Location: Sarasota
Do Not Show Listings
5035 BAY SHORE RD, SARASOTA, FL 34234
$4,895,000225 Days on yellowkey MLS ID: A4667963
0 Days Off yellowkey (back on 4/7/2026)
Bed: 5 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 5712 Built: 1951 Tax: $12,985 (2024)Community: Indian Beach Sapphire ShoresSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,985
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. *PENDING - ACCEPTING BACKUPS*One or more photo(s) has been virtually staged. Nestled just south of the Ringling Museum, this prestigious West of Trail estate is set in Sarasota’s historic Indian Beach Sapphire Shores neighborhood, known for its majestic tree-canopied streets, bayfront parks, and architectural charm. Spanning 5,712 sq. ft. on a one-half acre lot, this home is designed for multi-generational living, featuring 5 bedrooms, 6.5 baths, 2 offices, and a private in-law suite. A newly built 616 sq. ft. detached guest house with a kitchenette and full bath offers additional flexibility. Extensively remodeled in 2013 and upgraded in 2023 by Murray Homes, the residence boasts a new roof, smart home features, low-voltage lighting, high-end cabinetry, new flooring, an updated kitchen, deck, and lush landscaping. The chef’s kitchen is a showpiece of design and functionality, highlighted by a raised skylight with exposed beam rafters over the 11’8” x 3’7” Cambria White Cliff quartz island with a waterfall mitered end panel and counter-height breakfast bar for five. Soft-close solid wood cabinetry includes pull-out shelves and recessed LED lighting. Top-tier appliances feature a Wolf double oven, Wolf 48” 6-burner gas range, Subzero column refrigerator/freezer, two dishwashers, and an instant hot/cold filtered water faucet. A café nook with a coffee bar and custom cabinetry adds convenience. Designed for seamless indoor-outdoor living, the spacious great room features engineered white oak plank flooring and a floor-to-ceiling walnut slat entertainment wall with a ventless fireplace. A striking agate-topped dry bar with a custom wine bottle display enhances the dining area. The brand-new screened lanai with French white oak Azek decking extends the living space outdoors. The 400 sq. ft. family room provides a flexible retreat, featuring a floating cabinetry entertainment wall, a full pool bath, additional laundry, hidden storage, and a private entrance from the pool deck. Outside, a 2,000 sq. ft. backyard retreat offers a 40 x 15 heated saltwater pool with a cascading waterfall, cooling lime rock pavers, pristine turf, and a brand-new outdoor kitchen with a gas grill and refrigerator. A motorized pergola adjusts for sun or shade, creating a luxurious resort-style setting. The fully fenced yard and lush landscaping enhance the privacy of this location. A brick-paver courtyard and circular driveway add elegance while offering ample parking and space to add an additional garage. This property is not in a flood zone. Minutes from downtown Sarasota, Lido Beach, and St. Armands Circle, the home is perfectly positioned near Ringling College of Art, New College, and the North Trail’s independent restaurants, coffee shops, and pubs.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Bev Murray (941-724-4995)
1780 SPRING CREEK DR, SARASOTA, FL 34239
$1,445,000114 Days on yellowkey MLS ID: A4681932
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1595 Built: 1954 Tax: $5,650 (2025)Community: Shoreland WoodsSpa: YesSingle Family
Taxes:$5,650
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Remarks: Architectural character, curated design, and resort-style outdoor living define this exceptional Sarasota residence at 1780 Spring Creek Drive. Privately positioned behind a gated entry and surrounded by lush tropical landscaping, this distinctive home offers a refined Florida lifestyle with thoughtful upgrades, timeless style, and true peace of mind. Located in one of the the location that Sarasota has to offer. Inside, the home welcomes you with soaring ceilings accented by exposed beams, expansive windows, and an open, light-filled layout that blends modern design with everyday comfort. Warm wood tones, clean architectural lines, and carefully selected finishes create a sophisticated yet relaxed ambiance throughout the main living spaces. The updated kitchen is designed for both beauty and function, featuring luxury appliances, sleek cabinetry, stone countertops, and a statement glass-topped bar, ideal for entertaining or casual dining. The kitchen flows seamlessly into the living and dining areas, creating an inviting environment for gatherings large and small. The primary suite serves as a private retreat, offering tranquil garden views, direct access to the outdoor living area, and a spa-inspired bath adorned with striking mosaic tile, modern fixtures, and a glass-enclosed walk-in shower. Additional bedrooms are thoughtfully arranged to provide flexibility for guests, a home office, or creative space. Step outside to the screened lanai and resort-style pool and spa, where privacy and lush landscaping create a serene oasis. Recent upgrades include a new pool filter, enhancing efficiency and ease of ownership, while covered seating areas invite year-round outdoor enjoyment. Beyond its aesthetic appeal, this