Sarasota FL Homes for Sale Under $500,000

Homes for Sale Under $500,000 In Sarasota FL

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Homes for Sale Under $500,000 in Sarasota FL

$399,678
2 Beds 2 Baths Esplanade At Skye Ranch SubDv. 34241 Zip Code
Under Construction. What's Special: Pond View | Close to Amenities | Close to Trails | Dedicated Study. New Construction – July Completion! Welcome to the Ibis at 7751 Waning Moon Way in Esplanade at Skye Ranch! The Ibis offers a bright and thoughtfully designed layout with open living spaces that feel welcoming from the moment you step inside. The gathering room flows easily into the designer kitchen, creating a comfortable place for cooking, relaxing, and spending time with others. A private study sits nearby and provides a quiet spot for work or cozy moments at home. The primary suite serves as a peaceful retreat with a spacious walk-in closet, dual vanity sinks, an expansive shower, and a private commode. A secondary bedroom and full bathroom complete the home and give comfort for family or guests. Additional Highlights Include: tray ceiling package, study with pocket doors, extended patio cage with screened roof, 8' interior doors throughout, whole house impact windows, pre-plumb for laundry sink in laundry room, apron front kitchen sink, additional flush mount LED lights, vinyl plank, upgraded 42" kitchen cabinets and upgraded quartz countertops. Photos are for representative purposes only. MLS#A4683274 - Live your dream vacation every day in Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day!

7751 Waning Moon Way, Sarasota

$399,500
3 Beds 3 Baths Woodbridge SubDv. 34231 Zip Code
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

$399,500
3 Beds 2 Baths Treetops At North Forty SubDv. 34243 Zip Code
PRICE IMPROVED TO $414,800 — EXCEPTIONAL VALUE! Yes—you really can have it all. Enjoy low monthly fees of just $188 while taking advantage of community amenities including a pool, tennis courts, and beautifully maintained common areas—all with the added bonus of a Sarasota address with lower Manatee County taxes. Perfectly positioned just minutes from SRQ Airport and only 15 minutes to downtown Sarasota’s dining, shopping, theaters, and cultural attractions, including The John and Mable Ringling Museum of Art. World-renowned beaches including Siesta Key Beach, Anna Maria Island, Longboat Key, and St. Armands Circle are all within easy reach. Important ownership note: This is a land condominium, which means you own the single-family home AND the land beneath it, plus an undivided interest in the community’s scenic lakes, preserves, and common areas. This move-in ready 3-bedroom, 2-bath home offers soaring ceilings, an open floor plan, and tranquil water views in a peaceful natural setting. A sparkling lake with fountain, majestic oak trees, and abundant birdlife—including herons, ducks, and turtles—create a true Florida retreat. Directly across the street, enjoy a lush green sanctuary with seating, plus convenient access to the community pool and tennis courts. The entire rear of the home opens to a spectacular glass-enclosed Florida Room, fully screened with operable windows and privacy shades—perfect for year-round relaxation or entertaining. Recent major updates provide peace of mind, including NEW ROOF (2025), fresh exterior paint (2025), hurricane-impact windows, and hurricane-rated garage door. Additional features include: Bonus breakfast room with wine refrigerator Generous storage throughout Turn-key furnishings available Move-in ready now, with room to personalize to your taste Private, peaceful, and centrally located—this is Florida living at an exceptional new price.

