Location: Sarasota , 34239
Do Not Show Listings
2201 WEBBER ST, SARASOTA, FL 34239
$1,179,00049 Days on yellowkey MLS ID: A4692960
REDUCED by $11,000 (0.9%) on 06/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2267 Built: 1953 Tax: $9,268 (2025)Community: South Side ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,268
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Exceptional opportunity to own a fully renovated, income-generating property with a strong track record of short-term rental success. This 4-bedroom, 3.5-bath home, located in the highly desirable Arlington Park area of Sarasota, was completely renovated in 2020, offering modern finishes, updated systems, and true turnkey condition for both personal use and continued rental income. For the past six years, the property has operated as a successful short-term rental, delivering consistent performance and strong guest demand. Even more compelling, there are future reservations already in place for 2026 and 2027, providing immediate, built-in income for the next owner. The spacious layout is ideal for accommodating larger groups, and the home has been meticulously maintained to meet guest expectations and maximize occupancy. Step outside to a private backyard retreat featuring a heated swimming pool, expansive deck, and a covered patio with a built-in outdoor grilling island—perfect for entertaining guests and enhancing the rental experience year-round. The listing agent is also the current property manager and has successfully managed the home over the past six years. For buyers seeking a seamless transition, professional management can continue in place, offering a true hands-off investment opportunity. Ideally situated less than 10 minutes to Downtown Sarasota and the world-renowned Siesta Key beaches, this location consistently attracts both vacationers and long-term visitors alike. 2201 Weber Street offers a rare combination of modern renovation, established income history, future bookings, resort-style outdoor living, prime location, and optional ongoing management—making it an exceptional opportunity for investors and second-home buyers alike.
Listing is courtesy of: WILLIAM GLADE LIC. REAL ESTATE BROKER (941-356-1054)
Listing Agent: William Glade (941-356-1054)
1915 CLEMATIS ST, SARASOTA, FL 34239
$3,200,00015 Days on yellowkey MLS ID: A4694616
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3161 Built: 2009 Tax: $32,815 (2025)Community: Desota ParkSpa: YesSingle Family
Taxes:$32,815
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: A timeless statement of modern luxury, this impeccably reimagined West of Trail residence exudes sophistication, serenity and refined coastal elegance. Completely remodeled, professionally designed and expertly curated, this extraordinary Sarasota home showcases one-of-a-kind craftsmanship, elevated design and exceptional finishes throughout, creating an unparalleled luxury living experience in one of Sarasota’s sought-after neighborhoods. Distinguished appointments include custom cabinetry by Das Holz Haus, reclaimed wood architectural elements, engineered luxury hardwood flooring, designer lighting with Lutron controls, rich designer paint finishes and bespoke décor. Encompassing 3,161 square feet heated and 4,194 total, this floor plan is designed for everyday living, entertaining and relaxing. At the heart of the home, the chef’s kitchen, anchored by two oversized islands, including a breakfast bar, and surrounded by artisan-crafted solid wood cabinetry. Brushed honey bronze fixtures and hardware complement Calcutta quartz countertops, while a farmhouse sink with a designer faucet enhances beauty and functionality. Culinary enthusiasts will appreciate the professional-grade appliance package highlighted by a 2021 La Cornue five-burner gas range with double convection ovens, custom chimney hood and premium ventilation system. Complimented by 2021 Sub-Zero refrigerator, 2021 Sub-Zero refrigerator drawers, 2021 Sharp microwave, 2021 Miele built-in coffee maker, 2025 Sub-Zero wine cooler, 2021 Scotsman ice maker, 