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2640 Mapleloft Lane, Sarasota
$640,000
3 Beds ⋅ 2 Baths ⋅ Mapleloft SubDv. ⋅ 34232 Zip Code
Discover distinctive Sarasota living beneath the mature oaks of Mapleloft, an intimate, centrally located neighborhood of only 31 homes. This 3-bedroom, 2-bath pool home offers 2,009 square feet of single-story living on approximately .35 acre. An expansive circular driveway, lush landscaping, brick and stone accents and a covered front porch make a striking first impression, while extraordinary speakeasy-style entry doors introduce a home filled with personality. Inside, soaring ceilings bring volume to an open floor plan connecting the great room and dining space with the screened lanai and pool beyond. Built-in shelving adds character. A separate recreation room offers flexibility as a media room, game room, studio, library, second living area or open home office. The spacious primary suite features hardwood flooring, two walk-in closets and doors providing direct access toward the pool and lanai. Its bath includes a separate soaking tub and shower. Two additional bedrooms share the second full bath, while a dedicated interior laundry room completes a practical layout with every bedroom, bath and living area on one level. The home's standout feature is the expansive screened outdoor living area stretching across the rear of the house. The lanai provides generous space for dining, lounging and entertaining around a heated saltwater pool and heated spa. Pool lighting adds evening ambiance, while the summer kitchen, grill and bar seating keep entertaining connected to the pool area. Direct access from the main living spaces and primary suite makes the lanai a true extension of the home. Beyond the screen enclosure, the fully fenced property offers privacy, greenery and usable yard space in a central Sarasota location. Mature trees and tropical plantings surround areas for gardening, recreation and pets. The edible landscape includes peach, pineapple, starfruit, fig, lime, sugar apple, peanut butter fruit, bananas, avocado, dragon fruit, canistel and tree spinach. A dedicated fenced chicken area is tucked into the landscape and may be continued or adapted to another use. Mapleloft is an established enclave known for its mature oak canopy, individually styled homes and tucked-away atmosphere. Its 31 residences enjoy an intimate neighborhood setting close to shopping, dining, recreation, medical facilities and Sarasota attractions, including South Lido. The privacy of a mature residential setting is paired with the convenience of a central location. The property also offers substantial practical value. A two-car garage and expansive circular driveway provide generous parking, while the oversized fenced homesite creates room to enjoy life beyond the walls of the house. The roof was replaced in 2021. Five hurricane-impact windows were installed in 2021, and the pool deck was refinished that same year. The HVAC system was installed in 2020 and includes a built-in air purifier. A clean 2026 four-point inspection and 2026 wind mitigation inspection provide valuable current information about the home. This thoughtfully connected property brings together a welcoming front porch, open interior, private primary suite, screened lanai, summer kitchen, pool, spa, gardens and expansive yard. Here, architectural character, functionality and outdoor living come together with a central Sarasota address. Mapleloft offers a little country character, a touch of Old Florida and a lifestyle distinctly Sarasota. Call today for a private showing!

2640 Mapleloft Lane, Sarasota

1789 Loma Linda Street, Sarasota
$1,395,000
3 Beds ⋅ 2 Baths ⋅ Pomelo Place SubDv. ⋅ 34239 Zip Code
The West of Trail BEST BUY!! Located between Osprey Avenue and Orange Avenue. Rarely will you find a 2500+ square foot cement block home on an oversized corner lot (100' x 142') with 3 bedrooms, 2 bathrooms, 2 car attached garage and pool for this price. Open floor plan with high ceilings in living areas, wood flooring, spacious living and dining areas, wine cellar, separate laundry room, screened in pool and large lanai. Automatic driveway gate for garage side entry on Osprey Avenue and circular drive on Loma Linda. Prime location just down the street from popular Southside Village shops and restaurants and in highly acclaimed school districts. Come see for yourself and have a very pleasant surprise. No interior storm damage in the home.

1789 Loma Linda Street, Sarasota

2436 Arlington Street, Sarasota
$1,549,000
3 Beds ⋅ 3 Baths ⋅ Hyde Park Heights SubDv. ⋅ 34239 Zip Code
Virtually Staged. Welcome to this exceptional coastal contemporary home in Sarasota’s coveted Arlington Park neighborhood, east of the Trail. Ideally located just minutes from Sarasota’s best dining, shopping, downtown, Southside Village, and world-renowned beaches. A beautifully maintained Sarasota home offering the perfect combination of location, comfort, smart-home technology, and everyday convenience. Built in 2017 by Banyan Tree Construction, this single-story custom home offers approximately 2,521 square feet of living space with 3 bedrooms, 2.5 bathrooms, a den/office, and a 2-car attached garage. Situated on an approximately 9,700-square-foot lot, the home features a split-bedroom floor plan, 12-foot volume ceilings, engineered white oak hardwood flooring, hurricane-impact-resistant windows and doors, a screened saltwater pool, covered lanai, fenced backyard, and paver driveway. Inside, thoughtful upgrades make everyday living effortless, including a **Philips Hue smart lighting system, Ring & Guardian security systems, and fiber-optic connectivity. The kitchen features GE appliances, with an LG washer and dryer included. The spacious garage offers an additional refrigerator and shelving, while a newly installed fence adds privacy to the backyard. The property has sustained no storm damage, offering added peace of mind for buyers. This property offers the opportunity to enjoy an established Sarasota neighborhood while staying close to the recreation, lifestyle, dining, shopping, beaches, and cultural attractions that make Sarasota such a desirable place to call home. Arlington Park itself spans more than 20 acres and includes the Arlington Park Community Center & Aquatic Complex, providing residents with convenient access to recreation and outdoor space right in the neighborhood.

