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Boca Raton, FL

Winston Bay Homes for Sale

Browse active MLS listings in Winston Bay, Boca Raton, FL. Local expertise, free buyer representation, 1% listing commission.

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Winston Bay — Active Listings

1,624 active listings

2 bedroom home for sale at 3008 Guildford A, Boca Raton, FL 33434 — $195,000
$195,000
Active
$195,000
3008 Guildford A
Boca Raton, FL 33434
2 bd1.5 ba880 sqft
Century Village
4 bedroom home for sale at 6054 23RD, Boca Raton, FL 33496 — $2,399,900
$2,399,900
Active
$2,399,900
6054 23RD
Boca Raton, FL 33496
4 bd3.5 ba2,964 sqft
Willow Greens At Broken Sound
5 bedroom home for sale at 400 4TH, Boca Raton, FL 33432 — $6,485,000
$6,485,000
Active
$6,485,000
400 4TH
Boca Raton, FL 33432
5 bd5 ba5,340 sqft
Ocean Heights
2 bedroom home for sale at 7659 Cinebar, Boca Raton, FL 33433 — $525,000
$525,000
Active
$525,000
7659 Cinebar
Boca Raton, FL 33433
2 bd2 ba1,629 sqft
Southwinds At Boca Pointe Condo
3 bedroom home for sale at 9242 18th, Boca Raton, FL 33428 — $625,000
$625,000
Active
$625,000
9242 18th
Boca Raton, FL 33428
3 bd2 ba1,623 sqft
Sandalfoot Cove Sec 11
3 bedroom home for sale at 21195 JUEGO, Boca Raton, FL 33433 — $580,000
$580,000
Active
$580,000
21195 JUEGO #16-A
Boca Raton, FL 33433
3 bd2 ba1,992 sqft
Vistas Of Boca Lago Condo
4 bedroom home for sale at 10811 BEXLEY, Boca Raton, FL 33428 — $848,900
$848,900
Active
$848,900
10811 BEXLEY
Boca Raton, FL 33428
4 bd3 ba2,531 sqft
Mission Bay Tr H Ph 1
4 bedroom home for sale at 1551 10TH, Boca Raton, FL 33486 — $1,189,000
$1,189,000
Active
$1,189,000
1551 10TH
Boca Raton, FL 33486
4 bd2 ba1,818 sqft
Boca Raton Square 16
2 bedroom home for sale at 166 Dorset D, Boca Raton, FL 33434 — $118,900
$118,900
Active
$118,900
166 Dorset D
Boca Raton, FL 33434
2 bd1.5 ba840 sqft
Century Village
2 bedroom home for sale at 55 14TH, Boca Raton, FL 33432 — $275,000
$275,000
Active
$275,000
55 14TH #1010
Boca Raton, FL 33432
2 bd2 ba1,053 sqft
Boca Bella Condo
2 bedroom home for sale at 18567 Egret, Boca Raton, FL 33496 — $248,500
$248,500
Active
$248,500
18567 Egret
Boca Raton, FL 33496
2 bd2 ba1,000 sqft
Whisper Walk Condos
3 bedroom home for sale at 1219 16TH, Boca Raton, FL 33486 — $585,000
$585,000
Active
1d
$585,000
1219 16TH
Boca Raton, FL 33486
3 bd2 ba1,421 sqft
Pinelands North
5 bedroom home for sale at 3054 60TH, Boca Raton, FL 33496 — $3,250,000
$3,250,000
Active
$3,250,000
3054 60TH
Boca Raton, FL 33496
5 bd4.5 ba4,527 sqft
Seasons
2 bedroom home for sale at 18829 Argosy, Boca Raton, FL 33496 — $224,900
$224,900
Active
$224,900
18829 Argosy #B
Boca Raton, FL 33496
2 bd2 ba863 sqft
Whisper Walk
2 bedroom home for sale at 3237 CLINT MOORE, Boca Raton, FL 33496 — $375,000
$375,000
Active
$375,000
3237 CLINT MOORE #108
Boca Raton, FL 33496
2 bd2 ba1,102 sqft
Bocar Condo
2 bedroom home for sale at 499 12TH, Boca Raton, FL 33486 — $680,000
$680,000
Active
1d
$680,000
499 12TH
Boca Raton, FL 33486
2 bd2 ba1,428 sqft
Boca Raton Square Unit 3
2 bedroom home for sale at 8427 Parkgate, Boca Raton, FL 33496 — $317,000
$317,000
Active
$317,000
8427 Parkgate #C
Boca Raton, FL 33496
2 bd2 ba1,310 sqft
Whisper Walk Sec E Condo
2 bedroom home for sale at 10295 Boca Bend, Boca Raton, FL 33428 — $349,900
$349,900
Active
1d
$349,900
10295 Boca Bend #L2
Boca Raton, FL 33428
2 bd2 ba1,068 sqft
Boca Bend
3 bedroom home for sale at 5195 25th, Boca Raton, FL 33496 — $599,000
$599,000
Active
$599,000
5195 25th
Boca Raton, FL 33496
3 bd2.5 ba1,912 sqft
Laurel Pointe
3 bedroom home for sale at 8835 NEW RIVER FALLS, Boca Raton, FL 33496 — $2,175,000
$2,175,000
Active
$2,175,000
8835 NEW RIVER FALLS
Boca Raton, FL 33496
3 bd3.5 ba2,740 sqft
Bridges Mizner Pud Bridges S
2 bedroom home for sale at 299 52nd, Boca Raton, FL 33487 — $195,000
$195,000
Active
$195,000
299 52nd #PH-U
Boca Raton, FL 33487
2 bd2 ba1,050 sqft
Boca Teeca 7 Condo
3 bedroom home for sale at 1257 7TH, Boca Raton, FL 33486 — $939,000
$939,000
Active
1d
$939,000
1257 7TH
Boca Raton, FL 33486
3 bd3 ba1,676 sqft
Country Club Village Sec A
2 bedroom home for sale at 8829 BELLA VISTA, Boca Raton, FL 33433 — $219,000
$219,000
Active
1d
$219,000
8829 BELLA VISTA #282
Boca Raton, FL 33433
2 bd2 ba908 sqft
Boca Lakes Condo
2 bedroom home for sale at 2121 Ocean, Boca Raton, FL 33431 — $730,000
$730,000
Active
1d
$730,000
2121 Ocean #1008E
Boca Raton, FL 33431
2 bd2 ba1,078 sqft
Boca Towers Condo Portion

