Location: Sarasota
Keyword(s): Sarasota Middle
Keyword(s) Middle School: Sarasota Middle
Do Not Show Listings
5684 EASTWIND DR, SARASOTA, FL 34233
$899,00069 Days on yellowkey MLS ID: A4671483
REDUCED by $26,000 (2.8%) on 06/30/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3577 Built: 2003Monthly Fee: $40 Tax: $9,282 (2024)Community: Three OaksSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,282
Elementary School: Ashton Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to Three Oaks—where refined living meets natural serenity. This exceptional 4-bedroom + den, 3.5-bath home with a 3-car garage is perfectly positioned along a 125-acre private preserve and lake, offering rare privacy and breathtaking, unobstructed views—truly a bird-watcher’s paradise. Step through elegant double glass entry doors into a home defined by timeless architectural details, including graceful arches, tray ceilings, crown molding, and custom niches—features rarely found at this price point. Soaring ceilings, rich bamboo and plank wood flooring, and expansive windows fill the home with warmth and natural light. The thoughtfully designed layout offers a first-floor primary suite and den for convenient single-level living. At the heart of the home, the gourmet kitchen features granite countertops, custom wood cabinetry, and ample space for both casual dining and entertaining. Step outside to your private retreat. The screened lanai boasts a sparkling pool and spa, and peaceful preserve and lake views—perfect for relaxing evenings or hosting guests in complete privacy. Recent updates provide peace of mind, including a new roof (April 2026), fresh interior and exterior paint, new second-floor flooring, a new pool pump (2026), lanai hurricane shutters, and a brand-new portable grill. Ideally located near top-rated schools, premier shopping and dining, and the world-renowned beaches of Sarasota, this home offers the perfect balance of luxury, comfort, and location. Schedule your private showing today and experience the best of Three Oaks living.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Michelle Pino (714-588-0319)
5350 HYLAND HILLS AVE #2512, SARASOTA, FL 34241
$239,900174 Days on yellowkey MLS ID: A4681515
REDUCED by $10,000 (4.0%) on 04/25/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1433 Built: 2002Monthly Fee: $267 Tax: $3,044 (2025)Community: Heritage Oaks- Veranda 7Spa: NoCondo
Taxes:$3,044
Elementary School: Lakeview Elementary
Tax Year: 2025
Remarks: Welcome to this beautifully updated Barrington condominium in the pristine Heritage Oaks Golf & Country Club, where golf and social membership are included. $5,500 CREDIT TOWARDS CLOSING COSTS! This desirable first-floor residence offers 2 bedrooms, 2 bathrooms, and a versatile flex room, ideal for a home office, den, or additional living space. Light and inviting, the condo features new LUXURY VINYL PLANK flooring throughout (installed 01/26) paired with designer lighting, creating a fresh, modern aesthetic. The updated eat-in kitchen is both stylish and functional, showcasing quartz countertops, Whirlpool appliances, and a glass tile backsplash, perfectly suited for everyday living and entertaining. The open-concept floor plan is filled with natural light and flows effortlessly through the living and dining areas. Sliding glass doors open to a covered, screened-in patio, where you’ll enjoy tranquil lake views and sweeping vistas of the 14th fairway, an ideal setting for morning coffee or relaxed evenings with friends. An extended one-car garage provides ample space for golf clubs, beach gear, and additional storage. Heritage Oaks is a bundled private golf community featuring an 18-hole championship course, resort-style pools, clubhouse with dining, fitness center, tennis, pickleball, and a vibrant social calendar—all included with ownership. Ideally located near shopping, dining, and top-rated medical facilities. Just a 25-minute drive to the world-renowned Siesta Key Beach. Whether you’re seeking a full-time residence, seasonal retreat, or income-producing property, this condo delivers the best of Florida living in a welcoming, gated community. Schedule your showing now.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Bruce Hearon (941-416-4095)
3943 ETON PL, SARASOTA, FL 34241
$410,00042 Days on yellowkey MLS ID: A4697422
0 Days Off yellowkey (back on 6/29/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1379 Built: 1960 Tax: $3,564 (2025)Community: Lake SarasotaSingle Family
Taxes:$3,564
High School: Sarasota High
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 3-bedroom, 2-bath home nestled on a peaceful dead end street with a cul-de-sac in the lovely Lake Sarasota community. This home includes a carport and a screened front porch, perfect for sipping your morning coffee while soaking up Florida’s beautiful weather. Recent updates include hurricane impact windows installed in 2023 and a new AC unit install installed in 2025. The kitchen boasts stainless steel appliances and a cozy dinette with the view of the backyard. The main suite is a true retreat, featuring a fully updated bathroom, dual vanities, and a walk-in closet. Enjoy quality time with family and friends in the spacious backyard around the fire pit. The shed is connected to electricity, making a perfect area for a workshop.This home is located near I-75, only a few minutes from the World, famous Siesta Key Beach, this is Sarasota living at its finest. Don’t miss your chance—schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Paola Mincarone Madden (774-534-1315)
