Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
65 S PALM AVE #804, SARASOTA, FL 34236
$4,965,000170 Days on yellowkey MLS ID: A4670463
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3734 Built: 2026 Tax: $208,505 (2024)Community: Mira MarCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$208,505
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Under Construction. The last great address on Palm Avenue. Introducing the West Coast of Florida’s most distinctive and extraordinary new condominium offering. For the first time in over a century, the legendary Mira Mar is being reimagined. Originally established in 1922, this iconic South Palm Avenue landmark—home to Sarasota’s first hotel, graceful residences, and refined boutiques—was once the city’s most coveted address. Today, Seaward Development, Sarasota’s premier luxury developer, is breathing new life into this cherished property, blending its storied past with a modern elegance to create a timeless residential masterpiece. The all-new Mira Mar will showcase two sophisticated condominium towers that unite classic architecture with contemporary refinement. A limited collection of expansive residences—each designed to live like a private home—will offer breathtaking bayfront and city views, world-class design, and the ultimate in urban coastal living. Perfectly positioned along nearly 400 feet of South Palm Avenue frontage, residents will enjoy walkable access to Sarasota’s cultural destinations, fine dining, upscale shopping, and waterfront experiences—all just steps from their front door. Experience the pinnacle of urban luxury with the vibrant energy of downtown just steps away. This expansive corner residence showcases impeccable design and sweeping city views from three terraces facing west, south, and east. Every detail has been thoughtfully curated, featuring premier finishes from the industry’s most respected names. The chef-inspired kitchen boasts Wolf and Sub-Zero appliances, custom Irpinia cabinetry, and elegant Cosentino countertops. Rich Legno Bastone wide-plank wood flooring flows throughout, complemented by large-format DelconcaUSA and Portobello porcelain tile in the baths and common areas. Refined Kohler and Toto fixtures complete the ensemble, creating a sophisticated retreat that exemplifies exceptional craftsmanship and contemporary elegance. Mira Mar residents will enjoy a collection of exceptional amenities designed for the most discerning lifestyles. These include 24-hour concierge, complimentary valet service, a resort-style pool and hot tub, and spa-inspired locker rooms featuring steam, sauna, and a therapy pool. The Sports Lounge offers a golf simulator and putting green, while the Garden Room and Terrace provide serene spaces for relaxation and social gatherings. Crowning it all is the exclusive Sky Speakeasy Lounge—a resident-only retreat located on the Penthouse level with captivating bay and sunset views, perfect for unwinding or entertaining in style. A true expression of coastal luxury and downtown sophistication, Mira Mar represents a once-in-a-lifetime opportunity to live in a reimagined piece of Sarasota history—that began in 1922 where timeless architecture, impeccable craftsmanship, and an unmatched Palm Avenue location create the city’s most distinguished new address for a select few.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Georgia Kopelousos, Pa (941-928-7585)
65 S PALM AVE #702, SARASOTA, FL 34236
$4,165,000172 Days on yellowkey MLS ID: A4670076
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3302 Built: 2026 Tax: $208,505 (2024)Community: Mira MarSpa: YesCondo
Remarks: Under Construction. The last great address on Palm Avenue. Introducing the West Coast of Florida’s most distinctive and extraordinary new condominium offering. For the first time in over a century, the legendary Mira Mar is being reimagined. Originally established in 1922, this iconic South Palm Avenue landmark—home to Sarasota’s first hotel, graceful residences, and refined boutiques—was once the city’s most coveted address. Today, Seaward Development, Sarasota’s premier luxury developer, is breathing new life into this cherished property, blending its storied past with modern elegance to create a timeless residential masterpiece. The all-new Mira Mar will showcase two sophisticated condominium towers that unite classic architecture with contemporary refinement. A limited collection of expansive residences—each designed to live like a private home—will offer breathtaking bayfront and city views, world-class design, and the ultimate in urban coastal living. Perfectly positioned along nearly 400 feet of South Palm Avenue frontage, residents will enjoy walkable access to Sarasota’s cultural destinations, fine dining, upscale shopping, and waterfront experiences—all just steps from their front door. Experience the perfect blend of space, style, and sophistication in this exceptional three-bedroom residence. The expansive primary suite features a luxurious en-suite bath with dual vanities, double water closets, and a generous walk-in shower with dual showerheads. A custom-designed walk-in closet offers elegant built-in cabinetry for refined organization. Two private terraces, including a remarkable 20' x 12' west-facing terrace, provide an inviting retreat for outdoor living and entertaining—all in the vibrant heart of downtown. Mira Mar residents will enjoy a collection of exceptional amenities designed for the most discerning lifestyles. These include 24-hour concierge, complimentary valet service, a resort-style pool and hot tub, and spa-inspired locker rooms featuring steam, sauna, and a therapy pool. The Sports Lounge offers a golf simulator and putting green, while the Garden Room and Terrace provide serene spaces for relaxation and social gatherings. Crowning it all is the exclusive Sky Speakeasy Lounge—a resident-only retreat located on the Penthouse level with captivating bay and sunset views, perfect for unwinding or entertaining in style. A true expression of coastal luxury and downtown sophistication, Mira Mar represents a once-in-a-lifetime opportunity to live in a reimagined piece of Sarasota history—that began in 1922 where timeless architecture, impeccable craftsmanship, and an unmatched Palm Avenue location create the city’s most distinguished new address for a select few.