2025 Galley sink tap, Shaw fireclay main sink, Shaw fireclay bar sink and Zip water system for bar (hot, cold, sparkling). The kitchen flows seamlessly into the dining area and living room, where a sleek linear color-changing electric fireplace framed by reclaimed wood creates a warm contemporary ambiance. Designed for effortless indoor-outdoor living, the residence offers inviting spaces to relax and entertain. The serene primary suite serves as a private retreat with direct access to the covered lanai. A spa-inspired primary bath features a custom natural wood double vanity, Duravit wash basins, Robern mirrored medicine cabinets with integrated lighting, heated towel warmer, freestanding concrete soaking tub, and a luxurious walk-in shower with multiple showerheads and body sprays. A well-appointed laundry room offers custom cabinetry, 2023 LG stack washer/dryer and ample folding space. A private guest suite with its bath is conveniently on the main level, and a 2025 remodeled bath. Upstairs, a spacious 300-square-foot loft with an 11-foot tray ceiling serves as a gathering space between secondary bedrooms and baths, one being en suite. Complementing the home is an epoxy-coated three-car garage with storage, workspace and room for recreational equipment. Resort-inspired outdoor living environment features travertine tile flooring, a heated pool and spa, and covered entertaining areas, including a 2026 built-in outdoor kitchen, covered dining space and lounging areas. Residence exterior freshly painted 2025, lush landscaping installed 2024, two house HVACs 2025, garage HVAC 2023, whole-house generator 32kVA and pool filter 2025. Ideally in Sarasota’s desired West of Trail neighborhood, offering convenient access to Southside Village, Sarasota Memorial Hospital, Southside Elementary School, Marina Jack, world-class dining, boutique shopping and Gulf beaches.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Moriah Taliaferro (941-504-9910)
3078 SPENCER LN, SARASOTA, FL 34239
$599,50043 Days on yellowkey MLS ID: N6144331
REDUCED by $20,400 (3.3%) on 05/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2148 Built: 1962 Tax: $5,146 (2025)Community: South GateSpa: NoSingle Family
Taxes:$5,146
Elementary School: Wilkinson Elementary
Remarks: Looking for a beautiful home on a 17,000+ square foot lot being sold TURNKEY FURNISHED? No HOA's or CDD! Great opportunity to be in Sarasota just minutes from shopping and beaches! This centrally located 3 BDRM 2 BA home is made of concrete construction and features 2,148 square feet along with a large Florida Room in the sought-after area of South Gate! This lovely home has new Hurricane Impact Windows, a new metal roof, newer electrical panel, the outside recently painted and new plumbing/piping throughout! The large lot has endless potential with room for a pool! The seller has had a recent wind mitigation and 4-point inspection on this home to help lower insurance costs. This outstanding home is minutes from Siesta Key Beach, the #1 beach in the US and minutes from the Sarasota airport, UTC mall and close to numerous restaurants, theatres and nightlife in downtown Sarasota!
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Kim Wathen (941-445-1651)
2458 WALDEMERE ST, SARASOTA, FL 34239
$465,00059 Days on yellowkey MLS ID: N6144122
REDUCED by $14,500 (3.0%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1648 Built: 1952 Tax: $7,101 (2026)Community: SingletarysSpa: YesSingle Family
Taxes:$7,101
Elementary School: Alta Vista Elementary
Tax Year: 2026
