# 154 LOOKOUT POINT Drive, Osprey, FL 34229 > **TL;DR:** 4bd/4ba single family, $2,095,000 ($458/sqft), built 1979, 4,578 sqft. > Pool, Spa, Fireplace, EV Charger. Est. $11,204/mo. Listed 29 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $2,095,000 | | Price/sqft | $458 | | Bedrooms | 4 | | Bathrooms | 3 full, 1 half | | Square Feet | 4,578 | | Year Built | 1979 | | Lot Size | 13,939 sqft (0.32 acres) | | Stories | 2 | | Garage | 2-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 29 | ## Why This Home Stands Out - **Pool** - Patio, Porch - **Views** - Park - **EV Charger** - Electric vehicle ready ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $10,593 | | Estimated Insurance | $611 | | **Total** | **$11,204** | ## Key Amenities - Pool - Spa - Fireplace - EV Charger - View - A/C - 2-car garage ## Property Highlights - Built in 1979 - 0.32 acre lot - 2 stories - Private pool - Fireplace ## Description ### Agent Description Welcome to exceptional Florida living in the highly sought-after Southbay Yacht & Racquet Club. Offering approximately 4,578 square feet under roof, this spacious 4-bedroom, 3.5-bath residence combines beautifully updated interiors, exceptionally generous rooms and an extraordinary indoor-outdoor lifestyle. The heart of the home is a completely renovated kitchen featuring quartz countertops, soft-close cabinetry and drawers, built-in organizers, pull-out spice storage, a specialty appliance lift for a mixer or blender, a new refrigerator and dishwasher, and abundant functional storage. The main living area is anchored by a fully functioning wood-burning fireplace with an elegant travertine stone surround, adding warmth and character to the home. All four bedrooms are exceptionally spacious and feature large walk-in closets with custom organization systems. The primary suite and a guest bedroom are conveniently located on the first floor, providing an ideal layout for family and guests. Additional conveniences include a whole-home central vacuum system and a spacious two-car garage with an already-installed Tesla EV charging station. Major recent improvements provide additional peace of mind, including two brand-new air-conditioning systems and brand-new hurricane-rated windows installed in August 2026. The outdoor living space is truly a standout. More than 1,500 square feet of screened lanai and outdoor living area surrounds an exceptionally large residential pool ranging from approximately 3 to 8 feet deep. Two covered outdoor areas provide comfortable spaces for entertaining and relaxing, including an outdoor kitchen with a brand-new THOR grill and a separate covered TV lounge area. A pool bath is conveniently accessible directly from the lanai. Across the back of the pool enclosure, an impressive approximately 50-foot panoramic screen creates a virtually unobstructed view with no intermediate posts interrupting the sightline. Beyond the pool is an expansive green space, creating a wonderful sense of openness and privacy. The newly landscaped yard and more than 25 palm trees lining the backyard complete the lush, tropical setting. Living in Southbay Yacht & Racquet Club is about much more than the home itself. Residents enjoy an impressive collection of community amenities, including a clubhouse, heated community pool, fitness center, tennis courts, pickleball courts, basketball courts, bocce ball, library, card and game room, ballroom and banquet facilities, and the community's highly desirable marina, where residents have opportunities to rent or lease boat slips, subject to availability. The location is equally exceptional. Pine View School is approximately one mile away, while the bay, Gulf beaches, Publix, restaurants, coffee shops, fitness and yoga studios, CVS and everyday conveniences are all close at hand. The golf-cart-friendly community makes enjoying the neighborhood and surrounding area even easier. From its oversized bedrooms and beautifully renovated kitchen to its remarkable pool, panoramic screened view and expansive outdoor entertaining areas, this home offers an uncommon combination of space, thoughtful upgrades and Florida lifestyle. Add the boating and recreational amenities of Southbay Yacht & Racquet Club, and this is a home designed to enjoy everything the Sarasota area has to provide. ## Location - **Address:** 154 LOOKOUT POINT Drive, Osprey, FL 34229 - **County:** Sarasota - **Neighborhood:** SOUTHBAY YACHT & RACQUET CLUB - **Coordinates:** 27.172106, -82.482977 - **Google Maps:** https://www.google.com/maps?q=27.172106,-82.482977 ## Listing Agent - **Name:** Stephen Hachey - **Brokerage:** Flat Fee MLS Realty - **Phone:** 