note, no pets or motorcycles are allowed. Come embrace the fun, active lifestyle you’ve always dreamed of!

3410 Spanish Oak Terrace, Sarasota

3915 Schwalbe Drive Unit 128, Sarasota
$222,000
2 Beds ⋅ 2 Baths ⋅ Strathmore Villa SubDv. ⋅ 34235 Zip Code
Virtually Staged. This beautifully upgraded 2-bedroom, 2-bathroom villa offers the perfect blend of comfort, convenience, and Florida living. Located between University Parkway and Downtown Sarasota, you’ll enjoy easy access to shopping, golf courses, Gulf beaches, Sarasota/Bradenton International Airport, Lakewood Ranch, and vibrant Downtown Sarasota. The villa is situated in a peaceful, 55+ community, making it the ideal spot for those looking for a relaxed and maintenance-free lifestyle. Whether you're seeking a seasonal retreat or a full-time residence, this home offers the perfect "lock and go" solution. Inside, you'll find spacious living areas and upgraded finishes throughout. The community features a beautiful pool for you to enjoy the Florida sunshine, while maintenance-free living allows you to focus on enjoying everything Sarasota has to offer. This villa offers a rare opportunity to own a beautifully updated home in one of Sarasota's most desirable locations. Don’t miss your chance—schedule your showing today!

3915 Schwalbe Drive Unit 128, Sarasota