2250 HILLVIEW ST, SARASOTA, FL 34239
$599,00065 Days on yellowkey MLS ID: A4694827
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1109 Built: 1925 Tax: $3,695 (2025)Community: La Linda TerraceSingle Family
Taxes:$3,695
Elementary School: Alta Vista Elementary
Remarks: NESTLED IN THE HEART OF SARASOTA- This home in the coveted Arlington Park neighborhood, beautifully updated 1925 Florida cottage blends timeless character with luxurious modern upgrades just minutes from downtown Sarasota and the world-renowned Gulf Coast beaches. Surrounded by charming tree-lined streets, quaint historic homes, and a vibrant lifestyle, this exceptional property offers the perfect opportunity for full-time living, seasonal enjoyment, or investment potential in one of Sarasota’s most desirable locations. Rich in Sarasota history, this home was originally built for the grove master when the surrounding area was covered in orange groves owned by the Palmer family. Today, it has been thoughtfully restored while preserving its authentic Old Florida charm. There has been nearly $100,000 in recent improvements and renovations that have been completed, including a new roof, soffit, fascia, gutters, landscaping, doors, hurricane impact windows, foundation support and encapsulation with a 25-year warranty, updated plumbing and electrical systems, newer A/C, plantation shutters, flooring, and more. The home was professionally lifted with an entirely new foundation in 2020, giving buyers peace of mind while maintaining the integrity and character of this historic gem. Inside, luxury vinyl flooring that resembles the original pine flooring flows throughout the home, complemented by crown molding, abundant natural light, and designer touches in every room. The inviting living room features custom shelving and a charming brick fireplace. The beautifully updated kitchen showcases stainless steel appliances, custom cabinetry, granite countertops, decorative tile accents, and a breakfast bar ideal for casual dining and entertaining. Each bedroom offers its own cozy charm, while the thoughtfully designed laundry room includes built-in storage for added functionality. Situated on an oversized lot, the possibilities are endless. The spacious backyard offers ample room for a pool, expansion of the existing home, or the addition of a garage with an ADU above for exceptional rental income potential. The paved driveway leads to a charming car cabana, while the detached shed provides additional storage for items like bicycles and garden tools. With no HOA, no CDD fees, and no rental restrictions, this property offers unmatched flexibility for homeowners and investors alike. Residents enjoy easy access to the beloved Arlington Park & Aquatic Complex featuring a 50-meter lap pool, instructional pool, tennis courts, indoor and outdoor basketball courts, playground, outdoor fitness gym, walking trails, and a dog park. Ideally located near Sarasota Memorial Hospital, shopping, dining, and entertainment, this home offers both convenience and lifestyle appeal. Just minutes away, downtown Sarasota awaits with fine dining, boutique shopping, cultural attractions, marinas, and the iconic The John and Mable Ringling Museum of Art — all part of what makes Sarasota one of Florida’s premier coastal destinations. This extraordinary property captures the essence of Sarasota living: historic charm, modern luxury, investment opportunity, and an unbeatable location — all offered at an exceptional value.
Listing Agent: Joanna Petriccione, Pllc (941-929-3212)
9620 CLUB SOUTH CIR #5108, SARASOTA, FL 34238
$299,00079 Days on yellowkey MLS ID: A4689505
REDUCED by $11,000 (3.5%) on 06/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1230 Built: 1995Monthly Fee: $571 Tax: $3,361 (2025)Community: Stoneybrook Clubside South 2Condo
Taxes:$3,361
Elementary School: Taylor Ranch Elementary
Remarks: Experience the lifestyle that makes Stoneybrook Golf & Country Club one of Sarasota’s most sought-after communities. This gated, member-owned country club offers an active and social atmosphere with a beautifully redesigned golf course, Har-Tru tennis courts, a well-equipped fitness center, clubhouse dining, and a full calendar of events. Ideally located near the Legacy Trail, Siesta Key beaches, and both Downtown Sarasota and Venice, it’s a setting that blends recreation, convenience, and connection. Located within Clubside South, this residence enjoys a highly desirable position just a short distance to the community pool, tennis/pickleball courts, and gathering areas, making it easy to take full advantage of the neighborhood’s active lifestyle. This ground-floor end unit offers easy access, added privacy, and abundant natural light. Thoughtfully updated, the home features a refreshed kitchen with new appliances, countertops, and backsplash, creating a clean and modern feel. A standout feature of the home is the hurricane-impact glass enclosed lanai with custom shades, creating a comfortable, private space to relax and enjoy year-round Florida living. Being offered fully furnished, this opportunity is a perfect for seasonal living, investment, or full-time enjoyment of the Stoneybrook lifestyle.
