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5048 Course Drive, Sarasota
$489,000
2 Beds ⋅ 2 Baths ⋅ Forest Lakes Country Club Estates SubDv. ⋅ 34232 Zip Code
Discover the perfect combination of LOCATION, LIFESTYLE, and LOW-MAINTENANCE LIVING in The Enclave at Forest Lakes, a gated Sarasota community offering affordable HOA fees, NO CDD FEES, and resort-style amenities. This beautifully maintained, move-in-ready, coastal contemporary villa, features 2 bedrooms, 2 bathrooms, a versatile den, and a 2-car garage, complemented by approximately $60,000 in designer upgrades. Situated on an oversized homesite, curb appeal and entrance to this villa is impressive. Step inside and appreciate the light-filled, open-concept great room, engineered wood flooring, 8-foot interior doors, custom paint finishes, designer lighting, and an inviting coastal-inspired interior. The spacious kitchen is designed for everyday convenience and entertaining, featuring quartz countertops, upgraded 42-inch cabinetry, stainless steel appliances, a large center island, DBL PANTRY, and an oversized breakfast bar with plenty of seating. The thoughtfully designed split-bedroom floor plan provides privacy for guests, while the spacious primary suite offers a spa-inspired bathroom and an oversized walk-in closet with room to share. A separate den , with 8' French doors for privacy, provides flexible space for a home office, hobbies, or additional living space. The convenient pass-through laundry room and 2-car garage with epoxy flooring and additional storage add everyday functionality. Enjoy the Florida indoor-outdoor lifestyle on your EXTENDED SCREENED LANAI, featuring a private view and desirable southeast exposure. Whether you're enjoying morning coffee, reading your favorite book, or entertaining friends for afternoon happy hour, this inviting outdoor retreat can be enjoyed throughout the year. Residents of The Enclave at Forest Lakes enjoy a HEATED COMMUNITY POOL, CLUBHOUSE, DOG PARK, and beautifully maintained grounds. With GATED ACCESS, a low-maintenance lifestyle, and NO CDD FEES, this community offers exceptional convenience and value in the heart of Sarasota. LOCATION IS EVERYTHING! Just a few blocks from THE LEGACY TRAIL, enjoy convenient access to biking, walking, nearby golf, shopping, restaurants, downtown Sarasota, I-75, and the world-renowned beaches of SIESTA KEY. BONUS: QUALITY FURNITURE PACKAGE AVAILABLE, offering additional convenience for buyers seeking a move-in-ready Florida retreat. Ask the listing agent for details. Enjoy Sarasota life without the added responsibilities of traditional single-family home maintenance. YOUR FLORIDA LIFESTYLE STARTS HERE!

5048 Course Drive, 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
1838 Oleander Street, Sarasota
$3,062,000
4 Beds ⋅ 3 Baths ⋅ Poinsettia Park SubDv. ⋅ 34239 Zip Code
Poised on one of the prettiest tree-lined West of Trail streets, this modern coastal residence offers the ideal blend of casual elegance, thoughtful design, and everyday livability. In like-new condition and custom built in 2020 by award-winning Allegra Homes—recognized by the Building Industry Association for outstanding craftsmanship and innovative home design—this 3,220-square-foot residence with 4 bedrooms and 3 baths showcases impeccable quality and attention to detail throughout. The dramatic great room features soaring 16-foot ceilings, clerestory windows that bathe the space in natural light, designer lighting, a striking electric fireplace, and a custom entertainment wall with a stone façade and illuminated glass display shelves. Triple sliding glass doors create a seamless transition to the covered and screened lanai features a 40-foot heated saltwater pool, 2 covered seating and dining areas, a fully equipped grilling station, and convenient access to a full pool bath—creating the ultimate year-round Florida lifestyle. The culinary-influenced kitchen impresses with a professional Sub-Zero and Wolf appliance package, custom cabinetry, and a dramatic quartz waterfall island with comfortable seating for 4. The full-height matching backsplash creates a stunning focal point while adding a sophisticated designer touch. The private owner's wing comes with direct lanai access, 2 customized walk-in closets, a dedicated den or home office, and the all-white bath is a refreshing oasis with its freestanding soaking tub, oversized walk-in shower, separate vanities, ample counter and cabinet space, and a water closet. A first-floor guest suite provides ideal accommodations for family and visitors, while the second level offers two additional bedrooms, a full bath, and an oversized bonus room perfect for a media room, playroom, fitness space, or additional gathering area. The home's sophisticated interior is complemented by a calming palette of whites, creams, and light-toned beiges, creating a neutral backdrop for any design style. Modern conveniences include whole-house audio with lanai speakers, a comprehensive 360-degree exterior camera system, and a low-maintenance fenced yard complete with powder-coated aluminum gates, rock walkways, artificial turf, and a private irrigation well. The striking front elevation showcases stone-wrapped columns, a brick paver driveway, and beautifully designed landscaping that creates exceptional curb appeal. You'll enjoy the convenience of walking to Southside Village with its boutique shopping, gourmet markets, acclaimed restaurants, sidewalk cafés, and vibrant local gathering spots. Downtown Sarasota, the area's renowned cultural attractions and world-famous Gulf beaches are all just minutes away. Families will appreciate the highly regarded Southside School District, known for its strong academic programs, innovative educators, and enriching arts opportunities. This exceptional residence offers the rare opportunity to enjoy luxury, comfort, and an unmatched Sarasota lifestyle in one of the city's most desirable West of Trail locations.