home is equipped with premium infrastructure upgrades designed for long-term comfort and reliability. A Generac natural gas generator powers the entire home and pool, providing seamless backup during outages. The roof is approximately six years old, plumbing lines have been professionally blown out and cleaned, and the property is located in a no flood zone for added peace of mind. The home is serviced by city water, complemented by a deep water irrigation well that keeps the lush landscaping thriving while helping reduce utility costs. Aerial views highlight the home’s generous lot, mature greenery, and prime Sarasota location—just minutes from downtown Sarasota, world-renowned beaches, shopping, dining, and cultural attractions. Distinctive, upgraded, and effortlessly livable, 1780 Spring Creek Drive delivers a sophisticated Sarasota lifestyle without compromise.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
5599 WILDE OAK WAY, SARASOTA, FL 34232
$519,90057 Days on yellowkey MLS ID: A4688991
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1999 Built: 1990Monthly Fee: $44 Tax: $5,003 (2025)Community: Colonial OaksSingle Family
Taxes:$5,003
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Nestled near the end of a Cul-de-Sac, with a Private Setting backing to a Nature Preserve, this Beautifully maintained 3-bedroom, 2-bathroom split-plan home offers 1,999 SF of living space with the perfect blend of comfort, updates, and location. Major improvements provide peace of mind, including a new roof and skylights (2018), impact windows (2019 & 2020), A/C system (2020), and hot water heater (2020). Step inside to find an updated kitchen and bathrooms, complemented by wood laminate and tile flooring throughout. The living room and primary bedroom feature elegant plantation shutters, adding both style and functionality. An indoor laundry room with additional storage adds everyday convenience. Enjoy flexible living with an expansive 390 SF Air Conditioned Florida Room overlooking the fenced backyard—ideal as a game room, playroom, fitness space, home office, or entertainment area. A screened entry porch enhances curb appeal and provides a welcoming outdoor space, while the oversized 2-car garage offers ample storage. Ideally located near Colonial Oaks Park with access to a gymnasium, basketball courts, tennis, pickleball, playgrounds, and picnic areas. Just minutes from Doctors Hospital, shopping, dining, and I-75, this home delivers both tranquility and accessibility. Don’t miss this move-in ready gem in a highly desirable location!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Mike Bridges (941-316-6530)
708 42ND ST, SARASOTA, FL 34234
$675,00061 Days on yellowkey MLS ID: A4688855
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1210 Built: 1936 Tax: $5,492 (2025)Community: Indian Beach Map OfSingle Family
Taxes:$5,492
Elementary School: None
High School: None
Middle School: None
Remarks: Come see this charming and peaceful Old Florida gem with detached cottage ideally situated in the desirable Indian Beach/Sapphire Shores neighborhood located west of the trail. Here is a rare opportunity to own two meticulously maintained homes within the city limits in Indian Beach/Sapphire Shores, a community rich with art, culture, and history. Picture tree-lined streets, character-filled homes, and being just moments from the shimmering Sarasota Bay. You are in for a treat as you enter the main home through a central air-conditioned enclosed front porch into a home with all of its original, timeless character including glass doorknobs, lovely baseboards and trim, vintage light fixtures, painted heart of pine floors, and functional double-hung windows. This original 1930s home (732 sf) features two bedrooms (freestanding wardrobes), one bath, and a spacious combination dining/living area. An additional wonderful highlight is the central air conditioned detached guest cottage (478 sf) with kitchen, living area, one bathroom and bedroom alcove along with a screened porch and patio, and attached one-car garage. This cottage is ideal for multi-generational living or Airbnb or full-time lease opportunities. All furnishings and fixtures convey: the front unit is partially furnished; the back unit is turn-key furnished. The property includes a very nice new 12x16 Tuff Shed ideal for an artist’s studio, workshop, or just additional storage. Set on a lush 12,000+ square foot lot, the property is spacious with plenty of room for parking, entertainment and other possibilities. You are sure to enjoy the established vegetable and flower gardens. Adding to the charm, you may catch sight of the neighborhood's colorful wild peacocks who love to display their feathers. Excellent location just minutes from the Ringling Museum, SRQ Airport, and downtown Sarasota as well as close proximity to Lido Key Beach, St. Armands Circle, and Siesta Key. Two high-end homes are currently under construction on the block. This sweet property is waiting to fit your needs whether as live-in residences, a rental investment, multi-generational living, or any combination thereof. This peaceful neighborhood in "Turks Cap" (sometimes referred to as the Museum District) has a rural feel with narrow, tree-lined streets and roaming peacocks. This is a no through street with no traffic. If you want quiet and relaxed, you have found the neighborhood.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Helen Magill (941-320-7166)