Information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data deemed reliable but not guaranteed. © 2026 Beaches MLS, Inc.

Winston Bay — Recent Sales

69,200 recent sales

4 bedroom home for sale at 5852 23rd, Boca Raton, FL 33496 — $3,500,000
$3,500,000
Closed
$3,500,000
5852 23rd
Boca Raton, FL 33496
4 bd3.5 ba4,393 sqft
Bermuda Run
7 bedroom home for sale at 1642 Sabal Palm, Boca Raton, FL 33432 — $22,000,000
$22,000,000
Closed
$22,000,000
1642 Sabal Palm
Boca Raton, FL 33432
7 bd8.5 ba9,370 sqft
Royal Palm Yacht & Country Club
3 bedroom home for sale at 884 Mulberry, Boca Raton, FL 33487 — $3,500,000
$3,500,000
Closed
$3,500,000
884 Mulberry
Boca Raton, FL 33487
3 bd3.5 ba2,848 sqft
Tropic Isle 4th Sec
7 bedroom home for sale at 21476 Burnside, Boca Raton, FL 33433 — $6,500,000
$6,500,000
Closed
$6,500,000
21476 Burnside
Boca Raton, FL 33433
7 bd7.5 ba10,890 sqft
Boca Grove Plantation
4 bedroom home for sale at 21417 Crestfalls, Boca Raton, FL 33428 — $884,999
$884,999
Closed
$884,999
21417 Crestfalls
Boca Raton, FL 33428
4 bd3 ba2,446 sqft
Boca Falls/Mystic Bay
4 bedroom home for sale at 18660 LONG LAKE, Boca Raton, FL 33496 — $3,599,000
$3,599,000
Closed
$3,599,000
18660 LONG LAKE
Boca Raton, FL 33496
4 bd4 ba3,863 sqft
Long Lake Estates 1 As
3 bedroom home for sale at 18652 Ocean Mist, Boca Raton, FL 33498 — $979,000
$979,000
Closed
$979,000
18652 Ocean Mist
Boca Raton, FL 33498
3 bd2.5 ba3,234 sqft
Shores At Boca Raton Ph 3 And 4
2 bedroom home for sale at 250 Ocean, Boca Raton, FL 33432 — $2,250,000
$2,250,000
Closed
$2,250,000
250 Ocean #18H
Boca Raton, FL 33432
2 bd2.5 ba1,670 sqft
Marbella Condo
4 bedroom home for sale at 1298 Spanish River, Boca Raton, FL 33432 — $3,200,000
$3,200,000
Closed
1d
$3,200,000
1298 Spanish River
Boca Raton, FL 33432
4 bd4 ba2,929 sqft
Spanish River Land Co Sub Unit 1
4 bedroom home for sale at 11153 SANDYSHELL, Boca Raton, FL 33498 — $1,100,000
$1,100,000
Closed
$1,100,000
11153 SANDYSHELL
Boca Raton, FL 33498
4 bd2.5 ba2,778 sqft
Shores At Boca Raton Ph 2, 3 And 4
3 bedroom home for sale at 10660 Emperor, Boca Raton, FL 33428 — $619,000
$619,000
Closed
3d
$619,000
10660 Emperor
Boca Raton, FL 33428
3 bd2 ba1,564 sqft
Holiday City At Boca Raton Sec 9
2 bedroom home for sale at 1370 7TH, Boca Raton, FL 33486 — $575,000
$575,000
Closed
8d
$575,000
1370 7TH
Boca Raton, FL 33486
2 bd2 ba1,402 sqft
Country Club Village
2 bedroom home for sale at 11161 Sangria, Boca Raton, FL 33498 — $379,000
$379,000
Closed
8d
$379,000
11161 Sangria
Boca Raton, FL 33498
2 bd2 ba1,555 sqft
Sweetwater Sec 4
4 bedroom home for sale at 3335 53rd, Boca Raton, FL 33496 — $2,100,000
$2,100,000
Closed
$2,100,000
3335 53rd
Boca Raton, FL 33496
4 bd3.5 ba2,878 sqft
Stratford Green
3 bedroom home for sale at 6812 Willow Wood, Boca Raton, FL 33434 — $789,000
$789,000
Closed
$789,000
6812 Willow Wood #802
Boca Raton, FL 33434
3 bd2.5 ba1,680 sqft
Willow Wood Gardens
4 bedroom home for sale at 2250 4th, Boca Raton, FL 33431 — $698,000
$698,000
Closed
1d
$698,000
2250 4th
Boca Raton, FL 33431
4 bd2 ba1,520 sqft
Winfield Park Unit 2 In Pb 25 Pgs 52 & 53
3 bedroom home for sale at 17209 HUNTINGTON PARK, Boca Raton, FL 33496 — $2,300,000
$2,300,000
Closed
$2,300,000
17209 HUNTINGTON PARK
Boca Raton, FL 33496
3 bd3.5 ba2,537 sqft
Huntington / Polo Club
3 bedroom home for sale at 6926 Palmar, Boca Raton, FL 33433 — $690,000
$690,000
Closed
$690,000
6926 Palmar
Boca Raton, FL 33433
3 bd2 ba2,093 sqft
Pradera Ph 2
3 bedroom home for sale at 23083 54th, Boca Raton, FL 33433 — $625,000
$625,000
Closed
3d
$625,000
23083 54th
Boca Raton, FL 33433
3 bd2 ba1,876 sqft
Sandalfoot Cove Sec 9
3 bedroom home for sale at 20848 Concord Green, Boca Raton, FL 33433 — $400,000
$400,000
Closed
4d
$400,000
20848 Concord Green
Boca Raton, FL 33433
3 bd2 ba1,570 sqft
Concord Green
3 bedroom home for sale at 2171 5th, Boca Raton, FL 33431 — $645,000
$645,000
Closed
$645,000
2171 5th
Boca Raton, FL 33431
3 bd2 ba1,515 sqft
Winfield Park Unit 2
1 bedroom home for sale at 50 Suffolk B, Boca Raton, FL 33434 — $58,000
$58,000
Closed
28d
$58,000
50 Suffolk B #50
Boca Raton, FL 33434
1 bd1 ba600 sqft
Suffolk At Century Village Condo
3 bedroom home for sale at 200 28th, Boca Raton, FL 33431 — $755,000
$755,000
Closed
1d
$755,000
200 28th
Boca Raton, FL 33431
3 bd2 ba1,446 sqft
Chatham Hills
5 bedroom home for sale at 19633 Estuary, Boca Raton, FL 33498 — $1,175,000
$1,175,000
Closed
5d
$1,175,000
19633 Estuary
Boca Raton, FL 33498
5 bd3 ba2,676 sqft
Saturnia

Information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data deemed reliable but not guaranteed. © 2026 Beaches MLS, Inc.

