845 ft
Distance
Phillipi Shores Park, South Sarasota, FL, USA
1863 Phillippi Shores Drive, South Sarasota, Florida, United States
Categories
Homes for sale near Phillipi Shores Park, South Sarasota, FL, USA
| Address | Bed / Bath | Listing Price |
|---|---|---|
951 CONTENTO STREET
INCREDIBLE 2025 REMODELED WATERFRONT POOL HOME ON SIESTA KEY! FANTASTIC VIEWS OF THE LARGE POOL AREA AND GRAND CANAL THROUGH WALL OF WINDOWS ALL ALONG BACK OF HOME. GOOD FOR ENTERTAINING WITH GREAT ROOM AND OPEN KITCHEN. BEAUTIFUL TILE WORK AND IMPRESSIVE MASTER SUITE WITH PHENOMENAL MASTER BATH. HO
Living Area:
2900 Sqft.
|
4
Beds,
4
Baths
|
$2,190,000 |
8275 VARENNA DRIVE
Only 1.9 Miles to the Pristine Beaches of Siesta Key!
Enjoy Maintenance-Free Villa Style Living in the Esplanade by Siesta Key, a Gated, Resort-Style Community perfectly located near top-rated restaurants, shopping, and entertainment.
This Beautifully Appointed 2 Bedroom + Den, 2 Bathroom Home wit
Living Area:
1639 Sqft.
|
2
Beds,
2
Baths
|
$615,000 |
5215 HIDDEN HARBOR ROAD
Under Construction. Brand-new waterfront construction built to the Fortified Gold Standard and engineered for long-term durability against Florida’s coastal elements. Built by Dynan Construction with interiors by Annalise O’Brien, this 5-bedroom home features 5 full baths plus a dedicated pool b
Living Area:
4863 Sqft.
|
5
Beds,
7
Baths
|
$7,900,000 |
2425 CONSTITUTION BOULEVARD
Lovely 3-bedroom, 2-bathroom residence with a pool and hot tub, just moments away from the stunning Siesta Key beach and boating. This home boasts numerous additional features, such as a well-equipped irrigation system, a convenient outdoor storage building, garage cabinets for ample storage space,
Living Area:
1564 Sqft.
|
3
Beds,
2
Baths
|
$498,000 |
1621 PINE BAY DRIVE
On a lush one-third-acre homesite in desired Pine Bay Estates, this single-story residence has been entirely rebuilt and elevated through a comprehensive, design-forward renovation exceeding $1.1 million. The result is a serene coastal haven where timeless craftsmanship meets modern luxury. A full i
Living Area:
3201 Sqft.
|
3
Beds,
3
Baths
|
$2,079,000 |
1649 STANFORD LANE
Enjoy Sarasota’s waterfront lifestyle in this beautiful 3-bedroom, 2-bath canal-front home located in the sought after Aqualane Estates. Sitting on over a quarter-acre, this 1,995 sq. ft. property features an open floor plan with plenty of natural light and easy flow from the living areas to the o
Living Area:
1995 Sqft.
|
3
Beds,
2
Baths
|
$1,675,000 |
1705 FIELD ROAD
Welcome to this stunning, fully reimagined residence in one of Sarasota’s most sought-after neighborhoods West of the Trail. No detail has been overlooked in this comprehensive luxury renovation, offering the perfect blend of timeless coastal elegance and modern sophistication. This home is offere
Living Area:
2400 Sqft.
|
4
Beds,
5
Baths
|
$2,949,000 |
5362 SHADOW LAWN DRIVE
Experience elevated coastal living in this award-winning “Marlin Model” by Nutter Custom Construction, perfectly positioned on Siesta Key’s coveted Grand Canal. Completed in 2023 and showcased as the builder’s signature home, this completely custom Yacht-Modern residence blends refined elega
Living Area:
4294 Sqft.
|
3
Beds,
5
Baths
|
$5,649,000 |
4678 PINE HARRIER DRIVE
One or more photo(s) has been virtually staged. Welcome to this charming home located in the desirable neighborhood of Sarasota. The property features a spacious open floor plan with abundant natural light, creating a warm and inviting atmosphere. The kitchen is well-equipped and flows seamlessly in
Living Area:
2728 Sqft.
|
4
Beds,
3
Baths
|
$1,549,000 |
5624 CAPE LEYTE DRIVE
Discover this newly upgraded coastal retreat ideally located just behind the iconic Siesta Key Beach, where crystal-clear waters and powder-soft sands are only a short walk away. View of the beach main entrances right from your backyard a true showcase of the timeless real estate principle: location
Living Area:
3126 Sqft.
|
5
Beds,
5
Baths
|
$2,350,000 |
783 BIRDSONG LANE
Experience Coastal Living at its finest in this turnkey-furnished, three-bedroom, two-bath retreat tucked away on a quiet cul-de-sac in a private community just minutes from the beach! This home features the ULTIMATE OUTDOOR living space with numerous updates offering the perfect blend of style, com
Living Area:
1905 Sqft.
|
3
Beds,
2
Baths
|
$1,150,000 |
1660 PINE HARRIER CIRCLE
Welcome to this masterfully reimagined 3-bedroom, 3-bath residence in the prestigious, gated community of The Landings. Every detail of this home has been meticulously curated through a full-scale, down-to-the-studs renovation seamlessly blending timeless sophistication with today's most desirable c
Living Area:
2708 Sqft.
|
3
Beds,
3
Baths
|
$1,675,000 |
4735 RIVERWOOD CIRCLE
Welcome to 4735 Riverwood Circle, an extraordinary Sarasota retreat where luxury, comfort, and privacy come together in perfect harmony. Tucked away on a serene private corner lot, this home captures the essence of Siesta Key-style living, without Siesta Key prices. Every inch of this property has b
Living Area:
1663 Sqft.
|
3
Beds,
2
Baths
|
$849,997 |
5569 CONTENTO DRIVE
New Price ~ Siesta Key ~ Siesta Isles Neighborhood ~ 123' Water-Frontage ~ Close To Siesta Key Beach ~ Home Updated Throughout (Inside - Outside) ~ Oversized Lot: 12,000+ Square Feet ~ Pool ~ Two Boat Docks With Lifts ~ New Seawall ~ Pool / Yard / Docks All South Facing ~ Prime Location With Privacy
Living Area:
1772 Sqft.
|
2
Beds,
2
Baths
|
$2,199,000 |
5244 WINDING WAY
Expansive Coastal Modern Property in a Serene and Peaceful Setting, Seconds to Siesta Key Beach ** 4 Bedrooms, 4 Full Baths with Detached Studio/ADU above the 3 Car Garage (5 Total Bedrooms, 5 Bathrooms) ** Gorgeous Pool among Lush Native Landscape ** NEW ROOF! There is no better value on Siesta Key
Living Area:
2100 Sqft.
|
4
Beds,
4
Baths
|
$1,250,000 |
635 TROPICAL CIRCLE
Discover luxurious coastal living on tropical Siesta Key, #1 beach in the US and #4 in the world! You will love this beautifully updated 3-bedroom, 2-bath single-level residence offering nearly 2,300 sq. ft. of refined comfort. Perfectly situated just minutes from the world-famous powder-white sand
Living Area:
2255 Sqft.
|
3
Beds,
2
Baths
|
$1,250,000 |
1248 NORTHPORT DRIVE
One or more photo(s) has been virtually staged. Siesta Key, island living at its best. Welcome to your waterside home where you’ll enjoy a carefree, tropical lifestyle all year long. This home has been nicely maintained along with an extensive addition completed in 2015. The original home included
Living Area:
3250 Sqft.
|
4
Beds,
4
Baths
|
$2,500,000 |
1721 BIRCHWOOD STREET
2018/19 remodeled with lots of privacy due to mature landscaping in this pool home located in a quiet neighborhood. Open kitchen/dining/living area. New roof installed in 2025. New A/C Sept. 2025. New pool cage 2022. Kitchen and bathrooms remodeled 2018/2019. Pool is solar heated. Two minute drive o
Living Area:
1331 Sqft.
|
2
Beds,
2
Baths
|
$549,000 |
2730 ASHTON ROAD
Light, open, and full of natural flow, this Sarasota home offers space, comfort, and flexibility. Set on nearly one-third of an acre with no HOA or deed restrictions, it provides the freedom to make it your own. The split ranch layout features 3 bedrooms, 2 bathrooms, a den, and a 1-car garage, with
Living Area:
1553 Sqft.
|
3
Beds,
2
Baths
|
$432,000 |
2628 BRITANNIA ROAD
Rare 4-Bedroom Opportunity Minutes from Siesta Key – No HOA!
Welcome to 2628 Britannia Road – a rare find in one of Sarasota’s most sought-after zip codes! This spacious 4-bedroom home stands out in a market where four-bedroom properties with high ceilings are in short supply, especially this
Living Area:
1716 Sqft.
|
4
Beds,
2
Baths
|
$439,900 |
2544 ORSOVA WAY
One or more photo(s) has been virtually staged. PRICE REDCUED. This amazing property is nestled in a highly sought-after South Sarasota location. It is located off Constitution Blvd. just south of Proctor Road. This unique location provides serenity and privacy yet close to endless dining options
Living Area:
1545 Sqft.
|
3
Beds,
2
Baths
|
$539,000 |
5309 HIDDEN HARBOR ROAD
Majestic waterfront home nestled in one of Siesta Key's most exclusive neighborhoods. Prime waterfront location with direct access to the inter-coastal (no bridges) and features a 16,000 pound vertical lift and a jet ski lift. This Waterfront home features wraparound decks on multiple levels compose
Living Area:
6655 Sqft.
|
6
Beds,
7
Baths
|
$4,900,000 |
5179 HIDDEN HARBOR ROAD
Pre-Construction. To be built. Welcome to this newly imagined Siesta Key residence, a world curated for those with a sophisticated palate for modern architecture at the edge of the sea. Here, light dances across water and peers through your windows blending luxury, privacy and resort-style living wi
Living Area:
4900 Sqft.
|
6
Beds,
9
Baths
|
$7,500,000 |
2234 PHILLIPPI STREET
Welcome to 2231 Phillippi Street, your own private retreat in one of Sarasota’s most sought-after neighborhoods. This beautifully updated 3-bedroom, 2-bath home blends timeless comfort with modern design. Step inside to a light-filled open floor plan featuring luxury vinyl plank flooring, a spacio
Living Area:
2012 Sqft.
|
3
Beds,
2
Baths
|
$489,900 |
4439 WESTWOOD LANE
**BRILLIANTLY UPDATED and METICULOUSLY MAINTAINED ESTATE in OYSTER BAY, a Coveted, West of Trail Neighborhood** Situated on a large CORNER LOT, this 4-BED, 3 FULL and 1 HALF BATH residence offers desired privacy and extensive updates. Attention to detail is evident throughout this warm contemporar
Living Area:
3777 Sqft.
|
4
Beds,
4
Baths
|
$3,750,000 |
5112 OAKMONT PLACE
Beneath the whispering palms of Siesta Key, 5112 Oakmont Place feels like the kind of home you discover once in a lifetime, a private retreat where island elegance meets easy coastal living. As you turn onto this quiet, tree-lined street, the pace slows. The scent of salt air drifts in through the o
Living Area:
1715 Sqft.
|
3
Beds,
2
Baths
|
$1,075,000 |
1631 WORRINGTON STREET
West of Trail living without the Oyster Bay price tag! Tucked away on one of Sarasota’s best-kept secret streets, this newer 2015 home offers nearly a quarter acre of land in a peaceful setting just minutes from Southside Village, Siesta Key, and downtown Sarasota. Inside, beautiful wood floors an
Living Area:
1469 Sqft.
|
3
Beds,
3
Baths
|
$819,900 |
5141 SAINT ALBANS AVENUE
Tucked away on a quiet, tree-canopied street that sits high and did NOT flood, this Siesta Key property is more than a tropical retreat. It’s a rare opportunity to enjoy timeless island living today while unlocking tremendous future potential. Set on a nearly 10,000 sq ft lot with lush foliage and
Living Area:
