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$275,000
2 Beds ⋅ 2 Baths ⋅ Hourglass Lakes SubDv. ⋅ 34293 Zip Code
There is something refreshing about a home that encourages you to slow down and enjoy the simple moments. Perhaps it's coffee on the screened front porch as the neighborhood quietly comes to life, an afternoon spent in your private courtyard, or an evening on the screened lanai overlooking the open green space beyond. At this beautifully maintained villa in Hourglass Lake Estates, home isn't simply where you live—it's where Florida living feels effortless. Perfectly positioned within the community and just minutes from both Venice Beach and Manasota Beach, this inviting two-bedroom, two-bath villa embraces the indoor-outdoor lifestyle Southwest Florida is known for with four distinct outdoor living spaces, each offering its own place to relax, entertain, or simply enjoy the beautiful year-round weather. Inside, abundant natural light, cathedral ceilings, and a thoughtfully designed split-bedroom floor plan create an inviting sense of openness. The spacious living and dining areas flow comfortably together, while sliding glass doors seamlessly extend the living space outdoors. The kitchen combines timeless style with everyday function, featuring granite countertops, real wood soft-close cabinetry, decorative display shelving, stainless steel appliances, and generous workspace for preparing meals or gathering with family and friends. Just beyond, a private gated patio offers a convenient place to come and go after a day spent at the beach. The primary suite provides a peaceful retreat with a spacious walk-in closet, dual vanities, and a private en-suite bath. A comfortable guest bedroom is thoughtfully positioned near the second full bathroom with a tub and shower combination, creating privacy for family and overnight guests. At the rear of the home, the screened lanai with newer composite flooring overlooks the surrounding green space, creating a peaceful backdrop for morning coffee, evening cocktails, or simply watching Florida's birds and wildlife throughout the day. Practical details make everyday living just as enjoyable, including a generously sized laundry room with abundant cabinetry, countertop workspace, utility sink, and exceptional storage. The attached two-car garage features a screened garage door and direct access to the front porch, allowing refreshing cross breezes to flow through the home during the cooler months. Residents of Hourglass Lake Estates enjoy an affordable, low-maintenance lifestyle with lawn care included, along with a beautifully maintained clubhouse, heated and chilled swimming pools, spa, fitness center, and a welcoming, pet-friendly community with no age restrictions. With an HOA fee currently around $170 per month, the community offers one of the area's best values for low-maintenance living while providing residents with desirable amenities and a carefree lifestyle. Less than four miles from Venice Beach and just a few miles from Manasota Beach, this exceptional location places Publix, shopping, dining, golf, medical facilities, and everyday conveniences just moments away. Whether you're spending the morning collecting seashells, meeting friends for lunch, or enjoying a sunset along the Gulf, coming home always feels just as relaxing. ¤ Please see 3D Tour and Video ¤

57 Sandstone Circle, Venice
$385,000
4 Beds ⋅ 3 Baths ⋅ Port Charlotte Sub SubDv. ⋅ 34288 Zip Code
Welcome home to 1267 Henning St in high-demand North Port, FL! This light-filled single-family home features a functional floor plan with 4 spacious bedrooms, 2.5 bathrooms, and a 2-car garage. High 9'4" ceilings create an airy, open feel throughout the main living and dining spaces. The modern kitchen comes fully equipped with premium stainless steel appliances—including a microwave with built-in air fryer—a spacious center island, and pantry storage. Unwind in the primary suite boasting a large walk-in closet and a private bathroom with a stylish glass-door shower. Outside, you'll love the impressive paver driveway, grand 12' high front entry porch, and covered rear patio. Ideally situated just minutes from the new Imagine School, shopping, and parks. Schedule your showing today!

1267 Henning Street, North Port
$1,495,000
3 Beds ⋅ 3 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
Located inside the gates of The Oaks Club, this 3 bedroom 2.5 bathroom home offers an exceptional opportunity for luxury country club living. The property features a new roof and impact windows. Situated in a community recognized for its world-class amenities, residents enjoy access to two 18-hole championship golf courses—the Eagle and Heron courses—along with comprehensive practice facilities and driving ranges. The member-owned Oaks Club features a 34,000-square-foot clubhouse with multiple dining venues, tennis courts, pickleball courts,a resort-style pool, and a 7,500-square-foot fitness center. Beyond the community gates, this location provides convenient access to Gulf Coast beaches, scenic trails including The Legacy Trail, local parks, as well as the cultural offerings of Sarasota and Venice. Schedule a private tour to explore the property and experience the distinct lifestyle of The Oaks Club.

226 Saint James Park, Osprey
$410,000
3 Beds ⋅ 2 Baths ⋅ South Venice SubDv. ⋅ 34293 Zip Code
Welcome to your lakefront paradise. This inviting 3-bedroom, 2-bath home offers the perfect combination of comfort, privacy, and Florida living with 100-ft of lake frontage. The desirable split-bedroom floor plan provides privacy for the primary suite and guests, while the open-concept living and dining areas create an ideal space for everyday living and entertaining. The kitchen features granite countertops and opens to the main living area, making it easy to stay connected with family and guests. The spacious primary suite includes double closets for plenty of storage. Step outside and enjoy the Florida lifestyle with a screened-in lanai and in-ground pool overlooking a peaceful lake. Whether you're enjoying your morning coffee, taking a swim, or entertaining friends and family, this backyard offers a relaxing setting you'll love coming home to. Recent updates include a 2022 roof, 2019 electrical panel, 2016 A/C, and newer hot water tank. The attached 2-car garage provides added convenience and storage. And the location is hard to beat—just minutes from several beautiful Venice beaches, with shopping, dining, and everything Venice has to offer nearby. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this home delivers the relaxed Florida lifestyle you've been waiting for. Interior photos coming soon.

