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$685,000
4 Beds ⋅ 3 Baths ⋅ Oakleaf SubDv. ⋅ 34233 Zip Code
First Time Ever Offered by the Original Owners! Welcome to one of Sarasota's hidden gems—Oakleaf, a private enclave of custom homes tucked beneath mature oak trees just off Proctor Road. Lovingly maintained by the original owners since it was built, this exceptional custom Pruett-built residence showcases timeless craftsmanship, quality construction, and the pride of ownership that only comes from meticulous care over the years. This true 4-bedroom, 3-bathroom, 3-car garage pool home offers the spacious floor plan today's families are searching for. Unlike many homes that count an office or den as a fourth bedroom, this home features four genuine bedrooms along with generous living spaces designed for everyday comfort and effortless entertaining. Step outside to your own private Florida retreat where an oversized resort-style swimming pool and spa have been beautifully resurfaced and are surrounded by an elegant travertine pool deck, creating the perfect setting for relaxing weekends, family gatherings, and year-round outdoor living. The mature preserve behind the home provides exceptional privacy while lush tropical landscaping creates outstanding curb appeal from the moment you arrive. Major improvements have already been completed, allowing the next owner to simply move in and enjoy. Recent updates include a **new barrel tile roof (2022), resurfaced pool and spa with travertine pool deck (2022), fresh interior and exterior paint, new HVAC system (2025), and water heater (2021). This home truly reflects decades of careful maintenance and thoughtful investment. Oakleaf remains one of Sarasota's most desirable established communities, offering larger homesites, mature tree-lined streets, sidewalks, low HOA fees, and a peaceful neighborhood atmosphere that's increasingly difficult to find in newer developments. The location is second to none—just minutes to Siesta Key Beach, Lido Key, Downtown Sarasota, St. Armands Circle, UTC Mall, Interstate 75, Legacy Trail, Nathan Benderson Park, championship golf courses, waterfront dining, shopping, fitness centers, and countless restaurants. Healthcare is equally convenient with both Sarasota Memorial Hospital and Doctors Hospital of Sarasota just a short drive away, making this an outstanding location. Families will appreciate the home's proximity to Ashton Elementary School, Sarasota Middle School, and Sarasota High School (buyer to verify current school assignments), as well as several highly regarded private schools nearby including The Out-of-Door Academy, NewGate School, Sarasota Christian School, Classical Academy, and Sarasota Military Academy, offering exceptional educational opportunities from preschool through high school. If you've been searching for a move-in ready Sarasota pool home, 4-bedroom home in Sarasota, custom home near Siesta Key, family home with a private preserve view, or a centrally located Sarasota home close to beaches, shopping, dining, hospitals, and top schools, this is the opportunity you've been waiting for. Homes of this caliber, in this location, and with this level of care rarely become available. Already generating significant pre-market interest, this exceptional Oakleaf residence is not expected to remain on the market for long. Schedule your private showing today and discover why so many buyers have been waiting for a home exactly like this.

4742 Old Farm Road, Sarasota
$339,000
2 Beds ⋅ 2 Baths ⋅ Center Gate Village SubDv. ⋅ 34233 Zip Code
Welcome to this stunning 2-bedroom, 2-bathroom villa in the highly sought-after Center Gate Village! Recently and completely remodeled, this home boasts modern finishes and a fresh, contemporary design throughout. From the updated kitchen with sleek countertops and new appliances to the stylish bathrooms featuring elegant fixtures, no detail has been overlooked. The spacious living areas provide a bright and inviting atmosphere, while the private patio provides a perfect spot for relaxation. With everything updated to perfection, this villa offers the ultimate in comfort and convenience, all within a prime location. Not to mention the large 2-car garage, and sparkling community pool! Come see it today!

