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121 Holly Avenue, Sarasota
$1,290,000
3 Beds ⋅ 3 Baths ⋅ North Isles SubDv. ⋅ 34243 Zip Code
On a large waterfront homesite in the North Isles neighborhood of Whitfield Estates, this property offers the kind of Florida lifestyle buyers actively seek with sailboat water basin, boat dock, two remote-control boat lifts, quick access to Sarasota Bay, a screened heated pool and spa, and room to enjoy it all on nearly half an acre. The .43-acre lot is beautifully landscaped and features a screened food garden, irrigation well, brick paver walkways and a solar PV system. Inside, the residence was solidly upgraded in 2023 and well-finished with travertine tile flooring through the main living areas and baths, luxury vinyl plank in the bedrooms, crown molding and wood shutters throughout. The layout includes three bedrooms, three baths and a flexible bonus room. Wood cabinetry with soft-close doors and drawers, along with abundant storage, adds everyday function to the home’s inviting interior. Notable features include hurricane-impact windows and doors, heated pool and spa, lightning protection, central vacuum and outdoor lights. For buyers seeking more than personal enjoyment, the property also offers a proven rental history, making it a compelling potential income investment as well as a waterfront retreat. North Isles is part of the historic Whitfield area, prized for its Old Florida character, spacious homesites and proximity to Sarasota Bay. The location is especially convenient. Just west of U.S. 41, near the airport, close to Sara Bay Golf and Country Club, and well positioned for an easy drive north into Bradenton or south to Sarasota.

121 Holly Avenue, Sarasota

7801 Centaurus Way, Sarasota
$799,124
5 Beds ⋅ 4 Baths ⋅ Cassia At Skye Ranch SubDv. ⋅ 34241 Zip Code
What's Special: Corner Lot | Cul-de-Sac Lot. New Construction - Ready Now! Built by America's Most Trusted Home Builder. Welcome to the Tybee at 7801 Centaurus Way in Cassia at Skye Ranch! The first floor welcomes you with a charming study, a flexible room that adapts to your needs and a convenient half bath. The open great room, dining area and kitchen create a bright and comfortable space for everyday living, with an inviting island that leads to the covered lanai for easy indoor and outdoor gatherings. The private primary suite offers a peaceful retreat with a spa inspired bath and a generous walk-in closet, and the nearby laundry room adds everyday ease. Upstairs, four cozy bedrooms share two well placed bathrooms along with a spacious game room that brings everyone together for movie nights, playtime or quiet evenings at home. Skye Ranch sits in a prime Sarasota location at Clark and Lorraine Roads, offering a vibrant setting with access to the Skye Ranch K-8 school. The community preserves natural beauty with grand oaks, palms, wetlands, lakes, and native wildlife. Miles of trails connect you to nature, parks, and exceptional on-site amenities. Additional Highlights Include: Gourmet kitchen, tray ceiling at primary suite, shower in place of tub at bath 2, 8' interior doors, sink at laundry room, outdoor kitchen rough-in, and whole house impact windows. MLS# A4686765

7801 Centaurus Way, Sarasota

8232 Summer Night Road, Sarasota
$1,799,000
4 Beds ⋅ 6 Baths ⋅ Skye Ranch Neighborhood Four North SubDv. ⋅ 34241 Zip Code
A showcase of craftsmanship, design, and lifestyle, this former builder model in Cassia at Skye Ranch represents one of the community’s most distinguished opportunities. Positioned on a private preserve homesite, this 4 bedroom, 4.5 bath residence offers 4,541 square feet of thoughtfully designed living space with soaring ceilings, crown molding, professionally designed custom wall treatments, and exceptional designer finishes throughout. The great room is anchored by custom built-ins and a fireplace, while the chef’s kitchen features an oversized island, built-in ovens, illuminated cabinetry, premium appliances, and a spacious walk-in pantry. The main level includes a private study, formal dining area, two en suite guest bedrooms, and a luxurious owner’s retreat with lanai access, dual custom closets, and a spa inspired bath with an oversized dual entry shower. Upstairs, a spacious game room with wet bar and full bath offers flexible space for guests, recreation, or multi generational living. Pocketing sliders open to a resort style outdoor retreat featuring a covered lanai, summer kitchen, pool, spa, and tranquil preserve views. Premium upgrades include impact windows and doors, motorized shades, integrated smart home technology, whole home audio, three zone HVAC, whole home surge protection, an on demand tankless water heater, tile roof, paver driveway, designer lighting, custom closet systems, and an oversized three car garage. Residents enjoy access to Skye Ranch’s resort style amenities, parks, trails, and recreational facilities, all just minutes from top rated schools, Waterside Place, downtown Sarasota, and world renowned Siesta Key Beach. One of the finest homes offered within Cassia at Skye Ranch, this exceptional residence delivers a level of design, privacy, and lifestyle rarely found in today’s market.

8232 Summer Night Road, Sarasota

5023 Village Gardens Drive Unit 29, Sarasota
$230,000
2 Beds ⋅ 2 Baths ⋅ Village Gardens Apt SubDv. ⋅ 34234 Zip Code
Move-in ready and not impacted by recent storms, according to the owner. In the desirable Village Gardens community, this beautifully updated home is set within a lush, park-like environment with mature tree canopy and exceptional recreational amenities. Residents enjoy access to a heated pool, pickleball and tennis courts, and an active clubhouse. Ideally just north of downtown Sarasota and minutes from the University Parkway corridor, providing convenient access to Sarasota-Bradenton International Airport, UTC Mall, Interstate 75, and renowned cultural destinations including Ringling Museum of Art & Design, Asolo Theatre, Sarasota Ballet, Ringling College of Art & Design and USF. This rare Palm model features a screened-in Florida room, making it one of the larger floor plans in the community. The home was extensively updated in 2023 with new electrical, renovated baths, an updated kitchen, new flooring, baseboards and fresh interior paint, creating a modern and inviting interior. Additional improvements include a paver patio added in 2025, ideal for outdoor relaxation. Inside, the home offers a welcoming foyer entry, a spacious great room with vaulted ceilings and clerestory windows. The kitchen has been renovated with beautiful cabinets, countertops and backsplash. The primary suite includes a walk-in shower, and direct access to the Florida room. The second bedroom has plenty of room and the guest bath includes a tub for soaking. An interior utility room offers additional storage along with a washer and dryer. Additional highlights include roof replaced in 2014 and air conditioner approximately 6–8 years old The HOA covers exterior maintenance and the roof, providing low-maintenance living in one of Sarasota’s charming and convenient communities. A rare opportunity to enjoy easy Florida living in a beautifully maintained neighborhood so move right in!

