Orange Grove
Homes for Sale in Winter Park, FL
All 362 homes for sale in Winter Park, FL · median $692,000 · 172 homes for sale in 32789 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Stellar MLS
As of October 2026, Orange Grove Sub in Winter Park, FL has 1 home for sale. Over the 12 months ending 2026-09-20, 3 recorded sales closed at a median of $1,650,000, $448 per square foot, a median 11 days on market, sellers accepting 91% of original asking. Homes listed or recently sold were built 2016–2026 with 2 new construction; none of the 4 geocoded homes sit in a FEMA special flood hazard zone (median elevation 96 ft). At the median price and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $27,510 ($26,840 with the full homestead exemption).
| Location | Winter Park, Orange County, FL · ZIP 32789, 34787 |
|---|---|
| Homes in the community | 214 (FL DOR 2025 assessment roll) |
| Years built | 1906–2024 (median 1959.0) |
| Typical living area | 1,679 sq ft (median) |
| Amenities listed by sellers | Closed Circuit Camera(s), Secured Garage/Parking, Security Fencing/Lighting/Alarms, Security System |
| Sale prices, last 12 months | $1,650,000 median across 3 closed sales · $448 per sq ft |
| Days on market (closed sales) | 11 median |
| For sale right now | 1 active, 0 pending · median asking $2,569,999 · 4.0 months of supply |
| Owner-occupied (homestead) share | 62% |
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, “Orange Grove Sub key facts,” movewithmomentum.com/neighborhoods/orange-grove-sub, data as of September 20, 2026.
Price in Orange Grove Sub is driven by land and location more than by the house itself. The median living area sits around 1,656 square feet against a median price of $1,650,000, and a median build year of 1958 in a range that runs from 1906 to 2024. That spread tells you most of the story: you are buying a Winter Park address and a lot, and what stands on it varies from original early-century homes to new construction. Condition and whether a home has been rebuilt or expanded will move the number far more than square footage alone.
The market posture right now is fast. A median of 11 days on market across the recent closing window means well-prepared listings are transacting quickly, not lingering. For sellers, that rewards correct pricing and presentation out of the gate. For buyers, it means you need financing and inspection strategy lined up before you tour, because hesitation here is expensive. This is a low-volume, high-value pocket, so each closing carries weight and comps require care.
Orange Grove 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, 3 closed sales in 12 months).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated October 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
Orange Grove market snapshot (as of September 20, 2026): the median sale price is about $1.65M ($448 per sq ft over the trailing 12 months of closed sales), a median 11 days on market for closed sales, and 4.0 months of supply, a balanced market.
In ZIP 32789 (Winter Park), 390 homes closed in the last 12 months at a median of $635K ($396/sq ft), up 7.6% year over year, with a median 39 days on market. Right now 91 active and 26 pending listings put supply at about 5.2 months — a balanced market. See the live ZIP 32789 housing market and the Orange County market.
County records show 20 qualified sales in Orange Grove across 2024–2025 (6 in 2024, 14 in 2025), median $525,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Orange Grove is a community of 214 homes in Winter Park, Orange County, built between 1906 and 2024 (median 1959.0), with a median living area of about 1,679 square feet. 62% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Orange Grove Sub is a small, established Winter Park pocket of roughly 309 homes where the wide age range and modest median footprint mean you are pricing individual houses, not a uniform product. The mid-$1.6M median reflects the address as much as the structure.
The setting & the homes.
Aerial and on-site photos of Orange Grove. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Photos from Stellar MLS listings in Orange Grove; content deemed reliable but not guaranteed.
Who Orange Grove is best for.
Best for
- Buyers targeting a Winter Park location with a budget centered on the mid-$1.6M median
- Renovation- or rebuild-minded buyers who value the lot and are prepared to invest in the structure
- Move-fast buyers with financing and inspection lined up who can act inside an 11-day market
Probably not for
- Buyers who need maximum square footage, given the modest ~1,656 sq ft median
- Bargain hunters expecting entry pricing below the neighborhood median
- Buyers who want a deliberate, low-competition search with time to hesitate
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 20 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($1.65M) IS the median in the snapshot above.
