Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
4230 SHADY OAKS CT, SARASOTA, FL 34233
$3,60038 Days on yellowkey MLS ID: A4685832
REDUCED by $50 (1.4%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1276 Built: 1981Community: Quail Tr EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Ashton Elementary
High School: Sarasota High
Tax Year:
Middle School: Sarasota Middle
Remarks: PERFECTION will be appreciated THROUGHOUT this BEAUTIFUL FAMILY HOME - 3 bedrooms = 2 bathrooms - POOL - THE SUNSETS ARE UNFORGETABLE WHILE WATCHING THEM OVER THE LAKE - and absolutely breathtaking back yard . TOTALY REMODELED ..3 BEDROOMS 2 BATHROOMS - wonderful family neighborhood - for the young - Ashton Elementary , Sarasota Middle and Sarasota High schools - or for the young at heart. - This wonderful home is located in a secluded and private enclave of just few homes - THIS HOME IS TRULLY FOR THE MOST DEMANDING -Pool and Lawn service included
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Maria Balaz (941-780-5723)
5468 WILKINSON RD, SARASOTA, FL 34233
$4,500144 Days on yellowkey MLS ID: A4673297
REDUCED by $50 (1.1%) on 04/17/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2209 Built: 1982Community: Center Gate Estates Ph 01ASpa: NoSingle Family
Remarks: EXQUISITE & EXCEPTIONAL FAMILY HOME-with top of the line renovations - from top to bottom *** No worries about quality of this home** New roof *** new plumbing *** new electrical update***New AC system *** ALL new hurricane windows and doors *** New hot water tank***all new appliances including washer & dryer*** All window shades *** Extra wide 2 car garage *** AND ABSOLUTELY OUTSTANDING PATIO 35 X 26 with Pool 28 x 16 - overlooking peaceful lake *** Only one word can describe this home - beautiful & perfect in every way *** Excellent schools - Ashton Elementary - Sarasota Middle - Sarasota High *** CENTRALLY LOCATED - close to I-75 - close to Dr's Hospital - close to all banks and restaurants - ONLY 15 minutes drive to #1 BEACH in USA - Siesta Key - few minutes extra to famous Lido Beach - and only a short drive to the new UTC shopping center *** When you visit this home - you will recognize the exceptional quality and great location. Pool and Lawn service included.
4910 OLD CREEK DR, SARASOTA, FL 34233
$4,495Listed 04/17/2026 10:11AM MLS ID: A4690402
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2555 Built: 1999Community: OakleafSingle Family
Remarks: Welcome to this well-located rental home in Sarasota, offering comfort, convenience, and easy access to everything the area has to offer. Situated in an established neighborhood, this property provides a functional layout with plenty of natural light and inviting living spaces. The home features a spacious living area, a well-equipped kitchen, and comfortable bedrooms, making it ideal for full-time living. Enjoy a private outdoor space perfect for relaxing or entertaining, along with ample parking and storage options. Conveniently located near shopping, dining, major roadways, and just a short drive to Sarasota’s beautiful Gulf beaches, this home offers the perfect balance of accessibility and lifestyle. Available soon—contact us today for availability details and to schedule a showing.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Mike Sorensen (941-380-2900)
1350 MAIN ST #709, SARASOTA, FL 34236
$3,00012 Days on yellowkey MLS ID: O6396467
REDUCED by $500 (14.3%) on 04/17/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 895 Built: 2007Community: 1350 Main ResidentialSpa: YesCondo
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: Location, location, location! AVAILABLE MAY 1ST. Discover the best downtown address in the heart of Sarasota with this beautifully designed corner unit condo with balcony. Featuring modern designer décor. This condo is perfect for those who love the vibrant downtown lifestyle or as a seasonal getaway. This large, 1 bedroom, 1 bathroom condo offers 895 square feet of luxurious living space, highlighted by 40 inch ceramic tile floors, granite counters, and stainless appliances. Luxurious bathroom with a double vanity, garden tub and gorgeous subway tile wall. Master bedroom has walk-in closet with built-in