Remarks: Experience the perfect harmony of modern upgrades and versatile living in this beautifully refreshed residence situated in the heart of one of Sarasota’s most established neighborhoods. This meticulously maintained home welcomes you with durable tile flooring throughout the main living areas, complemented by stylish vinyl flooring installed in the primary suite in 2021 and a crisp, neutral paint palette that enhances the natural light. The thoughtfully designed floor plan includes a true mother-in-law suite featuring its own private entrance, providing an ideal sanctuary for multi-generational living or a secluded home office. This secondary wing opens to its own covered and screened lanai, offering a peaceful retreat separate from the main household. The home has been extensively modernized for peace of mind, featuring a new roof installed in 2022, updated windows, updated plumbing, and a contemporary electrical panel. Climate control is effortless with two dedicated A/C systems, including a brand-new rear unit installed in 2024, along with a new water heater added the same year. The heart of the home showcases a kitchen equipped with a new refrigerator and dishwasher, while the living area centers around a cozy fireplace with elegant new tile work. Luxury extends to the bathrooms, where the primary ensuite features a refreshed walk-in shower and a tub recoated in 2025 that includes a transferable warranty. Elegant French doors lead you to a freshly re-tiled screened lanai, perfect for enjoying the Florida lifestyle within the privacy of a fully enclosed backyard, secured by a new fence and gate installed in 2025. Located in a premier school district including Southside Elementary, Brookside Middle, and Sarasota High School, this property is just minutes from the cultural heartbeat of Downtown Sarasota, the luxury boutiques of St. Armands Circle, and the bright sands of Siesta Key Beach. With nearby access to Sarasota Memorial Hospital and the Arlington Park aquatic center, this move-in-ready estate offers a rare combination of structural integrity and an unbeatable location.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Patrick Brogley (941-361-9031)
3000 SOUTHWEST DR, SARASOTA, FL 34239
$12,750,000214 Days on yellowkey MLS ID: A4672971
REDUCED by $500,000 (3.8%) on 04/30/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 8125 Built: 2003 Tax: $109,050 (2025)Community: Cherokee ParkSpa: YesSingle Family
Taxes:$109,050
Remarks: One of Sarasota’s greatest bayfront estates, this stunning 1.38 acre waterfront home has recently undergone a comprehensive renovation throughout, enhancing every room with refined finishes and modern systems while preserving its timeless architectural character. Hidden away at the end of Southwest Drive within the coveted Cherokee Park neighborhood, this 5-bedroom home offers exceptional seclusion and privacy, surrounded by lush, verdant landscaping, specimen trees and mature oaks, with tranquil water views providing a serene backdrop throughout the entire home. A masterpiece by design, this architectural gem was designed by esteemed architect Clifford Scholtz and built with impeccable craftsmanship by Rich Perrone of Perrone Construction. Among the recent exterior improvements are a new roof and gutters, fresh exterior paint, new decorative landscape lighting, and a refreshed outdoor shower. Inside, thoughtfully curated modern finishes and updates seamlessly blend with classic architectural details such as columns, archways, and a mahogany-paneled office, creating interiors that feel bright, open, and timeless. New European white oak flooring flows through the main living areas, while Stark carpeting adds warmth to the staircase, select bedrooms, and the bonus room. A culinary enthusiast’s dream, the completely updated kitchen boasts Taj Mahal leathered stone countertops, White Haze dolomite backsplash, a micro cement hood, painted cabinetry, an oversized island, new sinks and faucets, a Sub-Zero fridge/freezer, and more. The charming breakfast area and adjacent family room, featuring a new micro cement fireplace with Taj Mahal hearth, are set against a backdrop of expansive windows and glass doors that capture picturesque bay views. A luxurious and peaceful retreat, the elaborate primary suite features a beautifully updated bath showcasing new vanities with Taj Mahal countertops and Brizo fixtures, plus new flooring, soaking tub, and walk-in shower. Secondary baths throughout the home have also been refreshed. Covered patios and loggias extend from the main living areas, creating ideal spaces for relaxation and enjoyment. Upstairs, the