Winterplace
Homes for Sale in Delray Beach, FL
All 1,473 homes for sale in Delray Beach, FL · median $285,000 · 265 homes for sale in 33445 · Palm Beach County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Beaches MLS
As of September 2026, Winterplace in Delray Beach, FL has 3 homes for sale. Over the 12 months ending 2026-09-20, 6 recorded sales closed at a median of $757,400, $301 per square foot, a median 32 days on market, sellers accepting 97% of original asking (-1% versus the prior year). Homes listed or recently sold were built 2002–2004; 8 of 8 report an HOA (median $322/mo); none of the 3 geocoded homes sit in a FEMA special flood hazard zone (median elevation 18 ft). At the median price and Palm Beach County's FY2025-26 rate of 18.72 mills, annual property tax runs about $14,180 ($13,400 with the full homestead exemption).
| Location | Delray Beach, Palm Beach County, FL · ZIP 33445 |
|---|---|
| Homes in the community | 152 (FL DOR 2025 assessment roll) |
| Years built | 2001–2005 (median 2003.0) |
| Typical living area | 2,907 sq ft (median) |
| Home types (current listings and sales) | single-family 100% |
| Amenities listed by sellers | Fitness Center, Pool, Clubhouse, Basketball Court, Community Room, Gated - No Guard |
| Sale prices, last 12 months | $757,400 median across 6 closed sales · $301 per sq ft · -0.7% vs the prior 12 months |
| Days on market (closed sales) | 32 median |
| For sale right now | 3 active, 1 pending · median asking $825,000 · 7.2 months of supply |
| Owner-occupied (homestead) share | 80% |
Data as of September 20, 2026. All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright © 2026 BeachesMLS, Inc; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Winterplace key facts,” movewithmomentum.com/neighborhoods/winterplace, data as of September 20, 2026.
Winterplace's $765K median reflects a community where price is overwhelmingly driven by condition and finish level rather than lot size or age. The PPSF spread is wide—ranging from under $300 to well over $350—telling you immediately that not all homes here are comparable even when square footage is similar. Buyers who understand the difference between dated original interiors and well-executed updates will find real value; those who don't will overpay.
At 47 days on market, Winterplace is moving at a measured pace—slightly slower than the county's more liquid neighborhoods but far from stalled. The flat year-over-year pricing and limited inventory window (five closings) mean this is not a market driven by momentum or urgency; it's a negotiation environment where buyers who can articulate deficiencies have leverage, and sellers who've maintained their homes command full ask.
Winterplace right now
🟢 Buyer-leaning market. 7.2 months of supply and 25% 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 Beaches MLS records, as of September 20, 2026. Confidence: Medium (4 active and pending listings, 6 closed sales in 12 months).
🟡 Off the recent peak. The trailing-12-month median ($757K) is down 0.7% from the prior 12 months ($762K) and up 197% since 2012. With about 4 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Beaches MLS closed sales, 12-month windows ending September 20. Confidence: Low (6 and 4 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated September 27, 2026 · Live data: Beaches MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Winterplace market snapshot (as of September 20, 2026): the median sale price is about $757K ($301 per sq ft over the trailing 12 months of closed sales), a median 33 days on market for closed sales, and 7.2 months of supply, a buyer-leaning market. The trailing-12-month median is down 1% from the prior 12 months and up 197% since 2012, computed from record-level Beaches MLS closed sales (6 closings in the current window).
In ZIP 33445 (Delray Beach), 678 homes closed in the last 12 months at a median of $295K ($231/sq ft), up 1.5% year over year, with a median 53 days on market. Right now 142 active and 49 pending listings put supply at about 4.4 months — a balanced market. See the live ZIP 33445 housing market and the Palm Beach County market.
County records show 11 qualified sales in Winterplace across 2024–2025 (6 in 2024, 5 in 2025), median $775,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Winterplace is a community of 152 homes in Delray Beach, Palm Beach County, built between 2001 and 2005 (median 2003.0), with a median living area of about 2,907 square feet. 80% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Winterplace is a mid-sized neighborhood in Delray Beach where price variance is entirely condition-dependent and the market moves deliberately, not fast.
The setting & the homes.
Aerial and on-site photos of Winterplace. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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WinterplacePhotos from Beaches MLS listings in Winterplace; content deemed reliable but not guaranteed.
Who Winterplace is best for.
Best for
- Buyers with renovation budgets separate from purchase price who can identify value in homes priced below the median for fixable reasons
- Delray Beach buyers seeking a neighborhood where price is set by the home, not hype, and who value negotiation leverage over urgency
- Move-up buyers who understand the PPSF spread and target well-maintained homes that justify a premium
Probably not for
- Buyers expecting a fast-moving market with frequent inventory turnover and immediate comps for every listing
- First-time buyers without contractor relationships or renovation contingency funds who need move-in ready at entry pricing
- Investors relying on short holding periods or predictable appreciation in a community where pricing has been flat year-over-year
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 Beaches MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($757K) IS the median in the snapshot above, and the move from 2025 ($762K) IS the -0.7% one-year change.
Windows contain 0 to 7 sales each (6 in the current window); every figure carries its sample size, and thin markets swing on single closings. All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright © 2026 BeachesMLS, Inc. Deemed reliable but not guaranteed.