987 Shasta Road, Venice
$560,000
3 Beds ⋅ 3 Baths ⋅ Emerald Gardens SubDv. ⋅ 34233 Zip Code
Virtually Staged. Spacious Pool Home with 2,265 sq ft of living space in Emerald Gardens located in Central Sarasota in a Top Rated School District. 3 Bedrooms, 2.5 Baths, Split Plan. The Master Bedroom opens to the beautiful pool area with a screened lanai. The Spacious Family Room has a lovely wood fireplace to enjoy in the cooler months. There is a Formal Dining Room and a Living Room. The Kitchen has a Breakfast Bar and a Breakfast Nook. There is a vaulted ceiling and skylights in the Family Room. The Interior Laundry Rm is attached to the 2 Car Garage with a new Hurricane Protected Garage Door. There are Storm Shutters for the Windows and special hurricane removeable screens for the lanai. Backyard has mature landscaping and fruit trees and there's a Well for Irrigation. Enjoy the Circular Driveway for easy parking. Ideally located to shopping, Siesta Key Beaches, Downtown Sarasota for the Arts and Cultual Events.

4494 Diamond Circle E, Sarasota
$385,000
2 Beds ⋅ 2 Baths ⋅ Rustic Lodge SubDv. ⋅ 34239 Zip Code
INVESTOR ALERT and priced to sell Value is in the land and location.. Great investment opportunity with no rental restrictions!! Prepare to be captivated by this enchanting 1925 Florida home, perfectly nestled in Sarasota's most coveted and fast-trending neighborhood: Arlington Park! This is more than just a home; it's a piece of local history updated for a modern, enthusiastic lifestyle. Step inside and feel the undeniable character with original hardwood floors, handsome 10-inch baseboards, and charming 1900's sash windows that fill the space with glorious Florida light. With 2 bedrooms and 2 bathrooms, this residence offers an intimate yet comfortable setting, making it the perfect sanctuary right in the heart of the city. The exceptional lifestyle offered by this location simply cannot be overstated. You are perfectly positioned to enjoy the very best of Sarasota! Hop on your bike for a quick 2-mile ride to the vibrant arts and culture of Downtown Sarasota, offering world-class dining, theaters, and shopping. Commuters and medical professionals will appreciate being just one mile from Sarasota Memorial Hospital (SMH). The neighborhood is highly regarded for its top-rated school district, less than a mile from Sarasota High School. And of course, the world-famous beaches of Siesta Key and Lido Key are just a short, scenic drive away, putting Gulf Coast paradise right at your fingertips! Imagine having Arlington Community Park as your extended backyard! A dedicated walking path right down the street gives you direct access to this incredible community hub, complete with a pool, tennis, pickleball, outdoor gym, basketball courts, and a popular dog park! Back at home, you’ll adore the private, large, and serene shaded deck—your new favorite spot for entertaining or quiet relaxation. The bonus artist's studio adds exceptional utility, whether for creative pursuits, a home office, or extra storage. Best of all, this property sits in an area of the City of Sarasota that allows weekly rentals, making it a truly brilliant choice for a savvy investor or for those dreaming of an income-producing second home! Don't miss this incredible opportunity for convenience, historic beauty, and ultimate Florida comfort!

2530 Loma Linda Street, Sarasota
$1,100,000
5 Beds ⋅ 4 Baths ⋅ Pine Ranch East SubDv. ⋅ 34229 Zip Code
Welcome to this rare slice of coastal paradise tucked away in the boutique enclave of Pine Ranch East in Osprey, Florida. Situated on a sprawling 1.137-acre private lot, this magnificent residence offers an extraordinary blend of space, serenity, and convenience. The property boasts five spacious bedrooms and three-and-a-half baths, providing a flexible layout designed to accommodate large families, host overnight guests, or create dedicated home office spaces. Every detail of the interior reflects thoughtful maintenance and pride of ownership, offering a seamless flow between the primary living areas. Designed for quintessential Florida living, the expansive backyard functions as your own private resort. Step out onto the oversized covered lanai to entertain year-round, or cool off in the crystal-clear heated pool and integrated spa while taking in the tranquil scenery of your secluded acreage. Despite the incredible privacy, you are just minutes away from pristine Gulf beaches and iconic local dining hot spots like Pops Sunset Grill and the Casey Key Fish House. Adding to the unmatched value of this property is its setting within Pine Ranch East, an exclusive neighborhood comprised of only 26 homes. While the community maintains an established HOA structure, homeowners enjoy the astonishing benefit of paying no HOA fees thanks to a unique financial setup that leaves the neighborhood fully funded years into the future. Contact us today to learn more about this remarkable community story or to schedule your private tour.

296 Pine Ranch Trail, Osprey
$2,500,000
3 Beds ⋅ 3 Baths ⋅ Condo On The Bay SubDv. ⋅ 34236 Zip Code
Residence 109 has soaring 10-FOOT HIGH CEILINGS, was fully renovated (COMPLETED IN 2026), and comes with a 2-Year Platinum Home Warranty covering everything. Wide-Open Water Views from inside, including stunning views of the Ringling Bridge lit up in all its splendor in the evening, which is also seen from inside the primary suite. To promote buyer confidence, there is an Extensive, Online-Due-Diligence-Package that includes: A Pre-Home Inspection Report, 2-Year Platinum Home Warranty, Complete Community Information plus the two certified appraisals. This is the LARGEST, 3-BEDROOM floor plan +++ PLUS ++ an 1,800 S.F. ELEVATED (pet-friendly) PRIVATE GARDEN TERRACE with a PRIVATE GATED ENTRANCE to and from the amenities below, including a SAUNA, heated pool, fitness center, and MARINA WITH BOAT AND KAYAK LIFTS. Your pet(s) will love the fact that there’s NO ELEVATOR EVER REQUIRED. There’s also a CONCEALED SCULLERY/SECOND KITCHEN hidden behind pocket doors with a 2nd kitchen sink, 2nd dishwasher, a wall oven, and food & beverage prep space — KEEPING THE MAIN WATERFRONT KITCHEN PRISTINE WHILE ENTERTAINING. With 1,800 square feet of very private, ELEVATED outdoor living, Residence 109 is the largest floor plan in the entire community and lives much more like a private waterfront home than a condo. The UNOBSTRUCTED SARASOTA BAY SUNSETS and the colorful RINGLING BRIDGE LIGHTS are visible from both outside and inside the home. Offshore enthusiasts have direct access to Sarasota Bay and quick access to the Gulf. Located adjacent to Sarasota's acclaimed 53-acre waterfront park, called “The Bay” — with concerts, trails, dining, grocery store and 20+ restaurants and cultural attractions within 10 blocks.

