Location: Sarasota
Do Not Show Listings
2817 HAWTHORNE ST, SARASOTA, FL 34239
$359,9504 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,194
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
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)
9220 STARRY NIGHT AVE, SARASOTA, FL 34241
$2,000,000126 Days on yellowkey MLS ID: A4681460
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3236 Built: 2023Monthly Fee: $251 Tax: $18,068 (2025)Community: Skye RanchSpa: YesSingle Family
Taxes:$18,068
Elementary School: K-8 At Clark And Lorriane
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Custom-built by renowned John Cannon Homes, this exceptional residence blends architectural refinement with resort-style living in the heart of Skye Ranch. Thoughtfully designed with 12-foot ceilings, crown molding, engineered wood floors and hurricane-impact windows, the home is filled with natural light and elevated finishes throughout. The expansive family room is anchored by a striking stone feature wall and flows seamlessly through 18-foot-wide sliding glass doors to a private lanai with saltwater pool, spa and fully equipped outdoor kitchen, ideal for indoor-outdoor entertaining. At the center of the home, the chef’s kitchen is both functional and visually stunning, framed by a wall of windows overlooking lush native plantings for exceptional privacy. Premium appointments include top-tier appliances with a Sub-Zero refrigerator and Wolf eight-burner gas range with 1.5 ovens, soft-close full-overlay wood cabinetry, quartz countertops, an oversized statement island with prep sink and a generous walk-in pantry. The formal dining area is open to the kitchen and family room, highlighted by a custom light fixture and abundant natural light. The primary suite is a serene retreat, featuring sliding glass doors to the lanai, two walk-in closets with Spartan custom shelving, and a luxurious spa-inspired en suite with seamless glass walk-in shower, soaking tub and dual vanity. Two additional spacious bedrooms, each with their en-suite bath, are privately situated from the main living areas, ideal for guests or family members. Additional highlights include a dramatic double-entry door, remote-controlled shades, EV charging station and a three-car garage. Residents of Skye Ranch enjoy access to an impressive 25,000-square-foot amenity center offering fitness rooms, indoor basketball courts, rock-climbing walls, a café/coffee shop, and resort-style aquatics with pools and splash zone, all conveniently near top-rated schools and everyday conveniences. This is luxury living thoughtfully designed for comfort and lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Robert Sherman (941-313-1301)
5654 AARON CT, SARASOTA, FL 34232
$539,90012 Days on yellowkey MLS ID: O6412415
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2805 Built: 2010Monthly Fee: $71 Tax: $5,673 (2025)Community: Oak VistasSingle Family
Taxes:$5,673
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Virtually Staged. Located in a well-established Sarasota neighborhood, this inviting home offers a comfortable and functional layout with warm living spaces that can easily adapt to a variety of lifestyles. The interior features a practical flow that supports both everyday living and entertaining, with plenty of potential to personalize and truly make it your own. Enjoy a convenient location close to shopping, dining, parks, schools, and major roadways, placing you just minutes from everything Sarasota has to offer. Whether you’re looking for a primary residence, seasonal getaway, or investment opportunity, this property delivers an excellent combination of location, comfort, and potential.
