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5+ Days Ago

Location

1003 Chesterfield Cir #NA, Winter Springs, FL 32708, USA

Available rentals nearby

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2980 Grandeville Cir

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$2,115–$3,124

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214 Chippendale Ter

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241 Holiday Ln, Winter Spgs, FL, 32708

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337 Riunite Cir, Winter Springs, FL, 32708

Our team has verified this company

337 Riunite Cir

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featured image of 3851 Grandpine Way

Marvera Casselberry

Our team has verified this company

3851 Grandpine Way

3 Beds

$2,175–$2,496

featured image of 2980 Grandeville Cir

Grandeville at RiverPlace

Our team has verified this company

2980 Grandeville Cir

3 Beds

$2,115–$3,124

featured image of 1182 Quintuplet Dr

1182 Quintuplet Dr

3 Beds

$2,545

featured image of 1448 La Paloma Cir

1448 La Paloma Cir, Orlando, FL, 32708

Our team has verified this company

Sunrise • 1448 La Paloma Cir

3 Beds

$2,225

featured image of 3313 Hamlet Loop

3313 Hamlet Loop, Winter Park, FL, 32792

Our team has verified this company

3313 Hamlet Loop

3 Beds

$2,530

featured image of 214 Chippendale Ter

214 Chippendale Ter, Oviedo, FL, 32765

Our team has verified this company

214 Chippendale Ter

3 Beds

$2,675

featured image of 241 Holiday Ln

241 Holiday Ln, Winter Spgs, FL, 32708

Our team has verified this company

241 Holiday Ln

3 Beds

$2,585

featured image of 337 Riunite Cir

337 Riunite Cir, Winter Springs, FL, 32708

Our team has verified this company

337 Riunite Cir

3 Beds

$2,435

Rent trends in Winter Springs

3-bedroom apartments at 1003 Chesterfield Cir #NA cost about 16% more than the average rent price for 3-bedroom apartments in Winter Springs.

Median rents as of May 9 2026.
Winter Springs
A table of 3-bedroom apartment rental data trends in Winter Springs
MonthMedian Rent
May 2024$2,200
June 2024$2,313
July 2024$2,353
August 2024$2,296
September 2024$2,193
October 2024$2,148
November 2024$2,133
December 2024$2,188
January 2025$2,162
February 2025$2,141
March 2025$2,163
April 2025$2,201
May 2025$2,248
June 2025$2,169
July 2025$2,272
August 2025$2,363
September 2025$2,278
October 2025$2,210
November 2025$2,119
December 2025$2,104
January 2026$2,097
February 2026$2,184
March 2026$2,222
April 2026$2,198
May 2026$2,154

Rent history

The increase or decrease in monthly rent compared to the previous listing price.
Check out the past listing prices for monthly rent at 1003 Chesterfield Cir, Winter Springs, FL.
1 year ago$2,500

Schools near 1003 Chesterfield Cir #NA

Rainbow Elementary School

1412 rainbow trl

winter springs, FL, 32708

PK, K-5Public
A

Longwood Elementary School

840 orange ave

longwood, FL, 32750

PK, K-5Public
A-

Contracted Services

400 e lake mary blvd

sanford, FL, 32773

PK, K-5Public

Seminole County Virtual School

450 technology park

lake mary, FL, 32746

K-12Public
B+

Audubon Park School

1500 falcon dr

orlando, FL, 32803

PK, K-8Public
A-
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Internet available near 1003 Chesterfield Cir #NA

Getting around Winter Springs near 1003 Chesterfield Cir #NA

Walking

4/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).

Driving

8/10
Commuting is easy with multiple accessible routes and plenty of parking.

Cycling

4/10
This is semi-bikeable, but you’ll need another way of getting around.

Transit

0/10
FYI, there are little to no public transit options within walking distance.

Points of interest for 1003 Chesterfield Cir #NA, Winter Springs

Groceries

4/10
At least one grocery store within a 30-minute walk

Shopping

2/10
Few or no shops within walking distance

Cafes

2/10
Few or no cafés within walking distance

Restaurants

4/10
Some restaurants within walking distance

Primary schools

1/10
No elementary schools within a 30-minute walk

High schools

1/10
No high schools within a 30-minute walk

Parks

4/10
Limited amount of park space nearby

Nightlife

3/10
Few or no bars within walking distance

Explore the area around 1003 Chesterfield Cir #NA

Walmart Neighborhood Market
5132 Red Bug Lake Rd
The Fresh Market
5920 Red Bug Lake Rd
Publix
5655 Red Bug Lake Rd
Publix
2871 Clayton Crossing Way
ALDI
1193 E State Road 434

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1 Bedroom apartment rentals in Winter Springs4 listings

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