CLOISTERS Condos For Sale
Live on the shores of Lake Oceola within walking distance to the shops, galleries and cafes on Park Avenue in historic Winter Park with a luxury condo at the Cloisters. This mid-rise Mediterranean style community was built in 1971 on park-like grounds with a pool, spa and fitness area. Boat slips are available for an additional fee.
There are six floor plans to choose from at the Cloisters, connected by charming breezeways with wrought iron railings. There are either 2 or 3 bedroom units in a variety of configurations that range from 953 up to 2,140 square feet. Enjoy high ceilings, sliding glass doors and one or two private balconies and assigned garage parking.
Currently, there are 4 active listings in CLOISTERS
priced from $879,000 to $1,495,000. Over the last 180 days,
3 Condos have been reported as sold in CLOISTERS. Final sale price ranged from $535,000 up to $775,000 pending possible revisions. The median sale price was $750,000 with a median Price Per Square Foot of $594.
- Min List Price: $879,000
- Max List Price: $1,495,000
- Active Listings: 4
- S INTERLACHEN AVENUE
- WINTER PARK, FL 32789
- Pool
- Mid Rise Building
- Assigned Parking
- Private Patios
- Balconies
- Year Built: 1971
Looking to buy?
Recent CLOISTERS Blog Posts
Condos on Lake Osceola in Winter Park
Lakefront condos in Winter Park can be found at these condos on Lake Osceola.
106 S INTERLACHEN AVENUE UNIT 118 WINTER PARK FL 32789
Status:
ACTIVE List Price:
$1,495,000 3 Bedrooms 2 Baths 1834 Sq Ft 1971 Year
MLS: O6380506
106 S INTERLACHEN AVENUE UNIT 118
WINTER PARK FL 32789
Community:
CLOISTERS| Status: ACTIVE | List Price: $1,495,000 |
| 3 Bedrooms | 2 Baths |
| 1834 Sq Ft |
1971 Year |
OPEN HOUSE - SATURDAY, 02/07, FROM 11 AM TO 1 PM. Experience lakefront living in the heart of Winter Park. One of only two residences in The Cloisters with soaring 9-foot ceilings, this first-floor, three-bedroom, two-bath home offers a rare blend of privacy, scale and panoramic Lake Osceola views. Nestled just two blocks from Park Avenue and adjacent to the Alfond Inn, this condominium lives like a private residence with unmatched access to boutique shopping, fine dining and cultural ...
Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY
100 S INTERLACHEN AVENUE UNIT 415 WINTER PARK FL 32789
Status:
ACTIVE List Price:
$1,195,000 2 Bedrooms 2 Baths 1267 Sq Ft 1971 Year
MLS: O6354679
100 S INTERLACHEN AVENUE UNIT 415
WINTER PARK FL 32789
Community:
CLOISTERS| Status: ACTIVE | List Price: $1,195,000 |
| 2 Bedrooms | 2 Baths |
| 1267 Sq Ft |
1971 Year |
Residence 415 at The Cloisters offers a rare opportunity to own a comprehensively rebuilt home in one of Winter Park’s enduring lakefront communities. Set on the fourth floor, just one block from Park Avenue, this residence blends timeless architecture with newly reimagined design. Taken thoughtfully down to its original structure and meticulously reconstructed with longevity in mind, this two-bedroom, two-bath residence now reflects a highly customized living experience. Every surface, ...
Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY
100 S INTERLACHEN AVENUE UNIT 404 WINTER PARK FL 32789
Status:
ACTIVE List Price:
$1,165,000 2 Bedrooms 2 Baths 1220 Sq Ft 1971 Year
MLS: O6375851
100 S INTERLACHEN AVENUE UNIT 404
WINTER PARK FL 32789
Community:
CLOISTERS| Status: ACTIVE | List Price: $1,165,000 |
| 2 Bedrooms | 2 Baths |
| 1220 Sq Ft |
1971 Year |
Located right in the heart of the exclusive Winter Park, one street over from Park Avenue, boasting lake views, you will find this newly completed posh, high end jewel box which has been extensively remodeled with elevated bespoke finishes by W DESIGNS LTD. Every surface has been reimagined and thoroughly thought out featuring, large format Calcutta Gold marble floors, harlequin marble floors, quarried Quartzite stone counter tops, custom cabinetry throughout kitchen, baths and master closet ...
