244 OVERBROOK DRIVE, Casselberry, FL 32707
SOLD
MAY 13, 2026

$363,600

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,853 sqft (on 0.53 acres)

244 OVERBROOK DRIVE, Casselberry, FL 32707

Est. Refi. Payment $2,443/mo*
Refinance Your Home
Currently Off Market - Sold May 13, 2026 for $365,000 (9% below list price)

Home Value

Trulia Estimate
$364K
Since last month
Decreased$700 (-0.2%)
Since last year
Decreased$19K (-4.8%)
Since last sale
Decreased$2K (-0.4%)
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 +73% in the last 10 years
MonthEstimated value
2026
August 2026$363K
August 2026$363K
July 2026$364K
June 2026$364K
May 2026$389K
April 2026$391K
March 2026$390K
February 2026$381K
January 2026$380K
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
135 SOUTHCOT DRIVE, Casselberry, FL
0.26
Single-Family Home
$329,900
11/03/25
3
2
1,507
300 CASSELGROVE COVE, Casselberry, FL
0.21
Single-Family Home
$500,000
12/17/25
4
2
2,053
570 S TRIPLET LAKE DRIVE, Casselberry, FL
0.40
Single-Family Home
$565,000
04/30/26
3
2
1,649
142 S TRIPLET LAKE DRIVE, Casselberry, FL
0.23
Single-Family Home
$320,000
08/03/26
3
2
1,277
40 N TRIPLET LAKE DRIVE, Casselberry, FL
0.34
Single-Family Home
$373,000
10/21/25
3
2
1,524
145 NORTHMOOR ROAD, Casselberry, FL
0.29
Single-Family Home
$330,000
01/08/26
3
1.5
1,392
481 S TRIPLET LAKE DRIVE, Casselberry, FL
0.38
Single-Family Home
$365,000
06/29/26
3
2
1,234
524 QUEENS MIRROR CIRCLE, Casselberry, FL
0.46
Single-Family Home
$475,000
07/27/26
4
2
1,904
230 S EMBREY DRIVE, Casselberry, FL
0.34
Single-Family Home
$350,000
05/05/26
3
2
1,352

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
252 OVERBROOK DRIVE, Casselberry, FL 32707
0.02
$463,200
4
3
2,260
Off Market
409 S SUNSET DRIVE, Casselberry, FL 32707
0.09
$633,300
4
3
2,577
Off Market
421 S SUNSET DRIVE, Casselberry, FL 32707
0.10
$478,500
4
2.5
2,446
Off Market
420 S SUNSET DRIVE, Casselberry, FL 32707
0.13
$515,000
4
2.5
1,892
Recently Sold
440 S SUNSET DRIVE, Casselberry, FL 32707
0.14
$315,900
4
2.5
1,866
Off Market
200 SOUTHCOT DRIVE, Casselberry, FL 32707
0.14
$366,400
3
2
1,347
Off Market
264 SHADY HOLW, Casselberry, FL 32707
0.14
$436,800
4
2
1,707
Off Market
NORTHMOOR ROAD LOT 1, Casselberry, FL 32707
0.19
$100,500
-
-
-
Recently Sold
160 S TRIPLET LAKE DRIVE, Casselberry, FL 32707
0.19
$394,500
3
2
1,708
Off Market
191 NORTHMOOR ROAD, Casselberry, FL 32707
0.20
$278,000
4
2
1,397
Recently Sold
300 CASSELGROVE COVE, Casselberry, FL 32707
0.21
$500,000
4
2
2,053
Recently Sold

Local Information

  • Map ViewExplore the area around 244 OVERBROOK DRIVE.
  • Schools2 Preschool Schools2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1987
0.53 acre lot
1,853 sqft
$197/sqft
2 Car Garage