3182 HATTON ST, SARASOTA, FL 34237
$575,00092 Days on yellowkey MLS ID: A4684851
2 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1530 Built: 1957 Tax: $2,876 (2025)Community: Bellevue Terrace RevSingle Family
Taxes:$2,876
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Totally remediated and beautifully remodeled 3-bedroom, 2-bath pool home located in Bellevue Terrace, just off Bahia Vista, in the heart of Sarasota. This home was taken down to the studs and completely rebuilt, including all new electrical, plumbing, and sheetrock. Additional upgrades include all new interior doors, cabinetry, kitchen appliances, air conditioning system, hot water heater, and washer and dryer. Porcelain tile flooring throughout enhances the bright, open, and spacious feel of the home. The expansive screened pool area features a tropical setting and a large covered lanai, ideal for outdoor entertaining and year-round enjoyment. Bellevue Terrace offers a prime central location near Locklear Park, the YMCA, Pinecraft with its Amish Restaurants, downtown Sarasota, and the Bayfront neighborhoods. Enjoy a friendly community with no HOA, no rental restrictions, and easy access to everything Sarasota has to offer. Easy to show and a must see.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Philip Graber (941-320-5451)
8555 HERON LAGOON CIR, SARASOTA, FL 34242
$2,725,000430 Days on yellowkey MLS ID: A4646820
INCREASED by $1,350,000 (98.2%) on 04/06/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2568 Built: 1951Monthly Fee: $75 Tax: $12,703 (2024)Community: Heron Lagoon LodgesSingle Family
Taxes:$12,703
Remarks: Pre-Construction. To be built. Rare Opportunity on Siesta Key – Expansive Corner Lot with Private Beach Access + Custom Coastal Estate by SeaSafe Homes. A truly rare opportunity to build your dream home on one of the largest privately owned parcels on Siesta Key. Situated on an expansive over ¾-acre corner lot with nearly 37,000 square feet, this exceptional homesite offers private beach access via an exclusive pedestrian bridge leading directly to your own slice of Siesta Key’s sugar-sand shoreline. Located within an intimate enclave of only 13 homes along Heron Lagoon, this hidden gem offers unmatched privacy, serenity, and exclusivity on the south end of the island, while remaining just minutes from Siesta Key Village Featured here is the Wave Crest Model by SeaSafe Homes, thoughtfully designed for elevated coastal living. Built for luxury and resilience, this home features a superior 2x12 floor system and 2x6 wall construction, engineered to withstand winds up to 180 MPH, exceeding typical coastal building standards and providing peace of mind. With advanced off-site construction methods, build time can be reduced by up to 75%, minimizing weather-related construction delays and allowing you to enjoy your new home sooner. The thoughtfully designed floor plan offers 4 bedrooms, 3.5 bathrooms, and an open-concept layout ideal for full-time living, seasonal enjoyment, or luxury rental potential. The spacious kitchen flows seamlessly into the living and dining areas and includes a large walk-in pantry and extended island, perfect for entertaining. The primary suite features direct porch access, a spa-inspired bath and walk-in closet. A secondary en-suite bedroom with optional private exterior entrance offers ideal flexibility for guests or lockout rental use. Every SeaSafe home also includes energy-efficient sealed systems and upgraded insulation as standard, combining strength, efficiency, and thoughtful design. Whether you envision a legacy family estate, luxury island getaway, or investment opportunity, this extraordinary homesite paired with a premier coastal build offers a once-in-a-lifetime chance to own something truly special on Siesta Key. Private tours, lot walks, and builder consultations available upon request.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Conner Ashley (941-374-1024)
13653 HERITAGE WAY, SARASOTA, FL 34240
$619,900122 Days on yellowkey MLS ID: A4680573
0 Days Off yellowkey (back on 2/23/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2310 Built: 2017Monthly Fee: $47 Tax: $4,900 (2025)Community: Oak Ford Golf ClubSingle Family
Taxes:$4,900
Remarks: Under contract-accepting backup offers. Built in 2017, this ranch-style residence offers 4 bedrooms, 2.5 bathrooms, and a bonus room situated on a 33,917 sq ft lakefront lot! The home features an open-concept layout with multiple skylights providing natural light throughout the interior. The kitchen includes an oversized island with seating and connects directly to the main living areas. The primary bedroom includes an en-suite bathroom with a soaking tub, dual vanities, and a double shower with two showerheads. The house features a split floor plan layout and the bonus room provides flexible use options. Enjoy the backyard views of the lake that overlooks the old golf course. The property is located on a cul-de-sac. Come see this home today! This property is eligible under the Freddie Mac First Look Initiative through 03/04/2026.
