Dellwood Park
Homes for Sale in Kissimmee, FL
All 3,104 homes for sale in Kissimmee, FL · median $375,000 · 337 homes for sale in 34744 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of October 2026, Dellwood Park in Kissimmee, FL has 1 home for sale. Homes listed or recently sold were built 1955 - 1963; 3 of the 4 geocoded homes sit in a FEMA special flood hazard zone (median elevation 65 ft).
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.
Figures in this note are as of July 20, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Dellwood Park right now
🟡 Balanced market. 4.0 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 September 20, 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 October 24, 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.
Stellar MLS sales records identify 41 homes in Dellwood Park that have changed hands since 2006, built between 1954 and 2007 (median 1956), with a median living area of about 1,183 sq ft and a typical 3-bedroom, 1.5-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
County records show 6 qualified sales in Dellwood Park across 2024 - 2025 (2 in 2024, 4 in 2025), median $330,000 - the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
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
Dellwood Park
Dellwood Park
Dellwood Park
Dellwood ParkPhotos from Stellar MLS listings in Dellwood Park; content deemed reliable but not guaranteed.
Who 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 too small for its own price trend, so here is the market around it.
In ZIP 34744, 447 homes are on the market and 19% are under contract — a steady corner of Kissimmee.
Across Osceola County, 4,465 homes are active and 1,093 pending (20% under contract).
In ZIP 34744 (Kissimmee), 786 homes closed in the last 12 months at a median of $406K ($215/sq ft), up 1.3% year over year, with a median 33 days on market. Right now 128 active and 26 pending listings put supply at about 6.7 months - a balanced market. See the live ZIP 34744 housing market and the Osceola County market.
ZIP and county figures describe the wider market, not Dellwood Park specifically. Momentum Research analysis of MLS records.
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 2026-10-19, 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 contributors.
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.
Shop the zone: Homes zoned for Osceola High School
Recent Developments in Dellwood Park
Development, infrastructure, retail, and school activity affecting Dellwood Park, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated October 2026.
- September 2026Development
Orange County commissioners approve Tuscana land use plan in Shingle Creek Basin on 4-3 vote
Commissioners voted 4-3 to approve the Tuscana land use application from Shingle Creek Co-Owners LLC and Geyer Development, reversing a unanimous rejection in May 2025. The plan includes more than 1,000 hotel rooms, about 4,000 apartments and commercial buildings, with conditions for a raised road, flood mitigation and wetland protection. The developer projects thousands of jobs at full build-out.
What it may mean for the marketThe approval could add substantial rental housing, hotel capacity and commercial space in the Shingle Creek area, while flood-mitigation conditions will shape how and when it is built. The site is about 7 miles northwest of Dellwood Park.
Source: Spectrum News 13 - September 2026Infrastructure
CFX holds public meetings on 14-mile toll road through part of Split Oak Forest
The Central Florida Expressway Authority held public meetings on Sept. 16 and 17 for a 14-mile road from State Road 417 near Boggy Creek Road in Orange County to Nova Road in Osceola County. CFX says portions could begin construction next year and that the road would ease traffic on Narcoossee Road. The agency faces a legal challenge from Orange County and is pursuing an eminent domain case.
What it may mean for the marketIf built, the road would add a new east-west route between Lake Nona and St. Cloud, changing commute options and access to east Orange and Osceola land. The project is about 13 miles northeast of Dellwood Park, elsewhere in Osceola County.
Source: Spectrum News 13 - August 2026Retail & Dining
Plans for Mattel indoor water park near Lake Buena Vista Factory Stores expand to 13 acres
Updated plans for the site off State Road 535 show a 95,000-square-foot indoor water park designed by Martin Aquatic, a separate 45,000-square-foot entertainment building and nearly 900 parking spaces. The tower height rises to as much as 100 feet and still needs Orange County approval. About 200 jobs are expected, and no opening date has been announced.
