EasyStreet

Call to Schedule a Showing

(386) 801-4854

(386) 801-4854

916 Macewen Dr, Osprey, FL 34229

$1,800,000

Stately two-story home with a grand entrance, manicured landscaping and verdant surroundings at 916 Macewen Dr, Osprey, FL 34229
  • Bedrooms

    5

  • Baths

    8

  • Sq. Feet

    5987

  • Year Built

    1991

  • Days On Market

    3

  • $/SqFt

    $301

100 Photos

  • Stately two-story home with a grand entrance, manicured landscaping and verdant surroundings at 916 Macewen Dr, Osprey, FL 34229
  • Elegant two-story home with a symmetrical facade, well-maintained lawn and mature trees at 916 Macewen Dr, Osprey, FL 34229
  • Close-up of the home's front entrance featuring double doors, sidelights and stately columns at 916 Macewen Dr, Osprey, FL 34229
  • A grand foyer with a staircase, chandelier, high ceilings, and marble floors at 916 Macewen Dr, Osprey, FL 34229
  • Spacious foyer with a winding staircase, marble floors, and classic design elements at 916 Macewen Dr, Osprey, FL 34229
  • Elegant foyer featuring marble floors, decorative table, and view into the adjacent living area at 916 Macewen Dr, Osprey, FL 34229
  • A sun-drenched living room with hardwood floors, custom drapes and elegant furnishings at 916 Macewen Dr, Osprey, FL 34229
  • A bright living room featuring hardwood floors, custom drapes and access to the pool area at 916 Macewen Dr, Osprey, FL 34229
  • A comfortable living area with hardwood floors, custom drapes and a view of the pool at 916 Macewen Dr, Osprey, FL 34229
  • Inviting living room with hardwood floors, custom drapes, and a view of the pool area at 916 Macewen Dr, Osprey, FL 34229
  • Inviting living room with custom built-ins, ceiling fan, and bright entrance foyer at 916 Macewen Dr, Osprey, FL 34229
  • Spacious living room featuring classic built-ins, ceiling fan, and an elegant entrance at 916 Macewen Dr, Osprey, FL 34229
  • Elegant dining room with wallpaper, chandelier, and a classic wood table at 916 Macewen Dr, Osprey, FL 34229
  • Dining room featuring custom wallpaper, bright window, and stylish chandelier at 916 Macewen Dr, Osprey, FL 34229
  • Bright office with arched window, built-in bookshelves, and hardwood flooring at 916 Macewen Dr, Osprey, FL 34229
  • Unique powder room showcasing patterned wallpaper, vanity with vessel sink, and modern fixtures at 916 Macewen Dr, Osprey, FL 34229
  • Comfortable living room with fireplace, built-ins, and view of the backyard at 916 Macewen Dr, Osprey, FL 34229
  • Bright sunroom featuring large windows, a comfortable sectional, and backyard views at 916 Macewen Dr, Osprey, FL 34229
  • Spacious living room with backyard view, large sectional, and ceiling fan at 916 Macewen Dr, Osprey, FL 34229
  • Stylish fireplace with custom shelving, adjacent to a built-in television, and a beach view at 916 Macewen Dr, Osprey, FL 34229
  • Spacious kitchen with granite countertops, stainless appliances, white cabinetry, and breakfast nook at 916 Macewen Dr, Osprey, FL 34229
More Photos \/
  • Bright kitchen featuring granite countertops, stainless steel appliances, and custom white cabinets at 916 Macewen Dr, Osprey, FL 34229
  • Well-equipped kitchen with granite countertops, stainless steel appliances, and tile backsplash at 916 Macewen Dr, Osprey, FL 34229
  • Open kitchen with granite countertops, stainless steel appliances, and a large center island with gas range at 916 Macewen Dr, Osprey, FL 34229
  • Charming kitchen boasting granite countertops, stainless steel appliances, and an open layout at 916 Macewen Dr, Osprey, FL 34229
  • Bright kitchen with granite countertops, white cabinetry, eat-in nook, and views into living area at 916 Macewen Dr, Osprey, FL 34229
  • Bright bathroom featuring white tiles and unique octagonal windows in the shower at 916 Macewen Dr, Osprey, FL 34229
  • Spacious bedroom featuring a four-poster bed, large window, and decorative ceiling fan at 916 Macewen Dr, Osprey, FL 34229
  • Sitting area located off the bedroom with plush seating, pool views, and access to the outside at 916 Macewen Dr, Osprey, FL 34229
  • Spacious bedroom featuring a four-poster bed, with adjacent sitting area and views of the pool at 916 Macewen Dr, Osprey, FL 34229
  • Well decorated bathroom featuring marble vanity, patterned wallpaper, and a tiled shower stall at 916 Macewen Dr, Osprey, FL 34229
