Sarasota High School, Siesta Key Real Estate

Homes For Sale Near Sarasota High School, Siesta Key FL

Browse current homes for sale near Sarasota High School, Siesta Key FL. Can't find a home that fits your needs? Try our Advanced MLS Search. You can easily filter properties by location, price, amenities, and more to find exactly what you're looking for.

User

CREATE A FREE ACCOUNT

Get INSTANT MLS ACCESS and NEW LISTING ALERTS sent directly to your inbox

Homes for sale Near Sarasota High School, Siesta Key FL

$799,000
3 Beds 2 Baths Loma Linda Park SubDv. 34239 Zip Code
Rarely available, large lot property with so many end uses. This is an exceptional opportunity in one of Sarasota's most sought-after East of the Trail neighborhoods. Situated on an oversized (0.32-acre) homesite in the desirable Loma Linda Park subdivision, this unique property offers immediate livability, investment value and tremendous redevelopment potential. The property features a renovated approximately 1,290-square-foot cottage with three bedrooms and two baths, along with a newer 2020 permitted concrete block building totaling approximately 1,458 square feet. The detached structure serves as a two-car garage and workshop/studio complete with two mini-split air conditioning units, a bath with a shower and flexible interior space that could potentially be converted into a guest house, artist studio, home office or future two-bedroom ADU (subject to applicable approvals). The updated main residence is move-in ready and presents an excellent opportunity as either a comfortable primary residence or an income-producing rental while you plan the future development of the additional structure. The spacious lot also offers ample room to create a custom pool, an expansive patio and an exceptional outdoor living area. Surrounded by established homes, newly constructed homes and mature landscaping, the property is enhanced by a beautiful grand oak tree positioned on the south side of the lot, preserving valuable building flexibility. Only minutes from downtown Sarasota, Sarasota Memorial Hospital, Southside Village, Selby Gardens, The Bay Park, Marina Jack, Siesta Key Beach, Lido Key and St. Armands Circle, this property combines an outstanding location with exceptional future possibilities. Whether you're looking to renovate, expand, create a private estate compound, explore future redevelopment opportunities or rent one or two dwellings long or short term, this oversized parcel offers flexibility rarely found in Sarasota.

1300 Loma Linda Court, Sarasota

$799,000
Loma Linda Park SubDv. 34239 Zip Code
Rare oversized East of the Trail redevelopment opportunity in one of Sarasota's most desirable residential neighborhoods. This exceptional approximately 13,788-square-foot (0.32-acre) homesite offers outstanding flexibility for builders, developers, investors or buyers seeking to create a custom luxury estate. Zoned RSF-4 within the City of Sarasota, the parcel includes valuable existing improvements that provide immediate utility while future plans are developed. Existing improvements include an approximately 1,290 sq. ft. cottage and a newer permitted 2020 concrete block structure totaling approximately 1,458 square feet. The detached building functions as a garage/workshop with two mini-split HVAC systems and a full bath and may provide an excellent potential for conversion to guest quarters or an accessory dwelling (subject to approvals). The property is highlighted by a mature grand oak situated along the south side of the lot, preserving excellent development flexibility across the remainder of the parcel. Located just minutes from Downtown Sarasota, Sarasota Memorial Hospital, Southside Village, Siesta Key, Lido Key, St. Armands Circle and The Bay Park, this property offers an exceptional combination of location, size and future potential. Potential exists to potentially divide the property into two luxury homesites, subject to confirmation and approval by the City of Sarasota. Opportunities of this size and location are increasingly rare in Sarasota's desirable East of the Trail corridor.

