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$297,500 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,722 Sq. Ft.
  • Updated 3 days ago
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One or more photo(s) has been virtually staged. Welcome home to easy Florida living in the beautiful, gated golf community of Cypresswood/Oak Grove! Tucked away on a quiet street, this 3-bedroom, 2-bath home offers the perfect blend of comfort, space, and relaxed lifestyle - plus major updates for peace of mind. From the moment you walk in, you'll notice the soaring ceilings and natural light that make the home feel open and inviting. The layout flows effortlessly, with a formal dining space for holiday meals and special gatherings, along with a spacious eat-in kitchen featuring a breakfast bar that opens right into the family room - keeping everyone connected whether you're entertaining or enjoying a cozy night in. The family room showcases tray ceilings and sliding glass doors leading to the enclosed patio - the perfect place for morning coffee, evening relaxation, or casual weekend get-togethers. It's a wonderful extension of your living space and ideal for enjoying Florida's year-round sunshine. The primary suite offers a peaceful retreat at the end of the day, while the additional bedrooms provide flexibility for guests, a home office, or hobbies. Even better, big-ticket items have already been taken care of - the roof was replaced in 2021, the water heater was replaced in 2023, home was freshly painted in 2022, and the A/C unit was replaced in 2018, giving you added confidence and long-term value. Living in Cypresswood means more than just owning a home - it's about embracing the lifestyle. Residents enjoy a 24-hour manned gate, championship golf course, community pool, tennis courts, fitness center, and clubhouse. Spend your mornings on the course, afternoons by the pool, and evenings strolling through this beautifully maintained neighborhood. Conveniently located near shopping, dining, medical facilities, and major roadways, you're close to everything while still enjoying the privacy and charm of a gated community. If you've been looking for comfort, community, smart updates, and a relaxed Florida lifestyle - this is it. Schedule your showing today!

Full Property Details for 3306 Oak Hill Pl

General

  • Price: $297,500
  • HOA FEE: $148/month
  • HOA FEE FREQ.: Annually
  • Taxes: $4,783 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: L4959302
  • Updated: 2/20/2026
  • Added to Site: 5 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 3
  • Interior Features: Ceiling Fan(s), High Ceilings, Split Bedroom, Tray Ceiling(s), Walk-In Closet(s)
  • Appliances: Dishwasher, Dryer, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Carpet, Ceramic Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup

Additional Information

  • Shared Amenities: Clubhouse, Fitness Center, Golf Course, Maintenance, Pool, Tennis Court(s)

Exterior

  • Exterior Features: Lighting, Private Mailbox, Rain Gutters, Sliding Doors
  • Deck/Patio: Enclosed, Front Porch, Rear Porch
  • Porch/Patio/Deck: Enclosed, Front Porch, Rear Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway

Location

  • Area: 33884 - Winter Haven / Cypress Gardens
  • County: Polk
  • Development Name: 33884 - Winter Haven / Cypress Gardens
  • Subdivision: OAKGROVE SUB
  • Driving Directions: Take SR-542 (Dundee Rd) to Cypresswood Golf & Country Club and pass the guard shack. Continue straight on the main boulevard to Oakgrove subdivision. Oak Hill Pl will be on the left—turn left, and the home will be the fourth house on the left.
  • Direction Faces: North

Community

  • Community Name: 33884 - Winter Haven / Cypress Gardens
  • Community Features: Clubhouse, Deed Restrictions, Gated Community - Guard, Golf Carts OK, Golf, Pool, Restaurant, Sidewalks, Tennis Court(s)
  • Optional Amenities: Clubhouse, Fitness Center, Golf Course, Maintenance, Pool, Tennis Court(s)
  • Association: Yes
  • Assoc. Name: Lisa Denham
  • Assoc. Fees Include: 24-Hour Guard, Community Pool, Pool Maintenance, Private Road, Recreational Facilities
  • Pet Restrictions: All info is deemed reliable but should be verified with the HOA and or the county by the buyer and their agent.

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available, Electricity Available, Electricity Connected, Street Lights, Underground Utilities, Water Available, Water Connected

Structural Information

  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Windows: Blinds
  • Stories/Levels: One
  • Square Feet: 1,722
  • Sq. Ft. Source: Public Records
  • Year Built: 2004

Lot Features

  • Property View: Trees/Woods
  • Lot Size (Acres): 0.15
  • Lot Size (Sq. Ft.): 6,599
  • Lot Size: 6599
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt

Financial Considerations

  • Association Fee: $1,776
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $4,783.34
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: OAKGROVE SUBDIVISION PHASE ONE PB 115 PG 23 LOT 41
  • Flood Zone Info: X
  • APN: 272832851600000410
  • Property ID: 272832851600000410

Listed by Keller Williams Realty Smart 1

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Listing agents

— 3306 Oak Hill Pl —

  • Keller Williams Realty Smart 1

  • Keller Williams Realty Smart 1

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 3306 Oak Hill Pl

School District:Polk County School District
NameGradesDistance
Elbert Elementary School
205 15th Street Northeast, Winter Haven, FL 33881
PK-54 mi
Denison Middle School
400 Avenue A Southeast, Winter Haven, FL 33880
6-84.9 mi
Winter Haven Senior High School
600 6th Street Southeast, Winter Haven, FL 33880
9-124.6 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 3306 Oak Hill Pl Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/19/2026
Listed
$297,500
56.58%
MLS
6/20/2018
Sold
$190,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 3306 Oak Hill Pl

Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,783
4%
$255,823
-3%
2024
$4,598
7%
$262,969
5%
2023
$4,285
21%
$250,936
40%
2021
$3,549
-9%
$179,503
-19%
2022
$3,885
9%
$220,737
26%
2021
$3,549
5%
$175,132
5%
2019
$3,389
234%
$166,822
29%
2017
$1,015
—
$128,959
2%
2017
$1,015
2%
$126,307
2%
2016
$993
-2%
$123,709
1%
2015
$1,012
1%
$122,849
1%
2014
$1,001
—
$121,874
1%
2013
$998
—
$120,073
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Keller Williams Realty Smart 1

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3306 Oak Hill Place, Winter Haven, FL 33884 (MLS# L4959302) is a Single Family property with 3 bedrooms and 2 full bathrooms. 3306 Oak Hill Place is currently listed for $297,500 and was received on February 19, 2026. Want to learn more about 3306 Oak Hill Place? Do you have questions about finding other Single Family real estate for sale in Winter Haven? You can browse all Winter Haven real estate or contact a Coldwell Banker agent to request more information.

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