Windsor Way
Homes for Sale in Wellington, FL
All 441 homes for sale in Wellington, FL · median $875,000 · 44 townhomes for sale in Wellington · 338 homes for sale in 33414 · Palm Beach County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Beaches MLS
As of September 2026, Windsor Way 1 in Wellington, FL has 1 home for sale. Over the 12 months ending 2026-09-12, 5 recorded sales closed at a median of $1,300,000, $481 per square foot, a median 15 days on market, sellers accepting 97% of original asking. Homes listed or recently sold were built 1987–1988; 5 of 5 report an HOA (median $1,667/mo). At the median price and Palm Beach County's FY2025-26 rate of 18.72 mills, annual property tax runs about $24,330 ($23,560 with the full homestead exemption).
Windsor Way 1 sits in Wellington, Palm Beach County—a market that rewards condition and finishes at this price tier. The median of $1.3 million at roughly $481 per square foot reflects a segment where layout, upgrades, and lot premium drive outcome more than community amenities; MLS data shows no shared facilities here, so you're buying the home itself and the Wellington location.
With homes moving in 15 days and only five closings in our snapshot, velocity is real but the sample is thin. Buyers in this range typically know what they want and move decisively; sellers should price to condition and be ready for quick decisions or longer sits if something's off.
Windsor Way right now
🟡 Balanced market. 3.0 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 Beaches MLS records, as of September 12, 2026. Confidence: Medium (1 active and pending listings, 5 closed sales in 12 months).
What's unique here: the median sale price is about 3x the typical Palm Beach County sale ($1.30M vs $515K, trailing 12 months, Beaches MLS records).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated September 19, 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
Windsor Way market snapshot (as of September 12, 2026): the median sale price is about $1.30M ($481 per sq ft over the trailing 12 months of closed sales), a median 15 days on market for closed sales, and 3.0 months of supply, a balanced market.
In ZIP 33414 (Wellington), 891 homes closed in the last 12 months at a median of $662K ($309/sq ft), up 1.3% year over year, with a median 51 days on market. Right now 142 active and 35 pending listings put supply at about 5.1 months — a balanced market. See the live ZIP 33414 housing market and the Palm Beach County market.
BeachesMLS sales records identify 45 homes in Windsor Way that have changed hands since 2001, built between 1986 and 1991 (median 1988), with a median living area of about 2,968 sq ft and a typical 3-bedroom, 3-bath layout; 100% are townhomes. Source: BeachesMLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
Windsor Way 1 is a small enclave in Wellington where the home—not the amenity package—is the entire value proposition, and speed-to-contract suggests buyers are prioritizing location and property over shared facilities.
The setting & the homes.
Aerial and on-site photos of Windsor Way. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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Windsor WayPhotos from Beaches MLS listings in Windsor Way; content deemed reliable but not guaranteed.
Who Windsor Way is best for.
Best for
- Buyers with budgets near the median who prioritize the home's bones, finishes, and lot over shared facilities
- Households seeking a Wellington location with minimal HOA programming and lower monthly overhead
- Investors or second-home buyers who value fast liquidity and a known Palm Beach County address
Probably not for
- Buyers who need amenities—pools, fitness, social events—as part of the value equation
- First-time luxury buyers who want a large set of recent comps for pricing confidence
- Anyone expecting a master-planned community experience or a neighborhood with its own identity beyond the street name
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 12 of each year, from record-level Beaches MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($1.30M) IS the median in the snapshot above.
Windows contain 0 to 5 sales each (5 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 33414 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 (2026-09-19).
Windsor Way Market Scorecard
Windsor Way is currently a balanced market. About 3.0 months of supply, a median asking price of $1,595,000, and homes go under contract in about 125 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.
Homes For Sale Right Now in Windsor Way
Live MLS inventory for Windsor Way. 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 Windsor Way listings as of 2026-09-17, 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.
Windsor Way 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
- Elbridge Gale · Elementary
- Polo Park · Middle
- Wellington · High
Zoned schools reflect the assignments reported on recent Windsor Way 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 Windsor Way address.
Shop the zone: Homes zoned for Wellington High School
Recent Developments in Windsor Way 1
Development, infrastructure, retail, and school activity affecting Windsor Way 1, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated August 2026.
- July 2026Market
Palm Beach County Total Home Sales Jump for 10th Consecutive Month
Palm Beach County total home sales rose 22.3% year-over-year in June 2026 to 2,456 transactions, with total dollar volume up 53.90% to $2.7 billion. The single-family median sale price increased to $700,000 and the condominium median rose to $325,000.
What it may mean for the marketRising sales volume and median prices signal strengthening demand and higher valuations across the Palm Beach County housing market. The site is about 12 miles northeast of Windsor Way 1.
Source: MIAMI REALTORS - July 2026Development
The Berkeley Palm Beach Breaks Ground at 550 South Australian Avenue in West Palm Beach
The Berkeley Palm Beach broke ground on a 25-story tower with 193 condominium residences at 550 South Australian Avenue overlooking Clear Lake, developed by Al Adelson with Arquitectonica as designer. Sales have exceeded $120 million and completion is anticipated in 2029.
What it may mean for the marketA new 25-story condominium tower adds high-end for-sale housing supply to the downtown West Palm Beach market and continues vertical development along the Clear Lake waterfront. The project is about 11 miles northeast of Windsor Way 1, elsewhere in Palm Beach County.
Source: Florida YIMBY - June 2026Development
Developers Plan Two 31-Story Towers for 2085 N Flagler Dr, West Palm Beach
Terra and BH Group filed plans for 281 residential condominiums across two 31-story towers on a 1.55-acre site at 2085 N Flagler Drive in West Palm Beach. The nearly 440,000-square-foot project includes about 4,385 square feet of retail and 362 parking spaces.