Listing Agent: Nicholle Mckiernan (941-928-2922)
65 S PALM AVE #1001, SARASOTA, FL 34236
$5,695,00011 Days on yellowkey MLS ID: A4688549
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3412 Built: 2026 Tax: $208,505 (2024)Community: Mira MarSpa: YesCondo
Remarks: Under Construction. Introducing one of the West Coast of Florida’s most distinctive and extraordinary new condominium offerings. For the first time in over a century, the legendary Mira Mar is being reimagined. Originally established in 1922, this iconic South Palm Avenue landmark—home to Sarasota’s first hotel, elegant residences, and refined boutiques—was once the city’s most coveted address. Seaward Development, Sarasota’s premier luxury developer, is bringing new life to this cherished property, blending its storied past with modern elegance to create a timeless residential masterpiece. The all-new Mira Mar will feature two sophisticated condominium towers that blend classic architecture with contemporary refinement. A limited collection of expansive residences—each designed to live like a private home—will offer breathtaking bayfront and city views, exceptional design, and the ultimate in urban coastal living. Perfectly positioned on one and a half acres with nearly 400 feet along South Palm Avenue, residents will enjoy walkable access to Sarasota’s cultural destinations, fine dining, upscale shopping, and waterfront experiences—all just steps from their front door. This exceptional residence defines sophistication with three private en-suite bedrooms plus den/study and a stunning 24’ x 12’ west-facing terrace—your front-row seat to Sarasota’s most iconic views. Every detail reflects an elevated standard of craftsmanship, with premier finishes and materials curated from some of the industry’s most respected luxury brands. From golden sunsets over the bay to the shimmering lights of the John Ringling Bridge, outer islands, and marina, each moment unfolds like a living masterpiece in the heart of downtown. Mira Mar residents will enjoy an exceptional collection of services and amenities tailored to the most discerning lifestyles. These include 24-hour concierge, complimentary valet service, professional resident handyman, shipping and receiving porter, and luxury car and driver service. In addition, world-class amenities include a 70-foot resort-style pool and spa-inspired locker rooms featuring steam, infrared sauna, and a water therapy pool. The Sports Lounge offers a golf simulator and putting green, while the Garden Room and Terrace provide serene spaces for relaxation and social gatherings. Crowning it all is the exclusive Sky Speakeasy Lounge—a resident-only retreat on the Penthouse level with captivating bay and sunset views, perfect for unwinding or entertaining in style. A true expression of coastal luxury and downtown sophistication, Mira Mar presents a once-in-a-lifetime opportunity to live within a reimagined piece of Sarasota history—where timeless architecture, impeccable craftsmanship, and an unparalleled Palm Avenue location define the city’s most distinguished new address for a select few.
2345 BAHIA VISTA ST, SARASOTA, FL 34239
$874,983118 Days on yellowkey MLS ID: A4672606
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2141 Built: 2023 Tax: $8,758 (2024)Community: Avon Heights 2Single Family
Taxes:$8,758
Elementary School: Alta Vista Elementary
Middle School: Brookside Middle
Remarks: One or more photo(s) has been 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.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rory Mcdonald (941-961-7247)
2355 BAHIA VISTA ST, SARASOTA, FL 34239
$874,983155 Days on yellowkey MLS ID: A4672605
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2086 Built: 2023 Tax: $8,758 (2024)Community: Avon Heights 2Single Family
Remarks: One or more photo(s) has been virtually staged. UNRIVALED LUXURY LIVING IN PRIME SARASOTA LOCATION! Experience the epitome of luxury with this stunning custom 4 bed 2 and a half bath residential masterpiece! This immaculate two-story traditional home boasts unrivaled craftsmanship and top-tier amenities throughout. Every detail exudes sophistication, from the soaring 9’4” ceilings and elegant crown molding to the pristine wood flooring that extends throughout the home. The gourmet kitchen is an entertainer’s dream, featuring a generous island, all-wood cabinetry, and gorgeous quartz countertops. The gorgeous ground-floor master suite offers the ultimate in convenience and privacy. Indulge in the beautiful ensuite bath, featuring elegant Carrara tile flooring and a free-standing soaking tub, perfect for unwinding after a long day. Upstairs, find three generous guest bedrooms, a luxurious full bathroom, and a versatile loft area with ample storage. The bonus landing area is perfectly designed to be utilized as a dedicated open-plan office space for remote work. Constructed for superior durability and peace of mind, this home features solid block construction and an upgraded underground electric service. Enjoy the enhanced protection and natural light provided by custom PGT Florida Impact Rated windows and doors. Step outside to the expansive concrete rear lanai and embrace the true Florida lifestyle. The meticulously maintained landscaping includes lush St. Augustine grass and is effortlessly maintained by a separate irrigation meter and system. 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!