expansive gathering room impresses with its custom Perla Venata quartzite bar, freshly painted ceiling beams, large windows, and balcony access overlooking the bay, pool, and lush grounds. This is the perfect perch to enjoy large gatherings, relax at the bar, shoot pool, or have friends and family over on game day. Outside, the property unfolds as a private oasis, with a screened porch featuring Chicago brick pavers, a Wolf gas grill, Sub-Zero fridge, and refreshed finishes including a tiled backsplash, updated hardware, new sink and faucet, and refinished cabinetry. Chicago brick pavers also surround the free-form pool, creating a cohesive outdoor living environment. At the water’s edge, boaters will delight in the protected deep-water boat basin with two lifts (10,000-lb. and 16,000-lb. capacities), providing effortless maritime adventures. A detached oversized 3-car garage, connected by a covered walkway, provides ample space for storage or workshop use. Additional updates of note include updated HVAC systems, tankless water heaters, and modernized electrical throughout. A whole house generator rounds out the superlative systems. This exquisitely updated estate represents a rare offering where timeless elegance meets modern sophistication on one of Sarasota's most extraordinary waterfront settings.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
2369 BAHIA VISTA ST, SARASOTA, FL 34239
$820,000175 Days on yellowkey MLS ID: A4676532
REDUCED by $29,000 (3.4%) on 06/11/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2141 Built: 2023 Tax: $7,964 (2025)Community: Avon Heights 2Spa: NoSingle Family
Taxes:$7,964
Remarks: Discover the ultimate in luxury living just a short drive from downtown Sarasota, St. Armands Circle, and Lido Beach! Designed by Arrow Homes, this inviting custom-built 2 story residence offers 4 bedrooms and 21/2 baths. Don’t miss the elegant traditional design and exceptional craftsmanship. Enjoy impressive 9’-4” ceilings, spacious owners suite, bonus loft area, custom PGT Florida Impact Rated windows and doors, oversized 2 car garage, and immaculate wood flooring and beautiful crown molding throughout the home. The open airy gourmet kitchen boasts wood cabinetry, complete with an entertainer’s island, and elegant quartz countertops highlighting the custom feel. The spacious first floor owners suite is an oasis of calm with tray ceiling, crown molding, walk in closet and a custom attached bath featuring a glass enclosed shower and freestanding soaking tub. Upstairs is the loft area along with 3 additional bedrooms and a full bath. The loft area offers desirable extra space for an office, sitting room, or kids TV area. Outside the oversized raised lanai invites you to fully enjoy the Florida way of life with plenty of room for an outdoor kitchen, hot tub, and more! The exterior of the home offers a private backyard beautifully designed landscaping, St Augustine grass, a dedicated irrigation meter and system, and a paver drive and walkway. This fantastic location is in the Southside school district with quick access to high-end shopping, dining, and entertainment opportunities. There is also room for a pool should you wish to add to the property. LOCATION, LOCATION, LOCATION! Perfectly situated to enjoy all that Sarasota has to offer. You are just minutes from the vibrant energy of Downtown Sarasota, the exclusive shopping and dining of St. Armands Circle, and the iconic shores of Lido Beach. Enjoy a short drive to world-famous Siesta Beach and the charm of Pinecraft. Exceptional proximity to top-tier medical facilities, being only half a mile to Sarasota Memorial Hospital PLUS the interstate all within 3-5 miles or just steps to public transportation. This is the exceptional lifestyle and quality home you have been waiting for!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rory Mcdonald (941-961-7247)
2355 BAHIA VISTA ST, SARASOTA, FL 34239
$820,000217 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
Taxes:$8,758
Tax Year: 2024
Remarks: 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!
