How can I compare prices for new homes in Winter Park?

Use the price ranges above to browse matching new construction listings. Asking prices and availability change, and some ranges may have no matching homes. Compare each home's location, lot, floor plan, included finishes and construction stage rather than price alone.

Are new homes in Winter Park all in new subdivisions?

No. New construction in Winter Park also includes homes built on existing lots in established neighborhoods, sometimes replacing older houses. Check the individual street, site and approved design rather than assuming every new home belongs to a new development.

How do I check whether a new home is ready to move into?

Confirm the property's construction status through permit and inspection records, not just the listing description. A new house requires a Certificate of Occupancy before you can occupy it. For unfinished homes, ask what work and inspections remain before making moving plans.

Does a Winter Park address confirm a home is within city limits?

Do not rely on the address or a search result alone. Check the exact parcel against the official Winter Park city-limit map and review the planning and permit records that apply to that property.

How should I check school assignments for a new home?

Use Orange County Public Schools' address lookup for the exact home and confirm assignments for the enrollment year you need. The lookup may not reflect rezoning approved during the current school year, so verify before relying on an assignment.

Can you help me shortlist new homes in Winter Park?

Yes. Share your budget, preferred layout, location priorities and moving timeframe with us. We can help you compare matching homes and frame questions about the lot, included finishes and construction stage.

Illustrative contemporary Florida home with light stucco walls, a landscaped front yard and mature shade trees on an established residential street.

Winter Park, Florida

Winter Park homes for sale: new construction

Compare Winter Park new construction homes for sale with our team. Review the actual property, setting and ownership costs.

New Construction in Established Neighborhoods

Winter Park homes for sale include different construction stages; this page focuses on Winter Park new construction homes for sale. We help you compare the actual homesite, included specifications, completion status and ownership costs. Compare the actual street, site and approved design within established neighborhoods, rather than assuming a uniform new subdivision.