5023 Village Gardens Drive Unit 29, Sarasota

4557 Kingsmere Unit 23, Sarasota
$277,000
2 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Spectacular golf course views, partially furnished and priced to sell! Easy living in this spotless, maintenance-free one-story villa with natural light and tranquil golf views in The Meadows, a park-like oasis in a phenomenal location. A canopied street and charming pergola welcome you home. Inside, you will love the cathedral ceilings, new skylights that bathe the great room with soft light, and a relaxing Florida room overlooking the golf course with a preserve in the distance. No neighbors in sight. The kitchen features stainless steel appliances, white shaker cabinetry, Mykonos White quartz countertops and direct access to the private grilling patio. The primary suite pampers you with a walk-in closet and a gorgeous zero-entry Roman shower with mosaic flooring. All just 100 feet to the heated pool, 1.5 miles to Whole Foods and Trader Joe’s and convenient to all The Meadows has to offer. Set on 1,600 park-like acres, The Meadows is a resort-style community only 15 minutes from downtown Sarasota. Residents enjoy 14 miles of scenic biking and walking trails, and, for a low resident fee, a new fitness center, Junior Olympic-size pool, pickleball courts, golf courses and a top Har-Tru tennis complex. Plus, close to the country's award-winning beaches, remarkable arts and culture, and just two miles from Nathan Benderson Park, the new Mote SEA Aquarium, the future Sarasota Orchestra and The Mall at University Town Center, a world-class fashion and dining destination. A fabulous Florida lifestyle awaits. With 2024 shingle roof and above flood plain in zone X.

4557 Kingsmere Unit 23, Sarasota

1563 4th Street, Sarasota
$1,695,000
3 Beds ⋅ 2 Baths ⋅ Owen Burns Sub SubDv. ⋅ 34236 Zip Code
What if you could get an interest rate of 2% lower than the going interest rates? Well, we can, and our Seller is looking to make that happen by buying down the rate! Contact your agent for further details. A rare opportunity to own a single-family residence in Sarasota’s sought-after Rosemary District. Set on a beautifully landscaped property, this home features a towering century-old oak tree that anchors the backyard and creates a distinctive outdoor setting rarely found in downtown locations. Spanish and Mediterranean architectural elements introduce the residence, offering classic Old World character paired with solid construction and an elevation of approximately 25 feet above sea level. The property is in Flood Zone X, where flood insurance is not required. Inside, the home features high ceilings, hardwood flooring and extensive crown molding throughout. A gas fireplace adds warmth and character to the living area during cooler winter evenings. Multiple windows allow natural light to flow throughout the interior spaces. The residence includes three bedrooms, with one configured as an office or study and featuring a separate exterior entrance, offering flexibility for work-from-home use or private guest access. Outdoor living spaces include a spacious garden area, an oversized patio and a pergola surrounded by mature landscaping, creating a private setting for dining and entertaining. In the heart of the Rosemary District, the home places residents within proximity to many culinary delights, Sarasota’s cultural amenities, including galleries, theaters and live music venues. More than 65 restaurants, cafés and shops are within approximately a six-block radius. The Bay Park waterfront district, a 53-acre public park along Sarasota Bay, is just five blocks away. Payne Park, the Legacy Trail for recreation and biking, Sarasota Farmers Market and Whole Foods Market are all nearby. The John Ringling Bridge provides convenient access to St. Armands Circle and Lido Beach. The property is zoned DTE, which offers future redevelopment potential, subject to city approvals. Owners may choose to enjoy the residence as a private downtown home while maintaining long-term flexibility for future planning. Or alternatively, since this is DTE zoning, this is ideal property for a restaurant possibility, just something else to consider! A unique opportunity to experience downtown Sarasota living in one of the city’s vibrant and evolving neighborhoods.

1563 4th Street, Sarasota

6821 Chloe Court, Sarasota
$664,990
3 Beds ⋅ 3 Baths ⋅ Lakeview Crossing SubDv. ⋅ 34241 Zip Code
You’ll be delighted by the attention to detail and expert design of The Hemphill, 2-story floor plan by David Weekley Homes in the brand new, suburban lifestyle community of Lakeview Crossing in Sarasota. Open-concept family and dining spaces showcase our LifeDesign? refinements that grant this floor plan exceptional style and livability. This home offers 3 bedrooms, 2 full baths, 1 half bath, a study, upstairs retreat and a 3-car tandem garage. Prepare, present and enjoy your culinary masterpieces on the designer kitchen center island overlooking the open gathering spaces. Pamper yourself in the spa-inspired Owner’s Bath and explore the wardrobe potential of the large walk-in closet before retiring to the lovely first floor Owner’s Retreat. Also on the first level, you'll find the office with french doors as well as a convenient powder room and indoor laundry. Make your way upstairs to privacy and personality, making each extra bedroom and the retreat a great place to thrive. In the fully gated community of Lakeview Crossing, you are conveniently located close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles). Come see what quality construction and thoughtful design looks like for yourself and make this David Weekly Home yours today.**Limited time special incentive rate on this home!

6821 Chloe Court, Sarasota

9011 Province Street, Sarasota
$575,000
4 Beds ⋅ 3 Baths ⋅ Laurel Meadows SubDv. ⋅ 34240 Zip Code
4 bed | 3 bath | 3 car garage — and genuinely move-in ready. Tucked in a quiet neighborhood with parks, walking trails, grocery stores and restaurants just minutes away. Every inch of carpet has been pulled and replaced with upgraded LVP and tile throughout. Granite countertops, stainless appliances, and a wrap-around breakfast bar anchor the kitchen. The split floor plan is spacious and well designed with formal dining and living areas that make entertaining easy. Primary suite features a soaking tub and separate glass-enclosed shower. Out back you have a huge screened patio perfect for outdoor entertaining. Seller may offer closing cost assistance toward buyer's financing and closing costs. Ask for details. Come see it.

