DELLWOOD PARK
Homes for Sale in KISSIMMEE, FL
True comps, carrying-cost math, and listings before the portals.
Dellwood Park is a small, older pocket of Kissimmee, just 77 homes with a median build year of 1956 and a range that stretches out to 2007. That spread matters more than any single number here: buyers are choosing between original mid-century construction and later infill, and condition rather than location is what separates one price from the next.
With only one active listing against 6.0 months of supply, this is a market defined by scarcity of choice more than pace. The balanced-market label is technically accurate, but in practice a buyer here has almost nothing to compare against, and a seller has very little competition to price against. Both sides should treat any single listing as a data point, not a trend.
DELLWOOD PARK right now
🟡 Balanced market. 6.0 months of supply and 0% of the inventory already under contract put buyers and sellers on roughly even footing.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of August 2, 2026. Confidence: Low (1 active and pending listings, 1 closed sales in 12 months).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
Updated August 2, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Dellwood Park's housing stock is compact and older by Kissimmee standards, with a median size of 1,404 square feet and a build date that predates most of the surrounding subdivisions. It reads as a smaller, established corner of the city rather than a planned or amenitized community.
Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.
The setting & the homes.
Aerial and on-site photos of DELLWOOD PARK. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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DELLWOOD PARKWho DELLWOOD PARK is best for.
Best for
- Buyers seeking a smaller, older home in Kissimmee without HOA amenity overhead
- Buyers comfortable evaluating renovation history on a mid-century structure
- Buyers prioritizing a compact footprint (median 1,404 sqft) over larger newer construction
Probably not for
- Buyers who want on-site amenities like a pool, clubhouse, or organized common areas
- Buyers who need a wide selection of active listings to compare before deciding
- Buyers set on newer construction rather than a 1950s-era build
The market around DELLWOOD PARK
DELLWOOD PARK is a small community — 35 recorded sales on file, most recently in 2026 — too few for its own price trend. Here is the market around it.
In ZIP 34744, 405 homes are on the market and 19% are under contract — a steady corner of KISSIMMEE.
Across Osceola County, 4,437 homes are active and 1,149 pending (21% under contract).
Homes here are single family residence.
ZIP and county figures describe the wider market, not DELLWOOD PARK specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in DELLWOOD PARK, KISSIMMEE
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period August 2026 through August 2026. Deemed reliable but not guaranteed.
Homes For Sale Right Now in DELLWOOD PARK
Live MLS inventory for DELLWOOD PARK. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active and pending DELLWOOD PARK listings as of 2026-08-23, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2006 through 2026. Tap any home to ask about it.
DELLWOOD PARK on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.
Schools
- Osceola County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Central Avenue Elem · Elementary
- Denn John Middle · Middle
- Osceola High School · High
Zoned schools reflect the assignments reported on recent DELLWOOD PARK listings and can change; always confirm with Osceola County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any DELLWOOD PARK address.
The DELLWOOD PARK buying strategy.
If we were buying in DELLWOOD PARK today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in DELLWOOD PARK.
An older, compact footprint
The homes here span more than five decades of construction, from 1953 up through 2007, but the median build year of 1956 tells you where the center of gravity sits. Most of the neighborhood predates the amenity-package subdivisions that define newer Kissimmee construction, and no community amenities are currently identified from MLS listings. This is a neighborhood built around the houses themselves, not a shared clubhouse or pool system.
Just under half of homes here, 46.8 percent, carry a homestead exemption, which points to a mixed base of owner-occupied and non-homestead ownership rather than a neighborhood dominated by one pattern. Combined with a median size of 1,404 square feet, this reads as a market of modest, straightforward homes where renovation history and lot condition drive value more than square footage does.
The location and the amenities are priced into every listing in DELLWOOD PARK. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
A 77-home community with a single active listing does not give you room for guesswork. We track closings and supply data closely enough to tell you whether a given price reflects the block or just that one house, and we know how to evaluate an older home's condition against what similar Osceola County properties have actually sold for.
DELLWOOD PARK in 15 seconds.
HOA, CDD & Fees
- Mandatory HOA. Confirm current dues
- Any club/amenity membership is billed separately
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a DELLWOOD PARK buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed DELLWOOD PARK sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in DELLWOOD PARK, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your DELLWOOD PARK home worth?
Get a no-obligation home value based on real comparable sales in DELLWOOD PARK, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See homes for sale in DELLWOOD PARK on the map →
DELLWOOD PARK Market Scorecard
DELLWOOD PARK is currently a strong buyer's market. About 12.0 months of supply, a median asking price of $329,450, and homes go under contract in about 246 days.
Go deeper: county scorecard · true cost calculator · affordability calculator.
Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Frequently Asked Questions
Is DELLWOOD PARK a buyer's or seller's market right now?
How many homes are in DELLWOOD PARK?
What share of DELLWOOD PARK is owner-occupied?
When were the homes in DELLWOOD PARK built?
Do cash buyers compete in DELLWOOD PARK?
Who is the best real estate agent for DELLWOOD PARK?
How do I find a top KISSIMMEE real estate agent who knows DELLWOOD PARK?
Can Momentum Realty connect me with an agent for DELLWOOD PARK?
Should you buy in DELLWOOD PARK?
An honest fit check. We will tell you when it is not your community.
Nearby Communities
Explore more neighborhoods near DELLWOOD PARK with Momentum Realty’s local guides.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: August 2, 2026) |
| Housing stock & ownership | Florida DOR 2025 assessment roll (community parcel extract) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2006 (36 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
Own a home here?
You just read the data. Now see what your home is worth.
The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live your area comps.
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