65 S PALM AVE #1503, SARASOTA, FL 34236
$8,275,000134 Days on yellowkey MLS ID: A4675108
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3855 Built: 2026 Tax: $208,505 (2024)Community: Mira MarSpa: YesCondo
Remarks: Under Construction. The last great address on Palm Avenue. Introducing the West Coast of Florida’s most distinctive and extraordinary new condominium offering. For the first time in over a century, the legendary Mira Mar is being reimagined. Originally established in 1922, this iconic South Palm Avenue landmark—home to Sarasota’s first hotel, graceful residences, and refined boutiques—was once the city’s most coveted address. Today, Seaward Development, Sarasota’s premier luxury developer, is breathing new life into this cherished property, blending its storied past with modern elegance to create a timeless residential masterpiece. The all-new Mira Mar will showcase two sophisticated condominium towers that unite classic architecture with contemporary refinement. A limited collection of expansive residences—each designed to live like a private home—will offer breathtaking bayfront and city views, world-class design, and the ultimate in urban coastal living. Perfectly positioned along nearly 400 feet of South Palm Avenue frontage, residents will enjoy walkable access to Sarasota’s cultural destinations, fine dining, upscale shopping, and waterfront experiences—all just steps from their front door. Indulge in the ultimate coastal lifestyle with this premier corner estate-style residence offering panoramic views of Sarasota Bay, the John Ringling Bridge, and the outer islands leading to the Gulf. Step inside through your private elevator foyer to discover an open, elegantly designed layout that blends luxury and comfort. The chef-inspired kitchen is ideal for entertaining, featuring a scullery, premium appliances, and access to a private terrace with a built-in summer kitchen. With three en-suite bedrooms and an oversized den with a full bath, there’s ample space for guests to relax in privacy. The highlight of this exceptional home is the expansive 28' x 12' west-facing terrace—perfect for enjoying Sarasota’s breathtaking sunsets over the bay. Mira Mar residents will enjoy a collection of exceptional amenities designed for the most discerning lifestyles. These include 24-hour concierge, complimentary valet service, a resort-style pool and hot tub, and spa-inspired locker rooms featuring steam, sauna, and a therapy pool. The Sports Lounge offers a golf simulator and putting green, while the Garden Room and Terrace provide serene spaces for relaxation and social gatherings. Crowning it all is the exclusive Sky Speakeasy Lounge—a resident-only retreat located on the Penthouse level with captivating bay and sunset views, perfect for unwinding or entertaining in style. A true expression of coastal luxury and downtown sophistication, Mira Mar represents a once-in-a-lifetime opportunity to live in a reimagined piece of Sarasota history—that began in 1922 where timeless architecture, impeccable craftsmanship, and an unmatched Palm Avenue location create the city’s most distinguished new address for a select few.
948 CITRUS AVE, SARASOTA, FL 34236
$3,295,00093 Days on yellowkey MLS ID: A4679338
REDUCED by $105,000 (3.1%) on 04/16/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3266 Built: 2017 Tax: $31,814 (2025)Community: Hudson BayouSingle Family
Taxes:$31,814
Tax Year: 2025
Remarks: The Epitome of Refined Coastal Luxury in Hudson Bayou: this custom-built Edgewater residence offers a pristine living space crafted with meticulous attention to detail and luxury throughout. Its sleek façade invites you into a world where modern elegance meets tropical serenity. Inside, sunlight pours through expansive windows onto wide-plank Spanish White Oak floors. The open-concept living area flows effortlessly beneath soaring ceilings and modern architectural lines. At the heart of the home, the gourmet chef’s kitchen features Thermador appliances hidden behind sleek cabinetry, quartz countertops, and a dramatic waterfall island designed for culinary artistry and entertaining. The layout blends open gathering areas with private retreats. The main-level Owner’s Retreat offers an unparalleled sense of serenity, with a spa-inspired en-suite featuring a lavish rain shower, a freestanding soaking tub, and designer fixtures. Upstairs, a second primary suite ensures family and guests enjoy equal comfort and privacy – complete with a balcony – a tranquil haven for morning coffee or evening breezes. The home’s dedicated spa-inspired wellness area, with a private sauna and cold plunge, offers an immersive environment for restorative living – the ultimate escape for refined relaxation and wellness. Additionally, a club room with direct outdoor access offers flexible space – an executive office by day and a media lounge by night. The home is also equipped with a RO system in the kitchen and a whole-house water filtration system for pure water throughout. Resort-Style Outdoor Living: step outside into a luxurious oasis that feels like a private resort. The expansive screened lanai spans the back of the home, ensuring insect-free comfort while framing views of lush palm trees and the heated saltwater pool. Multiple lounge areas and a covered alfresco dining space plenty of room for relaxation and entertaining. Fire up the grill for poolside BBQs, host a soirée, or simply unwind with a sunset cocktail. The resort-style pool offers a private island-style escape, surrounded by tropical greenery for seclusion. Whether soaking up the sun on a chaise or chatting in the shade, this outdoor haven makes every day feel like a vacation. Prime Location & Lifestyle: nestled on a quiet dead-end street in prestigious Hudson Bayou — a highly sought-after West of Trail/West of Osprey enclave with its own quaint Pomelo Park — this home offers peaceful privacy while being just moments from vibrant downtown Sarasota. In this golf cart-friendly neighborhood, you’re a short ride from Marie Selby Botanical Gardens, Marina Jack and Bayfront Park. Downtown Sarasota’s boutique shopping, art galleries, theaters, and fine dining are all within a mile, as is the charming Southside Village — home to the iconic Morton’s Gourmet Market and various restaurants and bars. Sarasota Memorial Hospital is also less than a mile away. The property sits in Zone X (not in a flood zone), meaning no flood insurance is required. It is also zoned for the coveted Southside School District, so top-rated schools are within easy reach. This property embodies the ultimate coastal lifestyle, perfect for cherished family memories or substantial rental income, thanks to its short-term rental zoning within Sarasota’s city limits. This is the ultimate retreat for the discerning buyer seeking sophistication and relaxation – a rare opportunity where privacy, luxury, and location converge.