2436 Arlington Street, Sarasota

1881 Orchid Street, Sarasota
$998,000
3 Beds ⋅ 2 Baths ⋅ Poinsettia Park SubDv. ⋅ 34239 Zip Code
*VIRTUALLY STAGED* Desirable West of the Trail location in the sought-after Southside school district! Welcome to 1881 Orchid Street, a beautifully updated 3-bedroom, 2-bath home with a bonus room and 1,710 square feet in Poinsettia Park. This charming home blends classic Sarasota character with modern updates, including authentic Spanish tile floors, an updated kitchen, hurricane-impact windows, new roof, new HVAC, and tankless water heater. Enjoy a bright Florida room, screened lanai, fenced backyard, 1-car garage, fresh landscaping, and low-maintenance shell front yard with paver driveway. The versatile bonus room with wood-accented ceilings is perfect for an office, studio, gym, or guest space. Just minutes to Sarasota Memorial Hospital, Southside Village, Morton’s Market, and a short drive to the beaches of Siesta Key.

1881 Orchid Street, Sarasota

5220 Sunnydale Circle S, Sarasota
$725,000
3 Beds ⋅ 2 Baths ⋅ Greenfield SubDv. ⋅ 34233 Zip Code
Prepare to be captivated by this one-of-a-kind Sarasota pool home, where custom luxury meets an unbeatable location with 3 bedrooms, a versatile den/office, and 2 fully upgraded bathrooms. Designed for the buyer who rejects cookie-cutter finishes, every square foot has been thoughtfully reimagined with luxury vinyl plank flooring and designer lighting throughout bright, open living spaces. At the heart of the home, the chic kitchen features new cabinetry, premium countertops, and new appliances built for both everyday living and high-end entertaining. The primary suite serves as a private spa retreat starring a stunning freestanding soaking tub, frameless glass shower, custom vanities, and high-end fixtures. For effortless indoor-outdoor living, floor-to-ceiling sliding glass doors retract fully to reveal an expansive screened lanai anchored by a newly refinished pool, extended paver decking with full-sun lounging zones, and a covered patio for outdoor dining. Beyond the pool cage, lush tropical foliage surrounds a green lawn featuring a charming gazebo for serene mornings and quiet afternoons. Complete with impact-resistant windows for efficiency and peace of mind, this turnkey sanctuary is ideally located just 8 miles—or 20 minutes—from world-famous Siesta Key Beach and vibrant Downtown Sarasota, putting top-rated schools, golf, shopping, and dining right at your fingertips.

5220 Sunnydale Circle S, Sarasota

5631 Bent Oak Drive, Sarasota
$540,000
3 Beds ⋅ 2 Baths ⋅ Colonial Oaks SubDv. ⋅ 34232 Zip Code
Welcome to this beautifully updated 3-bedroom, 2-bath pool home in desirable Colonial Oaks, offering a rare combination of privacy, water views, and everyday convenience. Situated on a picturesque setting with a view of woods & a pond, this light and bright residence features 1,860 square feet of living space, with tranquil water views visible from much of the home. Several windows were replaced in 2023! Inside, the open and inviting floor plan showcases high ceilings, updated lighting, built-in shelving in the closets, a combined dry bar and coffee bar, plus a warm wood-burning fireplace in the family room. The home offers a thoughtful blend of formal and casual living spaces, along with an inside laundry room and generous primary suite with a separate tub and shower. Outdoor living is equally impressive, with a private screened pool, covered and enclosed patio areas, mature landscaping, and peaceful views of the pond and surrounding greenery—creating an ideal setting for relaxing or entertaining. The home is constructed of block and stucco and also includes a two-car garage, fenced areas, and hurricane shutters for added storm protection and peace of mind. Residents enjoy access to community amenities at the Colonial Oaks park, including a fitness center, park, playground, basketball court, clubhouse, and tennis courts. With its desirable location, spacious layout, private pool, beautiful water views, and numerous updates, this Colonial Oaks home offers an exceptional Sarasota lifestyle.

5631 Bent Oak Drive, Sarasota

318 Barlow Avenue Unit 71, Sarasota
$175,000
3 Beds ⋅ 3 Baths ⋅ Fairway Oaks SubDv. ⋅ 34232 Zip Code
?Come to discover this conveniently located condo with breathtaking golf course views of the Bobby Jones Golf Course right behind your backyard! This 3-bedroom, 2-1/2 bathroom end unit retreat offers the ultimate in location and lifestyle. This condo puts you within easy reach of downtown Sarasota's vibrant arts scene. All the world-class restaurants, and cultural attractions are within 10 minutes of drive. The open concept floor plan welcomes you to the bright living space. Brand new stove, a vent hood, washer and dryer just installed recently, plus a newly added kitchen island and quartz counter tops in the kitchen and laundry room table. Brand new add glass door in the kitchen to the laundry room. From the second floor bedrooms, you are looking at the beautiful Golf Course Views. Whether you're a golf enthusiast, a culture lover, or simply seeking the perfect Sarasota lifestyle, this condo offers an unmatched living experience. Just minutes from downtown Sarasota, trendy restaurants and world famous beaches and all other attractions.

318 Barlow Avenue Unit 71, Sarasota

3267 Beneva Road Unit 203, Sarasota
$118,900
1 Beds ⋅ 1 Baths ⋅ Village Brooke SubDv. ⋅ 34232 Zip Code
SARASOTA CONDO UNDER $120,000! Welcome to this 1-bedroom, 1-bathroom condo in Village Brooke, conveniently located off Beneva Road in the heart of Sarasota. This second-floor end unit offers added privacy, a comfortable layout, and an affordable opportunity to own a piece of Sarasota for just $118,900. Inside, you’ll find newer carpet installed in 2025 and an A/C system updated in 2021 for added peace of mind. The interior offers the opportunity to personalize the space to your own taste without paying a premium for someone else’s renovation. Step outside to your private screened lanai — a perfect place for morning coffee, reading, or simply enjoying Florida’s year-round outdoor lifestyle. Village Brooke offers an impressive collection of amenities including two swimming pools, tennis and pickleball courts, shuffleboard, clubhouse, billiards, library, picnic areas, BBQ grills, picturesque ponds and gazebos. On-site laundry, assigned parking and guest parking add to the everyday convenience. The monthly condo fee includes recreational facilities, water, basic cable, garbage and pest control, providing additional value and simplicity. Located in central Sarasota, you’re close to shopping, dining, fitness, parks, Downtown Sarasota and the beautiful Gulf beaches. Whether you’re searching for a full-time Sarasota home or your own Florida getaway, this Village Brooke condo offers an opportunity to own in Sarasota at a price point that is becoming increasingly difficult to find. Offered at $118,900 — schedule your private showing today.