Listing is courtesy of: ZACHOS REALTY & DESIGN GROUP (941-500-5457)
Listing Agent: Matt Minnick (941-431-7244)
9161 RADIANT CIR, SARASOTA, FL 34241
$1,400,00037 Days on yellowkey MLS ID: A4697845
0 Days Off yellowkey (back on 6/28/2026)
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3847 Built: 2025Monthly Fee: $251 Tax: $6,945 (2025)Community: Cassia At Skye RanchSpa: YesSingle Family
Taxes:$6,945
Elementary School: None
Remarks: Experience luxury living in Skye Ranch, one of Sarasota's premier master-planned communities. Situated on a private west-facing preserve lot with no future rear neighbors, this Sand Key floor plan offers over 3,800 square feet, 5 bedrooms, 4.5 bathrooms, and an extensive list of custom upgrades.The chef's kitchen features Monogram appliances, Taj Mahal quartzite countertops with a waterfall island, and a custom wine cellar. Throughout the home, you'll find tray ceilings, 8-foot doors, luxury vinyl plank flooring throughout, no carpet anywhere in the home, designer lighting, custom window treatments, built-in Sonos speakers, and custom accent walls with fluted wood and shiplap details. The primary suite includes motorized curtains, additional sliding glass doors, a custom walk-in closet, and a spa-inspired bathroom with floor-to-ceiling tile and four shower heads. Additional highlights include a dedicated office with custom built-ins, a media room, impact windows, epoxy garage floors, and custom garage storage. Step outside to a private backyard retreat featuring a resort-style pool, panoramic screen enclosure, professional landscaping, fencing, and preserve views. Residents of Skye Ranch enjoy access to The Hub, a 25,000-square-foot amenity center with a fitness center, indoor basketball courts, rock climbing wall, café, resort-style pools, splash pads, lazy river, water slide, sports fields, parks, and more than 10 miles of walking and biking trails. A rare opportunity to own a highly upgraded pool home on a private preserve lot in one of Sarasota's most sought-after communities.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Nick Salzwedel (208-305-2923)
1704 FORTUNA ST, SARASOTA, FL 34239
$1,395,000104 Days on yellowkey MLS ID: A4689929
REDUCED by $80,000 (5.4%) on 06/26/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2435 Built: 2000 Tax: $12,085 (2025)Community: GranadaSingle Family
Taxes:$12,085
Elementary School: Southside Elementary
Remarks: Virtually Staged. Nestled on one of the most picturesque oak-lined streets in Sarasota's highly sought-after Granada neighborhood, this beautifully updated residence offers the perfect blend of elegance, privacy, and effortless Florida living. Surrounded by lush tropical landscaping and a fully fenced yard, the home lives like a maintenance-free property while providing the space, comfort, and independence of a private single-family residence. Inside, timeless finishes and thoughtful updates create a warm, inviting atmosphere. Engineered wood flooring, crown molding, plantation shutters, custom millwork, and built-in cabinetry enhance the home's sophisticated design, while fresh interior paint (May 2026), updated living room built-ins and trim (2025), and exterior landscape lighting add to its exceptional appeal. The stunning kitchen, remodeled in 2023, is designed for both everyday living and entertaining. Featuring quartz countertops, an oversized island with seating for six, and premium Sub-Zero, Thermador, and Bosch appliances—including a new cooktop (2025) and dishwasher (2024)—it flows seamlessly into the separate dining room and spacious great room with tray ceiling and custom built-ins. French doors from both living spaces open to the private pool and patio, creating the ideal indoor-outdoor lifestyle. Upstairs, three generously sized bedrooms and two full baths provide comfortable accommodations for family and guests. On the main level, a versatile den and beautifully remodeled powder bath (2023) offer the perfect space for a home office, media room, or flex living area. Step outside to your own private backyard oasis featuring a sparkling pool, mature landscaping, and multiple areas for relaxing or entertaining in complete privacy. Whether hosting friends or enjoying a quiet evening at home, this outdoor retreat is designed to embrace Florida's year-round sunshine. This home has been meticulously maintained with significant recent improvements, including two newer HVAC systems (both replaced within the last three years), a tankless water heater (2020), washer and dryer (2023), hurricane-impact windows and doors with additional hurricane shutters, a DeHart security system, and wiring and plumbing already in place for a future generator. Perfectly located just minutes from Red Rock Park, Southside Village's boutique shopping and dining, Sarasota Bay, downtown Sarasota, and the world-famous beaches of Siesta Key, this exceptional property offers the rare combination of privacy, luxury, and convenience in one of Sarasota's most desirable neighborhoods. Experience the best of Sarasota living in a home where timeless style, modern updates, and an unbeatable location come together beautifully.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Baldwin (941-404-9396)
5649 LONG SHORE LOOP, SARASOTA, FL 34238
$995,000153 Days on yellowkey MLS ID: A4683665
REDUCED by $50,000 (4.8%) on 04/15/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2622 Built: 2020Monthly Fee: $396 Tax: $8,602 (2025)Community: Sunrise Preserve Ph 2Spa: NoSingle Family
Taxes:$8,602
Remarks: BETTER THAN NEW AND READY FOR YOU! This beautifully upgraded 3 bedroom, 3 bath home, built in 2020 and refreshed again in 2025, offers all the features of a recently built house, but with upgrades and other updates. Inside, you’ll find fresh paint, new designer wallpaper, crown molding in every room, and stylish board-and-batten accents that give the home a polished, custom look. Major upgrades add comfort and peace of mind, including impact windows, a whole-house generator, whole-house water filtration and professional landscape lighting. Everything has been thoughtfully maintained, so the home truly is move-in ready. The kitchen features Cambria quartz countertops, white cabinetry with Shelf Genie pull-outs, stainless steel appliances, a gas cooktop and a breakfast bar. With an open floor plan, the kitchen flows right into the family room and dining area, creating a bright, welcoming space for gathering. The spacious master suite includes a large bathroom and a walk-in closet with custom built-ins and direct access to the laundry room. In addition to the master suite one of the guest bedrooms is en suite and has a walk-in-closet. Outside, the lanai has been upgraded with retractable storm-resistant screens and no-see-um screening, giving you a comfortable outdoor space year-round. The home sits next to a preserved lot, offering extra privacy and a beautiful Oak tree as a natural backdrop. Lawn care, landscaping and irrigation are included in the HOA. There are so many thoughtful upgrades throughout—you truly need to see this home in person to appreciate everything it offers. (A full feature sheet is available.) Sunrise Preserve is located in the heart of Palmer Ranch, close to I-75, shopping, dining, and just a short drive to the area’s gorgeous beaches. Residents enjoy resort-style amenities, including a heated pool, clubhouse, fitness center, bocce, pickleball and tennis courts, and scenic walking paths.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Steve Abbe (941-400-3969)
4181 CENTER POINTE CIR #91B, SARASOTA, FL 34233
$269,000202 Days on yellowkey MLS ID: A4677449
REDUCED by $6,000 (2.2%) on 06/26/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1578 Built: 1983Monthly Fee: $405 Tax: $3,492 (2025)Community: Courtyard VillasVilla
Taxes:$3,492
Remarks: Exceptional value in today’s market, available for a quick close! Welcome to effortless Florida living in this beautifully maintained condo located in the desirable Center Gate community of Sarasota. This inviting unit offers a bright, open layout with comfortable living and dining spaces that flow seamlessly—perfect for both everyday living and entertaining. The well-appointed kitchen provides ample cabinetry and workspace, while the spacious primary suite offers a relaxing retreat with generous closet space and an en-suite bath. Enjoy peaceful mornings or unwind in the evenings from your private, over sized lanai. Residents of Center Pointe enjoy a quiet, well-kept community with convenient access to shopping, dining, medical facilities, and just a short drive to Sarasota’s world-renowned beaches. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this property checks all the boxes. Low-maintenance living in a prime location—schedule your showing today and come see the value for yourself.