7801 Ontario Street Circle, Sarasota

$399,000
3 Beds 2 Baths Brentwood Estates SubDv. 34232 Zip Code
Virtually Staged. Welcome to Brentwood Estates, where comfort, privacy, and convenience come together in one beautifully updated home. This 3-bedroom, 2-bathroom home features a desirable split bedroom floor plan with two separate living areas, offering flexibility for entertaining, relaxing, or creating a home office, playroom, or media room. At the heart of the home is the beautifully updated kitchen, centered around a spacious island and featuring stainless steel appliances, soft-close cabinetry, and ample prep and gathering space. Just off the kitchen, a dry bar creates the perfect spot for entertaining, while tile flooring throughout and LED recessed lighting with dimmer switches add warmth and continuity throughout the home. The spacious primary suite features an oversized walk-in closet with stylish barn doors and an updated en-suite bathroom complete with dual vanities and a walk-in shower. The additional bedrooms are thoughtfully positioned on the opposite side of the home, providing added privacy for family or guests. French doors lead to a private, fully fenced backyard, creating the perfect setting to relax, entertain, or enjoy Florida's year-round lifestyle. A fully automated irrigation system with a well for exterior watering helps keep the landscaping looking its best. Additional highlights include high-impact hurricane windows and a high-impact front door, a welcoming front porch, a circular driveway with additional side parking, and an attached garage. Ideally located in the heart of Sarasota, Brentwood Estates offers convenient access to Downtown Sarasota, UTC, shopping, dining, parks, top-rated schools, and the area's world-famous Gulf beaches. Whether you're enjoying a quiet evening at home or entertaining family and friends, this home offers the space, privacy, and location to enjoy the very best of the Florida lifestyle.

2129 Linwood Drive, Sarasota

$399,000
2 Beds 2 Baths Vista Hermosa SubDv. 34242 Zip Code
ATTENTION INVESTORS, VALUE MINDED BUYERS AND HOMEOWNERS!, one of the best value for a 2 bedroom 2 bath villa currently on beautiful Siesta Key. Discover effortless island living in this beautifully updated, TURNKEY FURNISHED , maintenance-free villa on Siesta Key. Offering two bedrooms and two full baths plus its OWN CARPORT, this renovated residence is ideally located just a very short distance from the world-famous sugary sands of Crescent Beach on beautiful Siesta Key. The stylish kitchen has been refreshed with brand new appliances, and contemporary designed cabinets that is both functional and inviting. Recent upgrades also include a new HVAC system and water heater, providing year-round comfort and peace of mind. Luxury vinyl plank flooring in all bedrooms and tile throughout the unit for that extra "Clean feel", creating a cohesive look while offering lasting durability and easy maintenance. Storm windows and energy efficient throughout ( except the sliders). WASHER AND DRYER INCLUDED! Unwind in the private screened lanai, ideal setting to enjoy the gentle Gulf breezes any time of day, enhanced with an extra storage closet for all the beach toys, not to mention a laundry closet with brand new washer and dryer to boot . Both bathrooms have been tastefully remodeled with modern finishes, completing the home's move-in-ready appeal. HOA also includes water and internet service and flood insurance. The villa is conveniently situated just steps from the community clubhouse, swimming pool, outdoor grilling area. Enjoy the convenience of nearby boutiques, restaurants, and local entertainment, all within very short distance. The complimentary Siesta Key trolley provides easy transportation to Siesta Key Village, where you'll find additional shopping, dining, and vibrant island attractions. Whether you're searching for a seasonal getaway, an income-producing investment property, or a full-time coastal residence, this exceptional villa offers the perfect opportunity to experience the relaxed Siesta Key lifestyle. Schedule your private showing today and discover everything this island paradise has in store for you.