3267 Beneva Road Unit 203, Sarasota

4268 Madeira Court Unit 3324, Sarasota
$167,500
2 Beds ⋅ 2 Baths ⋅ Casa Del Sol SubDv. ⋅ 34233 Zip Code
SELLER MOTIVATED! PRICE REDUCTION! This charming, LAKE VIEW, TOP FLOOR, VAULTED CEILINGS, 2-bedroom, 2 bath condominium is waiting for you! Nestled in the highly desirable and very vibrant community of Casa del Sol, which is well maintained and full of recreational activities to enjoy such as heated pools, tennis courts, pickleball courts, shuffleboard, bocce ball, and a clubhouse with poker tables, a gym, books and endless ongoing activities. Enjoy Onsite management and maintenance. The condo offers spacious rooms with new flooring, a brand new, master bathroom shower with new piping, and a new 6-week-old AC. Sit back and view picturesque sunsets on your screen in back porch. The condo has been updated with new amenities and has been well kept and is ready for you to make it yours! Association is responsible for the newly redone roof. Spacious rooms throughout this bright and cheerful condo. Walking distances from restaurants, across the street from Walmart and Home Depot. Siesta Beach is only 17 minutes away, University Town Center, Waterside, and downtown Sarasota are all minutes away. This spacious condo is situated close to 1-75 and Doctor's Hospital. Whether you're looking for a vacation retreat or a year-round residence, this condo has endless possibilities! Schedule your showing today! Owner is motivated and willing to assist with closing costs!

4268 Madeira Court Unit 3324, Sarasota

3286 Brunswick Lane Unit 704, Sarasota
$239,900
2 Beds ⋅ 2 Baths ⋅ South Gate Village Green SubDv. ⋅ 34239 Zip Code
Ready to retire in Sarasota? Welcome to Village Green in South Gate—truly the heart of Sarasota. LESS THAN 10 MINUTES TO SIESTA KEY, DOWNTOWN SARASOTA, AND THE HIGHWAY, PLUS JUST 15 MINUTES TO THE AIRPORT AND UTC, this location puts you right in the center of it all while still enjoying a peaceful 55+ lifestyle. BRAND NEW HVAC (that is Heating and Cooling) put in this week! It comes with a transferable warranty. In addition an ULTRAVIOLET sensor was added to insure a mold free home. THIS HOME HAS NEVER FLOODED! It offers A NEW CERAMIC TILE ROOF with a 50 YEAR TRANSFERABLE WARRANTY on the tiles, a 35K value for the title roof plus a 10K value for the flat roof!! That is a 45K VALUE setting you up for low-maintenance living for years to come. This is ONE OF THE LARGEST VILLAS IN THE COMMUNITY, featuring a TRUE OVERSIZED LAUNDRY ROOM. NEW FLOORING throughout. Abundant STORAGE. The updated kitchen is a showstopper with STAINLESS STEEL APPLIANCES AND QUARTZ COUNTERTOPS, plus TONS OF COUNTER SPACE and a spacious layout that makes cooking and entertaining a dream. There is AN EAT-IN KITCHEN AREA PLUS A FORMAL DINING SPACE, offering flexibility for everyday living and hosting. The OPEN-CONCEPT LIVING ROOM IS FILLED WITH NATURAL LIGHT, creating a bright and welcoming feel. Just off the living area is a FLORIDA ROOM OVERLOOKING THE COMMUNITY POOL, perfect for a home office, craft room, or extra lounge space, along with A SCREENED-IN LANAI so you can enjoy the Florida sunshine bug-free. The TWO SPACIOUS BEDROOMS ARE LOCATED DOWN A SEPARATE HALLWAY FOR PRIVACY AND QUIET. A true PRIMARY SUIT with WALK In CLOSET. With TWO FULL BATHROOMS—ONE WITH A WALK-IN SHOWER AND THE OTHER WITH A TUB— you have the best of both worlds. HURRICANE-GRADE WINDOWS IN THE MAIN LIVING AREAS add peace of mind, and if you’ve been wanting a garage, THE CARPORT IS READY—JUST ADD A DOOR. Step outside and the COMMUNITY POOL IS PRACTICALLY IN YOUR BACKYARD, feeling like your own private oasis. Enjoy a LOW-MAINTENANCE LIFESTYLE WITH GROUNDS MAINTENANCE INCLUDED, a WELL-FUNDED COMMUNITY. Building INSURANCE IS INCLUDED in this HOA unlike surrounding units, a $3600 VALUE A YEAR! Along with yearly ROOF CLEANING preserving the life of your roof and reserves for private road repairs. VILLAGE GREEN GOLF CLUB JUST STEPS AWAY for the golf enthusiast. Seller is open to giving a credit for garage door upon acceptable offer. This is Sarasota 55+ living at its best—schedule your private showing today.