Listing Agent: Brett Keyser, Jr (941-957-8425)
6536 PEACOCK RD, SARASOTA, FL 34242
$5,650,00058 Days on yellowkey MLS ID: A4688703
Bed: 7 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 4697 Built: 2024 Tax: $46,507 (2025)Community: Stickney Point SubSingle Family
Taxes:$46,507
Remarks: There is only one — Siesta Sun Sets. Set against the quiet backdrop of Sabal Lake, with glimpses of the Gulf beyond, this residence unfolds with a sense of irresistible intention. Influenced by West Indies architecture, the design blends expansive indoor-outdoor living with natural textures, layered spaces, and a palette that mirrors its surroundings — soothing, sun-washed, and enduring. Across more than 4,000 square feet, the home offers seven incredible en-suite bedrooms and multiple living areas designed for both gathering and restful retreat. The great room anchors the experience, where kitchen, dining, and living spaces open outward to twin balconies — one overlooking the extensive grounds, the other framed by mature oaks, offering a quiet contrast of shade and light. Above, a private club level introduces a more intimate setting — a theater-style lounge, additional suites, and access to the rooftop deck. It is here, at the highest point of the home, that the name reveals itself. As day transitions to evening and the Gulf reflects gold, the softening sky reveals stunning sunsets, becoming the backdrop against which you count your blessings. Below, the grounds are equally considered. A multi-sport court — rare in both scale and versatility — sits alongside a resort-style pool and 360-degree spillover spa, creating a setting as seductive as it is serene. Covered outdoor living spaces extend the home’s presence, offering multiple areas for dining, gathering, and quiet retreat, all within a private, fully enclosed landscape. Siesta Sun Sets is not defined by any one feature, but by the way it brings them together — water, light, elevation, and space — into a residence that feels both grounded and removed, exclusive and secluded. A masterwork of resilient engineering and high-end coastal construction, this estate is architecturally primed to withstand coastal elements while serving as a premier venue for grand-scale entertaining and lucrative seasonal retreats. More than a home, Siesta Sun Sets is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
7549 WESTMORELAND DR, SARASOTA, FL 34243
$569,00092 Days on yellowkey MLS ID: A4684919
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1410 Built: 1956Monthly Fee: $3 Tax: $2,912 (2024)Community: Whitfield Estates Unit 1Single Family
Taxes:$2,912
Remarks: West of the Trail in Whitfield Estates, this mid-century gem captures the charm and character that define classic Florida architecture. From the original terrazzo floors to the preserved kitchen design, the home reflects the clean lines and simplicity that make mid-century residences so desirable. The spacious great room with fireplace serves as the heart of the home, offering natural light and comfortable gathering space while maintaining its authentic architectural appeal. Situated on a rare double lot, the property offers exceptional flexibility and long-term potential. Expand the footprint, design a custom pool, add a detached garage, or simply enjoy the privacy and space that are increasingly rare west of the Trail. Located on sought-after Westmoreland Drive, just across from multi-million-dollar bayfront estates, this property blends historic charm with premier positioning. Residents of Whitfield Estates have the unique opportunity to enjoy dining at nearby Sara Bay Country Club. For an optional annual HOA fee of just $35, owners may obtain a culinary membership granting full access to the clubhouse for dining and social events (golf privileges not included; membership subject to club approval). Minutes to Sarasota Bay, IMG Academy, SRQ Airport, and downtown Sarasota — this is authenticity, land, and lifestyle in one of the area’s most established West of the Trail neighborhoods.
Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)
Listing Agent: Lisa Kartz (941-587-3602)
901 S LOCKWOOD RIDGE RD, SARASOTA, FL 34237
$399,000135 Days on yellowkey MLS ID: A4678246
0 Days Off yellowkey (back on 3/2/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1625 Built: 1975 Tax: $5,814 (2025)Community: Acreage & UnrecSingle Family
Taxes:$5,814
Remarks: Under contract-accepting backup offers. Take a look at this 1600 sq ft 3 bedroom, 2 bath home. This home is currently set up as a 2/1 with an additional 1/1 mother in law suite, but can be turned back into a 3/2. Stay in one side and rent out the other, or use for a weekly Airbnb since it's in the city limits. Plenty of room for a pool, or large patio in the backyard! All major updates have been completed: new PGT vinyl impact windows, new roof, new AC, new electrical service, and new hot water heater. Both sides have access to the laundry room. Big backyard and within biking distance to Pinecraft, Locklear Park, and the Legacy Trail. Come check out this home before it's gone!
Listing Agent: Caitlin Dennis (941-250-5804)
3837 CAMINO REAL, SARASOTA, FL 34239
$1,045,000199 Days on yellowkey MLS ID: A4672440
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1887 Built: 2003 Tax: $6,901 (2025)Community: GranadaSpa: YesSingle Family
Taxes:$6,901
Remarks: Under contract-accepting backup offers. Spanish Mediterranean home located in Granada subdivision. This courtyard home comes complete with a Casita with great flex space… maybe you need an art studio, separate guest quarters, a caregiver’s suite or a home office. The possibilities are endless. The main house is a two bedroom, two bath residence. The Casita is a one bedroom, one bath space. Both are connected with the central courtyard with potted garden, Mexican tile accents and a spa. The living areas in the home have beautiful vantage points. Kitchen has wood cabinets, stainless appliances, stone counters ,a breakfast bar and direct access to the sitting and dining rooms. The main living room has access to the private back garden with pergola. All bedroom suites are separate private quarters. High ceilings, columns, crown moldings, profile baseboards, led lights, and decorator color palate are some of the features throughout the residence. Home and gardens are meticulously maintained. Granada is minutes to downtown Sarasota, Siesta Key beach, area dining and shopping. Wonderful old oaks trees and sidewalks remain in this Historic Neighborhood.
Listing Agent: Tammy Garner (941-374-4161)
4428 MEADOW CREEK CIR, SARASOTA, FL 34233
$439,000195 Days on yellowkey MLS ID: A4672507
1 Days Off yellowkey (back on 3/18/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1410 Built: 1981Monthly Fee: $21 Tax: $2,795 (2024)Community: Evergreen ParkSingle Family
Taxes:$2,795
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Discover your perfect Sarasota home - a beautifully updated 3-bedroom, 2-bath property offering comfort, privacy, and one of the largest backyards you’ll find in this entire area. From the moment you arrive, the paver driveway and welcoming curb appeal set the tone for a home that has been cared for and thoughtfully improved. Inside, natural light fills the open living spaces, creating a warm and inviting atmosphere for everyday living or entertaining. The upgraded finishes make this home truly move-in ready, giving buyers the peace of mind they’re looking for in today’s market. But the true highlight is the expansive backyard — rare for Sarasota and big enough to design your dream outdoor oasis. Whether you’ve been envisioning a custom swimming pool, a spacious patio, a play area, or room for pets to roam, this yard delivers unmatched possibilities. Located in a highly desirable part of Sarasota, you’re just minutes from top-rated schools, world-class beaches, shopping, dining, and quick access to major highways for an easy commute. This home is ideal for primary residents, snowbirds, or investors seeking strong long-term value. Move-in ready, perfectly located, and offering a backyard you won’t find anywhere else — this Sarasota home is a must-see.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Nazar Bas (908-265-7651)
8592 HIDDEN LAGOON RD, SARASOTA, FL 34242
$4,400,000349 Days on yellowkey MLS ID: A4648285
1 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3632 Built: 1961 Tax: $36,620 (2024)Community: N/ASingle Family
Taxes:$36,620
Elementary School: Phillippi Shores Elementary
Remarks: Under contract-accepting backup offers. Very private residence ON THE GULF AND ON THE BEACH! This updated 4-bedroom 4- bath residence directly faces the beautiful gulf waters of world-famous SIESTA KEY on a half-acre with your own 100 feet of PRIVATE BEACH to enjoy. Unrestricted views and access to the beach make this one of the most highly desirable locations on Siesta Key. Situated on the quiet south end of Siesta Key just north of Turtle Beach and is accessed by a semi- private road with only 2 homes facing the gulf. Large high impact windows and sliding glass doors throughout the home allow for breathtaking panoramic beach and gulf views. You will enjoy watching the dolphin play and spectacular sunsets whether inside or outside the home. Open floor plan with a total of 3632 sq. ft. of living area. A total of five large individual private decks face the gulf for you to enjoy. A magnificent second story family room and an updated owner’s suite was added by the current owners allowing for panoramic views up and down the beach. Updated kitchen and appliances. Spacious bedrooms each with their own baths. 2-car attached garage. This property is being sold turnkey furnished. This is a very unique opportunity that may not be seen again for a very long time. Visit our virtual tour and make an appointment today!