1838 Oleander Street, Sarasota
4731 Atlantic Avenue, Sarasota
$479,000
3 Beds ⋅ 2 Baths ⋅ Ashworth Park SubDv. ⋅ 34233 Zip Code
Welcome to this beautifully updated 3-bedroom, 2-bath pool home located in one of Sarasota's most desirable areas! Situated in a non-flood zone with NO HOA, this move-in-ready home offers the perfect combination of style, convenience, and location—just minutes from the world-famous Siesta Key beaches, shopping, dining, and top-rated schools. Step inside to discover new tile flooring throughout, creating a clean and modern look from room to room. The remodeled kitchen features gorgeous quartz countertops, updated cabinetry, and plenty of space for cooking and entertaining. Both bathrooms have been tastefully renovated with floor-to-ceiling tile, giving them a luxurious, spa-inspired feel. You'll also appreciate the all-new lighting, fixtures, and finishes throughout the home. Outside, enjoy your own private backyard retreat with a newly resurfaced pool, perfect for relaxing, entertaining, or enjoying Florida's year-round sunshine. Whether you're looking for a primary residence, vacation home, or investment property, this home checks all the boxes. Priced to sell—don't miss this incredible opportunity! Schedule your private showing today before it's gone!

4731 Atlantic Avenue, Sarasota
1387 Harbor Drive, Sarasota
$5,590,000
4 Beds ⋅ 5 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code
Pre-Construction. To be built. Welcome to effortless coastal luxury in the coveted Harbor Acres neighborhood, where timeless glamour meets breezy, tropical elegance. The Royal Palm is Heritage Builder’s latest creation. The Palm Beach–style residence is a masterclass in relaxed yet refined living—light-filled, airy, and designed for seamless indoor-outdoor enjoyment. Framed by lush, palm-lined landscaping and defined by its crisp, clean aesthetic, this 4-bedroom, 4 full bath, and 1 half bath home offers a serene, resort-like lifestyle. Inside, soft neutrals, pops of color, natural textures, and polished finishes create an inviting, ocean-kissed atmosphere that feels both elevated and effortlessly comfortable. The primary suite, thoughtfully located on the main level, is a true private retreat—spacious and serene, featuring two walk-in closets and a spa-inspired ensuite bath with a freestanding soaking tub and large glass-enclosed shower. A second guest suite downstairs provides flexibility and comfort for visitors, while an elevator ensures convenient access to every level. Upstairs, a VIP experience awaits. The luxurious suite with a private balcony offers tranquil treetop views, complemented by an ensuite with dual vanities. Designed for both relaxation and entertaining, the upper level also features a media room with a wet bar and a second utility space, enhancing both function and ease of living. Step outside into your own private, resort-style oasis, where a sparkling open-air pool is surrounded by lush, mature landscaping that creates a sense of serenity and seclusion. Framed by swaying palms and vibrant greenery, the outdoor living spaces feel both inviting and tranquil—perfect for sun-soaked afternoons, al fresco dining, or relaxed evenings under the stars. Every detail is designed to capture that breezy, tropical elegance, making it easy to feel at home in a setting that lives like a luxury retreat. Ideally located in the heart of Harbor Acres, this residence offers unparalleled access to Sarasota’s most desirable destinations. Just minutes from downtown, Selby Gardens, and the Gulf’s world-renowned beaches, you’ll enjoy the best of coastal living. Nearby Southside Village adds to the charm with its fun, friendly atmosphere, boutique shopping, and local dining—bringing together convenience, community, and lifestyle in one exceptional location. Every detail of this home reflects casual sophistication and coastal chic design, blending crisp lines with organic warmth. Whether hosting guests or enjoying quiet moments, this residence embodies the essence of Palm Beach-inspired living—bright, breezy, and beautifully refined. Experience Harbor Acres at its finest—where elegance meets ease in a home designed to live like a year-round retreat.

