Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
4708 OCEAN BLVD #E7, SARASOTA, FL 34242
$2,350,000209 Days on yellowkey MLS ID: A4665893
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2277 Built: 1981 Tax: $16,841 (2025)Community: Windward PassageCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$16,841
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Experience refined coastal living in North Siesta Key at 4708 Ocean Boulevard, a fully renovated 2025 corner residence ideally positioned on the Gulf of Mexico at Big Pass. This exceptional 3-bedroom, 3-bath condominium offers unobstructed panoramic views of the Gulf, Sarasota Bay, and distant vistas of Lido Key and downtown Sarasota. Encompassing 2,277 square feet with miles of Gulf-front views, the residence has been thoughtfully redesigned with wide-plank European engineered oak flooring, impact-rated windows and doors, and integrated smart-home technology throughout. The chef’s kitchen is a statement in both form and function, featuring custom cabinetry, Milano Dolomite countertops, a striking Macaubas Quartzite island, and premium GE Café appliances—perfect for entertaining against a backdrop of endless blue water. The primary suite is a private retreat with direct access to a Gulf-front balcony and a spa-inspired bath complete with dual vanities, rainfall shower, and bidet. Two additional guest suites provide comfort and privacy, each finished with designer details. Additional highlights include a two-car tandem garage with hurricane-rated door, new HVAC systems, electric hurricane shutters, and an integrated sound and entertainment system. Amenities include a heated pool, guest parking, and direct walking access to the sugar-white sands and vibrant Village of Siesta Key. This residence blends timeless coastal elegance with modern luxury—an extraordinary Gulf-front retreat on one of Siesta Key’s most coveted stretches of shoreline.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Stacey King (646-734-5014)
137 AVENIDA MESSINA #3, SARASOTA, FL 34242
$625,00082 Days on yellowkey MLS ID: A4680216
REDUCED by $15,000 (2.3%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1966 Tax: $5,716 (2024)Community: Villa NavarraCondo
Taxes:$5,716
Tax Year: 2024
Remarks: Discover this beautiful upstairs furnished condo in a highly desirable complex that is ideally situated in the Mira Mar neighborhood adjacent to the Siesta Key Village! Just a short stroll to the beach and mere moments from top dining, shopping, and nightlife, this unit is the ultimate coastal escape. Enjoy worry-free living with impact windows and sliding doors, a 2024 washer/dryer in the unit, and a 2022 water heater. NEW ROOF, no assessments, and no flooding concerns make this an exceptional find! Both the bathrooms and the kitchen have been tastefully renovated with sleek quartz countertops. The entire unit features neutral ceramic plank-tile flooring and a cohesive neutral palette throughout. Unwind on your screened in lanai, enveloped by lush palms and tropical greenery. Leave your car at home and soak in the beauty of Siesta Key Beach—ranked the #1 beach in the U.S. You are just 2/10 of a mile away from Sunset Pier where pristine white quartz sand, crystal-clear waters, and breathtaking sunsets await. Whether you're seeking a primary residence or the perfect island getaway, this beautifully maintained boutique community of just 16 condos offers an unbeatable location. Don’t miss this rare opportunity!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jackie De Manio Eberley (201-233-1959)
3368 SHEFFIELD CIR, SARASOTA, FL 34239
$480,00087 Days on yellowkey MLS ID: A4679367
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1798 Built: 1969Monthly Fee: $8 Tax: $3,379 (2025)Community: Village Green Club EstatesSingle Family
Taxes:$3,379
Elementary School: Wilkinson Elementary
Remarks: Enjoy the best of Sarasota living in this centrally located, fully fenced home with impact windows, circular driveway, with an amazing private outdoor living space that is minutes from shopping, dining, and a short drive to the sugar-sand beaches of Siesta Key. Thoughtfully updated and designed for comfortable everyday living, this home offers a flexible floor plan and inviting spaces both indoors and out. Inside, the light and bright interior features a crisp, clean feel and a desirable split-bedroom, open floor plan. Modern light wood-look laminate flooring flows throughout the home. The entryway includes a convenient coat closet and the open dining and living room combination offers flexibility for entertaining and everyday living. The interior flows seamlessly from the front of the home through the family room and out to the enclosed lanai. The kitchen showcases white shaker cabinets, granite countertops, a glass subway tile backsplash, and stainless steel appliances making it both stylish and functional. The spacious primary suite features tall windows, a large walk-in closet, and an en suite bathroom that offers a shower/tub combo and a thoughtful layout with the toilet and shower separated from the vanity. The guest bedroom is generously sized, and the updated guest bathroom features tile flooring, a large stone shower with glass doors, and granite countertops. Enjoy Florida living year-round with an enclosed, multi-use lanai featuring tile flooring and expansive glass windows that add valuable living space, along with an additional screened rear patio perfect for a more open-air outdoor experience. The vinyl-fenced backyard with lush tropical landscaping completes the home’s rear outdoor oasis. With a great location and stylish updates throughout, this home is ready to be enjoyed. Come see it, feel the charm, and make it your own!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