storage. Private balcony overlooking the pool and city, is perfect for relaxing and entertaining. The building amenities are second to none, including a 24-hour concierge service, on-site management, secure fob access to entryways and elevators, a 72’ heated lap pool and spa, steam room, state of the art fitness center, library, pool table, social rooms, private conference rooms, an outdoor grill area with herb garden, secure under building parking garage with assigned space, climate-controlled storage, whole building water filtration system, and a guest suite for visitors. You are walking distance to some of Sarasota’s world class restaurants, shopping, theater, farmer’s market, festivals, art galleries and entertainment including Marina Jacks, Sarasota Opera House, Florida Studio Theater, Selby Gardens, Bayfront Park, Burns Court Cinema, and the Selby Library. St. Armand’s Circle, Longboat Key, Lido Key and the white sand beaches of Siesta to the south are just a short drive. For those who prefer not to drive, the trolley from your front door offers a scenic ride over the Ringling Bridge to Armand’s Circle and Lido Key Beach. Don’t miss this exceptional opportunity to embrace the endless possibilities at 1350 Main! Schedule a showing today! Available for ANNUAL LEASE at $3500 per month or SEASONAL LEASE at $5000 per month. 3 MONTH MINIMUM LEASE.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Barb Parrish (407-810-4618)
3269 BENEVA RD #102, SARASOTA, FL 34232
$2,000Listed 04/17/2026 9:47AM MLS ID: A4690193
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1979Community: Village Brooke Sec 3Condo
Elementary School: Wilkinson Elementary
Middle School: Brookside Middle
Remarks: If you are looking for a comfortable place to enjoy Sarasota without stretching your budget, this inviting first-floor condo in Village Brooke is an excellent choice. Located in a friendly and established community, this home offers a relaxed setting that makes it easy to settle in and feel at home. The condo features a well-designed kitchen with attractive counters and a convenient pass-through bar top to the dining area, ceramic tile flooring throughout the main living spaces, and a generously sized bedroom with a walk-in closet. A private south-facing screened lanai provides a pleasant place to unwind, offering shade during the warmer months and comfortable warmth during the winter season. Village Brooke is located just across from the Village Green public golf course and is known for its beautifully maintained grounds and welcoming atmosphere. Residents enjoy an active social calendar with weekly gatherings, seasonal events, and opportunities to connect with neighbors. Community amenities include two heated pools, tennis courts that also accommodate pickleball, shuffleboard, peaceful ponds with shaded gazebos, outdoor barbecue and picnic areas, and a clubhouse with billiards, a library, a gathering room, and a kitchen for social events. With water and sewer, basic cable, trash service, pest control, and grounds maintenance included, daily living is simple and low stress. Conveniently located near shopping, dining, golf, and a short drive to Sarasota’s beaches and the Gulf waters of Siesta Key, this condo is ideal for seasonal residents seeking comfort, community, and value. Contact us today for availability and seasonal rental terms. *** Property is also being offered for sale at $155,000. See MLS A4674580***
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
512 LAUREL PARK DR, SARASOTA, FL 34236
$5,2501 Day on yellowkey MLS ID: A4690253
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2423 Built: 2019Community: Enclave At Laurel ParkSpa: NoTownhouse
