Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
2222 FLORINDA ST, SARASOTA, FL 34231
$299,9997 Days on yellowkey MLS ID: A4693347
3 Days Off yellowkey (back on 6/1/2026)
Bed: 2 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 871 Built: 1929 Tax: $2,017 (2025)Community: Tamiami TerraceSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,017
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. This charming Florida cottage sits on a spacious corner lot with no HOA and is full of character and warmth. Featuring a durable metal roof, beautiful hardwood floors, and a cozy wood-burning fireplace, this inviting home blends classic charm with everyday comfort. Natural light pours into the living area through multiple oversized windows, creating a bright and airy atmosphere throughout the home. The open-concept kitchen includes a breakfast bar, stove, dishwasher, and washer/dryer space, making it both functional and welcoming. A split-bedroom layout provides added privacy for guests, while the oversized bathroom offers extra convenience and comfort. Outside, the property includes a 20’ x 20’ two-bay garage along with an additional 10’ x 10’ storage shed. Next to the garage is a separately fenced area ideal for pets, recreational vehicles, boats, or extra outdoor space for entertaining and play. Conveniently located north of Proctor Rd. near School Ave., this home is within walking distance to highly rated Phillippi Shores Elementary School and only minutes from Siesta Key Beach and Downtown Sarasota. A truly appealing home with location, charm, and flexibility all in one package.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
2486 BREAKWATER CIR, SARASOTA, FL 34231
$587,00052 Days on yellowkey MLS ID: A4689678
1 Days Off yellowkey (back on 5/16/2026)
REDUCED by $12,000 (2.0%) on 05/12/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1474 Built: 1966Monthly Fee: $6 Tax: $4,204 (2025)Community: Gulf GateSingle Family
Taxes:$4,204
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. Price Improvement! A newly imagined Gulf Gate Estates Gem RENOVATED and MOVE-IN READY! Updated to modern specifications this Bright & Fresh home features an inviting floor plan that offers a seamless connection between all living areas, ideal for everyday living and entertaining ~ The Stunning Kitchen Renovation serves as a central gathering space with a large Breakfast Bar (seating for 5) flowing naturally to the Dining & Family Room space that overlooks your Private Backyard Tropical Oasis ~ A separate Living room offers an intimate retreat to enjoy media, conversation or just reading that novel ~ Two distinct Master bedrooms, both w large Walk-In Closets & Ensuite Baths, will suit a variety of lifestyle needs ~ High-impact grade LOW-E Argon windows & doors throughout this home enhance your peace of mind while contributing to energy efficiency and natural light ~ A rare Oversized 1400 sqft screened Pool Cage deck has an insulated covered lanai and overlooks the beautiful PRIVATE tropically landscaped backyard. Relax or entertain as you wish, this is truly an OASIS. ~ Many UPGRADES including: ROOF '25, 3 Ton HVAC & Attic Ducting '23 (10yr transferable warranty), Both Baths Updated '20-23, Kitchen Gutted & Rebuilt w Oversized Quartz Countertop, backsplash, plumbing, wiring, and new wood soft close cabinets '22: ~ Stainless Appliances: Whirlpool Cooktop '22, Whirlpool Microwave '20, Whirlpool Wall Oven '20, Bosch Dishwasher '19, LG French door Fridge '19. ~ Steel Beam installed to Open Kitchen to Family room '22 ~ PGT IMPACT SLIDERS '22, IMPACT WINDOWS & DOORS '18, IMPACT Insulated GARAGE DOOR '18, Whirlpool Dryer '21, Hot Water Tank '21, and Samsung Washer '18 ~ Terrazzo Floors Redone '18-'20. Also Blinds '18-'20, Interior & Exterior Light Fixtures, Electrical Switches & Ceiling Fans replaced '19-'22, Interior Painted '18, Porcelain Plank Tile Floor '18 ~ Exterior Freshly Painted '20, Gutters, Fascia & Soffits '20-'21 ~ New 200 Amp Electrical Panel '20 ~ POOL: Pool Pump & Pool Filter 2020, Pebble Tec Pool Resurfaced '18, Pool Deck resealed '18, '23. New Pool Cage '21. ~ [Replacement of pipe off water meter with PVC, Replace Pipe from House to Street and Re-plumbed Overhead w/CPVC prior to '17] ~ Fencing '22, Landscaping & Irrigation '18-'25 ~ There is room to expand garage and Much More ~ LOCATION: Desirable Gulf Gate Estates has sidewalks, is well lit and has enforced deed restrictions to keep the properties nice. The low HOA $75/year is voluntary. This Modernized home is minutes away from World Renowned Siesta Beach and Legacy Trail, A+ Schools, Gulf Gate Library, the Gulf Gate Shops & Fine Restaurants. UTC Mall and Cultural Downtown are 20 minutes away. Just over 3 miles to Costco, an upcoming Whole Foods & Trader Joes. Enjoy the Florida Lifestyle in this wonderful South Sarasota Community that is quiet but minutes to everything. Make this updated home yours today ~ Not in Flood Zone.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Gina Larouche (941-323-0256)
3405 S LOCKWOOD RIDGE RD, SARASOTA, FL 34239
$585,0001 Day on yellowkey MLS ID: A4694917
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1634 Built: 1969Monthly Fee: $17 Tax: $5,511 (2025)Community: South GateSpa: NoSingle Family