9011 Province Street, Sarasota

201 S Shade Avenue, Sarasota
$1,599,000
4 Beds ⋅ 3 Baths ⋅ Terrace Gardens SubDv. ⋅ 34237 Zip Code
**BACK ON MARKET DUE TO BUYER FINANCING. PROPERTY APPRAISED SUCCESSFULLY. NO FAULT OF SELLER OR PROPERTY ** Welcome to this exceptional ONE-STORY, NEWER CONSTRUCTION, 4 Bedroom, 3 Bath home featuring a Saltwater Pool, Lanai, Outdoor Kitchen and oversized 2 Car Garage. Offering over 2500 square feet of luxurious living space, this home is perfect for entertaining and enjoying the ultimate Florida lifestyle. Located in FLOOD ZONE X and just minutes to Downtown Sarasota, this custom-built home boasts all BLOCK construction, a metal roof, maintenance-free aluminum soffits and fascia, Impact Rated Windows, Doors and Sliders, a tankless water heater and a professionally designed custom landscaping package. Interior features have been thoughtfully designed and include 12 ft 8-inch ceilings in the Great Room and Kitchen, 8 ft solid core doors and engineered hardwood floors throughout the home. The well-appointed kitchen is sure to please the most discerning chef with custom wood Shaker Cabinets, an oversized island, Quartz countertops, Z-Line Appliances, double oven, an induction range with custom hood and includes a convenient Dry Bar with floating wood-stained shelves and a wine refrigerator. The Primary Suite is a sanctuary and exudes elegance with tray ceilings, a custom design wall featuring detailed trim work and sliding glass doors providing private access to the outdoor pool and patio oasis. Primary Bath delights with a freestanding soaking tub, an oversized shower with rain head, a makeup vanity and Quartz countertops. Entertain with style in the Great Room complete with fireplace, 50-inch oversized chandelier and wall to wall 8 ft pocketing sliding glass doors opening to the Lanai and Saltwater Pool. 3 additional bedrooms, one featuring a decorative custom accent wall perfect for an office/flex room, are all generously sized with built-in closets. The Laundry Room includes a custom tile floor, built-in cabinets, Quartz countertops and a Samsung Smart washer and dryer. Easy access to Downtown, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, Siesta Key and all area beaches makes this Move-In Ready home a must see! Embrace Sarasota living at its finest!

201 S Shade Avenue, Sarasota

16031 Winburn Drive S, Sarasota
$1,500,000
3 Beds ⋅ 3 Baths ⋅ Rainbow Ranch Acres SubDv. ⋅ 34240 Zip Code
Situated on 5 beautiful acres, this versatile Sarasota property offers the perfect combination of space, functionality, and country living while still being conveniently located. The property features a large barn/warehouse with soaring ceilings, easily accommodating RV parking and equipped with a car lift, making it ideal for hobbyists, car enthusiasts, contractors, or anyone needing significant workspace or storage. In addition to the main home, the property includes a separate 1-bedroom in-law suite complete with a full kitchen, bathroom, living room, and its own laundry, providing excellent flexibility for guests, extended family, or potential rental income. The main home is thoughtfully designed with the primary suite located on the ground floor, while additional bedrooms and a spacious upstairs playroom provide plenty of room for family and guests. The property is partially fenced and currently home to horses and cattle, and also includes a horse stall, making it well suited for equestrian or agricultural use. Additional features include a well system and owned solar panels, helping keep monthly utility costs low. With acreage, usable outbuildings, and a flexible layout, this property offers a rare opportunity to enjoy privacy, space, and functionality in Sarasota.

16031 Winburn Drive S, Sarasota

7522 Conservation Court, Sarasota
$1,575,000
4 Beds ⋅ 4 Baths ⋅ Preserve At Heron Lake SubDv. ⋅ 34241 Zip Code
Back on the market with a NEW TILE ROOF with transferable warranty! This Estate Home located in The Preserve at Heron Lake was built by Arthur Rutenberg in 2008. Situated on a 3/4 acre corner lot with 4 Bedrooms, 3 ½ baths, with a split floor plan that offers plenty of space to spread out & live large! The home has an open kitchen/family room, bar area, walk in pantry and eat in dining area with an aquarium window looking out onto the saltwater pool and spa complete with travertine decking. A formal dining room, living room with fireplace and family room that opens out to the pool deck with triple sliding doors that pocket, creating true indoor/outdoor living. The kitchen has a Viking Cooktop, GE Profile Appliances, Double Convection ovens, built in microwave, and double drawer under island refrigerator. The Owner's Suite is something to behold - sitting area space, large his and her custom closets, owners bath with tub and roman walk-in shower, his and her vanity sink areas and private water closet. New Luxury Vinyl Plank flooring in Owners Suite and Jack & Jill bedrooms. Custom Closets, Soft Close Custom Cabinetry and Custom lighting throughout, wood plantation shutter window treatments. 4 tray ceilings with venetian plaster. Entire Exterior Painted in 2023. Leaf Guard Gutter system. Zoned for 3 AC. Garage has built in cabinetry and AC has been added. Tankless water heater. Owners customized the 3-car garage, her closet in the Owners Suite and the formal dining area - all are larger than original floorplan.

7522 Conservation Court, Sarasota

4628 Ashberry Drive, Sarasota
$275,000
2 Beds ⋅ 2 Baths ⋅ Spring Oaks SubDv. ⋅ 34234 Zip Code
Welcome to this charming 1985 concrete block ranch home offering nearly 1,000 square feet of living space — all on one level. Featuring 2 bedrooms and 2 bathrooms, the layout is comfortable and functional, providing a wonderful foundation to update at your own pace. This home has been lovingly maintained by its original owner and was originally the model home for the development. Major improvements are already complete, including impact windows and doors throughout, a brand-new roof (2025), new hot water heater (2025), and A/C replaced in 2021 — offering peace of mind on the big-ticket items. Tucked away on a quiet street, yet just minutes to SRQ Airport, Downtown Sarasota, shopping, dining, beaches, and major thoroughfares, the location offers both privacy and convenience. While cosmetic updates would enhance the space, the home offers solid block construction, pride of ownership, and long-term potential in a central Sarasota location. Being sold As-Is. A rare opportunity to personalize a well-cared-for home with exceptional fundamentals already in place. Please be aware that the home does smell like cigarette smoke.