1300 Loma Linda Court, Sarasota

$249,900
2 Beds 3 Baths Central Park SubDv. 34236 Zip Code
CASH OR RENOVATION LOAN BUYERS — PRICED TO SELL, BUILT TO IMPRESS! Welcome to Central Park II, one of Sarasota's most beloved resort-style communities, nestled along the scenic Hudson Bayou and just minutes from downtown Sarasota, Southside Village, and Selby Gardens. This is one of the best-priced opportunities in the complex — Unit 224 is the largest floor plan in Central Park II at 1,224 sq ft, offering 2 bedrooms and 2.5 baths, and is priced well below comparable renovated units in the community. That gap is your opportunity: bring your vision and your contractor, and create instant equity in a location that rarely trades this affordably. Whether you're an investor looking for a value-add project or a buyer who wants to design a home exactly to your taste, this unit offers a rare combination of unbeatable bayou-front location and below-market pricing. The unit needs a full renovation from top to bottom, and the price reflects that — a true blank canvas ready for your next chapter. Community amenities include: Heated pool & spa, Tennis & pickleball courts Fitness center & clubhouse Kayak launch and day dock directly on the bayou Resort-style grounds just steps from your door Enjoy easy access to Sarasota's downtown dining, arts, and cultural scene, plus quick reach to Southside Village shops and cafés and the botanical beauty of Selby Gardens. Being sold strictly AS-IS. Cash or renovation financing preferred. Don't miss this rare chance to secure serious value in downtown Sarasota!

850 S Tamiami Trail Unit 224, Sarasota

$505,000
3 Beds 2 Baths Avon Heights SubDv. 34239 Zip Code
Some homes are built to impress. This one was built to live in — and it delivers on every level. Constructed in 2022 to current building codes, this island-style elevated stilt home sits in one of Sarasota's most coveted in-town corridors, tucked between the energy of downtown and the calm of the Gulf Coast beaches, with virtually everything you need within a half mile of your front door. Step inside and the first thing you notice is how right it feels. Luxury vinyl floors run throughout, shaker-style cabinetry lines the kitchen, and stone countertops anchor a fully equipped cooking space outfitted with smart Samsung stainless steel appliances. The living room flows naturally into a dining area and a charming alcove complete with an antique bar cart and built-in desk — equal parts functional and full of character. Smart TVs throughout, an interior Samsung washer and dryer, and all turnkey furnishings included mean you walk in and you're already home. 3 bedrooms and 2 full baths sleep up to 8 comfortably, making the layout as practical for a full-time family as it is for a rotating roster of vacation guests. The metal roof and impact windows provide the kind of peace of mind that's hard to put a price on in Florida, and the elevated stilt-on-concrete-piling construction keeps you above the worry. Under-building carport parking accommodates 2 vehicles with ease. Out back, a serene tree-lined yard gives you a private exhale after everything the neighborhood has to offer — and the neighborhood has a lot to offer. The gym, medical, and pharmacy are each 0.3 miles away. Coffee and groceries are 0.4 miles out. Gas in 0.6 miles, the movie theater in 1.1. Arlington Park and Aquatic Complex — one of Sarasota's most beloved community anchors — is a short walk. Southside Village, with its independent restaurants and neighborhood charm, is right there. Downtown Sarasota, the Bayfront, the marina, the Sunday Farmers Market, the arts district — all within easy reach. Lido Key and world-famous Siesta Key Beach, with its powdery quartz sand, are a quick drive when the Gulf is calling. Currently operating as a successful short-term vacation rental, this home offers genuine flexibility — use it as a primary residence, a personal retreat, or continue generating rental income with an already-proven property in an always-in-demand location. In Sarasota, that combination is harder to find than it looks.