988 Blvd Of The Arts Unit 109, Sarasota
$229,000
2 Beds ⋅ 2 Baths ⋅ Baywood Colony SubDv. ⋅ 34231 Zip Code
Virtually Staged. This is a wonderful opportunity to own an updated 2-bedroom 2-bath low-maintenance villa ideal for full-time or seasonal living at a super price. The location is amazing just minutes from the white quartz sands of #1 Siesta Key beach, restaurants & bars, shopping & the hospital, and so close to Sarasota's downtown cultural activities. This villa boasts brand new PGT IMPACT WINDOWS which were installed in 2026 protecting your home and investment. The updated kitchen completed in 2026 is a neutral palette with new white cabinetry, new white quartz countertops, a large new kitchen sink, and a new refrigerator. The A/C was replaced in 2025 & water heater in 2025. The flooring in the entire residence was recently replaced with beautiful wide luxury vinyl plank flooring. A spacious shaded enclosed lanai giving you extra living space offers a peaceful garden view and is a short walk to the heated pool and the bay. Both bathrooms have also been remodeled in 2026 with new flooring, new cabinetry & vanities & newly tiled shower. In addition the condo has been freshly painted. Baywood Colony is a quiet, private community on the bayfront featuring the Baywood Colony Park where residents can enjoy the colorful Florida sunsets, fishing off the seawall, walking through the neighborhood and swimming in the heated pool and clubhouse. Don't miss out on this super opportunity!

5911 Tidewood Avenue Unit 3, Sarasota
$319,000
2 Beds ⋅ 3 Baths ⋅ Towns-End Shores SubDv. ⋅ 34229 Zip Code
This beautifully appointed 2-bedroom, 2-bath townhome offers a wonderful blend of comfort, privacy, and Florida living in "The Osprey", a community of just 12 residences. The open-concept floor plan features high ceilings, generous living spaces, and large windows that fill the home with an abundance of natural light. The spacious owner’s retreat provides a peaceful setting for relaxation, while the second bedroom offers flexibility for guests, an office, or additional living space. Located in flood zone X, the oversized garage offers the perfect opportunity to add to your living space or provides an abundance of storage. The private outdoor spaces are a true highlight of the home. The beautifully landscaped yard and garden create a peaceful retreat, while the private terrace provides an ideal setting for al fresco dining and entertaining. A mature specimen lemon tree serves as the star of the garden, providing fresh lemons for lemonade, cooking, or homemade limoncello. Residents also enjoy access to the community pool, adding to the relaxed, resort-like feel of the property. The location is equally appealing. Situated in Osprey, the property is conveniently located near the beaches of Casey Key, local shops, restaurants, and a variety of recreational amenities directly across the street from Oscar Scherer State Park, home to over 17 miles of trails and nearly 1400 acres of natural habitats, launch a kayak, or simply take in the peaceful surroundings along the water. The nearby Casey Key Resort offers the opportunity to enjoy its pool, facilities, and restaurant for the day, providing an additional resort-style experience close to home. Downtown Sarasota and downtown Venice are also easily accessible, offering an outstanding selection of dining, shopping, cultural attractions, and entertainment. With its private outdoor spaces, community pool, beautiful natural light, and convenient location, this exceptional townhome offers a refined yet relaxed approach to coastal Florida living. Whether enjoyed as a full-time residence or a seasonal retreat, this home offers an exceptional opportunity to embrace the Florida lifestyle.

1819 Highland Road, Osprey
$759,000
5 Beds ⋅ 3 Baths ⋅ River Forest SubDv. ⋅ 34231 Zip Code
3 bedroom pool home with attached 2/1 with full kitchen. 2 miles to Siesta Key, easy commute to downtown Sarasota. Has a screened in pool, storage shed, fenced in yard and generator. Offered fully furnished! Excellent rental income opportunity. Rent both , live in one /rent the other or make it your large single family home.

2213 Wason Road, 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
$1,431,000
4 Beds ⋅ 5 Baths ⋅ North Port Charlotte Estates Add 02 SubDv. ⋅ 34286 Zip Code
6+ Lush Acres • Ag Zoned • No HOA fees Electric gated entrance leads down a paved drive framed by beautifully manicured grounds, vibrant tropical flora, and shade trees. Fully fenced with 4-board cross-fencing into 2 pastures, a 60' round pen, 24' x 60' 4-stall barn with tack room, and a chicken coop. Warm & Welcoming Home: Custom layout featuring 3 Private bedroom En-suites (each with walk-in closets) plus a 4th bed room/office with direct outdoor access. Showcases inverted hip ceilings,glowing cherry hardwoods a cozy fireplace, and glass pocket doors opening to the pool. Primary Retreat & Kitchen: Primary suite boasts dual walk-in closets, a free-standing slipper tub, and a multi-jet rain shower. Eat-in kitchen offers maple cabinetry and a picturesque aquarium window overlooking the pool. Tropical Pool Oasis: 47' x 45' screened lanai with a 33' waterfall pool, outdoor shower, and fully equipped summer kitchen. Steps out to a stone patio with a fire pit for crisp evenings. Quality Systems & Location: Metal roof, 5-zone AC, generator, security cameras, and a 3-acre Rain Bird irrigation system. Minutes to riding trails, I-75, and 30 minutes to glistening-sand beaches.