2059 ROSE ST, SARASOTA, FL 34239
$525,00057 Days on yellowkey MLS ID: TB8503863
REDUCED by $15,000 (2.8%) on 06/11/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1933 Built: 1951 Tax: $1,888 (2025)Community: Akin AcresSingle Family
Taxes:$1,888
Remarks: Virtually Staged. MOTIVATED SELLER. PRICE ADJUSTMENT OF $10,000. Great value in the Flower Streets, south of downtown. This home sits on an oversized lot and features four bedrooms, two full bathrooms, open living dining areas with beautiful hardwood floors, an indoor laundry room and an enormous primary bedroom suite. The lot is deep and so there is an expansive back yard with fruit trees and plumeria. The current owners also added a carport for a Class A motorhome, complete with a hookup. This is a unique property offering lots of value in a great location.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Rick Waid (941-735-4207)
3700 S OSPREY AVE #115, SARASOTA, FL 34239
$169,00076 Days on yellowkey MLS ID: A4689629
REDUCED by $10,000 (5.6%) on 06/11/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,512 (2025)Community: Plaza GardensCondo
Taxes:$2,512
Remarks: West of the Trail location with convenient access to downtown Sarasota and Siesta Key. Ground floor condo featuring a newly updated kitchen with new appliances and new carpet in the bedrooms. The enclosed lanai with vinyl windows opens directly to the parking area for easy access. Unit includes in-home washer and dryer and a Jack-and-Jill bathroom layout. Assigned parking space #56 located just steps from the condominium.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Robin De Busk (941-922-4959)
2817 HAWTHORNE ST, SARASOTA, FL 34239
$359,95017 Days on yellowkey MLS ID: O6413863
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1383 Built: 1954 Tax: $5,194 (2025)Community: Rio Vista ResubSingle Family
Taxes:$5,194
Remarks: Virtually Staged. Located in a highly desirable Sarasota area, this residence offers a comfortable layout with inviting living spaces and a functional floor plan designed for everyday living. The interior provides a natural flow that works well for both relaxation and entertaining. This home presents a great opportunity for a buyer looking to personalize and make improvements. Outdoor space adds flexibility for gardening, outdoor activities, or future enhancements. Conveniently situated near shopping, dining, beaches, and downtown Sarasota, this property offers access to some of the area’s most sought-after amenities.
Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)
Listing Agent: Raquel Littlejohn (470-279-6333)
2551 HIBISCUS ST, SARASOTA, FL 34239
$775,000140 Days on yellowkey MLS ID: A4681532
5 Days Off yellowkey (back on 6/9/2026)
REDUCED by $24,000 (3.0%) on 06/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1988 Built: 1957Monthly Fee: $17 Tax: $2,183 (2025)Community: South GateSpa: NoSingle Family
Taxes:$2,183
Remarks: Virtually Staged. Tucked away on an oversized corner lot in the desirable South Gate neighborhood, this beautifully refreshed mid-century modern home is a rare blend of timeless design and thoughtful updates. Recently updated, the home features refinished terrazzo floors, a new kitchen with updated cabinetry, countertops and appliances, along with new bath vanities, allowing the original character of the era to shine while offering modern comfort. The flexible floor plan includes three bedrooms, two baths, and an expansive 12-by-13-foot laundry room that could easily be reimagined as a home office, studio or additional living space, bringing the interior to nearly 2,000 square feet. Large windows and classic architectural lines reinforce the home’s authentic mid-century feel. Anchoring the home is a dramatic double-sided stone fireplace, a mid-century architectural statement that subtly divides living spaces while maintaining openness and flow. Crafted in natural stone, it functions as a sculptural focal point and a functional hearth, an unmistakable nod to the design principles of the era. Outdoors, enjoy an excellent covered patio overlooking a generous screened-in pool, ideal for relaxed afternoons or entertaining year-round. The oversized corner lot enhances privacy and provides a sense of space rarely found in this area. Roof 2025, Newer front door/windows (2014), PVC from house to street. South Gate offers an optional HOA, giving residents access to a community pool, clubhouse and a full calendar of neighborhood events, adding a wonderful sense of connection without obligation. Ideally located, the home is just a short distance or bike ride to Arlington Park, Southside Village and Sarasota Memorial Hospital, with quick access to downtown Sarasota, Siesta Key and St. Armands Circle. This is a mid-century modern home for those who appreciate the architecture, simplicity and enduring style of the era, set in one of Sarasota’s beloved neighborhoods.
