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OFF MARKET

5544 S Castlebay Dr
Springfield, MO 65809

Highland Springs

5 Beds
5 Baths
8,336 sqft (on 0.77 acres)

$1,731,500

Trulia Estimate

as of Jul 22, 2026

Est. Refi. Payment $9,808/mo*

Refinance Your Home

$1,731,500

Trulia Estimate

as of Jul 22, 2026

Est. Refi. Payment $9,808/mo*

Refinance Your Home

5 Beds

5 Baths

8,336 sqft

(on 0.77 acres)

Local Information

Map ViewExplore the area around 5544 S Castlebay Dr.
Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1995

Lot Size

0.77 acres

Living Area

8,336 sqft

Price/Sqft

$208

Description

5544 S. Castlebay Dr., Springfield, MO. Highland Springs! Gorgeous custom built home by Roger Tiller. This 5 bedroom 4 full and 2 half bath finished walkout basement home is situated with beautiful views, backing up to the 11th hole of this championship golf course! Many newer and updated amenities such as hardwood floors, granite, new Truex deck in 2017, roof approx. 4 years old, 4 car garage, exercise room, separate study with built-in bookcases and recreation room. Fantastic open kitchen/hearth room great for entertaining and abundance of windows throughout the home. This is truly a wonderful family home with extensive quality and craftsmanship.

5544 S Castlebay Dr, Springfield, MO 65809 is a 5 bedroom, 6 bathroom, 8,336 sqft single-family home in Highland Springs, built in 1995. It last sold for $0 on Aug 30, 2017. It is currently off market. The Trulia Estimate is $1,731,500, with a rent estimate of $4,617/month.

Home Details for 5544 S Castlebay Dr

Interior Features
Interior Details BasementNumber of Rooms: 5Types of Rooms: Dining Room, Family Room
Heating & Cooling Heating: Forced Air, OtherAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 1.5
Appliances & Utilities DishwasherMicrowaveRefrigerator
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: OtherExterior: Brick

Property Information
Year Built Year Built: 1995
Property Type / Style Property Type: Single Family HomeArchitecture: traditional

Community
Units in Building: 1

Lot Information
Lot Area: 0.77 acres

Price History for 5544 S Castlebay Dr

Date	Price	Event	Source
08/30/2017	--	Sold	N/A
Recording Date 08/30/2017 County Transfer Tax N/A Total Transfer Tax N/A
07/24/2017	$1,200,000	Pending	Agent Provided

07/05/2017	$1,200,000	Listed For Sale	Agent Provided

01/05/2013	$1,100,000	ListingRemoved	Agent Provided

02/29/2012	$1,100,000	Listed For Sale	Agent Provided

Market trends in Springfield

Last updated June 2026

Avg. sale price

$237K

$600MoM

Sale-to-List Price

99.8%

0.6%MoM

Price per sq ft

$153

$2MoM

Available listings

1090

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Property Tax and Assessment

Year	2025
Tax	$13,727
Assessment	$1,280,600

Home facts updated by county records

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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OFF MARKET
Est. $1,060,500
5 bd
5 ba
4,111 sqft
5526 S Castlebay Dr,
Springfield, MO 65809
OFF MARKET
Est. $1,001,700
4 bd
4 ba
4,852 sqft
5508 S Castlebay Dr,
Springfield, MO 65809
OFF MARKET
Est. $907,600
3 bd
4 ba
4,461 sqft
5490 S Castlebay Dr,
Springfield, MO 65809
OFF MARKET
Est. $1,275,100
5 bd
5 ba
6,288 sqft
5472 S Castlebay Dr,
Springfield, MO 65809
OFF MARKET
Est. $1,400,800
4 bd
5 ba
5,633 sqft
5454 S Castlebay Dr,
Springfield, MO 65809
OFF MARKET
Est. $923,000
3 bd
3 ba
4,055 sqft
5436 S Castlebay Dr,
Springfield, MO 65809
OFF MARKET
Est. $1,177,100
4 bd
4.5 ba
7,000 sqft
5562 S Castlebay Dr,
Springfield, MO 65809
PENDING
0.73 ACRES
$1,950,000
5 bd
5.5 ba
7,558 sqft
3711 E Castlebay Court,
Springfield, MO 65809
Keller Williams Local, Pending
OFF MARKET
Est. $1,028,300
4 bd
3 ba
5,569 sqft
3710 E Castlebay Ct,
Springfield, MO 65809
OFF MARKET
Est. $1,099,500
5 bd
4 ba
5,730 sqft
5596 S Castlebay Dr,
Springfield, MO 65809
OFF MARKET
Est. $1,644,200
4 bd
4 ba
6,451 sqft
5614 S Castlebay Drive,
Springfield, MO 65809
Southwest Missouri Realty, Closed
OFF MARKET
Est. $1,813,200
4 bd
6 ba
5,695 sqft
5632 S Castlebay Dr,
Springfield, MO 65809

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Additional Cost

Assigned Schools

These are the assigned schools for 5544 S Castlebay Dr.

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