4628 Ashberry Drive, Sarasota

721 Anegada Lane, Sarasota
$925,000
4 Beds ⋅ 4 Baths ⋅ Gracewater SubDv. ⋅ 34234 Zip Code
This brand new luxury Bay Haven model from Privada Homes located in the amenity-rich community of Gracewater will be ready for occupancy soon and has touches that even the most sophisticated buyer will enjoy. Starting with the location, Gracewater is located just 3 miles from downtown Sarasota and is convenient to Gulf Beaches, shopping and dining as well as the I-75 corridor. This gated community will feature an excellent amenity center- “The Pura Vida Club” which will offer a beach entry resort style pool with cabanas, a full-time social director to promote community interactions, fitness center to focus on your health, and pickle ball courts for non-stop fun. For your furry friends there is also a dog park. This brand new home features top-of-the-line construction with all impact glass doors and windows, storm-rated 8 foot garage doors, and all the latest building code standards. Inside, you’ll be drawn to water views and sunsets nightly from the rear of the home, and a host of upscale features such as Kitchen-Aid natural gas range, 42 inch uppers and soft close cabinetry in the kitchen, tile backsplash and Moen fixtures. The Bay haven offers a large and luxurious primary suite with oversized walk-in closet and bath with dual vanities. The main living level also features a dedicated office and open concept kitchen/living area. The upstairs area offers a bonus room, and full ensuite bedroom, and two additional bedrooms with shared bath. This home also comes with a heated pool and spa package and screened cage! Take advantage of new and now- schedule your private showing of this fine home today!

721 Anegada Lane, Sarasota

5370 Royal Palm Avenue Unit 5370, Sarasota
$214,900
2 Beds ⋅ 2 Baths ⋅ Royal Palm Villas SubDv. ⋅ 34234 Zip Code
WELCOME to this beautifully maintained 2 bedroom, 2 bath villa located in the desirable Royal Palm Villas community of Sarasota!! As you enter, you are greeted by a fully UPDATED kitchen featuring granite countertops, stainless steel appliances, and ample cabinetry, seamlessly opening to the dining area and spacious living room which is perfect for both everyday living and entertaining. The living room offers a two panel sliding glass door that leads to the SCREENED, fully TILED lanai overlooking a PRIVATE backyard, creating a peaceful indoor-outdoor living experience. The primary suite features its own sliding doors to the lanai, an updated ENSUITE bathroom with a single vanity, and a walk-in tiled shower. A second bedroom and a full guest bathroom with a tub/shower combo provide comfortable accommodations for guests or family. Enjoy relaxing evenings in the screened lanai or take advantage of the community pool with covered seating, ideal for gathering with friends and neighbors. The home was renovated with hurricane resistant materials for added durability and peace of mind. Whether you’re searching for a full-time residence, seasonal retreat, or investment opportunity, this home is perfectly located near Sarasota-Bradenton International Airport, the Ringling Museum and College, the Van Wezel Performing Arts Hall, downtown Sarasota, fine dining, shopping, and the FAMOUS Gulf beaches...you truly can’t beat this location!! Don't wait to make this your HOME and begin your FLORIDA Lifestyle!

5370 Royal Palm Avenue Unit 5370, Sarasota

7322 Westmoreland Drive, Sarasota
$1,999,000
4 Beds ⋅ 4 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
Rare Direct Bayfront Opportunity on Over 1 Acre – No Bridges, Deep Water Access. Bring your vision to life on this exceptional waterfront property offering over one acre directly on the bay with no bridges to open water and deep-water access. This is a rare chance to create one or multiple custom coastal retreats in a premier boating location. The home features a beautiful concrete seawall and expansive water frontage, perfect for boaters, anglers, and sunset lovers alike. The property was impacted by a hurricane, and all drywall has been removed, leaving a clean slate that’s ready for your rebuild, remodel or redesign—ideal for buyers who want to customize finishes, layout, and style to their taste. With unmatched views, generous lot size, and direct bay access, this property offers incredible upside and long-term value. Whether you’re looking to restore, reimagine, or rebuild, this is a prime waterfront canvas! Adjoining properties are also for sale at the time of this listing, if you dare to dream even larger! Don’t miss this opportunity to craft your dream home on the water. Seller Financing terms available for qualified Buyers. Unmatched location! Close to SRQ Airport, New College, Downtown Sarasota, Ringling Museum, UTC Mall, endless shopping, dining and water opportunities await you.

7322 Westmoreland Drive, Sarasota

1862 6th Street, Sarasota
$715,000
3 Beds ⋅ 3 Baths ⋅ Inwood Park SubDv. ⋅ 34236 Zip Code
Virtually Staged. Live, invest, and work in the heart of downtown Sarasota. This beautifully renovated 1925 triplex is located in Gillespie Park and offers exceptional flexibility with short-term rentals allowed. Fully updated inside and out, the property presents a rare turnkey opportunity in one of Sarasota’s most desirable and walkable neighborhoods. The exterior has been meticulously improved with new landscaping, stylish pavers, artificial turf, a new privacy fence, updated roof, updated electric meters, energy-efficient windows and doors, and a modern sand-finish exterior. These upgrades provide strong curb appeal and long-term durability. All three units have been completely remodeled and are offered fully furnished. Renovations include new drywall, new subflooring, updated electrical systems, newer HVAC units, modern flooring, new kitchen cabinets, sleek appliances, updated bathroom vanities, toilets, showers, and fresh interior paint throughout. Each unit is move-in ready and designed for low maintenance and operational efficiency. The location offers unmatched convenience. Ideal for investors seeking strong income potential, or for an owner-occupant looking to live in one unit while renting the others. One or more photo(s) have been virtually staged.