Windows contain 0 to 5 sales each (3 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2006 through 2026. Deemed reliable but not guaranteed.
23% of homes for sale in ZIP 32789 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 (2026-10-02).
Orange Grove Market Scorecard
Orange Grove is currently a balanced market. About 4.0 months of supply, a median asking price of $2,569,999.
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.
Housing distress & ownership in Orange Grove Sub, Winter Park
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 September 2026 through September 2026. Deemed reliable but not guaranteed.
Homes For Sale Right Now in Orange Grove
Live MLS inventory for Orange Grove. 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 Orange Grove listings as of 2026-10-01, 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.
Every Home for Sale in Orange Grove Sub Right Now (1)
All 1 active and pending Orange Grove Sub listings with a detail page, newest first, refreshed twice a day from the MLS.
- 1754 Taylor Avenue · $2,569,999 · 5 bd / 4.5 ba · pending · listed Aug 1, 2026 · listed by One Luxury International Llc
Orange Grove 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
- Orange County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Lakemont Elem · Elementary
- Maitland Middle · Middle
- Winter Park High · High
Zoned schools reflect the assignments reported on recent Orange Grove listings and can change; always confirm with Orange County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Orange Grove address.
Shop the zone: Homes zoned for Winter Park High High School
The Orange Grove buying strategy.
If we were buying in Orange Grove 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 Orange Grove.
Old lots, new math
The defining feature here is the gap between the median build year of 1958 and a range stretching back to 1906 and up to 2024. In practice that means teardown-and-rebuild and heavy renovation are active themes, and two homes on paper-identical lots can price very differently depending on what has been done. A median around $448 per square foot is a useful anchor, but treat it as a starting point for conversation, not a formula, because the older housing stock makes per-foot comparisons noisy.
A homestead share of about 61 percent points to a base of owner-occupants rather than a churn of investor stock, which tends to keep inventory tight and thoughtfully maintained. Combine that with only a handful of closings in the recent window and a median of 11 days on market, and you get a place where good listings clear fast and mispriced ones get noticed. Do the comp work property by property.
The location and the amenities are priced into every listing in Orange Grove. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Orange Grove buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (5.4). Basis: Liquidity & Demand 4.0 months of supply; Owner Commitment 62% owner-occupied; Pricing Power 91.0% sale-to-list. Refreshed with each data update.
Why work with Momentum here
Low-volume, high-value pockets like this reward local judgment over automated pricing. With a wide build-year range and a small number of recent closings, the difference between a defensible number and a guess comes down to walking the actual homes and reading condition against land value. We price from that ground truth, and we tell you plainly when a listing is stretched or when a fast market is working against your timeline.
Orange Grove 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 Orange Grove 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 Orange Grove sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Orange Grove, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Orange Grove home worth?
Get a no-obligation home value based on real comparable sales in Orange Grove, 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 Winter Park →
Frequently Asked Questions
What is the median home price in Orange Grove?
How long do homes in Orange Grove take to sell?
Is Orange Grove a buyer's or seller's market right now?
How many homes are in Orange Grove?
What share of Orange Grove is owner-occupied?
When were the homes in Orange Grove built?
Who is the best real estate agent for Orange Grove?
How do I find a top Winter Park real estate agent who knows Orange Grove?
Can Momentum Realty connect me with an agent for Orange Grove?
Where is Orange Grove, and what county is it in?
Should you buy in Orange Grove?
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 1, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending September 20, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (4 streets, ZIP 32789/34787)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2006 (20 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 →
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A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Orange Grove Sub fits the bigger picture — live prices, inventory, and Momentum Scores:
More on Orange Grove
- Home values · What homes in Orange Grove actually sell for
Nearby Communities
Explore more neighborhoods near Orange Grove with Momentum Realty’s local guides.