1958 MORRIS ST, SARASOTA, FL 34239
$1,195,000103 Days on yellowkey MLS ID: A4677121
REDUCED by $100,000 (7.7%) on 04/03/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2362 Built: 1957 Tax: $7,088 (2025)Community: HartsdaleSpa: YesSingle Family
Taxes:$7,088
Elementary School: Southside Elementary
Remarks: One or more photo(s) has been virtually staged. Now offering buyer incentives and priced below appraised value! This exceptional single-family pool home offers the perfect blend of space, flexibility, and prime Sarasota location. Featuring 4 bedrooms and 3 full bathrooms, this residence is thoughtfully designed to accommodate a variety of living arrangements, including two primary suites, each with its own en suite bathroom—ideal for multigenerational living, extended guests, or a private home office retreat. Light-filled living spaces flow effortlessly, creating an inviting atmosphere for both everyday living and entertaining. The functional layout offers privacy where you want it and openness where it matters most, making the home equally suited for relaxed coastal living or hosting family and friends. NEW ROOF 2025. NO STORM DAMAGE. Step outside to your private fenced backyard oasis, where an oversized sparkling swimming pool takes center stage—perfect for year-round enjoyment in Florida’s sunshine. Located West of the Trail, this home places you in one of Sarasota’s most desirable areas. Enjoy the convenience of being just minutes from Downtown Sarasota, with its vibrant arts scene, dining, and waterfront attractions. The popular Morton's Market and Hillview shops and restaurants are close by for everyday errands and casual nights out, "A" rated Southside Elementary School just around the corner, Siesta Key Beach and Sarasota Memorial Hospital are only moments away, adding peace of mind and unmatched accessibility. Whether you’re searching for a full-time residence, seasonal getaway, or smart investment, this home stands out with its versatile floor plan, unbeatable location, and outstanding value. Opportunities like this in such a sought-after Sarasota setting—are rare. Schedule your private showing today and experience the lifestyle this property has to offer.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
1723 OAK ST, SARASOTA, FL 34236
$1,999,999158 Days on yellowkey MLS ID: A4671825
REDUCED by $49,001 (2.4%) on 04/13/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2862 Built: 2004 Tax: $15,094 (2024)Community: Burns RealtySpa: NoSingle Family
Taxes:$15,094
Remarks: The best of both worlds awaits in historic Laurel Park: a walkable downtown lifestyle paired with the privacy and comfort of a single-family home. 1723 Oak Street is a rare offering: an elevated, concrete-block residence with a character-rich Spanish Colonial exterior and nearly 2,900 square feet of light-filled living space. From the picture-perfect front porch, you’re welcomed into the main level, where high ceilings and hurricane-rated French doors and windows flood every room with natural light. The kitchen is a true showpiece, blending upscale finishes with coastal-inspired design. A 36” Wolf range and built-in refrigerator complement the Calacatta marble countertops and exotic wood topped island, while an expansive walk-in pantry provides coveted storage. A beverage refrigerator on the island makes entertaining effortless. The semi-open floor plan flows seamlessly between the dining and living areas, creating the perfect environment for gathering in style. A flexible den, ideal as a study, playroom, or media space, is enclosed by French doors. Upstairs, the spacious primary suite offers a private balcony, dual walk-in closets, and a spa-like bath with marble countertops, a soaking tub, and an oversized walk-in shower. Two additional bedrooms share a beautifully appointed full bath and a balcony overlooking the property. The laundry is conveniently located on the same level as the bedrooms. Outside, discover an unexpected oasis in the heart of downtown: a heated PebbleTec plunge pool, brick paver patio, mature tropical landscaping, and lush turf that creates a serene, low-maintenance retreat. A detached structure at the rear of the property provides exceptional flexibility. The upper level hosts a self-sufficient guest suite complete with