2375 Bahia Vista Street, Sarasota

$1,120,000
3 Beds 3 Baths Loma Linda Park SubDv. 34239 Zip Code
CUSTOM-BUILT by Milano Homes in 2019, this CONTEMPORARY POOL HOME combines modern design, exceptional construction, and an unbeatable Arlington Park location. Situated on a private corner lot just blocks from Sarasota Memorial Hospital and minutes to Downtown Sarasota, Southside Village, Bayfront Park, the Legacy Trail, and Siesta Key Beach, this residence offers the ultimate Sarasota lifestyle. Inside, SOARING CEILINGS and an open-concept floor plan create a bright, airy living space designed for both everyday comfort and entertaining. The sleek EUROPEAN-STYLE KITCHEN showcases quartz countertops, glossy cabinetry, NATURAL GAS cooking, a large center island, pantry, and smart pull-out storage solutions. The spacious primary suite includes custom closet built-ins and an en suite bathroom featuring dual sinks and a walk-in shower. Enjoy seamless indoor-outdoor living with a SCREENED LANAI overlooking the PRIVATE POOL, mature landscaping, and privacy wall. A natural gas connection for grilling makes outdoor entertaining effortless year-round. Built for efficiency and peace of mind with CONCRETE BLOCK CONSTRUCTION, IMPACT WINDOWS AND SLIDERS, SMART HOME FEATURES, NATURAL GAS SERVICE, WHOLE-HOUSE GENERATOR, and an attached two-car garage. An incredible opportunity to own a newer custom-built home in sought-after Arlington Park, offering lock-and-leave convenience, contemporary style, and close proximity to Sarasota's best dining, shopping, healthcare, cultural attractions, and world-renowned beaches.

2373 Prospect Street, Sarasota

$210,000
2 Beds 2 Baths Cordova Gardens SubDv. 34239 Zip Code
Location truly makes all the difference—and this one delivers. Welcome to Cordova Gardens, a charming and peaceful community surrounded by lush, mature landscaping and ideally situated in the heart of Sarasota. Just minutes from the area’s world-renowned beaches, vibrant downtown, and iconic St. Armands Circle, you’ll have effortless access to boutique shopping, top-rated restaurants, Sarasota Memorial Hospital, art galleries, local theaters, Selby Gardens, and everything that makes this coastal lifestyle so special. This spacious ground-floor 2-bedroom, 2-bath condo offers both comfort and convenience with an inviting open-concept living and dining area, perfect for relaxing or entertaining. Ceramic tile flooring runs throughout, creating a clean, cohesive look, while the kitchen is equipped with stainless steel appliances and a convenient stacked washer and dryer. Natural light fills the home, enhanced by multiple sliding glass doors that invite in warm Florida sunshine and gentle tropical breezes. Step outside to your screened-in lanai and two private outdoor patios—ideal for enjoying a quiet morning coffee or unwinding with evening refreshments. Cordova Gardens residents enjoy a variety of amenities, including a welcoming clubhouse, a heated community pool, assigned parking, ample guest parking, and covered bike storage. With maintenance-free living, you can spend less time on upkeep and more time enjoying everything Sarasota has to offer.

2232 Bahia Vista Street Unit A1, Sarasota

$1,999,000
4 Beds 6 Baths Loma Linda Park SubDv. 34239 Zip Code
Virtually Staged. Under Construction. Welcome to 2360 Loma Linda Street, a professionally designed new construction home in one of Sarasota’s most desirable locations. Spanning nearly 3,300 square feet with 4 bedrooms, 4 full bathrooms, and 2 half baths, the home combines clean architectural design with a layout that lives well, opening seamlessly to a private pool and outdoor space. Located just minutes from Downtown Sarasota, along with the area’s dining, shopping, and beaches, the setting offers both convenience and a strong sense of place. With construction in its early stages, buyers have the ability to be involved in selecting finishes and tailoring certain elements, creating a more personalized final product. At just over $600 per square foot, the pricing reflects strong value for new construction of this size and quality, especially from a builder known for delivering well-executed homes in this market. Inside, the entry foyer opens into a spacious great room that connects naturally to the kitchen and dining areas, all overlooking an oversized lanai and pool deck, creating an easy indoor-outdoor flow. The main level also includes a large walk-in pantry, laundry room, and powder bath, along with a first-floor primary suite featuring dual walk-in closets, double vanities with a makeup station, and a generously sized walk-in shower. Upstairs, there are three additional bedroom suites, each with walk-in closets and private en suite bathrooms, along with an additional powder room. A large bonus room completes the second level, offering flexible space for a media room, game room, or additional living area. Beyond its design, the home is being built with a focus on long-term durability, including placement outside of a flood zone, impact-rated windows and doors, and a metal roof designed for longevity, features that are becoming increasingly important for buyers in coastal markets. Overall, it’s a combination of design, location, and build quality that continues to stand out in today’s market. Reach out to learn more about the possibilities this beautiful Perkins & Powers Builders home has to offer.

