# 242 LOOKOUT POINT Drive, Osprey, FL 34229 > **TL;DR:** 4bd/2ba single family, $995,000 ($412/sqft), built 1978, 2,413 sqft. > Pool, Fireplace, Waterfront, A/C. Est. $5,321/mo. Listed 9 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $995,000 | | Price/sqft | $412 | | Bedrooms | 4 | | Bathrooms | 2 full | | Square Feet | 2,413 | | Year Built | 1978 | | Lot Size | 12,197 sqft (0.28 acres) | | Stories | 2 | | Garage | 2-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 9 | ## Why This Home Stands Out - **Pool** - Deck, Patio, Porch - **Waterfront** - Waterfront location listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $5,031 | | Estimated Insurance | $290 | | **Total** | **$5,321** | ## Nearby Schools - **Elementary:** Laurel Nokomis Elementary - **Middle:** Sarasota Middle - **High:** Venice Senior High ## Key Amenities - Pool - Fireplace - Waterfront - A/C - 2-car garage ## Property Highlights - Built in 1978 - 0.28 acre lot - 2 stories - Private pool - Fireplace - Waterfront ## Description ### Agent Description Meticulously maintained, furnished 4-bedroom residence in Southbay Yacht & Racquet Club, a sought-after waterfront community in Osprey. The community-owned marina features 172 boat slips accommodating vessels up to 55 feet within a protected, deep-water basin. HOA fees are just $218 per month. Enjoy the remodeled clubhouse overlooking the marina, offering an impressive array of amenities, including two kitchens, an elegant ballroom, fitness center, card room, and inviting living room complete with a grand piano. Outdoor enthusiasts will appreciate the pickleball and tennis courts, bocce ball, swimming pool, playground, and convenient kayak launch and storage. The spacious great room and dining area are highlighted by a charming wood-burning fireplace, creating a warm and inviting atmosphere for entertaining family and friends. The thoughtfully designed split-bedroom floor plan provides added privacy for family and guests. Recent improvements include a new metal roof, hurricane-rated windows, newer A/C units, and beautiful brick-paver enhancing both the driveway and pool area. Conveniently located between Sarasota and Venice, approximately 20 minutes from Siesta Key Beach and just a quarter mile from the Legacy Trail, offering miles of scenic biking and walking paths and easy access to Oscar Scherer State Park. Enjoy nearby waterfront dining, shopping, and local amenities just a short walk or golf cart ride away. Osprey is also home to Pine View School for the Gifted, a highly regarded public school. ## Location - **Address:** 242 LOOKOUT POINT Drive, Osprey, FL 34229 - **County:** Sarasota - **Neighborhood:** SOUTHBAY YACHT & RACQUET CLUB - **Coordinates:** 27.172101, -82.486023 - **Google Maps:** https://www.google.com/maps?q=27.172101,-82.486023 ## Virtual Tour & Media - **Video Tour:** https://www.propertypanorama.com/instaview/stellar/A4711269 ## Listing Agent - **Name:** Thomas Netzel - **Brokerage:** Premier Sotheby's International Realty - **Broker Phone:** (239) 403-2227 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/242-Lookout-Point-Dr_Osprey_FL_34229_M66873-05981?f=listhub&s=MFRMLSFL&m=A4711269&c=propsimple) ## Photos ![242 LOOKOUT POINT Drive - Photo 1](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f1112335477r.jpg) ![242 LOOKOUT POINT Drive - Photo 2](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f146760959r.jpg) ![242 LOOKOUT POINT Drive - Photo 3](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f4004076910r.jpg) ![242 LOOKOUT POINT Drive - Photo 4](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f133514336r.jpg) ![242 LOOKOUT POINT Drive - Photo 5](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f193134058r.jpg) ![242 LOOKOUT POINT Drive - Photo 6](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f4250802789r.jpg) ![242 LOOKOUT POINT Drive - Photo 7](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f3139930358r.jpg) ![242 LOOKOUT POINT Drive - Photo 8](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f2521007845r.jpg) ![242 LOOKOUT POINT Drive - Photo 9](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f3361040568r.jpg) ![242 LOOKOUT POINT Drive - Photo 10](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f2928918557r.jpg) ![242 LOOKOUT POINT Drive - Photo 11](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f574712646r.jpg) ![242 LOOKOUT POINT Drive - Photo 12](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f724150499r.jpg) ![242 LOOKOUT POINT Drive - Photo 13](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f31278346r.jpg) ![242 LOOKOUT POINT Drive - Photo 14](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f1555274285r.jpg) ![242 LOOKOUT POINT Drive - Photo 15](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f730089497r.jpg) ![242 LOOKOUT POINT Drive - Photo 16](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f2648546634r.jpg) ![242 LOOKOUT POINT Drive - Photo 17](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f1630363417r.jpg) ![242 LOOKOUT POINT Drive - Photo 18](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f2888409792r.jpg) ![242 LOOKOUT POINT Drive - Photo 19](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f3135872139r.jpg) ![242 LOOKOUT POINT Drive - Photo 