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$4,299,999
4 Beds 5 Baths Midwood Manor SubDv. 34239 Zip Code
Virtually Staged. West of Trail luxury meets modern innovation at 1759 Waldemere Street. This brand-new, custom-built residence embodies timeless design, contemporary craftsmanship, and intentional indoor–outdoor living. Set on a .33-acre lot just steps from Southside Village and Sarasota Memorial, the home delivers sophistication, convenience, and exceptional attention to detail in one of Sarasota’s most sought-after neighborhoods — a rare opportunity in the coveted West of Trail community. Spanning 4,513 square feet, the two-story floor plan features four bedrooms, five baths, an office with private entry, and a media room that opens to a 480-square-foot balcony overlooking the property. Designed for both everyday living and elegant entertaining, the home showcases expansive sliding glass doors that blur the line between indoors and out, opening to a heated saltwater pool, spa, and lush landscaped backyard for year-round enjoyment. The designer kitchen serves as the heart of the home, featuring Sub-Zero and Wolf appliances, custom cabinetry, imported stone, and a hidden butler’s pantry. The first-floor primary suite epitomizes luxury with zero-corner sliders that open directly to the pool and outdoor living area. Inside, a spa-inspired bath includes a freestanding tub, walk-in shower, and a custom built-in walk-in closet. Upstairs, two en suite bedrooms and a second-floor primary suite give privacy for family or guests. A versatile media room and expansive outdoor terrace complete the level, overlooking the serene backyard oasis. Every detail has been thoughtfully curated — from the bespoke, locally handcrafted Sapele wood entry door to hurricane-impact windows and doors, a three-car garage with epoxy flooring, and professional landscaping surrounding the fenced backyard. Ideally located in the highly regarded Southside Elementary School district, near Sarasota Memorial Hospital and the shops and dining of Southside Village, with downtown Sarasota, Siesta Key, Lido Key, and St. Armands Circle just minutes away. This is more than a home — it’s a statement of Sarasota luxury living.

1759 Waldemere Street, Sarasota

$299,000
2 Beds 1 Baths Plaza Gardens SubDv. 34239 Zip Code
Perfect Investment Property! Discover Your Ideal Retreat at Plaza Gardens in Sarasota! Welcome to this beautifully remodeled, fully furnished two-bedroom condo situated in the heart of Sarasota! Surrounded by lush tropical greenery and well-kept gardens, this boutique-style residence is the perfect escape for those seeking a serene beach getaway. Located just southeast of Siesta Key’s North Bridge, you're only minutes away from stunning Siesta Key beaches for sun-soaked relaxation. Enjoy the convenience of nearby shopping with Morton’s Market and Publix just around the corner. Downtown Sarasota, known for its vibrant shopping, dining, and cultural experiences, is also a short drive away. This thoughtfully designed condo features an open floor plan that maximizes space and comfort. The modern kitchen comes equipped with new stainless steel appliances, stylish cabinetry, and sleek quartz countertops, perfect for meal preparation. With easy-to-maintain wood laminate flooring and a spacious bathroom accessible from both bedrooms, this unit ensures privacy and comfort. The primary suite includes a cozy alcove with a built-in cabinet and chic quartz countertop for a washer and dryer, blending style with functionality. This turn-key condo is an excellent opportunity for seasonal rentals! With low association fees and a prime location, it’s ideal for vacationers looking to experience the charm of Sarasota and its beautiful beaches. Don't miss out on this exceptional chance to own a piece of paradise at Plaza Gardens. Experience the perfect blend of relaxation, convenience, and investment potential today!