Listing Agent: Katy Mcbrayer (941-400-2406)
1759 WALDEMERE ST, SARASOTA, FL 34239
$4,449,999262 Days on yellowkey MLS ID: A4666725
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4513 Built: 2025 Tax: $13,348 (2024)Community: Midwood ManorSpa: YesSingle Family
Taxes:$13,348
Remarks: Virtually Staged. West of Trail luxury meets modern innovation at 1759 Waldemere Street. This brand-new, custom-built residence embodies timeless design, contemporary craftsmanship, and intentional indoor–outdoor living. Set on a .33-acre lot just steps from Southside Village and Sarasota Memorial, the home delivers sophistication, convenience, and exceptional attention to detail in one of Sarasota’s most sought-after neighborhoods — a rare opportunity in the coveted West of Trail community. Spanning 4,513 square feet, the two-story floor plan features four bedrooms, five baths, an office with private entry, and a media room that opens to a 480-square-foot balcony overlooking the property. Designed for both everyday living and elegant entertaining, the home showcases expansive sliding glass doors that blur the line between indoors and out, opening to a heated saltwater pool, spa, and lush landscaped backyard for year-round enjoyment. The designer kitchen serves as the heart of the home, featuring Sub-Zero and Wolf appliances, custom cabinetry, imported stone, and a hidden butler’s pantry. The first-floor primary suite epitomizes luxury with zero-corner sliders that open directly to the pool and outdoor living area. Inside, a spa-inspired bath includes a freestanding tub, walk-in shower, and a custom built-in walk-in closet. Upstairs, two en suite bedrooms and a second-floor primary suite give privacy for family or guests. A versatile media room and expansive outdoor terrace complete the level, overlooking the serene backyard oasis. Every detail has been thoughtfully curated — from the bespoke, locally handcrafted Sapele wood entry door to hurricane-impact windows and doors, a three-car garage with epoxy flooring, and professional landscaping surrounding the fenced backyard. Ideally located in the highly regarded Southside Elementary School district, near Sarasota Memorial Hospital and the shops and dining of Southside Village, with downtown Sarasota, Siesta Key, Lido Key, and St. Armands Circle just minutes away. This is more than a home — it’s a statement of Sarasota luxury living.
Listing Agent: Rachel Hamrick (941-529-1773)
3013 JENNINGS DR, SARASOTA, FL 34239
$469,000318 Days on yellowkey MLS ID: A4660149
REDUCED by $10,000 (2.1%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1364 Built: 1960 Tax: $4,676 (2024)Community: South GateSingle Family
Taxes:$4,676
Remarks: Virtually Staged. MOTIVATED SELLERS! Priced WELL BELOW the certified appraisal value, this move-in-ready home delivers instant equity and standout value in today’s market—plus a long list of brand-new upgrades you won’t have to budget for. Don’t miss this one! Located in the highly sought-after South Gate neighborhood, this property also offers up to $8,000 in closing cost credits, making it an even stronger purchase. Step inside to an inviting open-concept layout where NEW (2026) LVP flooring and updated cabinetry create a bright, modern feel throughout. The kitchen is designed to impress with stainless steel appliances, sleek granite countertops, a contrasting travertine stone backsplash, and rich cabinetry—perfect for everyday living or entertaining. The fully fenced backyard provides privacy and plenty of room to relax, entertain, or store your boat or RV—no HOA or CDD restrictions here. Major upgrades include: • LVP Flooring (2026) • Updated Cabinetry (2026) • Primary Bathroom Renovation (2026) • Metal Roof (2023) • AC (2022) • Custom Closet Organizers (2022) • Conversion to underground utilities + public water & sewer. South Gate offers unbeatable location perks—just 4 miles to downtown Sarasota, 5 miles to Siesta Key Beach (ranked #1 in the U.S.), 3 miles to Sarasota Memorial Hospital, and a quick 2-mile ride to the Legacy Trail, with excellent schools nearby. This is the total package: priced under appraisal, loaded with upgrades, and centrally located. Walk into instant equity and schedule your private showing today!