New Homes for Sale in Winter Park, FL

37 listings

232 days on market
$1,550,000Price increased by $55,000 on Sep 11, 2026
901 Enclave PlaceWinter Park, FL, 32792
- 4 beds
- 4 baths
- 2,738 sqft
232 days on market
$1,550,000Price increased by $55,000 on Sep 11, 2026
905 Enclave PlaceWinter Park, FL, 32792
- 4 beds
- 4 baths
- 2,756 sqft
171 days on market
$2,300,000Price increased by $201,000 on Sep 3, 2026
938 Enclave PlaceWinter Park, FL, 32792
- 5 beds
- 5 baths
- 3,865 sqft
232 days on market
$2,070,000Price increased by $175,000 on Sep 3, 2026
914 Enclave PlaceWinter Park, FL, 32792
- 5 beds
- 5 baths
- 3,617 sqft
177 days on market
$2,275,000Price increased by $225,000 on Sep 3, 2026
930 Enclave PlaceWinter Park, FL, 32792
- 5 beds
- 5 baths
- 3,813 sqft
36 days on market
$2,125,000
918 Enclave PlaceWinter Park, FL, 32792
- 5 beds
- 5 baths
- 3,713 sqft
149 days on market
$1,999,900Price reduced by $50,100 on Oct 21, 2026
240 N Phelps AvenueWinter Park, FL, 32789
- 5 beds
- 5 baths
- 2,889 sqft
1 day on market
$2,750,000
1663 N Park AvenueWinter Park, FL, 32789
- 4 beds
- 5 baths
- 3,640 sqft
32 days on market
$1,699,900
2613 Lafayette AvenueWinter Park, FL, 32789
- 4 beds
- 4 baths
- 2,661 sqft
150 days on market
$1,369,000Price reduced by $30,000 on Sep 19, 2026
1473 Berkshire AvenueWinter Park, FL, 32789
- 5 beds
- 4 baths
- 2,446 sqft
8 days on market
$2,449,000
1441 Palm AvenueWinter Park, FL, 32789
- 5 beds
- 5 baths
- 3,391 sqft
89 days on market
$4,350,000Price reduced by $300,000 on Oct 2, 2026
857 Brock StreetWinter Park, FL, 32789
- 5 beds
- 6 baths
- 4,827 sqft
86 days on market
$3,890,000
620 Virginia DriveWinter Park, FL, 32789
- 6 beds
- 5 baths
- 4,677 sqft
48 days on market
$3,395,995Price reduced by $150,000 on Nov 5, 2026
1742 Temple DriveWinter Park, FL, 32789
- 4 beds
- 5 baths
- 3,658 sqft
71 days on market
$1,550,000Price reduced by $48,000 on Oct 14, 2026
2430 Chantilly AvenueWinter Park, FL, 32789
- 4 beds
- 4 baths
- 2,916 sqft
24 days on market
$3,390,000
1751 Glencoe RoadWinter Park, FL, 32789
- 5 beds
- 7 baths
- 4,520 sqft
39 days on market
$3,250,000
2823 Parkland CircleWinter Park, FL, 32789
- 5 beds
- 6 baths
- 4,459 sqft
17 days on market
$3,195,000
1825 Whitehall DriveWinter Park, FL, 32789
- 4 beds
- 6 baths
- 4,311 sqft
8 days on market
$5,950,000
1441 Grove TerraceWinter Park, FL, 32789
- 5 beds
- 6 baths
- 5,796 sqft
41 days on market
$2,500,000
1760 Oakhurst AvenueWinter Park, FL, 32789
- 5 beds
- 5 baths
- 3,700 sqft
57 days on market
$2,725,000
1773 Walnut AvenueWinter Park, FL, 32789
- 5 beds
- 5 baths
- 3,784 sqft
207 days on market
$1,299,000Price reduced by $50,000 on Aug 25, 2026
102 Bell PlaceWinter Park, FL, 32792
- 4 beds
- 4 baths
- 2,459 sqft
414 days on market
$2,950,000Price reduced by $125,000 on Oct 23, 2026
1821 Englewood RoadWinter Park, FL, 32789
- 5 beds
- 6 baths
- 3,863 sqft
8 days on market
$1,425,000
2237 Woodcrest DriveWinter Park, FL, 32792
- 4 beds
- 5 baths
- 3,563 sqft
Browse all listings37 listings

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Top Villas Intelligence

Review available property reports, ownership costs and nearby-sale comparisons. Report availability varies by home.

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Gross rental revenue

$118,400

74% projected occupancy

Breaks even at 27% occupancy

Annual income and costs

Gross rental revenue$118,400
Booking commission (18%)−$21,300
HOA and CDD fees−$9,800
Property tax−$11,200
Insurance−$6,400
Utilities and upkeep−$7,800
Operating income$61,900

Price per sq ft against nearby sales

8% below nearby sales

MedianThis home

$240$340

Operating income

$61,900

Operating yield

7.2%

Operating income

$61,900

per year

This home

$268 /sq ft

High confidence

Fixed ownership costs

$35,200

Nearby median

$292 /sq ft

Winter Park area-wide market snapshot

All property types in this area. Inventory and asking prices are area-wide; the property searches above may use narrower criteria.

For sale now: 199
Median asking price: $1,299,000

Recent sales near Winter Park

39 properties sold within half a mile in the last 12 months · median $1,100,000

See all sold

1818 Dover Road
3 bed · 2 bath · 1,873 sqft
$439,900
Sold Nov 6, 2026
1592 Arbor Park Drive
4 bed · 3 bath · 2,016 sqft
$700,000
Sold Oct 30, 2026
2015 Taylor Avenue
3 bed · 2 bath · 1,439 sqft
$401,200
Sold Oct 2, 2026
1597 Oakhurst Avenue
5 bed · 5 bath · 4,410 sqft
$2,925,000
Sold Sep 16, 2026

Browse Winter Park New Homes by Price

Explore matching new construction listings by asking price. Availability changes, and some price ranges may have no matching homes.

Everyday Life Around Winter Park

Choose a location around the places you will use. Municipal facilities are not private amenities included with a home purchase.