Taxes:$5,511
Elementary School: Wilkinson Elementary
High School: Sarasota High
Remarks: One or more photo(s) has been virtually staged. Welcome home to this beautifully renovated 3-bedroom, 2-bath split-plan pool home in sought-after South Gate. Updated from top to bottom in 2019, the home features a newer roof (2018), hurricane-impact windows and sliders, updated electrical, a refinished pool(2024) and new pool pump, newer kitchen and baths, newer flooring, lighting, landscaping, paint, HVAC (2020), sewer pipes lined, and more. Plantation shutters thru out the whole house along with pull down screens on the sliders. Inside, enjoy both a formal living room and a separate family room, with the kitchen serving as the heart of the home. Kitchen is Light and bright, it offers sparkling quartz countertops, luxury stainless steel appliances, shaker cabinetry, and a large island perfect for entertaining. The primary suite includes an updated bath and walk in closet. The split floor plan, allows your guest to have their own private area. Hand-scraped wood-look tile runs throughout the home, creating a low-maintenance, low-allergen, energy-efficient living environment. Step outside to the pavered lanai with electronic screens overlooking the pool and fenced backyard. Tropical landscaping, and Florida palms surround the property, creating a private, relaxing retreat. This property is close to the beach, shopping and restaurants. Schedule today for your appointment!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lisa Bouck, Pa (941-374-0165)
5019 COMMONWEALTH DR, SARASOTA, FL 34242
$600,000555 Days on yellowkey MLS ID: A4630299
2 Days Off yellowkey (back on 5/31/2026)
REDUCED by $35,000 (5.5%) on 05/22/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1373 Built: 1955 Tax: $6,363 (2025)Community: Siesta BeachSingle Family
Taxes:$6,363
Remarks: Under contract-accepting backup offers. PRICED to Sell! A Rare Build Opportunity on Siesta Key! Located on one of Siesta Key’s most beloved streets, this .26-acre lot on Commonwealth Drive presents a unique opportunity to build new in an established, multi-million-dollar neighborhood. Surrounded by lush, mature landscaping and a peaceful, community-focused setting, the lot offers the ideal backdrop for your vision whether you’re seeking a full-time residence, vacation retreat, or long-term investment. The existing cottage, which holds no contributory value due to hurricane flooding, creates a true blank slate for new construction. As an added benefit, this property is being offered with the option to build a thoughtfully designed custom home by Yoder Construction. The proposed plan, The Oceana, is part of an exclusive ISLAND SERIES, developed with sustainability and the unique coastal conditions of Siesta Key in mind. Buyers may choose to build this elevated 2,735-square-foot home, or collaborate with the builder on a personalized design through the available design center. Commonwealth Drive is ideally located just minutes from the powdery sands of Siesta Key Beach and the vibrant charm of Siesta Village, with its shops, restaurants, and island lifestyle. Opportunities to build new in this highly sought-after location are increasingly rare. To explore this offering further, request details on the optional build package, and schedule a walk of the lot.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Dawn Bear (941-468-7224)
1701 SOUTHWOOD ST #1701, SARASOTA, FL 34231
$260,000202 Days on yellowkey MLS ID: A4671475
REDUCED by $5,000 (1.9%) on 03/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1164 Built: 1981Monthly Fee: $1,273 Tax: $3,371 (2024)Community: Baywood ColonySpa: NoCondo
Taxes:$3,371
Tax Year: 2024
Remarks: RECENT PRICE ADJUSTMENT - MOTIVATED SELLERS! Rare Opportunity in Prestigious West of the Trail - Welcome to an exceptional corner residence just steps from the Intracoastal Waterway, nestled within the highly desirable Baywood Colony Southwood community. This beautifully updated 2-bedroom, 2-bath end unit is filled with natural light, enhanced by an abundance of windows complemented with elegant plantation shutters throughout. The front screened lanai has been fully enclosed with sliding glass panels and additional plantation shutters, creating a stylish and versatile space ideal for year-round enjoyment. Inside, the home presents like a model, featuring a stunning open-concept kitchen with granite countertops, a generous breakfast bar, stainless steel appliances, and premium soft-close wood cabinetry accented by under-cabinet lighting. A washer and dryer are conveniently located inside the residence, and elegant tile flooring extends throughout. Major improvements provide peace of mind, including a new A/C system (2018), a roof replacement by the HOA (2019), and a recently re-plumbed building. This ground-floor unit offers the added convenience of a covered parking space directly behind the residence, along with a secondary private entry from the carport. Residents enjoy an exceptional Florida lifestyle with access to a heated saltwater pool, tennis and pickleball courts just steps away, and tranquil walks to the Baywood Colony fountain—perfect