by Global Lifestyle Properties

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Osprey 34229 Oaks
370 SUGAR MILL DRIVE
$2,189,000
● House - Off Market

370 SUGAR MILL DRIVE

OSPREY, FL 34229
bedrooms
5 Beds
bathrooms
5 Baths, 1 Half Bath
square feet
4,783 Ft²
$16,114
Est. Monthly
$2,850
HOA / Fees

About This Property

This exquisite 5 bedroom, 5.5 bath residence in The Oaks Clubside has undergone extensive structural, mechanical, and aesthetic upgrades over the past three years, significantly enhancing storm resilience, energy efficiency, outdoor living, and overall day-to-day living. Spacious and well planned, it offers room for loved ones, visiting guests, and live-in help or in-laws.  The master suite is incredible, with his and hers bathrooms.  Each side has its own vanity and toilet and provides access to the shared glass shower.  Additionally, there is an office with pool view, making this area a true owner's sanctuary. The upstairs areas are split.  On one side, there are 3 bedrooms, one en suite. The other two bedrooms share a bathroom. Here you will find a deck with one of the four retractable awnings installed in 2024. On the other side, over the 3 car garage, and completely separate, you will find studio apartment. The huge, rescreened pool area has been updated with a built-in grill, new pool equipment and three retractable awnings and the pool was resurfaced and retiled. This home is a rare find, offering unparalleled upgrades and enhancements that make it a perfect blend of luxury and functionality. There are too many to describe here, but a complete list of upgrades is available. Don't miss the opportunity to own this exceptional home!
Unit Size
4,783 Ft²
Days on Market
-
Land Size
0.46 acres
Price per sqft
$512
Property Type
House
Property Taxes
$1,234
HOA Dues
$2,850
Year Built
1996

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Last updated: 8 months ago (Stellar MLS #A4676569)

Price History

Date / Event Date Event Price
Feb 9, 2026 Sold
Sold
Jan 14, 2026 Listed by COLDWELL BANKER REALTY $2,450,000
Listed by COLDWELL BANKER REALTY
Sep 18, 2025 Listed $2,650,000
Listed
**Meticulously maintained, architectural perfection, this bright, spectacular estate featuring incredibly spacious first floor living space, with 5-Beds, 6.5 Baths, private second floor family, au pair and/or guest quarters, new pool, ideal Flood Zone X location, important updates, property wide landscape renovation and a 3-Car Garage. The expansive first level has extraordinary living space: a primary suite, with TWO primary baths, and remarkable storage/closet space; an inviting living room with fireplace, a large formal dining room, a ‘light and bright’ gourmet kitchen, an eat-in kitchen area, an office, a den/media room, separate laundry room and extraordinary storage, All on the first floor. The first floor windows/doors face and/or open onto the lanai and the back gardens for massive light and enjoyment. Perfect for one level living, this special estate also offers two private, spacious second floor wings accessed by separate stairways: a second primary (in-law or au pair) on the south side and 3 bedrooms/2 baths and a delightful balcony on the north side for guests or kids! Each side with separate HVAC controls. Enjoy the expansive lanai with generous covered entertaining area, a new heated saltwater pool & spa, new retractable awnings, renovated screen cage with new panorama screens and new outdoor grill. An entertainer's dream. The back of the property backs up to the very quiet Spanish Point butterfly garden. The property’s landscape renovation provides privacy and beauty. This estate also boasts remarkable attributes including high ceilings, hardwood and marble floors, custom designed plaster crown moldings, impressive wood paneling, built-ins, wainscoting, property-wide landscape renovation (lighting, irrigation and Rainwater control system), a cozy gas fireplace and very generous storage. Updates: New roof in 2020. Others made since 2023 (last purchase): New HVAC (4 out of 5 units new since 2023); detailed List of Improvements made since 2023 and available upon request, includes but is not limited to energy savings improvements, hurricane resilience, lower insurance rates, new gutters, new awnings, new pool and equipment, Hayward pool control system and new gas pool heater; tinted windows; 500 gallon propane tank; etc. Situated just steps away from Little Sarasota Bay waters in the Tranquil West End of the highly sought after Bayside neighborhood within The Oaks Country Club community, this estate is built by Baron Construction, one of Sarasota’s Finest Custom Builders and is on a nearly half acre lot with circular driveway and wonderful curb appeal. The Oaks is a distinguished, 24hr guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **PLEASE ENJOY VIEWING THE 3D VIRTUAL TOUR and AERIAL VIDEO**
Jan 17, 2025 Listed $2,650,000
Listed
**TIMELESS ELEGANCE! METICULOUSLY MAINTAINED, ARCHITECTURAL GEM FEATURES MANY RECENT UPDATES/UPGRADES** Built by BARON Construction, one of Sarasota’s Finest Custom Builders, this Spectacular Estate features 5-BEDS, 5 FULL and 1 HALF BATHS, PLUS expansive formal dining room, eat in kitchen area, Office and BONUS Den/Media /Flex room; separate laundry room, sizeable storage and a 3-Car Garage. Situated on a nearly half acre lot with circular driveway and wonderful curb appeal, this Stunning Residence backs up to Historic Spanish Point while situated just steps away from Little Sarasota Bay waters in the Tranquil West End of the highly sought after Bayside neighborhood within The Oaks Country Club community. Defined spaces are adorned with remarkable attributes including high ceilings, custom designed plaster moldings, impressive wood paneling and build-ins and wainscoting, marble and hardwood floors, cozy fireplace, a beautiful “Light and Bright” Gourmet Kitchen, an Elegant and Spacious Primary Bedroom Suite with exceptionally appointed primary bath(s), closet space and much more! Accessed by separate staircases are two private second floor wings with: a second primary (potential in-law or au pair) on the south side and 3 bedrooms/2 baths and a delightful balcony on the north side. French doors from multiple rooms lead to an expansive screened/enclosed lanai with generous covered entertaining area, a large, Heated, Saltwater Pool & Spa. Retractable awnings and NEW Outdoor Grill. NEW HVAC (4 out of 5 units New since 2023), NEW ROOF (2020). Comprehensive LIST OF IMPROVEMENTS (since 2023) is available upon request. THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership.
May 17, 2023 Sold
Sold
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Property Highlights