3700 S Osprey Avenue Unit 214, Sarasota

$179,000
2 Beds 2 Baths Brookside SubDv. 34232 Zip Code
HUGE $50,000 REDUCTION ON THIS NEWLY RENOVATED ground floor 2-bedroom, 2-bathroom condominium with beautiful golf course views, well-located for the utmost of privacy at the end of the serene and well-maintained Hideaway community, just minutes to Downtown Sarasota. INCREDIBLE VALUE for this move-in-ready residence which offers the perfect blend of modern comfort, efficient design, and a picturesque setting with direct views of the lush newly redesigned Bobby Jones Golf Course from your screened-in patio—ideal for morning coffee or evening relaxation. Step inside to discover a freshly renovated interior including brand-new luxury vinyl wide plank flooring, updated kitchen and baths with new cabinetry and stone counters, designer ceiling fans with lights, and new impact windows. The floor plan is both functional and inviting, with a spacious living area, separate dining room, and an open feel that makes entertaining a breeze. The primary suite is generously sized and offers a tranquil golf course view, a large closet, and an updated ensuite bath with stone-topped vanity. The guest bedroom is perfect for visitors or a home office, with access to an updated and well-appointed second full bath. Additional highlights include a brand-new full-size washer and dryer in-unit, new water heater, abundant closet space and plenty of natural light throughout. This unit also comes with two prime parking spaces located just steps from the front door. The Hideaway offers a great lifestyle with lush landscaping, mature oak trees, two community pools, and scenic walking trails. The low-maintenance condo fee includes exterior maintenance as well as water, sewer, trash, pest control, and pool service—providing true ease of ownership. With no CDD fees, no age restrictions, and flexible leasing policies, this community is ideal for full-time living, a seasonal getaway, or a smart investment opportunity. Perfectly situated close to Downtown Sarasota, the Legacy Trail, SRQ Airport, I-75 and some of Florida’s most celebrated Gulf Coast beaches, this gem combines location and low-cost living in one of Sarasota’s most convenient communities.

383 Bobby Jones Road Unit 383, Sarasota

$2,100,000
6 Beds 7 Baths Battle & Turner Sub SubDv. 34239 Zip Code
Luxury Living Near Siesta Key and Downtown Sarasota! Experience the ultimate in luxury and comfort in this stunning 6-bedroom, 6.5 -bathroom coastal retreat. Designed for relaxation and effortless living, this home features a private heated pool, spacious outdoor living areas, and elegant interiors—perfect for those seeking a serene yet sophisticated lifestyle. Step into your own slice of paradise, where the heated pool invites you for a refreshing dip, and the expansive outdoor dining area and second-level balcony provide the perfect spaces to unwind. Whether you’re enjoying a morning coffee in the Florida sunshine or an evening cocktail poolside, this home offers an unparalleled outdoor experience. Inside, the open-concept layout creates a seamless flow between the living, dining, and kitchen areas. The chef’s kitchen is equipped with high-end appliances, ample counter space, and designer finishes, making it both beautiful and functional. With multiple spacious bedrooms, including four king suites and well-appointed bathrooms, comfort and privacy are at the forefront of this home’s design. Just a short drive from world-famous Siesta Key Beach, this home provides easy access to soft white sands, turquoise waters, and the vibrant Siesta Key Village. Enjoy boutique shopping, fine dining, and entertainment, all just minutes away. Don’t miss the opportunity to own this luxurious retreat—schedule your private tour today!

2327 Hillview Street, Sarasota

$193,000
2 Beds 2 Baths Forest Lakes Village SubDv. 34232 Zip Code
UPDATED PRICE! Bring your offer on this spacious 2bed/2 bath with volume ceilings and great natural light! Enjoy extended square footage for larger living space! It is just steps from the pool & clubhouse, covered parking out front, and fully furnished! Relish the fabulous wall of windows in your light and bright family room with HIGH CEILINGS and an OPEN FLOOR PLAN. The spacious bedrooms, ample storage for all your toys and the fabulous amenities are hallmarks of the ideal Florida lifestyle in this well maintained, FULLY FURNISHED condo! The large living and dining room create a relaxing Great Room. This light and bright condo in a quiet, amenity rich community, is ideally located just around the corner from the Legacy Trail and lots of shops & eateries, and just minutes from the sand in your toes on SIESTA KEY! The ease of covered, assigned parking just steps from your door, makes your daily beach trips effortless! This pet friendly, 55+ community, includes fantastic amenities (like the year round HEATED POOL, exercise room, library, billiards and card tables, plus a grill area for outdoor gatherings) and is close to everything, in a quiet enclave of its own! Escape here to Paradise!