Home Valuation

What is Your Winston Bay Home Worth?

Get a free, no-obligation home valuation from our local Boca Raton specialists. We'll analyze recent sales and current market conditions to give you an accurate estimate.

Mortgage Pre-Approval

Get Pre-Approved to Buy in Winston Bay

Mortgage Capital: FHA, VA, Conventional, Jumbo, DSCR, Non-QM

Pure Equity Realty Mortgage Capital. Not a commitment to lend. All loans subject to credit approval. Equal Housing Lender.

Looking for Winston Bay homes for sale? Pure Equity Realty covers Winston Bay and the Boca Raton, Florida market. We charge 1% listing commission for sellers and provide free buyer representation. Our local agents know this community and can arrange showings within 24 hours.

Explore this Winston Bay Guide:
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About Winston Bay

Winston Bay Community Guide

Winston Bay is a residential community in Boca Raton, Florida. Active listings are currently priced from $45K–$340K.

Pure Equity Realty covers Winston Bay and the Boca Raton area. We list for 1%, which includes photography, MLS syndication, and negotiation support. Buyers pay nothing for representation. For current market data, see Florida Realtors' market statistics.

South Florida MLS

Featured Winston Bay Homes for Sale

1,624 active listings

2 bedroom home for sale at 3008 Guildford A, Boca Raton, FL 33434 — $195,000
$195,000
Active
$195,000
3008 Guildford A
Boca Raton, FL 33434
2 bd1.5 ba880 sqft
Century Village
4 bedroom home for sale at 6054 23RD, Boca Raton, FL 33496 — $2,399,900
$2,399,900
Active
$2,399,900
6054 23RD
Boca Raton, FL 33496
4 bd3.5 ba2,964 sqft
Willow Greens At Broken Sound
5 bedroom home for sale at 400 4TH, Boca Raton, FL 33432 — $6,485,000
$6,485,000
Active
$6,485,000
400 4TH
Boca Raton, FL 33432
5 bd5 ba5,340 sqft
Ocean Heights
2 bedroom home for sale at 7659 Cinebar, Boca Raton, FL 33433 — $525,000
$525,000
Active
$525,000
7659 Cinebar
Boca Raton, FL 33433
2 bd2 ba1,629 sqft
Southwinds At Boca Pointe Condo
3 bedroom home for sale at 9242 18th, Boca Raton, FL 33428 — $625,000
$625,000
Active
$625,000
9242 18th
Boca Raton, FL 33428
3 bd2 ba1,623 sqft
Sandalfoot Cove Sec 11
3 bedroom home for sale at 21195 JUEGO, Boca Raton, FL 33433 — $580,000
$580,000
Active
$580,000
21195 JUEGO #16-A
Boca Raton, FL 33433
3 bd2 ba1,992 sqft
Vistas Of Boca Lago Condo
4 bedroom home for sale at 10811 BEXLEY, Boca Raton, FL 33428 — $848,900
$848,900
Active
$848,900
10811 BEXLEY
Boca Raton, FL 33428
4 bd3 ba2,531 sqft
Mission Bay Tr H Ph 1
4 bedroom home for sale at 1551 10TH, Boca Raton, FL 33486 — $1,189,000
$1,189,000
Active
$1,189,000
1551 10TH
Boca Raton, FL 33486
4 bd2 ba1,818 sqft
Boca Raton Square 16