About this House

Luxury Custom Home on Over Half an Acre – Golf Course Frontage Living at Its Finest. Experience elegance, privacy, and breathtaking views in this stunning custom-built home perfectly positioned on over ½ acre of prime golf course frontage. Wake up each morning to sweeping fairway views and enjoy peaceful evenings under the stars from your expansive backyard oasis. Designed with both luxury and livability in mind, this home offers the perfect balance of refined finishes and comfortable everyday living. Thoughtfully designed custom architecture with exceptional craftsmanship. Expansive open-concept living spaces filled with natural light. Ample space to design your dream pool, outdoor kitchen, or garden retreat. New carpet upstairs on the bedrooms, with a very large walk in attic access! Welcome home to wide-open space and timeless charm. This property features a beautifully oversized front yard — perfect for outdoor fun, weekend games, or simply stretching out and enjoying the fresh air. Imagine family and friends playing freely, pets running happily, or hosting neighborhood gatherings with room for everyone. The expansive lawn offers endless possibilities — from garden beds and holiday displays to casual soccer games and summer picnics. Come view the property today before it is too late :)
244 OVERBROOK DRIVE, Casselberry, FL 32707 is a 3 bedroom, 2 bathroom, 1,853 sqft single-family home built in 1987. It last sold for $365,000 on May 13, 2026 (9% below the $399,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $363,600, with a rent estimate of $2,399/month.
Last check for updates: about 19 hours ago
Listed by Nathaniel Zinno, (407) 951-2050
ASSURED PROPERTY MANAGEMENT, (407) 657-8602
Bought with: Hannah Huntoon, (561) 267-3198, KELLER WILLIAMS REALTY AT THE PARKS, (407) 629-4420
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6385314
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

Home Details for 244 OVERBROOK DRIVE

Interior Features

Interior Details
Number of Rooms: 6Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Dinette, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1853 Square Feet
Appliances & Utilities
Utilities: Electricity Connected, Public, Street Lights, Water ConnectedAppliances: Dishwasher, Range, RefrigeratorDishwasherLaundry: Electric Dryer Hookup,Washer HookupRefrigerator
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Living RoomHas a Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Window TreatmentsFlooring: Carpet, Luxury Vinyl, Tile
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Carpet, Luxury Vinyl, Tile
View
Has a ViewView: Golf Course

Exterior Features

Exterior Home Features
Roof: ShingleVegetation: Oak Trees, Trees/LandscapedExterior: NoneFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Door Opener
Frontage
Road Surface Type: Paved, AsphaltNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 38

Property Information

Year Built
Year Built: 1987
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary,Craftsman
Building
Construction Materials: Vinyl Siding, Wood FrameNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 17213052000000010

Price & Status

Price
List Price: $399,000Price Per Sqft: $197/sqft
Status Change & Dates
Off Market Date: Thu Apr 16 2026

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: CASSELBERRYCommunity: APPLE ORCHARD THE

Building

Building Area
Building Area: 1853 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: Orlando RegionalNo HOA

Lot Information

Lot Area: 0.53 acres

Listing Info

Special Conditions: None

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6385314Back On Market Date: Wed Apr 08 2026Showing Requirements: Combination Lock Box, ShowingTimeUniversal Property Id: US-12117-N-17213052000000010-R-N

Price and Tax history

DateEventPrice
May 13, 2026
Source: Stellar MLS #O6385314
Sold
$365,000
Apr 16, 2026
Source: Stellar MLS #O6385314
Pending
$399,000
Apr 8, 2026
Source: Stellar MLS #O6385314
PendingToActive
$399,000
Apr 1, 2026
Source: Stellar MLS #O6385314
Pending
$399,000
Mar 24, 2026
Source: Stellar MLS #O6385314
PriceChange
$399,000
Price decreased by 6%

Market trends in Casselberry

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$347K
$3.52KMoM
Sale-to-List Price
99.2%
0.3%MoM
Price per sq ft
$223
$5MoM
Available listings
148
3MoM

Around this home

What Locals Say about Casselberry

At least 373 Trulia users voted on each feature.