Listing is courtesy of: ROBERTS REALTY INC (941-924-2330)
Listing Agent: John Garner (941-544-6732)
9882 CRYSTAL ISLES CIR, SARASOTA, FL 34241
$676,99059 Days on yellowkey MLS ID: A4688971
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2956 Built: 2026Monthly Fee: $308 Tax: $1,244 (2025)Community: Grand Park Phase 3A & 3BSpa: NoSingle Family
Taxes:$1,244
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: Under Construction. This nearly 3,000 sq. ft., two-story home features a bright, open layout with a grand foyer entry. With 4 bedrooms plus a den, it offers plenty of space along with generous storage and large closets throughout. Upstairs, the private primary suite overlooks a peaceful, west-facing pond—perfect for enjoying beautiful sunset views. The main living area centers around a spacious kitchen with an oversized island, ideal for everyday living and entertaining. The open design creates an easy flow between the kitchen and living spaces. The Vision floor plan offers a comfortable and functional layout, well-suited for modern living.
Listing is courtesy of: NEAL COMMUNITIES REALTY, INC. (941-328-1111)
Listing Agent: John Neal (941-313-8575)
7233 PINE NEEDLE RD, SARASOTA, FL 34242
$4,300,00064 Days on yellowkey MLS ID: A4688394
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4294 Built: 1950Monthly Fee: $450 Tax: $9,991 (2025)Community: Siesta Properties IncSpa: YesSingle Family
Taxes:$9,991
Remarks: Pre-Construction. To be built. A rare and compelling opportunity to create a custom coastal estate within the prestigious Sanderling Club on Siesta Key, one of the island’s most private and sought-after enclaves. Set on an expansive .70-acre homesite, this future residence will feature a thoughtfully designed footprint spanning 4,294 square feet under air and over 6,400 total square feet, offering a refined blend of scale, comfort, and architectural presence. Positioned to capture desirable southern exposure, the property enjoys a serene natural backdrop, creating a setting rich in privacy, wildlife, and unobstructed beauty. The home will be delivered with the structural framework and layout in place, while allowing the future owner to curate finishes, materials, and design details to their exact vision, resulting in a truly personalized luxury residence. The Sanderling Club is renowned for its understated elegance and unmatched seclusion, offering 24-hour guard-gated security and a lifestyle centered around privacy and connection to nature. Residents enjoy access to tennis and pickleball courts, a private marina, and a historic beachfront clubhouse with exclusive access to the powdery white sands of Siesta Key Beach. Quiet, secure, and distinctly refined, this is an extraordinary chance to bring your vision to life within one of Sarasota’s most coveted coastal communities—where luxury is defined not only by design, but by space, serenity, and discretion.