Listing is courtesy of: AMY ROBINSON REAL ESTATE LLC (941-346-7000)
Listing Agent: Amy Robinson (941-928-2044)
1661 S JEFFERSON AVE, SARASOTA, FL 34239
$1,250,00051 Days on yellowkey MLS ID: A4684656
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2490 Built: 1953 Tax: $12,131 (2025)Community: Alfred ParkSpa: YesSingle Family
Taxes:$12,131
Remarks: BUYER'S CONTRACT FELL THROUGH. So, back on the market. What a great opportunity! Live where mornings begin with coffee on the wide front porch beneath mature live oaks and evenings end with a swim in your own heated pool and spa, added by the current owner to elevate Florida living. Completely renovated down to the studs in 2021, this move-in-ready, three-bedroom, three-bath Arlington Park pool home with dedicated office, den/sunroom and bonus room blends timeless mid-century charm with modern systems and design. Major upgrades include a 2021 metal roof, newer plumbing, newer electrical wiring and panel, hurricane-rated windows, hurricane-rated garage door, LED lighting and hand-scraped engineered hardwood floors throughout, delivering both beauty and long-term peace of mind. Walls were thoughtfully opened to create bright, flowing living spaces anchored by a stunning Quartzite kitchen featuring an oversized island with seating, solid wood soft-close cabinetry, stainless KitchenAid appliances including under-counter microwave, full-height subway tile backsplash, ample pantry storage, and a built-in Quartzite-topped buffet with glass-front cabinetry and wine refrigerator in the dining area. The spacious living room and adjoining den/sunroom connect seamlessly to the private, fully fenced backyard oasis with multiple seating areas and professional landscaping. The owner’s suite offers a peaceful retreat with spa-style bath, Quartzite counters, glass-enclosed shower and private outdoor lounging deck, while two generously sized guest bedrooms, one ensuite, and two additional fully reimagined baths provide comfort and flexibility. A custom office with Quartzite and wood built-ins supports work-from-home ease, and the large bonus room is ideal for a gym, media room, or play space. Perfectly positioned on a prominent corner lot with circular driveway and side-entry two-car garage, this home is a short distance from Arlington Park and Aquatic Complex featuring a 50-meter lap pool, fitness center, indoor gymnasium, tennis and pickleball courts, basketball courts, playground, dog park and scenic walking trails, and is minutes to Downtown Sarasota’s restaurants, arts and waterfront, Southside Village shopping and dining, Sarasota Memorial Hospital and the world-famous beaches of Siesta Key. For buyers searching for a fully renovated Arlington Park pool home in Sarasota with modern upgrades, walkability and unbeatable proximity to parks, downtown and beaches, look no further.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
2989 GREENBRIAR ST, SARASOTA, FL 34237
$459,50044 Days on yellowkey MLS ID: TB8484848
REDUCED by $15,500 (3.3%) on 04/21/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1237 Built: 1956 Tax: $843 (2025)Community: Greenbriar Homes 1St AddSingle Family
Taxes:$843
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated TRUE MID CENTURY MODERN three-bedroom, two-bathroom home in Sarasota, where modern upgrades and thoughtful design come together to create a move-in-ready retreat. With a 2021 water heater, 2019 AC, and updates throughout the entire home, including brand-new luxury vinyl plank flooring, a completely renovated kitchen and bathrooms, new fixtures, and fresh landscaping, this property offers stylish living inside and out. An inviting, large front porch and new front door welcome you into a light and bright interior featuring an open floor plan. The spacious living room and dining room combination flows seamlessly into the stunning brand-new kitchen, designed with both functionality and style in mind. The kitchen features stainless steel appliances, a striking waterfall peninsula, new backsplash, and modern cabinetry, creating the perfect space for cooking, entertaining, and gathering. Both bathrooms have been fully renovated with new vanities, mirrors, lighting, and beautifully tiled showers with updated hardware. The primary suite offers double closets for ample storage and a private en-suite bathroom with a modern tiled shower, a lighted mirror, and new vanity. The additional bedrooms are nicely sized and share a fully updated bathroom with a tub/shower combination. Modern ceiling fans throughout the home add comfort, while the open layout enhances the bright, airy feel of the living spaces. Outside, enjoy a large fenced backyard with plenty of room for outdoor entertaining, gardening, or relaxing in the Florida sunshine. The home also features carport parking and additional storage space with A/C, providing flexibility for hobbies, storage, or workspace. Ideally located close to parks, dining options, and zoned schools, this home is also just 20 minutes from the vibrant shopping and dining of St. Armands Circle and the beautiful sands of Lido Key Beach. Enjoy the perfect combination of modern upgrades, comfort, and convenient Sarasota living. Schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (866-308-7109)