for taking in spectacular bayfront sunsets. With only 32 residences, the community offers a rare sense of privacy and boutique-style living. The location is unbeatable: just 2.2 miles from beach access with an easy bike ride, and within walking distance to Phillippi Estate Park—a picturesque 60-acre waterfront preserve offering kayaking, fishing, scenic trails, a playground, a weekly Wednesday farmers market, and a variety of community events including art fairs and concerts. This pet-friendly, maintenance-free community includes basic cable, exterior and grounds maintenance, roof and window coverage, and pest control—all included in the low monthly fee of $1,273. Best of all, the community is not age-restricted. Experience the perfect blend of comfort, convenience, and coastal elegance in this truly special Sarasota residence.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Jo James, Llc (941-928-3175)
5543 ASHTON WAY #5543, SARASOTA, FL 34231
$275,00077 Days on yellowkey MLS ID: N6143396
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1993Monthly Fee: $315 Tax: $3,561 (2025)Community: Ashton Lakes 8Spa: YesCondo
Taxes:$3,561
Remarks: Welcome to this charming 2 bedroom, 2 bath walk up condominium in the highly desirable Ashton Lakes community. This light and bright residence features high ceilings that create a spacious and open feel throughout the home. Enjoy relaxing on the screened lanai while taking in peaceful lake views and the natural beauty of the surroundings. The comfortable floor plan includes a spacious primary bedroom with a walk in closet and private ensuite bath, creating a quiet and inviting retreat. The guest bedroom is conveniently located near the second bathroom and can easily serve as a guest room or home office. Additional features include an inside laundry room and an assigned carport. Ashton Lakes is set on 33 acres of beautifully maintained grounds with four scenic lakes and offers a resort style lifestyle with a wide range of amenities. Residents enjoy two heated swimming pools, including one large pool with a lap lane, tennis courts, pickleball courts, shuffleboard courts, grilling areas, and a welcoming clubhouse that hosts an active social calendar during the winter season. The community is connected by a convenient footbridge to Merchants Mart shopping center where you will find CVS, Ace Hardware, a liquor store, Dollar Store, and the popular Detwiler’s Farm Market. Ideally located just 3.5 miles from the world famous Siesta Key Beach, this home also offers easy access to I 75 and US 41. Shopping, dining, schools, and hospitals are all within a short drive. The condominium fee includes cable TV, internet, water, trash, exterior and grounds maintenance, and an on site manager, providing convenience and peace of mind. Whether you are looking for a winter retreat or a full time residence, this lake view condominium offers a wonderful opportunity to enjoy the Florida lifestyle in a prime and convenient location.
Listing Agent: Rick Tritschler, Jr. (941-928-1292)
5811 CAVANO DR, SARASOTA, FL 34231
$565,00014 Days on yellowkey MLS ID: R4911277
0 Days Off yellowkey (back on 5/31/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1639 Built: 2014Monthly Fee: $287 Tax: $3,523 (2025)Community: Esplanade By Siesta KeyVilla
Taxes:$3,523
Remarks: One or more photo(s) has been virtually staged. Location, Location, Location — Minutes to world-famous Siesta Key Beach and all that culturally rich Sarasota offers: Theater, Van Wezel Performing Arts Hall, Ringling Museum to mention a few, fine and casual dining, Main Street shopping, UTC Mall, Legacy Trail, SRQ airport, hospital, and I-75. This attractive, split-plan 2-bedroom + den, 2-bath villa sits in Esplanade by Siesta Key a gated, maintenance-free community with resort-style amenities: heated zero-entry pool with lap lane, heated spa, pickleball, tennis, bocce, grass volleyball/badminton court, firepit, fitness center, community room with kitchen, fenced dog park and full-time property manager. HOA covers exterior maintenance, landscaping and roof care. The open great room plan flows to a screened, extended lanai with water views — perfect for entertaining, sunsets and bird watching. Primary suite features an ensuite bath with built-in shower bench, private water closet, dual-sink granite vanity. Guest bedroom with ensuite bath. Dining room includes a custom mirrored buffet with upper and lower cabinetry. The den is ideal for a home office, library or craft room. Upgrades and interior highlights: Mohawk wood plank flooring, new carpeting in bedrooms, large tile in kitchen, baths and laundry, tray ceilings in living and dining rooms, crown molding, recessed lighting, granite bath counters, Corian kitchen counters with integrated sink, tile backsplash with listello tile accent, custom kitchen and laundry cabinets (laundry includes utility sink), custom bedroom closets, ceiling fans, custom garage storage, plantation shutters, hurricane panels and security system. Located on a cul-de-sac with an extra long paver driveway. ALL information is believed to be accurate, but must be verified by the buyer and the buyer's agent* Don’t miss this dream home in Sarasota.