2 bedroom home for sale at 166 Dorset D, Boca Raton, FL 33434 — $118,900
$118,900
Active
$118,900
166 Dorset D
Boca Raton, FL 33434
2 bd1.5 ba840 sqft
Century Village
2 bedroom home for sale at 55 14TH, Boca Raton, FL 33432 — $275,000
$275,000
Active
$275,000
55 14TH #1010
Boca Raton, FL 33432
2 bd2 ba1,053 sqft
Boca Bella Condo
2 bedroom home for sale at 18567 Egret, Boca Raton, FL 33496 — $248,500
$248,500
Active
$248,500
18567 Egret
Boca Raton, FL 33496
2 bd2 ba1,000 sqft
Whisper Walk Condos
3 bedroom home for sale at 1219 16TH, Boca Raton, FL 33486 — $585,000
$585,000
Active
1d
$585,000
1219 16TH
Boca Raton, FL 33486
3 bd2 ba1,421 sqft
Pinelands North
5 bedroom home for sale at 3054 60TH, Boca Raton, FL 33496 — $3,250,000
$3,250,000
Active
$3,250,000
3054 60TH
Boca Raton, FL 33496
5 bd4.5 ba4,527 sqft
Seasons
2 bedroom home for sale at 18829 Argosy, Boca Raton, FL 33496 — $224,900
$224,900
Active
$224,900
18829 Argosy #B
Boca Raton, FL 33496
2 bd2 ba863 sqft
Whisper Walk
2 bedroom home for sale at 3237 CLINT MOORE, Boca Raton, FL 33496 — $375,000
$375,000
Active
$375,000
3237 CLINT MOORE #108
Boca Raton, FL 33496
2 bd2 ba1,102 sqft
Bocar Condo
2 bedroom home for sale at 499 12TH, Boca Raton, FL 33486 — $680,000
$680,000
Active
1d
$680,000
499 12TH
Boca Raton, FL 33486
2 bd2 ba1,428 sqft
Boca Raton Square Unit 3
2 bedroom home for sale at 8427 Parkgate, Boca Raton, FL 33496 — $317,000
$317,000
Active
$317,000
8427 Parkgate #C
Boca Raton, FL 33496
2 bd2 ba1,310 sqft
Whisper Walk Sec E Condo
2 bedroom home for sale at 10295 Boca Bend, Boca Raton, FL 33428 — $349,900
$349,900
Active
1d
$349,900
10295 Boca Bend #L2
Boca Raton, FL 33428
2 bd2 ba1,068 sqft
Boca Bend
3 bedroom home for sale at 5195 25th, Boca Raton, FL 33496 — $599,000
$599,000
Active
$599,000
5195 25th
Boca Raton, FL 33496
3 bd2.5 ba1,912 sqft
Laurel Pointe
3 bedroom home for sale at 8835 NEW RIVER FALLS, Boca Raton, FL 33496 — $2,175,000
$2,175,000
Active
$2,175,000
8835 NEW RIVER FALLS
Boca Raton, FL 33496
3 bd3.5 ba2,740 sqft
Bridges Mizner Pud Bridges S
2 bedroom home for sale at 299 52nd, Boca Raton, FL 33487 — $195,000
$195,000
Active
$195,000
299 52nd #PH-U
Boca Raton, FL 33487
2 bd2 ba1,050 sqft
Boca Teeca 7 Condo
3 bedroom home for sale at 1257 7TH, Boca Raton, FL 33486 — $939,000
$939,000
Active
1d
$939,000
1257 7TH
Boca Raton, FL 33486
3 bd3 ba1,676 sqft
Country Club Village Sec A
2 bedroom home for sale at 8829 BELLA VISTA, Boca Raton, FL 33433 — $219,000
$219,000
Active
1d
$219,000
8829 BELLA VISTA #282
Boca Raton, FL 33433
2 bd2 ba908 sqft
Boca Lakes Condo
2 bedroom home for sale at 2121 Ocean, Boca Raton, FL 33431 — $730,000
$730,000
Active
1d
$730,000
2121 Ocean #1008E
Boca Raton, FL 33431
2 bd2 ba1,078 sqft
Boca Towers Condo Portion