Listing Agent: Michael Mcgee (678-846-2807)
8417 LONE EAGLE WAY, SARASOTA, FL 34241
$1,347,00017 Days on yellowkey MLS ID: A4694803
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4733 Built: 2003Monthly Fee: $183 Tax: $6,836 (2025)Community: Misty CreekSpa: YesSingle Family
Taxes:$6,836
Elementary School: Lakeview Elementary
Remarks: Virtually Staged. Located on a quiet cul-de-sac behind the gates of Misty Creek, this beautifully designed four-bedroom home offers stunning views of the 18th hole and lake from one of the community’s most desirable settings. A paver brick driveway and impressive curb appeal welcome you to this exceptional property. With the primary suite and private office on the first floor, and three additional bedrooms plus a large bonus room upstairs, the layout offers both comfort and flexibility. A grand entry with soaring cathedral ceilings opens to elegant living spaces featuring a fireplace with mantel, decorative built-in shelving, and sliding glass doors overlooking the lanai, pool, golf course, and water. Designed for entertaining, the kitchen features granite countertops, built-in double ovens, dual sinks, abundant cabinetry, a walk-in pantry, an expansive breakfast bar, and additional dining space — all overlooking the golf course and lake. Pocket sliding glass doors seamlessly extend the kitchen and living areas onto the expansive paver lanai, creating effortless indoor-outdoor living. The outdoor kitchen and bar, heated pool and spa, and pool bath make this home ideal for entertaining or relaxing in a private resort-style setting. A dumbwaiter provides convenient access from the kitchen to the upstairs bonus room. The spacious first-floor primary suite features private lanai access and a luxurious bath with a soaking tub, dual-head shower, separate vanities, water closet, linen closet, and dual walk-in closets with custom organizers. Upstairs includes a Jack-and-Jill suite with hardwood flooring, an additional bedroom, and a large bonus room complete with a wet bar, refrigerator, abundant cabinetry, washer and dryer, storage closet with shelving, and sliding glass doors leading to a private balcony with sweeping views of the golf course, lake, and the natural beauty of Misty Creek, where deer and native birds are often seen from this peaceful vantage point. The versatile bonus room offers endless possibilities and would make an ideal in-law suite, playroom, home gym, media room, or private guest retreat. Designed with exceptional storage throughout, the home offers large closets, custom built-ins, a walk-in pantry, and additional storage areas. The spacious first-floor laundry room includes abundant cabinetry, folding counter space, and a stand-up deep freezer. Additional features include a spacious side-load 3-car garage with EV charging capability, a three-zone HVAC system for enhanced comfort and efficiency, and a newer tile roof.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Samantha Callaway (630-865-3189)
4150 WEBBER ST, SARASOTA, FL 34232
$375,00029 Days on yellowkey MLS ID: N6144350
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1649 Built: 1958 Tax: $780 (2025)Community: Webber Heights SubSingle Family
Taxes:$780
Remarks: Virtually Staged. BACK ON MARKET - BUYERS CIRCUMSTANCES CHANGED. ROOF June 2025 with 3-year transferable warranty; A/C December 2024 (Trane XR); Cast iron sewer pipes lined 2021; 16x22 SCREENED LANAI ADDED; LARGE FENCED YARD; NEWER STAINLESS APPLIANCES; All of your big-ticket items have been taken care of! NO HOA - BRING YOUR TOYS; Centrally located. This 3 bedroom, 2 bath, 1 car garage home has 1647 sq ft living area. Enjoy the split floor plan with the Kitchen and Family room serving as the homes anchor. The kitchen has been updated with cabinetry and countertops and has recessed can lighting; perfect for a home chef! There is a breakfast bar for a quick meal or the adjacent dining room if more space is needed. The split floor plan has two nice size bedrooms and bath located on the opposite side of the home. The primary bedroom has an en-suite with a walk-in closet. The large family room is just off the kitchen with plenty of space for hanging out! There is a small bonus room off the family room perfect for an office, craft space or workout room. This is where you access the large, screened lanai and huge backyard that can be used for parking your boat, camper or, letting the dog roam, or playing with the kids. House comes with a riding lawn mower and a 55-inch Tv in the primary bedroom! Whether you are looking for a family home or an investment property, this home is worth a peak! Just moments from the Legacy Trail, Downtown Sarasota, UTC, beaches, and major roadways close by no matter your destination!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-485-5421)
Listing Agent: Jo-Anne Sckowska, P.A (941-321-8975)
7549 PALMER GLEN CIR, SARASOTA, FL 34240
$659,00030 Days on yellowkey MLS ID: TB8506653
0 Days Off yellowkey (back on 5/24/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2740 Built: 2003Monthly Fee: $119 Tax: $5,043 (2025)Community: Palmer Glen, Ph 2Spa: YesSingle Family
Taxes:$5,043
Elementary School: Tatum Ridge Elementary