kitchen, bath, and built-in queen Murphy bed. Below, a two-car garage with a sleek impact-rated glass door not only offers prized garage space but has been finished and air conditioned to function as a home office, fitness studio, or creative flex space (this bonus space is not included in square footage). The property is fully fenced and includes off-street parking in addition to the garage. Located in one of Sarasota’s most desirable neighborhoods, you’ll enjoy dozens of restaurants, shops, and cultural venues just steps from your door, along with easy access to the waterfront, farmers markets, and year-round festivals and shows. Few homes combine modern quality, neighborhood charm, and exceptional indoor–outdoor living quite like this one. Don’t miss this rare opportunity to experience the very best of Laurel Park.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Nick Gard (941-500-4273)
1705 FIELD RD, SARASOTA, FL 34231
$2,499,000166 Days on yellowkey MLS ID: A4671008
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2409 Built: 1975 Tax: $9,575 (2024)Community: Oyster Bay EstatesSingle Family
Taxes:$9,575
High School: Riverview High
Remarks: Welcome to this stunning, fully reimagined residence in one of Sarasota’s most sought-after neighborhoods West of the Trail. Comprehensive back to studs renovation with an effective build date to Florida building codes of 2020. No detail has been overlooked in this comprehensive luxury renovation, offering the perfect blend of timeless coastal elegance and modern sophistication. This home is offered fully furnished. Step inside to discover brand-new wood flooring, custom millwork, and an open-concept layout that seamlessly connects living, dining, and entertaining spaces. The gourmet kitchen is a showstopper, featuring designer cabinetry, quartz countertops, high-end appliances including SubZero and Wolf, luxury faucets from Perrin and Rowe and an oversized island perfect for gathering with family and friends. This exceptional home offers four spacious bedrooms, three full baths, and two half baths, providing ample room for comfort and privacy. Every bathroom has been beautifully appointed with premium finishes and spa-inspired details. Enjoy peace of mind with all-new electric, plumbing, roof, siding, and hurricane-impact windows and doors—including an impact-rated garage door. Outside, the property shines with fresh landscaping, new patios, and elegant walkways, creating a serene retreat for outdoor living and entertaining. Perfectly situated West of the Trail, this home places you minutes from Sarasota’s vibrant downtown, St. Armands Circle, world-class beaches, and top-rated schools, dining, less than a block to the Field Club and close to shopping. Buyer and Buyer's Agent to confirm room dimensions.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Albert Joerger (941-685-6145)
3631 SAN REMO TER, SARASOTA, FL 34239
$8,245,000168 Days on yellowkey MLS ID: A4669078
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4705 Built: 2021Monthly Fee: $13 Tax: $68,556 (2025)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$68,556
Remarks: Anchored in one of Sarasota’s most sought-after deepwater settings, 3631 San Remo Terrace is a modern sanctuary where clean lines meet the warmth of natural textures, creating a home that feels both timeless and alive. Completed in 2021 by award-winning designer Stephen Chung and thoughtfully refined by the current owner, the residence reflects resilience and intention, standing strong through recent storms while maintaining an atmosphere of calm and connection to its surroundings. Updated in fall of 2025, the home now features new railings and window trim to complement the wood flooring, linear drains in the paver pool deck, and a fully equipped outdoor kitchen, enhancing its functionality and contemporary appeal. Within 4,750 square feet of living space, complemented by nearly 3,000 square feet of terraces, pool, and patio, every detail is designed to balance sophistication with ease. The kitchen centers the home with a sculptural marble island and professional-grade Sub-Zero and Wolf appliances, accented by soft lighting and sunlight that filters through walls of glass. The great room’s stone fireplace, open shelving, and expansive sliders invite an effortless flow to the outdoors, while the adjoining dining space rises with two-story ceilings and a dramatic wall of windows. A temperature-controlled wine room with space for 1,800 bottles adds both artistry and function. The primary suite is its own retreat, defined by quiet luxury and seamless connections to nature. Sliders open to a private courtyard with spa and sauna on one side and the pool terrace on the other. Inside, illuminated details, a bespoke walk-in closet, and a spa-like bath with an expansive vanity and glass-enclosed shower emphasize comfort and serenity. The second floor carries the same sense of air and light, with three guest suites, one currently a gym, each opening to a full-length terrace overlooking the water. A