Listing Agent: Jeffrey Borham, Pa (866-308-7109)
3665 FESCUE LN, SARASOTA, FL 34232
$439,000111 Days on yellowkey MLS ID: A4676818
REDUCED by $10,000 (2.2%) on 04/24/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1950 Built: 2018Monthly Fee: $345 Tax: $5,219 (2024)Community: Enclave/Frst LakesTownhouse
Taxes:$5,219
Elementary School: Wilkinson Elementary
Remarks: Spacious townhome in The Enclaves at Forest Lakes, 3 large bedrooms featuring walk-in closets, 2 full baths, a convenient half bath on the main level, and a large office/den—perfect for remote work or flexible living space. Come home to this gated, maintenance-free community offering resort-style amenities including a heated pool, pavilion, sidewalks, and a dog park. Just steps from the Legacy Trail, enjoy scenic biking, walking, and running from downtown Sarasota to Venice. The two-story layout includes a ground-floor master suite with sliding glass doors leading to an screened lanai, ideal for relaxing or entertaining. Cathedral ceilings enhance the open concept living and loft areas, while the modern kitchen features stainless steel appliances, granite countertops, and a walk-in pantry. Located minutes from Siesta Key, Longboat Key, Lido Beach, and St. Armand’s Circle, and close to downtown Sarasota’s vibrant arts, dining, and cultural scene, this home offers the perfect blend of comfort, convenience, and coastal lifestyle—ideal for full-time or seasonal residents.
Listing is courtesy of: LAKEWOOD RANCH HOMES LLC (941-926-0959)
Listing Agent: Cindy Von Saman (941-926-0959)
7809 ALLEN ROBERTSON PL, SARASOTA, FL 34240
$995,0008 Days on yellowkey MLS ID: A4690162
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2432 Built: 1995Monthly Fee: $742 Tax: $5,049 (2025)Community: Laurel Oak Estates Sec 07Spa: NoSingle Family
Taxes:$5,049
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Tucked along a quiet cul-de-sac in the Lakeside section of Laurel Oak Estates, this residence is defined by its peaceful setting highlighted by beautiful lake and golf course views that unfold beyond the backyard. From the moment you step inside, the home draws your attention outward—framing the pool, lush landscaping, water, and fairway in a way that feels both open and inviting. Offering more than 2,400 square feet of living space, the three-bedroom layout is designed for comfortable everyday living with an easy flow between spaces. High ceilings, crown molding, and a thoughtful floorplan create a sense of volume, while the main living areas connect seamlessly for both casual living and entertaining. The kitchen serves as a natural gathering point, featuring solid wood cabinetry, built-in elements, a center island, and a casual dining area that opens to the great room. Large windows and sliding glass doors bring in natural light and maintain a constant connection to the outdoor setting. The primary suite offers a private retreat with an en-suite bath, dual vanities, and a walk-in closet. Two additional bedrooms, one bedroom is currently utilized as a flexible office or den, provide space for guests or work-from-home needs. A series of thoughtful updates—including a newer A/C system, hot water tank, plantation shutters, and refreshed interior finishes—enhance the home’s overall appeal. Outdoor living is where this property truly stands out. The screened lanai opens to a beautifully landscaped setting with a heated pool, layered lighting, and a striking outdoor fireplace that creates a natural gathering space in the evenings. Beyond, the lake and golf course provide a wide, tranquil backdrop. Located within the guard-gated community of Laurel Oak Estates Lakeside, residents enjoy a maintenance-free lifestyle for added peace of mind and optional membership to Laurel Oak Country Club, offering two championship golf courses, tennis, dining, and an active social calendar. Conveniently positioned near I-75, the home is just a short drive from Waterside Place, UTC’s shopping and dining district, downtown Sarasota’s cultural amenities, and the Gulf beaches—bringing together privacy, accessibility, and the best of Sarasota living.