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to peaceful, quiet Palmer Glen, a gated, upscale community that’s just a little bit country and a little bit city. Located just east of I-75, your new residence is a spacious, light, bright 4/3 pool home that features an open, split floor plan with plenty of room for the whole family. The soaring volume ceilings throughout add depth and drama, and the sliding doors in the family room and primary suite provide a gorgeous, tranquil water view. Sip a glass of wine on your screened and covered lanai while enjoying spectacular sunsets in the western sky. The spacious kitchen will be the center of your family’s new home and sports an extra-long breakfast bar and adjacent dinette area for communal gatherings. The Kitchen features stainless steel appliances, including double ovens. The living room, dining room and home office all feature inspiring tray ceilings that add to the upscale ambience of the entire home. Large 2 car garage, interior utility room with newer washer and dryer and HVAC 2020. The home also is fully wired for music with ceiling speakers throughout...just add your choice of playback system. Palmer Glen has no CDD fees and a low quarterly HOA fee. Close proximity to The Celery Fields and Rothenbach Park offers many opportunities for an active lifestyle full of biking, hiking and much more. Downtown, UTC shopping and SRQ Airport are all within convenient reach, and top rated schools increase the attractiveness of this wonderful property.. Make your appointment to see it today! All room measurements are estimates and should be verified by the buyer. There is no yard sign.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Howard Kleinfeld (727-418-4685)
2424 WOOD ST, SARASOTA, FL 34237
$958,00034 Days on yellowkey MLS ID: TB8507065
REDUCED by $40,000 (4.0%) on 06/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2566 Built: 2015 Tax: $9,947 (2025)Community: Hudson ParkSingle Family
Taxes:$9,947
Elementary School: Alta Vista Elementary
Remarks: Virtually Staged. Welcome to this beautifully designed 4-bedroom, 3.5-bathroom two-story home located in the desirable Hudson Park community in Sarasota — with no HOA fees or restrictions. Built in 2015, this thoughtfully crafted home features modern finishes and an open-concept layout, offering the perfect blend of comfort, style, and functionality. To provide additional peace of mind, thoughtful upgrades include a new HVAC system (replaced in 2026), water softener, and newer water heater (2021). Step inside to discover ceramic tile flooring throughout the entire lower-level living spaces, designed to mimic the warmth and elegance of natural wood. High ceilings and expansive windows fill the living room and dining room combination with abundant natural light, creating a bright and airy atmosphere. Sliding glass doors seamlessly connect the indoor living space to the screened-in patio - which has been pre-wired for a hot tub installation- providing a perfect location for relaxing or entertaining guests. The spacious primary suite is conveniently located on the first floor and features a luxurious ensuite bathroom complete with a modern walk-in shower, dual-sink vanity, and a custom walk-in closet with built-in organization and exceptional storage space. A conveniently located half bathroom on the lower level provides added comfort for guests. At the heart of the home is the stunning modern kitchen, showcasing warm gray wood cabinetry, beautiful granite countertops, stainless steel appliances including a built-in oven, microwave, refrigerator, dishwasher, range hood, and an electric cooktop. The oversized kitchen island offers generous seating options, while the mosaic tile backsplash and recessed lighting add stylish finishing touches. Enjoy filtered water (filtered by reverse osmosis) directly from the kitchen sink. Just off the kitchen, the laundry room includes washer and dryer hookups for everyday convenience. Upstairs, a large loft provides flexible living space ideal for a media room, office, or play area. The second level also includes three generously sized bedrooms, all featuring plush carpeting, along with two full bathrooms designed to accommodate family and guests with ease. Enjoy Florida living year-round from the screened rear porch overlooking the fenced backyard — offering privacy and plenty of room for outdoor enjoyment. Conveniently located near restaurants, Sarasota Memorial, Legacy Trail, Pompano Trailhead, Pickleball Courts and shopping, this home also places you just minutes from Marie Selby Botanical Gardens, Bayfront Park, and several area golf courses. Spend your weekends enjoying the beautiful Gulf Coast beaches with South Lido Key Beach Park and other stunning Gulf of Mexico beaches just a short drive away. This exceptional home combines modern design, spacious living, an unbeatable location, and the added benefit of no HOA, making it the perfect place to call home.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Golf Phuphanich (813-299-3320)
2852 NASSAU ST, SARASOTA, FL 34231
$352,50063 Days on yellowkey MLS ID: A4689690
REDUCED by $7,500 (2.1%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1344 Built: 1996 Tax: $4,033 (2025)Community: Virginia Heights SubSingle Family
Taxes:$4,033
Elementary School: None
High School: None
Middle School: None
Remarks: Virtually Staged. PRICE IMPROVEMENT!! This beautifully updated two-story home offers 3 bedrooms, 2 bathrooms, and a spacious open loft across 1,344 square feet of living space. The primary bedroom is conveniently located on the first floor. The renovated kitchen features shaker-style cabinets, stainless steel appliances, and sleek quartz countertops, while both bathrooms have been tastefully updated. Luxury vinyl plank flooring runs throughout the first floor of the home and carpet on the 2nd, adding both style and durability. Enjoy the convenience of a one-car garage and relax on the private deck overlooking a peaceful preserve and running brook. Nestled on a quiet dead-end street, this home is ideally located less than 4 miles from Siesta Key Beach and close to shopping, dining, schools, hospitals, and downtown amenities.