8136426030 - **Broker Phone:** (813) 699-9616 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/154-Lookout-Point-Dr_Osprey_FL_34229_M66256-30846?f=listhub&s=MFRMLSFL&m=TB8543439&c=propsimple) ## Photos ![154 LOOKOUT POINT Drive - Photo 1](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f3943863483r.jpg) ![154 LOOKOUT POINT Drive - Photo 2](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f1146613493r.jpg) ![154 LOOKOUT POINT Drive - Photo 3](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f2397920481r.jpg) ![154 LOOKOUT POINT Drive - Photo 4](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f2456086488r.jpg) ![154 LOOKOUT POINT Drive - Photo 5](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f3845921631r.jpg) ![154 LOOKOUT POINT Drive - Photo 6](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f41360228r.jpg) ![154 LOOKOUT POINT Drive - Photo 7](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f342912510r.jpg) ![154 LOOKOUT POINT Drive - Photo 8](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f2776753674r.jpg) ![154 LOOKOUT POINT Drive - Photo 9](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f3350272517r.jpg) ![154 LOOKOUT POINT Drive - Photo 10](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f4000681715r.jpg) ![154 LOOKOUT POINT Drive - Photo 11](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f1497417376r.jpg) ![154 LOOKOUT POINT Drive - Photo 12](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f4010733367r.jpg) ![154 LOOKOUT POINT Drive - Photo 13](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f1564454198r.jpg) ![154 LOOKOUT POINT Drive - Photo 14](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f4116370612r.jpg) ![154 LOOKOUT POINT Drive - Photo 15](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f4208948919r.jpg) ![154 LOOKOUT POINT Drive - Photo 16](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f1841566210r.jpg) ![154 LOOKOUT POINT Drive - Photo 17](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f3098517811r.jpg) ![154 LOOKOUT POINT Drive - Photo 18](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f1626700720r.jpg) ![154 LOOKOUT POINT Drive - Photo 19](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f2361751084r.jpg) ![154 LOOKOUT POINT Drive - Photo 20](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f4058626694r.jpg) ![154 LOOKOUT POINT Drive - Photo 21](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f4058626694r.jpg) ![154 LOOKOUT POINT Drive - Photo 22](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f1708585632r.jpg) ![154 LOOKOUT POINT Drive - Photo 23](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f2082953240r.jpg) ![154 LOOKOUT POINT Drive - Photo 24](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f1349785348r.jpg) ![154 LOOKOUT POINT Drive - Photo 25](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f606948241r.jpg) ![154 LOOKOUT POINT Drive - Photo 26](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f1837058245r.jpg) ![154 LOOKOUT POINT Drive - Photo 27](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f338361972r.jpg) ![154 LOOKOUT POINT Drive - Photo 28](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f3638240834r.jpg) ![154 LOOKOUT POINT Drive - Photo 29](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f1441881482r.jpg) ![154 LOOKOUT POINT Drive - Photo 30](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f4013382794r.jpg) ![154 LOOKOUT POINT Drive - Photo 31](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f848349341r.jpg) ![154 LOOKOUT POINT Drive - Photo 32](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f3644376781r.jpg) ![154 LOOKOUT POINT Drive - Photo 33](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f3881003811r.jpg) ![154 LOOKOUT POINT Drive - Photo 34](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f1947794915r.jpg) ![154 LOOKOUT POINT Drive - Photo 35](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f4209499773r.jpg) ![154 LOOKOUT POINT Drive - Photo 36](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f2238112700r.jpg) ![154 LOOKOUT POINT Drive - Photo 37](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f1655749514r.jpg) ![154 LOOKOUT POINT Drive - Photo 38](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f2369565968r.jpg) ![154 LOOKOUT POINT Drive - Photo 39](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f1064091486r.jpg) ![154 LOOKOUT POINT Drive - Photo 40](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f1368577152r.jpg) ![154 LOOKOUT POINT Drive - Photo 41](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f1947794915r.jpg) ![154 