Information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data deemed reliable but not guaranteed. © 2026 Beaches MLS, Inc.

Browse all Boca Raton homes for sale →Search all South Florida listings →
Amenities & Community Details

Winston Bay Amenities

Active Price Range
$45K–$340K

Winston Bay is a residential community in Boca Raton. Call (561) 835-5400 for a current amenities list and availability.

Location & Map

Winston Bay Location

Map is approximate. Contact us for exact community boundaries.

View on Google Maps →
Frequently Asked Questions

Winston Bay FAQ

What type of community is Winston Bay?+
Winston Bay is a residential community in Boca Raton, Florida.
What is the price range in Winston Bay?+
Homes in Winston Bay are currently listed from $45K–$340K. Prices shift with market conditions. Contact us or set a listing alert on this page for real-time availability and accurate pricing from our local Boca Raton specialists.
Does Winston Bay allow rentals?+
Winston Bay currently restricts rentals per HOA rules. This is common in 55+ and gated communities. Exceptions and waiting lists may exist. Contact us for the most up-to-date rental policy details.
How do I schedule a showing in Winston Bay?+
Call us at (561) 835-5400 or use the listing alert form on this page. Our agents specialize in Winston Bay and the broader Boca Raton market and can typically arrange private showings within 24 hours, including evenings and weekends.
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