Welcome to Pine Bay, one of Sarasota's hidden West of Trail gems. - 1428 PINE BAY DR, SARASOTA
Sophisticated Pine Bay Exterior - 1428 PINE BAY DR, SARASOTA
Private estate setting on a quiet dead-end street. - 1428 PINE BAY DR, SARASOTA
Aerial West of Trail Setting - 1428 PINE BAY DR, SARASOTA
Lush tropical landscaping creates exceptional curb appeal. - 1428 PINE BAY DR, SARASOTA
Welcoming Entry - 1428 PINE BAY DR, SARASOTA
Dramatic architectural entry with contemporary flair. - 1428 PINE BAY DR, SARASOTA
Designer Entry and Living Spaces - 1428 PINE BAY DR, SARASOTA
Light-filled interiors with soaring vaulted ceilings. - 1428 PINE BAY DR, SARASOTA
Light Filled Open Living - 1428 PINE BAY DR, SARASOTA
Expansive great room designed for effortless entertaining. - 1428 PINE BAY DR, SARASOTA
Seamless Indoor Outdoor Living - 1428 PINE BAY DR, SARASOTA
Walls of glass connect indoor and outdoor living. - 1428 PINE BAY DR, SARASOTA
High End Kitchen Details - 1428 PINE BAY DR, SARASOTA
*virtually staged* Grand living spaces filled with natural light. - 1428 PINE BAY DR, SARASOTA
Single Family Residence at 1428 PINE BAY DR, SARASOTA, photo 16 of 99
Seamless flow between living, dining, and kitchen spaces. - 1428 PINE BAY DR, SARASOTA
Single Family Residence at 1428 PINE BAY DR, SARASOTA, photo 18 of 99
Clerestory windows and soaring ceilings define the great room. - 1428 PINE BAY DR, SARASOTA
Single Family Residence at 1428 PINE BAY DR, SARASOTA, photo 20 of 99
*virtually staged* Endless possibilities for elegant entertaining. - 1428 PINE BAY DR, SARASOTA
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Open-concept living with stunning courtyard views. - 1428 PINE BAY DR, SARASOTA
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Designer kitchen with quartz countertops and custom cabinetry. - 1428 PINE BAY DR, SARASOTA
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Oversized island and custom dining table create the perfect gathering space. - 1428 PINE BAY DR, SARASOTA
Walls of Glass and Views - 1428 PINE BAY DR, SARASOTA
Beautifully renovated kitchen with premium finishes. - 1428 PINE BAY DR, SARASOTA
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Open sightlines throughout the heart of the home. - 1428 PINE BAY DR, SARASOTA
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Spacious primary suite with private courtyard access. - 1428 PINE BAY DR, SARASOTA
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Wake up to tranquil pool and garden views. - 1428 PINE BAY DR, SARASOTA
Poolside Great Room Views - 1428 PINE BAY DR, SARASOTA
Spa-inspired primary bath with designer finishes. - 1428 PINE BAY DR, SARASOTA
Single Family Residence at 1428 PINE BAY DR, SARASOTA, photo 40 of 99
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Custom walk-in closet - 1428 PINE BAY DR, SARASOTA
Serene Private Suite - 1428 PINE BAY DR, SARASOTA
Custom walk-in closet - 1428 PINE BAY DR, SARASOTA
Single Family Residence at 1428 PINE BAY DR, SARASOTA, photo 46 of 99
Generous guest bedroom with abundant natural light. - 1428 PINE BAY DR, SARASOTA
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Beautifully updated ensuite guest bath. - 1428 PINE BAY DR, SARASOTA
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Spacious west wing bedroom for family or guests. - 1428 PINE BAY DR, SARASOTA
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Stylishly renovated bath with modern finishes. - 1428 PINE BAY DR, SARASOTA
Spa Inspired Bath - 1428 PINE BAY DR, SARASOTA
Spacious west wing bedroom for family or guests. - 1428 PINE BAY DR, SARASOTA
Single Family Residence at 1428 PINE BAY DR, SARASOTA, photo 58 of 99
Additional half bath for family and visitors. - 1428 PINE BAY DR, SARASOTA
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Functional laundry room with ample storage. - 1428 PINE BAY DR, SARASOTA
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Expansive pool deck designed for entertaining. - 1428 PINE BAY DR, SARASOTA
Bedroom 2 - 1428 PINE BAY DR, SARASOTA
Single Family Residence at 1428 PINE BAY DR, SARASOTA, photo 65 of 99
Ensuite Bathroom - 1428 PINE BAY DR, SARASOTA
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Bedroom 3 - 1428 PINE BAY DR, SARASOTA
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Bedroom 4 - 1428 PINE BAY DR, SARASOTA
Minutes to world-famous Siesta Key Beach. - 1428 PINE BAY DR, SARASOTA
Single Family Residence at 1428 PINE BAY DR, SARASOTA, photo 76 of 99
Enjoy Sarasota's renowned Gulf Coast lifestyle. - 1428 PINE BAY DR, SARASOTA
Single Family Residence at 1428 PINE BAY DR, SARASOTA, photo 78 of 99
Moments from the Field Club. - 1428 PINE BAY DR, SARASOTA
Dedicated Laundry Space - 1428 PINE BAY DR, SARASOTA
Nearby Phillippi Estate Park offers nature and recreation. - 1428 PINE BAY DR, SARASOTA
Single Family Residence at 1428 PINE BAY DR, SARASOTA, photo 82 of 99
Experience the best of Sarasota living from Pine Bay. - 1428 PINE BAY DR, SARASOTA
Single Family Residence at 1428 PINE BAY DR, SARASOTA, photo 84 of 99
Enjoy Sarasota's renowned Gulf Coast lifestyle. - 1428 PINE BAY DR, SARASOTA
Single Family Residence at 1428 PINE BAY DR, SARASOTA, photo 86 of 99
Single Family Residence at 1428 PINE BAY DR, SARASOTA, photo 87 of 99
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2 car garage plus 1 car garage with 1 air-conditioned bay - 1428 PINE BAY DR, SARASOTA
Single Family Residence at 1428 PINE BAY DR, SARASOTA, photo 93 of 99
Nearby Phillippi Estate Park offers nature and recreation. - 1428 PINE BAY DR, SARASOTA
Experience the best of Sarasota living from Pine Bay. - 1428 PINE BAY DR, SARASOTA
Moments from the Field Club. - 1428 PINE BAY DR, SARASOTA
Minutes to world-famous Siesta Key Beach. - 1428 PINE BAY DR, SARASOTA
Enjoy Sarasota's renowned Gulf Coast lifestyle. - 1428 PINE BAY DR, SARASOTA
Enjoy Sarasota's renowned Gulf Coast lifestyle. - 1428 PINE BAY DR, SARASOTA
99 photos