19% of homes for sale in ZIP 33445 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 (2026-09-26).
Winterplace Market Scorecard
Winterplace is currently a buyer-leaning market. About 7.2 months of supply, a median asking price of $825,000, and homes go under contract in about 94 days.
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Beaches MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.
Housing distress & ownership in Winterplace, Delray Beach
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. All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright © 2026 BeachesMLS, Inc. Deemed reliable but not guaranteed.
Homes For Sale Right Now in Winterplace
Live MLS inventory for Winterplace. 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 · 94 daysTop listingActive · 37 daysPending · 9 daysPending · 77 daysActive and pending Winterplace listings as of 2026-09-26, priced high to low. All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright © 2026 BeachesMLS, Inc. Tap any home to ask about it.
Every Home for Sale in Winterplace Right Now (4)
All 4 active and pending Winterplace listings with a detail page, newest first, refreshed twice a day from the MLS.
- 4756 S Classical Boulevard · $1,000,000 · 5 bd / 2.5 ba · pending · listed Sep 10, 2026 · listed by Serhant
- 4841 N Classical Boulevard · $619,000 · 4 bd / 2.5 ba · listed Aug 19, 2026 · listed by BEX Realty
- 4889 N Classical Boulevard · $655,000 · 4 bd / 2.5 ba · pending · listed Jul 4, 2026 · listed by LoKation
- 4858 S Classical Boulevard · $825,000 · 3 bd / 3.5 ba · listed Jun 27, 2026 · listed by The Corcoran Group
Winterplace on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Beaches MLS. Map data © OpenStreetMap, tiles © CARTO.
Schools
- Palm Beach County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Banyan Creek (Palm Beach) · Elementary
- Carver Community · Middle
- Atlantic · High
Zoned schools reflect the assignments reported on recent Winterplace listings and can change; always confirm with Palm Beach County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Winterplace address.
Shop the zone: Homes zoned for Atlantic High School
The Winterplace buying strategy.
If we were buying in Winterplace 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 Winterplace.
What the PPSF spread tells you
The $324 median per-square-foot figure masks the real story: Winterplace has a wide PPSF range, and that tells you condition is everything. Two homes of identical square footage can differ by tens of thousands of dollars depending on kitchen, baths, flooring, and HVAC age. Buyers who rely on price-per-foot alone will misread value here.
With only five closings in the current window and inventory that turns over in a month and a half, this is not a liquid market where you can wait for the perfect comp. When a well-updated home comes available, it's a narrow window. When a dated one lingers, it's an opportunity to negotiate—but only if you budget for the work and verify scope before you write the offer.
The year-over-year stability suggests Winterplace isn't riding broader market waves; it's priced by the home, not the trend. That makes it predictable for the disciplined buyer and unforgiving for the one who doesn't inspect carefully.
The location and the amenities are priced into every listing in Winterplace. 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 Winterplace 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 5 factors (7.0). Basis: Long-Term Appreciation +197% since 2012; Recent Direction -0.7% year-over-year; Liquidity & Demand 7.2 months of supply; Owner Commitment 80% owner-occupied; Pricing Power 97.4% sale-to-list. Refreshed with each data update.
Why work with Momentum here
Winterplace rewards the buyer who can distinguish cosmetic wear from structural neglect and who knows when to walk from a home priced for condition it no longer has. We pull comps by finish level, not just beds and baths, and we'll tell you when an ask doesn't match the work you'll inherit. In a community where inventory is thin and PPSF variance is high, that clarity is the difference between a solid buy and an expensive lesson.
Winterplace in 15 seconds.
HOA, CDD & Fees
- HOA dues reported around $315/month (about $3,780/yr) · median of 67 MLS listings, most billed monthly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $315 per month ($3,780 a year) — the median AssociationFee across 67 MLS records, normalised to a monthly figure; most are billed monthly. 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, 2026-09.
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 Winterplace 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 Winterplace sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Winterplace, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Winterplace home worth?
Get a no-obligation home value based on real comparable sales in Winterplace, 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 Delray Beach →
Recently off market in Winterplace
Homes in Winterplace that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 1 on record.
- 4795 S Classical Boulevard · off market
Frequently Asked Questions
What is the median home price in Winterplace?
How long do homes in Winterplace take to sell?
Is Winterplace a buyer's or seller's market right now?
How many homes are in Winterplace?
What share of Winterplace is owner-occupied?
When were the homes in Winterplace built?
Have Winterplace home prices gone up?
Who is the best real estate agent for Winterplace?
How do I find a top Delray Beach real estate agent who knows Winterplace?
Can Momentum Realty connect me with an agent for Winterplace?
Where is Winterplace, and what county is it in?
Is Winterplace a good place to live?
Should you buy in Winterplace?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Beaches MLS, refreshed twice daily (last: September 26, 2026) |
| Community market stats | Beaches MLS closed sales, 12-month windows ending September 20, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (2 streets, ZIP 33445)) |
| Under-contract shares | Beaches MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2004 (49 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 Beaches 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 Beaches 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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See how Winterplace fits the bigger picture — live prices, inventory, and Momentum Scores:
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