226 OGDEN ST, SARASOTA, FL 34242
$1,000,000237 Days on yellowkey MLS ID: A4668141
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1559 Built: 1974 Tax: $12,834 (2025)Community: Siesta Rev OfSpa: NoSingle Family
Taxes:$12,834
Remarks: Tucked away on the quiet, residential north side of Siesta Key, this once-charming 2-bedroom pool home is ready for its next chapter. The property was impacted by last summer’s hurricanes, but the good news is: the metal roof held strong and didn’t leak. With solid bones, a private pool, and a cute backyard that still hints at the home’s former charm, this is a golden opportunity for someone with vision to bring it back to life. The location alone makes this one special, just minutes to the beach, village shops, and dining, yet surrounded by peaceful island neighborhoods. Whether you’re looking to restore it as your island getaway, rebuild for modern coastal living, or invest in a premium piece of Siesta Key real estate, this property is full of potential and promise. Come see what’s possible in one of the most desirable corners of Sarasota’s barrier islands.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Beth Helvey Pa (941-330-3600)
2334 PROSPECT ST, SARASOTA, FL 34239
$355,00070 Days on yellowkey MLS ID: A4686588
5 Days Off yellowkey (back on 4/6/2026)
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 846 Built: 1952 Tax: $3,003 (2025)Community: Arlington ParkSingle Family
Taxes:$3,003
Remarks: Under contract-accepting backup offers. Positioned along a quiet loop in the heart of Arlington Park, this property presents a rare opportunity for redevelopment in one of Sarasota’s most active and desirable in-town neighborhoods. With no through traffic, Prospect Street offers a more private, residential feel, while still surrounded by a growing mix of new construction and high-end renovations that continue to elevate the area. The existing structure is best suited for removal, allowing for a fresh start and the ability to design a custom home that takes full advantage of the setting. For those with a longer-term approach, the home may also offer the option to renovate and generate interim rental income while plans for future redevelopment take shape. Whether you are a builder seeking your next project or an end user ready to bring a vision to life, this is the kind of opportunity that rarely stays available for long. Buyers are drawn to this area for its unmatched convenience, with easy access to downtown Sarasota, Sarasota Memorial Hospital, Southside Village, and the region’s top dining and cultural destinations, all just minutes away. The nearby Arlington Park and Aquatic Complex adds to the appeal, offering green space, walking trails, and recreational amenities. At the same time, the beaches of Siesta Key are just a short drive away. With no HOA and city rental regulations allowing for short-term leasing, the property also offers flexibility for income-producing use without added restrictions. Secure your place in one of Sarasota’s most dynamic areas and build something that reflects the full potential of this location.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
1039 23RD ST, SARASOTA, FL 34234
$675,00080 Days on yellowkey MLS ID: A4686390
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1513 Built: 1951 Tax: $7,175 (2025)Community: Sylvan ShoresSingle Family
Taxes:$7,175
Elementary School: Gocio Elementary
Middle School: Booker Middle
Remarks: Completely rebuilt in 2017, this beautifully updated 3-bedroom, 2-bath home offers modern construction and thoughtful design throughout. Major improvements include new plumbing, updated electrical with a new meter, a new AC system with updated ductwork, a metal roof with new trusses, and modern windows for added efficiency and peace of mind. The single-story layout offers 1,513 sq ft of well-designed living space featuring tile flooring throughout, tray ceilings with integrated lighting, and a vaulted ceiling in the living room that creates a bright, open feel. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, ideal for entertaining and everyday living. An 8-foot sliding glass door opens to a covered porch and a large fenced backyard, creating an easy indoor-outdoor lifestyle. The kitchen features sleek countertops, modern cabinetry, and Whirlpool stainless steel appliances with ample counter space and storage. Bedrooms are spacious and filled with natural light. The primary suite includes a modern en-suite bath with dual sinks and a walk-in shower, while both bathrooms feature clean, contemporary finishes. The backyard offers plenty of room to add a pool and create your own private outdoor retreat. No HOA. The home can be sold furnished or unfurnished. Strong investment potential in a favorable short-term rental market, ideal for buyers seeking income opportunities. Conveniently located just minutes from the Ringling Museum, downtown Sarasota, St. Armands Circle, Sarasota-Bradenton International Airport, and the beaches of Lido Key and Longboat Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Wayne Fastzkie (941-315-0442)
1759 WALDEMERE ST, SARASOTA, FL 34239
$4,449,999240 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 ManorSingle Family
Taxes:$13,348
Remarks: One or more photo(s) has been virtually staged. West of Trail luxury meets modern innovation at 1759 Waldemere Street. This brand-new, custom-built residence embodies timeless design, contemporary craftsmanship, and intentional indoor–outdoor living. Set on a .33-acre lot just steps from Southside Village and Sarasota Memorial, the home delivers sophistication, convenience, and exceptional attention to detail in one of Sarasota’s most sought-after neighborhoods — a rare opportunity in the coveted West of Trail community. Spanning 4,513 square feet, the two-story floor plan features four bedrooms, five baths, an office with private entry, and a media room that opens to a 480-square-foot balcony overlooking the property. Designed for both everyday living and elegant entertaining, the home showcases expansive sliding glass doors that blur the line between indoors and out, opening to a heated saltwater pool, spa, and lush landscaped backyard for year-round enjoyment. The designer kitchen serves as the heart of the home, featuring Sub-Zero and Wolf appliances, custom cabinetry, imported stone, and a hidden butler’s pantry. The first-floor primary suite epitomizes luxury with zero-corner sliders that open directly to the pool and outdoor living area. Inside, a spa-inspired bath includes a freestanding tub, walk-in shower, and a custom built-in walk-in closet. Upstairs, two en suite bedrooms and a second-floor primary suite give privacy for family or guests. A versatile media room and expansive outdoor terrace complete the level, overlooking the serene backyard oasis. Every detail has been thoughtfully curated — from the bespoke, locally handcrafted Sapele wood entry door to hurricane-impact windows and doors, a three-car garage with epoxy flooring, and professional landscaping surrounding the fenced backyard. Ideally located in the highly regarded Southside Elementary School district, near Sarasota Memorial Hospital and the shops and dining of Southside Village, with downtown Sarasota, Siesta Key, Lido Key, and St. Armands Circle just minutes away. This is more than a home — it’s a statement of Sarasota luxury living.
