Rivendell

Rivendell Homes for Sale – Osprey, Florida 34229

Osprey rings well amongst prospective buyers of Sarasota homes for sale largely because of communities like the Woodlands at Rivendell. Simply referred to as Rivendell in the MLS of available residences in Osprey, this community cornered a prime 400-acre site east off Old Venice Road and Pine View High School. Its acreage is notably convenient also to two major road corridors serving Osprey: Interstate 75 to the east and the Tamiami Trail to the west.

Bordered east by the 1,382-acre Oscar Scherer State Park, Rivendell real estate was masterfully developed to meld with its refreshing natural environment. The community features several ponds and lakes, sprawling preserves, and open spaces which serve as an endearing backdrop for the homes for sale in Rivendell.

Perks of Countryside Living

The overall ambiance in Rivendell is that of a small countryside village, as its development likewise included exquisite landscaping and winding roads with street lighting and wide sidewalks. A deed-restricted community, the Woodlands at Rivendell also features underground utilities.

Additionally, the residents of this community enjoy many other amenities onsite including a bridge and paved walking trail through the woodlands of the property. Rivendell also provides a community swimming pool, and a park with a charming gazebo.

Residential Mix for Every Need

There are close to 500 home sites in Rivendell, with the choices of residential designs ranging from executive-style residences, villas, and patio homes. The residences in most of Rivendell’s neighborhoods require homeowner maintenance, except those in the Cottages of Rivendell.

This maintenance-included neighborhood consists of 84 dwellings spread nearest to Old Venice Road. Developed around a lone internal street, Meadow Sweet Circle, the Cottages of Rivendell flaunts a winsome curb appeal reminiscent of vintage homes in a 1900’s Main Street: white picket fences, lovely landscaping, and quaint front porches. The neighborhood provides a clubhouse and a pool exclusively for its residents. Market listings of Rivendell cottages are typically priced ranging from the $300s to the $400s, featuring floor areas of between 1,500 and 2,300 square feet designed with two to three bedrooms.

The prime choices in Rivendell are its estate or executive homes which include custom masterpieces of some prominent homebuilders like Arthur Ruthenberg and John Cannon. The typical asking prices for these builds can range between the $500s and the $600s. Typically designed with four bedrooms, these residences feature floor areas starting from 2,400 square feet up to about 3,900 square feet.

Hefty Points for Osprey

Rivendell draws the interest of home buyers not only due to its proximity to Pine View School and the outdoor delights of Oscar Scherer Park. This community also meets many items on the wish list of home shoppers, such as convenient access to healthcare facilities and commercial centers, as well as hubs of leisure and cultural activities.

Just south of Rivendell, there are retail shops along with restaurants around the junction of Blackburn Point Road and Tamiami Trail. This nearby area is likewise a gateway west to the water-based recreational activities in the Casey Key Marina and Blackburn Park. Trips northward via the Tamiami Trail or Interstate 75 unlock even more points of interest in Sarasota, while similar excursions south leads to equally attractive life and leisure choices in Venice.

Rivendell Homes For Sale

Below are the current real estate listings available in Rivendell.

Please contact me if you would like to schedule a tour of any of the listed properties below.

MLS# A4640947 - Status: Active View Property Details Add to Favorites View Map

• 820 PLACID LAKE DR
• Price: $1,200,000
• Zip Code: 34229
• 3938 Square Feet
• Subdivision: RIVENDELL WOODLANDS
• Bedrooms: 5 Baths: 4
• ***carpet was professionally cleaned 3/26/25*** Discover this beautiful, expansive 5-bedroom, 4-bathroom home offering 3,938 sq. ft. of living space on a 10,548 sq. ft. lot. Designed for both comfort and elegance, this residence features an open-conc ... Read More
• Listing courtesy of: LOYD ROBBINS & CO. LLC

MLS# N6138997 - Status: Active View Property Details Add to Favorites View Map

• 678 CLEAR CREEK DR
• Price: $1,099,000
• Zip Code: 34229
• 3912 Square Feet
• Subdivision: RIVENDELL
• Bedrooms: 5 Baths: 3
• Looking for quality craftsmanship??? This exceptional home was built by US Homes, with a unique distinction -- the original owner was the president of US Homes at the time of construction, personally overseeing every detail to ensure top-tier quality ... Read More
• Listing courtesy of: EXIT KING REALTY