loft like office, a custom laundry room with a beverage cooler and sink, and an open gallery walkway further showcase the home’s thoughtful design. Outside, the saltwater pool with a glass wall becomes a focal point for relaxation, while the expansive dock offers a 20,000-pound lift, two low-profile lifts, and a floating platform for kayaks and paddleboards—providing instant access to Sarasota Bay and Big Pass. Even the garage has been elevated, with epoxy floors, a BendPak lift for a fourth car, and custom storage for boating and fishing gear. Every system has been considered, including a fully integrated smart-home platform with programmable lighting and shades, whole-house audio, Apple TVs, a generator, and strong WiFi indoors and out. San Remo Estates is at the core of Sarasota, just before the north bridge to Siesta Key, and minutes to Downtown Sarasota and Southside Village. 3631 San Remo Terrace is a unique property, where every detail speaks to the timelessness and practicality of the Sarasota School of Architecture.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
3085 GOLDENROD ST, SARASOTA, FL 34239
$454,000200 Days on yellowkey MLS ID: A4663967
REDUCED by $5,000 (1.1%) on 04/19/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1608 Built: 1965 Tax: $4,917 (2024)Community: South GateSingle Family
Taxes:$4,917
Remarks: This rejuvenated residence sits on a ¼-acre in the heart of Southgate, a treasured community sought-after by families for its top-ranked school system. Locals appreciate the ideal proximity to downtown Sarasota’s arts and cultural venues, prized beaches, tons of recreational activities, and a wide variety of shopping and dining experiences. With 1,608 square feet of openness, this recently refreshed and upgraded home features 3 bedrooms and 3 baths. Casually comfortable interiors offer a pleasing neutral palette of beiges and creams that surround you in a quiet softness for easy Florida living. Natural light permeates this efficiently designed one-level home illuminating its modern conveniences and visual appeal. Adjacent to the living and dining area, the well-planned kitchen is highlighted by granite-topped island, hardwood cabinets, amazing backsplash, smooth surface cooktop, and stainless appliances including a side-by-side fridge, a built-in microwave and oven, a dishwasher, double sink and range hood. The baths feel luxurious with fully tiled walls matching the floors, vanities with granite countertops, and rich wood cabinetry. The three nicely-sized bedrooms are equipped with private baths and walk-in closets. Glass sliders open to a covered screen-enclosed porch that’s cozy and relaxing with a modern fire table adding a sparkle to cooler star-lit evenings. The fenced yard provides a large work shed, play area with swing set for the kiddos, ample area for barbecues with family and friends, or leisurely spot to kick back and enjoy life’s simpler moments. Everything throughout the home is new including ceiling fans, fixtures and finishes, solar panels for energy efficiency, high-volume water heater (2021), kitchen appliances (2019), ROOF, A/C, windows, PIPES LINED 2026 WITH A TRANSFERABLE WARRANTY, and tile flooring (2018). The newly-created ambiance of warmth and style has been done to perfection and will welcome you home with graciousness. Take the time to explore the many amenities at 3085 Goldenrod. Homes in this vicinity are in high demand and often sell quickly. Don’t miss this opportunity to make it yours. It might very well become your ideal place for years to come!
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
2456 MISSARA LN, SARASOTA, FL 34231
$2,350,000237 Days on yellowkey MLS ID: A4663280
0 Days Off yellowkey (back on 4/1/2026)
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3224 Built: 2022Monthly Fee: $200 Tax: $18,996 (2024)Community: ShorelineSpa: YesSingle Family
Taxes:$18,996
Remarks: One or more photo(s) has been virtually staged. Welcome to 2456 Missara Lane in beautiful Sarasota, Florida. This stunning residence offers the perfect blend of coastal living and modern comfort. Nestled in a highly desirable neighborhood, the property features Phillippi Creek water access with a private boat dock, making it ideal for boating, fishing, or simply enjoying the serene waterfront lifestyle. Best of all, the home sits in a no flood zone, providing peace of mind for years to come. Inside, you’ll find custom details throughout, from thoughtfully designed living spaces to elegant finishes that set this home apart. The heart of the home is the gourmet kitchen, equipped with stainless steel appliances, custom cabinetry, and plenty of counter space for entertaining and cooking with ease. Located just a short walk to Riverview High School, the property combines everyday convenience with exceptional amenities. Whether you’re enjoying quiet evenings by the water, hosting gatherings in the open living areas, or taking your boat out for the day, this home truly has it all. Seller is offering 5% financing (Terms Apply)!!
