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Greg Cummings San Diego Real Estate Agent - 858-206-9500

WINDWARD Condos For Sale

More Details about MLS # OC25147021 : 785 HARBOR CLIFF WAY UNIT 177 MLS # OC25147021
Active Listing
Asking Price is $999,000

More Details about MLS # NDP2506038 : 835 HARBOR CLIFF WAY UNIT 286 MLS # NDP2506038
Active Listing
Asking Price is $800,000

More Details about MLS # NDP2506023 : 775 HARBOR CLIFF WAY UNIT 164 MLS # NDP2506023
Active Listing
Asking Price is $789,900

Windward's hillside location in Oceanside provides ocean views and breezes at a tremendous savings over homes closer to the water. This gated community offers both two and three bedroom units ranging up to 1,776 square feet. The larger units have an optional space that can be converted to another bedroom. Residences have modern kitchens with upgraded appliances and counter tops. Enjoy the community pool, fitness room, basketball courts and climbing wall in this amenity friendly community.

Just walk towards the water from Windward and there are a number of casual cafes. It's a short bike ride or healthy walk to the local cinema and Oceanside Pier. I-5 serves as a major conduit to San Diego or Camp Pendleton.


  • Min List Price: $789,900
  • Max List Price: $999,000
  • Active Listings: 3
  • HARBOR CLIFF
  • OCEANSIDE, CA 92054
  • Gated/Security
  • Pool
  • Spa/Hot Tub
  • Three Story
  • Community BBQ Grills
  • Year Built: 2006
  • Total Units: 220
Looking to buy?
785 HARBOR CLIFF WAY UNIT 177 OCEANSIDE CA 92054
Status: ACTIVE   List Price: $999,000   3 Bedrooms   3 Baths   1776 Sq Ft    2006 Year

MLS: OC25147021
Primary Photo for MLS#: OC25147021

785 HARBOR CLIFF WAY UNIT 177
OCEANSIDE CA 92054
Community: WINDWARD
Status: ACTIVEList Price: $999,000
3 Bedrooms3 Baths
1776 Sq Ft 2006 Year

Beautifully maintained grounds -Real wood shutters on windows throughout house - luxury vinyl flooring throughout house (no carpeting) - appliances in kitchen purchased 7 months ago - 3 bed - 1 office (can easily be turned into bedroom if remove built in cabinets and install closet) - 2 car extended garage - community pool hot tub and clubhouse with billiards and ability to reserve for private events, basketball court area, play areas for children including rock wall and playground - walk to ...

Listing Agent: CARL WUESTEHUBE of TRI-STAR REALTY 714-791-6026
835 HARBOR CLIFF WAY UNIT 286 OCEANSIDE CA 92054
Status: ACTIVE   List Price: $800,000   2 Bedrooms   3 Baths   1270 Sq Ft    2005 Year

MLS: NDP2506038
Primary Photo for MLS#: NDP2506038

835 HARBOR CLIFF WAY UNIT 286
OCEANSIDE CA 92054
Community: WINDWARD
Status: ACTIVEList Price: $800,000
2 Bedrooms3 Baths
1270 Sq Ft 2005 Year

Thank you for your interest in our exquisite offering - your very own private island by the name of Windward. Now, this property perfectly nestled in a gated and secure coastal community, oozing with endless charm and unparalleled convenience. The home was meticulously constructed in 2005 and has been excellently maintained, making it a ready-to-move-in having been decorated with quality paint and flooring. This indeed qualifies as the ideal treasure trove a smart investment, a cozy vacation ...

Listing Agent: DONALD ENGLE of HARCOURTS PRIME PROPERTIES 760-604-3776
775 HARBOR CLIFF WAY UNIT 164 OCEANSIDE CA 92054
Status: ACTIVE   List Price: $789,900   2 Bedrooms   3 Baths   1223 Sq Ft    2006 Year

MLS: NDP2506023
Primary Photo for MLS#: NDP2506023

775 HARBOR CLIFF WAY UNIT 164
OCEANSIDE CA 92054
Community: WINDWARD
Status: ACTIVEList Price: $789,900
2 Bedrooms3 Baths
1223 Sq Ft 2006 Year

Welcome home to 775 Harbor Cliff Way #164 in the highly sought-after Windward community of Oceanside! This stunningend unitpropertyoffers the perfect blend of comfort, style, and convenience. With 2 spacious bedrooms and 2.5 baths, this home is designed to meet the needs of modern living with an attention to detail where the seller spared no expense. The well-thought-out unique custom open floorplan spans three levels with maple hardwood floors and natural stone bathrooms, smart home ...

Listing Agent: STEVE PLOETZ of REALTY ONE GROUP PACIFIC 760-525-5917

Active WINDWARD Condos for Sale

MLSAddressList Price Beds Baths Sq Ft Year
OC25147021785 HARBOR CLIFF WAY UNIT 177 $999,000 3 3 1776 2006
NDP2506038835 HARBOR CLIFF WAY UNIT 286 $800,000 2 3 1270 2005
NDP2506023775 HARBOR CLIFF WAY UNIT 164 $789,900 2 3 1223 2006

Condo Mania Agent:
Greg Cummings

Featured Real Estate Agent Greg Cummings

Compass Real Estate
Team Lead CA DRE# 01464245

Contact Us

Featured Real Estate Agent Greg Cummings

Condo Mania Agent:
Greg Cummings

Compass Real Estate
Team Lead CA DRE# 01464245

Contact Us

Are you considering selling?

Contact Us for a complimentary condo value estimate and listing consultation and find out how a Condo Mania Agent can help you sell your condo quickly and for the right price.

Condo Mania agents specialize in the Condo, Loft and Townhome markets. With our extensive experience, our unique marketing plans, which includes this Condo Mania website, and a pipeline full of clients looking to buy, we are your first stop in your search for a listing agent.

Contact Us Today!

Listing Locations

Recently Sold Condos in WINDWARD

Over the last 180 days, 2 Condos have been reported as sold in WINDWARD. Final sale price ranged from $800,000 up to $839,900 pending possible revisions. The median sale price was $819,950 with a median Price Per Square Foot of $643.
Address COE Date Sold Price $/SQFT Beds Baths
795 HARBOR CLIFF WAY UNIT 201 2025-04-28 $800,000 $698 2 3
805 HARBOR CLIFF WAY 2025-02-19 $839,900 $589 3 4
810 HARBOR CLIFF WAY UNIT 225 2024-05-28 $895,000 $504 3 3
750 HARBOR CLIFF WAY UNIT 106 2024-05-09 $820,000 $537 3 4
750 HARBOR CLIFF WAY UNIT 105 2024-03-29 $840,000 $473 4 3
755 HARBOR CLIFF WAY UNIT 113 2024-03-12 $895,000 $473 4 3
750 HARBOR CLIFF WAY UNIT 101 2023-11-03 $729,000 $625 2 3


Detailed Analysis of Recently Sold Condos in WINDWARD

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Last Updated: 2025-07-10