North Port
$259,000
2 Beds ⋅ 2 Baths ⋅ South Gate Village Green SubDv. ⋅ 34239 Zip Code
Welcome to 3289 Fairhaven Lane. Discover this stunning and serene condo that perfectly blends comfort, style and a modern, inviting atmosphere. Nestled in the heart of Bee Ridge, Sarasota, Florida this home offers a spacious layout and thoughtful upgrades for a truly enjoyable lifestyle and one floor living. This beautifully maintained property features 2 spacious bedrooms, 2 bathrooms, and 1,470 square feet of elegant living space designed for comfort and relaxation. Property Highlights: • Spacious Living: A large primary suite features a well-appointed walk-in closet, while the lovely guest room includes a bright and airy guest bathroom. • Convenience & Comfort: Laundry is conveniently located near the kitchen, and an attached one-car garage adds extra ease to daily living. • Relaxing Spaces: Enjoy your morning coffee by the gorgeous hand-tiled fireplace (electric) or unwind on the expansive lanai, featuring new flooring and incredible natural light. •Tile Roof Replaced in 2020 with transferable Warranty • Resort-Style Amenities: Step out your back door to the sparkling pool, ideal for relaxing afternoons or entertaining friends. • Fresh Updates: With brand-new flooring, appliances, and fresh paint, this home is move-in ready and boasts a modern touch. • Prime Location: Situated just 6 miles from the award-winning Siesta Key Beach, you’ll have easy access to Sarasota’s vibrant dining, shopping, and cultural attractions. Additional Note: This property has sustained no damage from recent hurricanes, ensuring peace of mind for new homeowners. Embrace the vibrant Florida Gulf Coast lifestyle in this unusually spacious and elegant residence. With its fresh updates and resort-style living, this home invites you to experience the ultimate in comfort and convenience. Live the Sarasota lifestyle. Don’t miss out on this exceptional opportunity—schedule your tour today!

3289 Fairhaven Lane Unit 112, Sarasota
$1,400,000
4 Beds ⋅ 4 Baths ⋅ Southgate SubDv. ⋅ 34239 Zip Code
Extensively renovated, fully furnished and move-in ready, this exceptional South Gate residence offers over 4,000 square feet of beautifully updated living space with a flexible floor plan designed for everyday living and entertaining. Recent upgrades include a completely redesigned and expanded kitchen featuring custom high-end cabinetry, premium appliances, quartz countertops, a large center island, wine refrigerator, abundant workspace and a spacious eat-in dining area ideal for casual family meals. Renovations also include a new roof (2026), fresh interior and exterior paint (2026), extensive custom carpentry with shiplap accent walls, and the addition of a dedicated laundry room, creating a home that is as functional as it is beautiful. Offering four spacious bedrooms and four full baths, three of the baths have been completely renovated with stylish, high-end finishes, creating luxurious spaces for family and guests. One of the baths was just completed (2026). The versatile layout includes a dramatic great room with soaring vaulted ceilings and a fireplace, plus a separate family room featuring a second fireplace (renovated 2026), full second kitchen and laundry closet with private exterior entrance. This space can function as a private one-bedroom, one-bath guest suite with its living area, kitchen and entrance, ideal for guests, multi-generational living or potential rental income. The outdoor spaces are one-of-a-kind, featuring the first pool designed by renowned pool designer Lucas Lagoons. The heated PebbleTec pool showcases a grotto, waterfall, fountain and color-changing lighting. The sprawling tropical backyard offers many gathering areas with tiki lights, a fire pit, outdoor shower, rooftop seating area and a covered front porch with hanging swing chairs. The largest gathering area features a fully turfed space beneath a majestic oak tree surrounded by a lush bamboo hedge. Additional features include HVAC system (2024), water heater (2018), whole-house water filtration system (2018), pool enclosure screens (2019), one-car garage and circular driveway. Ideally in the desirable South Gate neighborhood, this home offers exceptional convenience just minutes from downtown Sarasota, Siesta Key Beach, St. Armands Circle, Sarasota Memorial Hospital, shopping and dining. This rare property combines extensive renovations, extraordinary outdoor living and over 4,000 square feet in one of the sought-after central locations in Sarasota.

3624 S Lockwood Ridge Road, Sarasota
$525,000
3 Beds ⋅ 2 Baths ⋅ Hudson Park SubDv. ⋅ 34237 Zip Code
Turnkey Furnished. Experience the charm of Sarasota in this beautifully updated 3-bedroom, 2-bath home with a den and a 2-car garage, ideally located just minutes from downtown. The open-concept living and dining areas flow effortlessly into a gourmet kitchen featuring brand-new appliances, ample cabinetry, and a convenient eat-in countertop that overlooks the cozy living room. The spacious primary suite boasts a custom walk-in closet and a beautifully updated en-suite bathroom with a walk-in shower. Two guest bedrooms share a sleek, modern bathroom, also with a walk-in shower. Step outside to your private backyard oasis—fully fenced and designed for relaxation. Enjoy a stunning paver patio and a beautiful, tranquil koi pond, creating the perfect setting for peaceful mornings or evening entertaining. Located within walking distance to the Legacy Trail, YMCA, and the iconic Yoder’s Amish Village. Just a short drive to Siesta Key Beach, Lido Beach, St. Armands Circle, museums, shopping, and dining. Short-term rentals are allowed, making this home ideal as a primary residence, vacation getaway, or investment property.

