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All Luxury Homes for Sale in 55-Plus Communities in Castle Rock

See homes for sale in age-restricted communities in Castle Rock. Most of these communities are geared toward people 55 and over. In Castle Rock, over-55 communities, or Active Adult communities, have become very popular. The homes in these communities are most often low-maintenance, there are usually fantastic amenities and the homes are perfect for people 55 and over. If you have questions about a specific age-restricted community, what living in a 55-Plus community is like, or questions a home you see here, call or text The Principal Team at 720-408-7409 or contact us. The real estate listings here include pricing information, property details, photos and descriptions. These Castle Rock luxury homes in 55-and-over communities  are updated continually with data from the local MLS. 

All 55-and-over Luxury Homes For Sale in Castle Rock

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Montaine

4 Leafy Aster Lane, Castle Rock, CO 80104

2Bedroom(s)
2Bathroom(s)
2Parking(s)
29Picture(s)
1,871 SquareFeet
Discover this pristine, like-new residence at 4 Leafy Aster Lane, built in 2024 and perfectly situated on a quiet corner lot that backs to open space. Located in the premier Regency at Montaine 55+ active-adult community, this home features 2 bedrooms, 2 bathrooms, a dedicated study, and a full unfinished basement offering massive potential for customization.
$840,000

Montaine

64 Leafy Aster Lane, Castle Rock, CO 80104

2Bedroom(s)
2Bathroom(s)
2Parking(s)
19Picture(s)
2,276 SquareFeet
Brand New Toll Brothers Home – Ready Now! Tucked on a private homesite backing to a hillside, this home offers serene outdoor living. Inside, you'll find an expanded great room, extended garage, and beautifully curated designer-appointed finishes throughout. Perfectly positioned on a complete street, this home combines comfort, style, and convenience.
$875,000

Montaine

5008 Cupele Trail, Castle Rock, CO 80104

2Bedroom(s)
3Bathroom(s)
3Parking(s)
19Picture(s)
2,983 SquareFeet
Brand New Toll Brothers Home – Ready May 2026! Situated on a spacious corner lot within a quiet cul-de-sac, this home offers both privacy and an inviting streetscape. Inside, you’ll find 12-foot ceilings in the great room, an extended 3 car garage, and the convenience of direct laundry room access from the primary closet.
$1,050,000

Hillside at Castle Rock

1877 Grayside Circle, Castle Rock, CO 80109

2Bedroom(s)
3Bathroom(s)
3Parking(s)
31Picture(s)
1,923 SquareFeet
Why wait for new when this gorgeous ranch plan in Hillside at Castle Rock is ready NOW! This beautiful home features 2 bedrooms, 2.5 baths, great room, kitchen, main floor laundry, office, unfinished basement and 3 car garage. Meticulously maintained – pride of ownership shines through.
$840,000

Regency at Montaine 55+

532 Woodroot Circle, Castle Rock, CO 80104

5Bedroom(s)
3Bathroom(s)
2Parking(s)
49Picture(s)
3,707 SquareFeet
FINISHED BASEMENT | Move-in ready Toll Brothers home in Regency at Montaine, Castle Rock’s premier 55+ community. Built in 2021, this Boyd floorplan offers almost 4,000 finished sqft, 5 bedrooms, 3 bathrooms, and $215,000 in post-closing improvements.
$865,000

Montaine

467 Scrubjay Trail, Castle Rock, CO 80104

2Bedroom(s)
3Bathroom(s)
3Parking(s)
40Picture(s)
2,638 SquareFeet
LIKE NEW, this Drake model, which is apart of the Regency 55+ community at Montaine, Boulder Collection, by Toll Bros.
$899,900

Montaine

851 Alumroot Street, Castle Rock, CO 80104

3Bedroom(s)
3Bathroom(s)
3Parking(s)
43Picture(s)
2,818 SquareFeet
Welcome to effortless main-level living in Montaine’s sought-after Regency Collection, Castle Rock’s premier 55+ luxury community. Set in a friendly cul-de-sac where neighbors connect through holiday gatherings and everyday support, this home offers the peace of mind that comes from living among people who truly care.
$1,198,888
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