Listing Agent: Alicea Martinez (941-504-3852)
8637 DAYDREAM ST, SARASOTA, FL 34238
$364,900251 Days on yellowkey MLS ID: TB8449918
0 Days Off yellowkey (back on 6/26/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1724 Built: 2020Monthly Fee: $350 Tax: $2,939 (2024)Community: Promenade/Palmer Ranch Ph 2Townhouse
Taxes:$2,939
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. Direct Legacy Trail Access | Built in 2020 | Gated Palmer Ranch Living. Welcome to Promenade on Palmer Ranch, where modern convenience meets one of Sarasota's most sought-after locations. Built in 2020, this beautifully maintained all-concrete-block townhome offers the perfect blend of style, comfort, and low-maintenance living. Step inside to an open-concept floor plan designed for everyday living and effortless entertaining. The gourmet kitchen features granite countertops, stainless steel appliances, white cabinetry, upgraded pendant lighting, a spacious center island, walk-in pantry, and a custom mirrored accent wall that adds a touch of sophistication. The kitchen flows seamlessly into the spacious family room, while sliding glass doors open to an oversized screened lanai—an ideal space to enjoy your morning coffee, unwind after a day at the beach, or entertain guests year-round. Upstairs, the private owner's suite offers two walk-in closets and an en-suite bath, while two additional bedrooms, a full guest bath, and a convenient second-floor laundry room provide plenty of space for family and visitors. A one-car garage with additional storage adds everyday practicality. Residents of Promenade on Palmer Ranch enjoy resort-style amenities including a sparkling community pool, open-air cabana, outdoor kitchen, scenic ponds, preserve views, and beautifully maintained sidewalks throughout the neighborhood. Low HOA fees include water and sewer, and there are no CDD fees. One of the community's most desirable features is direct access to the Legacy Trail, offering miles of scenic biking, walking, and outdoor recreation right outside your door. Ideally located just minutes from Siesta Key Beach, Downtown Sarasota, Lido Key, Longboat Key, shopping, dining, golf, parks, and cultural attractions, this move-in ready townhome offers an exceptional opportunity to enjoy the Sarasota lifestyle you've been dreaming about.
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Kim Vanherwynen (201-978-6805)
9463 TEQUILA SUNRISE DR, SARASOTA, FL 34241
$1,990,00054 Days on yellowkey MLS ID: A4696188
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4898 Built: 2024Monthly Fee: $253 Tax: $20,241 (2025)Community: Skye Ranch - CassiaSpa: YesSingle Family
Taxes:$20,241
Remarks: Experience the perfect blend of luxury, comfort, and modern design in this nearly new estate home in Cassia at Skye Ranch. Offering approximately 4,898 square feet of thoughtfully designed living space, this exceptional residence features four bedrooms, multiple gathering areas, and an impressive array of custom upgrades that elevate everyday living. At the heart of the home is a spectacular gourmet kitchen designed to impress. Outfitted with an upgraded GE Monogram Luxury Pro appliance package, Bosch counter-depth refrigerator, upgraded Kohler porcelain sink, motion-sense faucet, custom pantry storage, pass-through bar with wine refrigerator, and premium finishes throughout, this space effortlessly combines style and functionality. The kitchen opens seamlessly to the expansive living and dining areas, enhanced by soaring ceilings, crown molding, tray ceilings, built-in ceiling speakers, and abundant natural light. The primary suite serves as a private retreat, featuring a spa-inspired bath with a freestanding soaking tub, custom walk-in closets, and luxurious finishes. Additional bedrooms offer generous accommodations for family and guests, while custom closets throughout the home provide exceptional organization. One of the home's most impressive features is the custom upstairs addition, creating a private guest or multigenerational living space complete with a spacious great room, kitchenette with sink, dishwasher and beverage refrigerator, private bedroom with en-suite bath, and additional half bath. Florida living reaches its finest outdoors. The resort-style saltwater pool showcases an oversized spa, sun shelf, heater, and chiller, creating year-round enjoyment. An outdoor kitchen with beverage refrigerator, expansive covered lanai, and bonus room overlooking the pool provide the ideal setting for entertaining. The private backyard enjoys the serenity of a wooded conservation backdrop, enhanced by extensive landscaping, expanded irrigation, and fenced pool equipment areas. Additional upgrades include whole-house surge protection, generator transfer switch, built-in garage storage and Monkey Bar organization system, extended driveway, upgraded gutters, custom storage solutions, and built-in speaker systems in the main living areas, lanai, and upstairs great room. Residents of Cassia at Skye Ranch enjoy an extraordinary lifestyle with world-class amenities including tennis and pickleball courts, bocce ball, a year-round heated Olympic-style pool, indoor basketball court, fitness center, spa facilities, and a water playground. Conveniently located near Sarasota's renowned beaches, dining, shopping, cultural attractions, and top-rated schools, this exceptional home offers the luxury lifestyle you've been waiting for. Your legacy begins here.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Thomas Hedge, Jr (941-587-6660)