1862 6th Street, Sarasota

2475 Bay Street, Sarasota
$1,995,000
4 Beds ⋅ 4 Baths ⋅ Hudson Park SubDv. ⋅ 34237 Zip Code
2024-built modern residence in central Sarasota offering 4 bedrooms, 4 bathrooms, 2,874 square feet, a main-level primary suite, private resort-style pool, full summer kitchen, impact windows and doors, and no HOA. Soaring ceilings, expansive windows, and an open-concept floor plan create a bright, modern interior with a seamless connection to the outdoor living areas. The chef’s kitchen features Café appliances with gold accents, premium cabinetry, Calacatta quartz surfaces, and a dramatic waterfall island with seating for eight. The main-level primary suite is privately positioned with direct access to the pool and features a spa-inspired bath with dual vanities, walk-in shower, soaking tub, and spacious his-and-hers closets with built-in accessories. Each additional bedroom features an en-suite bath, providing exceptional privacy for family and guests. Upstairs, a second living area overlooks the main level and opens to a private balcony, creating flexible space for a media room, lounge, office, or guest retreat. Outdoor living centers around the custom resort-style pool, fully fenced yard, covered lanai, and fully equipped summer kitchen. A two-car garage, paver driveway with parking for up to four additional vehicles, energy-efficient construction, impact windows and doors, and a mudroom with direct pantry access add everyday function. All of this is offered with no HOA. Located in central Sarasota, 2475 Bay Street provides convenient access to Downtown Sarasota, Sarasota Memorial Hospital, Payne Park, Marie Selby Botanical Gardens, Bayfront Park, dining, shopping, arts and entertainment, and the Gulf beaches of Siesta Key and Lido Key. For buyers seeking newer construction with modern architecture, a first-floor primary suite, all en-suite bedrooms, a private pool, impact protection, no HOA, and convenient access to Downtown Sarasota, this home delivers an exceptional combination of design, flexibility, and location.

2475 Bay Street, Sarasota

2653 22nd Street, Sarasota
$534,900
3 Beds ⋅ 3 Baths ⋅ Lenray Heights SubDv. ⋅ 34234 Zip Code
Virtually Staged. TWO LIVING SPACES + $4,100/MONTH IN CURRENT RENTAL INCOME! A unique opportunity in Sarasota offering a beautifully updated main residence plus a private, separate-entry attached 1-bedroom, 1-bath in-law suite. The property is currently occupied by long-term tenants and generates $4,100 per month in combined rent. The main residence rents for $2,600/month, while the attached 1-bedroom suite rents for $1,500/month. The suite features its own private entrance, kitchen, living area, bedroom, bathroom and laundry, giving the property exceptional flexibility for rental income, multigenerational living, extended family, guests or a private work-from-home space. Inside, the home has been thoughtfully updated with modern finishes and offers a comfortable, move-in-ready interior. Outside, enjoy a spacious yard, mature trees and NO HOA, providing added flexibility for owners and investors alike. Located just minutes from Downtown Sarasota, shopping, dining, major roadways and everything Sarasota has to offer. Whether you’re looking for a primary residence with additional income potential, a multigenerational setup, or an investment property with established tenants already in place, this property offers something most homes in this price range simply do not: two separate living spaces and immediate income from day one. Tenant occupied. Please do not disturb tenants. Showings by appointment only. Photo digitally enhanced to remove personal property/clutter. No permanent property features altered.

2653 22nd Street, Sarasota

540 S Polk Drive, Sarasota
$8,250,000
6 Beds ⋅ 7 Baths ⋅ Lido Beach SubDv. ⋅ 34236 Zip Code
Incredible income potential with this premier, Florida vacation-rental property. Ideally located just steps from the coveted, white-powder, sands of Lido Beach, this high-occupancy, luxury rental home combines high-end design with exceptional income-producing potential. A resort-style sanctuary for up to twelve guests, this Sarasota property offers 9,258 of masterfully-curated, square feet. Zoned for seven-day rentals and supported by a strong rental history, the property makes an attractive opportunity for investors, families or business owners seeking both personal enjoyment and revenue generation. The outdoor living is exceptional with more than 3,300 square feet of covered patios and six balconies culminating in a rooftop deck with 360-degree views of the gulf, bay and city skyline. Dine under the stars with a well-appointed summer kitchen and relax after dinner on the fun putting green. The grounds offer a lush, tropical oasis with a refreshing waterfall spilling into a sparkling saltwater pool. Serene, fiber-optic lighting and the exterior music system will transform the evening while guests relax in the twelve-person spa. Multiple outdoor lounging and dining areas accommodate everything from family gatherings to corporate retreats with multiple TVs, beverage refrigerators and game spaces for pool or ping pong. Designed with entertainment in mind, the refined interior spaces come complete with a collection of premium furnishings. A Sonos multi-room audio system and 12 high-definition TVs enhance entertainment throughout the property. The chef’s kitchen offers a spacious waterfall-edge island and features a Sub-Zero refrigerator, Wolf eight-burner gas range, dual dishwashers, floating shelves and sleek European-style cabinetry. Bespoke finishes elevate every space, including quartz countertops, designer lighting, an interior elevator, custom tambour wood walls, artisanal iron stair rails, 7-inch baseboards and 8-foot interior doors. Each floor includes a wet bar with beverage refrigerators, ice makers or dishwashers, creating effortless flow for entertaining. The primary suite offers a serene private retreat with a spa-inspired bath featuring a backlit marble wall, designer fixtures and a walk-in shower with rain and handheld showerheads. Five additional bedrooms each feature uniquely designed en-suite baths with custom mirrors, distinctive tile work, sleek cabinetry and under-lit vanities. Advanced smart-home technology includes a comprehensive surveillance system with high-definition cameras, whole-property Wi-Fi, intelligent access control, programmable architectural lighting and motorized window treatments. Ideally located near pristine Gulf beaches, St. Armands Circle and downtown Sarasota’s dining, arts and entertainment, this residence offers the rare combination of luxury living, strong rental income and exceptional appeal for families, executives or investors.