Remarks: ANNUAL UNFURNISHED TOWNHOUSE AVAILABLE FOR LEASE IN ENCLAVE — DOWNTOWN SARASOTA. Built to the highest standards with impact windows and doors, this elegant residence features a charming gated entry leading to a welcoming foyer and a private elevator that provides easy access to every level. The first floor offers a private two-car garage and an oversized closet, while the second level boasts a gourmet kitchen with solid stone counters, stainless appliances, a designer backsplash, and a spacious open-concept great room with dining and living areas plus a convenient powder room. The third level is dedicated to the owner’s primary suite, which includes a walk-in closet and a spa-like bathroom featuring a large walk-in shower, double vanity, and beautiful tile work. Conveniently located on the same level is the laundry room with a washer and dryer and a utility sink. The fourth level includes two generous en-suite bedrooms with walk-in closets. Every level enjoys dual balconies for seamless indoor-outdoor living, complemented by hardwood floors throughout the main areas. Located in the desirable Enclave at Laurel Park, this home is walking distance of Bayfront Park, the Ringling Bridge, the Farmers Market, Sarasota Opera, Van Wezel, fine dining, shopping, and all the energy of bustling downtown Sarasota. Nearby Payne Park offers tennis courts, playgrounds, and a skate park, while Siesta Key, Lido Beach, the Legacy Trail, and countless parks and preserves are just moments away.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (239-262-4242)
Listing Agent: Alex Lane (941-960-3080)
9200 MIDNIGHT PASS RD #24, SARASOTA, FL 34242
$2,4501 Day on yellowkey MLS ID: A4690246
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 706 Built: 1972Community: Inlet AptsCondo
Elementary School: Phillippi Shores Elementary
Remarks: Welcome to your slice of paradise in Siesta Key! This beautifully updated condo at 9200 Midnight Pass Rd, Apt 24 offers stunning water views and the perfect blend of comfort and coastal charm. This inviting unit features a spacious king-sized bedroom and full bathroom, along with custom-built bunk beds—ideal for guests or added sleeping flexibility. The fully enclosed Florida Room with windows expands the living space, creating a bright and airy environment perfect for relaxing or entertaining. Enjoy breathtaking Gulf sunset views right from your private lanai, the perfect spot to unwind after a day at the beach. The recently renovated kitchen is equipped with stainless steel appliances and sleek granite countertops, while wood and tile flooring throughout provide both style and easy maintenance. Residents will appreciate access to excellent community amenities, including boat dockage, Gulf and canal views, a heated swimming pool, and on-site laundry facilities. Ideally located just moments from the world-renowned beaches and a short ride to Siesta Key Village, where you can enjoy shopping, dining, and entertainment. Whether you're walking along the soft sandy shores, kayaking through peaceful canals, or exploring the island, this location offers the ultimate beach lifestyle. Unit #24 is the perfect place to call home—don’t miss this opportunity to live in paradise! Taxes and fees will apply to base rent.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
7592 AGUILA DR, SARASOTA, FL 34240
$3,95018 Days on yellowkey MLS ID: A4688321
REDUCED by $700 (15.1%) on 04/09/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3367 Built: 2017Community: Palmer ReserveSpa: NoSingle Family
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Just Reduced. Great value, FOR LEASE SARASOTA UNFURNISHED Executive 4BR Luxury Home in Palmer Reserve | 3,367 Sq. Ft | Built 2017 Prime Sarasota Location. Welcome to this beautifully maintained executive home located in the highly desirable Palmer Reserve community. Built in 2017, this spacious 4-bedroom, 4.5-bath residence offers 3,367 square feet of modern living space with thoughtful design and high-end finishes throughout. The open-concept floor plan features a gourmet kitchen with premium cabinetry, expansive counter space, and seamless flow into the main living and dining areas — ideal for both everyday living and entertaining. The oversized primary suite offers a private retreat with a spa-like bathroom and generous walk-in closets. Each additional bedroom includes access to its own bathroom, providing comfort and privacy for family members or guests. Enjoy indoor-outdoor Florida living with a covered lanai and ample space for relaxing or hosting gatherings. The home’s newer construction provides energy efficiency, modern hurricane standards, and contemporary styling rarely found in the rental market. Conveniently