  • Hallway featuring light marble floors, with a granite bar featuring brass fixtures on the left at 916 Macewen Dr, Osprey, FL 34229
  • Bedroom with tan walls and flooring featuring a four-poster bed, window, and bookshelf at 916 Macewen Dr, Osprey, FL 34229
  • Bathroom featuring floral wallpaper, a granite vanity, toilet and window at 916 Macewen Dr, Osprey, FL 34229
  • Grand foyer featuring a curved staircase, chandelier, marble floors, and a large arched window at 916 Macewen Dr, Osprey, FL 34229
  • Living room with hardwood floors, red couches, a ceiling fan and access to the outdoors at 916 Macewen Dr, Osprey, FL 34229
  • Living room with hardwood floors, red walls, a ceiling fan, and access to an outdoor deck at 916 Macewen Dr, Osprey, FL 34229
  • Bedroom with hardwood floors and tan walls featuring two windows and ample storage at 916 Macewen Dr, Osprey, FL 34229
  • Bedroom featuring hardwood floors, lavender walls, and one window at 916 Macewen Dr, Osprey, FL 34229
  • Well decorated bathroom featuring floral wallpaper, a black vanity, and glass shower at 916 Macewen Dr, Osprey, FL 34229
  • Bright bedroom featuring wood floors, stylish furniture, and a large window offering natural light at 916 Macewen Dr, Osprey, FL 34229
  • Home office featuring a built-in bookcase, stylish desk, and traditional wood dresser at 916 Macewen Dr, Osprey, FL 34229
  • Beautiful bathroom with marble vanity, glass shower, and natural lighting at 916 Macewen Dr, Osprey, FL 34229
  • Outdoor kitchen with stone counter, sink, stainless grill, and seating at 916 Macewen Dr, Osprey, FL 34229
  • Outdoor kitchen with stone counter, sink, stainless grill, and refrigerator at 916 Macewen Dr, Osprey, FL 34229
  • Backyard patio featuring a stone outdoor kitchen with bar seating, overlooking the pool at 916 Macewen Dr, Osprey, FL 34229
  • Backyard patio featuring a fan and french doors leading to a pool at 916 Macewen Dr, Osprey, FL 34229
  • A covered pool and patio area featuring elegant travertine pavers, a spa, and mature landscaping at 916 Macewen Dr, Osprey, FL 34229
  • A covered pool and patio area featuring elegant travertine pavers, a spa, and mature landscaping at 916 Macewen Dr, Osprey, FL 34229
  • A covered pool and patio area featuring elegant travertine pavers, a spa, and mature landscaping at 916 Macewen Dr, Osprey, FL 34229
  • Enclosed pool with a large, turquoise pool and integrated hot tub and ample patio space at 916 Macewen Dr, Osprey, FL 34229
  • Expansive, screened-in pool and patio, with plentiful seating and access to the house at 916 Macewen Dr, Osprey, FL 34229
  • Spacious screened in pool and patio with attached spa and access to the main house at 916 Macewen Dr, Osprey, FL 34229
  • Large in-ground pool and attached spa, surrounded by a screened-in enclosure and stone patio at 916 Macewen Dr, Osprey, FL 34229
  • Screened-in pool with attached spa and access to the home's patio area and backyard at 916 Macewen Dr, Osprey, FL 34229
  • Outdoor patio area with built-in bar and access to the main house at 916 Macewen Dr, Osprey, FL 34229
  • Screened in pool with attached spa and lovely backyard views at 916 Macewen Dr, Osprey, FL 34229
  • Fenced in backyard and view of the pool house at 916 Macewen Dr, Osprey, FL 34229
  • Well maintained backyard with a white privacy fence and green bushes at 916 Macewen Dr, Osprey, FL 34229
  • Long driveway leading up to the house, surrounded by neatly manicured shrubs and greenery at 916 Macewen Dr, Osprey, FL 34229
  • Landscaped exterior view of home with a large driveway, mature trees, and a two-car garage at 916 Macewen Dr, Osprey, FL 34229
  • View of a spacious garage area with multiple bays and a light grey color at 916 Macewen Dr, Osprey, FL 34229
  • Multiple garages offer ample parking, with a large driveway and easy access at 916 Macewen Dr, Osprey, FL 34229
  • A screened-in pool and a tile roof define this luxury home's aerial perspective at 916 Macewen Dr, Osprey, FL 34229
  • Backyard aerial view of a house featuring a screened pool and lush landscaping at 916 Macewen Dr, Osprey, FL 34229
  • Aerial view of a beautiful home with a screened pool surrounded by lush greenery at 916 Macewen Dr, Osprey, FL 34229
  • Aerial view of home featuring a screened pool, tile roof, and large driveway at 916 Macewen Dr, Osprey, FL 34229
  • Real estate featuring a house with a tile roof, screened pool, and golf course views at 916 Macewen Dr, Osprey, FL 34229
