- 5 beds
- 7 baths
- 5,296 sqft

Winter Park, Florida
Orwin Manor Homes for Sale
Browse Orwin Manor homes for sale. Compare established homes, renovations and jurisdiction to focus your shortlist.
Understanding Orwin Manor's Location
We help you compare Orwin Manor homes for sale across its established Winter Park and Orlando setting. Older houses, renovated properties and later construction call for individual assessments of layout, condition and lot use. We establish the actual jurisdiction and property details while comparing your preferred street setting and everyday routes.
Orwin Manor Homes for Sale
10 listingsTop Villas Intelligence
Compare homes with Top Villas Intelligence
Review available property reports, ownership costs and nearby-sale comparisons. Report availability varies by home.
Browse Orwin Manor properties by price
Search price ranges within this area while keeping the property criteria for this page.
Recent sales near Orwin Manor
34 properties sold within half a mile in the last 12 months · median $1,125,000
1600 S Pennsylvania Avenue3 bed · 2 bath · 2,158 sqft
$1,050,000
Sold Nov 3, 2026
2911 Middlesex Road3 bed · 3 bath · 2,703 sqft
$1,599,000
Sold Oct 23, 2026
1236 Chichester Street5 bed · 6 bath · 3,501 sqft
$2,900,000
Sold Oct 7, 2026
2655 Lake Shore Drive4 bed · 4 bath · 4,094 sqft
$2,350,000
Sold Oct 1, 2026
Current Listing Snapshot
View current public sale inventory and median asking price for the Orwin Manor area.
- For sale now
- 10
- Median asking price
- $964,000
Orwin Manor Closed Sales: July–September 2026
The mapped Orwin Manor search area recorded 7 completed sales from July through September 2026. The median closed price was $950,000, and the median time on market was 2 days. These are completed-sale measures, separate from the live asking prices above. Different home sizes, conditions and locations can materially change an individual property's value.
Source: Top Villas Realty area sales snapshots, three months ending September 2026; retrieved 29 October 2026. All property types within this page's mapped search area are included.
Orwin Manor Neighborhood Map
Explore the Orwin Manor search area, then confirm each home's city or county jurisdiction using its exact address.
Homes with Individual Character
Orwin Manor's single-family character reflects a neighborhood that began in the 1920s, with surviving Spanish, Tudor and other Revival-style houses contributing to its architectural variety. Homes and lots differ in size, so this is not a place to expect one standard floor plan or outdoor arrangement. As you compare properties, look at how rooms connect, whether the layout suits your daily routine and how much usable yard you want to maintain. A larger lot and a more compact property can serve very different priorities. Treat each viewing as an individual assessment of the house and its setting, rather than assuming that the appearance or dimensions of one home represent the neighborhood as a whole.
Parks, Culture and Everyday Enjoyment
Look beyond the house to the places you would enjoy regularly, from the neighborhood's public park to gardens, dining and cultural destinations nearby.
Orwin Manor Park
This public park beside Orange Avenue offers a footpath, playground, picnic table and benches for outdoor breaks. It is not a private residents' facility.
Mead Botanical Garden
Nearby trails, a boardwalk and gardens offer space to enjoy nature beyond your own yard. This public destination is separate from Orwin Manor.
Park Avenue
Shopping, dining and arts give you reasons to explore wider Winter Park. Consider the route from each home when planning your regular outings.
Orlando's Cultural Destinations
Orlando Science Center and Orlando Museum of Art lie to the south, offering cultural outings beyond the neighborhood, not private community amenities.
Neighborhood Participation and Ownership
The Orwin Manor Westminster Association offers voluntary membership, rather than operating as a homeowners' association with mandatory rules and assessments. Its work includes neighborhood communications, events and representation on traffic and development issues, giving you a way to participate in matters beyond your own property. That voluntary structure is separate from any obligations recorded against an individual home. When you find a property you like, review its relevant documents for restrictions or other commitments instead of assuming that voluntary association membership means there are none. We encourage you to keep those two questions distinct: how you want to participate locally, and what ownership of that particular property involves.
Orwin Manor Homes for Sale: Buyer FAQs
Connect your Winter Park shortlist
Compare College Quarter homes for sale and Virginia Heights homes for sale for different established settings. Use our Winter Park neighborhood comparison, then return to Winter Park homes for sale for the wider map. We keep each home's actual jurisdiction separate from its mailing address when comparing the options.

Gaby Sadler
Property Specialist, Serhant
Find Orwin Manor homes for sale with Gaby
Tell me your budget and plans for the home. I'll help you compare Orwin Manor homes for sale, weigh established homes, renovations and jurisdiction, and identify the details to resolve before you choose.
Find Your Home in Orwin Manor
Explore Winter Park homes for sale for a wider view, or use the neighborhood comparison to narrow your shortlist.
Compare College Quarter for historic district beside rollins college, and Virginia Heights for lake virginia setting with a distinct historic district. Tell Gaby which setting, home features and budget you prefer.
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