2598 Wood Street, Sarasota
$5,500,000
5 Beds ⋅ 6 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code
Pre-Construction. To be built. UNDER CONSTRUCTION — HEMINGWAY LUXURY MODEL BY COURTYARD MODERN HOMES- OR BUILD TO SUIT STARTING AT $4,500,000.00 -- A striking new expression of modern luxury is taking shape in Harbor Acres. Courtyard Modern Homes introduces the **Hemingway**, a sophisticated custom residence designed to capture the essence of Sarasota living with bold architecture, refined finishes, expansive interiors, and a seamless connection to the outdoors. This exceptional 5-bedroom, 5-bath luxury home is thoughtfully designed for both impressive entertaining and comfortable everyday living. The dramatic great room serves as the heart of the residence, featuring soaring ceilings, architectural detailing, and walls of glass that open the home to a spacious covered lanai, resort-style pool, and fully equipped outdoor summer kitchen. At the center of the open floor plan is a beautifully appointed chef’s kitchen featuring premium appliances, custom cabinetry, generous stone countertops, and an oversized island overlooking the great room and dining areas. The result is one expansive living environment where indoor and outdoor spaces come together effortlessly. The main-level primary suite is designed as a private retreat with expansive walk-in closets and a luxurious spa-inspired bath. A separate guest suite provides privacy for visitors, while a dedicated home office and additional bonus space offer flexibility for today's lifestyle. Upstairs, three generously sized bedrooms are complemented by a spacious game room and loft, creating an ideal second living area for family and guests. A three-car garage and substantial homesite complete the residence. Located in Harbor Acres, one of Sarasota's most established and sought-after neighborhoods, the Hemingway offers an exceptional combination of luxury, location, and lifestyle. Just moments from Southside Village, Sarasota Memorial Hospital, Marie Selby Botanical Gardens, downtown Sarasota, and the bayfront, the home also provides convenient access to St. Armands Circle and the celebrated beaches of Lido Key and Siesta Key. Currently under construction by Courtyard Modern Homes, the Hemingway represents an opportunity to own a brand-new luxury residence in one of Sarasota's premier neighborhoods—where contemporary design, exceptional craftsmanship, and the best of Sarasota living come together.

1740 S Orange Avenue, Sarasota
$460,000
2 Beds ⋅ 2 Baths ⋅ Englewood Isles SubDv. ⋅ 34223 Zip Code
Englewood Isles -Highly sought after WATERFRONT community, minutes from Lemon Bay and easy access to Intracoastal waterway with no bridges. JUST 3 MILES TO THE BEACH. Home features the Florida Coastal Lifestyle. FULLY FURNISHED!! Mature landscaping with minimal maintenance and NO LAWN TO MOW!! Home has a SPLIT FLOOR PLAN with OPEN CONCEPT LAYOUT for convenience and entertainment. Dining/Living/Kitchen combo with full views of the front and pool area through the large front windows and sliding glass doors. The primary bedroom has an en suite bathroom with walk-in shower, direct access to the pool, a large walk-in closet with sparkling floors and comfortable space. The guest bedroom has a built in closet and walk through bathroom shared by the bedroom and available to guests through the hall access with updated tiled walk-in shower and water closet for privacy. Pool area has travertine decking with abundant space for sun bathing and larger dining area for those special dinner parties. The family room is a bonus which can be utilized for an office or turned into an additional 3rd bedroom space. Many updates - New AC 2023, Washer/Dyer -2021, Pool pump 2019, Hot Water Heater 2023 Re-pipe 2016, Pool Resurface 2015, New Electrical Panel 2021, Garage Door 2020, TILE ROOF, Updated kitchen, Updated luxury tile throughout. The ENGLEWOOD ISLES is an amazing community with a marina, heated/cooled swimming pool, hot tub/spa and private boat docks with direct access to FORKED CREEK- a salt water canal, LEMON BAY- an Intercoastal Waterway and out to GULF WATER. Just minutes to ENGLEWOOD BEACH, MANASOTA KEY BEACH, golfing, shopping, Lemon Bay Plaza, VENICE ISLAND and OLD ENGLEWOOD VILLAGE. PRIME PROPERTY, PRIME LOCATION!!!

11 Old Trail Road, Englewood
$6,300,000
5 Beds ⋅ 5 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
NEW 2026 MODERN TROPICAL ESTATE | 5 BEDROOMS | 2 PRIMARY SUITES | 3-CAR GARAGE | POOL CABANA | INTRACOASTAL VIEWS Completed in 2026 by CribbsCo Development, this modern tropical residence makes an architectural statement with an approximately 9.5' x 9' Sapele wood pivot entry door handcrafted in the U.S. Two primary suites feature custom finished walk-in closets. The upstairs main primary is separated from the additional bedrooms by a glass breezeway and offers a pool-view balcony, custom cabinetry with integrated wet bar and built-in writing desk. Its spa-inspired bath features a soaking tub, oversized walk-in shower, dual vanities, private water closet and custom solid-oak barn door. Bathrooms feature Biancatto leathered dolomite, Kohler and California Faucets fixtures, and TOTO toilets. The ground-floor primary opens to a private patio overlooking the garden and outdoor gym. Two additional upstairs bedrooms share a full bath; one offers a large balcony with Intracoastal Waterway views, while the other features a private pool-view balcony. A powder bath serves the living area. A pool cabana guest suite with full ensuite bath, built-in desk and custom cabinetry offers flexibility for guests or multigenerational living. Nearby is a laundry room with dual washers and dryers. At the heart of the home is an approximately 18-foot Biancatto leathered dolomite island comfortably seating six. The chef's kitchen features Sub-Zero refrigeration, Wolf microwave, six-burner range with flat-top, dual ovens, two Bosch dishwashers, wine/beverage refrigeration, 1,000-CFM ventilation, reverse-osmosis hot/cold water faucet and custom cabinetry fabricated in the USA from German-imported materials. Biancatto leathered dolomite is carried throughout the kitchen, bathrooms, bedroom suites and outdoor kitchen. Custom-made solid oak doors were commissioned for every bedroom and closet and high-end Emtek hardware. The home opens to a covered outdoor lounge and custom dolomite outdoor kitchen with built-in BBQ, refrigerator, ice maker and sink. Ceiling fans extend throughout the residence and covered outdoor space. A large limestone patio provides additional outdoor dining. Natural limestone finishes patios, terraces, balconies, poolside areas, the outdoor gym and an exterior wall. The limestone does not get hot underfoot in the Florida sun, ideal for barefoot poolside living. Real teak is used throughout all soffits, covered patios and exterior cladding, complemented by smooth stucco, aluminum Geolam and architectural trellises. The heated saltwater pool and spa feature PebbleTec and natural stone, Pentair smart controls, LED lighting and bubblers, creating a private resort setting with the covered lounge, outdoor kitchen, cabana, gardens and outdoor gym. The residence and pool are elevated approximately 10 feet for FEMA compliance, with a privacy wall, walking path and mature landscaping. A spacious 3-car garage is designed for the car enthusiast. Additional features include five independently air-conditioned zones, triple-pane high-efficiency glazing, triple-pane PGT sliders, low-voltage smart-home wiring, Sugar Oak Natural Luxe wood flooring, oversized 4' x 4' porcelain tile, imported Plyboo wall treatments and custom artisan lighting. Furniture is available separately. An optional boat package at Safe Harbor featuring a 2023 Yamaha 25' FSH fishing boat and boat slip is also available, with slip transfer subject to marina approval.

