Back 1000 Chesterfield Circle
Off Market

1000 Chesterfield Circle

Winter Springs FL 32708

3
2
2
2100 sq. ft.
11700 sq. ft.
Single-Family
Last sold for $429,900
Sean CaleganSean Calegan, last sold this property on 03 July 2025 after 30 days on market.

Overview

Beautifully Updated 3-Bedroom, 2-Bathroom Home in Desirable Amherst ? Winter Springs Discover this charming and move-in-ready home located in the highly sought-after Amherst community of Winter Springs. Offering 3 bedrooms and 2 bathrooms, this property has been thoughtfully updated and features a bright, open floor plan perfect for today?s lifestyle. Enjoy peace of mind with major systems already taken care of?newer roof, A/C, and water heater, all under 5 years old. The home also includes valuable hidden upgrades like R30 attic insulation for improved energy efficiency. The updated kitchen and bathrooms provide a fresh, modern feel, while the spacious family room showcases a vaulted ceiling with knockdown texture and a cozy wood-burning fireplace, creating an inviting atmosphere. A split-bedroom layout offers optimal privacy for families or guests. Step through elegant French doors to a large screened-in patio, perfect for year-round outdoor living. The fenced backyard is your personal retreat with a brick patio and plenty of space to design your dream pool or garden sanctuary. Zoned for top-rated Seminole County schools?Rainbow Elementary, Indian Trails Middle, and Winter Springs High?this home is ideal for families seeking a quality education and community. Commuting is a breeze with easy access to UCF, major highways, shopping, dining, and Orlando?s world-famous theme parks. For outdoor lovers, Trotwood Park and Central Winds Park are just minutes away, offering walking trails, biking paths, fishing spots, and picnic areas. Enjoy the charm of Winter Springs living, with local cafes, restaurants, and family-owned shops lining nearby Tuskawilla Road and the Winter Springs Town Center. This home blends modern upgrades with the warmth and character of an established neighborhood filled with mature trees and a strong sense of community. Contact your REALTOR? today to schedule a private showing!

Features

3 bedrooms
2 bathrooms
2 carspaces
2 garage spaces
2100 sq. ft. floor area
11700 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Winter Springs over the last 12 months, the estimated median property value of 1000 Chesterfield Circle is $410k.

Median value
$410k
Estimated value range
$212.5k - $630k
Median days on market
27
Estimated value trend
3%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Winter Springs. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 1000 Chesterfield Circle

2025
Sold
$429,900
03 Jul 2025 by Sean Calegan, of CFRP REALTY LLC
2006
Sold
$267,000
31 Mar 2006 by JOAN FLOWERS, of FLOWERS & ASSOCIATES, LLC

Happy sellers in Winter Springs

90%
90% of sellers in Winter Springs reported that their sale price either exceeded or met their price expectations.

Winter Springs stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 17 reviews in Winter Springs over the last 12 months.

Local market activity for 3 bedroom single-family properties in Winter Springs

In the last 12 months, 171 three-bedroom single-family properties similar to 1000 Chesterfield Circle, have been sold.

This represents a 20% increase in three-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Winter Springs

or
Skip the list and find your ideal agent to sell your propertyFind My Agent
© 2026 RateMyAgent