Listing is courtesy of: SVN COMMERCIAL ADVISORY GROUP (941-387-1200)
Listing Agent: Larry Starr (941-914-6869)
2124 CLEMATIS PL, SARASOTA, FL 34239
$2,400,000305 Days on yellowkey MLS ID: A4656371
Bed: 6 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 3574 Built: 2025 Tax: $4,726 (2025)Community: South GateSpa: YesSingle Family
Taxes:$4,726
Remarks: Now presenting a stunning new construction residence in Arlington Park, built by Courtyard Modern Development, where modern design, functionality, and Sarasota luxury lifestyle come together seamlessly. This exceptional two-story home offers 6 bedrooms, 7 full bathrooms, and approximately 3,574 sq ft of living space, thoughtfully designed to deliver both elegance and comfort in every detail. The first level welcomes you with an open-concept layout featuring a spacious living room, dining area, and chef-inspired kitchen, complemented by a walk-in pantry and dedicated laundry room. The primary suite is conveniently located on the main floor, offering privacy and comfort, complete with a large primary bathroom and large walk-in closet. Builder will design a custom closet configuration to reflect the future homeowner's personal needs. An additional guest bedroom with en-suite bath is also located on this level. In addition, enjoy the convenience of a full bathroom that opens to the pool area. The second level features four generously sized bedrooms, each with its own en-suite bathroom and large closets, providing ultimate privacy and convenience for family and guests. Step outside and experience true Florida living with a private pool and spa, expansive outdoor areas including a large covered balcony overlooking the pool, a planned outdoor grill space, perfect for entertaining or relaxing year-round. You will also enjoy the beautifully and thoughtfully designed landscaped yard. Additional features include a 2-car garage and extended driveway. Zoned for the A-rated , this home is ideally located just minutes from Downtown Sarasota, Sarasota Memorial Hospital, Siesta Key Beach, and Southside Village. This is your opportunity to enjoy a home perfectly blending luxury, location, and lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Alberto Rueda Ramirez (701-314-6916)
5930 BRIARWOOD AVE, SARASOTA, FL 34231
$1,749,000389 Days on yellowkey MLS ID: A4645623
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3428 Built: 2022 Tax: $8,884 (2024)Community: FlorenceSpa: YesSingle Family
Taxes:$8,884
Remarks: Welcome to a newly built coastal contemporary showplace minutes from Siesta Key Beach! This west of the trail home is move in ready and has approximately 3428 sqft including 4 bedrooms, 4 full bathrooms, and an 1100 sqft bonus room. Floor to ceiling glass walls encase the bonus room along with a 31.5 ft long NanaWall glass bifold door system. These doors open up to a gorgeous custom contemporary pool complete with an expansive sun shelf and raised infinity edge spa. As you enter the kitchen, a striking oversized exotic quartzite island greets you with a waterfall edge. Adjacent to the kitchen in this open floor plan, a cozy family room awaits under a 13 ft vaulted ceiling complete with motorized drapery. The master bedroom also has the convenience of motorized pirouette shades along with his and her walk-in closets and a beautifully finished bathroom. Engineered hardwood and marble tile flooring are throughout all main living areas and bedrooms. For modern convenience, Lutron automated lighting and security cameras are available throughout most of the home. This home is also elevator ready. No flood insurance required! Flood zone - X. A must see! Motivated Seller!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Kenneth Beck (941-807-4876)
4626 GLEASON AVE, SARASOTA, FL 34242
$695,00080 Days on yellowkey MLS ID: A4680372
REDUCED by $35,000 (4.8%) on 04/02/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1144 Built: 1955 Tax: $6,783 (2025)Community: Ocean BeachSingle Family
Taxes:$6,783
Remarks: You're about to miss it...coming off the market 6/1. A perfect blend of old-school cool and 2026 finishes, this mid-century modern bungalow is a true "buy it and move-in tomorrow” type home. Most importantly, no high condo/HOA fees. Polished terrazzo floors, vaulted ceilings, it’s just fun all over. Fully renovated with crisp coastal selections. It has a nice sunroom for a large party gathering or workout room, art studio, play area. Carport equipped with RV hookups and motor court driveway. Plenty of parking space for bikes, scooters, and golf carts. The landscaping is immaculate, professionally designed by the owner including an advanced drainage system helping keep you dry 24/7/365. Not far from the Village, close to the beach, and minutes to North bridge. Clean, affordable, easy beach living. Being offered turn-key furnished.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Jason Skowronski (941-812-6090)