1355 Roberts Bay Lane, Sarasota
$234,567
3 Beds ⋅ 2 Baths ⋅ South Venice SubDv. ⋅ 34293 Zip Code
Virtually Staged. Auction Property. Auction Property. This property will be sold at an Online Auction October 8 ~ October 14, bidding opens on October 8th. 1016 Kimball Road, a Pool Home in South Venice. T There are no liens or encumbrances and there will be title insurance and a standard closing within 45 days after the auction. In Ground Pool home, A 3 Bedroom, 2 Bath Home with a 1 Car Garage, New Luxury Vinyl flooring, fresh painting interior & Exterior, New Shingle Roof and Brand New Appliances, separate living room and dining area, Eating space in kitchen, Well maintained home in South Venice. Well and Septic utilities. Close to many Fine Restaurants, Shopping, Golfing and Fishing locations. This house will be sold at Auction Online Only. ANY price in any listing or advertisement is for reference only THE SELLING PRICE WILL BE DETERMINED AT AUCTION. Optional South Venice HOA membership allows for access to the club house and there is a private ferry to go to a beautiful and secluded beach area. Another optional club available is the South Venice Yacht Club. The owner is a licensed Realtor. There is NO SET PRICE as the selling price will be determined at online Auction.

1016 Kimball Road, Venice
$445,000
3 Beds ⋅ 2 Baths ⋅ Flora Villa Final Survey SubDv. ⋅ 34231 Zip Code
Virtually Staged. Live the Sarasota lifestyle just minutes from world-famous Siesta Key Beach! Less than 6 miles from the sugar-white sands, this inviting 3-bedroom, 2-bath home offers a rare combination of privacy, convenience, and freedom—with NO HOA and NO CDD fees.v Built in 1998 and tucked away at the end of a quiet dead-end street, the home features a fully fenced backyard with plenty of room for pets, gardening, entertaining, or creating your own outdoor oasis. Even better, many of the big-ticket updates have already been completed! Enjoy peace of mind with a roof replaced in 2020, AC in 2021, water heater in 2024, updated flooring throughout with NO carpet, plus a brick patio and walkway added in 2024. The stove, washer, and dryer were also replaced in 2024. Outdoor enthusiasts will love being just minutes from Bee Ridge Park, with playgrounds, sports fields, shaded picnic areas, and recreational activities. Shopping, dining, everyday conveniences, and Sarasota's beautiful Gulf beaches are all within easy reach. Move-in ready, updated, fully fenced, and free from HOA restrictions—this is a fantastic opportunity to own a home close to Siesta Key while enjoying the freedom to make it your own.

4557 Worcester Road, Sarasota
$250,000
2 Beds ⋅ 2 Baths ⋅ Gardens The SubDv. ⋅ 34232 Zip Code
Welcome to easy Sarasota living in this beautifully updated, move-in-ready corner residence at The Gardens. Offering added privacy, tasteful updates, and a welcoming villa-like feel, this home combines the comfort of an established community with the convenience of a central Sarasota location. Enjoy being just minutes from Downtown Sarasota, St. Armands Circle, Lido Beach, UTC’s shopping and dining district, and I-75, putting beaches, restaurants, shopping, entertainment, and everyday conveniences within easy reach. Inside, the bright, open interior features new ceramic tile plank flooring throughout, creating a clean and cohesive look with easy maintenance. The updated kitchen offers newer stainless steel appliances, while both bathrooms have been beautifully remodeled. A dedicated utility/hobby room provides flexible additional space and conveniently houses the in-unit washer and dryer. Even better, many of the important improvements have already been taken care of. Updates include a newer A/C (2023), newer water heater (2022), newer electrical panel, all-new electrical outlets, and fully replaced PVC sewer lines beneath the floors—valuable improvements that provide added peace of mind for years to come. As a corner residence, the home also enjoys an inviting outdoor setting enhanced by owner-curated landscaping that wraps around the exterior, adding privacy, curb appeal, and a sense of having your own special place in the community. Updated, comfortable, low-maintenance, and close to everything that makes Sarasota such a desirable place to call home—this one is ready to enjoy from day one. Schedule your private showing today!

4160 Fruitville Road Unit 14, Sarasota
$349,999
3 Beds ⋅ 2 Baths ⋅ Chestnut Creek Estates SubDv. ⋅ 34292 Zip Code
Prepare to fall in love with this breathtaking 3-bedroom, 2-bathroom waterfront sanctuary nestled on an expansive 15,973-square-foot lot! From the moment you step inside, you will be captivated by the soaring high cathedral ceilings that flood the main living space with natural light, creating a bright and invigorating atmosphere. Step inside to experience an inviting, light-filled living area featuring a fresh coat of interior paint and newly installed tile flooring that flows seamlessly throughout the entire residence. Ceiling fans are placed in every room to capture those comforting Florida breezes. Step out back to savor your private front-row view of the peaceful waters—the absolute ultimate setting for morning coffee, evening relaxation, and unforgettable entertaining! Embrace the vibrant coastal lifestyle in the iconic Chestnut Creek community of Eastern Venice! Renowned for its stunning park-like setting, magnificent canopy-covered roads, and mature tropical landscaping, this neighborhood is a true nature lover's paradise featuring 20 scenic lakes and a famous central lake complete with its own bird rookery island. Enjoy picturesque daily walks, sunny bike rides, and incredible wildlife watching right outside your front door. Located just minutes from I-75, championship golf courses, bustling shopping districts, world-class dining, and the sun-drenched shores of Venice beaches, convenience meets paradise here. With remarkably low HOA fees of just $600 per year and no CDD fees, this exceptional opportunity offers unbeatable value in one of Venice's most cherished settings!