  • Aerial view of a house with a tile roof and a screened pool next to a golf course at 916 Macewen Dr, Osprey, FL 34229
  • Aerial view of a luxury house, golf course, and lush green landscape in a serene neighborhood at 916 Macewen Dr, Osprey, FL 34229
  • Beautiful aerial view of estate home with pool, surrounded by lush landscaping and a golf course community at 916 Macewen Dr, Osprey, FL 34229
  • Beautiful aerial view of estate home surrounded by lush landscaping and a golf course community at 916 Macewen Dr, Osprey, FL 34229
  • Beautiful aerial view of estate home surrounded by lush landscaping and a golf course community at 916 Macewen Dr, Osprey, FL 34229
  • Elegant entrance to The Oaks Club, featuring manicured landscaping and a decorative monument at 916 Macewen Dr, Osprey, FL 34229
  • Welcoming entrance to The Oaks Club with lush flower beds and signage, showcasing the community's prestige at 916 Macewen Dr, Osprey, FL 34229
  • Picturesque gazebo with white columns, set against a backdrop of a lush green golf course and blue sky at 916 Macewen Dr, Osprey, FL 34229
  • Aerial view of The Oaks Club, highlighting the clubhouse, golf course, and manicured grounds at 916 Macewen Dr, Osprey, FL 34229
  • Expansive aerial view of The Oaks Club, showcasing the golf course, landscaping, and residential areas at 916 Macewen Dr, Osprey, FL 34229
  • Elegant clubhouse at The Oaks, framed by palm trees and golf course, offering a luxurious lifestyle at 916 Macewen Dr, Osprey, FL 34229
  • Grand entrance to The Oaks clubhouse, enhanced by vibrant flowers and manicured landscaping at 916 Macewen Dr, Osprey, FL 34229
  • Stunning building exterior with tropical landscaping, white columns, and beautiful blue skies at 916 Macewen Dr, Osprey, FL 34229
  • Grand home with stately columns, brick driveway, and lush landscaping creating a luxurious entrance at 916 Macewen Dr, Osprey, FL 34229
  • Elegant foyer with a grand staircase, beautiful chandelier, and eye catching black-and-white flooring at 916 Macewen Dr, Osprey, FL 34229
  • Spacious foyer featuring a curved staircase, elegant chandelier, and striking black and white tile flooring at 916 Macewen Dr, Osprey, FL 34229
  • Cozy living room with ample natural light, stylish decor, and comfortable seating arrangements at 916 Macewen Dr, Osprey, FL 34229
  • Inviting bar area with wood finishes, ample seating, and a warm, sophisticated atmosphere at 916 Macewen Dr, Osprey, FL 34229
  • Elegant dining room with tasteful decor, wood trim and a serene ambiance for memorable meals at 916 Macewen Dr, Osprey, FL 34229
  • Breathtaking aerial view of a golf course community with lush greenery, serene lakes, and manicured fairways at 916 Macewen Dr, Osprey, FL 34229
  • Inviting outdoor patio with stylish furniture, offering a relaxing space with scenic golf course views at 916 Macewen Dr, Osprey, FL 34229
  • Modern bar area with ample seating, sleek countertops, and a vibrant atmosphere for socializing at 916 Macewen Dr, Osprey, FL 34229
  • Stunning aerial view of golf course community with lake, lush greenery, and beautiful waterfront homes at 916 Macewen Dr, Osprey, FL 34229
  • Scenic aerial view of golf course with manicured greens, serene ponds, winding pathways, and lush landscaping at 916 Macewen Dr, Osprey, FL 34229
  • Inviting clubhouse exterior with well-maintained landscaping, classic architectural details, and welcoming entrance at 916 Macewen Dr, Osprey, FL 34229
  • Row of golf carts, ready for a round on the well-manicured course, under a bright, sunny sky at 916 Macewen Dr, Osprey, FL 34229
  • Scenic wooden bridge on a golf course crossing a tranquil lake, surrounded by lush greenery and palm trees at 916 Macewen Dr, Osprey, FL 34229
  • Scenic wooden bridge on a golf course crossing a tranquil lake, surrounded by lush greenery and palm trees at 916 Macewen Dr, Osprey, FL 34229
  • Charming community playground with swings and slide set behind a classic white picket fence at 916 Macewen Dr, Osprey, FL 34229
  • Beautifully landscaped community park with mature trees, lush green lawn, and peaceful atmosphere at 916 Macewen Dr, Osprey, FL 34229
  • Picturesque view of the clubhouse, featuring a beautiful lake and manicured golf course at 916 Macewen Dr, Osprey, FL 34229
  • Beautiful Clubhouse with lake view at dusk, surrounded by the golf course at 916 Macewen Dr, Osprey, FL 34229
Less Photos /\