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
2822 SAFE HARBOR CIR, SARASOTA, FL 34231
$369,90022 Days on yellowkey MLS ID: A4694591
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1224 Built: 1970Monthly Fee: $6 Tax: $3,108 (2025)Community: Gulf GateSpa: NoSingle Family
Taxes:$3,108
Elementary School: Gulf Gate Elementary
Remarks: One or more photo(s) has been virtually staged. Lowest priced (active) home in Gulf Gate and the seller will provide a credit for a shingle roof (for the main roof) at closing or replace the main roof with a shingle roof prior to closing. Look no further for this "priced to sell" home that is available for immediate occupancy ... don't wait; just won't last! Split Plan, "Built by Richmond", Air conditioner (York 14 Seer 2.5 ton Package unit w/8kw heat kit) replaced 2019 & the plumbing replaced overhead 1995. The location is on a quiet cul-de-sac and is ideal with little traffic. Primary Bedroom Suite offers a bay window and is 20 x 11 with a walk-in-closet. Both bathrooms are large. Wonderful neighbors and the enforced deed restricted community keeps the homes nice. Membership is optional at $75 a year but the deed restrictions must be followed. Sidewalks line the neighborhood and Gulf Gate is a community of good neighbors! World renowned Siesta Key beaches are within 10 minutes and cultural downtown Sarasota is only 20 minutes away and it offers fine dining, entertainment, shopping, movie theaters, opera, Selby Gardens and more! Make this Gulf Gate Gem yours today!
Listing is courtesy of: DEBBIE HERING REALTY & ASSOC. (941-320-1070)
Listing Agent: Debbie Hering (941-320-1070)
4956 CREEKSIDE TRL, SARASOTA, FL 34243
$500,00068 Days on yellowkey MLS ID: A4688966
REDUCED by $24,950 (4.8%) on 06/09/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2362 Built: 2000Monthly Fee: $77 Tax: $3,946 (2025)Community: Carlyle At Villages Of Palm-AireSingle Family
Taxes:$3,946
Elementary School: Braden River Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Virtually Staged. Welcome to your next chapter in Carlyle at the Village of Palm Aire, where charm meets everyday convenience in one of Sarasota’s most centrally located communities. Shaded by majestic oak trees and accented by swaying palms, this beautiful 4-bedroom, 2-bath home invites you into the relaxed, everyday beauty of Florida living. Inside 4956 Creekside Trail, you’ll find a thoughtfully designed open split floor plan with high ceilings, tray details, and crown molding that add an elevated touch throughout. The heart of the home features a bright eat-in kitchen with a bay window and built in bench seating, all-wood cabinetry, stainless steel appliances, and a seamless flow into the family room, ideal for both everyday living and entertaining. For those who love to host, the butler's space with walk-in pantry closet creates a beautiful transition into the formal dining space, offering functionality that most homes do not have. A separate formal living and dining room combo adds flexibility for additional entertaining or relaxation space. The primary suite is at the rear of the home, complete with a garden tub, separate walk-in shower, and a spacious walk-in closet. Wood and tile flooring extend through the main living areas and primary bedroom, combining durability with timeless design. Step outside and enjoy the community, where residents have access to a heated community pool, a tennis court/ basketball court combo, a playground, and scenic sidewalks perfect for morning walks or evening strolls. With low HOA fees and no CDD, this neighborhood offers an irresistible value. Location is the next best thing! You are in close proximity to the UTC Town Center, Sarasota-Bradenton International Airport, I-75, downtown Sarasota, and some of Florida’s most renowned beaches residing on the Gulf coast. For golf enthusiasts, optional membership at Palm Aire Country Club offers access to newly renovated premier courses and amenities. If you’ve been searching for a home that combines space, location, and lifestyle, this is one you won’t want to miss. Schedule your tour with your agent or give us a call today.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Vincent Diorides (941-720-5717)