5689 Evergreen Drive Unit 18, Sarasota
$280,000
3 Beds ⋅ 3 Baths ⋅ Stoneridge SubDv. ⋅ 34233 Zip Code
Virtually Staged. Move-in ready and competitively priced, this beautifully maintained 3-bedroom, 2.5-bath townhome is located in the desirable gated community of Stoneridge, offering maintenance-free living in one of Sarasota's most convenient locations. Situated in a NO FLOOD ZONE, this spacious two-story home features 1,776 square feet of bright, open living space with high ceilings, decorative trim, a neutral color palette, and a newer HVAC (2022). The open-concept kitchen is designed for both everyday living and entertaining, featuring solid wood cabinetry, hard-surface countertops, brand-new appliances, and a convenient eat-in dining area. A first-floor half bath provides added convenience for guests. Upstairs, the spacious primary suite offers a walk-in closet and an oversized en-suite bathroom, creating the perfect private retreat. Two additional generously sized bedrooms share a full bathroom, and the washer and dryer are included for added convenience. Built with durable block-on-block construction, this home also features a private attached one-car garage, an additional assigned parking space, and a screened lanai overlooking a peaceful lake—an ideal spot to enjoy your morning coffee or unwind at the end of the day. Residents enjoy low monthly HOA fees that include lawn maintenance, exterior insurance, cable, gated access, and professional management. The pet-friendly community welcomes up to two large pets. Stoneridge is ideally located adjacent to Urfer Family Park, offering walking trails, playgrounds, and green space just steps from your door. You'll also appreciate the close proximity to top-rated schools, Publix, shopping, dining, Doctors Hospital, I-75, Downtown Sarasota, and the world-famous Siesta Key Beach. Meticulously maintained and truly move-in ready, this home offers quality construction, low-maintenance living, and an unbeatable Sarasota location. Schedule your private showing today!

4224 Via Piedra Circle Unit 4-102, Sarasota
$625,000
3 Beds ⋅ 2 Baths ⋅ Oak Court SubDv. ⋅ 34232 Zip Code
Behind the gates of Oak Court, this beautifully appointed three-bedroom, two-bath residence offers a rare combination of thoughtful design, quality craftsmanship, and modern convenience. Situated on a .17-acre homesite, the home enjoys a peaceful setting surrounded by mature trees and quiet streets, while remaining just minutes from downtown Sarasota, St. Armands Circle, and Sarasota's renowned Gulf beaches. Inside, soaring ceilings and porcelain plank flooring extending throughout the home create an open, light-filled atmosphere. Over $250,000 in carefully selected improvements and custom finishes have transformed the residence into a home of exceptional comfort and style. While custom remote-controlled shades and window treatments provide effortless privacy and ambiance. At the heart of the home is a stunning kitchen designed to balance beauty and functionality. An oversized quartz island serves as the centerpiece, surrounded by floor to ceiling custom cabinetry, designer hardware, and a striking glass, marble, and diamond-chip backsplash. The fully integrated smart appliance package includes a touch-control cooktop, double wall ovens, and an advanced smart refrigerator with voice capabilities, recipe assistance, shopping list functionality, music integration, and Wi-Fi connectivity. Throughout the home, custom designer lighting and upscale finishes create a warm and gracious atmosphere. The primary suite offers a relaxing retreat with quartz countertops, a freestanding soaking tub, and a spacious walk-in shower featuring opalescent tile and distinctive wave-pattern walls. The guest bath is equally impressive, highlighted by a custom marble vanity. Outside, the paver lanai extends the living space, providing a comfortable setting for entertaining or simply enjoying Sarasota's year-round sunshine. Every element of the home reflects pride of ownership and a commitment to quality, combining timeless finishes with modern technology in a residence that is both elegant and exceptionally livable. Surrounded by mature canopy trees and peaceful streets, yet conveniently located near downtown Sarasota, St. Armands Circle, and the area's world-class beaches, 139 Tall Trees Court represents an exceptional opportunity to enjoy refined living in one of Sarasota's most desirable settings.