located just minutes from I-75, Lakewood Ranch, and top-rated schools, this property offers easy access to Siesta Key Beach, downtown Sarasota dining, shopping, and major healthcare centers including Sarasota Memorial Hospital. Ideal for corporate relocation, medical professionals, or families seeking a high-quality rental in one of Sarasota’s most convenient locations. Highlights: • 3,367 sq ft of living space • 4 bedrooms, 4.5 bathrooms • Built in 2017 – modern construction • Open-concept kitchen and living area • Spacious primary suite with spa-style bath • Covered lanai and outdoor living space • Quiet residential community • Convenient access to I-75 and Lakewood Ranch • 25 minutes to Siesta Key Beach • Professional management available • Flexible lease terms considered Small pets allowed Lawn and tree care included Pest control included Internet 1GB speed included This is a rare opportunity to lease a newer, large-format home in a prime Sarasota location. Serious inquiries only.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Patrice Ivan (941-993-0823)
4879 COMMONWEALTH DR, SARASOTA, FL 34242
$14,000288 Days on yellowkey MLS ID: A4657954
REDUCED by $1,000 (6.7%) on 04/16/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2450 Built: 1957Community: Siesta BeachSpa: NoSingle Family
Remarks: FULLY FURNISHED rental available in Siesta Key, close to the beach and walking distance to Siesta Key Village. RENTAL PRICE depends on total LENGTH OF STAY. Rent a Rare Piece of Sarasota's Architectural History on Siesta Key! Step into timeless design and architectural significance with this rare mid-century modern masterpiece, situated on a private double lot in the heart of Siesta Key. Boasting 2,500 square feet of light-filled living space, this 4-bedroom, 3-bathroom residence has been meticulously renovated while preserving its original architectural integrity. Clean lines, expansive impact windows, and an open floor plan define the home’s iconic style, inviting the outdoors in and creating a sense of calm sophistication throughout. Inside, the split floor plan provides distinct zones for privacy and connection. The primary suite is a sanctuary of its own, complete with private access to the outdoors, a luxurious bath featuring a freestanding soaking tub, and a marble-lined walk-in shower. On the opposite side of the home, three additional guest bedrooms provide comfort and style—including a junior suite with its own private bath, full marble detailing, and oversized picture window with views of the pool and deck area. High-end renovations include: New commercial-grade roof (30-year lifespan); High-impact windows and doors throughout the home; Durable wood-grain tile flooring; Quartz waterfall countertops & custom wood cabinetry in the kitchen; Floor to ceiling marble tile in all bathrooms; All new major appliances including HVAC, pool equipment and water heater; Spray foam insulation throughout the home for an extra layer of protection; and designer finishes and curated lighting throughout. Step outside to your personal paradise: a heated saltwater pool with screened enclosure, surrounded by lush tropical foliage for complete privacy and serenity. The home is ideally located just blocks from Roberts Bay and less than a mile from the award-winning crystal sands of Siesta Key Beach. A true retreat, the lushly landscaped double lot offers unmatched privacy and space—perfect for entertaining or simply relaxing beneath the tropical canopy. Whether you're a collector of architectural homes, a beach lover, or simply someone looking for the rare blend of heritage, location, and luxury, this one-of-a-kind property is your opportunity to own an iconic piece of Sarasota’s rich design legacy.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Daniel Petrilla (610-772-5881)
2705 S BRINK AVE, SARASOTA, FL 34239
$3,9994 Days on yellowkey MLS ID: A4687801
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2355 Built: 1959Community: South GateSingle Family