112 Woodingham Drive, Venice
$475,000
3 Beds ⋅ 2 Baths ⋅ Venice Gardens SubDv. ⋅ 34293 Zip Code
Beautifully landscaped and positioned on a generously landscaped corner homesite, this residence showcases Florida outdoor living at its finest. The approximately 36' x 40' screened lanai features a 12' x 26' pool surrounded by slip-resistant pebble-finish decking and an expansive approximately 12' x 40' covered entertaining area with tile flooring, creating a comfortable outdoor living and dining space enhanced by a convenient kitchen pass-through window. Beyond the lanai are lush gardens and a separately fenced area ideal for pets. The renovated kitchen features floor-to-ceiling hardwood cabinetry, abundant storage, a dry-bar/bistro area, granite countertops, Wolf built-in oven and cooktop, Bosch refrigerator and dishwasher, and a GE Inverter microwave. Matching cabinetry extends into the laundry room, reflecting the thoughtful attention to detail found throughout the home. Formal living and dining rooms flow seamlessly into the kitchen and family room, creating an ideal blend of elegance and casual living. Sliding glass doors from the primary suite, living room and family room strengthen the connection between indoor and outdoor spaces. Two guest bedrooms, each with walk-in closets, share a guest bath that also serves as a convenient pool bath. Recent major improvements include an asphalt shingle roof, exterior painting, HVAC system and hot water heater. Additional features include impact resistant windows and accordion hurricane shutters for storm protection and an oversized two-car garage. A wonderful combination of quality renovations, significant recent capital improvements, exceptional outdoor living and thoughtful design.

1011 Pine Forest Court, Venice
$524,900
2 Beds ⋅ 2 Baths ⋅ Renaissance SubDv. ⋅ 34236 Zip Code
Just remodeled and simply stunning. Totally renovated 2 Bedroom/2 Bath, fully furnished, split floor plan condominium, located in the trendy Rosemary District of Downtown Sarasota. Serene Reflection Pool views from your private balcony. All design needs have been addressed, including *** new wood flooring throughout *** new paint *** all new door hardware throughout *** new lighting and light fixtures throughout. The kitchen has been remodeled with *** all new stainless-steel appliances *** gorgeous quartz countertops *** large single basin sink with integrated dish rack/cutting board *** all wood cabinets and soft close cabinets and drawers *** full quartz backsplash *** new insinkerator garbage disposal *** copious amounts of counterspace. The all-new bathrooms boast *** new vanities in both bathrooms *** all new plumbing and bath fixtures *** new mirrors in both bathrooms *** the primary bedroom has a new walk-in shower with extended shower head and separate spray wand *** the guest bath has a new tub, tile surround, and glass enclosure. *** A built-in bar area and bar refrigerator grace the kitchen. *** New dual closet systems installed in primary bedroom. *** Newly installed air conditioning system for total peace of mind rounds out this stylishly transformed space. One deeded covered parking space and one storage unit convey and complete this elegant transformation. The Renaissance I, Downtown Sarasota condominium has 24-7 security, keyless fob entry with attached garage. It is also enhanced with resort style amenities including state-of-the-art fitness center, elegant 2-story club room, catering kitchen, multimedia room, sitting room, massage room, aerobics/yoga room, conference room, business center, and two guest suites. Outdoor showcases a 70-foot luxury pool, jetted spa, barbeque grill and tables, and a meditation garden with reflection pool. Garage parking is electronically secured and there is generous visitor parking for guests. This location is steps away from the new Bayfront Park, an inviting 53-acre waterfront park offering: music events, kayak rentals, and scenic paths, as well as Sarasota’s own Van Wezel Performing Arts Hall. Local and higher end eateries are close by with golf-cart taxis available, so you never need to drive. The local Publix grocery store is steps away. You are an easy 3.5 miles to the airport, three miles to St Armands Circle, showcasing more restaurants plus world-class shopping, as well as being only steps to Sarasota's famous Lido Beach. Time to enjoy Florida living at its finest!

750 N Tamiami Trail Unit 312, Sarasota
$1,095,000
3 Beds ⋅ 4 Baths ⋅ The Reserve SubDv. ⋅ 34293 Zip Code
Third Bedroom Virtually Staged. Experience luxury living in The Reserve, the premier gated enclave within The Plantation Golf & Country Club. This exquisite, custom-built 3,220 sq ft home sits on an expansive, private quarter-acre cul-de-sac lot and perfectly captures classic “Old Florida” elegance with lush landscaping and mature tropical foliage. Step inside to discover a thoughtfully updated residence, meticulously maintained by its original owners. The open great room design offers seamless flow between living spaces, complemented by split-bedroom privacy, two spacious guest suites—one with direct pool access and a custom steam shower—plus a large office/den, three and a half baths, and abundant custom closets throughout. The gourmet kitchen with eat-in dining is ideal for everyday living and entertaining alike. Retreat to the owners’ suite—your personal sanctuary—featuring illuminated wall niches, a spa-like bath with designer dual vanities, glass sinks, an aquatic air-jetted tub, expansive walk-in shower with multiple shower heads, river rock flooring, and luxurious fixtures. Designed for gatherings, the main living area features custom-built-ins and a stylish wet bar, opening to a spectacular 32' x 53' outdoor oasis. Host unforgettable parties beneath covered seating areas, enjoy the summer kitchen with top-of-the-line grill and amenities, or relax in the oversized 34 x 8 x 8 deep pool and 8 x 4 x 4 deep spa with LED lighting, self-cleaning system, and paver-brick deck. This serene homesite is truly private and tranquil—one of the best lots in PGCC. The oversized two-car garage provides extra storage, custom cabinetry, floored attic with extra TAP insulation & marbleized flooring. Notable upgrades include: (2026): Garage Door Opener, Reverse Osmosis System, Garbage Disposal; (2025): barrel tile roof, 2 new HVAC systems (5Ton - 4 zone system & 1.5 Ton system), Well Pump; (2024): 500-gallon propane tank, whole-house Generac generator, Pool Heater, Outdoor grill. Additional residence features: motorized hurricane shutters, impact windows (7), tankless water heaters, electric blinds, and more. Plantation Golf & Country Club offers optional memberships with access to championship golf, tennis, pickleball, state-of-the-art fitness, on-site dining, and vibrant social events. No CDD fees. All minutes from Venice Island, Gulf beaches, shopping, dining, Wellen Park, and the Braves 'spring training stadium. This spectacular Florida estate blends comfort, sophistication, and unmatched amenities—schedule your private tour today! Note: A full Feature Sheet is available at the residence.