Tour This Home

Wed
26 Mar
Thu
27 Mar
Fri
28 Mar
Sat
29 Mar
Sun
30 Mar
Mon
31 Mar
Tue
1 Apr

Home Description

Situated on a double lot behind the secure gates of The Oaks, this two story 5 bedroom home, with 7.5 bathrooms, boasts fantastic potential and excellent bones. The only thing it needs is for you to put your personal touch on it and make it your own. As you pull up to this home, using the front circular driveway, or the back driveway with access to the 4 CAR GARAGE, you will immediately be taken with its classic lines. With its spacious layout and thoughtful design, this property is a hidden gem for those who love to entertain. With so much space, and every bedroom having its own en-suite bathroom, there is room for your loved ones and to host visiting guests, preserving privacy for all. Downstairs you will find a formal living room and an expansive family room with fireplace, built-in shelving, ceiling fan and numerous doors filled with natural light. The large open kitchen has everything the home chef could possibly need to create incredible edibles. Casual meals can be taken in the adjoining breakfast nook, or you can serve a formal feast in the large dining room with built-in cabinetry and a wet bar just outside. The master suite is huge featuring a dedicated sitting area, and his-and-hers master bathrooms. Completing the first floor is a guest bedroom a large office or library with built-ins and a powder room. Upstairs you will find 3 more en-suite bedrooms. One of which is off the back stairway and would make a great guest suite or private room for live-in help. Outdoors, the landscaped double lots, surrounded by a low wall, provides a tropical sanctuary. Here you will find an enormous, screened lanai, that is an entertainer's paradise. A sparkling pool, spa, expansive patio, and an outdoor kitchen set the stage for al fresco living at its finest. Whether enjoying serene sunsets or hosting vibrant soirées, this home will help you create unforgettable memories with friends and family. Membership in The Oaks Club is required with homeownership. With two distinctly unique 18-hole championship golf courses, 12 HAR-TRU tennis courts (4 lighted), croquet and pickle ball courts, a state-of-the art fitness center, fine and casual dining options, and a wealth of social events, The Oaks is truly Sarasota’s premier golf and country club.