  • 89 % Say it's dog friendly

  • 87 % Say car is needed

  • 87 % Say there are sidewalks

  • 86 % Say parking is easy

  • 75 % Say there's holiday spirit

  • 69 % Say yards are well-kept

  • 69 % Say streets are well-lit

  • 66 % Say it's quiet

  • 63 % Say kids play outside

  • 58 % Say people would walk alone at night

  • 55 % Say it's walkable to grocery stores

  • 49 % Say it's walkable to restaurants

  • 48 % Say neighbors are friendly

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

  • 37 % Say there's wildlife

  • 26 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Kyle Tokar
    "Parks and trails plus there are lots of other people who have dogs. People are generally friendly and pro dog. "
    0
    Flag
  • Cheyenne Deleon
    "Dog owners would love that the community is dog friendly and provides an ample amount of potty stations. There are plenty of parks to take their dogs to as well."
    0
    Flag
  • Robbie Upenieks
    "I’ve lived here for almost 4 years the police are really nice they don’t bother anyone really and the place feels safe. Code enforcement are a little nit picky and bothersome. The trails are beautiful and the neighborhood in general is really nice. "
    0
    Flag
  • Robbie Upenieks
    "I don’t know what they wouldn’t like there’s loads of places to walk really nice trails and parks my dog likes it and I enjoy it too. "
    0
    Flag
  • Cbronson
    "I Work from home and also travel to visit clients on a monthly basis. I’ve lived in the area all my life and feel safe."
    0
    Flag
  • Robbie Upenieks
    "It’s quiet very conservative which I like. My neighbors all fly American flags and so do I it’s how I feel like an American neighborhood should be. "
    0
    Flag
  • Luckygirl007kp
    "there are many community events that are family oriented and fun. Concord park has food trucks and live music events on weekends and a farmers market. Holiday events include a tree lighting with performances from local schools and a visit from Santa. "
    5
    Flag
  • Spottorfrnc
    "I have lived on the outskirts of Casselberry in apartments close to shopping and all major highways. I have always felt self. There's an eclectic mix of cultures and a variety of different lifestyle within this population. "
    4
    Flag
  • Asha L.
    "It a very family oriented community, very quiet and safe. Up and coming as well, close to winter park restaurants and maitland activities."
    0
    Flag
  • Stephanie W.
    "Lovely area. Super quiet. Feels like super chill vibes. My daughter attends college here so I love to visit. Definitely a treat!"
    0
    Flag
  • Julia
    "I love it everything you need is near. The neighborhood is quiet and clean. I came here from Puerto Rico. "
    0
    Flag
  • Aryantee F.
    "The neighborhood is safe and dog friendly and the owners clean up after their dogs as well. It’s a really great neighborhood "
    1
    Flag
  • Shawnbrunett
    "Everyone is friendly and really look out for one another. I feel safe here. The neighborhood is well cared for and always looks nice. "
    0
    Flag
  • Carl D.
    "We have Veteran Service Organizations that help assist veterans during these challenging times. The Holidays - July 4th. Thanks."
    0
    Flag
  • Stephaun M.
    "I drive to work every day. For the short time I did not have a car, public transportation is not close by. Uber and Lyft were very helpful"
    0
    Flag
  • Fondeurjonathan
    "I love 💘 casselberry and I hope will get 🙏 my house 🏠 here. we live here for the last 5 years beautiful 😍 city ❤ and really quiet 🤫."
    3
    Flag
  • Trulia User
    "The commute is very busy there is a lot accessible in this area, I feel it is an area that has a lot of growth and potential"
    0
    Flag
  • Jo H.
    "Neighbors are very friendly and we all look out for the neighborhood kids. Schools are really good."
    1
    Flag
  • Brianlowef13
    "most likely the options for breakfast. the lakes and ponds and trees and places to exercise. there are several bookstores in the area."
    0
    Flag
  • Heike K. .
    "There is plenty of dogs living here, and there are sidewalks throughout the neighborhood to walk dogs "
    2
    Flag
  • Aprilpavwlka
    "Owners let their dogs poop without picking it up. It’s also hard to find houses that take larger dogs unfortunately."
    0
    Flag
  • Sheries S.
    "Quiet and safe and everything you need is close by and restaurants everywhere, my job is down the street "
    0
    Flag
  • Miriamperez68