Remarks: ANNUAL RENTAL in South Gate!!!! Mid-century styled freshly professionally painted 4 bedroom, 3 bath, 2 car garage and a carport! Newer roof, paver deck pool with access to the kayak and fishing water of Phillippi Creek! Beautiful terrazzo floors and tile throughout. Fenced pool huge yard, great entertaining house! Lawn care, pool service and pest control included with your lease! available NOW!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Patrick Ritchey (941-284-7287)
2224 BAHIA VISTA ST #E1, SARASOTA, FL 34239
$1,80017 Days on yellowkey MLS ID: A4688453
0 Days Off yellowkey (back on 4/16/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 982 Built: 1979Community: Cordova Gardens IiCondo
Elementary School: Alta Vista Elementary
Remarks: Rent is $1,800 per month with first month, last month, and a $200 security deposit required. Move-in available now! This beautifully updated ground-floor condo in the desirable Cordova Gardens community offers comfort, convenience, and a prime Sarasota location. Step inside to a bright, open layout with modern luxury vinyl flooring and plenty of natural light. The renovated kitchen features granite countertops, sleek gray cabinetry, and ample storage, flowing seamlessly into the dining and living areas for easy everyday living. Both bathrooms have been updated with modern finishes, and the split-bedroom layout provides privacy—perfect for guests or a home office. Enjoy your private screened lanai overlooking lush landscaping, ideal for morning coffee or relaxing evenings. Assigned parking is located just outside your door, and the ground-floor location makes access easy and convenient. Cordova Gardens offers low-maintenance living with rent that includes water, sewer, trash, internet, landscaping, pest control, and exterior maintenance. Residents also have access to the community pool, clubhouse, and common areas. Located just minutes from downtown Sarasota, Sarasota Memorial Hospital, Lido Beach, Payne Park, the Legacy Trail, and the Sarasota Art Museum, this home puts you close to everything. You’re also within walking distance to local favorites like Yoder’s Fresh Market, Big Olaf Ice Cream, and the YMCA. Schedule your showing today and secure this Sarasota rental before it’s gone!
Listing Agent: Rachel Tritschler (941-993-5892)
1343 4TH ST #202, SARASOTA, FL 34236
$9,75058 Days on yellowkey MLS ID: TB8478280
REDUCED by $2,250 (18.8%) on 04/15/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2325 Built: 2025Community: Vista UrbanaCondo
Remarks: Live ahead of the curve. Canvas RADD is a modern condominium collection rooted in design, culture, and forward momentum, set inside Sarasota’s Rosemary Arts and Design District. This is where studios replace strip malls, mornings start at Project Coffee, afternoons reset at Shack Yoga, and the city feels alive again. Walkable, urban, and unapologetically modern, Canvas RADD sits at the edge of Downtown Sarasota, exactly where growth and creativity intersect. The Sky Loft plan is 2,353 square feet, unfolding across three levels accesible by private elevator and a showpiece staircase. Offering 3 bedrooms and 3 baths designed around light, volume, and movement. High ceilings and expansive windows pull the outside in. Balconies layer in air and rhythm. Above it all, a private rooftop terrace and fourth-floor entertaining space becomes your vantage point, built for gatherings, sunsets, late nights, and watching the neighborhood evolve in real time. The architecture is sharp and intentional. Clean lines. Modern materials. Spaces that feel collected, not conventional. Every home includes an oversized private garage, balancing urban energy with day-to-day ease, whether this is your year-round address, a strategic investment, or a quick creative escape. Canvas RADD extends beyond private living. Residents have access to shared spaces designed for how you actually live now, including a fitness studio for daily resets and a conference room for focused work, creative sessions, or off-site energy without ever leaving the block. From here, Sarasota opens up fast. Walk to the Sarasota Farmers Market on weekends. Explore dining and shopping throughout the Rosemary District. Catch a performance at Van Wezel Performing Arts Hall, experience concerts with the Sarasota Orchestra, enjoy evenings out at St. Armands Circle, and spend beach days just minutes away at Lido Beach.
