Skip main navigation
Sold for $917,000
    • $917,000

    749 PENFIELD STREET, LONGBOAT KEY, FL 34228

    3beds
    2,905sqft
    Single Family Residence
    Built in 1968
    9,919 Square Feet Lot
    $1,510,200 Zestimate®
    $316/sqft
    $-- Estimated rent

    Home value

    $1,510,200

    $1.24M - $1.86M

    Not available

    Zestimate® history
    Loading
    Loading...

    Owner options

    List your home for rent

    Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.

    Learn more
    Refinance and save

    $6,107/mo

    Est. payment

    Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.

    See today's rates

    $6,107/mo

    Est. payment

    Explore your selling options

    Work with a Zillow partner agent

    Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.

    Get started

    List with your own agent

    Get your home in front of millions of buyers by listing it on Zillow.

    Learn how to do it

    Sell it yourself

    Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).

    List your home

    What's special

    Wide canalPristine beachAbundance of natural lightUnique architectural detailsWood-burning fireplaceJacuzzi tubBeautifully carved wooden door
    An extraordinary opportunity awaits the next visionary owner of this spacious waterfront Mediterranean-style home. Whether you choose to renovate the current home or build your new dream home, it is ideally located on a wide canal with no fixed bridges to the Gulf of Mexico. A day out on the water is right out of your back door! It is just a short stroll to the pristine beach in the highly desirable north end of Longboat Key. This is where luxury living meets the relaxed charm of coastal living. The home was damaged in the storms but was remediated and drywall was replaced. It will need flooring, a new kitchen and two bathrooms, but it features 3 bedrooms and 3 baths, and offers abundant space to recreate your perfect waterfront retreat. A distinctive arched entryway welcomes you to a private front courtyard. Upon entering through the beautifully carved wooden door, you are greeted by an abundance of natural light that highlights the unique architectural details, with a scenic view of the sparkling canal beyond. The first floor hosts a spacious open plan living and dining area, the kitchen, two bedrooms, and two bathrooms, along with a large utility room that could easily serve as a fourth bedroom or additional living space. A grand staircase leads to the primary bedroom, which boasts a luxurious marble ensuite with a jacuzzi tub and breathtaking views of the canal below. This exceptional room features a cathedral ceiling with exposed wooden beams, a gorgeous oak floor with intricate inlays, a wood-burning fireplace, and a balcony overlooking the private courtyard. It is a true sanctuary that could easily be transformed into a second expansive living area. Close to multiple restaurants, the fabulous St.Regis Resort and the world renowned St. Armands Circle…..and just a couple of bridges away from the cultural epicenter of downtown Sarasota……this is a rare offering to come and make your own!

    Zillow last checked:

    Listing updated:

    Listed by:

    JoDene Moneuse, PA 941-302-4913,

    MICHAEL SAUNDERS & COMPANY 941-383-7591

    Bought with:

    Mandy Cassiano, 3459024

    KELLER WILLIAMS SOUTH SHORE

    Source: Stellar MLS,MLS#: A4663334MLS LogoOriginating MLS: Sarasota - Manatee

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 3
    • Full bathrooms: 3
    Rooms
    • Room types: Florida Room, Storage Rooms
    Primary bedroom
    • Features: Walk-In Closet(s)
    • Level: Second
    Bedroom 2
    • Features: Walk-In Closet(s)
    • Level: First
    Bedroom 3
    • Features: Built-in Closet
    • Level: First
    Florida room
    • Level: First
    Kitchen
    • Level: First
    Living room
    • Level: First
    Heating
    • Central
    Cooling
    • Central Air
    Appliances
    • Included: None
    • Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
    Features
    • Cathedral Ceiling(s), Ceiling Fan(s), Central Vacuum, Open Floorplan, PrimaryBedroom Upstairs, Split Bedroom, Thermostat
    • Flooring: Hardwood
    • Windows: Rods
    • Has fireplace: Yes
    • Fireplace features: Master Bedroom
    Interior area
    • Total structure area: 3,613
    • Total interior livable area: 2,905 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Garage - Attached
    • Attached garage spaces: 2
    Features
    • Levels: Two
    • Stories: 2
    • Patio & porch: Front Porch
    • Exterior features: Balcony, Courtyard, Lighting, Private Mailbox
    • Fencing: Wood
    • Has view: Yes
    • View description: Water, Canal
    • Has water view: Yes
    • Water view: Water,Canal
    • Waterfront features: Canal - Saltwater, Saltwater Canal Access, No Wake Zone, Sailboat Water, Seawall
    • Body of water: SARASOTA BAY
    Lot
    • Size: 9,919 Square Feet
    • Dimensions: 80 x 124
    • Features: FloodZone, City Lot, In County, Landscaped, Near Golf Course, Near Marina, Near Public Transit
    • Residential vegetation: Trees/Landscaped
    Details
    • Parcel number: 7875200003
    • Zoning: R4SF
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Mediterranean
    • Property subtype: Single Family Residence
    Materials
    • Stucco
    • Foundation: Block
    • Roof: Concrete
    Condition
    • Fixer
    • New construction: No
    • Year built: 1968