2452 WHIPPOORWILL CIR, SARASOTA, FL 34231
$450,000119 Days on yellowkey MLS ID: A4675147
REDUCED by $24,900 (5.2%) on 04/19/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2295 Built: 1956 Tax: $2,167 (2025)Community: Weslo WillowsSingle Family
Taxes:$2,167
Remarks: Welcome to this beautifully maintained 4-bedroom, 3-bath residence ideally located in the heart of Sarasota, just minutes from world-famous Siesta Key Beach. 2452 Whippoorwill Circle offers 2,300 square feet of thoughtfully designed living space and full of possibility. This home features a desirable split floor plan that provides both comfort and functionality for everyday living and entertaining. Step inside to a bright, open layout highlighted by timeless terrazzo flooring and a spacious living room accented with gorgeous exposed beams that add character and warmth. The well-appointed kitchen and multiple gathering areas create an inviting flow, perfect for family living or hosting guests. Enjoy Florida living year-round from the comforting screened lanai, an ideal space to relax and unwind. Situated on a quiet street, the home offers a sense of privacy while remaining moments from Sarasota’s vibrant dining scene, shopping, and everyday conveniences. Restaurants, cultural attractions, and everything Sarasota has to offer are right at your doorstep. Additional benefits include no CDD fees, no HOA costs, and zoning for top-rated schools including Phillippi Shores Elementary, Brookside Middle, and Riverview High School. With easy access to major roadways, beaches, and downtown Sarasota, this property presents an exceptional opportunity to enjoy space, location, and value. Be sure to experience the 3D interactive walkthrough tour. This home is priced to sell, make a private appointment today!
Listing Agent: Andrew Haddad (941-313-1218)
1690 ASSISI DR #12, SARASOTA, FL 34231
$1,779,0004 Days on yellowkey MLS ID: A4690125
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3097 Built: 2007Monthly Fee: $388 Tax: $15,103 (2025)Community: Portofino On The BaySingle Family
Taxes:$15,103
Elementary School: Gulf Gate Elementary
Remarks: Don’t miss this stunning Mediterranean-Tuscan-style residence, perfectly situated just steps from the Intercostal. This gated Sarasota estate home located in Portofino on the Bay includes its own DEEDED boat slip and remote controlled 10,000 LB. boat lift. Experience being near waterfront without the need for any flood insurance or stress of flooding, but still have your boat in your backyard with Bay access. This model-home-ready property features a private feeder dock slip, offering effortless access to the open water for boating. The Bay opens almost directly across from the newly opened midnight pass with Caribbean worthy turquoise water. Inside, the home has been completely renovated with top-of-the-line appliances and designer finishes throughout, blending luxury with comfort in every detail. The luxury chefs kitchen was renovated in 2023 leaving nothing out, complete with Fulgor Milano appliances. Enjoy the convenience of a first floor master with en suite and his and her wardrobes, a large home office and 10 foot-high ceilings with arched entryways throughout and a 25 foot high foyer with impressive feature wall and fireplace. The upstairs features impressive Cumaru wood flooring and stairs, three large bedrooms and a newly renovated bathroom with tub. The guest suite shows off with a Juliet balcony overlooking the private back yard. The open and inviting layout flows seamlessly into a serene private courtyard - perfect for relaxing or entertaining guests. Unwind in the soaking spa and enjoy the convenience of being just a short drive to downtown Sarasota, world-famous Siesta Key Beach, The Legacy Trail and the newly developing Sarasota Square, placing shopping, dining, and entertainment right at your doorstep. The Portofino on the Bay community has a Kayak Launch, kayak storage and a guest slip for daily visitors passing through. This exceptional home combines timeless architecture with modern elegance in a prime near waterfront location. Don’t miss out on this one.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Alexandra Lawson-Baker (703-963-4887)