2446 Clubhouse Circle Unit 202, Sarasota

$265,000
3 Beds 2 Baths Admirals Walk SubDv. 34233 Zip Code
***Amazing and Rare opportunity to own a FIRST FLOOR End Unit with NO STAIRS, 1295 sqft, 3 Bedroom/2 Bathroom condo at Admirals Walk, a desirable pet friendly community located in the Best Sarasota School District, at a few minutes driving from the gorgeous and nationwide famous Siesta Key Beach, close to Shopping, Restaurants, Legacy Trail access, Golf Courses, and Exit 205 of I-75 for your commutes. During the last few years the HOA replaced Roof, Windows, Siding, Front Door in the WHOLE community! Admiral Walk is a fully gated community with secured entrances. HOA has Reasonable Fees that include also Water & Sewer Utility, it has no debts and there are no special assessments at this moment. You will love the charming Clubhouse with a Lake View Resort Style Heated Pool and Spa, Fitness Room, Bathrooms, Game Room with Billiard and Card table, Kitchenette for your parties, Manager onsite. Call today for a showing and make it YOURS. Unit is currently tenant occupied; the tenant WILL VACATE the property at the closing. Photos reflect the status when the unit was vacant.

5701 Soldier Circle Unit 104, Sarasota

$207,500
2 Beds 2 Baths South Gate Village Green SubDv. 34239 Zip Code
*RECENTLY REDUCED UPDATED HOME IN SOUGHT OUT SOUTHGATE VILLAGE GREEN* Recently reduced and move-in ready, this charming villa offers an exceptional opportunity in one of the area's most sought-after 55+ communities. The home features a brand-new kitchen equipped with all modern appliances, fresh new carpeting in halwway and bedrooms, and stylish laminate flooring throughout living areas. A Bright and airy open floor plan complemented by freshly painted interiors and partially updated bathrooms. Residents enjoy convenient access to nearby shopping, parks, and scenic walkways in a relaxing and peaceful ambiance.. Pets welcome (under 20 lbs., subject to approval). Community includes cable TV, Master building insurance policy, common grounds maintenance and pest control.

3280 Southfield Lane Unit 804, Sarasota

$1,199,000
7 Beds 7 Baths Homecroft SubDv. 34239 Zip Code
3 homes located in the HEART of PINECRAFT, A 4 bedroom, 3 1/2 bath MAIN HOME, a detached 2 BEDROOM, 2 BATH home and a 1 bedroom, 1 bath home. . Use for INVESTMENT or a FAMILY COMPOUND... A renovation like no other by one of the best contractors in town. Both the MECHANICS and COSMETICS of these properties are astounding, with thought and consideration evident in every room. All the DRAINPIPES have been replaced with PVC, and the PRESSURE LINES are new and supported by TANKLESS HOT WATER HEATERS. The ELECTRICAL SYSTEM has been completely updated, including the panel, wiring, and fixtures. The NEW KITCHEN has stainless steel appliances and granite countertops, with an enormous number of cabinets and counter space. In the MAIN HOUSE, the primary bedroom is complemented by a spacious bathroom and walk-in closet, which includes an ADDITIONAL WASHER/DRYER for that end of the house. The OFFICE, located off the primary bedroom, has its own outside entrance. All the bathrooms are NEW, as are the IMPACT WINDOWS. The main house features a NEW METAL ROOF. The OUTSIDE KITCHEN is made of composite materials not prone to decay. Additionally, the property includes a DETACHED 2-bedroom, 2-bath home that has been completely renovated to the high standards of the owner/contractor, from the drainpipes to the new roof and has a 20 x 08 covered porch... There is also a DETACHED 1-bedroom, 1-bath apartment with a long-term tenant in place. The property boasts a HUGE GARAGE/WORKSHOP and a 2-car carport. Everything is connected by a spacious paver brick driveway and patio sitting area, surrounded by lush landscaping that brings the final touches to this TRULY REMARKABLE INVESTMENT or FAMILY COMPOUND.

3502 Bahia Vista Street, Sarasota