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: Cable Available, Electricity Connected, Public, Sewer Connected, Street Lights, Water Connected

    Community & HOA

    Community
    • Pet fee: $0 monthly
    • Subdivision: SLEEPY LAGOON PARK 2
    HOA
    • Has HOA: No
    Location
    • Region: Longboat Key

    Financial & listing details

    • Price per square foot: $316/sqft
    • Tax assessed value: $1,519,308
    • Annual tax amount: $19,727
    • Date on market: 9/2/2025
    • Cumulative days on market: 25 days
    • Listing terms: Cash
    • Ownership: Fee Simple
    • Total actual rent: 0
    • Electric utility on property: Yes
    • Road surface type: Paved

    Price history

    DateEventPrice
    10/27/2025Sold$917,000-5.9%$316/sqft
    Source: Stellar MLS #A4663334 Report a problem
    9/29/2025Pending sale$975,000$336/sqft
    Source: Stellar MLS #A4663334 Report a problem
    9/2/2025Listed for sale$975,000-2.2%$336/sqft
    Source: Stellar MLS #A4663334 Report a problem
    11/15/2024Listing removed$997,000$343/sqft
    Source: Stellar MLS #N6131408 Report a problem
    11/11/2024Price change$997,000-24.8%$343/sqft
    Source: Stellar MLS #N6131408 Report a problem
    11/1/2024Price change$1,325,000-10.2%$456/sqft
    Source: Stellar MLS #N6131408 Report a problem
    9/21/2024Price change$1,475,000+11.3%$508/sqft
    Source: Hubzu #501627919737AUCN2 Report a problem
    9/20/2024Price change$1,325,000-10.2%$456/sqft
    Source: Stellar MLS #N6131408 Report a problem
    7/15/2024Listed for sale$1,475,000$508/sqft
    Source: Stellar MLS #N6131408 Report a problem
    7/1/2024Pending sale$1,475,000$508/sqft
    Source: Stellar MLS #N6131408 Report a problem
    6/6/2024Price change$1,475,000-9.6%$508/sqft
    Source: Stellar MLS #N6131408 Report a problem
    5/3/2024Price change$1,632,000-13%$562/sqft
    Source: Stellar MLS #N6131408 Report a problem
    3/7/2024Listed for sale$1,874,900-13.8%$645/sqft
    Source: Stellar MLS #N6131408 Report a problem
    2/8/2024Listing removed--
    Source: Stellar MLS #A4585347 Report a problem
    1/11/2024Price change$2,175,000-13%$749/sqft
    Source: Stellar MLS #A4585347 Report a problem
    11/8/2023Listed for sale$2,500,000$861/sqft
    Source: Stellar MLS #A4585347 Report a problem
    2/6/2013Listing removed$3,700$1/sqft
    Source: Wagner Realty #A3972606 Report a problem
    1/31/2013Listed for rent$3,700$1/sqft
    Source: Wagner Realty #A3972606 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$19,715 -0.1%$1,117,201 +10%
    2024$19,728 +8%$1,015,637 +10%
    2023$18,259 +23.5%$923,306 +10%
    2022$14,788 +14.6%$839,369 +10%
    2021$12,910 +4.5%$763,063 +5.6%
    2020$12,358 +2.8%$722,303 +3.6%
    2019$12,016 $697,303 +4.6%
    2018$12,016 +3.1%$666,655 +8.2%
    2017$11,656 +77%$616,049 +40.5%
    2016$6,586 $438,362 +0.7%
    2015$6,586 $435,315 +0.8%
    2014$6,586 +2.2%$431,860 +1.5%
    2013$6,446 +644531%$425,478 +1.7%
    2012$1 $418,366 -9%
    2011$1 $459,712 +1.5%
    2010-- $452,996 -28%
    2009$10,355 -9.2%$629,281 -11.2%
    2008$11,405 -20.9%$708,801 -19.5%
    2007$14,414 -3.1%$880,726 +3.5%
    2006$14,872 +30.4%$850,608 +35.2%
    2005$11,406 +13.8%$629,276 +16%
    2004$10,024 +5.4%$542,257 +9%
    2003$9,513 -0.5%$497,293 +1.3%
    2002$9,559 +110.6%$491,014 +111.5%
    2001$4,538 +3.9%$232,165 +6%
    2000$4,369 $219,089
    Find assessor info on the county website

    Neighborhood: 34228

    Nearby homes

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Anna Maria Elementary
    • Middle: Martha B. King Middle
    • High: Bayshore High

    Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $1,510,200
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $1,510,200

    Nearby cities

    Nearby zip codes

    Other Longboat Key Topics

      Search
      Updates
      Favorites
      Plan
      Inbox