Listing Agent: Roger Pettingell (941-387-1840)
111 S PINEAPPLE AVE #806, SARASOTA, FL 34236
$1,795,00029 Days on yellowkey MLS ID: A4687850
REDUCED by $50,000 (2.7%) on 04/22/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1891 Built: 2019 Tax: $12,679 (2025)Community: Mark Sarasota CondoCondo
Taxes:$12,679
Remarks: Experience refined downtown living at Sarasota’s premier address, The Mark. This 8th-floor end unit offers 2 bedrooms plus a den, 2.5 bathrooms, and abundant natural light with a desirable south-facing terrace and additional east and west views. The thoughtfully designed floor plan features two private terraces, including a unique triangular terrace off the main living area and a second terrace off the primary suite. Interior highlights include porcelain tile and engineered hardwood flooring, a spacious walk-in closet with custom built-ins in the primary bedroom, custom built-ins in the guest bedroom, and remote-controlled shades throughout. The kitchen showcases a modern European design with glossy white upper cabinetry, wood-grain lower cabinets, a full-height backsplash, and top-of-the-line appliances. Enjoy unmatched walkability with shops, restaurants, and galleries just steps from your door, offering the ultimate downtown Sarasota lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Amber Watson (229-392-8892)
1516 FOX CREEK DR, SARASOTA, FL 34240
$1,999,50045 Days on yellowkey MLS ID: A4683593
Bed: 6 Bath: 5.5 Gar: 5 Liv Area Sq Ft: 4277 Built: 1973 Tax: $14,746 (2025)Community: Fox Creek AcresSingle Family
Taxes:$14,746
Remarks: One or more photo(s) has been virtually staged. MULTI-HOUSING/INCOME PRODUCING OPPORTUNITY WITH 3 HOMES for the price of ONE! Two separate 3BR/2BA Homes + an additional 2BR/2BA Apartment. Each of the homes enjoys its own private entrance, separate driveway and its own garage, allowing households to live side by side while maintaining independence. And that's not all....the Workshop features a Full Bath and Laundry Room. In addition, there is another Barn which could accommodate 4+ Cars. This is truly a Quintessential Multi-Generational Compound on five-plus acres in Sarasota county, located adjacent to Waterside at Lakewood Ranch! Whether accommodating extended family, long-term guests or providing a private residence for caregivers, the thoughtful layout offers exceptional versatility. At the heart of the property, a beautiful pool and expansive screened lanai create an inviting backdrop for a Florida indoor/outdoor lifestyle. This outdoor retreat is positioned so both residences could enjoy easy access, making it a natural gathering place for family and guests alike. A dedicated pool bath adds convenience for swimmers and guests, keeping the indoor living areas pristine while enhancing seamless flow between indoor comfort and outdoor enjoyment. Expanding the living possibilities, perhaps you might want to consider using part or all of this property as Airbnb. The second-level apartment offers privacy with a light and airy vibe featuring an open plan and full kitchen. The unique adjoining sunroom spanning the length of the unit would be ideal for a yoga studio, game room or added entertainment space. Unlock the potential of this versatile apartment as a guest retreat, income-producing rental, inspiring studio or private office suite. This five-plus acre homesite with NO HOA, NO CDD's, and NO DEED RESTRICTIONS gives you the freedom to tailor the property to your personality. The large detached pole barn adds tremendous utility, providing ample space for farm animals, boats, RVs, equipment, hobbies or workshop use, ideal for those who need room to store, build or play. Buy with confidence knowing this home has a whole house generator, updated plumbing with no cast iron or copper piping. The cast iron sewer pipes have been replaced with PVC and the copper potable water pipes have been replaced with CPVC. Experience the balance of peaceful country living with an unbeatable location. Within minutes of restaurants, boutiques, farmers markets, parks, and year-round events at the vibrant waterfront district at Waterside Place in Lakewood Ranch and only a short drive to the stunning beaches and renowned dining and cultural attractions of dynamic Sarasota. The home is positioned in one of the areas most dynamic growth corridors, just minutes to the newest Lakewood Ranch developments along Fruitville Rd corridor ~ where premier shopping, exceptional dining and modern conveniences continue to flourish! Whether you envision a private family compound, a multi-generational retreat, an income-producing opportunity or a flexible live-work estate, this remarkable property offers the rare combination of space, freedom and location. Schedule your private showing today and experience the endless possibilities for yourself. Welcome home to 1516 Fox Creek Drive! Tour it, Love it, Own it Today!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Trish Chandler (941-306-9533)
1538 S ORANGE AVE, SARASOTA, FL 34239
$1,950,000158 Days on yellowkey MLS ID: A4672485
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2550 Built: 1954 Tax: $11,061 (2024)Community: Harbor AcresSingle Family
Taxes:$11,061
Remarks: This revitalized 2,550 sq' (+/-) single level home is in coveted Harbor Acres and within walking distance to the quaint Southside Village, Sarasota Bay and the energizing downtown area. Bistros, gourmet markets, art galleries and all things exciting will be yours to explore. With remodeling beginning in 2016 to Miami Dade Hurricane code regulations, improvements include the addition of a 750 sq' (+/-) Primary Suite with full bathroom for one and a 3/4 bath for another, both with walk-in closets thru-outs, modern lighting and plumbing fixtures, refurbished oak flooring, granite counters , security system, whole-house stereo speakers, new appliances, 426 sq' screened porch for outdoor entertaining, paver circular driveway with additional parking pull-outs, landscaping and dramatic lighting and a custom made art piece which is also an outdoor water feature. A new roof completed the project in 2022. The plan features a living area, separate dining room and kitchen in the center of the home, which separates the primary bedroom from the additional 2 bedrooms, for privacy. There is a storage building for outdoor accessories, a roomy 2-car, solid structure carport, water well for the sprinkler system and spray foam insulation in the attic. Not too big, not too small, no elevators, no shared parking, optional HOA dues of $125 a year and a one-of-a-kind opportunity, in a once in a lifetime location.