8278 VELDA TRL, SARASOTA, FL 34241
$550,000105 Days on yellowkey MLS ID: TB8498656
REDUCED by $35,000 (6.0%) on 06/25/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2278 Built: 2021Monthly Fee: $250 Tax: $8,853 (2025)Community: Lt Ranch Nbrhd 1Single Family
Taxes:$8,853
Remarks: Welcome to the Renown Sky Ranch 24/7 Gated Community, featuring a Beautifully maintained single-family Home located in One of Sarasota’s Most Sought-after Communities, where Lifestyle and Convenience come together seamlessly. As you step inside this 3 Bedroom + Upstairs Bonus Room, 3 Full Bath + 1 Half Bath, this inviting Residence Features a Bright Open Floor Plan filled with Natural Light, Spacious Living Areas, and a functional layout perfect for both everyday Living and Entertaining. The kitchen offers ample cabinetry, pantry and workspace, flowing effortlessly into the dining, laundry room and living spaces for a connected comfortable feel with Master Bedroom located on the 1st floor. Generous bedrooms and well-designed bathrooms provide both Comfort and Practicality. Step outside to your Private Peaceful Backyard and Unwind with Breathtaking Sunset Views of the Surrounding Conservation Area with NO REAR Neighbors, an ideal setting for Relaxing Evenings or Entertaining Guests while enjoying Florida’s Natural Beauty. Beyond the home itself, the Community truly sets this property apart! Residents enjoy access to Resort-Style Amenities including a Stunning Pool with Café and Food Service, distinct pool experiences: a lap pool, family-friendly splash pad, and a relaxing lounging pool, plus a fully equipped Fitness Center with personal trainers and a wide variety of Fitness Classes. Outdoor recreation abounds with Basketball, Tennis, Volleyball, Soccer and Pickleball Courts, a Dog Park, and Scenic Nature Trails. The Neighborhood also fosters a strong sense of community with Year-Round Family Events and Activities for all ages. LOCATION LOCATION LOCATION! Conveniently Located in a Top-Rated School District from Elementary through High School, this Home is ONLY 20 minutes from the World-Renowned Siesta Key Beach and its Vibrant Strip. You’ll also enjoy quick access to major highways, making commuting a breeze, to Downtown Sarasota, Airport, and proximity to the UTC Shopping District: featuring Premier Dining, Retail, and Popular grocery stores. This is More than just a Home, it’s a Lifestyle Opportunity in the Heart of Sarasota.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Leza Sharipoff (503-894-2635)
4463 CINNAMON DR #2502, SARASOTA, FL 34238
$310,000262 Days on yellowkey MLS ID: A4671484
0 Days Off yellowkey (back on 6/25/2026)
REDUCED by $25,000 (7.5%) on 05/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1638 Built: 2005Monthly Fee: $757 Tax: $4,131 (2024)Community: Arielle On Palmer RanchCondo
Taxes:$4,131
Remarks: Under contract-accepting backup offers. Virtually Staged. BEST VALUE IN THE COMUNITY! ***Significant price reduction combined with brand-new stainless steel appliances and updated light fixtures*** ALL ON ONE FLOOR – NO STAIRS! GORGEOUS LAKE VIEW, END UNIT. This spacious 2-bedroom, 2-bath plus bonus room end unit with an attached 1-car garage offers the perfect blend of comfort and convenience — Step inside to discover a bright, open-concept living area featuring brand-new luxury vinyl flooring and a well-appointed kitchen overlooking the lake. Enjoy one of the best locations in the community, offering exceptional privacy and surrounded by lush tropical landscaping for a serene, resort-style ambiance. Slide open the doors to your private screened-enclosed lanai with peaceful lake view — the ideal retreat for your morning coffee or evening relaxation. Experience resort-style amenities just steps away, including a heated pool and spa, gas grills. The home has been freshly painted, and abundant natural light fills every room through windows on all sides, creating a bright and airy atmosphere. Additional updates include a newer A/C (2020). Perfectly located near The Legacy Trail, TPC Prestancia, Siesta Key’s award-winning beaches, and everyday conveniences such as Publix, Costco, the YMCA, playgrounds, and tennis courts, easy access to to I075. Zoned for top-rated schools, NO CDD, NO FLOOD ZONE!!!! Don’t hesitate — call today to schedule your private showing!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Melinda Vass (407-613-4911)
7311 PROCTOR RD, SARASOTA, FL 34241
$1,000,000101 Days on yellowkey MLS ID: A4686361
REDUCED by $99,000 (9.0%) on 06/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2223 Built: 1977 Tax: $10,323 (2025)Community: Dunnhill EstatesSpa: YesSingle Family
Taxes:$10,323
Remarks: Gated Sarasota Estate with 2,223 a/c Sq. Ft. Home & 2,289 a/c Sq. Ft. accessory building — Live, Work & Thrive on 2.49 Acres! Tucked deep off Proctor Road, this lakefront estate — w/ its own private pond — offers a rare convergence of privacy, space, & opportunity that simply does not come along often — at any price. Featuring a resort-style pool, spa, & elegant spillover feature—an inviting oasis set amid lush landscaping & tranquil lake views, designed for both relaxation & entertaining. The exceptional screened lanai & pool area transforms outdoor living into a private escape. The property is fully fenced, & a canopy of mature oaks & native Florida landscaping lines the paver arrival, where a courtyard entrance, stone exterior accents, tile roof, & French door entry set a tone that is warm, layered, & full of character. Inside, the