Listing is courtesy of: SIGHT REAL ESTATE, LLC (877-361-0878)
Listing Agent: Chase Moore (727-325-7272)
1343 4TH ST #101, SARASOTA, FL 34236
$6,25058 Days on yellowkey MLS ID: TB8478223
REDUCED by $1,750 (21.9%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1468 Built: 2025Community: Vista UrbanaCondo
Remarks: Live grounded. Create freely. Canvas RADD introduces a single-level, 3-bedroom, 3-bath live/work residence set at street level in Sarasota’s Rosemary Arts and Design District, designed for flexibility, presence, and creative flow in one of the city’s most dynamic neighborhoods. The layout unfolds across one generous level with high ceilings and expansive windows that bring in natural light and neighborhood energy, supporting a live/work configuration ideal for studios, offices, client-facing spaces, or simply room to spread out. A private landscaped yard and courtyard extend the home outdoors, offering a rare urban luxury for morning routines, informal meetings, pets, and evenings under the lights while remaining connected to the city. The architecture is sharp and purposeful, defined by clean lines, modern materials, and interiors that feel collected rather than conventional, complemented by the convenience of a private garage and effortless ground-floor access. Residents also enjoy access to curated shared amenities including a fitness studio for daily resets and a conference room for focused work, collaboration, or creative sessions without leaving the block. From the front door, Sarasota opens up quickly with walkable access to neighborhood favorites like Project Coffee, Shack Yoga, the Sarasota Farmers Market, and local dining and shopping throughout the Rosemary District, along with seamless access to the arts and culture of Downtown Sarasota including live performances, concerts, galleries, and theaters, plus easy drives to St. Armands Circle and nearby Gulf beaches.
1957 MAGNOLIA ST, SARASOTA, FL 34239
$1,99591 Days on yellowkey MLS ID: A4678792
0 Days Off yellowkey (back on 4/15/2026)
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 800 Built: 1951Community: Poinsettia Park 2Single Family
Remarks: Available March 15th, 2026. Just two blocks to Siesta Drive and a few more to the bridge leading to Siesta Key! This immaculate mid-century Florida style home has wood flooring, an updated kitchen, 2 bedrooms, and a den. The large back yard is fenced for privacy and makes for a peaceful retreat. Located in Poinsettia Park, one of Sarasota's most desirable neighborhoods. Shopping, dining, beaches, downtown, and the hospital are all just a couple minutes away.
Listing is courtesy of: QUEST PROPERTIES INC (941-504-1111)
Listing Agent: Timothy Bloch (941-504-1111)
2084 GROVE ST #B, SARASOTA, FL 34239
$2,0006 Days on yellowkey MLS ID: A4689586
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 431 Built: 1954Spa: YesSingle Family
Remarks: This one-bedroom, one-bath furnished rental guest house is recently renovated with private entrance, fenced patio/yard area, your own free- standing HOT TUB and access to the shared POOL in the back yard! There is a stackable PRIVATE LAUNDRY conveniently located in the walk-in closet to the bedroom. The kitchenette boasts a large granite countertop with induction cooktop, refrigerator, small convection oven, icemaker, and is open to the living room that has a sofa-bed. The fold-down table can be used as a desk or pulled out from the wall to seat 4. There is one shared wall in the guest house. The location is close to SMH and Southside Village restaurants and shops. Minutes from Bayfront Park, Selby Botanical Gardens, Marina Jacks, St. Armand's/Lido Key, and Siesta Key. Great Neighborhood! November-December $2000/month, Jan-April $3,000/month, May-October $2000/month. Inquire for shorter or longer stays.
Listing Agent: Kari Klein (941-961-7419)
4970 REAGEN WAY, SARASOTA, FL 34232
$2,59519 Days on yellowkey MLS ID: A4688170
0 Days Off yellowkey (back on 4/14/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1355 Built: 1988Community: Cedar HollowSingle Family
Elementary School: Fruitville Elementary
Remarks: AVAILABLE JUNE 2026 for annual rental! Welcome to 4970 Reagen Way in beautiful Sarasota! This charming 3-bedroom, 2-bath single-family home offers comfort, space, and a welcoming neighborhood atmosphere — all tucked away on a quiet cul-de-sac. Step inside to find a bright and airy living room with vaulted ceilings, creating an open and inviting feel. The home features ceramic tile throughout with luxury vinyl flooring in the bedrooms — no carpet anywhere for easy maintenance. The primary suite includes a spacious walk-in closet, providing plenty of storage. Enjoy peace of mind with central A/C, a new roof (2023), and a whole-home water filtration system. The 1-car garage adds convenience, while the fully fenced backyard offers plenty of room to relax or entertain. You’ll love the LARGE screened-in lanai — perfect for enjoying Florida living year-round — as well as the expansive backyard complete with a fire pit and a large shed available for tenant use. Located in a well-maintained neighborhood with no HOA restrictions, this area is especially known for its festive holiday spirit — don’t miss the incredible Christmas light displays the community is famous for! Pets are welcome with owner approval, and there’s NO last month’s rent required, making move-in even easier. Don’t miss your chance to call this wonderful property home — schedule your showing today!