1387 Harbor Drive, Sarasota
2258 Arlington Street, Sarasota
$2,700,000
5 Beds ⋅ 6 Baths ⋅ La Linda Terrace SubDv. ⋅ 34239 Zip Code
Privately situated in one of Sarasota’s most coveted west-of-the-Trail neighborhoods, Arlington Park, this exceptional custom residence blends contemporary architecture, refined interiors, resort-style outdoor living, and thoughtful design for modern family life. Spanning nearly 4,000 square feet, the five-bedroom, five-and-a-half-bath home offers generous living without excess. Natural light, open spaces, and a carefully designed floor plan create an effortless flow between intimate retreats and expansive gathering areas. The chef’s kitchen anchors the home with a dramatic waterfall-edge quartz island and dry bar. Throughout, considered details and understated sophistication prevail. A whole-house water purification system and laundry facilities on both levels add comfort and convenience. The main-level primary suite is a private sanctuary, featuring a spa-inspired bath with a freestanding soaking tub and elegant zero-entry shower. Upstairs, a generous suite offers exceptional flexibility as an in-law residence, guest retreat, or private living space. Two additional en-suite bedrooms provide comfortable accommodations, including one with a private balcony overlooking the pool. Designed for both relaxation and entertaining, the fully fenced grounds offer privacy for children, pets, and guests. A beautifully appointed Gunite pool and spa are surrounded by an expansive sun deck, while a sunken gas fireplace with built-in seating creates an inviting evening gathering space beneath the Sarasota sky. The fully equipped summer kitchen is ideal for casual family meals or memorable entertaining. Conveniently located near Sarasota beaches, Legacy Trail, dining, arts, cultural attractions, and Sarasota Memorial Hospital, the home also offers no HOA restrictions, a two-car garage, and a one-year builder warranty. For investors, the property's City of Sarasota location may offer the opportunity for one-week minimum vacation rentals, subject to applicable City regulations and requirements. Buyer to pay title-related charges, documentary stamp taxes, and applicable closing fees. Your new home delivers the freedom and peace of mind of new custom construction in an exceptional Sarasota setting.

2258 Arlington Street, Sarasota
3800 Flores Avenue, 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
3799 Countryside Road, Sarasota
$550,000
3 Beds ⋅ 2 Baths ⋅ Country Place SubDv. ⋅ 34233 Zip Code
NEW ROOF being installed September 20, 2026, Discover Country Place a highly sought-after neighborhood of 173 homes in the heart of Sarasota, Florida. Super LOW HOA of $600 a year. Nearby School Districts including Riverview High, This 3-bedroom, 2-bathroom single-family pool home is easy to maintain with carpeted bedrooms and ceramic tile flooring throughout. ADA accessible ramps throughout. Step outside to your private screened in pool. The covered lanai at 17x35 provides great entertaining to relax with family. Inside, the home features spacious living areas and a layout brimming with potential. With its generous size, prime location, oversized fenced yard and a family-friendly neighborhood, this property is an ideal canvas to create your dream home. Whether you're looking for a quiet haven or vibrant family space near top beaches, schools and amenities, this home offers it all. Don't miss this rare opportunity, schedule your showing today! New A/C May 2025, New Pool Pump and light 2024, Pool Refinished June 2026. Pool cage and tile work upgraded in 2024, Qualifies for Hurricane Insurance Discounts, Impact Windows and Lexan Panels for the Sliders throughout give you peace of mind during Hurricane season. Fresh Paint, GE Refrigerator, Dishwasher, Pool Cage, Screening in 2025 Just a short drive to the world-renowned Siesta Key Beach, The two car garage with plenty of storage up in the attic. All this in a friendly, low HOA community ($600/year). A dog friendly neighborhood - and they have their own HOA page! Just minutes from top rated schools, area parks, the scenic Red Bug Slough and the Legacy Trail. Siesta Key’s world famous beaches and the shops and restaurants of downtown Sarasota, St Armand's Circle. SRQ, TPA RSW PGD airports all readily accessible.