1131 Sqft.
|
2
Beds,
2
Baths
|
$764,000 |
5529 YORKSHIRE WAY
Escape to paradise in this 3-bedroom, 2-bathroom pool home, where sun-soaked Florida living meets effortless sophistication. NO HOA! New Roof 2021. Nestled just minutes from the world-renowned Siesta Key Beach, voted the #1 beach in America—you'll enjoy powdery white sands and turquoise waters at
Living Area:
1659 Sqft.
|
3
Beds,
2
Baths
|
$549,000 |
5800 TIDEWOOD AVENUE
Welcome to ‘The Retreat at Tidewood’, a boater’s paradise nestled in one of Sarasota’s most desirable and secluded waterfront communities. Imagine living just minutes from downtown, fine dining, and shopping, all without the hassle of an HOA. This home offers the perfect blend of convenience
Living Area:
5167 Sqft.
|
4
Beds,
5
Baths
|
$3,295,000 |
2117 PALM TERRACE
Charming Renovated Bungalow in the Heart of Sarasota
Welcome to 2117 Palm Terrace – a beautifully renovated 2-bedroom, 2-bath gem has a great blend of charm, style, and modern convenience. Set on a spacious 8,138 sq ft lot, this 1951-built home has been fully transformed in 2023 with brand-new
Living Area:
760 Sqft.
|
2
Beds,
2
Baths
|
$385,000 |
2220 PINE TERRACE
Discover modern luxury in this private and serene 4-bedroom, 2.5-bathroom pool home, built in 2021 and designed for today’s lifestyle. Spanning 2,875 sq. ft., this contemporary residence offers the perfect blend of architectural elegance and everyday comfort.
From the moment you enter, soaring ce
Living Area:
2875 Sqft.
|
4
Beds,
3
Baths
|
$1,450,000 |
2456 MISSARA LANE
One or more photo(s) has been virtually staged. Welcome to 2456 Missara Lane in beautiful Sarasota, Florida. This stunning residence offers the perfect blend of coastal living and modern comfort. Nestled in a highly desirable neighborhood, the property features Phillippi Creek water access with a pr
Living Area:
3224 Sqft.
|
4
Beds,
6
Baths
|
$2,595,000 |
795 PLYMOUTH STREET
Welcome to your slice of paradise on Siesta Key. This beautifully updated 4-bedroom home offers the perfect blend of coastal charm and modern comfort, nestled on a peaceful, tree-lined street in one of the island’s most sought-after neighborhoods. Step inside to discover a bright, airy interior fi
Living Area:
1967 Sqft.
|
4
Beds,
3
Baths
|
$975,000 |
1613 SHELBURNE LANE
One or more photo(s) has been virtually staged. PRICED TO SELL -SARASOTA COUNTY - LOCATED NORTH OF THE STCKNEY POINT BRIDGE AND WEST OF THE TRAIL - AQUALANE ESTATES CHARMER - THIS NEWLY RENOVATED HOME IS LOCATED ON AQUALANE CANAL PROVIDING UNOBSTRUCTED DEEP- WATER ACCESS TO LITTLE SARASOTA BAY, ROBE
Living Area:
1834 Sqft.
|
3
Beds,
3
Baths
|
$1,550,000 |
1600 KENILWORTH STREET
Nestled in one of Sarasota’s most tranquil neighborhoods near Oyster Bay and the Field Club. This custom-built 2021 home blends modern comfort with coastal charm. Every detail was thoughtfully designed to suit the lot, maximize natural light, and create a low-maintenance tropical retreat. Step ins
Living Area:
1748 Sqft.
|
3
Beds,
2
Baths
|
$1,050,000 |
1801 FIELD ROAD
Construction now complete! Prepare to be impressed with artful expressions of design, beautifully tailored interiors and an open brightness filling the home and welcoming you to further explore the many subtle nuances and brilliant examples of excellence in craftsmanship. The talented team at Allegr
Living Area:
3035 Sqft.
|
3
Beds,
5
Baths
|
$2,875,000 |
1832 IVANHOE STREET
This WEST OF THE TRAIL HOME is a well maintained 3 bedroom, 2 bath single family home is located in a NON-FLOOD ZONE, in the highly sought-after area WEST OF THE TRAIL. Located in walking distance to Walt's Fish Market and Red Rock Park and is within 5 miles of the world-famous Siesta Key Beach!