159 Vista Hermosa Circle Unit 27B, Sarasota

$399,000
2 Beds 2 Baths Gulf Gate Glen SubDv. 34231 Zip Code
Nestled within the desirable Gulf Gate Glen community, this location offers the perfect blend of convenience, recreation, and the laid-back Florida lifestyle that makes Sarasota so sought after. Residents enjoy being just minutes from the powder-soft sands of Siesta Key Beach, consistently ranked among the best beaches in the country. Whether you're spending the day boating on Sarasota Bay, exploring nearby waterfront parks, or taking in a breathtaking Gulf Coast sunset, this location places the very best of Sarasota right at your fingertips while remaining outside of a flood zone. Stepping inside, you'll immediately notice the soaring vaulted ceilings, abundant natural light, and luxury vinyl plank flooring that flows throughout the home. This well-designed floorplan offers 2 bedrooms, 2 bathrooms, and a spacious 2-car garage, creating the perfect balance of comfort and functionality. The kitchen features stainless steel appliances and overlooks a dining area, making everyday living and entertaining effortless. The owner's suite serves as a private retreat with a walk-in closet and an ensuite bathroom complete with dual sinks and a walk-in shower. French doors lead to the screened-in lanai, providing the ideal space to enjoy your morning coffee, unwind in the evenings, or entertain guests while enjoying Florida's year-round sunshine. One of the biggest advantages of living here is the everyday convenience. Gulf Gate Village is just around the corner, offering an eclectic mix of locally owned restaurants, coffee shops, bakeries, live music venues, and neighborhood bars that create a true sense of community. For shopping, dining, and entertainment, you're only a short drive from Downtown Sarasota, St. Armands Circle, and the countless cultural attractions that make Sarasota one of Florida's premier destinations. Outdoor enthusiasts will appreciate easy access to Legacy Trail, one of the area's most popular biking and walking trails stretching for miles throughout Sarasota County. Nearby parks, marinas, fishing spots, kayak launches, golf courses, tennis facilities, pickleball courts, and fitness centers provide endless opportunities to enjoy an active Florida lifestyle. Families will appreciate the proximity to highly regarded schools, while commuters benefit from quick access to US-41, making travel throughout Sarasota, Venice, and Lakewood Ranch simple and convenient. Sarasota Memorial Hospital, medical offices, grocery stores, and everyday necessities are all just minutes away. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this exceptional Sarasota location delivers the coastal lifestyle buyers dream about. Close to world-famous beaches, vibrant dining and entertainment, outdoor recreation, and everything that makes Florida's Gulf Coast so special, schedule your showing today!

3225 Gulf Watch Court, Sarasota

$399,000
3 Beds 2 Baths Westwoods At Sunrise SubDv. 34238 Zip Code
Perfectly positioned directly across from the community amenities, this beautifully maintained villa in Westwoods at Sunrise offers an exceptional combination of space, privacy, and convenience in one of Sarasota’s most established locations. From the moment you arrive, the mature landscaping, corner-unit positioning, and oversized two-car garage create the feel of a single-family home while still enjoying the ease of maintenance-free living. NEW AC 2025! One of the standout features of this property is its immediate proximity to one of the heated community's pool, which is maintained at approximately 85 degrees year-round, along The clubhouse itself includes a full kitchen and gathering space, making it ideal for social events, entertaining, and community activities. Even more appealing, the association is self-managed with reasonable fees, Maintenance of roofs, exterior repairs, basic cable, and pest control. Residents of this active 55+ community enjoy two heated pools, a pet-friendly atmosphere (up to 25 pounds), a year-round calendar of fun events, clubhouse, and four premier pickleball courts that residents and friends actively play. Inside, the home offers nearly 1,850 square feet of living space with soaring ceilings, abundant natural light, and a flexible open floor plan. The spacious living room features a fireplace and flows naturally into the dining area and kitchen, while multiple screened and enclosed outdoor living spaces create seamless indoor-outdoor living. A large Florida room surrounded by windows provides additional versatile living space perfect for relaxing, entertaining, or enjoying peaceful green views. The kitchen is centrally located with stone countertops, breakfast bar seating, pantry storage, and solid wood cabinetry. The split-bedroom layout provides privacy, with the primary suite occupying the upper level complete with vaulted ceilings, en-suite bath, and walk-in closet. Guest accommodations on the first floor allow flexibility for visitors or multigenerational living. Outdoor living is another highlight, with multiple screened patio areas, balcony access, and lush landscaping surrounding the property. The oversized garage offers excellent storage and functionality rarely found in villa-style properties. Located just minutes from shopping, dining, Sarasota Memorial Care Center, golf, and Siesta Key Beach, this home also provides quick access to I-75 and all the cultural attractions Sarasota is known for. Schedule your private showing today and discover the comfort, convenience, and lifestyle this exceptional Sarasota villa has to offer before this opportunity is gone.