2360 Loma Linda Street, Sarasota

$849,000
3 Beds 2 Baths Avon Heights SubDv. 34237 Zip Code
Welcome to 1185 S Shade Ave, where location, style, and lifestyle come together in one exceptional property. Perfectly positioned just minutes from Downtown Sarasota, Siesta Key’s world-renowned beaches, Sarasota Memorial Hospital, top-rated schools, and Sarasota-Bradenton International Airport, this home offers true convenience in one of the area’s most sought-after corridors. Plus, enjoy peace of mind with NO HOA and located outside of a flood zone. Situated on a rare, oversized corner lot, this fully fenced property delivers privacy and curb appeal, while the backyard is built for Florida living. Enjoy a gorgeous saltwater heated pool (installed October 2021), surrounded by a travertine paver deck and low-maintenance turf yard, creating the ultimate outdoor retreat for entertaining or relaxing year-round. Inside, the home has been completely remodeled with a modern, high-end finish throughout. Features include luxury vinyl plank flooring, fresh interior paint, upgraded lighting, custom accent walls, and recessed lighting throughout. The stunning white kitchen is a true centerpiece, offering dark stainless steel appliances, soft-close cabinetry, a waterfall-edge countertop, glass tile backsplash, vent hood, ledgestone accents, and a spacious walk-in pantry. Originally built in 1949, this home was taken down to one interior wall and fully rebuilt in 2012, with all major systems and finishes updated throughout. Offering nearly 2,000 square feet, the layout is both functional and inviting. Recent updates include a brand new hot water heater and a 3-ton AC system installed in May 2022, providing added peace of mind and efficiency. The property also features an oversized 20x32 garage with a motorized screen, ideal for keeping the space cool while working, along with a covered carport for additional shaded parking. Offered fully furnished, this property is truly turnkey, making it ideal as a full-time residence, second home, or income-producing investment. Opportunities like this are rare — a fully remodeled, move-in ready home with a newer pool, updated major systems, oversized lot, NO HOA, not in a flood zone, and a prime Sarasota location, all at a compelling price point. This is one you don’t want to miss.

1185 S Shade Avenue, Sarasota

$2,500,000
2 Beds 1 Baths Floyd & Cameron Sub SubDv. 34239 Zip Code
Discover this UNIQUELY RARE OPPORTUNITY in the Coveted West of the Trail Neighborhood, amongst other very beautiful multi-million-dollar homes (two back-to-back lots, 1891 Prospect with frontage of 88’ and 1894 Loma Linda with frontage of 78’ and with depth of 296’ for a total of both properties). The property on Loma Linda side is located on a quiet cul de sac at the end of the street. The two properties situated over half an acre have sewer and electric ready at the property and mature grand palms. Explore the potential opportunities this unique property offers! In combining these two lots you will have endless opportunities to customize the property to your vision. Whether you're seeking a family compound, multi-family development, or a dream home with additional income potential, this property delivers unmatched flexibility. Generate immediate income with existing rentals—Prospect is currently rented at $2,450 annually, and the adjacent lot Loma Linda is listed at $4,800 for annual rental—or live in one home while you plan and build on the other. With no flood zone concerns and established electrical and sewer connections, the property is ready to bring your vision to life. Location is exceptional with “A” rated Southside Elementary School, minutes to Southside Village shops and dining options, minutes to Sarasota Memorial Hospital, Downtown Sarasota and all the cultural amenities, Siesta Key beach and St. Armand’s Circle. Don’t miss this rare opportunity to create your perfect Sarasota retreat! Sold "as is."