Listing is courtesy of: LEGACY REAL ESTATE ASSOCIATES, LLC (941-757-3588)
Listing Agent: Benjamin Bruce (941-713-5969)
2181 HYDE PARK ST, SARASOTA, FL 34239
$2,49519 Days on yellowkey MLS ID: A4687745
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1188 Built: 1949Community: La Linda TerraceSingle Family
Remarks: Discover this inviting home in Sarasota’s highly desirable Arlington Park neighborhood! This property offers comfort, style, and an unbeatable location. The open kitchen features an island, newer appliances, and flows effortlessly into the living area, creating a great space for everyday living and entertaining. The spacious primary suite includes a walk-in closet and private access to the rear deck. The en-suite bathroom offers a glass block walk-in shower and dual vanities. The guest bathroom has been tastefully updated with a custom rustic vanity. The third bedroom features a vaulted ceiling and access to a side deck—ideal for a flexible workspace or guest room. Bamboo laminate flooring runs throughout the home for a cohesive, modern look. Enjoy the outdoors in the large, fenced backyard with a wraparound deck. A new shed provides additional storage. You’re just minutes from Downtown Sarasota, St. Armands Circle, Siesta Key Beach (approximately 2 miles away), Sarasota Memorial Hospital, and a wide variety of shopping and dining options. Arlington Park offers fantastic amenities such as basketball courts, tennis courts, and a dog park. A fantastic opportunity in a prime location—schedule your showing today!
Listing Agent: Rebecca Krauss, Pllc (941-922-4959)
5174 NORTHRIDGE RD #102, SARASOTA, FL 34238
$1,75018 Days on yellowkey MLS ID: A4688328
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1116 Built: 1999Community: Serenade On Palmer RanchCondo
Remarks: **$500 OFF FIRST MONTH'S RENT** ANNUAL UNFURNISHED Condo in Serenade on Palmer Ranch. Live the Florida lifestyle in this beautifully maintained, turnkey furnished 2-bedroom, 1-bath ground-floor condo. Tastefully decorated and thoughtfully updated, this residence offers comfort, convenience, and resort-style living in one of Sarasota’s most desirable communities. The updated kitchen features stainless steel appliances, solid wood cabinetry, and a spacious pantry. The open floor plan flows seamlessly into the bright living and dining area, leading to a screened-in lanai—perfect for relaxing and enjoying Florida’s beautiful weather. The primary bedroom includes a walk-in closet and a connected vanity area, while the fully updated bathroom features a tub and shower combination. Additional highlights include in-unit laundry and easy ground-floor access. Residents enjoy exceptional community amenities, including two pristine swimming pools, tennis courts, basketball courts, a 24-hour fitness center, a car wash station, a clubhouse, a library, and a business center. The location offers unmatched convenience. You are just a short drive to restaurants, grocery stores, charming boutiques, and the scenic Legacy Trail. Quick access to I-75 places you just minutes from The Mall at University Town Center, Nathan Benderson Park, and vibrant Downtown Sarasota. This exceptional location offers the perfect blend of peaceful community living and convenient access to Sarasota’s top attractions. This community is governed by a homeowners' association (HOA). The HOA requires lease applicants to complete an application process, which may include application fees, background screening, and common area deposits. Please contact the agent for specific details regarding HOA requirements and associated fees for this property.