Garage
Air Conditioning
Fireplace
With View

Building Info

Overview

    General

  • Year Built: 1996
  • Effective Year Built: 2011
  • Building Count: 1
  • Total Rooms: 10
  • Bedroom Count: 5
  • Bathroom Count: 6
  • Full Bathrooms: 5
  • Partial Bathrooms: 6
  • Bathroom Plumbing Fixtures: 3
  • Building Condition: 6
  • Building Quality: 1
  • Construction Type: 12
  • Building Style: 0
  • Exterior Walls Type: 12
  • Interior Walls Type: 3
  • Roof Shape Type: 1
  • Roof Cover Type: 4
  • Floor Count: 200
  • Living Units: 1
  • Floor Cover: 15
  • Basement Type: 0
  • Basement Area: 0
  • Garage Type: 1
  • Garage Square Area: 858
  • Parking Space Count: 3
  • Patio Type: 5
  • Porch Type: 102
  • Pool Type: 8
  • Location Influence Type: 125

    Dimensions

  • Lot Size Square Feet: 19,883
  • Lot Size Frontage Feet: 10
  • Total Building Area: 5,641
  • Gross Building Area: 5,641
  • Building Area: 4,783
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 1
  • Heating: 3
  • Heated Square Feet: 4,783
  • Heating Fuel Type: 0

    Utilities

  • Sewer System: 1
  • Water Service: 2

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: OAKS
  • Land Acres: 0000000457
  • Standard Land Use Code: 1001
  • County Land Use Code: 0100
  • State Land Use Code: 001
  • Legal Description 1: LOT 55 OAKS

Neighborhood

  • School District Name: Sarasota County School District
  • School Tax School District: A055 F052 G054
  • Census Tract: 002102

Zoning

  • Zoning: RSF1

Geography

  • Assessors Map Reference: 32-3
  • Account Number: 0142120001
  • Subdivision Tract Number: 2173
  • Parcel: 0142-12-0001
  • Lot: 55
  • Meridian: SEC 03 TWN 38S RNG 18E
  • Municipality: SARASOTA COUNTY
  • Latitude: 27.2058
  • Longitude: -82.4964

    Address

  • Full Address: 370 Sugar Mill Dr
  • Address - House Number: 370
  • Address - Street Name: Sugar Mill
  • Address - Suffix Type: Dr
  • State: FL
  • City Name: Osprey
  • Carrier Code: R008
  • 4-Digit Zip Code: 9060
  • Zip Code: 34229

Valuation

    Tax

  • Total Area: 6,101
  • Tax Year: 2023
  • Tax Amount: $1,881,309
  • Tax Rate Code Area: 0100

    Appraisal Valuation

  • Standard Deviation: 0.082
  • Valuation Date: Jan 10, 2024
  • Confidence Score: 93
  • Final Value: 2,468,385
  • High Value: 2,670,859
  • Low Value: 2,265,910

    Market Valuation

  • Market Total Value: $1,612,400
  • Market Land Value: $258,900
  • Market Improvement Value: $1,353,500

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $1,612,400
  • Assessed Land Value: $258,900
  • Assessed Improvements Value: $1,353,500

    Sales

  • Current Sale Contract Date: May 15, 2023
  • Current Sale Recording Date: May 17, 2023
  • Current Sale Price:
  • Current Sale Document Type: 71
  • Current Sale Input Document Number: 80526
  • Previous Sale Recording Date: Feb 17, 2021
  • Previous Sale Contract Date: Feb 12, 2021
  • Previous Sale Amount: $1,300,000
  • Previous Sale Document Type: 71
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Oaks


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8918 Olde Hickory Avenue, FL, 34238 Listing by Vicki Reilly


Frequently Asked Questions

When was property at 370 Sugar Mill Drive built and last sold?
The property at 370 Sugar Mill Drive was built in 1996 and last sold on May 15, 2023 for $2,275,000.
How much is this home worth?
The estimated value of the home located at 370 Sugar Mill Drive is $0.
What are some comparable homes to 370 Sugar Mill Drive?
There are currently no comparable homes to 370 Sugar Mill Drive.