1661 S JEFFERSON AVE, SARASOTA, FL 34239
$1,250,00046 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
Elementary School: Alta Vista Elementary
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)
1893 RITA ST, SARASOTA, FL 34231
$445,00082 Days on yellowkey MLS ID: A4678772
REDUCED by $5,000 (1.1%) on 04/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1420 Built: 1974 Tax: $2,091 (2025)Community: Mead Helen DSpa: NoSingle Family
Taxes:$2,091
Remarks: Charming Vamo Pool Home — 1893 Rita Street Welcome to this well-loved 3-bedroom, 2-bath home in desirable Vamo—where classic Florida charm meets move-in-ready updates. Gorgeous Eastern European oak hardwood floors run throughout the living spaces, adding warmth and timeless character. The living room features a working fireplace—perfect for those rare cool Florida nights. The private backyard oasis includes a sparkling pool—ideal for relaxing, entertaining, and enjoying countless beautiful sunsets. Major updates provide peace of mind, including a new roof and impact windows. Bright, airy rooms and thoughtful finishes make this home effortless to enjoy year-round. This location truly lives like a destination. Enjoy multiple waterfront restaurants, convenient grocery stores, neighborhood cafés, dog parks, YMCAs, and county facilities—everything you need for active, social, and convenient living is close by. Minutes from two kayak put-ins on Little Sarasota Bay, the area offers easy access to outdoor recreation and waterfront dining. And no HOA. Prime coastal access and drives to nearby favorites: 9.5 miles to downtown Sarasota, 6 miles to Siesta Key Beach, 11.5 miles to St. Armands Circle, and 10 miles to Venice Beach. Schedule your private showing today and discover why 1893 Rita Street is more than a home—it’s a lifestyle destination.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Karen Sweat (941-323-6707)
4508 WOODSIDE RD, SARASOTA, FL 34242
$2,450,000131 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 Agent: Derek Edwards (941-929-3183)
3921 MARAVIC PL, SARASOTA, FL 34231
$2,175,000184 Days on yellowkey MLS ID: A4668587
REDUCED by $24,000 (1.1%) on 04/02/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2722 Built: 2005 Tax: $6,904 (2024)Community: Moller SubSpa: YesSingle Family
Taxes:$6,904
Remarks: LOCATION, LOCATION, LOCATION! Imagine pulling into a peaceful cul-de-sac in the ultra-desirable **West of Trail** neighborhood—right between Granada and Oyster Bay—and stepping into your own slice of coastal paradise. This **stunning 4-bedroom, 3-bath pool home** blends custom contemporary coastal style with timeless traditional charm, and it's ready for you to move right in. Best of all? You sidestep the notorious island traffic headaches while staying close enough to zip to everything Sarasota offers quickly. Nestled in the **county** (not city limits) and safely **outside any flood zone**, this home delivers an open floor plan that's perfectly balanced—not overwhelmingly vast, but thoughtfully designed for effortless everyday living and effortless entertaining. Flooded with natural light, the interior glows in warm neutrals and high-end finishes that feel sophisticated yet welcoming. The **show-stopping chef’s kitchen** is truly the heart of the home: sleek new luxury appliances, custom cabinetry, and elegant quartz countertops that make cooking a joy—whether you're whipping up weeknight dinners or hosting friends. Downstairs, a dedicated office offers the ideal work-from-home setup. Upstairs, a versatile bonus loft awaits as your second living room, play area, media room, or whatever your lifestyle needs. The spacious ground floor primary suite and additional bedrooms are generously sized and beautifully appointed, served by three stylish bathrooms. Step outside and you'll find your private **poolside oasis**—complete with a **saltwater pool and spa**, built-in BBQ grill with sink, and lush, mature landscaping with evening lighting. The fully fenced yard is pet-friendly, serene, and perfect for Florida evenings under the stars. Recent upgrades make this home move-in ready and worry-free: - Standing seam aluminum metal roof replaced 2023 - Spacious 3-car garage with durable, easy-clean polyaspartic flaked flooring + extra laundry hookups - Huge attic storage above the