Listing Agent: Rachel Hamrick (941-529-1773)
3467 COMPOUND CT, SARASOTA, FL 34240
$2,199,000137 Days on yellowkey MLS ID: A4677979
Bed: 3 Bath: 3.0 Gar: 12 Liv Area Sq Ft: 3459 Built: 2019Monthly Fee: $190 Tax: $8,764 (2025)Community: Hampton LakesSingle Family
Taxes:$8,764
Elementary School: Tatum Ridge Elementary
Remarks: An Irreplaceable Estate Offering Unmatched Value and Distinction...A truly rare opportunity, this exceptional coastal-inspired estate—complete with a substantial detached shop—cannot be replicated at this price point. Built by Medallion Home in 2019 and set within the desirable Hampton Lakes subdivision, the residence is a masterful expression of refined luxury, craftsmanship, and serene country elegance. Spanning more than 3,400 square feet, the main residence is gracefully positioned on just over 3.5 acres, surrounded by sweeping pastoral views that create a sense of privacy and tranquility rarely found so close to modern conveniences. From the moment you arrive, the pavered drive and striking double glass-door entry set the tone for the sophistication within. The interior is rich in architectural detail, featuring custom ceilings, bespoke woodwork, coffered and tray ceilings, and wide-plank blonde beachwood-style tile flooring throughout. Sunlight pours into the home, illuminating thoughtfully designed spaces where modern elegance meets relaxed coastal charm. The chef’s kitchen is both stunning and functional, offering a generous island, expansive breakfast bar, stainless steel appliances, double ovens, and a vented hood, all designed for effortless entertaining. Adjacent to the kitchen, the dining nook is framed by an aquarium-style glass window overlooking the screened pool, crowned by a striking beachgrass chandelier that adds warmth and character. Multiple living and dining areas provide versatility for both intimate gatherings and grand entertaining. A spacious bonus room with tray ceilings and corner sliding glass doors opens directly to the pool, seamlessly blending indoor and outdoor living. The formal dining room is enhanced with refined coastal detailing, ideal for elegant evenings at home. The primary suite is a private retreat, highlighted by wood beam accents, shiplap, and board-and-batten design elements. The spa-inspired ensuite features dual vanities, a luxurious walk-in shower, and premium finishes, while the custom walk-in closet offers exceptional storage and organization. Two additional guest bedrooms, a butler’s pantry, and a show-stopping oversized laundry room—with abundant cabinetry, folding space, and a dedicated work desk—further elevate the home’s functionality. Outdoors, the screened swimming pool is surrounded by lush tropical landscaping, offering a secluded oasis complete with a sun shelf, water features, and LED lighting. Covered lounging and expansive entertaining areas provide the perfect backdrop for alfresco dining and relaxed coastal living. Completing this extraordinary property is a 2,400-square-foot detached garage and shop, featuring decorative epoxy flooring, six electric garage doors with 10-foot openings, and generous space for vehicles, hobbies, or storage. Just minutes from Lakewood Ranch Main Street, downtown Sarasota, and world-renowned Gulf Coast beaches, this remarkable estate delivers an unparalleled blend of privacy, luxury, and convenience. An offering of this caliber is truly exceptional—schedule your private showing and experience the lifestyle that awaits.
Listing is courtesy of: SARASOTA TRUST REALTY COMPANY (941-366-1619)
Listing Agent: Renee Preininger (941-400-4235)
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