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Illustrative Central Florida residential street with modest homes, mature trees and palms; not a specific Longwood property or landmark.

Illustrative Longwood area guide

Longwood Homes for Sale

Compare current listings, locations, layouts and ownership details. Browse Longwood homes within the mapped municipal area.

Illustrative Longwood area guide

We help you compare Longwood homes for sale within the saved municipal boundary, separate from wider mailing addresses. This page's live home search retains its one-bedroom minimum. We assess actual layout, condition, outdoor space and ownership responsibilities, keeping the wider area asking-price snapshot distinct from the filtered listings.

Homes for sale in Longwood

37 listings
View all Longwood homes

Browse Longwood homes by price

37 listings for sale

Longwood sale inventory at a glance

Live public sale inventory and the median asking price across property types in the saved Longwood area.

For sale now
40
Median asking price
$407,950

Top Villas Intelligence

Compare homes with Top Villas Intelligence

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

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Sample: $118,400 gross rental revenue at 74% projected occupancy, $61,900 operating income and a 7.2% operating yield, with high confidence.

What the mapped search covers

When you explore homes for sale in Longwood, FL, our saved search uses the municipal boundary, requires at least one bedroom and does not filter by property type. It shows properties available through the live sale-listing feed, not a census of every home in the city. A Longwood mailing address or ZIP code does not establish that a property falls inside city limits. For an address you are considering, check the city’s guidance on the Seminole County Property Appraiser’s “L1:Longwood” tax-district entry, along with official city or county boundary and parcel maps.

Reading the asking-price snapshot

The live Longwood figures summarize wider public sale inventory within the saved area and the median asking price across its property types. They are not limited to the one-bedroom-minimum search, do not describe completed sale prices and cannot tell you what an individual home is worth. Use them for orientation, then compare properties one by one. A home’s condition, room layout, outdoor space and maintenance responsibilities may make it a very different prospect from another listing, even when both appear in the same mapped search.

Places to explore around Longwood

Visit the places that matter to you, then check routes from each property rather than assuming proximity from its address.

  • Historic District

    Explore the area near State Road 434 and County Road 427, then check how its streets fit your routine.

  • Reiter Park

    A playground, splash pad and walking track make this a useful stop when assessing local recreation.

  • Candyland Sports Complex

    Look at its sports courts and fields, playground and trails as part of your neighborhood research.

  • Longwood SunRail station

    The station near the historic center has parking. Check the current timetable for your travel days.

Check the route, not just the address

A promising location on a map still needs a real-world test. If rail travel matters to you, check SunRail’s current timetable: regular service is listed Monday through Friday, so do not assume a train will suit a weekend routine. The county’s Seminole Wekiva Trail has a Jones Trailhead with a Longwood mailing address, which makes it another destination worth investigating without establishing its distance from any listing or whether it lies within city limits. Compare your likely routes from the specific property, and confirm its jurisdiction separately.

Compare the home and the responsibilities

Compare property-specific responsibilities. Check a condo-hotel's ownership and operating documents separately from a standard condominium.

AspectDetached homeStandard condominium
Outdoor spaceCheck the lot, yard and any outdoor upkeep you would take on.Check the unit’s outdoor space and any rules for shared areas.
Building upkeepPlan for property-specific building and exterior maintenance.Review which work the association handles and which work remains yours.
Association responsibilitiesCheck for any applicable association and its rules.Review the declaration, rules, budget and unit-owner obligations.
Shared costsAccount for upkeep and any applicable association charges.Review assessments, reserves and responsibility for shared property.

Budget beyond the asking price

Build your ownership budget around the property, not an area-wide estimate. Confirm which utility providers and services apply to the address, since the city may supply only some utilities at a given location. Investigate what a new owner’s property-tax assessment could mean rather than using the seller’s assessed value as your own. Review Longwood’s predicted flood-hazard maps and FEMA’s adopted flood maps as separate sources of information, then request property-specific insurance information. If an association applies, examine its charges, budget and responsibilities alongside your own maintenance needs.

How to use nearby sales

If you review nearby completed sales from the past 12 months, treat them as context for an individual property rather than a Longwood-wide result. A current search listing provides the geographic anchor for those sold records. The sold homes can have different bedroom counts or property types and may fall outside the city boundary. They are not automatic comparables or evidence of a price trend. Look at each sale’s location, condition and transaction details before deciding whether it helps you assess the home you are considering.

Nearby completed sales: past 12 months

24 properties sold within half a mile in the last 12 months · median $317,125

See all sold

Longwood buying questions: location and property

Longwood buying questions: address and ownership checks

Our Longwood real estate team

Our team helps establish whether a Longwood property falls within city jurisdiction before comparing homes or proposed work. We assess usable space and documented condition alongside current association responsibilities and private upkeep. We also keep nearby community names and postal descriptions separate from the actual saved search and rights conveyed with the home.

Gaby Sadler, Property Specialist

Gaby Sadler

Property Specialist, Serhant

Choose your Longwood setting with Gaby

Tell me your preferred Longwood setting and the space and upkeep you want. I'll help compare actual jurisdiction, condition and ownership arrangements for each shortlisted address.
+1 (407) 490-0475realty@thetopvillas.com

Find a Longwood home that fits your plans

Use the live search to build a shortlist, then look past the mailing address and listing photos. We can help you frame questions about a property’s mapped location, layout, upkeep and applicable ownership documents so you can decide which homes deserve a closer look. Bring us a specific address and tell us how you expect to use the home, whether for everyday living or time in a second home. That gives us a practical starting point for discussing fit without treating two unlike properties as interchangeable.

Browse Longwood homes

Explore more

More on Longwood

Explore Heathrow and Markham Woods

Compare Heathrow homes for sale within its mapped census-area search and Markham Woods homes for sale across five selected mapped communities: Alaqua, Alaqua Lakes, Wingfield North, Wingfield Reserve and Markham Place. These searches have their own boundaries and do not cover every Longwood mailing address.