Park Avenue
Shopping, dining and arts make Park Avenue a useful location priority. Compare each home's route here if downtown outings are part of your routine.
Central Park
This 11-acre downtown park has fountains, landscaped areas, an oak canopy and a rose garden. Consider how easily you could visit from each home.
Winter Park Community Center
A fitness center, two basketball courts and a pool with lap lanes and zero-depth entry support active routines. Check access and programs that suit you.
Winter Park/Amtrak SunRail Station
The station at 148 West Morse Boulevard is a transport reference for your search. Compare routes from each home; parking depends on rules and availability.

Explore Winter Park on the Map

Use the map for location context. Check each property's exact parcel against the official city-limit map before relying on its Winter Park address.

Compare Homes by Construction Stage

Confirm sale availability separately. A permit or advertised completion description does not establish that a home is available or ready to occupy.

Aspect	Proposed construction	Under construction	Completed homes
Status to verify	Confirm whether plans are under review or approved, and whether a construction permit has been issued.	Check work completed on site against permit and inspection records, then ask what work is still outstanding.	Confirm completion through inspection records and the Certificate of Occupancy, rather than the listing label alone.
Documents to review	Review the proposed design, any approved plans and permit status for the exact property you are considering.	Review approved plans, issued permits and inspection progress alongside the home's advertised specifications.	Review completion documents and included finishes, and compare the finished home with the approved plans.
Occupancy considerations	Plan review and permit issuance come before construction. An anticipated delivery date is not permission to occupy.	Treat anticipated completion as property-specific. Outstanding work and inspections matter to your moving plans.	A new house requires a Certificate of Occupancy before you can occupy it. Confirm this before planning your move.

Look Beyond the Floor Plan

A floor plan tells only part of the story. Review how the approved design sits on its particular lot, including setbacks, utility locations, drainage and tree protection. Where construction replaces an older house, demolition requirements also matter. Compare the outdoor space shown in the plans with how you want to use it, rather than assuming a yard can accommodate a pool, addition or other change. For a lakefront proposal, check the property's planning review and approved site plan. We can help you frame questions about the site alongside your room and layout priorities, so your shortlist reflects both the interior you want and the land that comes with it.

Three Checks Before You Shortlist a New Home

Use these checks to narrow your search from appealing listings to properties that fit your location priorities and moving plans.

Confirm the parcel and location
Check the exact parcel against the official Winter Park city-limit map rather than relying on a search result to establish city boundaries. Then compare its location with the places you expect to use, such as Park Avenue, the Community Center or the SunRail station. Consider the actual routes you would take as part of daily life.
Check school assignments by address
If schools matter to your purchase, use Orange County Public Schools' address lookup for each home. Confirm assignments for the enrollment year you need, since the lookup may not reflect rezoning approved during the current school year. Make this an address-specific check before you shortlist a home, rather than assuming one assignment applies across Winter Park.
Match the listing to its documents
Compare verified listing details and supporting documents for property type, floor plan, included finishes and construction status. Use the city's permit and inspection resources where applicable to understand progress. Keep a clear record of what is included and what still needs an answer, so you compare each home on the same basis before deciding which to pursue.

Winter Park New Homes for Sale: FAQs

Connect your Winter Park shortlist

Compare Winter Park land and lots if you want to investigate a separate building project, and Winter Park luxury homes for a wider completed-home comparison. Our Winter Park neighborhood comparison helps you weigh the street setting. Return to Winter Park homes for sale to compare new construction and resales without changing this page's construction filter.

Gaby Sadler

Property Specialist, Serhant

Find Winter Park new homes for sale with Gaby

Tell me your budget and plans. I'll help compare Winter Park homes for sale in this new-construction search, including the actual specification, completion status and ownership obligations.

+1 (407) 490-0475 realty@thetopvillas.com

Find a New Home That Fits Your Plans

Compare Winter Park land for sale if you want to explore a custom build, or luxury single-family homes for additional property options. Use the neighborhood comparison to choose a location before narrowing the construction stage and floor plan.

Browse matching homes for sale