Hilliard Ridg
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, Hilliard Ridg in Kissimmee, FL has 1 home for sale. Homes listed or recently sold were built 2025 - 2026 with 4 new construction; 4 of 4 report an HOA (median $167/mo); none of the 4 geocoded homes sit in a FEMA special flood hazard zone (median elevation 76 ft).
Hilliard Ridg right now
🟢 Buyer-leaning market. 12.0 months of supply and 0% of the inventory already under contract give buyers above-average negotiating leverage.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 12, 2026. Confidence: Low (1 active and pending listings, 0 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 market around Hilliard Ridg
Hilliard Ridg is too small for its own price trend, so here is the market around it.
In ZIP 34744, 418 homes are on the market and 21% are under contract — a steady corner of Kissimmee.
Across Osceola County, 4,423 homes are active and 1,079 pending (20% under contract).
ZIP and county figures describe the wider market, not Hilliard Ridg specifically. Momentum Research analysis of MLS records.
Homes For Sale Right Now in Hilliard Ridg
Live MLS inventory for Hilliard Ridg. 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 Hilliard Ridg listings as of 2026-09-12, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2026 through 2026. Tap any home to ask about it.
Life at Hilliard Ridg
- Basketball Court · reported on 1 of 1 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
The Hilliard Ridg buying strategy.
If we were buying in Hilliard Ridg 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.
Use your leverage. With inventory sitting, there is room to negotiate on anything dated or overpriced and to ask for repairs or a rate buydown.
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 Hilliard Ridg.
A closer look at the Hilliard Ridg market
Inventory runs at 12.0 months of supply, a buyer-leaning market.
The location and the amenities are priced into every listing in Hilliard Ridg. The deal is won or lost on condition, the comps, and the renovation math.
What it really costs to own in Hilliard RidgHomes for Sale
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| HOA dues | Median $167/month across 4 MLS listings (most billed quarterly; 2026-10-24). Dues cover what the documents say they cover; ask for the budget and reserve study. |
|---|---|
| Home and flood insurance | The average Citizens Property Insurance premium in Osceola County is $1,735/yr (2,188 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. |
| Roof and age | Median build year 2026 across 4 listings. Newer roofs and current wind-mitigation features usually mean the lower end of insurance quotes. |
Email me new listings in Hilliard RidgHomes for Sale
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 Hilliard RidgHomes for Sale
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Hilliard RidgHomes for Sale will answer, and the answer is published on this page for the next buyer.
HOA, CDD & Fees
- HOA dues reported around $167/month (about $2,000/yr) · median of 4 MLS listings, most billed quarterly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $167 per month ($2,000 a year) - the median AssociationFee across 4 MLS records, normalised to a monthly figure; most are billed quarterly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-10.
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 Hilliard Ridg 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 Hilliard Ridg sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Hilliard Ridg, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Hilliard Ridg home worth?
Get a no-obligation home value based on real comparable sales in Hilliard Ridg, 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 |
|---|---|
| Amenities listed by sellers | Basketball Court |
| For sale right now | 1 active, 0 pending · median asking $440,144 · 12.0 months of supply |
| Owner-occupied (homestead) share | 0% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2026 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Hilliard Ridg key facts,” movewithmomentum.com/neighborhoods/hilliard-ridg-kissimmee, data as of September 20, 2026.
Just listed in Hilliard Ridg
The newest homes for sale in Hilliard Ridg right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 2608 Lola Lane $452,313 · 4 bd · 2 ba · 2,059 sq ft · listed Sep 23, 2026 Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
- 2617 Rania Lane $473,320 · 4 bd · 2 ba · 2,059 sq ft · listed Sep 23, 2026 Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
- 2677 Rania Lane $443,144 · 3 bd · 2 ba · 1,723 sq ft · listed Aug 4, 2026 Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
Checked against the MLS nightly. All new listings in this market.
Every Home for Sale in Hilliard Ridg Kissimmee Right Now (3)
All 3 active and pending Hilliard Ridg Kissimmee listings with a detail page, newest first, refreshed twice a day from the MLS.
- 2608 Lola Lane · $452,313 · 4 bd / 2 ba · listed Sep 24, 2026 · listed by Keller Williams Advantage Realty
- 2617 Rania Lane · $473,320 · 4 bd / 2 ba · listed Sep 24, 2026 · listed by Keller Williams Advantage Realty
- 2677 Rania Lane · $443,144 · 3 bd / 2 ba · listed Aug 27, 2026 · listed by Keller Williams Advantage Realty
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.
- Rania Lane (2 homes on record)
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Nassau 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 · Nassau 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.
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).
HILLIARD RIDG Market Scorecard
HILLIARD RIDG is currently a strong buyer's market. About 12.0 months of supply, a median asking price of $443,999, and homes go under contract in about 14 days.
Typical home value in the 34744 ZIP is $385,786, about 10.6% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Recent Developments in Hilliard Ridg
Development, infrastructure, retail, and school activity affecting Hilliard Ridg, 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 10 miles northwest of Hilliard Ridg.
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 site is about 9 miles northeast of Hilliard Ridg.
Source: Spectrum News 13 - 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 site is about 6 miles southeast of Hilliard Ridg.
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 5 miles northeast of Hilliard Ridg.
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.
Frequently Asked Questions
Is Hilliard Ridg a buyer's or seller's market right now?
Who is the best real estate agent for Hilliard Ridg?
How do I find a top Kissimmee real estate agent who knows Hilliard Ridg?
Can Momentum Realty connect me with an agent for Hilliard Ridg?
Where is Hilliard Ridg, and what county is it in?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 12, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2026 (1 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 Hilliard Ridg fits the bigger picture — live prices, inventory, and Momentum Scores:
More Kissimmee & Kissimmee, St. Cloud & Osceola County guides
Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Kissimmee, St. Cloud & Osceola County or the full Neighborhood Finder.
Nearby Communities
Explore more neighborhoods near Hilliard Ridg with Momentum Realty’s local guides.