# 16921 Lady Caroline Drive, Sisters, OR 97759

> **TL;DR:** 3bd/5ba single family, $1,699,000 ($399/sqft), built 2001, 4,258 sqft.
> Spa, Fireplace, View, Hardwood. Est. $9,522/mo. Listed 183 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $1,699,000 |
| Price/sqft | $399 |
| Bedrooms | 3 |
| Bathrooms | 4 full, 2 half |
| Square Feet | 4,258 |
| Year Built | 2001 |
| Lot Size | 43,124 sqft (0.99 acres) |
| Stories | 2 |
| Garage | 3-car |
| Property Type | Single Family (Single Family Residence) |
| Status | Active |
| Days on Market | 183 |

## Why This Home Stands Out

- **Views** - Golf Course, Mountains, Forest, Territorial
- **Large Garage** - 3-car garage
- **Hardwood Floors** - Hardwood flooring listed

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $8,591 |
| Estimated Insurance | $496 |
| HOA | $435 |
| **Total** | **$9,522** |

## Nearby Schools

- **Elementary:** Sisters Elem
- **Middle:** Sisters Middle
- **High:** Sisters High

## Key Amenities

- Spa
- Fireplace
- View
- Hardwood
- A/C
- 3-car garage

## Property Highlights

- Built in 2001
- 0.99 acre lot
- 2 stories
- Fireplace

## Description

### Agent Description
Located on the golf course, with mountain views, this NW lodge style home is in the gated Aspen Lakes Golf Community. Soaring vaulted ceilings & expansive windows drench the interior w/natural light & showcase the stunning scenery. 3 en suite bedrooms on the main level with a large en suite bonus room, w/wet bar & full bath upstairs. Be enveloped by the exceptional craftsmanship. Featuring massive wood beams, beautiful stone fireplace, hickory floors & custom built-ins throughout. Open concept, dining area & timeless kitchen w/ eating bar & dining nook, in addition to the formal dining area.. Golf course views from most every window, designated office, extra wide hallways, enhance comfort & function. The luxury continues outside with teak, wrap around deck with covered areas, ideal for entertaining and taking in the views. Hot tub, circular drive, low maintenance landscaping, water feature and an oversize 3 car, heated garage with workshop.. all on nearly an acre of land.

## Location

- **Address:** 16921 Lady Caroline Drive, Sisters, OR 97759
- **County:** Deschutes
- **Neighborhood:** Aspen Lakes Golf Est
- **Coordinates:** 44.296929, -121.486697
- **Google Maps:** https://www.google.com/maps?q=44.296929,-121.486697

## Virtual Tour & Media

- **Video Tour:** https://visual-property-pro.aryeo.com/sites/edvxyoml/unbranded

## Listing Agent

- **Name:** Jennifer Joy McCrystal
- **Brokerage:** Stellar Realty Northwest
- **Broker Phone:** (541) 508-3148
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/16921-Lady-Caroline-Dr_Sisters_OR_97759_M25073-75371?f=listhub&s=ODOR&m=220220342&c=propsimple)

## Photos

![16921 Lady Caroline Drive - Photo 1](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f210801717r.jpg)

![16921 Lady Caroline Drive - Photo 2](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f515693864r.jpg)

![16921 Lady Caroline Drive - Photo 3](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f2401030494r.jpg)

![16921 Lady Caroline Drive - Photo 4](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f2044285774r.jpg)

![16921 Lady Caroline Drive - Photo 5](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f3356236649r.jpg)

![16921 Lady Caroline Drive - Photo 6](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f2191357755r.jpg)

![16921 Lady Caroline Drive - Photo 7](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f3299328523r.jpg)

![16921 Lady Caroline Drive - Photo 8](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f59019718r.jpg)

![16921 Lady Caroline Drive - Photo 9](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f2458779416r.jpg)

![16921 Lady Caroline Drive - Photo 10](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f3269412493r.jpg)

