49 OSPREY POINT DRIVE

House For Sale

$2,399,000

BTC: 37.48437500

ETH: 1,373.99770905

-$196K (2026/05/03)

202 days

Waterfront

For Sale

House

4 bds •

3 ba •

3,953 sqft

Overview

Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creating a like brand new home. The estate seamlessly blends modern luxury, comfort, and serenity. With almost 4,000 SQF and boasting 4 generously sized bedrooms and 3 1/2 baths, this residence has been thoughtfully renovated with the finest finishes, including newer impact windows, retractable window walls, a sleek tile roof, custom concrete flooring, and exquisite baths and fixtures to go along with the state-of-the-art kitchen, equipped with top-tier Wolf and Sub-Zero appliances. Soaring vaulted ceilings create an expansive, airy ambiance, while large windows frame stunning lake views, offering the perfect backdrop for the sparkling pool and expansive spa, complete with tranquil water features. With disappearing sliders throughout, the home can let the air and light flow easily from outside to in. Enjoy breathtaking sunsets from your private oasis or stroll a kayak or paddleboard to the nearby boat launch for effortless access to Sarasota Bay and the Gulf, thanks to the newly reopened Midnight Pass. Situated on a secluded .40-acre lot, this property offers a serene retreat, featuring a Zen garden surrounded by lush landscaping. Residents of The Oaks enjoy world-class amenities, including championship golf, fine dining, tennis, fitness, and swimming. At 49 Osprey Point Drive, every detail has been meticulously crafted for those who seek refined living and unparalleled elegance.

Location

Florida • OSPREY • 34229 • House • For Sale • Waterfront

Details

Type:

Residential

Parking:

Workshop in Garage

Year Built:

1989

Lot:

0.40 Acres

Heating:

Central / Zoned

Price/sqft:

$607

Cooling:

Central Air / Zoned

HOA:

$5,700

Type:

Residential

Parking:

Workshop in Garage

Year Built:

1989

Lot:

0.40 Acres

Heating:

Central / Zoned

Price/sqft:

$607

Cooling:

Central Air / Zoned

HOA:

$5,700

Private inquiry

Talk to the advisor on this listing.

Floor plans, HOA docs, off-market comparables, scheduling a private showing — one message, direct to the local specialist.

Valuation

Our model vs. what's actually selling nearby.

Estimate

$1,820,000

$898K – $2.3M

Confidence Low

List vs. estimate

$579K above estimate

List $2,399,000 · +31.8%

Our model says this listing is priced above recent comparable activity. Room to negotiate.

Price per sq ft

$606

+51.9% vs. city median $399

Based on

6 MLS comparables

Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

Annual tax

$14,206

2024

HOA

$5,700/yr

Pool

Fiber Optic Lighting

Waterfront

Bay/Harbor Front, Lake Front

Garage

2 car garage

Pets

Allowed

All facts and features

Flooring

• Concrete

Heating

• Central

• Zoned

Cooling

• Central Air

• Zoned

Appliances

• Dishwasher

• Range

• Range Hood

• Refrigerator

Other interior features

• Built-in Features

• Ceiling Fan(s)

• Central Vacuum

• Eating Space In Kitchen

• High Ceilings

• Primary Bedroom Main Floor

• Split Bedroom

• Stone Counters

• Thermostat

• Vaulted Ceiling(s)

• Walk-In Closet(s)

Bedrooms and bathrooms

• Bedrooms: 4

• Bathrooms: 1

• Full bathrooms: 3
Parking

• Workshop in Garage

Property

• Levels: One

• Pool Private: Yes

• Exterior Features: Outdoor Shower / Sliding Doors / Storage

Lot

• Lot: 0.40 Acres

Other Property Information

• Parcel Number: 0142060007

• Zoning: RSF1
Type and style

• Property Type: Residential

• Property Sub Type: Single Family Residence
Utility

• Cable Connected

• Electricity Connected

• Public

• Water Connected
Other financial information

• HOA: $5,700

• HOA Frequency: Annually

• Annual tax amount: $14,206
Source details

• MLS ID: A4671762

Other facts

• Construction Materials: Block / Concrete / Stucco

• Foundation Details: Slab

• Fireplace Features: Family Room / Living Room

• Laundry Features: Inside / Laundry Room

• Lot Features: Landscaped / Oversized Lot

• Patio And Porch Features: Covered / Enclosed / Screened

• Pool Features: Fiber Optic Lighting / In Ground / Salt Water

• Direction Faces: North

• Architectural Style: Contemporary / Custom

• Waterfront: Yes

• Fireplace: Yes

• Garage Spaces: 2

• Attached Garage: Yes

• Garage: Yes

• Living Area: 3953

• Water Source: Public

• Subdivision Name: OAKS

Private inquiry

Talk to the advisor on this listing.

Floor plans, HOA docs, off-market comparables, scheduling a private showing — one message, direct to the local specialist.

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The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: MICHAEL SAUNDERS & COMPANY

49 OSPREY POINT DRIVE

Overview

Location

Details

Valuation

Highlights

Interior details

Property details

Construction details

Utilities / Green Energy Details

HOA and Financial Details

Other

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