LOOKOUT POINT Drive - Photo 42](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f1721645075r.jpg) ![154 LOOKOUT POINT Drive - Photo 43](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f3285506403r.jpg) ![154 LOOKOUT POINT Drive - Photo 44](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f1658643062r.jpg) ![154 LOOKOUT POINT Drive - Photo 45](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f121751037r.jpg) ![154 LOOKOUT POINT Drive - Photo 46](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f3888758790r.jpg) ![154 LOOKOUT POINT Drive - Photo 47](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f854671374r.jpg) ![154 LOOKOUT POINT Drive - Photo 48](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f337573548r.jpg) ![154 LOOKOUT POINT Drive - Photo 49](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f470638928r.jpg) ![154 LOOKOUT POINT Drive - Photo 50](http://lh.rdcpix.com/55b9e5da207f5e4277a2a37921f7654cl-f581389098r.jpg) --- **MLS#:** TB8543439 | **Updated:** 2026-09-25 **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/154-lookout-point-drive-osprey-fl-34229-b8543439) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/154-lookout-point-drive-osprey-fl-34229-b8543439#listing", "url": "https://www.propertysimple.ai/listing/154-lookout-point-drive-osprey-fl-34229-b8543439", "name": "154 LOOKOUT POINT Drive, Osprey, FL 34229", "description": "Welcome to exceptional Florida living in the highly sought-after Southbay Yacht & Racquet Club. Offering approximately 4,578 square feet under roof, this spacious 4-bedroom, 3.5-bath residence combines beautifully updated interiors, exceptionally generous rooms and an extraordinary indoor-outdoor lifestyle. The heart of the home is a completely renovated kitchen featuring quartz countertops, soft-close cabinetry and drawers, built-in organizers, pull-out spice storage, a specialty appliance lift for a mixer or blender, a new refrigerator and dishwasher, and abundant functional storage. The main living area is anchored by a fully functioning wood-burning fireplace with an elegant travertine stone surround, adding warmth and character to the home. All four bedrooms are exceptionally spacious and feature large walk-in closets with custom organization systems. The primary suite and a guest bedroom are conveniently located on the first floor, providing an ideal layout for family and guests. Additional conveniences include a whole-home central vacuum system and a spacious two-car garage with an already-installed Tesla EV charging station. Major recent improvements provide additional peace of mind, including two brand-new air-conditioning systems and brand-new hurricane-rated windows installed in August 2026. The outdoor living space is truly a standout. More than 1,500 square feet of screened lanai and outdoor living area surrounds an exceptionally large residential pool ranging from approximately 3 to 8 feet deep. Two covered outdoor areas provide comfortable spaces for entertaining and relaxing, including an outdoor kitchen with a brand-new THOR grill and a separate covered TV lounge area. A pool bath is conveniently accessible directly from the lanai. Across the back of the pool enclosure, an impressive approximately 50-foot panoramic screen creates a virtually unobstructed view with no intermediate posts interrupting the sightline. Beyond the pool is an expansive green space, creating a wonderful sense of openness and privacy. The newly landscaped yard and more than 25 palm trees lining the backyard complete the lush, tropical setting. Living in Southbay Yacht & Racquet Club is about much more than the home itself. Residents enjoy an impressive collection of community amenities, including a clubhouse, heated community pool, fitness center, tennis courts, pickleball courts, basketball courts, bocce ball, library, card and game room, ballroom and banquet facilities, and the community's highly desirable marina, where residents have opportunities to rent or lease boat slips, subject to availability. The location is equally exceptional. Pine View School is approximately one mile away, while the bay, Gulf beaches, Publix, restaurants, coffee shops, fitness and yoga studios, CVS and everyday conveniences are all close at hand. The golf-cart-friendly community makes enjoying the neighborhood and surrounding area even easier. From its oversized bedrooms and beautifully renovated kitchen to its remarkable pool, panoramic screened view and expansive outdoor entertaining areas, this home offers an uncommon combination of space, thoughtful upgrades and Florida lifestyle. 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