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101 Osprey Point Dr, Osprey, FL 34229

$4,363,000

Last sold 02/26/2019 for $1M

3
bed
5
bath
5,087
Sqft ($197/Sqft)

House not for sale

About 101 Osprey Point Dr

Property type House

Neighborhood

Year built 1985

HOA fee $350/month

Lot size 0.93 Acre

Movoto estimate

Parking 3 garage spaces

Property description

One or more photo(s) has been virtually staged.A rare opportunity to experience a truly magnificent formal and traditional home designed and built by Bo MacEwen, renowned for his elegance and attention to detail in every aspect of the architecture and floor plan. Large rooms with expansive ceilings with beautifully crafted moldings, hand inlaid wood floors, stunning chandeliers, dramatic fireplaces and a level of craftsmanship not seen today. The fabulous Rotunda entry leads to all the main rooms with an inviting gracious feeling of timeless elegance. The master suite is complete with sitting room, dressing area and his and her bath. Situated on two of the Oaks most beautiful homesites overlooking the reflecting pool and gazebo, once belonging to Bertha Palmer, in the front - and the expansive lake and fountain in the back. Private open pool area complete with pool cabana. Luxury, grand living at its finest .

Listed by

Listing Agent - Barbara Dumbaugh

Listing Office - MICHAEL SAUNDERS & COMPANY

Source: Stellar MLS

MLS#A4420459 • last updated 7 years ago

Movoto checked Stellar MLS for data 5 minutes ago

Overview
Cooling/AC	Central Air
Heating	Electric
Levels/Style	One, Custom, Traditional
Type	Residential
SubType	Single Family Residence
Status	Sold
MLS #	A4420459
SqFt	5087
Lot Size (Acres)	0.93
Total Acreage	1/2 Acre To 1 Acre
Lot Size (SqFt)	40593
Property Tax	12553
Monthly HOA Amount	350
Year Built	1985
HOA Fee	4200, Annually

Interior
Total # Bathrooms	5
# Full Baths	4
# Half Baths	1
# Bedrooms	3
Additional Rooms	Breakfast Room Separate, Den/Library/Office
Laundry	Inside
Interior Features	Cathedral Ceiling(s), Crown Molding, Eating Space In Kitchen, Master Bedroom Downstairs, Walk-In Closet(s), Window Treatments
Room Count	8

Exterior
Exterior	French Doors, Irrigation System, Lighting
Roof	Tile
Construction	Block
Foundation	Slab
Garage Dimensions (ft.)	35x20
# Garage Spaces	3

Amenities / Utilities
Utilities Desc	Public
Sewer	Public Sewer
Security Features	Gated Community
Pool Desc	In Ground

Location
Water View	Lake
Water View Y/N	1
Water Frontage Feet Lake	150
View	Water
Waterfront	Lake
County	Sarasota
Community Features	Buyer Approval Required, Deed Restrictions, Fitness, Gated Community, Golf, Pool, Special Community Restrictions, Tennis Courts
Subdivision	OAKS
Elementary School	Laurel Nokomis Elementary
APN	142050008
Zoning	RSF1
Directions	Take US 41 South To Oaks Bayside - Turn West - Follow Osprey Point Rd. To House On The Right .

$4.36M

Range: $3.66M-$5.06M

Last 30 days

Lower your payment with the loan terms that fit you.

May 2026
MLS # A4694716
May 26, 2026 Listed
$4,790,000 (-4.2%)
Sep 2025
MLS # A4664424
Sep 17, 2025 Listed
$5,000,000 (-5.7%)
Mar 2025
MLS # A4639897
Mar 23, 2025 Listed
$5,300,000
Mar 23, 2025 Listed
$5,300,000 (+430.0%)
Feb 2019
MLS # A4420459
Feb 26, 2019 Sold
$1,000,000 (-23.1%)
Dec 11, 2018 Pending
—
Nov 30, 2018 Price Change
$1,300,000 (+900.0%)
Nov 30, 2018 Listed
$130,000

Year Property taxes Tax assessment
2025
$11,419 -7.3%

$1,032,181 +2.9%
2024
$12,315 +3.3%

$1,003,091 +3.0%
2023
$11,925 +3.0%

$973,875 +3.0%
2022
$11,578 +0.9%

$945,510 +3.0%
2021
$11,472 -0.6%

$917,971 +1.4%
2020
$11,541 -13.5%

$905,297 -11.38%
2019
$13,349 +4.4%

$1,021,600 +4.67%
2018
$12,784 -3.4%

$976,000 +6.49%
2016
$13,237

$916,500
2015
$13,237

—

101 Osprey Point Dr
$1M
Oaks
$1.8M -15% y/y
34229
$850K -5% y/y
Osprey
$850K -6% y/y

No chart available

Statistics calculated by Movoto

	Est. value	Bed/bath	Sqft	mi
119 Osprey Point Dr, Osprey, FL 34229	$2,642,000	3/4	4,488	0.03
116 Osprey Point Dr, Osprey, FL 34229	$5,060,000	4/5	3,786	0.06
123 Osprey Point Dr, Osprey, FL 34229	$3,393,000	3/4	6,539	0.06
500 Webbs Cv, Osprey, FL 34229	$1,414,000	3/3	2,779	0.06
120 Osprey Point Dr, Osprey, FL 34229	$7,183,000	6/6	4,304	0.06
91 Osprey Point Dr, Osprey, FL 34229	$2,444,000	4/5	5,018	0.07
112 Osprey Point Dr, Osprey, FL 34229	$6,236,000	4/5	3,662	0.07
472 Webbs Cv, Osprey, FL 34229	$2,227,000	4/5	4,908	0.07

Estimated values are based on public record data and automated valuation models. Values are not guaranteed and may not reflect current market conditions.