307 STERLING DRIVE, Winter Haven, FL 33884
Property image
Property image
FOR SALE
3D VIEW

$260,000

  • 3 Beds
  • 2 Baths
  • 1,444 sqft

307 STERLING DRIVE, Winter Haven, FL 33884

Est. Mortgage $1,825/mo*
Get Pre-Qualified
We estimate this home will sell faster than 98% nearby.

Home Highlights

Single-Family Home
Built in 1997
$180/sqft
2 Car Garage
HOA $24/mo

Local Information

  • Map ViewExplore the area around 307 STERLING DRIVE.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Short Sale. Short Sale. Looking for a nice home with amazing potential and opportunity to gain equity? This one may be IT for you! Welcome to this 3-bedroom, 2-bath move-in ready home located in the peaceful and sought-after SE Winter Haven area! Situated on an OVERSIZED corner lot, this home features a fully fenced backyard, high ceilings, and ceramic tile flooring throughout the main living spaces. You’ll love the screened-in lanai and Private Pool—perfect for relaxing or entertaining year-round. The kitchen boasts custom cabinetry, a cozy dinette with wraparound windows, and direct access to an oversized garage. The spacious master bedroom features a walk-in closet, while the additional bedrooms are ideal for family or guests. This home has AMAZING POTENTIAL and nestled in a quiet, well-kept neighborhood, just minutes from Legoland and all of Central Florida’s top attractions. Call today to schedule your private showing—this home is priced to sell and won’t last long!
Last check for updates: about 1 hour ago
Listing Provided by: Krichely Gonzalez Rodriguez, (407) 953-4377
KELLER WILLIAMS ADVANTAGE III, (407) 207-0825
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#S5150673
Also Listed on Stellar MLS.
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
We estimate this home will sell faster than 98% nearby.

Home Details for 307 STERLING DRIVE

Interior Features

Interior Details
Number of Rooms: 3Types of Rooms: Primary Bedroom, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1444 Square Feet
Appliances & Utilities
Utilities: Cable Available, Phone AvailableAppliances: Dishwasher, Microwave, Range, RefrigeratorDishwasherLaundry: Laundry RoomMicrowaveRefrigerator
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No Fireplace
Windows, Doors, Floors & Walls
Flooring: Ceramic Tile, Laminate
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneFloors: Ceramic Tile, Laminate
View
No View

Exterior Features

Exterior Home Features
Roof: ShingleExterior: Lighting, SidewalkFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Pool
Pool: In GroundPool
Frontage
Road Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Days on Market: 110

Property Information

Year Built
Year Built: 1997
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 262901663569000530

Price & Status

Price
List Price: $260,000Price Per Sqft: $180

Active Status

MLS Status: Active

Media

Location

Direction & Address
City: WINTER HAVENCommunity: BERRYHILL

Agent Information

Listing Agent
Listing ID: S5150673

Building

Building Area
Building Area: 1444 Square Feet

Community

Not Senior Community

HOA

HOA Name: Garrison Property ServicesHOA Phone: 863-439-6559Association for this Listing: Orlando RegionalHas an HOAHOA Fee: $24/Monthly

Lot Information

Lot Area: 7958 sqft

Listing Info

Special Conditions: Short Sale

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: S5150673Showing Requirements: Appointment Only, Lockbox - CodedUniversal Property Id: US-12105-N-262901663569000530-R-N

Around this home

What Locals Say about Winter Haven

At least 800 Trulia users voted on each feature.