3271 ALEX FINDLAY PL, SARASOTA, FL 34240
$1,399,00071 Days on yellowkey MLS ID: A4688584
0 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3340 Built: 2002Monthly Fee: $369 Tax: $5,792 (2025)Community: Laurel Oak Estates Sec 02Spa: YesSingle Family
Taxes:$5,792
Remarks: Virtually Staged. Built in 2002 by Lee Wetherington Homes, this residence stands as one of the newer offerings within Laurel Oak Estates, combining timeless design with thoughtful updates and a sought-after cul-de-sac setting overlooking tranquil pond views. Spanning more than 3,300 square feet, the home is designed for both everyday living and entertaining. High ceilings with tray details, crown molding, arched doorways, and expansive windows create a bright, open atmosphere throughout. A glass double-door entry introduces the formal living and dining spaces, where a built-in buffet or bar enhances functionality for hosting. The living room is highlighted by an aquarium-style window framing views of the pool and water beyond. At the center of the home, the eat-in kitchen serves as the hub of the layout, featuring solid wood cabinetry, granite countertops, tile backsplash, stainless steel appliances, a center island, breakfast bar, and casual dining nook. The kitchen flows seamlessly into the family room, where pocketing glass sliders open fully to the screened pool deck—creating a seamless indoor-outdoor connection. An oversized media room just off the family room offers additional flexibility and also provides direct access to the outdoor living space. The primary suite is privately positioned and features French doors to the pool deck, dual walk-in closets, and an en-suite bath designed for comfort and functionality. Two guest bedrooms, a dedicated office with built-ins, and a bonus room complete the layout. Outdoor living is equally compelling. The pavered pool deck is fully screened and offers covered lounge and dining areas, a swimming pool, and a raised spa with a waterfall feature—all overlooking peaceful water views. Mature landscaping and a side-entry three-car garage enhance curb appeal, while the short cul-de-sac location adds an extra layer of privacy. A newer roof (2023), updated pool cage (2012), and whole-house generator contribute to the home’s overall readiness. Laurel Oak Estates is a guard-gated community known for its manicured grounds and estate-sized homes. Residents have the option to join Laurel Oak Country Club, offering two championship golf courses, tennis, pickleball, aquatics, and an active social calendar. Beyond the gates, the location places you moments from The Celery Fields, Rothenbach Park, and Waterside Place at Lakewood Ranch, along with UTC’s shopping and dining district. Downtown Sarasota, SRQ Airport, cultural venues, and the Gulf beaches are all within easy reach, creating a lifestyle that balances privacy with accessibility.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
2311 SANDRALA DR, SARASOTA, FL 34231
$875,00080 Days on yellowkey MLS ID: A4687185
REDUCED by $20,000 (2.2%) on 06/09/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1968 Built: 2024 Tax: $6,846 (2025)Community: RidgewoodSingle Family
Taxes:$6,846
Elementary School: Phillippi Shores Elementary