139 Tall Trees Court, Sarasota
$359,900
3 Beds ⋅ 2 Baths ⋅ Ridgewood Estates SubDv. ⋅ 34233 Zip Code
This delightful 3-bedroom, 2-bathroom single-story home offers the perfect slice of the Florida lifestyle, boasting an established vacation rental income history for savvy buyers. Centrally located for ultimate convenience, you are a quick drive from both vibrant Downtown Sarasota and the world-famous Siesta Key Beach. You will absolutely love the expansive backyard and the peaceful view across the street. Plus, you enjoy unbeatable walkability right across the street from the 55-acre Urfer Family Park, giving you instant access to nature trails, playgrounds, and fitness paths. New roof installed in 2019, new duct work in 2020, garage door in 2015, Fuse panel was replaced in 2015! From the street, mature landscaping creates immediate curb appeal. Step inside to a bright, open-concept floor plan, controlled by a modern Google Smart Home thermostat. The chef-ready kitchen comes fully equipped with gorgeous granite countertops, a large island, and updated appliances, including a new microwave and dishwasher (both installed in 2023). Down the hall, the layout features a spacious primary suite with a dedicated workstation, a flexible second bedroom, and a comfortable third bedroom—along with a newly added washer/dryer combo (2023) for ultimate convenience. Step outside into your private backyard to find a brand-new 500+ square foot concrete patio, providing the perfect blank canvas for alfresco dining, entertaining, and soaking up the Florida sunshine. This gem comes complete with hurricane impact windows and an impact garage door installed in 2015!! Whether you are looking for a profitable investment or your own private haven, this exceptional property is a must-see!

5005 Bee Ridge Road, Sarasota
$4,295,000
6 Beds ⋅ 6 Baths ⋅ Granada SubDv. ⋅ 34239 Zip Code
NEW CONSTRUCTION - Experience the pinnacle of Sarasota luxury in this newly completed, move-in-ready residence, ideally located within the City of Sarasota and attractively priced for today's market. Offering 5 bedrooms, a private den, 4.5 baths, and 4,106 square feet of thoughtfully designed living space, this exceptional home seamlessly blends contemporary elegance with relaxed coastal living. Crafted for effortless indoor-outdoor enjoyment, the home features two expansive lanais overlooking a private resort-style pool and spa, creating the perfect setting for entertaining or unwinding in complete privacy. Inside, refined finishes and modern conveniences abound, including engineered hardwood flooring, quartz countertops throughout, a chef-inspired kitchen with an oversized walk-in pantry, and the rare convenience of dual laundry rooms. Open-concept living spaces are filled with natural light and designed to accommodate both everyday living and grand-scale gatherings. Nestled in a peaceful, private setting, yet just minutes from world-famous Siesta Key Beach, premier golf courses, downtown Sarasota, St. Armands Circle, and an array of fine dining and cultural attractions, this residence offers the ideal balance of luxury, location, and lifestyle. A rare opportunity to own a brand-new custom home in one of Florida's most desirable coastal communities. (Some Photos are Virtually Staged)

3800 Flores Avenue, Sarasota
$165,000
2 Beds ⋅ 2 Baths ⋅ Terraces Of Forest Lakes SubDv. ⋅ 34232 Zip Code
Renovated, Turn-Key Furnished Ground-Floor Condo - Rare Find in the Heart of Sarasota Welcome to 2223 Beneva Ter #2222, a beautifully renovated 2-bedroom, 2-bath ground-floor end unit in the sought-after Terraces of Forest Lakes. With no steps to climb and just under 1,000 square feet of easy, single-level living, this one checks the boxes for comfort and convenience alike. Best of all, it's being sold turn-key furnished, so you can move right in and start enjoying it from day one. A major 2025 renovation means there's nothing left to do but unpack. The kitchen shines with new soft-close shaker-style cabinetry, countertops, a tile backsplash, and a stainless-steel sink. Luxury vinyl flooring runs throughout, complemented by the fresh coastal light grey walls and glossy white baseboards, crown molding, and all new interior panel doors and sliding closet doors. Both bathrooms feature new vanities, and behind the scenes, new water supply lines and stack vents add lasting peace of mind. Additional updates include a new front exterior door in 2018 and HVAC in 2015. From your screened, covered lanai, step out into the large backyard with lush green views where you can enjoy nature at its best – squirrels, rabbits, Sand Hill cranes, ducks and even parrots – your own private, peaceful bird sanctuary! Golfers will appreciate the proximity to The Palms Golf Club at Forest Lakes and sharpening your game at the aquatic driving range. The Palms has several flexible membership options. The Terraces of Forest Lakes is a delightful, no age restricted community with 53 units, block construction and “garage-like” carports with covered roof from the carport to your front door. With Siesta Key under 4 miles away, you’ll appreciate the spacious storage closet for beach chairs, bikes, golf clubs or whatever you need to store. The location is hard to beat. You're truly in the center of it all, within 5-20 minutes of Siesta Key and Lido Key beaches, Downtown Sarasota, the UTC Mall, the Legacy Trail, The Palms Golf Club at Forest Lakes, and quick I-75 access. Available units in Terraces of Forest Lakes are few and far between - don't miss your chance to make this one yours.