  • 83 % Say car is needed

  • 80 % Say parking is easy

  • 78 % Say yards are well-kept

  • 76 % Say it's dog friendly

  • 68 % Say there's holiday spirit

  • 64 % Say it's quiet

  • 61 % Say kids play outside

  • 49 % Say people would walk alone at night

  • 48 % Say there are sidewalks

  • 47 % Say they plan to stay for at least 5 years

  • 46 % Say streets are well-lit

  • 44 % Say neighbors are friendly

  • 43 % Say it's walkable to grocery stores

  • 32 % Say there's wildlife

  • 30 % Say it's walkable to restaurants

  • 24 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Cathyharris1222
    "Safe area for children and families "
    0
    Flag
  • Cocobrownie3
    "Freindly neighbors, Holloween is wonderful here, everyone loves to BBQ , and Santa Clause comes on Chismas Eve. Wonderful place to live. However, to schools are not so good. "
    0
    Flag
  • William David Evans
    "We have our personal cars have used uber a few times but not really necessary for us because we live close to most of the stores and restaurants "
    1
    Flag
  • Morgan Ivey-trask
    "Everyone is friendly and so nice. I like it here but I will be moving out soon to live in North Carolina to get my kids back and live a new life "
    2
    Flag
  • Madeline R
    "Its neighborly and quiet while still being close to the theme parks and airport. Ive lived here for 5 years and it was the best decision we made."
    0
    Flag
  • Miguel Catalano
    "Quiet neighborhood, everything you need is close by and affordable, and places of worship for everyone. Light traffic all the time and great restaurants all over town with views of the lake. Serenity is everywhere in Winter Haven."
    0
    Flag
  • Z64p52x99r
    "I don’t go to the community events in the area I solely go to work and home I enjoy this peace in the neighborhood "
    0
    Flag
  • John Van Volkenburgh
    "Quick. No issues as long as you don’t work in Orlando or Tampa. Rural and central to the state. Small town. I’m "
    0
    Flag
  • Jenna Strickler
    "Food giveaways, law enforcement always circling/passing by Security feels safe Not the best neighborhood overall, but I have not had an issue since living here. "
    0
    Flag
  • Emily Torres
    "I’ve lived close to this area for 3 years now and worked there for a year and a half. Very nice area !"
    1
    Flag
  • Anonymous
    "You can walk your dogs with no problems. Many houses are fenced. Dogs will bark but not bite. Dogs ca"
    0
    Flag
  • Bianca Nieves
    "A lot of cats on the NE side of winter haven other than that winter haven lots of parks for children good schools "
    4
    Flag
  • Nicole Horton
    "I don’t feel safe for my 13 year old son to walk to the middle school by himself. I drive him and pick him up every day."
    0
    Flag
  • Chris M
    "There is a farmers market every weekend. A lot of community activities every weekend. Christmas parade happened a few weekends ago. "
    1
    Flag
  • Yoflyboys
    "NW Winter Haven has turned into a dump site. Homeless has taken over bus stop. Inman park and the surrounding areas."
    4
    Flag
  • Oo7legend
    "Great for families to live in and feel part of a community. Needs more retailers, restaurants and higher rated schools."
    30
    Flag
  • April_stylist
    "Quiet hard working families, no issues with traffic or safety we love this area. Very friendly folks"
    5
    Flag
  • Angmartinez05
    "Not much to do in terms of attractions but safe everywhere. 45 min from either Orlando or Tampa. Friendly people "
    0
    Flag
  • Katia S.
    "I live there for 3 years ,it’s quiet,I don’t have any complaint against it.I recommend it for a start,no to stay for a long time .I live close to the park.i like it and I feel safe."
    1
    Flag
  • Atrollergirl
    "My commute is nice. I live 1 mile from Wahneta and I'm located near Bartow, Eagle Lake, Winter Haven."
    0
    Flag
  • Carly.m.williams
    "The area is a family friendly area. High traffic area also. Schools and shopping nearby. Legoland brings in a lot of traffic also"
    0
    Flag
  • Nakeem G.
    "My neighborhood in walking distance to a college, police station, farmers market, hair store, hospital/clinics and parks"
    11
    Flag
  • Joan
    "I live in this great neighborhood with great neighbors who get along. Quiet neighborhood. It feels safe."
    0
    Flag
  • Angela S.
    "Very busy front Street with big trucks daily passing by. Car speed a lot on the main road thru the area. "
    0
    Flag
  • Carly.m.williams
    "The area is very family friendly in my opinion. Never had any issues with neighbors. Quite a few stray cats but no issues."
    0
    Flag
  • Nancy F.
    "I see people walking there dogs daily. we have a dog park in the community very nice area they are allowed off the leash in the fenced in area, they can run and play freely, very friendly area for them all maintained spayed often to keep fleas away.. pet friendly area. "
    1
    Flag
  • Jennycomp
    "There are no sidewalks or places to walk your dogs. They are forced to use people’s yards and they get upset."
    0
    Flag
  • Gina K.
    "Halloween is great here!!! Trick or treating is like a giant party and there’s so much fun going on. "
    0
    Flag
  • Shelley P.
    "the downtown markets on 2and saturday, the water show @ lake howard things that go on at the church's and community centers n parks. I love Winter Haven I can go on and on just being able to walk lake"
    22
    Flag
  • Martha K.
    "My neighborhood is nice and quiet and their isn’t any crimes they maintain over here but sometimes the neighbors can be loud."
    0
    Flag
  • Shelley P.
    "traffic can be a little heavy on the main roads n have a tendency to speed thru the side streets. But overall the traffic is decent."
    5
    Flag
  • John D. B.
    "very quiet,peaceful...laid back family oriented neighborhoods... older community.... spirit lake road can get busy with traffic noice.... best to live away from spirit lake road.."
    0
    Flag
  • Basapooh81
    "Winter Haven holds a lot of community events. They have something going on mostly every weekend in downtown winter Haven. Winter Haven has Legoland park and water park also. "
    10
    Flag
  • Cdixon496
    "Dog owners would like the fact that there is plenty of open fields and place for the dogs to run around."
    0
    Flag
  • Victoria W.
    "Some people don’t pick up after their dogs and some dog parks aren’t well kept. You can walk your dog easily with a lot of sidewalks and areas to walk to"
    14
    Flag
  • Mp19601
    "I just work around the area and every time i talk to sombody there nice and no complane for nothing...maybe i move in this area one fay"
    0
    Flag
  • Solomon G. .
    "Yes it’s nice area to be in no issues what so ever I like it very much . Can’t say anything bad nor good "
    1
    Flag
  • Norma.G
    "Well the associated need to be more strict,and severe with the Owners each property, how they park at the street, not at the grass, do not allow any car on the side of street,they should park at there own driveway ,and the driving at the neighbors area should be limited speed,driving to fast can cause hitting someone."
    0
    Flag
  • DR
    "Work is minutes away. Hardly ever go anywhere but Orlando as I don’t feel theres anything to do around here."
    0
    Flag
  • Ctjohns34
    "Neighbors complain about walking dogs, dogs only recently became allowed in this community and some neighbors resist change "
    0
    Flag

