165 SUGAR MILL DRIVE, Osprey, FL 34229
OFF MARKET

$1,870,600

Trulia Estimate
  • 4 Beds
  • 4.5 Baths
  • 3,912 sqft (on 0.35 acres)

165 SUGAR MILL DRIVE, Osprey, FL 34229

Est. Refi. Payment $11,951/mo*
Refinance Your Home
Currently Off Market - Sold Oct 22, 2024 for $1,775,000

Home Value

Trulia Estimate
$1.87M
Since last month
Increased$17K (+0.9%)
Since last year
Increased$256K (+15.9%)
Since last sale
Increased$96K (+5.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +97% in the last 10 years
MonthEstimated value
2026
September 2026$1.87M
August 2026$1.85M
July 2026$1.83M
June 2026$1.83M
May 2026$1.7M
April 2026$1.61M
March 2026$1.61M
February 2026$1.61M
January 2026$1.6M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
67 SUGAR MILL DRIVE, Osprey, FL
0.07
Single-Family Home
$1,850,000
11/07/25
4
4
4,020
140 SUGAR MILL DRIVE, Osprey, FL
0.05
Single-Family Home
$1,325,000
06/16/26
4
4
3,286
25 SUGAR MILL DRIVE, Osprey, FL
0.18
Single-Family Home
$1,300,000
07/22/26
3
3.5
3,066
325 OSPREY POINT DRIVE, Osprey, FL
0.38
Single-Family Home
$1,500,000
12/12/25
3
4.5
3,905
76 OSPREY POINT DRIVE, Osprey, FL
0.31
Single-Family Home
$1,450,000
06/15/26
3
4.5
4,364
370 SUGAR MILL DRIVE, Osprey, FL
0.25
Single-Family Home
$2,189,000
02/09/26
5
5.5
4,783
449 WEBBS COVE, Osprey, FL
0.46
Single-Family Home
$2,470,000
08/27/26
4
3.5
5,287
137 OSPREY POINT DRIVE, Osprey, FL
0.58
Single-Family Home
$1,285,000
04/08/26
4
3
3,303
919 TRANQUILITY CIRCLE, Osprey, FL
0.48
Single-Family Home
$750,000
08/14/26
4
3.5
2,854

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
519 FERNWALK LANE, Osprey, FL 34229
0.03
$1,347,200
3
3
3,396
Off Market
141 SUGAR MILL DRIVE, Osprey, FL 34229
0.03
$1,700,000
3
3
3,118
For Sale
67 SUGAR MILL DRIVE, Osprey, FL 34229
0.07
$2,140,100
4
4
4,020
Off Market
101 SUGAR MILL DRIVE, Osprey, FL 34229
0.04
$2,723,900
3
3
3,875
Off Market
140 SUGAR MILL DRIVE, Osprey, FL 34229
0.05
$1,325,000
4
4
3,286
Recently Sold
97 SUGAR MILL DRIVE, Osprey, FL 34229
0.06
$1,950,000
5
5.5
4,885
For Sale
601 FERNWALK LANE, Osprey, FL 34229
0.12
$3,716,400
4
5.5
5,453
Off Market
284 SUGAR MILL DRIVE, Osprey, FL 34229
0.12
$2,044,600
4
3.5
4,135
Off Market
25 SUGAR MILL DRIVE, Osprey, FL 34229
0.18
$1,300,000
3
3.5
3,066
Recently Sold
350 SUGAR MILL DRIVE, Osprey, FL 34229
0.23
$3,015,600
4
5
5,010
Off Market
427 WASHINGTON AVENUE, Osprey, FL 34229
0.22
$309,300
3
2
1,120
Off Market

Local Information

  • Map ViewExplore the area around 165 SUGAR MILL DRIVE.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1989
0.35 acre lot
3,912 sqft
$478/sqft
3 Car Garage
HOA $450/mo