1891 Prospect Street, Sarasota

$820,000
4 Beds 3 Baths Avon Heights SubDv. 34239 Zip Code
Virtually Staged. New construction and under $1m in the sought after Southside school district this is very rare, but you have found it right here and your opportunity is knocking. Custom Luxury Living Near Downtown Sarasota! Welcome home to this exquisite, 4 bed 2 and a half bath custom-built residence designed by renowned Piper Navy! This two-story traditional model offers unparalleled craftsmanship and exceptional amenities just moments from Sarasota's vibrant core. Step inside to discover a truly thoughtful design, featuring soaring 9'4'' ceilings and elegant crown molding. The gourmet kitchen is a chef's dream, boasting an entertaining island, all-wood cabinetry, and stunning quartz countertops. Beautiful wood flooring flows seamlessly throughout the entire home. Constructed with block on both floors and featuring upgraded underground electric service, this residence is built for lasting quality. Enjoy peace of mind and abundant natural light thanks to custom hurricane PGT Florida Impact Rated windows and doors. The floor plan includes a gorgeous master suite on the ground floor, with a beautiful ensuite bathroom with carrara tile flooring and free standing bath to wallow the night away in after a hard day, there is also a versatile loft, with ample storage space, Upstairs is a further three guest bedrooms with luxurious bathroom and a bonus landing area that can be utlized and made into an open plan office space, should you need to work from home. Relax or entertain guests on the expansive rear concrete lanai with fenced in mature private gardens. There is also room to build a pool,should you wish to in the future The exterior is completed with an irrigation system, St. Augustine grass, and a paver front driveway, providing beautiful curb appeal.This property offers an unbeatable Sarasota lifestyle! With the boutique area of Hillview around the corner ,Siesta key beach and You are less than 5 minutes from downtown Sarasota's beautiful Marina, cultural attractions, and fine dining. Less than 10 minutes to reach the world-renowned St. Armands Circle and the pristine sands of Lido Beach, offering upscale shopping and entertainment, you are in the best central location you could ask for.

2345 Bahia Vista Street, Sarasota

$820,000
4 Beds 3 Baths Avon Heights SubDv. 34239 Zip Code
Discover the ultimate in luxury living just a short drive from downtown Sarasota, St. Armands Circle, and Lido Beach! Designed by Arrow Homes, this inviting custom-built 2 story residence offers 4 bedrooms and 21/2 baths. Don’t miss the elegant traditional design and exceptional craftsmanship. Enjoy impressive 9’-4” ceilings, spacious owners suite, bonus loft area, custom PGT Florida Impact Rated windows and doors, oversized 2 car garage, and immaculate wood flooring and beautiful crown molding throughout the home. The open airy gourmet kitchen boasts wood cabinetry, complete with an entertainer’s island, and elegant quartz countertops highlighting the custom feel. The spacious first floor owners suite is an oasis of calm with tray ceiling, crown molding, walk in closet and a custom attached bath featuring a glass enclosed shower and freestanding soaking tub. Upstairs is the loft area along with 3 additional bedrooms and a full bath. The loft area offers desirable extra space for an office, sitting room, or kids TV area. Outside the oversized raised lanai invites you to fully enjoy the Florida way of life with plenty of room for an outdoor kitchen, hot tub, and more! The exterior of the home offers a private backyard beautifully designed landscaping, St Augustine grass, a dedicated irrigation meter and system, and a paver drive and walkway. This fantastic location is in the Southside school district with quick access to high-end shopping, dining, and entertainment opportunities. There is also room for a pool should you wish to add to the property. LOCATION, LOCATION, LOCATION! Perfectly situated to enjoy all that Sarasota has to offer. You are just minutes from the vibrant energy of Downtown Sarasota, the exclusive shopping and dining of St. Armands Circle, and the iconic shores of Lido Beach. Enjoy a short drive to world-famous Siesta Beach and the charm of Pinecraft. Exceptional proximity to top-tier medical facilities, being only half a mile to Sarasota Memorial Hospital PLUS the interstate all within 3-5 miles or just steps to public transportation. This is the exceptional lifestyle and quality home you have been waiting for!