open split floor plan spans 2,223 sq. ft. of air-conditioned living space, w/ upgraded windows throughout. Custom tile floors, wood tongue-groove ceilings, & handcrafted millwork weave a common thread of carefully articulated detail that connects each room’s distinct personality. The formal living room features a dramatic wood feature wall & sliding glass doors to the private courtyard; the dining room is anchored by a custom chandelier; & the family room opens to the screened lanai through sliding glass doors w/ recessed lighting throughout. The kitchen is the heart of the home — appointed w/ a center island, bar seating, black granite countertops, white raised-panel cabinetry, a built-in pantry, stainless steel appliances, two refrigerators, & a pass-through to the pool area, w/ more than enough room & storage to handle everything from a quiet morning to a full crowd. The primary suite is a true retreat — quiet, grounded, & thoughtfully appointed, w/ an en suite bath that feels spa-like, featuring dual sinks, an electric LED mirror, & a walk-in shower designed for unwinding, plus a pocket door leading to a built-in walk-in closet. Two additional bedrooms each feature the home’s signature tongue-groove ceilings & moldings, while the guest bath impresses w/ custom black-and-white tile floors & a subway-tiled shower-tub surround. The detached 77x24, fully air-conditioned 1,848 sq. ft. concrete block building — designed w/ concrete flooring & three garage bays w/ tall electric overhead doors, — is currently configured as a flexible, purposeful space. Think home business, car collection, woodworking shop, weekend projects, or whatever your passion demands — ideal for anyone who needs serious room to do what they do. The attached two-car garage adds 441 sq. ft. of enclosed, air-conditioned space. Both the house & concrete block building are insulated w/ Icynene spray foam & equipped w/ new AC systems & ductwork (replaced within the last 3–5 years), & the concrete block building received a brand-new metal roof in 2025. The sewer/drain line has also been re-lined within the last several years — the kind of behind-the-scenes investment that makes a real difference in long-term ownership. There is ample room for RV & boat parking, & w/ no HOA to contend w/, you have the freedom to use this property entirely on your terms. Located in a coveted enclave of just 12 estate-sized lots — minutes from Clark Rd & I-75, & a short drive from Siesta Key beach. Nearby trailheads provide easy access to the Legacy Trail, & the area is rich w/ shopping, dining, & parks.
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
7181 RYEDALE CT, SARASOTA, FL 34241
$1,149,00072 Days on yellowkey MLS ID: O6403354
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2904 Built: 2019Monthly Fee: $199 Tax: $9,102 (2025)Community: Waverly SubSingle Family
Taxes:$9,102
Remarks: PREMIUM CORNER LOT • SCREENED POOL • OVERSIZED 3-CAR GARAGE • OPEN-CONCEPT FLOOR PLAN • LOW HOA • NO CDD FEES Nestled on one of Waverley’s premier corner homesites within Sarasota’s exclusive gated community of just 100 homes, this beautifully maintained residence offers exceptional privacy, generous outdoor space, remarkably low HOA fees, and no CDD fees. This spacious 4-bedroom, 3-bath home features an oversized 3-car garage, a dedicated private office, and a thoughtfully designed single-story floor plan that perfectly balances open-concept living with everyday comfort and functionality. At the heart of the home, the bright and well-appointed kitchen offers a spacious center island, quartz countertops, abundant cabinetry, stainless steel appliances, and generous workspace creating an ideal gathering place for family and entertaining. Large windows and expansive sliding glass doors fill the home with natural light while creating a seamless connection between the interior living spaces and the private outdoor retreat. The intelligently designed layout provides excellent separation between the owner’s suite, guest bedrooms, and office, offering both privacy and flexibility for today’s lifestyle. The owner’s suite is spacious and inviting, complemented by a large ensuite bath and generous walk-in closets. Throughout the home, the exceptional level of maintenance and pride of ownership is immediately apparent, offering buyers a truly move-in-ready residence. Step outside to the screened lanai and sparkling pool, where covered and open-air living spaces create the perfect setting for year-round Florida living. Whether enjoying a quiet morning, relaxing by the pool, or entertaining guests, the outdoor living area offers comfort, privacy, and effortless indoor-outdoor living. Additional highlights include an oversized three-car garage with epoxy flooring, a spacious laundry room with abundant storage, and a smart irrigation system conveniently controlled from your phone. Built by Medallion Home, Waverley is known for its Mediterranean and Caribbean-inspired architecture, boutique atmosphere, low HOA dues, and convenient location just minutes from Sarasota’s award-winning beaches, UTC shopping and dining, Lakewood Ranch, top-rated schools, golf courses, and everyday conveniences. Beautifully maintained and ideally positioned on one of Waverley’s most desirable corner lots, this exceptional residence combines a highly functional floor plan, generous indoor and outdoor living spaces, outstanding privacy, and an unbeatable Sarasota location offering a rare opportunity to enjoy the very best of Florida living.