540 S Polk Drive, Sarasota

3171 Dick Wilson Drive, Sarasota
$2,800,000
5 Beds ⋅ 5 Baths ⋅ Laurel Oak Estates SubDv. ⋅ 34240 Zip Code
Welcome to one of the Crown Jewels of Laurel Oak Country Club, a stunningly renovated Estate situated on an exceptionally private homesite personally selected by the community's original developer as his family residence. This Estate Home is for the distinguished buyer who wants something extraordinary , something unique and One of a Kind to call home where EVERYTHING has already been handled, completed, remodeled and updated so you dont have to! Just move in and ENJOY. Laurel Oak Estates is regarded as Sarasota's Premier Country Club with a 24 hr guarded gate. Golf membership is optional, but ownership of this extraordinary home places you at the front of the membership waiting list. Nestled on nearly one acre overlooking the Jones Course, this remarkable 5-bedroom residence completely renovated in the very popular Modern Heritage Style offers breathtaking views of the Golf Course, Formal English Gardens added by Sellers as well as a custom Creek with waterfalls & pond. Thoughtfully updated with uncompromising attention to detail. This fortress of a home seamlessly blends timeless elegance with modern luxury. Inside, you'll find real hickory wood flooring, two spacious primary suites, and a beautifully renovated chef's kitchen featuring Sub-Zero, Miele, BlueStar, and Thermador appliances, complemented by Marble countertops and XL island. The luxurious primary bath has been completely remodeled in Marble with dual vanities, dual water closets, and oversized walk-in shower. Grounds are truly spectacular. A formal English garden showcases antique brick pathways, green walls, custom arbors, Lg fountain & mature fruit trees incl lemon, fig, plum. Sellers further enhanced with authentic clay paver patio. Additional fruit trees include lychee, grapefruit, navel orange, banana & mango This grand residence is loaded with upgrades & thoughtful features including: • New main A/C (2025) additional systems replaced in 2022 2023 • Roof 2019 • Impact-rated doors, windows, and sliders throughout most of the home • Whole-house generator with 1,000-gallon underground fuel tank for hurricane preparedness • Whole-house water filtration system with UV sanitizer • UV Halo Ozonator integrated into the pool equipment • New attic insulation • New gutters, including custom copper gutters across the front elevation • New epoxy garage flooring • Heated and cooled craft/storage room in the garage • Renovated Butler's Pantry • Laundry room with pet shower and new plank flooring • Outdoor kitchen with newer grill. Sink and granite countertops • Brick flooring in the sunroom • Fireplace rebuilt with Taj Mahal marble surround and custom paneled feature wall • New designer chandeliers in the foyer and primary bath • Upgraded fixtures, fans, hardware and lighting throughout • Pool safety fence • Extensive landscape lighting creating a magical nighttime setting • Private 2nd-floor balcony with custom sunshade The home's unique positioning provides unmatched privacy, while winding walkways invite you to explore this lush, park-like paradise. This is more than a home—it's a private retreat, thoughtfully curated meticulously maintained, where no expense was spared. Experience the perfect combination of luxury, comfort, beauty & peace of mind in one of Laurel Oak's most exceptional properties.

3171 Dick Wilson Drive, Sarasota

359 N Shore Drive, Sarasota
$4,790,000
5 Beds ⋅ 6 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
Virtually Staged. What a rare opportunity to own a stunning brand new, "State of the Art" home just next to a historic landmark, the Ringling Museum, which defines Sarasota's culture. Built by Seaward Homes, this home is ready for occupancy. Enjoy the ultimate Sarasota lifestyle in the Museum Area. Designed by Lear Studio Architecture, this home epitomizes exceptional quality and attention to details. This domicile offers 4 en-suite bedrooms, and almost 4,000 sq ft of air-conditioned living space, including a multipurpose room that can be tailored for wellness, fitness, or a variety of additional lifestyle needs. The wide-open floor plan, generous room sizes, and large impact-rated safety glass sliding doors and windows fill the home with natural light. Terraces on the main and second floors provide ideal spaces to enjoy the outdoor lifestyle, plus a spacious rooftop terrace for great sunset views. The interior finishes include European oak wood flooring, fine cabinetry with quartz countertops, a custom floating steel-and-wood staircase, three high-efficiency mechanical systems, a top-of-the-line appliance package. Exterior features include solid concrete and masonry construction on the first floor, and premium architectural facade details with Travertine porcelain wall cladding. The resort-like pool area and custom spa are surrounded by a lush tropical landscape package. Downtown Sarasota and the Sarasota/Bradenton International Airport are just a few minutes away. Embrace the opportunity to own this unparalleled residence and experience luxury Florida living.

359 N Shore Drive, Sarasota

1010 Indian Beach Drive Drive, Sarasota
$599,000
2 Beds ⋅ 1 Baths ⋅ Indian Beach SubDv. ⋅ 34234 Zip Code
Vintage Style Executives' Paradise. Walk to Beach from "Upper SRQ" location, in Historic Coastal Community, near Little Indian Beach-Neighborhood Beach. This 1947 built authentic original, in the Ringling Museum Area is near to SRQ Airport, and close to Sarasota's various Downtown attractions. Expansive room sizes, well built, and on oversized treed lot boasting huge front porch( 50' x 8' ), and semi private rear deck ( 20' x 10' ) for sunbathing. Walk to public transit, short walk to Sunsets on the Bay, fishing, kayaking, relaxing by the beautiful waters of Sarasota's Bayfront. Mature mango tree, china cherry trees, shady oaks, tropical palm trees and various exotic lush landscaping. Tough metal roofing system, post and rail fencing system, and security lighting surround this Stately Home. Huge rooms for entertaining and relaxing plus an oversized private office space/Art Studio, or possible 'in-law studio/library' etc. is away from the action, for the professional to work quietly. Chef's kitchen is spaciously oversized and cooks with natural gas stove and oven. Natural gas is also energy efficient for the larger than most 40 gal.water heater. Total package is efficient and in a most unusually spacious historic type of home. *NOTE- Portable Kitchen Island + Fresh Produce Storage Bins + Bakers Rack can be included in sale. Pedestal sink and original porcelain tiles grace this oversized shower stall bathroom. White with blue color bathroom. Ceramic tiles throughout the home make this easy to keep, hygienic and clean. At end of day stroll out the front door to your 50' front porch, or take a short walk on shady tree lined sidewalk to watch the colorful sunsets on the waterfront. Come home to "The Beachouse" . ( Potential as a handicap accessible residence dependant upon individual needs. Please preview for access to property amenities and interior rooms maneuverability. Wide Hallway is 4' 3" x 11' 6" .to go between bedrooms and bathroom side of the home. ..Thankyou ) • Please note: Broker/Owner occupies access to premises until closing. Quick-Close possible. Information is deemed reliable or accurate, but is not guaranteed.