3286 Brunswick Lane Unit 704, Sarasota

1520 Glen Oaks Drive E Unit 248, Sarasota
$149,000
2 Beds ⋅ 2 Baths ⋅ Glen Oaks Estates SubDv. ⋅ 34232 Zip Code
Welcome to Glen Oaks Garden, a vibrant community! This beautifully updated corner 2 bedroom, 2 bath condo with elevator access, modern style, comfort, and an unbeatable location. Step inside to find an updated kitchen featuring beautiful cabinetry, newer stainless-steel appliances, granite countertops and travertine backsplash. This second floor unit features tile and bamboo flooring throughout. Freshly painted with crown molding in the living room and master bedroom. Master has ensuite bathroom and walk-in closet. Enjoy your morning coffee or evening wind-down on the screened balcony with peaceful nature and partial golf course view making for the perfect retreat. The Glen Oaks Garden community has a fantastic array of amenities, including an Olympic size heated pool, clubhouse, exercise room, sauna, shuffleboard, private storage 5 x 6 locked storage unit and more. For golf enthusiasts, the newly renovated Bobby Jones Golf Club and nature trails are just around the corner! With its prime central location, you'll love the proximity to Downtown Sarasota, the shops and restaurants of UTC mall, SRQ Airport, and 15 minutes to Siesta Key and Lido beach two of the world-famous Gulf beaches. With exquisite modern upgrades and an active lifestyle waiting for you, this condo is ready for you to move right in and start enjoying the Florida life. Pet friendly, covered parking.

1520 Glen Oaks Drive E Unit 248, Sarasota

4206 Via Piedra Circle Unit 3-202, Sarasota
$242,000
2 Beds ⋅ 2 Baths ⋅ Stoneridge SubDv. ⋅ 34233 Zip Code
Discover the perfect blend of comfort, convenience, and location in this beautifully updated 2-bedroom, 2-bathroom condo. Whether you’re searching for a primary residence, seasonal retreat, or investment opportunity, this move-in-ready home offers an inviting open floor plan and thoughtful updates throughout. The well-designed interior features custom closets in both bedrooms, including a spacious walk-in closet in the primary suite. The updated kitchen includes a convenient pantry, while the inside laundry room adds everyday ease. A new A/C system installed in 2024 provides added comfort and peace of mind, and the attached garage offers secure parking along with valuable storage space. Enjoy the best of Sarasota’s outdoor lifestyle with Urfer Park just a short walk away. Explore scenic nature trails and paved pathways ideal for morning walks, evening strolls, or relaxing time in nature. Conveniently located in the heart of Sarasota, this condo places you close to popular restaurants, shopping, beautiful beaches, and the area’s many attractions. With its desirable location and versatile appeal, this property is an excellent opportunity for homeowners and investors alike. Schedule your private showing today and experience all this exceptional Sarasota condo has to offer.

4206 Via Piedra Circle Unit 3-202, Sarasota

1722 North Drive, Sarasota
$2,690,000
3 Beds ⋅ 2 Baths ⋅ Cherokee Park SubDv. ⋅ 34239 Zip Code
Rarely available in Cherokee Park, widely regarded as one of Sarasota’s most desirable West of Trail neighborhoods, 1722 North Drive presents an extraordinary opportunity on a remarkably oversized 150-by-150-foot homesite with an impressive 150 feet of street frontage. Significantly larger and more generously proportioned than many properties in the neighborhood, the square parcel offers the scale, symmetry, and flexibility increasingly difficult to find in Sarasota’s most established luxury enclaves. Cherokee Park is distinguished by its quiet, tree-lined streets and an architectural landscape where beautifully restored historic residences sit alongside prominent new custom homes designed and built by some of Sarasota’s most respected architects and builders. Within that setting, this property stands apart. Mature, century-old oak trees frame the perimeter, creating a park-like canopy of privacy, shade, and character while leaving the heart of the lot remarkably open. The combination of its ideal square configuration, substantial street presence, and undisturbed tree canopy creates a compelling canvas for a future luxury residence, with room to build a custom home, pool, outdoor living areas, and landscaped grounds without overwhelming the site. The existing home is charming, comfortable, and move-in ready, giving its next owner the flexibility to enjoy the property immediately, renovate over time, or hold it while designing a future custom residence. Recent improvements include a new air-conditioning system, hot water heater, sewer line, and resurfaced pool, all completed in 2024. A separate bonus space offers an ideal setting for a work-from-home office, art studio, gym, or creative retreat. Located just moments from Southside Elementary School and close to Southside Village, downtown Sarasota, the bayfront, and Sarasota Memorial Hospital, 1722 North Drive combines one of the city’s most coveted residential settings with the dimensions and character of a truly distinctive homesite. Whether enjoyed as it stands today or reimagined as a significant new estate, this is a rare opportunity to secure an unusually substantial parcel and lasting value in the heart of Cherokee Park.

1722 North Drive, Sarasota

1740 S Orange Avenue, Sarasota
$5,500,000
5 Beds ⋅ 6 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code
Pre-Construction. To be built. UNDER CONSTRUCTION — HEMINGWAY LUXURY MODEL BY COURTYARD MODERN HOMES- OR BUILD TO SUIT STARTING AT $4,500,000.00 -- A striking new expression of modern luxury is taking shape in Harbor Acres. Courtyard Modern Homes introduces the **Hemingway**, a sophisticated custom residence designed to capture the essence of Sarasota living with bold architecture, refined finishes, expansive interiors, and a seamless connection to the outdoors. This exceptional 5-bedroom, 5-bath luxury home is thoughtfully designed for both impressive entertaining and comfortable everyday living. The dramatic great room serves as the heart of the residence, featuring soaring ceilings, architectural detailing, and walls of glass that open the home to a spacious covered lanai, resort-style pool, and fully equipped outdoor summer kitchen. At the center of the open floor plan is a beautifully appointed chef’s kitchen featuring premium appliances, custom cabinetry, generous stone countertops, and an oversized island overlooking the great room and dining areas. The result is one expansive living environment where indoor and outdoor spaces come together effortlessly. The main-level primary suite is designed as a private retreat with expansive walk-in closets and a luxurious spa-inspired bath. A separate guest suite provides privacy for visitors, while a dedicated home office and additional bonus space offer flexibility for today's lifestyle. Upstairs, three generously sized bedrooms are complemented by a spacious game room and loft, creating an ideal second living area for family and guests. A three-car garage and substantial homesite complete the residence. Located in Harbor Acres, one of Sarasota's most established and sought-after neighborhoods, the Hemingway offers an exceptional combination of luxury, location, and lifestyle. Just moments from Southside Village, Sarasota Memorial Hospital, Marie Selby Botanical Gardens, downtown Sarasota, and the bayfront, the home also provides convenient access to St. Armands Circle and the celebrated beaches of Lido Key and Siesta Key. Currently under construction by Courtyard Modern Homes, the Hemingway represents an opportunity to own a brand-new luxury residence in one of Sarasota's premier neighborhoods—where contemporary design, exceptional craftsmanship, and the best of Sarasota living come together.