Remarks: Virtually Staged. This stunning home represents a rare opportunity to acquire a newly constructed residence located inside the City of Sarasota, offers an open-concept layout 3 bedrooms, 2 and a half bathrooms, 2 car garage, featuring custom closets, high ceilings, and abundant natural light through hurricane-rated impact-resistant windows, sliders, and doors, concrete block construction, and elevated hurricane standards.The kitchen stands out with quartz countertops, soft-close cabinetry, stainless-steel appliances, flowing seamlessly into the dining area and expansive great room with perfect sightline to the enclosed patio and rear green yard. No HOA restrictions.Ideally located for effortless travel and coastal lifestyle enjoyment, this home is approximately 25 minutes from Sarasota–Bradenton International Airport, about 1 hour 10 minutes from Tampa International Airport, 20 minutes to Lido Key, and about 15 minutes to Siesta Key, unforgettable Gulf sunsets. Situated outside of a flood zone, this exceptional residence presents a rare opportunity to own a custom-built contemporary home where design, craftsmanship, location, and lifestyle converge. Easy access to Van Wezel Performing Arts Hall, top-rated schools, Southside Village, Ringling College, USF Sarasota-Manatee, and I-75. Short drive to iconic St. Armands Circle and Lido Beach.Don't miss the opportunity, schedule your showing time.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Jarek Chudoba (941-400-4850)
8420 WEBBER RD, SARASOTA, FL 34240
$1,399,00081 Days on yellowkey MLS ID: A4687127
REDUCED by $101,000 (6.7%) on 05/06/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3104 Built: 2010Monthly Fee: $133 Tax: $5,532 (2025)Community: Regent LakeSpa: NoSingle Family
Taxes:$5,532
High School: Booker High
Remarks: Virtually Staged. WHERE PRIVACY MEETS PARADISE-OVER 1 ACRE IN SARASOTA Experience the pinnacle of Sarasota luxury living in this exceptional lakefront pool home estate set on over one plus private acre in the exclusive Regent Lake community. Showcasing the highly desirable Osprey floor plan, this expansive residence with 3104 sq ft of living space offers 4-bedrooms, office /library 3-bath offers refined living with an oversized 3-car garage and a thoughtfully designed split floor plan ideal for both entertaining and everyday comfort. From the moment you arrive, you are greeted with breathtaking panoramic views of a 25-acre spring-fed lake, delivering stunning sunsets and a peaceful, no-through-traffic setting that is truly rare to find. Inside, elegance meets functionality with formal living and dining rooms, a spacious family room, and a gourmet kitchen designed to impress. Featuring stainless steel appliances, granite countertops, upgraded wood cabinetry, built in oven microwave combination, cooktop, custom wood vent hood, walk-in pantry, breakfast bar, center island, and a bright morning room — this kitchen is truly the heart of the home. The luxurious primary suite is a private retreat, offering direct access to the pool and lanai along with serene lake views. The spa-style bath includes a garden tub, walk-in shower, dual vanities, and dual closets, including an oversized walk-in. Step outside to your screened lanai and pool area where indoor and outdoor living blend seamlessly. Enjoy tranquil lakefront views, breathtaking sunsets, and a private fenced area perfect for pets. Recent upgrades provide peace of mind and modern efficiency, including: ** Bahama hurricane shutters throughout ** New A/C (2025) ** New water heater (2025) ** Whole-house generator with buried 500-gallon propane tank ** Reinforced garage door (150 mph rated) ** Added attic insulation ** All Bedrooms have brand new Laminate flooring just installed last week Regent Lake is an intimate community of just 13 homes, offering low HOA fees, no CDD, and a lifestyle centered around privacy and nature. The spring-fed lake is navigable by canoe or kayak, adding to the unique charm of this one-of-a-kind property. Conveniently located near shopping and top-rated Tatum Ridge Elementary School, this home offers the perfect blend of luxury, location, and lifestyle. This is more than a home — it’s a rare opportunity to own a private waterfront estate in one of Sarasota’s most exclusive settings.