Listing is courtesy of: JOSELLE D. CULP (941-374-1274)
Listing Agent: Joselle Culp (941-374-1274)
2306 VALENCIA DR, SARASOTA, FL 34239
$1,245,00040 Days on yellowkey MLS ID: A4691100
REDUCED by $15,000 (1.2%) on 05/27/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1949 Built: 1955 Tax: $4,130 (2026)Community: South GateSingle Family
Taxes:$4,130
Elementary School: Southside Elementary
Tax Year: 2026
Remarks: Welcome home to the heart of Sarasota's Southgate neighborhood! This stunning, fully rebuilt residence blends modern comfort with timeless appeal. Featuring 3 bedrooms 2.5 baths, the home showcases a bright open-concept floor plan with 10 ft.ceilings creating a light and bright atmosphere throughout. The impressive kitchen features custom soft-close cabinetry, premium appliances, a dedicated bar area, and a spacious breakfast bar ideal for casual gatherings. The master bedroom has a spa inspired bathroom with generous closet space. Sliding doors throughout this lovely home invites you outdoors to your private oasis. The maintenance-free yard features a sparkling heated large pool and spa enhanced with a sunshelf. The shaded patio is perfect for relaxing and casual entertaining. Lush landscaping provides complete privacy enclosed by a full fence for your pets enjoyment too. Southgate is a well renowned sought after area located in the Southside School district, just a few minutes from Sarasota Memorial Hospital, down town area, and the beach. This amazing house could be your....."Home sweet Home"
Listing is courtesy of: JOSEPH RUSSO, LICENSED R.E. BROKER (941-928-1613)
Listing Agent: Joseph Russo (941-928-1613)
1805 GOLDENROD ST, SARASOTA, FL 34239
$3,790,0006 Days on yellowkey MLS ID: A4694853
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3640 Built: 2024 Tax: $40,410 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$40,410
Remarks: Welcome to this exceptional new construction, upgraded residence located West of Trail, featuring 5 bedrooms, 5 full bathrooms, and 3,640 square feet of thoughtfully curated living space. Designed with a refined modern aesthetic, the home blends clean architectural lines with elevated finishes and seamless indoor-outdoor living. Upon entry, soaring 20-foot ceilings, warm designer lighting, and an expansive open-concept floor plan create an immediate sense of scale and refinement. The chef’s kitchen is appointed with premium GE Café appliances, quartz countertops, and custom cabinetry, flowing effortlessly into the main living and entertaining spaces. The residence also includes a spacious two-car garage equipped with an installed electric vehicle charger for added convenience and modern functionality. Walls of sliding glass doors open to a beautifully enhanced outdoor retreat featuring lush upgraded landscaping, a resort-style pool with a newly added waterfall feature, a fully equipped outdoor kitchen, and a covered dining area complete with remote-controlled mosquito and sun screens for year-round comfort and effortless entertaining. The primary suite serves as a private sanctuary, filled with natural light and designed for both comfort and elegance. The space features a generous walk-in closet, direct access to the outdoor living area, and a spa-inspired bath with a soaking tub and separate glass-enclosed shower. A newly installed stainless steel Bosch built-in coffee system adds an additional layer of luxury, while designer wallpaper and remote-controlled screens throughout the home provide a refined finish and enhanced comfort. Upstairs, three spacious guest suites each feature their own en-suite bathroom, creating ideal accommodations for family and visitors alike, in addition to a spacious media room designed for relaxed living and entertaining. A large rooftop terrace overlooking the pool provides an exceptional setting for relaxing or entertaining. Perfectly positioned between Siesta Key and Downtown Sarasota, this residence offers convenient access to world-class beaches, dining, shopping, and cultural attractions. Thoughtfully designed with timeless architecture, elevated finishes, and exceptional attention to detail throughout, this home delivers an elevated yet comfortable living experience for modern luxury living.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
3229 BENEVA RD #203, SARASOTA, FL 34232
$195,0009 Days on yellowkey MLS ID: A4694705
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1978 Tax: $2,064 (2025)Community: Village Brooke Sec 3Condo
Taxes:$2,064