Listing Agent: Nancy Mackenzie (941-330-4814)
5855 MIDNIGHT PASS RD #404, SARASOTA, FL 34242
$645,00033 Days on yellowkey MLS ID: A4687131
0 Days Off yellowkey (back on 3/31/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1976 Tax: $5,981 (2025)Community: Harbor Towers Y & RCondo
Taxes:$5,981
Elementary School: Phillippi Shores Elementary
Remarks: Under contract-accepting backup offers. Experience elevated coastal living at Harbor Towers Yacht & Racquet Club, where this beautifully updated 2-bedroom, 2-bath residence offers a seamless blend of comfort, style, and breathtaking waterfront scenery. Perfectly positioned along the Intracoastal Waterway in sought-after Siesta Key, this light-filled condo showcases an open-concept layout with expansive windows that frame stunning views of the marina, sparkling pools, and lush tropical surroundings. The thoughtfully designed interior features a modernized kitchen and sleek flooring throughout, creating a fresh and inviting atmosphere ideal for both everyday living and entertaining. The spacious primary suite offers a private retreat with an en-suite bath and generous closet space, while the guest accommodations provide comfort and privacy for visitors. Residents enjoy a gated, resort-style community with exceptional amenities, including multiple pools, tennis courts, fitness center, sauna, private marina, and scenic waterfront spaces perfect for relaxing or watching boats glide by. With easy access to Siesta Key’s world-renowned beaches, dining, and entertainment—plus convenient trolley service just outside the community—this property presents an outstanding opportunity for both personal enjoyment and investment in one of Florida’s most desirable coastal destinations.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Anna Lee Williams (240-315-4672)
1730 WISCONSIN LN, SARASOTA, FL 34239
$1,650,00026 Days on yellowkey MLS ID: A4687426
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2910 Built: 2024 Tax: $20,687 (2025)Community: BayviewSingle Family
Taxes:$20,687
Middle School: Sarasota Middle
Remarks: New Build. Seller Offering $40,000 Credit at Close. Located West of the Trail, this spacious modern home offers exceptional value in one of Sarasota’s most desirable in-city neighborhoods. Built in 2024, the residence features 4 bedrooms, 4.5 baths, and approximately 2,900 square feet of thoughtfully designed living space. Positioned within city limits, it provides flexibility for rental opportunities (7 Night Minimum) while still delivering a luxury lifestyle just minutes from Downtown Sarasota, Southside Village, and Siesta Key Beach. Close to Sarasota Memorial Hospital and the coveted Southside school district. The home blends clean contemporary design with energy-efficient construction, open living spaces, and seamless indoor-outdoor flow ideal for entertaining. Room for a pool, seller offering $40,000 credit towards pool. With limited new construction available in this area at this price point, it stands out as a strong opportunity for both end users and investors. A rare combination of location, modern design, and long-term value in the heart of Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Keith Kleppinger (941-525-2937)
6006 MIDNIGHT PASS RD #51, SARASOTA, FL 34242
$575,00017 Days on yellowkey MLS ID: P4938368
Bed: 1 Bath: 0.0 Liv Area Sq Ft: 600 Built: 1960 Tax: $3,999 (2025)Community: Casa MarSpa: NoApartment
Taxes:$3,999
Remarks: PRIVATE BEACHFRONT CONDO! Experience the ultimate Siesta Key lifestyle with this beautifully updated, TURNKEY FURNISHED 1-bedroom, 1-bath residence in the highly sought-after Casa Mar community, offering 300ft of GULF/OCEAN FRONT, WATERFRONT, WATER ACCESS to the world-famous Siesta Key Beach. This property is ALREADY GENERATING INCOME with a strong short term rental history, making it an exceptional investment opportunity or personal beach vacation retreat. Perfectly positioned within the complex and just steps from the pool, this bright and modern unit features a spacious layout with a welcoming foyer (found in only select units), a large bedroom with abundant closet space, and a versatile Florida room overlooking the courtyard and pool...ideal for relaxing, morning coffee, or hosting guests. Hurricane-rated windows and doors provide peace, quiet, and year-round comfort. Enjoy resort-style amenities including two pools (one heated), tennis and pickleball courts, shuffleboard, BBQ grilling areas, picnic spaces, and lush tropical landscaping, all within a no-road-to-cross beachfront setting. Recent community upgrades include a NEW ROOF, NEW SEAWALL, landscaping, and a secure gated entry for added privacy. Additional conveniences include covered parking just steps from your door, nearby laundry facilities, onsite management, and a private mailbox. This high-demand weekly rental property offers both immediate income and future upside, with OWNER FINANCING AVAILABLE for added flexibility. Located just minutes from dining, shopping, and Siesta Key Village, with trolley access right outside, this is a rare opportunity to own a piece of paradise that seamlessly blends income potential with effortless coastal living. Seller financing and private financing available. Do NOT WAIT, it will not last long!