Living Area:
1112 Sqft.
|
3
Beds,
2
Baths
|
$480,000 |
2410 BRITANNIA ROAD
Investor Special two bedroom, three bath home in Phillippi Gardens neighborhood. This charming home offers a fantastic investment opportunity in the desirable Phillippi Gardens neighborhood. Featuring two spacious bedrooms and three bathrooms, this property includes a mother-in-law suite complete wi
Living Area:
1845 Sqft.
|
3
Beds,
3
Baths
|
$435,000 |
4761 PINE HARRIER DRIVE
Located in Sarasota’s coveted and 24-hour guard-gated West of Trail community, The Landings, this beautifully reimagined 3-bedroom, 3-bath residence with a bonus room offers refined coastal living and peace of mind through extensive, high-quality updates. Situated on a lushly landscaped lot with m
Living Area:
2921 Sqft.
|
3
Beds,
3
Baths
|
$1,450,000 |
2110 MICHELE DRIVE
One or more photo(s) has been virtually staged. New Custom Construction – Mid-Sarasota County – COQUINA ISLAND - Move -In Ready With Flexible Terms To Accommodate Buyer Needs.
This one-of-a-kind new build, custom design to optimize the homesite, is located in the heart of Sarasota County offe
Living Area:
4623 Sqft.
|
5
Beds,
6
Baths
|
$2,790,000 |
1240 SOLITUDE LANE
Discover Unrivaled Coastal Elegance Steps from Siesta Key Beach!
This rare gem features two meticulously remodeled canal-front homes with stunning partial views of the bay, perfectly situated in a prestigious neighborhood. The main residence boasts a contemporary design with open and spacious layou
Living Area:
4699 Sqft.
|
6
Beds,
5
Baths
|
$3,500,000 |
2315 RIVERWOOD PINES DRIVE
Stunning Beachy Retreat with Pool! No HOA & Prime Sarasota Location!
Looking for a home near the beaches, shopping, dining, and downtown Sarasota? Look no further! Nestled in a private cul-de-sac with no HOA, this beautifully updated 4-bedroom, 2-bath home offers the perfect blend of style, comfo
Living Area:
2031 Sqft.
|
4
Beds,
2
Baths
|
$689,000 |
4771 RIVERWOOD CIRCLE
NOW RE-PRICED AND AN AMAZING VALUE, THIS GREAT WATERFRONT PROPERTY and single-family pool home is sited on nearly 1 acre of desirable, elevated land along the serene shores of Phillippi Creek and is a rare opportunity to own a private waterfront retreat in the heart of Sarasota. Tucked away in a qui
Living Area:
2866 Sqft.
|
4
Beds,
4
Baths
|
$1,395,000 |
2445 APACHE STREET
Location! Location! Location! NO FLOOD ZONE!SOLAR PANEL! NEW POOL CAGE!NEW FRONT FENCE PLUS SLIDING GATE!
If you want total privacy, come check out this beautiful 3/2 Pool Home. This home has been almost fully updated, roof 12/2018 with transferable warranty, AC 6/2016, AC ducts 12/2018, bathrooms
Living Area:
1253 Sqft.
|
3
Beds,
2
Baths
|
$550,000 |
5615 WANETA PLACE
Very quiet neighborhood, completely fenced backyard. 3/2 + den/office space which can be easily converted into a 4th (bed-)room. Great open kitchen/dining/living area with high ceilings and bay window. Huge master bedroom with walk in closet, bay window, plantation shutters, door to the yard and bat
Living Area:
2046 Sqft.
|
3
Beds,
2
Baths
|
$475,000 |
5169 OXFORD DRIVE
Welcome to 5169 Oxford Drive, a beautifully renovated waterfront home located in the heart of Siesta Key, Sarasota. This 3-bedroom, 3-bathroom residence offers the perfect blend of coastal charm and modern luxury, thoughtfully updated in 2021 with high-end finishes throughout. Inside, you'll find ov
Living Area:
1658 Sqft.
|
3
Beds,
3
Baths
|
$1,500,000 |
782 BIRDSONG LANE
Opportunity knocks in one of the most sought-after locations on Siesta Key! Roof in good shape and impact windows throughout the home. This prime property offers the perfect chance to create your ideal coastal retreat. Situated just moments from world-famous Siesta Key Beach, this lot presents a bla
Living Area:
1577 Sqft.
|
2
Beds,
2
Baths
|
$599,000 |
4704 RIVERWOOD AVENUE
Pre-Construction. To be built. Modern Contemporary Farmhouse Style on just Over Half an Acre!
This brand-new home is to be built and offers the perfect blend of clean and modern design with the warmth and charm of contemporary farmhouse style. Featuring high-end finishes, open concept living, and t
Living Area:
3289 Sqft.
|
4
Beds,
4
Baths
|
$2,495,000 |
2408 NASSAU STREET
If you're looking for the perfect Florida home with modern features, premium finishes and a private pool & dock, then look no further than this very unique property nestled along Sarasota’s Phillippi Creek. This custom-made home features a contemporary design with an open floor plan and high ceili
Living Area:
1599 Sqft.
|
3
Beds,
2
Baths
|
$1,500,000 |
5500 MERRIMAC DRIVE
One or more photo(s) has been virtually staged. Live the Ultimate Florida Lifestyle in This Waterfront Paradise! Nestled in the heart of Phillippi Gardens, this extraordinary property offers the perfect blend of tranquility, luxury, and convenience. Set on an OVERSIZED .61-ACRE LOT WITH OVER 400 FEE
Living Area:
2790 Sqft.
|
4
Beds,
4
Baths
|
$1,770,000 |
5132 JUNGLE PLUM ROAD
Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated in
Living Area:
6928 Sqft.
|
5
Beds,
7
Baths
|
$6,900,000 |
2335 OAK TERRACE
Step into a stunning, double-story contemporary masterpiece, offering 4 spacious bedrooms and 4.5 impeccably designed bathrooms. Crafted with meticulous attention to detail, this home features sleek block walls and double floors, each boasting an impressive 10-foot ceiling height. The hurricane-proo
Living Area:
3191 Sqft.
|
4
Beds,
5
Baths
|
$1,534,000 |
2108 LEE LANE
Welcome to this beautifully updated, mid-century bungalow, where vintage Florida charm meets modern convenience in the heart of Sarasota, Florida! This meticulously maintained home features stunning original terrazzo floors—recently cleaned and polished to showcase their timeless appeal. The fully
Living Area:
1393 Sqft.
|
2
Beds,
2
Baths
|
$359,900 |
5024 COMMONWEALTH DRIVE
Nestled in the quaint neighborhood along the Grand Canal on Siesta Key, this Key West style home offers the perfect blend of old-world charm and modern living. This exceptionally well-appointed custom-built home is being offered turnkey. The home's grand entrance welcomes you through a covered porch
Living Area:
2468 Sqft.
|
3
Beds,
4
Baths
|
$2,500,000 |
5502 SHADOW LAWN DRIVE
Build your Dream Home or renovate the existing home on this Siesta Isles Canal Front lot just a short walk to the cool powdery quartz sands of Siesta Key. This 14,200 square foot lot boasts approximately 80 feet on a deep canal with a boat dock. New homes and extensive renovations are occurring in t
Living Area:
2337 Sqft.
|
3
Beds,
4
Baths
|
$1,295,000 |
4964 COMMONWEALTH DRIVE
Discover timeless elegance and coastal charm in this stunning 3-bedroom 5-bath home situated on the Grand Canal of Siesta Key. Elevated and meticulously designed, this residence offers a rare blend of luxury, warmth, and functionality in one of Sarasota's Most desirable waterfront neighborhoods. So
Living Area:
3000 Sqft.
|
3
Beds,
5
Baths
|
$1,969,000 |
5930 BRIARWOOD AVENUE
Welcome to a newly built coastal contemporary showplace minutes from Siesta Key Beach! This west of the trail home is move in ready and has approximately 3428 sqft including 4 bedrooms, 4 full bathrooms, and an 1100 sqft bonus room. Floor to ceiling glass walls encase the bonus room along with a 31.