About this House

This 4 bedroom, 4.5 bath home in The Oaks Bayside has been continuously updated and redecorated over the past several years, making it a pristine, elegant showcase. This is the perfect home for the refined country club lifestyle you seek to live. As you enter the new paver circular driveway, with three car side entry garage, it is evident how special this house is. Ideally situated on a private lot that backs to the Eagle Preserve, the front exterior immediately attracts you and draws you in. As soon as you enter you will be impressed with the decorated interior, from custom paint to new wood floors everything is carefully crafted to combine elegance and warmth. A 2020 redecoration/upgrade project, at a cost of just under $200,000, includes new lighting fixtures and new ceiling fans (inside and out), the addition of wainscoting in the foyer, dining room and powder room, custom drapes, Gracie wallpaper in the foyer and NEW SECURITY SYSTEM, POOL GATES, SCOTSMAN ICE MAKER AND WINE COOLER, as well as an audio-visual upgrade to include speakers in the living room and porch and surround sound in the living room. Large windows and glass doors, two fireplaces and custom lighting keep the interior light and bright, day and night. And speaking of night, stepping out onto the paver patio at twilight is truly a lovely experience. The open-air pool WITH NEW HEATER and spa looks out onto gorgeous grounds WITH COMPLETELY NEW LANDSCAPING, accented by beautiful NEW exterior lighting. Sit and enjoy a perfect Florida evening, as the sunset paints the sky in the west. Back inside you will be thrilled by everything you see, including a master suite with walk-in closet and new carpet, marble steam shower w/6 heads, wood vanities with granite counters, and the relaxing view of the private walled garden from the master bathtub. There is so much more to love about this house, including rebuilt chimneys, new insulation in the house and garage, whole house water filtration system and a new roof in 2019, you absolutely must explore it and see all the ways this is the personification of your dream home on Florida’s gorgeous Gulf Coast. The Bayside of The Oaks has a community dock, gazebo and reflecting pool. Clubside you will find two championship golf courses, 12 HAR-TRU tennis courts (4 lighted), pickleball and croquet courts, a junior Olympic community pool, state-of-the-art fitness center and a wide variety of dining and social options. Club membership is required with homeownership.
165 SUGAR MILL DRIVE, Osprey, FL 34229 is a 4 bedroom, 5 bathroom, 3,912 sqft single-family home built in 1989. It last sold for $1,775,000 on Oct 22, 2024 (11% below the $1,995,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,870,600, with a rent estimate of $6,956/month.
Last check for updates: about 19 hours ago
Listed by Steve Abbe, (941) 400-3969
COLDWELL BANKER REALTY, (941) 383-6411
Bought with: Non-Member Agent, STELLAR NON-MEMBER OFFICE, (000) 000-0000
Originating MLS: Sarasota - Manatee
Source: Stellar MLS, MLS#A4603094
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Home Details for 165 SUGAR MILL DRIVE

Interior Features

Interior Details
Number of Rooms: 8Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3912 Square Feet
Appliances & Utilities
Utilities: Cable Available, Cable Connected, Electricity Connected, Sprinkler Well, Street LightsAppliances: Oven, Dishwasher, Disposal, Electric Water Heater, Ice Maker, Microwave, Range, Refrigerator, Wine RefrigeratorDishwasherDisposalLaundry: Corridor Access,InsideMicrowaveRefrigerator
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Central
Fireplace & Spa
Spa: In GroundNo FireplaceHas a Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Window TreatmentsDoor: French Doors, Outdoor GrillFlooring: Carpet, Marble, Quarry Tile, Hardwood
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Carpet, Marble, Quarry Tile, Hardwood
View
Has a ViewView: Park/Greenbelt
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Covered, Deck, Patio, PorchVegetation: Mature Landscaping, Oak Trees, Trees/LandscapedExterior: Irrigation System, Lighting, Outdoor Grill, Rain GuttersFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Other Parking: Garage Dimensions: 36x23No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Circular Driveway,Garage Door Opener,Garage Faces Rear,Garage Faces Side,Guest,Oversized,Parking Pad,Workshop in Garage
Pool
Pool: Gunite, Heated, In GroundPool
Frontage
Road Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 148

Property Information

Year Built
Year Built: 1989
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional ParcelsDoes Not Include Home Warranty
Property Information
Parcel Number: 0143030001

Price & Status

Price
List Price: $1,995,000
Status Change & Dates
Off Market Date: Sun Aug 25 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: OSPREYCommunity: OAKS
School Information
Elementary School: Laurel Nokomis ElementaryJr High / Middle School: Sarasota MiddleHigh School: Venice Senior High

Building

Building Area
Building Area: 5707 Square Feet

Community

Community Features: Deed Restrictions, PoolNot Senior Community

HOA

HOA Name: Access ManagementHOA Phone: 813-607-2220Association for this Listing: Sarasota - ManateeHas an HOAHOA Fee: $450/Monthly

Lot Information

Lot Area: 0.35 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: A4603094Showing AttendedShowing Considerations: No SignShowing Requirements: Appointment Only, Contact Call Center, Listing Agent Must Accompany, ShowingTimeUniversal Property Id: US-12115-N-0143030001-R-N

Additional Information

Deed RestrictionsPool

Price and Tax history

DateEventPrice
Oct 22, 2024
Source: Stellar MLS #A4603094
Sold
$1,775,000
Aug 26, 2024
Source: Stellar MLS #A4603094
Pending
$1,995,000
Jul 23, 2024
Source: Stellar MLS #A4603094
PendingToActive
$1,995,000
Jul 19, 2024
Source: Stellar MLS #A4603094
Pending
$1,995,000
Mar 25, 2024
Source: Stellar MLS #A4603094
Listed For Sale
$1,995,000

Market trends in Osprey

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$714K
$28.67KMoM
Sale-to-List Price
—
Price per sq ft
—
Available listings
112
22MoM

Around this home

What Locals Say about Osprey

At least 46 Trulia users voted on each feature.