Listing is courtesy of: JOHN SILVA REALTY & ASSOCIATES (407-420-7908)
Listing Agent: John Silva (407-420-7908)
50 CENTRAL AVE #14B, SARASOTA, FL 34236
$1,350,000273 Days on yellowkey MLS ID: A4670232
REDUCED by $50,000 (3.6%) on 06/25/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1671 Built: 2005 Tax: $15,286 (2024)Community: Plaza At 05 Points ResidencesSpa: YesCondo
Taxes:$15,286
Remarks: Back on market following a busy rental season, and seller is motivated! Experience the essence of Sarasota’s urban living in this exquisitely updated two-bedroom, two-bath residence at Five Points Plaza, one of the city’s most sought-after addresses. Spanning 1,671 square feet, this beautifully appointed home combines elegant design, modern upgrades, and an unmatched downtown location. The chef-inspired kitchen is a masterpiece of coastal refinement, featuring GE Profile stainless steel appliances, Kohler fixtures, and an Ann Sacks designer tile backsplash. Polished quartz countertops create a sleek, inviting surface for entertaining, while the open-concept layout flows effortlessly into the dining and living areas. A custom solid maple built-in adds architectural warmth and sophistication, perfect for displaying art, books, or media. Step outside to your expansive private terrace, accessible from both bedrooms and the living room, offering stunning views of Sarasota Bay and the vibrant city skyline. The terrace extends your living space, ideal for morning coffee, dining al fresco, or cocktails at sunset. The primary suite is a tranquil retreat featuring a cozy sitting area that doubles as a reading nook or home office. A motorized window shade provides effortless privacy and light control, creating a restful atmosphere day or night. Both bathrooms showcase Kohler fixtures and sinks, while the guest bath features a custom solid oak vanity with artisan craftsmanship. At Five Points Plaza, every detail reflects convenience and peace of mind. Enjoy 24-hour concierge service, on-site management, secure garage parking, and resort-style amenities including a heated pool, state-of-the-art fitness center, and spacious entertainment areas. This property represents a rare opportunity to own a piece of downtown Sarasota’s lifestyle where, convenience, location, and livability converge.
Listing Agent: Melissa Perrigoue (941-894-7165)
5520 ROSEHILL RD #203, SARASOTA, FL 34233
$199,900198 Days on yellowkey MLS ID: A4677482
1 Days Off yellowkey (back on 6/24/2026)
REDUCED by $20,000 (9.1%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1141 Built: 2002 Tax: $2,812 (2025)Community: Admirals WalkCondo
Taxes:$2,812
Remarks: Under contract-accepting backup offers. $20,000 PRICE IMPROVEMENT! Live in a TREE HOUSE and park your car in a GARAGE. Lowest priced 2-bedroom in Admiral’s Walk with a garage! This second-floor corner condo has everything you are looking for: impact glass hurricane windows, newer roof & hardiboard siding, newer A/C system and newer washer/dryer! Plus, a 1-car oversized garage (12’ X 26’ long) for extra storage. The light and bright interior space has a great room floor plan featuring a vaulted ceiling with clerestory window and windows on two walls with water views. The open kitchen has a breakfast bar overlooking the dining area and a pantry. The two bedrooms have ensuite bathrooms with large walk-in closets. Admiral’s Walk is a New England style community with ponds, fountains and mature trees. There are plenty of amenities to suit everyone’s taste. Relax by the pool or soak in the spa, work out at the fitness center, visit the clubhouse and play pool, or cook dinner on the community grill. Your pets will be happy here too. Two pets up to 65 pounds each are allowed. Siesta Key beaches are a short drive away and there are plenty of shopping, dining and cultural destinations nearby. You’ll find easy access to I-75 for a quick drive to UTC Mall and Benderson Park. Come live the Florida lifestyle!