Listing Courtesy of COLDWELL BANKER RESIDENTIAL RE
100 S INTERLACHEN AVENUE UNIT 503 WINTER PARK FL 32789
Status:
ACTIVE List Price:
$879,000 2 Bedrooms 2 Baths 1143 Sq Ft 1971 Year
MLS: O6343006
100 S INTERLACHEN AVENUE UNIT 503
WINTER PARK FL 32789
Community:
CLOISTERS| Status: ACTIVE | List Price: $879,000 |
| 2 Bedrooms | 2 Baths |
| 1143 Sq Ft |
1971 Year |
Welcome to The Cloisters, one of Winter Park’s established lakefront communities, ideally between Park Avenue and Lake Osceola. This top-floor residence, rarely available in the building, offers a turnkey lifestyle with exceptional updates and peaceful water views. The home’s oversized screened balcony, complete with a custom awning, creates an uncommon open-air retreat that overlooks the community’s heated pool, putting green, manicured gardens and Lake Osceola. Unlike many residences in ...
Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY
Active CLOISTERS Condos for Sale
| MLS | Address | List Price |
Beds |
Baths |
Sq Ft |
Year |
|---|
| O6380506 | 106 S INTERLACHEN AVENUE UNIT 118 | $1,495,000 |
3 |
2 |
1834 |
1971 |
| O6354679 | 100 S INTERLACHEN AVENUE UNIT 415 | $1,195,000 |
2 |
2 |
1267 |
1971 |
| O6375851 | 100 S INTERLACHEN AVENUE UNIT 404 | $1,165,000 |
2 |
2 |
1220 |
1971 |
| O6343006 | 100 S INTERLACHEN AVENUE UNIT 503 | $879,000 |
2 |
2 |
1143 |
1971 |
Condo Mania Agent:
Anna Lohr
Urbanista
Davich Lohr Team
Phone: 321-277-4797
Contact Anna
Condo Mania Agent:
Anna Lohr
Urbanista
Davich Lohr Team
Phone: 321-277-4797
Contact Anna
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Recently Sold Condos in CLOISTERS
Over the last 180 days,
3 Condos have been reported as sold in CLOISTERS. Final sale price ranged from $535,000 up to $775,000 pending possible revisions. The median sale price was $750,000 with a median Price Per Square Foot of $594.
With currently 4 active listings, the absorption rate for this community is approximately 8 months of inventory. More than four months supply of Condos for sale means it's a buyers market
and some sellers may be motivated.| Address |
COE Date |
Sold Price |
$/SQFT |
Beds |
Baths |
|---|
|
100 S INTERLACHEN AVENUE UNIT 410F |
2025-12-29 |
$535,000 |
$594 |
2 |
1 |
|
100 S INTERLACHEN AVENUE UNIT 203D |
2025-10-02 |
$750,000 |
$592 |
2 |
2 |
|
100 S INTERLACHEN AVENUE UNIT 204D |
2025-09-17 |
$775,000 |
$678 |
2 |
2 |
|
100 S INTERLACHEN AVENUE UNIT 304 |
2025-07-18 |
$900,000 |
$394 |
4 |
4 |
|
106 S INTERLACHEN AVENUE UNIT 317 |
2025-05-05 |
$780,000 |
$577 |
2 |
2 |
|
100 S INTERLACHEN AVENUE UNIT 111 |
2025-04-28 |
$635,000 |
$705 |
2 |
2 |
|
100 S INTERLACHEN AVENUE UNIT 203 |
2025-03-31 |
$685,000 |
$541 |
2 |
2 |
|
100 S INTERLACHEN AVENUE UNIT 502D |
2025-03-26 |
$939,000 |
$741 |
2 |
2 |
|
100 S INTERLACHEN AVENUE UNIT 415 |
2025-03-14 |
$540,000 |
$426 |
2 |
2 |
|
106 S INTERLACHEN AVENUE UNIT 316D |
2024-11-12 |
$975,000 |
$853 |
2 |
2 |
Detailed Analysis of Recently Sold Condos in CLOISTERS
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in purchasing. This information, including square footage, while not
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Last Updated: 2026-02-06 18:11:20
Orlando Condo Mania
MLS # O6380506
MLS # O6354679
MLS # O6375851
MLS: O6343006