20](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f1620956799r.jpg) ![242 LOOKOUT POINT Drive - Photo 21](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f383857587r.jpg) ![242 LOOKOUT POINT Drive - Photo 22](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f3652993678r.jpg) ![242 LOOKOUT POINT Drive - Photo 23](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f1285820874r.jpg) ![242 LOOKOUT POINT Drive - Photo 24](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f2440990884r.jpg) ![242 LOOKOUT POINT Drive - Photo 25](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f2403416526r.jpg) ![242 LOOKOUT POINT Drive - Photo 26](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f360434846r.jpg) ![242 LOOKOUT POINT Drive - Photo 27](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f499850394r.jpg) ![242 LOOKOUT POINT Drive - Photo 28](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f2171819673r.jpg) ![242 LOOKOUT POINT Drive - Photo 29](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f2487942329r.jpg) ![242 LOOKOUT POINT Drive - Photo 30](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f1712740275r.jpg) ![242 LOOKOUT POINT Drive - Photo 31](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f2639171674r.jpg) ![242 LOOKOUT POINT Drive - Photo 32](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f276676325r.jpg) ![242 LOOKOUT POINT Drive - Photo 33](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f3286957647r.jpg) ![242 LOOKOUT POINT Drive - Photo 34](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f4057257929r.jpg) ![242 LOOKOUT POINT Drive - Photo 35](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f2232825233r.jpg) ![242 LOOKOUT POINT Drive - Photo 36](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f476686607r.jpg) ![242 LOOKOUT POINT Drive - Photo 37](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f3976734743r.jpg) ![242 LOOKOUT POINT Drive - Photo 38](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f3655134221r.jpg) ![242 LOOKOUT POINT Drive - Photo 39](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f841934814r.jpg) ![242 LOOKOUT POINT Drive - Photo 40](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f404716022r.jpg) ![242 LOOKOUT POINT Drive - Photo 41](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f2761706317r.jpg) ![242 LOOKOUT POINT Drive - Photo 42](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f2871243610r.jpg) ![242 LOOKOUT POINT Drive - Photo 43](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f2835194602r.jpg) ![242 LOOKOUT POINT Drive - Photo 44](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f3629029919r.jpg) ![242 LOOKOUT POINT Drive - Photo 45](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f882948196r.jpg) ![242 LOOKOUT POINT Drive - Photo 46](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f221914612r.jpg) ![242 LOOKOUT POINT Drive - Photo 47](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f1676907241r.jpg) ![242 LOOKOUT POINT Drive - Photo 48](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f2452646129r.jpg) ![242 LOOKOUT POINT Drive - Photo 49](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f1250971252r.jpg) ![242 LOOKOUT POINT Drive - Photo 50](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f1319674617r.jpg) ![242 LOOKOUT POINT Drive - Photo 51](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f3913348960r.jpg) ![242 LOOKOUT POINT Drive - Photo 52](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f2319935381r.jpg) ![242 LOOKOUT POINT Drive - Photo 53](http://lh.rdcpix.com/8e5d8bf47b88c60fad6dbd21fcebafe7l-f3652993678r.jpg) --- **MLS#:** A4711269 | **Updated:** 2026-10-31 **Source:** listhub *Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/242-lookout-point-drive-osprey-fl-34229-74c2fb80f5344acb9135f472f8f4185e) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/242-lookout-point-drive-osprey-fl-34229-74c2fb80f5344acb9135f472f8f4185e#listing", "url": "https://www.propertysimple.ai/listing/242-lookout-point-drive-osprey-fl-34229-74c2fb80f5344acb9135f472f8f4185e", "name": "242 LOOKOUT POINT Drive, Osprey, FL 34229", "description": "Meticulously maintained, furnished 4-bedroom residence in Southbay Yacht & Racquet Club, a sought-after waterfront community in Osprey. The community-owned marina features 172 boat slips accommodating vessels up to 55 feet within a protected, deep-water basin. HOA fees are just $218 per month. Enjoy the remodeled clubhouse overlooking the marina, offering an impressive array of amenities, including two kitchens, an elegant ballroom, fitness center, card room, and inviting living room complete with a grand piano. Outdoor enthusiasts will appreciate the pickleball and tennis courts, bocce ball, swimming pool, playground, and convenient kayak launch and storage. The spacious great room and dining area are highlighted by a charming wood-burning fireplace, creating a warm and inviting atmosphere for entertaining family and friends. The thoughtfully designed split-bedroom floor plan provides added privacy for family and guests. Recent improvements include a new metal roof, hurricane-rated windows, newer A/C units, and beautiful brick-paver enhancing both the driveway and pool area. 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