  • 90 % Say car is needed

  • 87 % Say it's dog friendly

  • 85 % Say it's quiet

  • 84 % Say parking is easy

  • 75 % Say people would walk alone at night

  • 74 % Say there's wildlife

  • 67 % Say yards are well-kept

  • 67 % Say there's holiday spirit

  • 64 % Say they plan to stay for at least 5 years

  • 54 % Say neighbors are friendly

  • 48 % Say there are sidewalks

  • 42 % Say it's walkable to restaurants

  • 42 % Say streets are well-lit

  • 41 % Say it's walkable to grocery stores

  • 41 % Say there are community events

  • 31 % Say kids play outside

Sourced by Trulia users. Learn more about our methodology.
  • Lindsey W.
    "It’s a quiet and low key suburb area of Sarasota county. It’s very accessible to I-75 and Nokomis beach and about a 25 minute drive to siesta key beach. "
    4
    Flag
  • Mary V.
    "I am retired now but my commute to Stickney Point was only about 10 min and downtown was about 25 min during rush hour when there is no construction "
    0
    Flag
  • Mary V.
    "Pineview School is very close, nice safe area for children. CVS and Publix are also close, as well as Historic Spanish Pointe. The beach is ten minutes or less."
    3
    Flag
  • Bob T.
    "I don’t commute....retired. There are no sidewalks here and our street has a large amount of speeders making walking dangerous. Some neighbors park on the county right of way destroying our water flow/drainage which has caused flooding here. Many homes are unkept even though there is an active hoa."
    14
    Flag
  • Bob T.
    "Neighborhood is pet friendly. Wide road we walking dogs. Only problem noticed now is daily construction vehicles speeding in neighborhood."
    1
    Flag
  • Larysathor
    "Well, the Mother Nature taking its tall, water level raised over last ten years and a lot of beaches are washed out to nonexistence."
    0
    Flag
  • Brenda F. D.
    "Neighborhood is beautiful love the area close to everything and beaches and shopping . Local restaurant "
    1
    Flag
  • Michelle C.
    "I've lived in this neighborhood for twenty years +. My neighbors are the friendliest. We all look out for each other and lend a hand when needed. Can't think of anywhere else I'd want to live."
    0
    Flag
  • nancybuscher
    "This quiet, beautifully landscaped, pet friendly subdivision is close to beaches, shopping, restaurants, cultural events in Sarasota and Venice, beside Oscar Scherer State Park for hickers & boaters, and has easy access to airports by way of US41 & I-75."
    0
    Flag
  • info
    "Centrally located, minutes to beaches and shopping"
    1
    Flag
  • bookwoman39
    "Wonderful community, close to Sarasota and all restaurants, cultural activities, etc. The condo development is a designated bird sanctuary. Nice pools, exercise room, community room. Good neighbors. What the development lacks is diversity. "
    0
    Flag
  • trishmainey1111
    "Osprey Florida is one of the most beautiful, accessible communities in Florida. Ten minutes to the white sands beach and ten minutes to I-75. "
    1
    Flag
  • Gail L.
    "I work here, belong to the club and have lived in the neighborhood for the last 12 years it is one of 5 golf communities I have belonged to and bar none my favorite due to the people that live here. They are multicultural, down to earth and just fabulous. This is a community that rates above the rest . it is very common for folks to move up and down in house sizes and styles as their lifestyles change. Give me a call as I'd love to show you around. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 165 SUGAR MILL DRIVE

  • What is 165 SUGAR MILL DRIVE estimated to be worth?
    Trulia's estimated value for 165 SUGAR MILL DRIVE in Osprey, FL is $1,870,600.
  • What is the price history for 165 SUGAR MILL DRIVE?
    165 SUGAR MILL DRIVE in Osprey, FL last sold for $1,775,000 in October 2024.
  • Is Osprey a buyer's or seller's market?
    Osprey is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Osprey?
    The median sale price in Osprey is $714K. That is up $28.67K from the prior month.
  • Does 165 SUGAR MILL DRIVE have air conditioning?
    Yes, 165 SUGAR MILL DRIVE in Osprey, FL has air conditioning.
  • Does 165 SUGAR MILL DRIVE have a pool?
    Yes, 165 SUGAR MILL DRIVE in Osprey, FL has a pool.

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Off Market Homes Near 165 SUGAR MILL DRIVE

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