garage. - Effective build year 2020 per county records - New hot water heater - Whole-house water softening/filtration system + RO drinking water in the kitchen And the location? Unbeatable. You're in a **walkable, golf-cart-friendly** neighborhood just minutes from everything that makes Sarasota special: - 10 minutes to vibrant **Downtown Sarasota** and world-famous **Siesta Key Beach** - Walking distance to Publix, Red Rock Park, and local eateries - Quick drive to Trader Joe’s, Cinebistro, and the Siesta Key Bridge (great for fishing!) This is more than a house—it's a lifestyle upgrade wrapped in luxury, function, and prime Sarasota convenience. Don't miss your chance to call this beauty home. Schedule your private showing today—your dream coastal retreat is waiting!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Brandon Surline, Pll (941-404-9334)
625 BEACH RD #602, SARASOTA, FL 34242
$999,000181 Days on yellowkey MLS ID: A4669231
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1144 Built: 1975 Tax: $8,966 (2024)Community: Tivoli By The SeaCondo
Taxes:$8,966
Remarks: PRICE REDUCTION OF NEARLY $300,000!!! MOTIVATED SELLERS! DIRECT GULF VIEWS accompany this FULLY REMODELED two-bedroom, two-bath PENTHOUSE offering WEEKLY RENTALS AT TIVOLI BY THE SEA on SIESTA KEY. The residence is presented TURNKEY FURNISHED and ready for immediate occupancy or rental. Comparable units in Tivoli generate APPROXIMATELY $100,000 IN ANNUAL BOOKINGS providing an excellent opportunity to own a piece of Siesta Key while enjoying personal use and potential income. This BEACHFRONT CONDO boasts sophisticated modern design and a tranquil beachside ambiance in a prime, secluded yet connected location. A SPACIOUS 26' X 6' BALCONY OFFERS PANORAMIC GULF VIEWS ideal for enjoying sunrise coffee or sunset cocktails. The living areas feature sleek lines, a neutral palette, and abundant natural light to create an airy atmosphere. The STATE-OF-THE ART KITCHEN is equipped with PREMIUM FIXTURES, TOP-TIER STAINLESS STEEL APPLIANCES including a SUBZERO REFRIGERATOR, STONE COUNTERTOPS, and CUSTOM WOOD CABINETRY. Plush bedrooms provide comfort and serene views, with the master suite featuring direct Gulf views via sliding glass doors, a SPA -INSPIRED ENSUITE BATHROOM WITH HIGH-END FINISHES, and a large walk-in closet. For added assurance, this sixth-floor unit includes MAXIMUM HURRCANE PROTECTION WITH FULL ELECTRIC METAL ROLL-DOWN SHUTTERS. Residents enjoy access to a SWIMMING POOL, poolside cabana with billiard and ping pong tables, ROOFTOP CLUB ROOM WITH EXPANSIVE GULF VIEWS, private tennis and basketball courts, putting green, FITNESS CENTER, and PRIVATE GATED ACCESS to Siesta Key Beach. The community is within walking distance to Siesta Key Village’s restaurants, boutiques, bike rentals, and vibrant nightlife. This property exemplifies elegance, comfort, and the beauty of oceanfront living. It presents a unique lifestyle opportunity for discerning buyers seeking both luxury and investment potential. CALL FOR YOUR SHOWING TODAY!
Listing Agent: Susanne Losso (941-928-0023)
7433 SUMMER CT, SARASOTA, FL 34231
$1,151,9002 Days on yellowkey MLS ID: TB8498580
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2883 Built: 2026Monthly Fee: $378 Tax: $11,872 (2026)Community: GranduraSpa: YesSingle Family
Taxes:$11,872
Tax Year: 2026
Remarks: Pre-Construction. To be built. Under construction and slated for completion in August/September. Welcome to Grandura, a gated, maintenance-free boutique community in the heart of Sarasota, offering a rare blend of a highly desired location and new construction west of I-75. This Imperial floorplan offers 4 bedrooms, 3.5 baths, a spacious loft, and over 2,500 sq. ft. of thoughtfully designed living space—loaded with high-end upgrades throughout. From the moment you enter, you’ll notice the elevated finishes, including 10’ ceilings, 8’ interior doors and luxury vinyl plank flooring throughout the entire first floor, creating a clean, modern feel. The open-concept layout is centered around a designer kitchen featuring white cabinetry, quartz countertops, and KitchenAid appliances, flowing seamlessly into the café and gathering room—ideal for entertaining. Step outside to your covered lanai overlooking a private pool and spa, with outdoor kitchen plumbing already installed.
Listing is courtesy of: PULTE REALTY INC (561-206-1417)
Listing Agent: Dan Wenstrom (941-229-3395)
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