Market trends in Winter Haven

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$258K
$2.5KMoM
Sale-to-List Price
98.3%
0.1%MoM
Price per sq ft
$160
$1MoM
Available listings
771
7MoM

Home Value

Trulia Estimate
$256K
Since last month
Decreased$3K (-1%)
Since last year
Decreased$7K (-2.5%)
Since last sale
Decreased$81K (-24.1%)
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 +54% in the last 10 years
MonthEstimated value
2026
September 2026$254K
August 2026$256K
July 2026$257K
June 2026$258K
May 2026$261K
April 2026$258K
March 2026$258K
February 2026$257K
January 2026$257K
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
409 BIGSTAFF COURT, Winter Haven, FL
0.06
Single-Family Home
$290,000
10/23/25
3
2
1,756
419 BIGSTAFF COURT, Winter Haven, FL
0.10
Single-Family Home
$280,000
06/24/26
3
2
1,405
356 STERLING DRIVE, Winter Haven, FL
0.16
Single-Family Home
$330,000
06/26/26
3
2
1,535
343 STERLING DRIVE, Winter Haven, FL
0.16
Single-Family Home
$259,900
07/02/26
3
2
1,372
132 SAINT KITTS CIRCLE, Winter Haven, FL
0.16
Single-Family Home
$265,000
10/14/25
3
2
1,445
811 W HERON PLACE, Winter Haven, FL
0.15
Single-Family Home
$278,000
10/10/25
3
2
1,459
134 SAINT KITTS CIRCLE, Winter Haven, FL
0.16
Single-Family Home
$250,000
12/22/25
3
2
1,596
112 ST. KITTS CIRCLE, Winter Haven, FL
0.21
Single-Family Home
$269,900
12/29/25
3
2
1,420
8 SAINT KITTS CIRCLE, Winter Haven, FL
0.21
Single-Family Home
$265,000
07/02/26
3
2
1,379
912 E HERON CIRCLE, Winter Haven, FL
0.35
Single-Family Home
$310,000
08/14/26
3
2
1,502