Remarks: Experience the perfect blend of modern style, privacy, and Sarasota convenience in this beautifully renovated second-floor condo at Village Brooke Condominium. Ideally positioned with no upstairs neighbors, this move-in-ready residence offers exceptional privacy and peaceful living just 6 miles from the world-famous Siesta Key Beach. Completely renovated from top to bottom, this beautiful condo features new flooring, fully updated bathrooms, modern recessed lighting, and a designer kitchen showcasing brand-new cabinetry, quartz countertops, and new stainless steel appliances. Every detail has been thoughtfully upgraded to create a fresh, contemporary feel rarely found in Village Brooke. Enjoy true maintenance-free living with the condo association covering exterior maintenance, grounds maintenance, private roads, cable TV, water, and sewer. Residents also enjoy resort-style amenities including two community pools, tennis courts, and shuffleboard courts — all within a beautifully maintained, centrally located Sarasota community close to shopping, dining, downtown Sarasota, and Florida’s Gulf Coast beaches. Whether you’re searching for a full-time residence or winter retreat, this fully updated condo delivers style, convenience, and value in one of Sarasota’s most desirable locations.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Kathy Vandorne (941-275-3934)
8824 PHYLISS AVE, SARASOTA, FL 34231
$449,0009 Days on yellowkey MLS ID: A4694704
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1714 Built: 1973 Tax: $1,647 (2025)Community: Petrecca TerraceSingle Family
Taxes:$1,647
Remarks: Step into this delightful, well maintained, 3-bedroom, 2-bath, spanning over 1,700 square feet. This thoughtfully designed split floor plan offers versatile living spaces perfect for growing families, first-time buyers, or savvy investors looking for a property with incredible potential and an open floor plan. The home boasts a large one-car attached garage and an expansive carport, providing plenty of covered parking and storage options. Recent updates ensure peace of mind, including a newer roof (2023), a modern AC system (2019), and an upgraded electrical panel (2019). These key improvements mean fewer maintenance worries and more time to focus on making this home truly your own. Beyond the home’s walls, you’ll love its unbeatable location. Nestled centrally between the world-famous Siesta Key and Venice/Nokomis Beaches, you’ll enjoy easy access to sun-soaked days by the Gulf. Plus, convenience abounds with a soon-to-be-built Trader Joe's and Whole Foods nearby, alongside existing favorites like Sprouts, Target, and a variety of retail and dining options. You will also enjoy easy access to both Wharf Road Park and kayak launch and also the Vamo Drive neighborhood park Whether you're dreaming of crafting your perfect home or seeking a smart addition to your portfolio, this property is your opportunity to make it happen. Don't wait—this gem won't last long!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Worth Fiers Iii (941-812-3380)
3535 VILLAGE GREEN DR, SARASOTA, FL 34239
$475,00011 Days on yellowkey MLS ID: A4694600
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1647 Built: 1968Monthly Fee: $8 Tax: $2,805 (2025)Community: Village Green Club EstatesSingle Family
Taxes:$2,805
Remarks: STUNNINGLY RENOVATED HOME IN THE HIGHLY DESIRABLE VILLAGE GREEN ESTATES! Situated on a premium oversized lot, this beautifully updated 3-bedroom, 2-bath residence delivers the perfect blend of luxury, comfort, and location. From the moment you arrive, the fresh landscaping, updated exterior, and BRAND-NEW VINYL PRIVACY FENCE create incredible curb appeal and backyard seclusion. Inside, you’ll find a completely reimagined interior with designer finishes throughout. The show-stopping kitchen features elegant waterfall quartz countertops, soft-close cabinetry, premium finishes, and an open-concept design ideal for entertaining. Wide-plank luxury vinyl flooring flows seamlessly throughout the home, accented by stylish matte black fixtures and hardware for a modern, sophisticated feel. Both bathrooms have been transformed into spa-inspired retreats with custom tile work, upscale vanities, and contemporary finishes. The spacious living areas open to a screened and covered lanai, creating the perfect indoor-outdoor Florida lifestyle. Major upgrades provide peace of mind, including impact windows and doors, newer tile roof, new HVAC ductwork, and new water heater — making this home truly move-in ready. Located in the well-established Village Green Estates community with only a low $100 annual fee and NO CDD fees. Optional membership at the nearby Village Green Golf Club offers easy access to golf just moments away. Exceptional Sarasota location close to shopping, dining, Starbucks, Publix, Legacy Trail, Downtown Sarasota, UTC Mall, I-75, and world-famous Siesta Key Beach.