Living Area:
3428 Sqft.
|
4
Beds,
4
Baths
|
$2,000,000 |
1440 KIMLIRA LANE
Located in one of Sarasota’s most prominent neighborhoods, this property enjoys a postcard-like setting featuring wide-open bay views on over an acre of land. Positioned in close proximity to The Field Club, the property enjoys approximately 200 feet of natural shoreline, a 150+ ft. long boat dock
Living Area:
3283 Sqft.
|
4
Beds,
4
Baths
|
$7,350,000 |
1444 RIDGEWOOD LANE
Substantial bayfront property with sweeping views , this rare waterfront location offers an unparalleled opportunity for builders and investors alike. Boasting an impressive 255 feet of water frontage, this 4-bedroom, 3-bath home is perfectly positioned to capture breathtaking sunsets and panoramic
Living Area:
3471 Sqft.
|
4
Beds,
3
Baths
|
$3,700,000 |
2305 PINE TERRACE
Live the life you imagined in this fully-upgraded showpiece by Majestik Homes, where timeless craftsmanship meets modern luxury. Set on a beautifully landscaped corner lot, this 4-bedroom, 2.5-bath home spans nearly 2,900 square feet of purposeful design and effortless style—every inch planned for
Living Area:
2892 Sqft.
|
4
Beds,
3
Baths
|
$1,548,800 |
1137 N LAKE SHORE DRIVE
Located West-of-Trail in one of Sarasota’s sought-after neighborhoods, Oyster Bay Estates, this stunning waterfront home is designed for those who appreciate breathtaking views and effortless entertaining. With a prime position on Sarasota Bay, this gated estate captures panoramic vistas of the ci
Living Area:
6462 Sqft.
|
6
Beds,
7
Baths
|
$6,695,000 |
746 PLYMOUTH STREET
Nestled in the heart of Siesta Key, this home offers the perfect blend of relaxation and opportunity. Whether you're seeking a serene beach getaway, a lucrative vacation rental, or a full-time residence, this property checks all the boxes. The home’s unique floor plan is flooded with natural ligh
Living Area:
2185 Sqft.
|
4
Beds,
2
Baths
|
$1,800,000 |
1521 S LAKE SHORE DRIVE
Under Construction. The Windemere II is an extraordinary luxury custom home meticulously crafted by Heritage Builders. This coastal contemporary residence with clean lines is situated on a very rare West-of-Trail lakefront estate home site. The exquisite two-level residence redefines custom home liv
Living Area:
4866 Sqft.
|
4
Beds,
7
Baths
|
$6,998,000 |
5508 DINAH LANE
WATERFRONT DUPLEX. Tucked away on a small private street is a charming duplex on Philippi Creek. Gorgeous views from the backyard overlooking 119 feet of waterfront. Boaters will delight in the Azek dock and 10,000-pound boat lift, complete with fish cleaning station, water and electric. There is a
Living Area:
1466 Sqft.
|
4
Beds,
2
Baths
|
$945,000 |
5331 SIESTA COVE DRIVE
Immerse yourself in the tranquility of 5331 Siesta Cove Drive, a stunning jewel situated on a corner lot in the premier Siesta Key neighborhood. With a Mediterranean architectural aesthetic that radiates finesse, this residence features a stunningly crafted exterior adorned with European copper dome
Living Area:
3795 Sqft.
|
3
Beds,
4
Baths
|
$2,850,000 |
5560 SHADOW LAWN DRIVE
New price! Discover the epitome of coastal living with this stunning waterfront home on Siesta Key, steps from the world-famous white sands of Siesta Beach and the aqua waters of the Gulf of Mexico. On an oversized 14,000-square-foot corner lot, this four-bedroom, three-bath oasis offers an unparall
Living Area:
2124 Sqft.
|
4
Beds,
3
Baths
|
$1,695,000 |
5311 CREEK DRIVE
This 3-bedroom, 2.5-bathroom home is just 15 minutes from one of the best beaches in the USA. With a custom-made playhouse, heated pool, and custom outdoor shower, this home is perfect for families. The kitchen features granite countertops, and there are two AC units. The one-car garage can be conve
Living Area:
1816 Sqft.
|
3
Beds,
3
Baths
|
$615,000 |
2724 ASHTON ROAD
One or more photo(s) has been virtually staged. Sarasota County Just Approved a new waterfront park on Ashton down the street from this property with Potential improvements that may include water access such as a boat ramp and/or kayak launch, fishing pier, two-pole picnic shelters, restroom and par
Living Area:
1164 Sqft.
|
2
Beds,
2
Baths
|
$415,000 |
5112 JUNGLE PLUM ROAD
Attention architecture enthusiasts: This midcentury-modern waterfront home seamlessly blends timeless design with modern convenience. Resilient through three major storms, it sustained no damage beyond minor landscaping impacts and minimal water in the garage. Set on a lush 0.61-acre lot in the cove
Living Area:
3074 Sqft.
|
2
Beds,
3
Baths
|
$1,799,000 |
711 BIRDSONG LANE
Located in the heart of Siesta Key, this three-bedroom, two-bath home with a two-car garage offers a rare opportunity to experience island living just one mile from Siesta Key Beach—consistently ranked the #1 beach in the United States for its white quartz sand, turquoise waters, and year-round ap
Living Area:
1730 Sqft.
|
3
Beds,
2
Baths
|
$960,000 |
5019 COMMONWEALTH DRIVE
Pre-Construction. To be built. An exceptional pre-construction opportunity awaits on Commonwealth Drive, one of Siesta Key’s most coveted and picturesque streets. This .26-acre lot, surrounded by multi-million-dollar homes and lush, mature landscaping, is being offered with thoughtfully crafted cu
Living Area:
2735 Sqft.
|
4
Beds,
5
Baths
|
$2,554,250 |
1802 FIELD ROAD
Under Construction. A unique opportunity to own a Nutter Custom Construction home, thoughtfully designed on an expansive lot in Field Club Estates.
This 4,000 sq. ft., single-story residence maximizes its location by offering a spacious layout while maintaining a secluded, private feel. Upon arriv
Living Area:
4020 Sqft.
|
4
Beds,
5
Baths
|
$4,395,000 |
4431 CAMINO REAL
Pre-Construction. To be built. Step into the pinnacle of modern luxury with this stunning home located in the prestigious Oyster Bay Estates built by The Holliday Group. Nestled on a generous 18,991 sq ft lot with 71 feet of serene lake frontage, this modern oasis offers a blend of style, comfort, a
Living Area:
3787 Sqft.
|
4
Beds,
5
Baths
|
$4,900,000 |
2244 PALM TERRACE
DOUBLE LOT. SEE ATTACHED LETTER FROM COUNTY STATING 2 HOMES CAN BE BUILT ON PROPERTY. HOME IS RENTED UNTIL JUNE OF 2026. Will consider sale if interested but lease will need to be honored. View Matterport Virtual Tour LINK 2 . Nestled in a secure, family-oriented neighborhood, the home's charm
Living Area:
1680 Sqft.
|
3
Beds,
2
Baths
|
$615,000 |
5727 RIEGELS POINT ROAD
When home feels like a permanent vacation, every day becomes a tropical escape where time slows down, the water is always nearby, and every day begins and ends with a coastal breeze. That’s the essence of 5727 Riegels Point—a casually luxurious, resort-style property where the lifestyle is as ef
Living Area:
3616 Sqft.
|
3
Beds,
3
Baths
|
$5,590,000 |