2369 Bahia Vista Street, Sarasota

$5,425,000
4 Beds 5 Baths Avondale SubDv. 34236 Zip Code
Under Construction. This exceptional, boater’s residence is ideally positioned on Hudson Bayou, designed to impress at every turn. Showcasing the very best of Sarasota’s waterfront lifestyle, the property features outstanding boating amenities, including 80 feet of new concrete seawall and cap, a private dock with lift and davit, and convenient bay and Gulf access beneath two fixed bridges. Spanning 3,906 square feet, the “Callie” model blends modern elegance with effortless livability. From the moment you arrive at 1821 Lincoln Drive, handcrafted iron doors open to a dramatic foyer with soaring ceilings and a striking open staircase. Beyond, captivating sightlines lead through the home to the sparkling pool, lush landscaping, and tranquil bayou. Light-filled interiors highlight refined finishes and distinctive architectural details. The great room, complete with an entertainment wall and formal dining area, is enhanced by a full wall of pocketing glass doors that seamlessly connect indoor and outdoor living spaces. The outdoor retreat is equally impressive, featuring a heated saltwater pool and spa, a covered cooking area, dining space, and additional screened seating—perfect for both lively gatherings and peaceful relaxation. At the heart of the home, the sleek island kitchen boasts high-end appliances, quartz countertops, solid wood cabinetry, and a butler’s pantry. The expansive primary suite occupies the full depth of the home, offering a private sanctuary with a dedicated study, oversized walk-in closet, and a luxurious bath with a freestanding soaking tub and glass-enclosed shower. Additional highlights include a downstairs bonus room with pool bath, a secluded guest suite with private bath, and a planned elevator shaft for easy access to the upper level, where additional ensuite bedrooms and a game room await. Located in the historic Avondale neighborhood, just south of downtown Sarasota, this home is surrounded by majestic, tree-lined streets and multi-million-dollar estates. It also lies within the highly regarded Southside School District, known for its exceptional academic offerings. Combining a prime waterfront location, state-of-the-art features, and impeccable design, this residence represents a rare opportunity. Crafted by the award-winning team at Allegra Homes, it stands as a statement of refined living and a lasting investment for the discerning buyer.

1821 Lincoln Drive, Sarasota

$209,000
2 Beds 2 Baths Cordova Gardens SubDv. 34239 Zip Code
Welcome to this beautifully maintained end-unit condominium ideally situated in one of Sarasota’s most sought-after neighborhoods. Just minutes to vibrant downtown Sarasota’s arts district, offering fine dining, boutique shopping, theaters, and cultural venues. Close to the scenic Bayfront Park and Marina Jack, perfect for waterfront dining, walking trails, and watching sunsets over Sarasota Bay. Easy access to Sarasota Memorial Hospital, world-class beaches (including Siesta Key and Lido Beach), and premier golf courses. This spacious 2-bedroom, 2-bath split-plan layout offers privacy and comfort, ideal for both seasonal or year-round living. As an end unit, this home features extra privacy and natural light, enhanced by soaring vaulted Pecky Cypress ceilings and large transom windows that fill the open-concept living area with abundant light, while adding warmth and architectural character. The open floor plan includes a spacious kitchen, perfect for entertaining, and flows into the main living and dining areas. Enjoy a bonus loft perfect for a home office, guest space, or creative studio, and relax on two private, screened-in lanais—ideal for morning coffee or evening cocktails. Additional features include updated bathrooms, in-unit laundry, and plenty of storage throughout. Whether you're looking for a primary residence, seasonal retreat, or an income-producing property (with 6-month rental capability), this home offers the best of Sarasota living in an unbeatable location.

2232 Bahia Vista Street Unit A6, Sarasota

Start Your Search