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 $549,000 to $1,195,000. Over the last 180 days,
4 Condos have been reported as sold in CLOISTERS. Final sale price ranged from $750,000 up to $900,000 pending possible revisions. The median sale price was $777,500 with a median Price Per Square Foot of $585.
- Min List Price: $549,000
- Max List Price: $1,195,000
- 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.
100 S INTERLACHEN AVENUE UNIT 404 WINTER PARK FL 32789
Status:
ACTIVE List Price:
$1,195,000 2 Bedrooms 2 Baths 1220 Sq Ft 1971 Year
MLS: O6330566

100 S INTERLACHEN AVENUE UNIT 404
WINTER PARK FL 32789
Community:
CLOISTERS| Status: ACTIVE | List Price: $1,195,000 |
| 2 Bedrooms | 2 Baths |
| 1220 Sq Ft |
1971 Year |
Welcome to The Cloisters, an exclusive lakefront enclave located in the heart of Winter Park, offering a rare combination of walkability, lakefront serenity, and bespoke design. Situated on the fourth floor, this fully reimagined residence is the result of a meticulous, full-scale renovation by W Designs LTD and has never been occupied.
A striking entry sets the tone with a black-and-white harlequin marble floor foyer and hall spilling into the main living area, where large-format Calacatta ...
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 most 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-bathroom residence now reflects a highly customized living experience. Every ...
Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY
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
100 S INTERLACHEN AVENUE UNIT 410F WINTER PARK FL 32789
Status:
ACTIVE List Price:
$549,000 2 Bedrooms 1 Bath 901 Sq Ft 1971 Year
MLS: O6303353

100 S INTERLACHEN AVENUE UNIT 410F
WINTER PARK FL 32789
Community:
CLOISTERS| Status: ACTIVE | List Price: $549,000 |
| 2 Bedrooms | 1 Bath |
| 901 Sq Ft |
1971 Year |
The Cloisters, one of Winter Park's established and sought-after communities features an ornate architectural design complemented by lush landscaping and an inviting entryway. This fourth-floor two-bedroom, one-bathroom condominium offers approximately 901 square feet with a spacious and modern living experience. Upon entering this residence, you are greeted with a bright and open living area accentuated by abundant wide-plank oak hardwood flooring and complete with features such as crown ...
Listing Courtesy of COLDWELL BANKER REALTY
Active CLOISTERS Condos for Sale
| MLS | Address | List Price |
Beds |
Baths |
Sq Ft |
Year |
|---|
| O6330566 | 100 S INTERLACHEN AVENUE UNIT 404 | $1,195,000 |
2 |
2 |
1220 |
1971 |
| O6354679 | 100 S INTERLACHEN AVENUE UNIT 415 | $1,195,000 |
2 |
2 |
1267 |
1971 |
| O6343006 | 100 S INTERLACHEN AVENUE UNIT 503 | $879,000 |
2 |
2 |
1143 |
1971 |
| O6303353 | 100 S INTERLACHEN AVENUE UNIT 410F | $549,000 |
2 |
1 |
901 |
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,
4 Condos have been reported as sold in CLOISTERS. Final sale price ranged from $750,000 up to $900,000 pending possible revisions. The median sale price was $777,500 with a median Price Per Square Foot of $585.
With currently 4 active listings, the absorption rate for this community is approximately 6 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 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 |
|
100 S INTERLACHEN AVENUE UNIT 404D |
2024-10-22 |
$540,000 |
$472 |
2 |
2 |
Detailed Analysis of Recently Sold Condos in CLOISTERS
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Last Updated: 2025-10-30 03:09:44