Listing Agent: Barb Standish (941-504-9458)
7351 IGUANA DR, SARASOTA, FL 34241
$3,500,00058 Days on yellowkey MLS ID: A4695701
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5022 Built: 1978Monthly Fee: $106 Tax: $7,572 (2025)Community: Gator Creek EstatesSpa: YesSingle Family
Taxes:$7,572
Remarks: Virtually Staged. Set on 6.63 private acres at the end of a quiet cul-de-sac, this gated estate offers a rare combination of acreage, privacy, and convenience that is becoming increasingly difficult to find in Sarasota County. Thoughtfully reimagined and extensively updated, the property blends the character of an established country estate with the style, functionality, and level of finish today's luxury buyers seek. Inside, vaulted ceilings and an open-concept design create a balance of architectural presence and everyday livability. The living room is anchored by a dramatic wood-burning fireplace enhanced by custom floor-to-ceiling millwork, creating a striking focal point within the home. Just beyond, the kitchen has been reimagined as both a gathering space and a showpiece, featuring natural stone countertops, a large center island, gas cooktop, custom shelving, dedicated coffee station, separate bar area with wine refrigerator, and an expansive butler's pantry with additional prep space, refrigeration, and storage. The adjoining dining area comfortably accommodates large-scale entertaining while remaining connected to the home's primary living spaces. The thoughtfully designed floor plan offers five bedrooms and five-and-a-half bathrooms within the main residence, including a first-floor primary suite and a second upstairs primary suite with a private balcony overlooking the pool and surrounding acreage. Two additional first-floor bedrooms are connected by a beautifully renovated Jack-and-Jill bath, while an additional upstairs en-suite bedroom provides comfortable accommodations for family and guests. Throughout the home, carefully selected materials and distinctive finishes create a cohesive sense of style, including imported European porcelain tile, quartzite and marble surfaces, a statement powder bath with a sculptural marble sink, and a beautifully finished pool bath with extensive marble detailing and a walk-in shower. Outdoor living was designed to embrace the property's peaceful setting. The pool and spa overlook a small pond and are surrounded by expansive outdoor living areas, while the covered outdoor kitchen with grill adds convenience for outdoor dining and entertaining. A detached studio guest house with a full kitchen and bathroom offers exceptional flexibility for guests, extended family, a private office, fitness studio, or creative space. Additional features include a whole-house generator, whole-house reverse osmosis system, separate irrigation well, gated entry, and a three-car garage. Located within Gator Creek Estates, one of Sarasota's premier acreage communities, residents enjoy expansive homesites, natural surroundings, and a sense of privacy rarely found this close to everyday conveniences. Lakewood Ranch, Waterside Place, UTC, downtown Sarasota, and Sarasota's renowned Gulf Coast beaches are all within easy reach, creating an ideal balance between peaceful estate living and access to the area's most desirable destinations.
Listing Agent: Davida Mcdonald (941-312-1074)
4315 REFLECTIONS PKWY, SARASOTA, FL 34233
$510,00037 Days on yellowkey MLS ID: O6418235
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2123 Built: 2001Monthly Fee: $312 Tax: $3,361 (2025)Community: Villa RosaSingle Family
Remarks: Tucked within a secure gated enclave in Sarasota’s highly desirable 34233 area, this beautifully reimagined Spanish Mediterranean residence blends timeless architecture with a refined, modern interior designed for effortless coastal living. A classic tile roof and elegant exterior detailing set the tone for what awaits inside—soaring ceilings and thoughtfully designed tray accents create a sense of volume and light throughout the home. The open-concept layout has been fully transformed to meet today’s lifestyle expectations, offering seamless flow between the main living spaces while still preserving a sense of warmth and sophistication. At the heart of the home, the chef-inspired kitchen showcases rich wood cabinetry, brushed brass fixtures, and a clean, elevated design that pairs beauty with functionality. A dedicated dining area provides the perfect setting for both intimate dinners and effortless entertaining. The spacious primary suite serves as a private retreat, complete with a well-appointed en-suite bath featuring dual vanities and a generous walk-in closet. Secondary bedrooms are notably oversized, offering flexibility for guests, family, or dedicated work-from-home spaces. Designed for low-maintenance living, the HOA maintains the general area landscaping, allowing more time to enjoy the lifestyle this location is known for. An attached two-car garage adds everyday convenience and storage. There is also a screened-in back porch where you can spend your quiet time, as the home backs onto preserved land, so you can enjoy your privacy with no neighbors at the back to worry about. Perfectly positioned less than 8 miles from the world-renowned Siesta Key Beach, consistently ranked among the best beaches in the United States, this home offers the rare combination of architectural charm, modern updates, and unbeatable proximity to Sarasota’s most coveted coastal experiences. A true lock-and-leave opportunity where elegance, comfort, and location come together in one exceptional offering.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)
Listing Agent: Chris Romany (407-796-8458)
3987 MACEACHEN BLVD #133, SARASOTA, FL 34233
$154,900121 Days on yellowkey MLS ID: A4688227
0 Days Off yellowkey (back on 6/23/2026)
REDUCED by $15,000 (8.8%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 978 Built: 1978 Tax: $1,907 (2025)Community: Tregate EastCondo
Taxes:$1,907
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to 3987 Maceachen Blvd, Unit 133, an updated condo located in a desirable 55+ community in Sarasota. This 2-bedroom, 2-bathroom residence offers 978 square feet of living space with bamboo hardwood flooring throughout. The primary suite features a walk-in closet and an updated en-suite bathroom with a quartz vanity and tile walk-in shower. The guest bathroom has also been remodeled and includes a quartz vanity. The kitchen has been updated with quartz countertops, new cabinetry, a built-in sink with neck faucet, and canned recessed lighting. Enjoy the private terrace overlooking the community pool and park. The building includes elevator access for added convenience. The property is conveniently located near Publix, is approximately 6 miles to Siesta Key Beach, and 5 miles to downtown Sarasota, providing easy access to shopping, dining, and entertainment. This move-in-ready condo is suitable for full-time or seasonal living within a well-located Sarasota community.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Vincent Lamaida (941-416-5654)
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