$1,899,999

1428 PINE BAY DR
SARASOTA, FL 34231
Listed by Lenore Treiman · MICHAEL SAUNDERS & COMPANY
Bedrooms
4
Bathrooms
3.5
Living area
2,820 sqft
Year built
1978

About this home

EXCEPTIONAL WEST OF TRAIL VALUE, located in the coveted Pine Bay neighborhood with a FEMA letter designating it entirely in Flood Zone unshaded X meaning no mandatory flood insurance required! This beautifully renovated 4-bedroom, 3.5-bath residence tucked away on a quiet dead-end street near the historic Field Club offers sophisticated design, exceptional privacy, and effortless Florida living. Filled with natural light from the soaring vaulted ceilings, clerestory windows, dramatic walls of glass, and twelve sets of sliding doors that seamlessly connect the interiors to a spectacular screened courtyard. A heated pool and spa create a private, resort-like setting rarely found at this price point. The beautiful interior features quartz countertops, custom cabinetry, induction cooking, rich engineered hardwood flooring, custom built-ins, designer finishes, and integrated smart home technology. The thoughtfully designed spaces flow effortlessly for both everyday living and elegant entertaining. Mature tropical landscaping surrounds the renovated pool and spa retreat, complete with new tile and resurfacing, 2026 pump, expanded deck areas, upgraded drainage, landscape lighting, irrigation, and a remote-controlled privacy screen. Extensive improvements include 2020 renovated kitchen and baths, 2020 tile roof, Miami/Dade hurricane-rated windows and doors, 2024 Kohler whole-house generator, Savant smart home system with electric blinds, whole-house Puronics water purification system, seamless gutters with gutter guards, updated electrical panel, and a 3-car garage with an air-conditioned bay. Just minutes from Siesta Key Beach, Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and world-class dining, shopping, and cultural attractions, 1428 Pine Bay Drive offers the rare combination of a private West of Trail retreat and exceptional convenience.

Highlights

Private pool

Property details

MLS
Stellar MLS
MLS #
MFRA4695249
Property type
Single Family Residence
Subdivision
PINE BAY
Status
Active
Days on market
137
On market date
June 4, 2026
Stories
N/A
Total bathrooms
3.5
Garage spaces
3
Parking spaces
N/A
Lot size
0.37 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
PHILLIPPI SHORES ELEMENTARY SCHOOL
0.8 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
763
Student:teacher ratio
15.0:1
District
SARASOTA
Middle
BROOKSIDE MIDDLE SCHOOL
1.04 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
760
Student:teacher ratio
15.8:1
District
SARASOTA
High
RIVERVIEW HIGH SCHOOL
1.31 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
2,542
Student:teacher ratio
20.7:1
District
SARASOTA

Walkability

Blended score for SARASOTA's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

82
Highly walkable
out of 100
EPA National Walkability Index
13.8 / 20 -- Above average walkable
Google Places amenity density
100 / 100
Restaurants & cafes20
Grocery stores13
Parks5
Schools16
Transit stops20
Pharmacies8

Market position

How this listing compares to current activity in SARASOTA, from live MLS data.

On the market 137 days -- 32 fewer days than SARASOTA's current average of 169 days.
For reference, the median list price across 4,689 active listings in SARASOTA right now is $364,521.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$11,592/mo
$380,000 down
$1,519,999 loan
Principal & interest$9,859
Property tax (est.)$1,583
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 2 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.