Listing Agent: Lee Brewer (941-724-3448)
8280 VARENNA DR, SARASOTA, FL 34231
$549,80046 Days on yellowkey MLS ID: A4690407
REDUCED by $15,200 (2.7%) on 05/19/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1639 Built: 2014Monthly Fee: $701 Tax: $4,806 (2025)Community: Esplanade By Siesta KeySpa: NoSingle Family
Taxes:$4,806
Remarks: Beautifully maintained LAKEFRONT HOME with a fabulous lake view! With 1,639 square feet of living area, this thoughtfully designed residence features a private walkway to the front door. The front door has a sliding screen so you can enjoy the fresh Florida breeze. You enter this home and enjoy the very open great room accented by a high coffered ceiling. The design is the very popular Great Room open to the Kitchen floor plan. Separate Dining Room also features a high coffered ceiling accent. The kitchen is well-appointed with granite countertops, white cabinetry, stainless appliances, loads of kitchen cabinets and a pantry. The breakfast bar is ideal for casual dining or entertaining. There are two spacious bedrooms PLUS a den/office. Additional highlights include window blinds throughout, full patio slider vertical blinds, the den features a built-in home theater system with TV and surround sound and a Murphy bed for when extra guests visit! Enjoy the extended lanai accented by brick paver flooring and a beautiful lake vista! Lanai patio furniture, some great room furniture and bedroom furniture is included in the sale price. NEW hurricane rated windows plus the lanai has electric roll down hurricane protection. 2 car garage with storage shelves and pull down ladder with attic flooring for extra storage. This beautiful home is in close walking distance to the Clubhouse and resort pool. Esplanade by Siesta Key is a gated, amenity-rich community with an on-site manager, clubhouse with scheduled activities, resort-style pool and spa, fitness center, tennis and pickleball courts, dog park, and outdoor gathering areas overlooking the lake. IMPORTANT: The HOA Fee includes exterior landscaping care AND exterior building Maintenance, and the use of all the Club Facilities! Conveniently located near shopping, dining, and everyday conveniences, and just a short drive to Siesta Key Beach. Sarasota’s vibrant arts and cultural scene, along with nearby UTC Mall, provide endless options for entertainment and recreation.
Listing Agent: Dick Mclaughlin (941-954-5454)
2420 FLOYD ST, SARASOTA, FL 34239
$2,190,00046 Days on yellowkey MLS ID: A4690296
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3350 Built: 2024 Tax: $20,326 (2025)Community: Rustic LodgeSpa: YesSingle Family
Taxes:$20,326
Elementary School: Alta Vista Elementary
Remarks: Introducing an exquisite New Construction, 3,356 sq. ft. home in the heart of Sarasota. *Pool installation is in progress. This stunning residence offers an unparalleled combination of luxurious comfort and unbeatable location, minutes from Downtown. As you enter this dazzling property, you will be greeted by an open and spacious floor plan that features high ceilings, natural light, and high quality finishes throughout. The home features an elegant kitchen with top-of-the-line Fulgor Milano appliances, quartz countertops, and custom cabinetry. Two patios with an outdoor kitchen and additional island seamlessly blend indoor and outdoor living and lush landscaping. The master bedroom of this gorgeous home is a true sanctuary, offering a plush and peaceful retreat after a long day. With a high-ceiling and large windows to let in unrestricted natural light, providing a bright and airy feel that's perfect for relaxation. The room also features two generously sized walk-in closets. The master bathroom is equally impressive, featuring a soaking tub and a separate shower that's great for unwinding after a long day. The opulent finishes and high-end materials used throughout the space add to the lavish feel of this spectacular master suite, making it the best place to recharge and rejuvenate. The home also features several storage closets, and a large laundry room. As you ascend the grand staircase to the upper level of the home, you are met with a second living room area, large balcony, and three cozy bedrooms with en-suite bathrooms. This setup is perfect for families or groups of friends looking to stay together in comfort and convenience. Situated between Siesta Key and Downtown Sarasota, you will have easy access to some of the best beaches, restaurants, and shopping. Whether you are looking for a day at the beach, a night out on the town, or a quiet evening at home, this home has everything you need.