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
306 STERLING DRIVE, Winter Haven, FL 33884
0.03
$391,600
3
2
1,972
Off Market
404 BIGSTAFF COURT, Winter Haven, FL 33884
0.03
$323,700
3
2
1,580
Off Market
384 STERLING DRIVE, Winter Haven, FL 33884
0.07
$367,600
3
2
1,740
Off Market
409 BIGSTAFF COURT, Winter Haven, FL 33884
0.06
$289,400
3
2
1,756
Off Market
3836 OSPREY POINTE CIRCLE, Winter Haven, FL 33884
0.13
$302,900
3
2
1,956
Off Market
376 STERLING DRIVE, Winter Haven, FL 33884
0.10
$305,500
4
2
1,929
Off Market
996 WILLOWBROOK COURT, Winter Haven, FL 33884
0.11
$276,500
3
2
1,558
Off Market
419 BIGSTAFF COURT, Winter Haven, FL 33884
0.10
$280,000
3
2
1,405
Recently Sold
428 BIGSTAFF COURT, Winter Haven, FL 33884
0.10
$366,600
3
2
1,703
Off Market
811 W HERON PLACE, Winter Haven, FL 33884
0.15
$277,200
3
2
1,459
Off Market
813 W HERON PLACE, Winter Haven, FL 33884
0.15
$337,500
3
2
1,460
Off Market

Price and Tax history

DateEventPrice
May 27, 2026
Source: Stellar MLS #S5150673
Listed For Sale
$260,000
May 23, 2026
Source: Stellar MLS #S5131074
ListingRemoved
$260,000
May 22, 2026
Source: Stellar MLS #S5131074
PendingToActive
$260,000
Dec 29, 2025
Source: Stellar MLS #S5131074
Pending
$260,000
Oct 24, 2025
Source: Stellar MLS #S5131074
PendingToActive
$260,000

LGBTQ Local Legal Protections

Krichely Gonzalez Rodriguez, KELLER WILLIAMS ADVANTAGE III, (407) 207-0825
Agent Phone: (407) 953-4377

Similar Homes You May Like

Skip to last item
Skip to first item

New Listings near 307 STERLING DRIVE

Skip to last item
Skip to first item

Frequently asked questions about 307 STERLING DRIVE

  • What is the estimated monthly payment for 307 STERLING DRIVE?
    Based on a $260,000 list price with 20% down at today's rates, the estimated monthly payment for 307 STERLING DRIVE in Winter Haven, FL is approximately $1,813 (about $1,404 principal & interest, $334 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 307 STERLING DRIVE compare to homes in Winter Haven?
    307 STERLING DRIVE in Winter Haven, FL is listed at $260,000, about 1% above the $258K median sale price in Winter Haven.
  • What do residents say about Winter Haven?
    Residents describe Winter Haven, FL as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See homes for sale in Winter Haven, FL.
  • What are the closest schools to 307 STERLING DRIVE?
    The closest schools to 307 STERLING DRIVE in Winter Haven, FL are Denison Middle School (rated 3/10), Garden Grove Elementary School (Pre-K, rated 5/10), Winter Haven Senior High School (rated 3/10).
  • Does 307 STERLING DRIVE have air conditioning?
    Yes, 307 STERLING DRIVE in Winter Haven, FL has air conditioning.
  • Does 307 STERLING DRIVE have a pool?
    Yes, 307 STERLING DRIVE in Winter Haven, FL has a pool.
307 STERLING DRIVE, Winter Haven, FL 33884 is a 3 bedroom, 2 bathroom, 1,444 sqft single-family home built in 1997. This property is currently available for sale and was listed by Stellar MLS on May 27, 2026. The MLS # for this home is MLS# S5150673.