Listing is courtesy of: HUT REALTY, LLC (407-559-2929)
Listing Agent: Daniel Hut (863-400-6090)
2082 ORCHID ST, SARASOTA, FL 34239
$434,9008 Days on yellowkey MLS ID: A4690466
REDUCED by $14,100 (3.1%) on 04/24/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1376 Built: 1958 Tax: $3,780 (2025)Community: South GateSpa: YesSingle Family
Taxes:$3,780
Remarks: Exceptional opportunity in the heart of Sarasota! Located within city limits, this 3-bedroom, 2-bath home offers a rare advantage with legal short-term rental allowance and an established rental history, making it ideal for both investors and primary homeowners. Offered turnkey furnished, this property is truly move-in or rental ready. Immediately walking in you are greeted with the open kitchen, living room, and dining room. Perfect for entertaining and enjoy a catch up of the day at the beach. The thoughtfully designed split floor plan provides privacy for the owner’s suite and guests, while a dedicated office overlooks the expansive backyard. The large, fenced lot creates the perfect setting for entertaining, complete with an open outdoor space and private jacuzzi for relaxing Florida evenings. Positioned in a highly desirable location, this home is walkable to shopping and dining along Siesta Drive, located within the sought-after Southside School District, and just minutes to downtown Sarasota and world-renowned Siesta Key Beach. Whether you’re seeking a full-time residence, vacation home, or income-producing property, this one offers versatility, location, and lifestyle all in one.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Kari Klein (941-961-7419)
1747 WALDEMERE ST, SARASOTA, FL 34239
$1,449,00044 Days on yellowkey MLS ID: A4600664
REDUCED by $30,000 (2.0%) on 04/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1372 Built: 1950Monthly Fee: $2 Tax: $8,139 (2025)Community: Midwood ManorSpa: NoSingle Family
Taxes:$8,139
Middle School: Riverview Middle
Remarks: This charming Southside bungalow has been lovingly restored with fresh paint, new gutters, new trim inside and outside, new lighting, renovated bathrooms, completely renovated kitchen, new impact windows, new HVAC , new hot water heater, camera security, owned secuirty system, and new landscaping. You will be met by a beautiful walled courtyard with paver bricks and tropical landscaping. The interior of the home has refinished oak floors and new oak floors in the kitchen. You will be charmed by the Venetian plaster walls and crown molding. The kitchen was taken down to the studs and completed with white shaker cabinets, high end appliances and designer hardware and fixtures. New impact windows were installed in the bedrooms and main bath as well as beautiful linen shades. The residence offers an abundance of light and an open airy floorplan. Walking distance to downtown Sarasota and charming Southside Village. Plenty of room for a pool in the 75 by 143 lot. This property is an excellent investment opportunity. The land itself is worth close to 1,300,000. The pristine condition of the property and it's proximity to downtown Sarasota as well as Southside Market lends itself to being an excellent short term rental property. Estimates from Siesta Key Property Manaagement are 34.5K to 40.5K. A long term rental would also be ideal for hospital personnel as it is walking distance to Sarasota Memorial Hospital.
Listing is courtesy of: MAUREEN D CURTIN LIC RE BROKER (941-228-5121)
Listing Agent: Maureen Curtin (941-228-5121)
4508 WOODSIDE RD, SARASOTA, FL 34242
$2,450,000136 Days on yellowkey MLS ID: A4674684
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2276 Built: 1969 Tax: $7,045 (2025)Community: Siestas Bayside Waterside WoodSpa: YesSingle Family
Taxes:$7,045
Remarks: Luxury Waterfront Living Now Priced to Move Welcome to 4508 Woodside Rd, a true boater’s paradise on Siesta Key offering privacy, deep-water access, and refined coastal living. Positioned on one of the island’s deepest canals, this property provides quick access to the Intracoastal and Sarasota Bay, with 95 feet of waterfront and a 75-foot dock designed for serious boating. Inside, the home features a fully renovated interior with designer tile flooring, an open-concept layout, and expansive sliding glass doors that seamlessly connect indoor and outdoor living. The chef’s kitchen is equipped with custom cabinetry, a Viking hood system, gas cooktop, and premium appliances, while a temperature-controlled wine cellar adds a true luxury touch. The primary suite is a private retreat with a spacious layout, oversized walk-in closet, and a spa-style bathroom featuring a glass-enclosed shower and outdoor shower access. Every detail has been thoughtfully designed for comfort and functionality. Step outside to your own private resort complete with a saltwater pool and spa, lush landscaping, integrated lighting, and a covered pergola with outdoor lounge space, propane fire pit, and TV viewing area. A retractable awning and outdoor wet bar enhance the space, making it ideal for entertaining year-round. Additional highlights include a 250-gallon propane tank, 14.5 KW generator, updated HVAC, newer water heater with circulating system, epoxy-finished garage, and hurricane protection features. Originally introduced at $2,690,000, the property has undergone multiple strategic price adjustments and is now positioned to sell, presenting one of the best waterfront opportunities on Siesta Key. With nearby properties trading at significant premiums for land value alone, this offering delivers exceptional value for both end-users and investors. Also available: luxury yacht (inquire for details).
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.