1740 S Orange Avenue, Sarasota

5325 Anthony Lane, Sarasota
$769,900
3 Beds ⋅ 3 Baths ⋅ Ashton Glen SubDv. ⋅ 34233 Zip Code
BEAUTIFUL POOL HOME * ONE OWNER SINCE NEW * WELL MAINTAINED PROPERTY * LOCATED IN SARASOTA'S TOP RATED SCHOOL SYSTEMS * Freshly painted interior all walls, ceilings,closets and trimwork. Welcome to this perfectly maintained 3 bedroom, 3 bath pool home in the Ashton Glen; an enclave of 47 exclusive properties. This home was custom built for the current owner and has been updated during their ownership. A/C replaced 2+- years ago. Dishwasher 4 +- years old. You will find high ceilings throughout, generously sized rooms, an open split plan with 3 bedrooms, a den/study. Extra large living room has triple pocketed sliding doors leading to the pool and outdoor sitting area which allows the house to be opened up during cooler weather. The master bedroom is extra large with it's own door to the pool off the master bedroom you will find two closets leading to the bath with garden tub, walk in shower and dual split vanities.. The large eat in kitchen has granite counters and a pantry. There is a formal dining room and a den/study. In the laundry there is a Matag washer and dryer. Ashton Glen is within a mile from the rails to trails trail head which includes parking and a play ground. The rails to trails goes from downtown Sarasota all the way down to Northport and is a paved trail for biking, walking, running, etc. It is planned to extend up to Manatee making this rails to trails run completely through Sarasota County. This property is also very close to Ashton Elementary and Sarasota Middle School two of the top rated schools in Sarasota County. This is a beautiful home that will sell quickly. Don't delay, or you will miss out.

5325 Anthony Lane, Sarasota

1310 Glen Oaks Drive E Unit 383E, Sarasota
$139,900
2 Beds ⋅ 2 Baths ⋅ Glen Oaks Gdn Apts SubDv. ⋅ 34232 Zip Code
Virtually Staged. Discover the best of Sarasota's 55+ lifestyle in Glen Oaks! This beautifully maintained 2-bedroom, 2-bath residence offers comfortable, low-maintenance living in a convenient location near golf, shopping, dining, and Gulf Coast beaches. Enjoy peaceful green-space views from your private back patio, while the front entrance overlooks a beautifully landscaped courtyard. Inside, the thoughtfully designed approximately 950-square-foot layout feels surprisingly spacious, featuring an oversized primary suite with two generous closets, fresh interior paint, newer appliances, and a water heater replaced in 2022. Glen Oaks offers a welcoming 55+ community atmosphere with amenities including a swimming pool, fitness center, and shuffleboard. Golf enthusiasts will appreciate the nearby public golf course, while UTC Mall, downtown Sarasota, and SRQ Airport are all within easy reach. Spend your days enjoying nearby golf, exploring Sarasota's restaurants and cultural attractions, or visiting the beautiful beaches of Lido Key, Siesta Key, and Anna Maria Island. Whether you're searching for a year-round residence or a seasonal Florida retreat, this Glen Oaks home offers an inviting combination of comfort, convenience, and Sarasota living.

1310 Glen Oaks Drive E Unit 383E, Sarasota

1640 Waldemere Street, Sarasota
$5,400,000
5 Beds ⋅ 6 Baths ⋅ Lewis Combs Sub SubDv. ⋅ 34239 Zip Code
AMAZING PRICE REDUCTION, THIS HOME IS NOW PRICED BELOW MARKET VALUE. Take advantage of this opportunity now! Where the World's Most Exclusive Resorts Inspire Everyday Living. Imagine waking each morning in a residence that rivals the refined elegance of an Aman Private Estate, the clean architectural sophistication of a Bulgari Resort, and the effortless indoor-outdoor lifestyle of a Four Seasons Oceanfront Villa. This extraordinary contemporary masterpiece is more than a home—it's a private luxury retreat designed for those who expect nothing less than the exceptional. Perfectly positioned West of the Trail in one of Sarasota's most prestigious neighborhoods, this custom-built architectural showpiece offers an unparalleled blend of modern design, innovative technology, and timeless sophistication just moments from Sarasota Bay, Downtown Sarasota, St. Armands Circle, and the white sands of Lido and Siesta Key. Every detail has been intentionally curated to create a sense of understated luxury. Towering ceilings, walls of floor-to-ceiling glass, oversized 48-inch Spanish porcelain tile, Level 5 drywall finishes, floating architectural staircases, and dramatic open-air sightlines create an atmosphere that feels both grand and remarkably serene. Natural light pours through the home while clean modern lines and premium finishes evoke the feeling of an internationally acclaimed boutique hotel. At the heart of the residence, a striking European-inspired kitchen delivers both beauty and performance. Outfitted with premium Miele appliances, custom minimalist cabinetry, waterfall-edge surfaces, and an expansive butler's pantry, the space was designed to host intimate dinners just as effortlessly as lavish entertaining. A private elevator and fully integrated smart home technology elevate everyday living with seamless convenience. The primary suite is a sanctuary worthy of a luxury spa retreat, complete with a boutique-inspired dressing room featuring illuminated custom cabinetry, expansive walls of glass, and a tranquil atmosphere designed for complete relaxation. Spacious guest suites, a dedicated executive office, and a private fitness studio provide exceptional comfort while maintaining privacy for family and guests. Beyond the disappearing automated glass walls, the estate transforms into a true private resort. Inspired by the world's finest luxury destinations, the outdoor living experience features a spectacular saltwater pool, elevated spa, refreshing cold plunge, oversized sun shelf with submerged loungers, lush tropical landscaping, and expansive terraces that blur the distinction between architecture and nature. Every space has been thoughtfully designed to capture Sarasota's year-round sunshine while offering the perfect backdrop for entertaining or peaceful relaxation. Technology is woven seamlessly throughout, including a comprehensive smart home automation system, Sonos whole-home audio, smart privacy glass, multi-zone climate control, motion-sensor lighting, EV charging, and an oversized 2.5-car garage—delivering the ultimate balance of innovation, security, and luxury. Located within Sarasota's coveted West of Trail neighborhood, this exceptional residence places you minutes from Sarasota Memorial Hospital, Southside Village, Downtown Sarasota's acclaimed restaurants and performing arts, championship boating, private clubs, luxury shopping, and some of Florida's most celebrated Gulf Coast beaches.