  • MLS #: A4645012
  • Address: 916 Macewen Dr
  • Levels: Two
  • City: Osprey
  • Zip: 34229
  • County: Sarasota
  • Subdivision: Oaks
  • Community Features: Deed Restrictions,Golf,Tennis Courts
  • Elementary School: Laurel Nokomis Elementary
  • Middle School: Sarasota Middle
  • High School: Venice Senior High
  • Private Pool: True
  • Pool Features: Auto Cleaner,Screen Enclosure
  • Water Feet: 0
  • Interior Features: Central Vaccum,Eat-in Kitchen,Kitchen/Family Room Combo,Primary Bedroom Main Floor,Solid Surface Counters,Solid Wood Cabinets,Split Bedroom,Walk-In Closet(s),Wet Bar,Window Treatments
  • Appliances: Dishwasher,Disposal,Dryer,Microwave,Range,Refrigerator,Trash Compactor,Washer
  • Floor Covering: Carpet,Ceramic Tile,Wood
  • Kitchen Features: Breakfast Bar,Pantry
  • Primary Bathroom Features: Dual Sinks,Tub with Separate Shower Stall
  • Additional Rooms: Bonus Room,Den/Library/Office,Family Room,Formal Dining Room Separate,Inside Utility,Media Room
  • Architectural Style: Custom,Traditional
  • Exterior Features: French Doors
  • Exterior Contruction: Block,Stucco
  • Foundation: Slab
  • Front Exposure: North
  • Roof: Tile
  • Building Sqft: 7979

Available now at $1,800,000

Approximate Room Sizes / Descriptions

Dining Room17x16First
Family Room22x20First
Kitchen16x15First
Living Room24x19First
Primary BathroomFirst
Bedroom 215x14First
Bedroom 321x15Second
Bedroom 415x14Second
Primary Bedroom26x18First
  • Attached Garage: True
  • Garage: True
  • Garage Spaces: 4
  • Garage Feature: Circular Driveway,Driveway,Garage Door Opener,Garage Faces Rear,Garage Faces Side
  • Carport: False
  • Carport Spaces: 0
  • Air Conditioning: Central Air,Zoned
  • Heating: Central,Electric,Zoned
  • Utilities: Cable Available,Electricity Connected,Sprinkler Well,Underground Utilities
  • Lot Sqft: 52461.00
  • Lot Acres: 1.2000
  • Total Acre: 1 to less than 2
  • Lot Num: 274
  • HOA Fees: $800 Quarterly
  • HOA Monthly Amount: $267
  • HOA/Community Assoc: Required
  • Senior Community: False
  • Style: Single Family Residence
  • Location: Corner Lot,Private
  • Building Name Number: 916
  • Pets Allowed: Yes
  • : 941-383-6411

Neighborhood

The average asking price of a 5 bedroom Osprey home in this zip code is $3,940,000 (118.9% more than this home).

This home is priced at $301/sqft, which is 112.7% less than similar homes in the 34229 zip code.

Potential Great Value

Map | Street | Birds Eye

Print Map | Driving Directions

Financial

  • Approx Payment:$8,756*
  • Taxes:$11,540

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at (386) 801-4854 and speak with one of our real estate consultants.

Listing Courtesy of COLDWELL BANKER REALTY. For information or to schedule a viewing of this property (MLS# A4645012), call: 386-801-4854

916 Macewen Dr, Osprey FL is a single family home of 5987 sqft and is currently priced at $1,800,000 . This single family home has 5 bedrooms. A comparable home for sale at 1216 N Casey Key Rd in Osprey is listed at $11,750,000. In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos and New Homes in Osprey, FL. Sorrento Shores, South Creek and Southbay Yacht & Racquet Club are nearby neighborhoods. MLS A4645012 has been posted on this site since 3/24/2025 (today).

2025 3/25/2025.

Message Agent

Send

Schedule a tour

916 Macewen Dr Osprey FL 34229

Choose a day and time

You Requested

We'll be in touch shortly to confirm your tour time and other details. Please let us know how to reach you.

Schedule Tour

CLOSE

Your message has been sent!

The agent will be in touch with you in just a minute.