    "I always see people walk there dogs or people walking around there’s nothing to complain about my neighborhood "
    0
    Flag
  • Jbsteele1227
    "This is a great community! Neighbors are friendly and I feel safe raising my kids here. My family enjoys the biking trails and parks, too. "
    0
    Flag
  • Jbsteele1227
    "There is easy and quick access to major roads for commute. There also isn’t any heavy traffic in this area. "
    0
    Flag
  • Lorinkrassa
    "Traffic is terrible and the lights are too long and when they finally turn green it doesn’t last for long. "
    1
    Flag
  • Julia C.
    "We have 4th of July neighborhood parties. The area is relatively quiet. Our neighbors are very friendly. "
    1
    Flag
  • Screamingstaircase101
    "Casselberry is a great neighborhood for starting a family or if you just want to live in an urbanized neighborhood with easy access to everything. The cost of living isn’t overpriced and most are very friendly."
    2
    Flag
  • Danae V.
    "Lived here 6+ yrs. Transient population in areas. Lots of renters. Pretty safe and mostly quiet. Close to shipping and nice towns like winter park. "
    0
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  • Yarrely S.
    "This area is the best that exists, the school is Amazing, everything is quiet, the parks are safe and there are many Hispanic and cheap groceries."
    0
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  • Destiny D.
    "casselberry is 15 minutes to everything, there are 2 walmarts 2 publix, target, petsmart 2 malls and movies. its a cozy small town "
    0
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  • Melinda
    "Great place to live. Voluntary HOA but everyone keeps there house very nice. Beautiful park near by for kids and bike trail. "
    0
    Flag
  • macymandy_1
    "I live and owned 3 homes in the Lake Griffin Estates Community. I love the people and specially next door neighbors. The children are happy and parents feel safe,it is dog friendly. We love the access to all the amenities within our community. We have a high % of professional active and retirees. This the place for a young as well for those who planed to retire."
    0
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  • Melinda A.
    "Kiwannee Park has great meet up events for kids. Neighbors are friendly, we help each other keep the neighborhood clean. Lived hear now 12 years. "
    0
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  • April Thomas
    "Elementary School is very close to us, Junior High and Lake Howell High School has bus stops everywhere. Making it easier for parents to get their child or children off to school. There are parks and a public swimming pool in our neighborhood. I think the area is pretty safe for kids and lots of places to go for kids. Along with a public library."
    0
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  • Yarrely E. S.
    "We have breakfast, BBQ, Taco Tuesday, movie in park city hall, food trucks night, november for pumpkins in the church, december activities for Christmas!!"
    0
    Flag
  • Jennifer K.
    "schools are great and if in the right area it's a perfect place for kids to grow and play. I have rented a smaller home to remain in this area. "
    0
    Flag
  • Alonjime
    "Good places for to live,,neighborhood excellent,,, Casselberry looking good a lot of trees,,,,school are A plus "
    0
    Flag
  • Gabbyguezz
    "Always my community have event Friday, and Holliday is very nice because everyone neighbors is happy"
    1
    Flag
  • Tjk1129
    "There are no community events, unfortunately. This division feels like a community but the main road is not community friendly."
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 244 OVERBROOK DRIVE

  • What is 244 OVERBROOK DRIVE estimated to be worth?
    Trulia's estimated value for 244 OVERBROOK DRIVE in Casselberry, FL is $363,600.
  • What is the price history for 244 OVERBROOK DRIVE?
    244 OVERBROOK DRIVE in Casselberry, FL last sold for $365,000 in May 2026.
  • Is Casselberry a buyer's or seller's market?
    Casselberry is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Casselberry?
    The median sale price in Casselberry is $347K. That is up $3.52K from the prior month.
  • Does 244 OVERBROOK DRIVE have air conditioning?
    Yes, 244 OVERBROOK DRIVE in Casselberry, FL has air conditioning.
  • Does 244 OVERBROOK DRIVE have laundry facilities?
    Yes, 244 OVERBROOK DRIVE in Casselberry, FL has laundry facilities.

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