Location: Oaks 2 Ph 1, Osprey
Do Not Show Listings
227 SAINT JAMES PARK, OSPREY, FL 34229
$885,000122 Days on yellowkey MLS ID: A4679867
1 Days Off yellowkey (back on 5/13/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2071 Built: 1986Monthly Fee: $142 Tax: $4,611 (2025)Community: Oaks 2 Ph 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,611
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Experience the charm and wonderful location of this golf course home on Saint James Park, the leafy and quiet cul-de-sac where you can walk to tennis, golf, pickleball, croquet, heated pool and state of the art fitness center all within The Oaks Country Club, where the luxury lifestyle awaits! This 2 bedroom, 2 bath traditional home overlooks the first hole of the Eagle Golf course, and is being offered completely furnished, easy to maintain, and is move in ready. The roof is new in 2024, and all windows and sliding doors are newer and hurricane impact. Custom designed by Bo MacEwen, the architect who designed the clubhouse, features include crown molding, wainscoting, built-ins throughout, a wood burning fireplace, split bedrooms, both ensuite with wood floors, and open views from most rooms. The kitchen has a light and bright breakfast area. The expansive screened lanai is 20 feet by 48 feet, and the oversized two car garage has a charging station for your electric car. Saint James Park is the residential area closest to the athletic facilities so residents can easily walk or bike to all facets of the club, including dining as well as a social atmosphere that encourages all to stay engaged in all The Oaks Club has to offer. For those electing golf, the ability to play the two courses is immediate, no waiting period. Also, The Oaks has been designated a Platinum Club of America, and an Emerald Club, signifying it’s standing among the finest in Florida, not to mention 20 minutes to the best beaches in Sarasota County! Membership is required, either Social or Golf. Be sure to see this special home and begin enjoying a well rounded lifestyle!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Rosalie Phillips (941-544-4430)
236 SAINT JAMES PARK, OSPREY, FL 34229
$2,700,000429 Days on yellowkey MLS ID: A4644125
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 6246 Built: 1986Monthly Fee: $283 Tax: $22,433 (2024)Community: Oaks 2 Ph 1Spa: YesSingle Family
Taxes:$22,433
Tax Year: 2024
Middle School: Laurel Nokomis Middle
Remarks: Multigenerational living behind the gates of The Oaks Golf & Country Club. Set on a rare double lot at the end of a quiet cul-de-sac, this exceptional home is perfectly positioned on the 1st hole of the Heron Course, capturing sweeping golf course and clubhouse views—just minutes from Siesta Beach and Casey Key. The main residence offers 4,700+ square feet, complemented by a private 1,500+ square foot guest house—ideal for extended family or long-term guests. Outdoor living is elevated with a pool and spa, outdoor kitchen, private guest laundry, and some of the most captivating views in the community. At The Oaks, coastal sophistication unfolds across 36 championship fairways, tennis and pickleball courts, with endless opportunities for recreation, dining, and connection. Membership required.
Listing Agent: Karin Watt (941-773-1273)
362 MACEWEN DR, OSPREY, FL 34229
$2,249,000138 Days on yellowkey MLS ID: A4676567
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4117 Built: 1998Monthly Fee: $142 Tax: $10,742 (2025)Community: The OaksSingle Family
Taxes:$10,742
Remarks: Experience luxury living in this beautifully appointed traditional home featuring 4 bedrooms, 3.5 bathrooms, and a dedicated office. The formal living room offers a fireplace and French doors, allowing separation from the kitchen and family room for more intimate gatherings. The spacious master suite includes two walk-in closets with custom built-ins, a sitting area, and a spa-inspired bath with dual vanities, soaking tub, and separate shower. Guests enjoy privacy in an en suite bedroom with direct pool access, while two additional bedrooms share a conveniently located third bath. A three-car garage provides ample space for vehicles and hobbies, complete with a workspace, overhead storage, and cabinets. Ideally positioned as the closest residence to the clubhouse on MacEwen, the home overlooks the 2nd and 3rd holes of the Eagle Course. Manicured landscaping offers complete privacy. Beyond are breathtaking golf course and lake views. Outdoor living features an expansive pool deck, screened lanai, fully updated outdoor kitchen, and a charming open-air patio. The renovated kitchen opens to the family room and includes a breakfast nook with aquarium window offering pool views, plus a formal dining room and breakfast bar for flexible entertaining. This exceptional home combines privacy, comfort, and a prime location for the ultimate country club lifestyle. Membership in The Oaks Club is required. The Oaks Club, Sarasota’s premiere golf and country club, has two champion 18-hole golf courses, twelve HAR-TRU tennis courts (4 lighted), four pickleball courts, an over 7,500 square foot state-of-the-art WellFit Center, an award-winning culinary team, and robust activities and social calendars. Club membership is required with homeownership.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Steve Abbe (941-400-3969)
401 WALLS WAY, OSPREY, FL 34229
$1,800,000120 Days on yellowkey MLS ID: A4680312
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 4387 Built: 1990Community: Oaks 2 Ph 1Single Family
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Perfectly positioned on the 9th hole tee box within the Oaks community, this meticulously appointed estate offers a rare opportunity for a premier Sarasota golf course lifestyle. Designed for the discerning enthusiast, the property features panoramic fairway views and western exposure for breathtaking sunsets. The interior is defined by soaring vaulted ceilings, refined crown molding, & finishes throughout. The heart of the home is a curated chef’s kitchen featuring a bespoke butcher block island, professional-grade Viking double ovens, and sleek quartz countertops. High-end functionality includes dual KitchenAid dishwashers and custom cabinetry. The primary living spaces flow seamlessly to a wet bar and wood-burning fireplace, ideal for post-round entertaining. An extraordinary floating staircase of hand-built Hungarian wood leads to a versatile upper level with a private balcony overlooking the course. The primary suite serves as a sanctuary, entered through exquisite hand-carved doors imported from Turkey. This retreat features French doors leading to a private courtyard, custom walk-in closets, and a whirlpool jacuzzi tub. Outdoor living is centered around the pool and an expansive lanai with a fully equipped summer kitchen. Notable infrastructure includes a 3-car garage, three AC units, and clear hurricane shutters. This residence offers an elevated Sarasota lifestyle with immediate proximity to world-class golf and the exclusive amenities of the Oaks community. Please note membership of The Oaks is required.
Listing is courtesy of: ENGEL + VOELKERS SARASOTA (941-388-9800)
Listing Agent: Andrea Stultz (941-929-6529)
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