444 Tremingham Way, Venice
$329,900
2 Beds ⋅ 2 Baths ⋅ Englewood Heights SubDv. ⋅ 34223 Zip Code
Welcome home to this charming 2-bedroom, 2-bathroom single-family residence offering the ultimate Florida lifestyle! Featuring 1,240 sq. ft. of living space and a 2-car garage, this home combines peace of mind with exceptional outdoor living. Major upgrades include a newer metal roof and hurricane-rated impact windows throughout. The crown jewel of the home is the private, tropical backyard paradise. Enjoy peaceful mornings from the newer screened-in lanai, surrounded by mature lush landscaping, bird feeders, and soothing wind chimes. Location is key: walk to historic Englewood's famous Dearborn Street to enjoy local dining, boutique shopping, weekly farmers markets, and live music events at the new park. Best of all, you are just 5 miles from Manasota Key’s three pristine Gulf beaches. No HOA fees or restrictions No required flood insurance Don't miss out on this low-maintenance coastal sanctuary! Call Seller directly with all questions and showing instructions.

135 Englewood Heights Road, Englewood
$1,039,000
3 Beds ⋅ 2 Baths ⋅ Shoreland Woods SubDv. ⋅ 34239 Zip Code
A private garden retreat in one of Sarasota’s most coveted West of Trail locations.** Nestled among lush tropical gardens and mature landscaping, 3424 Old Oak Drive is a captivating Sarasota bungalow where privacy, character, and effortless coastal living come together. From the moment you arrive, the home unfolds through a collection of intimate, inviting spaces. A charming front patio beneath a mature, vine-covered pergola offers a welcoming setting for morning coffee or an evening glass of wine. Winding garden paths and established tropical foliage create the feeling of a secluded sanctuary. The outdoor living experience continues around the heated pool, surrounded by greenery for exceptional privacy. A hot-and-cold outdoor shower adds resort-style convenience—ideal after a relaxing afternoon poolside or a day at nearby Siesta Key Beach. Multiple outdoor gathering areas invite you to follow the sun, unwind in a quiet garden corner, or entertain beneath the Florida sky. Inside, the three-bedroom, two-bath residence is filled with warmth and personality. Vaulted ceilings enhance the sense of openness, while a wood-burning fireplace creates an unexpected and inviting focal point. French doors connect the interior living spaces to the gardens and pool, creating a seamless flow between indoor and outdoor living. The home’s distinctive character is matched by its exceptional West of Trail location. Just over the North Bridge from Siesta Key, you are minutes from its renowned beaches while remaining conveniently close to Southside Village, Sarasota Memorial Hospital, downtown Sarasota, dining, shopping, arts, and entertainment. 3424 Old Oak Drive offers something increasingly difficult to find: an established tropical setting, mature gardens, exceptional privacy, and authentic Sarasota charm. In a location that keeps the best of the city and coast within easy reach.

3424 Old Oak Drive, Sarasota
$335,000
3 Beds ⋅ 2 Baths ⋅ Port Charlotte Sub SubDv. ⋅ 34286 Zip Code
Welcome to 5498 Bayberry in North Port! This beautifully updated 3-bedroom, 2-bath, 2-car garage canal-front home is situated in an outstanding neighborhood with NO HOA and located outside of a flood zone. Enjoy peace of mind with a brand-new roof and numerous updates throughout. The home features a beautiful quartz kitchen, nicely tiled bathrooms, fresh paint, new fixtures, and updated hardware. The spacious backyard offers plenty of room to enjoy the Florida lifestyle, along with a large storage shed and canal frontage with great fishing right from your own backyard. With its updated interior, waterfront setting, large lot, and no HOA restrictions, this North Port home is move-in ready and a must-see!

5498 Bayberry Street, North Port
$669,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Discover effortless Siesta Key living in this beautifully updated and fully furnished 2-bedroom, 2-bath condo in the highly desirable Peppertree Bay community. Located on the Gulf side and just steps from the tennis and pickleball courts, heated pool, and private beach access, this second-floor residence offers a peaceful setting with scenic pond views. The interior has been thoughtfully updated with a renovated kitchen and bathrooms, crown molding, fresh paint, new impact windows on lanai and new flooring throughout. The spacious primary suite easily accommodates a king-size bed and features a generous walk-in closet. Additional conveniences include a full-size washer and dryer, tankless water heater, dedicated parking space, and a private storage unit located just outside the front door. Offered fully furnished and truly move-in ready, this condo makes it easy to begin enjoying the Siesta Key lifestyle from day one. Peppertree Bay offers an exceptional Gulf-to-Bay lifestyle with private beach access, a fishing pier, tennis and pickleball courts, two heated pools, two clubhouses, BBQ areas, beach chairs, car wash stations, on-site management, and a rental program. The fitness center and clubhouses are currently being renovated, adding even more to this amenity-rich community. This beautifully maintained residence is an excellent opportunity for a full-time home, seasonal retreat, or Siesta Key getaway. Just bring your suitcase and start enjoying island life!

1141 W Peppertree Drive Unit 1141, Sarasota