MLS# A4644210 - Status: Active View Property Details Add to Favorites View Map

• 742 SHADOW BAY WAY
• Price: $1,050,000
• Zip Code: 34229
• 3321 Square Feet
• Subdivision: RIVENDELL
• Bedrooms: 4 Baths: 3
• Welcome to Luxury Living in Rivendell! Nestled on a premium, private lot with serene lake and preserve views, this impeccably maintained, custom-built Arthur Rutenberg home offers elegance, comfort, and thoughtful design in every detail. Boasting 3,3 ... Read More
• Listing courtesy of: RE/MAX ALLIANCE GROUP

MLS# A4647633 - Status: Active View Property Details Add to Favorites View Map

• 1085 MALLARD MARSH DR
• Price: $1,000,000
• Zip Code: 34229
• 3011 Square Feet
• Subdivision: RIVENDELL
• Bedrooms: 4 Baths: 3
• Step into this beautifully renovated Rivendell home and discover a stunning pool and lanai area, thoughtfullydesigned for relaxation and enjoyment. Offering expansive lake views, this home provides a serene retreat in one ofthe area's most sought-aft ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4652814 - Status: Active View Property Details Add to Favorites View Map

• 766 SHADOW BAY WAY
• Price: $998,000
• Zip Code: 34229
• 3438 Square Feet
• Subdivision: RIVENDELL
• Bedrooms: 4 Baths: 3
• Nestled on a quiet street in the highly sought-after Rivendell community, this former model home by renowned custom luxury builder Arthur Rutenberg features 4 bedrooms, 3 full baths, a den, and 2 versatile flex rooms, offering tranquil views of the p ... Read More
• Listing courtesy of: COLDWELL BANKER SARASOTA CENT.

MLS# A4643452 - Status: Active View Property Details Add to Favorites View Map

• 866 PLACID LAKE DR
• Price: $774,900
• Zip Code: 34229
• 2171 Square Feet
• Subdivision: RIVENDELL THE WOODLANDS
• Bedrooms: 3 Baths: 2
• Immerse yourself in the blissful lifestyle located in the Woodlands of Rivendell, where this beautifully appointed home awaits. Situated within a community renowned for its expansive green spaces, parks, 24 shimmering lakes, proximity to Oscar Schere ... Read More
• Listing courtesy of: KELLER WILLIAMS ON THE WATER S

MLS# A4634788 - Status: Active View Property Details Add to Favorites View Map

• 644 RIVENDELL BLVD
• Price: $724,900
• Zip Code: 34229
• 2298 Square Feet
• Subdivision: RIVENDELL
• Bedrooms: 4 Baths: 3
• Optional Turnkey! Built in 2001, this home features high tray ceilings and a smart, functional layout.The formal living and family rooms, along with the en-suite primary bedroom, open to the lanai. The dining room includes custom built-ins, while two ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4651227 - Status: Active View Property Details Add to Favorites View Map

• 750 ANNA HOPE LN
• Price: $669,000
• Zip Code: 34229
• 2135 Square Feet
• Subdivision: RIVENDELL
• Bedrooms: 4 Baths: 2
• Impeccable style and effortless grace define this Rivendell home, which stands as a testament to refined living. Nestled in the serene beauty of Osprey, this four-bedroom property is bathed in soft sunlight and encapsulates the tranquility of its sur ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4652361 - Status: Active View Property Details Add to Favorites View Map

• 553 MEADOW SWEET CIR
• Price: $600,000
• Zip Code: 34229
• 1761 Square Feet
• Subdivision: RIVENDELL
• Bedrooms: 3 Baths: 2
• Welcome to the Cottages of Rivendell, where pride in homeownership shines through every detail. This charmingcommunity offers a unique slice of Florida living, with beautiful canopy oak trees creating a picturesque setting.Beyond its natural beauty, ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4648690 - Status: Active View Property Details Add to Favorites View Map

• 1363 NEW FOREST LN
• Price: $549,000
• Zip Code: 34229
• 1738 Square Feet
• Subdivision: RIVENDELL WOODLANDS
• Bedrooms: 2 Baths: 2
• Welcome to The Woodlands At Rivendell! This beautiful home is on a large corner lot in the Patio Section of the Woodlands. It has TWO Bedrooms + a DEN, Great Room, double tray ceilings w/ crown molding. The den has double pocket doors! The kitchen ... Read More
• Listing courtesy of: RE/MAX PLATINUM