1640 Waldemere Street, Sarasota

2590 Floyd Street, Sarasota
$1,499,000
3 Beds ⋅ 4 Baths ⋅ Arlington Park SubDv. ⋅ 34239 Zip Code
Be the first to call this exceptional newly constructed home your own. Offering 3 bedrooms, 3.5 bathrooms, and a private office, this thoughtfully designed residence blends modern style, quality finishes, and seamless indoor-outdoor living in one of Sarasota's most desirable locations. Step inside to an open-concept floor plan filled with natural light, soaring ceilings, and large-format porcelain tile flooring throughout the main living areas. Just off the entry, the private office provides the perfect space to work from home, create a media room, or enjoy a quiet retreat. At the heart of the home, the chef's kitchen is designed to impress with quartz countertops, a full-height quartz backsplash, custom cabinetry extending to the ceiling, an oversized waterfall island, and a premium Thermador appliance package, including an induction cooktop, a 42-inch built-in French door refrigerator, and a combination wall oven. Sliding glass doors open to your own private backyard oasis, where a heated saltwater pool, spacious paver patio, and fully equipped outdoor kitchen with a built-in grill, granite countertops, and a mini fridge create the perfect setting for entertaining or simply enjoying Florida's year-round sunshine. Upstairs, each bedroom features its own en-suite bathroom and custom walk-in closet, offering comfort and privacy for family and guests alike. The spacious primary suite is a true retreat, complete with a spa-inspired bathroom designed for everyday relaxation. With no HOA and the ability to allow weekly rentals within the city limits, this property offers outstanding flexibility as a primary residence, vacation home, or investment opportunity. Ideally located just minutes from Downtown Sarasota, Siesta Key Beach, St. Armands Circle, Sarasota Memorial Hospital, The Legacy Trail, and top-rated schools, this home delivers the perfect combination of luxury, convenience, and the Florida lifestyle.

2590 Floyd Street, Sarasota

2069 Bougainvillea Street, Sarasota
$1,550,000
6 Beds ⋅ 5 Baths ⋅ Long Meadow SubDv. ⋅ 34239 Zip Code
Welcome to this fully furnished, newly updated Sarasota property situated on two combined lots totaling nearly half an acre, offering the flexibility and lifestyle potential in one of the area’s most popular areas of Sarasota. This multiple six-figure producing Airbnb is located just 1.5 miles to Siesta Key and approximately 2 miles to downtown Sarasota, this property provides quick access to world-class beaches, dining, shopping, and entertainment. The main residence features an open-concept floor plan designed for comfortable living and entertaining. A separate in-law suite offers ideal accommodations for guests or extended family, while the detached pool house provides additional flexible space suitable for a game room, private retreat, or entertainment area. At the center of the property is a private courtyard with a large pool, creating a resort-style setting perfect for gatherings and outdoor enjoyment. The oversized double lot allows for ample parking and generous outdoor space, a rare find this close to the beach. Significant upgrades have been completed throughout the property, including a new roof, new A/C units, new electrical, new electrical panels, new water lines to the road, a new irrigation system, and exterior landscape lighting, offering peace of mind for future owners. Whether you are seeking a primary residence, second home, or a versatile property with multiple living areas, this Sarasota residence stands out for its location, lot size, and turnkey condition.

2069 Bougainvillea Street, Sarasota

3626 Medford Lane Unit 1537, Sarasota
$250,000
2 Beds ⋅ 2 Baths ⋅ Village Green SubDv. ⋅ 34232 Zip Code
Welcome to carefree Florida living in the highly desirable Village Green, a well-established 55+ maintenance-free community in the heart of Sarasota. This spacious and FURNISHED 2-bedroom, 2-bath end-unit villa with a versatile den offers over 1,650 square feet of comfortable living space designed for both relaxation and entertaining. The open floor plan with luxury vinyl plank flooring throughout the home seamlessly connects the living, dining, and kitchen areas, while the expansive Florida room showcases beautiful views of the lush, park-like grounds. Step outside to your private paver patio, the perfect place to enjoy your morning coffee or unwind in the evening. Just a short stroll away, you'll find the heated community pool surrounded by mature landscaping and majestic oak trees. The flexible den is ideal for a home office, hobby room, or potential third bedroom. Additional highlights include abundant storage, an attached one-car garage, updated major systems, and the convenience of maintenance-free living. Perfectly located just minutes from Siesta Key Beach, downtown Sarasota, shopping, dining, medical facilities, golf courses, and the Legacy Trail, this home offers the ideal blend of tranquility and accessibility. Whether you're searching for a full-time residence or a seasonal Florida retreat, this exceptional villa is ready to welcome you home. Schedule your private showing today!