Listing Agent: Tanner Carlson (941-928-9771)
2521 WEBBER ST, SARASOTA, FL 34239
$595,00016 Days on yellowkey MLS ID: A4696363
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1922 Built: 1957 Tax: $4,782 (2025)Community: South GateSingle Family
Taxes:$4,782
Remarks: Established furnished, turn-key vacation rental in the heart of Sarasota. This beautifully decorated 2 bedroom, 2 bathroom home has lots of natural ight and living space. Metal roof installed in 2011- resembling tile roof, fenced in backyard, stainless steel appliances, marble countertops, updated AC, water heater and garage door motor in large 2 car garage with built in storage cabinets. Minutes away from downtown and world renowned Siesta Key Beach. Optional HOA with access to Southgate pool.
Listing is courtesy of: THE REAL ESTATE STORE (941-685-4224)
Listing Agent: William Kelly (941-685-4224)
1541 FLOWER DR, SARASOTA, FL 34239
$1,870,000367 Days on yellowkey MLS ID: A4656365
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3302 Built: 1956 Tax: $7,456 (2024)Community: Harbor AcresSpa: NoSingle Family
Taxes:$7,456
Remarks: This unique home is in the desirable neighborhood of Harbor Acres. World renowned Selby Botanical Gardens is less than a mile from your new home. This mid-century jewel was built in 1956 and was originally a 2/2. The original bathrooms are still in their original state and are in good condition providing a cool retro vibe. The original hardwood floors and fireplace exude warmth and sophisticated charm. The current owner purchased the home in 1989 and remodeled the kitchen and added a new wing on the house with 2 additional large bedrooms ensuite with baths. Copious amounts of storage in all 4 bedrooms and a huge laundry room with lots of closet space as well. The garage is oversize and there is a picturesque circular driveway for ample parking. There is plenty of room to put in a pool of your own design. The house was re-roofed in 2018. Some of the most beautiful homes in Sarasota are your neighbors in Harbor Acres. And Flower Drive is a special address with the highly sought after Southside Elementary School just 1-mile away, you can’t beat this property. In real estate it is all about Location, Location, Location. This home has plenty of room for the family, so, come on home!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Kathleen Griffin (941-302-3979)
2124 CLEMATIS PL, SARASOTA, FL 34239
$2,299,000372 Days on yellowkey MLS ID: A4656371
3 Days Off yellowkey (back on 6/1/2026)
REDUCED by $101,000 (4.2%) on 05/13/2026
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: PRICE IMPROVEMENT | SELLER MOTIVATED. 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 Agent: Alberto Rueda Ramirez (701-314-6916)
2305 TEMPLE ST, SARASOTA, FL 34239
$2,149,000238 Days on yellowkey MLS ID: A4670467
REDUCED by $141,000 (6.2%) on 06/09/2026
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3386 Built: 2025 Tax: $4,244 (2024)Community: Loma Linda ParkSpa: YesSingle Family
Taxes:$4,244
Remarks: Tucked away on Temple Street, this stunning Sarasota home delivers the perfect mix of luxury, style, and comfort. With 5 bedrooms, 5 full baths, and 2 half baths (including a dedicated pool bath), every detail was designed for effortless living and entertaining. Inside, bold black accents, designer lighting, and custom finishes set a sophisticated modern tone. The open layout flows seamlessly through the main living areas and a beautifully designed kitchen that’s as functional as it is striking. Upstairs, a dedicated entertainment area with space for games and lounging offers the perfect hangout for family and guests. Step outside to your own private retreat featuring a heated pool and spa, outdoor shower, and a fully equipped outdoor kitchen ideal for dining and entertaining. Multiple balconies and shaded seating areas complete this exceptional property. This home captures everything that defines modern Sarasota living—luxurious, inviting, and designed for unforgettable moments.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Curt Ware (941-587-9122)
3174 JENNINGS DR, SARASOTA, FL 34239
$899,000164 Days on yellowkey MLS ID: A4677727
1 Days Off yellowkey (back on 6/10/2026)
Bed: 4 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 2403 Built: 1969 Tax: $6,275 (2025)Community: South GateApartment
Taxes:$6,275