1714 WALDEMERE ST, SARASOTA, FL 34239
$1,800,00064 Days on yellowkey MLS ID: A4688029
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2003 Built: 2000 Tax: $4,256 (2025)Community: Hudson BayouSpa: NoSingle Family
Taxes:$4,256
Remarks: Rarely available 2001 built one story home on a 75 ft wide lot in the prime heart of West of Trail/ Southside Village area. One block to Sarasota Memorial Hospital and 3 blocks to the ever popular Southside Village shops and restaurants. A "true" neighborhood, Hudson Bayou is one of the most sought after areas to live in. This 4 bedroom (split bedroom plan) 3 full bath pool home has high ceilings and an oversized 2 car garage.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
6140 MIDNIGHT PASS RD #904, SARASOTA, FL 34242
$2,450,00054 Days on yellowkey MLS ID: A4682903
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1940 Built: 1967 Tax: $9,709 (2025)Community: Horizons WestCondo
Taxes:$9,709
Remarks: Experience the pinnacle of island living in this 9th-floor, west-facing penthouse offering sweeping, unobstructed Gulf and Crescent Beach views from Point of Rocks to iconic Siesta Beach, where nightly sunsets paint the sky. Perfectly positioned above Siesta Key’s crystal-white sands, this spacious residence features 2 bedrooms and 2 baths with the rare opportunity to expand to a third bedroom and bath, allowing you to customize your coastal retreat. Highlights include a full laundry room, impact-rated windows, tankless water heater, dual A/C systems, and a coveted private 2-car garage with direct lobby access—one of only four in the community. Located in the prestigious Horizons West, a gated gulf-to-bay enclave spanning more than seven lush acres, residents enjoy 300 feet of private beachfront, beach cabanas, a Gulf-front pool and spa, grilling areas, a bayside pool and clubhouse, and a private intracoastal park with day dock, kayak launch, and serene mangrove setting. With SIRS and Milestone inspections complete and new landscaping throughout, this exceptional penthouse delivers luxury, privacy, and the ultimate Siesta Key beachfront lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Suki Scollo (941-587-2289)
6140 MIDNIGHT PASS RD #501, SARASOTA, FL 34242
$1,895,00055 Days on yellowkey MLS ID: A4688820
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1798 Built: 1967 Tax: $16,236 (2025)Community: Horizons WestCondo
Taxes:$16,236
Remarks: Spacious and inviting, this TRUE 3-bedroom, 5th-floor end-unit condominium is located directly on Siesta Key’s world-renowned quartz crystal sand beach and offers sweeping west-facing Gulf and Crescent Beach views from Point of Rocks to northern Siesta Key. Enjoy water views from every room in this updated, move-in-ready residence that comes fully turnkey furnished—just bring your suitcase and start enjoying the beachfront lifestyle. Featuring IMPACT windows and doors for peace of mind, this coastal retreat is nestled within the desirable Horizons West, a Gulf-to-Bay resort set on over 7 beautifully landscaped acres. Amenities include 300 feet of deeded beach access with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock ideal for fishing, picnicking, or watching boats pass by. Launch kayaks and paddleboards from the bayside to explore the mangroves, or hop on the free Siesta Key trolley to experience the island’s exceptional dining, shopping, and entertainment.
603 TREMONT ST, SARASOTA, FL 34242
$3,690,00076 Days on yellowkey MLS ID: A4685407
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3996 Built: 2025 Tax: $7,175 (2025)Community: Waterside-Wood Siestas BaysidSingle Family
Taxes:$7,175
Remarks: Perfectly positioned in the heart of Siesta Key, this masterfully crafted New Construction estate epitomizes modern luxury and architectural brilliance. This ultimate entertainment home provides 3,996 square feet of exquisitely designed living space with 4 bedrooms, 4 full bathrooms, 1 half bath, an office, and an upstairs second living room area. From the moment you step inside, you are greeted by a breathtaking open-concept layout accentuated by soaring 20-foot ceilings, floor-to-ceiling glass windows, and sleek porcelain tile flooring, all bathed in natural light and overlooking the lushly landscaped grounds. The state-of-the-art chef’s kitchen is a masterpiece of both style and function, featuring top-of-the-line Monogram appliances, quartz countertops, custom cabinetry, walk-in butlers pantry, and wine display, seamlessly flowing into the luxurious living and dining areas. Designed for an effortless indoor-outdoor lifestyle, this home boasts multiple rooftop decks, two spacious patios, and a resort-style outdoor oasis complete with a fully equipped summer kitchen, built-in grill, pool, and hot tub spa. The primary suite is a private retreat, offering a tranquil terrace, expansive walk-in closet, and a spa-like ensuite with a soaking tub, glass-enclosed shower, and designer finishes. As you ascend the grand staircase to the upper level of the lavish property, you are greeted with a breathtaking sight of three cozy bedrooms, each with its own private ensuite bathroom and featuring private access to a rooftop deck, creating the ultimate serene escape. A second laundry room is conveniently located upstairs to service the secondary bedrooms. Elevating the home’s sophistication, additional highlights include a electric fireplace, custom walk-in closets, high-end quartz cabinetry, and a private elevator for seamless access to every level. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Just moments from world-renowned Siesta Key Beach, fine dining, and premier shopping, this extraordinary residence offers an unparalleled combination of tranquility, elegance, and modern convenience. Your dream coastal retreat awaits—contact us today for a private tour!