3626 Medford Lane Unit 1537, Sarasota

2395 Hyde Park Street, Sarasota
$1,400,000
3 Beds ⋅ 3 Baths ⋅ Joiners A L Sub SubDv. ⋅ 34239 Zip Code
Experience custom luxury living in the heart of Sarasota! This beautifully crafted home, nestled on a large corner lot, offers the perfect blend of timeless design and modern comfort, just minutes from Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, Arlington Park, and world-famous beaches. Inside, you'll find rich hardwood floors, soaring ceilings, an open-concept layout, and a striking double-sided natural gas fireplace. The chef's kitchen features granite countertops, premium stainless steel appliances, gas cooking, custom cabinetry, and a large center island. The spacious primary suite includes a spa-inspired bath with a freestanding soaking tub, oversized walk-in shower, custom walk-in closet, and dual vanities. Step outside to your private tropical retreat with a covered lanai, saltwater pool, lush landscaping, and a fully fenced yard. Additional highlights include impact windows and doors, natural gas, tankless water heater, and exceptional custom craftsmanship throughout. This is Sarasota living at its finest.

2395 Hyde Park Street, Sarasota

3681 Divot Lane, Sarasota
$499,900
2 Beds ⋅ 2 Baths ⋅ Enclave At Forest Lakes SubDv. ⋅ 34232 Zip Code
Welcome to the highly sought-after one story” Captiva" model—built in 2017— in the gated Enclave of Forest Lakes community. The home is located directly across from the community pool and dog park. The perfect blend of modern maintenance-free living and single-family privacy, this pristine home is designed for effortless comfort. Step inside to a bright, open-concept 2 bedroom + office floor plan with high ceilings, ceramic tile flooring, and a seamless flow ideal for entertaining. The kitchen features stainless steel appliances, solid wood cabinetry, and a large granite island, and is open to the living room with a wall of glass sliding doors to your extended private, screened lanai—the perfect entertaining spot. The spacious primary suite serves as a quiet retreat with tray ceilings and sliding doors also to lanai. The generous sized bathroom features a double vanity, glass enclosed walk in shower, a linen station, direct access to the laundry room and an oversized custom-outfitted walk in closet. On the opposite end of the home is the guest suite and bathroom. separate dining area and office PLUS…there is a newer roof installed by owners in 2023 ($19K), HVAC replaced in 2024 ($9K), water heater replaced in 2025 ($1400) and HURRICANE WINDOWS AND DOORS 2026 ($25k). Whole house water softener with reverse osmosis water in the kitchen ($6k). Peace of mind for buyers knowing they would not have anything major to worry about!

3681 Divot Lane, Sarasota

5904 Silver Sage Way, Sarasota
$510,000
5 Beds ⋅ 3 Baths ⋅ Gardens The SubDv. ⋅ 34232 Zip Code
Don't miss this beautiful all-block two-story home in a gated community! Step inside to an open-concept main floor designed for modern living and effortless entertaining. The stylish kitchen features granite countertops, a spacious island, stainless steel appliances, and a walk-in pantry. There is a full bedroom and bathroom on the main level, ideal for guests, a home office, or a playroom. You will love the private backyard oasis, complete with a covered paver patio, a large grass area, and a 6-foot privacy fence. Upstairs includes an owner’s suite, featuring a walk-in closet and an en-suite bath with dual vanities, and a walk-in shower. There are 3 additional generously sized bedrooms which share a well-appointed full bathroom with double sinks and a tub/shower combo. The laundry room is conveniently located upstairs. Don’t miss the chance to own this amazing property located in the Sarasota School District and just minutes from Siesta Key, downtown Sarasota and UTC Mall. LOW HOA & NOT IN A FLOOD ZONE! The owners have an ASSUMABLE MORTGAGE at 3.5%!

5904 Silver Sage Way, Sarasota

5182 Lancewood Drive Unit 14, Sarasota
$325,000
3 Beds ⋅ 3 Baths ⋅ Arboreal SubDv. ⋅ 34232 Zip Code
Beautifully updated 3-bedroom + loft, 3 full bath townhome located in the desirable Arboreal community in the heart of Midtown Sarasota. Thoughtfully redesigned from top to bottom, this home showcases exceptional craftsmanship and custom finishes throughout. The spacious living area features soaring cathedral ceilings enhanced with skylights, exposed beam accents, custom wood ceiling details, a striking brick accent wall surrounding the wood-burning fireplace, and handcrafted red oak and aluminum stair railings imported from Sweden. Tile flooring extends throughout the home, complemented by updated lighting, glass interior doors, and a fresh, modern aesthetic. The kitchen blends style and functionality with solid wood cabinetry featuring soft-close drawers, Silverstone "Brooklyn" countertops, a custom tile backsplash, stainless steel appliances including an LG induction cooktop and oven, a breakfast bar, and a Bosch washer and dryer. The primary suite offers vaulted ceilings and an expanded layout, creating a comfortable retreat. The ensuite bathroom includes a spacious walk-in shower with both rain and handheld showerheads, a folding bench, bidet, dual sinks, a solid wood vanity topped with marble, and a lighted smart mirror with an integrated makeup mirror. Two additional bathrooms have also been tastefully updated. One features a granite-topped vanity, jetted soaking tub with a dedicated water heater, and a custom glass shower enclosure, while the third bath has also received stylish upgrades. Arboreal is a peaceful, pet-friendly community of just 30 residences surrounded by mature oak trees and tropical landscaping. Residents enjoy access to a clubhouse with an expansive screened community pool, and a tennis court, all while being conveniently located near Sarasota's shopping, dining, parks, and cultural attractions. This is a wonderful opportunity to own a thoughtfully updated home in one of Sarasota's most charming communities. Schedule your private showing today.