1010 Indian Beach Drive Drive, Sarasota

1156 Cocoanut Avenue, Sarasota
$1,895,000
5 Beds ⋅ 4 Baths ⋅ Blvd Add (To Sarasota) SubDv. ⋅ 34236 Zip Code
Experience modern Sarasota living just minutes from Downtown in this newly built 5-bedroom, 4-bath residence offering 2,882 square feet, a private pool, full summer kitchen, impact windows and doors, no HOA, and flexible living spaces near Sarasota Bay and the city’s cultural district. Designed with clean contemporary architecture and an open, light-filled floor plan, the home features high ceilings and large-format marble-look tile throughout the main level. The chef’s kitchen is a centerpiece of the home, with Café appliances accented in gold, premium cabinetry, Calacatta quartz surfaces, and an oversized waterfall island with seating for six. Two spacious living areas—one on each floor—provide flexibility for entertaining, family living, media space, or guests. The primary suite offers a private retreat with a spa-inspired bath, soaking tub, walk-in shower, and generous dual closets. Four additional bedrooms provide space for family, guests, a home office, or fitness room. Outdoor living is equally impressive. The fully fenced backyard features a custom Pebble Tec pool, covered patio with tongue-and-groove ceiling, and a complete summer kitchen for year-round entertaining. Rear alley access and a two-car garage add convenience and privacy. Additional highlights include energy-efficient construction, impact-resistant windows and doors, contemporary finishes, and thoughtfully designed indoor-outdoor living—all with no HOA. Located along Sarasota’s downtown corridor, the home offers easy access to the Rosemary District, The Bay, Van Wezel Performing Arts Hall, restaurants, galleries, shopping, marinas, and Sarasota’s renowned Gulf beaches. Pioneer Park provides a nearby connection toward the waterfront and cultural district. For buyers seeking newer construction, a private pool, no HOA, impact protection, generous living space, and proximity to Downtown Sarasota, 1156 Cocoanut Avenue delivers a compelling combination of modern design, functionality, and location.

1156 Cocoanut Avenue, Sarasota

570 S Spoonbill Drive, Sarasota
$7,800,000
5 Beds ⋅ 7 Baths ⋅ Bird Key Sub SubDv. ⋅ 34236 Zip Code
Welcome to an exceptional waterfront residence on coveted South Spoonbill Drive, where refined luxury meets Sarasota’s most desirable coastal living. This impressive 5 bedroom, 6.5 bath estate spans 6,846 square feet and is thoughtfully designed for discerning luxury buyers, ideally located on the open water with stunning views towards Lido Key. Soaring ceilings and expansive living areas create a grand yet welcoming atmosphere, filled with natural light and elegant architectural detail. The home offers a seamless flow for both intimate gatherings and large-scale entertaining, enhanced by an elevator providing convenient access across levels. The main-level primary suite serves as a serene retreat with direct access to covered outdoor living areas, allowing you to wake to tranquil water views and gentle coastal breezes. Outdoors, the home truly shines. Enjoy covered outdoor living, a resort-style pool and spa, and 100 feet of updated seawall complete with a private boat lift, providing immediate access to Sarasota Bay and beyond. Completing the estate is a 3-car garage, providing ample space for vehicles, storage, and seasonal convenience. Additional highlights include a new tile roof, an updated seawall, and beautifully maintained grounds designed for year-round enjoyment. Perfectly located just minutes from downtown Sarasota, Lido Beach, and St. Armands Circle, this property offers unparalleled access to world-class dining, shopping, and cultural attractions. Adding to Bird Key’s appeal, the new Bird Key Yacht Club, scheduled for completion in 2026, will feature lighted tennis courts, a fitness center, and a restaurant, further elevating the lifestyle this community offers. This is a rare opportunity to own a premier open-water estate in Sarasota’s most exclusive neighborhood.

570 S Spoonbill Drive, Sarasota

4205 Bent Tree Boulevard, Sarasota
$569,750
3 Beds ⋅ 2 Baths ⋅ Bent Tree Village SubDv. ⋅ 34241 Zip Code
Virtually Staged. Move-in ready. Major updates complete. Exceptional value at approximately $255 per sq. ft. in Bent Tree Village. Set high and proud on an oversized 15,000+ sq. ft. corner lot in desirable FEMA Flood Zone X, this solidly built 3-bedroom, 2-bath home offers 2,116 sq. ft. under air, a circular driveway, mature Florida landscaping and a 2-car garage. Recent improvements include a 2024 roof, new water heater, premium waterproof LVP flooring, new baseboards and trim, fresh interior paint, updated lighting and new ceiling fans throughout. The refreshed kitchen adds a modern wow factor with refinished cabinetry, new hardware, crisp white countertops, a striking new backsplash, new kitchen sink and updated appliances. Both bathrooms have been refreshed with refinished cabinetry and updated finishes. The spacious floor plan blends classic Florida ranch lines with fresh, contemporary updates, offering separate living, dining and family rooms, plantation shutters in the living and family rooms, and excellent flexibility for everyday living and entertaining. The screened lanai has also been refreshed, while the garage features fresh paint and an epoxy-coated floor. Additional features include cleaned and painted gutters, white picket fencing, attic storage and a Rain Bird irrigation system. Beyond the home itself, Bent Tree Village offers an established Sarasota lifestyle centered around space, family, golf and a sense of peace. Mature landscaping, generous homesites and overnight security patrols add to the comfortable residential setting, while the golf course remains a distinctive part of the community landscape. Whether enjoying quiet evenings at home, gathering with family and friends, or heading out for a round of golf, the setting offers an appealing balance of recreation and everyday living. Shopping, restaurants, daily conveniences and Sarasota amenities are within easy reach, with Siesta Key Beach also nearby. It’s a solid, well-cared-for home in an established neighborhood that feels peaceful, connected and ready for its next chapter.