Listing is courtesy of: REAL ESTATE BOUTIQUE LLC (941-726-8061)
Listing Agent: Maria Atkins (941-726-8061)
2068 SUNNYSIDE LN, SARASOTA, FL 34239
$879,00072 Days on yellowkey MLS ID: N6143339
REDUCED by $16,000 (1.8%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1722 Built: 1953 Tax: $2,984 (2025)Community: Hibiscus Park 1Spa: NoSingle Family
Taxes:$2,984
Remarks: Virtually Staged. Get ready to view and call your home in this pristine and immaculately kept move-in-ready. This stunning Mid-Century Modern residence is located in the heart of the highly sought-after Southgate neighborhood! Minutes to Sarasota Hospital and Downtown Sarasota. This beautiful original-quality 3-bedroom, 1 large bathroom with a tub in the house, and 1 beautifully updated Walk-in Shower Bathroom in the garage that also assists as a pool bathroom. Original terrazzo flooring, solid wood doors beautifully trimmed, real wood cabinets, and other quality designs with a history of craftsmanship and updated functionality. As you walk around your home, feel the unique, timeless design of a functional kitchen, all appliances included, with even a gas stove. Move into your traditional spacious dining area for meals with family and friends. Wander into the true comfort of a spacious Florida room filled with natural light and air conditioning, currently used as an artist studio and for large gathering dinners, offering many future possibilities. Open your French doors and step out to an oversize Pool and lanai enclosed with screens. Lanai is prepared to insert a “safety screen” around the water edge that is compliant with the Florida Residential Swimming Pool Safety Act. Enjoy a beautiful outside sanctuary retreat at the comfort of your home. But it does not end there. Walk out beyond your lanai to your well-kept private landscaping. The total property sits on a 0.349-acre lot and seamlessly blends timeless design with modern luxury and functionality. Step inside again to view your spacious master bedroom, plus two additional bedrooms. Recent upgrades provide peace of mind and exceptional value, including a newly installed AC unit in 6/2026, hurricane-impact windows, a new hurricane-impact garage door, and a new roof installed in 2019. A new water heater was installed in 12/24. The house was recently re-plumbed in 2026. This type of quality home is unmatched. Enjoy the freedom of no HOA fees while being conveniently located near all that Sarasota offers. This home offers timeless quality, style, comfort, and location in one of Sarasota’s most desirable neighborhoods. Schedule your private showing today and experience Southgate living at its finest.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Lenny Lesaltato (941-350-9238)
1792 FLOYD ST, SARASOTA, FL 34239
$1,250,000106 Days on yellowkey MLS ID: A4684245
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2015 Built: 1951Monthly Fee: $2 Tax: $13,700 (2025)Community: Hudson Bayou/Midwood ManorSpa: YesSingle Family
Taxes:$13,700
Remarks: Virtually Staged. Great price for walled-in pool home in PRIME WEST OF TRAIL location, just a few blocks to Southside Village popular shops and restaurants and 1 block to Sarasota Memorial Hospital. The home was remodeled in 1996 and 2000 with vaulted ceilings, newer bathrooms and kitchen, split bedroom floor plan, pool (built in 2003 and Pebbletec resurfacing in 2026), interior laundry room and 1 car garage. Tile or wood floors throughout. Property re-piped in 2024, a/c 2019. Perfect for your residence or an easy investment property with weekly or monthly rentals allowed. Rental estimates range from $6k - 7.5k monthly depending on annual or weekly rental. Very limited rental availability in the area.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
3946 OMEGA CIR, SARASOTA, FL 34235
$449,000114 Days on yellowkey MLS ID: TB8475117
REDUCED by $26,000 (5.5%) on 05/06/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1977 Built: 1961 Tax: $5,052 (2025)Community: Kensington ParkSpa: NoSingle Family
Taxes:$5,052
Remarks: Virtually Staged. Welcome to this beautifully maintained Sarasota home, ideally situated on a quiet cul-de-sac and offering the space, flexibility, and privacy today's buyers are looking for. This 3-bedroom, 2bath residence features a bright and functional layout along with a flexible bonus space ideal for a home office, studio or in-law setup. Step outside to your private lanai and enjoy the saltwater pool overlooking an expansive 13,575sq. ft lot - perfect for entertaining or simply relaxing in your own backyard retreat. Numerous upgrades and updates provide added peace of mind, including updated electrical service (2005), a new roof (2018) , new A/C 2021 and the majority of windows are hurricane resistant. Conveniently located near shopping, dining and the beautiful Gulf beaches, this property offers both tranquility and accessibility. Schedule your private showing today!