5182 Lancewood Drive Unit 14, Sarasota

4627 Trails Drive, Sarasota
$799,000
4 Beds ⋅ 3 Baths ⋅ Lakes Estates 3 Of Sarasota SubDv. ⋅ 34232 Zip Code
Completely reimagined and perfectly positioned on an oversized corner lot, this exceptional Sarasota residence blends timeless elegance with modern luxury in one of the area's most sought-after communities. Nestled beneath a canopy of mature trees in The Lakes Estates, this fully renovated Lee Wetherington home offers an effortless combination of sophisticated design, spacious living, and outdoor amenities. Designed for both everyday comfort and entertaining, the open-concept floor plan features 3 bedrooms plus a private office/flex room, soaring volume ceilings, expansive living and dining spaces, and four sets of floor-to-ceiling sliding glass doors that fill the home with natural light. The stunning chef's kitchen is the centerpiece of the home, showcasing an oversized 9-foot island, natural stone countertops, custom cabinetry, stainless steel appliances, decorative tile backsplash, a built-in wine bar with beverage refrigerator, and elegant designer finishes throughout. The luxurious primary suite offers a peaceful retreat, while beautifully renovated bathrooms feature custom cabinetry, premium stone countertops, and timeless finishes. New ceramic tile flooring, fresh interior and exterior paint, updated lighting, decorative plantation shutters, and a striking electric fireplace further elevate the home's refined coastal aesthetic. Step outside to your private backyard oasis featuring an oversized screened lanai, sparkling heated saltwater pool, expansive pool deck, and lush tropical landscaping—creating the perfect setting for year-round Florida living. A side-entry two-car garage with epoxy flooring, abundant storage, and extensive landscape enhancements complete this move-in-ready home. Located in the highly desirable The Lakes Estates, residents enjoy low HOA fees and exceptional amenities including a lakeside clubhouse, resort-style pool, fitness center, tennis courts, scenic walking paths, and beautifully landscaped streets—all just minutes from world-renowned Gulf beaches, downtown Sarasota, UTC shopping, fine dining, golf, and the area's celebrated arts and cultural attractions.

4627 Trails Drive, Sarasota

5531 Rosehill Road Unit 201, Sarasota
$195,000
2 Beds ⋅ 2 Baths ⋅ Admirals Walk SubDv. ⋅ 34233 Zip Code
This Colonial style condominium features two bedrooms and two bathrooms on the second level, with a decorative fireplace adding architectural character to the living spaces. Above, a third-level loft provides flexible space that can serve as a home office, studio, or storage area. The open floor plan flows through kitchen, dining and living room creating a cozy, relaxed atmosphere. The main residential area houses the bedrooms and bathrooms in an efficient layout for daily living. The upper loft extends the property's usable space and adapts to various needs, while the decorative fireplace creates a focal point and contributes visual interest. Laminate flooring can be found throughout with exception of kitchen, laundry area and baths for easy clean up. Call to schedule a showing and explore this property in person.

5531 Rosehill Road Unit 201, Sarasota

3981 Maceachen Boulevard Unit 330, Sarasota
$147,900
2 Beds ⋅ 2 Baths ⋅ Tregate East SubDv. ⋅ 34233 Zip Code
NEW PRICE! Welcome to easy Sarasota living in this beautifully updated 3rd-floor condo, ideally located in a sought-after 55+ community just minutes from grocery stores, shopping, and hospitals. This home has undergone a complete transformation with close to $50,000 in renovations completed within the last year, meaning there's truly nothing left to do but move in and enjoy! Step inside to a brand-new kitchen featuring soft-close cabinetry, sleek granite countertops, and a stunning quartz-topped island perfect for morning coffee or entertaining guests. Both bathrooms have been tastefully remodeled, and the main living areas and bedrooms now feature durable, low-maintenance new LVP flooring, while the kitchen and baths retain their clean tile flooring. Additional updates include paint, modern lighting fixtures and new ceiling fans throughout, adding a fresh, contemporary feel to every room. Unwind in the inviting sunroom, where you can sip your morning coffee or evening glass of wine while overlooking the peaceful courtyard and community pool making it a perfect spot to relax and soak in the Florida sunshine. Convenience is key here, with an elevator located just around the corner, making this home accessible with ease, no stair-climbing required, even on the top floor. Residents also enjoy access to the community pool, ideal for staying active and social within this friendly 55+ neighborhood. Whether you're looking to downsize, relocate, or find the perfect Florida retreat, this beautifully renovated condo checks every box, modern updates, unbeatable location, and true move-in-ready convenience. Don't miss this opportunity — schedule your private showing today!

3981 Maceachen Boulevard Unit 330, Sarasota

1833 Oak View Drive, Sarasota
$549,500
3 Beds ⋅ 2 Baths ⋅ Tamaron SubDv. ⋅ 34232 Zip Code
Welcome to one of Sarasota’s hottest neighborhoods—Tamaron—where this beautifully updated heated pool home offers the perfect blend of comfort, style, and privacy. A newer screened front porch with custom tile accents creates a warm welcome and the ideal spot to enjoy your morning coffee or unwind at the end of the day. Inside, the expanded coastal-inspired kitchen serves as the heart of the home, featuring granite countertops, custom built-in shelving, a charming window bench, Whirlpool appliances, and ample space for casual dining. The open floor plan flows effortlessly through the spacious living and dining areas, highlighted by updated light fixtures, tile flooring throughout the main living spaces, and warm wood flooring in the bedrooms. The primary suite provides a spa-like retreat with a custom stone walk-in rain shower featuring four body jets. Designed for entertaining, the oversized Florida Room includes a beautifully remodeled wet bar and overlooks the screened lanai, heated pool, and private backyard oasis. The fully fenced backyard showcases low-maintenance, eco-friendly gravel landscaping, a striking double waterfall with a three-tier water feature, accent lighting, and an irrigation system that supports the surrounding tropical landscaping. Whether relaxing poolside or hosting friends and family, this outdoor space is designed to impress. Recent improvements provide peace of mind and modern convenience, including a new roof (2020), air conditioning system (2020), upgraded electrical panel, updated pool pump system, newer windows, exterior paint, gutters, brick paver driveway, updated kitchen backsplash, Nest thermostat, Ring doorbell, newer pool cage and patio enclosure, and paver enhancements throughout the outdoor living areas. Perfectly located just minutes from Downtown Sarasota, world-renowned Siesta Key Beach, UTC shopping and dining, and countless restaurants, parks, and cultural attractions, this move-in-ready Tamaron home offers exceptional indoor-outdoor living in one of Sarasota’s most desirable established communities.

1833 Oak View Drive, Sarasota

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