3799 Countryside Road, Sarasota
3693 Divot Lane, Sarasota
$474,900
3 Beds ⋅ 3 Baths ⋅ Enclave At Forest Lakes SubDv. ⋅ 34232 Zip Code
Location is everything, and this exceptional townhome in Enclave at Forest Lakes delivers. Ideally situated in the heart of Sarasota, this gated community offers easy access to two public golf courses, the Legacy Trail, and all major routes, along with resort-style amenities including a pool, dog park, grilling area, and gathering spaces. Built in 2018, the home features ceramic tile flooring and a thoughtfully designed open layout perfect for everyday living and entertaining. The kitchen blends style and function with rich cabinetry, granite and quartz countertops, stainless steel appliances, a stacked stone backsplash, wall oven and microwave, and an electric cooktop. The living and dining areas flow seamlessly to a screened, covered lanai, ideal for year-round enjoyment. Upstairs offers a versatile loft and flex space, along with two spacious bedrooms and a well-appointed bath. The main-level primary suite provides a private retreat with crown molding, dual sinks, a walk-in shower, and a large walk-in closet. Positioned on one of the largest lots in the community and directly across from the pool and dog park, the home offers a rare combination of space and convenience. With no CDD fees and a prime Sarasota location near beaches, dining, and top-rated schools, this home offers comfort, quality, and lifestyle in one exceptional package.

3693 Divot Lane, Sarasota
1794 Cunliff Lane, Sarasota
$2,997,000
4 Beds ⋅ 3 Baths ⋅ Mcclellan Park SubDv. ⋅ 34239 Zip Code
Find your sanctuary in this exquisite Allegra custom home, ideally located on one of the few non-throughfare streets in the highly coveted West of the Trail neighborhood. Serene and understated from the outside, the home opens to a breathtaking entry that reveals an extraordinary Great Room featuring soaring 21-foot beamed ceilings, a dramatic windowed rotunda, and an open-concept design bathed in natural light. Oversized 10-foot doors frame every room, while hurricane-impact sliding glass doors seamlessly connect the interior to a resort-style outdoor oasis. The expansive pool deck showcases a stunning lighted fountain spilling from the spa into the oversized pool, a rainfall pergola, and lush tropical landscaping surrounded by a six-foot privacy fence—creating the ultimate setting for both relaxation and entertaining. Built with the signature craftsmanship of Allegra Homes, the residence features exceptional custom millwork, striking feature walls, designer lighting, and distinctive ceiling details throughout. Spanning 3,582 square feet, this thoughtfully designed home offers four spacious bedrooms, three luxurious bathrooms, a private den/office with a turret ceiling, and a versatile bonus room. The gourmet kitchen—one of Allegra’s most beloved layouts—is a true culinary showpiece, appointed with Sub-Zero and Wolf professional-series stainless steel appliances, including a five-burner natural gas cooktop, a second Sub-Zero beverage refrigerator, custom luxury cabinetry, rich 3cm granite countertops, and a glass tile backsplash with hidden electrical outlets Adjacent to the kitchen, the elegant dining room features a dramatic aquarium glass window overlooking the pool and gardens, along with a built-in buffet accented by a mirrored feature wall. The home’s split floor plan provides exceptional privacy. The serene primary suite is a private retreat, offering a spa-inspired bath with a walk-through shower, dual vanities, and a private water closet. A custom walk-in closet features built-in shelving, drawers, and a hallway dressing mirror. The bedroom is highlighted by an intricate custom ceiling design, designer lighting, and private access to the pool deck. On the opposite side of the first floor, you’ll find a built-in desk alcove, a spacious laundry room, a secondary bedroom with a walk-in closet, a full hall bath, and the bonus room with disappearing sliding glass doors that open to the screened pool area. The first level features rich porcelain wood-style flooring, while the second level is comfortably carpeted and hosts the third and fourth bedrooms, along with a media closet and additional HVAC storage. Bahama shutters and custom blinds complete the bedrooms and bathrooms. Situated on a 0.28-acre elevated lot, built above the flood plain in 2015, this exceptional residence offers privacy, luxury, and an unbeatable central location. Just minutes away are Sarasota Memorial Hospital, Southside Village, and top-rated Southside Elementary, with Siesta Key Beach, downtown Sarasota, Westfield Siesta Key Mall, and St. Armands Circle only a short drive away. This remarkable property may be purchased turnkey furnished, including original artwork, bronze sculptures, designer furnishings, and custom rugs, available under a separate bill of sale. Schedule your private showing today. Proof of funds required with all offers.