2223 Beneva Terrace Unit 2222, Sarasota
$749,000
3 Beds ⋅ 2 Baths ⋅ Highland Park SubDv. ⋅ 34239 Zip Code
Welcome to a refined corner-lot home directly across from Arlington Park — one of Sarasota's most beloved neighborhood amenities. With 1,955 sqft of thoughtful living space, three bedrooms with walk-in closets, two updated baths, and a true 2-car garage, this property offers a combination that simply doesn't exist at this price point in the heart of the city. Every detail has been considered for Florida living. A 2022 metal roof with a 50-year warranty, two new Trane HVAC systems, impact-resistant windows, and a new water heater mean lower insurance, lower utilities, and no deferred maintenance. Located in evacuation Zone E and high and dry through every recent storm season, this is the rare home that lets you stop worrying about Florida ownership. Inside, character meets quality: stained solid wood doors, crown molding, hardwood bamboo flooring, a maple stairwell, and warm wooden ceilings. Walk out to a generous screened lanai, private hot tub, and lush tropical landscaping framed by palms, bamboo, and fruit trees. The fully fenced yard provides quiet privacy in a setting most Sarasota buyers only dream about. Step out your front door to Arlington Park's 50-meter lap pool, tennis courts, basketball courts, dog park, and walking trails. Sarasota Memorial Hospital, Southside Village dining, and downtown are all within minutes. Beaches at Siesta Key are a short drive away. Zoned for top-rated Southside Elementary (A-rated). A rare opportunity: turnkey, insurable, and irreplaceable location — directly across from the park.

2690 Temple Street, Sarasota
$199,000
3 Beds ⋅ 2 Baths ⋅ Mediterranea SubDv. ⋅ 34233 Zip Code
This is cute upstairs property is tucked away from the hustle and bustle of noisy traffic but yet close to shopping, beaches and great dining spots. The three bedroom two bath upstairs property is situated in the gated enclave of Mediterranea Garden Homes. The foyer opens to a large great room perfect for living and dining with glass sliding doors at the rear of the room that give access to a screened lanai overlooking a quiet green space. The property features all new carpet throughout the living areas with tile in the kitchen and baths. The kitchen is nicely designed with generous counter space for easy meal preparation. Master bedroom has its own private bath with walk in shower; guest bath offers a tub/shower and is convenient to both guest bedrooms. Side by side washer and dryer are located in hall laundry closet. Perfect property for a year-round or "seasonal" home or an investment rental property. Association's rules and Regulations allow small pets with approval. The property is sold "As Is", please provide proof of funds or pre-approval letter. Room measurements are approximates should be verified by the buyer.

3966 Mediterranea Circle Unit 421, Sarasota
$249,000
2 Beds ⋅ 2 Baths ⋅ Village Oaks SubDv. ⋅ 34232 Zip Code
Centrally located and nestle amongst lush foliage and stately oaks this 2 bedroom 2 bath villa is ready to call your new home. Updated kitchen with newer appliances and laminate flooring are just a few of the upgrades you will find in this spacious villa. The master bath boasts a beautifully remastered walk-in-shower with optional hand held shower head as well as grab bars for handicap accessibility. The vaulted living ceilings adds to the spacious feeling of this home. The enclosed lanai offers additional living space and would be a perfect spot to set up your office. The exterior of the property has a new roof, new garage door, new gutters and is maintained by the Association. Village Oaks is an active community with tennis & pickleball courts, a lakeside pool and park. Just minutes away from downtown Sarasota, The UTC Mall, Benderson Rowing facility and many options for dining and shopping. Property is sold "As Is" please use an "As Is" contract, please provide proof of funds or pre-approval letter. Room measurements are approximates and should be verified by the buyer.