Remarks: Under contract-accepting backup offers. Welcome to this stunning, turnkey villa-style duplex, beautifully furnished and thoughtfully decorated throughout. Perfectly situated on an oversized corner lot in the desirable Southgate neighborhood, this exceptional property is just 6 miles from world-famous Siesta Key Beach and there was no water intrusion from the 2024 hurricanes! Each side of the duplex offers two spacious bedrooms, two modern bathrooms, and a versatile den currently furnished as a third bedroom. The home has been tastefully updated with brand-new appliances, quartz countertops, luxury vinyl flooring, and high-end furnishings, making it truly move-in ready. Both units feature private front and rear courtyard spaces, ideal for outdoor relaxation or entertaining. Each side also includes a generous laundry room located inside its own one-car garage. The garages are currently set up as game rooms, but can easily be converted back to traditional garages as the seller is the owner/operator of Statewide Garage Doors. Currently operating as a vacation rental, showings must be coordinated around guest occupancy. Please contact the listing agent to confirm availability for showings. While the property is being sold fully furnished and turnkey, the owner may retain a few select items of sentimental value. This is a rare opportunity to own a multi-generational residence or an income-producing investment. Live in one unit and rent the other, or maximize rental potential on both sides—this versatile property offers endless possibilities. Don’t miss out on this exceptional opportunity!
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Renee Miller (941-724-0688)
2753 VALENCIA DR, SARASOTA, FL 34239
$575,00079 Days on yellowkey MLS ID: TB8493972
REDUCED by $20,000 (3.4%) on 06/10/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1710 Built: 1957 Tax: $4,166 (2025)Community: South GateSingle Family
Taxes:$4,166
Remarks: Welcome to 2753 Valencia Drive, a beautifully reimagined 2-bedroom, 2-bath residence offering 1,541 square feet of light-filled living in the heart of Sarasota. From the moment you arrive, the home’s clean mid-century lines, fresh exterior finishes, and inviting covered entry set the tone for what’s inside. Step through the front door into a bright, open living space where wide-plank flooring, recessed lighting, and a soft neutral palette create a warm yet modern feel. The spacious living room flows effortlessly into a secondary sitting area centered around a charming brick fireplace perfect for relaxing evenings or entertaining guests. The fully renovated kitchen is both stylish and functional, featuring crisp white shaker cabinetry, quartz countertops, stainless steel appliances, designer backsplash, and elegant gold hardware accents. Thoughtful details and ample storage make this space as practical as it is beautiful. Just beyond, a sun-drenched dining area is surrounded by large windows that bring the outdoors in, creating the perfect setting for morning coffee or intimate dinners while overlooking the private backyard. Both bathrooms have been tastefully updated with modern vanities, upgraded fixtures, and clean, timeless finishes. The bedrooms are generously sized, offering comfort and flexibility for guests, a home office, or everyday living. Step outside to a spacious backyard with room to create your own outdoor oasis whether it’s a pool, garden, or entertaining space. The covered patio adds even more versatility for year-round enjoyment. Ideally located in one of Sarasota’s most desirable areas, this home places you just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, and top-rated schools. This is a rare opportunity to own a move-in-ready home that perfectly blends modern updates with timeless charm your Florida lifestyle starts here.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Kristin Leon (727-501-6516)
2547 BAHIA VISTA ST, SARASOTA, FL 34239
$899,90017 Days on yellowkey MLS ID: A4696476
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1989 Built: 1950 Tax: $8,702 (2025)Community: Avon Heights 2Single Family
Taxes:$8,702
Remarks: Beautifully remodeled property with amazing pool. Currently operates successfully as an AirBNB and can be a great rental or owner occupied home. Comes with a 1 bed 1 bathroom in-law suite, and 3 bed 2 bath main living area. Kitchen has new cabinets and quartz counter tops.
Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)
Listing Agent: Scott Fader (248-294-7850)
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