![16921 Lady Caroline Drive - Photo 11](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f1481997228r.jpg)

![16921 Lady Caroline Drive - Photo 12](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f2906142681r.jpg)

![16921 Lady Caroline Drive - Photo 13](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f3943447755r.jpg)

![16921 Lady Caroline Drive - Photo 14](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f1627700041r.jpg)

![16921 Lady Caroline Drive - Photo 15](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f3002553365r.jpg)

![16921 Lady Caroline Drive - Photo 16](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f2773029177r.jpg)

![16921 Lady Caroline Drive - Photo 17](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f2468723165r.jpg)

![16921 Lady Caroline Drive - Photo 18](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f4197221769r.jpg)

![16921 Lady Caroline Drive - Photo 19](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f1100450551r.jpg)

![16921 Lady Caroline Drive - Photo 20](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f3767293792r.jpg)

![16921 Lady Caroline Drive - Photo 21](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f2864239185r.jpg)

![16921 Lady Caroline Drive - Photo 22](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f1433225788r.jpg)

![16921 Lady Caroline Drive - Photo 23](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f2595971231r.jpg)

![16921 Lady Caroline Drive - Photo 24](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f4192559478r.jpg)

![16921 Lady Caroline Drive - Photo 25](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f2737908024r.jpg)

![16921 Lady Caroline Drive - Photo 26](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f36292929r.jpg)

![16921 Lady Caroline Drive - Photo 27](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f4083162328r.jpg)

![16921 Lady Caroline Drive - Photo 28](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f3739551611r.jpg)

![16921 Lady Caroline Drive - Photo 29](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f1638588309r.jpg)

![16921 Lady Caroline Drive - Photo 30](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f1608978346r.jpg)

![16921 Lady Caroline Drive - Photo 31](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f1356486747r.jpg)

![16921 Lady Caroline Drive - Photo 32](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f1215453234r.jpg)

![16921 Lady Caroline Drive - Photo 33](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f3671356237r.jpg)

![16921 Lady Caroline Drive - Photo 34](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f2233607349r.jpg)

![16921 Lady Caroline Drive - Photo 35](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f3981505049r.jpg)

![16921 Lady Caroline Drive - Photo 36](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f2182812496r.jpg)

![16921 Lady Caroline Drive - Photo 37](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f728336664r.jpg)

![16921 Lady Caroline Drive - Photo 38](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f1825572720r.jpg)

![16921 Lady Caroline Drive - Photo 39](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f3681808498r.jpg)

![16921 Lady Caroline Drive - Photo 40](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f410229419r.jpg)

![16921 Lady Caroline Drive - Photo 41](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f795090412r.jpg)

![16921 Lady Caroline Drive - Photo 42](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f532798834r.jpg)

![16921 Lady Caroline Drive - Photo 43](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f1262015070r.jpg)

![16921 Lady Caroline Drive - Photo 44](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f2182046387r.jpg)

![16921 Lady Caroline Drive - Photo 45](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f2270687484r.jpg)

![16921 Lady Caroline Drive - Photo 46](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f2078130911r.jpg)

![16921 Lady Caroline Drive - Photo 47](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f3289526437r.jpg)

![16921 Lady Caroline Drive - Photo 48](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f2913244963r.jpg)

![16921 Lady Caroline Drive - Photo 49](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f3359615058r.jpg)

![16921 Lady Caroline Drive - Photo 50](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f1170097032r.jpg)

![16921 Lady Caroline Drive - Photo 51](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f2432377995r.jpg)

![16921 Lady Caroline Drive - Photo 52](http://lh.rdcpix.com/750c6f7e11df88829fb62ef2f5d229fal-f2687216902r.jpg)

---

**MLS#:** 220220342 | **Updated:** 2026-10-27
**Source:** listhub

*Copyright © 2026 Oregon Data Share. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://staging.propertysimple.ai/listing/16921-lady-caroline-drive-sisters-or-97759-c98d98f389b34e68a6f476452ce2aa2d)

---

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