4633 Oak Hill Drive Unit 13, Sarasota
$100,000
1 Beds ⋅ 1 Baths ⋅ Village Brooke SubDv. ⋅ 34232 Zip Code
Home without the homework is yours with this condo/home at a great price. You'll love the beautifully groomed grounds in this community. You can live affordably. Look at what the maintenance fee includes!!! All the neighbors have been so nice and helpful. Picturesque view from your lanai overlooking a picnic area and pond...or...you can bask in the sunshine poolside. Minutes to Siesta Key which has one of the best beaches in the world. Under 10 minutes to I-75 which leads to international airport SRQ. Buyer and/or agent to verify all information.

3233 Beneva Road Unit 104, Sarasota
$1,045,900
5 Beds ⋅ 4 Baths ⋅ Lakes Estates The SubDv. ⋅ 34232 Zip Code
Welcome home to The Lakes 111. Where mature Oak trees surround this picturesque neighborhood. The Lakes has two community pools one heated with heated spas. A gym, a basketball court, playground, two tennis courts, and walking trails around a beautiful lake. Truly making you feel like you are in a different world. Nestled in the back of this highly desirable neighborhood. You will find a beautifully updated modern 5 bed plus office / 3.5 bath home. This expansive home has nearly 3100 ft.² of freshly painted beauty. It features an updated kitchen and bathrooms, quartz countertops, high end stainless steel kitchen appliances with a wine fridge. The quartz wood burning fireplace is a must for chilly winter nights. You will fall in love with the master suite. It encompasses the whole right wing of the house with 3 closets and master bathroom. New mechanicals, including HVAC two years old, energy efficient heat pump/water heater less than one year old and energystar pool pump that is three months old. Hurricane rated garage door, windows and doors. Here you can truly live the indoor outdoor lifestyle with 3 fully opening pocket slinging glass doors. These doors open onto the expansive patio/pool deck. Fully screened in pool cage, outdoor kitchen with quartz countertops , outdoor shower and both shaded or sunny lounging areas. Take your pic. Or you can sit by the custom out door fire pit and overlook the picturesque views of Phillipee Creek with its abundant wildlife. No neighbors behind you!!

4717 E Trails Drive, Sarasota
$810,000
4 Beds ⋅ 3 Baths ⋅ Three Oaks SubDv. ⋅ 34233 Zip Code
This is it. All the top boxes are checked: 4 Bedrooms, Plus a Den, 3 Full Bathrooms, Beautiful Pool, 3 Car Garage. Not only that, the home is in beautiful condition, and it backs up to ….Wait? ….Nothing?....No house behind me?.... That’s right, I can look at greenery instead of another house! I think I want to see this one pretty soon. Three Oaks is an upscale community west of I-75 between exits 205 (Clark Rd.) and 207 (Bee Ridge Rd.). The home is about 5 minutes to shopping including Publix and many other businesses, Doctor’s Hospital, restaurants, strip malls, and parks. This is a great home for families that need space. The primary bedroom is split from the other 3 bedrooms, and there are 2 bathrooms near those 3 BRs. The kitchen/great room opens to the pool area. The kitchen has a walk in pantry for that active family. The great room has built in shelving and an electric fireplace. The home has both a formal dining room and an eating area with an aquarium window to the pool. There are many closets for storage, plus a unique electric storage lift for the garage and attic. The home is about 15 minutes to downtown Sarasota, the Intracoastal Waterway, the barrier islands, and to the UTC Mall with the brand new Mote Science Education Aquarium. This is a great home and a great opportunity for an active, growing family. Come and see it soon.

5608 Eastwind Drive, Sarasota
$2,350,000
4 Beds ⋅ 6 Baths ⋅ Blossom Brook SubDv. ⋅ 34239 Zip Code
Under Construction. Imagine waking up to the soft glow of Florida sunlight streaming through expansive windows, the aroma of morning coffee drifting from your open-concept kitchen, and laughter echoing from your backyard oasis. Welcome to your future home at 2232 Grove Street — a place where innovative design meets effortless family living. Nestled in the heart of Sarasota, this custom modern residence has been thoughtfully envisioned for both comfort and connection. The design balances clean architectural lines with natural warmth — soaring ceilings, elegant finishes, and light-filled living spaces that open seamlessly to outdoor areas. Here, every detail invites gathering and togetherness — from the spacious chef’s kitchen perfect for Sunday breakfasts, to the inviting great room where memories unfold. Step outside to a private backyard oasis, backing up to large single-family parcels that ensure peace and privacy. There’s room for play, and for the simple joys of Florida living. Whether it’s hosting friends under the stars or watching the kids chase fireflies at dusk, this home was made for moments that matter. Just minutes from downtown Sarasota, top-rated schools, and Siesta Key’s pristine beaches, 2232 Grove Street offers more than a home — it’s the foundation for your next chapter. Write your story here, where modern luxury and approachable comfort are seamles.