What it may mean for the marketTwo proposed 31-story towers would add for-sale condominium supply and ground-floor retail along the North Flagler Drive waterfront in West Palm Beach. The project is about 13 miles northeast of Windsor Way 1, elsewhere in Palm Beach County.
Source: Florida YIMBY - June 2026Development
Alton Delray in Delray Beach Breaks Ground with $92 Million Construction Loan
Kolter Multifamily broke ground on Alton Delray, a 386-unit multifamily community across six-story buildings on a 12.31-acre former industrial site at 2101 S. Congress Avenue, backed by a $92 million construction loan from Madison Realty Capital. The plan includes 154 workforce housing units under Florida's Live Local Act and 232 market-rate units, with delivery expected in late 2027.
What it may mean for the marketA 386-unit rental community converts a former industrial parcel into new multifamily supply on the Congress Avenue corridor and adds workforce and market-rate housing to the Delray Beach market. The project is about 14 miles southeast of Windsor Way 1, elsewhere in Palm Beach County.
Source: Florida YIMBY - June 2026Development
300-Unit 'The Pierce' Slated for Summer Groundbreaking at 115 N. Federal Highway, Boynton Beach
Affiliated Development's The Pierce, a mixed-use project with 300 apartments and 17,015 square feet of retail at 115 N. Federal Highway in downtown Boynton Beach, is slated to start construction in summer 2026. The unit mix includes 150 market-rate apartments and 150 workforce housing units for households earning 80 to 120% of area median income, with 587 parking spaces.
What it may mean for the marketA 300-unit mixed-use project adds rental housing and retail to downtown Boynton Beach and advances redevelopment along the North Federal Highway corridor. The project is about 12 miles southeast of Windsor Way 1, elsewhere in Palm Beach County.
Source: Florida YIMBY - May 2026Development
25-Story Mixed-Use Tower to Feature Workforce Housing at 120 S Dixie Hwy, West Palm Beach
Developer Jeff Greene proposed a 25-story tower with 399 apartments at 120 S Dixie Highway in downtown West Palm Beach, with about 160 units set aside for households earning at or below 120% of area median income. The plan includes 7,550 square feet of retail and 236 parking spaces and was reviewed by the city's Plans and Plats Review Committee on May 14.
What it may mean for the marketA proposed 25-story mixed-use tower would add rental housing, including income-restricted units, plus retail space to the downtown West Palm Beach market on the South Dixie Highway corridor. The project is about 12 miles northeast of Windsor Way 1, elsewhere in Palm Beach County.
Source: Florida YIMBY
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 Northeast Florida.
The Windsor Way buying strategy.
If we were buying in Windsor Way 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 Windsor Way.
What you're really buying in Windsor Way 1
This is not an amenity-driven community. There are no pools, clubhouses, or fitness centers in the MLS record—what you see in the individual listing is what you get. That simplicity appeals to a specific buyer: someone who wants a Wellington address, values the home and lot over programmed recreation, and prefers lower association overhead. The trade-off is that your resale appeal rests entirely on the property's condition, floor plan, and any improvements you make.
The median of $1.3 million at $481 per square foot places Windsor Way 1 in Wellington's mid-to-upper tier, where finishes, square footage, and lot size create wide variance even within a small sample. Homes here appear to turn quickly when priced and presented well—15 days on market is decisively fast—but with only five closings in our data window, every comp matters and outliers can skew perception. Buyers should verify condition in person; sellers should understand that at this price, every detail is scrutinized and comparable sales are few enough that your home will be closely compared to anything else available in Wellington at the time.
Wellington itself offers equestrian culture, solid infrastructure, and proximity to both Palm Beach County employment centers and the coast, but this neighborhood contributes little beyond the lot lines. If you need a community social structure or resort-style amenities, look elsewhere. If you want a standalone home in a known town with minimal HOA entanglements, Windsor Way 1 delivers exactly that.
The location and the amenities are priced into every listing in Windsor Way. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a thin-comp, high-dollar enclave like Windsor Way 1, pricing and negotiation hinge on nuance—condition deltas, days-on-market context, and understanding how Wellington's broader inventory shapes buyer perception. Momentum's analysts track Palm Beach County micro-markets daily and will tell you when a list price is aggressive, when a home's finishes justify a premium, and when waiting makes sense. We comp across Wellington, not just within five sales, so you see the full competitive picture before you write or counter. No hype, no pressure—just the read you need to move with confidence.
Windsor Way in 15 seconds.
HOA, CDD & Fees
- HOA dues reported around $1,667/month (about $20,004/yr) · median of 26 MLS listings, most billed monthly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $1,667 per month ($20,004 a year) — the median AssociationFee across 26 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 Windsor Way 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 Windsor Way sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Windsor Way, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Windsor Way home worth?
Get a no-obligation home value based on real comparable sales in Windsor Way, 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 Wellington →
Frequently Asked Questions
What is the median home price in Windsor Way?
How long do homes in Windsor Way take to sell?
Is Windsor Way a buyer's or seller's market right now?
Who is the best real estate agent for Windsor Way?
How do I find a top Wellington real estate agent who knows Windsor Way?
Can Momentum Realty connect me with an agent for Windsor Way?
Where is Windsor Way, and what county is it in?
Should you buy in Windsor Way?
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 17, 2026) |
| Community market stats | Beaches MLS closed sales, 12-month windows ending September 12, 2026 |
| Under-contract shares | Beaches MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2013 (31 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?
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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.
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