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Highlights

  • Pet Friendly
  • Quartz countertops
  • Stainless steel appliances
  • Subway tile backsplash
  • In-unit washer & dryer
  • Modern white cabinetry
  • Stylish light fixtures

Location

240-250 240-250 2nd St SW, Winter Haven, FL 33880, USA|Downtown Winter Haven
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Property Overview

20 on Second receives an impressive overall rating of 8.6, reflecting its strong appeal to renters with a competitive price rating of 10, showcasing excellent value. The property features modern amenities such as quartz countertops and in-unit appliances, contributing to its high amenities (9) and location (9) ratings, which emphasize convenience and an elevated standard of living. Moreover, the trustworthiness rating of 8 indicates a commitment to transparency in its offerings, enhancing renter confidence.

This summary uses Zumper’s proprietary data. “Zumper Expert Ratings,” “Things you’ll love,” and “Great for” are based on our internal analyses of market trends and renter insights.

Zumper Expert Rating

8.6
Very Good
With a solid 8.6 out of 10 overall, 20 on Second is a great option for renters. While some aspects, like Quality, might not be as distinguished as other properties nearby, 20 on Second has a number of attractive features—namely its Price— so you can be assured your rent will come with a high standard of living.

Things you’ll love

  • Middle school nearby
  • More space
  • Elementary school nearby

Great for

  • Pet owners

Floor plans

1BR/1.0BA1 bed1 bath780 sqftWelcome to your dream apartment! This stunning one-bedroom apartment home is designed for modern living with sleek industrial finishes, high-end appliances, and expansive natural light. Located in vibrant Downtown Winter Haven, you’ll enjoy walkability to local shops, dining, and entertainment. -Open-concept living space -Gourmet kitchen with stainless steel appliances & quartz countertops -Modern white cabinetry with subway tile backsplash -High ceilings & stylish light fixtures -In-unit washer & dryer for convenience Small pets allowed based on PetScreening results. Fees/rents based on screening results. **Monthly utility charge of $100 covers water, sewer, trash and gas. **Upon signing the lease, a one-time $100 administration fee is required with all monies due for move in.
2BR/2.0BA2 bed2 bath1,137 sqft**Move-in Special: $400.00 off first full month of rent** Welcome to your dream apartment! This stunning first floor 2-bedroom, 2-bathroom home is designed for modern living with sleek industrial finishes, high-end appliances, and expansive natural light. Located in vibrant Downtown Winter Haven, you’ll enjoy walkability to local shops, dining, and entertainment. -Open-concept living space -Gourmet kitchen with stainless steel appliances & quartz countertops -Modern white cabinetry with subway tile backsplash -High ceilings & stylish light fixtures -In-unit washer & dryer for convenience -Private yard space Small pets allowed based on PetScreening results. Fees/rents based on screening results. **Monthly utility charge of $100 covers water, sewer, trash and gas. **Upon signing the lease, a one-time $100 administration fee is required with all monies due for move in.

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$1,428–$2,328

featured image of 350 24th St Nw

Haven at Lake Deer

Our team has verified this company

350 24th St Nw

1–2 Beds

$1,099–$1,549

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Briarcrest at Winter Haven

Our team has verified this company

200 Avenue K Se

1–2 Beds

$1,067–$1,355

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3135 Woodhill Rd

2 Beds

$1,350–$1,450

featured image of 102 Landings Way

102 Landings Way

1–2 Beds

$1,100–$1,385

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1802 3rd Ct Se

2 Beds

$1,205

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2287 Avenue G Nw

2 Beds

$1,400

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418 19th St Se

1–2 Beds

$1,100–$1,360

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South College • 265 Avenue E Sw

1–2 Beds

$1,428–$2,328

Rent trends in Downtown Winter Haven

Median rents as of Mar 14 2026.
Downtown Winter Haven
Winter Haven
A table of 1-bedroom apartment rental data trends in Winter Haven
MonthMedian Rent
March 2024$1,195
April 2024$1,170
May 2024$1,190
June 2024$1,148
July 2024$1,165
August 2024$1,125
September 2024$1,146
October 2024$1,169
November 2024$1,196
December 2024$1,181
January 2025$1,202
February 2025$1,197
March 2025$1,196
April 2025$1,211
May 2025$1,262
June 2025$1,286
July 2025$1,275
August 2025$1,255
September 2025$1,285
October 2025$1,298
November 2025$1,250
December 2025$1,097
January 2026$1,164
February 2026$1,169
March 2026$1,204
A table of 1-bedroom apartment rental data trends in Downtown Winter Haven
MonthMedian Rent
June 2024$1,546
July 2024$1,440
August 2024$1,441
September 2024$1,347
October 2024$1,323
November 2024$1,357
December 2024$1,417
January 2025$1,527
February 2025$1,759
March 2025$1,611
April 2025$1,714
May 2025$1,730
June 2025$1,678
July 2025$1,490
August 2025$1,400
September 2025$1,507
October 2025$1,517
November 2025$1,550
January 2026$1,563
February 2026$1,597
March 2026$1,600

Schools near 20 on Second

Winter Haven Head Start

135 ave y ne

winter haven, FL, 33881

PKPublic

John Snively Elementary School

848 snively ave

eloise, FL, 33880

PK, K-5Public
B-

Karen M. Siegel Academy

935 evenhouse rd

lake alfred, FL, 33850

PK, K-12Public

Ridge Technical Academy

7700 state rd 544

winter haven, FL, 33881

PK, 6-12Public

Maynard A. Traviss Technical Academy

3225 winter lake rd

lakeland, FL, 33803

PK, 6-12Public
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Internet available near 20 on Second

Getting around Winter Haven near 240-250 240-250 2nd St SW

Walking

6/10
Grab your reusable bags–many shops and stores are within walking distance.

Driving

6/10
This area is close to freeways and has adequate parking options.

Cycling

5/10
More spots are within biking distance and some roads are cyclist-friendly.

Transit

3/10
There are a few mass transit options within the area.

Points of interest for 240-250 240-250 2nd St SW, Winter Haven

Groceries

7/10
At least one grocery store within a 15-minute walk

Shopping

6/10
Variety of shops within walking distance

Cafes

6/10
Some cafés within walking distance

Restaurants

6/10
Some restaurants within walking distance

Primary schools

9/10
At least one elementary school within a 5-minute walk

High schools

9/10
At least one high school within a 10-minute walk

Nightlife

4/10
Few or no bars within walking distance

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