1794 Cunliff Lane, Sarasota
1959 Wisteria Street, Sarasota
$3,150,000
3 Beds ⋅ 4 Baths ⋅ Desota Park SubDv. ⋅ 34239 Zip Code
Welcome to 1959 Wisteria Street – a beautiful New Construction Single Story home, West of the Trail, that your clients will love! This just-completed modern coastal single story home is located West of the Trail in preferred Flood Zone X, offering elevated storm protection and convenient access to Southside Village, Downtown Sarasota and Siesta Key beaches. Designed and built with Majestik Homes' signature strength and style, this 3 bedroom plus office, 4 bath home blends architectural elegance with energy efficiency and storm-ready construction. You will be awestruck as you open the home’s large glass-paneled double doors and step into a spacious foyer that flows seamlessly into an expansive great room filled with natural light and a striking entertainment wall — perfect for relaxed living and stylish entertaining. Panoramic sliding glass doors open to a private backyard oasis featuring a sparkling pool and spa, and a fully appointed outdoor BBQ area designed for effortless Florida entertaining. The chef’s kitchen features high-end gas appliances, and the dining room is ideal for intimate dinners and larger gatherings alike. The Primary Suite is spacious and luxurious with its own private lanai. The spa-inspired primary bath offers both an indoor shower and a private outdoor shower for a true resort-style experience. Bedroom 3 includes an en-suite bath. Situated on a generous homesite with large side yards and enhanced privacy, the property is complemented by a circular driveway and an oversized 3-car garage — providing ample space for guests, storage, and everyday functionality. Beautifully staged and thoughtfully designed, this home showcases artwork from some of the local area’s most inspiring artists. Easy to show — you won’t want to miss this exceptional opportunity.

1959 Wisteria Street, Sarasota
1509 Flower Drive, Sarasota
$5,375,000
5 Beds ⋅ 5 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code
Under Construction. Allegra Homes presents the custom-built Southside IV in Harbor Acres—one of Sarasota’s signature bayfront enclaves. Designed for elevated everyday living, this 5BR/4.5BA residence balances drama and comfort with a soaring great room, intricate millwork, and seamless indoor–outdoor flow to a covered lanai with summer kitchen and pool. An open chef’s kitchen with Wolf Professional appliances and stone countertops anchors the great room and dining area to create one cohesive gathering space. The main level offers a serene primary suite with expansive walk-in closets and a spa-style bath, a private guest suite, a dedicated office, and a bonus room that opens to the pool. Upstairs, three additional bedrooms are joined by a game room and loft for versatile living. Three-car garage on a large lot. Harbor Acres hugs Sarasota Bay just south of downtown—a long-established community known for convenience, comfort, and an elegant blend of classic and newer homes along beautifully landscaped, winding streets. Enjoy a short stroll to Southside Village (Morton’s Market, dining, and shops) and close proximity to Sarasota Memorial Hospital and Marie Selby Botanical Gardens; approximately 2 miles to downtown/bayfront and about 5.5 miles to St. Armands Circle, Lido Beach, and Siesta Key. Highly sought-after Southside Elementary School is roughly 1 mile away.

1509 Flower Drive, Sarasota