1794 CUNLIFF LN, SARASOTA, FL 34239
$2,997,00085 Days on yellowkey MLS ID: A4685523
REDUCED by $98,000 (3.2%) on 05/21/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3377 Built: 2015 Tax: $39,491 (2025)Community: Bay View Heights AddSpa: YesSingle Family
Taxes:$39,491
Remarks: Find your sanctuary in this exquisite Allegra custom home, ideally located on one of the few non-throughfare streets in the highly coveted West of the Trail neighborhood. Serene and understated from the outside, the home opens to a breathtaking entry that reveals an extraordinary Great Room featuring soaring 21-foot beamed ceilings, a dramatic windowed rotunda, and an open-concept design bathed in natural light. Oversized 10-foot doors frame every room, while hurricane-impact sliding glass doors seamlessly connect the interior to a resort-style outdoor oasis. The expansive pool deck showcases a stunning lighted fountain spilling from the spa into the oversized pool, a rainfall pergola, and lush tropical landscaping surrounded by a six-foot privacy fence—creating the ultimate setting for both relaxation and entertaining. Built with the signature craftsmanship of Allegra Homes, the residence features exceptional custom millwork, striking feature walls, designer lighting, and distinctive ceiling details throughout. Spanning 3,582 square feet, this thoughtfully designed home offers four spacious bedrooms, three luxurious bathrooms, a private den/office with a turret ceiling, and a versatile bonus room. The gourmet kitchen—one of Allegra’s most beloved layouts—is a true culinary showpiece, appointed with Sub-Zero and Wolf professional-series stainless steel appliances, including a five-burner natural gas cooktop, a second Sub-Zero beverage refrigerator, custom luxury cabinetry, rich 3cm granite countertops, and a glass tile backsplash with hidden electrical outlets Adjacent to the kitchen, the elegant dining room features a dramatic aquarium glass window overlooking the pool and gardens, along with a built-in buffet accented by a mirrored feature wall. The home’s split floor plan provides exceptional privacy. The serene primary suite is a private retreat, offering a spa-inspired bath with a walk-through shower, dual vanities, and a private water closet. A custom walk-in closet features built-in shelving, drawers, and a hallway dressing mirror. The bedroom is highlighted by an intricate custom ceiling design, designer lighting, and private access to the pool deck. On the opposite side of the first floor, you’ll find a built-in desk alcove, a spacious laundry room, a secondary bedroom with a walk-in closet, a full hall bath, and the bonus room with disappearing sliding glass doors that open to the screened pool area. The first level features rich porcelain wood-style flooring, while the second level is comfortably carpeted and hosts the third and fourth bedrooms, along with a media closet and additional HVAC storage. Bahama shutters and custom blinds complete the bedrooms and bathrooms. Situated on a 0.28-acre elevated lot, built above the flood plain in 2015, this exceptional residence offers privacy, luxury, and an unbeatable central location. Just minutes away are Sarasota Memorial Hospital, Southside Village, and top-rated Southside Elementary, with Siesta Key Beach, downtown Sarasota, Westfield Siesta Key Mall, and St. Armands Circle only a short drive away. This remarkable property may be purchased turnkey furnished, including original artwork, bronze sculptures, designer furnishings, and custom rugs, available under a separate bill of sale. Schedule your private showing today. Proof of funds required with all offers.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Jill Berg (941-315-1199)
1671 ARLINGTON ST, SARASOTA, FL 34239
$2,995,00089 Days on yellowkey MLS ID: A4684899
Bed: 5 Bath: 5.5 Liv Area Sq Ft: 3564 Built: 2026 Tax: $10,197 (2025)Community: Lewis Combs SubSpa: YesSingle Family
Taxes:$10,197
Remarks: Located West of Trail, this beautiful new construction five-bedroom, five-and-a-half-bathroom residence captures the essence of Sarasota living. Designed with both comfort and entertaining in mind, the home features expansive sliding glass doors that open the main living areas to a private pool and outdoor gathering space, creating a seamless connection between indoor and outdoor living. Inside, generous living spaces, clean architectural lines, and refined finishes create a warm yet modern atmosphere. The open-concept layout centers around a spacious kitchen and living area, ideal for everyday living while also providing an elegant setting for hosting family and friends. Upstairs, well-appointed bedroom suites give privacy and flexibility, while the primary suite provides a peaceful retreat with a spa-like bath and thoughtfully designed closet space. Every detail of the home has been carefully considered to deliver both functionality and timeless style. Thoughtfully designed for comfort and ease, the property offers a low-maintenance lifestyle that appeals to both full-time residents and seasonal owners looking for a lock-and-leave Sarasota home. Ideally located just minutes from Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and the Gulf beaches, the home places you close to the best dining, shopping, and coastal experiences the area has to offer while maintaining the quiet charm that has long made West of Trail one of Sarasota’s most desirable neighborhoods.
Listing Agent: Steven Moore (401-767-7180)
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