4205 Bent Tree Boulevard, Sarasota

5376 Levi Lane, Sarasota
$554,900
3 Beds ⋅ 2 Baths ⋅ Colony Groves SubDv. ⋅ 34233 Zip Code
Welcome to Levi Lane! This rare 3-bedroom, 2-bath pool home is tucked away on a charming cul-de-sac in an unbeatable location. Inside, you’ll find a blend of ceramic tile and wood laminate flooring, granite kitchen countertops, and a bright eat-in kitchen surrounded by beautiful windows overlooking the expansive screened lanai and sparkling heated saltwater pool. Both the kitchen and the main living area feature large pocket sliding doors, creating an open, airy flow that’s perfect for entertaining and indoor/outdoor living. The interior laundry room offers a laundry tub, storage cabinets, and a large window that fills the space with natural light. The spacious primary suite includes a sliding door, oversized window, and walk-in closet. The ensuite bath features a walk-in shower with a window and dual sinks for added convenience. A welcoming foyer greets you upon entry, while the split-bedroom floor plan provides privacy with a hallway leading to the second and third bedrooms and a roomy second full bath. Conveniently located near I-75, Siesta Key, and UTC shopping and dining. Roof replaced in 2022 and newer A/C—this home is priced to sell. Schedule your showing today!

5376 Levi Lane, Sarasota

8111 Santa Rosa Court, Sarasota
$1,200,000
5 Beds ⋅ 4 Baths ⋅ Sonoma SubDv. ⋅ 34243 Zip Code
A rare offering in a gated Sarasota community—this luxury, solar-powered pool home with a generator delivers scale, security, and elevated Florida living. Designed for discerning buyers who value space, reliability, and thoughtful upgrades, this residence offers 5 bedrooms plus a bonus room and 3.5 baths, providing exceptional flexibility for refined modern lifestyles, multigenerational living, or executive work-from-home needs. Welcome to 8111 Santa Rosa Court, gracefully positioned on a quiet cul-de-sac where privacy meets convenience. Inside, the home has been extensively upgraded with intention and care. New laminate flooring and interior paint were completed in 2022, followed by fully remodeled bathrooms in early 2023. The kitchen was reimagined in 2025 with new cabinetry and epoxy countertops, paired with updated kitchen appliances and laundry installed in 2022, creating a space that is both functional and beautiful. This home stands apart for its infrastructure and preparedness. New AC systems and a new water heater (2022), solar panels installed in 2022, and a whole-house generator provide exceptional energy efficiency, resilience, and peace of mind—features increasingly sought after in luxury Florida real estate. Outdoors, the private pool area has been transformed into a resort-style retreat. Upgrades include a new pump, filter, heater, and automation system (2022), a rescreened pool enclosure (2022), and a complete resurfacing with new tile and pavers (2024)—ideal for elegant entertaining or tranquil everyday enjoyment. Located moments from shopping, dining, UTC Mall, major roadways, and Sarasota’s world-renowned beaches, this move-in-ready home offers a rare combination of space, upgrades, energy-conscious living, and gated-community privacy. Currently tenant-occupied with an active lease in place. Lease details available upon request.

8111 Santa Rosa Court, Sarasota

5608 Eastwind 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

3350 W Chelmsford Court Unit 13, Sarasota
$357,000
2 Beds ⋅ 2 Baths ⋅ Chelmsford Close SubDv. ⋅ 34235 Zip Code
Located in the desirable Chelmsford Close enclave of The Meadows, this well-maintained and freshly painted 2 bedroom, 2 bathroom villa with a 2-car garage offers over 1,500 square feet of comfortable living space and golf course frontage with peaceful fairway views. Built in 1990 and carefully cared for by the original owners, the home enjoys a prime setting close to the community pool and is surrounded by mature landscaping and manicured grounds. Chelmsford Close is known as one of the newer villa communities in The Meadows, featuring solid construction, attractive architecture and a quiet, private feel. Residents enjoy a park-like setting within a 1,600-acre master-planned community offering 14+ miles of walking and biking trails, lakes, green spaces, fitness facilities, pickleball and optional golf and tennis memberships. Ideally situated near Nathan Benderson Park, University Town Center shopping and dining, and just minutes to downtown Sarasota, cultural attractions and world-class Gulf beaches. Competitively priced, this villa presents an excellent opportunity to enjoy the Sarasota lifestyle—schedule your private showing today before it’s gone!

3350 W Chelmsford Court Unit 13, Sarasota

8083 Waterbend Trail, Sarasota
$1,649,900
4 Beds ⋅ 3 Baths ⋅ Waterside Village SubDv. ⋅ 34240 Zip Code
If you love nature, wildlife, and real privacy, this is the home. Set on the second-largest lot in Lakehouse Cove, this 4-bedroom residence sits between a wildlife preserve out front and more than 2,200 feet of long lake views out back. Neighbors stay at a comfortable distance. The lake itself sits on the path to Celery Fields Wildlife Habitat, so birds and other wildlife feed here and continue on their way. Walk through the front door and the lake is the first thing you see. The open floor plan, created by removing columns for a true great-room feel, pairs with a split-bedroom layout. Builder upgrades include an extended garage, a half bath, tray ceilings, 3-zone AC, impact windows and doors, upgraded tile, cabinets and counters, and plantation shutters. Outside, an extended covered patio with a summer kitchen, heated saltwater pool, and a frameless screen keeps the water views completely unobstructed. It’s built for mornings and evenings on the lake. Properties with this combination of lot size, lake frontage, and preserve setting don’t come up often.

8083 Waterbend Trail, Sarasota

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