Listing is courtesy of: BIANCHI REALTY & PROPERTY MANAGEMENT INC. (727-595-7653)
Listing Agent: Brenda Bianchi (727-595-7653)
2551 HIBISCUS ST, SARASOTA, FL 34239
$775,000127 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)
4431 FRUITVILLE RD, SARASOTA, FL 34232
$665,900134 Days on yellowkey MLS ID: A4680419
1 Days Off yellowkey (back on 5/10/2026)
REDUCED by $18,100 (2.6%) on 04/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1460 Built: 1954 Tax: $6,493 (2025)Community: Not Part Of A SubdivisionSpa: NoSingle Family
Taxes:$6,493
Elementary School: Gocio Elementary
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Rare high-visibility opportunity on Fruitville Road with exposure to 50,000+ vehicles per day. This ±0.80-acre parcel is ideally positioned just 3.7 miles from I-75, offering exceptional frontage and accessibility in one of Sarasota’s most heavily traveled corridors. The property is currently zoned RSF-2 (3.5 units per acre), allowing for the potential addition of at least one more unit with county approval. The existing single-family residence could be utilized as a live/work setup or easily converted to office use. Additionally, the site presents a compelling future commercial or multifamily redevelopment opportunity, with potential rezoning to implementing districts under the OFF/MF FLUM designation, including OPI (Office, Professional & Institutional), RMF-1, RMF-2, or RMF-3, subject to the rezoning process. The existing home, built in 1954, features 2 bedrooms, 2 bathrooms, large open living room, and a carport that has been enclosed. The expansive lot is fully fenced and offers ample room for future development, parking, or storage, along with an on-site pond. Located approximately 3 miles from Downtown Sarasota and minutes from beaches, dining, shopping, and recreation, this property combines strong in-place utility with long-term redevelopment upside. With unmatched daily traffic exposure and proximity to major destinations, this is a prime opportunity for investors, developers, or owner-users seeking visibility, flexibility, and growth potential in the Sarasota market.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Derek Robbins (941-356-4906)
5211 CEDAR HAMMOCK CT, SARASOTA, FL 34232
$385,000141 Days on yellowkey MLS ID: A4679350
2 Days Off yellowkey (back on 5/16/2026)
REDUCED by $10,000 (2.5%) on 04/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1398 Built: 1984Monthly Fee: $25 Tax: $3,977 (2025)Community: Cedar HammockSingle Family
Taxes:$3,977
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to 5211 Cedar Hammock Court, a well-maintained home tucked away on a quiet cul-de-sac in the heart of Sarasota. This property offers a comfortable layout with inviting living spaces, ideal for both everyday living and entertaining. The home sits in a peaceful neighborhood while still being conveniently located near shopping, dining, schools, and major roadways for easy access throughout the area. Recent seller updates provide peace of mind for the next owner, including a new roof installed in 2021, a septic system replaced in 2022, and an air conditioning system approximately 8 years old. These major improvements add long-term value and reduce future maintenance concerns. Step outside to a fully fenced backyard featuring a private pool, creating the perfect setting for outdoor relaxation, entertaining guests, or enjoying Florida living year-round. The backyard offers both privacy and versatility, ideal for pets, gatherings, or simply unwinding in your own outdoor oasis. With no HOA restrictions and a prime Sarasota location, this property is a fantastic opportunity for homeowners or investors alike. Don’t miss the chance to own a move-in-ready home with major updates already completed. This PRIME LOCATION is minutes to I-75, UTC shopping district, Siesta Key Beach, and Downtown Sarasota. Schedule your private showing today!
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Rachel Metcalfe (941-587-5975)
1759 WALDEMERE ST, SARASOTA, FL 34239
$4,449,999249 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
Tax Year: 2024
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 is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rachel Hamrick (941-529-1773)
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