Listing is courtesy of: RENT SARASOTA (941-328-8999)
Listing Agent: Cody Smith (404-991-0209)
3664 TIN CUP BLVD, SARASOTA, FL 34232
$2,450158 Days on yellowkey MLS ID: A4671629
REDUCED by $50 (2.0%) on 04/14/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1578 Built: 2016Community: Enclave/Frst LakesVilla
Remarks: Welcome to this beautifully appointed 2-bedroom, 2-bath end-unit villa on a premium corner lot directly across from the resort-style community pool in the gated community of The Enclave at Forest Lakes in Sarasota. Offering nearly 1,600 square feet of bright, open living space, this freshly painted home is available for annual lease. The gourmet kitchen is perfect for entertaining, featuring granite countertops, a large island, abundant cabinetry, and stainless-steel appliances—including a built-in oven, microwave, and range with hood. The open-concept design flows seamlessly into the spacious living area, highlighted by high ceilings and abundant natural light from large windows throughout. The primary suite serves as a private retreat with a walk-in closet, dual-sink vanity, and walk-in shower. A full dining room and a second bedroom with a built-in Murphy bed add flexibility and function. Additional highlights include tile and carpet flooring, a full-size washer and dryer, a two-car garage, and a covered lanai perfect for relaxing outdoors. Lawn care and trash service are included for your convenience. Residents of The Enclave at Forest Lakes enjoy resort-style amenities, including a sparkling pool and beautifully maintained grounds. Ideally located in the heart of Sarasota, this home is just minutes from I-75, world-renowned Siesta Key Beach, downtown Sarasota, and the shops and dining of St. Armands Circle.
Listing is courtesy of: MCGREGOR INTERNATIONAL REAL ESTATE CO (941-363-1210)
Listing Agent: Warren Mcgregor (941-447-1253)
9393 MIDNIGHT PASS RD #P4, SARASOTA, FL 34242
$4,0005 Days on yellowkey MLS ID: A4688595
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1380 Built: 1975Community: Pointe On Midnight PassCondo
Remarks: Enjoy awe-inspiring sunrises and sunsets from this furnished 2-bedroom, 2-bath penthouse condo at the southernmost end of Siesta Key, offered as a 3-month, 6-month, or annual rental. This corner unit offers extra windows and water views from every room, filling the space with natural light and showcasing breathtaking sunrises over Neville Preserve on Little Sarasota Bay and spectacular sunsets over the Gulf of Mexico. As one of the largest floor plans at The Pointe, this 10th-floor residence features a spacious kitchen open to the living area, engineered hardwood flooring, crown and base molding, and ceiling beams that define the dining and living spaces. The generous screened and glassed lanai, accessible from both the living room and the primary suite, provides the perfect place to relax and take in downtown Sarasota views, beautiful wildlife, and stunning sunrise skies. The private primary suite includes a large bedroom, walk-in closet, built-in vanity with sink, and an ensuite bath with walk-in shower, second sink, and toilet. A comfortable guest bedroom and full hall bath complete the main living space. Additional highlights include a large laundry room with ample cabinetry, a walk-in utility room off the lanai, a large ground-floor assigned lock-off storage bin, and an oversized under-building parking space convenient to the building entry. Located in The Pointe, a beautifully landscaped 5+ acre gated community at the southern tip of Siesta Key, residents enjoy exceptional amenities including a heated pool and spa, lighted tennis and pickleball courts, private boat docks, kayak and canoe racks and launch, clubhouse, saunas, fitness centers, island pavilion with grills, and on-site management and maintenance. A scenic waterfront walkway surrounds the property, and Turtle Beach plus two great restaurants are just minutes away. A wonderful opportunity to enjoy the best of island living in an exceptional rental.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Robert Ruiz (941-544-3299)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.