6581 Approach Road Unit 63, Sarasota

$399,000
1 Beds 1 Baths Siesta Towers SubDv. 34242 Zip Code
Pound for pound dollar for dollar one of the best bargains on the beach. 11th-floor Gulf views, Siesta Key Beach right down the road, and a price point that gives you real upside. This the kind of condo/value comination people hope for. The unit has modest finishes as it sits, but the real play here is the value. You get a front-row seat to the Gulf, a private balcony for sunsets every night, and the chance to update it the way you want without paying a premium for someone else’s remodel. This is a bright west-facing 1-bedroom in Siesta Towers, so the natural light and water views are the star of the show. Whether you want a full-time place, beach getaway, or investment hold, this one checks the box for location and long-term potential. Siesta Towers is a well-kept beachfront community with a community pool, covered parking assigned by seniority, updated lobby/amenities, and beautifully maintained grounds. The building completed its milestone inspection in 2024, major exterior repairs were done in 2023, the roof was replaced in 2018, and the association fully funds both mandatory structural reserves and general reserves. You are also right in the middle of what makes this area so desirable. Siesta Key Beach is close by, and Siesta Key Village is right there for dining, shopping, and nightlife. It is hard to beat this combination of views, location, and value on Siesta Key.

4822 Ocean Boulevard Unit 11E, Sarasota

$399,000
2 Beds 2 Baths Heritage Oaks Golf & Country Club SubDv. 34241 Zip Code
Positioned within the lush, guard-gated fairways of Heritage Oaks Golf & Country Club, this beautifully appointed end-unit CLUBHOME style villa offers a rare blend of refined golf course living and exceptional privacy. Perfectly situated with no neighboring building on one side and tranquil water and preserve views beyond, this residence feels more like a private retreat than a typical villa residence. Offered furnished, this elegant two-bedroom, two-bath residence with a dedicated office/den and spacious two-car garage is designed for effortless Florida living. Sunlight pours through the open, airy floor plan, highlighting serene natural vistas and creating a warm, inviting ambiance throughout. The beautifully updated kitchen features granite countertops, stainless steel appliances, and a charming breakfast nook, seamlessly opening to the dining and living spaces designed for both everyday comfort and relaxed entertaining. The screened lanai becomes an extension of the home itself offring a peaceful outdoor sanctuary where mornings begin with tranquil preserve views and evenings unwind in complete serenity, far removed from the congestion often found in golf communities. Luxury vinyl flooring enhances the main living areas, while the spacious primary suite offers a walk-in closet, soaking tub, and glass-enclosed shower, creating a true retreat-like experience. Residents of Heritage Oaks enjoy an elevated country club lifestyle with championship golf, five heated pools, tennis courts, fitness center, clubhouse dining, and an active social calendar — all within one of the area’s most picturesque gated communities. Replumbed and re-piped, with a 2022 ROOF and 2017 A/C, this exceptional pet friendly CLUB home villa presents a rare opportunity to experience sophisticated golf course living without compromising privacy, tranquility, or comfort.

5111 Peppermill Court, Sarasota

$398,000
3 Beds 3 Baths Palmer Square West SubDv. 34238 Zip Code
SPACIOUS TOWN HOUSE in a private and beautifully landscaped community, on a quiet serene cul-de-sac. You will love the canopy tree coverage of Square West Blvd. You can enter your home from your private courtyard gate and drive space or from your two car garage. Your private courtyard gate great for pets, flowers, and fresh air entry to your stylish home with lanai access to community pool and spa. An oversized screened lanai looks onto garden space with fountain views. 3 full bedrooms, 2.5 baths, guest bath on first floor for entertaining, 10ft ceilings and large rooms. A bright and open master suite has 2 walk-in closets. A large second bedroom with connecting bath and walk-in closet makes for an alternative primary suite, and the guest bedroom has an equally roomy walk-in. Conveniently located in a preferred school zone and near so any amenities (Costco, new Trader Joes and Whole Foods, Planet Fitness, and YMCA), shopping, dining, and only 5 miles to Siesta Key beaches. It’s a perfect blend of retreat and comfort in a superb location! BRAND NEW barrel tiled roof 2024 and all buildings recently repainted. Additional improvements include new AC system November 2023, Garage door springs 2019, Kitchen faucet and disposal 2020, Master bath faucets 2025, New microwave and washer and dryer in 2021. New Master bath shower doors 2024, and New chain drives and garage door opener/wireless entry for garage 2025.

3625 Square West Lane Unit 4, Sarasota

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