What it may mean for the marketThe project would add visitor attractions, dining and roughly 200 jobs near the State Road 535 corridor, with added traffic and parking demand nearby. The site is about 9 miles northwest of Dellwood Park.
Source: FOX 35 Orlando - August 2026Civic
St. Cloud council approves $6.7 million downtown apartment and parking garage agreement
The City Council unanimously approved an agreement with Atlantic Housing Partners for apartments and a parking garage next to City Hall. The Community Redevelopment Agency contributes $6.25 million and the city $460,000. The garage would hold 450 to 500 spaces, with 250 reserved for apartment residents.
What it may mean for the marketNew downtown rental housing and public parking would add residents and parking capacity to the St. Cloud core. The project is about 9 miles southeast of Dellwood Park, elsewhere in Osceola County.
Source: Spectrum News 13 - March 2026Development
Orlando approves the 380-acre Dowden Central Community Development District in Lake Nona
Orlando approved the Dowden Central Community Development District, a roughly 380-acre district in the Lake Nona area of southeast Orlando, in March 2026. The district provides the framework to build roads, drainage, utilities, and parks for future development phases.
What it may mean for the marketA new community development district lays the groundwork for large-scale growth in the Lake Nona area, a step that typically precedes new housing and commercial activity nearby. The site is about 9 miles northeast of Dellwood Park.
Source: ClickOrlando
Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in the Orlando Metro.
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
- HOA status not on record. Verify any dues before you offer
- 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 all homes for sale in Kissimmee →
| Location | Kissimmee, Osceola County, FL · ZIP 34744 |
|---|---|
| Homes in the community | 67 (FL DOR 2025 assessment roll) |
| Years built | 1953–2007 (median 1956) |
| Typical living area | 1,394 sq ft (median) |
| Amenities listed by sellers | None |
| For sale right now | 1 active, 0 pending · median asking $315,900 · 4.0 months of supply |
| Owner-occupied (homestead) share | 54% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2006 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Dellwood Park key facts,” movewithmomentum.com/neighborhoods/dellwood-park-kissimmee, data as of September 20, 2026.
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 October 2026 through October 2026. Deemed reliable but not guaranteed.
Every Home for Sale in Dellwood Park Kissimmee Right Now (1)
All 1 active and pending Dellwood Park Kissimmee listings with a detail page, newest first, refreshed twice a day from the MLS.
- 103 Dellwood Drive · $315,900 · 3 bd / 1 ba · pending · listed by La Rosa Realty Llc
More Kissimmee home searches
- All homes for sale in Kissimmee, FL
- Homes for sale in Osceola County, FL
- Kissimmee pool homes for sale
- Kissimmee waterfront homes for sale
- Gated communities in Kissimmee
- Kissimmee golf course homes
- Homes under $300K in Kissimmee
- Homes from $300K to $500K in Kissimmee
- 4-bedroom homes for sale in Kissimmee
- Kissimmee home values: what is my house worth?
Kissimmee guides & data
- Market data
- Cost of living
- Best neighborhoods (ranked by data)
- Best neighborhoods
- Flood zones
- Property taxes (Osceola County)
- Homestead exemption (Osceola County)
- Home insurance cost
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
Real estate agent in Kissimmee? Join Momentum in Kissimmee: 100% commission, one $12K cap.
Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Poinciana Circle (35 homes on record)
Email me new listings in Dellwood Park
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Dellwood Park
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Dellwood Park will answer, and the answer is published on this page for the next buyer.
18% of homes for sale in ZIP 34744 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-10-23).
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Osceola County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Osceola County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
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?
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?
Where is Dellwood Park, and what county is it in?
Should you buy in Dellwood Park?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: October 19, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (2 streets, ZIP 34744)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| 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 local comps.
Looking to buy here? Search homes for sale →
What’s your home worth in your area?
A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Dellwood Park fits the bigger picture — live prices, inventory, and Momentum Scores:
Nearby Communities
Explore more neighborhoods near Dellwood Park with Momentum Realty’s local guides.