2232 Grove Street, Sarasota
$178,000
2 Beds ⋅ 2 Baths ⋅ Glen Oaks Ridge Villas SubDv. ⋅ 34232 Zip Code
THE BEST DEAL IN GLEN OAKS JUST GOT BETTER. Exceptional 2BR/2BA Villa in Glen Oaks Ridge Village (55+ Community) Don’t miss this beautifully maintained 2-bedroom, 2-bath villa located in the sought-after active adult community of Glen Oaks Ridge Village.This spacious home features a primary suite with an ensuite bath & walk-in closet, a formal living and dining room, and a large bonus room perfect for an office, den, or family space. Enjoy the enclosed lanai for relaxing year-round. Outside, you’ll find a covered carport with a long driveway—ample space for up to three vehicles—and an attached laundry room with plenty of extra storage. Main rooms feature Shaw oak style laminate flooring. Also, a pre-listing inspection was done & a few minor items found that are being addressed. This is a purchase you can make with peace of mind and then enjoy all the amenities of this active & well located +55 community. Community amenities include a clubhouse with a heated pool, kitchen, game room, and social activities, offering endless opportunities for connection and recreation. The neighborhood is golf-cart friendly and sits just across from the Bobby Jones Golf Course, minutes from downtown Sarasota, shopping, dining, and beaches. Property has been pre-inspected for buyers peace of mind. Updates include impact windows & Shaw oak laminate floors.

1325 Glen Oaks Drive E Unit 133, Sarasota
$1,449,000
5 Beds ⋅ 3 Baths ⋅ Hidden Oaks Estates SubDv. ⋅ 34232 Zip Code
Discover your own acre of paradise in the serene Hidden Oaks community! This charming country estate, set on a spacious 1-acre lot, offers tranquility with a lake and community tennis courts just across the street and no neighbors to the south. A circular driveway and side-entry garage provide ample parking, while the custom speakeasy front door with sidelights welcomes you into a stunning interior. Step into the great room, where 15-foot vaulted ceilings and a cozy wood-burning fireplace create an inviting atmosphere. Sliding doors in the great room and foyer disappear for seamless indoor-outdoor entertaining, opening to a screened paver lanai and sparkling pool. The gourmet kitchen is a chef’s dream, featuring custom cabinetry, granite countertops, an 8-foot island with bar seating, premium appliances, and a built-in desk in the breakfast nook. Hardwood floors are throughout the living area. From the entry foyer, a hallway leads to three bedrooms—one currently a den—and a full bathroom. The master suite, with direct pool access, boasts a luxurious full bathroom and walk-in closet. An additional bedroom, now a media room, and another full bathroom with pool access complete the main level. Crown molding adorns every room, adding elegance throughout. Upstairs, a versatile loft serves as an office, craft space, or playroom, with access to an air-conditioned 8x20 storage area. The nearly 600-sf side-entry garage is a standout, featuring an oversized 18-foot door, an 8x6 work area, polyaspartic flooring, and a dedicated split A/C system—perfect for car enthusiasts or hobbyists. The front porch and sidewalks, also finished with low-maintenance polyaspartic coating, enhance curb appeal. A 2021 metal roof with skylights brightens the covered lanai, while the beautifully landscaped grounds, dotted with oak trees and vibrant orchids, create a picturesque setting. The one acre home site is a Florida Certified Wildlife Habitat. The pool cage was replaced in 2024. Located just 4.6 miles from downtown Sarasota and 6 miles from pristine beaches, this Hidden Oaks estate blends country charm with urban convenience. Embrace the best of both worlds in this meticulously designed home, complete with a pool and stunning natural surroundings. Your private paradise awaits! Sellers will give a$25,000 credit at closing towards buyer closing costs(tile insurance, lender fees, rate buydown, etc).

4737 Stone Ridge Trail, Sarasota